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 371-380 of 758
35 Photos 858 Terranova Road Winter Haven, FL 33884

858 Terranova Road
Winter Haven, FL 33884
Terranova Ph 05a
Residential

MLS# L4957956 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1677 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Terranova Ph 05a

Situated within a gated community, this refined single-story residence offers a thoughtfully designed split-bedroom layout that balances privacy, c... 

More Details

$290,000
Provided courtesy of LA ROSA REALTY PRESTIGE
63 Photos 525 Squires Grove Drive Winter Haven, FL 33880

525 Squires Grove Drive
Winter Haven, FL 33880
Squires Grove
Residential

MLS# TB8464311 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1872 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Squires Grove

Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout w... 

More Details

$290,000
Reduced -$10,000
Provided courtesy of ALIGN RIGHT REALTY LLC
37 Photos 1085 Brenton Manor Drive Winter Haven, FL 33881

1085 Brenton Manor Drive
Winter Haven, FL 33881
Brenton Manor
Residential

MLS# TB8448346 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1770 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brenton Manor

Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA. Built in 2015, it offers a modern desig... 

More Details

$290,000
Reduced -$14,900
Provided courtesy of MARZUCCO REAL ESTATE
28 Photos 1726 Hummingbird Road Winter Haven, FL 33884

1726 Hummingbird Road
Winter Haven, FL 33884
Harmony On Lake Eloise Phase 4
Residential

MLS# O6372105 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1593 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Harmony On Lake Eloise Phase 4

Under Construction. The Astor is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With 3 exteriors to c... 

More Details

$289,900
Reduced -$5,000
Provided courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
45 Photos 2128 Bretton Ridge Boulevard Winter Haven, FL 33884

2128 Bretton Ridge Boulevard
Winter Haven, FL 33884
Bretton Ridge
Residential

MLS# O6382048 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1560 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Bretton Ridge

Welcome to 2128 Bretton Ridge Blvd, Winter Haven, FL 33884, a beautifully maintained 4-bedroom, 2-bath home built in 2017 and ideally situated in t... 

More Details

$289,900
Provided courtesy of KISHROY REALTY GROUP LLC
27 Photos 2786 Adeline Avenue Winter Haven, FL 33881

2786 Adeline Avenue
Winter Haven, FL 33881
Willowbrook South
Residential

MLS# O6391683 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1498 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Willowbrook South

Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an ar... 

More Details

$289,900
Reduced -$4,000
Provided courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
23 Photos 316 Lake Smart Circle Winter Haven, FL 33881

316 Lake Smart Circle
Winter Haven, FL 33881
Lake Smart Pointe
Residential

MLS# L4961472 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1500 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Smart Pointe

This property is eligible under the 30 Day Freddie Mac First Look Initiative through 05/28/2026. OWNER OCCUPIED BUYERS and NSP offers will only be ... 

More Details

$289,900
Provided courtesy of REMAX EXPERTS
48 Photos 3971 Cypress Landing Winter Haven, FL 33884

3971 Cypress Landing
Winter Haven, FL 33884
Cypress Landing Ph 02
Residential

MLS# L4961184 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1674 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypress Landing Ph 02

Welcome to your slice of true Florida lake lifewhere every day feels like a getaway. This 3-bedroom, 2-bath home is tucked inside a waterfront comm... 

More Details

$289,900
Provided courtesy of LPT REALTY, LLC
34 Photos 913 Eagle Rock Terrace Winter Haven, FL 33880

913 Eagle Rock Terrace
Winter Haven, FL 33880
Eagle Lndg Ph Ib
Residential

MLS# L4956167 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1728 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Eagle Lndg Ph Ib

Welcome to this stylish and energy-conscious 4-bedroom, 2-bath home located in the highly desirable Eagles Landing Community, located in beautiful ... 

More Details

$289,500
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
51 Photos 2415 Brassie Court Winter Haven, FL 33884

2415 Brassie Court
Winter Haven, FL 33884
Villamar Ph 3
Residential

MLS# P4938435 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1629 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 3

Like-new 2022-built home on a desirable corner lot in the heart of 33884, located in a community loaded with amenities! This beautifully maintained... 

More Details

$289,000
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 06-13-2026 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