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

9,968 Properties Found. Page 1 of 831.
Photo of Listing #221016688

4540 Gordon Dr, NAPLES

$49,500,000 - 4 Beds, 9 Baths, 8,081 Sf

MLS® # 221016688

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #221007413

3001 Veterans Pky, CAPE CORAL

$35,000,000 - 76 Acres

MLS® # 221007413

Coldwell Banker RealtyNaples Area Board of Realtors Logo
Photo of Listing #221013345

4444 Gordon Dr, NAPLES

$34,900,000 - 5 Beds, 7 Baths, 7,000 Sf

MLS® # 221013345

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #221031342

1832 Galleon Dr, NAPLES

$33,000,000 - 12,781 Sf

MLS® # 221031342

London Bay Realty Inc.Naples Area Board of Realtors Logo
Photo of Listing #220069308

275 Gulf Shore Blvd N, NAPLES

$27,000,000 - 5 Beds, 6 Baths, 4,736 Sf

MLS® # 220069308

Premier Sotheby's International RealtyNaples Area Board of Realtors Logo
Photo of Listing #219004319

2050 Gordon Dr, NAPLES

$26,000,000 - 4 Beds, 5 Baths, 5,393 Sf

MLS® # 219004319

John R. Wood PropertiesNaples Area Board of Realtors Logo
Photo of Listing #221023468

7425 Bay Colony Dr, NAPLES

$25,000,000 - 5 Beds, 8 Baths, 9,049 Sf

MLS® # 221023468

John R. Wood PropertiesNaples Area Board of Realtors Logo
Photo of Listing #221004239

7607 Bay Colony Dr, NAPLES

$19,950,000 - 1 Acres

MLS® # 221004239

Premier Sotheby's Int'l RealtyNaples Area Board of Realtors Logo
Photo of Listing #220066049

980 Aqua Cir, NAPLES

$17,900,000 - 5 Beds, 11 Baths, 8,693 Sf

MLS® # 220066049

William Raveis Real EstateNaples Area Board of Realtors Logo
Photo of Listing #221015074

81 Seagate Dr 2001, NAPLES

$17,500,000 - 4 Beds, 6 Baths, 11,698 Sf

MLS® # 221015074

John R. Wood PropertiesNaples Area Board of Realtors Logo
Photo of Listing #220070146

4101 Gulf Shore Blvd N Ph-4, NAPLES

$16,900,000 - 5 Beds, 7 Baths, 12,050 Sf

MLS® # 220070146

Premier Sotheby's Int'l RealtyNaples Area Board of Realtors Logo
Photo of Listing #221022842

275 Champney Bay Ct, NAPLES

$15,500,000 - 4 Beds, 7 Baths, 5,400 Sf

MLS® # 221022842

BHHS Florida 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: June 16th, 2021 at 2:56pm 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.