Magical sunrises, painted sunsets, all of Nature’s beauty brought to life and embraced in a single community that exudes an unmatched luxury lifestyle with world class amenities, exquisite cuisine and a distinctly different golf experience. Elevated tees, natural waterways and tree lined fairways are carved through ancient cypress and pine forests. Located in North Naples, The Club at Olde Cypress features an award winning clubhouse, a P.B. Dye designed 18 hole golf course, fitness center, swimming pool and tennis courts. A community of single family homes, Olde Cypress is minutes from beautiful gulf coast beaches, shopping and dining.

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18 listings match your search criteria.
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3040 Mona Lisa Blvd   Naples
  • 6Bedrooms
  • 4806Sq Ft
  • 2006Year Built
$2,395,000

Discover unparalleled luxury in Da Vinci Estates, an exclusive enclave within Olde Cypress Golf Club in North Naples. This stunning estate has been meticulously updated to offer the perfect blend of elegance and modern comfort, featuring a brand-new roof and a newly remodeled kitchen designed for both entertaining and everyday living. Step inside to soaring…

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3178 Santorini Ct   Naples
  • 2Bedrooms
  • 2016Sq Ft
  • 2001Year Built
$689,900

Spectacular Golf Course View, furnished 2+Den (optional third bedroom) pool villa overlooking the 5th green in Olde Cypress. Great room floor plan with sliding glass doors to lanai, coffered ceilings with crown molding, separate wet bar with wine cooler & cabinetry, great for entertaining. Spacious eat in kitchen with plenty of cabinetry, recessed lighting,…

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3092 Terramar Dr   Naples
  • 4Bedrooms
  • 3025Sq Ft
  • 2002Year Built
$2,190,000

GOLF MEMBERSHIP AVAILABLE NOW! Must see this stunning Move-In Ready Home in Olde Cypress – Fully Renovated! Step into timeless elegance with this exquisitely renovated home in Olde Cypress Country Club, featuring luxury upgrades inside and out. This move-in-ready masterpiece offers seamless indoor-outdoor living, with a private courtyard, resort-style pool, and breathtaking lake-to-golf course views from…

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2862 Lone Pine Ln   Naples
  • 4Bedrooms
  • 2340Sq Ft
  • 2002Year Built
$1,250,000

OLDE CYPRESS! STUNNING SOUTHERN EXPOSURE, COMPLETELY REMODELED ($350,000+/- 4 BEDROOM, 3 FULL BATHS, OVERSIZED 2 CAR GARAGE, POOL). HOME IS NESTLED ON A VERY PRIVATE LOT BACKING UP TO A SERENE NATURE PRESERVE FOR UNPARALLELED TRANQUILITY, SERENITY AND VIEWS. BIG OPEN FLOOR PLAN, 12' VOLUMN TRAY CEILINGS WITH CROWN MOLDING THROUHOUT, PORCELIN "WOOD PLANK" TILE…

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7529 Lantana Cir   Naples
  • 4Bedrooms
  • 3158Sq Ft
  • 2013Year Built
$1,695,000

Located in the highly desirable, Lantana at Olde Cypress golf community in North Naples, Florida, this rarely available Orchid II model offers the perfect blend of luxury and functionality. Enjoy access to top-tier amenities, including an 18-hole golf course, tennis, pickleball, fitness center, dining, and a full calendar of social events. This spacious home features…

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7347 Lantana Cir   Naples
  • 2Bedrooms
  • 1809Sq Ft
  • 2013Year Built
$935,000

San Remo III floor plan with upgraded at build sliders and windows. West exposure two bedroom, plus den and two full bath home with two car garage. Lightly lived in. Great space on right yard. Walk to the clubhouse from this home, or take your private golf cart out for rounds. Olde Cypress is going…

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7307 Lantana Cir   Naples
  • 3Bedrooms
  • 2046Sq Ft
  • 2013Year Built
$1,199,000

REMARKABLE Transformation has taken place at this Lantana Tivoli III home in Olde Cypress. While a newer build for the community, the owners have remodeled the home to include an all new kitchen, lanai, primary bath and one guest bath. Additionally, the home has a PAID solar system...NOT for the pool, but for the home…

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3155 Santorini Ct   Naples
  • 3Bedrooms
  • 2240Sq Ft
  • 2004Year Built
$1,100,000

Exquisite Detached Villa in Prestigious Olde Cypress. Discover the epitome of luxury living in this one-of-a-kind detached villa nestled in the highly coveted Santorini Villas of Olde Cypress. Perfectly situated on a private corner lot, this home offers an expansive yard and an exclusive private pool, creating a serene retreat in one of the most…

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2878 Lone Pine Ln   Naples
  • 3Bedrooms
  • 2407Sq Ft
  • 2005Year Built
$1,100,000

Enjoy the casual life living in this well-maintained SF home located on a terrific lot in the Lone Pine neighborhood. This home offers a wonderful floor plan, as you enter with double entry glass doors that open up to a spacious great room with lots of natural light. The property includes a spacious kitchen featuring…

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2743 Olde Cypress Dr   Naples
  • 3Bedrooms
  • 3580Sq Ft
  • 2003Year Built
$2,150,000

Seller says bring all reasonable offers! Exceptional quality and detail in this estate home * Empire Veranda model. Formal dining room * living room with a beautiful view of P.B. Dye course *spacious family room * extended lanai * pool-spa and water feature with fiber optic lighting. Upgraded cabinetry * granite throughout *decorative stone and…

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2815 Wild Orchid Ct   Naples
  • 4Bedrooms
  • 3738Sq Ft
  • 2002Year Built
$2,025,000

Discover this exceptional home, offering golf course views and lush landscaping for added privacy. As you step inside, you'll be greeted by a bright and airy open floor plan with stunning views leading to the expansive lanai. This residence features four generously sized bedrooms, each with its own en-suite bath, including a separate casita ideal…

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2995 Mona Lisa Blvd   Naples
  • 4Bedrooms
  • 4027Sq Ft
  • 2006Year Built
$2,699,000

Nothing has been spared in the transition that has taken place in this custom Da Vinci Estates 4 bedroom + Den home. Enter the grand foyer through custom double front doors and into the Living Room with Gas fireplace, custom cabinetry and double doors out onto the lanai and pool.  Newer roof and A/C. The…

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3133 Terramar Dr   Naples
  • 3Bedrooms
  • 2858Sq Ft
  • 2003Year Built
$1,220,000

FULL GOLF AVAILABLE NOW. EXPANDED CADIZ model home that has larger rooms and large outdoor living with lanai and cage that wraps around the courtyard home to a back lanai with golf course views. WESTERN exposure on your private pool. The best of both worlds with privacy and golf views. This three bedroom en suite…

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3023 Mona Lisa Blvd   Naples
  • 3Bedrooms
  • 3481Sq Ft
  • 2005Year Built
$2,230,000

FULL GOLF MEMBERSHIPS AVAILABLE NOW. A Captivating welcome and EXPANSIVE LAKE VIEWS with Panoramic lanai Cage extend from the entry of this meticulously maintained DaVinci estate home. Tranquility abounds with the wide, private grounds and plenty of sun on the pool and spa; while affording ample under cover space for your entertaining needs. This home has been enjoyed intermittently…

Active
3095 Santorini Ct   Naples
  • 3Bedrooms
  • 2146Sq Ft
  • 2004Year Built
$729,900

Located in the upscale gated community of Olde Cypress is this special offering. This almost fully furnished Villa in Santorini offers 3 bedrooms, plus a Den/Dining area, a very open and flexible floor plan. New Roof in 2018. The great room features coffered ceiling, a built-in wall unit, sliders opening to the private…

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7329 Lantana Way   Naples
  • 4Bedrooms
  • 3158Sq Ft
  • 2015Year Built
$1,695,000

Exquisite luxury custom home meticulously crafted by the esteemed Stock Development! Located on an expansive lot this stunning 4-bedroom plus den, 3.5-bathroom executive residence features exceptional details throughout. Highlights include elegant double crown molding, a coffered ceiling, and custom plantation shutters that add a touch of sophistication. Experience immersive sound with built-in indoor and outdoor…

Active
2944 Mona Lisa Blvd   Naples
  • 4Bedrooms
  • 3446Sq Ft
  • 2007Year Built
$2,190,000

Golf Membership Available with a very short wait list (approx.4-6 mo). This large estate home with newly completed upgrades in situated in the exclusive Da Vinci Estates of Olde Cypress. The kitchen is a chef's dream, featuring a large island prep area, all new professional grade stainless steel appliances including but not limited…

Active
7327 Lantana Cir   Naples
  • 3Bedrooms
  • 2062Sq Ft
  • 2015Year Built
$1,129,000

Welcome to this beautiful home in the Olde Cypress community of Lantana. You will enjoy entertaining in the spacious great room with views of a lush garden. The screened lanai has an oversized salt water pool and built-in kitchen for your enjoyment. The home has 3 bedrooms plus a den, 3…

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