Olde Cypress – Naples, FL

Are you looking for a community in Naples, Florida that features both single-family homes and charming villas? Olde Cypress Golf & Country Club has both! Not only does it have a variety of villas to choose from but it also features a championship golf course and other luxury amenities. This Naples, Florida location offers a unique Mediterranean-style clubhouse and a great fitness center. For other activities, Olde Cypress Golf & Country Club has approximately four tennis courts and a lap pool for all your athletic needs!

For Sale in Olde Cypress Sold in Olde Cypress Olde Cypress Open Houses Olde Cypress Home Evaluation

Homes For Sale In Olde Cypress:

Golf Membership Available with a very short wait list (approx.4-6 mo). This large estate home with newly completed upgrades in situated in the exclusive Da Vinci Estates of Olde Cypress. The kitchen is a chef's dream, featuring a large island prep area, all new professional grade stainless steel appliances including but not limited to a 48" propane range with double ovens, multiple burners and a griddle, built-in 48" refrigerator, natural stone countertops and backsplash and walk-in pantry. All bathrooms have been upgraded with light stonework and glass enclosures. The primary bedroom features two walk-in closets. The home boasts new light fixtures and freshly painted interior. The lanai pool area of this home is very large and features a landscaped backdrop for the ultimate private retreat which includes a pool, spa, built in grill and outdoor shower area. Seller is offering a credit at close towards a new roof. The Club at Olde Cypress is a PB Dye course. Social Membership is required. Olde Cypress is a very active and fun social community. Tennis, pickleball, bocci, beautifully fitness center, clubhouse with dining is all included in the social membership.

$2,350,000 Active

2944 Mona Lisa Boulevard Naples, Florida

4 Beds 4 Baths 3,446 Sq Ft

Exceptional quality and detail in this estate home * Empire Veranda model. Formal dining room * living room with beautiful view of P.B. Dye course *spacious family room * extended lanai * pool-spa and water feature with fiber optic lighting. Upgraded cabinetry * granite thru out * decorative stone and tile thru out * state of the art sound system * outdoor kitchen * plantation shutters and decorative window treatments thru out. An elegant home in an outstanding and well established community.

$2,250,000 Active

2743 Olde Cypress Drive Naples, Florida

3 Beds 4 Baths 3,580 Sq Ft

A Captivating welcome and EXPANSIVE LAKE VIEWS with Panoramic lanai Cage extend from the entry of this
meticulously maintained DaVinci estate home. Tranquility abounds with the wide, private
grounds and plenty of sun on the pool and spa; while affording ample under cover space for your
entertaining needs. This home has been enjoyed intermittently since its custom build and thus is
in impeccable condition. Extensive windows bring the light in and infuses the home with
radiance. This exceptional opportunity offers all of the attributes a discerning home owner
would expect such as eight foot solid wood doors, pleasing mill work on the custom wood tray
volume ceilings, split bedroom floorplan for ultimate privacy, spacious den with bamboo
flooring, security system, sound system, aqualink pool controls, substantial primary suite with
entry to lanai, his and hers vanities, large shower with double heads, and two hot water heaters,
wet bar and wine refrigerator. Elegant living room with gas fireplace and lake views. This
spacious, custom home has been updated with a new roof, panoramic lanai screen, refinished
kitchen and primary bath cabinets and freshly painted exterior with new front steps. Oversized
three car side loading garage. Virtual 360 walk-through tour attached to this listing.

$2,230,000 Active

3023 Mona Lisa Boulevard Naples, Florida

3 Beds 3 Baths 3,481 Sq Ft

Exquisite luxury custom home meticulously crafted by the esteemed Stock Development! Located on an expansive lot this stunning 4-bedroom plus den, 3.5-bathroom executive residence features exceptional details throughout. Highlights include elegant double crown molding, a coffered ceiling, and custom plantation shutters that add a touch of sophistication. Experience immersive sound with built-in indoor and outdoor surround sound systems. The gourmet kitchen is a chef's dream, boasting an oversized island, beautiful custom cabinetry, a warming drawer, and a spacious walk-in pantry. Enjoy the beauty of custom tile flooring and exquisite lighting, complemented by stunning chandeliers. The thoughtful split floor plan ensures privacy, with two guest rooms sharing a convenient Jack & Jill bath. The property also includes a three-car garage with epoxy flooring for durability and style. Step outside to your own private oasis featuring an oversized swimming pool with a sun deck and spa, perfect for relaxation while overlooking a tranquil lake fountain. Located in the prestigious Olde Cypress community, residents can take advantage of various golf memberships, including access to the beautifully designed 18-hole P.B. Dye golf course. Embrace the club lifestyle with included tennis and pickleball options through social membership, along with fabulous dining and a calendar full of exciting events. Ideally located in north Naples within close proximity to plentiful, dining, shopping, and entertainment.

$1,795,000 Active

7329 LANTANA Way Naples, Florida

4 Beds 4 Baths 3,158 Sq Ft

Located in the highly desirable, Lantana at Olde Cypress golf community in North Naples, Florida, this rarely available Orchid II model offers the perfect blend of luxury and functionality. Enjoy access to top-tier amenities, including an 18-hole golf course, tennis, pickleball, fitness center, dining, and a full calendar of social events. This spacious home features four bedrooms plus a den, enhanced by unique upgrades throughout. The extended lanai and oversized pool overlook a peaceful private preserve, while the outdoor kitchen makes entertaining a breeze. Inside, custom-designed walk-in closets, granite countertops, reverse osmosis water system, and a built-in bar with a wine refrigerator and ice maker adds a touch of sophistication. Elegant details include hardwood flooring, crown molding, coffered ceilings, wainscoting, custom draperies, shutters, decorator privacy shades, and outdoor landscape lighting. Ceiling fans are installed throughout, along with stylish pendant, chandelier, light fixtures and impact windows and doors. A fully integrated alarm system and mounted indoor wall pool control, to provide peace of mind and convenience. Recent upgrades include two new air conditioning systems as well as a new washer, dryer, dishwasher, and pool equipment. This exceptional home offers resort-style living in one of North Naples’ premier golf communities. Located just 25 minutes to downtown 5th Ave, 15 minutes to the nearest beach, and less than 5 minutes to restaurants. Don’t miss the opportunity to make this your dream home!

$1,795,000 Active

7529 Lantana Circle Naples, Florida

4 Beds 4 Baths 3,158 Sq Ft

Welcome to this beautiful home in the Olde Cypress community of Lantana. You will enjoy entertaining in the spacious great room with views of a lush garden. The screened lanai has an oversized salt water pool and built-in kitchen for your enjoyment. The home has 3 bedrooms plus a den, 3 full baths, a walk-in pantry in the kitchen, plenty of seating available around the island and in the breakfast nook. The home features 12' ceilings throughout, numerous Tray Ceilings, over-sized Crown Molding, Hurricane Impact windows and doors, frameless shower doors, upgraded light fixtures and an extended garage. The Club at Olde Cypress offers numerous amenities including a Clubhouse with inside restaurant as well as outside dining, numerous social events, fitness center, tennis courts, pickleball courts and driving range. Clubhouse has announced plans for an addition and a reneovation to existing areas with no assessments for members. Golf memberships are available on the Pete Dye golf course, but not mandatory.

$1,228,800 Active

7327 Lantana Circle Naples, Florida

3 Beds 3 Baths 2,062 Sq Ft

Welcome to Olde Cypress Golf Community, a prestigious residential development nestled on the renowned PB DYE Golf Course. This exquisite property boasts a spacious two-bedroom, three-bathroom, plus den residence, complemented by a charming courtyard and a private pool.

The open floor plan of the home features elegant granite countertops, a kitchen island, and ample storage space. The propane-heated pool, expansive courtyard lanai, and tranquil waterfall provide a serene ambiance.

The residence has undergone numerous renovations, including a new tile roof, upgraded air conditioning, freshly painted interior, hurricane protection, and a generator hookup.

Olde Cypress offers 24-hour manned security, ensuring the utmost safety and tranquility for its residents. The community boasts a secluded location on a dead end cul-de-sac, providing privacy and seclusion.

The clubhouse features a restaurant, pro shop, meeting rooms, a greens bar, and various social clubs. Additionally, enjoy a full fitness center, large pool and an array of organized exercise activities, including tennis, pickleball, and more.

Olde Cypress is conveniently situated within minutes of I-75, shopping centers, and the RSW regional airport.

$998,000 Active

3145 Terramar Drive Naples, Florida

2 Beds 3 Baths 2,314 Sq Ft

Located in the upscale gated community of Olde Cypress is this special offering. This almost fully furnished Villa in Santorini offers 3 bedrooms, plus a Den/Dining area, a very open and flexible floor plan. New Roof in 2018. The great room features coffered ceiling, a built-in wall unit, sliders opening to the private lanai with heated pool and raised spa. Spacious kitchen offers an oversized center island with wine cooler, stainless appliances, recessed lighting and eat-in bar. The Master retreat features a large walk in closet, private sliding glass doors to the lanai, bath with separate vanities, walk-in shower and garden soaking tub. Two guest bedrooms, and a full bath. Shutters in many rooms. Tile throughout main living area & baths. New roof in 2018. Olde Cypress is a very active community with numerous amenities. Olde Cypress is a low-density gated community with 550 single family homes, located in N. 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 or Associate Membership on the prestigious Pete Dye designed course. There is a new Clubhouse renovation taking place that will put Olde Cypress in a class of its own. Olde Cypress is located just off I-75, allowing easy access to Fort Myers airport, numerous restaurants, beaches and shopping.
A new Clubhouse renovation is taking place that will put Olde Cypress in a class of it own. Don't miss this exciting opportunity.

$769,900 Active

3095 Santorini Court Naples, Florida

3 Beds 2 Baths 2,146 Sq Ft

Recently Sold Homes In Olde Cypress:

Indulge in this home and step into a realm of sophistication and exclusivity found in DaVinci Estates at Olde Cypress. This meticulously maintained luxurious home by original owner offers the ideal blend of elegance, modern design and unparalleled craftsmanship. New roof in 2022. Timeless millwork, coffered and tray ceilings, crown moldings, plantation shutters and recessed lighting set the stage for your living spaces. The spacious open-concept floor plan creates a seamless flow between formal and casual spaces with ample room for cozy family time and lavish entertaining. The large family room and home office have a beautiful wall of custom shelving and display cabinets with lighting. The formal dining space has built-in cabinetry hosting a wine refrigerator as well. The new white wood gourmet kitchen offers the latest in design and all new stainless steel Monogram series appliances of under-counter microwave, double oven, cooktop and refrigerator. The custom cabinetry offers tons of storage and pullout drawers with light quartz countertops completing the high-end kitchen. The primary retreat is of generous size with a walk-in closet with custom built-ins and a luxurious bath of impressive size. The additional three bedrooms also have an en-suite bath or dual door arrangement. Step outdoors year-round to your expansive screened lanai to relax and immerse yourself in the saltwater pool and spa with cascading water features, specialty colored lighting and surround sound music. The outdoor kitchen area features bar seating, a grilling station, sink and storage cabinetry and overhead awning. The adjacent lounge and gathering area are focused around the outdoor TV and fireplace. Beautiful southern exposure with serene lake and golf views. A 1,000-gallon buried gas tank supplies the outdoor grill, fireplace, pool heater and 22-kilowatt Generac generator. The exterior grounds are as special as the home itself. A zoysia lawn and water fountain greet you at the drive entrance. Exquisite gardens, walking paths and steppingstones lead the way under shading pine and tropical trees around the property. DaVinci Estates HOA fees include lawn care. The Club at Olde Cypress boasts golf, pickleball, bocci, tennis and a fitness center providing an active and engaging lifestyle.

$2,725,000 Closed

3014 Mona Lisa Boulevard Naples, Florida

4 Beds 5 Baths 3,901 Sq Ft

Step into your dream home & discover the allure of this exquisite residence within Olde Cypress community in Naples. Housing four bedrooms, a den, and five bathrooms (including the guest cabana, which was an addition in 2020), this home has been meticulously designed to meet your every need. Imagine preparing meals in the gourmet kitchen adorned with Wolfe + Meile appliances, brushed Carrara marble countertops, a Sub-zero refrigerator, and a spacious walk in pantry. The open-concept layout provides panoramic views of the exclusive 18-hole championship golf course designed by P.B. Dye and artistically designed resort-style pool and spa. The outdoor area, dotted with palm trees & travertine flooring offers an atmosphere of tranquility. It includes a built-in kitchen, lounge area under a spectacular peck cypress ceiling. Additional features such as a cascading spa, water features, and LED pool lighting maximize the enjoyment of Florida's outdoor lifestyle. The primary suite is generously sized and includes a spa-like bathroom with a modern style free-standing tub, stand alone shower, dual sinks, stylish vanities, and Carrara marble counters. Custom walk-in closets add to the suite's comfort and elegance. The home also has beautiful marble and Wine Oak Barrel Wood flooring throughout, coffered ceilings, five sets of French doors providing access to the outdoor area, a three-car garage, and a circular driveway. Home is furnished with some exclusions (see list in supplements). Golf & social memberships are available. Residents of Olde Cypress benefit from amenities like tennis and pickleball courts, fitness facilities, and dining options in the 36,000 sqare foot community clubhouse. For a private tour of this impressive property, call today.

$2,800,000 Closed

2814 Wild Orchid Court Naples, Florida

4 Beds 5 Baths 4,338 Sq Ft

This Stunning residence is nestled in the prestigious DaVinci Estates of Olde Cypress. This luxurious home offers a perfect blend of elegance, modern design, and unparalleled craftsmanship. The spacious open floor plan creates a seamless flow between the living spaces, perfect for both relaxation and entertainment. The foyer welcomes you with its soaring ceilings and exquisite baby grand piano. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances and custom cabinetry. Adjacent to the kitchen is a stylish dining area, overlooking the beautifully landscaped backyard. The master suite is a true oasis generous in size, luxurious en-suite bathroom, and large walk-in closet. The additional ensuite bedrooms are equally impressive. The home office provides a quiet space for work or study. The outdoor living area is a true haven, featuring a sparkling pool, spa, and a covered patio with outdoor kitchen and unique fireplace, perfect for hosting gatherings or enjoying an evening under the stars. Located in the esteemed Olde Cypress community, with its lush landscaping, and sense of exclusivity. Residents enjoy a championship golf course, tennis courts, and clubhouse.

$2,829,000 Closed

3029 Renaissance Court Naples, Florida

4 Beds 5 Baths 3,882 Sq Ft

Spacious home in Da Vinci Estates located in N. Naples in the gated community of Olde Cypress. Gourmet kitchen, gas Thermador 5 burner cook top, spacious family room w/ pocketing sliding glass doors, separate formal living room w/ gas fireplace. Master retreat w/ his/her walk-in closets. Two guest Bedrooms w/ Jack & Jill bath, third guest bedroom w/ private bath/pool bath. Custom woodwork & crown molding. Large lanai w/ heated pool & spa, & outdoor kitchen over looking the lake. Oversized lot with circular driveway, three car side load garage w/ epoxy flooring.

$2,425,000 Closed

2995 Mona Lisa Boulevard Naples, Florida

4 Beds 4 Baths 4,027 Sq Ft

Spacious, Pristine, 4+Den, 3 1/2 bath home located in Da Vinci Estates in the North Naples gated community of Olde Cypress. All new interior paint in July (2023), new fans and lighting throughout. 250 gallon buried propane tank that supplies the 5-burner kitchen cook top, lanai outdoor fireplace & grill. Custom Gourmet granite kitchen, wood cabinetry, center island w/ wine cooler, Bosch double ovens & microwave, 5-burner gas cooktop, walk-in pantry, desk space & undercounter lighting. Atrium windows view the pool and landscaping. The spacious Family Room features 90 Degree pocketing sliding doors giving you the indoor-outdoor retreat to the pool & spa. Master retreat: Sitting area w/ private sauna, his/her separate walk-in closets, dual sinks, separate. Ladies' vanity, soaking tub, walk-in shower. 2 guest BDR's share a Jack-N-Jil bath, 3rd Bdr. has ensuite bath and pool access. Coffered ceilings/Recessed lighting/Sonos Entertainment. Lanai oasis w/Lake view, heated Infinity Edge pool, & spa, outdoor kitchen & fireplace, lush vegetation planters, ample seating areas for entertaining guests. Three car side load garage with 220 Amp Electrical Vehicle charger. NEW ROOF IN 2019,

$2,350,000 Closed

3015 Mona Lisa Boulevard Naples, Florida

4 Beds 4 Baths 4,215 Sq Ft

FULL GOLF MEMBERSHIP is available with this DESIRED Calais floorplan. LAKE VIEW with fountain AND Golf course views with his meticulously cared for home that is being sold by the original owners. Much sought-after four bedrooms and a den, and four full baths, including a full pool bath that is adjacent to the den. HIGHLY upgraded home with newer roof, storm smart shutters, gas stove fed by propane tank that also feeds the outdoor fireplace and new outdoor grill. Extensive millwork with detailed coffered ceilings. Garage A/C, refreshed landscaping, newer light fixtures, window treatments and carpet, and epoxy garage flooring. Newer pool surface (tumbled leather marble) and resurfaced pool interior, the lanai cage was refurbished in 2021 with cage lighting. Two water heaters, the primary bath has a gas instant hot water heater. Wonderful opportunity to start making family memories in this spectacular home with desired split bedroom floorplan that affords everyone privacy while having plenty of gathering spaces throughout the home and lanai. The estates at DaVinici Hoa fees include lawn care. The Club at Olde Cypress is a PB Dye course that has had consistent renovations with the fastest drying greens in the county. Social membership is required, with no initiation fees. Tennis, pickleball, bocci and gym with club house dining is all included in the social membership. ONLY 550 homes in this community and all are single family homes makes for a neighborhood feel that is very social and FUN. Check out The Club at Olde Cypress Facebook page to see all of the social events afforded members. NEW expansion plans recently announced for the clubhouse, With NO Assessments. NO CDD. Note where the guard gate is here. It is on the other side of the clubhouse. During reciprocal season, many golf communities have guests in and out of the residential streets--not the case here where only registered guests enter the residential streets of Olde Cypress. Logan's Landing and Founder's Square are close, Mercato is a short drive. Peace of mind in living east of the gulf, but close enough to enjoy all that it offers, giving you the best of both worlds.

$2,200,000 Closed

2982 Mona Lisa Boulevard Naples, Florida

4 Beds 4 Baths 3,404 Sq Ft

Exclusive Da Vinci community in Olde Cypress. Beautifully updated home by a professional decorator with a coastal elegant flair. The design of the home is perfect for large scale entertaining or cozy family gatherings and showcases the views of the extended pool area and the long lake/fountain beyond. Home features a formal living area with fireplace; formal dining room; chef's kitchen with generous cabinetry, granite countertops, center island and high-end appliances; breakfast nook; and family room with built in entertainment center and disappearing sliders to pool area. Huge primary suite overlooks the pool and lake and bath features 2 walk-in closets, large soaking tub, glass shower, and a private outdoor courtyard with spa. Gorgeous office with french doors and built in bookshelves. 3 additional bedrooms - one is a second primary room with ensuite bath (also doubles as the pool bath) and two bedrooms share a jack-and-jill bath. The screened pool/spa area is a true oasis with lush vegetation, extended under-truss seating area, and built-in grill. Gorgeous moldings and tray/ double tray ceilings. Full country club amenities and 18-hole golf course. Furniture negotiable.

$1,825,000 Closed

2987 Mona Lisa Boulevard Naples, Florida

4 Beds 4 Baths 3,422 Sq Ft

Luxurious award-winning Breakwater custom home with stunning, coveted southern exposure lake views in DaVinci at Olde Cypress. You won't see this floor plan elsewhere, a sublime combination of elegance and comfort that discerning buyers will appreciate with quality choices throughout the home and property. New kitchen flooring, Newer Roof and large lanai undercover with outdoor grill and fireplace and lake views that extend to the golf course. Vanishing edge saltwater pool with panoramic screened lanai and sliders from the primary, living room and great room that bring the outdoors in. Mill work that is timeless and substantial with coffered and tray ceilings with detailed inlays, crown moulding and Caribbean walnut floors in great room. Sod Zoysia lawn that is hand-mowed and newly installed driveway are just two examples of the meticulous care the home benefits from. New Jandy pool controls that are app compatible, newer tankless water heater. Outdoor kitchen and fireplace. Marantz surround sound system and premium amenities are additional attributes that are hallmark for enjoying a home of distinction, and an unparalleled location to create a sanctuary of comfort and style. Oversized lot and good elevation within the double gates at Olde Cypress. Den at the back of the home for lake views. The estates at DaVinici Hoa fees include lawn care. The Club at Olde Cypress is a PB Dye course that has had consistent renovations with the fastest drying greens in the county. Social membership is required, with no initiation fees. Tennis, pickleball, bocci and gym with club house dining is all included in the social membership. ONLY 550 homes in this community and all are single family homes makes for a neighborhood feel that is very social and FUN. Check out The Club at Olde Cypress Facebook page to see all of the social events afforded members. NEW expansion plans recently announced for the clubhouse, With NO Assessments. NO CDD. Note where the guard gate is here. It is on the other side of the clubhouse. During reciprocal season, many golf communities have guests in and out of the residential streets--not the case here where only registered guests enter the residential streets of Olde Cypress. Logan's Landing and Founder's Square are close, Mercato is a short drive. Peace of mind in living east of the gulf, but close enough to enjoy all that it offers, giving you the best of both worlds.

$2,050,000 Closed

2906 Leonardo Avenue Naples, Florida

3 Beds 4 Baths 3,603 Sq Ft