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 491-500 of 754
17 Photos 1742 Upland Lane Winter Haven, FL 33884

1742 Upland Lane
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7885110 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2250 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

More Details

$380,990
Provided courtesy of MALTBIE REALTY GROUP
21 Photos 1726 Upland Lane Winter Haven, FL 33884

1726 Upland Lane
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7885114 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2797 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

More Details

$386,990
Provided courtesy of MALTBIE REALTY GROUP
19 Photos 1739 Upland Lane Winter Haven, FL 33884

1739 Upland Lane
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7885115 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1815 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

More Details

$326,990
Provided courtesy of MALTBIE REALTY GROUP
14 Photos 306 Palmetto Avenue Winter Haven, FL 33881

306 Palmetto Avenue
Winter Haven, FL 33881
Harrington A B Sub
Residential

MLS# O6401595 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 768 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Harrington A B Sub

Located in the desirable Harrington subdivision of Winter Haven, this beautifully single-family home offers the perfect blend of comfort, style, an... 

More Details

$179,000
Provided courtesy of PREMIUM PROPERTIES R.E. SERVICE
32 Photos 202 Saint Lucie Road Winter Haven, FL 33884

202 Saint Lucie Road
Winter Haven, FL 33884
Eloise Woods East Lake Mariam Unit
Residential

MLS# L4961340 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1764 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods East Lake Mariam Unit

**Location, Location, Location! Seller offering $10,000 toward buyer closing costs, prepaid items, or interest rate buy-down with acceptable offer!... 

More Details

$328,999
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
28 Photos 445 McKenna Drive Winter Haven, FL 33881

445 McKenna Drive
Winter Haven, FL 33881
Lucerne Park Reserve
Residential

MLS# O6400933 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1694 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lucerne Park Reserve

One or more photo(s) has been virtually staged. Welcome to this thoughtfully designed single-story home in a growing Winter Haven community, wherem... 

More Details

$299,000
Provided courtesy of NEXTHOME MY WAY
32 Photos 314 Terranova Boulevard Winter Haven, FL 33884

314 Terranova Boulevard
Winter Haven, FL 33884
Terranova Ph IV
Residential

MLS# O6401702 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1884 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Terranova Ph IV

Welcome to this stunning 3-bedroom + den pool home in a desirable gated community in Winter Havenwhere space, style, and Florida living come togeth... 

More Details

$399,990
Reduced -$10,010
Provided courtesy of MARK SPAIN REAL ESTATE
3 Photos 245 16th Street Winter Haven, FL 33881

245 16th Street
Winter Haven, FL 33881
South Lake Elbert Heights
Residential

MLS# S5148499 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1232 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: South Lake Elbert Heights

Welcome to this Charming and newly remodeled home, located in the heart of Winter Haven! This inviting property offers comfortable living with a fu... 

More Details

$309,800
Provided courtesy of TCA REALTY, LLC
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
43 Photos 6114 Grand Oaks Drive Winter Haven, FL 33884

6114 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# L4961323 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1288 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

Waterfront view home on a large lot in amenity-rich community with clubhouse, pool, shuffleboard and fishing pond. This 2 bedroom 2 bathroom home f... 

More Details

$175,000
Provided courtesy of CROSBY & ASSOCIATES, INC.

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 8:00 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