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 561-570 of 761
11 Photos 2796 Whispering Trails Drive Winter Haven, FL 33884

2796 Whispering Trails Drive
Winter Haven, FL 33884
Whispering Trails Ph 02
Residential

MLS# S5114687 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1158 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Whispering Trails Ph 02

Discover this charming home ideally located near Legoland, hospitals, businesses, and schools.With easy access to major roads, this property is sit... 

More Details

$215,500
Provided courtesy of CENTURY 21 WOLF'S CROSSING REALTY
21 Photos 3208 Timberline Road Winter Haven, FL 33880

3208 Timberline Road
Winter Haven, FL 33880
Timber Wood
Residential

MLS# S5125258 / Active
2 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 1043 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Timber Wood

MOVE-IN READY & COMPLETELY REMODELED!This stunning home features a bright, open layout with modern shiplap accents, skylights, and a cozy fireplace... 

More Details

$240,000
Provided courtesy of LPT REALTY, LLC
52 Photos 6044 Grand Oaks Drive Winter Haven, FL 33884

6044 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# S5126925 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where ... 

More Details

$169,900
Reduced -$15,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
17 Photos 5135 Kinsley Drive Winter Haven, FL 33884

5135 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5127745 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1919 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

Discover this must-see Ruby home. Included features: an inviting covered entry; a well-appointed kitchen offering 42"" white cabinets, a walk-in pa... 

More Details

$319,950
Increase +$4,951
Provided courtesy of AXEN REALTY, LLC
17 Photos
Open House: Today 12:00pm - 6:00pm
5147 Kinsley Drive Winter Haven, FL 33884

5147 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5127810 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1919 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

Discover this stunning Ruby home, ready for quick move-in! Included features: a welcoming covered entry; a smartly planned kitchen boasting white 4... 

More Details

$299,999
Reduced -$23,636
Provided courtesy of AXEN REALTY, LLC
49 Photos 31 Lake Link Circle Winter Haven, FL 33884

31 Lake Link Circle
Winter Haven, FL 33884
Lake Link Estates
Residential

MLS# S5127874 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2223 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Link Estates

Short Sale. Lender has provided preliminary net guidance based on a recent appraisal. Offers will be reviewed in accordance with lender and VA guid... 

More Details

$279,900
Reduced -$5,100
Provided courtesy of WATSON REALTY CORP.
15 Photos 621 Vittorio Drive Winter Haven, FL 33884

621 Vittorio Drive
Winter Haven, FL 33884
Villamar Ph 2a
Residential

MLS# S5129960 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1857 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 2a

Beautiful, spacious, and cozy house, practically new, with an open feel that gives it a pleasant and welcoming feeling of family togetherness. All ... 

More Details

$305,000
Provided courtesy of MY REALTY GROUP, LLC.
19 Photos 5163 Kinsley Drive Winter Haven, FL 33884

5163 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5130838 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2077 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

This thoughtfully designed Slate home opens with two bedrooms flanking a full hall bath. Beyond the entry, youll find an open layout with a dining ... 

More Details

$339,999
Reduced -$8,094
Provided courtesy of AXEN REALTY, LLC
70 Photos 11 Casarena Court Winter Haven, FL 33881

11 Casarena Court
Winter Haven, FL 33881
Casarena On the Lake
Residential

MLS# S5132611 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2045 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On the Lake

Discover a rare opportunity to own this architecturally distinctive 2-bedroom, 2.5-bath residence located in the gated community of Casarena on the... 

More Details

$230,000
Reduced -$20,000
Provided courtesy of DREAM BUILDERS REALTY
20 Photos 5323 Mickey Avenue Winter Haven, FL 33884

5323 Mickey Avenue
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5132794 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2050 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

Discover this must-see Tarragon home. Included features: an inviting covered entry; an expansive great room; a quiet study; a well-appointed kitche... 

More Details

$334,999
Increase +$5,000
Provided courtesy of AXEN 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 06-07-2026 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