Location: Winter Haven
Do Not Show Listings
3097 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881
$449,00022 Days on yellowkey MLS ID: S5150948
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2577 Built: 2004Monthly Fee: $33 Tax: $4,587 (2025)Community: Buckeye PointeSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,587
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
Remarks: Welcome to 3097 Buckeye Pointe Drive, a fully updated pool home in Winter Haven, Florida, offering the space, flexibility, and upgrades today's buyers are searching for in Polk County. If you've been looking for a move-in ready home with a private pool, screened spa, modern finishes, and no rental restrictions, this property deserves a spot at the top of your list.Located in the established Buckeye Pointe community, this spacious two-story home features 5 bedrooms, 2.5 bathrooms, and more than 2,500 square feet of living space. The versatile floor plan includes a first-floor bedroom, making it ideal for multigenerational living, visiting guests, a private home office, or a fitness room.From the moment you step inside, you'll notice the extensive updates throughout. The entire first floor showcases oversized 24x36 porcelain tile, creating a clean, modern look that is both stylish and easy to maintain. The renovated kitchen serves as the heart of the home with updated cabinetry, a large center island, upgraded lighting, and newer appliances including the refrigerator and dishwasher. Every bathroom has been remodeled, while fresh interior and exterior paint give the home a bright, updated feel throughout.Step outside and enjoy the Florida lifestyle year-round. The screened and heated pool and spa create the perfect setting for relaxing after work, entertaining family and friends, or enjoying weekend gatherings. The vinyl fenced backyard offers privacy, while mature fruit trees provide character and charm that are increasingly difficult to find. Major improvements include a newer 2023 roof and a 2020 water heater, giving buyers added confidence and helping reduce future maintenance concerns. One of the most attractive features of this property is the absence of rental restrictions. Buyers searching for an Airbnb-friendly home in Winter Haven, a Florida vacation home, a second home near Orlando attractions, or an income-producing investment property will appreciate the flexibility this community offers. Conveniently located near shopping, restaurants, medical facilities, schools, and major transportation routes, this home provides easy access to everything Central Florida has to offer. Whether you're commuting to Orlando, exploring nearby lakes, visiting world-famous attractions, or simply enjoying the growing Winter Haven lifestyle, this location puts you close to it all. Buyers frequently searching for "homes with pools in Winter Haven," "5-bedroom homes in Polk County," "updated homes near Orlando," "Airbnb investment properties in Central Florida," "homes with no rental restrictions," or "move-in ready Florida homes with a pool" will find everything they're looking for at 3097 Buckeye Pointe Drive. This is more than just a house. It's a move-in ready Florida lifestyle with room to grow, space to entertain, and the flexibility to fit your future plans.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Desiree Carlson (541-743-1985)
1533 MAJESTIC LN, WINTER HAVEN, FL 33880
$250,000109 Days on yellowkey MLS ID: L4960031
REDUCED by $15,000 (5.7%) on 06/05/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1957 Built: 2023Monthly Fee: $38 Tax: $4,059 (2025)Community: Eagle Lndg Ph IiSingle Family
Taxes:$4,059
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: **MOTIVATED SELLERS** Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. Needs a little TLC on the inside. The solar panels feature a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Cheryl Brewer (863-224-0045)
4840 OLD LUCERNE PARK RD, WINTER HAVEN, FL 33881
$425,00014 Days on yellowkey MLS ID: P4938821
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1927 Built: 1977 Tax: $2,170 (2025)Community: Lucerne ShoresSingle Family
Taxes:$2,170
Elementary School: Lake Alfred Elem
Remarks: Lakefront Retreat on Beautiful Lake Lucerne! Situated on 0.84 acres, this updated 3-bedroom, 2-bath home offers stunning views of Lake Lucerne from the second-floor balcony, wraparound deck, screened porch, and spacious backyard. Even better, all three bedrooms feature sliding glass doors overlooking the lake, bringing the beauty of the waterfront indoors. The inviting living room showcases a stone fireplace with cedar wood walls to accent, creating warmth and rustic charm. Numerous updates include fully remodeled bathrooms, refreshed kitchen, new flooring throughout, new interior doors, roof (2019), A/C (2017), tankless hot water heater (2024), and water softener. Whether you're relaxing on the porch, entertaining on the deck, or simply enjoying the peaceful lake views, this property offers the perfect blend of comfort, character, and waterfront living. This home is in a successful vacation rental program and is being offered turnkey and ready to go for the next home owner or an investor interested in continuing the rental opportunity. Don't forget to view the attached 3-D Interactive Tour for a virtual walkthrough of the home.
Listing is courtesy of: POLK REAL ESTATE LLC (863-679-1710)
Listing Agent: Cheryl Bossarte (863-206-8686)
132 MILLER DR, WINTER HAVEN, FL 33884
$210,000164 Days on yellowkey MLS ID: P4937499
0 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1972 Tax: $972 (2025)Community: Eloise Woods Lake Roy UnitSingle Family
Taxes:$972
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Fully renovated home nearing completion! This beautiful property has undergone a complete renovation and is almost finished—just a few minor touches remain. Featuring modern updates throughout, this home offers a fresh, stylish feel and is perfect for buyers looking for move-in ready with final details underway. Don’t miss the opportunity to own a beautifully updated home in Winter Haven!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Stephan Elmera (407-750-1765)
406 TERRANOVA ST, WINTER HAVEN, FL 33884
$513,00012 Days on yellowkey MLS ID: L4962585
0 Days Off yellowkey (back on 6/18/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2424 Built: 2004Monthly Fee: $55 Tax: $5,574 (2025)Community: Terranova Phase IiiSpa: NoSingle Family
Taxes:$5,574
Remarks: Welcome to this beautifully updated Cassidy-built 4-bedroom, 3-bath pool home in the highly desirable Terranova community of Winter Haven. Pride of ownership is evident throughout this move-in ready residence, where nearly every major component has been updated since 2022. The stunning kitchen was completely renovated with new cabinetry, tile backsplash, Cambria countertops, new sinks, updated fixtures, and all new appliances. Matching Cambria Quartz Kitchen & Master bathroom countertops, guest bathrooms and laundry room, complemented by updated faucets, sinks, and lighting throughout the home. Additional improvements include a new roof (11/2022), new A/C system (2023), new water heater (2024), new bedroom carpeting (2022), new blinds throughout (2022), complete interior and exterior painting (2022), plywood attic flooring for added storage (2023), new garage cabinets, laundry room cabinets, and additional cabinetry in the primary and pool bathrooms. Outdoor living is equally impressive with a screened and heated saltwater pool that underwent extensive remodeling in 2022, including an exposed aggregate finish, new ANSI-certified main drain covers, updated fittings and lighting, a new pool pump (2022), a new pool heater (2023), and a new screen enclosure (2022). Porcelain tile flooring enhances the main living areas, while the open floor plan, high ceilings, and spacious layout make this home perfect for everyday living and entertaining. One of the home's standout features is the private fourth bedroom and third bathroom, which are separated by a sliding door, creating an ideal in-law suite, guest retreat, or private space for multi-generational living. Private gated entrance to Chain of Lakes Elementary for neighborhood access only. Conveniently located near shopping, restaurants, medical facilities, LEGOLAND, and Winter Haven's Chain of Lakes, this exceptional property offers the peace of mind that comes from knowing the expensive updates have already been completed. Don't miss the opportunity to own one of Terranova's finest homes.
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Kimberly Davis (850-625-8855)
204 KINGSHILL CT SE, WINTER HAVEN, FL 33884
$254,90076 Days on yellowkey MLS ID: O6393480
REDUCED by $7,500 (2.9%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1437 Built: 1991Monthly Fee: $8 Tax: $3,704 (2025)Community: Planters WalkSpa: NoSingle Family
Taxes:$3,704
Elementary School: Garden Grove Elem
Remarks: This move-in-ready 3-bedroom, 2-bathroom home is located in the desirable Planters Walk neighborhood. The interior features a functional open-concept layout where the kitchen overlooks the main living areas, creating an inviting flow for daily living and entertaining. The updated kitchen is equipped with sleek granite countertops and stainless steel appliances. The primary suite serves as a private retreat, complete with a dedicated primary bathroom and a large walk-in closet. Practical features include an attached 2-car garage, a separate laundry room, and a combination of carpet and tile flooring throughout.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
4717 MAGNOLIA PRESERVE AVE, WINTER HAVEN, FL 33880
$300,00067 Days on yellowkey MLS ID: L4961135
REDUCED by $4,900 (1.6%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1874 Built: 2016Monthly Fee: $32 Tax: $3,902 (2025)Community: Magnolia Preserve Ph 2Single Family
Taxes:$3,902
Remarks: Welcome to 4717 Magnolia Preserve Ave, a beautifully upgraded home nestled in the desirable Magnolia Preserve community of Winter Haven. Built in 2016, this thoughtfully designed home features 3 bedrooms, 2 bathrooms, and a versatile formal dining room that can easily serve as a home office or potential 4th bedroom. Inside, you’ll find an open and inviting floor plan with high ceilings and an extended living area, creating a bright and spacious feel throughout. The kitchen is a standout, showcasing granite countertops, 44-inch cabinetry, stainless steel appliances, and a charming bay window that fills the space with natural light. A breakfast bar seamlessly connects the kitchen to the living area—perfect for entertaining or everyday living. The primary suite offers a true retreat with elegant tray ceilings, dual closets, and a well-appointed en suite bathroom featuring dual vanities and a relaxing garden tub. Step outside through the French doors to your covered patio and enjoy one of this home’s most sought-after features—a fully fenced backyard overlooking a peaceful, picturesque pond. Whether you're hosting gatherings or enjoying a quiet evening, this outdoor space delivers both privacy and a beautiful view. Perfectly positioned in Central Florida, this location offers the best of both worlds—convenient access to world-famous theme parks and an easy drive to Florida’s stunning Gulf and Atlantic beaches. With its ideal layout, scenic backyard, and convenient location, this home offers the perfect blend of comfort and Florida lifestyle living. Come see it for yourself—you won’t want to leave!
Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)
Listing Agent: Stephen Novak (863-409-3635)
1034 SUMMER GLEN DR, WINTER HAVEN, FL 33880
$267,00074 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)
4577 BACK NINE DR, WINTER HAVEN, FL 33884
$349,600169 Days on yellowkey MLS ID: P4937386
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 2009Monthly Fee: $5 Tax: $5,155 (2025)Community: Lake Ashton West Ph 01Spa: NoSingle Family
Taxes:$5,155
Remarks: Virtually Staged. Welcome Home!!! 4577 Back Nine Dr. Winter Haven, Fl. features 3 bedrooms and 2 full baths and is located in Lake Ashton, an Exclusive Florida Retirement 55+ community. This home has BRAND NEW EXTERIOR PAINT! The widened, paver driveway offers extra room for parking and the screened entry at the front door is an added bonus. The glass leaded front door with large eye brow window above leads you into a home that is warm, inviting and spacious. The open-concept kitchen showcases granite countertops, stainless steel appliances, Maple cabinets and a Pantry Cabinet with convenient pull-out shelving. You can seamlessly blend indoor and outdoor living by sliding open the living room and dinette area sliding glass doors to the screened, covered lanai with 8" aluminum border base. It's the perfect place for entertaining. The primary bedroom with En-Suite bath has been extended 4 ft. to provide additional living space. It's the perfect getaway and you'll enjoy the EXTRA SPACE in the primary suite. The primary bathroom has ample closet space with His/Her Walk In Closets with Organization System, a large walk in shower with double shower heads, a separate water closet and separate His and Her Vanities. Her vanity has an additional make up area. Guests will appreciate the separate bedrooms and bath behind a pocket door. Additional features include: an automatic screen on the garage door, a separate irrigation meter, 18" diagonal tile in home (Bed 2 and Bed 3 are excluded), crown moulding, New A/C modulator, cabinetry in laundry room, Plantation Shutters in the Bedrooms, Upgraded entry light fixture, surround sound in the living room, additional insulation in the attic, new interior paint in Bedroom 1 and Guest Bathroom, new interior paint in the formal dining and dinette areas. Lake Ashton, a Florida Retirement community, has a Clubhouse with large grand ballroom, Outdoor Community Heated Pool, Tennis Courts, Bocce Ball, Shuffleboard, Fitness Center, Movie Theater, Bowling Lanes, Restaurant (Charm City)and More! The Health and Fitness center has indoor basketball, indoor racquetball, indoor heated pool, pickle ball and tennis courts, media center, card, craft and billiard rooms. There are two golf courses located in Lake Ashton. Memberships are optional and not a requirement to reside in Lake Ashton. Residents enjoy the resort style amenities and activities offered in Lake Ashton, a premier Florida Retirement Community. Don't miss this opportunity to own your piece of paradise. Check out the photo gallery and make your appointment to tour this home.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Lori Raath (863-409-6899)
124 CENTER ST, WINTER HAVEN, FL 33880
$190,00013 Days on yellowkey MLS ID: L4962572
REDUCED by $10,000 (5.0%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1952 Tax: $2,590 (2025)Community: Lake Shipp HeightsSingle Family
Taxes:$2,590
Remarks: Virtually Staged. Short Sale. Investor Special! (short sale requiring 3rd party approval) Don't miss this opportunity to transform this 3-bedroom, 2-bath block home into something truly special. Featuring a newer roof and AC system, some of the major improvements have already been completed, providing a solid foundation for your renovation plans. Whether you're an investor searching for your next flip, looking to add to your rental portfolio, or a buyer ready to create your dream home, this property offers incredible potential. Situated in a convenient Central Florida location, you'll be close to shopping, dining, major highways, world-famous theme parks, and both the Gulf and Atlantic Coast beaches. Bring your tools, creativity, and vision. This handyman special is ready for its next chapter! Seller is working cooperatively with the lender to facilitate a smooth transaction. Experienced short sale negotiator involved.
2285 AVENUE C SW, WINTER HAVEN, FL 33880
$275,900140 Days on yellowkey MLS ID: S5142523
REDUCED by $3,000 (1.1%) on 06/18/2026
Bed: 4 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 2325 Built: 1962 Tax: $4,529 (2025)Community: West Winter HavenSingle Family
Taxes:$4,529
Remarks: Super Motivated Seller!! Discover this charming 4 bedroom, 2 bathroom single family home located in the heart of Winter Haven, just minutes from the serene shores of Lake Howard. With its spacious layout and versatile design, this property is perfect for families and savvy investors alike. It has a separate mother in law suite, offering privacy or the potential for rental income. A recently renovated kitchen complete with modern finishes, making mal prep a delight. A huge backyard, ideal for family gatherings, gardening or creating your dream outdoor retreat. An expansive driveway and 2 car garage, with enough space to park multiple vehicles. A newer roof 2020 for added peace of mind and longevity. Well maintained interior and exterior ensuring move in readiness. prime locatioin near Lake Howard perfect for outdoor enthusiasts who enjoy fishing, boating and lakeside strolls. No HOA fees allowing you the freedom to enjoy your property without added restrictions or costs. Wether you are looking to grow your family or generate extra income, this home is a rare find. Don't miss the opportunity to own a property that combines comfort, style and versatility in a highly desirable area of Winter Haven. Ready to schedule a showing?
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Miluska Parot (352-573-3697)
352 ALEXZANDER WAY, WINTER HAVEN, FL 33881
$270,90088 Days on yellowkey MLS ID: L4960645
1 Days Off yellowkey (back on 6/18/2026)
INCREASED by $1,000 (0.4%) on 06/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2021Monthly Fee: $86 Tax: $4,088 (2024)Community: Jace LndgSingle Family
Taxes:$4,088
Elementary School: Walter Caldwell Elem
Tax Year: 2024
Remarks: 2021 built beautiful house with 4 beds and 2 baths and inside laundry room and double car garage totaling 2395 Sqft under roof. Centrally located in a very nice, quiet community on a dead-end road. Plenty of open air as there is no neighboring house on one side and back of the house. Open floor plan with Master in one side and other three bedrooms are located on the other side of the house. Stainless appliances are in the kitchen with a large spacious island for meal preparation and breakfast. Master bath with his and her walk-in closet with separate door for the toilet. Double sink and standing shower in the master and tub in the other bath. Tiles in all wet areas and waterproof wood like vinyl flooring throughout the living area and bedrooms floor. Dishwasher (not included with this sale) has power but not hooked up with water (buyer will have to try as is or get their own dishwasher). House is AS IS and buyer to verify as seller never lived on this property.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Mohammad Iqbal (813-494-8864)
2415 BRASSIE CT, WINTER HAVEN, FL 33884
$295,00070 Days on yellowkey MLS ID: P4938435
INCREASED by $6,000 (2.1%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1629 Built: 2022Monthly Fee: $18 Tax: $2,101 (2025)Community: Villamar Ph 3Spa: NoSingle Family
Taxes:$2,101
Remarks: Better then new 2022-built home on a desirable corner lot in the heart of 33884, located in a family-style community loaded with amenities! This beautiful 3-bedroom, 2-bath home offers modern living with an open, functional layout and split floorplan. A standout feature is the upgraded enclosed patio/all-seasons room, complete with windows and screens—perfect for relaxing year-round, entertaining guests, or enjoying Florida living without the bugs. The home shows better then new and offers peace of mind with newer construction, while the community amenities add incredible value and lifestyle appeal. Conveniently located near shopping, dining, schools and everything Winter Haven has to offer. Move-in ready and priced to sell—don’t miss this one!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Katherine Montana - De Jesus (863-508-3000)
111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881
$284,999110 Days on yellowkey MLS ID: S5145191
REDUCED by $1 (0.0%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1543 Built: 2023Monthly Fee: $83 Tax: $3,628 (2025)Community: Krenson BaySingle Family
Taxes:$3,628
Elementary School: Frank E. Brigham Academy
Remarks: Virtually Staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring throughout the main living areas, creating a bright and open atmosphere. The spacious kitchen features stainless steel appliances, a large island, and ample cabinet space, perfect for everyday living or gathering with friends and family. The split floor plan provides privacy, while the generous primary suite includes double sinks, a garden tub, separate shower, and walk-in closet. Enjoy Florida living outdoors on the covered lanai, with a backyard perfect for relaxing afternoons or weekend playtime. Conveniently located near Downtown Winter Haven, Polk State College, Winter Haven Hospital, shopping, dining, and major attractions like LEGOLAND. For those who love lifestyle and entertainment, the home is also just about 15 minutes from the popular Port 27, a vibrant waterfront destination known for its live music, great food, desserts, and beautiful lake scenery—the perfect place to unwind and enjoy time with family and friends. This move-in ready home offers comfort, style, and location all in one. Schedule your showing today!
Listing Agent: Carolina Flores, Llc (954-471-5909)
6304 RED HERRING DR, WINTER HAVEN, FL 33881
$235,00036 Days on yellowkey MLS ID: S5149412
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $10,000 (4.1%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1592 Built: 2016Monthly Fee: $15 Tax: $3,864 (2025)Community: Lakeside Landings Ph 01Spa: NoSingle Family
Taxes:$3,864
Elementary School: Fred G. Garnier Elem
Remarks: Under contract-accepting backup offers. Welcome to this move-in-ready home 3 Bedroms, 2 Bathrooms. This beautifully maintained residence offers a spacious and functional floor plan, featuring modern finishes and an abundance of natural light throughout. The heart of the home boasts a contemporary kitchen with ample cabinetry and sleek appliances, overlooking an expansive living area perfect for entertaining. Retreat to the generous primary suite, complete with a private en-suite bath and walk-in closet. Step outside to find a sizable backyard, offering endless possibilities for outdoor living and relaxation in the Florida sun. Situated in the growing city of Winter Haven, you are just minutes away from world-class attractions like LEGOLAND, premier golf courses, and the famous Chain of Lakes. This home combines comfort, style, and a prime location—schedule your private showing today and discover your Florida dream!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Maria Gomez Arevalo, Pa (407-705-7203)
2779 ADELINE AVE, WINTER HAVEN, FL 33881
$293,740145 Days on yellowkey MLS ID: O6378154
2 Days Off yellowkey (back on 5/19/2026)
INCREASED by $1,000 (0.3%) on 05/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 2025Monthly Fee: $8 Tax: $3,456 (2025)Community: Willowbrook SouthSingle Family
Taxes:$3,456
Remarks: Under Construction. The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a modern vanity. A convenient linen closet is positioned between the bathroom and bedrooms for easy storage. Further down the hallway, a third bedroom offers flexibility for a home office or guest space, alongside a private laundry area and direct access to the two-car garage. The heart of the home features a well-appointed kitchen with stainless steel appliances, overlooking the dining area, great room, and covered patio perfect for gatherings and family time. Tucked at the rear of the home, the primary bedroom offers a peaceful retreat with a walk-in closet and a spa-inspired bathroom featuring a double vanity sink and a spacious shower. Every home in Willowbrook South comes equipped with the Home Is Connected Smart Home Technology package, allowing you to control locks, thermostat, and more right from your smartphone whether you’re home or away. With its thoughtful design and modern features, the Freeport makes owning a new home in Winter Haven, FL both easy and enjoyable. *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)
541 HEATHER GLEN DR, WINTER HAVEN, FL 33884
$269,999145 Days on yellowkey MLS ID: O6377141
REDUCED by $15,001 (5.3%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1453 Built: 2000Monthly Fee: $33 Tax: $740 (2025)Community: Heather Glen Ph 01Single Family
Taxes:$740
Remarks: Short Sale. SHORT SALE!! SUBMIT YOUR OFFER & WE WILL SUBMIT TO THE BANK. Welcome to Heather Glen, a gated community in the heart of Winter Haven with an HOA of ONLY $150 A YEAR! This charming 3 bedroom, 2 bathroom home with an attached 2-car garage offers comfort, security, and convenience & ready for a quick close & move in. Featuring neutral gray walls, wood-look tile flooring, and plantation shutters throughout, this open-concept home is filled with natural light and boasts a spacious master suite with walk-in closet and private bath, two additional bedrooms with a guest bath, and a bright kitchen with plenty of counter space, a window over the sink, and a cozy dinette area for your morning coffee. Enjoy the convenience of an interior laundry room, newer roof and A/C unit, and a fully fenced backyard with a separate well for irrigation. Located just minutes from Legoland, Peppa Pig Theme Park, shopping, dining, medical facilities, and downtown Winter Haven, this pristine home is the perfect rental in a sought-after location. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeavanna Lanza Pa (585-313-3408)
2018 MARILYN AVE, WINTER HAVEN, FL 33881
$299,9006 Days on yellowkey MLS ID: O6417950
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1651 Built: 1968 Tax: $2,604 (2025)Community: Leisure ShoresSingle Family
Taxes:$2,604
Middle School: Westwood Middle
Remarks: Updated 3 bedroom / 2 bathroom home located at 2018 Marilyn Ave, Winter Haven, FL 33881. This 1968-built home has been personally improved and maintained, with many major updates already completed. The property features a 50-year metal roof installed in 2017, Trane XL20i high-SEER 2-stage A/C system with humidity control, 3.5-ton air handler, digital thermostat, tankless water heater, and under-sink reverse osmosis drinking water system. The plumbing under the home has been redone with a resin-coated pipe system and includes a lifetime warranty. A 200-foot well is also located on the property and is not currently connected. Inside, the home features hardwood flooring in multiple areas, floating hardwood floors in the living room and hallway, tile in the kitchen/dining area, and generous closet space throughout. The kitchen includes wood cabinets, stainless appliances, breakfast bar seating, reverse osmosis drinking water, convection microwave/oven, and good cabinet space. All appliances stay with the home, along with the living room TV and sound bar. The guest bathroom has been upgraded with travertine tile, glass shower doors, black fixtures, recessed lighting, and a clean updated look. Both bathrooms include Govee lighting, and additional Govee lighting is available for the front exterior of the home. Outside, the property includes a fenced backyard, patio area, garage, laundry area, and travertine firepit setup. The firepit can be used as a traditional firepit or converted to gas, with a sleeve already run for future gas use. The yard provides space for outdoor seating, landscaping, gardening, and other outdoor improvements. Additional exterior improvements are planned, including driveway paint, back porch paint, garage floor coating with flakes, pressure washing of the fence and house, front landscaping, and sand around the firepit area. Conveniently located near Downtown Winter Haven, Polk State College, shopping, dining, lakes, parks, medical offices, and major Winter Haven attractions. This property is a strong option for anyone seeking an updated home with major systems already improved and room to personalize the finishing touches.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
0 38TH ST NW, WINTER HAVEN, FL 33881
$350,0006 Days on yellowkey MLS ID: TB8520450
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1322 Built: 2026 Tax: $356 (2025)Community: 38Th Street SubdivisionSpa: NoSingle Family
Taxes:$356
Remarks: Pre-Construction. To be built. Lot 4 - Crown Model - Build the home you've always envisioned in beautiful Winter Haven! This to-be-built new construction home offers a unique opportunity to personalize your future residence from the very beginning. Buyers will have the ability to select interior and exterior color schemes and finishes, creating a home that truly reflects their individual style and preferences. Designed with modern living in mind, this home will feature a thoughtfully planned layout, quality craftsmanship, energy-efficient construction, and all the benefits that come with owning a brand-new home. Conveniently located near Winter Haven's shopping, dining, schools, parks, and the area's renowned chain of lakes, you'll enjoy both everyday convenience and the charm of one of Central Florida's fastest-growing communities. FHA construction loans are accepted, making homeownership more attainable for buyers looking to build instead of buy resale. Secure your homesite now and take advantage of the opportunity to customize your new home before construction is complete. Photos are for demonstration purposes only and may include finishes, colors, and upgrades that vary from the final product. Contact us today for available plans, timelines, and customization options.
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Heather Spinosa (813-506-1800)
$350,0006 Days on yellowkey MLS ID: TB8520435
Remarks: Pre-Construction. To be built. Lot # 3 - Your opportunity to build a brand-new home and personalize it to your style is here! This to-be-built residence in the growing Winter Haven area offers the rare chance to enjoy new construction while selecting many of your own interior and exterior finishes to truly make it your own. Designed with modern living in mind, this thoughtfully planned home will feature an open-concept layout, stylish finishes, energy-efficient construction, and the peace of mind that comes with owning a brand-new home. Buyers will have the opportunity to choose colors and select finishes, creating a space that reflects their personal taste and lifestyle. Located in one of Winter Haven's rapidly expanding areas, you'll enjoy convenient access to shopping, dining, parks, lakes, and major roadways while still appreciating the charm and relaxed atmosphere that Winter Haven is known for. An added bonus: FHA construction loans are accepted, creating an excellent opportunity for first-time buyers and those looking to build their dream home with flexible financing options. Secure your future home early and take advantage of the ability to customize it from the start. Photos are for demonstration purposes only and may depict upgrades, finishes, and features that vary from the completed home. Contact us today for available floor plans, customization options, and estimated build timelines.
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