Olde Cypress, Naples, FL Real Estate Search

Olde Cypress, Naples, FL Homes for Sale

Olde Cypress is a distinguished low-density golf community of 550 single family homes and attached villas in North Naples, Florida. The community encompasses 620 acres, 200 of which are natural pine and cypress preserves. The streets are picturesque with large shade trees. Many of the homes are on estate-sized lots allowing for privacy not found in similar golf communities. The homes in Olde Cypress are thoughtfully grouped into neighborhoods. Two of the more well-known neighborhoods are Santorini, which offers 54 attached villas and Da Vinci Estates, an exclusive enclave of 60 luxury homes.

The centerpiece of Olde Cypress is the 38,000 SF Mediterranean style clubhouse with its superb dining facilities. There 4 tennis courts, 2 pickleball courts, a swimming complex and a state-of-the-art fitness facility. An activities director keeps residents busy with activities. The 18 hole P.B. Dye designed private golf course winds beautifully throughout the neighborhoods within Olde Cypress Naples. All home owners are required to carry a social membership; golf memberships are optional. The Club at Olde Cypress has been named one of The Best 35 Clubs in the US by LINKS Magazine. According to LINKS Magazine, “Residents can enjoy the natural setting filled with lakes and challenging golf while still being just minutes from shopping, dining and cultural activities in Naples.”

Olde Cypress is ideally located just north of Immokalee Road off I-75, and is convenient to shops, restaurants and entertainment. Logan Landings, with excellent dining options, is across the street while Founders Square is a few miles down the road. Mercato is an easy 20 minute drive; as are the sugar sand beaches of the Gulf of Mexico. 5th Avenue and 3rd Street South are just 30 minutes away. The Southwest Florida International Airport (RSW) is les than 30 minutes away.

Golf communities similar to Olde Cypress in the North Naples area include:

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Olde Cypress, Naples, FL Homes for Sale

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Newest Olde Cypress, Naples, FL Homes for Sale

7493 Lantana CIR, Naples
$1,850,000
4 Beds ⋅ 3.5 Baths ⋅ 226038052 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Experience refined luxury living in the prestigious Olde Cypress community. This beautifully appointed Jasmine II residence offers four bedrooms, three-and-a-half baths, and an elegant floor plan designed for effortless entertaining and indoor-outdoor living spread over 2,867 square feet. The gourmet kitchen features quartz countertops, Carrara marble backsplash, premium Monogram appliances, a five-burner gas cooktop, and rich espresso cabinetry. The sophisticated primary suite boasts hardwood flooring, dual walk-in closets, private lanai access, and a spa-inspired bath with soaking tub and walk-in shower. Two additional guest bedrooms feature hardwood flooring and a connecting bath. Outdoors, a private resort-style retreat awaits with a gas-heated saltwater pool, raised spa, and fully equipped summer kitchen with Alfresco grill. Additional highlights include impact-resistant glass, plantation shutters, Sonos sound system, whole-house Kinetico water filtration, underground propane tank, and a three-car garage. Enjoy the newly renovated & exceptional lifestyle of The Club at Olde Cypress, featuring a P.B. Dye-designed championship golf course, dining, fitness center, resort-style pool, tennis, and pickleball. A remarkable opportunity to embrace luxury Naples living. One or more photo(s) has been virtually staged, AI generated or rendered.

7493 Lantana CIR, Naples
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
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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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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