The community of Olde Cypress is situated in Naples. Ideally located for access to all of the Naples area facilities and advantages has to offer.

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9 listings match your search criteria.
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3162 Santorini Ct   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1889Sq Ft
  • 2005Year Built
$649,900

Front Entrance !!! Spectacular Golf Course View of the 5th Fairway, with a large side lot for privacy. 3Br/2Ba. pool villa, Great room floor plan with tray ceilings, sliding glass doors to lanai. Kitchen offers extra cabinetry, granite countertops, stainless appliances, tile backsplash, and seamless corner window. Primary suite offers tray ceilings,…

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7255 Lantana Cir   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2876Sq Ft
  • 2015Year Built
$1,825,000

“Live the Naples Lifestyle” in this awesome Stock-built home featuring the popular sought-after Jasmine II floor plan. Welcome to effortless luxury in Olde Cypress Golf & Country Club, one of North Naples’ most respected gated communities. This beautifully crafted turn key residence offers 3 bedrooms plus a private study, 3.5 baths, tray ceilings with recessed…

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2917 Lone Pine Ln   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 2217Sq Ft
  • 2004Year Built
$1,045,000

FULL GOLF MEMBERSHIP now open. Pleasantly updated with expanded lanai, updated lanai surface and panoramic screen cage. Arthur Rutenberg home freshly painted inside and out for a coastal ambiance. Golf course view is a fabulous opportunity, set on a lot that provides views of the back tees on #6 of this PB Dye golf course…

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7315 Lantana Cir N  Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1801Sq Ft
  • 2014Year Built
$879,900

Spectacular 2+Den (Optional Third Bedroom) great room floor plan. Kitchen offers granite countertops, ceramic tile backsplash, custom cabinetry w/ crown molding, walk-in pantry with wood shelving, stainless appliances, under counter & recessed lighting, and large kitchen dining area overlooking the pool. Great room offers coffered ceilings w/ crown molding, transom windows, and sliding…

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3133 Terramar Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2858Sq Ft
  • 2003Year Built
$1,900,000

Fully Reimagined Luxury Estate with Private Casita in Olde Cypress, in absolute Move-In Ready condition. Full Golf Memberships Available. Welcome to 3133 Terramar Drive, a fully renovated luxury estate where modern sophistication meets timeless elegance in one of North Naples’ most coveted private, gated golf communities. Reinvented from top to bottom, this exceptional residence showcases…

Active
3033 Olde Cove Way   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2268Sq Ft
  • 2001Year Built
$849,900

Experience Luxury Golf Course Living in Prestigious Olde Cypress. Full Golf Memberships Available. Welcome to 3033 Olde Cove Way, an exceptional opportunity to own a beautifully updated single family residence in Olde Cypress, one of North Naples’ most exclusive private, gated golf communities of just 550 homes. Perfectly positioned on a quiet cul-de-sac and backing…

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2839 Lone Pine Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2543Sq Ft
  • 2001Year Built
$1,199,000

Meticulously maintained former Arthur Rutenberg Model featuring extensive upgrades throughout the home! 3+Den, 2 1/2 baths. New custom Cornerstone kitchen with soft close cabinetry, stainless appliances, center island, quartz countertops w/ glass tile backsplash, recessed lighting and plenty of storage, with a separate formal dining area w/ recessed lighting and tray ceilings, as…

Active
3134 Santorini Ct   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1783Sq Ft
  • 2002Year Built
$630,000

Welcome to 3134 Santorini Ct, a beautifully maintained single-family villa tucked inside the coveted gated enclave of Santorini at Olde Cypress. This light-filled 2-bedroom + den, 2-bath residence delivers comfort, privacy, and resort-style living in one of North Naples’ most desirable communities. Inside, the open-concept layout features soaring ceilings, neutral tones, and seamless indoor–outdoor flow. The…

Active
3027 Mona Lisa Blvd   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 5538Sq Ft
  • 2005Year Built
$3,495,000

Exquisite Estate in Da Vinci Estates at Olde Cypress. FULL GOLF Memberships are Open as of 1/1/2026 Experience luxury living in Da Vinci Estates at Olde Cypress, a gated Naples golf community featuring the renowned PB Dye championship course. This 5-bedroom (or 4 + den) estate home offers a new roof and gutters (2025), five-car garage, and…

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