48,373

Winter Haven, FL Homes

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  • /47

    $399,999

    • 4 Beds
    • 2 Baths
    • 2,113 Sq Ft

    115 Lake Mariam Way, Winter Haven, FL 33884

    Welcome to 115 Lake Mariam Way in Winter Haven, FL, located in the highly desirable Lake Mariam Hills community. This 4-bedroom, 2-bath single-family home offers a functional layout ideal for comfortable everyday living, entertaining, or remote work.Residents enjoy private community boat ramp access to Lake Mariam, making this an excellent lake-access home in Winter Haven for boating,

    Agent Photo

    Lynn Arthur

    FAITH AND FAMILY REALTY LLC

    (863) 277-2033

    115 Lake Mariam Way, Winter Haven, FL 33884
  • /24

    $2,000 per month

    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft
    • House for Rent

    988 Summer Glen Dr, Winter Haven, FL 33880

    4BR/2BA Home including a 2-car garage with 1,828 sq. ft. of living space. This home offers a spacious open floor plan with a combined living and dining area and a well-appointed kitchen, perfect for entertaining and enjoying time with guests. Three bedrooms are conveniently located at the front of the home, while the private primary suite is tucked away in the rear, featuring a large walk-in

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    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 867-1894

    988 Summer Glen Dr, Winter Haven, FL 33880
  • /2

    $325,000 Sold Sep 12, 2025

    205 Loma Dr, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 2,069 Sq Ft
    • Built 2006

    Last Sold Summary

    • 8% Below List Price
    • $157/SF
    • 30 Days On Market

    Current Estimated Value $325,867

    Last Listing Agent Brad Martin BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

    205 Loma Dr, Winter Haven, FL 33881
    • /2

      Est $321,773 Not Listed For Sale

      543 Squires Grove Dr, Winter Haven, FL 33880

      • 4 Beds
      • 3 Baths
      • 2,526 Sq Ft
      • Built 2018
      543 Squires Grove Dr, Winter Haven, FL 33880

      Last Sold Summary

      • 1% Above List Price
      • $126/SF
      • 135 Days On Market

      Last Sold Price $318,000

      Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

  • /42

    $298,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,852 Sq Ft

    119 Doll Dr, Winter Haven, FL 33884

    Under contract-accepting backup offers. This is a solid block home featuring 3 bedrooms and 1.5 bathrooms in a convenient and well-established neighborhood. Enjoy canal access to Lake Daisy, perfect for kayaking, pedal boarding, fishing, or relaxing by the water. The home offers peace of mind with a brand-new 30-year architectural shingle roof, a major upgrade for durability and insurance

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    Clarisa Moody

    MARZUCCO REAL ESTATE

    (863) 265-4259

    119 Doll Dr, Winter Haven, FL 33884
  • /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.

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    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 375-7146

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

    $340,000 Sold Nov 05, 2025

    912 Avenue F NE, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,859 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $183/SF
    • 6 Days On Market

    Current Estimated Value $340,412

    Last Listing Agent Cyleste Goodson FLORIDA REAL ESTATE COMPANY

    912 Avenue F NE, Winter Haven, FL 33881
    • /2

      Est $411,057 Not Listed For Sale

      2973 Dayton Dr, Winter Haven, FL 33884

      • 3 Beds
      • 3 Baths
      • 2,659 Sq Ft
      • Built 2018
      2973 Dayton Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Below List Price
      • $157/SF
      • 99 Days On Market

      Last Sold Price $418,000

      Last Listing Agent Assunta Zaghet STATION SQUARE REALTY LLC

  • /44

    $224,000

    • 4 Beds
    • 1 Bath
    • 2,078 Sq Ft

    111 Sunset Dr E, Winter Haven, FL 33881

    Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for homeowners or investors. The kitchen is just off from the spacious dining area, great for family gatherings, while the spacious living room and family room provides extra space to relax. The primary bedroom as well as the other rooms are generously sized, offering a

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    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    (863) 457-2180

    111 Sunset Dr E, 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

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    Daniel Hut

    HUT REALTY, LLC

    (863) 887-8920

    1756 2nd St NE, Winter Haven, FL 33881
  • /2

    $330,000 Sold Feb 17, 2026

    820 Overlook Grove Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft
    • Built 2014

    Last Sold Summary

    • 3% Below List Price
    • $202/SF
    • 10 Days On Market

    Current Estimated Value $301,671

    Last Listing Agent Cyleste Goodson FLORIDA REAL ESTATE COMPANY

    820 Overlook Grove Dr, Winter Haven, FL 33884
    • /2

      Est $290,229 Not Listed For Sale

      1429 Wallace Manor Pass, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,750 Sq Ft
      • Built 2013
      1429 Wallace Manor Pass, Winter Haven, FL 33880

      Last Sold Summary

      • 4% Above List Price
      • $160/SF
      • 55 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Kali Sikes PREMIER REALTY NETWORK, INC

  • /67

    $469,500 Pending

    • 4 Beds
    • 3 Baths
    • 2,888 Sq Ft

    1854 Eloise Cove Dr, Winter Haven, FL 33884

    Under contract-accepting backup offers. This wonderful 4-bedroom, 3-bath pool home is located in the gated community of Eloise Cove and is a former Lennar model featuring the highly sought-after Sheffield floor plan. NEW ROOF 9/2025. The spacious kitchen offers granite countertops, stainless steel appliances, double ovens, and a breakfast bar—perfect for entertaining. The home boasts a separate

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    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 296-2250

    1854 Eloise Cove Dr, Winter Haven, FL 33884
  • /32

    $1,424 per month

    • 1 Bed
    • 1 Bath
    • 835 Sq Ft
    • Apartment for Rent

    3110 Gowan Dr Unit A1, Winter Haven, FL 33884

    Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

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    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (863) 312-0563

    3110 Gowan Dr Unit A1, Winter Haven, FL 33884
  • /2

    $257,000 Sold Feb 13, 2026

    3510 Majesty Loop, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Above List Price
    • $205/SF
    • 18 Days On Market

    Current Estimated Value $251,120

    Last Listing Agent Russ Yerton ELEVATE REAL ESTATE BROKERS

    3510 Majesty Loop, Winter Haven, FL 33880
    • /2

      Est $292,071 Not Listed For Sale

      5069 Brenton Manor Ave, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,895 Sq Ft
      • Built 2013
      5069 Brenton Manor Ave, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Above List Price
      • $153/SF
      • 154 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Christine Hubbert BHHS FLORIDA PROPERTIES GROUP

  • /27

    $69,999

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    645 Century Ln, Winter Haven, FL 33881

    Experience comfortable living in this beautifully updated two-bedroom, two-bath home. Enjoy brand-new flooring installed in 2022, enhancing the modern feel throughout. The spacious bonus room offers versatile options for your lifestyle needs, while the large shed provides ample storage. Relax in the inviting Florida room, equipped with an efficient HVAC system for year-round comfort. The primary

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    Cindy Minnick

    Sun Resales, Inc.

    (863) 431-1518

    645 Century Ln, Winter Haven, FL 33881
  • /32

    $1,674 per month

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • Apartment for Rent

    3110 Gowan Dr Unit B1, Winter Haven, FL 33884

    Currently offering 1 months free upfront and a 99.00 app/ admin fee which is credited to rental account. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Discover Prose Cypress Pointe and make every day feel like a getaway. Nestled in the heart of Winter Haven and just a short drive from

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (863) 694-0332

    3110 Gowan Dr Unit B1, Winter Haven, FL 33884
  • /2

    $410,000 Sold Aug 27, 2025

    364 Fish Hawk Dr, Winter Haven, FL 33884

    • 6 Beds
    • 4.5 Baths
    • 3,920 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Above List Price
    • $105/SF
    • 35 Days On Market

    Current Estimated Value $415,842

    Last Listing Agent Robert Michael ROBERT MICHAEL & COMPANY INC.

    364 Fish Hawk Dr, Winter Haven, FL 33884
    • /2

      Est $46,507 Not Listed For Sale

      152 Madera Dr, Winter Haven, FL 33880

      152 Madera Dr, Winter Haven, FL 33880

      Last Sold Summary

      • 15% Below List Price
      • 2 Days On Market

      Last Sold Price $55,000

      Last Listing Agent Victoria Howell HALLMARK REALTY LLC

  • /52

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    703 Magnolia Place, Winter Haven, FL 33884

    Priced to Sell — Lakefront Living Starts Here!Welcome to this beautifully updated first-floor condo with a private 1-car garage, featuring gorgeous sunset views over Lake Winterset. Now offered with a recent price improvement, this spacious 2-bedroom, 2-bath residence delivers exceptional value, modern upgrades, and resort-style amenities in a highly desirable guard-gated, lakefront

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    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 766-2177

    703 Magnolia Place, 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.

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    Isabel Melin Mora

    MELIN REALTY LLC

    (863) 208-5449

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

    $265,000 Sold Feb 05, 2026

    1332 Coventry Ct, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,705 Sq Ft
    • Built 2019

    Last Sold Summary

    • 17% Below List Price
    • $155/SF
    • 52 Days On Market

    Current Estimated Value $274,650

    Last Listing Agent Brooke Boyette KELLER WILLIAMS TAMPA PROP.

    1332 Coventry Ct, Winter Haven, FL 33880
    • /2

      Est $277,663 Not Listed For Sale

      4949 Kaia Ave, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,607 Sq Ft
      • Built 2024
      4949 Kaia Ave, Winter Haven, FL 33884

      Last Sold Summary

      • 5% Below List Price
      • $183/SF
      • 0 Days On Market

      Last Sold Price $293,530

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /49

    $289,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,223 Sq Ft

    31 Lake Link Cir SE, Winter Haven, FL 33884

    Under contract-accepting backup offers. Short Sale. This is the kind of home that just feels right the moment you pull in. Set on an oversized .29-acre lot with no rear neighbors and peaceful conservation views behind you, this spacious 4-bedroom, 2-bath home offers room to breathe, grow, and truly settle in. Inside, you’ll find more than 2,200 square feet of comfortable living space—plus a

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    Katie Sweet

    WATSON REALTY CORP.

    (863) 265-5379

    31 Lake Link Cir SE, Winter Haven, FL 33884
  • /54

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,714 Sq Ft
    • House for Rent

    2595 Salzburg Loop, Winter Haven, FL 33884

    Located in the highly desirable 55+ gated community of Vienna Square, this beautifully maintained 2-bedroom PLUS office/den (potential 3rd bedroom, no closet), 2-bath home blends comfort and elegance. From the moment you enter, serene pond views draw you in — visible from the entry, great room, dinette, and even the primary suite. The spacious great room features brand new luxury vinyl plank

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    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 887-7978

    2595 Salzburg Loop, Winter Haven, FL 33884
  • /2

    $365,000 Sold Dec 19, 2025

    2813 Winterset Park, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,849 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $197/SF
    • 20 Days On Market

    Current Estimated Value $371,373

    Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

    2813 Winterset Park, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      2001 Sarah St, Winter Haven, FL 33884

      • 6 Beds
      • 3 Baths
      • 2,463 Sq Ft
      • Built 2024
      2001 Sarah St, Winter Haven, FL 33884

      Last Sold Summary

      • $134/SF
      • 37 Days On Market

      Last Sold Price $329,990

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /63

    $199,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,385 Sq Ft

    2769 Attwater Loop, Winter Haven, FL 33884

    Under contract-accepting backup offers. **Price Improvement** Welcome home to comfort, quality, and tranquility! This move-in ready, beautifully maintained villa sits on a premium waterfront lot, offering peaceful views and a serene ambience. Enjoy quiet mornings and relaxing evenings from the covered, screened lanai overlooking the picturesque setting—your own private outdoor retreat. Inside,

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    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 341-0428

    2769 Attwater Loop, Winter Haven, FL 33884
  • /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

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    Jennifer Arguello

    MERCEDES INVESTMENTS LLC

    (863) 356-1279

    3180 Royal Tern Dr, Winter Haven, FL 33881
  • /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 $263,237

    Last Listing Agent Ashley Lopez KELLER WILLIAMS REALTY SMART 1

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

      Est $279,581 Not Listed For Sale

      1616 Leamington Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,483 Sq Ft
      • Built 2025
      1616 Leamington Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 4% Below List Price
      • $196/SF
      • 25 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  • /100

    $279,900

    • 2 Beds
    • 2 Baths
    • 1,319 Sq Ft

    5325 Nicklaus Dr, Winter Haven, FL 33884

    Pride of ownership is evident in this well-maintained "snowbird" owned Caribbean floor plan home. The curb appeal comes from the quality landscaping, which includes tasteful plantings, palms, and a paver walk and drive. All the landscaping is "watered" by an automatic irrigation system. The home has many special features and recent upgrades that frees up the new owners. The roof was replaced in

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    Michael Krigelski

    A+ REALTY LLC

    (863) 663-6182

    5325 Nicklaus Dr, Winter Haven, FL 33884
  • /7

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 525 Sq Ft
    • House for Rent

    1422 Austin St Unit B, Bartow, FL 33830

    This private attached in-law suite offers a comfortable 1 bedroom / 1 bathroom layout with its own kitchenette, living area, washer and dryer, and independent entrance, providing privacy and functionality within a residential setting. The suite is attached to a single-family home, which is occupied separately. The unit has its own private access and does not share interior living spaces.

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    Isabel Melin Mora

    MELIN REALTY LLC

    (863) 592-0597

    1422 Austin St Unit B, Bartow, FL 33830
  • /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 $248,258

    Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

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

      Est $282,158 Not Listed For Sale

      1738 3rd St NE, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,290 Sq Ft
      • Built 2024
      1738 3rd St NE, Winter Haven, FL 33881

      Last Sold Summary

      • 5% Above List Price
      • $208/SF
      • 18 Days On Market

      Last Sold Price $268,000

      Last Listing Agent Mohammad Iqbal KELLER WILLIAMS REALTY SMART

  • /32

    $319,000

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft

    107 Mandolin Dr, Winter Haven, FL 33884

    NEW PRICE ADJUSTMENT! New Roof and Move-In Ready in Mandolin, a Gated SE Winter Haven Community. Step into this well-maintained, move-in ready, single-story 4-bedroom, 2-bath home tucked inside the Mandolin gated community of SE Winter Haven. With a brand-new roof, and an open, airy layout with cathedral ceilings, this home has been thoughtfully cared for and is ready for its next owners. The

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    Mabel Vassallo

    CENTURY 21 MYERS REALTY

    (863) 270-2960

    107 Mandolin Dr, Winter Haven, FL 33884
  • /35

    $1,400 per month

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Condo for Rent

    1550 11th St NE Unit D4, Winter Haven, FL 33881

    Ground-floor condo overlooking the community pool and scenic Lake Buckeye seeking a new long-term resident! Thoughtfully designed for comfort and easy living, this unit offers a 5x7 balcony off the dining area and a 9x12 screened-in lanai off the living room, both providing relaxing views of the pool and lake. Ceramic tile and vinyl flooring run throughout, combining durability with

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    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 456-7245

    1550 11th St NE Unit D4, Winter Haven, FL 33881
  • /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 $305,818

    Last Listing Agent Pedro Fernandez Salvador CONTEMPORARY REALTY GROUP

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

      Est $268,385 Not Listed For Sale

      1717 Teagan Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,487 Sq Ft
      • Built 2025
      1717 Teagan Ln, Winter Haven, FL 33884

      Last Sold Summary

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

      Last Sold Price $269,990

      Last Listing Agent Ben Goldstein LENNAR REALTY

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$290,740
Median Single Family Sale Price
$299,990
Median Townhouse Sale Price
$249,990
Median 2 Bedroom Sale Price
$139,500
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$170
Number of Homes for Sale
876
Last 12 months Home Sales
2,037
Months of Supply
5.20
Median List Price
$307,950
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
0%
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