Location: Winter Haven, 33881
Do Not Show Listings
1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881
$744,90074 Days on yellowkey MLS ID: L4961524
REDUCED by $5,000 (0.7%) on 07/10/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2363 Built: 1997Monthly Fee: $17 Tax: $6,592 (2025)Community: Hamilton RidgeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,592
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this exceptional 4-bedroom, 3-bath home set on over half an acre, offering a rare combination of space, privacy, and versatility, complete with a heated swimming pool, screened-in patio, and an impressive 32x48 insulated and air-conditioned workshop. From the moment you arrive, you’ll appreciate the curb appeal with a well-maintained exterior, extended driveway, and ample parking leading to the detached workshop — ideal for multiple vehicles, equipment, or recreational toys. Inside, the home offers a bright and functional layout with tasteful finishes throughout. The kitchen is both stylish and practical, featuring warm wood cabinetry, granite countertops, stainless steel appliances, and plenty of counter space — perfect for everyday living and entertaining. The open flow provides easy access to dining and living areas, creating a welcoming environment for family and guests. The primary bathroom is a true retreat, showcasing a spa-like design with a freestanding soaking tub, separate walk-in shower, dual vanities, and modern finishes — offering both comfort and elegance. Step outside and enjoy your private backyard oasis, complete with a heated swimming pool and screened-in patio — ideal for year-round relaxation, bug-free outdoor living, and entertaining. The expansive lot provides plenty of room for additional outdoor activities, storage, or future possibilities. A standout feature is the 32x48 insulated and air-conditioned metal workshop, complete with its own half bathroom, offering endless possibilities for a home business, workshop, vehicle storage, or hobby space. This fully climate-controlled building is a rare find and adds tremendous value and functionality. In addition, the property includes a fully insulated and air-conditioned detached flex space, perfect for a home office, gym, studio, or private retreat — giving you even more versatility to fit your lifestyle. With a rare combination of indoor comfort, outdoor enjoyment, and multiple climate-controlled structures, this property is ideal for those seeking space, functionality, and flexibility.
Listing is courtesy of: PROPERTY SHOPPE OF CENTRAL FL (863-638-6638)
Listing Agent: Damon Trueman (407-276-5417)
2436 EDWIN ST NE, WINTER HAVEN, FL 33881
$249,596163 Days on yellowkey MLS ID: P4937644
REDUCED by $1 (0.0%) on 07/10/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1813 Built: 2026 Tax: $313 (2025)Community: Smart SubSpa: NoManufactured Home
Taxes:$313
Elementary School: Elbert Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: Welcome to 2436 Edwin St NE, Winter Haven, FL 33881(POLK COUNTY). This beautifully designed 4-bedroom, 2-bathroom brand-new manufactured home offers a spacious, open floor plan ideal for modern living. Designed for the modern lifestyle, the spacious open floor plan is bathed in natural light and features durable, high-end vinyl flooring throughout (no carpet!). The massive living room transitions seamlessly into the dining area and kitchen, creating an ideal layout for entertaining. Need extra space? The separate family room provides the perfect footprint for a home office, media room, or playroom. The heart of the home is a chef-inspired kitchen that checks every box: Brand-new stainless-steel appliances, Oversized central island with breakfast bar seating, Stylish shaker-style cabinets with ample storage. The master suite is a private sanctuary, featuring a massive walk-in closet and a luxurious en-suite bath complete with a modern walk-in shower. Three additional generously sized guest bedrooms and a second full bathroom with a soaking tub ensure plenty of room for family and guests. Home also features Sliding Glass door. Enjoy the peace of country living while staying minutes away from Winter Haven’s Chain of Lakes, shopping, dining, and major Central Florida attractions (LEGOLAND, DISNEY, UNIVERSAL STUDIOS). With a dedicated utility/laundry room and a brand-new energy-efficient build, this home is move-in ready and built to last. Schedule your private tour today and experience the best of Florida living! Schedule your private tour today and experience the best of Florida living!
Listing is courtesy of: J&T PROPERTY SOLUTIONS GROUP LLC (863-440-3603)
Listing Agent: Jennifer Daniell (863-440-3603)
444 AVENUE B NE, WINTER HAVEN, FL 33881
$210,0004 Days on yellowkey MLS ID: P4939272
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1464 Built: 1936 Tax: $2,412 (2025)Community: Revised Map Of Fernwood AddSingle Family
Taxes:$2,412
Remarks: Welcome to 444 Avenue B, Winter Haven, FL, where charm, convenience, and the Florida lifestyle come together in a location that puts everything within easy reach. Whether you're searching for your first home, a seasonal retreat, or an investment opportunity, this property offers the perfect blend of comfort and accessibility. Ideally situated in the heart of Winter Haven, this home provides quick access to shopping, dining, schools, healthcare, and major roadways, making daily living both convenient and enjoyable. Residents appreciate the neighborhood's established character while remaining just minutes from many of Central Florida's most popular destinations. Known as the "Chain of Lakes City," Winter Haven is home to more than 50 interconnected lakes, offering endless opportunities for boating, fishing, kayaking, paddleboarding, and waterfront recreation. Spend your weekends exploring scenic parks, enjoying lakefront sunsets, or taking advantage of the city's beautiful walking and biking trails. Just a short drive away, historic downtown Winter Haven features locally owned restaurants, boutiques, coffee shops, breweries, and a vibrant calendar of community events throughout the year. The home is also conveniently located near LEGOLAND® Florida Resort, making it a great location for families and visitors alike. Golf enthusiasts will appreciate the area's championship golf courses, while nature lovers can enjoy nearby parks, gardens, and outdoor recreation. Everyday conveniences are close at hand with shopping destinations such as Posner Park, Eagle Ridge Mall, Publix, Walmart, and a variety of national retailers and local businesses just minutes away. Commuters will enjoy easy access to US Highway 17, US Highway 27, and the Polk Parkway, providing convenient travel to Lakeland, Orlando, Tampa, and many of Central Florida's world-famous attractions. Whether you're looking to settle down, expand your investment portfolio, or simply enjoy all that Central Florida has to experience, 444 Avenue B presents an outstanding opportunity to experience the best of Winter Haven living with comfort, convenience, and recreation all close to home.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Malak Hassani Benbachir (863-624-7266)
6666 BRIARHILL DR NE, WINTER HAVEN, FL 33881
$140,0004 Days on yellowkey MLS ID: S5153400
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1986Monthly Fee: $46 Tax: $1,228 (2025)Community: Lake'n Golf EstatesSpa: YesManufactured Home
Taxes:$1,228
Remarks: Welcome home to this beautifully maintained residence in the highly sought-after Lake-n-Golf Estates, where comfort, convenience, and an active lifestyle come together. From the moment you arrive, you'll appreciate the attractive epoxy-coated driveway and the inviting front sitting area, creating the perfect private retreat to enjoy your morning coffee or unwind with a good book. Step inside to a bright, vibrant interior featuring luxury vinyl plank flooring installed just a few months ago, offering a fresh, modern feel throughout the home. A brand new roof, less than one year old, provides added peace of mind for years to come. Outside, you'll also find a convenient storage shed, offering plenty of space for tools, hobbies, or seasonal items. Lake-n-Golf Estates is a resident-owned 55+ community known for its welcoming atmosphere and outstanding amenities, including a golf course, heated community pool, clubhouse, shuffleboard courts, and a full calendar of social activities. Conveniently located near shopping, dining, medical facilities, and Winter Haven's beautiful Chain of Lakes, this home offers the perfect blend of relaxation and everyday convenience. Come experience all that this wonderful home and community have to offer.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Ej Jimenez (407-743-6394)
307 AVENUE X NE, WINTER HAVEN, FL 33881
$185,0004 Days on yellowkey MLS ID: O6423771
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1950 Tax: $2,132 (2025)Community: Bookers SubSingle Family
Taxes:$2,132
Remarks: HANDY-MAN SPECIAL LOCATED WINTER HAVEN. PROPERTY IS A 3BEDROOM/2BATHROOM WITH 1,200 SQFT. PROPERTY WAS RENOVATED IN 2022. HOUSE NEEDS WORK.
Listing is courtesy of: HOLLOMAN GORDON REALTY, INC. (407-296-0995)
Listing Agent: Ronnie Holloman (407-296-0995)
1645 CRUMP RD, WINTER HAVEN, FL 33881
$1,050,00017 Days on yellowkey MLS ID: P4939113
0 Days Off yellowkey (back on 7/2/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3612 Built: 2003 Tax: $7,380 (2025)Community: Lake Regions Country PlaceSpa: YesSingle Family
Taxes:$7,380
Remarks: 5 BEDROOM 4 BATH POOL HOME ON 5 ACRES WITH AN IN-LAW SUITE!!! Built by custom home builder Bill Reed, this residence is full of beautiful detail and remarkable finishes. Features include: over 3600sqft of living area, towering ceiling heights, spacious great room, formal living/den/office space, open kitchen with GAS, walk in pantry, butler's pantry, a poured safe room, a mud room, separate 1BR/1BA guest quarters above the garage, 3 car garage, private 1/4 acre pond, gorgeous crown molding, new pool and hot tub, new outdoor kitchen with brand new grill, covered outdoor seating, primary suite downstairs, metal roof, massive front porch, fire pit, gazebo, expansive utility room, NO CARPET, and the list goes on! Nestled amongst towering oaks on a secluded 5 acre parcel adjacent to the Country Club of Winter Haven and a tranquil natural creek - privacy is guaranteed! Want an out building or guest house? There is plenty of room to make that happen! This one of a kind home is conveniently located close to Winter Haven Country Club, 3 miles from Hwy 27 for easy access to Interstate 4, and just minutes to downtown Winter Haven. The pictures speak for themselves and this residence is even more impressive in person. Schedule your showing today to see one of Winter Haven’s most unique properties!
Listing is courtesy of: THE K TEAM REAL ESTATE SERVICES LLC (863-604-1601)
Listing Agent: Cathy Kluytenaar (863-604-6220)
1097 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$410,000133 Days on yellowkey MLS ID: L4959736
REDUCED by $10,000 (2.4%) on 07/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1912 Built: 2022Monthly Fee: $63 Tax: $3,339 (2025)Community: Chestnut CreekSingle Family
Taxes:$3,339
Remarks: Welcome to 1097 Sandpiper Loop, a beautifully maintained home situated in an intimate community of fewer than 90 residences. Conveniently positioned just off Country Club Road in Winter Haven, this property offers the best of both worlds—quick access to downtown amenities while enjoying the comfort of spacious quarter-acre lots that provide added breathing room. As you enter, you’re welcomed by attractive luxury vinyl flooring that runs throughout the main living spaces, creating a cohesive and low-maintenance design. The kitchen is thoughtfully designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, and a generous walk-in pantry. It flows seamlessly into a flexible dining area that can easily adapt to formal gatherings or casual meals. In addition to the main living areas, the home includes a versatile flex room—perfect for a home office, study, playroom, or additional lounge space. The primary suite offers ample space and comfort, paired with a well-appointed bathroom designed with quality finishes and a relaxing atmosphere. Step outside to enjoy the extended covered and screened patio, providing a peaceful outdoor retreat overlooking a fully enclosed backyard. Numerous upgrades throughout the home enhance both functionality and overall appeal. Don’t miss your chance to own this thoughtfully designed home in a desirable Winter Haven location. Schedule your private showing today.
Listing Agent: David Small (407-601-8351)
1185 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$569,9007 Days on yellowkey MLS ID: L4963274
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2410 Built: 2023Monthly Fee: $63 Tax: $4,918 (2025)Community: Chestnut CreekSpa: YesSingle Family
Taxes:$4,918
High School: Winter Haven Senior
Remarks: If you've been waiting for the one home that truly stands above everything else in its price range, your search ends here. Better than new and extensively upgraded beyond anything the builder offers today, this extraordinary 2023-built residence in Chestnut Creek is the definition of turnkey luxury. Every inch of this home reflects exceptional craftsmanship, meticulous attention to detail, and an uncompromising commitment to quality. With well over $150,000 invested after construction—including a custom resort-style pool and spa that alone exceeded $120,000—this is a property that simply cannot be replicated at this price point. Offering four bedrooms, two-and-a-half baths, a private office, and a three-car garage, the home makes an unforgettable first impression with meticulous landscaping, decorative landscape lighting, an extended paver walkway, epoxy-coated garage floors, and a fully fenced backyard. Inside, luxury vinyl plank flooring has replaced the builder-grade flooring throughout, complemented by upgraded baseboards, custom window treatments that remain, and carefully selected designer finishes that elevate every room. A private office with French doors provides the perfect work-from-home space, while the expansive open-concept floor plan offers effortless everyday living and entertaining. The kitchen is both stunning and functional, featuring upgraded stainless Samsung appliances, an oversized quartz island with breakfast bar seating, abundant cabinetry, a spacious walk-in pantry, a touch-activated faucet, and seamless flow into the dining and living areas. The spacious primary suite serves as a luxurious retreat with a walk-in closet featuring custom organizational systems, granite vanity, a soaking tub, oversized walk-in shower, and generous proportions. Three additional bedrooms provide flexibility for family and guests, while the upgraded half bath showcases custom shiplap detailing. Even the laundry room has been thoughtfully appointed with Samsung washer and dryer that convey with the home. Step outside and discover what truly sets this property apart. Designed for a private resort feel, the backyard centers around a spectacular heated saltwater pool and spa featuring Jandy automation, an automated pool cleaner, expansive paver decking, a screened enclosure, and a covered lanai. Combined with lush landscaping and evening landscape lighting, the outdoor living space offers an extraordinary setting for entertaining or simply relaxing in complete privacy. Additional premium upgrades include a radiant roof barrier for enhanced energy efficiency, water softener, irrigation system, extensive garage storage systems that convey with the home, epoxy garage flooring, and countless additional improvements that would cost a substantial amount of time and money to duplicate today. Even the three-car garage has been transformed into an exceptionally organized and highly functional space with professional storage solutions ideal for vehicles, hobbies, and equipment. Located in the desirable Chestnut Creek community, you'll enjoy the benefits of newer construction while remaining just minutes from downtown Winter Haven, shopping, restaurants, Winter Haven Hospital, Polk State College, and the renowned Chain of Lakes. Convenient access to the Polk Parkway and I-4 places Lakeland, Tampa, Orlando, major employers, international airports, and Central Florida attractions within easy reach. Schedule your appointment today!
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
1604 2ND ST NW, WINTER HAVEN, FL 33881
$499,99920 Days on yellowkey MLS ID: O6419175
0 Days Off yellowkey (back on 7/9/2026)
Bed: 8 Bath: 0.0 Liv Area Sq Ft: 2800 Built: 1963 Tax: $5,034 (2025)Community: Beg 212Pt7 Ft S Of Nw Cor Of E1/2 Of Se1/4 Of Ne1/Apartment
Taxes:$5,034
Remarks: Under contract-accepting backup offers. Photos are from premove in! Welcome to this high-yield, income-producing quadraplex in Winter Haven! Featuring two separate detached buildings on over a 1/4 acre lot, this property offers 4 total units, each featuring 2 bedrooms and 1 full bath. Excellent efficiency for the owner—all units feature separate, individual meters for both water and electricity paid directly by the tenants. Low expenses mean maximum profit. Conveniently located near shopping, schools, and major transit. Don't miss out on this prime investment opportunity!
Listing is courtesy of: SPANN & ASSOCIATES REAL ESTATE (407-468-7512)
Listing Agent: Kal Scarvers (863-617-5236)
5872 ROYAL HILLS CIR, WINTER HAVEN, FL 33881
$290,00034 Days on yellowkey MLS ID: P4938974
0 Days Off yellowkey (back on 7/6/2026)
REDUCED by $20,000 (6.5%) on 06/23/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1730 Built: 2006Monthly Fee: $25 Tax: $3,749 (2025)Community: Royal HillsSingle Family
Taxes:$3,749
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: Seller is offering a $5,000 buyer incentive with a full-price offer (subject to appraisal)! Buyers may use the credit toward closing costs and prepaids, an interest rate buy-down, or personalized upgrades after closing giving you the freedom to customize it to your taste instead. Welcome to Royal Hills, where comfort, space, and convenience come together in this beautifully maintained 4-bedroom, 2-bath home. Situated on a quiet street with no rear neighbors, this move-in-ready property offers a desirable split-bedroom floor plan, mature landscaping, and an abundance of indoor and outdoor living space. Step inside to vaulted ceilings, an abundance of natural light, and a versatile layout designed for both everyday living and entertaining. The kitchen, dining area, and living room form the heart of the home, creating an open and inviting gathering space for family and friends. The kitchen features wood cabinets with granite countertops, stylish glass tile backsplash, and a island with a raised breakfast/coffee bar overlooking the living room, allowing the chef to stay connected to the conversation. In addition to the main living area, the home offers a spacious family room that provides endless possibilities. Whether you envision a media room, game room, home office, playroom, fitness space, or second living area, this flexible bonus space can easily adapt to your lifestyle. The private owner's suite is thoughtfully positioned on one side of the home features vaulted ceilings, a walk-in closet, and an en-suite bath. Three additional generously sized bedrooms and a second full bath are located on the opposite side of the home, providing privacy and flexibility for family or guests. An inside laundry room and two-car garage add convenience to everyday living. Enjoy Florida living year-round from the expansive screened porch, accessible through sliding glass doors and offering plenty of space for outdoor dining, relaxing, or entertaining. The fenced backyard includes a storage shed and a large patio area perfect for grilling and gatherings. Additional features include a water softener system, newer appliances, and garbage disposal, new A/C, Roof, and Windows for added peace of mind. Conveniently located near shopping, dining, entertainment, major highways, Legoland, theme parks, and Lake Lucerne, this exceptional home offers the perfect blend of tranquility and accessibility. Schedule your private showing today! Some photos are virtualy staged. It is the buyers responsibility to verify all measurements and listing information.
Listing is courtesy of: XCELLENCE (866-595-6025)
Listing Agent: Felicia Nicholson (863-701-4435)
321 ALEXZANDER WAY, WINTER HAVEN, FL 33881
$365,50015 Days on yellowkey MLS ID: TB8524056
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 2021Monthly Fee: $83 Tax: $5,965 (2025)Community: Jace LndgSingle Family
Taxes:$5,965
Elementary School: Fred G. Garnier Elem
Middle School: Westwood Middle
Remarks: Virtually Staged. Welcome to 321 Alexzander Way, a spacious, well apportioned home in the heart of Winter Haven! This location is central to Tampa and Orlando along with a very short drive to attractions such as Legoland. Built in 2021, this home boasts new sleek vinyl flooring in living areas, new carpet in bedrooms, new quartz countertops in the kitchen and fresh paint. 5 full bedrooms and 3 full baths, including a full bed/bath on the first floor for privacy or guests. Don't miss out on one of the few opportunities for a truly move-in ready home in this price point.
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Joshua Nogowski (754-234-9626)
1680 32ND ST NW, WINTER HAVEN, FL 33881
$229,99927 Days on yellowkey MLS ID: O6416312
REDUCED by $10,000 (4.2%) on 07/09/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1104 Built: 1956 Tax: $2,771 (2025)Community: InwoodSingle Family
Taxes:$2,771
Remarks: Virtually Staged. Don't miss this charming 1-story home featuring 3 bedrooms, 1 bathroom, and a 1-car carport. The functional floor plan offers comfortable living spaces with plenty of natural light and room for everyday living. The kitchen provides ample cabinet and counter space, while the bedrooms offer flexibility for family, guests, or a home office. Enjoy the spacious yard with plenty of room for outdoor activities, gardening, or entertaining. Conveniently designed for easy living, this property presents a great opportunity to make it your own. One or more photo(s) has been virtually staged, AI generated, or rendered.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
3214 AVENUE Q NW, WINTER HAVEN, FL 33881
$199,99954 Days on yellowkey MLS ID: O6408954
REDUCED by $18,000 (8.3%) on 07/09/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 936 Built: 1960 Tax: $2,530 (2025)Community: InwoodSingle Family
Taxes:$2,530
Elementary School: Garden Grove Elem
High School: Auburndale High School
Remarks: Virtually Staged. Charming single-story home located in Winter Haven with a functional layout and comfortable living spaces throughout. This 3-bedroom, 1-bath property features an inviting living area filled with natural light, a spacious kitchen with ample cabinet and counter space, and tile flooring throughout for easy maintenance. The home also offers a covered parking area, paved driveway, and a generously sized yard with room to enjoy outdoor living. Conveniently located near shopping, dining, parks, lakes, and major roadways for an easy commute throughout Polk County.
132 BROAD ST, WINTER HAVEN, FL 33881
$469,000111 Days on yellowkey MLS ID: P4938236
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2672 Built: 2016Monthly Fee: $74 Tax: $3,868 (2025)Community: Hampton CoveSingle Family
Taxes:$3,868
Remarks: Under contract-accepting backup offers. Welcome to this immaculately maintained 4-bedroom, 3-bathroom home with a spacious 3-car garage, perfectly situated in the highly desirable Country Club area of Northeast Winter Haven. Located within a gated community, this home offers both privacy and peace of mind. Backing up to an 11-acre jurisdictional wetland, the property provides complete rear privacy with a beautiful natural landscape—no rear neighbors, just serene views and tranquil surroundings. Inside, you’ll find a thoughtfully designed split floor plan with upgraded flooring, modern cabinetry, and stylish countertops throughout. The layout offers both functionality and comfort, ideal for those who love to entertain. Step outside to your private screened back porch retreat and fully fenced yard—perfect for relaxing evenings or weekend gatherings while enjoying the quiet, natural backdrop. This home truly combines luxury, privacy, and location—don’t miss the opportunity to make it yours.
Listing is courtesy of: VILLAGE REALTY OF WINTER HAVEN (863-299-6767)
Listing Agent: Joshua Taylor (863-651-5471)
2015 6TH ST NE, WINTER HAVEN, FL 33881
$259,00073 Days on yellowkey MLS ID: O6403905
REDUCED by $10,000 (3.7%) on 07/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1542 Built: 1958 Tax: $1,794 (2025)Community: Florence VillaSpa: NoSingle Family
Taxes:$1,794
Remarks: LOOKING FOR THAT AMAZING HOME? Discover it in this fully renovated 3-bedroom, 2-bathroom beauty featuring a NEW roof (2025), NEW A/C unit (2026), NEW water heater (2025), and NEW electrical service panel (2026)—perfectly positioned just opposite Jewett Middle Academy. Enjoy your morning coffee on the radiant front porch before stepping into a bright and welcoming interior where the living room and kitchen greet you the moment you enter. The home is complemented by new vinyl flooring throughout and a cozy rug in the primary closet. The kitchen shines with a fresh, modern update, showcasing brand-new appliances, new cabinetry, and sleek quartz countertops. Whether you’re hosting guests or enjoying a quiet evening, the living room serves as the perfect centerpiece for everyday living. The primary suite offers a serene escape, highlighted by a fully remodeled ensuite bathroom and a spacious walk-in closet. The Fenced backyard is perfect for gatherings and outdoor enjoyment, with the added convenience of being close to shopping, schools, dining, and Winter Haven Hospital. Don’t miss this opportunity to own your happy place. Schedule your showing today
Listing is courtesy of: SUNSHINE LIFE REALTY LLC (321-229-0627)
Listing Agent: Sarita Khan (407-385-2077)
109 REBECCA DR NE, WINTER HAVEN, FL 33881
$239,500221 Days on yellowkey MLS ID: L4957719
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1993 Tax: $510 (2024)Community: Saxon-Myers Rep Ph 02Single Family
Taxes:$510
Tax Year: 2024
Remarks: Virtually Staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.
1496 33RD ST NW, WINTER HAVEN, FL 33881
$99,90018 Days on yellowkey MLS ID: TB8523172
1 Days Off yellowkey (back on 7/9/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1941 Tax: $1,496 (2025)Community: InwoodSingle Family
Taxes:$1,496
Remarks: Under contract-accepting backup offers. Calling all investors, flippers, landlords, and buyers looking for an affordable property with room to add value. Home was previously rented at $1150 in the current condition and could easily bring in $1500 with completed renovations. NO SIGHT UNSEEN OFFERS!!! Situated on a generously sized lot shaded by mature trees, this charming bungalow-style home is full of potential and ready for its next chapter. As you arrive, you'll appreciate the spacious lot, long driveway, and inviting covered front porch that adds to the home's timeless appeal. A major improvement has already been completed with a newer roof installed in 2026 featuring hurricane clips, along with a newer water heater, which may help reduce homeowners insurance costs. The seller is also including two brand-new window A/C units (see photos). Inside, you'll find a functional layout featuring a living area, eat-in kitchen, two bedrooms, and one bathroom. The home offers a solid foundation for renovations and personal touches, providing an excellent opportunity to create value and maximize its potential. The home will require a new kitchen , bath, flooring, and cosmetic work. One of the property's standout features is the expansive backyard, offering plenty of room for gardening, entertaining, pets, storage, or future improvements. Large lots like this are becoming increasingly difficult to find at this price point. The lot is also mostly fenced. The property is being sold as-is and will require repairs and updates. Buyers are encouraged to independently verify the condition and functionality of all appliances and systems. If you're searching for an affordable property with a large yard, key capital improvements already completed, and excellent upside potential Conveniently located just minutes from Winter Haven's Chain of Lakes, shopping, restaurants, medical facilities, parks, downtown Winter Haven, and major transportation routes, this property provides easy access to everything Central Florida has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (813-289-1712)
Listing Agent: Christopher Copenhaver (813-786-9224)
1910 NW 26TH STREET, WINTER HAVEN, FL 33881
$275,00061 Days on yellowkey MLS ID: L4961863
INCREASED by $110,500 (67.2%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1780 Built: 1954 Tax: $3,448 (2025)Community: InwoodSingle Family
Taxes:$3,448
Remarks: Recently refreshed home in Central Florida featuring luxury vinyl flooring, fresh interior paint, redesigned kitchen and bathrooms, a spacious backyard, and a single-car garage. This property offers a great opportunity for those looking to transition toward homeownership with flexible options available. Conveniently located and ideal for buyers looking for space, updates, and long-term potential. Contact for additional details and showing availability.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Chad Lindsey (863-660-7837)
448 ITUNA CIR, WINTER HAVEN, FL 33881
$308,90031 Days on yellowkey MLS ID: L4962701
REDUCED by $10,000 (3.1%) on 07/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1744 Built: 2026Monthly Fee: $50Community: Harbor At Lake HenrySingle Family
Taxes:$0
Remarks: Brand-new, 3-bedroom home for sale! Say hello to life in the Sophia, featuring an open living area with luxury vinyl plank flooring, under an airy volume ceiling! Unwind in your spacious owner's suite complete with a private en-suite bath including a decorative tiled shower, dual vanities, a convenient linen closet, and a walk-in wardrobe! 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: Beautiful, open kitchen with: A counter-height island Quartz countertops 36-in. shaker-styler cabinets with crown moulding and decorative knobs/pulls Stainless steel undermount sink with a pull-down faucet Walk-in pantry Samsung stainless steel appliances: 5-burner smooth-top electric range with wi-fi smart controls Fingerprint-resistant microwave with ventilation system ENERGY STAR® quiet-operation dishwasher ENERGY STAR® side-by-side refrigerator Low-maintenance luxury vinyl plank flooring throughout the living areas, kitchen, laundry room and all bathrooms Mohawk stain-resistant carpet in all 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 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.
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
3749 FIELDSTONE CIR, WINTER HAVEN, FL 33881
$469,90021 Days on yellowkey MLS ID: L4962714
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2588 Built: 2017Monthly Fee: $36 Tax: $4,335 (2025)Community: Country Club EstatesSingle Family
Taxes:$4,335
Remarks: Your perfect home with a Poolside Paradise Awaits! This stunning five-bedroom, three-bathroom home boasts an inviting screened-in pool area, perfect for relaxation and entertainment. Nestled in a prime location with convenient access to Highway 27, this residence offers an exceptional living experience that blends elegance and practicality. As you step through the impressive double door entry, you’ll be greeted by an expansive open floor plan that invites you to explore. The luxury vinyl plank flooring flows seamlessly throughout the main living areas, while plush carpeting in the bedrooms and sleek tile in the bathrooms add just the right touch of warmth and style. High ceilings adorned with double crown molding elevate the ambiance, making each room feel spacious and airy. A formal dining room and living room provide elegant spaces for entertaining, while the eat in kitchen offers a cozy spot for casual meals. The thoughtful split bedroom plan, provides both privacy and convenience. At the heart of this home lies a large open kitchen that’s sure to delight both casual cooks and culinary aficionados alike. Featuring beautiful granite countertops and a massive island that comfortably seats six, this kitchen is perfect for entertaining friends and family. The sleek black stainless appliances add a modern flair, ensuring both functionality and style. The primary bedroom is a true retreat, flooded with natural light from its abundant windows and featuring sliding glass doors that lead you directly to the covered deck and your gorgeous pool area. The en suite bathroom is a sanctuary of relaxation, boasting a luxurious garden tub, a stand-up shower, and a walk-in closet equipped with thoughtful built-ins for all your organizational needs. Step outside, and you'll discover your private paradise! The screened pool area is a stunning highlight of this home, featuring a serene water feature fountain and a built-in table with stools under a charming tiki umbrella ideal for sunny afternoons and casual gatherings. The saltwater pool is heated for year-round enjoyment and includes a safety child fence for peace of mind. As the sun sets, the marine-grade privacy curtains and LED lighting create an enchanting atmosphere for evening swims and entertaining. Additionally, the back patio is thoughtfully plumbed and wired for an outdoor kitchen, making it an ideal spot for summer barbecues and family gatherings. The entire backyard is securely enclosed with a durable vinyl fence, ensuring privacy and a safe space for little ones and furry friends to play. Adding even more value, the property includes a dedicated irrigation meter for the lawn, allowing the irrigation system and exterior water hose conveniently located beside the water softener to operate without sewer charges from the city. In addition to its many impressive features, this home is equipped with solar panels, offering an eco-friendly energy solution that can significantly reduce your utility costs. The current lease is assumable, with a monthly payment of just $145 and an approximate balance of $20,000. This means you can enjoy the benefits of renewable energy without the upfront costs typically associated with solar installations. It's a fantastic opportunity to embrace sustainability while potentially lowering your monthly expenses—an ideal complement to this already remarkable home! This property is an ideal blend of comfort, modern upgrades and outdoor living, making it a must see!
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