48,064

Winter Haven, FL Homes

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  • /21

    $365,000

    • 5 Beds
    • 3 Baths
    • 2,523 Sq Ft

    1404 Axel Cir, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Welcome to this beautifully crafted, newly built home offering over 2,500 square feet of modern living space in the peaceful PINNACLE POINT neighborhood of Winter Haven. This spacious 5-bedroom, 3-bathroom home features a thoughtfully designed layout that perfectly balances comfort, style, and functionality. Just off the foyer, a private guest suite

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 204-5093

    1404 Axel Cir, Winter Haven, FL 33880
  • /12

    $1,350 per month

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Property for Rent

    6332 Bayberry Blvd NE, Winter Haven, FL 33881

    Beautiful 55 + community .Spacious 2 Bedrooms,2 bathrooms,1 car carport . Large screened in enclosure with view to an open field . Easy access to everything.

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    Jannette Pena

    JMP REALTY, INC.

    (863) 880-1241

    6332 Bayberry Blvd NE, Winter Haven, FL 33881
  • /2

    $122,500 Sold Dec 27, 2024

    6455 Hollyberry Ln NE, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $107/SF
    • 3 Days On Market

    Last Listing Agent Daniel McFee COLDWELL BANKER REALTY

    6455 Hollyberry Ln NE, Winter Haven, FL 33881
    • /2

      Not Listed For Sale

      306 Lochen Cir SE, Winter Haven, FL 33884

      306 Lochen Cir SE, Winter Haven, FL 33884
  • /57

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,830 Sq Ft

    5751 Lakeside Landings Blvd, Winter Haven, FL 33881

    LIKE NEW! Beautiful and well maintained 3 BR 2 BA single family home in Winter Haven, FL. This home features a wonderful open floor plan connecting the living and dining areas. The highlight of the kitchen is its island. The island contains a built-in sink, and the added surface area is perfect as an additional dining space or cooking area. Next to the dining room is a fully screened porch with a

    Agent Photo

    Daniel Hut

    HUT REALTY, LLC

    (863) 532-7380

    5751 Lakeside Landings Blvd, Winter Haven, FL 33881
  • /40

    $1,450 per month

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    513 Winter Terrace Unit 513, Winter Haven, FL 33881

    2 (TWO) Months FREE rent with a move in date before December 31st!! This fully remodeled unit boasts brand new vinyl plank flooring throughout, elegant granite countertops in both the kitchen and bathrooms, as well as updated mirrors and fixtures. The freshly painted interior complements the open great room, which seamlessly blends the living and dining areas. The galley kitchen is equipped with

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 722-1224

    513 Winter Terrace Unit 513, Winter Haven, FL 33881
  • /2

    $325,000 Sold Nov 04, 2025

    3828 Eloise Estates Ct, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • Built 2014

    Last Sold Summary

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

    Last Listing Agent Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

    3828 Eloise Estates Ct, Winter Haven, FL 33881
    • /2

      Est $284,427 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,690 Sq Ft

      144 Grove Branch Rd, Winter Haven, FL 33880

      144 Grove Branch Rd, Winter Haven, FL 33880
  • /31

    $69,500

    • 2 Beds
    • 2 Baths
    • 1,920 Sq Ft

    488 Putter Cir, Winter Haven, FL 33881

    Welcome to this delightful 2-bedroom, 2-bath home where comfort meets convenience. Recent updates include a new AC (2025) and roof (2024), giving you peace of mind for years to come. A circular driveway and golf cart make life easy, while a large shed offers plenty of storage. Inside, you'll love the bonus room with a wet bar, perfect for entertaining, along with the convenience of indoor laundry

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 349-7230

    488 Putter Cir, Winter Haven, FL 33881
  • /6

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 2,109 Sq Ft
    • House for Rent

    1453 Austin St Unit B, Winter Haven, FL 33884

    Charming PRIVATE ENTRANCE 1 - NEW bedroom apartment available for rent! Welcome to your new home! This beautiful apartment with living room, kitchen, 1 bathroom and 1 bedroom. Located in a quiet and friendly neighborhood in Eagle Lake, this space offers all the comfort and convenience you need. As for the location, it is close to shopping centers, restaurants, parks and public transportation.

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    Isabel Melin Mora

    MELIN REALTY LLC

    (863) 208-5449

    1453 Austin St Unit B, Winter Haven, FL 33884
  • /2

    $92,500 Sold Dec 31, 2024

    4587 Emerald Palms Dr, Winter Haven, FL 33884

    • Land
    • 0.4 Acre
    • $231,250 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 52 Days On Market

    Current Estimated Value $86,398

    Last Listing Agent Drew Swain SOHO RE AND CONSTRUCTION

    4587 Emerald Palms Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft

      14 Robin Ln, Winter Haven, FL 33880

      14 Robin Ln, Winter Haven, FL 33880
  • /39

    $188,977

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft

    307 Eagle Pond Dr, Winter Haven, FL 33884

    PRICE IMPROVEMENT! Welcome home to this charming condo in the 24/7 guard-gated Cypresswood Golf & Country Club, where you can unwind with beautiful pond views from the living room and both bedrooms. The open layout feels bright and inviting, with 10-foot ceilings, rich wood cabinets, and a breakfast-bar kitchen that’s perfect for morning coffee or hosting friends. You’ll love the spacious walk-in

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    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 431-4399

    307 Eagle Pond Dr, Winter Haven, FL 33884
  • /32

    $1,700 per month

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

    7903 Waterview Way, Winter Haven, FL 33884

    2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing.

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    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 375-7146

    7903 Waterview Way, Winter Haven, FL 33884
  • /2

    $525,000 Sold Dec 16, 2025

    1301 Hidden Creek Ct, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 2,278 Sq Ft
    • Built 1998

    Last Sold Summary

    • $230/SF
    • 13 Days On Market

    Last Listing Agent Brock Jennings THE MARKET REALTY COMPANY

    1301 Hidden Creek Ct, Winter Haven, FL 33880
    • /2

      Est $335,899 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,168 Sq Ft

      4427 Rapallo Ave, Winter Haven, FL 33884

      4427 Rapallo Ave, Winter Haven, FL 33884
  • /31

    $76,000

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    1006 Eagle Dr, Winter Haven, FL 33881

    Step into this stunning furnished 3-bedroom, 2-bath home with a den, offering over 1,500 sq. ft. of beautifully designed living space PLUS a huge enclosed Florida room with heat and AC-perfect for year-round enjoyment! You'll love the bright open living and dining area and the spacious kitchen featuring tons of counter and cabinet space along with a built-in desk for convenience. An interior

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 223-4692

    1006 Eagle Dr, Winter Haven, FL 33881
  • /20

    $1,600 per month

    • 3 Beds
    • 2 Baths
    • 1,143 Sq Ft
    • House for Rent

    817 Whisper Lake Ct, Winter Haven, FL 33880

    Cute 3 bedroom 2 bath home in Southwest Winter Haven located on the cul-de-sac! All ceramic tile flooring throughout. Newer kitchen cabinets & appliances. High ceilings in the living room with decorative fireplace (non-operative). Off the kitchen is a dining area with sliding glass doors to the 17x8 screened in lanai. Extra open concrete slab outside of lanai, perfect for a grilling area! Master

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 431-4621

    817 Whisper Lake Ct, Winter Haven, FL 33880
  • /2

    $418,000 Sold Feb 26, 2025

    2973 Dayton Dr, Winter Haven, FL 33884

    • 3 Beds
    • 3 Baths
    • 2,659 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Below List Price
    • $157/SF
    • 99 Days On Market

    Current Estimated Value $419,032

    Last Listing Agent Assunta Zaghet STATION SQUARE REALTY LLC

    2973 Dayton Dr, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,188 Sq Ft

      6075 Southern Oaks Dr SE, Winter Haven, FL 33884

      6075 Southern Oaks Dr SE, Winter Haven, FL 33884
  • /46

    $179,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,342 Sq Ft

    6149 Grand Oaks Dr SE, Winter Haven, FL 33884

    Under contract-accepting backup offers. You own the land and very low cost HOA! Golf Cart included! Welcome to this move-in ready home in a highly sought-after 55+ community in Winter Haven, FL. Offering a peaceful, resort-style lifestyle, this home is perfectly situated in a serene neighborhood that boasts exceptional amenities, including a sparkling community pool & HOT TUB, clubhouse, and

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    Corey Lott

    NEXTHOME LOTT PREMIER REALTY

    (863) 328-4617

    6149 Grand Oaks Dr SE, Winter Haven, FL 33884
  • /34

    $1,900 per month

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • House for Rent

    140 Mandolin Dr, Winter Haven, FL 33884

    Welcome to this clean and large 3 bedroom 2 bath Cassidy Home in the gated community of Mandolin. Kitchen features granite counter tops, stainless steel appliances, breakfast bar and eating nook area. Work station with built in desk off kitchen and inside utility room. Formal dining room with plant shelves. Living room with cathedral/vaulted ceilings, plant shelves and sliding glass doors to the

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 341-8694

    140 Mandolin Dr, Winter Haven, FL 33884
  • /2

    $420,000 Sold Feb 04, 2025

    2977 Dayton Dr, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,302 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $182/SF
    • 16 Days On Market

    Current Estimated Value $414,580

    Last Listing Agent Maria Santillo REMAX EXPERTS

    2977 Dayton Dr, Winter Haven, FL 33884
    • /2

      Est $383,730 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,354 Sq Ft

      1340 Eagle Crest Blvd, Winter Haven, FL 33881

      1340 Eagle Crest Blvd, Winter Haven, FL 33881
  • /71

    $484,000 Open House 1/03

    • 3 Beds
    • 2 Baths
    • 2,363 Sq Ft

    5357 Hogan Ln, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. WATERFRONT CUSTOM St. John floor plan with CDD bond debt PAID IN FULL! A true gem in Lake Ashton. Recent Upgrades: Kinetico whole-house water softener, refrigerator (2025), New roof (2024), AC, dishwasher, stove, additional screened room with pavers, and upgraded landscaping (2022). Experience Florida living at its finest in this beautifully

    Agent Photo

    Emily Muscarella

    A+ REALTY LLC

    (863) 431-8559

    5357 Hogan Ln, Winter Haven, FL 33884
  • /25

    $1,480 - $2,175 per month

    The Waverly at Winter Haven

    1 - 3 Beds

    1015 Lake Forest Blvd, Winter Haven, FL 33884

    Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer.At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and

    1015 Lake Forest Blvd, Winter Haven, FL 33884
  • /2

    $273,000 Sold Dec 03, 2025

    4070 Island Lakes Dr, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,860 Sq Ft
    • Built 2011

    Last Sold Summary

    • 28% Below List Price
    • $147/SF
    • 400 Days On Market

    Last Listing Agent Natalie Rivera VESTI LLC

    4070 Island Lakes Dr, Winter Haven, FL 33881
    • /2

      Est $771,236 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 2,448 Sq Ft

      212 Avenue F SW, Winter Haven, FL 33880

      212 Avenue F SW, Winter Haven, FL 33880
  • /18

    $69,500

    • 2 Beds
    • 2 Baths
    • 792 Sq Ft

    471 Putter Cir, Winter Haven, FL 33881

    Welcome to your dream oasis! This stunning 2-bedroom, 2-bathroom home is a perfect blend of comfort and style. Step into a beautifully renovated kitchen that will inspire your inner chef! Enjoy the luxury of updated bathrooms, including a fabulous primary bath. The spacious enclosed Florida Room, equipped with HVAC, is perfect for year-round relaxation and adding an additional 160 sq ft. Plus,

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 622-7245

    471 Putter Cir, Winter Haven, FL 33881
  • /21

    $1,900 per month

    • 3 Beds
    • 1 Bath
    • 1,876 Sq Ft
    • House for Rent

    107 Avenue F SW, Winter Haven, FL 33880

    Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1928 home, ideally located in the heart of Winter Haven. This property can be leased as a home or commercially!! Bring your business an update with a new office space! Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and

    Christin Davis PROPERTY MANAGEMENT OF POLK

    107 Avenue F SW, Winter Haven, FL 33880
  • /18

    $309,909 Sold Mar 10, 2025

    296 Krenson Bay Loop, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft
    • Built 2021

    Last Sold Summary

    • $168/SF
    • 122 Days On Market

    Current Estimated Value $306,161

    Last Listing Agent Cassandre Martin LA ROSA REALTY CENTRAL FLORIDA

    296 Krenson Bay Loop, Winter Haven, FL 33881
    • /2

      Est $592,687 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,459 Sq Ft

      2827 Sunset Dr NW, Winter Haven, FL 33881

      2827 Sunset Dr NW, Winter Haven, FL 33881
  • /18

    $240,000

    • 3 Beds
    • 1.5 Baths
    • 1,204 Sq Ft

    112 Harbor Dr, Winter Haven, FL 33881

    Welcome to Your Dream Home! Discover this fully updated ranch-style home, featuring a brand new roof and a beautifully renovated kitchen and bathroom. Situated on a quiet street with no HOA fees, this property offers both peace and affordability. Enjoy close proximity to parks and highways, making it a convenient choice for your lifestyle. This home is perfect for first-time buyers or anyone

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    Farzana Zalil

    CHARLES RUTENBERG REALTY ORLANDO

    (863) 231-0623

    112 Harbor Dr, Winter Haven, FL 33881
  • /22

    $1,329 - $1,880 per month

    Prose Cypress Pointe

    1 - 2 Beds

    3110 Gowan Dr, Winter Haven, FL 33884

    Welcome home to Prose Cypress Pointe, a brand-new multifamily community located in Winter Haven, Florida. Our spacious one- and two-bedroom apartment homes feature modern stainless-steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout and full-sized washers and dryers in every apartment home. And with convenient, must-have amenities like a fitness

    3110 Gowan Dr, Winter Haven, FL 33884
  • /2

    $650,000 Sold Feb 12, 2025

    3047 Eagle Haven Dr, Winter Haven, FL 33880

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft
    • Built 2020

    Last Sold Summary

    • 22% Below List Price
    • $260/SF
    • 107 Days On Market

    Current Estimated Value $641,757

    Last Listing Agent Jill Lingenfelter CENTURY 21 MYERS REALTY

    3047 Eagle Haven Dr, Winter Haven, FL 33880
    • /2

      Est $254,013 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,626 Sq Ft

      720 Avenue H NE, Winter Haven, FL 33881

      720 Avenue H NE, Winter Haven, FL 33881
  • /47

    $339,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,934 Sq Ft

    544 Coleman Dr W, Winter Haven, FL 33884

    Under contract-accepting backup offers. Beautifully renovated 3 bedroom, 2 bath home on a generous .33 acre lot with no HOA, just minutes from Lake Daisy. From the moment you walk in, the home feels bright, open, and welcoming, with formal living and dining areas at the front, a separate family room with a cozy brick fireplace, and a true split bedroom floor plan that gives everyone extra

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 264-5614

    544 Coleman Dr W, Winter Haven, FL 33884
  • /22

    $2,050 per month

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

    3542 Evening Star Dr, Winter Haven, FL 33881

    Welcome home to this modern 2025-built single-family residence featuring 4 bedrooms, 2 bathrooms, and 1,858 sq ft of bright, open living space. The open-concept design flows beautifully from the spacious living area into a sleek kitchen finished with stone countertops, contemporary cabinetry, and a clean, modern feel throughout. The oversized tile flooring adds a polished, upscale look and makes

    Felix Ortiz LA ROSA REALTY KISSIMMEE

    3542 Evening Star Dr, Winter Haven, FL 33881
  • /2

    $200,000 Sold Jan 17, 2025

    235 6th St NW Unit 408, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,299 Sq Ft
    • Built 1982

    Last Sold Summary

    • $154/SF
    • 0 Days On Market

    Current Estimated Value $196,753

    Last Listing Agent Brock Jennings THE MARKET REALTY COMPANY

    235 6th St NW Unit 408, Winter Haven, FL 33881
    • /2

      Est $240,755 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,419 Sq Ft

      2715 Rutledge Ct, Winter Haven, FL 33884

      2715 Rutledge Ct, Winter Haven, FL 33884

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