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 621-630 of 761
24 Photos 2270 Firestone Place Winter Haven, FL 33884

2270 Firestone Place
Winter Haven, FL 33884
Cypresswood Golf Villas Gi-4
Residential

MLS# TB8440562 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1439 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas Gi-4

Welcome to this spacious and well-maintained villa in Cypresswood Golf and Country Club, offering comfortable living in one of Winter Havens establ... 

More Details

$185,000
Reduced -$15,000
Provided courtesy of COMPASS FLORIDA LLC
16 Photos
Open House: Tomorrow 12:00pm - 6:00pm
5351 Mickey Avenue Winter Haven, FL 33884

5351 Mickey Avenue
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5138935 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1700 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

This Azure floor plan offers a welcoming formal entry and hallway. A spacious great room with kitchen is open to dining and family entertainment ar... 

More Details

$308,950
Increase +$8,951
Provided courtesy of AXEN REALTY, LLC
54 Photos 4048 Phoenician Way Winter Haven, FL 33884

4048 Phoenician Way
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# O6361389 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2354 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

SELLER MOTIVATED!! Welcome to an exceptional opportunity in Lake Ashton West, where refined elegance meets effortless resort-style living. This hig... 

More Details

$435,000
Reduced -$10,000
Provided courtesy of HEROES REAL ESTATE GROUP LLC
38 Photos 3971 Island Lakes Drive Winter Haven, FL 33881

3971 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential

MLS# P4936971 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2023 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Island Lakes

HIGE Price Drops!! Sellers Motivated!! Bring us an offer!! Turn Key House on the North Chain of Lakes. 2023 Roof, 2022 POOL! Welcome to this pristi... 

More Details

$465,900
Reduced -$3,900
Provided courtesy of LA ROSA REALTY PRESTIGE
16 Photos 450 Avenue B Winter Haven, FL 33881

450 Avenue B
Winter Haven, FL 33881
Revised Map of Fernwood Add
Residential

MLS# TB8448756 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1624 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Revised Map of Fernwood Add

One or more photo(s) has been virtually staged. This Fully Renovated Gem is ready to go! New Roof at Closing! This beautifully renovated 3-bedroom,... 

More Details

$259,000
Reduced -$6,000
Provided courtesy of ALIGN RIGHT REALTY LLC
20 Photos 306 Fern Road Winter Haven, FL 33880

306 Fern Road
Winter Haven, FL 33880
Jan Phyl Village
Residential

MLS# S5138456 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1599 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Jan Phyl Village

Short Sale. ***SHORT SALE *** BEAUTIFUL HOUSE COMPLETELY REMODELED, stainless steel appliances, wooden cabinets and whole house Laminate flooring. 

More Details

$239,900
Reduced -$20,000
Provided courtesy of ZEA REALTY & ASSOCIATES
43 Photos 1864 Emily Drive Winter Haven, FL 33884

1864 Emily Drive
Winter Haven, FL 33884
Emily Estates
Residential

MLS# TB8447490 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1836 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Emily Estates

Welcome to your dream home in the highly desirable community of Emily Estates! This stunning, move-in-ready 4-bedroom, 2-bathroom residence has bee... 

More Details

$292,900
Reduced -$1,000
Provided courtesy of RE/MAX ACTION FIRST OF FLORIDA
69 Photos 6315 Grove Pointe Drive Winter Haven, FL 33884

6315 Grove Pointe Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# P4936981 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

This beautiful home is back on the market due to buyer financing falling through right before closing - no fault of the seller.The good news? The s... 

More Details

$160,000
Reduced -$2,500
Provided courtesy of LOCKHART & ASSOCIATES INC
1 Photos 200 Black Skimmer Lane Winter Haven, FL 33880

200 Black Skimmer Lane
Winter Haven, FL 33880
Lake Deer
Residential

MLS# L4957126 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1265 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lake Deer

PRE-FORECLOSURE - 3 Bedroom/2 Bath Home in a gated community. This home is only 4 years old, but it needs a lot of cosmetic work. The Buyers may as... 

More Details

$285,000
Provided courtesy of COLDWELL BANKER REALTY
31 Photos 4179 Rolling Oaks Drive Winter Haven, FL 33880

4179 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4902100 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

You will fall in love with this home from the time you walk through the front door. Has so much to offer, Has rear screen porch and backs up to dra... 

More Details

$104,900
Reduced -$15,000
Provided courtesy of SOUTHERN BELLE REALTY

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 7:56 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