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 311-320 of 756
16 Photos 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
13 Photos 5121 Sylas Jax Avenue Winter Haven, FL 33884

5121 Sylas Jax Avenue
Winter Haven, FL 33884
Villamar
Residential

MLS# L4961604 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1568 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. New construction home with 1568 square feet on two-story including 3 bedrooms with loft, 2.5 baths, and an open living area. En... 

More Details

$308,170
Provided courtesy of CAMBRIDGE REALTY OF CENTRAL FL
7 Photos 3936 Giorgio Drive Winter Haven, FL 33884

3936 Giorgio Drive
Winter Haven, FL 33884
Villamar
Residential

MLS# TB8512544 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1483 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. Brand new, energy-efficient home available by Jul 2026! Retreat to your primary suite that is conveniently situated in the back... 

More Details

$307,300
Provided courtesy of MERITAGE HOMES OF FL REALTY
25 Photos 1780 Carnostie Road Winter Haven, FL 33884

1780 Carnostie Road
Winter Haven, FL 33884
Villamar
Residential

MLS# O6327570 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1464 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Great investment opportunity in the desirable community of Winter Haven. It also presents an excellent option for those planning a future move to W... 

More Details

$307,000
Reduced -$2,000
Provided courtesy of WRA BUSINESS & REAL ESTATE
53 Photos 3905 Osprey Pointe Circle Winter Haven, FL 33884

3905 Osprey Pointe Circle
Winter Haven, FL 33884
Osprey Pointe
Residential

MLS# P4938216 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1729 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Osprey Pointe

Located in Osprey Pointe on Lake Ned, 3905 Osprey Pointe Cir. is everything you've been looking for in the heart of Central Florida. This 3 bed, 2 ... 

More Details

$306,500
Reduced -$3,500
Provided courtesy of STRAIGHT UP REALTY & PM LLC
40 Photos 1985 Sarah Street Winter Haven, FL 33884

1985 Sarah Street
Winter Haven, FL 33884
Peace Creek Reserve
Residential

MLS# P4938491 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1874 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peace Creek Reserve

Seller offering $10,000 toward buyer closing costs or interest rate buy-down with full price offer. Welcome to 1985 Sarah Street, a 2025-built home... 

More Details

$306,000
Increase +$10,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
21 Photos 2235 Lakeridge Drive Winter Haven, FL 33881

2235 Lakeridge Drive
Winter Haven, FL 33881
Lakeridge Estates
Residential

MLS# P4938412 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1893 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakeridge Estates

Welcome to 2235 Lakeridge Estates, your opportunity to enjoy the Florida lifestyle in one of Winter Haven's growing and desirable communities near ... 

More Details

$305,000
Reduced -$10,000
Provided courtesy of LA ROSA REALTY CENTRAL FLORIDA LLC
57 Photos 961 Drexel Avenue Winter Haven, FL 33881

961 Drexel Avenue
Winter Haven, FL 33881
Anna Mar
Residential

MLS# L4959592 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1856 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Anna Mar

***PRICE DECREASE*** This unique 2-story home in Winter Haven is full of character and charm, located just three houses down from scenic Lake Elber... 

More Details

$305,000
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
43 Photos 563 Honey Bell Road Winter Haven, FL 33880

563 Honey Bell Road
Winter Haven, FL 33880
Squires Grove Ph 2
Residential

MLS# S5151545 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1851 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Squires Grove Ph 2

Welcome to 563 Honey Bell Rd, a home that beautifully blends modern comfort, style, and the relaxed Florida lifestyle. From the moment you arrive, ... 

More Details

$305,000
Provided courtesy of EXP REALTY LLC
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.

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 06-09-2026 11:44 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