Winter Haven FL Real Estate, Homes with Pool for Sale

3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code

Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3044 Captain Jax Way, Winter Haven

323 Orange Blossom Drive Unit 323, Winter Haven

$205,000

2 Beds ⋅ 3 Baths ⋅ Waters Edge Unit 1 Replat SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great location!. Primary bedroom with ensuite and screened-in balcony, one car garage and open concrete patio. The screened patio is perfect for enjoying views of boaters and paddle boarders passing between the lakes. Focusing on recreation, this home is in the perfect spot for a multitude of outdoor activities. Community features include a sparkling pool . Fish from your backyard at the bank of Lake Lulu! This residence is convenient to Great restaurants, medical, shopping, entertainment, and LEGOLAND! Check us out today to see what Florida waterfront living is all about!

323 Orange Blossom Drive Unit 323, Winter Haven

$395,000

4 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code

Welcome to TRADITIONS, an active 55+ gated community located in the heart of the state on Lake Ruby. From swimming laps in the olympic size pool, casting a line at the lake, swinging a pickleball racquet or utilizing the fitness room and scheduled classes, there is plenty to do to stay in shape. If you prefer a more relaxed day, the clubhouse provides plenty of social spaces for card games, crafting, puzzles and reading a book. The community has planned monthly activities, they even plan a yearly community cruise if that's your vibe. You don't need to leave the community to find something to do, however; Disney and Universal Studios are nearby and you can reach either coast in less than two hours. The community is close to shopping (Publix coming soon), medical facilities, Legoland and the quaint downtown area of Winter Haven with boutique shops and local restaurants. This community is truly the ultimate 55+ lifestyle. The monthly dues include: community amenities, Spectrum cable and internet, lawn maintenance, common area maintenance, and exterior paining every 8 years. Now for the house: This is a Kennedy model floorplan, one of the most sought after in this community. It is a SHOW STOPPER from top to bottom and these Sellers have executed great care during their ownership. You will appreciate some of the additions they have made such as the extended rear screened lanai with Coolaroo shades and a motorized hurricane shutter. They also extended a paver BBQ area for those who like to grill. They added overhead storage racks in the garage and if you are an angler you will appreciate the storage system for the fishing poles! They have also added a motorized screen door for the days that you want to tinker in the garage and keep the bugs out. The exterior was just painted in 2025. The lawn is manicured with professional landscape edged flower beds and best of all the grass is maintained by the HOA. Step inside the front door to be instantly impressed with the high ceilings. The space is open enough for great entertaining but also offers space to spread out when needed. Ceramic tile in all the wet areas and living spaces with 5 inch baseboards and crown molding give the feeling of luxury. Recessed lighting, pendant lights as well as good window placement bring good lighting into the space. The kitchen is spectacular. 42 inch upper cabinets, quartz counters, walk in pantry and preparation island make the space functional for the chef and easy to entertain in. There are three dining space choices: formal dining area, breakfast nook and a breakfast bar providing with plenty of seating. The living room flows perfectly from the triple sliding door onto the lanai. The wall mounted TV's convey. The floorplan also offers a triple split bedroom plan. The primary bedroom offers an ensuite and the walk in closet has custom built in shelving. The ensuite has dual sinks, private commode room, linen closet and soaking tub. The walk in shower has no step and has nice glass doors. The 2nd and 3rd bedrooms share a guest bath with dual sinks and the 4th bedroom has a private ensuite. You truly have to see this home to appreciate its flow, style, tidiness and all the features that make this place a HOME! If 55+ living in Florida is what you have been dreaming of, you just found it! Come make some new Traditions!

3890 Bedford Avenue, Winter Haven

$288,900

3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code

Welcome to your slice of true Florida lake life—where every day feels like a getaway. This 3-bedroom, 2-bath home is tucked inside a waterfront community designed for living, not just residing. Start your mornings with a quick launch from the private boat ramp, spend your afternoons cruising Lake Dexter, or enjoy a friendly match on the tennis courts. There’s even private boat parking, so your next day on the water is always effortless. When it’s time to unwind, head to the community pool or relax at the clubhouse overlooking the water—perfect for catching those signature Florida sunsets. Located just minutes from LEGOLAND Florida Resort, plus a wide variety of local restaurants and shopping, you’re right in the heart of everything—so close to LEGOLAND that you can sometimes enjoy their fireworks lighting up the night sky. This isn’t just a home—it’s the kind of place where memories are made and the pace of life finally feels just right.

3971 Cypress Landing W, Winter Haven

$251,900

3 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

Short Sale. – PRICED TO SELL! Welcome to this 2022-built 3-bedroom, 2-bathroom home located in the growing Lucerne Park Reserve community of Winter Haven. This newer construction single-story home features a desirable open-concept floor plan, perfect for comfortable everyday living and easy entertaining. The spacious kitchen overlooks the living and dining areas, creating a bright and inviting central gathering space. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. Home includes solar panels, offering potential energy efficiency benefits for the new owner. Conveniently located near shopping, dining, schools, and major highways with easy access to Lakeland, Orlando, and surrounding Central Florida areas. Ideal opportunity for first-time buyers, investors, or anyone looking to add value in a rapidly growing area. Short Sale – subject to lender approval. Property sold as-is. MOTIVATED SELLERS!!!

909 Cambridge Drive, Winter Haven

$139,900

2 Beds ⋅ 2 Baths ⋅ Village Park SubDv. ⋅ 33880 Zip Code

This home is a must see!! This is a deeded lot where you own your land!! Very well maintained home located in Village Park, a 55+ community where dogs are allowed. The home features new thermal efficient windows and all new plumbing. The vapor barrier is also new. The kitchen is very open and functional. The living room is comfortable and inviting. The primary bath has a new vanity and the bedroom carpet is new. Plus, the laundry is located inside a closet in the hall bath. The vaulted ceilings give the feel of spaciousness. Outside you will find a double shed which opens to the the front and back. Sit on the front porch and enjoy your morning coffee or evening cocktail. The community features a clubhouse, pool, and shuffleboard. There are many activities available, or you can just sit back and enjoy the peaceful community. This home is a must see!

447 Village Circle Sw, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code

Better Than New 2022 Home – Move-In Ready! VA Assumable Mortgage!!! Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, located on a desirable corner lot in the sought-after Villamar community of Winter Haven. Built in 2022, this home offers modern living without the wait for new construction. Step inside to an open and inviting floor plan featuring tile flooring throughout the main living areas, with comfortable bedrooms and a spacious primary suite. The kitchen comes equipped with appliances and flows seamlessly into the living and dining areas, making it perfect for everyday living and entertaining. Enjoy outdoor living in the screened lanai, ideal for relaxing or hosting guests. The home also includes an irrigation system and established landscaping, features often not included in new builds. Located in a community with resort-style amenities including a pool, playground, and sidewalks, and just minutes from shopping, dining, and local schools, this home offers both convenience and lifestyle. Skip the construction wait, this home is vacant and ready for immediate move-in! Don’t miss your opportunity to own a newer home in a growing area at an incredible value. Schedule your private showing today!

851 Vienna Drive, Winter Haven

4925 Cypress Gardens Road Unit 100, Winter Haven

$195,000

2 Beds ⋅ 2 Baths ⋅ Doves Rest Add SubDv. ⋅ 33884 Zip Code

Welcome to your new home, located in Dove's Rest, a 55+ community. This home features an open living area with a new refrigerator and stove. The Air Conditioner was installed in 2024 and the roof is 2021. The windows are a double pane window for added insulation value. The washer and dryer are located inside the home for convenience. This home will be sold mostly unfurnished with the bed in the second bedroom, bar stools, kitchen table, and mounted TV remaining. One dog under 20 lb is allowed. The community offers many activities and amenities including a clubhouse, pool, and shuffleboard. Join in with the many activities or just enjoy the peaceful community.

4925 Cypress Gardens Road Unit 100, Winter Haven

$375,000

5 Beds ⋅ 3 Baths ⋅ Harmony/Lk Eloise Ph 1 SubDv. ⋅ 33884 Zip Code

HUGE $50,000 PRICE DROP! Welcome to one of the largest homes in the desirable Harmony Lake Eloise community! This spacious 5-bedroom, 3-bathroom residence offers a versatile and thoughtfully designed layout perfect for modern living. A generously sized flex room—currently used as a dining area—can easily be converted into a 6th bedroom, home office, or bonus space to suit your needs. The spacious kitchen is a true centerpiece, featuring quartz countertops, beautiful cabinetry, recessed lighting, stainless steel appliances, a large kitchen island, and a walk-in pantry. The interior paint throughout the home offers a soft, inviting color palette that’s easy on the eyes. The first floor showcases beautiful tile flooring throughout, along with a large bedroom and full bathroom—ideal for guests or multigenerational living. You’ll also find an additional sitting area or playroom, providing even more functional living space. Upstairs, all bedrooms are upgraded with luxury vinyl flooring, offering both style and durability. The conveniently located upstairs laundry room adds everyday ease. The expansive primary suite boasts his-and-her closets, dual vanities, and a walk-in shower —your own private retreat. With tons of storage throughout and one of the largest floor plans in the community, this home combines space, comfort, and flexibility. Enjoy a low monthly HOA fee and access to a beautiful community pool. Ideally located just minutes from Lake Eloise, Legoland Florida Resort, shopping, dining, schools, and major roadways, with easy access to Orlando, Tampa, and Walt Disney World. This is a must-see property in Winter Haven!

1328 Daisy Field Drive, Winter Haven

$146,000

2 Beds ⋅ 2 Baths ⋅ Brookhaven Village First Add SubDv. ⋅ 33881 Zip Code

EASY TO SEE, SCHEDULE YOU'RE VIEWING NOW! NO LOT RENT HERE....YOU OWN IT! OFFERED PARTIALLY FURNISHED, KITCHEN APPLIANCES AND INSIDE LAUNDRY WASHER, DRYER ALSO INCLUDED. THIS HOME FEATURES UPDATES INCLUDING NEW CENTRAL A/C /Heat pump 2026, NEW ALUMINUM ROOF 2024, PVC/CPVC WHOLE HOUSE PLUMBIMG. ALSO FEATURING 12X40 CARPORT AND 13x10 SOUTH FACING SCREEN ENCLOSED PORCH PLUS A 14x10 COVERED PATIO. BROOKHAVEN VILLAGE A STABLE WELL ESTABLISHED AND-MAINTAINED COMFORTABLE AND QUIET, AGE 55+ CENTRAL FLORIDA COMMUNITY. VERY AFFORDABLE HOA FEE JUST $34.00 MONTHLY (PAID ANNUALLY) INCLUDES USE OF COMMUNITY CLUBHOUSE, HEATED POOL and SHUFFLEBOARD. THE COMMNUITY ALSO HAS AN RV, BOAT/TRAILER, FENCED STORAGE PARKING AREA. THIS HOME IS PERFECT FOR SUNNY SEASONAL OR YEAR AROUND LIVING! QUICK RESPONSE TO OFFERS. TAKE A LOOK!

6473 Peppertree Path Ne, Winter Haven

$399,000

4 Beds ⋅ 4 Baths ⋅ Valhalla SubDv. ⋅ 33884 Zip Code

NEW PRICE : DONT MISS THIS RARE LAKEVIEW OPPORTUNITY IN DESIRABLE VALHALLA GATED COMMUNITY. THIS 2 STORY TOWNHOME OFFERS OVER 2700 LIVING AREA WITH STUNNING VIEWS OF LAKE ELOISE. THIS HOME FEATURES 4BR/3.5BA WHICH INCLUDES A DOWNSTAIRS PRIMARY SUITE AND A SECONDARY UPSTARS PRIMARY. THIS CUSTOM JOHN TOUCHTON BUILT HOME BOASTS OF STUNNING QUALITIES THROUGHOUT. THE KITCHEN HAS PORCELAIN TILE FLOORING, MODERN MID-CENTURY OAK CABINETRY, STAINLESS APPLIANCES AND A CONVENIENT COFFEE BAR. ANDERSEN THERMAL PANE WINDOWS WITH SOLAR SHADES PROVIDE ENERGY EFFICIENCY AND ABUNDANCE OF NATURAL LIGHT THROUGHOUT. OVERSIZED 2 CAR GARAGE ALSO HAS A WORKSHOP. ENJOY YOUR RESORT STYLE AMENITIES WITH THE CLUBHOUSE, POOL, TENNIS AND YES , "PICKLEBALL". ONLY MINUTES TO DOWNTOWN WINTER HAVEN FOR RESTAURANTS, SHOPPING AND COMMUNITY EVENTS. EASY ACCESS TO HWY 27 TO I-4 ACCESS TO ORLANDO/DISNEY OR TAMPA. YOU'LL LOVE LIVING IN "THE CENTER OF THE STATE" ... FLORIDA LIVING AT ITS BEST!

139 Woden Way, Winter Haven

5268 Pebble Beach Boulevard, Winter Haven

$569,900

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

****.AMAZING LAKE FRONT PROPERTY****** NEW PRICE OPPORTUNITY of $10,000 FOR THE DISTINGUISHED BUYER****ONE OF A KIND HOME, WITH A ONE OF A KIND VIEW...TO COMPLIMENT THE BUYER WITH A DESIGNER LIFESTYLE....EXPERIENCE THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. You will LOVE THE EXPANSIVE WATER VIEW OVER THE LAKE . The EXTENDED VERANDA OFFERING AN AMAZING VIEW, LOOKING TOWARDS THE CLUBHOUSE and OVER THE GOLF COURSE with FRONTAGE ON the 2ND GREEN of the WEST COURSE...and the SUNSETS are GORGEOUS. This amazing DESIGNER CUSTOM BUILT HOME has everything you are looking for..... From the Beautiful Front Door, the Amazing Stone Accent on the front corners of the house, Gutters on the Front, Side and Back of the home and the Enclosed Screened Entrance ... To the exceptional entrance with High Ceilings, and offering Coffered and Tray Ceilings in the Great Room and Master Bedroom. You will be awed by the Beautiful Designer Features that this home offers, that gives it an elegance that you will admire and enjoy for years to come. ..."You" are going to save thousands on this property because the CDD DEBT IS COMPLETELY PAID IN FULL! The OPEN FLOOR PLAN sets the stage for seamless living combined with elegance. HOME IS MOVE-IN READY. Some of the many designer upgrades in this home include: Large 20" Diagonal Tile throughout the home in most rooms with excellent upgraded carpeting in the bedrooms, the Gourmet Kitchen with Stainless Steel Appliances, which is open to the Great Room, 42" All Wood Cherry Cabinets w/ crown molding "bump up and out cabinets, high end Tile Backsplash (2022) New Range (2022) Dishwasher (2023) Stainless Steel Refrigerator, Custom Pendant lights over the Kitchen Bar that looks into the GREAT ROOM, and beautiful Granite that completes the designers influence. The Exterior of the house has been Painted in 2025. This floor plan allows easy access to the extended Veranda through the 3 Sliding glass doors which opens from the Great Room into the Large SCREENED Veranda (14 X 34). The Expanded Den creates a comfortable reading or gathering room for friends and family. The Master Bedroom boasts of a Tray Ceiling and sliders with Silhouette Vertical Blinds that lead to the Expanded Veranda. Throughout the house you will enjoy Designer Ceiling Fans, Window Tinting, Vertical Cellular Blinds at the Kitchen and Great Room Sliders, also Designer upgrades in the bathrooms that compliment the Master Bathroom Suite. Other important upgrades are the NEW ROOF in JULY 2025, Newer Water Heater in 2020, and the A/C is only 6 years old. The 2 car + Golf Cart garage with the added MOTORIZED SCREEN on the garage door along with the added protection with the insulated Garage Doors. Also, the large garage adds additional storage and leads into the inside laundry giving added room for the Washer and Dryer and Walk in Pantry. Enjoy the Active Lifestyle in Lake Ashton that sets this community apart from other communities in the Central Florida area. 2 Large Clubhouses, 3 Natural Lakes, 2 Private Golf Courses, Bowing Alley, Movie Theater, Tennis, Pickleball, Basketball court indoor, 2 Pools, 1 indoor and 1 outdoor Pool with Hot Tubs, Sauna, 2 Fitness Centers, Cards, Crafts, Entertainment, Fishing, Boating and close to stores, shopping, and lots or Restaurants. Call today for your private tour and see how much this Active Lifestyle Community will add to your health and enjoyment during these Golden Years.

5268 Pebble Beach Boulevard, Winter Haven

$115,000

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Check out this well maintained home located in Oakwood Estates, a 55+ community, located in Sunny central Florida. The home features a very open and inviting kitchen, perfect for entertaining. The cooktop and built in oven have been updated. Step into the primary bedroom to find plenty of space for a king size bed, then step into the remodeled and updated primary bathroom. The split bedroom floor plan offers privacy to guests with a bathroom conveniently located outside the door. All the flooring is a laminate with no carpeting in the home. Enjoy the peaceful screened side porch. The home is located on a corner lot with a Florida room giving views of both streets, a great place for your morning coffee. The double pane windows and window AC offers additional living space when guests arrive. Oakwood Estates offers many amenities and activities. You can be as busy as you would like or enjoy the peaceful community and watch the world go by.

4155 Sprucewood Street, Winter Haven

6309 Grove Pointe Drive Se, Winter Haven

$154,000

2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code

OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring throughout. The floor plan is open with the living room and dining room upon entering. The kitchen provides space for a bistro table, has a pantry, and great cabinet space. New Ceiling fans, faucets, regularly maintained AC, with 25 yr shingles from 2015. Inside laundry also has a utility sink! Both bedrooms are well sized and have walk-in closets. Primary bedroom has an en suite bathroom. Average total utilities are $150/month...water, sewer, electric! The owner has provided a copy of their 4-Point report just done in March for their insurance company. No grey pipe!

6309 Grove Pointe Drive Se, Winter Haven

2500 21st Street Nw Unit 15, Winter Haven

$174,000

2 Beds ⋅ 3 Baths ⋅ Casa Del Sol Condo Village Ph 02 SubDv. ⋅ 33881 Zip Code

Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable layout in the heart of Winter Haven. Every corner has been renovated, featuring new flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living room and downstairs guest half-bath make entertaining a breeze, while both upstairs bedrooms boast private en-suite bathrooms for added convenience. Enjoy a low-maintenance lifestyle with an attached one-car garage, access to the community pool, and a location close to shops and restaurants—all amidst the beautiful landscapes and lakes that surround this lovely community.

2500 21st Street Nw Unit 15, Winter Haven

404 Country Lane Ne Unit 404, Winter Haven

$80,000

2 Beds ⋅ 2 Baths ⋅ Country Lake Condo SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Short Sale. Welcome to your new home in this peaceful and well-maintained community! This spacious 2-bedroom, 2-bathroom condo offers comfortable, low-maintenance living with all the amenities you need to relax and enjoy life. Step inside to find a bright and open floor plan with generous living space, a well-equipped kitchen, and private bedrooms on opposite sides for added privacy. The primary suite includes a full en-suite bathroom and ample closet space, while the second bedroom is perfect for guests, a home office, or family. Enjoy your morning coffee on the screened in back patio or take a short stroll to the community clubhouse, where you’ll find a sparkling swimming pool, social spaces, and exclusive access to a private fishing area—perfect for outdoor enthusiasts. Nestled in a quiet neighborhood with beautifully landscaped grounds, this condo is ideal for those seeking comfort, convenience, and a touch of nature. Whether you're downsizing, investing, or buying your first home, this property offers a unique blend of tranquility and community living. Don’t miss this opportunity—schedule your private showing today!

404 Country Lane Ne Unit 404, Winter Haven

$139,900

2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates SubDv. ⋅ 33881 Zip Code

Your new Florida home is waiting for you. This home has many updates and improvements. The shingled roof was installed in December 2024 and the HVAC is 6 years old. A new vapor barrier has been installed. There are new plywood subfloors and luxury vinyl plank in the living room, dining room, hall, and both bathrooms. There is no carpet in this home. The kitchen is perfect for preparing all those special meals. The living room is open and spacious. The front Florida room is perfect for your morning coffee. Lake n Golf Estates, a 55+ community, offers many amenities including a pool, shuffleboard, and clubhouse. Join in the activities or just sit back and enjoy the peaceful community.

6773 Brentwood Drive Ne, Winter Haven

$100,000

2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. NO LOT RENT! Live the retired life you worked so hard for. Whether you are a snowbird or looking to enjoy full-time residency, Orange Manor West welcomes you. This highly sought-after 55+ gated community in Winter Haven, secondary resident(s) must be 40+. This fully furnished 2-bedroom, 2-bath home offers a functional layout with recent updates including a 2018 roof, 2022 HVAC, 2021 water heater, newer vinyl flooring, and updated appliances. The home features a spacious layout with walk-in closets in both bedrooms, a private primary suite with a step-in shower, and an enclosed Florida room that is perfect for relaxing mornings or unwinding in the evening. Enjoy an active, low-maintenance lifestyle with monthly fees that include cable, internet, and trash, in a community that allows only service and emotional support animals. Residents have access to a wide range of amenities including a community pool, clubhouse, billiards, shuffleboard, horseshoes, mini golf, fishing, lake access, and a full calendar of social activities such as bingo, cards, sports tournaments, quilting, and much more. Additional features include onsite management, 24-hour emergency service, extra storage for boats and recreational vehicles, and boat slips. Located in Southeast Winter Haven, you are just minutes from shopping, dining, and everyday conveniences, with Legoland ad Peppa Pig theme parks nearby for visiting guests. This is a great opportunity to enjoy comfort, convenience, and community all in one place.

125 Lake Hazel Drive, Winter Haven

$151,000

2 Beds ⋅ 2 Baths ⋅ Brookhaven Village SubDv. ⋅ 33881 Zip Code

Virtually Staged. Short Sale. HUGE $37,000 PRICE DROP! Welcome to 6450 Hollyberry Lane in Brookhaven Village—a highly sought-after 55+ community where you own your land, making this a rare opportunity! This beautifully updated, move-in ready home features new luxury vinyl flooring (2025) and a bright, open layout perfect for everyday living and entertaining. The upgraded kitchen offers butcher block countertops, slide-out metal racks for added storage, and a brand-new dishwasher. Washer and dryer are included. Both bathrooms have been beautifully remodeled with modern finishes. Major updates include a new roof (Dec 2024), new HVAC system (2025) with ductwork and air handler, new windows (2025), and all-new screening, including the lanai with vinyl windows—perfect for enjoying Florida living year-round. The home is also fully replumbed with updated anchors and straps, including a vapor barrier that was installed about 4 years ago. The home also includes a great storage shed/workshop—ideal for hobbies or extra storage. Enjoy a super low HOA with access to a community pool and clubhouse, all in the heart of Winter Haven near shopping, dining, and lakes. Fully updated + land ownership + prime 55+ community—this one stands out. Schedule your showing today!

6450 Hollyberry Lane Ne, Winter Haven

607 Country Lane Ne Unit 607, Winter Haven

$142,500

2 Beds ⋅ 2 Baths ⋅ Country Lake Condo Ph 01 SubDv. ⋅ 33881 Zip Code

R E D U C ED AND WELCOME HOME TO THIS MOVE IN READY LAKEFRONT CONDO. 2BEDROOM - 2 BATH WITH 1252 SQ FT OF LIVING AREA , PLUS A FLORIDA ROOM OVERLOOKING LAKE BUCKEYE. THIS CONDO UNIT HAS STORAGE THROUGHOUT, GREAT STORAGE CLOSET OFF THE FLORIDA ROOM, ALSO INSIDE UTILITY WITH WASHER/DRYER HOOKUPS AND THE PRIMARY BEDROOM HAS A WALK IN CLOSET. YOU HAVE THE PRIVACY OF THIS UPSTAIRS UNIT WITH A BEAUTIFUL VIEW, NEW CARPET & INTERIOR PAINT,. IT ALSO FEATURES CONVENIENT COVERED PARKING AND COMMUNITY POOL & TENNIS. LOCATED NEAR POLK STATE COLLEGE , YOU CAN ENJOY A WALK AROUND NEARBY LAKE ELBERT OR DRIVE JUST MINUTES TO DOWNTOWN WINTER HAVEN FOR SHOPPING, RESTAURANTS AND COMMUNITY EVENTS. DON'T MISS OUT ON THIS LAKEFRONT VIEW OF LAKE BUCKEYE .

607 Country Lane Ne Unit 607, Winter Haven

$199,900

4 Beds ⋅ 2 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Short Sale. Subject to lender approval. Property has sustained prior storm-related damage with documented mold and interior environmental conditions. Due to these conditions, interior access is limited and not suitable for routine showings. Property is being sold AS-IS and will require substantial remediation, including potential structural and electrical work. Access is restricted to serious, qualified buyers and must be coordinated with the listing agent. Property includes leased solar panels. Buyer to verify terms and assume existing lease. Buyer to verify all measurements, square footage, HOA, and property information.

1374 Benevento Drive, Winter Haven

$265,000

3 Beds ⋅ 2 Baths ⋅ Morningside At Winterset SubDv. ⋅ 33884 Zip Code

REDUCED AGAIN!!! Welcome to the beautiful waterfront resort-style gated community of Winterset. ! Enjoy the charming 3-bedroom, 2-bathroom home offering a delightful living experience with beautiful hardwood flooring. Built in 2006, this well maintained home is move in ready. The open floor plan seamlessly connects the main living areas, creating a spacious and airy feel throughout. The master bedroom is a serene retreat, complete with ample space, a walk-in closet, and an en-suite bathroom. The additional two bedrooms available for a home office, a guest room, or a personal hobby spa. . Enjoy the resort-style amenities that make this community truly exceptional. The clubhouse serves as a gathering place for residents. The sparkling pool and hot tub invite you to take a refreshing. Bring your boat- ramp available for enjoying Winter Haven’s famous chain-of-lakes.

144 Morning Glory Circle, Winter Haven

$125,000

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

This home is a MUST SEE? You will find many updates in this home from the beautiful granite counters in the kitchen and new kitchen cabinets to the remodeled bathrooms. All flooring is either ceramic or vinyl flooring. The Singled roof is approximately 11 years old and the ac was installed in 2025. The water heater was installed in 2024. A new refrigerator was installed in Sept 2026. This home will be sold mostly furnished. If that isn't enough, from the carport area there is a beautiful view of the lake and lakeside amenities. Oakwood Estates is a very active 55+ community offering many amenities including two pools, two clubhouses, miniature golf, tennis courts, shuffleboard and more. You can be as busy as you want, or just sit back and enjoy peaceful Florida living. Visit the Oakwood website for more info on the community and to see the governing docs.

4918 Rosewood Street, Winter Haven

$259,900

3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

New construction home with 1358 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a raised bar, fully open to the gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a private en-suite bath, a tiled shower. Plus, enjoy a covered lanai, 1-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."

5125 Sylas Jax Avenue, Winter Haven

$529,900

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

Highly motivated seller! Bring all reasonable offers. This beautiful property is priced to move and the owner is ready to make a deal. Don't miss this incredible opportunity—schedule your showing today! Located in the highly sought-after gated golf community of Cypresswood in Winter Haven, this beautiful 4-bedroom, 3-bathroom home offers over 2,800 square feet of spacious living when pool room footage is added. The offering includes a private pool, and a 9x9 pool house complete with a half bath, perfect for guests, poolside entertaining, or an additional flex space. Inside, the home boasts a formal living room and an open-concept family room, dining area, and kitchen, creating a bright and inviting atmosphere ideal for both everyday living and hosting. Also features granite countertops, resurfaced garage, private office, freshly painted interior, paver driveway, and so much more. Enjoy the comfort, privacy, security, and lifestyle that come with living in one of Winter Haven’s premier golf communities.

2935 Plantation Road, Winter Haven

$399,000

4 Beds ⋅ 3 Baths ⋅ Harmony/Lk Eloise Ph 1 SubDv. ⋅ 33884 Zip Code

Welcome to Harmony at Lake Eloise, a thoughtfully crafted community in the heart of Winter Haven, designed for homeowners who want modern style and smart features. A beautifully designed floor plan offering open concept living, flexible spaces, and contemporary finishes. The home centers on a stylish kitchen with Shaker cabinetry and stainless-steel Whirlpool appliances, creating the perfect setting for everyday living and effortless entertaining. Built with long-lasting quality in mind, homes feature block-on-block construction, architectural shingles, and timeless stucco exteriors. The largest lot in the community. The open floor plan connects the foyer with a spacious great room and dining area, ideal for entertaining or family gatherings. The kitchen features solid-surface countertops, stainless steel appliances, a disposal, and thoughtful layout for everyday meal prep and hosting. The owner's suite includes a spa-style bathroom and walk-in closet; other bedrooms are generous in size and brightness. A dedicated loft space with scenic window views offers the perfect spot for relaxation or a home office. Eco-conscious tenants will appreciate the solar power system, which contributes to energy savings, and a modern security camera system for peace of mind. With a quiet and good-sized lot, perfect to enjoy Florida weather. Inside, integrated smart home technology brings added convenience, comfort, and peace of mind. The community boasts a state-of-the-art, two-story amenity center, an impressive hub for recreation, relaxation, and connection. Residents will also enjoy private boat slips with direct access to Lake Eloise, offering a true Central Florida lifestyle on the water. Harmony at Lake Eloise is where modern living, exceptional amenities, and a connected location come together. Beyond the interiors, residents can enjoy the tranquil surroundings of Lake Eloise, where outdoor activities abound. Whether you prefer strolls along the water or engaging in recreational activities, this community offers a wealth of opportunities to connect with nature. Located in the master-planned community of Harmony at Lake Eloise, residents currently enjoy access to a community pool, sidewalks throughout the neighborhood, walking paths around scenic ponds, and a designated bike accessway. Future community plans include a proposed lakefront amenity center on Lake Eloise and a planned commercial area with neighborhood shops (subject to development timelines and approvals). Conveniently located near LEGOLAND Florida Resort, the AdventHealth Fieldhouse and Conference Center, and the Freedom Boat Club Winter Haven Lake Eloise location, offering an additional boating lifestyle option by membership. Additional sports and recreation facilities are planned nearby, including four collegiate-level baseball fields projected to generate economic activity for the City of Winter Haven (publicly discussed development plans). Cypress Junction Montessori is planned nearby and is currently accepting enrollment for 2026. Polk County has begun clearing and dredging efforts at nearby Lake Lulu, with discussions suggesting a future canoe and kayak launch and park area (subject to county completion and final designation). With continued infrastructure investment, future recreational access to the Chain of Lakes is anticipated in some form, subject to approvals. Discover the harmony of life at Lake Eloise today!

1114 Brimstone Circle, Winter Haven

$135,000

2 Beds ⋅ 3 Baths ⋅ Casarena On Lakes SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed for comfort and flexibility. The inviting main living area features a cozy fireplace, perfect for relaxing or entertaining, while the functional layout flows seamlessly into the dining and kitchen spaces. Upstairs, enjoy your own private second-floor balcony—an ideal spot for morning coffee or unwinding in the evening. Enjoy family gatherings in the large screened in patio that is ready to be converted into your ideal outdoors living space. Additional highlights include a convenient laundry closet in the garage and ample storage throughout. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance lifestyle, this home checks all the boxes—schedule your private showing today and make it yours! This home is being sold in As Is condition. All buyers must view the home before submitting an offer.

28 Casarena Court, Winter Haven

1450 W Lake Cannon Drive Nw, Winter Haven

$299,000

5 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

CALLING ALL INVESTORS!! Amazing opportunity with a blank canvas to be creative! This property boasts 2 separate dwellings, both with living spaces, kitchens, dining areas, 2 bedrooms and 1 bathroom WITH an in ground pool in between! Property also has a THREE car garage AND a huge open space in the attic with stair access from a bedroom! Direct view and access to Lake Cannon, WOW!! Make your appointment today to secure this amazing opportunity! CASH ONLY, BEING SOLD AS IS.

1450 W Lake Cannon Drive Nw, Winter Haven

$245,000

2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 2c SubDv. ⋅ 33884 Zip Code

BETTER THAN NEW!!! Why wait to build when you can move into this HIGHLY UPGRADED, MAINTENANCE FREE villa in the 55+ GATED COMMUNITY of Vienna Square, centrally located in Winter Haven, FL. Before entering this beautiful residence, you will notice the BRICK PAVERED driveway/walkway leading through the MATURE LANDSCAPE and CUSTOM LIGHTING to the front SCREENED LANAI. Walk right into this very OPEN FLOORPLAN with HIGH CEILINGS and SPLIT BEDROOM CONCEPT. The kitchen is a CHEF'S DREAM, featuring UPGRADED STAINLESS APPLIANCES, IMPRESSIVE WINE FRIG., and BREAKFAST BAR. The CASCADING WATERFALL EDGE QUARTZ COUNTERTOPS add a MODERN, ELEGANT and LUXURIOUS focal point to this AMAZING KITCHEN!!! The adjoining great room is very spacious and overlooks the rear SCREENED LANAI with a view of the pond. The primary en-suite will not disappoint which also features QUARTZ COUNTERTOPS and an UPGRADED WALK-IN SHOWER with GLASS DOOR. CUSTOM PLANTATION SHUTTERS in the kitchen and bedrooms ensure you have the privacy you deserve! Don't forget about the second bathroom that has also been UPGRADED with QUARTZ COUNTERTOPS as well. This residence is truly TURN-KEY and one of the most WELL KEPT, ONE-OWNER homes you'll find anywhere. The reasonable monthly HOA dues include: ROOF REPLACEMENT, EXTERIOR PAINTING, YARD MAINTENANCE, LAWN IRRIGATION, and INTERNET/TV PACKAGE! Enjoy the other amenities including, but not limited to: pool/hot tub, tennis/pickle ball, gym, craft room, billiard room, movie room, and large meeting room with remodeled kitchen area. This wonderful property is in close proximity to medical, restaurants, shopping, worship, and LEGOLAND, FL. Winter Haven is well-known for it's beautifully interconnected lakes and being centrally located between the Tampa International and Orlando International Airports.

1678 Linz Court, Winter Haven

1700 6th Street Nw Unit B23, Winter Haven

$125,000

2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code

This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy efficiency with newly installed solar window tint on all windows, along with recently added vertical blinds. The plumbing has been upgraded, providing added peace of mind. Inside, you’ll find a stunning built-in bookcase and shelving system, perfect for organization and style. Relax and take in the views from both the screened front and back porches—ideal for morning coffee or evening unwinding. All appliances are included for your convenience: washer, dryer, refrigerator, dishwasher, stove/range, and microwave. The bathroom has been tastefully updated with a new toilet and vanity. Additional features include one assigned covered parking space under the carport and a private 4x8 storage unit located on the same floor. The condo association fee covers water and garbage, adding even more value to this exceptional home.

1700 6th Street Nw Unit B23, Winter Haven

$440,000

4 Beds ⋅ 3 Baths ⋅ Lake Lucerne Ii SubDv. ⋅ 33881 Zip Code

Discover this stunning 2023-built home in the growing Lucerne Park area of Winter Haven, offering the perfect blend of space, comfort, and modern design. Situated on an oversized lot, this 4-bedroom, 3-bath home with a 3-car garage features over 3,000 square feet of living space with an open and functional floor plan ideal for entertaining and everyday living. The large kitchen overlooks the main living area, creating a bright and welcoming space for gatherings. The spacious primary suite features a walk-in closet and private bathroom, while the additional bedrooms provides flexibility for family, guests, or a home office. Enjoy the oversized backyard with plenty of room to relax, entertain, or create your dream outdoor oasis. Conveniently located near shopping, dining, schools, and just minutes from LEGOLAND Florida Resort, this move-in ready home is a fantastic opportunity in one of Winter Haven’s growing communities.Seller is offering a contribution toward the buyer’s closing costs, helping reduce out-of-pocket expenses at closing.

1531 Fuji Court, Winter Haven

$299,999

2 Beds ⋅ 3 Baths ⋅ Haven Place SubDv. ⋅ 33881 Zip Code

Experience refined living in the heart of Downtown Winter Haven with this architecturally significant residence just moments from the city’s vibrant lakeside lifestyle. Perfectly positioned within walking distance of local restaurants, boutiques, parks, and entertainment, this exceptional residence places you at the center of one of Central Florida’s most charming downtown districts. Residents will also enjoy quick access to LEGOLAND® Florida Resort, the renowned Chain of Lakes, and nearby tennis and recreation facilities. Originally designed by celebrated architect Gene Leedy, a pioneer of the Sarasota School of Architecture, this residence showcases the timeless elegance of Florida modernism. Clean architectural lines, open living spaces, and distinctive exposed concrete elements reflect Leedy’s philosophy of blending structural beauty with functional design. Expansive interiors allow natural light to flow throughout the home, creating a seamless connection between indoor comfort and the surrounding Florida landscape. Inside, the thoughtfully designed floor plan offers 2 spacious bedrooms, 2 full bathrooms, and a convenient half bath, with 1,408 square feet of living space that balances openness with privacy. The residence provides a comfortable setting for professionals, couples, or small families seeking both style and convenience in one of Winter Haven’s most desirable walkable locations. With its architectural pedigree, prime downtown setting, and close proximity to the lakes, recreation, and major attractions, 503 Avenue B NW #503 offers a rare opportunity to enjoy living in the heart of Winter Haven.

503 Avenue B Nw Unit 503, Winter Haven

$149,900

2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code

Major 2026 Updates Make This Home a Standout! Welcome to 6133 Grand Oaks Drive SE in the desirable 55+ community of Garden Grove Oaks, where you own your land and enjoy low HOA fees. This furnished 2-bedroom, 2-bath home offers a bright, open floor plan with spacious living areas and a screened porch to enjoy the Florida lifestyle. The new price reflects extensive improvements completed in July 2026, including a new roof, new A/C system, updated plumbing, and professionally completed foundation work—providing exceptional value and peace of mind. Conveniently located near shopping, dining, medical facilities, and Winter Haven's Chain of Lakes, this move-in-ready home is an outstanding opportunity for year-round or seasonal living.

6133 Grand Oaks Drive Se, Winter Haven

$275,000

3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code

JUST REDUCED! Well-maintained FULLY FURNISHED 3-bedroom, 2-bath home located on a .25-acre corner lot with a peaceful wooded backdrop in desirable SE Winter Haven. This home offers a spacious layout with multiple living areas, including a large family room for everyday living and a formal living room with soaring ceilings that create a bright, open feel. A formal dining room with built-in cabinetry provides the perfect space for hosting dinners and gatherings. The updated kitchen features hardwood cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a natural gas range, breakfast bar seating, and a closet pantry for added storage. The renovation also included updated flooring. The primary suite includes a remodeled en-suite bathroom with a modern vanity and tiled walk-in shower. A split-bedroom layout offers additional privacy, while the third bedroom with a walk-in closet works well as an office, guest room, or flex space. Outdoor living is just as inviting with a screen-enclosed lanai featuring built-in counter space and cabinetry, along with a beautiful paver deck in the backyard—perfect for relaxing or entertaining while enjoying the wooded setting. The home also features a paver driveway leading to a two-car garage. Additional highlights include a tile roof approximately 15 years old with an expected 50-year lifespan, A/C replaced just 1 year ago, and fresh exterior paint in 2025.

111 Las Flores, Winter Haven

$225,000

5 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Short Sale. Welcome to your 5 bedroom 3 bathroom home located conveniently in Winter Haven with easy access to dining, shopping, and major roadways. This home features tile flooring throughout the living areas and an open floor plan making it perfect for entertaining. There is a separate living room at the front of the home which could make the perfect office or library. The large kitchen provides a large island, granite countertops, updated lighting, tiled backsplash, stainless steel appliances, and a closet pantry. The large family room is adjacent to the kitchen. You’ll also find sliding doors to your outdoor patio and backyard. One of the 5 bedrooms is located downstairs with its own bathroom, the perfect spot for guests. The primary bedroom is upstairs and features an en-suite with a stand up shower, dual sink vanity and 2 walk in closets! The remaining bedrooms provide plenty of space and share the main hall bathroom with a dual sink vanity and tub/shower combo. This home checks all the boxes! Schedule your private showing today!

3935 Palazzo Place, Winter Haven

$295,000

4 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code

PRICE LOWERED JUST FOR YOU! Move right into this pristine, turnkey oasis. Built in 2022, this beautifully maintained home in the peaceful Villa Mar community features a bright, open floor plan and four spacious bedrooms. The modern kitchen flows effortlessly into the main living areas, which boast durable ceramic tile flooring for a sleek, low-maintenance finish. Relax on your private, custom-screened lanai or retreat to the primary suite complete with elegant stone counters and dual vanities. Enjoy fantastic neighborhood amenities, including a resort-style pool, dog park, and playground, all situated near top-rated schools and just minutes from Legoland. Complete with a two-car garage and a large laundry room, this property perfectly blends style and daily convenience. Schedule your tour today!

1799 Carnostie Road, Winter Haven

$395,000

4 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

Come see this gorgeous 4-Bedroom Home in the beautiful community of Lucerne Park Reserve, Winter Haven, FL – a beautifully designed 4-bedroom, 2.5-bathroom home located in the amazing Lucerne Park Reserve community. Located in a prime corner lot, this home provides you a modern design, spacious living, and an incredible community that is perfect for families who are looking for comfort. Key Features: Spacious & Functional Layout: This is a designed 2,340 sq. ft. home with an open-concept living space, perfect for entertaining. It is located in a big Corner Lot with a Huge Fenced Backyard. It is perfect for you if you need some extra privacy or space for outdoor activities, pets, and even to build a pool! In addition, the property has an Air-Conditioned 2-Car Garage and some Extra Driveway Parking. In the second floor you will find the Loft that would be perfect for entertainment. You cannot miss the incredible Master Suite with a custom walk-in closet, designed for ultimate storage and organization. The property offers a beautifully upgraded open kitchen with a big island, perfect for family gatherings and entertaining guests. One of the most important features is that you will enjoy a Brand-New AC Unit. The property is Located in Winter Haven, Lucerne Park Reserve that is a peaceful, family-friendly community with beautiful surroundings, great amenities, and easy access to major attractions. The community is just Minutes away from LEGOLAND Florida Resort. You will get a close Access to the Winter Haven Chain of Lakes. The community is in an amazing location that is close to Downtown Winter Haven where you can Enjoy boutique shopping, fine dining, and cultural venues like The Ritz Theatre and Theatre Winter Haven. You will get into the major highways in just a few minutes with Easy access to Orlando, Tampa, and other major cities for work or entertainment. Don't miss the opportunity to see this beautiful corner lot property before it is gone! You can be the next owner and live in the after sought community of Lucerne Park Reserve! Come see it today!!

953 Cambridge Drive, Winter Haven

$389,900

4 Beds ⋅ 3 Baths ⋅ Lake Lucerne Ph 5 SubDv. ⋅ 33881 Zip Code

Move-in ready, built in 2022. Welcome to 605 Sarner Pass Way, a spacious 4-bedroom, 2.5-bath home with a flexible first-floor bonus room—perfect for a home office, guest space, playroom, or fitness room. The open-concept main level offers an inviting living and dining area alongside a well-appointed kitchen featuring granite countertops, stainless-steel appliances, a large center island, and abundant cabinetry. Upstairs, the spacious primary suite features a walk-in closet, dual vanities, and walk-in shower, with three additional bedrooms providing plenty of room for family or guests. Enjoy Florida living from the covered lanai overlooking a generous backyard. Lake Lucerne residents enjoy two community pools, a playground, and maintained common areas. Conveniently located approximately 6 minutes from Hwy 27, with easy access to Davenport shopping and dining, Central Florida attractions, Orlando-area airports, and routes toward Tampa. With newer major systems from its 2022 construction and flexible owner-financing options available, this home is ready for its next owner. Schedule your private showing today!

605 Sarner Pass Way, Winter Haven

8304 Waterview Way Unit 8304, Winter Haven

$154,900

2 Beds ⋅ 2 Baths ⋅ Garden Villas Condo Ph 01 SubDv. ⋅ 33884 Zip Code

A Cozy Condo nestled in the back corner of the popular community of Winterset. Forgot your key, no problem, you have a coded keyless entry. Your tour begins entering through your covered screened front porch into a Ground level 2 bed/2bath home with an open floor plan. Beautiful Laminate wood flooring accentuates the space. The conveniently centered kitchen boasts a neutral decor with tile backsplash and a newer Stainless side by side fridge. A Nice size Patio is accessed from Livingroom for Barbecuing or just relaxing, enjoying the Florida weather. The split bedroom design offers added privacy to The Master Bedrm with en suite, spacious Walkin closet, Stackable washer/dryer and private screened in patio area which continues to enhance this space. The master bath has separate tub/shower access. The Nest thermostat allows you to monitor and change settings via a phone app. When you Plan your day trips.... You're Only minutes from Lego Land and convenient to Disney & other Florida amusement parks, Beaches, Shopping, Restaurants & More. Or, stay at home, relax and enjoy amenities of the community with Heated Pool, Spa, Tennis, Shuffleboard, Fishing Pier and Clubhouse! Walk the family pet across the street in the expansive green space. All Furniture negotiable!

8304 Waterview Way Unit 8304, Winter Haven

$125,000

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Open and spacious living area is the best way to describe this home. The home features two living areas plus the lanai for additional space. The primary bedroom is large offering two built in closets and a spacious bathroom. The guest bedroom has the bath attached, perfect for visiting guests. The kitchen has an updated island perfect for entertaining. The laundry is located inside the home. Move right into this home, perfect for full time living and spacious for entertaining all the visitors you may have. The TPO roof was installed in 2022 and the ac is 10 years old. Oakwood Estates is a 55+ communities with lots of amenities including two clubhouses, two pools, miniature golf, shuffleboard, tennis courts, and much more. There are activities every day. You can join in or just sit back and enjoy the peaceful community.

4239 Cedarwood Street, Winter Haven

$235,000

2 Beds ⋅ 2 Baths ⋅ Traditions Phase 1 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gently used. ***Please note that the chandeliers and corner hanging lamps do not convey with the sale.**** Residents of this active retirement community enjoy a wide range of amenities, including fishing, a pool and spa, card room, billiards room, social events, fitness center, cable, internet, front lawn maintenance, irrigation, boat dock access (for an additional fee), and boat slips. Don’t miss this opportunity to own your own piece of Florida paradise!

3363 Livingston Way, Winter Haven

$265,000

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code

Virtually Staged. THIS PROPERTY IS ALSO LISTED FOR RENT. Opportunity for an assumable mortgage at a 4.5% INTEREST RATE, subject to lender approval and buyer qualification! Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect for entertaining and everyday living. The kitchen showcases quartz countertops, stainless steel appliances, a pantry, and ample cabinetry for storage. Sliding glass doors off the family living area leads to the backyard, offering easy indoor-outdoor living. The thoughtfully designed split-bedroom floor plan provides privacy, with two secondary bedrooms and a guest bath located at the front of the home, while the primary suite is tucked away off the great room. The spacious owner’s retreat includes quartz countertops, dual sinks, a walk-in tile shower, and a generous walk-in closet. Ceramic tile flooring enhances the main living areas with a clean, modern aesthetic, while the bedrooms provides comfortable carpeting. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. The location offers quick access to Route 27 for commuting to Orlando and is just minutes from Legoland, shopping centers, Publix, and Walmart. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Discover the perfect blend of comfort, convenience, and community in this move-in ready home. The photographs included in this listing were taken during a previous rental listing. The property may appear slightly different at time of showing. One or more photos have been modified or virtually staged for illustrative purposes.

2362 Brassie Court, Winter Haven

$315,000

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

PRICED TO SELL!!!! 5264 Green Drive Winter Haven, Florida is a 3 Bedroom/2 Bath Provence floor plan located in Lake Ashton, a gated and guarded Florida 55+ community with resort style amenities and activities. This spacious and split floor plan home offers a Formal Dining Area, Living Room, Primary Suite, Guest Bedroom and Bedroom 3 is a Flex Room that could be an Office or additional Entertainment area. There is a closet in Bedroom 3 and a Glass Door provides access to the screened and covered lanai. The open and spacious floor plan is inviting and ideal. The kitchen has 42” cabinets, Corian counter top, a step up breakfast bar with pendant lighting and dinette area. The formal dining room with upgraded lighting is conveniently located to the living room and kitchen. This home features approximately 2,039 sq. ft. living area with a covered and screened lanai and a double car garage. The Primary Suite is on the North Side of the home and the Guest Bedroom and Guest Bath are secluded from the rest of the home on the South side of the home. The Primary Suite has a designated sitting area with access to the covered and screened lanai. The coffered ceiling in the Primary Suite adds a touch of class and the His and Her Walk In Closets are conveniently located to the Primary Bath. The Primary Bath offers separate vanities, large soaking tub and walk in shower with glass door enclosure. The laundry room is accessible from the garage and the washer/dryer will convey with the sale of the home. This Provence Floor Plan home is move in ready. Furniture is negotiable outside of the contract. Improvements to the home include: Roof Replaced 2022. One Year Home Warranty Offered to the Buyer of this Home at the time of Closing. Lake Ashton is a gated and guarded Florida Active Community with resort style amenities (2 Clubhouses with Movie Theater, Restaurant, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, Holiday Events and so much 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; tour it today!

5264 Green Drive, Winter Haven

$289,900

3 Beds ⋅ 2 Baths ⋅ Villamar Phase 6 SubDv. ⋅ 33884 Zip Code

MAJOR PRICE REDUCTION! 3777 Giorgio Dr, Winter Haven is now offered at $289,900—reduced from $318,000! This is an incredible opportunity to own a beautiful home at a more attractive price. Schedule your private showing today before it’s gone! Built in 2024, this stunning home showcases a modern open-concept kitchen that flows effortlessly into the dining area, spacious great room, and private outdoor patio—ideal for entertaining and everyday luxury living. Located in the desirable Villamar community, residents enjoy access to two resort-style amenity centers featuring clubhouses, sparkling pools, and playgrounds. Set in the heart of Winter Haven, this home is surrounded by beautiful lakes, waterfront dining, and a vibrant arts scene, with top attractions like LEGOLAND® Florida and Peppa Pig Theme Park just minutes away. Villamar is located in Winter Haven on State Road 653, a north-south connector road between SR-60 to the south and CR-540A to the north, providing easy access to major employment centers. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Designed with innovative, energy-efficient features, this home delivers exceptional comfort, long-term savings, and peace of mind. Best of all, furniture and appliances included—making this a truly move-in-ready opportunity you won’t want to miss.

3777 Giorgio Drive, Winter Haven

$114,900

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Pack your bags and move right into this fully furnished home. This home has many updates!! Although the bedrooms have updated carpets there is nice wood laminate flooring throughout the main living areas with plywood subfloor. The baths and front porch area have updated tile flooring. The kitchen has newer appliances, a beautiful mosaic backsplash and updated counter tops. All the windows are updated with double pane, thermal, tilt in windows. The updated entry door has blinds between the half glass that you can open for the light or close for privacy. Both bathrooms have updated vanities. Enjoy the updated and modern light fixtures. The HVAC was installed in July 2023. The roof is a roof over adding extra insulation value to the home. Oakwood Estates is an active 55+ communities offering many amenities as well as activities. You can be as busy as you would like or just sit back and enjoy the peacefulness of the community.

4056 Rolling Oaks Drive, Winter Haven

6825 S Lake Henry Drive Ne, Winter Haven

$200,000

2 Beds ⋅ 2 Baths ⋅ Lucerne Park Fruit Assn SubDv. ⋅ 33881 Zip Code

One or more photo(s) has been virtually staged. Enjoy true Florida LAKEFRONT living in this spacious 2-bedroom, 2-bath home offering almost 1800 square feet of heated living space, perfectly positioned on a waterfront lot with your OWN private dock, ideal for relaxing, fishing, or simply taking in the peaceful views of Lake Henry. Inside, the home features a large kitchen with a center island, Stainless Steel appliances including a built-in oven and cooktop, with plenty of cabinet space for storage and functionality. The oversized family room offers some of the most beautiful lake views in the home, creating a bright & welcoming gathering space. French doors lead into the additional Florida room under air and heat, where the panoramic water views continue and provide a perfect year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a large ensuite bathroom complete with a walk-in closet, double sinks, a shower and a garden tub. The guest bathroom has been updated, offering a fresh and modern feel. Additional interior features include an entry foyer, inside laundry room, and ample storage space including a dedicated storage room. Outdoor living is just as impressive, with oversized parking, a carport, a large, screened room, a paved open patio, & an additional storage shed. The combination of covered and open spaces makes it easy to enjoy the Florida lifestyle throughout the year. Major updates include a NEW ROOF IN 2025, updated windows, & updated plumbing for added peace of mind. Additional energy-efficient features include a ROOF-MOUNTED SOLAR WATER HEATING SYSTEM, helping reduce electricity usage and water heating costs. Located in Lake n Golf Estates, a desirable lakefront, LAND-OWNED 55+ no pet community, residents enjoy access to amenities including a pool, spa, clubhouse, shuffleboard, & community boat ramp & dock, with boat slips available subject to availability. Conveniently situated near Hwy 27, medical facilities, shopping, and dining, the community also offers low HOA fees of $550 per year, adding to its overall appeal. Schedule your private showing today!

6825 S Lake Henry Drive Ne, Winter Haven

$224,900

2 Beds ⋅ 2 Baths ⋅ Orchid Springs Patio Homes SubDv. ⋅ 33884 Zip Code

With expanded living areas and versatile spaces, this home offers a comfortable and practical Florida lifestyle in a well-established Winter Haven community. New flooring and fresh interior paint provide a clean, neutral foundation ready for its next owner. New water heater and a current 4-point inspection report is attached in MLS. Tucked toward the back of the community and accessed by charming, canopy tree-lined roads, the setting offers a peaceful, neighborhood feel ideal for evening walks or bike rides. The enclosed Florida room adds valuable square footage and serves as a flexible extension of the main living area, perfect for everyday living or casual entertaining. A fully enclosed and roofed former atrium creates a unique bonus space that can be enjoyed year-round, offering additional flexibility for hobbies, relaxation, or storage. The fenced backyard provides a private outdoor retreat and features resident koi fish, adding a tranquil touch. The home is equipped with a whole-house generator, offering dependable peace of mind. Residents also enjoy access to the community clubhouse and amenities. Conveniently located near shopping, dining, medical facilities, and major roadways, this property combines comfort, function, and location within a charming, established neighborhood.

447 San Jose Drive, Winter Haven

345 24th Street Nw Unit 25, Winter Haven

$120,000

2 Beds ⋅ 2 Baths ⋅ Imperial Villas SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Back on the Market! Buyer financing fell through. Enjoy relaxed, low-maintenance Florida living in the desirable 55+ community of Imperial Villas! This charming 2-bedroom, 2-bath residence offers the comfort and privacy of a home without the burden of extensive exterior upkeep. Inside, updated flooring and tastefully renovated bathrooms create a fresh, welcoming atmosphere that is ready for you to move in and enjoy. The open, comfortable layout extends to a peaceful lanai overlooking the heated community pool—an ideal place to sip your morning coffee, read a favorite book, or unwind at the end of the day. Several important improvements provide added comfort and peace of mind, including a resurfaced roof with a 15-year warranty, a tankless water heater, and an updated electrical system. The affordable HOA fee of just $270 per month includes water, high-speed internet, cable, gas, and complete grounds maintenance—leaving you responsible only for electricity. The home also includes two assigned parking spaces, one conveniently located beneath a carport, along with ample visitor parking for family and friends. Located just a short walk from beautiful Lake Howard, Imperial Villas places you close to shopping, restaurants, medical services, and the many activities and events of downtown Winter Haven. Whether you are ready to downsize, searching for a seasonal Florida retreat, or simply want a comfortable home with fewer maintenance responsibilities, this inviting villa offers the easygoing lifestyle you deserve. The property is also eligible for FHA financing (3.5% down payment) because it is considered a single-family home. Move in, relax, and start enjoying the best of Winter Haven living!

345 24th Street Nw Unit 25, Winter Haven

$649,900

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

**Seller is MOTIVATED**Major Price Improvement** Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Central Florida is known for. Situated on approximately 1.08 acres along Lake Hamilton, this residence combines a thoughtfully updated main home with a private guest studio, outdoor living, and boating amenities. The main home features three bedrooms and two bathrooms with an open and functional layout. A bonus room with built in entertainment cabinetry and surround sound opens through double sliding doors to the pool deck, creating seamless indoor-outdoor living. The living room showcases beautiful wood beams, a wood burning brick fireplace, and triple sliding glass doors overlooking the pool and lake. Tile flooring runs throughout the main living areas, with wood flooring in the bedrooms. The kitchen is designed for everyday living and entertaining, featuring granite countertops, updated cabinetry with pullouts, a large island, built in desk space, wine refrigerator, stainless steel appliances, and a built-in oven/microwave combination. A separate guest studio apartment adds flexibility, complete with a kitchenette and triple sliding glass doors leading directly to the pool area. This space is ideal for guests, extended household needs, or flexible use. Outdoor features include a screened pool with new heater and an 8-foot depth, a spa that conveys, and a gas fireplace on the patio with underground piping in place (propane tank has been removed, but can easily be replaced by the new homeowner). The pool screen was recently replaced. The property includes a private boat dock and lift, allowing easy access to Lake Hamilton and nearby lakefront restaurants by water. Additional highlights include fruit trees in the front yard, RV parking for up to 31 feet with additional storage space, and a metal roof. Practical upgrades and systems include a new air conditioning system installed July 2024 with annual maintenance, water softener, well for irrigation, public water for the home, an inside laundry room, and a 2-car garage. The hot water heater was installed in 2011. Septic service was last completed June 2023. Solar panels are leased at $381.75 per month, with an average Duke Energy bill of approximately $30 per month. Televisions in the main living areas convey, excluding bedrooms. This lakefront retreat offers privacy, functionality, and a connection to the water, all set along beautiful winding roads in a peaceful Winter Haven setting.

3050 Crump Road, Winter Haven

$118,000

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Move right into this very well maintained home. This home features some new vinyl flooring and newer windows. The hall bathroom has been upgraded with a new vanity and flooring. The home has had new plumbing installed in 2025 including a new water heater and washing machine. Just pack your bags and move right into this fully furnished home. Oakwood Estates, a 55+ community offers many amenities and activities. You can be as busy and join all the activities or just sit back and enjoy the peaceful community.

4228 Cedarwood Street, Winter Haven

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