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 21-30 of 757
6 Photos 3931 Avenue R Winter Haven, FL 33881

3931 Avenue R
Winter Haven, FL 33881
Inwood
Residential

MLS# O6288718 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 928 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood

SELLER MOTIVATED Beautiful FULLY RENOVATED single-family home. These 3 BEDS, 2 BATHROOMS home features BRAND NEW kitchen, Roof, bathrooms, flooring... 

More Details

$185,000
Reduced -$15,000
Provided courtesy of REALTY ONE GROUP ESTATES
25 Photos 2037 San Marcos Drive UNIT #217 Winter Haven, FL 33880

2037 San Marcos Drive UNIT #217
Winter Haven, FL 33880
Park Lake
Residential

MLS# O6289336 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 826 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Park Lake

UPDATED condo. NEW Bathroom Vanity & fresh Paint throughout. Price Improvement & Great opportunity to add your personal style to this 2 bedroom 2 f... 

More Details

$115,000
Reduced -$4,900
Provided courtesy of FOLIO REALTY LLC
31 Photos 1452 Grand Cayman Circle Winter Haven, FL 33884

1452 Grand Cayman Circle
Winter Haven, FL 33884
Lake Dexter Moorings
Residential

MLS# L4950037 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1691 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Dexter Moorings

PRICE REDUCTION!! Discover this stunning lakefront gem on Lake Dextera peaceful 166-acre lake in southeast Winter Haven, accessible only through pr... 

More Details

$294,000
Reduced -$1,000
Provided courtesy of COLDWELL BANKER REALTY
20 Photos 1802 White Elephant Loop Winter Haven, FL 33884

1802 White Elephant Loop
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# TB8364884 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1863 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Welcome to the Summit model in Peach Crossings, a beautiful brand-new home featuring four bedrooms and two bathrooms with an inviting open-concept ... 

More Details

$344,900
Provided courtesy of LGI REALTY- FLORIDA, LLC
7 Photos 1540 Avenue C Winter Haven, FL 33881

1540 Avenue C
Winter Haven, FL 33881
Lake Elbert Heights Unit 02 02 Rep
Residential

MLS# R4909059 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1344 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Elbert Heights Unit 02 02 Rep

Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank appro... 

More Details

$245,000
Provided courtesy of MILLSHIRE REALTY
10 Photos 689 Lake Howard Drive UNIT 1E Winter Haven, FL 33880

689 Lake Howard Drive UNIT 1E
Winter Haven, FL 33880
Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B
Residential

MLS# TB8360466 / Active
2 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 1050 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B

Beautiful property located in a remarkable location! Do not miss out on the opportunity of making this property yours. Discover the perfect blend o... 

More Details

$124,000
Provided courtesy of RIVERA & ASSOCIATES REALTY
37 Photos 4099 Island Lakes Drive Winter Haven, FL 33881

4099 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# P4934266 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1603 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $5K PRICE IMPROVEMENT on 5/26!Now offered at another improved price, this water... 

More Details

$389,000
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
70 Photos 6107 Grand Oaks Drive Winter Haven, FL 33884

6107 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4934363 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1340 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

ANOTHER PRICE REDUCTION! OWNER IS VERY MOTIVATED! Welcome to 6107 Grand Oaks Drive on one of the most beautiful locations in Garden Grove Oaks, an ... 

More Details

$184,900
Reduced -$4,100
Provided courtesy of COLDWELL BANKER 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
17 Photos 1224 Vienna Square Drive Winter Haven, FL 33884

1224 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Duplex
Residential

MLS# P4934564 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1118 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Vienna Square Duplex

ANOTHER PRICE IMPROVEMENT. ONCE IN A LIFETIME OPPORTUNITY! CAN'T BEAT THIS PRICE IN THIS COMMUNITY!!! This is a charming 2-bedroom, 2-bath home in ... 

More Details

$185,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1

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 06-06-2026 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