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 11-20 of 762
56 Photos 4338 Cherrywood Street Winter Haven, FL 33880

4338 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4928579 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 864 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Check out the improvements recently completed!! The home is move in ready!! The flooring has all been replaced with new plush carpet and vinyl plan... 

More Details

$89,000
Reduced -$5,000
Provided courtesy of COLDWELL BANKER REALTY
29 Photos 100 El Camino Drive UNIT #101 Winter Haven, FL 33884

100 El Camino Drive UNIT #101
Winter Haven, FL 33884
Orchid Spgs Vill 100 Condo
Residential

MLS# S5147114 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1361 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Spgs Vill 100 Condo

Owner motivated and ready to negotiate WOW! This BEAUTIFUL 1361SF 2BR/2BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon/pond views! Lo... 

More Details

$89,500
Reduced -$15,490
Provided courtesy of LPT REALTY, LLC
4 Photos 333 Lake Howard Drive UNIT 302D Winter Haven, FL 33880

333 Lake Howard Drive UNIT 302D
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential

MLS# L4962292 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1030 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Imperial Harboursphases 01 & 02

One or more photo(s) has been virtually staged. Welcome to maintenance-free Florida living in the peaceful 55+ community of Imperial Harbours. This... 

More Details

$89,900
Provided courtesy of REGAL REAL ESTATE LLC
28 Photos 134 Lake Hazel Drive Winter Haven, FL 33884

134 Lake Hazel Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential

MLS# L4962192 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1352 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orange Manor West Coop Inc

One or more photo(s) has been virtually staged. 2-Bedroom, 2-Bathroom Mobile Home in a 55+ Community of ORANGE MANOR WEST-NO LOT RENT!-This spaciou... 

More Details

$90,000
Provided courtesy of COLDWELL BANKER REALTY
19 Photos 4165 Rolling Oaks Drive Winter Haven, FL 33880

4165 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4902127 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1152 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Priced to sell, Home has a new metal roof, CHA is approximately five years old, and you will feel right at home from the moment you walk in. Come e... 

More Details

$90,000
Reduced -$9,900
Provided courtesy of SOUTHERN BELLE REALTY
13 Photos 124 6th Wahneta Street Winter Haven, FL 33880

124 6th Wahneta Street
Winter Haven, FL 33880
Wahneta Farms
Residential

MLS# L4962116 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 868 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Wahneta Farms

Single wide mobile home situated on a spacious half acre double lot lot with two storage sheds offering plenty of extra storage space. Property is ... 

More Details

$92,000
Reduced -$7,900
Provided courtesy of KELLER WILLIAMS REALTY SMART
31 Photos 1100 Martinique Drive UNIT #208 Winter Haven, FL 33884

1100 Martinique Drive UNIT #208
Winter Haven, FL 33884
Orchid Spgs Vill 300 Barcelona
Residential

MLS# L4962463 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1024 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Spgs Vill 300 Barcelona

Spacious 2-bedroom, 2-bath upper corner condo in the Barcelona Building of Orchid Springs, an all-ages community. This desirable end unit offers na... 

More Details

$94,750
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
16 Photos 4038 Rolling Oaks Drive Winter Haven, FL 33880

4038 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4902243 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many ameni... 

More Details

$94,900
Provided courtesy of SOUTHERN BELLE REALTY
38 Photos 6443 Hollyberry Lane Winter Haven, FL 33881

6443 Hollyberry Lane
Winter Haven, FL 33881
Brookhaven Village
Residential

MLS# L4962398 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 989 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village

Best Deal in Polk County!!!! Highly desirable 55+ Brookehaven Village community! This charming 2-bedroom, 2-bathroom manufactured home offers comfo... 

More Details

$94,999
Provided courtesy of LIVE FLORIDA REALTY
13 Photos 1100 Martinique Drive UNIT #117 Winter Haven, FL 33884

1100 Martinique Drive UNIT #117
Winter Haven, FL 33884
Orchid Spgs Vill 300 Barcelona
Residential

MLS# S5135085 / Active
1 Beds, 1.00 Total Baths, 1 Full Bath, 1078 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Spgs Vill 300 Barcelona

PRICED TO SELL! Beautifully maintained 1-bedroom, 1-bath condo in the desirable Orchid Springs community. This ground-floor unit features an open l... 

More Details

$95,000
Provided courtesy of LA ROSA 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 06-06-2026 7:27 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