David Shippey
863.521.4517

Winter Haven FL Golf Course Homes For Sale

Winter Haven FL Golf Course 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 golf course 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 1-10 of 38
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
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.
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
72 Photos 5200 Pebble Beach Boulevard Winter Haven, FL 33884

5200 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential

MLS# P4935325 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2443 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph 01

With fabulous WATER VIEWS and GOLF COURSE views, this elegant residence offers a perfect tropical retreat. A large pool with a attached spa invites... 

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$555,000
Provided courtesy of LAKE ASHTON REALTY INC.
41 Photos 5521 Hogan Lane Winter Haven, FL 33884

5521 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Atlee Add
Residential

MLS# O6272702 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2512 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Atlee Add

Welcome to your Florida dream home! Nestled in a serene neighborhood with breathtaking water views, this stunning 3-bedroom, 2-bath property in Win... 

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$540,000
Provided courtesy of EXP REALTY LLC
77 Photos 6112 Pebble Beach Boulevard Winter Haven, FL 33884

6112 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential

MLS# P4935515 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2535 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Ashton West Ph II North

**GOLF COURSE and WATER VIEWS*** Located behind the security gates of the coveted community of Lake Ashton, the attention to detail is evident thro... 

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$539,000
Provided courtesy of LAKE ASHTON REALTY INC.
91 Photos 121 Greenfield Road Winter Haven, FL 33884

121 Greenfield Road
Winter Haven, FL 33884
Cypresswood
Residential

MLS# L4951357 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2900 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood

Truly one of a kind home in the sought after neighborhood of Cypresswood Golf and Country Club. This is the only home with a fenced in yard that is... 

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$499,900
Provided courtesy of REMAX EXPERTS
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.
60 Photos 1104 Sawgrass Drive Winter Haven, FL 33884

1104 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential

MLS# O6319428 / 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

This is a must see. Located in the prestigious 55+ community of Lake Ashton, welcome to this impeccably designed 2021-built Sebastian model home, w... 

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$439,500
Provided courtesy of ATRIUM REALTY, LLC
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

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 07-20-2025 11:30 AM EST.

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The Golf Course homes above are brought to you by David Shippey REALTOR®.


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