Olde Cypress Homes with Golf Course Amenities

Welcome to Olde Cypress, a prestigious community nestled in the heart of Naples, Florida, within Collier County. This enchanting neighborhood is renowned for its luxurious lifestyle, stunning landscapes, and, most notably, its exceptional golf course amenities. Olde Cypress offers an idyllic blend of tranquility and sophistication, making it a perfect haven for golf enthusiasts and families alike.

As you stroll through the beautifully manicured streets of Olde Cypress, you’ll discover an array of elegant homes, each exuding charm and character. Many of these residences boast breathtaking views of the meticulously designed golf course, allowing homeowners to immerse themselves in the serene beauty of their surroundings. The golf course itself is a masterpiece, featuring lush greens and challenging fairways that cater to players of all skill levels. Whether you’re a seasoned golfer or just starting, you’ll find this course to be a delightful retreat.

Beyond the golf course, Olde Cypress offers an array of amenities that enhance the lifestyle of its residents. Enjoy leisurely afternoons at the community clubhouse, where you can socialize with neighbors, partake in organized events, or simply relax by the pool. The community also features walking trails, tennis courts, and fitness facilities, ensuring that there’s always something to keep you active and engaged.

With its prime location in Naples, Olde Cypress provides easy access to pristine beaches, world-class dining, and high-end shopping. Experience the best of Florida living in this charming neighborhood, where every day feels like a vacation. Come explore Olde Cypress, where your dream home awaits!

Newest Olde Cypress Homes with Golf Course Amenities

$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

$1,790,000

4 Beds ⋅ 4 Baths ⋅ 226031255 MLS

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 throughout the home add a timeless, finished look, while tray ceilings bring dimension and visual interest to the main living areas and bedrooms. The great room makes a memorable statement with a cedar wood ceiling that adds warmth, texture, and a sense of craftsmanship. This central living space is designed to feel open, comfortable, and elevated, with details that draw the eye without feeling overdone.The outdoor living area continues the same level of care and style. The patio features a cedar wood ceiling, creating a seamless connection between interior and exterior spaces. A summer kitchen with a wet bar and refrigerator makes outdoor entertaining feel effortless. The infinity-edge pool creates a beautiful resort-style focal point, while the trellis adds architectural beauty and a graceful finish to the space. The floor plan offers 4 bedrooms, a den, and 4 full bathrooms, giving the home both comfort and flexibility. Each room has its own sense of purpose, and each bathroom reflects the attention to detail found throughout the property. This is a home that cannot be fully captured in words alone. You have to see it in person to appreciate the beauty, finish work, and thoughtful design that went into each and every room and bathroom. Olde Cypress offers an exceptional collection of amenities, including a clubhouse, business center, community pool, community room, spa/hot tub, exercise room, attended fitness center, golf course, internet access, pickleball, private membership options, putting green, restaurant, sauna, sidewalks, streetlights, and tennis courts. From the cedar ceiling details to the infinity-edge pool and beautifully finished interiors, 7491 Treeline Dr offers a polished Naples lifestyle with comfort, style, and standout design.

7491 Treeline 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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