Olde Cypress Homes For Sale

Olde Cypress, an upscale single-family development featuring stunning estate homes and villas, is located in North Naples within 10 minutes of cultural activities, world-class shopping and fine dining. The natural environment with ancient cypress and pine forests create exquisite views whether you’re playing golf or relaxing on your lanai. Olde Cypress homes for sale are located around the esteemed Club At Olde Cypress. A high-end lifestyle hub, this prestigious private club is defined by its legendary golf course, state-of-the-art athletic facilities, and rich social life complemented by exclusive events and fine dining.

Search all Olde Cypress homes for sale by browsing the listings below — or, discover all there is to know about this elegant golf community! Get in touch with our team for expert advice about Olde Cypress homes for sale and buying a luxury home in Naples, FL. We look forward to helping you find your perfect home.

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View All Olde Cypress Homes For Sale

18,562 Properties Found. Page 1 of 1,547.
Photo of Listing #222051703

Holly Hill Rd, ZOLFO SPRINGS

$39,999,990 - 1,676 Acres

MLS® # 222051703

SVN Lotus Comm. R.E. AdvisorsNaples Area Board of Realtors Logo
Photo of Listing #222025412

4100 Gulf Shore Blvd N, NAPLES

$35,000,000 - 4 Beds, 6 Baths, 10,000 Sf

MLS® # 222025412

Douglas Elliman Florida,LLCNaples Area Board of Realtors Logo
Photo of Listing #222006788

3001 Veterans Pky, CAPE CORAL

$35,000,000 - 76 Acres

MLS® # 222006788

Coldwell Banker RealtyNaples Area Board of Realtors Logo
Photo of Listing #222050197

3675 Gordon Dr, NAPLES

$31,000,000 - 6 Beds, 9 Baths, 7,873 Sf

MLS® # 222050197

Premier Sotheby's International RealtyNaples Area Board of Realtors Logo
Photo of Listing #222047889

5601 Palm Beach Blvd, FORT MYERS

$28,900,000

MLS® # 222047889

Tropics RealtyNaples Area Board of Realtors Logo
Photo of Listing #222029531

3595 Gin Ln, NAPLES

$27,900,000 - 4 Beds, 6 Baths, 7,173 Sf

MLS® # 222029531

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #222043262

3131 Gin Ln, NAPLES

$25,950,000 - 5 Beds, 7 Baths, 7,695 Sf

MLS® # 222043262

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #222056369

1030 Galleon Dr, NAPLES

$25,900,000 - 5 Beds, 7 Baths, 6,414 Sf

MLS® # 222056369

Coldwell Banker RealtyNaples Area Board of Realtors Logo
Photo of Listing #222036086

4120 Cutlass Ln, NAPLES

$25,900,000 - 6 Beds, 7 Baths, 7,964 Sf

MLS® # 222036086

Gulf Coast International PropNaples Area Board of Realtors Logo
Photo of Listing #222058982

600 Galleon Dr, NAPLES

$25,000,000 - 5 Beds, 9 Baths, 7,195 Sf

MLS® # 222058982

Douglas Elliman Florida,LLCNaples Area Board of Realtors Logo
Photo of Listing #222049819

2100 Davis Blvd, NAPLES

$25,000,000 - 96,884 Sf

MLS® # 222049819

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #222012423

970 Aqua Cir, NAPLES

$25,000,000 - 6 Beds, 9 Baths, 7,750 Sf

MLS® # 222012423

Premier Sotheby's Int'l RealtyNaples Area Board of Realtors Logo

 

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Explore Olde Cypress Real Estate

Olde Cypress real estate is in a class of its own. There are over 550 homes in this upscale country club community; these are made up of stunning Mediterranean villa homes, single-family estates, and custom homes, crafted to fit buyer needs. Currently listed homes on the Olde Cypress real estate market start at approximately $500,000 and peak at just under $2,000,000. With expansive lots, lush green surroundings, and an idyllic blend of privacy and communal culture, this neighborhood is truly the cream of the crop of gated Naples living.

World Class Amenities At Olde Cypress

Olde Cypress is a dynamic community, home to an 18-hole championship P.B. Dye designed golf course with elevated tees. Har-Tru tennis courts and an expanding tennis program provide players a chance to meet for Round Robins and mixers. A remodeled 4,100 square foot fitness facility offers everything you would expect from a world-class health club: personal trainers, classes, and state-of-the-art equipment, all designed to help you create your own individual fitness program. As a social member, you will enjoy amenities such as private cooking demonstrations, dinner parties, and book clubs where your neighbors become your lifelong friends. A recently expanded outdoor dining area is perfect for sunset cocktails and a late dinner. Olde Cypress’ mix of landscape, natural surroundings and world class amenities make it a sought after, luxurious lifestyle community.

Data last updated: October 3rd, 2022 at 4:00pm 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 William Raveis Luxury Properties 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.