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
46 Photos 1077 Medinah Way Winter Haven, FL 33884

1077 Medinah Way
Winter Haven, FL 33884
Cypresswood Tennis Villas
Residential

MLS# K4902980 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1278 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Tennis Villas

HARD TO FIND ...YET EASY TO OWN.!!! ENJOY COMING HOME TO THIS WONDERFUL COMMUNITY IN A TENNIS VILLA, END UNIT IN BEAUTIFUL CYPRESSWOOD WITH LOTS OF... 

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$234,900
Provided courtesy of WESTLAKE REAL ESTATE CO., 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
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
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
46 Photos 375 Troon Court Winter Haven, FL 33884

375 Troon Court
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# L4952323 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1725 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Attention Investors & Home Buyers! Located in the desirable Cypresswood Golf & Country Club in Winter Haven, with a LOW HOA FEE of $128.00 PER MONT... 

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$255,000
Reduced -$15,000
Provided courtesy of REMAX EXPERTS
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
46 Photos 2825 Attwater Loop Winter Haven, FL 33884

2825 Attwater Loop
Winter Haven, FL 33884
Traditions Ph 2a
Residential

MLS# O6260348 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1385 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 2a

Motivated seller offering $2,000 in closing costs plus a 1-year HOA credit. Located in the highly desirable 55+ community of Traditions in Winter H... 

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$233,000
Provided courtesy of MILLENIUM REALTY GROUP
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
19 Photos 620 Wexford Court Winter Haven, FL 33884

620 Wexford Court
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# O6281987 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1426 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Welcome to your dream home-Step inside to discover this spacious and stunning MOVE-IN READY 2 bed/ 2 bath with an oversize 2 car garage located in ... 

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$275,000
Provided courtesy of LPT REALTY, LLC
15 Photos 2284 Firestone Place Winter Haven, FL 33884

2284 Firestone Place
Winter Haven, FL 33884
Cypresswood Golf Villas Un 3 B
Residential

MLS# O6282413 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1164 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas Un 3 B

**""Embrace comfort and elegance in this beautiful 2-bedroom, 2-bathroom villa, offering nearly 1,400 sq. ft. of well-designed living space. Enjoy ... 

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$230,000
Provided courtesy of MERVIN MORGAN REALTY & PROPERTY MANAGEMENT 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 3:53 PM EST.

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


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