Location: Winter Haven
Do Not Show Listings
509 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880
$1,8537 Days on yellowkey MLS ID: TB8512014
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1604 Built: 2021Community: Kensington ViewSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Eagle Lake Elem
High School: Lake Region High
Tax Year:
Middle School: Westwood Middle
Remarks: Beautiful 3 Bedroom home welcomes you with spacious, sunlit retreats for restful nights. 2 Bathrooms: Convenience for all with two well-appointed baths. Walk-In Closet: A roomy haven for your wardrobe and accessories. Open Floor Plan: Seamless living, dining, and kitchen spaces for gatherings. Pets Welcome: Furry friends thrive in the pet-friendly backyard.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Kevin Watson (813-777-3586)
460 MCKENNA DR, WINTER HAVEN, FL 33881
$2,10025 Days on yellowkey MLS ID: R4911228
0 Days Off yellowkey (back on 5/25/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 2021Community: Lucerne Park ReserveSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in one of Winter Haven’s most convenient and desirable locations! Designed with both comfort and style in mind, this spacious open-concept floor plan is perfect for entertaining, family gatherings, and everyday living. The bright and airy interior features abundant natural light, a modern kitchen with granite countertops, ample cabinetry, and generous prep space, along with matching granite finishes in the bathrooms for a polished touch throughout. The expansive living and dining areas flow seamlessly into the enclosed rear patio — an ideal space to relax, entertain guests, or enjoy Florida living year-round. Enjoy the added benefit of solar panels, helping reduce monthly electric costs while providing energy-efficient living. Community amenities include a sparkling pool, playground, and recreation areas for residents to enjoy. Ideally located just minutes from grocery stores, restaurants, shopping, hospitals, parks, and world-famous theme parks, this home offers the perfect combination of convenience, comfort, and lifestyle. Don’t miss this opportunity to lease a spacious, energy-efficient home in the heart of Winter Haven!
Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV (407-207-2220)
Listing Agent: Carolina Estevez (407-595-4343)
1993 SARAH ST, WINTER HAVEN, FL 33884
$1,9989 Days on yellowkey MLS ID: O6410479
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 2025Community: Peace Crk ReserveSingle Family
Remarks: Welcome to this spacious, modern 4-bedroom, 2-bathroom one-story home in the sought-after Peace Creek Reserve community! Perfectly positioned near Hwy 27, this prime location offers quick access to Legoland, Downtown Winter Haven & Lake Wales, shopping, dining, and the stunning Chain of Lakes—ideal for boating, fishing, and outdoor adventures. Step inside and spoil yourself with the upscale Bloom floor plan, designed for effortless living and entertaining. The open-concept layout features a gorgeous kitchen with a center island, solid surface countertops, and brand-new stainless steel appliances, seamlessly flowing into a cozy café space and a bright, airy family room. Host gatherings with ease or unwind in your private owner’s suite, complete with a serene bedroom, a spa-like bathroom, and a roomy walk-in closet. Three additional bedrooms and a sleek second bathroom provide ample space for family or guests. Everything is included – from the oversized tile flooring in wet areas to the low-maintenance finishes that blend style and practicality. Step outside to your huge backyard, a blank canvas for gardening, play, or future upgrades. Peace Creek Reserve has a tranquil, nature-inspired lifestyle with amenities like a resort-style pool, playground, and scenic walking trails along a peaceful creek. Enjoy the charm of a safe, tight-knit community with the convenience of city living. Winter Haven’s bike paths, lakeside parks, and vibrant downtown ensure there’s always something to explore. This home combines modern luxury with small-town warmth. Don’t miss your chance to live in one of Winter Haven’s most desirable neighborhoods.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Anna Shi (407-216-1215)
669 AVENUE B NW #10, WINTER HAVEN, FL 33881
$1,2959 Days on yellowkey MLS ID: P4938794
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1925Spa: NoApartment
Remarks: Discover the charm of historic Winter Haven in this newly renovated 1-bedroom, 1-bath apartment located just steps from beautiful Lake Howard and within walking distance to downtown Winter Haven. This updated unit blends classic character with modern touches, featuring built-in details, new countertops, updated appliances, a new vanity, and a newly renovated shower. The kitchen includes an electric range and refrigerator, and the home is cooled with AC window units. Water is included in the rent, and residents also enjoy 1 assigned parking space plus access to onsite coin laundry facilities. Enjoy lakeside living with nearby shopping, dining, parks, and downtown attractions all just minutes away. Contact us today to schedule your private showing!
Listing is courtesy of: HAINES AND HAVEN RESIDENTIAL (863-443-8845)
Listing Agent: Lucas Oliveira (407-538-2096)
WINTER HAVEN, FL 33880
$1,89910 Days on yellowkey MLS ID: TB8511692
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1961 Built: 1989Community: Whisper Lake 01Single Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,961 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Cathy Behe (689-244-9559)
WINTER HAVEN, FL 33884
$2,11910 Days on yellowkey MLS ID: TB8511683
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 1991Community: Cypresswood MdwsSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 2,136 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!
295 LAKE SMART CIR, WINTER HAVEN, FL 33881
$2,10010 Days on yellowkey MLS ID: L4962064
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1725 Built: 2021Community: Lake Smart PointeSingle Family
Remarks: 295 Lake Smart Circle in Winter Haven offers comfortable Florida living with scenic water views in a peaceful lakeside setting. This well-maintained 3-bedroom, 2-bath home features a spacious open floor plan with plenty of natural light, creating a warm and inviting atmosphere throughout. The kitchen offers ample cabinet and counter space and opens to the main living and dining areas, making it ideal for both everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy relaxing lake views from the front of the property and take advantage of the home’s convenient location near shopping, dining, schools, parks, and major roadways. Combining comfort, convenience, and beautiful surroundings, this home is a great opportunity to enjoy the best of Central Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Marquita Smith (863-289-3343)
1539 ROSELAWN ST SW, WINTER HAVEN, FL 33880
$1,80010 Days on yellowkey MLS ID: S5149633
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1147 Built: 1957Community: Tranquility Park 02 RepSingle Family
Remarks: Beautifully fully remodeled 3-bedroom, 2-bathroom home located at 1539 Roselawn, offering modern comfort and stylish living throughout. This residence features premium waterproof luxury vinyl flooring, a spacious and upgraded kitchen with elegant granite countertops, and stainless steel appliances. The home has been thoughtfully updated to provide both functionality and design, along with a reliable AC system updated in 2018 for added comfort and efficiency. Located in a desirable area with no HOA restrictions, this property offers flexibility and convenience. Ideal for tenants seeking a move-in ready home with quality finishes and modern upgrades. A true rental opportunity combining comfort, style, and value.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Ines Morales (863-738-8794)
310 FARNOL ST SW #3, WINTER HAVEN, FL 33880
$900140 Days on yellowkey MLS ID: P4937509
REDUCED by $50 (5.3%) on 05/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 456 Built: 1965Community: Hoffmans & Lake View Add RepApartment
Elementary School: Lake Shipp Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the energy and amenities of downtown Winter Haven.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
680 GROVE ST, WINTER HAVEN, FL 33881
$2,10010 Days on yellowkey MLS ID: S5150395
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 2023Community: Inman Grvs Ph 2Single Family
Remarks: Welcome to this beautiful newer construction home located in the desirable community of Inman Groves in Winter Haven. Built in 2023, this spacious 3-bedroom, 2-bath residence offers over 2,000 square feet of comfortable living space with a modern open-concept design perfect for everyday living and entertaining. The home features a bright and inviting layout with stylish finishes throughout, a spacious kitchen with modern appliances, built-in features, and a large living area filled with natural light. In addition to the bedrooms, the home also includes a versatile flex space perfect for a home office, playroom, formal dining area, gym, or additional sitting room. The primary suite offers plenty of space and privacy, while the additional bedrooms provide comfort and flexibility for family or guests. Enjoy the convenience of a 2-car garage, indoor laundry room with washer and dryer included, and a pet-friendly policy for small dogs and cats. Conveniently located near shopping, dining, schools, and major roadways with easy access throughout Central Florida. Available June 1st. Schedule your private showing today before it’s gone!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Vicky Torres Rodriguez (863-258-9439)
245 WINTER RIDGE BLVD, WINTER HAVEN, FL 33881
$1,55011 Days on yellowkey MLS ID: S5150403
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1992Community: Winter Ridge CondoHalf Duplex
Elementary School: Fred G. Garnier Elem
Remarks: One or more photo(s) has been virtually staged. Nestled in the peaceful Winter Ridge community, this beautifully renovated 2-bedroom, 2-bath END-UNIT condo villa offers comfort, convenience, and low-maintenance Florida living. Recent upgrades include a NEW ROOF (2024), TILE FLOORING THROUGHOUT. Tucked away toward the back of the community, this home provides added privacy and a serene setting. Inside, you’ll find a bright and open floor plan with spacious living and dining areas filled with natural light. The kitchen features ample cabinetry, generous counter space, and a breakfast bar perfect for casual dining. The primary suite includes a walk-in closet and private en-suite bathroom, while the second bedroom is ideal for guests, a home office, or flex space. Enjoy relaxing mornings and evenings on the private enclosed rear lanai overlooking mature landscaping. Washer and dryer are included for added convenience. Residents of Winter Ridge enjoy access to a community pool, scenic walking paths, and a private dock on Lake Smart, perfect for fishing and boating enthusiasts. Conveniently located near shopping, dining, golf courses, and downtown Winter Haven. Don’t miss this opportunity to enjoy the Florida lifestyle in a quiet lakeside community!
Listing is courtesy of: R&J REALTY AND PROPERTY MANAGEMENT LLC (407-729-3280)
Listing Agent: Jose Marrero Cruz (407-729-3280)
1228 HAINES DR, WINTER HAVEN, FL 33881
$1,99534 Days on yellowkey MLS ID: S5148202
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1431 Built: 2019Single Family
Remarks: This house have an open, spacious floor plan with a standout kitchen featuring stainless steel appliances and large pantry, flowing into an inviting "Great Room". The home is equipped with solar panels to assist with energy efficiency. Proximity to medical facilities, shopping, restaurants, and grocery stores, with easy access to US 27 and I-4. The community is noted for having a low HOA fee and no CDD.
Listing Agent: Hector Figueroa (939-241-0047)
955 6TH ST SE #5, WINTER HAVEN, FL 33880
$1,19040 Days on yellowkey MLS ID: S5148308
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 550 Built: 1954Community: Hackles AddApartment
Remarks: The renovated first-floor apartment features laminate floors throughout, beautiful kitchen cabinets, appliances include a stove, microwave, and refrigerator and Washer & Dryer It also features an A/C unit Hight efficiency, modern lighting lamps and blinds. Security cameras on property exteriors. Great location offering walking distance to the bus line, Winter Haven High School, municipal offices, restaurants, shopping areas, Hospitals, and a short drive distance to Sunny Beaches.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuel Paredes (407-840-2272)
2000 15TH CT NW #23, WINTER HAVEN, FL 33881
$1,39542 Days on yellowkey MLS ID: S5148225
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1973Community: Blount & Whitledge SubApartment
Remarks: Apartment For Rent - Move In Ready! MOVE IN SPECIALS: Free 1/2 Month Rent, waived Processing Fee and $250 Security Deposit based on approval. This second (2nd) floor unit comes with all stainless steel kitchen appliances, in unit washer/dryer, new tile backsplash, new countertops and tile flooring throughout. This unit is freshly painted and all fixtures have been replaced. Unit offers a view to the inground community pool. Laundry facilities located on site. Other amenities are currently being installed and will be available for tenant use such as Dog Park and picnic area. Property is located a short distance to your local Publix Super Market as well as to the Winter Haven Hospital, Short drive to Downtown Winter Haven and many more shopping centers and restaurants for your convenience.
2066 KATIE CT, WINTER HAVEN, FL 33884
$2,05548 Days on yellowkey MLS ID: P4938449
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1802 Built: 1983Community: Winterset North Ph 03Single Family
Remarks: 3/2 in Southeast Winter Haven near Legoland. Big porch, oversized garage. New Roof! Call owner Bob Jessee for showing info.
Listing is courtesy of: TOWN & COUNTRY REAL ESTATE (863-293-1141)
Listing Agent: Frank Vaughn (863-207-5746)
1734 CARNOSTIE RD, WINTER HAVEN, FL 33884
$2,05049 Days on yellowkey MLS ID: TB8497301
REDUCED by $50 (2.4%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1418 Built: 2023Community: Villamar Ph 3Single Family
Elementary School: Chain O Lakes Elem
Middle School: McLaughlin Academy Of Excellence
Remarks: Beautiful Comfortable home awaits your tenant and their family. This 3/2/2 has an open floor concept. The great room plan opens up to vaulted ceiling . The kitchen has is a comfy breakfast nook. The home also features a Gourmet Kitchen The beautiful master bedroom is a split plan. All bedrooms are comfortable sized. Carpet in all bedrooms and tiles in the wet area. This is a must see. Wont last long.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Hillorie Dias (813-417-9549)
2587 SAGE VALLEY WAY, WINTER HAVEN, FL 33884
$2,30012 Days on yellowkey MLS ID: O6409720
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 2024Community: Harmony/Lk Eloise Ph 2Spa: NoSingle Family
Remarks: Welcome to your dream home! This beautiful property offers 3 spacious bedrooms, 2 modern bathrooms, and is move-in ready with top-of-the-line finishes. Located in the desirable Winter Haven area, this home features appliances and smart home technology, offering you the convenience of a fully integrated, intelligent home system. Key Features: 3 Bedrooms – Generously sized for comfort. 2 Modern Bathrooms – Tastefully designed with contemporary finishes. Appliances included – energy-efficient models. Smart Home Technology. Don't miss the opportunity to rent this exceptional home! Perfect for those who appreciate modern living with smart features. Contact us today for a private viewing.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mardonia Gina (863-513-3056)
2371 BRASSIE CT, WINTER HAVEN, FL 33884
$2,25082 Days on yellowkey MLS ID: O6389720
REDUCED by $250 (10.0%) on 05/20/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2522 Built: 2022Community: Villamar Ph 3Single Family
Remarks: This stunning 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and scenic beauty. Located in the desirable VillaMar community, this spacious home features an open-concept layout ideal for family living and entertaining. Enjoy peaceful mornings with breathtaking pond views right in your backyard — your private retreat for relaxation and tranquility. The home also includes solar panels, helping you save on energy bills while living sustainably. With elegant finishes, a large kitchen, and plenty of natural light throughout, this home is move-in ready and waiting for its new owners. Features resort-style community amenities including a zero-entry swimming pool with a lap lane, a playground, a dog park and sidewalks.Conveniently located near shopping, restaurants, and top-rated schools — this is the lifestyle you’ve been looking for in Winter Haven!
Listing Agent: Karina Turcios (407-346-7606)
1662 TEAGAN LN, WINTER HAVEN, FL 33884
$2,40012 Days on yellowkey MLS ID: O6409324
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1432 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: Beautiful 3-bedroom, 2-bath home located in the desirable community of Winter Haven. This property features a spacious and bright floor plan with an open living and dining area, perfect for entertaining. The kitchen offers ample cabinet space and modern appliances. The primary suite includes a private bathroom and generous closet space. Enjoy a large backyard ideal for relaxing or outdoor gatherings. Conveniently located near shopping, restaurants, schools, and major highways. A wonderful opportunity to own or rent a charming home in a great location!
Listing is courtesy of: OPTIMAR INTERNATIONAL REALTY (305-944-0477)
Listing Agent: Cristina Lopez (786-346-3157)
5667 STRUTHERS CT, WINTER HAVEN, FL 33884
$1,35018 Days on yellowkey MLS ID: P4938716
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 775 Built: 1983Community: Lake Fox ShoresHalf Duplex
Elementary School: Garden Grove Elem
Remarks: Clean and cozy 2-bedroom, 1-bathroom duplex in southeast Winter Haven. Featuring wood laminate flooring in living areas and bedrooms, with ceramic tile flooring in the kitchen and bathroom. Kitchen equipped with newerKitchen cabinets and comes with range/oven, refrigerator, and washer/dryer hookups in utility closet. Both bedrooms of ample size with ceiling fans. Recently remodeled bathroom with tile tub/shower. Conveniently located near shopping, Walmart, Publix, Legoland, and quick access to HWY 27 for Orlando/Tampa.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: Carlee Marchetti (863-258-3338)
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