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 151-160 of 754
54 Photos 4019 Carteret Drive Winter Haven, FL 33884

4019 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# S5145776 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1719 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

One or more photo(s) has been virtually staged. Welcome to this beautifully maintained residence located in the lakefront community of Traditions, ... 

More Details

$269,999
Reduced -$4,901
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
40 Photos 1215 26th Street Winter Haven, FL 33881

1215 26th Street
Winter Haven, FL 33881
Inwood #1
Residential

MLS# S5145609 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 2083 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood #1

MAIN HOME + SEPARATE LEGAL GUEST HOUSE + NO HOA This is the one. 3 bed / 3 bath main home (2,083 sf) with a fully legal, separate 1 bed / 1 bath gu... 

More Details

$374,000
Reduced -$5,000
Provided courtesy of LIFESTYLE INTERNATIONAL REALTY
43 Photos 6003 Live Oak Drive Winter Haven, FL 33880

6003 Live Oak Drive
Winter Haven, FL 33880
Oak Preserve Ph 02
Residential

MLS# S5145500 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1907 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oak Preserve Ph 02

Honey, stop the car! This is the one youve been waiting for.This beautifully maintained 4-bedroom, 2-bathroom home sits on a spacious 0.45-acre fen... 

More Details

$364,999
Reduced -$4,000
Provided courtesy of FUTURE HOME REALTY INC
38 Photos 555 Lucerne Boulevard Winter Haven, FL 33881

555 Lucerne Boulevard
Winter Haven, FL 33881
Lakes/lucerne Park Ph 4
Residential

MLS# S5145385 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1980 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakes/lucerne Park Ph 4

This 4 bedroom, 2 bathroom home offers a rare combination of move in readiness and income potential, making it ideal for homeowners, seasonal resid... 

More Details

$280,000
Reduced -$10,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
38 Photos 111 Krenson Bay Loop Winter Haven, FL 33881

111 Krenson Bay Loop
Winter Haven, FL 33881
Krenson Bay
Residential

MLS# S5145191 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1543 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Krenson Bay

One or more photo(s) has been virtually staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offe... 

More Details

$284,999
Reduced -$1
Provided courtesy of LPT REALTY, LLC
11 Photos 6433 Jacaranda Avenue Winter Haven, FL 33881

6433 Jacaranda Avenue
Winter Haven, FL 33881
Brookhaven Village
Residential

MLS# S5144807 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 912 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village

Significant price improvement and a highly motivated seller make this an exceptional opportunity in the sought-after 55+ Brookhaven Village communi... 

More Details

$145,000
Increase +$5,100
Provided courtesy of LA ROSA REALTY ORLANDO LLC
51 Photos 530 Sanctuary Boulevard Winter Haven, FL 33881

530 Sanctuary Boulevard
Winter Haven, FL 33881
Sanctuary By the Lake Ph One
Residential

MLS# S5144344 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3619 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Sanctuary By the Lake Ph One

Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, ... 

More Details

$639,900
Reduced -$10,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
35 Photos 740 Squires Grove Drive Winter Haven, FL 33880

740 Squires Grove Drive
Winter Haven, FL 33880
Squires Grove Ph 2
Residential

MLS# S5144206 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2616 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Squires Grove Ph 2

PRICE REDUCTION!!! Bring your buyers. Great opportunity at new price.... Welcome to 740 Squires Grove Dr. This beautiful 5 bedroom, 3 bath residenc... 

More Details

$364,990
Reduced -$5,000
Provided courtesy of NORTHGROUP REAL ESTATE, INC
32 Photos 9705 Lake Bess Road UNIT #715 Winter Haven, FL 33884

9705 Lake Bess Road UNIT #715
Winter Haven, FL 33884
Carefree Rv Country Club
Residential

MLS# S5143953 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 792 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Carefree Rv Country Club

Welcome to Carefree Country Club - one of Winter Haven't best kept secrets! Tucked away off of Cypress Gardens Boulevard, when you approach the GAT... 

More Details

$119,000
Provided courtesy of THREE MOUNTAINS REALTY
38 Photos 1701 36th Street Winter Haven, FL 33881

1701 36th Street
Winter Haven, FL 33881
Inwood
Residential

MLS# S5143914 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1815 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood

Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space... 

More Details

$259,999
Reduced -$3,000
Provided courtesy of CHARLES RUTENBERG REALTY ORLANDO

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 06-08-2026 2:03 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

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