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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3027 Mona Lisa Blvd   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 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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3105 Terramar Dr   Naples
  • 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…

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7352 Lantana Way   Naples
  • 4Bedrooms
  • 2Bathrooms
  • 2621Sq Ft
  • 2014Year Built
$1,630,000

Welcome to effortless Florida living in the prestigious Olde Cypress community, home to a celebrated P.B.Dye–designed golf course. This beautifully appointed fully turnkey Ruffino II residence allows you to simply arrive, unwind, and begin enjoying the lifestyle you’ve been waiting for—just bring your suitcase. Designed with both elegance and peace of mind, the light-filled interior features…

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3033 Olde Cove Way   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2268Sq Ft
  • 2001Year Built
$879,000

Nestled in the vibrant city of Naples, this stunning property offers a lifestyle of luxury and convenience amidst a backdrop of lush wooded and meticulously landscaped areas. Featuring newly renovated interiors with state-of-the-art stainless steel appliances, cabinet fronts, countertops with under lighting, and impeccable landscape lighting, every detail is designed for comfort and elegance. The…

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3134 Santorini Ct   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1783Sq Ft
  • 2002Year Built
$599,000

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…

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3126 Terramar Ct   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2990Sq Ft
  • 2002Year Built
$13,500

Luxury 3-bedroom + den, 3-bath home featuring high ceilings and a bright open-concept floor plan with upscale finishes throughout. The well-appointed kitchen offers premium appliances, quality cabinetry, and ample counter space, seamlessly connecting to the main living and dining areas. The primary suite includes a private en-suite bathroom and walk-in closet, creating a relaxing owner’s…

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