48,527

Winter Haven, FL Homes

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  • /63

    $290,000

    • 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
  • /18

    $899 per month

    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    2227 9th St SE, Winter Haven, FL 33880

    Check out this waterfront STUDIO apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    2227 9th St SE, Winter Haven, FL 33880
  • /2

    $415,000 Sold Jan 05, 2026

    5762 E County Road 542, Winter Haven, FL 33880

    • 2,592 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $160/SF
    • 8 Days On Market

    Current Estimated Value $416,687

    Last Listing Agent Kissandra Macanthony ELEGANT REALTY LLC

    5762 E County Road 542, Winter Haven, FL 33880
    • /2

      Est $280,876 Not Listed For Sale

      265 25th St SW Unit A, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,760 Sq Ft
      • Built 1975
      265 25th St SW Unit A, Winter Haven, FL 33880

      Last Sold Summary

      • 1% Below List Price
      • $162/SF
      • 50 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

  • /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
  • /16

    $1,700 per month

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • House for Rent

    240 16th St NE, Winter Haven, FL 33881

    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 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    240 16th St NE, Winter Haven, FL 33881
  • /2

    $185,000 Sold Oct 23, 2025

    6509 Oak Hammock Ct, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $117/SF
    • 78 Days On Market

    Last Listing Agent John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

    6509 Oak Hammock Ct, Winter Haven, FL 33884
    • /2

      Est $265,392 Not Listed For Sale

      555 Avenue O SE, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,554 Sq Ft
      • Built 1955
      555 Avenue O SE, Winter Haven, FL 33880

      Last Sold Summary

      • 2% Below List Price
      • $174/SF
      • 124 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

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

    $291,990 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
  • /11

    $2,200 per month

    • 4 Beds
    • 2 Baths
    • 2,234 Sq Ft
    • House for Rent

    3511 Costello Cir, Winter Haven, FL 33884

    Like brand new 4-bedroom, 2-bath home located in the desirable Villa Mar community in Winter Haven for rent. This property offers 1,665 sq ft of living space with an open-concept floor plan that connects the kitchen, dining, and living areas, creating a functional layout for everyday living and entertaining. The kitchen features modern finishes, ample cabinet space, and a center island. The

    Patricia Padron PROPERTY PARTNERS REALTY INC

    3511 Costello Cir, Winter Haven, FL 33884
  • /2

    $320,000 Sold Mar 24, 2026

    3136 Langdon Ln, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,999 Sq Ft
    • Built 2018

    Last Sold Summary

    • 15% Below List Price
    • $160/SF
    • 269 Days On Market

    Current Estimated Value $321,538

    Last Listing Agent Sam Daniels KELLER WILLIAMS REALTY SMART 1

    3136 Langdon Ln, Winter Haven, FL 33884
    • /2

      Est $344,359 Not Listed For Sale

      109 Jardin Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,833 Sq Ft
      • Built 2001
      109 Jardin Ln, Winter Haven, FL 33884

      Last Sold Summary

      • $188/SF
      • 115 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Matt Mesimer KELLER WILLIAMS REALTY SMART 1

  • /29

    $304,999 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,039 Sq Ft

    6036 Navona Way, Winter Haven, FL 33884

    Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer

    Dale Human CASA FRESCA REALTY

    6036 Navona Way, Winter Haven, FL 33884
  • /15

    $1,715 per month

    • 4 Beds
    • 2 Baths
    • 1,938 Sq Ft
    • House for Rent

    104 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

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

    $260,000 Sold Jul 16, 2025

    4422 Glenns Landing, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,359 Sq Ft
    • Built 1990

    Last Sold Summary

    • 7% Below List Price
    • $191/SF
    • 122 Days On Market

    Current Estimated Value $252,999

    Last Listing Agent Jessica Hancock-Batson THE STONES REAL ESTATE FIRM

    4422 Glenns Landing, Winter Haven, FL 33884
    • /2

      Est $406,132 Not Listed For Sale

      149 Okaloosa Dr, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 2,581 Sq Ft
      • Built 1974
      149 Okaloosa Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Above List Price
      • $154/SF
      • 38 Days On Market

      Last Sold Price $398,000

      Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  • /25

    $281,090 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
  • /23

    $2,000 per month

    • 4 Beds
    • 2 Baths
    • 1,717 Sq Ft
    • House for Rent

    213 Lake Lucerne Way, Winter Haven, FL 33881

    Welcome to your next home! This well-maintained 4-bedroom, 2-bathroom home offers 1,701 sq. ft. of comfortable living space with an open-concept layout that creates a bright and inviting atmosphere—perfect for relaxing or entertaining family and friends.Located in a friendly and welcoming community, residents enjoy access to the community pool and playground, providing great options for

    Yashira Arroyo UNITED REALTY GROUP INC

    213 Lake Lucerne Way, Winter Haven, FL 33881
  • /36

    $388,000 Sold Dec 02, 2025

    302 Ruby Lake Ln, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 2,587 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Above List Price
    • $150/SF
    • 128 Days On Market

    Current Estimated Value $390,639

    Last Listing Agent Alan Harmon COLDWELL BANKER HIGHLANDS PROPERTIES-SEBRING

    302 Ruby Lake Ln, Winter Haven, FL 33884
    • /2

      Est $221,147 Not Listed For Sale

      439 San Jose Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,747 Sq Ft
      • Built 1980
      439 San Jose Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Above List Price
      • $122/SF
      • 105 Days On Market

      Last Sold Price $214,000

      Last Listing Agent Bethany Cromwell KELLER WILLIAMS REALTY SMART

  • /30

    $334,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,038 Sq Ft

    Turquesa Plan at VillaMar, Winter Haven, FL 33884

    The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787274, Winter Haven, FL 33884
  • /17

    $2,259 per month

    • 3 Beds
    • 2 Baths
    • 2,136 Sq Ft
    • House for Rent

    443 Sandestin Dr SE, Winter Haven, FL 33884

    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, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 2,136 square feet, this well-maintained home offers a high standard of rental living,

    443 Sandestin Dr SE, Winter Haven, FL 33884
  • /2

    $390,000 Sold Dec 22, 2025

    5029 River Lake Rd, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,721 Sq Ft
    • Built 1995

    Last Sold Summary

    • $227/SF
    • 13 Days On Market

    Current Estimated Value $384,982

    Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    5029 River Lake Rd, Winter Haven, FL 33884
    • /2

      Est $211,339 Not Listed For Sale

      407 San Jose Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,213 Sq Ft
      • Built 1984
      407 San Jose Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Below List Price
      • $177/SF
      • 6 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Patricia de Graaff RE/MAX

  • /39

    $334,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft

    Jupiter Plan at Willowbrook North, Winter Haven, FL 33881

    JUPITER: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and up to 4 Bedrooms! The Jupiter plan is available in Coastal, Farmhouse or Traditional exterior designs. The inviting front porch opens to a gracious foyer with 2 adjacent secondary bedrooms and a full bathroom. The spacious family room is open to the dining area and adjacent kitchen. The primary suite boasts an en suite

    DRB Homes Builder
    0 Fl-544 St Unit 36849129, Winter Haven, FL 33881
  • /37

    $2,100 per month

    • 4 Beds
    • 2.5 Baths
    • 1,879 Sq Ft
    • House for Rent

    312 Kayden Cove, Winter Haven, FL 33884

    Welcome to this beautiful and spacious rental home located in the heart of Winter Haven, just minutes away from LEGOLAND Florida and top-rated shopping centers. This residence features a bright, open-concept floor plan with modern finishes, perfect for comfortable family living and entertaining. The property boasts a large, private backyard and is situated in a quiet, well-maintained community.

    Ashley Porto GLASSTONE GROUP INC

    312 Kayden Cove, Winter Haven, FL 33884
  • /2

    $215,000 Sold Mar 24, 2026

    423 Greenfield Rd, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Below List Price
    • $150/SF
    • 126 Days On Market

    Current Estimated Value $210,252

    Last Listing Agent Chace Vaughn TOWN & COUNTRY REAL ESTATE

    423 Greenfield Rd, Winter Haven, FL 33884
    • /2

      Est $274,737 Not Listed For Sale

      1518 Avenue C NE, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,567 Sq Ft
      • Built 1959
      1518 Avenue C NE, Winter Haven, FL 33881

      Last Sold Summary

      • 4% Below List Price
      • $183/SF
      • 13 Days On Market

      Last Sold Price $287,500

      Last Listing Agent Matt Mesimer KELLER WILLIAMS REALTY SMART 1

  • /29

    $339,999 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,039 Sq Ft

    5385 San Pietro Dr, 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. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every

    Dale Human CASA FRESCA REALTY

    5385 San Pietro Dr, Winter Haven, FL 33884
  • /16

    $1,785 per month

    • 3 Beds
    • 1 Bath
    • 1,089 Sq Ft
    • House for Rent

    309 Vaniman Ave, Winter Haven, FL 33880

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 1.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    309 Vaniman Ave, Winter Haven, FL 33880
  • /2

    $275,000 Sold Dec 22, 2025

    2429 Avenue B SW Unit A,B, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $150/SF
    • 76 Days On Market

    Current Estimated Value $277,443

    Last Listing Agent Britzeida Pichardo LA ROSA REALTY CENTRAL FLORIDA LLC

    2429 Avenue B SW Unit A,B, Winter Haven, FL 33880
    • /2

      Est $276,705 Not Listed For Sale

      497 Mckenna Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,461 Sq Ft
      • Built 2021
      497 Mckenna Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 2% Below List Price
      • $194/SF
      • 116 Days On Market

      Last Sold Price $283,500

      Last Listing Agent Colleen Murphy CENTURY 21 MYERS REALTY

  • /17

    $300,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    Larissa Plan at Sunset Hills, Winter Haven, FL 33881

    From the front porch, you enter into the foyer and are immediately welcomed into the open family room, dining area, and kitchen. Just off the kitchen is the primary bedroom, which includes a primary bath, walk-in closet, and convenient access to the laundry room. The family room opens to a back patio, perfect for outdoor relaxation. On the opposite side of the kitchen, you’ll find two additional

    Starlight Homes Builder
    3136 Sunset Hills Rd Unit 36459374, Winter Haven, FL 33881
  • /21

    $1,600 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    1661 Teagan Ln, Winter Haven, FL 33884

    3beds,2baths 2024 built. Available immediately.

    Lora Harper Keller Williams Realty of PSL

    1661 Teagan Ln, Winter Haven, FL 33884
  • /2

    $288,990 Sold Dec 08, 2025

    1696 Hummingbird Rd, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,720 Sq Ft
    • Built 2025

    Last Sold Summary

    • 18% Below List Price
    • $168/SF
    • 72 Days On Market

    Current Estimated Value $292,078

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

    1696 Hummingbird Rd, Winter Haven, FL 33884
    • /2

      Est $316,663 Not Listed For Sale

      5880 Marsh Landing Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,821 Sq Ft
      • Built 2019
      5880 Marsh Landing Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Below List Price
      • $176/SF
      • 67 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Mike Hamic KELLER WILLIAMS REALTY SMART

  • /48

    $442,500

    • 5 Beds
    • 3 Baths
    • 2,536 Sq Ft

    1096 Sandpiper Loop, Winter Haven, FL 33881

    Fall in love with this expansive 5-bedroom, 3-bath, 3-car garage home situated on a quarter-acre of land, where luxury, functionality, and energy efficiency come together. Explore every corner of this stunning property right now through a 3D interactive walkthrough or a full video tour. Designed with an open layout and split bedrooms for privacy, the home feels massive yet efficient. The heart of

    Mary Sorrell MAZELG REALTY

    1096 Sandpiper Loop, Winter Haven, FL 33881
  • /18

    $1,909 per month

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft
    • House for Rent

    914 Whisper Lake Dr, Winter Haven, FL 33880

    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, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,961 square feet, this well-maintained home offers a high standard of rental living,

    914 Whisper Lake Dr, Winter Haven, FL 33880
  • /2

    $259,900 Sold Dec 23, 2025

    4020 Cypress Landing S, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • Built 1985

    Last Sold Summary

    • $155/SF
    • 49 Days On Market

    Current Estimated Value $260,023

    Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

    4020 Cypress Landing S, Winter Haven, FL 33884
    • /2

      Est $258,622 Not Listed For Sale

      1170 Yumuri St, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,491 Sq Ft
      • Built 2021
      1170 Yumuri St, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $172/SF
      • 154 Days On Market

      Last Sold Price $257,000

      Last Listing Agent Jeena Sanchez Frias THE PARKS REALTY GROUP

Showing Results 441 - 480, Page 12 of 18

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