Olde Cypress Homes with Community Room Amenities

Welcome to Olde Cypress, a hidden gem nestled in the heart of Naples, Florida. This charming neighborhood is renowned for its lush landscapes, serene ambiance, and a strong sense of community. Olde Cypress boasts a prime location in Collier County, offering residents easy access to all that the vibrant city of Naples has to offer, including pristine beaches, world-class dining, and upscale shopping.

The homes in Olde Cypress are designed to cater to modern lifestyles while retaining a classic elegance. Many properties feature spacious floor plans, gourmet kitchens, and luxurious outdoor spaces, perfect for entertaining family and friends. One of the standout amenities of this community is the thoughtfully designed community room, which serves as a hub for social gatherings and events. This inviting space fosters connections among neighbors, making it easy to build lasting friendships in a warm and welcoming environment.

In addition to the community room, residents of Olde Cypress enjoy a host of amenities, including a beautiful clubhouse, a state-of-the-art fitness center, and a sparkling pool surrounded by lush tropical landscaping. Whether you’re looking to relax by the pool, participate in community events, or explore the scenic walking trails, there’s something for everyone in this vibrant neighborhood.

Olde Cypress is not just a place to live; it’s a lifestyle choice that embraces the best of Florida living. With its stunning homes, rich community spirit, and prime location, Olde Cypress is the perfect place to call home. Come experience the charm and warmth of this exceptional Naples neighborhood today!

Newest Olde Cypress Homes with Community Room Amenities

$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

$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

$1,630,000

4 Beds ⋅ 2.5 Baths ⋅ 226003848 MLS

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 custom crown molding, plantation shutters throughout, and hurricane impact windows and doors, providing comfort, security, and energy efficiency year-round. The open-concept living space flows seamlessly into a stylish kitchen with stainless steel appliances, granite countertops, and solid wood cabinetry—ideal for entertaining or relaxed evenings at home. A private den offers flexible space for work or leisure, while the inviting bedrooms serve as peaceful retreats. The home also includes a spacious 3-car garage equipped with a storage lift, offering exceptional functionality for vehicles, bikes, golf gear, and seasonal storage. Step outside to your private outdoor oasis. The oversized lanai is thoughtfully designed for year-round enjoyment and features an upgraded Super Screen enclosure, allowing expansive views and refreshing breezes while keeping comfort top of mind. Complete with an outdoor kitchen, sparkling pool and spa, upgraded lighting, and a calming water feature, this space is perfect for morning coffee, afternoon relaxation, or sunset gatherings. Olde Cypress offers a vibrant social lifestyle with a mandatory social membership and optional golf memberships. Golf carts are welcome throughout the community, making it easy to cruise to the clubhouse, meet neighbors, or enjoy the laid-back Florida lifestyle. Conveniently located just minutes from I-75 and within 30 minutes of RSW, this home offers the ideal blend of accessibility and escape. Relaxed. Refined. Secure. Ready for you.

7352 Lantana WAY, Naples

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