Olde Cypress Real Estate

For those looking for an active lifestyle in a luxury community centered around golf, The Club at Olde Cypress in Naples is the perfect choice.

With 550 single family estate homes and attached villa residences in several different neighborhoods covering 540 acres, Olde Cypress residences wind through the exquisite 18-hole championship golf course designed by P.B. Dye.

The community was developed in 2000, and luxury homes from some of Southwest Florida’s most prestigious builders can be found on the oversized homesites, almost all of which feature either a golf course or lake view.

The golf community was the vision of Stock Development Company, one of the area’s preeminent community developers and residential construction firms.

This private, gated community is located just north of Immokalee Road in North Naples, with access to Interstate I-75 mere moments from the entry gates.

Olde Cypress Homes for Sale

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Olde Cypress Real Estate

Homes in Olde Cypress vary in size from approximately 1,800 square feet to over 5,000 square feet, with 2-bedroom floor plans to those with 6 bedrooms. Prices range from slightly under $400,000 to around $1.8 million. The median sales price is $772,000.

A furnished, 3-bedroom twin villa with 12-foot ceilings, saltwater pool and 2,193 square feet of luxury living space recently sold for $540,000.

A 2-bedroom, 2.5 bath home with 2,097 square feet was on the market for $495,000 and features a pool and sweeping golf course vistas.

On Wild Orchid Court, a builder is offering a new construction home package including one of the last remaining golf course view homesites in Olde Cypress. The 4-bedroom, 4 bath estate home with 3,679 square feet is being marketed for $1,711,230.

Neighborhoods within Olde Cypress include DaVinci, Ibis Landing, Strada Bella, Vita Tuscana and several more.

There is a Master Homeowners Association, (HOA), fee of $1,300 quarterly, and individual neighborhood HOA fees range from $300 to $900 per quarter.

Olde Cypress Amenities


A golf membership is not required to live in Olde Cypress, but it is certainly central to why so many golf lovers choose to live there.

Expertly sculpted around many lakes and nature preserves, the golf course was designed by legendary golf architect P.B. Dye and offers a challenging and rewarding experience to golfers of all skill levels.

Members here enjoy dozens of social events, like themed mixers, Member-Guest and Couples tournaments year ‘round.

Members also enjoy the opportunity to play at dozens of the Naples’ area’s most exclusive private clubs through their Olde Cypress reciprocal agreements.

Tennis & Pickleball

The club also boasts a very robust tennis and racquet program, with daily organized matches, leagues and pickup games taking place on 4 clay courts.

There are also 2 pickleball courts and stadium seating, and the USTA / USTPA tennis staff offers lessons and clinics for players of every skill development.

Resort-Style Pool & Fitness

After golf or tennis, members of The Club at Olde Cypress enjoy a refreshing dip in the large, resort-style swimming pool. Or a brisk workout at the fully equipped, 4,000 square foot fitness facility or a relaxing meal and drinks with friends.


The 2-story 36,000 square foot clubhouse, elegant yet casually appointed, features a full-service restaurant with menus from elegant to casual, and diners can relax in the opulent indoor club dining rooms and lounges, or outdoors on the patio deck.

The Club at Olde Cypress is also known for hosting some of the area’s most beautiful private functions like weddings, showers and receptions, with the restaurant and catering department providing everything needed for a perfect event.

Golf Membership

There are 3 levels of membership at The Club at Olde Cypress, starting with the full golf membership. This allows members access to the full array of golf and clubhouse amenities.

The club also has a limited number of memberships available to non-residents. Full golf memberships are available with options beginning at around $25,000 and annual dues of approximately $8,000.

The associate golf membership offers limited golf during the peak season of November through April, and full golf and clubhouse amenities access May through October. These memberships begin at around $5,000 to $10,000 with annual dues of approximately $3,500.

The social membership is required for all Olde Cypress residents, offering full clubhouse access to dining, club parties and events, tennis and pickleball and the fitness facility. There are no initiation fees for this membership level, and annual dues of around $2,500.

Olde Cypress Surrounding Area

North Naples is home to abundant shopping, dining and retail options, just moments from gate guarded Olde Cypress. Many restaurants and stores are on Immokalee Road, and 2 miles to the west is U.S. 41, also called Tamiami Trail, where there are more shopping and dining opportunities.

The prominent Artis-Naples performance hall, home of the Naples Philharmonic and The Baker Museum, is just a 20-minute drive south on U.S. 41. The world-famous 5th Avenue South shopping and dining area of downtown Naples is only a 30-minute drive away.

International air travel is accessible 45-minutes north at the Southwest Florida International Airport, known as RSW, in Fort Myers. Olde Cypress’s proximity to I-75 means easy access to the Florida Everglades and Miami to the east, and Fort Myers, Sarasota and Tampa to the north.

Olde Cypress is a very active golf community, with amenities and club benefits created for any golf enthusiast looking for the ultimate luxury golf club lifestyle.