48,351

Winter Haven, FL Homes

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  • /20

    $349,999 Pending

    • 5 Beds
    • 3 Baths
    • 2,470 Sq Ft

    5544 Taverna Loop, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly

    Dale Human CASA FRESCA REALTY

    5544 Taverna Loop, Winter Haven, FL 33884
  • /22

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 1,078 Sq Ft
    • Apartment for Rent

    150 El Dorado Unit 208, Winter Haven, FL 33884

    Comfortable 1BR Apartment in Desirable 55+ Community, well-maintained one-bedroom, one-bath apartment located in a quiet and welcoming 55+ community. Features a functional floor plan with bright living and dining areas, a spacious bedroom with ample closet space, and a clean, well-appointed kitchen. Enjoy community amenities and a peaceful setting designed for active living. Conveniently located

    Elsa Gonzalez LPT REALTY, LLC

    150 El Dorado Unit 208, Winter Haven, FL 33884
  • /2

    $98,000 Sold Jul 30, 2025

    4201 Cedarwood Dr, Winter Haven, FL 33880

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1979

    Last Sold Summary

    • 25% Below List Price
    • $85/SF
    • 243 Days On Market

    Last Listing Agent Kathy Devor COLDWELL BANKER REALTY

    4201 Cedarwood Dr, Winter Haven, FL 33880
    • /34

      Est $324,125 Not Listed For Sale

      868 Buccaneer Blvd, Winter Haven, FL 33880

      • 3 Beds
      • 3 Baths
      • 2,190 Sq Ft
      • Built 2013
      868 Buccaneer Blvd, Winter Haven, FL 33880

      Last Sold Summary

      • 5% Above List Price
      • $142/SF
      • 257 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Brandy Duncan COLDWELL BANKER REALTY

  • /33

    $382,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,077 Sq Ft

    LAKESIDE Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Welcome to the Lakeside, one of our one-story floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Take your pick between two artfully designed exteriors. Inside this beautiful 5 bedroom, 3 bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202793, Winter Haven, FL 33880
  • /15

    $1,475 per month

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

    3222 Timberline Rd, Winter Haven, FL 33880

    Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently

    3222 Timberline Rd, Winter Haven, FL 33880
  • /2

    $150,000 Sold Jun 06, 2025

    23 Kendra Ct, Winter Haven, FL 33880

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft
    • Built 1984

    Last Sold Summary

    • 14% Below List Price
    • $144/SF
    • 35 Days On Market

    Current Estimated Value $152,117

    Last Listing Agent Tiffany Ellis COLDWELL BANKER REALTY

    23 Kendra Ct, Winter Haven, FL 33880
    • /28

      Not Listed For Sale

      Unlisted Address

      • 2 Beds
      • 2 Baths
      • 1,075 Sq Ft
      • Built 1987
      Unlisted Address

      Last Sold Summary

      • $102/SF
      • 76 Days On Market

      Last Sold Price $110,000

      Last Listing Agent Bob Hayes FLORIDA FIRST REALTY INC

  • /23

    $304,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,615 Sq Ft

    Magenta Plan at VillaMar, Winter Haven, FL 33884

    Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787202, Winter Haven, FL 33884
  • /17

    $1,770 per month

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • House for Rent

    1405 N Lake Shipp Dr SW, Winter Haven, FL 33880

    This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

    Daniel Reyes MAIN STREET RENEWAL LLC

    1405 N Lake Shipp Dr SW, Winter Haven, FL 33880
  • /2

    $510,000 Sold Feb 17, 2026

    1016 Biltmore Dr NW, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 2,641 Sq Ft
    • Built 1956

    Last Sold Summary

    • 14% Below List Price
    • $193/SF
    • 169 Days On Market

    Current Estimated Value $481,161

    Last Listing Agent Donna Fiore ENGEL & VOELKERS LAKELAND

    1016 Biltmore Dr NW, Winter Haven, FL 33881
    • /24

      Not Listed For Sale

      6328 Grove Pointe Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,485 Sq Ft
      • Built 2002
      6328 Grove Pointe Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • $128/SF
      • 64 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Nicole Ash BHHS FLORIDA PROPERTIES GROUP

  • /32

    $150,000

    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft

    404 Country Ln NE Unit 404, Winter Haven, FL 33881

    Welcome to 404 Country Lane NE, a thoughtfully updated first-floor condo offering comfort, convenience, and modern style in Winter Haven. This move-in-ready unit features a beautifully refreshed kitchen with stainless steel appliances, ample cabinet space, sleek backsplash, and warm wood accents that create an inviting atmosphere for everyday living. Durable flooring flows throughout, providing a

    Leira Wilkerson AGILE GROUP REALTY

    404 Country Ln NE Unit 404, Winter Haven, FL 33881
  • /17

    $1,565 per month

    • 3 Beds
    • 2 Baths
    • 1,397 Sq Ft
    • House for Rent

    966 Sunshine Way SW, Winter Haven, FL 33880

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1709.90. That covers your base rent, $1565.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    966 Sunshine Way SW, Winter Haven, FL 33880
  • /2

    $317,900 Sold Apr 11, 2025

    452 Ituna Cir, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $193/SF
    • 95 Days On Market

    Current Estimated Value $322,000

    Last Listing Agent George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

    452 Ituna Cir, Winter Haven, FL 33881
    • /90

      Not Listed For Sale

      6319 Grove Pointe Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 1984
      6319 Grove Pointe Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • $122/SF
      • 1 Day On Market

      Last Sold Price $140,000

      Last Listing Agent Kim Davis CROSBY & ASSOCIATES, INC.

  • /63

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    525 Squires Grove Dr, Winter Haven, FL 33880

    Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout with natural light, spacious living areas, and a functional floor plan ideal for everyday living and entertaining. The kitchen features ample cabinet and counter space with a layout that flows into the main living area. The primary suite is generously

    Erica Burgos ALIGN RIGHT REALTY LLC

    525 Squires Grove Dr, Winter Haven, FL 33880
  • /35

    $2,000 per month

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • House for Rent

    3993 Warbler Dr, Winter Haven, FL 33880

    Available for rent on March 1, 2026. Lovely 4 bedroom home, conveniently located at the heart of Winter Haven, minutes from all the stores and restaurants, quick access to Polk Parkway & I-4, & takes less than an hour drive to Orlando or Tampa. This gorgeous home features an elegant ceramic tile flooring, a great open floor plan with 2 spacious living areas, dining room, its' kitchen has plenty

    Lienyvette Grimaldo MAZELG REALTY

    3993 Warbler Dr, Winter Haven, FL 33880
  • /2

    $270,490 Sold Jun 30, 2025

    3456 Costello Cir, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $162/SF
    • 76 Days On Market

    Current Estimated Value $263,595

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    3456 Costello Cir, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      12 Robin Ln, Winter Haven, FL 33880

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1976
      12 Robin Ln, Winter Haven, FL 33880

      Last Sold Summary

      • $67/SF
      • 4 Days On Market

      Last Sold Price $71,000

      Last Listing Agent Dee Newell S & D REAL ESTATE SERVICE LLC

  • /26

    $399,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,892 Sq Ft

    Catalina Plan at VillaMar, Winter Haven, FL 33884

    Never run out of space with the Catalina, a spacious two-story home designed for ultimate comfort and flexibility! This home boasts 5 bedrooms, 3 bathrooms, a versatile den, a generous upstairs recreation space and a private 2-car garage. The open concept floorplan, perfect for entertaining or just hanging out, is complemented by stylish luxury vinyl plank flooring. The kitchen and throughout the

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787352, Winter Haven, FL 33884
  • /15

    $1,870 per month

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • House for Rent

    236 Southern Breeze Lp, Winter Haven, FL 33880

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    236 Southern Breeze Lp, Winter Haven, FL 33880
  • /2

    $325,046 Sold Dec 11, 2025

    2339 Brassie Ct, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,405 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $135/SF
    • 97 Days On Market

    Current Estimated Value $326,504

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    2339 Brassie Ct, Winter Haven, FL 33884
    • /33

      Not Listed For Sale

      6132 Grand Oaks Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1994
      6132 Grand Oaks Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • $125/SF
      • 6 Days On Market

      Last Sold Price $182,500

      Last Listing Agent Michelle Armbruster LOCKHART & ASSOCIATES INC

  • 1651 Hummingbird Rd Unit 36202788, Winter Haven, FL 33880

    $287,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft

    BALDWIN Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202788, Winter Haven, FL 33880
  • /33

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,505 Sq Ft
    • House for Rent

    1735 Carnostie Rd, Winter Haven, FL 33884

    Well-maintained 3 bedroom, 2 bathroom home located in the desirable Villa Mar community in Winter Haven, FL. This home offers 1,505 square feet of living space with a functional open layout, a 2-car garage, and a fully fenced backyard. The interior features a combined living and dining area, ideal for everyday living and entertaining. Breakfast bar is perfect for grabbing a quick bite. The

    Jacob Bellamy REMAX EXPERTS

    1735 Carnostie Rd, Winter Haven, FL 33884
  • /2

    $380,000 Sold Feb 17, 2026

    1995 Avenue F SW, Winter Haven, FL 33880

    • 4 Beds
    • 4 Baths
    • 2,613 Sq Ft
    • Built 2013

    Last Sold Summary

    • 11% Below List Price
    • $145/SF
    • 17 Days On Market

    Current Estimated Value $397,297

    Last Listing Agent Cyleste Goodson FLORIDA REAL ESTATE COMPANY

    1995 Avenue F SW, Winter Haven, FL 33880
    • /15

      Not Listed For Sale

      712 Byni Ridge, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1979
      712 Byni Ridge, Winter Haven, FL 33880

      Last Sold Summary

      • $135/SF
      • 67 Days On Market

      Last Sold Price $208,000

      Last Listing Agent Duy Nguyen EXP REALTY LLC

  • /21

    $288,999 Pending

    • 3 Beds
    • 2 Baths
    • 1,615 Sq Ft

    5532 Taverna Loop, Winter Haven, FL 33884

    Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz

    Dale Human CASA FRESCA REALTY

    5532 Taverna Loop, Winter Haven, FL 33884
  • /20

    $2,490 per month

    • 5 Beds
    • 3 Baths
    • 2,387 Sq Ft
    • House for Rent

    4890 St James Ln, Winter Haven, FL 33881

    Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by March 31, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This home, constructed in 2017, is located in the St James Crossing community. This property

    4890 St James Ln, Winter Haven, FL 33881
  • /2

    $333,285 Sold Jul 22, 2025

    2840 San Marco Way, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,005 Sq Ft
    • Built 2025

    Last Sold Summary

    • $166/SF

    Current Estimated Value $333,188

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2840 San Marco Way, Winter Haven, FL 33884
    • /2

      Est $231,515 Not Listed For Sale

      2423 3rd St NE, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,173 Sq Ft
      • Built 2024
      2423 3rd St NE, Winter Haven, FL 33881

      Last Sold Summary

      • 11% Below List Price
      • $222/SF
      • 7 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Melissa Witter KELLER WILLIAMS REALTY SMART 1

  • /43

    $689,900 Pending

    • 4 Beds
    • 3 Baths
    • 2,481 Sq Ft

    7358 Bent Grass Dr, Winter Haven, FL 33884

    Under contract-accepting backup offers. LAKEFRONT POOL HOME WITH A DOCK IN A GATED COMMUNITY. NEW ROOF 2023-NEW LVP flooring 2023-NEW paint inside & out 2023- Pool resurfaced & painted 2023. Enjoy spectacular lake views right from the living room and primary bedroom. Designer kitchen with Samsung stainless appliances, gas range, granite countertops, tiled back splash, breakfast bar and Kraft-maid

    David Lambert REDFIN CORPORATION

    7358 Bent Grass Dr, Winter Haven, FL 33884
  • /10

    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • House for Rent

    942 Cattleman St, Winter Haven, FL 33884

    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

    Manuel Paredes LA ROSA REALTY LLC

    942 Cattleman St, Winter Haven, FL 33884
  • /2

    $495,000 Sold Oct 02, 2025

    934 Lake Elbert Dr SE, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 3,198 Sq Ft
    • Built 1926

    Last Sold Summary

    • 3% Below List Price
    • $155/SF
    • 140 Days On Market

    Current Estimated Value $496,490

    Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

    934 Lake Elbert Dr SE, Winter Haven, FL 33880
    • /37

      Est $156,460 Not Listed For Sale

      361 Winter Ridge Blvd Unit 180, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,073 Sq Ft
      • Built 2000
      361 Winter Ridge Blvd Unit 180, Winter Haven, FL 33881

      Last Sold Summary

      • 11% Below List Price
      • $164/SF
      • 18 Days On Market

      Last Sold Price $176,000

      Last Listing Agent Alvaro Molina TWIN HOMES REALTY

  • /25

    $294,580 New Construction

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft

    4024 Giorgio Dr, Winter Haven, FL 33884

    The property is located at 4024 Giorgio Drive WINTER HAVEN FL 33884 priced at 292080, the square foot and stories are 1665, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    4024 Giorgio Dr, Winter Haven, FL 33884
  • /13

    $1,945 per month

    • 3 Beds
    • 2 Baths
    • 2,018 Sq Ft
    • House for Rent

    2610 Ave N NW, Winter Haven, FL 33881

    MOVE-IN READYThis home is move-in ready. Schedule your tour now or start your application today.Monthly Recurring Fees:$10.95 - Utility ManagementSet in Northwest Winter Haven, this 3-bedroom, 2-bathroom home offers 2,018 square feet of thoughtfully designed living space just minutes from the Chain of Lakes. With convenient access to Downtown Winter Haven , Legoland

    2610 Ave N NW, Winter Haven, FL 33881
  • /2

    $395,000 Sold Mar 03, 2025

    808 Lake Elbert Ct, Winter Haven, FL 33881

    • 4 Beds
    • 3 Baths
    • 2,644 Sq Ft
    • Built 1974

    Last Sold Summary

    • $149/SF
    • 9 Days On Market

    Current Estimated Value $400,271

    Last Listing Agent Lisa Kleine RED BIRD REALTY

    808 Lake Elbert Ct, Winter Haven, FL 33881
    • /12

      Est $205,731 Not Listed For Sale

      3204 Conine Dr W, Winter Haven, FL 33881

      • 2 Beds
      • 1 Bath
      • 940 Sq Ft
      • Built 1945
      3204 Conine Dr W, Winter Haven, FL 33881

      Last Sold Summary

      • 7% Below List Price
      • $236/SF
      • 11 Days On Market

      Last Sold Price $222,000

      Last Listing Agent Emily Ward EXP REALTY LLC

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