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 351-360 of 757
35 Photos 4273 Stafford Drive Winter Haven, FL 33880

4273 Stafford Drive
Winter Haven, FL 33880
Lake Thomas Woods Add 03
Residential

MLS# P4935622 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1475 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lake Thomas Woods Add 03

This 3 bedroom 2 bath home is located in an established neighborhood close to the Polk parkway for easy access to Orlando or Tampa. The Kitchen is ... 

More Details

$399,900
Reduced -$35,000
Provided courtesy of THOMAS REALTY
42 Photos 104 Avenue K Winter Haven, FL 33881

104 Avenue K
Winter Haven, FL 33881
Silvercrest Add
Residential

MLS# P4935577 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 1190 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Silvercrest Add

SELLER MOTIVATED. MAKE OFFER! Looking for an affordable, move-in ready home under $250k with a fenced yard and no HOA in central Winter Haven? This... 

More Details

$209,000
Provided courtesy of LPT REALTY, LLC
54 Photos 1908 Crossroads Boulevard Winter Haven, FL 33881

1908 Crossroads Boulevard
Winter Haven, FL 33881
Crossroads At Lake Region
Residential

MLS# P4935563 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2781 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Crossroads At Lake Region

Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to this beautifully maintained residence located... 

More Details

$419,000
Reduced -$900
Provided courtesy of CENTURY 21 MYERS REALTY
32 Photos 5384 Hogan Lane Winter Haven, FL 33884

5384 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4935506 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1682 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

**MOTIVATED SELLER** FRESH INTERIOR PAINT (2026) NEW WATER HEATER (2026) NEW A/C COMPRESSOR (2026) NEW ROOF (2025) NEW A/C (2020). This charming De... 

More Details

$345,500
Reduced -$19,500
Provided courtesy of LAKE ASHTON REALTY INC.
32 Photos 95 Parson Drive Winter Haven, FL 33884

95 Parson Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential

MLS# P4935492 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1176 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orange Manor West Coop Inc

This 3-bedroom, 2-bath home located in the community of Orange Manor West is perfect for settling into an active community for the 55+. The home fe... 

More Details

$115,000
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR
67 Photos 200 Island Way Winter Haven, FL 33884

200 Island Way
Winter Haven, FL 33884
Orchid Springs Unrecorded
Residential

MLS# P4935447 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3555 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Springs Unrecorded

Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Esta... 

More Details

$795,000
Reduced -$80,000
Provided courtesy of LOCKHART & ASSOCIATES INC
46 Photos 1596 Leamington Lane Winter Haven, FL 33884

1596 Leamington Lane
Winter Haven, FL 33884
Villamar Ph 3
Residential

MLS# P4935416 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1851 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 3

Short Sale. Motivated Sellers- well below appraisal price - Price requires bank approval - Located in the growing Villa Mar community, this Cali fl... 

More Details

$270,000
Reduced -$27,000
Provided courtesy of DALTON WADE INC
21 Photos 1700 6th Street UNIT A38 Winter Haven, FL 33881

1700 6th Street UNIT A38
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential

MLS# P4935379 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 840 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Winter Haven Harbour Apts Condo

Here we go, back to market, Buyer default! The property you are inquiring about is located in Winter Haven, FL, in the Winter Haven Harbour area of... 

More Details

$79,800
Reduced -$2,700
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR
52 Photos 2800 Sunset Drive Winter Haven, FL 33881

2800 Sunset Drive
Winter Haven, FL 33881
Idylwild Heights
Residential

MLS# P4935252 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1536 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Idylwild Heights

One or more photo(s) has been virtually staged. This 3 bedroom, 2 bathroom home is located in Idylwild Heights a charming residential subdivision n... 

More Details

$349,000
Provided courtesy of CENTURY 21 WOLF'S CROSSING REALTY
70 Photos 1540 N Lake Mirror Drive Winter Haven, FL 33881

1540 N Lake Mirror Drive
Winter Haven, FL 33881
Mirro Mac
Residential

MLS# P4934907 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 3885 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Mirro Mac

Lakefront living on the Winter Haven Chain of Lakes takes on a completely different feel at The Guest House, a rare Mid-Century Modern residence de... 

More Details

$950,000
Provided courtesy of THE STONES REAL ESTATE FIRM

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 2:00 AM 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