Cypresswood Golf And Country Club

Cypresswood Golf And Country Club is a country club community of single family homes, condos, and townhomes in Winter Haven, Florida, with a range of options priced between $161,500 and $785,000. There are currently a total of 38 homes for sale in Cypresswood Golf And Country Club. The smallest Cypresswood Golf And Country Club home presently available is a two bedroom two bathroom residence that is 1,017 square feet, and the largest of the Cypresswood Golf And Country Club homes currently on the market has four beds and three baths and is a 5,456 square foot (3,614SF Under Air) residence.

Property management fees in Polk County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Cypresswood Golf And Country Club range from $116 to $1,850 and range from $320 to $355 for a Cypresswood Golf And Country Club condo and $260 to $429 for a townhome. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, the community pool, and security. Also included is a 24-hour guard, real estate taxes for common areas, property insurance, water, trash removal, sewer, pest control, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Cypresswood Golf And Country Club home. Golf communities typically entail membership fees (sometimes mandatory) that are in addition to the HOA fees, so please check with your Realtor® or the club membership office.

Cypresswood Golf And Country Club amenities include a clubhouse, swimming pool, spa / hot tub, and a state-of-the-art fitness center. Sports facilities include a championship golf course, tennis courts, pickleball courts, racquetball, and basketball court. Onsite dining venues consist of a restaurant, and a bar / lounge. There is also a community park, as well as a playground.

The Cypresswood Golf And Country Club HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have. Dogs and cats are allowed.

There are four commercial airports that serve Cypresswood Golf And Country Club - Kissimmee Gateway (ISM), which is twenty three miles away; Lakeland Linder International (LAL), which is twenty three miles away; Orlando International (MCO), which is 36 miles away, and Orlando Executive (ORL), which is 42 miles away from Cypresswood Golf And Country Club.

Cypresswood Golf And Country Club real estate activity on the Winter Haven MLS during the past year (as of November 2025) reflects 45 homes changing hands, with an average asking price of $298,860 and an average selling price of $288,209. This represents a healthy list-to-sell price ratio of 96% and $118 per square foot. During this period, Cypresswood Golf And Country Club homes for sale have taken an average of 69 days to sell.

In addition, there are numerous other communities in Winter Haven to choose from, or you may browse all available Winter Haven Real Estate, including some new construction opportunities. Homes for sale in Cypresswood Golf And Country Club are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Cypresswood Golf And Country Club hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

Cypresswood Golf And Country Club Homes For Sale

$785,000

MLS#MFRP4936334

4030 Palma Ceia Cir
Winter Haven, FL 33884

3

3

3

4,202 SqFt

0.35 Acres

58 Days

New Construction

Reduced

$629,000

$650,000

MLS#MFRO6352519

2964 Plantation Rd
Winter Haven, FL 33884

4

4

3

5,456 SqFt

Pool

0.46 Acres

31 Days

Under Contract

$485,000

$599,999

MLS#MFRO6279343

19 Meadowlake Ct
Winter Haven, FL 33884

4

3

2

3,257 SqFt

Pool

0.38 Acres

268 Days

Under Contract

$439,000

MLS#MFRP4935980

2997 Plantation Rd
Winter Haven, FL 33884

3

2

3

3,897 SqFt

Pool

0.31 Acres

90 Days

$425,000

MLS#MFRP4936722

10 Meadowlake Ct
Winter Haven, FL 33884

4

3

2

3,402 SqFt

Pool

0.65 Acres

30 Days

Reduced

$369,000

$379,999

MLS#MFRL4954473

718 Canberra Rd
Winter Haven, FL 33884

3

2

2

2,816 SqFt

0.2 Acres

116 Days

Reduced

$339,000

$369,000

MLS#MFRP4929557

416 Sandestin Dr
Winter Haven, FL 33884

3

2

2

2,467 SqFt

0.19 Acres

612 Days

$325,000

MLS#MFRO6351724

708 Canberra Rd
Winter Haven, FL 33884

3

2

2

2,547 SqFt

0.14 Acres

36 Days

$324,000

MLS#MFRB4902097

533 Saint Andrews Rd
Winter Haven, FL 33884

3

2

2

2,944 SqFt

0.29 Acres

11 Days

Reduced

$319,500

$325,000

MLS#MFRP4936103

560 Saint Andrews Rd
Winter Haven, FL 33884

2

2

2

2,514 SqFt

Pool

0.14 Acres

79 Days

Reduced

$290,000

$365,000

MLS#MFRP4930299

680 Augusta Rd
Winter Haven, FL 33884

3

2

2

2,519 SqFt

0.15 Acres

563 Days

Under Contract

$289,000

MLS#MFRP4936839

180 Greenfield Rd
Winter Haven, FL 33884

3

2

2

2,337 SqFt

0.39 Acres

18 Days

38 Active Listings in Cypresswood Golf And Country Club