Between $400,000 - $500,000 Winter Haven FL Real Estate, Homes, Condos for Sale

6125 Pebble Beach Boulevard, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code

Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this impeccably maintained 3-bedroom, 2-bath home combines exceptional quality, thoughtful design, and beautiful pond views to create an inviting place to call home. From the attractive quoin corners that enhance the front elevation and the fresh exterior paint, including the soffits and gutters, to the full-width paver driveway, the home makes an outstanding first impression. River stone accents in the flower beds add a crisp, polished appearance, while the impressive 32’ x 15’ bronze-screened veranda provides the perfect setting to relax, entertain, and enjoy tranquil views of the expansive pond. Step inside and discover a clean, bright, and welcoming interior designed for comfortable everyday living and gracious entertaining. Tasteful 18” x 18” tile flooring flows throughout the main living areas, complemented by comfortable carpeting in the bedrooms, and ceiling fans throughout the home add to its appeal. The beautifully appointed kitchen features attractive Chiffon-colored maple cabinetry with abundant storage, including a bank of drawers, rollout trays, distinctive cabinet bump-ups and bump-outs, a dedicated refrigerator cabinet, and decorative cove lighting. Granite countertops are beautifully complemented by pendant lighting above the island, while fingerprint-resistant stainless-steel appliances provide a stylish, modern touch. There is ample room at the kitchen counters for entertaining guests. A spacious walk-in pantry offers additional storage and convenience. The same quality maple cabinetry and granite countertops continue into both bathrooms and the laundry room, creating a cohesive, upscale look throughout the home. Five pocket doors enhance the flow between rooms while making excellent use of available space. The primary bedroom features black-out shades for a restful night’s sleep. The primary bathroom is a welcoming retreat, featuring dual vanities and a spacious, tiled walk-in shower with custom fixtures. Throughout the living room, kitchen, and expanded screened veranda, peaceful pond views provide a beautiful backdrop for everyday living. The two-car garage is complemented by a separate golf cart garage, making it easy to enjoy all that Lake Ashton has to offer. As an added benefit, this Green Home incorporates energy-efficient features designed to enhance comfort and help reduce energy costs. With more than $51,000 in custom builder upgrades, this exceptional property offers quality, convenience, and value that truly deserve an in-person visit. Beyond your front door, the remarkable Lake Ashton lifestyle awaits, with two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and an abundance of activities and amenities designed to make every day more enjoyable. Combining a beautifully maintained home, serene pond views, thoughtful upgrades, and an outstanding active-adult lifestyle, this is a wonderful opportunity to enjoy the very best of Florida living. Schedule your private showing today and discover everything this special Lake Ashton home has to offer!

6125 Pebble Beach Boulevard, Winter Haven

$459,000

4 Beds ⋅ 2 Baths ⋅ Montego Place SubDv. ⋅ 33884 Zip Code

New roof. Newer A/C. New pool resurface. New paint inside and out. The big-ticket items are done, and this home is ready for years to come. Step inside and the split floor plan does its job. To the left, the kitchen and the living room flow together with three bedrooms and a full bath. The kitchen is all new, with new cabinets, new quartz countertops and new stainless appliances. The living room has warm LED cove lighting and a fluted fireplace wall framed by built-ins. To the right is a quiet retreat: a cozy sitting area that leads to the pool and the primary suite, with French doors that open right onto the pool deck. The primary bath is the showstopper, with a new marble-look tiled shower behind glass, a rain head, a wall head and a handheld wand, plus a separate tub. The second bath has new tile on the shower walls and a new tub, and both baths have new quartz tops and new hardware. New flooring runs throughout. Out back is a large screened pool on an oversized deck, then a big fully fenced lawn with a detached workshop for your weekend projects. With a 2-car garage and a low HOA on a quiet street near LEGOLAND and the Chain of Lakes, it's ready to move in. Come see it in person!

114 Belmont Drive, Winter Haven

$410,620

4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code

Under Construction. Esperanza BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Meet the Esperanza, a single-story, multi-generational home designed for modern living with flexibility and comfort. This 4-bedroom, 3-bathroom, 2-car garage home features a separate multi-gen suite with its own bathroom and kitchenette, ideal for extended family or guests. The spacious layout offers distinct areas for gathering and relaxing, including an open-concept living and dining space paired with a thoughtfully designed kitchen featuring quartz countertops, stainless steel appliances, and smart home technology for everyday convenience. With smart design and stylish touches throughout, the Esperanza balances independence and togetherness, providing room to grow—together. Scenic Terrace pairs comfortable living with inviting community spaces in Lake Hamilton. Amenities include a resort-style pool, clubhouse, playground, and dog park for everyday enjoyment. Ideally located between Orlando and Tampa, residents enjoy convenient access to the best of Central Florida. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

1764 Vanilla Street, Winter Haven

$428,000

5 Beds ⋅ 3 Baths ⋅ Terranova Ph 02 SubDv. ⋅ 33884 Zip Code

Don't miss your opportunity to own this 5 bedroom 3 bath pool home in the gated community of Terranova in SE Winter Haven. Minutes from Hwy 27, Hwy 60 and the Polk Parkway. This is a Fannie Mae Homepath property.

219 Terranova Boulevard, Winter Haven

$401,370

4 Beds ⋅ 3 Baths ⋅ Ashton Covey SubDv. ⋅ 33884 Zip Code

Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Sandalwood single-family home sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full bath sits between 2 bedrooms, while a guest suite with full bath is found off the 3-car garage. Use the versatile flex space as a home office. The gourmet kitchen includes a large island overlooking dining space and the family room, ideal for gathering with family and friends. Your luxurious owner’s suite features a double vanity bath and massive walk-in closet, plus private access to the rear lanai. You’ll be stunned by The Sandalwood. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

1913 Quail Fields Circle, Winter Haven

$429,000

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code

Stunning Sebastian Floor Plan Home in an Exclusive, 55+ Florida Community, Lake Ashton. Discover this exceptional single-family home built in 2022, designed with every modern comfort in mind. Perfectly positioned home with a POND VIEW. With a thoughtfully crafted open floor plan, this home with over 2,045 sq.ft. living area, combines style and functionality, perfect for those seeking privacy and luxury living. 6216 Pinehurst Loop Winter Haven, Florida 33884 offers exceptional curb appeal with custom poured curbing, mature landscape, paver drive/walk ways and screen enclosed entrance. INTERIOR HIGHLIGHTS in this 3 Bedroom/2 Bath Home: Eight Foot Doors Throughout and Front Entry Door with Glass Sidelights and Eyebrow Glass Above, Plantation Shutters; SPACIOUS GOURMET KITCHEN: Stainless Steel Appliances, Ample Counter Top Space, Granite countertops, Stainless Steel Hood Above the Propane Gas Stove, Soft Close Drawers/Cabinets, Oversized Island with Beverage/Wine Refrigerator and Drawers, Double Basin Sink, Walk In Pantry and Beautiful Breakfast Bar with Step- Up Counter make this kitchen a chef's dream; OPEN AND SPACIOUS LIVING with Formal and Informal Dining Areas: High Ceiling with Trey ceiling design and plank tile flooring add elegance throughout the main living area; WELL DESIGNED GUEST AREA includes Bedroom 2, Bedroom 3 and Guest Bath: a Door separates the Guest Suite providing privacy. Bedroom 2 is on the front of the home with Built in Closet, Triple Windows and Carpet; Bedroom 3 has Dual Closets and Carpet for Comfort. Guest Bathroom: Comfort Height Vanity with Drawers and Cabinet, Granite Counter Top, Shower/Tub combo. Modern Tile Gives the Bathroom a sleek, contemporary look. A linen closet is in the Hallway. PRIMARY SUITE: Located on the rear of the home. Double Window Provides an unobstructed pond view. Enjoy His and Her Separate Vanities with Upgraded Lighting and Granite Counter Top, a large Walk-In Shower with framed glass enclosure, sleek modern tile for a contemporary look, a separate water closet with window, and spacious Walk In Closet creating a relaxing retreat. DESIRABLE LAUNDRY ROOM with Wash Sink, Ample Storage with Soft Close Cabinetry and a Granite Counter Top Folding Counter/Drop Zone. ADDITIONAL FEATURES in this home: Recessed Lighting, Ceiling Fans in the Bedrooms and Living Area; Automated Blinds in the Dinette and Living Areas, Triple Sliders in the Living Room, Double Window in the Dinette Area, Floor Outlet in the Living Room, Poured Concrete Pad Beyond the Lanai, Rain Gutters on the Outside of the Home, Irrigation System for your Lawn, Separate Irrigation Meter. OUTDOOR LIVING AREA: Covered and screened lanai, Propane Hook Up to Create your own outdoor kitchen, additional concrete pad & plenty of space to create your ideal backyard oasis. GARARGE: Epoxy Coating on Floor, Two-Car Garage (27'4 x 21'9) PLUS Golf Cart Entry: Plenty of room for vehicles, golf cart and storage. Lake Ashton is a gated and guarded Florida Active Community with resort style amenities. 2 Clubhouses with Movie Theater, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, and more. You can stay busy living the Florida Retirement Dream every single day. For those that love the game of golf, there are 2 18-Hole Golf Courses, a Pro Shop, Driving Range, Putting Green and the Eagles Nest (Hole 19). Don't wait to tour this home.

6216 Pinehurst Loop, Winter Haven

$480,000

4 Beds ⋅ 3 Baths ⋅ Haven Shores SubDv. ⋅ 33881 Zip Code

RENOVATED, SPACIOUS, AND JUST MINUTES FROM LAKE HOWARD! Discover this beautifully renovated 4-bedroom, 3-bathroom home in the heart of Winter Haven, offering a combination of modern upgrades, flexible living arrangements, and a fantastic location near the scenic Chain of Lakes! With 1,985 square feet of living space and 2,455 total square feet, including the garage and porch, this home is designed for comfortable and flexible living! Major improvements completed in 2021 include a NEW ROOF, IMPACT-RESISTANT WINDOWS AND DOORS, along with updates to the electrical, plumbing, and HVAC system. What truly sets this property apart is its VERSATILITY! The home features an IN-LAW SUITE, providing additional space for extended family, guests, or multigenerational living. Looking for even more flexibility? The primary bedroom offers potential for conversion into a private studio-style unit, creating the possibility of a SECOND IN-LAW SUITE! These possibilities make the property especially appealing to buyers seeking adaptable living arrangements. Step outside and enjoy your own backyard retreat featuring an ABOVE-GROUND POOL, perfect for Florida’s sunny days! An additional backyard structure also presents potential for a future accessory dwelling unit (ADU). LOCATION, LOCATION, LOCATION! Just minutes from beautiful Lake Howard, part of Winter Haven’s Chain of Lakes, and conveniently located near downtown Winter Haven, shopping, restaurants, and medical facilities. LEGOLAND Florida Resort is approximately 20 minutes away! With extensive renovations, multiple possibilities for flexible living space, and a convenient location, this is a property you won’t want to miss. Schedule your private showing today! Must have proof of funds for showings.

1075 8th Street Nw, Winter Haven

$485,000

4 Beds ⋅ 2 Baths ⋅ Pollard Shores SubDv. ⋅ 33881 Zip Code

Welcome to 10 West Lake Hamilton Circle, a beautifully maintained four-bedroom, two-bathroom waterfront home situated on a spacious half-acre property in Winter Haven. This inviting residence combines comfortable living spaces, thoughtful updates, mature landscaping, and an exceptional canalfront lifestyle with direct access to Lake Hamilton. Inside, the home features carpet and tile flooring throughout, updated HVAC, and new kitchen appliances. The spacious floor plan offers plenty of room for both everyday living and entertaining, including a dining room directly off the kitchen, a dedicated TV/activity room, and a centralized fireplace that creates a warm and welcoming focal point. The private primary suite offers a relaxing retreat with its own en-suite bathroom, while three additional bedrooms provide flexibility for guests, an office, or hobbies. Step outside and the property truly comes to life. The well-landscaped half-acre lot is surrounded by beautiful mature oak trees, creating shade, privacy, and a classic Florida setting. The large, deep swimming pool is complemented by a spacious lanai, making it an ideal place to relax, entertain, or enjoy sunny Florida afternoons. Beyond the pool, you'll find an incredible waterfront setup with a private dock, canal frontage, and a dedicated fireplace sitting area overlooking the water. And for boating enthusiasts, the location is especially appealing. Moor your boat right at your private back dock and enjoy direct boating access to Lake Hamilton. From there, it's approximately a three-minute boat ride to Port 27 and Floridinos, where patrons can tie their boats up at the restaurants' docks and arrive by water for dinner, drinks, or an evening out. With its combination of lake access, private dock, pool, mature landscaping, spacious lot, updated systems and appliances, and versatile interior living spaces, 10 West Lake Hamilton Circle offers the best of relaxed Florida living with the convenience of being able to enjoy Lake Hamilton right from your backyard.

10 W Lake Hamilton Circle, Winter Haven

$424,900

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii South SubDv. ⋅ 33884 Zip Code

** CDD Debt Balance PAID IN FULL, saving you thousands! **A new four-season Sunroom was completed in April 2026. It is glass-enclosed with a separate HVAC mini-split and has beautiful new flooring. This home offers amazing curb appeal, with new landscaping on every side of the house, including lush privacy plantings in the back. The St. Marks floor plan has 3 Bedrooms and 2 Baths, plus a Den, spacious Laundry Room and a Double-car Garage with designated Golf Cart Entry. With 2,069 sq.ft. living area in the original house PLUS an additional 243 sq.ft. living area in the Sunroom, this OPEN and SPACIOUS home is ideal for entertaining friends and family. The tile plank flooring that appears "wood like" flows thru the LR, Formal Dining, Foyer, Kitchen, Dinette, Den, Sunroom and Laundry Rooms -- adding a touch of class to this truly charming home! The voluminous ceilings are enhanced with the 8ft. door openings in the home. The kitchen is enhanced with Granite countertops, soft close drawers and cabinets with newer hardware, stainless steel appliances, tiled backsplash, step-up breakfast bar with pendant lights, and abundant countertop space for food prep and display. The Dinette area, which is adjacent to the kitchen, is accessible from the Sunroom and the Den. The spacious Owners Suite occupies the left wing of the home and is a private retreat featuring His/Her walk-in closets and its very own En-Suite bath area. The Primary Bath offers His/Her comfort height vanities with Granite countertop and Newer Cabinet Hardware, a Walk-in shower w/glass door enclosure and Large soaking tub. The triple glass block allows an abundance of natural light into the space. A "Barn-Like" door on a smooth track system separates the Primary Suite from the Primary Bath. It's stylish and practical. On the right side of this Split Floor Plan home are Bedrooms 2 and 3 and the Guest Bath. The Guest Bath has a comfort height vanity, Shower/tub combo and Newer Hardware on the Cabs. It's perfectly positioned between the Guest Bedrooms. The laundry room is well designed and is the passage from the garage into the home. The laundry room has additional shelving for your storage needs. Hosting a Game Night or Want to Cozy Up with a Good Book? The brand-new SUNROOM would be the ideal place! It's accessible thru the TRIPLE SLIDERS in the LR & DOUBLE SLIDERS in the Dinette. ADDITIONAL UPGRADES: Whole House Gutter System, Automatic Screen (Skeeter Beeter) on the Garage Door, Storm Door on the front door, Pull Down Attic Ladder, new window dressings throughout the home, Six-Filter Reverse Osmosis Water System added to the Kitchen sink, Updated Painting in Several Rooms and Cabinet Handles in the Kitchen and Bathrooms. Lake Ashton has (2) clubhouses, (2) Golf Courses, Planned Activities and Resort Style Amenities. Residents enjoy 2 Swimming Pools (one Indoor & one Outdoor), Movie Theater, Bowling Lanes, Card, Craft and Billiard Rooms, Fitness Rooms, Media Rooms, Indoor Racquetball, Indoor 1/2 Court Basketball, Pickle Ball Courts, Tennis Courts, Shuffleboard Courts, Eagles Nest (an Eatery), a Pro Shop and MORE! Lake Ashton is a beautiful 55 Plus Community in Florida closely located to Shopping, Restaurants, Entertainment and Medical Facilities. MAKE AN APPOINTMENT TODAY TOUR THIS BEAUTIFUL HOME.

1321 Oakmont Drive, Winter Haven

$425,000

4 Beds ⋅ 3 Baths ⋅ Magnolia Shores SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. RARE LAKEFRONT OPPORTUNITY on beautiful Lake Hamilton, part of the northern CHAIN OF LAKES! Situated on an expansive .73-ACRE LOT with approximately 100 FEET OF DIRECT LAKE FRONTAGE, this well-built 4-bedroom, 2.5-bath POOL HOME offers an incredible waterfront setting, NO HOA, plenty of space and endless potential to create your own Florida retreat. A LARGE DRIVEWAY and OVERSIZED PARKING AREA provide plenty of room for multiple vehicles, guests, a boat or other recreational toys, while the DETACHED GARAGE offers even more parking, storage or workshop possibilities. Inside, the spacious living room features VAULTED CEILINGS accented by charming WOOD BEAMS, adding warmth and character to the home. The kitchen offers CORIAN COUNTERTOPS, plenty of cabinetry and stainless-steel appliances, including the STOVE, MICROWAVE and DISHWASHER. Throughout the home, you'll appreciate the abundance of STORAGE and ADDITIONAL CLOSET SPACE. The primary bathroom features an UPDATED, FULLY TILED, EASY-ACCESS SHOWER, and the WASHER AND DRYER located inside the laundry room will also remain with the home. Step outside and discover what makes this property truly special. Enjoy peaceful lake views, mature surroundings, a PRIVATE POOL and generous outdoor living space, all with plenty of room to create your own private waterfront oasis. With approximately 100 feet of direct frontage on Lake Hamilton, there is incredible potential to take full advantage of the Florida lakefront lifestyle. The home is in need of repairs and updating, presenting an excellent opportunity for buyers with vision to renovate, customize and add value while taking advantage of a hard-to-find affordable waterfront property. Important updates include a ROOF (2018), A/C (09/2024) and WATER HEATER (2025). Lake Hamilton is part of the Northern Chain of Lakes, offering access to interconnected waterways for BOATING, FISHING, WATERSPORTS and scenic cruising. Enjoy the tranquility of lakefront living while remaining conveniently located near Hwy 27 and located very close to Winter Haven, LEGOLAND Florida Resort and Port 27. Whether you're searching for a full-time residence, vacation home or renovation project, this property offers a RARE COMBINATION of ACREAGE, DIRECT LAKE FRONTAGE, A PRIVATE POOL, DETACHED GARAGE, OVERSIZED PARKING, NO HOA and tremendous potential in a beautiful Central Florida waterfront setting. MULTIPLE OFFERS, HIGHEST AND BEST TO BE SUBMITTED LATEST BY: THU 10/8 5PM

2900 Crump Road, Winter Haven

$419,000

3 Beds ⋅ 2 Baths ⋅ Linger & Nichols Sub/Winter H SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. LAKEFRONT OPPORTUNITY ON LAKE HOWARD! Enjoy the Winter Haven waterfront lifestyle at 215 S Lake Howard Drive. This 3-bedroom (with bonus room off bedroom- possibly and office overlooking the lake), 2-bath home includes lakefront property directly across Lake Howard Drive from the residence, providing access to beautiful Lake Howard along with a private dock and covered boat area. The home has recently been refreshed and is ready for its next chapter, featuring fresh interior paint, new carpet and padding, professional cleaning, and professionally steam-cleaned tile. The floor plan offers comfortable living spaces, a single-car garage, and a large screened rear patio overlooking the spacious, fenced backyard. Across the street, your lakefront area provides the opportunity to enjoy boating, fishing, and everything that makes living on Lake Howard so special. Keep your boat conveniently at the dock and head out on the water to enjoy the Central Florida lake lifestyle. The home offers a great foundation for a buyer looking for waterfront access while still having the opportunity to make additional improvements and personalize the property. With some added love and updating, this could become a wonderful full-time residence, seasonal Florida home, or lake retreat. Conveniently located near downtown Winter Haven, shopping, dining, medical facilities, and area attractions, this property combines an established location with one of Winter Haven's most desirable amenities—access to Lake Howard right across the street. Bring your vision, your boat, and your love of the water and discover the possibilities at 215 S Lake Howard Drive!

215 S Lake Howard Drive, Winter Haven

$449,900

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code

GOLF COURSE LIVING AT ITS FINEST! Take a look at this absolutely stunning 3 BR + Den / 2 BA St. John floor plan home in the highly desirable Lake Ashton community, a gated 55+ community in Central Florida! Located on an oversized corner lot, with NO BACKYARD NEIGHBORS you’ll enjoy the serene water views that border Hole 13 along Lake Ashton's West Course. This home has mature and well-maintained landscape with Oak Trees and Beautiful Stately Palm trees, all "watered" by a separate irrigation meter. Highlights you'll love about this home: Double French door entry with Custom Tilework & Interior Finishes in the Open and Spacious Living Room with Tray Ceiling, Triple Sliders that separate the Living Room from the Large Screened Lanai; Luxury Kitchen with Granite Countertops, Tile Backsplash, Under and Above Cabinet Lighting, Custom 42" Maple Cabinets with Pullouts, Pendant Lighting on the Breakfast Bar, SS Appliances, Crown Molding, Glass Front on Select Upper Cabinets and a New Wine Fridge. The Walk in Pantry and Dinette Areas are adjacent to the Kitchen. This home features a Luxurious Primary Suite with Trey Ceiling, His/Her Walk-in closets, a Private En-Suite bathroom complete with a Soaking tub, Separate shower with Custom tile and glass enclosure, Separate His/Her Vanities, and a Dedicated Linen closet. The Primary Suite is a serene retreat after a fun day in Lake Ashton. Additional Upgrades Include: Tile on the Diagonal Flooring, Custom Ceiling fans, Designer lighting fixtures, Stately columns at the entry and a formal dining area, Central Vac, Whole House Sound System and Plantation Shutters. Improvements to the home include: New Roof (2025), New Exterior Paint (2025), Coil Replacement on the A/C, New Water Heater (2025). This home is a Split Floor Plan, offering Privacy for the Owner and Overnight Guests. Bedroom 2 and Bedroom 3 have carpet flooring, a Built in Closet, and ceiling fan. Guests will enjoy the spacious Bath with Comfort Height Vanity and Glass Enclosed Shower. Enjoy Reading a Good Book? Escape to the Den- It's a cozy sitting area and has custom Built-In Shelving- the perfect place to display photos, books or your special "Collectibles. The inside laundry room in this home is sizeable and is the passage from the garage into the home. This home offers a 2- Car Garage and Dedicated Golf Cart Entry. Lake Ashton offers Planned Activities like Dances, Entertainment Series, Karaoke, Bingo and Trivia, Day Trips and SO MUCH MORE! Lake Ashton has two Clubhouses. Residents enjoy Indoor/Outdoor Pools, Pickleball Courts, Tennis Courts, 2- 18 Hole Golf Courses (Memberships Optional), Indoor Racquetball, Movie Theater, Bowling Lane, Fitness Centers (2), Eagles Nest (Eatery), Card, Craft and Billiards and MORE! Schedule an Appointment Today!

4064 Phoenician Way, Winter Haven

$449,900

5 Beds ⋅ 3 Baths ⋅ East El Otis Park Rep SubDv. ⋅ 33880 Zip Code

NO HOA Lake Front 5 bedroom 3 bath Home in Winter Haven! This beautifully remodeled home enjoys elevated views of Lake Elbert! Inside the home you find Luxury vinyl plank flooring throughout the main living area with brand new carpet for comfort in the bedrooms. The large Kitchen boasts All wood cabinetry with durable quartz countertops and brand new Stainless steel appliance package! Enjoy time outside in the Screened in porch that overlooks the lake or enjoy time in the fenced in back yard that has citrus and star fruit trees! There is workshop or storage room out back as well. All major repairs and updates have been taken care of, including: newer roof, new HVAC, Water heater, windows and doors and this beautiful home is ready for its new owner! Schedule your showing today!

1196 Lake Elbert Drive Se, Winter Haven

6624 Winterset Gardens Road, Winter Haven

$450,000

5 Beds ⋅ 3 Baths ⋅ Winterset Gardens 1st Add SubDv. ⋅ 33884 Zip Code

Welcome to 6624 Winterset Gardens Road - this is an ideal home or rental property for those seeking an updated living space with community boat ramp with Chain of Lakes access. This renovated home has 5 bedrooms with 2.5 bathrooms. The renovations include new kitchen cabinets, kitchen appliances and Quartz countertops, fully renovated bathrooms, new flooring, new lighting, new ceiling fans and more. NEW Roof in 2022 and a New Termite bond in 2026! This home also has a newly painted interior/exterior. Winterset Gardens is a highly respected, quaint neighborhood on the shore of Little lake Winterset and offers an optional $100 HOA with a community boat ramp and no deed restrictions allowing direct access to The world renowned Winter Haven Chain of Lakes. 24 canal connected lakes offering great fishing, skiing and leisure boating. Hop on your boat from your neighborhood and go get a bite to eat at several float up bars and restaurants.

6624 Winterset Gardens Road, Winter Haven

$440,000

4 Beds ⋅ 4 Baths ⋅ Hutchinson Add SubDv. ⋅ 33881 Zip Code

Welcome to 900 Lake Martha Drive NE, a truly unique lakefront property offering exceptional space, flexibility, and endless possibilities! The property extends across the street to Lake Martha, providing direct lake frontage and wonderful opportunities to enjoy the waterfront. Information provided by the City, the lakefront portion may be divided from the main homesite, creating even more possibilities for the property. The main portion of the home features three bedrooms and two bathrooms, spacious living and dining areas, and a large bonus room currently used as a pool and game room. This flexible space could also serve as a family room, home office, gym, or additional entertainment area. Located on the opposite side of the home, the private in-law suite offers separation from the main living area, its own entrance, and a full bathroom. Above the two-car garage is an expansive room with a full bathroom and space for a kitchenette. This versatile area could become a movie room, game room, additional primary suite, guest quarters, or a second in-law suite. The garage also includes an additional shower—perfect for rinsing off after boating, fishing, yardwork, or a day by the lake. Enjoy Florida living from the screened front and rear porches. The fenced side yard is already improved with crushed gravel, providing convenient parking for a boat, RV, trailer, or other recreational vehicles. With direct lake frontage, multiple living areas, flexible bonus spaces, and the potential to separate the waterfront portion, this property offers outstanding possibilities for multigenerational living, extended-family accommodations, guest quarters, or potential short- or long-term rental use. Bring your ideas and discover everything this one-of-a-kind Lake Martha property has to offer!

900 Lake Martha Drive Ne, Winter Haven

$430,000

4 Beds ⋅ 2 Baths ⋅ Lake Winterset Acres Unit #2 SubDv. ⋅ 33884 Zip Code

A Dream come true in Winter Haven! This beautiful 4-bedroom, 2-bath home checks all the boxes: NO HOA, a private pool, and a spacious backyard. Enjoy comfortable indoor living and plenty of outdoor space to relax and entertain. Conveniently located in the Cypress Gardens area near LEGOLAND Florida, shopping, dining, and everyday conveniences. A wonderful combination of space, freedom, location, and Florida lifestyle. Schedule your private showing today!

9 Winterset Dr, Winter Haven

$419,000

3 Beds ⋅ 3 Baths ⋅ Lake Lucerne Ph 1 SubDv. ⋅ 33881 Zip Code

Discover your own private Florida retreat in this stunning 3-bedroom, 2.5-bathroom pool home, built in 2018 and offering over 2,600 square feet of living space on a spacious, nearly quarter-acre lot in Winter Haven, Florida! Designed for comfort, entertaining, and everyday living, this beautiful two-story residence features an expansive floor plan with a generously sized primary suite, an oversized walk-in closet, and a huge upstairs loft offering endless possibilities for a home office, media room, game room, or additional living area. The heart of the home is the spacious kitchen, featuring elegant quartz countertops, a large center island, abundant cabinetry, and plenty of room for preparing meals and gathering with guests. Step outside into your very own backyard paradise! Enjoy a gorgeous screened-in private swimming pool surrounded by an elegant travertine pool deck, all within a fully fenced backyard offering privacy and plenty of outdoor space. Whether you're hosting weekend gatherings, relaxing poolside, or enjoying Florida's year-round sunshine, this outdoor retreat is designed to impress. Additional highlights include a two-car garage, an extended driveway providing ample parking, and access to a community swimming pool. Located in the desirable Lake Lucerne community, this home offers convenient access to US Highway 27, Interstate 4, shopping, dining, and everyday essentials. Enjoy the attractions of Central Florida, including LEGOLAND Florida Resort, Winter Haven's famous Chain of Lakes, nearby parks, and the restaurants and entertainment of Downtown Winter Haven. The location also provides convenient connections to Haines City, Davenport, and the greater Orlando area. Why settle for an ordinary home when you can enjoy your own private pool, an oversized primary suite, generous living space, and an exceptional Central Florida location? Schedule your private showing today and experience everything this Winter Haven pool home has to offer!

119 Sunfish Drive, Winter Haven

$449,489

6 Beds ⋅ 5 Baths ⋅ Hart Lake Cove Ph 02 SubDv. ⋅ 33884 Zip Code

"Looking for a large home at a reasonable price? This spacious 6-bedroom home in Hart Lake Cove could be the one for you! Freshly painted with new carpet throughout most of the home, this property offers an impressive amount of living space and flexibility. The first floor features a living room, family room, dining area, eat-in kitchen, half bath, and a generously sized bedroom with its own private bathroom—ideal for guests, extended family, or a private home office. The spacious kitchen offers plenty of room to cook and entertain and features a center island and stainless steel appliances. Upstairs, you’ll find a large loft, five additional bedrooms, and three bathrooms, providing plenty of room for everyone. The loft offers even more flexible space for a game room, media area, study space, or second family room. Outside, enjoy a large fenced backyard with plenty of room for outdoor activities, pets, entertaining, or simply relaxing. A 3-car garage provides excellent parking and additional storage space. With 6 bedrooms, multiple living areas, a large loft, 4.5 bathrooms, a 3-car garage, and a spacious fenced backyard, this home offers the room and versatility that can be difficult to find at this price point. Upgrades over the years include new roof installed in 2021; new electric water heater in 2022; new heat pump systems in 2019; exterior freshly painted in 2021; new gutters added in 2020. Whether you need space for a large household, extended family, guests, or multiple home offices, this Hart Lake Cove home has plenty to offer. Schedule your private showing today!"

464 Fish Hawk Drive, Winter Haven

$480,000

3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code

* METAL ROOF & AC DONE IN 2024* Welcome home to this spacious 3-bedroom, 2-bath pool home offering 2,269 square feet of living space, with an inviting layout designed for everyday living and entertaining. Topped with a new metal roof, this home combines valuable recent improvements with plenty of character inside and out. Step inside to an open and expansive living area highlighted by exposed wood beams, recessed lighting, and tile flooring throughout much of the main living space. The updated kitchen features luxury cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances, abundant storage, and generous counter space, all flowing naturally into the dining and living areas. An additional bonus/game room offers exceptional flexibility and could serve as a billiards room, home theater, playroom, office, or second family room. The primary suite features a spacious walk-in closet and an updated bathroom with a large dual-sink vanity, modern fixtures, and beautifully tiled walk-in shower. Step outside to your own Florida retreat featuring a private in-ground swimming pool, paver deck, and tropical landscaping. The expansive screened lanai overlooking the pool provides plenty of covered space for outdoor dining, entertaining, or simply relaxing and enjoying the Florida lifestyle year-round. Additional highlights include a dedicated indoor laundry room, generous storage, spacious secondary bedrooms, multiple living areas, and a large backyard. With its new metal roof, updated interior, private pool, screened outdoor living space, bonus room, and 2,269 square feet of living space, this Winter Haven home delivers the space, versatility, and indoor-outdoor lifestyle today's buyers are looking for.

44 Brevard Drive, Winter Haven

$415,000

4 Beds ⋅ 3 Baths ⋅ Lake Mariam Hills Rep SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Welcome home to this beautifully maintained four-bedroom, 2½-bathroom home located in a desirable gated community. New Roof installed along with a private access boat launch to Lake Mariam, perfect for enjoying Florida’s outdoor lifestyle. From the moment you walk through the front door, the home’s thoughtfully designed open floor plan immediately stands out. Your view leads straight through to the sparkling pool, creating a wonderful sense of space and bringing the outdoors in. The dining room is conveniently located to the right, while the spacious living room provides plenty of room for relaxing and entertaining. The kitchen features a large island with a breakfast bar, making it the perfect gathering spot for family and friends. Its open design allows you to prepare meals or wash dishes while still keeping an eye on the family enjoying the pool. Step outside to the expansive pool area, where there is plenty of space for outdoor dining, morning coffee, entertaining, or simply relaxing by the pool. It’s an ideal setting for enjoying the Florida sunshine year-round. The oversized master suite offers plenty of room to unwind and features a spacious master bathroom with a garden tub and dual vanity sinks. And there are some important recent updates to appreciate, including a new roof installed just one year ago and a new garage door. With its spacious floor plan, private lake access, boat launch, pool, oversized master suite, and recent improvements, this home offers the perfect combination of comfort, convenience, and Florida living—all within a gated community.

120 Lake Mariam Way, Winter Haven

$410,000

3 Beds ⋅ 2 Baths ⋅ Cypress Grove Ph 02 Stage 01 SubDv. ⋅ 33884 Zip Code

Welcome to your own private tropical retreat in the desirable Cypress Grove community—where there are NO HOA fees! This custom-built 3 bedroom, 2 bath home offers an exceptional blend of comfort, privacy, and entertaining space, ideally situated in a sought-after southeast Winter Haven location. From the moment you arrive, a stamped-concrete walkway and charming covered front porch create a warm welcome, while the porch overlooks the peaceful marsh. Inside, the spacious split-bedroom floor plan provides privacy and functionality for both family and guests. The generously sized Great Room is the heart of the home, featuring soaring vaulted ceilings, a cozy fireplace, and custom built-in cabinetry that adds both character and functionality. Elegant French doors open to a private tropical oasis, where lush landscaping surrounds the expansive patio and inviting pool area. The home features beautiful porcelain tile flooring throughout, along with handicapped-accessible doorways for added convenience and accessibility. The well-appointed eat-in kitchen is designed for both everyday living and entertaining, featuring crisp white cabinetry, granite countertops, tile backsplash, and a convenient pocket door leading to the formal dining room. An updated stainless-steel appliance package, including a wall oven, makes meal preparation effortless. The large breakfast bar provides additional seating, while the cheerful breakfast nook offers picturesque views of the patio and pool. The formal dining room is enhanced by elegant crown molding and a custom light fixture, creating the perfect setting for entertaining and special occasions. The primary bedroom suite is a true retreat, offering generous space for a sitting area and direct access to the patio through a glass door. A spacious walk-in closet provides ample storage. The luxurious ensuite bath features dual sinks with white cabinetry, new light fixtures, a new matte-black gooseneck faucet with coordinating hardware, a large walk-in seated shower with glass enclosure, relaxing garden tub, and comfort-height toilet. Step outside and discover the ultimate outdoor living experience. The sparkling pool and spa feature a cascading waterfall, creating a soothing and tranquil atmosphere. The expansive screened enclosure allows you to enjoy Florida's outdoor lifestyle throughout the year, while the fenced yard provides an ideal space for pets, barbecues, entertaining, and gatherings with family and friends. Additional features include a dedicated laundry room with utility sink, washer and dryer, Ring doorbell, irrigation system supplied by a private well, double-pane windows, exterior flood lights, and a circular driveway. A second driveway provides ample room to accommodate a boat or RV. Recent major improvements include an architectural shingle roof (2023), water heater (2023), and HVAC system (2021). The two-car garage features a generator panel and garage door opener. Ideally located in southeast Winter Haven, this exceptional property offers convenient access to schools, shopping, restaurants, and LEGOLAND Florida Resort, making it an ideal place to call home. No HOA fees, a private pool and spa, spacious indoor and outdoor living areas, and room for a boat or RV—this exceptional Cypress Grove home truly has it all!

5016 River Lake Road, Winter Haven

$455,000

4 Beds ⋅ 2 Baths ⋅ Lake Mariam Hills SubDv. ⋅ 33884 Zip Code

You must see this stunning 4 bedroom, 2 bathroom, pool home located in the gated community of Lake Miriam Hills. This east Winter Haven home boasts a split floor plan, nearly 2,500 sqft of living space, french doors , a formal dining space, a family room and living room, a wood burning fireplace, an open kitchen with granite counter tops and stainless appliances, high ceilings, wood laminate floors in common areas, carpeted bedrooms, a two car garage, and an inside laundry room. The large master suite includes a huge walk-in closet, a gorgeous master bathroom, a soaking tub, a dual sink vanity, and a walk-in shower. The guest bathroom has pool access and a shower/tub combo. The saltwater pool and patio area features covered seating, plenty of shade, and generous deck space around the large pool. Recent repairs include a new roof in 2023, a new septic drainfield in 2022, a new AC in 2022, and a new hot water heater in 2023. Enjoy relaxing and entertaining on the huge pie-shaped lot with shade trees, mature landscaping, and playground equipment all nuzzled back into a quiet cul-de-sac. The community offers private access and a boat ramp to beautiful Lake Mariam. The home is conveniently located to Lego Land, several shopping centers, grocery stores, restaurants, medical centers, and schools. Don’t miss out. Set up your showing today.

405 Valley Court, Winter Haven

$409,000

4 Beds ⋅ 2 Baths ⋅ Ruby Lake Ph 02 SubDv. ⋅ 33884 Zip Code

Short Sale. Welcome to 344 Ruby Lake Loop, a stunning 4-bedroom, 2-bath home offering 2,215 square feet of living space on a lush 10,411-square-foot lot. Nestled on a quiet street in Ruby Lake, one of Southeast Polk County’s most desirable gated communities, this beautifully renovated home is move-in ready. The triple-split floor plan offers spacious, open living areas with high ceilings, tray ceilings, crown molding, and abundant natural light. The modern open kitchen features granite countertops, wood cabinetry, stainless steel appliances, generous workspace, and an easy flow into the family room—perfect for everyday living and entertaining. The spacious primary suite includes walk-in closets and a large ensuite bathroom. Additional features include ceramic tile and luxury vinyl flooring, generously sized bedrooms, an interior laundry room, a two-car garage, and a covered rear porch overlooking the large backyard. Conveniently located in Southeast Winter Haven near shopping, dining, medical facilities, area lakes, and LEGOLAND Florida Resort. Schedule your private showing today and discover everything this exceptional Ruby Lake home has to offer!

344 Ruby Lake Loop, Winter Haven

$435,000

3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Built in 2023 and situated on 1.59 acres, this 3 bedroom, 2 bath home offers something increasingly hard to find in Winter Haven: a newer home with land, flexibility and NO HOA. Nearly 200 feet of street visibility along Hwy 540 creates a unique opportunity for a small business owner who understands the value of exposure. Imagine the visibility your brand could capture simply by parking your wrapped work vehicle along the road frontage while coming home to your own private retreat. Inside, the split floor plan offers an open and functional layout centered around a spacious kitchen with quartz countertops, a large island and plenty of room for gathering. A newly added statement fireplace wall gives the living area a custom finished feel. The home also features a whole home water filtration system and a dedicated internet line from the provider, ideal for working from home, streaming and staying connected. Large covered front and back porches extend the living space outdoors, while the side entry garage adds to the home's beautiful curb appeal and keeps the front elevation clean and inviting. With 1.59 acres and no HOA, there is plenty of room for boats, RVs, additional vehicles, outdoor toys, trailers or work equipment. The expansive property also offers space to explore future possibilities such as a guest house, mother in law suite or additional dwelling, subject to applicable zoning and permitting. Conveniently located with easy access to major roadways, this property combines accessibility with the freedom and breathing room of acreage. Whether you're looking for space for your family, your toys, your work equipment or simply a little more freedom, 795 Crosstower Drive offers possibilities you won't find in a typical neighborhood.

795 Crosstower Drive, Winter Haven

$415,000

3 Beds ⋅ 2 Baths ⋅ Overlook Estates SubDv. ⋅ 33884 Zip Code

This property went under contract fast and it's back on the market, no fault of the owner. If you missed it the first time, here's your second chance! Welcome to the beautiful neighborhood of Overlook Estates. This 3 bedroom 2 bath + bonus room is waiting for its new owner/s to make it their own. This home is completely vacant which makes it that much easier to envision your own life here. When you first arrive you will notice the beautiful curb appeal this home offers. Upon entering you will be greeted by the stunning entrance. This home is bright and spacious with high ceilings and beautiful wood beams giving it character right off the bat. The kitchen was completely remodeled in 2022. It has floor to ceiling cabinets giving you plenty of space for storage. Use the large island with a built in cook top or move it over to a more formal dining room. Either way this home is the perfect place for entertaining. You can access the lanai/salt water pool from the primary bedroom, kitchen, living room, and even the full guest bath. The open floor plan allows for friends and family to gather while still having plenty of space to spread out. The primary bedroom with ensuite bath and walk in closet as well as that access to the lanai. The primary bathroom has a walk in shower, garden tub, dual vanity and also includes a walk in closet as well as a linen closet. The two additional bedrooms as well as a full bath are located on the opposite side of the house. A fourth room allows for the perfect office space or even a room to host your guests. This home has been wonderfully updated while still holding onto its charm and character. Schedule your showing today!

280 Santa Rosa Drive, Winter Haven

$499,999

6 Beds ⋅ 4 Baths ⋅ Harrington A B Subdiviosion SubDv. ⋅ 33881 Zip Code

Newly Built Duplex in Winter Haven! This beautiful duplex features two spacious units, each offering 3 bedrooms and 2 bathrooms. Brand-new construction with modern finishes and a functional layout. The fully paved driveway maximizes parking for both units, providing ample space and convenience for residents and guests. Great opportunity for investors or owner-occupants seeking rental income. Conveniently located with easy access to shopping, dining, schools, and major roadways.

302 Avenue P Nw, Winter Haven

$435,000

3 Beds ⋅ 3 Baths ⋅ Lake Thomas Woods Eighth Add SubDv. ⋅ 33880 Zip Code

Welcome to this spacious 3-bedroom, 2.5-bath home offering 2,352 square feet of living space on a generous .33-acre lot tucked away on a quiet cul-de-sac. Designed for both comfortable everyday living and entertaining, this home offers plenty of space inside and out. One of the standout features is the massive bonus room with its own private entrance and an impressive feature wall complete with a waterfall—perfect for a game room, home office, media room, entertaining space, or whatever fits your lifestyle. The kitchen features solid wood cabinetry, granite countertops and plenty of workspace, while the separate dining room provides the perfect setting for meals and gatherings. A large living room, tray ceilings and tile flooring throughout add to the home's spacious feel. The primary suite includes a cedar-lined walk-in closet and an ensuite bath with a walk-in shower. Two additional bedrooms and 1.5 additional baths provide plenty of room for family and guests. Step outside and you'll quickly see why the backyard may become your favorite part of the home! Enjoy the recently resurfaced saltwater pool, expansive lanai and covered 14' x 14' pavilion—ideal for grilling, entertaining or simply relaxing by the pool. Paved walkways and decking surround the property, creating multiple outdoor spaces to enjoy. With over a third of an acre, a cul-de-sac location, a saltwater pool, incredible bonus room and more than 2,350 square feet of living space, this home offers a combination of space, character and indoor/outdoor living that's ready for its next owner. *Listed $15,000 below Appraisal Value*

205 Thomas Court, Winter Haven

$419,900

4 Beds ⋅ 3 Baths ⋅ 33880 Zip Code

This 4-bedroom, 3-bathroom, two-story home is tucked away on a cul-de-sac beneath beautiful mature oaks. Situated on .44 acres with no HOA, the property provides plenty of room and flexibility to make it your own.Step inside to soaring ceilings, exposed wood beams, warm flooring, and a dramatic stone fireplace that gives the home its inviting character. The kitchen features granite countertops, stainless-steel appliances, rich cabinetry, and a breakfast bar that keeps everyone connected.One bedroom and a full bathroom are located downstairs, while three additional bedrooms are upstairs. The primary suite opens to an oversized screened balcony overlooking the tree-shaded backyard—the perfect place to enjoy a quiet morning or relax at the end of the day. Outside, the expansive backyard is ready for gatherings, gardening, recreation, or the outdoor retreat you’ve been imagining. Multiple screened areas create inviting places to enjoy the outdoors, while the attached two-car garage adds everyday convenience. The home also features several valuable recent improvements, including windows and exterior doors replaced in 2022, A/C replaced in 2020, and insulated siding installed in 2024. For even greater peace of mind, the seller will have a NEW ROOF installed prior to closing. With its spacious lot, no HOA, distinctive character, and substantial recent upgrades, this home offers a combination that’s increasingly hard to find. Come experience the space, charm, and possibilities for yourself.

4734 Monterey Drive, Winter Haven

$500,000

3 Beds ⋅ 3 Baths ⋅ Eloise Woods Lake Roy Un SubDv. ⋅ 33884 Zip Code

This beautiful home has new roof. Solar panels, new paint, vaulted/cathedral ceilings.: has two fireplace one brick surround and stone surround, tile and carpet though out, Kitchen: Custom wood cabinetry, granite countertops, stainless steel appliances, and a pass-through window to the dining space. Master Quarters: expansive master quarters featuring an en-suite bathroom with double sinks granite countertops, a jetted tub, a double shower room, and master walk-in closet. a private courtyard view, and direct access to outdoor sitting areas. Large screen porch dedicated indoor laundry room equipped with a utility sink and abundant.

1901 N Lake Eloise Drive, Winter Haven

$470,000

4 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code

CHAIN OF LAKES LAKEFRONT LIVING on Lake Rochelle! Welcome to Island Lakes, where everyday life feels like a vacation. Located on the highly desirable Winter Haven Chain of Lakes, this beautifully updated home offers the ultimate waterfront lifestyle—boating, sunset cruising, and lakefront dining right from your own backyard. This 4-bedroom, 2-bath home is designed for both comfort and entertaining, featuring an open floorplan with stunning lake views from the main living areas. The spacious great room is filled with natural light, showcasing soaring ceilings, plant shelves, and an expansive sliding glass door that seamlessly blends indoor and outdoor living. The updated kitchen is both stylish and functional, complete with new cabinetry, solid surface countertops, stainless steel appliances, a full tile backsplash, breakfast bar, and a cozy eat-in nook—all perfectly positioned to take in the water views. The primary suite has been beautifully renovated, featuring a sliding barn door leading to a spa-like bathroom with a walk-in glass and tile shower, dual vanities with stone countertops, and a large walk-in closet with built-ins and hidden storage. Step outside and experience true Florida living with a huge screened outdoor living space complete with a hot tub, perfect for relaxing evenings or entertaining guests year-round. Beyond that, enjoy your private dock with a covered boat lift and freshwater supply, ready for days on the Chain. A public boat ramp is just minutes away. This home also features $92,000 in solar panels, providing exceptional energy efficiency and long-term savings—keeping utility costs low while supporting a more sustainable lifestyle. Additional features include a fully fenced backyard, beautiful lake views, and a prime location near Hwy 27 and I-4 with easy access to Orlando, Disney, Lakeland, and Tampa. This is more than a home—it’s a true Chain of Lakes lifestyle with comfort, efficiency, and unforgettable views.

4123 Island Lakes Drive, Winter Haven

$425,000

4 Beds ⋅ 3 Baths ⋅ Sun Rdg Village East SubDv. ⋅ 33880 Zip Code

Welcome to this well-maintained Winter Haven pool home, offering over 2,400 sqft of living space on a corner lot. This 4-bedroom, 2.5-bathroom home includes a 3-car garage, wood floors in the kitchen, foyer, and dining room, and spacious rooms with generous closet space. Upstairs, a cozy loft provides the perfect spot to unwind. Step outside to a screened and in-ground pool and spa, surrounded by a large, fenced backyard—ideal for privacy and outdoor enjoyment. The property also includes a rear parking pad with its own side entry, perfect for storing a boat or trailer. If you're looking for an affordable, move-in ready pool home with room to grow—or a strong investment opportunity—this is one you don’t want to miss. The seller is motivated, so schedule your showing today.

5009 Strada Drive, Winter Haven

$435,000

3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 33880 Zip Code

Welcome home to peaceful country living! Nestled on nearly 2 acres of beautiful pature land and no HOA. This charming 3-bedroom,2-bath farmhouse-style home offers the perfect blend of rustic character and modern comfort. The roof was installed about 5 years ago and the A/C was installed about 4 years ago. The windows have all been updated. Gather with family and friends in the inviting living room, where a cozy fireplace creates the perfect place to relax on cool evenings. The kitchen has updated appliances, farm-style sink and a large pantry. A versatile bonus room provides endless possibilities as a home office, game room, or guest retreat. Need a dedicated workspace? The property also features a separate office, offering privacy and felxibility for remote work, a home business or a creative studio. Step outside and embrace the country lifestyle. Spend warm Florida days cooling off in the above-ground pool with a 16x20 deck. Enjoy the wide-open views, or bring your horses, live-stock or gardening on the spacious pasture. The 2-car garage provides plenty of room for vehicles, tools and outdoor equipment. There is also a 18X18 storage shed with a air-conditioner. Whether you're sipping coffee on the porch at sunrise or watching th sunset over your own piece of the countryside, this property offers the peaceful farmhouse lifestyle you've dreaming of--all while providing the space and freedom to make it your own.

1755 Beth Lane, Winter Haven

$424,900

4 Beds ⋅ 3 Baths ⋅ Ashton Covey Ph One SubDv. ⋅ 33884 Zip Code

Why wait to build when you can move into this nearly new 2025 Ryan Homes residence? This beautifully maintained 4-bedroom, 3-bath home offers 2,565 heated square feet with a desirable split-bedroom floor plan, including a private guest suite with its own full bath—perfect for guests or multigenerational living. The spacious kitchen features a large island, walk-in pantry, and overlooks the open-concept living and dining areas. The primary suite includes a walk-in shower and generous walk-in closet, while tile flooring throughout the main living areas and carpeted bedrooms provide both style and comfort. Additional highlights include a three-car garage, paver driveway, irrigation system, dedicated laundry room with garage access, low quarterly HOA, and no CDD. Conveniently located near shopping, dining, schools, parks, and major roadways, this home offers all the benefits of new construction without the wait. Seller welcomes serious offers and is ready to work with the right buyer. Schedule your private showing today!

1714 Upland Lane, Winter Haven

$484,900

4 Beds ⋅ 3 Baths ⋅ Cypresswood Plantations SubDv. ⋅ 33884 Zip Code

Located on a quiet cut-de-sac in the desirable Plantations part of the guard gated golfing community of Cypresswood Golf & Country Club, this 4BR/3BA beauty w/ more than 2500 sq ft has upgrades galore & is just what you've been looking for! The home has a fantastic open floor plan w/ split bedrooms, volume ceilings, crown molding, double pane windows, plantation shutters, arched entryways, & super stylish hickory scraped wood looking tile throughout! The lovely formal dining room w/ it's arched entrances flows nicely just off the foyer, while another arch entry leads straight ahead into the spacious great room w/ a tray ceiling & French doors leading to the inviting Florida room. The large eat-in-kitchen features beautiful custom maple cabinets w/ pull-outs, new quartz countertops & tile backsplash, a breakfast bar, soft accent lighting over the cabinets & it comes equipped w/ all of the upgraded appliances including a new stainless steel refrigerator, microwave & gas range, as well as a new kitchen sink & faucet! The quaint breakfast nook has a beautiful picture window that provides lots of natural light while you're enjoying the serene backyard views. The primary suite is huge & features a cozy sitting area w/ French doors leading to the Florida rm & there's an ornate barn door entrance leading into the primary bathroom complete w/ a garden tub, nicely tiled step-in shower, double sink vanity w/ quartz countertop & a walk-in closet. The 2nd & 3rd BR's are situated on the other side of the living areas for added privacy & they have a Jack-n-Jill bath between them that has a double sink vanity w/ quartz countertop as well as a tub & shower combo. The 4th BR is located just down the hall from the Primary bedroom making it a nice option for a nursery/small child's room or an office. It would also be a nice guest room w/ the 3rd bathroom conveniently located right beside it w/ quartz countertop & a step-in shower w/ a nice glass enclosure. The large Florida rm has lots of windows overlooking the landscaped back yard & it even has a wet bar complete w/ mini fridge, a wine fridge & of course ...quartz countertops making it the perfect spot for entertaining. Additional features include an inside laundry room, a double car garage, fairly new C/H/A, a whole house gas generator, a water softner/purificiation system, central vac, & there's even a fire pit in the back yard on this 1/3+ acre property tucked away in Cypresswood Golf & Country Club, with lots of community amenities including a 24 hour manned gated entrance, a community pool for you to enjoy & not have to maintain, plus there's pickleball courts, tennis courts, a large clubhouse w/ fitness center, restaurant, pro shop & surrounded by the lovely golf course! Close to shopping, restaurants, medical, the new Publix, Legoland & more & Conveniently located in the heart of Central Florida between Orlando & Tamps and not far from all of the major attractions. All measurements are approximate and all info should be confirmed by buyers.

3158 Beauchamp Court, Winter Haven

$469,000

3 Beds ⋅ 2 Baths ⋅ Village/Spirit Lake Ph 01 SubDv. ⋅ 33880 Zip Code

Homes in The Village at Spirit Lake don’t come up for sale very often, and this one has a lot to offer. 315 Lanceolate Drive is a 3-bedroom, 2-bath pool home with two additional air-conditioned rooms in the converted garage, giving you plenty of flexibility for additional bedrooms, home offices, a gym, playroom, or extra storage. Inside, the home has been thoughtfully updated with a completely renovated kitchen, remodeled bathrooms, and comfortable living spaces that feel fresh and move-in ready. The second bathroom offers direct access to the pool area, making it especially convenient for everyday Florida living. Out back, you’ll find a screened lanai overlooking the saltwater pool and a fully fenced backyard with plenty of room to relax, entertain, or enjoy the sunshine. If you have a boat, this home makes that easy too. The extended driveway provides room for boat parking, and residents have access to the community’s private boat ramp on Spirit Lake. The gated Village at Spirit Lake also offers a clubhouse, new playground, pickleball courts, and basketball court, all with a reasonable HOA. Located in unincorporated Polk County with county taxes only, the home is just minutes from the Polk Parkway with convenient access to Winter Haven, Lakeland, shopping, dining, schools, and LEGOLAND Florida Resort. Saltwater pool, room for the boat, access to the lake, and a home that’s already been beautifully updated. There’s a reason homes in this neighborhood don’t change hands very often.

315 Lanceolate Drive, Winter Haven

$438,900

5 Beds ⋅ 3 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code

Under Construction. Find all the space you need in our popular one-story Covington floorplan in Harmony at Lake Eloise, one of our communities in Winter Haven, Florida. This unique 5 bedroom, 3 bathroom and 3 car garage floorplan is available in 3 different modern exteriors. As you enter the foyer you are greeted with bedrooms 2 and 3 that are separated by a full bathroom complete with quartz countertops. As you continue through the home to your left is the laundry room and to the right are bedrooms 4 and 5, and another full bathroom. Continuing through the home you are welcomed into the spacious living room that is open to the kitchen and dining area. The kitchen is complete with quartz countertops, sleek stainless-steel appliances, and a walk-in pantry sure to fit your household needs. Bedroom one, located off the living space, has an en suite bathroom with a double vanity sink and spacious walk-in closet providing ample space for storage. Like all homes in Harmony at Lake Eloise, the Covington includes a Home is Connected smart home technology package that allows you to control your home with your smart device while near or away. Contact us today to find your home at Harmony at Lake Eloise. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1753 Hummingbird Road, Winter Haven

$400,000

4 Beds ⋅ 3 Baths ⋅ Southeast Terrace SubDv. ⋅ 33880 Zip Code

Move-in ready, No HOA, 4-bedroom, 3-bath pool home with extensive updates and an incredible screened outdoor living space! This spacious, well-maintained home offers the perfect blend of functionality and comfort with both formal and informal living areas, a formal dining room, and a thoughtfully designed loor plan. The updated kitchen features a center island, double sink, abundant cabinet storage, generous counter space, and plenty of room for gathering with family and friends. Beautifully renovated bathrooms and fresh interior paint give the home a modern, welcoming feel. The true showstopper is the expansive screened lanai and pool area. Designed for year-round Florida living, this amazing outdoor retreat features a sparkling pool, multiple seating and entertaining spaces, ceiling fans for added comfort, and plenty of room to host everything from family cookouts to relaxing evenings by the pool. Major improvements provide peace of mind, including a 5-year-old metal roof, new windows throughout with a transferable lifetime warranty, two HVAC systems (one new and one replaced in 2019), a 2-year-old water heater, and 2-year-old vinyl fencing. Conveniently located just off one of Winter Haven's main corridors, you'll enjoy easy access to shopping, dining, medical facilities, schools, and major roadways while coming home to your own private backyard oasis. If you've been searching for space, updates, and an outdoor entertaining area that truly stands out, this home is a must-see!

1826 6th Street Se, Winter Haven

$462,000

4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

Here is your opportunity to own an immaculate home in the sought after community of Cypresswood Golf and Country Club. Consistently voted the Number 1 Golf Course in the area. This vibrant community has it all. Aside from the fantastic course right out your door, enjoy everything else it has to offer. A wonderful restaurant and Club House where they host live music 3 nights a week and top notch food offerings. An Olympic size pool that was just recently redone along with newly redone tennis courts and pickle ball courts. There is even a fitness center. Take a drive in your golf cart in the evenings and enjoy the natural elements and animals that Central Florida is famous for. Bald Eagles, wild turkey, Sand Cranes are just some of the sights you are likely to see on your ride. Then, come home to your beautifully maintained home that allows for easy entertaining, or peaceful times out on the back screened in patio where you can watch golfers and animals alike. The combination kitchen and family room is second to none. Stainless steel appliances including a new dishwasher for the experienced chef or novice. You can't help enjoying cooking in this home. Second bedroom with it's own ensuite full bath, and two other bedrooms that share a Jack and Jill full bath. You will find storage gallore everywhere you look. Peaceful yard offers privacy and views for days. Come and tour this home today, and you will know that you have found The One!

1814 Sandhill Lane, Winter Haven

$449,900

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 2 South SubDv. ⋅ 33884 Zip Code

WELCOME to the lifestyle you've been dreaming of in the premier 55+ community of Lake Ashton! This Stunning Designer residence offers the perfect blend of elegance, comfort, and resort-style living with 3 spacious bedrooms, 2 beautifully appointed baths, plus a private den/office in a desirable split-bedroom floor plan. The heart of the home is the spectacular open-concept kitchen, featuring upgraded all-wood raised-panel cabinetry, gleaming granite countertops, stainless steel appliances, abundant storage, and a large breakfast bar overlooking the expansive living and dining areas. Gorgeous tile flooring flows throughout the main living spaces, while plush carpeting adds warmth and comfort to the bedrooms. Natural light fills every room through an abundance of windows, creating a bright and inviting atmosphere. Step through the sliding glass doors onto the screened veranda, where you can relax with your morning coffee or evening cocktail while enjoying peaceful pond views and Florida's beautiful sunsets. The luxurious owner's suite is a private retreat featuring an incredible spa-inspired bath with dual granite vanities, upgraded wood cabinetry, and a spectacular walk-through fully tiled shower designed for both beauty and convenience. Enjoy the pocket doors throughout the house. This house has so many Designer Upgrades, its difficult to list all of them. Life at Lake Ashton is second to none, offering two private golf courses, three pristine natural lakes, two magnificent clubhouses, indoor and outdoor resort-style swimming pools (including a relaxing hot tub), two state-of-the-art fitness centers, racquetball, basketball, tennis, pickleball, scenic walking trails winding throughout the golf course, and the convenience of a golf cart-friendly community. Enjoy dining at the restaurant overlooking the golf course, meet friends for endless social activities and entertainment, and experience the vibrant, active lifestyle you've always imagined. This home has solar panels that will save on your electric bills for years to come. Don't miss this exceptional opportunity to own one of Lake Ashton's most BEAUTIFUL DESIGNER HOMES. Schedule your private showing today and be the first to call this extraordinary residence HOME!

1061 Sawgrass Drive, Winter Haven

$405,000

5 Beds ⋅ 2 Baths ⋅ Nydeggers West Elbert Sub SubDv. ⋅ 33880 Zip Code

Welcome to your new home! This spacious 5/2 has all you could need for functionality, family, and entertaining. Nestled just near Lake Elbert, less than a mile from downtown Winter Haven where you will find tons of local shopping, food, and lounges. On the main floor you will find both a formal and family living room, dining room, kitchen with attached laundry and plenty of pantry space, and the main bedroom with an ensuite bathroom, a built-in closet as well as a larger multi-function walk-in closet, or you can make it into an office! The ensuite bathroom has a separate door, a walk-in shower with multi heads/rain head, and a spa tub. On the second floor, you will find four additional bedrooms, the second bathroom, and the landing space can be utilized as a small living/game room area. On the second floor you will find 2 utility closets, so no toting cleaning supplies up the stairs! The home has original and working whole home exhaust, so in the cooler months or if you just like the windows open the exhaust pulls air through the house allowing for natural cooling as well as attic space to store seasonal décor. The A/C was replaced less than a year ago. Outside you will find in the front a semicircle driveway as well as a long drive that leads all the way back to the detached 2 car garage. There’s storage shelving in the garage and a working utility sink. Everything you could need in a home is right before you! all dimensions are approximate, buyer and or buyer's agent to confirm room dimensions.

199 8th Street Se, Winter Haven

$449,000

2 Beds ⋅ 3 Baths ⋅ Hendersons Ext Kenilworth Park SubDv. ⋅ 33881 Zip Code

New Lake Life listing, two houses one price. Must see lake property with no HOA. Airbnb allowed. Chain of lakes property on Lake Mirror with generator, gas, irrigation, and whole house water system. Main house has beautiful kitchen, big living/dining combo. Kitchen has extra-large refrigerator, island, wall tile, and entry to garage. Large living room has fireplace, storage, and muti doors to sunroom. Primary bedroom has walk in closet, ensuite bathroom, and doors to sunroom. Sunroom faces lake has storage and hurricane windows. Laundry room has washer, gas dryer, and storage. gas tankless water heater. Covered back porch overlooks pineapple garden. Separate cottage comes fully furnished and has full bath, kitchen, pantry and closet. Cottage overlooks banana and avocado trees. Covered dock overlooks lake with a swing for relaxation. Each house has one bedroom. Main house has space to build a second bedroom. 23 chain lakes are connected by canals. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

1620 17th Street Nw, Winter Haven

$400,000

2 Beds ⋅ 2 Baths ⋅ Lake Elbert Heights Unit 01 02 Rep SubDv. ⋅ 33881 Zip Code

This architecturally significant residence offers a rare blend of iconic mid-century design and historical provenance. One of only a few remaining original 1957 Craney Spec homes, the home was designed by celebrated architect Gene Leedy. Regarded as a legend and an icon, Leedy’s importance in history is prominent as a pioneering architect of the Sarasota School of Architecture movement, famous for integrating mid-century modernism with Florida’s climate. This historic residence showcases Leedy’s signature aesthetic, seamlessly merging natural surroundings with interior and exterior living spaces. Meticulously maintained landscaping and fig vines accent the perimeter walls, adding to the property's quintessential style. Clean lines and a seamless connection between interior and exterior spaces define the home’s architectural character. Floor-to-ceiling sliding glass walls, Ocala block creating the illusion of mixing an interior and exterior boarder, highlighted with exposed structural beams. This definitely details his talent for displaying the beauty of raw materials rather than covering them up. Drexel Avenue remains a celebrated example of Leedy's Florida climate-responsive Mid-Century Modern homes. In 1989, the home was remodeled by Leedy himself. The redesign improved functionality by extending the primary bedroom and primary bathroom walls, adding depth while creating additional storage and a more versatile living space. Other interior highlights include rich tongue-and-groove wood ceilings, a floating gas fireplace, and wide unobstructed views of the peaceful landscape. The kitchen and both bathrooms have been gutted, providing a blank canvas for a personalized restoration, allowing you to blend historic character with modern convenience. The dining area overlooks the courtyard, creating a stronger connection to the outdoors. The guest bedroom can also serve as an office, with a sliding glass wall that opens to the backyard. Other features include interior and exterior post-and-beam construction, an enclosed garage, original wrought-iron front gate, outdoor shower, tankless water heater, ample storage, track lighting throughout, central air conditioning, lush gardens, a relaxing courtyard for enjoying Florida's cooler days and evenings, and an eight-foot perimeter wall with ambient downlighting throughout. Gene Leedy chose to bring his modernist vision to Winter Haven, a city uniquely shaped by his work. Winter Haven is situated between Orlando and Tampa and surrounded by lakes and year-round pleasant weather. The Lake Elbert Trail is just two blocks away, and downtown is an easy bike ride or enjoyable walk. Polk State College and other everyday conveniences are only minutes from Drexel Avenue. One or more photos have been virtually staged to recreating the landscape of what was lost during the severe winter freeze. The home’s remodel (after interior cosmetic demolition) is complete, with the goal of preserving the home’s key historic mid-century elements. Key areas of improvement are: New electric wiring throughout the home; all new CPVC plumbing replaced original galvanized plumbing; non-tempered sliding glass door glass is replaced with modern tempered safety glass and new sliding glass door track glides--so the walls of glass slide easily. The original frames from the sliding glass doors are preserved, thus maintaining the home’s historic integrity. Come and be part of the few who enjoy living in a Gene Leedy Home!

1549 Drexel Ave Ne, Winter Haven

$415,000

3 Beds ⋅ 2 Baths ⋅ Lucerne Shores SubDv. ⋅ 33881 Zip Code

Relax and Enjoy Lakefront Living on Beautiful Lake Lucerne! Situated on 0.84 acres, this updated 3-bedroom, 2-bath home offers stunning views of Lake Lucerne from the second-floor balcony, wraparound deck, screened porch, and spacious backyard. Even better, all three bedrooms feature sliding glass doors overlooking the lake, bringing the beauty of the waterfront indoors. The inviting living room showcases a stone fireplace with cedar wood walls to accent, creating warmth and rustic charm. Numerous updates include fully remodeled bathrooms, refreshed kitchen, new flooring throughout, new interior doors, roof (2019), A/C (2017), tankless hot water heater (2024), and water softener. Whether you're relaxing on the porch, entertaining on the deck, or simply enjoying the peaceful lake views, this property offers the perfect blend of comfort, character, and waterfront living. This home is in a successful vacation rental program and is being offered turnkey and ready to go for the next home owner or an investor interested in continuing the rental opportunity. Don't forget to view the attached 3-D Interactive Tour for a virtual walkthrough of the home.

4840 Old Lucerne Park Rd, Winter Haven

$419,000

5 Beds ⋅ 3 Baths ⋅ Buckeye Pointe SubDv. ⋅ 33881 Zip Code

A luxury-updated 5-bedroom pool home with short-term rental potential for $419,000? This is a Winter Haven opportunity worth exploring! Welcome to 3097 Buckeye Pointe Drive, where beautiful upgrades, spacious living, and investment flexibility come together in the established Buckeye Pointe community. Offering 2,577 square feet, 5 bedrooms, and 2.5 bathrooms, this impressive two-story home is designed for comfort, entertaining, and the Florida lifestyle. Inside, you'll find oversized 24x36 porcelain tile flooring, a beautifully updated kitchen with newer appliances, upgraded bathrooms, and luxury finishes throughout. A convenient first-floor bedroom and bathroom provide additional flexibility for guests, a home office, or multigenerational living. Step outside and discover one of this home's most desirable features: a stunning screened-in, heated pool and spa. Imagine relaxing poolside, entertaining friends, or enjoying your own private Florida retreat year-round. The fenced backyard also features established fruit trees and additional outdoor space. Major improvements include a 2023 roof and 2020 water heater, offering added peace of mind. Located in Flood Zone X, this property combines beautiful living spaces with practical upgrades. What makes this home even more appealing? Buckeye Pointe has no community rental restrictions, creating exciting possibilities for investors interested in short-term rentals, Airbnb, vacation rentals, or long-term rental opportunities. Whether you're searching for a primary residence, second home, vacation getaway, or potential income-producing property, this home offers exceptional versatility. Situated in Winter Haven, Florida, you'll enjoy access to Polk County's famous Chain of Lakes, boating, fishing, waterfront dining, downtown Winter Haven, shopping, LEGOLAND Florida Resort, Peppa Pig Theme Park, and Central Florida attractions. Finding a 5-bedroom home with luxury updates, a private heated pool and spa, a newer roof, and flexible rental possibilities at $419,000 is an opportunity worth a closer look. Why compromise on space, lifestyle, or potential when you could have all three? Schedule your private showing of 3097 Buckeye Pointe Drive today and discover everything this Winter Haven pool home has to offer.

3097 Buckeye Pointe Drive, Winter Haven

154 2nd Street Sw Unit Unit 7, Winter Haven

$495,000

2 Beds ⋅ 3 Baths ⋅ Raingarden SubDv. ⋅ 33880 Zip Code

Discover your dream residence at RainGarden Condominiums in Downtown Winter Haven! Designed by renowned architect Max Strang, this stunning townhouse embodies a modern design within a tropical landscape that provides an atmosphere of serenity in the heart of a lively downtown. Prepare to be wowed by the blend of contemporary aesthetics and organic elements, transforming this two-bedroom, two-and-a-half-bathroom residence into a unique piece of architecture! This interior unit is one of nine townhomes that make up the RainGarden Condominium. Upon entering the secured gate into your private courtyard, you’ll immediately notice the lush landscaping and shady tree canopies that provide a peaceful place to relax or entertain guests. Step inside and enjoy a spacious and airy layout that effortlessly connects the living, dining, and kitchen areas. The large custom windows bathe the space in natural light, while the randomized, vertical fins on the front facade provide generous shading and privacy to the outside. The living room dazzles with 9'9" ceilings, elegant concrete floors, dining area, and expansive floor-to-ceiling windows. The gourmet kitchen features a breakfast bar, high-end GE appliances, granite countertops, and ample cabinet space, blending functionality with style. Access your second story via an integrated wooden stairway situated in a clerestory expanse that opens to a skylighted landing. Upstairs, the lofted master bedroom beckons with floor-to-ceiling windows, refined wood floors, an en-suite bathroom, and abundant closet space. The master bath features a double vanity, a large walk-in shower with elegant finishes, and a spacious walk-in closet. The second bedroom boasts a similar en-suite bathroom with a walk-in closet and plenty of storage. Enjoy the convenience of a second-floor washer and dryer as well as an ample storage closet. Located in the heart of Downtown Winter Haven, this home offers an urban lifestyle where you can “live, work, and play” all within a few blocks. You can leave your vehicles in the attached two-car garage and enjoy the vibrant neighborhood with new restaurants, coffee shops, retailers, and other entertainment just steps away. There are also additional visitor parking spots in the rear and ample street parking available on Ave A. This location cannot be beaten! Centrally located between Tampa & Orlando and within 1 1/2 hours of both east-coast and west-coast beaches. Or take your family out on the coveted Chain of Lakes where you can boat or swim between 22 different lakes! Don’t miss out on the opportunity to purchase this architectural gem! HOA provides for trash pickup, sewer, common electric and water expenses, exterior maintenance and landscaping.

154 2nd Street Sw Unit Unit 7, Winter Haven

75 Sunset View Drive Unit 75, Winter Haven

$405,000

2 Beds ⋅ 2 Baths ⋅ Winterset 04 A Condo Ph 01 SubDv. ⋅ 33884 Zip Code

Beautiful lakefront living awaits in the gated community of Winterset! This beautifully maintained 2-bedroom, 2-bathroom condo with an attached one-car garage offers stunning lake views, abundant natural light, and unique architectural details throughout. Inside, you’ll find beautiful cork flooring, specialty tray ceilings, and a cozy library area complete with custom built-in shelving. The spacious enclosed Florida room is a true showstopper, featuring floor-to-ceiling windows overlooking the lake, creating the perfect space to relax and enjoy breathtaking water views year-round. The oversized primary suite offers a spacious layout with dual sinks, a walk-in closet, and a peaceful retreat-like feel. The large custom kitchen is a chef’s dream, complete with a gas stove, ample cabinetry, generous counter space, and plenty of storage for all your culinary needs. Enjoy the beautiful community amenities that include a pool, tennis courts, and the security and privacy of this sought-after gated neighborhood. Conveniently located near Legoland, shopping, dining, and everyday conveniences. This lakefront condo perfectly blends comfort, elegance, and Florida lifestyle living.

75 Sunset View Drive Unit 75, Winter Haven

$464,000

4 Beds ⋅ 3 Baths ⋅ Ruby Lake Sub Ph Ii SubDv. ⋅ 33884 Zip Code

WONDERFUL POOL HOME IN GATED COMMUNITY Located in Ruby Lake subdivision, this spacious home boasts appealing architectural enhancements with high ceilings throughout its 2,648 sq.ft. of living area. The layout features an open concept design with a formal living room, formal dining room, large family room and a split-plan for the 4 bedrooms and 3 full baths. The centrally located kitchen offers plenty of beautiful wood cabinets and granite counter space along with the conveniences of a pantry, breakfast bar and a dinette giving great view of the outdoor living space and pool. The generous family room has sliding glass doors to the lanai & pool and stands open to the dinette and kitchen. The seamless transition between the kitchen, formal living and dining rooms, and the casual living areas is perfect for daily life and when hosting get-togethers. The master en suite features a generous bedroom with sliding glass doors to the lanai, walk-in closet, and the bathroom has dual vanities, a soaking tub, walk-in shower, and water closet. The second bathroom stands convenient to the additional bedrooms and living areas and the third bathroom stands convenient to the pool area. This great Central Florida location is near shopping, schools, medical facilities and restaurants with easy access to both Tampa and Orlando.

355 Ruby Lake Loop, Winter Haven

$426,400

4 Beds ⋅ 3 Baths ⋅ Harmony On Lake Eloise Phase 4 SubDv. ⋅ 33884 Zip Code

Under Construction. Let me Introduce you to the Denham this 2336 Sqft. 4 Bedroom 3 Bath home is to die for. This home provides Luxury Vinyl tile in all the wet areas and the Living and Dining rooms with Quartz Counter Tops in the Kitchen and all 3 Bathrooms. The Kitchen provides Stainless Steel Whirlpool Appliances that Including a Stove, Microwave, Refrigerator and Dishwasher, you also receive a Washer and Dryer in the Laundry room. It comes with 3 Spacious Spare Bedrooms and an Owners Suite, that can easily fit a King size bed with a Beautiful Master bath with two Adult Vanity sinks and Quartz Countertops. This home also has a Covered Lanai that is perfect for BBQs.

1757 Hummingbird Road, Winter Haven

$450,000

4 Beds ⋅ 3 Baths ⋅ Lake Rochelle Estates SubDv. ⋅ 33881 Zip Code

Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Haven’s famous Chain O’ Lakes! This beautiful two-story, 4-bedroom, 2.5-bath home combines comfort, style, and Florida living at its finest. Step inside to a bright and spacious living room featuring stunning cathedral ceilings and breathtaking lake views. The kitchen offers ample counter space, a large pantry, and an inviting layout perfect for entertaining or family gatherings. The master bedroom is on the first floor with a walk-in closet and a stunning view to the lake. Upstairs loft area with 3 additional bedrooms and a jack-and-jill bathroom. Convenience meets functionality with a downstairs laundry room, two-car garage, and long driveway providing plenty of parking. The exterior has been freshly painted, giving the home a crisp, updated look that complements its serene waterfront setting. Enjoy mornings with coffee by the lake and evenings watching sunsets reflected on the water. Located just minutes from LEGOLAND, 30 minutes from Disney, and only two hours from both Florida coasts, you’ll have endless recreation and adventure at your doorstep. This lakefront gem blends natural beauty, modern comfort, and an unbeatable location — the perfect place to call home in the heart of Winter Haven, FL. Use Showtime feature to schedule your viewing.

2734 Rochelle Drive, Winter Haven

$455,000

6 Beds ⋅ 2 Baths ⋅ Laramore Sub SubDv. ⋅ 33881 Zip Code

Calling all investors and house-hackers! Welcome to 1830 2nd St NW, a fantastic multi-family investment opportunity located right in the heart of Winter Haven. This well-maintained duplex features two spacious, mirror-image units, each offering a highly desirable 3-bedroom, 1-bathroom layout perfect for maximizing rental income and attracting long-term tenants! Both units boast bright, open-concept floor plans designed for easy living and low maintenance. Step inside to find durable ceramic tile flooring flowing seamlessly throughout the main living areas and kitchens, paired with crisp, neutral paint that makes the space feel fresh and inviting. The kitchens are fully equipped with rich wood cabinetry, ample counter prep space, white appliances (including dishwashers!), and a convenient breakfast bar/passthrough that overlooks the spacious family room. To top it off, each unit includes its own dedicated in-unit laundry closet with a stackable washer and dryer—a major premium for prospective renters.

1830 2nd Street Nw Unit A, Winter Haven

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