Winter Haven Florida Homes for Sale

Winter Haven Florida Real Estate listings are included below. The Homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you would like to search more specifically in Winter Haven, scroll down the page to Specialty Searches such as 55+ Homes, Pool Homes, Golf Homes, Luxury Homes, Historic Homes, No HOA Homes, and Waterfront Homes. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "More Info" button on any property detail page.

Winter Haven is known for its 26 connecting lakes which are called the "Chain of Lakes". These lakes are great for boating, fishing & water skiing. It is also home to Legoland which offers a theme park & water park based around Lego themes.

Create a Free Profile - By creating a profile, you will be able to save your favorite listings, save search criteria, subscribe to daily listings based on your saved search criteria, and have access to more features!


Modify Search Criteria

Displaying results 321-330 of 758
34 Photos 874 Buccaneer Boulevard Winter Haven, FL 33880

874 Buccaneer Boulevard
Winter Haven, FL 33880
Shores At Lake Sears
Residential

MLS# P4937137 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1429 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shores At Lake Sears

PRICE REDUCTION ! Seller offering $5,000 toward buyer closing cost!Move-in ready 3-bedroom, 2-bath home in a desirable Winter Haven neighborhood! J... 

More Details

$279,900
Reduced -$10,000
Provided courtesy of LA ROSA REALTY PRESTIGE
48 Photos 802 Marcia Loop Winter Haven, FL 33884

802 Marcia Loop
Winter Haven, FL 33884
Crystals Landing
Residential

MLS# P4937120 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1539 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Crystals Landing

Welcome to 802 Marcia Loop, a LAKEFRONT property located in southeast Winter Haven! The property includes an area on Lake Ruby right across the str... 

More Details

$349,900
Reduced -$10,000
Provided courtesy of LOCKHART & ASSOCIATES INC
69 Photos 6315 Grove Pointe Drive Winter Haven, FL 33884

6315 Grove Pointe Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4936981 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

This beautiful home is back on the market due to buyer financing falling through right before closing - no fault of the seller.The good news? The s... 

More Details

$160,000
Reduced -$2,500
Provided courtesy of LOCKHART & ASSOCIATES INC
38 Photos 3971 Island Lakes Drive Winter Haven, FL 33881

3971 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# P4936971 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2023 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

Let's make a deal!! Bring them an OFFER!! Turn Key House on the North Chain of Lakes. 2023 Roof, 2022 POOL! Welcome to this pristine, beautifully m... 

More Details

$459,900
Reduced -$6,000
Provided courtesy of LA ROSA REALTY PRESTIGE
70 Photos 239 Golf Aire Boulevard Winter Haven, FL 33884

239 Golf Aire Boulevard
Winter Haven, FL 33884
Lake Bess Country Club
Residential

MLS# P4936940 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2263 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Bess Country Club

PRICE IMPROVEMENT OF $5K MOTIVATED SELLERBEAUTIFUL GATED GOLF COURSE COMMUNITYAn exceptional opportunity to own a beautiful 3brm/2.5 bath home nest... 

More Details

$394,000
Reduced -$5,000
Provided courtesy of DALTON WADE INC
32 Photos 6033 Grand Oaks Drive Winter Haven, FL 33884

6033 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4936903 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1120 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

PRICE REDUCTION!! Very well kept home on your own lot. No lot rent here! Low HOA of only $65 a month. Garden Grove Oaks is a well-kept and managed ... 

More Details

$137,900
Reduced -$2,100
Provided courtesy of COLDWELL BANKER REALTY
36 Photos 344 Alexzander Way Winter Haven, FL 33881

344 Alexzander Way
Winter Haven, FL 33881
Jace Lndg
Residential

MLS# P4936876 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2696 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Jace Lndg

Welcome to this stunning 5-bedroom, 3-bath home located in the Jace Landing community of Winter Haven. Built in 2021, this modern two-story residen... 

More Details

$389,000
Reduced -$1,000
Provided courtesy of DALTON WADE INC
24 Photos 2739 Rutledge Court Winter Haven, FL 33884

2739 Rutledge Court
Winter Haven, FL 33884
Traditions Ph 1
Residential

MLS# P4936870 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1419 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 1

Welcome to this charming three-bedroom, two-bath townhome nestled in the desirable Traditions neighborhood. Experience the allure of open-concept l... 

More Details

$224,800
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
36 Photos 919 Avenue S Winter Haven, FL 33880

919 Avenue S
Winter Haven, FL 33880
Almeda Park
Residential

MLS# P4936785 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1751 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Almeda Park

Welcome to 991 S SE in Winter Haven. This beautifully upgraded, turnkey home is being offered fully furnished and sits quietly at the end of a peac... 

More Details

$350,000
Reduced -$24,900
Provided courtesy of EXP REALTY LLC
32 Photos 2221 20th Street Winter Haven, FL 33881

2221 20th Street
Winter Haven, FL 33881
Orange Shores
Residential

MLS# P4936782 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1727 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Orange Shores

This beautifully updated 4-bedroom, 2-bath home offers the perfect blend of modern comfort and classic Florida living. Located directly across from... 

More Details

$319,999
Reduced -$25,001
Provided courtesy of REAL FLORIDA REALTY LLC

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 06-09-2026 1:58 PM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

Specific Searches of Winter Haven Florida

55 Plus Homes For Sale Winter Haven FL
Golf Homes For Sale Winter Haven FL
Historic Homes For Sale Winter Haven FL
Luxury Homes For Sale Winter Haven FL
No HOA Homes For Sale Winter Haven FL
Pool Homes For Sale Winter Haven FL
Waterfront Homes For Sale Winter Haven FL