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 21-30 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
26 Photos 35 Enclave Drive Winter Haven, FL 33884

35 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 02
Residential

MLS# P4932313 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2070 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Enclave Ph 02

NEW PRICE ON THIS ENCLAVE 3 BEDROOM IN CYPRESSWOOD!!! VILLA WITH OVER 2,000 PLUS SQ. FT. LIVING 3 BEDROOM 3 BATH PLAN! YOU WILL ENJOY A TRUE FLORID... 

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$269,000
Reduced -$5,900
Provided courtesy of THE K TEAM REAL ESTATE SERVICES LLC
31 Photos 2254 Firestone Place UNIT #2254 Winter Haven, FL 33884

2254 Firestone Place UNIT #2254
Winter Haven, FL 33884
Cypresswood Golf Villas
Residential

MLS# P4933928 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1430 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas

One or more photo(s) has been virtually staged. Welcome home to this spacious 2-bedroom/2-bathroom Golf Villa located in the highly-sought-after Cy... 

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$219,900
Provided courtesy of JOHN WOOD REALTY, INC.
46 Photos 13 Enclave Drive Winter Haven, FL 33884

13 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 01
Residential

MLS# P4935271 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1526 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Enclave Ph 01

Welcome to this maintained 3 bedroom, 2 bath one-story villa/townhouse located in Enclave, a quiet and desirable neighborhood within the gated golf... 

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$264,900
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
24 Photos 2282 Firestone Place Winter Haven, FL 33884

2282 Firestone Place
Winter Haven, FL 33884
Cypresswood Golf Villas
Residential

MLS# P4935397 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1164 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas

Welcome to Cypresswood Golf & Country Club Living!Discover this charming 2-bed, 2-bath, single-story Golf Villa at 2282 Firestone Pl in the exclusi... 

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$205,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
48 Photos 507 Eagle Pond Drive UNIT #507 Winter Haven, FL 33884

507 Eagle Pond Drive UNIT #507
Winter Haven, FL 33884
Eagle Pond Condo
Residential

MLS# L4951021 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1017 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eagle Pond Condo

FOR SALE - 2 Bedroom/2 Bath Condo in lovely Cypresswood Gulf and Country Club. This condo overlooks a pond and beautiful cypress trees. It is very ... 

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$186,000
Reduced -$12,500
Provided courtesy of COLDWELL BANKER REALTY
26 Photos 426 Gleneagles Court Winter Haven, FL 33884

426 Gleneagles Court
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# P4934744 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1731 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Located on a cul-de-sac, this 2 bedroom home overlooks a greenspace and the golf course beyond and in the front yard, it sits directly across from ... 

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$255,000
Provided courtesy of LOCKHART & ASSOCIATES INC
22 Photos 1503 Eagle Pond Drive UNIT #1503 Winter Haven, FL 33884

1503 Eagle Pond Drive UNIT #1503
Winter Haven, FL 33884
Eagle Pond Condo
Residential

MLS# P4934402 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1017 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eagle Pond Condo

Introducing a must-see condo in the esteemed gated community of Cypress Wood, this charming two-bedroom, two-bath home on the first floor is design... 

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$174,500
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
43 Photos 680 Augusta Road Winter Haven, FL 33884

680 Augusta Road
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# P4930299 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1932 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

NEW PRICE REDUCTION. Beautiful home in Cypresswood gated community. Twenty four hour manned gate. Home has newly installed ADT system. This is a go... 

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$320,000
Reduced -$5,000
Provided courtesy of TOWN & COUNTRY REAL ESTATE
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... 

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$360,000
Provided courtesy of A+ REALTY 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 8:01 PM EST.

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


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