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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

All Listings $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
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2828 Wild Orchid Ct, NAPLES, FL - $1,650,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 3,679 SQFT
  • 64 DOM
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H.13547 -to Be Built: Other Floor Plans And Custom Options Available.the Last Two Golf Course View Lots Available In Olde Cypress. Several Floor Plans Available Or Work With Distinctive Residential Communities To Design Your Own Dream Home. Cus...

John R. Wood Properties

MLS® #218059506

2824 Wild Orchid Ct, NAPLES, FL - $1,400,000

Residential, Single Family
  • 3 Beds
  • 3 Baths
  • 3,128 SQFT
  • 64 DOM
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H.13546 - To Be Built: Other Floor Plans And Custom Options Available. The Last Two Golf Course View Lots Available In Olde Cypress. Several Floor Plans Available Or Work With Distinctive Residential Communities To Design Your Own Dream Home. C...

John R. Wood Properties

MLS® #218059476

3040 Mona Lisa Blvd, NAPLES, FL - $1,395,000

Residential, Single Family
  • 5 Beds
  • 5 Baths
  • 4,690 SQFT
  • 10 DOM
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Luxury Awaits You In The Exclusive “da Vinci Estates” At Olde Cypress. From The Moment You Walk Through The Front Door You Will Notice Quality Craftsmanship Throughout The Home. Featuring Almost 4,700 Sq Feet Of Living Space Offering 5 Bedrooms P...

BHHS Florida Realty

MLS® #218067316

2721 Olde Cypress Dr, NAPLES, FL - $1,345,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 3,543 SQFT
  • 102 DOM
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Beautifully Updated Arthur Rutenberg Original Design In The Club At Olde Cypress. From The Moment You Walk In You Will Be Amazed At The Open Floor Plan And Beautiful White English Oak Wood Floors Throughout. The Living Space Flows Beautifully Fro...

Allison James Estates & Homes

MLS® #218053089

2995 Mona Lisa Blvd, NAPLES, FL - $1,269,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 4,027 SQFT
  • 71 DOM
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Fabulous Custom Estate Home In 'da Vinci'. Four Spacious Bedrooms Plus Large Office/den. Enter The Grand Foyer W/ Double Wood Doors To The Living Area With A Gas Fireplace, Built-in Window Seats, Custom Built-in Wall Cabinetry W/ Shelving. Kit...

Downing Frye Realty Inc.

MLS® #218059267

3052 Mona Lisa Blvd, NAPLES, FL - $1,249,000

Residential, Single Family
  • 3 Beds
  • 4 Baths
  • 3,249 SQFT
  • 13 DOM
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Modern, Contemporary Custom Home Built By Vision Builders. Panoramic Lake & Golf Course Views Set On A Premium Lot On The Cul-de-sac. Gourmet Kitchen With Wall To Wall Cabinetry, Prep Sink W/ Disposal, Top Of The Line Stainless Appliances, Sub Z...

Downing Frye Realty Inc.

MLS® #218073732

Photo of Listing #218058776

3030 Renaissance Ct, NAPLES, FL - $1,025,000

Residential, Single Family
  • 5 Beds
  • 6 Baths
  • 4,391 SQFT
  • 70 DOM
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Reduced! Surrounded By Lush Tropical Preserved Landscape Situated On A Private .47 Acre Corner Lot, This Luxurious Two-story Estate Home Has Been Beautifully Designed From The Inside Out. Gorgeous Architectural Details Are Graced Throughout This F...

Coldwell Banker Residential RE

MLS® #218058776

Photo of Listing #218076489

2797 Olde Cypress Dr, NAPLES, FL - $979,500

Residential, Single Family
  • 3 Beds
  • 4 Baths
  • 3,289 SQFT
  • 2 DOM
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Spectacular 'arthur Rutenberg' Home With A Fantastic Golf Course Views Of The 17th Tee Box Of This Pb Dye 18 Hole Champion Course! Gourmet Kitchen Includes Breakfast Nook With Glass Panels, Wood Cabinets, Brazilian Granite Countertops & Backsplash...

Downing Frye Realty Inc.

MLS® #218076489

 

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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: November 20th, 2018 at 8:16pm EST and updating occurs daily

br 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 John R. Wood 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.