Location: Winter Haven
Do Not Show Listings
1042 MICHELANGELO LN, WINTER HAVEN, FL 33884
$2,60023 Days on yellowkey MLS ID: S5149443
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2386 Built: 2022Community: Estates/Lk FlorenceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year:
Middle School: Denison Middle
Remarks: Like New Home in Haines City offers, two-story layout with four bedrooms and 2.5 bathrooms. The open, spacious floor plan includes a loft and a bonus room that can adapt to your needs, while the kitchen features granite countertops, a central island, and stainless steel appliances open to family room. All bedrooms are on 2nd floor for added privacy. A large fenced-in yard provides outdoor privacy and usable space. Well-suited for modern living, this recently built home combines practical design and contemporary finishes in Winter Haven, FL.
Listing is courtesy of: ACKLEY FLORIDA PROPERTY MANAGEMENT INC (407-846-8846)
Listing Agent: Kristen Chowdhury (407-721-3829)
326 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$2,60085 Days on yellowkey MLS ID: S5144995
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2696 Built: 2021Community: Lucerne Park ReserveSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning two-story rental home located in the heart of Winter Haven! Built in 2021, this spacious 4-bedroom, 2.5-bath residence offers 2,696 sq. ft. of thoughtfully designed living space, combining modern comfort with everyday functionality. The open floor plan features a bright and inviting living area, perfect for relaxing or entertaining guests. The kitchen offers ample cabinetry and generous counter space — ideal for meal prep, hosting, and daily living. Upstairs, you’ll find generously sized bedrooms that provide comfort and privacy for the entire household. Enjoy added peace of mind with a recently repaired roof and the benefit of newer construction. Perfectly situated with convenient access to the best of Winter Haven, including shopping, dining, schools, and major roadways. Now available for lease — don’t miss the opportunity to make this beautiful property your next home. Schedule your private showing today.
Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)
Listing Agent: David Gonzalez Martell, Pa (407-760-0792)
521 REGGIE RD, WINTER HAVEN, FL 33884
$2,60067 Days on yellowkey MLS ID: L4960535
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveSingle Family
Elementary School: Chain O Lakes Elem
Middle School: McLaughlin Academy Of Excellence
Remarks: Rent a home and have an extra area for your friends or family to live while visiting . This near new !! 4 bedroom 3 bathroom Lennar Next Gen home available for lease in Peace Creek Reserve in Winter Haven. This layout features a private mother in law suite with its own entrance, living area, kitchenette, bedroom, and full bath, ideal for multigenerational living or added privacy. Main home offers an open concept floor plan with a large living area, modern kitchen with island, and separate dining space. Primary suite includes a walk in closet and private bath with dual sinks and walk in shower. Secondary bedrooms are well sized with a shared full bath. Interior features includes tile in main living areas, carpet in bedrooms, and tile in all wet areas. Laundry room included. Attached 2 car garage. Move in ready. Schedule your showing today.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Michael Hochadel (863-604-0018)
WINTER HAVEN, FL 33880
$2,5005 Days on yellowkey MLS ID: O6410714
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1345 Built: 2022Community: Village/Crystal BeachSingle Family
Elementary School: Garden Grove Elem
Middle School: Westwood Middle
Remarks: Beautiful 3-bedroom, 2-bath home available for rent in Winter Haven! This well-maintained property features a spacious open-concept layout with the living and dining areas seamlessly connected to the kitchen, creating the perfect space for everyday living and entertaining. Enjoy a large backyard with plenty of room for outdoor activities, family gatherings, or simply relaxing. Conveniently located near shopping, dining, schools, and major roadways. Rent is $2,500/month unfurnished or $2,800/month furnished. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Mirna Hernandez (877-366-2213)
509 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880
$1,8535 Days on yellowkey MLS ID: TB8512014
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1604 Built: 2021Community: Kensington ViewSingle Family
Elementary School: Eagle Lake Elem
High School: Lake Region High
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
$2,10023 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
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
$1,9987 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 Agent: Anna Shi (407-216-1215)
$1,8998 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
$2,1198 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!
2014 10TH ST NW, WINTER HAVEN, FL 33881
$1,6008 Days on yellowkey MLS ID: O6410263
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1038 Built: 1953Community: Villa ManorSingle Family
Remarks: Step into this renovated farmhouse charm : 2-bedroom, 2-bathroom home, nestled on a spacious lot in the established Villa Manor neighborhood. NO HOA This move-in-ready residence presents luxury finishes, laminate flooring throughout, a sleek new kitchen with updated cabinets, carrara quarts countertops, and stainless steel appliances, and a freshly tiled bathroom with contemporary finishes. Fresh interior and exterior paint, and upgraded lighting fixtures. Roof 2020 - - Repipe 2025 - The large backyard offers plenty of space for outdoor living or future expansion. Located minutes from local schools, parks, and downtown Winter Haven’s shops and restaurants.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
295 LAKE SMART CIR, WINTER HAVEN, FL 33881
$2,1008 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
$1,8008 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)
680 GROVE ST, WINTER HAVEN, FL 33881
$2,1008 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)
1228 HAINES DR, WINTER HAVEN, FL 33881
$1,99532 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)
942 CATTLEMAN ST, WINTER HAVEN, FL 33881
$2,200129 Days on yellowkey MLS ID: S5142251
REDUCED by $100 (4.3%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 2023Single Family
Remarks: Gorgeous 3BR/2BA Home - AVAILABLE FOR APRIL Looking for a hassle-free rental? This beautifully furnished 3-bedroom, 2-bathroom home in Winter Haven is move-in ready! Just unpack and start living. Features You\'ll Love: -Modern Kitchen - Stainless steel appliances & tons of counter space. -Washer & Dryer In-Unit - Laundry made easy. -Attached Garage - Convenient parking & extra storage. -Fantastic Location - Close to Legoland, shopping & dining! $2,300/month | 12-month lease | Utilities separate Pets? Ask for details This won\'t last long! Message now to schedule a tour!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuel Paredes (407-840-2272)
2066 KATIE CT, WINTER HAVEN, FL 33884
$2,05546 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
$2,05047 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
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
$2,30010 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
$2,25080 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
$2,40010 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)
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