David Shippey
863.521.4517

Winter Haven FL Homes for Sale

Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

Create a Free Profile - By creating a new 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 301-310 of 831
66 Photos 5253 Pebble Beach Boulevard Winter Haven, FL 33884

5253 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# S5126639 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1484 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Now Offered at an Exceptional Value of $304,900. This beautifully renovated 2-bedroom, 2-bathroom home is located in the highly desirable 55+ guard... 

More Details

$304,900
Reduced -$45,000
Provided courtesy of LA ROSA REALTY LLC
95 Photos 4568 Back Nine Drive Winter Haven, FL 33884

4568 Back Nine Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4930744 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2043 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

You dont want to miss out on this one-owner, three-bedroom, two-bath SEBASTIAN floor plan home that is filled with special features. The fully paid... 

More Details

$360,000
Provided courtesy of A+ REALTY LLC
71 Photos 1394 Oakmont Drive Winter Haven, FL 33884

1394 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2
Residential

MLS# L4952569 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2606 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 2

Back on market! Buyer(s) contingency fell through. Discover an exceptional home for sale in the beautiful Lake Ashton Golf course community, which ... 

More Details

$565,000
Provided courtesy of AGILE GROUP REALTY
70 Photos 1182 Sawgrass Drive Winter Haven, FL 33884

1182 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2 South
Residential

MLS# P4935514 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2045 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 2 South

Look No Further! This home is SIMPLY BEAUTIFUL! This open-concept Sebastian home design features ample square footage, several upgrade options both... 

More Details

$449,000
Provided courtesy of LAKE ASHTON REALTY INC.
36 Photos 6265 Pinehurst Loop Winter Haven, FL 33884

6265 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential

MLS# L4944406 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2521 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II North

**** WOW ****LOOK AT THE NEW PRICE ""REDUCTION"" ****SELLER MOTIVATED with NEW PRICING ******AMAZING NEWER HOME ***** BEAUTIFUL 3/2 + LARGE DEN/ EX... 

More Details

$599,000
Reduced -$51,000
Provided courtesy of ROOST REALTY GROUP LLC
50 Photos 1415 Colonial Court Winter Haven, FL 33884

1415 Colonial Court
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# TB8380205 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2045 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II South

PRIDE OF OWNERSHIP MOVE IN READY GREAT CURB APPEALLake Ashton is a 55 plus community in Winter Haven Florida. Lake Ashton is an immaculately kept, ... 

More Details

$469,900
Reduced -$5,000
Provided courtesy of JACK KELLER INC
90 Photos 1124 Sawgrass Drive Winter Haven, FL 33884

1124 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# P4934195 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2113 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II South

Welcome to your next chapter in beautiful Lake AshtonCentral Floridas premier 55+ active adult community. This immaculate, nearly new home (just 3 ... 

More Details

$414,900
Provided courtesy of GLOBAL LIFESTYLE LLC
94 Photos 1142 Sawgrass Drive Winter Haven, FL 33884

1142 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# P4935672 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2057 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II South

Welcome to your next chapter in beautiful Lake AshtonCentral Floridas premier 55+ active-adult community. This immaculate, nearly new home (just 3 ... 

More Details

$489,900
Provided courtesy of GLOBAL LIFESTYLE LLC
35 Photos 1550 11th Street UNIT H-4 Winter Haven, FL 33881

1550 11th Street UNIT H-4
Winter Haven, FL 33881
Lake Buckeye Condo
Residential

MLS# O6296439 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1148 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Buckeye Condo

Lake Buckeye Condominiums: Where affordability meets opportunity! Welcome to this 2-bedroom, 2-bathroom, top-floor condo conveniently located at th... 

More Details

$129,900
Reduced -$10,090
Provided courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
31 Photos 1550 11th Street UNIT E7 Winter Haven, FL 33881

1550 11th Street UNIT E7
Winter Haven, FL 33881
Lake Buckeye Condo
Residential

MLS# P4934678 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1148 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Buckeye Condo

This 2-bedroom, 2-bath condo is a great place to settle down or even as an income-producing property. The upstairs unit features split bedrooms, op... 

More Details

$129,900
Reduced -$5,000
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR

Broker Reciprocity The information being provided by © 2025 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 REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, 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 08-02-2025 8:25 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

The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

Related Searches
Winter Haven Florida Homes for Sale.
Homes for Sale in Winter Haven Florida.
Winter Haven FL Houses for Sale.
Houses for Sale in Winter Haven FL.