Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
Beds: 3 to 3
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Winter Haven - 387 properties found
221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884
$299,999108 Days on yellowkey MLS ID: L4959992
REDUCED by $15,001 (4.8%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1999Monthly Fee: $500 Tax: $2,554 (2025)Community: Lake Bess Country ClubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,554
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Hurry! Won't last long with this Price Drop! MILLION DOLLAR GOLF COURSE VIEW out your back windows! No back yard neighbors ...JUST the peaceful golf course. BRIGHT & Open Home features Split floor plan with Great Room & Formal Dining together, nice for entertaining. Lovely Kitchen offers Breakfast Nook & CHARMING Built in Shelving. Primary Suite with Tray Ceiling, Walk-in Closet, Dual Sink Vanity, Large Tiled Shower, & Garden Tub with Jets. Crown Molding throughout adds personality! QUALITY Ceiling Fans. FLORIDA ROOM with windows that lock delivers the Most Relaxing GOLF COURSE View. INSIDE Utility. Oversized Garage (28X25) will fit the LARGER VEHICLE, with Golf Cart Garage Door. EXTREMELY WELL MAINTAINED, which means A LOT! New Septic Drainfield to be installed 7/2026, Roof/house/front walk/driveway just pressure washed 2025. A/C & heat pump 2019. Security system and smoke detectors updated in 2019. Lake Bess Country Club INCLUDES 1 of 49 shares to the golf club which = 2 memberships, unlimited Golfing, Driving Range, Putting Green, Community Pool, Clubhouse (conveniently located ACROSS THE STREET), & Lawn Maintenance. YOU WILL LOVE THIS HOME!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Jenni Thompson (863-899-5255)
4463 RAPALLO AVE, WINTER HAVEN, FL 33884
$294,900187 Days on yellowkey MLS ID: L4958024
0 Days Off yellowkey (back on 6/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1744 Built: 2025Monthly Fee: $19Community: VillamarSingle Family
Taxes:$0
Remarks: New construction home with 1744 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and 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 walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-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 décor do not convey!
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
506 15TH CT NE, WINTER HAVEN, FL 33881
$265,00015 Days on yellowkey MLS ID: L4962442
4 Days Off yellowkey (back on 6/22/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1964 Tax: $2,989 (2025)Community: Hills Lake ElbertSingle Family
Taxes:$2,989
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully renovated, MOVE-IN-READY gem nestled on a spacious nearly quarter-acre lot in the heart of Winter Haven! Perfectly situated on a quiet residential street, this stunning 3-bedroom, 2-bathroom home combines MODERN UPGRADES, functional living spaces, and exceptional outdoor privacy with the freedom of NO HOA RESTRICTIONS. From the moment you arrive, you'll appreciate the inviting curb appeal, long concrete driveway, classic brick accents, and convenient one-car carport. The OVERSIZED HOMESITE provides AMPLE PARKING and plenty of room for additional outdoor storage, recreational vehicles, trailers, or future enhancements. Step inside to discover a bright, open-concept floor plan showcasing gorgeous luxury vinyl flooring, fresh interior finishes, stylish NEW LIGHTING, updated ceiling fans, and an abundance of natural light that creates a warm and welcoming atmosphere throughout the home. The thoughtfully designed layout offers comfortable everyday living while providing the perfect space for entertaining family and friends. At the center of the home is a completely redesigned kitchen that is sure to impress. Featuring elegant quartz countertops, NEW SHAKER CABINETRY, a FARMHOUSE SINK, BRAND-NEW STAINLESS STEEL WHIRLPOOL APPLIANCES, and a breakfast bar, this kitchen delivers the modern finishes maintaining excellent functionality and storage. The thoughtfully designed split bedroom floorplan provides privacy and comfort. The spacious primary suite serves as a relaxing retreat with a beautifully updated ensuite bathroom featuring a stand-up shower, quartz countertops, and a stylish vanity. Two additional bedrooms offer flexibility for guests, family members, a home office, fitness room, or hobby space. The secondary bathroom has also been tastefully renovated with contemporary finishes. Convenience continues with a SEPARATE INDOOR LAUNDRY ROOM offering direct access from both the kitchen and carport, making everyday tasks effortless. French doors open to an EXPANSIVE SCREENED PATIO that serves as an extension of the living space, providing the ideal setting for outdoor dining, weekend gatherings, or simply enjoying Florida's year-round sunshine. Beyond the porch, the FULLY FENCED BACKYARD with PREMIUM VINYL FENCING offers outstanding privacy. Whether you envision a future pool, playground, garden, outdoor kitchen, firepit area, or additional storage building, there's plenty of room to make it your own. Additional updates and features including a roof less than 10 years old, a SEPTIC SYSTEM LESS THAN FIVE YEARS OLD, a BRAND-NEW 2026 WATER HEATER, public water service, and a 2011 HVAC system. The extensive renovations mean less maintenance. Location is everything, and this property delivers. Conveniently located near shopping centers, restaurants, healthcare facilities, schools, parks, and everyday conveniences, you'll also be just MINUTES FROM WINTER HAVEN CHAIN OF LAKES, Downtown Winter Haven, Legoland Florida Resort, Lake Hartridge, and numerous public boat ramps, fishing opportunities, and recreational amenities. Easy access to major highways makes commuting to Lakeland, Orlando, and Tampa a breeze. COMPLETELY RENOVATED, packed with MODERN UPGRADES, situated on a LARGE FENCED LOT, and offering the increasingly rare benefit of NO HOA, this exceptional Winter Haven property presents a unique opportunity seeking a turnkey home in one of Central Florida's most desirable and rapidly growing areas.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
3136 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881
$290,00020 Days on yellowkey MLS ID: L4961900
REDUCED by $10,000 (3.3%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 2018Monthly Fee: $30 Tax: $3,839 (2025)Community: Country Walk/Winter HavenSingle Family
Taxes:$3,839
Remarks: Welcome to a home that makes everyday living simple and enjoyable. Located in the established Country Club community, this property offers a practical layout, comfortable spaces, and a setting that supports an easy Florida lifestyle. Inside, you’ll find well-proportioned living areas with plenty of natural light, creating an open and functional feel. The kitchen connects seamlessly to the main living space, ideal for daily routines and casual gatherings. Bedrooms are arranged for privacy, with a primary suite that provides a comfortable place to recharge. The interior bedrooms also feature NEW CARPETS and a double primary bedroom closet space for his and hers. Outdoors, enjoy an above-ground pool with a screened enclosure—perfect for Florida afternoons, weekend gatherings, or low-maintenance relaxation year-round. The yard still offers space for outdoor seating, play, or gardening without excessive upkeep. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers easy access to everything Winter Haven has to offer, including local lakes and recreation. A solid choice for buyers seeking comfort, convenience, and value in a well-located neighborhood.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Jeremy Ortiz (863-944-5754)
2799 ADELINE AVE, WINTER HAVEN, FL 33881
$305,740183 Days on yellowkey MLS ID: O6369098
1 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 2026Monthly Fee: $8 Tax: $3,455 (2025)Community: Willowbrook SouthSingle Family
Taxes:$3,455
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South. *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.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
3986 JACLYNS JETTY, WINTER HAVEN, FL 33884
$300,000Listed 06/24/2026 9:57AM MLS ID: L4962993
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2001Monthly Fee: $440 Tax: $1,767 (2025)Community: Cypress Landing Ph 02Single Family
Taxes:$1,767
Remarks: LAKEFRONT LIVING in Winter Haven! Welcome to 3986 Jaclyns Jetty, a beautifully maintained 3-bedroom 2-bathroom, split bedroom floor plan with a large and open living area, waterfront home offering the perfect blend of comfort, convenience, and breathtaking views of Lake Dexter. Nestled within the desirable Cypress Landing community, this residence is ideally positioned to capture stunning lake views and Florida sunsets from the comfort of your own backyard. Whether you're enjoying your morning coffee, unwinding after a long day, or entertaining family and friends, the tranquil waterfront setting creates a lifestyle many only dream of. Inside, you'll find a bright and inviting floor plan with spacious living areas designed for everyday living and effortless entertaining. Large windows and sliding glass doors allow natural light to pour inside while showcasing picturesque views of the lake beyond. The kitchen offers ample cabinetry, generous counter space, and a functional layout that flows seamlessly into the dining and living areas. The primary suite provides a peaceful retreat with water views, an en-suite bathroom, and ample closet space. Additional bedrooms offer flexibility for guests, family members, or a home office. Step outside and experience what makes this property truly special. The backyard overlooks beautiful Lake Dexter, providing a picturesque backdrop for everyday living and outdoor enjoyment. Whether you enjoy fishing, boating, kayaking, or simply soaking in the peaceful waterfront scenery, you'll appreciate having lakefront living right outside your door. Residents of Cypress Landing enjoy an outstanding array of amenities, including a heated community pool, tennis courts, private lake access, and a community boat ramp providing convenient access to Lake Dexter. These amenities create the perfect opportunity to embrace the Florida lifestyle and enjoy year-round recreation close to home. Conveniently located near shopping, dining, medical facilities, LEGOLAND Florida, and major roadways, this property offers the ideal balance of waterfront tranquility and everyday convenience. Whether you're searching for a primary residence, seasonal retreat, or waterfront escape, this move-in ready lakefront property presents a rare opportunity to enjoy the best of Winter Haven's lake lifestyle.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Christine Hubbert (863-370-4915)
120 HAWTHORNE RD, WINTER HAVEN, FL 33884
$265,000Listed 06/24/2026 1:43PM MLS ID: L4963036
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1439 Built: 1963 Tax: $3,040 (2025)Community: Garden Grove 03Single Family
Taxes:$3,040
Remarks: Completely remodeled and move-in ready! This Winter Haven gem has been thoughtfully updated from top to bottom, including a new roof, new septic system, and an additional bathroom that enhances both convenience and value. The fresh, modern interior offers a clean and inviting feel, making it easy to picture yourself at home from the moment you walk in. With major improvements already completed, you can focus on enjoying your new home instead of tackling projects. Conveniently located near shopping, dining, schools, and local attractions. Don't miss your opportunity to make this beautifully updated home yours!
Listing Agent: Jason Stone (863-838-8972)
1558 DREXEL AVE NE, WINTER HAVEN, FL 33881
$349,50071 Days on yellowkey MLS ID: L4960971
3 Days Off yellowkey (back on 6/22/2026)
REDUCED by $34,500 (9.0%) on 06/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1957 Tax: $2,598 (2025)Community: Lake Elbert Heights Unit 01 02 RepSingle Family
Taxes:$2,598
Remarks: Under contract-accepting backup offers. Virtually Staged. HUGE $15,000 PRICE DROP! Completely renovated and move-in ready, this beautifully updated home combines modern style with everyday comfort in the heart of Central Florida. Step inside to a bright, open floor plan filled with natural light from large floor-to-ceiling windows throughout—including in the bedrooms. The spacious living areas flow seamlessly, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. The stunning kitchen has been completely updated with beautiful soft-close cabinetry, luxurious quartz countertops, stainless steel appliances, and recessed lighting—offering a sleek, contemporary look and exceptional functionality. Luxury vinyl plank flooring runs throughout the home, complemented by fresh interior paint, modern fixtures, and stylish ceiling fans that complete the elegant finish. The primary suite provides a private retreat, while additional bedrooms offer flexibility for family, guests, or a home office. Both bathrooms have been tastefully remodeled with updated tile, vanities, and fixtures. Outside, enjoy your private backyard oasis—fully enclosed with a block wall for enhanced privacy. A sparkling inground pool with paver deck sets the stage for year-round Florida living, whether you’re hosting a gathering or enjoying a quiet evening under the stars. Additional features include a separate exterior laundry/storage room for added convenience. Ideally located near shopping, dining, schools, and major roadways, this home offers easy access to Winter Haven’s famous Chain of Lakes and other nearby Central Florida attractions. Every detail has been updated—move right in and start enjoying the Florida lifestyle today! Schedule your private showing before it’s gone.
1394 OAKMONT DR, WINTER HAVEN, FL 33884
$549,50039 Days on yellowkey MLS ID: L4961930
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2606 Built: 2018Monthly Fee: $5 Tax: $10,681 (2025)Community: Lake Ashton West Ph 2Spa: YesSingle Family
Taxes:$10,681
Remarks: Experience resort-style living in the highly sought-after gated 55+ golf community of Lake Ashton, offering 24-hour security and an incredible amenity-rich lifestyle. Residents enjoy access to championship golf courses, multiple clubhouses, indoor and outdoor pools, fitness centers, tennis and pickleball courts, bowling, movie theater, restaurant and lounge areas, walking and biking paths, lake access, and a vibrant social atmosphere that makes Lake Ashton one of Central Florida’s premier active adult communities. This beautifully upgraded Ashton floor plan offers approximately 2,606 square feet of living space with 3 bedrooms, 2 full bathrooms, a den, flex room, and a spacious 2-car plus golf cart garage with room for up to 2 golf carts. Inside, you’ll find soaring cathedral ceilings, tray ceiling accents, crown molding, recessed lighting, updated fixtures, and a seamless blend of laminate flooring and ceramic tile throughout. The gourmet kitchen features granite countertops, solid wood 42-inch cabinetry with crown molding, stainless steel appliances including a Bosch dishwasher and double convection ovens, along with abundant prep and storage space. Designed for both comfort and efficiency, the home includes a FULLY PAID OFF SOLAR PANEL SYSTEM with transferable warranty, whole-house generator, enhanced landscaping, updated irrigation system, abundant storage, and negotiable furnishings for a potential move-in-ready opportunity. The spacious primary suite offers custom closets, soaking tub, oversized walk-in shower, and private sauna. Enjoy Florida living year-round from the oversized screened lanai complete with remote-control privacy shades, outdoor kitchen with stainless steel grill, kegerator, wine fridge, barbecue area, and an impressive Veranda 10-person hybrid swim spa. The SELLER IS ALSO INCLUDING THE GOLF CART WITH THE SALE, making it even easier to enjoy everything the Lake Ashton lifestyle has to offer.
1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880
$260,000145 Days on yellowkey MLS ID: L4958444
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1075 Built: 1984 Tax: $1,330 (2025)Community: Sandalwood SubSingle Family
Taxes:$1,330
Elementary School: Lake Shipp Elem
Middle School: Westwood Middle
Remarks: This well maintained 3 bedroom, 2 bath block home is located within Winter Haven city limits and offers 1,155 square feet of comfortable living space with tile flooring throughout and no HOA. The functional floor plan features spacious bedrooms, ample kitchen counter space, and a large fenced backyard perfect for outdoor entertaining, pets, or creating your own private retreat. Major updates include a roof replaced in 2018, A/C replaced in 2014, and a water heater installed in 2004, providing added peace of mind. Currently tenant occupied through October 31, 2026, making this an excellent opportunity for buyers looking to secure their future home while planning ahead for occupancy. Conveniently located near shopping, dining, medical facilities, downtown Winter Haven, and just minutes from LEGOLAND Florida Resort. Don't miss your chance to own this move-in-ready home in a convenient central location, schedule your showing today!
Listing Agent: Melissa Ramirez (813-956-1071)
1034 SUMMER GLEN DR, WINTER HAVEN, FL 33880
$267,00075 Days on yellowkey MLS ID: O6398045
REDUCED by $5,000 (1.8%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1847 Built: 2006Monthly Fee: $28 Tax: $1,607 (2025)Community: Coventry CoveSingle Family
Taxes:$1,607
Remarks: Welcome to this beautiful 3-bedroom, 2-bath home in the desirable Coventry neighborhood— where comfort, style, and convenience come together seamlessly. Step inside to a bright, open layout designed for both everyday living and effortless entertaining. The modern kitchen is equipped with sleek stainless steel appliances, offering both functionality and a contemporary feel. Retreat to the spacious primary suite, featuring a walk-in closet and a spa-inspired ensuite bath complete with a relaxing soaking tub and a separate walk-in shower—your own private oasis. Enjoy Florida living year-round on the covered, screened-in patio, perfect for morning coffee, evening relaxation, or hosting guests in comfort. Additional highlights include a two-car garage and a thoughtfully designed floor plan. Located in Winter Haven, this home offers easy access to shopping, dining, and local attractions while being nestled in a welcoming community. With its move-in ready condition, desirable features, and prime location, this home is an incredible opportunity.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
622 CRYSTALS BLVD, WINTER HAVEN, FL 33884
$250,000Listed 06/24/2026 10:53AM MLS ID: S5152271
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1994Monthly Fee: $27 Tax: $3,199 (2025)Community: Crystals LandingSpa: NoSingle Family
Taxes:$3,199
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: Beautiful 3/2 in Winter Haven area minutes from US-27 and just 3 minutes from LEGOLAND. Roof 2022, Water Heater 2023, A/C 2023, Bathrooms renovated and Low HOA. Enjoy the Florida lifestyle on a spacious lot, complete with a screened-in porch perfect for relaxing mornings or evening gatherings. Affordable, upgraded, and ideally located this home won't last long! Near hospital, shopping and restaurants. Schedule your private showing today and make this Winter Haven treasure your own.
Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)
Listing Agent: Harrison Perez Collazo (787-365-8967)
961 DREXEL AVE NE, WINTER HAVEN, FL 33881
$305,000121 Days on yellowkey MLS ID: L4959592
REDUCED by $10,000 (3.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1948 Tax: $3,409 (2025)Community: Anna MarSingle Family
Taxes:$3,409
Elementary School: Inwood Elem
Remarks: ***PRICE DECREASE*** This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elbert. Thoughtfully updated while preserving its warm, rustic appeal, this property offers a welcoming atmosphere from the moment you arrive. Outdoor enthusiasts will love the 2.4-mile paved loop trail surrounding Lake Elbert, complete with boardwalks and beautiful landscaping—perfect for morning walks, bike rides, or peaceful evening strolls. The home is in walking distance to Downtown Winter Haven, the public boat ramp and park, and Polk State College’s Winter Haven Fine Arts Building, offering exceptional convenience and lifestyle amenities. Inside, you’ll find live-edge wood countertops, natural wood trim, and an open kitchen overlooking the family and dining rooms. The kitchen features stainless steel appliances, newer cabinets, and a rustic flair originally crafted by an Amish family. The spacious family room includes a large picture windows that frame the beautiful front yard and mature oak tree. The primary bedroom and bathroom are conveniently located downstairs, while the second floor offers two additional bedrooms, a bonus room, a full bathroom, and a loft area with generous storage closets. Both bathrooms have been updated with newer cabinets, newer countertops, and newer tile. Additional interior upgrades include newer luxury vinyl plank flooring, newer windows, newer light fixtures and ceiling fans, and fresh interior paint. The home also features a newer A/C system. Outside, the home offers a covered front porch perfect for evening relaxation, mature landscaping, and a fenced yard on nearly a quarter-acre, with most of the outdoor space located in the front of the home. Ideally situated near Lake Elbert, Downtown Winter Haven, Polk State College, shopping, dining, parks, and medical facilities, this home offers both convenience and character. Schedule your private showing today!
Listing Agent: Lisa Ford (863-510-3890)
1513 32ND ST NW, WINTER HAVEN, FL 33881
$125,00019 Days on yellowkey MLS ID: P4938918
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1016 Built: 1991 Tax: $2,753 (2025)Community: InwoodSingle Family
Taxes:$2,753
Remarks: Investment opportunity. Stable tenant with opportunity.
Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)
Listing Agent: Renee Butler (863-294-6773)
681 LAKE DEXTER CIR, WINTER HAVEN, FL 33884
$349,000Listed 06/24/2026 10:10AM MLS ID: P4939095
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1320 Built: 1990Monthly Fee: $41 Tax: $1,397 (2025)Community: Lake Dexter Woods Ph 02Single Family
Taxes:$1,397
Remarks: PRESENTING A BEAUTIFUL LAKEFRONT RETREAT ON LAKE DEXTER! Welcome to this charming 3 BD / 2.5 BA two-story residence that offers stunning water views, modern updates, and the perfect blend of comfort and Florida lakefront living. The spacious living room features a cozy gas fireplace and flows seamlessly into the beautifully remodeled kitchen and a convenient dining area. Bathrooms have been tastefully updated, while all windows have been replaced with energy-efficient double-pane windows. The primary suite offers a unique private balcony overlooking Lake Dexter, creating the perfect spot to enjoy peaceful lake views. Additional features include an air-conditioned sun room and a relaxing expansive private patio for outdoor enjoyment. Step outside to experience the true highlight of the property—direct access to Lake Dexter with a large private dock and beautiful beach area, ideal for boating, fishing, kayaking, or simply soaking in the waterfront scenery. Combining tasteful updates, inviting living spaces, and exceptional lakefront amenities, this property offers an outstanding opportunity to enjoy the Florida lifestyle at its finest.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Erin Floyd (863-412-2286)
6261 PINEHURST LOOP, WINTER HAVEN, FL 33884
$585,000107 Days on yellowkey MLS ID: L4959857
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2512 Built: 2021Monthly Fee: $5 Tax: $10,832 (2025)Community: Lake Ashton West Ph Ii NorthSpa: NoSingle Family
Taxes:$10,832
Remarks: Experience the best of Florida resort-style living in this exceptional Ashton floor plan located in the sought-after Lake Ashton Golf Club Community. Offering 3 bedrooms, 2 baths, a den, and 2,512 square feet of thoughtfully designed living space, this beautifully maintained home combines elegance, comfort, and functionality. A paver driveway, manicured landscaping, and stunning leaded-glass French doors create impressive curb appeal. Inside, you'll find an open-concept design enhanced by plantation shutters, abundant natural light, and a wall of 8-foot sliding glass doors that seamlessly connect the indoor and outdoor living spaces.The gourmet kitchen is sure to impress with Seacrest Birch cabinetry featuring soft-close drawers, Silestone countertops, ample workspace, and generous storage. The spacious primary suite offers a relaxing retreat complete with custom his-and-her closets, dual vanities, and a dedicated granite makeup station. A versatile den provides the perfect space for a home office, hobby room, or guest overflow.Certified as an Environments for Living Green Home, this residence was designed with energy efficiency and long-term savings in mind.Step outside to your own private oasis. The oversized screened veranda features custom flooring, a fully equipped outdoor kitchen, and a heated saltwater pool—ideal for entertaining guests or enjoying peaceful Florida evenings year-round.The extended garage easily accommodates larger vehicles and a golf cart and includes epoxy-coated floors and screened garage doors.Lake Ashton offers an unparalleled lifestyle with two 18-hole golf courses, clubhouses, fitness centers, resort-style pools, tennis, pickleball, bowling, dining, movie theater, and countless social activities. Whether you're seeking an active lifestyle or a peaceful retreat, you'll find it here. Washer, dryer, and front flagpole do not convey. Schedule your private showing today and discover why so many choose to call Lake Ashton home.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Anita Lowe (863-269-6461)
58 LAKE LINK CIR SE, WINTER HAVEN, FL 33884
$398,50047 Days on yellowkey MLS ID: P4938677
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 1971 Tax: $5,997 (2025)Community: Lake Link EstatesSingle Family
Taxes:$5,997
Remarks: Under contract-accepting backup offers. Location, Location, Location! Welcome Home! This beautifully remodeled 3-bedroom, 2-bath block home offers 2,000 sq ft of living space. Situated on a desirable corner lot, this block home blends style, function, and Florida living at its best. Inside, you’ll find updates throughout, including fresh finishes, modern fixtures, Luxury Vinyl Plank, and a bright, open layout perfect for both everyday living and entertaining. The kitchen showcases all wood cabinets with Quartz counter tops and all new Stainless Steel Appliances. The home features a newer roof and a brand-new water heater, giving buyers peace of mind from day one. Enjoy the outdoors year-round with a screened-in pool, ideal for relaxing or hosting gatherings. The fully fenced backyard provides privacy, space for pets or play, and plenty of room to make it your own. This home truly checks all the boxes — updated, spacious, and designed for easy Florida living. A must-see for anyone looking for comfort, style, and value. Conveniently located to down town Winter Haven and Medical, and located between Tampa and Orlando. Schedule your showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christopher Howard (888-668-8283)
5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884
$579,90077 Days on yellowkey MLS ID: L4960893
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2354 Built: 2007Monthly Fee: $5 Tax: $4,690 (2025)Community: Lake Ashton West Ph 01Single Family
Taxes:$4,690
Remarks: DON"T SCROLL PAST THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. You will LOVE THE EXPANSIVE WATER VIEW OVER THE LAKE in the back. You can see the LAKE easily from the extended Screen Veranda, 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. When you enter this amazing HOME, 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. ... A Huge benefit in choosing this home is that "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. This 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, has 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 View looks over the Golf Course and Lake in the back. 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. You will enjoy the Active Lifestyle present 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.
Listing is courtesy of: ROOST REALTY GROUP LLC (863-398-0267)
Listing Agent: Barb Wiechmann (863-255-9130)
3875 OSPREY POINTE CIR, WINTER HAVEN, FL 33884
$285,00024 Days on yellowkey MLS ID: O6411657
3 Days Off yellowkey (back on 6/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1729 Built: 2006Monthly Fee: $210 Tax: $3,700 (2026)Community: Osprey PointeSingle Family
Taxes:$3,700
Elementary School: Garden Grove Elem
Tax Year: 2026
Remarks: Under contract-accepting backup offers. This well-maintained 3-bedroom, 2-bath Garden/Patio home by Reed Builder’s Group Inc. is located in SE Winter Haven in the OSPREY POINTE community featuring maintenance-free living, a clubhouse, pool deck overlooking Lake Ned, and boat dockage availability. Situated on a premium lot, this attractive home offers 1,729 square feet of living space, a paver driveway and walkway, an attached 2-car garage, and inviting curb appeal. Built for quality and peace of mind, the home features precast concrete walls designed to withstand 140+ MPH winds, rounded corners, additional wall insulation, security system prewire, and a leaded/beveled glass upper front door insert. Recent updates include all new windows installed approximately 5 years ago by Window World, a new roof approximately 3 years ago, and a gas hot water heater replaced approximately 2 years ago. Inside, you’ll find Mannington Jamestown oak flooring in the foyer, kitchen, and breakfast nook, with ceramic tile in the bathrooms and laundry room. The spacious living room offers vaulted ceilings, abundant natural light, and a comfortable open layout ideal for everyday living and entertaining. The kitchen features raised-panel cabinetry, granite countertops, stainless steel appliances, range is pre plumbed with gas and a bright dining area with plantation shutters. A French door out the back adds charm and convenient access to the outdoor living space. The primary suite provides a relaxing retreat with generous space, natural light, and a private bath featuring dual vanities, granite countertops, a soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, family, or a home office, and the indoor laundry room adds extra convenience also pre plumbed for gas. Washer and dryer included. Step outside and enjoy the screened lanai, paver patio, and spacious backyard, all contributing to the easy Florida lifestyle this home offers. With strong construction, thoughtful upgrades, recent big-ticket improvements, and desirable community amenities near Lake Ned, this is a standout opportunity in Winter Haven.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Jared Lippelgoos (863-224-0007)
443 ITUNA CIR, WINTER HAVEN, FL 33881
$308,90063 Days on yellowkey MLS ID: L4961315
REDUCED by $10,220 (3.2%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1644 Built: 2026Monthly Fee: $50Community: Harbor At Lake HenrySingle Family
Remarks: Under Construction. Brand-new 3-bedroom 2-bath home! The Ashlyn features an inviting and open living area under an airy volume ceiling. Relax in your private owner's suite featuring a large en-suite bath with a decorative tiled shower with glass enclosure, dual vanities, a closeted toilet, and walk-in wardrobe .Two secondary bedrooms share a hall bath. Plus, enjoy outdoor living on your covered lanai! This home includes features and finishes hand-selected by our professional designers to provide you with enduring style, move-in convenience, and easy home maintenance: Beautifully designed kitchen with: Breakfast bar. Quartz countertops. 36-in. espresso birch wood cabinets with decorative knobs/pulls. Stainless steel undermount sink with a pull-down faucet. Convenient pantry. Samsung stainless steel appliances: 5-burner smooth-top electric range with wi-fi smart controls. Fingerprint-resistant microwave with ventilation system. ENERGY STAR(R) quiet-operation dishwasher. ENERGY STAR(R)side-by-side refrigerator. . . Low-maintenance luxury vinyl plank flooring throughout the living areas, kitchen, laundry room, and bathrooms. Mohawk stain-resistant carpet in the bedrooms. Energy-efficient LED lighting in the kitchen and gathering room. Custom-fit 2-in. faux wood window blinds. Built-in pest control. Architectural shingles with limited-lifetime warranty. Fully sodded homesite with Florida friendly landscaping and irrigation system. ... and much more!. Save on utilities with energy-efficient R-30 insulation, foam-injected block insulation, double-pane Low-E windows, and a programmable thermostat. For more information about this beautiful, professionally designed move-in ready home in Winter Haven, FL, call or email us today!
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