Olde Cypress Homes with Golf Course Amenities

Welcome to Olde Cypress, a hidden gem nestled in the heart of Naples, Florida. This exclusive community offers a perfect blend of luxury living and a vibrant lifestyle, making it an ideal place to call home. With its stunning landscapes and meticulously maintained grounds, Olde Cypress is a paradise for nature lovers and golf enthusiasts alike.

As you stroll through the neighborhood, you’ll be captivated by the elegant homes that line the streets, many of which boast breathtaking views of the lush fairways and sparkling lakes. Olde Cypress is renowned for its championship golf course, designed by the legendary P.B. Dye, which provides residents with an exceptional golfing experience right at their doorstep. Imagine waking up to the serene sights and sounds of nature, with the opportunity to play a round of golf just minutes away.

Beyond the greens, Olde Cypress offers a rich array of amenities designed to enhance your lifestyle. Residents can enjoy access to a luxurious clubhouse, state-of-the-art fitness center, and a sparkling resort-style pool. The community fosters a strong sense of camaraderie, with numerous social events and activities that bring neighbors together.

Located in the vibrant city of Naples, residents of Olde Cypress also enjoy proximity to world-class dining, shopping, and pristine beaches. Whether you’re seeking a peaceful retreat or an active lifestyle, Olde Cypress presents an unparalleled opportunity to experience the best of Florida living. Discover the charm and elegance of this remarkable neighborhood, where your dream home awaits amidst the beauty of Olde Cypress.

Newest Olde Cypress Homes with Golf Course Amenities

$685,000

3 Beds ⋅ 2 Baths ⋅ 226026165 MLS

FULL GOLF MEMBERSHIPS AVAILABLE. This spectacular FRONT ENTRANCE 3BR/2BA POOL VILLA features an open great room with tray ceilings and sliding glass doors to the lanai. The kitchen offers extended cabinetry, granite counters, stainless appliances, tile backsplash, and a seamless corner window. The primary suite includes tray ceilings, wood flooring, plantation-shuttered sliders, his-and-her walk-in closets, separate vanities, a soaking tub, and walk-in shower. No carpet throughout, plus a private pool. Olde Cypress is a low-density gated community of 550 single-family homes in North Naples. The Social Membership includes clubhouse dining, tennis, pickleball, pool, and fitness—with the option to upgrade to Golf on the prestigious P.B. Dye 18-hole course. A new clubhouse renovation is underway. Located just off I-75, minutes from the airport, beaches, dining, and shopping.

3123 Santorini CT, Naples

$1,669,900

3 Beds ⋅ 3 Baths ⋅ 226031879 MLS

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 appliances. Designed for effortless indoor-outdoor living, the expansive open great room and dining spaces showcase volume ceilings, detailed crown molding, upgraded solid-core doors, transoms, and pocketing sliding glass doors that flood the interior with natural light. The primary suite offers a tastefully redesigned bath, while a separate dedicated guest cabana provides total privacy for visitors, in-laws, or a remote workspace. Step outside to a massive screened tropical courtyard featuring a propane-heated pool and spillover spa. Nestled on 540+ acres of natural preserve with just 550 homes, residents enjoy a newly renovated clubhouse with dining options (no food/beverage minimums or assessments), a PB Dye championship golf course (optional golf membership), Har-Tru tennis, pickleball, bocce, a putting green, driving range, and a state-of-the-art fitness center. Mandatory social membership applies.

3137 Terramar DR, Naples

$749,900

3 Beds ⋅ 2 Baths ⋅ 226024092 MLS

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 bar. Great room features plantation shutters, tray ceiling w/ recessed lighting and French doors to the lanai pool area. The master bedroom offers a private door to a side patio, his & her walk-in closets, tray ceiling, walk-in shower, dual sinks and ladies seated vanity. Other features: Additional Guest room and second full bath with tub and shower. Neutral tile flooring and wood floors throughout main living area, private pool w/ privacy wall, expansive yard, volume ceilings, & recessed lighting. Olde Cypress is a low-density gated community with 550 single family homes, located in North Naples, the Social Membership allows residents to use the clubhouse facilities which include club activities, fine & casual dining, tennis, pickleball, swimming pool, fitness and meeting rooms. Residences of the community may enhance their privileges by upgrading to a Golf Membership on the prestigious P.B Dye 18-hole designed course. New renovated Clubhouse brings Olde Cypress to a class of it own. Olde Cypress is located just off I-75, allowing easy access to Fort Myers airport, numerous restaurants, beaches and shopping.

3155 Santorini CT, Naples

$1,825,000

3 Beds ⋅ 3 Baths ⋅ 226019476 MLS

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 grand interior unfolds with soaring 12- to 14-foot ceilings, expansive 9-foot sliders, and solid core 8-foot doors. Recent enhancements elevate the home with a new hurricane-rated front door, designer lighting and fixtures, architectural wood beam accents, luxury wood-look LVP flooring throughout the main living areas, and upgraded carpeting in the bedrooms. Crown molding and plantation shutters add timeless elegance, while a restored gas fireplace creates a warm focal point. The redesigned chef’s kitchen is a standout, featuring a brand-new LG stainless steel appliance package, double ovens with convection cooking, and a gas cooktop powered by a 250-gallon tank that also services the fireplace. Quartz countertops, custom cabinetry, a marble backsplash, and an oversized stainless-steel sink complete the space, while a large island with bar seating for four makes it ideal for gathering. The kitchen flows seamlessly into the family room, enhancing functionality and connection. The spacious primary suite offers tranquil golf course views, dual walk-in closets, and a well-appointed bath. All bathrooms have been tastefully updated with renovated vanities, granite countertops, and new fixtures for a clean, modern finish. Outdoor living is equally impressive, featuring a deep covered lanai with soaring ceilings alongside a sun-filled travertine pool deck. The pool has been fully upgraded with a new pebble finish, updated waterline tile, LED lighting, and brand-new equipment including pumps and a heater. A picture-frame enclosure has been re-screened and painted to maximize the stunning views. Additional upgrades include fresh exterior paint, sealed pavers, and refreshed landscaping. A newer roof (2021) and oversized garage with a dedicated golf cart bay add convenience. Located within Olde Cypress, residents enjoy a vibrant and active lifestyle with a mandatory social membership that provides access to a full suite of amenities. The community features a dynamic year-round social calendar, formal and informal dining with no food and beverage minimums, and exceptional recreational offerings including tennis, pickleball, bocce, a lap pool, and a state-of-the-art fitness center. Championship golf by P.B. Dye is optional, with both full and associate memberships available, offering flexibility to suit a variety of lifestyles. This premier North Naples community delivers the perfect balance of luxury, leisure, and convenience.

3105 Terramar DR, Naples

$630,000

2 Beds ⋅ 2 Baths ⋅ 225081090 MLS

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, light and sophisticated feel today’s Naples buyers are looking for. Step inside and the difference is immediate. The new flooring flows seamlessly throughout the home, while the warm, soft-white interior complements soaring ceilings, architectural details and an open-concept floor plan filled with natural light. The spacious great room opens directly to the screened lanai and pool, creating effortless indoor-outdoor living with a peaceful green backdrop. At the heart of the home, the kitchen features abundant cabinetry, generous counter space, stainless steel appliances and breakfast seating while remaining open to the main living areas—ideal for both everyday living and entertaining. The private primary suite offers direct lanai access, a spacious walk-in closet and ensuite bath with dual sinks and a walk-in shower. A separate guest bedroom provides privacy for visitors, while the spacious den with closet, custom built-ins and plantation shutters offers exceptional flexibility as a home office, media room or additional guest space. Outside, the private screened pool and lanai create your own Florida retreat. Enjoy morning coffee, an afternoon swim or evenings outdoors surrounded by tropical landscaping and tranquil green views. Olde Cypress offers an exceptional North Naples lifestyle with a beautifully appointed clubhouse, fitness center, tennis, pickleball and bocce, along with the P.B. Dye-designed championship golf course with OPTIONAL GOLF MEMBERSHIP. Ideally located with convenient access to shopping, dining, I-75 and Naples’ renowned Gulf beaches, 3134 Santorini Ct combines location, lifestyle and the advantage of major interior updates already completed. New floors. Fresh paint. Private pool. A fresh opportunity in Olde Cypress. Come see the transformation for yourself.

3134 Santorini CT, Naples

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