47,530

Winter Haven, FL Homes

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  • /70

    $779,000

    • 4 Beds
    • 2.5 Baths
    • 2,549 Sq Ft

    2414 Gerber Dairy Rd, Winter Haven, FL 33880

    Enjoy peaceful country living on just under 5 acres with this 4-bedroom, 2.5-bath home in Winter Haven. Offering 2,549 sq ft, the split floor plan includes a spacious kitchen with breakfast nook, bar seating, and pantry, a family room with wood-burning fireplace, and a formal dining room. The primary suite features dual vanities, walk-in shower, soaking tub, and walk-in closet, while additional

    Jon Crow LPT REALTY, LLC

    2414 Gerber Dairy Rd, Winter Haven, FL 33880
  • /25

    $2,200 per month

    • 4 Beds
    • 2.5 Baths
    • 1,874 Sq Ft
    • House for Rent

    1926 Sarah St, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Move into this beautiful 4-bedroom, 2.5-bath home located in the peaceful and family-friendly Peace Creek Reserve community. Enjoy an open floor plan, modern kitchen, spacious owner's suite, upstairs loft, and 2-car garage. Community Amenities: Swimming pool Playground Scenic natural surroundingsClose to Hwy 27,

    Rhansel Acevedo Rodriguez EXP REALTY LLC

    1926 Sarah St, Winter Haven, FL 33884
  • /2

    $975,000 Sold Aug 14, 2025

    • 4,021 Sq Ft
    • $242/SF
    • 14 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2018

    1836 Woodpointe Dr, Winter Haven, FL 33884

    Tucked inside one of Winter Haven’s most sought-after gated communities, this custom-built lakefront estate on the sparkling, spring-fed Lake Daisy is the ultimate expression of lakeside luxury. Spanning over half an acre, this 2018 modern masterpiece effortlessly blends clean architectural lines with the warmth of modern pastoral design—crafted for those who crave elegance, privacy, and the

    Kayly Malinas JOHN WOOD REALTY, INC.

    1836 Woodpointe Dr, Winter Haven, FL 33884
    • /57

      Est $352,538 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,035 Sq Ft

      1599 Lemon Ave, Winter Haven, FL 33881

      1599 Lemon Ave, Winter Haven, FL 33881
  • /6

    $195,000

    • 3 Beds
    • 1 Bath
    • 1,076 Sq Ft

    1450 35th St NW, Winter Haven, FL 33881

    House in Winter Haven, Florida, with three bedrooms, one bathroom, and a laundry room. Recently renovated, cozy, and close to main routes, schools, and shopping. Just 30 minutes from Disney theme parks, Legoland, and much more. Excellent for investors and for your forever home.

    Josefina Carbon LA ROSA REALTY KISSIMMEE

    1450 35th St NW, Winter Haven, FL 33881
  • /16

    $1,720 per month

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft
    • House for Rent

    108 Lantern Ln, Winter Haven, FL 33884

    Sign a lease today and get half off second month rent free! Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or

    108 Lantern Ln, Winter Haven, FL 33884
  • /2

    $450,000 Sold Aug 14, 2025

    • 2,589 Sq Ft
    • $174/SF
    • 9 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1995

    1102 Berkley Ln, Winter Haven, FL 33880

    Versatile & Renovated Winter Haven Residence with Detached Mother-in-Law Suite on Over Half an Acre!Welcome to this beautifully updated and multifunctional 5-bedroom, 3-bathroom residence located in the heart of Winter Haven. Blending comfort, style, and practicality, this property is ideal for those seeking flexible living spaces and ample room to spread out—indoors and out.The

    Sejida Self OPULENT REALTY INTERNATIONAL

    1102 Berkley Ln, Winter Haven, FL 33880
    • /46

      Est $280,579 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,604 Sq Ft

      6263 Red Herring Dr, Winter Haven, FL 33881

      6263 Red Herring Dr, Winter Haven, FL 33881
  • /63

    $550,000

    • 3 Beds
    • 2 Baths
    • 2,006 Sq Ft

    1818 6th St SE, Winter Haven, FL 33880

    ***FULLY RENOVATED***Discover the perfect blend of modern upgrades and timeless charm in this beautifully updated 3-bedroom, 2-bathroom home.This beautiful house has now 2 extra bedrooms after renovations with the total 5 bedrooms, new kitchen, new living room, new floor, new bathrooms and the best new backyard in the city. Nestled between Orlando and Tampa with no HOA or CDD, this property

    Erika Pinto GARCIA REALTY GROUP

    1818 6th St SE, Winter Haven, FL 33880
  • /37

    $1,875 per month

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft
    • House for Rent

    4907 Summerfield Cir, Winter Haven, FL 33881

    Welcome to your new home at 4907 Summerfield Circle Winter Haven, FL 33881!Walk into this 3 bed 2 bath charming home and the first thing you'll notice is the abundance of natural light shining into the kitchen-to-family room combo. The kitchen offers ease & accessibility with all the major appliances including a dishwasher. The master suite is a dream come true with all the storage space

    Marilyn Kuczynski FLORIDA HOMES SALES & MANAGEMENT LLC

    4907 Summerfield Cir, Winter Haven, FL 33881
  • /2

    $110,000 Sold Aug 14, 2025

    • 974 Sq Ft
    • $113/SF
    • 52 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    803 26th St NW, Winter Haven, FL 33881

    UPDATED PHOTOS. Investor Special. 3/2 located in NW Winter Haven. Home needs some work but can be a great fix and flip or rental property.

    Trey Turner III HOT FLORIDA REAL ESTATE

    803 26th St NW, Winter Haven, FL 33881
    • /22

      Est $279,065 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,673 Sq Ft

      1418 Salisbury Dr, Winter Haven, FL 33881

      1418 Salisbury Dr, Winter Haven, FL 33881
  • /22

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    3832 Giorgio Dr, Winter Haven, FL 33884

    Immaculate, move in ready, 3bedroom/2 bath home. All appliances included with home. Blinds/curtains included. Open Floorplan great for Family get togethers. Neighborhood has 2 community pools, Clubhouse and playgrounds for your family ready to use. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include

    Alfredo Lopez FIERCE REALTY

    3832 Giorgio Dr, Winter Haven, FL 33884
  • /14

    $1,175 per month

    • 2 Beds
    • 1 Bath
    • 860 Sq Ft
    • Condo for Rent

    3072 St Paul Dr, Winter Haven, FL 33880

    Property Id: 1107This pleasant 2 bed, 1 bath apartment with a convenient location has 3 great neighbors in a 4 plex. There is parking for two cars in front of apartment. Apartment has a refrigerator and stove, with laundry hook ups for washer and dryer. Come see 3072 St. Paul Drive Winter Haven, 33880. Walking distance to CVS Pharmacy, Mid Florida Credit Union Bank, RedBox, Subway,

    3072 St Paul Dr, Winter Haven, FL 33880
  • /16

    $293,890 Sold Aug 13, 2025

    • 2,112 Sq Ft
    • $139/SF
    • 5 Beds
    • 2 Baths
    • Built 2025

    1946 Sarah St, Winter Haven, FL 33884

    The first floor of this new two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom.

    Lennar

    1946 Sarah St, Winter Haven, FL 33884
    • /17

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,644 Sq Ft

      309 Temple Ct, Winter Haven, FL 33880

      309 Temple Ct, Winter Haven, FL 33880
  • /68

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 1,766 Sq Ft

    1380 Lucerne Loop Rd NE, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Amazing Lakefront Opportunity on Lake Lucerne! This beautifully updated 1959 charmer is perfectly situated on over half an acre of stunning lakefront property. This 3-bedroom, 1.5 bathroom home blends classic character with modern upgrades throughout. Enjoy natural light streaming through the spacious living and family rooms, creating a warm and

    Harold Baker KELLER WILLIAMS REALTY SMART 1

    1380 Lucerne Loop Rd NE, Winter Haven, FL 33881
  • /11

    $1,750 per month

    • 4 Beds
    • 3 Baths
    • 1,908 Sq Ft
    • House for Rent

    9 Mays Rd, Winter Haven, FL 33880

    This is in the country 1/2 way between Winter Haven and Bartow just off Spirit Lake Road. Near Bartow Airport. This is a large corner lot (1/2 acre) with lots of trees that have recently been trimmed. The home has recently been freshly painted. This home offers a split floor plan making it idea for family members a mother or father or older child as one of the additional bedrooms has a bathroom

    William Beasley STAR REALTY OF WINTER HAVEN

    9 Mays Rd, Winter Haven, FL 33880
  • /29

    $325,990 Sold Aug 13, 2025

    • 2,447 Sq Ft
    • $133/SF
    • 5 Beds
    • 3 Baths
    • Built 2025

    4944 Kaia Ave, Winter Haven, FL 33884

    The property is located at 4944 Kaia Avenue WINTER HAVEN FL 33884 priced at 325990, the square foot and stories are 2447, 2.The number of bath is 3, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton

    4944 Kaia Ave, Winter Haven, FL 33884
    • /59

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,053 Sq Ft

      6641 Westchester Dr NE, Winter Haven, FL 33881

      6641 Westchester Dr NE, Winter Haven, FL 33881
  • /31

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft

    701 Reflections Dr, Winter Haven, FL 33884

    Experience the perfect blend of comfort and style in this stunning 3-bedroom, 2-bathroom home, nestled in the sought-after Reflections East community—just minutes from LEGOLAND! Move-in ready with modern updates, this home features a newer roof (2019), some newer windows (2020), and a newer air conditioner (2022) for worry-free living. Designed for effortless everyday life, it offers a warm and

    Hailey Cornell WATERS REAL ESTATE GROUP

    701 Reflections Dr, Winter Haven, FL 33884
  • /19

    $1,929 per month

    • 4 Beds
    • 2 Baths
    • 2,237 Sq Ft
    • House for Rent

    3013 Whispering Trails Dr, Winter Haven, FL 33884

    Featuring a sparkling community pool!Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 2,237 square feet, this

    3013 Whispering Trails Dr, Winter Haven, FL 33884
  • /24

    $332,990 Sold Aug 13, 2025

    • 1,761 Sq Ft
    • $189/SF
    • 3 Beds
    • 2 Baths
    • Built 2025

    3450 Evening Star Dr, Winter Haven, FL 33881

    Entering from the front porch, you step into the foyer, where two bedrooms greet you at the front of the home—each featuring a walk-in closet and sharing a full bath. As you continue down the hallway, you'll pass a coat closet, the laundry room, and access to the two-car garage. The layout then opens into the kitchen, family room, and dining area, creating a welcoming space for everyday living. A

    Starlight Homes

    3450 Evening Star Dr, Winter Haven, FL 33881
    • /17

      Est $306,808 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,847 Sq Ft

      129 Waterside Cir, Winter Haven, FL 33880

      129 Waterside Cir, Winter Haven, FL 33880
  • /29

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft

    1883 Galloway Terrace, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to this charming, well-maintained home in the desirable gated community of Buckeye Trace in Winter Haven, Florida! This 3-bedroom, 2-bathroom home offers an open floor plan with high ceilings and tile floors in the main living areas. The stylish kitchen features a functional island with extra counter space for meal prep and plenty of room

    Nankumar Seelall HOMESMART

    1883 Galloway Terrace, Winter Haven, FL 33881
  • /11

    $2,125 per month

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft
    • House for Rent

    146 Eloise Oaks Dr, Winter Haven, FL 33884

    Charming Home in cozy community! This 4 bedroom, 2 bath, one story home with a two-car garage located in Eloise Oaks. This spacious home has a semi- open kitchen and family room, that look out to the backyard. The kitchen features a breakfast bar looking into living room, breakfast nook, dark cabinets and light countertops. It also features tile in living area and carpet in bedrooms. The master

    Ronald Gentile ORLANDO REO PROF I INC

    146 Eloise Oaks Dr, Winter Haven, FL 33884
  • /19

    $339,990 Sold Aug 13, 2025

    • 1,909 Sq Ft
    • $178/SF
    • 4 Beds
    • 2 Baths
    • Built 2025

    3494 Evening Star Dr, Winter Haven, FL 33881

    As you enter the home from the extended front porch, you’re welcomed into the foyer, where two bedrooms sit at the front of the home and share a full bath. Continuing down the hall, you'll find an additional bedroom and a conveniently located laundry room nearby. The heart of the home opens into the kitchen, seamlessly connected to the family room and dining area, creating an inviting space for

    Starlight Homes

    3494 Evening Star Dr, Winter Haven, FL 33881
    • /52

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,274 Sq Ft

      6681 Briarhill Dr NE, Winter Haven, FL 33881

      6681 Briarhill Dr NE, Winter Haven, FL 33881
  • /28

    $115,000

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1521 Aberdeen Ln Unit 193, Winter Haven, FL 33881

    2 Bedrooms + Den | 2 Bathrooms | 1,344 sq ft | $115,000 Fantastic Home on the Fairway Four Lakes Golf Club Lot 193 offers the perfect blend of luxury and comfort in this stunning 1,344-square-foot manufactured home. Wake up each morning to fairway views from your private lanai - the perfect spot for your morning coffee or evening sunset. The home comes partially furnished, so you can move

    Cheryl Dobbs CRF Communities

    1521 Aberdeen Ln Unit 193, Winter Haven, FL 33881
  • /16

    $2,209 per month

    • 4 Beds
    • 2 Baths
    • 2,829 Sq Ft
    • House for Rent

    2753 Rochelle Dr, Winter Haven, FL 33881

    This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 2,829 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your

    2753 Rochelle Dr, Winter Haven, FL 33881
  • /2

    $45,000 Sold Aug 13, 2025

    • 594 Sq Ft
    • $76/SF
    • 12 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1965

    216 Varnadoe Rd, Winter Haven, FL 33880

    Affordable Fixer-Upper with Extra Space – 216 Varnadoe Rd, Winter Haven, FLHere’s your chance to own a 2-bedroom, 1-bathroom home in the heart of Winter Haven—offered at an unbeatable price. Whether you’re an investor looking for your next project or a buyer ready to bring your vision to life, this property is packed with potential.The home sits on a generously sized lot and

    David Fleming BHHS FLORIDA PROPERTIES GROUP

    216 Varnadoe Rd, Winter Haven, FL 33880
    • /10

      Est $227,313 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,290 Sq Ft

      126 2nd Jpv St Unit JPV, Winter Haven, FL 33880

      126 2nd Jpv St Unit JPV, Winter Haven, FL 33880
  • /27

    $125,000

    • 2 Beds
    • 2 Baths
    • 1,288 Sq Ft

    1765 Glen Abby Ln Unit 738, Winter Haven, FL 33881

    2 Bedroom | 2 Bath | 1,288 sq ft | $125,000 Welcome Home to Four Lakes Golf Club Lot 738! Situated on a large corner lot in the heart of Four Lakes Golf Club, this 1,288 sq ft home feels spacious and inviting. Priced at just $125,000, this well- cared-for, brand-new listing is turn-key and ready for you to move in! The two bedrooms are separated byt the large living room, which connects

    Cheryl Dobbs CRF Communities

    1765 Glen Abby Ln Unit 738, Winter Haven, FL 33881
  • /17

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • House for Rent

    2049 Whispering Trails Blvd, Winter Haven, FL 33884

    Nice single-family home with 3 beds and 2 baths for rent in Winter Haven, open floor plan ready to move in, Washer and Dryer included.Don't miss out on the opportunity to make this beautiful unit your new home. Contact us today to schedule a showing!FCG REALTY residents are enrolled in the Resident Benefits Package (RBP) which includes a convenient option for renters insurance, HVAC

    Amber Madera FCG REALTY

    2049 Whispering Trails Blvd, Winter Haven, FL 33884
  • /2

    $215,000 Sold Aug 13, 2025

    • 832 Sq Ft
    • $258/SF
    • 12 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1923

    423 Avenue H SE, Winter Haven, FL 33880

    Owner Financing Available! Welcome to 423 Avenue H SE — a beautifully updated 2-bedroom, 1-bathroom home located in the heart of Winter Haven. Just minutes from vibrant Downtown Winter Haven and the popular Cypress Gardens Boulevard, this home offers a perfect mix of character, convenience, and opportunity. Step inside to find original wood flooring that brings timeless charm, complemented by a

    Jason Stone BHHS FLORIDA PROPERTIES GROUP

    423 Avenue H SE, Winter Haven, FL 33880
    • /42

      Est $237,398 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,391 Sq Ft

      1572 Vienna Square Dr, Winter Haven, FL 33884

      1572 Vienna Square Dr, Winter Haven, FL 33884
  • /32

    $259,900

    • 4 Beds
    • 3 Baths
    • 2,001 Sq Ft

    1324 3rd St NE, Winter Haven, FL 33881

    Welcome! This 4-bedroom, 3-bathroom home offers a comfortable single-level design with an efficient layout that maximizes functionality, providing a versatile floor plan for everyday life. Recent major upgrades include fresh interior and exterior paint, all new flooring, and a serviced HVAC System. Its cozy covered front porch creates a welcoming entrance and comfortable outdoor space to relax,

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    1324 3rd St NE, Winter Haven, FL 33881
  • /18

    $1,939 per month

    • 4 Beds
    • 2 Baths
    • 1,643 Sq Ft
    • House for Rent

    194 Lake Thomas Dr, Winter Haven, FL 33880

    This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 1,643 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your

    194 Lake Thomas Dr, Winter Haven, FL 33880
  • /2

    $274,000 Sold Aug 13, 2025

    • 1,768 Sq Ft
    • $155/SF
    • 126 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2018

    325 St Georges Cir, Eagle Lake, FL 33839

    Charm and curb appeal abound for this Eagle Lake home! Step inside into the inviting foyer and into the well-appointed living room, which sits at the center of the home. The kitchen features a four-piece appliance package, hard surface countertops, a pantry, and ample storage. Rounding out this ranch style floorplan is the home's laundry room, the primary suite, and three secondary bedrooms.

    Blake Keathley EVERYSTATE INC.

    325 St Georges Cir, Eagle Lake, FL 33839
    • /9

      Est $267,506 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,322 Sq Ft

      Unlisted Address

      Unlisted Address

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