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 774
46 Photos 6643 Westchester Drive Winter Haven, FL 33881

6643 Westchester Drive
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential

MLS# L4960802 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1456 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake N Golf Estates Add

Welcome to easy Florida lake view living in this beautifully updated 2-bedroom, 2-bath home located in a friendly 55+ no pet community on the shore... 

More Details

$174,900
Reduced -$10,100
Provided courtesy of COLDWELL BANKER REALTY
58 Photos 542 Eagle Landing Boulevard Winter Haven, FL 33880

542 Eagle Landing Boulevard
Winter Haven, FL 33880
Eagle Landing Phase I
Residential

MLS# L4960889 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1292 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Eagle Landing Phase I

Welcome to the Eagle Landing community in Winter Haven, FL. This well-maintained single-family home is move-in ready and waiting for its new owner(... 

More Details

$290,000
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
51 Photos 4 Casarena Court Winter Haven, FL 33881

4 Casarena Court
Winter Haven, FL 33881
Casarena On the Lakes
Residential

MLS# P4938356 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 3911 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On the Lakes

This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake ... 

More Details

$524,000
Reduced -$5,000
Provided courtesy of LA ROSA REALTY PRESTIGE
16 Photos 1501 7th Street Winter Haven, FL 33880

1501 7th Street
Winter Haven, FL 33880
Highland Estates
Residential

MLS# A4689208 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2806 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Highland Estates

Welcome Home to this 5 bedroom 3 bath POOL Home on a large corner lot in Winter Haven. Upgrades galore. NEW ROOF, NEW POOL EQUIPMENT, 2 NEW A/C UN... 

More Details

$360,000
Reduced -$5,000
Provided courtesy of ELEVATE REALTY LLC
62 Photos 131 Ruby Lake Drive Winter Haven, FL 33884

131 Ruby Lake Drive
Winter Haven, FL 33884
Ruby Lake Ph 01
Residential

MLS# P4938379 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1914 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 01

Virtually Staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the... 

More Details

$369,000
Reduced -$6,000
Provided courtesy of STAR REALTY OF WINTER HAVEN
30 Photos 1658 Teagan Lane Winter Haven, FL 33884

1658 Teagan Lane
Winter Haven, FL 33884
Peace Creek Reserve
Residential

MLS# S5146407 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1933 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peace Creek Reserve

Virtually Staged. Welcome to this beautiful home in peace creek reserve! this thoughtfully designed single-story residence offers 4 bedrooms and 2.... 

More Details

$315,990
Provided courtesy of NEWKEY REAL ESTATE LLC
14 Photos 961 Harold Pass Winter Haven, FL 33884

961 Harold Pass
Winter Haven, FL 33884
Peace Crk Reserve
Residential

MLS# O6397178 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1432 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peace Crk Reserve

BEAUTIFUL home built in 2025, featuring 3 bedrooms, 2 baths, and an open living area. The kitchen boasts an open and airy design, with a spacious ... 

More Details

$249,990
Reduced -$9,910
Provided courtesy of LPT REALTY, LLC
70 Photos 5268 Pebble Beach Boulevard Winter Haven, FL 33884

5268 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# L4960893 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2354 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

DON""T SCROLL PAST THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. You will LOVE THE EXPANSIVE WATER VIEW OVER THE... 

More Details

$579,900
Provided courtesy of ROOST REALTY GROUP LLC
15 Photos 204 Kingshill Court Winter Haven, FL 33884

204 Kingshill Court
Winter Haven, FL 33884
Planters Walk
Residential

MLS# O6393480 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1437 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Planters Walk

This move-in-ready 3-bedroom, 2-bathroom home is located in the desirable Planters Walk neighborhood. The interior features a functional open-conc... 

More Details

$254,900
Reduced -$7,500
Provided courtesy of ENTERA REALTY LLC
61 Photos 139 Woden Way Winter Haven, FL 33884

139 Woden Way
Winter Haven, FL 33884
Valhalla
Residential

MLS# P4938404 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2766 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Valhalla

DONT MISS THIS RARE LAKEVIEW OPPORTUNITY IN DESIRABLE VALHALLA GATED COMMUNITY. THIS 2 STORY TOWNHOME OFFERS OVER 2700 LIVING AREA WITH STUNNING VI... 

More Details

$429,500
Provided courtesy of FLORIDA HOME CHOICE REALTY

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 07-15-2026 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