49,154

Winter Haven, FL Homes

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  • /2

    $333,999

    New Construction $15K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,226 Sq Ft

    5381 San Pietro Dr, Winter Haven, FL 33884

    Under Construction. Azure BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender.Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step

    Dale Human CASA FRESCA REALTY

    5381 San Pietro Dr, Winter Haven, FL 33884
  • /18

    $2,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • House for Rent

    345 Corso Loop, Winter Haven, FL 33884

    ***MOVE IN SPECIAL FIRST MONTH HALF RENT IF MOVE IN DATE BY 10/1/26***Discover this spacious 4-bedroom, 2-bath home in Winter Haven, FL. The residence includes a two-car garage, stainless steal appliances, washer and dryer included, and it offers access to community amenities including a pool and a playground. Well-suited for everyday living, the layout provides comfortable bedroom space and two

    345 Corso Loop, Winter Haven, FL 33884
  • /12

    $359,999

    Sold May 04, 2026

    5457 San Pietro Dr, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,471 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 1% Below List Price
    • $146/SF
    • 10 Days On Market

    Current Estimated Value $355,639

    Casa Fresca Homes Villa Mar

    5457 San Pietro Dr, Winter Haven, FL 33884
    • /2

      Est $304,754

      Not Listed For Sale

      3135 Laurel Oak Ln, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,754 Sq Ft
      • Built 2025
      3135 Laurel Oak Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 12 Days On Market

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

  • /30

    $354,999

    New Construction $2K PRICE DROP Pending
    • 5 Beds
    • 3 Baths
    • 2,470 Sq Ft

    5382 San Pietro Dr, Winter Haven, FL 33884

    Under Construction. IndigoBELOW 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 flows into the main living areas

    Dale Human CASA FRESCA REALTY

    5382 San Pietro Dr, Winter Haven, FL 33884
  • /12

    $1,600 Per Month

    • 2 Beds
    • 1.5 Baths
    • Apartment for Rent

    117 5th St NE Unit 113, Winter Haven, FL 33881

    REMODELED UNIT IN THE WINTER HAVEN LOCATION NEAR BY LEGOLAND PARK AND ACCESS TO THE CHAIN OF LAKES, EAGLE LAKE, LAKE WALES, HAINES CITY AND MORE. YOU CAN APPLY WITH $50.00 FOR THE BACKGROUND OR BRING YOUR POLICE REPORT. OWNER IS VERY FLEXIBLE WITH CREDIT AND ONLY TWO MONTHS TO MOVE. THE ELECTRIC FEE IS LOW AND THE WATER IS INCLUDED ALSO THE INTERNET IS INCLUDED ON THE RENT.

    Paola ramirez Lifestyle International Realty

    117 5th St NE Unit 113, Winter Haven, FL 33881
  • /2

    $750,000

    Sold Apr 23, 2026

    2683 Wyndsor Oaks Way, Winter Haven, FL 33884

    • 4 Beds
    • 4 Baths
    • 3,440 Sq Ft
    • Built 2002

    Last Sold Summary

    • 17% Below List Price
    • $218/SF
    • 424 Days On Market

    Current Estimated Value $768,932

    Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    2683 Wyndsor Oaks Way, Winter Haven, FL 33884
    • /15

      Not Listed For Sale

      6501 Domizio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 2.5 Baths
      • 2,370 Sq Ft
      • Built 2025
      6501 Domizio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 19 Days On Market

  • /27

    $311,490

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

    Cali Plan at VillaMar, Winter Haven, FL 33884

    Introducing the Cali floorplan at Villamar, 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

    D.R. Horton Builder
    3744 Giorgio Dr Unit 36202851, Winter Haven, FL 33884
  • /10

    $2,295 Per Month

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

    6233 Botticella Blvd, Winter Haven, FL 33884

    Discover your dream home in the heart of Winter Haven, FL! Built in 2026, this stunning 2,112-square-foot residence offers the perfect blend of modern design and comfortable living. Featuring five spacious bedrooms and 2.5 well-appointed bathrooms, this home provides ample room for relaxation, work, and creativity. Central air conditioning ensures a cool and comfortable atmosphere

    6233 Botticella Blvd, Winter Haven, FL 33884
  • /2

    $380,000

    Sold Feb 27, 2026

    168 Morning Glory Cir, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $201/SF
    • 64 Days On Market

    Current Estimated Value $371,210

    Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    168 Morning Glory Cir, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      6528 Domizio Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,501 Sq Ft
      • Built 2025
      6528 Domizio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent William Maltbie MALTBIE REALTY GROUP

  • /35

    $323,990

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft

    Robie Plan at VillaMar, Winter Haven, FL 33884

    The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads.Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept

    D.R. Horton Builder
    3744 Giorgio Dr Unit 36202855, Winter Haven, FL 33884
  • /19

    $1,075 Per Month

    • 2 Beds
    • 2 Baths
    • 2,732 Sq Ft
    • Apartment for Rent

    521 20th St SW Unit c, Winter Haven, FL 33880

    Winter Haven.. private home with rental unit. Only mins walk to Food and shopping, Lake Howard and Lake Howard Nature Park This unit is currently available for June 1 .Plenty of windows, enclosed/covered porch, sccond floor unit Only minutes from major shopping and dining, and directly across from Lake Howard. This one bedroom unit is ground floor has large living space. Open floor plan with

    Scott Butts KIMBRIDGE REALTY, LLC

    521 20th St SW Unit c, Winter Haven, FL 33880
  • /2

    $425,000

    Sold Oct 29, 2025

    232 Terranova Blvd, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,327 Sq Ft
    • Built 2004

    Last Sold Summary

    • $183/SF
    • 2 Days On Market

    Current Estimated Value $427,645

    Last Listing Agent Deanna Stone THE STONES REAL ESTATE FIRM

    232 Terranova Blvd, Winter Haven, FL 33884
    • /2

      Est $341,820

      Not Listed For Sale

      6408 Domizio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 2.5 Baths
      • 2,370 Sq Ft
      • Built 2025
      6408 Domizio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent William Maltbie MALTBIE REALTY GROUP

  • /19

    $383,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,797 Sq Ft

    Lynn Haven Plan at Ashton Covey, Winter Haven, FL 33884

    The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the extended lanai, and store seasonal items in the 3-car garage. There’s even more to love

    Ryan Homes Builder
    1981 Quail Fields Cir Unit 36142184, Winter Haven, FL 33884
  • /17

    $1,600 Per Month

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    701 Bates Ave SW Unit 201, Winter Haven, FL 33880

    ***BRAND NEW CONSTRUCTION*** Everything is new!! Never lived in 3 bed 1 bath unit. Beautiful kitchen with open eating concept, granite countertops, and stainless steel appliances. The units also come with a stackable washer and dryer included! Great layout with plenty of storage. Your rent also includes your water and trash for convenience and simplicity. Great location near downtown Winter

    701 Bates Ave SW Unit 201, 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 $510,645

    Last Listing Agent Donna Fiore ENGEL & VOELKERS LAKELAND

    1016 Biltmore Dr NW, Winter Haven, FL 33881
    • /2

      Not Listed For Sale

      1754 35th St NW, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 2025
      1754 35th St NW, Winter Haven, FL 33881

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Maria Garcia Acosta INVESTOR'S HOME REALTY

  • /62

    $565,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,512 Sq Ft

    6261 Pinehurst Loop, Winter Haven, FL 33884

    NOW OFFERED AT $565,000! BRAND NEW LUXURY VINYL FLOORS just installed in the living room, dining room and office. If you have viewed this home before, It definitely needs a second look. Experience resort-style living in the highly sought-after 55+ Lake Ashton Golf Club Community with this exceptional Ashton floor plan, offering 3 bedrooms, 2 baths, a den, and 2,512 sq. ft. of beautifully designed

    Anita Lowe LOCKHART & ASSOCIATES INC

    6261 Pinehurst Loop, Winter Haven, FL 33884
  • /15

    $1,769 Per Month

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,340 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

    Laidy Mataushek TAH FLORIDA LLC

    Unlisted Address
  • /23

    $145,752

    Sold Jul 31, 2026

    413 Winter Ridge Blvd Unit 90, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Built 1995

    Last Sold Summary

    • 8% Below List Price
    • $136/SF
    • 253 Days On Market

    Current Estimated Value $145,840

    Last Listing Agent Christina Heath Century 21 Myers Realty

    413 Winter Ridge Blvd Unit 90, Winter Haven, FL 33881
    • /2

      Est $293,281

      Not Listed For Sale

      4515 Rapallo Ave, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,744 Sq Ft
      • Built 2025
      4515 Rapallo Ave, Winter Haven, FL 33884

      Last Sold Summary

      • 18 Days On Market

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

  • /70

    $354,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,334 Sq Ft

    Ponte Vedra Plan at Willowbrook North, Winter Haven, FL 33881

    PONTE VEDRA: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living , Loft and up to 5 Bedrooms! The Ponte Vedra plan is available in Coastal, Farmhouse or Traditional exterior designs. The gracious foyer leads to the cafe area and the well-appointed island kitchen that overlooks the spacious family room. The 2nd level primary suite boasts an en suite bathroom with dual sink vanity,

    DRB Homes Builder
    0 Fl-544 St Unit 36849126, Winter Haven, FL 33881
  • /19

    $1,475 Per Month

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

    5657 Struthers Ct Unit 1, Winter Haven, FL 33884

    First month's rent free with an approved application and executed lease. $1,475/month – Beautifully Renovated 2 Bedroom Duplex in Winter Haven Beautiful 2 bedroom, 1 bathroom duplex located in a quiet and desirable area off Cypress Gardens Boulevard. This move-in ready home features a brand-new roof, renovated interior, block construction, and a spacious oversized lot with 2 parking

    5657 Struthers Ct Unit 1, Winter Haven, FL 33884
  • /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 $322,022

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    2339 Brassie Ct, Winter Haven, FL 33884
    • /2

      Est $156,766

      Not Listed For Sale

      120 & 0 8th Wahneta St W, Winter Haven, FL 33880

      • 2 Beds
      • 1 Bath
      • 696 Sq Ft
      • Built 1955
      120 & 0 8th Wahneta St W, Winter Haven, FL 33880

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Cesar Estrada, PA EXP REALTY LLC

  • /14

    $376,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,551 Sq Ft

    Sandalwood Plan at Ashton Covey, Winter Haven, FL 33884

    The Sandalwood single-family home sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full bath sits between 2 bedrooms, while a guest suite with full bath is found off the 3-car garage. Use the versatile flex space as a home office. The gourmet kitchen includes a large island overlooking dining space and the family room, ideal

    Ryan Homes Builder
    1981 Quail Fields Cir Unit 36142183, Winter Haven, FL 33884
  • /24

    $1,600 Per Month

    • 2 Beds
    • 1 Bath
    • 625 Sq Ft
    • Townhouse for Rent

    327 Avenue J SE, Winter Haven, FL 33880

    Beautifully renovated half duplex residence offers a fresh, clean, and comfortable place to call home. The property has been fully renovated with updated finishes, a refreshed kitchen, fresh paint, and a clean modern feel throughout. Enjoy convenient parking and outdoor space in a great central Winter Haven location. Conveniently located minutes from Publix, Walmart, ALDI, Downtown Winter Haven,

    Tim Nasseh PROPERTIES IN TOWN

    327 Avenue J SE, Winter Haven, FL 33880
  • /2

    $175,000

    Sold Jul 10, 2026

    492 Lakeside Ranch Cir, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 2006

    Last Sold Summary

    • 19% Below List Price
    • $108/SF
    • 280 Days On Market

    Last Listing Agent Cheryl Brewer COLDWELL BANKER REALTY

    492 Lakeside Ranch Cir, Winter Haven, FL 33881
    • /2

      Not Listed For Sale

      4419 Blackwell Ave, Lake Wales, FL 33859

      • 3 Beds
      • 2 Baths
      • 1,672 Sq Ft
      • Built 2025
      4419 Blackwell Ave, Lake Wales, FL 33859

      Last Sold Summary

      • 41 Days On Market

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

  • 5512 Taverna Loop Unit 40026132, Winter Haven, FL 33884

    $329,990

    New Construction $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,226 Sq Ft

    Azure Plan at Villa Mar, Winter Haven, FL 33884

    Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted...

    Casa Fresca Homes Builder
    5512 Taverna Loop Unit 40026132, Winter Haven, FL 33884
  • /15

    $1,815 Per Month

    • 3 Beds
    • 2 Baths
    • 1,465 Sq Ft
    • House for Rent

    413 Lake Ned Rd, Winter Haven, FL 33884

    MOVE-IN SPECIAL! $500 off your first month's rent. Rent easily and live comfortably with ResiHome, a trusted leader in single-family home rentals. Professionally managed, pet-friendly, and resident-focused - renting the way it should be. Your 3-bedroom, 2-bath home offers 1,465 square feet of bright, modern living in Winter Haven. Inside The Home-

    413 Lake Ned 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 $393,206

    Last Listing Agent Cyleste Goodson FLORIDA REAL ESTATE COMPANY

    1995 Avenue F SW, Winter Haven, FL 33880
    • /16

      Est $324,719

      Not Listed For Sale

      3506 Evening Star Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft
      3506 Evening Star Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 10 Days On Market

  • /8

    $323,990

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

    Hawking Plan at Sunset Hills, 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
    3136 Sunset Hills Rd Unit 36488327, Winter Haven, FL 33881
  • /23

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    106 Eagle Pond Dr, Winter Haven, FL 33884

    MOVE-IN READY upstairs Eagle Pond condominium in the highly desirable 24-hour guard gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, and serene pond views from almost every room. The spacious primary bedroom features an en suite bathroom while both bedrooms offer walk-in closets.

    Kayly Malinas JOHN WOOD REALTY, INC.

    106 Eagle Pond Dr, Winter Haven, FL 33884
  • /2

    $291,191

    Sold Feb 26, 2026

    6440 Domizio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • Built 2026

    Last Sold Summary

    • 6% Above List Price
    • $155/SF
    • 17 Days On Market

    Current Estimated Value $298,126

    Last Listing Agent Ben Goldstein LENNAR REALTY

    6440 Domizio Dr, Winter Haven, FL 33884
    • /2

      Est $304,234

      Not Listed For Sale

      3510 Evening Star Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 2025
      3510 Evening Star Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Reed Williams ASHTON WOODS FLORIDA REALTY LLC

Showing Results 641 - 680, Page 17 of 18

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