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 $205,000 and $848,000. There are currently a total of 26 homes for sale in Cypress Woods. The smallest Cypress Woods home presently available is a two 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 2,418 square foot (2,001SF Under Air) residence.

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.

Pets are allowed in Cypress Woods. 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 June 2026) reflects 47 homes changing hands, with an average asking price of $406,548 and an average selling price of $385,737. This represents a healthy list-to-sell price ratio of 95% and $217 per square foot. During this period, Cypress Woods homes for sale have taken an average of 145 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 BEX Realty agent, who would happily assist you further with all your Gulf Coast real estate needs.

Cypress Woods Homes For Sale

Reduced

$848,000

$925,000

MLS#226013407

3599 Grand Cypress Dr
Naples, FL 34119

2

2

2

2,239 SqFt

Pool

Water Front

84 Days

Reduced

$750,000

$800,000

MLS#226012614

3603 Grand Cypress Dr
Naples, FL 34119

3

2

2

2,407 SqFt

Pool

0.15 Acres

87 Days

$459,000

MLS#226022554

3365 Grand Cypress Dr 202
Naples, FL 34119

3

2

2

1,920 Sq Ft

10 Days

$450,000

MLS#226013752

3485 Laurel Greens Ln S 102
Naples, FL 34119

3

2

1

2,000 Sq Ft

80 Days

$430,000

MLS#226019658

2860 Cypress Trace Cir 1813
Naples, FL 34119

2

2

1

1,717 Sq Ft

Water Front

35 Days

Reduced

$425,000

$449,000

MLS#226015858

3495 Laurel Greens Ln S 101
Naples, FL 34119

3

2

2

2,064 Sq Ft

Water Front

63 Days

$419,000

MLS#226021038

2810 Cypress Trace Cir 2112
Naples, FL 34119

2

2

1

1,414 Sq Ft

Water Front

14 Days

$415,000

MLS#226014299

3435 Laurel Greens Ln S 203
Naples, FL 34119

3

2

2

1,708 Sq Ft

177 Days

$405,000

MLS#226018061

2790 Cypress Trace Cir 2226
Naples, FL 34119

2

2

1

1,717 Sq Ft

Water Front

32 Days

$399,000

MLS#226013325

3435 Laurel Greens Ln S 202
Naples, FL 34119

3

2

1

1,900 Sq Ft

886 Days

Reduced

$387,500

$419,000

MLS#226016228

2760 Cypress Trace Cir 2528
Naples, FL 34119

2

2

1

1,661 Sq Ft

Water Front

65 Days

Reduced

$375,000

$399,000

MLS#226010227

2740 Cypress Trace Cir 2715
Naples, FL 34119

2

2

1,194 Sq Ft

Water Front

106 Days

You may also be interested in Cypress Woods in Lake Worth, Cypress Woods in Kissimmee, Cypress Woods in Orlando, Cypress Woods in Cocoa or Cypress Woods in Fort Myers.

26 Active Listings in Cypress Woods