Displaying: For Sale
Location: Winter Haven
Property Type(s): Single Family
Price: $300,000 to $399,000
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Winter Haven - 251 properties found
126 HOMEWOOD DR, WINTER HAVEN, FL 33880
$335,00082 Days on yellowkey MLS ID: L4959293
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2113 Built: 1994 Tax: $1,396 (2025)Community: Homewood SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,396
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. BRAND NEW A/C installed 4/7/2026 and NEW ROOF to be installed 4/16/2026! The moment you walk up you’ll discover your own private & peaceful setting under the paved Pergola area incorporated with a running fountain pond awaiting more koi fish. You’ll enjoy your shaded space with the feel & sounds of nature surrounding you. Your entire home is equipped with installed roll-up hurricane shutters (some are hardwired for a flip of a switch, and some are manual). If you love to cook, you’ll love this chef’s dream kitchen offering plenty of cooking/prepping countertop space. Kitchen has an island with electric, gas range, wide breakfast bar open to the living areas and a walk-in pantry. This home offers a split plan layout, wide hallways, ceiling fans, recessed lighting, large closets, high 10 ft ceilings throughout. You will find you have multiple uses of living/family/dining /office areas. The options are endless. Main bedroom has 2 walk-in closets and access to the nice screened-in back patio. The main bedroom bathroom offers a double sink make-up vanity, walk-in shower, and a linen closet. The 2nd full bathroom offers a shower/tub combo with access to the back screened-in patio. The half bathroom is located off the entry to bedroom #3. The inside utility room is equipped with shelving, a utility sink, a cabinet unit, and a built-in ironing board. New luxury vinyl plank flooring in the utility room and bedroom #3. If all this wasn’t enough there is more…. You will love enjoying the 11x25 covered & screened-in back patio. Your front entryway is also covered. The 2-car garage has a newer electric garage door opener, shelving on both sides & a cabinet for storage. It also provides a keyless touchpad for access from the outside. NEW A/C April 2026. Ring doorbell. You won’t want to miss the 12x14 workshop/shed equipped with electric, a work bench, storage shelving, and an access ramp. Your home is situated on a beautiful lot with mature landscaping. The lawn and landscaping is beautiful and will snap back as we just had the FL record-breaking cold front when pictures were taken so see past that. It will all green up beautifully in no time. Lawn irrigation is on a well water system equipped with a timer system. NO HOA!!! Home has been overhead plumbed. All of this conveniently located close to the 570 Toll Rd taking you to Orlando/Tampa. Be sure to check back for the virtual tour link coming soon and will be attached to the listing. Welcome Home!
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Jennifer Smith (863-559-1229)
3827 POMELO DR, WINTER HAVEN, FL 33881
$329,49027 Days on yellowkey MLS ID: O6396937
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2026Monthly Fee: $69 Tax: $2,606 (2025)Community: Harmony On Lake Eloise Phase 4Single Family
Taxes:$2,606
Elementary School: John Snively Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: Under Construction. Introducing the Cali floorplan at Harmony at Lake Eloise, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and luxury vinyl plank floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including quartz countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms have flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Harmony at Lake Eloise, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. *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)
1109 BRIMSTONE CIR, WINTER HAVEN, FL 33884
$330,000140 Days on yellowkey MLS ID: L4957925
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1697 Built: 2023Monthly Fee: $30 Tax: $3,769 (2025)Community: Harmony/Lk Eloise Ph 1Spa: NoSingle Family
Taxes:$3,769
Remarks: Seller is offering up to $10,000 toward Buyer’s closing costs, prepaid items, or interest rate buy-down (subject to lender approval). Location, Location, Location! Welcome to this beautifully upgraded D.R. Horton home, enhanced with extensive custom finishes and thoughtful owner improvements throughout. Fresh interior and exterior paint complement crown molding, recessed lighting, updated decorative light fixtures, ceiling fans, French doors, and a modern glass front entry door. Window treatments are installed throughout, offering both style and convenience. The open kitchen features stainless steel appliances, a large island, pantry, upgraded lighting, an under-sink Reverse Osmosis drinking water filtration system, and a whole-home water treatment system. Bathrooms have been tastefully updated with new mirrors, upgraded hardware, high-efficiency toilets, and an added vanity in the secondary bathroom. The primary suite includes a walk-in closet, dual sinks, and a walk-in shower. Outdoor living is enhanced by a covered rear patio with an added swing, improved landscaping around the home, rear irrigation, installed gutters, and updated exterior lighting. The home also includes an indoor laundry room and a 2-car garage. 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 nearby—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 (based on publicly discussed 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.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: John Calhoun (863-528-7973)
1799 CARNOSTIE RD, WINTER HAVEN, FL 33884
$309,00056 Days on yellowkey MLS ID: P4938087
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 2022Monthly Fee: $18 Tax: $5,703 (2025)Community: Villamar Ph 3Single Family
Taxes:$5,703
Elementary School: Chain O Lakes Elem
Middle School: Mclaughlin Middle
Remarks: ***PRICE REDUCTION***Your turnkey oasis awaits! Welcome to a home that still feels brand new. This 2022-built gem in the peaceful Villa Mar community offers four spacious bedrooms and a bright, open floor plan designed for making memories. Whether you're hosting a dinner party in the modern kitchen or relaxing on your private, custom-screened lanai, every inch of this 1,680 sq. ft. home reflects quality and care. The interior boasts durable ceramic tile through the main living areas for a sleek, low-maintenance look, while the primary suite serves as a true retreat with elegant stone counters and dual vanities. Beyond the front door, the lifestyle is just as impressive. You’ll have access to fantastic community amenities like a resort-style pool, dog park, and playground, all while being located near top-rated schools. Best of all, you are just a short drive away from the world-class fun of Legoland, making this the perfect home base for weekend adventures. With a two-car garage and a generously sized laundry room, this home delivers the ultimate blend of style and convenience. Come see for yourself why this Villa Mar beauty is the perfect place to call home!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Twanna Dewdney (863-207-1634)
1215 26TH ST NW, WINTER HAVEN, FL 33881
$379,00054 Days on yellowkey MLS ID: S5145609
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2083 Built: 1940 Tax: $4,946 (2025)Community: Inwood #1Spa: NoSingle Family
Taxes:$4,946
Remarks: Unique and spacious property offering flexibility and great outdoor living! This home features multiple living areas with beautiful exposed wood beam ceilings, updated flooring throughout, and plenty of natural light. The layout offers generously sized bedrooms and a functional kitchen with ample cabinetry and workspace, perfect for everyday living and entertaining. One of the standout features of the property is the separate guest house structure located in the backyard, providing great potential for extended family, guests, a home office, or additional living space. The backyard also features a pool and a large yard, creating an ideal setting for outdoor gatherings and relaxation. Conveniently located near shopping, dining, schools, and major roadways in Winter Haven.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Talitha Lastre (305-772-8849)
310 17TH ST NE, WINTER HAVEN, FL 33881
$300,00094 Days on yellowkey MLS ID: L4958640
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1796 Built: 1958 Tax: $2,575 (2025)Community: Lake Elbert Heights Unit 2 2Nd ReplatSingle Family
Taxes:$2,575
Elementary School: Elbert Elem
High School: Winter Haven Senior
Remarks: Under contract-accepting backup offers. Enclosed Saltwater Pool | Corner Lot | 4 Bedrooms in Winter Haven Welcome to 310 17th St NE in Winter Haven, FL — a charming 4-bedroom, 2.5-bath pool home set on a spacious 0.28-acre corner lot in an established neighborhood. This home offers a blend of character, space, and opportunity for the next owner. Inside, you'll find nearly 1,800 sq ft of living space with a functional layout that includes four bedrooms, 2 full bathrooms and a convenient half bath, offering flexibility for guests, home office space, or everyday living. The kitchen and bathrooms retain their original style, giving buyers the chance to update and personalize over time. Step outside and enjoy the enclosed saltwater pool (installed in 2018), creating a private outdoor space for relaxing or gathering with friends. The fenced backyard and large corner lot provide room to spread out and enjoy outdoor living. Major systems have already been updated, including AC (2020) and water heater (2018). The home also offers 2,267 total square feet under roof, adding additional usable space. Conveniently located near shopping, dining, schools, and major roadways, this property combines the charm of an established Winter Haven neighborhood with everyday convenience.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jenelle Grabowicz (863-604-0834)
356 STERLING DR, WINTER HAVEN, FL 33884
$332,00066 Days on yellowkey MLS ID: L4959652
0 Days Off yellowkey (back on 4/6/2026)
REDUCED by $3,000 (0.9%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 2001Monthly Fee: $24 Tax: $3,462 (2025)Community: BerryhillSingle Family
Taxes:$3,462
Elementary School: Garden Grove Elem
Remarks: Clean, clean, clean. Welcome to 356 Sterling Drive — a meticulously maintained 3-bedroom, 2-bath pool home that truly shows like a model. Pride of ownership is evident from the moment you arrive, where outstanding curb appeal showcases fresh exterior paint, hurricane-rated double-pane windows and sliding doors, lush landscaping, and a welcoming front lawn. This move-in ready residence offers extensive recent updates, including a brand-new roof with Heritage Proline Titan XT shingles (2025), refinished pool, new stainless steel appliances (2023), water heater (2023), new double-hung hurricane rate double pane windows (2024), updated bathroom vanities, new interior and exterior paint (2023), upgraded door hardware and electrical faceplates (2023), and more. Inside, an open and airy layout features tile flooring throughout, elevated ceilings, and an inviting great room designed for both relaxed living and entertaining while capturing tranquil views of the screened pool. The eat-in kitchen provides generous workspace, ample cabinetry, newer stainless appliances, and a charming bay-window dinette ideal for everyday dining. A desirable split bedroom plan ensures privacy. The spacious primary suite offers generous closet space and a well-appointed en-suite bath with dual sinks, updated finishes, and a tiled walk-in shower. Secondary bedrooms are nicely sized and provide convenient access to the full guest bath. Outdoor living is where this home truly shines. The screened pool and fully fenced backyard create the perfect setting for enjoying Florida’s year-round lifestyle, offering privacy, space for pets or play, and fruit trees that add beauty and a touch of nature. A two-car garage provides additional storage and everyday convenience. Located in the established Berryhill community of southeast Winter Haven, the home offers convenient access to shopping, dining, schools, medical facilities, and everyday essentials. Winter Haven’s central location between Tampa and Orlando makes commuting and travel easy while still enjoying the relaxed lifestyle the area is known for — including the Chain of Lakes, boating, recreation, and a vibrant community atmosphere. A beautifully updated home, thoughtfully cared for, and ready for its next chapter.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
405 LAKE NED RD, WINTER HAVEN, FL 33884
$339,90073 Days on yellowkey MLS ID: L4959581
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2256 Built: 1969 Tax: $1,648 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$1,648
Remarks: Under contract-accepting backup offers. Welcome to 405 Lake Ned Road in Winter Haven! This spacious 4-bedroom, 3-bathroom home offers the perfect blend of comfort, flexibility, and Florida living. Located just minutes from Lake Ned, a well-known local spot where fishing enthusiasts love to cast a line, this property offers both convenience and lifestyle. Whether you enjoy early morning fishing, peaceful water views nearby, or simply being close to nature, this location delivers. Inside, you’ll find a thoughtfully designed layout with generous living spaces, ideal for both everyday living and entertaining. The split-bedroom floor plan provides privacy, and this home features TWO master suites—perfect for multi-generational living, guests, or added flexibility. Three full bathrooms offer added comfort for a growing household or visiting friends and family. Step outside to your own private backyard retreat featuring a sparkling pool—perfect for cooling off during warm Florida days, hosting weekend gatherings, or simply relaxing under the sun. The spacious yard provides room for outdoor enjoyment, pets, or even boat or recreational storage with the added benefit of no HOA restrictions. Conveniently located near shopping, dining, schools, major roadways, and just a short drive to LEGOLAND Florida Resort—where brick-tastic adventures and family fun are always building—this home offers easy access while maintaining a peaceful residential setting. If you’ve been searching for space, a pool home, TWO master suites, and a prime location near one of Winter Haven’s popular lakes, this is one you won’t want to miss. Schedule your private showing today!
Listing Agent: Rafael Lozano, Iii (863-602-3222)
1630 TEAGAN LN, WINTER HAVEN, FL 33884
$315,000108 Days on yellowkey MLS ID: A4678440
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2025Monthly Fee: $16 Tax: $3,665 (2025)Community: Peace Crk ReserveSingle Family
Taxes:$3,665
Elementary School: Bartow Elem Academy
Middle School: Bartow Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully upgraded, lightly lived-in home that truly shows better than new construction. Why wait for a build when this move-in-ready home already has everything done for you? This spacious 4-bedroom, 2.5-bath home features an open-concept layout with the main entertaining areas conveniently located downstairs and all bedrooms upstairs for added privacy and comfort. The cozy upstairs family room is perfect as a sitting area, reading nook, or secondary lounge space, offering flexibility for your lifestyle. The sellers have thoughtfully invested in high-end upgrades, including a brick-paver patio ideal for outdoor entertaining, a brand-new fence for privacy, and professionally landscaped grounds with beautiful palm trees and solar lighting that create a true resort-style feel. The garage has been upgraded with a sleek epoxy floor, adding both style and durability. The home is also equipped with smart home technology that includes a security system, providing modern convenience and peace of mind. EVEN BETTER — all appliances, TVs, and furniture are included, making this a true turnkey opportunity. Lightly lived in and meticulously maintained, this home reflects pride of ownership throughout. From the interior finishes to the outdoor living space, every detail has been carefully curated. The amenities include:playground and a community pool. Skip the construction delays, upgrade costs, and uncertainty of new builds — this home is ready now and offers exceptional value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Aleksandra Tarica (201-888-6025)
1124 SAWGRASS DR, WINTER HAVEN, FL 33884
$360,000391 Days on yellowkey MLS ID: P4934195
REDUCED by $8,000 (2.2%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2022Monthly Fee: $5 Tax: $5,743 (2024)Community: Lake Ashton West Ph Ii SouthSingle Family
Taxes:$5,743
Tax Year: 2024
Remarks: Master suite paint updated. Custom built-in bookcases in Den/Office. Club Car golf cart conveys with home purchase. Welcome to your next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active adult community. This immaculate, nearly new home (just 3 years young!) offers a perfect blend of comfort, style, and Florida charm. With 3 spacious bedrooms, 2 full baths, and a flexible den/office that enjoys tranquil views of the tee box on the 10th fairway of Lake Ashton’s West Golf Course, this home is ideal for both relaxed living and entertaining. Certified as a Green Home by Environments for Living, it also comes with a like-new Onward model Club Car golf cart—featuring lithium batteries—which conveys with the purchase! As you arrive, you’ll be welcomed by elegant architectural details including glass block windows in the master bath, a transom window, sidelight by the front door, and a lovely dining room window, all contributing to the home’s bright, sunlit ambiance. Triple sliding glass doors open up to the veranda, blending indoor and outdoor living with ease. The heart of the home—the kitchen—is a chef’s delight, showcasing Skylar maple cabinetry in a rich Shale finish, beautifully complemented by Silver Frost granite countertops with a beveled edge and fingerprint-resistant stainless-steel appliances. The primary suite is a serene retreat with his-and-hers walk-in closets, while the ensuite bath features handicap-height fixtures and a spacious soaking tub for unwinding at the end of the day. A generous 2-car garage plus a separate golf cart bay adds convenience and storage. This thoughtfully designed home offers a gracious and tasteful setting for everyday enjoyment and entertaining alike. Lake Ashton is more than a neighborhood—it’s a lifestyle. Residents enjoy two 18-hole championship golf courses, a 26,000 sq ft clubhouse, a state-of-the-art Health & Fitness Center, pickleball courts, bowling alley, on-site restaurant, and a vibrant calendar of social events and clubs. Don’t miss this exceptional opportunity to own a home that truly has it all. Call today to schedule your private showing—your Florida dream awaits!
Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)
Listing Agent: Brad Kirwan (863-280-0390)
3927 PALAZZO PL, WINTER HAVEN, FL 33884
$305,00074 Days on yellowkey MLS ID: O6383833
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1597 Built: 2023Monthly Fee: $40 Tax: $4,716 (2025)Community: Villamar Ph 4Single Family
Taxes:$4,716
Remarks: Do you want to own a true one of a kind? A true one of one? This is truly a special opportunity to own a home that is as unique as it is inviting. This property is the FINAL Amarylis model available in the entire community — a rare find that offers both distinction and immediate availability. Unlike new construction opportunities that often involve lengthy build timelines, unexpected delays, and months of uncertainty, this home is completely MOVE-IN READY. No waiting, no construction process, no guesswork — just the ability to step inside and immediately begin enjoying your new home. From the moment you enter, the home creates a lasting impression. The soaring ceilings and welcoming walk-in foyer set the tone for a bright, open, and airy living experience. The elevated ceiling height dramatically enhances the feeling of space, giving the home a grand and expansive presence that feels far larger than expected. Natural light pours through the living areas, creating a warm and uplifting atmosphere throughout the day. Designed for modern living and meaningful moments, the open-concept floor plan encourages connection and comfort. The seamless flow between the kitchen, dining, and living spaces makes everyday life effortless while providing the perfect backdrop for gatherings, celebrations, and quiet evenings at home. Luxury vinyl flooring throughout the main living areas adds both style and durability, creating a cohesive and low-maintenance environment that complements any design aesthetic. Built in 2023, this residence offers the peace of mind that today’s buyers value most. Everything reflects newer construction standards, meaning you can enjoy your home without the typical concerns of replacing major components or tackling costly updates. Simply move in and focus on living. Adding even more value and convenience, the home includes a full security system with installed cameras that convey with the property, providing comfort and confidence from day one. With three bedrooms and two bathrooms, this home offers flexibility for a variety of lifestyles. Whether accommodating guests, creating a home office, or designing a playroom, the space adapts beautifully to your needs. The primary suite provides a relaxing retreat, complete with a spacious walk-in closet and a well-appointed bathroom featuring a dedicated vanity seating area — a small but meaningful touch that enhances everyday routines. Step outside and the lifestyle continues. A charming front porch offers a welcoming space to relax and unwind, while the backyard provides the perfect setting for entertaining, grilling, or enjoying peaceful outdoor moments. The included playground set adds both convenience and enjoyment. The location of the home is equally appealing, offering exceptional convenience with close proximity to a variety of shopping, dining, and everyday essentials. Residents also benefit from the community’s amenities, including a large resort-style pool with abundant seating and shaded cabana areas, as well as recreational spaces designed for enjoyment and leisure. This is more than just a home — it is an opportunity to skip the wait, avoid construction uncertainties, and immediately embrace a space designed for comfort, connection, and everyday living. Don’t miss your chance at beautiful, easy living!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Iliana Perez (407-990-7293)
4270 ROBERTA DR, WINTER HAVEN, FL 33881
$315,00082 Days on yellowkey MLS ID: O6381790
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 2019Monthly Fee: $25 Tax: $2,961 (2025)Community: Buckeye RidgeSingle Family
Taxes:$2,961
Remarks: Gorgeous 4 bedroom, 2 bathroom, 2 car garage home located in Buckeye Ridge subdivision. Home has been well-maintained with NEW Roof 2025, Solar panels, and Tile floors. This is an open floor plan home that boasts a large room that features the kitchen, living room and dining room. Kitchen area is perfect for entertaining Family and Friends. The primary suite is a true retreat, featuring a private en-suite with dual sinks, walk-in shower, an expansive 7x8 walk-in closet, private commode, and an extra linen closet. This split plan home also features 3 more bedrooms, another full bathroom and an indoor laundry room. The sliding doors to the backyard lead you to a covered porch overlooking a fenced backyard with large pond view. Buckeye Ridge Community is perfectly situated with easy access to downtown, shopping, dining, medical facilities, and not too far from HWY 27, providing effortless travel to both Tampa and Orlando.
Listing is courtesy of: NOVAK REALTY CORP (407-347-0114)
Listing Agent: Ronald Novak (407-791-7377)
4576 BACK NINE DR, WINTER HAVEN, FL 33884
$344,500123 Days on yellowkey MLS ID: P4937279
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1514 Built: 2019Monthly Fee: $5 Tax: $1,937 (2025)Community: Lake Ashton West Ph 01Single Family
Taxes:$1,937
Remarks: Welcome to a wonderful new chapter in Lake Ashton, Central Florida’s premier fifty-five plus active adult community, where this thoughtfully maintained two bedroom, two bath home offers comfort, style, and peace of mind. Recently refreshed with exterior and interior paint, enhanced energy-saving features include additional attic foil insulation, and surrounded by pristine landscaping, the home immediately makes a welcoming impression with its screened front entry, elegant stone veneer, and newly sealed veneer and pavers. Inside, the living room feels open and inviting beneath a cathedral ceiling and new vinyl plank flooring, while the spacious primary suite and separate guest bedroom and bath provide privacy and relaxation for both owners and visitors. The kitchen is both functional and attractive with solid wood cabinetry and granite countertops, and the generously sized screened veranda creates the perfect setting for quiet mornings, relaxed evenings, or easy entertaining. This home truly shines when experienced in person, and life at Lake Ashton extends far beyond the front door with two championship golf courses, an expansive clubhouse, fitness center, theater, pickleball courts, bowling alley, on-site restaurant, and an array of activities that make every day feel full and rewarding. Blending comfort, convenience, and an exceptional sense of community, this inviting property is ready to welcome you home and offer the very best of Florida living.
5132 SYLAS JAX AVE, WINTER HAVEN, FL 33884
$370,09031 Days on yellowkey MLS ID: L4960822
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2587 Built: 2026Monthly Fee: $17Community: VillamarSingle Family
Taxes:$0
Remarks: Under Construction. New construction home with 2587 square feet two-story including 4 bedrooms with loft, 3.5 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung 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, and a tiled shower. Bedrooms 3 and 4 share a jack-and-Jill bathroom. Plus, enjoy a 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)
287 INMAN BLVD, WINTER HAVEN, FL 33881
$315,00031 Days on yellowkey MLS ID: S5147134
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 2023Monthly Fee: $49 Tax: $3,542 (2025)Community: Inman Grvs Ph 2Single Family
Taxes:$3,542
Remarks: Welcome to 287 Inman Blvd—where modern comfort meets effortless Florida living in the heart of Winter Haven. This beautifully maintained home truly feels like new, offering the peace of mind of recent construction with thoughtful upgrades already in place. From the moment you step inside, you’ll notice a clean, contemporary design paired with warm, inviting spaces. The open-concept layout flows seamlessly, making it perfect for both everyday living and entertaining. The kitchen is a standout feature, enhanced with a stylish backsplash on the island and throughout, complemented by upgraded light fixtures that add a polished, custom feel. The home also features low-maintenance quartz countertops as well as stainless steel appliances. This home has already been elevated beyond builder-grade with valuable improvements, including solar panels for energy efficiency, a vinyl privacy fence for added outdoor enjoyment, and upgraded ceiling fans and lighting throughout. Tile flooring in the wet areas offers durability and easy maintenance, while cozy carpeting in the bedrooms creates a comfortable retreat at the end of the day. Step outside and enjoy a backyard space that’s ready for relaxing evenings, pets, or gatherings—fully enclosed for privacy and convenience. Location is where this home truly shines. Situated just about one and a half miles from the soon-to-open Publix shopping plaza, you’ll have everyday essentials right around the corner. Plus, you’re only minutes from downtown Winter Haven, known for its charming local shops, dining, and access to the Chain of Lakes lifestyle. Commuters will appreciate the quick access to US-27, making travel to surrounding areas simple and efficient. If you’ve been searching for a move-in-ready home with upgrades already done, modern finishes, and a prime location, this is one you don’t want to miss.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Chris Loschiavo (863-280-2201)
688 AUGUSTA RD, WINTER HAVEN, FL 33884
$337,00068 Days on yellowkey MLS ID: P4937966
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1586 Built: 1980Monthly Fee: $137 Tax: $3,636 (2025)Community: Cypresswood Fairway Patio HomesSingle Family
Taxes:$3,636
Remarks: Welcome to this meticulously maintained 3-bedroom, 2-bath pool home located in the highly sought-after 24-hour guard-gated Cypresswood Golf and Country Club community of Winter Haven. Thoughtfully designed with a desirable split-bedroom floorplan, this residence offers both privacy and functionality for everyday living and entertaining. Plus, seller is currently in the process of installing a NEW ROOF! Step inside to find beautiful hardwood and tile flooring throughout, creating a warm yet low-maintenance living environment. The spacious primary suite serves as a private retreat, complete with direct access to the screen-enclosed pool deck — perfect for enjoying your morning coffee or an evening swim under the stars. The heart of the home flows seamlessly into a dedicated dining area, with an exciting bonus room just beyond featuring a fun wet bar — ideal for hosting gatherings, game nights, or creating your own lounge space. Two additional bedrooms are situated on the opposite side of the home, providing comfort and privacy for family or guests. Outdoors, the screened pool deck offers the perfect space for relaxing or entertaining year-round. The garage includes a dedicated workshop area, making it ideal for hobbyists, DIY enthusiasts, or extra storage needs. Beyond the home itself, residents enjoy an exceptional lifestyle within this premier community, featuring a championship 18-hole golf course, community pool, fitness center, clubhouse, on-site restaurant, and pro shop. Exciting new amenities are on the way, including lighted tennis courts, pickleball, and basketball courts — offering something for everyone. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando and Tampa International Airports, and the gulf-side beaches of Tampa/St. Pete! This is more than just a home — it’s a lifestyle. Schedule your private showing today!
Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)
Listing Agent: Kayly Malinas, Pa (863-258-1426)
2800 SUNSET DR NW, WINTER HAVEN, FL 33881
$349,000319 Days on yellowkey MLS ID: P4935252
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1536 Built: 1972 Tax: $1,432 (2024)Community: Idylwild HeightsSingle Family
Taxes:$1,432
Elementary School: Walter Caldwell Elem
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. This 3 bedroom, 2 bathroom home is located in Idylwild Heights a charming residential subdivision nestled in Winter Haven, Florida. Winter Haven is a picturesque city celebrated for its chain of lakes and friendly community atmosphere. Known for its welcoming ambiance and established neighborhood feel, Idylwild Heights offers residents an appealing blend of suburban tranquility and convenient urban access.
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Lucy Martinez (863-521-4156)
6036 NAVONA WAY, WINTER HAVEN, FL 33884
$304,999221 Days on yellowkey MLS ID: TB8431493
1 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2039 Built: 2025Monthly Fee: $18 Tax: $8,495 (2025)Community: Villa MarSingle Family
Taxes:$8,495
Elementary School: Pinewood Elem
Remarks: Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. Did we mention the brand-new washer and dryer? The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Contact or make an appointment for more details on interest rates. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
4057 GIORGIO DR, WINTER HAVEN, FL 33884
$317,99080 Days on yellowkey MLS ID: O6382512
1 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2305 Built: 2026Monthly Fee: $18 Tax: $3,148 (2025)Community: Villamar Phase 6 And Phase 6DSingle Family
Taxes:$3,148
Remarks: Under Construction. his BEATIFUL ELSTON II Model home has 4 bedrooms, 2.5 baths & a 2-car garage-2305 SqFt. NEWLY UPGRADED! Large 2-STORY open floor plan with spacious great room & kitchen to entertain & enjoy the company of your guests. All bedrooms & laundry located on the 2nd floor. Your very spacious master suite located on the 2nd floor with a large walk-closet & a double sink vanity with stall shower. This Home provides Stainless Appliances which include range, hood microwave, refrigerator, dishwasher and much more. We also provide Smart Home Technology which allows you to set the scene and connect to your home from your smart phone, or through the smart panel interface. Your Smart Home comes with Alarm app, Kwikset Smart Front Lock, IQ Panel, Video Doorbell, Z-Wave Thermostat, and a DEAKO Smart Switch. *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.*
5337 HOGAN LN, WINTER HAVEN, FL 33884
$359,000193 Days on yellowkey MLS ID: TB8440646
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 2006Monthly Fee: $5 Tax: $4,665 (2024)Community: Lake Ashton West Ph 01Single Family
Taxes:$4,665
Remarks: Welcome to the luxurious 55+ golf course community of Lake Ashton! The home is the Biscayne floor plan, consisting of 3 bedrooms and 2 baths and a 2 car garage. The home and garage are accessible with electronic entry for ease. This home has been a winter retreat and only lived in a few months per year. Beautifully installed ceramic tile throughout and carpet in the bedrooms with 9' ceilings create such volume to the space. This home has stainless appliances and solid countertops to compliment the solid wood cabinetry giving it overall elegant feel and spaciousness. The breakfast nook looks into the main living space as well as out to the pond and nature preserve through one of the two 8' sliders giving perfect tranquility to peaceful mornings. No backyard neighbors!! Expansive primary bedroom with soaking tub and dual walk in closets make for the perfect retreat. Home is fully furnished with golf cart in the garage and all items are negotiable with purchase. Come see all that the Lake Ashton community has to offer.
Listing is courtesy of: KEYS TO THE BAY REAL ESTATE (813-965-1057)
Listing Agent: Nicholas Costello (813-965-1057)
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