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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
  • 250 DOM
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H.13547 -to Be Built: Other Floor Plans And Custom Options Available. One Of 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 Ho...

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
  • 250 DOM
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H.13546 - To Be Built: Other Floor Plans And Custom Options Available. The One Of 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 Dr...

John R. Wood Properties

MLS® #218059476

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

Residential, Single Family
  • 6 Beds
  • 5 Baths
  • 4,690 SQFT
  • 196 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 6 Bedrooms P...

BHHS Florida Realty

MLS® #218067316

Photo of Listing #219037203

2852 Wild Orchid Ct, NAPLES, FL - $1,300,000

Residential, Single Family
  • 5 Beds
  • 6 Baths
  • 4,250 SQFT
  • 1 DOM
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H.14614 - Custom Built Luxury Residence On Private Cul-de-sac Lot.. Enjoy Views Of The Golf Course And Preserve From The Expanded Lanai. This Finely Designed And Crafted Home Boasts 5 Bedrooms (including 2 Master Suites Both With 2 Walk-in Closets...

John R. Wood Properties

MLS® #219037203

Photo of Listing #218053089

2721 Olde Cypress Dr, NAPLES, FL - $1,249,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 3,543 SQFT
  • 288 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

Photo of Listing #218059267

2995 Mona Lisa Blvd, NAPLES, FL - $1,199,500

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 4,027 SQFT
  • 257 DOM
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Reduced 70k. 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. Ki...

Downing Frye Realty Inc.

MLS® #218059267

3088 Strada Bella Ct, NAPLES, FL - $1,199,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 3,806 SQFT
  • 21 DOM
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This Large Home Is Located On The Quiet Street Of Strada Bella In The Exclusive Community Of Olde Cypress. You Will Find This Home Is Full Of Rich Features Such As Leonardo Travertine On The Driveway And Pool Deck And The Exterior Ceilings Are Lin...

Premier Sotheby's International Realty

MLS® #219031767

Photo of Listing #219030093

7465 Treeline Dr, NAPLES, FL - $1,185,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 3,803 SQFT
  • 33 DOM
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Reduced - Exquisitely Updated With Sweeping Golf Course Views Situated On One Of The Largest Lots In Olde Cypress, This Custom Built Home Offers 3,803 Sf Of Spacious Open Living With Tasteful Design And Features Three Bedrooms Plus A Den And Three...

Coldwell Banker Residential RE

MLS® #219030093

 

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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: May 26th, 2019 at 10:49am EDT 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.