48,525

Winter Haven, FL Homes

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  • /31

    $525,000

    • 4 Beds
    • 3.5 Baths
    • 2,921 Sq Ft

    184 Lake Otis Rd, Winter Haven, FL 33884

    Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush, manicured lot with mature trees and attractive landscaping. Inside, you’ll find rich wood flooring throughout the spacious living and dining areas, as well as the kitchen and family room—perfect for both everyday living and entertaining. A standout

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 340-7440

    184 Lake Otis Rd, Winter Haven, FL 33884
  • /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.

    Agent Photo

    Isabel Melin Mora

    MELIN REALTY LLC

    (863) 208-5449

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

    $257,000 Sold Dec 02, 2025

    409 Lake Ned Rd, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,210 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Below List Price
    • $116/SF
    • 22 Days On Market

    Current Estimated Value $262,809

    Last Listing Agent Ashley Lopez KELLER WILLIAMS REALTY SMART 1

    409 Lake Ned Rd, Winter Haven, FL 33884
    • /2

      Est $368,126 Not Listed For Sale

      359 Mandolin Ln, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 2,356 Sq Ft
      • Built 2009
      359 Mandolin Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Above List Price
      • $153/SF
      • 60 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR

  • /42

    $294,000

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

    624 Honey Bell Rd, Winter Haven, FL 33880

    **$5000 towards closing costs with any reasonable offer. Seller will entertain any reasonable offer!!** Beautiful 3-bedroom, 2-bath ranch home built in 2022 offering modern design and easy one-level living. Open concept layout with spacious living areas, contemporary finishes, and abundant natural light. Well appointed kitchen and comfortable bedroom split for added privacy. Move-in ready and

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    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 431-8805

    624 Honey Bell Rd, Winter Haven, FL 33880
  • /22

    $950 per month

    • 3 Beds
    • 1 Bath
    • 400 Sq Ft
    • Apartment for Rent

    411 Avenue E SE Unit B, Winter Haven, FL 33880

    Located in the heart of downtown in WINTER HAVEN TOTALLY REMODELED TOTALLY PRIVATE - STUDIO APRTMENT, 400 SqFt Full Kitchen, Full Baths, Walk-In Closet 1 parking space. Nice and quiet neighborhood. Rent included water and electricity. Close to: Polk State College, Winter Haven Hospital, US Army National Guard, Denison Middle School, Brigham Academy, Lake Otis, Walmart Super Center, Lowes Home

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    Juan Campana

    AGENT TRUST REALTY CORPORATION

    (863) 576-5070

    411 Avenue E SE Unit B, Winter Haven, FL 33880
  • /2

    $260,000 Sold Mar 23, 2026

    565 Terranova Cir, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Built 2003

    Last Sold Summary

    • 7% Below List Price
    • $180/SF
    • 113 Days On Market

    Current Estimated Value $260,001

    Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

    565 Terranova Cir, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      419 Garrett Ridge Ct, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,674 Sq Ft
      • Built 1995
      419 Garrett Ridge Ct, Winter Haven, FL 33880

      Last Sold Summary

      • $150/SF
      • 6 Days On Market

      Last Sold Price $251,000

      Last Listing Agent TAMMY SCHNEIDER S & D REAL ESTATE SERVICE LLC

  • /72

    $850,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 3,255 Sq Ft

    1028 S Lake Mariam Dr, Winter Haven, FL 33884

    Welcome to your slice of LAKEFRONT, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-bedroom, 2.5-bathroom home with a versatile BONUS ROOM offers the ultimate Florida lifestyle, complete with direct lake access, a private dock, and breathtaking water views right from your own backyard. Built to last and designed for low maintenance, this home

    Agent Photo

    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 264-0950

    1028 S Lake Mariam Dr, Winter Haven, FL 33884
  • /40

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft
    • House for Rent

    4741 Mandolin Loop, Winter Haven, FL 33884

    Located in the gated community of Mandolin, this well-maintained, move-in ready home checks all the boxes—a functional layout, comfort and privacy, 10x15 screened in lanai and a fully fenced backyard. The open-concept living space is designed for both everyday living and entertaining, while the kitchen is the heart of the home featuring oak cabinetry, ample counter space, pantry closet, and a

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 270-8639

    4741 Mandolin Loop, Winter Haven, FL 33884
  • /2

    $250,500 Sold Apr 29, 2025

    3416 Grenville Dr, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,315 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $190/SF
    • 34 Days On Market

    Current Estimated Value $242,524

    Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    3416 Grenville Dr, Winter Haven, FL 33884
    • /2

      Est $136,572 Not Listed For Sale

      504 Sears Ave NE, Winter Haven, FL 33881

      • 2 Beds
      • 1 Bath
      • 955 Sq Ft
      • Built 1955
      504 Sears Ave NE, Winter Haven, FL 33881

      Last Sold Summary

      • 14% Above List Price
      • $126/SF
      • 4 Days On Market

      Last Sold Price $120,000

      Last Listing Agent Matt Helmling BAY VISION REALTY INC

  • /54

    $159,750

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884

    OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring

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    Sanda Andrews

    GOOD COMPANY REALTY INC.

    (863) 343-1606

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884
  • /16

    $2,600 per month

    • 4 Beds
    • 2 Baths
    • 1,933 Sq Ft
    • Townhouse for Rent

    748 Reggie Rd, Winter Haven, FL 33884

    Welcome to this beautiful tranquil home. Prime Location, Beautiful Community many amenities. Highly sought Peace Creek Reserve Community in Winter Haven. Modern Living in today's busy world. High end kitchen, Many architectural features sets this home off from others. Upgraded bathrooms. Very large space for family gatherings. Large bedrooms. Plenty of storage. Two car garage. Credit Score

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    Donna Galloway

    GOLDEN SANDS S. FLORIDA REALTY

    (863) 340-7767

    748 Reggie Rd, Winter Haven, FL 33884
  • /2

    $325,000 Sold Dec 26, 2025

    2438 5th St NE, Winter Haven, FL 33881

    • 6 Beds
    • 3 Baths
    • 1,950 Sq Ft
    • Built 1969

    Last Sold Summary

    • $167/SF
    • 6 Days On Market

    Current Estimated Value $327,809

    Last Listing Agent Pedro Fernandez Salvador CONTEMPORARY REALTY GROUP

    2438 5th St NE, Winter Haven, FL 33881
    • /2

      Not Listed For Sale

      38 Flamingo Blvd, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1982
      38 Flamingo Blvd, Winter Haven, FL 33880

      Last Sold Summary

      • $74/SF
      • 20 Days On Market

      Last Sold Price $100,000

      Last Listing Agent Jonathan Maio EXP REALTY LLC

  • /36

    $350,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,087 Sq Ft

    232 College Grove Cir NE, Winter Haven, FL 33881

    Under contract-accepting backup offers. Beautiful 3BR/2BA home in desirable College Grove, just off Lake Elbert with its new walking trail. Prime location (with NO HOA) close to downtown Winter Haven, shopping, hospitals, and Polk State College Open floor plan with separate living, dining, and family room featuring cathedral ceilings and a gas fireplace. Updated kitchen with island, breakfast

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    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 328-0841

    232 College Grove Cir NE, Winter Haven, FL 33881
  • /5

    $2,250 per month

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • House for Rent

    3180 Royal Tern Dr, Winter Haven, FL 33881

    Beautiful 4 bedroom home in the heart of Winter Haven. You'll find tile throughout living areas, spacious bedrooms, an open concept, a covered rear porch and a large yard fully fenced. Lawn maintenance included for a more relaxed living! Quiet community with pool and amenities to enjoy. Close to Davenport, Haines City, and only 28 miles to 192 in Kissimmee! Schedule your tour today and you can

    Agent Photo

    Jennifer Arguello

    MERCEDES INVESTMENTS LLC

    (863) 356-1279

    3180 Royal Tern Dr, Winter Haven, FL 33881
  • /2

    $280,000 Sold Mar 05, 2026

    6654 Crescent Loop, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 2014

    Last Sold Summary

    • 7% Below List Price
    • $154/SF
    • 138 Days On Market

    Current Estimated Value $278,314

    Last Listing Agent Cindy Thornton AGILE GROUP REALTY

    6654 Crescent Loop, Winter Haven, FL 33884
    • /2

      Est $186,146 Not Listed For Sale

      231 4th St, Winter Haven, FL 33880

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1963
      231 4th St, Winter Haven, FL 33880

      Last Sold Summary

      • 3% Below List Price
      • $223/SF
      • 5 Days On Market

      Last Sold Price $192,500

      Last Listing Agent Jonathan Minerick HOMECOIN.COM

  • /30

    $65,000

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    385 Tennis Ln, Winter Haven, FL 33881

    Community living in a great location with tons of activities in the very popular 55+ gated community of Swiss Golf and Tennis in Winter Haven, FL. This 1989 Homes of Merit 2 bedroom, 2 bath has a nice roomy entryway with laminate flooring throughout and the layout is spacious and open. You will find updates in the bathrooms with newer sink, flooring, commode, faucet, and lighting. The living room

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 588-7358

    385 Tennis Ln, Winter Haven, FL 33881
  • /88

    $2,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,370 Sq Ft
    • House for Rent

    6408 Domizio Dr, Winter Haven, FL 33884

    Additional reduction of this 4 bedroom 2.5 Baths is located in Villa Mar in Winter Haven, Florida. Master-planned amenities including a pool with cabana that is walking distance from your home, a playground, and shaded seating area. Highway 27, less than 10 minutes away, has everything you are looking for. Grocery stores, movie theaters, shopping centers, golf courses, restaurants, and so much

    Agent Photo

    Sushama Sharma

    CROWN INVESTMENT BROKERS

    (863) 880-2473

    6408 Domizio Dr, Winter Haven, FL 33884
  • /2

    $305,000 Sold Dec 29, 2025

    435 Lanham Dr, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,847 Sq Ft
    • Built 2021

    Last Sold Summary

    • 12% Below List Price
    • $165/SF
    • 64 Days On Market

    Current Estimated Value $311,165

    Last Listing Agent Angie Poole REMAX EXPERTS

    435 Lanham Dr, Winter Haven, FL 33881
  • /39

    $49,500

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    369 Putter Cir, Winter Haven, FL 33881

    This 2-bedroom, 2-bathroom home offers a perfect place for relaxation plus lots of room for activities. Enjoy the convenience of an inside laundry and unwind in your private screened room at the back of the home. The central A/C was upgraded to "mini splits" in 2028 & 2019 in the living room, the Florida room and both of the bedrooms. The windows were replaced in 2018. There is a

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 250-7593

    369 Putter Cir, Winter Haven, FL 33881
  • /35

    $1,500 per month

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

    383 Winter Ridge Blvd Unit 383, Winter Haven, FL 33881

    Thoughtfully remodeled 2-bedroom, 2-bath end unit condo situated on the Canal of Lake Smart/Lake Connie. Step inside to discover new luxury vinyl plank flooring throughout, new kitchen cabinets and beautiful granite countertops in the kitchen and bathrooms. The open-concept great room seamlessly blends the living and dining areas. The galley kitchen is equipped with all appliances, including a

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 270-7153

    383 Winter Ridge Blvd Unit 383, Winter Haven, FL 33881
  • /2

    $200,000 Sold Jun 26, 2025

    520 Avenue L SE, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Built 1961

    Last Sold Summary

    • 32% Below List Price
    • $149/SF
    • 247 Days On Market

    Current Estimated Value $207,027

    Last Listing Agent Trinh Le SOGO REAL ESTATE SERVICES LLC

    520 Avenue L SE, Winter Haven, FL 33880
    • /2

      Est $289,936 Not Listed For Sale

      3841 Giorgio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 2025
      3841 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Above List Price
      • $153/SF
      • 0 Days On Market

      Last Sold Price $282,200

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /40

    $379,000

    • 4 Beds
    • 4 Baths

    1215 26th St NW, Winter Haven, FL 33881

    Unique and spacious property offering flexibility and great outdoor living! This home features multiple living areas with beautiful exposed wood beam ceilings, updated flooring throughout, and plenty of natural light. The layout offers generously sized bedrooms and a functional kitchen with ample cabinetry and workspace, perfect for everyday living and entertaining. One of the standout features

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    Vitania Villar Sanchez

    Lifestyle International Realty

    (863) 329-5612

    1215 26th St NW, Winter Haven, FL 33881
  • /32

    $1,650 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.

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 375-7146

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

    $138,000 Sold Jul 29, 2025

    109 2nd Jpv St, Winter Haven, FL 33880

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Below List Price
    • $119/SF
    • 7 Days On Market

    Current Estimated Value $162,633

    Last Listing Agent Nick Whitehouse RE/MAX PRIME PROPERTIES

    109 2nd Jpv St, Winter Haven, FL 33880
    • /2

      Est $324,930 Not Listed For Sale

      3809 Giorgio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 1,988 Sq Ft
      • Built 2025
      3809 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $161/SF
      • 14 Days On Market

      Last Sold Price $321,000

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /49

    $135,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    1550 11th St NE Unit D7, Winter Haven, FL 33881

    Welcome home to this inviting upstairs condo located in the peaceful Lake Buckeye Condo community, where tranquil lake views and relaxed living come together. Step inside to find laminate and ceramic tile flooring throughout, offering both durability and easy maintenance. The open living and dining area is light and welcoming, seamlessly extending to a private 3x7 balcony, the perfect place to

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 267-8250

    1550 11th St NE Unit D7, Winter Haven, FL 33881
  • /11

    $1,600 per month

    • 2 Beds
    • 1 Bath
    • 626 Sq Ft
    • House for Rent

    1756 2nd St NE, Winter Haven, FL 33881

    VACANT, MOVE-IN READY & PET FRIENDLY! Lease for just $1,600/month! Located in the lovely and up-and-coming Winter Haven area, this completely remodeled historic 1930s home has been beautifully restored to its former glory. This charming home offers 2 bedrooms and 1 well-appointed full bathroom, perfect for comfortable living. Situated on an oversized, fully fenced corner lot—perfect for pets—the

    Agent Photo

    Daniel Hut

    HUT REALTY, LLC

    (863) 887-8920

    1756 2nd St NE, 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

    Current Estimated Value $315,464

    Last Listing Agent Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

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

      Est $275,096 Not Listed For Sale

      3789 Giorgio Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,695 Sq Ft
      • Built 2024
      3789 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Above List Price
      • $156/SF
      • 0 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /49

    $219,000

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 563-3579

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881
  • /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

    $349,999 Sold Mar 06, 2026

    5544 Taverna Loop, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,470 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $142/SF
    • 10 Days On Market

    Current Estimated Value $336,890

    Last Listing Agent Dale Human CASA FRESCA REALTY

    5544 Taverna Loop, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      111 6th Wahneta St E, Winter Haven, FL 33880

      • 2 Beds
      • 2 Baths
      • 840 Sq Ft
      • Built 1983
      111 6th Wahneta St E, Winter Haven, FL 33880

      Last Sold Summary

      • $89/SF
      • 14 Days On Market

      Last Sold Price $75,000

      Last Listing Agent William Beasley STAR REALTY OF WINTER HAVEN

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$292,500
Median Single Family Sale Price
$299,990
Median Townhouse Sale Price
$252,445
Median 2 Bedroom Sale Price
$136,670
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$169
Number of Homes for Sale
861
Last 12 months Home Sales
2,035
Months of Supply
5.10
Median List Price
$306,950
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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