Olde Cypress Real Estate


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Olde Cypress Listings - Newest First

Olde Cypress Listings - Newest First

3 Properties Found. Page 1 of 1.

Olde Cypress in Naples, Florida.A North Naples haven of luxury and comfort, the gated community of Olde Cypress is home to a lifestyle that is as much as result of its ideal location as it is a result of the beautiful homes. Less than a mile from all the convenience of I-75, and just minutes from the famous Gulf beaches, Olde Cypress is the quintessential Southwest Florida tropical community.

620 acres of incredible, natural preserves, shimmering lakes, and a championship equity golf course make up the interior of Olde Cypress – alongside stunning villas, single-family homes, and custom built estates. Divided up into multiple unique neighborhoods, these homes are exquisitely built by the lauded developer Stock Development, and feature beautiful floor plans that account for every preference or need. Homes have breathtaking views of the lush golf course, the green preserves, and the picturesque Naples landscape. You’ll also be right by all the desirable features of The Club at Olde Cypress, including the sumptuous Greenside Café, a quaint restaurant with an outdoor dining area – the perfect place for enjoying a meal while watching the sun set.

Things to do in the area include world-class golf, Gulf coast beaches, swimming, fishing, boating, taking a relaxing walk throughout the community, and much more. It’s a city with no shortage of recreation and excitement, and with it comes a lifestyle that you’ll never want to give up.


Ten gorgeous neighborhoods divide up the homes throughout Olde Cypress, and each bears their own unique qualities and styles. In Da Vinci Estates, you’ll find 60 large, single-family homes that range in size from 3,300 to an astounding 5,500 square feet or more. Built between 2002 and 2010, these residences boast views of both the golf course as well as shimmering lakes. Compare that with Santa Rosa, which contains just 27 single-family homes, built between 2000 and 2006. The majority of the homes are either three or four bedrooms and come with golf course and lake views that are simply incredible.

In Ibis Landing, 55 single-family homes are available that were built between 2000 and 2007. Many come with three or more bedrooms and are sized between 2,000 and 3,000 square feet. And in Santorini Villas, 54 attached villas homes await, along with one single family home. Each home comes with its own private pool and private entrance, giving you all the privacy of a single-family residence with a carefree, maintenance-free lifestyle.

Don't miss the great condos offered in Olde Cypress.


You can’t mention Olde Cypress without mentioning its award-winning golf. The 18-hole course, designed by P.B. Dye, is a magnificent achievement that rewards players of all ages and skill levels. The property is dotted with beautiful lakes and incredible scenery that nearly distract from the flawless landscaping of the course itself – Bermuda grass is use throughout the course, which boasts lush, rolling fairways, smooth-as-silk greens, and impeccable maintenance. The longest tee stretches the course out to 6,711 yards, and multiple tees give players of every age and skill level a chance to tame this Southwest Florida beast.

But it doesn’t end there – Olde Cypress is also home to a world-class tennis community that features four Har-Tru courts, a new, award-winning tennis director in Bill Beverly, and numerous programs to entertain players, increase your skill, or just provide a place to have a casual match with some friends. Jump onto a free court for some practice, join a friendly match with other tennis-lovers, or schedule a lesson with Bill, a member of both the USTA and the USTPA, who can get your game heading on the right track – whatever you do, you’re going to love doing it.

Plus, Olde Cypress is home to an exclusive, totally remodeled 4,100 square foot fitness center that features state-of-the-art equipment, a dedicated aerobics room, and personalized programs for nearly every aspect of fitness, including Yoga, Yoga for Golfers, ZUMBA, Jazzercise, Water Aerobics, and Mat Pilates – you’ll be in the best shape of your life living at Olde Cypress.

And when you’re not hitting the links, engrossed in a fun game of Round Robin on the tennis courts, or securing your inner peace at the fitness center, The Club at Olde Cypress is there to pamper and please you. Devoted to a complete schedule of social and dining events for residents, The Club is the social hub of the entire community. Join your like-minded neighbors in games of mah jongg, bowling, bridge, and much more. Take part in the fantastic book club, and learn more about your favorite works of literature than you ever have before. And if the kitchen is your calling, take part in an exclusive Cooking Class with The Club’s Executive Chef.

Living in Olde Cypress is more than just owning a home. It’s owning a lifestyle of luxury, comfort, relaxation, and fun – it’s a vacation every single day, and right in your own backyard. 

Data last updated: March 26th, 2023 at 1:53am EDT and updating occurs daily

Naples Area Board of Realtors Logo The data relating to real estate for sale on this Website come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than Equity Realty are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program.

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