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  3. Olde Cypress

Olde Cypress

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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6 listings match your search criteria.
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Active
3137 Terramar Dr Naples
$1,669,900

Single Family for Sale in Terramar

  • 3Bedrooms
  • 3Bathrooms
  • 3255Sq Ft
  • 2003Year Built
$1,669,900

Comfort and craftsmanship await you in this North Naples' distinguished, low-density community of Olde Cypress. Offering 3,255 square feet of beautifully curated living space, this custom residence features 4 bedrooms, 3 full bathrooms, a 3-car garage, and a newer roof. The updated gourmet eat-in kitchen boasts an oversized quartz counter-height island, top-tier finishes, and newer…

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7491 Treeline Dr Naples
$1,790,000

Single Family for Sale in Olde Cypress

  • 4Bedrooms
  • 4Bathrooms
  • 3350Sq Ft
  • 2004Year Built
$1,790,000

Experience refined Naples living at 7491 Treeline Dr, an impressive 4-bedroom-plus-den residence with 4 full bathrooms and 3,350 square feet of beautifully designed living space. Set within the Olde Cypress community, this home offers a thoughtful blend of elegant finishes, warm architectural details, and inviting indoor-outdoor living. The interior is rich with custom detail. Crown moldings…

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3134 Santorini Ct Naples
$630,000

Villa Attached for Sale in Santorini Villas

  • 2Bedrooms
  • 2Bathrooms
  • 1783Sq Ft
  • 2002Year Built
$630,000

FRESHLY UPDATED & READY TO IMPRESS. Welcome to 3134 Santorini Ct, a beautifully refreshed 2-bedroom + den, 2-bath villa with a private screened pool in the gated Santorini enclave of Olde Cypress. Recently transformed with High-End LVP Flooring throughout and a complete interior repaint in Sherwin-Williams Greek Villa, this home now offers the fresh,…

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3155 Santorini Ct Naples
$749,900

Single Family for Sale in Santorini Villas

  • 3Bedrooms
  • 2Bathrooms
  • 2240Sq Ft
  • 2004Year Built
$749,900

This charming 3Br/2Ba detached villa offers the perfect blend of comfort and privacy situated on a private corner lot. This home features a spacious open-concept living and dining area. A bright kitchen with Raised panel Cherry cabinets, ample storage, offers granite countertops, tile backsplash, kitchen island w/ cook-top, wall oven & microwave, and breakfast…

Active
3105 Terramar Dr Naples
$1,995,000

Single Family for Sale in Terramar

  • 3Bedrooms
  • 3Bathrooms
  • 2816Sq Ft
  • 2003Year Built
$1,995,000

Set against a picturesque golf course and lake backdrop with no homes in sight, this beautifully upgraded residence offers refined living in the sought-after community of Olde Cypress. Spanning approximately 2,800 square feet, the home features three bedrooms, a private study, and three full baths, thoughtfully designed for both everyday comfort and effortless entertaining. A…

Active
3027 Mona Lisa Blvd Naples
$3,390,000

Single Family for Sale in Da Vinci Estates

  • 4Bedrooms
  • 3 + 2 HalfBathrooms
  • 5538Sq Ft
  • 2005Year Built
$3,390,000

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to an amazing opportunity in Da Vinci Estates at Olde Cypress—an exclusive DOUBLE-GATED community known for estate-sized homes and unparalleled privacy. This property has LAKE VIEWS, a RARE FIVE-CAR GARAGE and a GUEST HOUSE. Major 2025 upgrades include: NEW ROOF, GUTTERS,…

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