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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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2828 Wild Orchid Ct, NAPLES, FL - $1,650,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 3,679 SQFT
  • 621 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

2909 Leonardo Ave, NAPLES, FL - $1,595,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 4,386 SQFT
  • 89 DOM
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Location Is Everything Here Like Living On Your Own Private Oasis. The 7th Fairway, Pristine Lake View W Flowing Fountain, And Infinity Screen Will Start Your Glorious Day, With Coffee On Your Secluded Oversized Patio. Private Iron Gates Bring You...

BHHS Florida Realty

MLS® #220016740

2824 Wild Orchid Ct, NAPLES, FL - $1,484,000

Residential, Single Family
  • 3 Beds
  • 4 Baths
  • 3,240 SQFT
  • 107 DOM
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H.15541 - Brand New Haven Floor Plan! To Be Built: Other Floor Plans And Custom Options Available. This Is One Of The Last Two Golf Course View Lots Available In Olde Cypress. Several Floor Plans Are Available Or Work With Distinctive Residential...

John R. Wood Properties

MLS® #220008510

Photo of Listing #220012991

2995 Mona Lisa Blvd, NAPLES, FL - $1,295,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 4,027 SQFT
  • 106 DOM
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Nothing Has Been Spared In The Transition That Has Taken Place In The Custom Da Vinci Estates Home, This Masterpiece Has Had Extensive Renovations To Include A New Media Room With Overhead Projector And Massive Screen, New Interior & Exterior Pain...

Downing Frye Realty Inc.

MLS® #220012991

2935 Florentine Ct, NAPLES, FL - $1,279,900

Residential, Single Family
  • 4 Beds
  • 5 Baths
  • 3,967 SQFT
  • 75 DOM
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Set On Nearly Half An Acre At The End Of A Cul-de-sac In Da Vinci Estates, This Private Homesite Offers The Perfect Setting For Lively Entertaining As Well As Quiet Relaxation. The Heart Of The Home Is The Chef’s Gourmet Kitchen Which Features 5 B...

Premier Sotheby's International Realty

MLS® #220020759

7472 Treeline Dr, NAPLES, FL - $1,139,000

Residential, Single Family
  • 4 Beds
  • 5 Baths
  • 3,541 SQFT
  • 56 DOM
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All The Work Has Been Done For You! Don't Miss Out On This Immaculately Updated Private Oasis That Overlooks The 11th Hole Green With An Unmatched View Of The Preserve And Green With No Neighboring Homes In View. This Home Has A Brand New Tile Roo...

Compass Florida Naples

MLS® #220024225

3088 Strada Bella Ct, NAPLES, FL - $1,100,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 3,806 SQFT
  • 197 DOM
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H.15213 -freshly Painted Interior And Exterior. Bath Redone. New Pics Coming Soon. Located In Strada Bella Within The Fabulous Olde Cypress Golf Community This Amazing 4br+den/4ba Has An Over-sized 3 Car Garage With Epoxy Flooring And Lots Of Sto...

John R. Wood Properties

MLS® #219065529

Photo of Listing #219056913

7551 Treeline Dr, NAPLES, FL - $995,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 3,514 SQFT
  • 267 DOM
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Virtual Showings Available! Motivated Seller. This Fantastic 4 Bedroom + Den, 4 Bath Home In Olde Cypress Is Located In One Of The Most Sought After Communities In North Naples. Set On A Cul-de-sac Lot, You Will Enjoy The Privacy & Lush Landscapin...

BHHS Florida Realty

MLS® #219056913

7282 Lantana Cir, NAPLES, FL - $979,000

Residential, Single Family
  • 4 Beds
  • 4 Baths
  • 2,876 SQFT
  • 11 DOM
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Warm, Coastal, Chic Elegance In This Spacious Family Home. Shows Like A Model. This Stunning Home Is Located On A Wide Premium Lot With Southern Exposure And Tranquil Lake Views. A Short Distance To The Olde Cypress Clubhouse. Iron Front Double-en...

Premier Sotheby's International Realty

MLS® #220032113

2949 Lone Pine Ln, NAPLES, FL - $899,000

Residential, Single Family
  • 5 Beds
  • 6 Baths
  • 4,278 SQFT
  • 17 DOM
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Another Nice Property Just Listed. When You Drive Towards The Cul De Sac Sits This Magnificent Home Backed On The Preserve. Everything In The Home Is Gorgeous And Well Crafted. One Room Can Be A Theater Room And The Other An Office While All Other...

Community Realty Associates

MLS® #220030915

7492 Treeline Dr, NAPLES, FL - $879,750

Residential, Single Family
  • 5 Beds
  • 4 Baths
  • 3,389 SQFT
  • 70 DOM
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This Pristine Five Bedroom, 3.5 Bath, Plus Office And 3 Car Garage Home Has It All. A Stylish Florida Design By The Famous Arthur Rutenburg. Double Front Doors Welcome You Into The Living And Dining Rooms. Rich Hickory Floors Are Featured In The L...

Downing Frye Realty Inc.

MLS® #220021740

3104 Strada Bella Ct, NAPLES, FL - $865,000

Residential, Single Family
  • 3 Beds
  • 3 Baths
  • 3,082 SQFT
  • 80 DOM
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This Custom-designed, 3,082-square-foot Estate, Single Family Home Offers Elegance, Spaciousness, And Privacy. The Floor Plan Is Designed For Entertaining With Three En-suite Bedrooms, Three Full Baths, Formal Dining Area With Volume Ceiling, Dine...

Premier Sotheby's International Realty

MLS® #220016963

 

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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 31st, 2020 at 5:34am 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 William Raveis Real Estate 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.