Olde Cypress - Naples

Olde Cypress Naples FL – Luxury Golf Community with Estate Homes & Villas

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Olde Cypress is a prestigious gated golf community in North Naples, Florida, built around a championship golf course designed by P.B. Dye. Spanning over 620 acres of scenic preserve and lakes, this community offers a blend of natural beauty and upscale living.

🏡 Real Estate in Olde Cypress

Olde Cypress features 550 luxurious residences, including:

  • Custom estate homes

  • Elegant single-family homes

  • Stylish attached villas

Each neighborhood within Olde Cypress offers distinct architectural styles and lush landscaping, creating a refined, resort-style atmosphere.

⛳ Championship Golf & Resort Amenities

At the heart of the community is the newly renovated 38,000 sq. ft. clubhouse, offering:

  • Indoor and outdoor dining

  • Full social calendar and member events

  • Fitness center and tennis courts

All homeowners are social members, while golf memberships are optional, providing flexibility to suit your lifestyle.

🔍 Browse Olde Cypress Homes for Sale

Contact us today for more information or to schedule a private showing of any homes for sale in Olde Cypress Naples, Florida.

Olde Cypress - Homes For Sale

7319 Lantana CIR, Naples
$995,000
3 Beds ⋅ 2 Baths ⋅ 226037647 MLS
Discover the art of exceptional living in Olde Cypress! As one of North Naples most-sought after communities, Olde Cypress offers brilliantly remastered Clubhouse with casual and fine dining, championship golf, tennis and pickle ball, bocce courts, pool, fitness center, a vibrant social calendar and a wonderful sense of community, where you instantly belong. Just beyond the community, the very best of Naples living awaits, with world-famous beaches, water sports and boating, nature trails, upscale shopping and dining, art galleries and so much more. Within the community, tucked away amid lush tropical greenery on a peaceful, private lot, this tastefully REFRESHED, move-in ready STOCK Development residence delivers a lifestyle that defines relaxed luxury and offers a perfect balance for indoor/outdoor living. With 3 bedrooms, 2 bathrooms and an oversized 2-car garage, the home also features the following UPGRADES: custom cabinetry, high-end CAFE appliances, exquisite CASHMERE TAJ MAHAL quartzite counter-tops in kitchen and bathrooms, soft color palette, DESIGNER lighting and mirrors, elegant tile flooring and crown molding in living areas, accent wall, hardwood floors in all bedrooms, vaulted ceilings, plantation shutters, hurricane IMPACT glass sliders, windows and doors, and a KOHLER GENERATOR for your peace of mind. As you step outside, a recently REFRESHED, screened-in patio with sparkling HEATED POOL and SPA is a natural extension of the home and an invitation to slow down. A peaceful Naples retreat to call your own. An exceptional lifestyle just outside your door. Welcome home.

7319 Lantana CIR, Naples
3123 Santorini CT, Naples
$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
3137 Terramar DR, 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
3155 Santorini CT, 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
3105 Terramar DR, 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
3027 Mona Lisa BLVD, Naples
$3,390,000
4 Beds ⋅ 4.5 Baths ⋅ 226015132 MLS
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, FULL EXTERIOR PAINT, AND HVAC. Designed for both luxury living and entertaining, the home features a chef’s kitchen with a Viking gas range, Bosch dishwasher and Fisher & Paykel double oven. Expansive pocketing sliding glass doors seamlessly retract into the walls, creating a complete indoor-outdoor living experience that leads to the HEATED POOL and GROTTO SPA. The main floor features a full East-Wing primary suite that has a cocktail/coffee bar, double vanities, free-standing bathtub, private shower room, oversized walk-in closet, and a sitting room that leads to a PRIVATE GARAGE ENTRY. The main floor also features an office, 2 living rooms, formal dining, laundry room, half bathroom, gourmet kitchen and 2 bedrooms with a jack & jill bathroom. The second-floor entertainment level has a MOVIE THEATER AND BILLIARDS ROOM with a half bath. The seperate guest house or in-law suite is 1 bed/1 bath with a wet bar and has beautiful lake views with sliding doors leading to the pool area. Located in a premier North Naples golf community with a P.B. Dye championship course, FULL and ASSOCIATE GOLF MEMBERSHIPS AVAILABLE, and a newly completed $17M CLUBHOUSE TRANSFORMATION (NO ASSESSMENTS & NO FOOD/BEVERAGE MIN).

3027 Mona Lisa BLVD, Naples
3134 Santorini CT, 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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