Cypress Woods Naples

Cypress Woods is a country club community of single family homes, condos, and townhomes in Naples, Florida, with a range of options priced between $229,900 and $859,900. There are currently a total of 26 homes for sale in Cypress Woods. The smallest Cypress Woods home presently available is a three bedroom two bathroom residence that is 1,194 square feet, and the largest of the Cypress Woods homes currently on the market has three beds and two baths and is a 2,462 square foot (2,110SF Under Air) residence.

Property management fees in Collier County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Cypress Woods range from $705 to $9,357 and range from $6,658 to $10,502 for a Cypress Woods condo. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, the community pool, and security. Also included is irrigation, real estate taxes for common areas, property insurance, water, trash removal, sewer, pest control, Cable TV & internet, laundry facilities, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Cypress Woods 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.

The Cypress Woods community offers a plethora of amenities for its residents to enjoy, including a clubhouse, swimming pool, spa / hot tub, cabana, a state-of-the-art fitness center, sauna, billiards room, hobby room, media room, business center, vehicle wash area, and a library. Sports facilities include a championship golf course, a putting green, tennis courts, pickleball courts, Bocce ball, basketball court, and shuffleboard. Onsite dining venues consist of a restaurant, picnic area, and a barbecue area. There is also a community park, a playground, walking or jogging trails, private beach access, as well as guest suites for visitors.

The Cypress Woods HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are three commercial airports that serve Cypress Woods - Southwest Florida International Airport (RSW), which is seventeen miles away; Page Field (FMY), which is twenty two miles away, and Punta Gorda (PGD), which is 46 miles away.

Cypress Woods real estate activity on the Naples MLS during the past year (as of December 2025) reflects 37 homes changing hands, with an average asking price of $366,254 and an average selling price of $351,119. This represents a healthy list-to-sell price ratio of 96% and $209 per square foot. During this period, Cypress Woods homes for sale have taken an average of 156 days to sell.

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

Cypress Woods Homes For Sale

Under Contract

$859,900

MLS#225076298

3535 Grand Cypress Dr
Naples, FL 34119

3

2

2

2,402 SqFt

Pool

0.21 Acres

54 Days

Reduced

$725,000

$749,900

MLS#225068972

3893 Jasmine Lake Cir
Naples, FL 34119

3

3

2

2,462 SqFt

Pool

Water Front

0.16 Acres

104 Days

Under Contract

$695,000

$720,000

MLS#225071195

3944 Jasmine Lake Cir
Naples, FL 34119

3

2

2

2,217 SqFt

0.164 Acres

87 Days

Reduced

$614,999

$659,999

MLS#225072783

3670 Grand Cypress Dr
Naples, FL 34119

3

2

2

2,403 SqFt

Pool

Water Front

0.16 Acres

68 Days

$499,000

MLS#225025898

3445 Laurel Greens Ln S 103
Naples, FL 34119

3

2

2

2,139 Sq Ft

274 Days

Under Contract

$439,900

MLS#225081495

2820 Cypress Trace Cir 2021
Naples, FL 34119

2

2

1

2,170 Sq Ft

Water Front

12 Days

Under Contract

$439,000

MLS#225079896

3315 Grand Cypress Dr 101
Naples, FL 34119

2

2

2

1,920 Sq Ft

Water Front

31 Days

$435,900

MLS#225078831

3485 Grand Cypress Dr 102
Naples, FL 34119

2

2

2

1,763 Sq Ft

25 Days

$434,900

MLS#225081558

3385 Grand Cypress Dr 101
Naples, FL 34119

2

2

2

2,372 Sq Ft

17 Days

$429,000

MLS#225078238

3485 Laurel Greens Ln S 103
Naples, FL 34119

3

2

2

2,139 Sq Ft

39 Days

$426,000

MLS#225076804

3545 Laurel Greens Ln N 103
Naples, FL 34119

2

2

2

1,564 Sq Ft

Water Front

52 Days

Reduced

$399,900

$449,900

MLS#225040332

2860 Cypress Trace Cir 1821
Naples, FL 34119

2

2

1

1,998 Sq Ft

Water Front

232 Days

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26 Active Listings in Cypress Woods