Winter Haven FL Homes for Sale

Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

Create a Free Profile - By creating a new 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 775
39 Photos 5445 Chandler Drive Winter Haven, FL 33884

5445 Chandler Drive
Winter Haven, FL 33884
Bentley Place
Residential

MLS# S5146003 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3010 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Bentley Place

Welcome to 5445 Chandler in Winter Haven—a great opportunity for buyers looking to add their own personal touch! This home offers generous square f... 

More Details

$305,000
Reduced -$9,500
Provided courtesy of TRANSCEND REALTY
13 Photos 302 Sterling Drive Winter Haven, FL 33884

302 Sterling Drive
Winter Haven, FL 33884
Berryhill
Residential

MLS# O6419370 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2460 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Berryhill

Short Sale. Located in Winter Haven, this 4-bedroom, 2-bath home offers approximately 2,460 square feet of living space with a two-car garage, spac... 

More Details

$365,000
Provided courtesy of KELLER WILLIAMS ELITE REALTY
17 Photos 307 Sterling Drive Winter Haven, FL 33884

307 Sterling Drive
Winter Haven, FL 33884
Berryhill
Residential

MLS# S5150673 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1444 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Berryhill

Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this ... 

More Details

$260,000
Provided courtesy of KELLER WILLIAMS ADVANTAGE III
34 Photos 2207 Avenue F Winter Haven, FL 33880

2207 Avenue F
Winter Haven, FL 33880
Beymer Stoner Sub
Residential

MLS# TB8513310 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1310 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Beymer Stoner Sub

SELLER OFFERING $3,000 TOWARDS BUYER`S CLOSING COSTS. Make this charming and well-maintained home in Winter Haven your home. Featuring gorgeous woo... 

More Details

$249,900
Reduced -$2,600
Provided courtesy of SOUTHERN PINE REALTY GROUP, LLC
31 Photos 3426 Hickory Street Winter Haven, FL 33881

3426 Hickory Street
Winter Haven, FL 33881
Biltmore Shores
Residential

MLS# O6398170 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 1044 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Biltmore Shores

One or more photo(s) has been virtually staged. NO HOA! LOW TAXES! ASSUMABLE FHA LOAN! NEW FLOORS! NEW FENCE! Bring your boat, your work vehicle an... 

More Details

$215,000
Reduced -$5,000
Provided courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
25 Photos 3421 Hickory Street Winter Haven, FL 33881

3421 Hickory Street
Winter Haven, FL 33881
Biltmore Shores
Residential

MLS# O6412571 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 690 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Biltmore Shores

NO HOA! This 2 bedroom, 1 bathroom property has an eat-in kitchen with granite countertops & dining space, and a separate living room for gathering... 

More Details

$182,000
Reduced -$5,000
Provided courtesy of REDFIN CORPORATION
34 Photos 3006 Elm Street Winter Haven, FL 33881

3006 Elm Street
Winter Haven, FL 33881
Biltmore Shores
Residential

MLS# P4938656 / Active
3 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 1172 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Biltmore Shores

Welcome to 3006 Elm Street in beautiful Winter Haven — a charming home full of potential and perfectly positioned for convenience! This 3-bedroom, ... 

More Details

$215,000
Provided courtesy of DALTON WADE INC
8 Photos 2390 29th Street Winter Haven, FL 33881

2390 29th Street
Winter Haven, FL 33881
Biltmore Shores
Residential

MLS# TB8527635 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1048 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Biltmore Shores

Well-maintained 4-bedroom, 2-bath home located in the desirable Winter Haven area. This inviting residence features a bright and open floor plan wi... 

More Details

$231,700
Provided courtesy of EXP REALTY LLC
40 Photos 3022 Hickory Street Winter Haven, FL 33881

3022 Hickory Street
Winter Haven, FL 33881
Biltmore Shores
Residential

MLS# A4674941 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 1602 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Biltmore Shores

This move-in ready 3-bedroom Winter Haven pool home offers a fantastic combination of comfort, upgrades, and true Florida living on an oversized lo... 

More Details

$265,000
Reduced -$5,000
Provided courtesy of THE URBAN GROUP, INC.
3 Photos 314 Avenue Y Winter Haven, FL 33881

314 Avenue Y
Winter Haven, FL 33881
Bookers Sub
Residential

MLS# TB8526515 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 570 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Bookers Sub

Prime opportunity in Winter Haven — this is primarily a land value play. The lot features an older 1950 wood-frame home in need of significant work... 

More Details

$38,000
Provided courtesy of REI BROKERAGE HOUSE, 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 07-10-2026 7:53 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

The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

Related Searches
Winter Haven Florida Homes for Sale.
Homes for Sale in Winter Haven Florida.
Winter Haven FL Houses for Sale.
Houses for Sale in Winter Haven FL.