49,347

Winter Haven, FL Homes

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  • /40

    $285,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,729 Sq Ft

    3875 Osprey Pointe Cir, Winter Haven, FL 33884

    Under contract-accepting backup offers. This well-maintained 3-bedroom, 2-bath Garden/Patio home by Reed Builder’s Group Inc. is located in SE Winter Haven in the OSPREY POINTE community featuring maintenance-free living, a clubhouse, pool deck overlooking Lake Ned, and boat dockage availability. Situated on a premium lot, this attractive home offers 1,729 square feet of living space, a paver

    Jared Lippelgoos COLDWELL BANKER REALTY

    3875 Osprey Pointe Cir, Winter Haven, FL 33884
  • /23

    $1,900 Per Month

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft
    • New Home For Rent

    4019 Penelope Ave, Lake Wales, FL 33859

    Home for rent. 4 bedroom/2 bath home in Lake Wales. This home combines modern convenience with timeless elegance, showcasing vinyl-plank flooring in all common areas and carpet in bedrooms. Once inside, you are in the foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for

    4019 Penelope Ave, Lake Wales, FL 33859
  • /5

    $244,990

    Sold Sep 17, 2025

    222 Turtle Bay Ave, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $153/SF
    • 30 Days On Market

    Highland Homes Harbor at Lake Henry - Townhomes

    222 Turtle Bay Ave, Winter Haven, FL 33881
    • /25

      Est $281,670

      Not Listed For Sale

      842 Terranova Rd, Winter Haven, FL 33884

      • 3 Beds
      • 2.5 Baths
      • 1,320 Sq Ft
      • Built 2012
      842 Terranova Rd, Winter Haven, FL 33884

      Last Sold Summary

      • 84 Days On Market

  • /30

    $309,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft

    CALI Plan at Willowbrook South, Winter Haven, FL 33881

    Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step

    D.R. Horton Builder
    2815 Adeline Ave Unit 38507578, Winter Haven, FL 33881
  • /26

    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Apartment for Rent

    2221 9th St SE, Winter Haven, FL 33880

    Check out this 2 bedroom 2 bath on Lake Lulu. This lakefront apartment offers so much. 2 levels, open kitchen with real wood cabinets, exposed wood been ceiling in living room, large bedrooms, screen lanai and 2nd floor balcony overlook beautiful lake views. New carpeting, freshly painted, 1 car carport with additional storage. Great location in chain of lakes. Easy access to shopping and Publix.

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    2221 9th St SE, Winter Haven, FL 33880
  • /2

    $334,990

    Sold Mar 26, 2026

    4069 Giorgio Dr, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • Built 2026

    Last Sold Summary

    • $137/SF
    • 11 Days On Market

    Current Estimated Value $336,785

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

    4069 Giorgio Dr, Winter Haven, FL 33884
    • /2

      Est $80,071

      Not Listed For Sale

      1100 Martinique Dr Unit 109, Winter Haven, FL 33884

      • 1 Bed
      • 1 Bath
      • 826 Sq Ft
      • Built 1974
      1100 Martinique Dr Unit 109, Winter Haven, FL 33884

      Last Sold Summary

      • 11 Days On Market

  • /63

    $290,000

    $10K PRICE DROP
    • 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
  • /3

    $1,350 Per Month

    • 2 Beds
    • 2 Baths
    • 725 Sq Ft
    • Condo for Rent

    1210 Ave Z SE, Winter Haven, FL 33884

    Discover comfortable living in Unit 3, a spacious 725 sq ft 2-bedroom, 2-bathroom apartment at 1210 Avenue Z SE, Winter Haven, FL. This inviting home features modern amenities including air conditioning, vinyl flooring, in-unit washer and dryer, dishwasher, and microwave, designed to enhance your daily convenience. Enjoy a well-laid-out space perfect for relaxation and entertaining. Located in a

    1210 Ave Z SE, Winter Haven, FL 33884
  • /21

    $294,990

    Sold Mar 04, 2026

    6464 Domizio Dr, Winter Haven, FL 33884

    • 5 Beds
    • 2 Baths
    • 2,326 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 2% Above List Price
    • $127/SF
    • 31 Days On Market

    Current Estimated Value $323,227

    Lennar Villa Mar

    6464 Domizio Dr, Winter Haven, FL 33884
    • /44

      Est $416,655

      Not Listed For Sale

      849 Terranova Rd, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 2,483 Sq Ft
      • Built 2012
      849 Terranova Rd, Winter Haven, FL 33884

      Last Sold Summary

      • 2 Days On Market

  • /26

    $399,990

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

    Catalina Plan at Villa Mar, 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

    $1,800 Per Month

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

    108 Southern Breeze Loop, Winter Haven, FL 33880

    SUPER SWEET SAVINGS!!! Enjoy ONE MONTH off your first month's rent when you apply by February 14, 2024, move in by February 21, 2024! Concession applied in March. Select homes, subject to change.Charming 4 bedroom and 2 bathroom home updated with ceramic tile type flooring and neutral paint throughout. The inviting living room is spacious and great for entertaining. The modern kitchen

    Ethel Gumaru FIRSTKEY HOMES LLC

    108 Southern Breeze Loop, 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 $412,114

    Last Listing Agent Kissandra Macanthony ELEGANT REALTY LLC

    5762 E County Road 542, Winter Haven, FL 33880
    • /30

      Est $291,008

      Not Listed For Sale

      1737 Muirfield Village St, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,906 Sq Ft
      • Built 2013
      1737 Muirfield Village St, Winter Haven, FL 33881

      Last Sold Summary

      • 3 Days On Market

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

    $292,990

    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
  • /16

    $2,195 Per Month

    • 5 Beds
    • 2 Baths
    • 2,326 Sq Ft
    • House for Rent

    6417 Domizio Dr, Winter Haven, FL 33884

    Be the first to call it home! This brand-new 5-bed, 2-bath home in Villa Mar combines modern design, energy-efficient construction, and the latest smart-home technology. From fresh paint to sparkling appliances, every detail is brand new and move-in ready. Enjoy the benefits of professional management, flexible leasing, and Zero Deposit move-in options with Reszi. Start fresh in a brand-new space

    6417 Domizio Dr, Winter Haven, FL 33884
  • /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
    • /21

      Not Listed For Sale

      5722 E Lake Fox Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1986
      5722 E Lake Fox Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 68 Days On Market

  • /34

    $379,000

    $21K PRICE DROP Under Contract
    • 5 Beds
    • 3 Baths
    • 3,022 Sq Ft

    1396 Axel Cir, Winter Haven, FL 33880

    Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully updated, 5-bedroom, 3-bath home built in 2022, located in the sought-after Pinnacle Point community of Winter Haven. This home offers a spacious open floor plan filled with natural light and designed for comfortable everyday living. The kitchen features sleek finishes, modern appliances, and a large island that

    Garrett Miller ROBERT SLACK LLC

    1396 Axel Cir, Winter Haven, FL 33880
  • /29

    $2,300 Per Month

    • 4 Beds
    • 2 Baths
    • 1,858 Sq Ft
    • House for Rent

    219 Cloverdale Rd, Winter Haven, FL 33884

    ~Fully Furnished 4/2 Winter Haven Residence Offered for Lease - Just bring your wardrobe and toothbrush!~This resort-style home boasts a fully furnished Florida-themed beautiful interior, ceramic tiling throughout, spacious kitchen with breakfast bar and plenty of cabinetry/counter space, sizeable primary bedroom with large walk-in closet and en-suite bath featuring dual vanities and a garden

    Andrea Muzzy HOUSE OF GLASS REAL ESTATE PM

    219 Cloverdale Rd, Winter Haven, FL 33884
  • /2

    $277,990

    Sold Jun 15, 2026

    3396 Avenue U NW, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,592 Sq Ft
    • Built 1961

    Last Sold Summary

    • 4% Below List Price
    • $175/SF
    • 44 Days On Market

    Current Estimated Value $278,922

    Last Listing Agent Sejida Self OPULENT REALTY INTERNATIONAL

    3396 Avenue U NW, Winter Haven, FL 33881
    • /20

      Not Listed For Sale

      5978 Foxhollow Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 840 Sq Ft
      • Built 1983
      5978 Foxhollow Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 3 Days On Market

  • /27

    $246,900

    • 3 Beds
    • 1 Bath
    • 1,174 Sq Ft

    218 Dennis Ave, Winter Haven, FL 33880

    Move-in ready, this charming 3-bedroom, 1-bath block home sits on a spacious lot with no rear neighbors, offering added privacy and peaceful surroundings. Inside, you’ll find updated flooring in the bedrooms and bathroom, creating a fresh and inviting feel. The home also features two versatile bonus rooms—perfect for a home office, in-law space, or even a possible 4th bedroom to suit your needs.

    Anne Halbert LIVE FLORIDA REALTY

    218 Dennis Ave, Winter Haven, FL 33880
  • /13

    $1,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft
    • Condo for Rent

    302-304 Ave P NW Unit 304 Ave P NW, Winter Haven, FL 33881

    302-304 Ave P NW Unit 304 Ave P NW, Winter Haven, FL 33881
  • /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 $322,216

    Last Listing Agent Sam Daniels KELLER WILLIAMS REALTY SMART 1

    3136 Langdon Ln, Winter Haven, FL 33884
    • /26

      Est $319,425

      Not Listed For Sale

      1410 17th St NW, Winter Haven, FL 33881

      • 3 Beds
      • Built 1955
      1410 17th St NW, Winter Haven, FL 33881

      Last Sold Summary

      • 17 Days On Market

  • /30

    $319,990

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

    Turquesa Plan at Villa Mar, 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
  • /42

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Condo for Rent

    333 Lake Howard Dr NW Unit 303A, Winter Haven, FL 33880

    Welcome to 333 Lake Howard Dr NW #303A, where everyday living comes with beautiful views of Lake Howard and the convenience of being just minutes from downtown Winter Haven. This 3rd-floor condo offers a peaceful setting overlooking one of Winter Haven’s most loved lakes, creating the perfect backdrop for morning coffee, quiet evenings, or simply enjoying the Florida lifestyle from home. Inside,

    Chris Loschiavo RE/MAX HERITAGE PROFESSIONALS

    333 Lake Howard Dr NW Unit 303A, Winter Haven, FL 33880
  • /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 $391,885

    Last Listing Agent Alan Harmon COLDWELL BANKER HIGHLANDS PROPERTIES-SEBRING

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

      Not Listed For Sale

      6032 Grand Oaks Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,448 Sq Ft
      • Built 1982
      6032 Grand Oaks Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 2 Days On Market

  • /39

    $329,990

    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
  • /18

    $1,895 Per Month

    • 3 Beds
    • 2 Baths
    • 1,507 Sq Ft
    • WINTER HAVEN - LAKES AT LUCERNE PARK - BRAND NEW 3BR/2BA HOME

    223 Hibiscus St, Winter Haven, FL 33881

    Check out this Spacious 3BA /2BA home with an Open Floor plan layout. The kitchen has granite countertops, an island, stainless appliances, and a pantry, Hardwood flooring throughout, carpeting in the bedrooms. Inside laundry room with washer & dryer hookup. 2 car garage. Convenient location. The property is currently occupied and will be available for occupancy after July 13,

    223 Hibiscus St, Winter Haven, FL 33881
  • /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 $383,006

    Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    5029 River Lake Rd, Winter Haven, FL 33884
    • /52

      Not Listed For Sale

      6332 Grove Pointe Dr SE, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1984
      6332 Grove Pointe Dr SE, Winter Haven, FL 33884

      Last Sold Summary

      • 91 Days On Market

  • /54

    $525,990

    $53K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,653 Sq Ft

    445 Talamone Dr, Winter Haven, FL 33884

    Nestled within the exclusive gated community of Tuscany, a charming neighborhood of just 18 homes in Southeast Winter Haven, this 4 bedroom, 3 bath pool home offers over 3,300 square feet under roof on a private 0.33 acre lot. Designed for both comfortable living and entertaining, the home features a dedicated office, formal dining room, living room, and an impressive 25' x 17' poolside bonus

    Jimmy Aguilar 3D TEAM REALTY LLC

    445 Talamone Dr, Winter Haven, FL 33884
  • /33

    $2,100 Per Month

    • 4 Beds
    • 2 Baths
    • 1,842 Sq Ft
    • House for Rent

    3711 Julius Estates Blvd, Winter Haven, FL 33881

    Welcome home to this beautifully maintained 4-bedroom, 2-bath rental located in the desirableLake Smart Estates community of Winter Haven! This spacious home features an open and functionalfloor plan with high ceilings, a large living and dining area, and a bright kitchen complete withbreakfast bar and ample cabinet space. Enjoy laminate flooring throughout, generously

    Stephanie Florez CENTURY 21 WOLF'S CROSSING REALTY

    3711 Julius Estates Blvd, Winter Haven, FL 33881
  • /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 $218,078

    Last Listing Agent Chace Vaughn TOWN & COUNTRY REAL ESTATE

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

      Est $148,024

      Not Listed For Sale

      2500 21st St NW Unit 77, Winter Haven, FL 33881

      • 2 Beds
      • 2.5 Baths
      • 1,184 Sq Ft
      • Built 1976
      2500 21st St NW Unit 77, Winter Haven, FL 33881

      Last Sold Summary

      • 34 Days On Market

Showing Results 521 - 560, Page 14 of 18

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