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Home Florida Polk Cypresswood Golf and Country Club

Cypresswood Golf and Country Club

Looking for golf homes on Cypresswood Golf and Country Club? Discover golf properties located in or near golf course communities in Polk, Florida. From luxury estates overlooking the greens to comfortable homes within golf communities, there are options to fit a variety of lifestyles and budgets.
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Showing 1-20 of 22 Homes For Sale
For Sale
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$289,000

2 Beds | 2.0 Baths | 1,621 Sqft

428 GLENEAGLES COURT, Winter Haven, FL, 33884

Now is your chance! Come and be a part of this active, Golf Course community and live in this beautifully maintained, updated home. Enjoy the peaceful screened courtyard...

Ad#: 7402086 • Added: 03/13/2026 • Updated: 03/13/2026
Ad#: 7402086 • Added: 03/13/2026 • Updated: 03/13/2026
For Sale
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$270,000

3 Beds | 2.0 Baths | 1,666 Sqft

2817 WINGFOOT COURT, Winter Haven, FL, 33884

Welcome to 2817 Wingfoot Ct, located in the desirable Cypresswood Golf Villas. This beautifully maintained villa sits along the 8th fairway of the prestigious Cypresswood...

Ad#: 6501706 • Added: 08/19/2025 • Updated: 01/23/2026
Ad#: 6501706 • Added: 08/19/2025 • Updated: 01/23/2026
For Sale
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$269,900

3 Beds | 2.0 Baths | 1,526 Sqft

29 ENCLAVE DRIVE, Winter Haven, FL, 33884

New to the market is this *one owner* villa located in the sought-after Enclave neighborhood located in Cypresswood Golf and Country Club in SE Winter Haven. This...

Ad#: 7352695 • Added: 03/04/2026 • Updated: 03/17/2026
Ad#: 7352695 • Added: 03/04/2026 • Updated: 03/17/2026
For Sale
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$260,000

2 Beds | 2.0 Baths | 1,444 Sqft

47 ENCLAVE DRIVE, Winter Haven, FL, 33884

Welcome to the Enclave at Cypresswood Golf & Country Club. Cypresswood is a Gated community featuring a 24-Hour Guard, 18 Hole Golf Course, Community Pool, Lighted Tennis...

Ad#: 7321660 • Added: 02/25/2026 • Updated: 02/25/2026
Ad#: 7321660 • Added: 02/25/2026 • Updated: 02/25/2026
For Sale
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$249,900

2 Beds | 2.0 Baths | 1,328 Sqft

634 WEXFORD COURT, Winter Haven, FL, 33884

MOVE IN CONDITION! Nestled on a beautifully landscaped and tree shaded lot this well maintained 2 bedroom 2 bathroom patio home features split bedrooms with ample...

Ad#: 7178518 • Added: 01/23/2026 • Updated: 03/02/2026
Ad#: 7178518 • Added: 01/23/2026 • Updated: 03/02/2026
For Sale
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$249,900

2 Beds | 2.0 Baths | 1,368 Sqft

14 ENCLAVE DRIVE, Winter Haven, FL, 33884

Fresh on the market is this meticulously maintained and professionally updated 2 bedroom 2 bath villa located in the sought after *Enclave* neighborhood in Cypresswood, a...

Ad#: 6489069 • Added: 08/05/2025 • Updated: 02/04/2026
Ad#: 6489069 • Added: 08/05/2025 • Updated: 02/04/2026
For Sale
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$229,900

2 Beds | 2.0 Baths | 1,258 Sqft

459 PINEHURST COURT, Winter Haven, FL, 33884

Welcome to this beautifully maintained patio home located in a desirable gated golf community, offering comfort, convenience, and exceptional value. Nestled on a quiet...

Ad#: 7297570 • Added: 02/19/2026 • Updated: 02/19/2026
Ad#: 7297570 • Added: 02/19/2026 • Updated: 02/19/2026
For Sale
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$184,900

3 Beds | 3.0 Baths | 1,988 Sqft

440 Midnight Cypress Drive 97, Winter Haven, FL, 33881

Lot #97 / 3 B / 3 BA / 1,988 Sq. Ft. / $199,500.00 Spectacular Home! Completely Remodeled 2009 Erica Model in popular Cypress Creek Village! This large home is located on...

Ad#: 6393624 • Added: 07/09/2025 • Updated: 11/10/2025
Ad#: 6393624 • Added: 07/09/2025 • Updated: 11/10/2025
For Sale
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$182,000

2 Beds | 2.0 Baths | 1,017 Sqft

307 EAGLE POND DRIVE 307, Winter Haven, FL, 33884

PRICE ADJUSTMENT ALERT--the opportunity you've been waiting for! Welcome to easy, low-maintenance living in the 24/7 guard-gated Cypresswood Golf & Country Club. This...

Ad#: 6479505 • Added: 08/01/2025 • Updated: 03/13/2026
Ad#: 6479505 • Added: 08/01/2025 • Updated: 03/13/2026
For Sale
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$174,900

3 Beds | 2.0 Baths | 1,568 Sqft

416 Siberian Cypress Circle, Winter Haven, FL, 33881

Step into this beautifully maintained home in the sought-after 55+ gated community of Cypress Creek Village in Southeast Winter Haven. The open-concept kitchen, dining...

Ad#: 7275642 • Added: 02/14/2026 • Updated: 02/28/2026
Ad#: 7275642 • Added: 02/14/2026 • Updated: 02/28/2026
For Sale
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$148,900

2 Beds | 2.0 Baths | 1,568 Sqft

1221 Cypress Vine Rd. 256, Winter Haven, FL, 33881

Lot #256 - 2 Bed /2 Bath + Den /1,568 Sq. Ft./$148,900.00 Spectacular Pond Views from this 2016 Ashley Model in beautiful Cypress Creek Village! This spacious home is...

Ad#: 6935689 • Added: 12/08/2025 • Updated: 12/08/2025
Ad#: 6935689 • Added: 12/08/2025 • Updated: 12/08/2025
For Sale
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$139,800

2 Beds | 2.0 Baths | 1,120 Sqft

353 Siberian Cypress Circle 372, Winter Haven, FL, 33881

Lot #372 - 2 Bed / 2 Bath / 1,120 Sq. Ft. / $139,800.00 -- 2023 Builder's Model - Turnkey Home! Your retirement or seasonal home is all furnished, decorated, and ready...

Ad#: 7443772 • Added: 03/19/2026 • Updated: 03/20/2026
Ad#: 7443772 • Added: 03/19/2026 • Updated: 03/20/2026
For Sale
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$129,900

2 Beds | 2.0 Baths | 1,200 Sqft

1201 Cypress Vine Rd., Winter Haven, FL, 33881

CYPRESS CREEK VILLAGE #297 - 2BED / 2 BATH / 1,200 SF. / $129,900 POND VIEW HOME with Double Driveway! This MODERN, TURNKEY HOME is furnished and move-in-ready for you...

Ad#: 6645062 • Added: 09/20/2025 • Updated: 03/05/2026
Ad#: 6645062 • Added: 09/20/2025 • Updated: 03/05/2026
For Sale
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$98,800

2 Beds | 2.0 Baths | 1,344 Sqft

502 Leyland Cypress Way 61, Winter Haven, FL, 33881

CYPRESS CREEK VILLAGE #61 / 2 BED / 2 BATH / 1,344 SF / $98,800 POND VIEW HOME with Double Driveway! This Large WELL MAINTAINED updated home is partially furnished and...

Ad#: 6665247 • Added: 09/26/2025 • Updated: 09/27/2025
Ad#: 6665247 • Added: 09/26/2025 • Updated: 09/27/2025
For Sale
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$98,500

3 Beds | 2.0 Baths | 1,456 Sqft

948 Heartwood Cypress Dr, Winter Haven, FL, 33881

This well-maintained 2014 Nobility Lindsay, owned and occupied part-time by its original owner, is perfectly priced and move-in ready. Located in beautiful Cypress Creek...

Ad#: 7176654 • Added: 01/23/2026 • Updated: 01/23/2026
Ad#: 7176654 • Added: 01/23/2026 • Updated: 01/23/2026
For Sale
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$87,900

2 Beds | 2.0 Baths | 1,000 Sqft

1008 Heartwood Cypress Dr. 222, Winter Haven, FL, 33881

CYPRESS CREEK VILLAGE #222 / 2 BED / 2 BATH / 1,000 SF / $87,900 SPRING SAVINGS! NEW LOWER PRICE APPLIES TO MARCH 2026 BUYERS! COZY HOME with tranquil views! This...

Ad#: 6665248 • Added: 09/26/2025 • Updated: 03/13/2026
Ad#: 6665248 • Added: 09/26/2025 • Updated: 03/13/2026
For Sale
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$80,000

2 Beds | 2.0 Baths | 0 Sqft

1228 Cypress Vine Rd. 288, Winter Haven, FL, 33881

CYPRESS CREEK VILLAGE #288 / 2 BED / 2 BATH / 1,000 SF / $80,000 Open Floor Plan with two bed/bath suites! This well maintained 2017 Nobility Home features an open floor...

Ad#: 7466290 • Added: 03/24/2026 • Updated: 03/24/2026
Ad#: 7466290 • Added: 03/24/2026 • Updated: 03/24/2026
For Sale
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$75,000

2 Beds | 2.0 Baths | 1,008 Sqft

707 Red Cypress Ln, Winter Haven, FL, 33881

2006 home in Cypress Creek Village, a premier 55+ community, will allow 40+! Super cute home with split bedroom plan with 2 large bedrooms, 2 baths, and a den! Spacious...

Ad#: 6912652 • Added: 12/01/2025 • Updated: 01/23/2026
Ad#: 6912652 • Added: 12/01/2025 • Updated: 01/23/2026
For Sale
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$55,000

2 Beds | 2.0 Baths | 864 Sqft

280 Monterey Cypress Blvd. 158, Winter Haven, FL, 33881

Lot #158 - 2 Bed / 2 Bath / 864 Sq. Ft. / $55,000 -- 2008 Cottage Style Home. This cozy - 2 bedroom, 2 bathroom home features 2 large bedroom ensuites at either end (for...

Ad#: 7444131 • Added: 03/19/2026 • Updated: 03/19/2026
Ad#: 7444131 • Added: 03/19/2026 • Updated: 03/19/2026
Sale Pending
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$367,000

3 Beds | 2.0 Baths | 2,159 Sqft

718 CANBERRA ROAD, Winter Haven, FL, 33884

Under contract-accepting backup offers. Elevated Living on the Fairway - Fully Renovated & Ready Welcome to 718 Canberra Road--where luxury living meets peace of mind...

Ad#: 6445991 • Added: 07/23/2025 • Updated: 12/26/2025
Ad#: 6445991 • Added: 07/23/2025 • Updated: 12/26/2025
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: Cypresswood Golf and Country Club Real Estate Agent Info

About Cypresswood Golf and Country Club

Looking for golf homes on Cypresswood Golf and Country Club? Discover golf properties located in or near golf course communities in Polk, Florida. From luxury estates overlooking the greens to comfortable homes within golf communities, there are options to fit a variety of lifestyles and budgets.

Course Location:

1099 Clubhouse Rd

Winter Haven, FL 33884-1200

Polk County

Toll Free Phone: -

Phone: (863) 324-6174

Fax: (863) 325-8802

Map

Facility Information:

Facility Type:
Daily Fee Facility
Facility Category:
Real Estate Development
# of Regulation Holes:
18
# of Executive Holes:
0
Year Open:
1974
Month Open:
January
# of Tee Stations:
25

Course Information:

Course Name:
Cypresswood
Course Designer:
Ron Garl
Course Type:
Daily Fee Course
Course Category:
Real Estate Development
# of Holes:
18
Slope:
126
Rating:
73
# of Yards:
6912
Par:
72
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