48,920

Winter Haven, FL Homes

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  • /14

    $115,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 826 Sq Ft

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884

    SO close to HWY 27, Legoland, shopping, golf, and MORE! This beautifully renovated 2/1 condo comes complete with all new appliance suite, including a gas range for the home chef in you! (Gas is included in your HOA) Brand new cabinetry, ceiling fans, laminate flooring, and so much more. There are no age restrictions, and the LOW HOA covers exterior maintenance, grounds maintenance, gas for

    Agent Photo

    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 500-8591

    1100 Martinique Dr Unit 203, Winter Haven, FL 33884
  • /25

    Starting at $1,505 Per Month

    • 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

    The Waverly at Winter Haven

    (863) 591-0648

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

    $360,000

    Sold May 07, 2026

    232 College Grove Cir NE, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 2,087 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $172/SF
    • 2 Days On Market

    Current Estimated Value $355,116

    Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

    232 College Grove Cir NE, Winter Haven, FL 33881
    • /2

      Est $315,649

      Not Listed For Sale

      3484 Julius Estates Blvd, Winter Haven, FL 33881

      • 4 Beds
      • 2.5 Baths
      • 2,900 Sq Ft
      • Built 2013
      3484 Julius Estates Blvd, Winter Haven, FL 33881

      Last Sold Summary

      • 154 Days On Market

  • /15

    $260,000

    $15K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    3180 Country Club Cir, Winter Haven, FL 33881

    APPROVED SHORT SALE AT PRICE! CHAPTER 7 BANKRUPTCY - Located In The Country Walk Community, This 2019 Built Home At 3180 Country Club Cir, Winter Haven, FL 33881 Features The Popular DR Horton Aria Floor Plan Offering 3 Bedrooms, 2 Bathrooms, & 1,672 Sq Ft Of Living Space. This Home Offers an Open Concept Layout With A Spacious Living Area, Split Bedroom Floor Plan, & a Functional Kitchen

    Agent Photo

    Jon McCall PA

    Dalton Wade Inc

    (863) 250-1507

    3180 Country Club Cir, Winter Haven, FL 33881
  • /32

    $1,600 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

    $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 $263,532

    Last Listing Agent Ashley Lopez KELLER WILLIAMS REALTY SMART 1

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

      Est $1,079,268

      Not Listed For Sale

      4717 Emerald Palms Ct, Winter Haven, FL 33884

      • 5 Beds
      • 4.5 Baths
      • 4,579 Sq Ft
      • Built 2016
      4717 Emerald Palms Ct, Winter Haven, FL 33884

      Last Sold Summary

      • 34 Days On Market

  • /22

    $33,500

    • 2 Beds
    • 2 Baths

    687 Century Ln, Winter Haven, FL 33881

    Charming 2 bed, 2 bath home offering 784 sq ft with a desirable split floor plan for added privacy. Major updates include a shingle/metal roof, gutters, and downspouts (2023) and a recently updated A/C motor (2026), providing peace of mind for years to come. Enjoy Florida living from the screened lanai-perfect for relaxing or entertaining. The home features a large double driveway with a separate

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 264-3239

    687 Century Ln, Winter Haven, FL 33881
  • /54

    Starting at $1,219 Per Month

    • 1 - 3 Beds

    1015 Mahaffey Rd, Winter Haven, FL 33884

    A luxury rental lakefront apartment community in Winter Haven, Florida. Accepting leases now.

    The Carlton at Lake Dexter

    (727) 295-2861

    1015 Mahaffey Rd, Winter Haven, FL 33884
  • /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 $257,801

    Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

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

      Est $378,717

      Not Listed For Sale

      227 Avenue A NE, Winter Haven, FL 33881

      • 5 Beds
      • 3 Baths
      • 2,093 Sq Ft
      • Built 2025
      227 Avenue A NE, Winter Haven, FL 33881

      Last Sold Summary

      • 2 Days On Market

  • /40

    $245,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    3363 Livingston Way, Winter Haven, FL 33884

    Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gentlyused.

    Agent Photo

    Beena Kokeram

    AGILE GROUP REALTY

    (863) 694-1013

    3363 Livingston Way, Winter Haven, FL 33884
  • /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 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 $330,125

    Last Listing Agent Pedro Fernandez Salvador CONTEMPORARY REALTY GROUP

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

      Est $256,633

      Not Listed For Sale

      341 Kayden Cove, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 2025
      341 Kayden Cove, Winter Haven, FL 33884

      Last Sold Summary

      • 11 Days On Market

  • /85

    $699,000

    $41K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,961 Sq Ft

    237 Mclean Point, Winter Haven, FL 33884

    MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision!Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area.Key Features:• Prime Location: Enjoy boat access to

    Agent Photo

    Luis Perez Garcia

    EXP REALTY LLC

    (863) 264-6395

    237 Mclean Point, Winter Haven, FL 33884
  • /91

    Starting at $1,275 Per Month

    • Studio - 2 Beds

    265 Ave E SW, Winter Haven, FL 33880

    Discover the essence of upscale living at The Breeze, where the vibrant spirit of Winter Haven meets the serenity of a private retreat. Our community was designed for those who demand more from their surroundings. Each residence serves as a masterclass in architectural efficiency, blending high-performance energy standards with "luxury-first" essentials. From gourmet-inspired kitchens to living

    The Breeze

    (863) 356-0906

    265 Ave E SW, Winter Haven, FL 33880
  • /16

    $242,490

    Sold May 28, 2026

    3040 Captain Jax Way, Winter Haven, FL 33884

    • 3 Beds
    • 2.5 Baths
    • 1,423 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 4% Below List Price
    • $170/SF
    • 15 Days On Market

    Current Estimated Value $307,000

    Lennar Peace Creek Reserve - Serenity

    3040 Captain Jax Way, Winter Haven, FL 33884
    • /2

      Est $326,816

      Not Listed For Sale

      3837 Giorgio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 1,988 Sq Ft
      • Built 2025
      3837 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 0 Days On Market

  • /31

    $415,000

    • 3 Beds
    • 2 Baths
    • 2,107 Sq Ft

    357 Ruby Lake Loop, Winter Haven, FL 33884

    Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home,

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 265-1959

    357 Ruby Lake Loop, Winter Haven, FL 33884
  • /28

    $1,250 Per Month

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

    630 Pavare Ct, Winter Haven, FL 33884

    Welcome to 630 Pavare Ct, a charming 2-bedroom, 2-bath end-unit condo available for rent in the desirable Orchid Springs community. This second-floor residence offers 823 square feet of comfortable living space with an open floor plan, ceramic tile flooring throughout, with carpet in the bedrooms and neutral paint tones. The spacious great room flows into the dining area and kitchen, creating a

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 302-9940

    630 Pavare Ct, Winter Haven, FL 33884
  • /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 $283,818

    Last Listing Agent Cindy Thornton AGILE GROUP REALTY

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

      Not Listed For Sale

      5043 Abigail Dr, Winter Haven, FL 33859

      • 4 Beds
      • 2 Baths
      • 1,598 Sq Ft
      • Built 2025
      5043 Abigail Dr, Winter Haven, FL 33859

      Last Sold Summary

      • 3 Days On Market

  • /42

    $365,000

    • 4 Beds
    • 3 Baths
    • 2,042 Sq Ft

    340 Vail Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove community, just moments from the scenic shores of Lake Eloise. Set on over a quarter-acre lot, this property offers more than 2,000 sq ft of thoughtfully designed living space, featuring 3 bedrooms, 3 full bathrooms, and an enclosed bonus room that can

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 343-2779

    340 Vail Dr, Winter Haven, FL 33884
  • /22

    Starting at $1,441

    Total Monthly Price

    • 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

    Prose Cypress Pointe

    (833) 669-3928

    3110 Gowan 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 $308,066

    Last Listing Agent Angie Poole REMAX EXPERTS

    435 Lanham Dr, Winter Haven, FL 33881
    • /2

      Est $298,873

      Not Listed For Sale

      345 Kayden Cove, Winter Haven, FL 33884

      • 5 Beds
      • 2.5 Baths
      • 2,326 Sq Ft
      • Built 2025
      345 Kayden Cove, Winter Haven, FL 33884

      Last Sold Summary

      • 14 Days On Market

  • /31

    $489,000

    $36K PRICE DROP
    • 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
  • /15

    $2,350 Per Month

    • 5 Beds
    • 2.5 Baths
    • 2,280 Sq Ft
    • House for Rent

    6204 Botticella Blvd, Winter Haven, FL 33884

    Pre-Construction. To be built. Brand-New Corner Lakeview Home for Rent in Winter Haven$2,350/Month | Available June 9Be the first to live in this stunning two-story home located in one of Winter Haven’s fastest-growing communities.This spacious residence offers 5 bedrooms, 2.5 bathrooms, an upstairs loft ideal for a media room, office, or flex space, a 2-car garage, and 2,112 square

    Agent Photo

    Yamile Albornoz

    EXP REALTY LLC

    (863) 694-0827

    6204 Botticella Blvd, Winter Haven, FL 33884
  • /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 $207,118

    Last Listing Agent Trinh Le SOGO REAL ESTATE SERVICES LLC

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

      Est $305,667

      Not Listed For Sale

      4969 Kaia Ave, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,607 Sq Ft
      • Built 2025
      4969 Kaia Ave, Winter Haven, FL 33884

      Last Sold Summary

      • 35 Days On Market

  • /42

    $292,000

    Open Sat 11AM - 1PM $33K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    624 Honey Bell Rd, Winter Haven, FL 33880

    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 perfect for today's lifestyle.

    Agent Photo

    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 431-8805

    624 Honey Bell Rd, Winter Haven, FL 33880
  • /39

    Starting at $1,400 Per Month

    • 1 - 2 Beds

    200 Avenue C SW, Winter Haven, FL 33880

    Discover a living experience that moves with you. At Raindance, we have reimagined the modern residence as a sanctuary of light and fluid design. Each floor plan is a masterclass in spatial harmony, meticulously curated to balance expansive windows with intimate, designer-led interiors. Our commitment to excellence is woven into the very bones of the building, exceeding the highest energy

    Raindance

    (863) 356-1136

    200 Avenue C SW, Winter Haven, FL 33880
  • /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 $161,827

    Last Listing Agent Nick Whitehouse RE/MAX PRIME PROPERTIES

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

      Not Listed For Sale

      310 Avenue U NE Unit A & B, Winter Haven, FL 33881

      • 4 Beds
      • 4 Baths
      • 1,790 Sq Ft
      • Built 2025
      310 Avenue U NE Unit A & B, Winter Haven, FL 33881

      Last Sold Summary

      • 55 Days On Market

  • /33

    $69,999

    • 2 Beds
    • 2 Baths

    645 Century Ln, Winter Haven, FL 33881

    Welcome to this beautifully updated and spacious 2-bedroom, 2-bath home offering 1,296 sq ft of comfortable living! From the moment you walk in, you'll appreciate the open-concept layout. The kitchen features warm wood cabinetry with plenty of storage, while the home boasts newer flooring installed in 2022 for a fresh, modern feel throughout. The primary suite is a true retreat, highlighted by a

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    (863) 343-2190

    645 Century Ln, Winter Haven, FL 33881
  • /30

    $1,350 Per Month

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

    5667 Struthers Ct, Winter Haven, FL 33884

    Clean and cozy 2-bedroom, 1-bathroom duplex in southeast Winter Haven. Featuring wood laminate flooring in living areas and bedrooms, with ceramic tile flooring in the kitchen and bathroom. Kitchen equipped with newerKitchen cabinets and comes with range/oven, refrigerator, and washer/dryer hookups in utility closet. Both bedrooms of ample size with ceiling fans. Recently remodeled bathroom with

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 265-1579

    5667 Struthers Ct, Winter Haven, FL 33884
  • /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 $316,456

    Last Listing Agent Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

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

      Not Listed For Sale

      234 Turtle Bay Ave, Winter Haven, FL 33881

      • 3 Beds
      • 2.5 Baths
      • 1,604 Sq Ft
      • Built 2025
      234 Turtle Bay Ave, Winter Haven, FL 33881

      Last Sold Summary

      • 123 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$295,000
Median Single Family Sale Price
$299,999
Median Townhouse Sale Price
$244,990
Median 2 Bedroom Sale Price
$135,000
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$169
Number of Homes for Sale
856
Last 12 months Home Sales
2,099
Months of Supply
4.90
Median List Price
$307,695
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
3%
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