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 $3,495,000. There are currently a total of 10 homes for sale in Olde Cypress. The smallest Olde Cypress home presently available is a three bedroom two bathroom residence that is 2,764 square feet (2,320SF Under Air living space), and the largest of the Olde Cypress homes currently on the market has four beds and four baths and is a 7,735 square foot (5,538SF 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 Olde Cypress range from $593 to $1,604. This fee includes grounds maintenance, maintaining the community roads, security, irrigation, property insurance, and water. Also included is trash removal, sewer, pest control, Cable TV & internet, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Olde Cypress 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 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.

The Olde Cypress HOA rules do allow homeowners to have pets.

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 November 2025) reflects twenty eight homes changing hands, with an average asking price of $1,483,311 and an average selling price of $1,379,071. This represents a healthy list-to-sell price ratio of 93% and $359 per square foot. During this period, Olde Cypress homes for sale have taken an average of 165 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

$3,495,000

MLS#225026502

3027 Mona Lisa Blvd
Naples, FL 34119

4

5

5

7,735 SqFt

Pool

Water Front

0.35 Acres

238 Days

$2,175,000

MLS#225076862

3133 Terramar Dr
Naples, FL 34119

3

3

3

3,566 SqFt

Pool

0.26 Acres

5 Days

Under Contract

$1,625,000

MLS#225072651

7398 Monteverde Way
Naples, FL 34119

4

5

2

3,326 SqFt

Pool

0.2298 Acres

39 Days

Under Contract

$1,575,000

MLS#225076025

7395 Monteverde Way
Naples, FL 34119

3

4

2

3,374 SqFt

Pool

Water Front

0.23 Acres

17 Days

$1,279,000

MLS#225076556

2839 Lone Pine Ln Nw
Naples, FL 34119

3

3

2

2,983 SqFt

Pool

0.24 Acres

15 Days

$1,195,000

MLS#225078814

3105 Terramar Dr
Naples, FL 34119

3

3

2

4,925 SqFt

Pool

0.22 Acres

2 Days

$1,050,000

MLS#225078282

2874 Lone Pine Ln
Naples, FL 34119

3

3

2

2,764 SqFt

Pool

0.24 Acres

4 Days

Under Contract

$830,000

$849,000

MLS#225066284

3083 Santorini Ct
Naples, FL 34119

3

2

2

Pool

92 Days

Reduced

$829,900

$1,100,000

MLS#225010688

2878 Lone Pine Ln
Naples, FL 34119

3

3

2

2,848 SqFt

Pool

283 Days

Reduced

$674,900

$689,900

MLS#225072495

3126 Santorini Ct
Naples, FL 34119

3

2

2

Pool

0.14 Acres

38 Days

10 Active Listings in Olde Cypress