48,351

Winter Haven, FL Homes

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  • /22

    $329,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft

    3318 Twilight Rd, 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 Builder
    3318 Twilight Rd, Winter Haven, FL 33881
  • /27

    $2,290 per month

    • 5 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • House for Rent

    2134 Chris Dr, Winter Haven, FL 33884

    Brand New Two-Story Home for Rent in Winter Haven Welcome to this stunning brand new two-story home located in the heart of Winter Haven, offering the perfect combination of space, style, and convenience. Designed with modern living in mind, this beautiful property is ideal for families or anyone looking for comfort and quality in a prime location. The home features 5 spacious bedrooms, including

    Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

    2134 Chris Dr, Winter Haven, FL 33884
  • /2

    $125,000 Sold Aug 06, 2025

    4918 Rosewood St, Winter Haven, FL 33880

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1980

    Last Sold Summary

    • 6% Below List Price
    • $124/SF
    • 96 Days On Market

    Last Listing Agent Kathy Devor COLDWELL BANKER REALTY

    4918 Rosewood St, Winter Haven, FL 33880
    • /24

      Est $322,023 Not Listed For Sale

      2899 Eagle Nest View Dr, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 2,090 Sq Ft
      • Built 2011
      2899 Eagle Nest View Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Below List Price
      • $156/SF
      • 2 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

  • /27

    $424,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,182 Sq Ft

    Gabriela Plan at VillaMar, Winter Haven, FL 33884

    Prepare to be impressed by the Gabriela, a stunning two-story 5-bedroom, 3.5-bathroom home with a 3-car tandem garage. The inviting exterior and professionally designed landscaping exudes curb appeal. Once you're inside, you'll find a den space and half bathroom off the foyer, offering a private office or flex space. A secluded guest suite with a walk-in closet is also conveniently located on the

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 37807417, Winter Haven, FL 33884
  • /19

    $1,989 per month

    • 3 Beds
    • 2 Baths
    • 1,541 Sq Ft
    • House for Rent

    497 Kensington View Dr, Winter Haven, FL 33880

    Make the Winning Move! Sign by 3/15 and get 2 Weeks Free Discover spacious homes for rent at Kensington View in Winter Haven, FL. Pet-friendly living with access to Lakeland and Tampa Bay. Professionally managed by ARK Homes.

    497 Kensington View Dr, Winter Haven, FL 33880
  • /13

    $215,000 Sold Mar 07, 2025

    64 Coleman Rd, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,074 Sq Ft
    • Built 1980

    Last Sold Summary

    • 14% Below List Price
    • $200/SF
    • 126 Days On Market

    Current Estimated Value $219,125

    Last Listing Agent Freddy Alvarado HOMETRUST REALTY GROUP

    64 Coleman Rd, Winter Haven, FL 33880
    • /52

      Est $313,319 Not Listed For Sale

      208 Fall Glo Rd, Winter Haven, FL 33880

      • 4 Beds
      • 3 Baths
      • 2,526 Sq Ft
      • Built 2018
      208 Fall Glo Rd, Winter Haven, FL 33880

      Last Sold Summary

      • $125/SF
      • 68 Days On Market

      Last Sold Price $314,500

      Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

  • /22

    $330,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft

    3847 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 Builder
    3847 Evening Star Dr, Winter Haven, FL 33881
  • /3

    $3,100 per month

    • 5 Beds
    • 3 Baths
    • 2,845 Sq Ft
    • House for Rent

    740 Grove St, Winter Haven, FL 33881

    Nestled in the serene location of Winter Haven; beautiful house conveniently located near Lego Land. 5 bedrooms, 3 bathrooms, 2-car garage, stainless steel appliances. Fenced-in backyard offering space and privacy. Includes smart home technology so that you can connect to your home via smartphone. Enjoy Winter Haven's main attractions and sights such as boating on the Chain of Lakes and Antique

    Claudia Pulgarin Capital Nest Realty, LLC

    740 Grove St, Winter Haven, FL 33881
  • /2

    $40,000 Sold Mar 24, 2025

    129 Knollwood Dr, Winter Haven, FL 33881

    • Land
    • 0.35 Acre
    • $114,286 per Acre

    Last Sold Summary

    • 35% Below List Price
    • 48 Days On Market

    Last Listing Agent Roger Garcia MR REALTY OF FLORIDA LLC

    129 Knollwood Dr, Winter Haven, FL 33881
    • /18

      Est $324,319 Not Listed For Sale

      4253 Roberta Dr, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 2,505 Sq Ft
      • Built 2018
      4253 Roberta Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 2% Below List Price
      • $132/SF
      • 36 Days On Market

      Last Sold Price $330,000

      Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

  • /19

    $351,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,938 Sq Ft

    Mulberry Plan at Willowbrook North, Winter Haven, FL 33881

    The Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every corner. The

    Dream Finders Homes Builder
    0 Fl-544 St Unit 37521599, Winter Haven, FL 33881
  • /16

    $1,735 per month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • House for Rent

    606 Patrick Ave, Winter Haven, FL 33880

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month's rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    606 Patrick Ave, Winter Haven, FL 33880
  • /2

    $415,000 Sold Dec 15, 2025

    2997 Plantation Rd, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 2,603 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $159/SF
    • 88 Days On Market

    Current Estimated Value $425,443

    Last Listing Agent Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

    2997 Plantation Rd, Winter Haven, FL 33884
    • /2

      Est $285,263 Not Listed For Sale

      5732 Lakeside Landings Blvd, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,748 Sq Ft
      • Built 2018
      5732 Lakeside Landings Blvd, Winter Haven, FL 33881

      Last Sold Summary

      • 2% Above List Price
      • $160/SF
      • 55 Days On Market

      Last Sold Price $280,000

      Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

  • /3

    $311,950 New Construction

    • 4 Beds
    • 2 Baths
    • 1,910 Sq Ft

    Ruby Plan at Annabelle Estates, Lake Wales, FL 33859

    The single-story Ruby plan was designed for entertaining, offering a generous great room, an open dining area and a relaxing covered patio. You'll also appreciate an impressive kitchen with a center island and a walk-in pantry, as well as a lavish primary suite with a private bath and an immense walk-in closet. This home will be built with either two secondary bedrooms and a study or three

    Richmond American Homes Builder
    4130 Old Bartow Lake Wales Rd Unit 36431535, Lake Wales, FL 33859
  • /13

    $1,499 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    140 Avenue W NW Unit 2, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything Winter Haven has to offer.

    David Small KELLER WILLIAMS REALTY SMART 1

    140 Avenue W NW Unit 2, Winter Haven, FL 33881
  • /2

    $235,000 Sold Dec 12, 2025

    620 Crystals Blvd, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,606 Sq Ft
    • Built 1993

    Last Sold Summary

    • 6% Below List Price
    • $146/SF
    • 44 Days On Market

    Current Estimated Value $239,402

    Last Listing Agent Kim Reaves HELLO FLORIDA REAL ESTATE LLC

    620 Crystals Blvd, Winter Haven, FL 33884
    • /34

      Est $295,096 Not Listed For Sale

      3034 Royal Tern Dr, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,851 Sq Ft
      • Built 2018
      3034 Royal Tern Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 5% Below List Price
      • $168/SF
      • 6 Days On Market

      Last Sold Price $311,000

      Last Listing Agent Idaris Morales Sierra, PA AXEN REALTY, LLC

  • /28

    $290,990 New Construction

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

    4948 Kaia Ave, Winter Haven, FL 33884

    The property is located at 4948 Kaia Avenue WINTER HAVEN FL 33884 priced at 288490, 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
    4948 Kaia Ave, Winter Haven, FL 33884
  • /15

    $2,330 per month

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft
    • House for Rent

    196 Durrell Cir, Winter Haven, FL 33884

    We are currently making final preparations for this home to be available. 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

    196 Durrell Cir, Winter Haven, FL 33884
  • /2

    $309,990 Sold May 30, 2025

    345 Kayden Cove, Winter Haven, FL 33884

    • 5 Beds
    • 2.5 Baths
    • 2,326 Sq Ft
    • Built 2025

    Last Sold Summary

    • $133/SF
    • 14 Days On Market

    Current Estimated Value $306,589

    Last Listing Agent Ben Goldstein LENNAR REALTY

    345 Kayden Cove, Winter Haven, FL 33884
    • /17

      Est $217,155 Not Listed For Sale

      3004 Caneel St, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,521 Sq Ft
      • Built 2018
      3004 Caneel St, Winter Haven, FL 33884

      Last Sold Summary

      • 6% Below List Price
      • $151/SF
      • 47 Days On Market

      Last Sold Price $230,000

      Last Listing Agent ALLISON JOHNSTON MAINSTAY BROKERAGE LLC

  • /28

    $334,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft

    Valeria Plan at VillaMar, Winter Haven, FL 33884

    Discover a world of effortless elegance and comfort with the Valeria, a single-story home featuring 4 bedrooms, 2 bathrooms and a 2-car garage. The foyer leads to three bedrooms, a full bathroom, and a convenient laundry room with washer and dryer included. The vaulted-ceilings and open concept living, dining, and kitchen areas are perfect for entertaining or cozy family nights, all enhanced by

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787326, Winter Haven, FL 33884
  • /21

    $2,250 per month

    • 5 Beds
    • 2.5 Baths
    • 2,254 Sq Ft
    • House for Rent

    Unlisted Address

    Located in the Peace Creek Reserve community, this well-maintained home offers modern living with serene pond views. The two-story residence features 5 bedrooms, 2 full bathrooms, and 1 half bath, providing ample space for families or those needing extra room for work or guests. The open-concept main floor includes a spacious living area that flows seamlessly into the dining space and

    Don Tilack EXP REALTY LLC

    Unlisted Address
  • /2

    $162,500 Sold Mar 24, 2025

    2008 Garden Lake Dr Unit 2008, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Below List Price
    • $147/SF
    • 61 Days On Market

    Current Estimated Value $160,081

    Last Listing Agent Christopher Smith LOCKHART & ASSOCIATES INC

    2008 Garden Lake Dr Unit 2008, Winter Haven, FL 33884
    • /17

      Est $411,991 Not Listed For Sale

      5764 E County Road 542, Winter Haven, FL 33880

      • 6 Beds
      • 3 Baths
      • 2,592 Sq Ft
      • Built 1980
      5764 E County Road 542, Winter Haven, FL 33880

      Last Sold Summary

      • 4% Below List Price
      • $165/SF
      • 41 Days On Market

      Last Sold Price $427,000

      Last Listing Agent Marcy Smiley Theobald IRON VALLEY REAL ESTATE OSCEOLA

  • /27

    $210,000 Pending

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    812 29th St NW, Winter Haven, FL 33881

    Check out this lovely Three (3) bedroom, Two (2) bathroom, with attached (2) car garage house, that is ready for you to call it home! So many great features including, vinyl plank floors, spacious kitchen, and master suite. This property features a split floor plan with a living room that opens up to a Dining/Kitchen Room making it a perfect place to entertain. If you exit through the back

    Alexandra Harwell A BETTER LIFE REALTY

    812 29th St NW, Winter Haven, FL 33881
  • /18

    $2,265 per month

    • 4 Beds
    • 2 Baths
    • 1,715 Sq Ft
    • House for Rent

    851 Orleans Dr, Eagle Lake, FL 33839

    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

    851 Orleans Dr, Eagle Lake, FL 33839
  • /2

    $422,000 Sold Sep 30, 2025

    235 Meredith Blvd, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 2,110 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Below List Price
    • $200/SF
    • 17 Days On Market

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    235 Meredith Blvd, Winter Haven, FL 33881
    • /2

      Est $304,030 Not Listed For Sale

      548 Lucerne Blvd, Winter Haven, FL 33881

      • 4 Beds
      • 2.5 Baths
      • 1,956 Sq Ft
      • Built 2018
      548 Lucerne Blvd, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Above List Price
      • $153/SF
      • 154 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Michael Cruz Irizarry LPT REALTY, LLC

  • /25

    $342,999 Pending

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

    6040 Navona Way, Winter Haven, FL 33884

    Under Construction. BELOW MARKET INTEREST RATES with use of Sellers Preferred Lender. Stylish spaces, flexible floor plans, and all the modern amenities—this home is built for your vibe. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, this home is sure to check all your boxes. The front door opens to luxury vinyl plank

    Dale Human CASA FRESCA REALTY

    6040 Navona Way, Winter Haven, FL 33884
  • /29

    $2,300 per month

    • 4 Beds
    • 3 Baths
    • 2,093 Sq Ft
    • House for Rent

    1192 Normandy Heights Cir, Winter Haven, FL 33880

    Welcome to this beautifully renovated 4-bedroom, 3-bath single-family home located at 1192 Normandy Heights Cir, Winter Haven, FL 33880, just minutes from Lake Shipp. This spacious residence features fresh interior paint, brand-new tile flooring, and thoughtful updates throughout. The open kitchen flows seamlessly into a formal dining area, making it ideal for entertaining. Enjoy ample space with

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    1192 Normandy Heights Cir, Winter Haven, FL 33880
  • /2

    $160,000 Sold Dec 11, 2025

    505 Avenue G SE, Winter Haven, FL 33880

    • 3 Beds
    • 3 Baths
    • 1,786 Sq Ft
    • Built 1955

    Last Sold Summary

    • 18% Below List Price
    • $90/SF
    • 73 Days On Market

    Current Estimated Value $186,469

    Last Listing Agent Reggie Ward PREMIER REALTY OF TAMPA

    505 Avenue G SE, Winter Haven, FL 33880
    • /2

      Est $342,098 Not Listed For Sale

      3021 Royal Tern Dr, Winter Haven, FL 33881

      • 5 Beds
      • 3 Baths
      • 2,616 Sq Ft
      • Built 2018
      3021 Royal Tern Dr, Winter Haven, FL 33881

      Last Sold Summary

      • $131/SF
      • 192 Days On Market

      Last Sold Price $342,000

      Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  • /47

    $489,000

    • 4 Beds
    • 3 Baths
    • 2,221 Sq Ft

    404 Talamone Dr, Winter Haven, FL 33884

    BACK ON MARKET DUE TO BUYERS FAILED FINANCING!! MAGNIFICENT 4BR/3BA POOL HOME!! Located in the gated Winter Haven subdivision of Tuscanny, this exquisitely maintained one story home, with approx. 3,242 sqft including an air conditioned sunroom, has so much to offer; it showcases a full GUEST SUITE and a new roof as of April 2021! Fantastic Features include: crown molding, ceramic tile, laminate

    Marissa Taranto EXP REALTY LLC

    404 Talamone Dr, Winter Haven, FL 33884
  • /15

    $2,255 per month

    • 4 Beds
    • 2 Baths
    • 1,989 Sq Ft
    • House for Rent

    948 Gotthard Pass Dr, Winter Haven, FL 33881

    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

    948 Gotthard Pass Dr, Winter Haven, FL 33881
  • 737 Bayside Blvd, Winter Haven, FL 33881

    $312,900 Sold Dec 24, 2025

    737 Bayside Blvd, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,819 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $172/SF
    • 14 Days On Market

    Current Estimated Value $140,000

    Highland Homes Harbor at Lake Henry - Single-Family Homes

    737 Bayside Blvd, Winter Haven, FL 33881
    • /41

      Est $293,736 Not Listed For Sale

      2185 Rose Blvd, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,851 Sq Ft
      • Built 2018
      2185 Rose Blvd, Winter Haven, FL 33881

      Last Sold Summary

      • 3% Above List Price
      • $154/SF
      • 49 Days On Market

      Last Sold Price $285,000

      Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

Showing Results 361 - 400, Page 10 of 18

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