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 our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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Displaying results 301-310 of 826
94 Photos 4033 Phoenician Way Winter Haven, FL 33884

4033 Phoenician Way
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4933653 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2095 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Experience luxury 55+ living in this beautifully upgraded 3-bedroom, 2-bath home with a private heated saltwater pool and spa, located in the highl... 

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$409,900
Reduced -$10,000
Provided courtesy of GLOBAL LIFESTYLE LLC
100 Photos 5325 Nicklaus Drive Winter Haven, FL 33884

5325 Nicklaus Drive
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4934140 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1319 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

Pride of ownership is evident in this well-maintained ""snowbird"" owned Caribbean floor plan home. The curb appeal comes from the quality landscap... 

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$284,900
Provided courtesy of A+ REALTY LLC
69 Photos 5268 Pebble Beach Boulevard Winter Haven, FL 33884

5268 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4933937 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2354 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

CDD DEBT PAID IN FULL! Golf Course Frontage and Amazing Water Views! Welcome to luxury living at its finest in the sought-after Lake Ashton 55+ com... 

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$599,000
Provided courtesy of LAKE ASHTON REALTY INC.
34 Photos
Open House: Tomorrow 12:00pm - 2:00pm
5384 Hogan Lane Winter Haven, FL 33884

5384 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4935506 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1682 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

***Motivated Seller*** Your Florida Oasis Awaits!! Step into comfort and convenience with this beautifully maintained 2-bedroom, 2-bathroom home fe... 

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$380,000
Provided courtesy of LAKE ASHTON REALTY INC.
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 ... 

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$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... 

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$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... 

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$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, ... 

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$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 ... 

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$414,900
Provided courtesy of GLOBAL LIFESTYLE LLC
95 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 ... 

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$489,900
Provided courtesy of GLOBAL LIFESTYLE LLC

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 08-05-2025 2:02 AM EST.

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The Winter Haven homes above are brought to you by David Shippey REALTOR®.


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