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Browse All Winter Haven FL Between $400K - $500K Properties for Sale

3838 Bedford Avenue, Winter Haven
$429,900
3 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to Traditions at Lake Ruby, Winter Haven’s desirable gated 55+ community, where resort-style amenities, beautiful surroundings, & an active lifestyle come together! This beautifully maintained 3-bedroom, 3-bathroom residence offers an exceptional floor plan featuring TWO BEDROOMS FEATURE PRIVATE EN SUITE BATHROOMS, a THREE-CAR GARAGE, AN OFFICE/FLEX SPACE and picturesque views of a tranquil pond and fountain. From the moment you arrive, you’ll appreciate the home’s inviting curb appeal, freshly painted exterior, and attractive paver driveway. Inside, a spacious, thoughtfully designed floor plan welcomes you with freshly painted interiors, recently replaced flooring, and an abundance of natural light. The ROOF was REPLACED IN 2024 and the HVAC SYSTEM was REPLACED IN 2021, offering added peace of mind. One of the home’s most appealing features is its thoughtfully designed split-bedroom floor plan, with all three bedrooms positioned in separate areas of the home for exceptional privacy. The spacious primary suite offers a peaceful retreat with beautiful pond and fountain views, along with sliding glass doors providing direct access to the screened patio. Imagine stepping outside each morning to enjoy your coffee while overlooking the water! The second bedroom features its own private en suite bathroom, making it ideal for overnight guests, while the third bedroom is conveniently located near a full guest bathroom just outside its door. An additional flex room with double-entry doors provides the perfect space for a home office, hobby room, or private sitting area. Designed with both comfortable everyday living and entertaining in mind, the home features a formal living room, formal dining room, and spacious great room. The beautifully appointed kitchen offers granite countertops, a breakfast bar, stainless steel appliances, and an abundance of attractive cabinetry providing generous storage. An adjoining dinette offers a charming setting for casual dining while enjoying the beautiful water views. Perhaps one of the most captivating features of this home is the picturesque pond and fountain that serve as a stunning backdrop from nearly every main living area. Enjoy these peaceful views from the primary suite, formal living room, formal dining room, kitchen, dinette, and screened patio. Sliding glass doors from the great room and primary suite provide convenient access to the screened outdoor living space, creating a seamless connection between indoor comfort and Florida’s beautiful outdoors. The home’s northeast-facing front exposure allows for lovely natural light throughout the day. Beyond the home itself, Traditions at Lake Ruby offers an exceptional resort-style lifestyle! Residents enjoy a beautiful lakefront clubhouse overlooking Lake Ruby, a heated swimming pool and spa, fitness center, aerobics studio, ballroom, billiards room, library, arts and crafts room, and inviting spaces for community gatherings. Outdoor amenities include tennis, pickleball, bocce ball, and shuffleboard courts, scenic walking paths, a dog park, & access to Lake Ruby. An active social calendar filled with clubs, activities, and community events provides wonderful opportunities to enjoy the lifestyle this neighborhood is known for. Conveniently situated near shopping, restaurants, medical facilities, and everything Winter Haven has to offer, this community provides the perfect balance of peaceful surroundings & everyday convenience.

3838 Bedford Avenue, Winter Haven

128 Lake Sears Drive, Winter Haven
$449,000
3 Beds ⋅ 2 Baths ⋅ Jan-Phyl Village SubDv. ⋅ 33880 Zip Code
LAKEFRONT LIVING, PRIVATE BOAT ACCESS, PRIZED BASS FISHING & ENERGY SAVINGS! Welcome to 128 Lake Sears in Winter Haven, where you can enjoy the best of Florida lakefront living! This special property offers private lakefront access, excellent bass fishing, and a private boat launch with boat lift, making it ideal for boating enthusiasts, fishing lovers, and anyone who appreciates life on the water. Inside, enjoy the comfort of central heating and cooling, complemented by brand-new mini-split systems in both the primary bedroom and Lanai/Florida room for personalized temperature control. The kitchen features beautiful new granite countertops and a new oven, while new flooring throughout and fresh interior paint give the home a clean, updated feel. Additional improvements include new fencing and a recently rescreened lanai (November), providing a wonderful space to relax and enjoy the outdoors. Energy efficiency is another standout feature! The property includes solar panels to help reduce electricity expenses, with the current owners reporting an average monthly electric bill of approximately $65. A well irrigation system helps maintain a healthy, lush lawn while providing added convenience for landscaping. Enjoy the best of both worlds: peaceful waterfront living with everyday conveniences close by. Publix supermarket is less than a mile away, making grocery shopping quick and easy. Whether you're looking for a year-round residence, a relaxing lake retreat, or a home where boating, fishing, and outdoor enjoyment are part of everyday life, 128 Lake Sears offers a wonderful opportunity to experience the Florida lifestyle. Don't miss your opportunity to make this special Lake Sears property your own!

128 Lake Sears Drive, Winter Haven

100 Alachua Drive, Winter Haven
$495,000
3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code
MAIN HOME PLUS TWO INCOME-PRODUCING STUDIO APARTMENTS – $1,800 IN MONTHLY RENTAL INCOME! Looking for a property that offers more than just a place to call home? This unique property features a main residence plus two studio apartments. Situated on an oversized, fully fenced double corner lot, this property offers incredible flexibility and income potential. With its convenient location near LEGOLAND Florida and Winter Haven’s famous Chain of Lakes, there is also exciting potential for short-term rentals or Airbnb opportunities. Enjoy the Florida sunshine in your private 15’ x 30’ screened-in pool or unwind in the hot tub. Inside the main home, you’ll find a beautifully updated kitchen and bathrooms, luxury vinyl plank flooring throughout, newer windows, and a versatile bonus room that could easily serve as a fourth bedroom. There’s plenty of room for vehicles with a triple-wide concrete driveway and paved parking for approximately 10 cars. Additional features include an RV hookup, fully paid-off solar panels to help reduce electric costs, a large storage shed, portable generator hookup, and the possibility of adding a detached garage. Best of all, NO HOA! Whether you’re looking for additional rental income, multigenerational living, or a property with room to grow, this move-in-ready home offers flexibility, convenience, and plenty of possibilities. Live in one, rent the others, and let your property work for you! Don’t miss this unique Florida lifestyle opportunity!

100 Alachua Drive, Winter Haven

1907 Eloise Cove Drive, Winter Haven
$449,900
4 Beds ⋅ 3 Baths ⋅ Eloise Cove SubDv. ⋅ 33884 Zip Code
Imagine coming home to a place where elegance, comfort, and a wonderful lifestyle come together beautifully. Welcome to this exceptional 4-bedroom, 3-bath residence in Eloise Cove, an exclusive gated community conveniently located just off Helena Road. From the moment you arrive, you'll appreciate the outstanding curb appeal, attractive architectural design, beautifully landscaped grounds, and expansive corner lot enhanced by stately mature trees. It's the kind of home that makes a lasting first impression and invites you to discover what awaits inside. Step through the front door and experience the warmth and sophistication of gorgeous custom hardwood floors flowing throughout the living areas, complemented by impressive 12-foot ceilings that create a wonderful sense of openness and space. Plantation shutters throughout the home add timeless charm and a touch of refinement while allowing you to enjoy natural light and privacy. The beautifully renovated kitchen, featuring new granite countertops and updated stainless appliances, provides an inviting gathering place for preparing meals, sharing conversations, and creating memories with family and friends. With four bedrooms and three bathrooms, there is plenty of room to welcome visiting family, accommodate guests, or create the perfect home office or hobby space. The spacious three-car garage, featuring two garage doors, offers exceptional convenience and flexibility for vehicles, storage, and more. You'll also appreciate the added peace of mind that comes with a roof and air conditioning system approximately five years old. Combining an attractive setting, gracious living spaces, beautiful finishes, and the privacy of an exclusive gated community, this Eloise Cove home offers more than simply a place to live—it offers an opportunity to embrace the lifestyle you've been looking forward to. Come see the possibilities and imagine making this beautiful residence the setting for your next exciting chapter!

1907 Eloise Cove Drive, Winter Haven

1855 Avenue P  Sw, Winter Haven
$414,900
3 Beds ⋅ 2 Baths ⋅ Orangewood Add SubDv. ⋅ 33880 Zip Code
Beautiful New Construction with Detached Mother-In-Law Suite/ADU! Discover the perfect blend of modern living, privacy, and versatility in this beautiful new-construction property featuring a spacious 3-bedroom, 2-bathroom main home PLUS a detached 1-bedroom, 1-bathroom mother-in-law suite/ADU. The detached residence has its own separate entrance and separate address, offering exceptional flexibility for extended family, guests, a private home office, or potential rental opportunities. The main home welcomes you with a fresh, modern design and an open, versatile layout created for today’s lifestyle. The spacious living areas provide plenty of room to relax, entertain, and personalize the home to fit your needs. The well-appointed kitchen flows naturally into the living and dining areas, creating a comfortable space for everyday living and gatherings. The detached 1-bedroom, 1-bathroom suite provides a living arrangement with added privacy and convenience. Whether you envision a comfortable space for family members, a guest retreat, a dedicated workspace, or an income-producing opportunity, this additional residence adds tremendous value and versatility. With two separate living spaces, separate entrances, and separate addresses, this property is an exceptional opportunity for multi-generational living, hosting guests, or an investment-minded buyer seeking flexibility and additional potential. A unique property offering the space, privacy, and possibilities that are hard to find in new construction!

1855 Avenue P Sw, Winter Haven

6125 Pebble Beach Boulevard, Winter Haven
$425,000
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

114 Belmont Drive, Winter Haven
$449,000
4 Beds ⋅ 2 Baths ⋅ Montego Place SubDv. ⋅ 33884 Zip Code
Virtually Staged. New Roof. New pool resurface. New paint inside and out. Newer AC New Kitchen, the list continues with all the big-ticket items done. This home is ready for years to come. Plus receive 5k towards closing costs-which can be used to buy down your interest rate. 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 renovated; 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 upgraded with a new shower and a new tub, and both baths have new quartz tops and new hardware. New flooring runs throughout your home. Out back is a large screened pool and an oversized deck, plus 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! Low interest rate, cash towards closing costs, a pool and many amenities is a recipe for your new adventure.

114 Belmont Drive, Winter Haven

1913 Quail Fields Circle, 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: Photos and/or renderings are for illustrative purposes only and may depict upgraded landscaping, elevations, decorative features, or optional upgrades that may not be included in the home offered. Prices, financing, promotion, and offers subject to change without notice. Promotions cannot be combined with any other offer. Ask the On-site Sales and Marketing Representative for details on promotions, concessions, or any other details.

1913 Quail Fields Circle, Winter Haven

6216 Pinehurst Loop, 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

1075 8th Street Nw, 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

10 W Lake Hamilton Circle, 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

1321 Oakmont Drive, Winter Haven
$409,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii South SubDv. ⋅ 33884 Zip Code
** CDD Debt Balance PAID IN FULL, saving you thousands! ** Enjoy temperature-controlled, therapeutic sunshine year-round in the NEW four-season SUNROOM, looking out at your own private sanctuary of palms and other native trees and plants! With plenty of room to entertain family and friends, this 2022 St. Marks home is located within walking distance of the Health & Fitness Center, and offers a spacious and private Master Suite, two Guest Bedrooms, and a Guest Bath with shower/tub combination. The abundant wood-like tiled living space includes a Foyer, Living Room, Formal Dining, Den, and glass-enclosed Sunroom (accessed via the triple-sliders in the Living Room and the double-sliders in the Dinette). The large Kitchen offers granite countertops, soft close drawers, stainless steel appliances, tiled backsplash, step-up Breakfast Bar with pendant lights, and abundant countertops for food prep and display. The Dinette area, which is adjacent to the Kitchen, is also accessible from the Sunroom and the Den. The generous laundry room includes washer and dryer, and shelves for extra storage. The two-car Garage with designated Golf Cart Entry also offers storage space, as does the partially-floored Attic, accessed from the garage via a new pull-down ladder. An automatic screen (Skeeter Beater) has been added in the Garage for air circulation. New landscaping surrounds the house, including lush privacy landscaping in the back! ADDITIONAL UPGRADES: Separate Irrigation Meter (Saving you Money!), Whole House Gutter System, Storm Door on the front door, new window dressings throughout the home, six-filter Reverse Osmosis Water System, and new cabinet and drawer hardware 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

215 S Lake Howard Drive, Winter Haven
$419,000
3 Beds ⋅ 2 Baths ⋅ Linger & Nichols Sub/Winter H SubDv. ⋅ 33880 Zip Code
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 including painted ceilings, 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. Home is directly wired for connection of a generator during power outage. 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

4064 Phoenician Way, 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

900 Lake Martha Drive Ne, Winter Haven
$420,000
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

119 Sunfish Drive, Winter Haven
$409,000
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

464 Fish Hawk 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

44 Brevard Drive, Winter Haven
$475,000
3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code
* METAL ROOF & AC NEW 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 RESORT STYLE IN-GROUND SALT 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

205 Thomas Court, 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.

205 Thomas Court, Winter Haven

4734 Monterey Drive, Winter Haven
$418,000
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 with NEW ROOF to be installed prior to closing. 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

4123 Island Lakes 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

612 Morgan Road, Winter Haven
$474,900
Peace River Development SubDv. ⋅ 33880 Zip Code
Turnkey opportunity to own 5 acres of improved agricultural land with existing nursery infrastructure! This versatile property is currently functioning as a citrus nursery, with the infrastructure already in place to support expansion into a variety of other agricultural uses. Featuring four greenhouses (one greenhouse has 3 domes) totaling in approximately 16,000 square feet, each equipped with electricity and water. This property has two 4-inch wells with 5-inch submersible pumps, fertilizer injectors, a commercial-grade chemical/fertilizer sprayer, overhead irrigation, greenhouse benches, 150,000 citrus grow pots, and much much more. Everything you need to hit the ground running. There is additional space for in-ground planting, that has an existing irrigation system with timer already installed. On-site structures include a 12x12 air-conditioned office shed, a 8x8 dedicated chemical storage shed, and a 16x20 workshop with an attached lean-to for additional workspace and storage. Also included is a 2006 single-wide mobile home offering 2 bedrooms and 2 bathrooms, with a split floor plan. The home features a rear covered porch, a private storage shed, and a full-home water purification system that also services the workshop and ice machine. Perfect for on-site living or staff housing. This property is fully set up and ready for continued operation. All measurements to be verified by buyer.

612 Morgan Road, Winter Haven

612 Morgan Road, Winter Haven
$474,900
Peace River Development SubDv. ⋅ 33880 Zip Code
Turnkey Greenhouse & Nursery Facility on 5 Acres with Residence Included! This versatile property is currently functioning as a citrus nursery, with the infrastructure already in place to support expansion into a variety of other agricultural uses. Featuring four greenhouses (one greenhouse has 3 domes) totaling in approximately 16,000 square feet, each equipped with electricity and water. This property has two 4-inch wells with 5-inch submersible pumps, fertilizer injectors, a commercial-grade chemical/fertilizer sprayer, overhead irrigation, greenhouse benches, 150,000 citrus grow pots, and much much more. Everything you need to hit the ground running. There is additional space for in-ground planting, that has an existing irrigation system with timer already installed. On-site structures include a 12x12 air-conditioned office shed, a 8x8 dedicated chemical storage shed, and a 16x20 workshop with an attached lean-to for additional workspace and storage. Also included is a 2006 single-wide mobile home offering 2 bedrooms and 2 bathrooms, with a split floor plan. The home features a rear covered porch, a private storage shed, and a full-home water purification system that also services the workshop and ice machine. Perfect for on-site living or staff housing. This property is fully set up and ready for continued operation. All measurements to be verified by buyer. HOA fee is $80 bi annually for the maintenance of private road.

612 Morgan Road, Winter Haven

1753 Hummingbird Road, 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

1814 Sandhill Lane, 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

199 8th Street Se, 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

1549 Drexel Ave Ne, Winter Haven
$400,000
2 Beds ⋅ 2 Baths ⋅ Lake Elbert Heights Unit 01 02 Rep SubDv. ⋅ 33881 Zip Code
Under contract-accepting backup offers. 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

3097 Buckeye Pointe Drive, 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

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