Olde Cypress

Olde Cypress is a country club community of single family homes in Naples, Florida, with a range of options priced between $829,900 and $3,250,000. There are currently a total of 11 homes for sale in Olde Cypress. The smallest Olde Cypress home presently available is a two bedroom two bathroom residence that is 2,312 square feet (1,801SF Under Air living space), and the largest of the Olde Cypress homes currently on the market has four beds and three baths and is a 7,735 square foot (5,538SF Under Air) residence.

The Olde Cypress 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, business center, and a library. Sports facilities include a championship golf course, a putting green, tennis courts, pickleball courts, Bocce ball, racquetball, and basketball court. There is also a community park, a playground, walking or jogging trails, as well as private beach access.

Pets are allowed in Olde Cypress.

There are three commercial airports that serve Olde Cypress - Southwest Florida International Airport (RSW), which is eighteen miles away; Page Field (FMY), which is twenty three miles away, and Punta Gorda (PGD), which is 47 miles away.

Olde Cypress real estate activity on the Naples MLS during the past year (as of February 2026) reflects 31 homes changing hands, with an average asking price of $1,514,603 and an average selling price of $1,416,590. This represents a healthy list-to-sell price ratio of 94% and $364 per square foot. During this period, Olde Cypress homes for sale have taken an average of 154 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 Olde Cypress are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Olde Cypress 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.

Olde Cypress Homes For Sale

Reduced

$3,250,000

$3,495,000

MLS#225026502

3027 Mona Lisa Blvd
Naples, FL 34119

4

5

5

7,735 SqFt

Pool

Water Front

0.35 Acres

329 Days

Reduced

$1.9 Million

$2,175,000

MLS#225076862

3133 Terramar Dr
Naples, FL 34119

3

3

3

3,566 SqFt

Pool

0.26 Acres

96 Days

Under Contract

$1,775,000

$1,825,000

MLS#226001695

7255 Lantana Cir
Naples, FL 34119

3

4

3

4,158 SqFt

Pool

Water Front

0.24 Acres

24 Days

$1,650,000

MLS#226003848

7352 Lantana Way
Naples, FL 34119

3

3

3

3,217 SqFt

Pool

Water Front

0.24 Acres

4 Days

Under Contract

$1,199,000

$1,279,000

MLS#225076556

2839 Lone Pine Ln
Naples, FL 34119

3

3

2

2,983 SqFt

Pool

0.24 Acres

106 Days

Under Contract

$1,099,000

MLS#226001892

3068 Terramar Dr
Naples, FL 34119

3

2

3

3,535 SqFt

Pool

0.21 Acres

24 Days

$1,045,000

MLS#226000923

2917 Lone Pine Ln
Naples, FL 34119

2

3

2

2,869 SqFt

Pool

0.19 Acres

30 Days

$879,900

MLS#225083582

7315 Lantana Cir N
Naples, FL 34119

2

2

2

2,312 SqFt

Pool

0.18 Acres

55 Days

Reduced

$829,900

$849,900

MLS#225077671

3033 Olde Cove Way
Naples, FL 34119

2

3

2

2,740 SqFt

Pool

0.2 Acres

75 Days

$649,900

MLS#225079739

3162 Santorini Ct
Naples, FL 34119

3

2

2

Pool

0.2 Acres

82 Days

$630,000

MLS#225081090

3134 Santorini Ct
Naples, FL 34119

2

2

2

Pool

0.1615 Acres

76 Days

11 Active Listings in Olde Cypress