Olde Cypress Naples Real Estate - 8 Homes For Sale

Exquisite Estate in Da Vinci Estates at Olde Cypress Experience luxury living in Da Vinci Estates at Olde Cypress, a gated Naples golf community featuring the renowned PB Dye championship course. This 5-bedroom (or 4 + den) estate home offers a new roof and gutters (2025), five-car garage, and expansive lake views from nearly every room. Highlights: Rare five-car garage (3 + 2 courtyard configuration) New HVAC systems (2025) and freshly painted exterior Spacious kitchen with Viking 6-burner gas stove, Bosch dishwasher, and Fisher & Paykel double ovens Outdoor loggia kitchen with covered dining area and lake views Heated pool and grotto spa with cascading waterfall Private cabana with full bath and minibar overlooking the lake Inside, you’ll find impressive millwork, solid wood doors, and generous living areas designed for family enjoyment. The primary suite occupies the entire east wing, offering sliders to the lanai, an oversized walk-in closet, dual water closets, and a luxurious bath with a separate shower room and soaking tub. The second floor is ideal for entertaining, with a movie theater, billiards room with bar, and half bath. The den (13’2” x 27’7”) can easily serve as a fifth bedroom or private office. Community & Club Features: $17M clubhouse renovation and expansion underway (opening 2026, no assessments) Social membership included for residents (no initiation fees, no dining minimums) Tennis, pickleball, bocce, fitness center, and dining at the newly expanded Club Secure gated entrance, with Da Vinci Estates having an additional private gate Only 550 single-family homes, fostering a close-knit and active community Location: Minutes from Logan’s Landing, Founders Square, and Mercato, with the convenience of living east of the Gulf while staying close to Naples’ top shopping, dining, and beaches. Enjoy the peace of mind and privacy that comes with 140 feet of frontage and a guard-gated entrance positioned beyond the clubhouse—ensuring quiet residential streets even during reciprocal golf season. Be sure to watch the drone video tour showcasing the home’s stunning interior, pool, and lake views.

Imagine coming home to this perfectly appointed residence in the prestigious Olde Cypress Golf and Tennis community in North Naples. From the moment you step inside, you’re captivated by expansive views of the meticulously manicured golf course. This luxurious and well-appointed home, just two years old, is designed for both comfort and sophistication. This four-bedroom, three-and-a-half-bathroom custom home offers a spacious and inviting layout. The lavish primary suite features two oversized custom-designed closets, and the spa-inspired primary bath boasts a massive six-foot soaking tub and a beautifully tiled two-head shower. For the chef or the chef-in-you, this thoughtfully designed and spacious kitchen features custom cabinetry with abundant storage, top-of-the-line Thermador Professional Series appliances for exceptional culinary performance, and, if that is not enough, a separate Thermador Refrigerator and Freezer columns. The striking waterfall quartz island is the centerpiece, perfect for meal prep and entertaining. Adjacent to the kitchen, a stunning bar area is fully equipped with both wine and beverage refrigerators. Designer lighting throughout adds a touch of elegance to every space. At the same time, a fully wired smart home system integrates seamlessly with a Sonos sound system that extends throughout the home and lanai. Wi-Fi extenders inside and outside ensure seamless connectivity Storm protection, for peace of mind, is integrated throughout the home, including power drop-down StormSmart storm screens and full-house impact-resistant windows and doors. A full-home gas generator ensures uninterrupted power during outages, while a hot water on-demand system provides ultimate convenience and efficiency. The outdoor entertainment area is a true retreat, with an expansive super-screened lanai offering breathtaking panoramic views of the lush golf course. A firepit and a fully equipped outdoor kitchen create the perfect setting for hosting, with four separate seating areas designed for enjoying TV or simply unwinding while watching golfers pass by. The custom-designed pool with a sun shelf and spa completes this luxurious outdoor oasis, providing the ultimate relaxation experience. Don’t overlook the expansive, air-conditioned garage boasts a 3.5-car capacity, is fully insulated for optimal temperature control for your clubs and toys, and is conveniently equipped with an electric car charger. This exceptional home blends modern luxury with timeless elegance, offering a serene retreat within a vibrant and highly sought-after community. Discover the best of Florida living in Olde Cypress Golf and Tennis—your dream home awaits!

Experience the pinnacle of modern luxury overlooking the golf course in Olde Cypress. This fully renovated estate from top to bottom, located at 3133 Terramar Drive blends contemporary design with timeless elegance and high-end craftsmanship throughout. Step inside to discover 3 bedrooms + private den/office, including a detached casita with full bath, perfect for guests or extended family. Every space has been reimagined with engineered white oak flooring, solid wood doors with detailed moldings, designer lighting that creates an inviting, sophisticated atmosphere. The gourmet, top of the line kitchen is a showstopper, featuring Thermador appliances, a dry bar with wine and beverage coolers, and custom cabinetry. Spa-inspired bathrooms and a stunning custom laundry room with premium built-ins complete the interior transformation. Enjoy seamless indoor-outdoor living with surround sound, recessed lighting, and large sliders opening to your resort-style lanai showcasing marble pool decking, a resurfaced pool, and a designer outdoor kitchen with bar seating overlooking the golf course. Additional upgrades include: Newer roof, Whole-house water softener, reverse osmosis system, Fresh interior/exterior paint, professionally landscaped grounds with designer up-lighting, 3-car garage, ideal for a private golf cart. Residents of Olde Cypress can enjoy a recently renovated clubhouse, with the best of the best amenities, no dining minimums or assessments, and a vibrant, private golf club lifestyle just minutes from the best of Naples. 3133 Terramar Drive where modern sophistication meets the art of living well. Community Amenities: Residents enjoy access to clubhouse, formal/casual dining, championship PB Dye golf course, Har-Tru tennis and pickleball courts, bocce courts, a putting green, driving range and a state-of-the-art manned fitness center, all without member assessments or food/drink minimums. Golf membership is optional, making Olde Cypress one of Naples’ most flexible and desirable private gated golf communities.

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

Pristine Orchid II at Latana at Olde Cypress, largest floor plan built with Four Bedrooms, Den and 3.5 baths is now available. Impeccable upgrades and impact resistant protection (not all Lantana homes have this upgrade) makes for peaceful and quiet enjoyment. Upgrades to kitchen and trim work selections. Primary suite has TWO walk-in closets, one has owner's closet locks (home was never rented). Lightly lived in home has been meticulously cared for and has been recently serviced thoroughly, 2024 water heater and heat pump. Gas cooking (rare find for Lantana), and exquisite window treatments. The Club at Olde Cypress is undergoing and soon to be revealed $17m clubhouse featuring NEW rooms throughout. New Bocce courts, Pickleball and Tennis for all Social Members with required membership that has NO initiation fee. Full Golf currently on waitlist and by choice on this well respected PB Dye challenging golf course.

Be well addressed at 2722 Olde Cypress Drive—an exquisite, modernized 3+den gem with highly desired, over sized 3 car garage, ideally situated within the prestigious, award-winning golf community of Olde Cypress in North Naples. Perfectly poised on the signature 16th hole of the recently renovated Pete Dye & Son-designed course, this residence offers breathtaking golf and water views right from your own backyard oasis. Relax poolside on your private lanai with NEW outdoor kitchen, where serenity and luxury meet. Completely refreshed interior from 2022 to present, the home showcases a stunning custom open kitchen with brand new high end Thermador appliances, oversized island, featuring elegant new Taj Mahal quartzite countertops with matching backsplash and wrapped vent. Featuring an updated and elegant entertainment wall with a modern electric fireplace, adding ambiance with color-changing flames and optional heat, enjoy cozy warmth or a vibrant glow, year round. With marble-look tile flooring throughout, this home offers a clean, fresh aesthetic with no carpeting, complemented by elegant crown molding in every room. Completely updated luxurious "spa" bathrooms with SMART LED mirrors, including pool half bath, and fresh interior and exterior paint contribute to a sophisticated, move in ready living space. Roof is just 5 years young! Beyond your doorstep, enjoy all the perks of this amenity-rich community. The Club at Olde Cypress is currently undergoing an exciting $15 million expansion—without assessments to homeowners or golf members. A mandatory social membership (with no initiation fee) grants access to tennis, pickleball, bocce, and a full calendar of vibrant social events. For golf enthusiasts, two levels of membership are currently available at time of listing with NO WAITLIST! Discover what makes this one of Naples' most social and welcoming clubs. With a prime North Naples location, residents enjoy quick access to both Logan Boulevard and I-75, making it a breeze to reach Logan’s Landing shops and restaurants just outside the gates, and convenience to all Naples has to offer, including a short drive to world class white sand beaches. RSW Airport is a quick 20 minute drive. Your dream Florida lifestyle awaits—refined, relaxed, and rich in amenities.

Experience one of the finest views in Olde Cypress with this elegant and meticulously updated pool home. Featuring 4 bedrooms, 4.5 baths, and a coveted private guest casita, the residence overlooks a serene pond and the 10th green, with coveted western exposure providing spectacular sunset views. Inside, soaring 14-foot ceilings with crown moulding throughout create an open, sophisticated atmosphere. The home has been extensively renovated to blend modern luxury with timeless appeal. Updates include fresh interior and exterior paint, new flooring throughout (2024), a complete kitchen remodel with Thermador appliances (2024), and a redesigned laundry room (2024). Major improvements also ensure long-term peace of mind, including a new roof (2022), new A/C system (2021), and two new water heaters (2021). Outdoor living is equally impressive. A picture-frame lanai cage (2018) frames unobstructed golf (10th green) and water views, while the pool and spa were fully refurbished in 2018. A new pool pump (2024) adds further reliability. This home is move-in ready with thoughtful enhancements inside and out. The Club at Olde Cypress is a premier destination for golf and social living. The Audubon-certified, P.B. Dye–designed golf course offers both challenge and beauty. The 34,000 sq. ft. clubhouse is currently undergoing a spectacular renovation (with no member assessments), scheduled for completion by year-end. Enhancements include a covered outdoor bar, balcony firepits overlooking the course, bocce courts, golf simulator bays, and reimagined dining and lounge spaces. This outstanding property offers a harmonious blend of luxury, privacy, and convenience in one of Naples’ most desirable golf communities. Whether entertaining in spacious living areas or relaxing by the pool at sunset, this residence provides the ultimate in comfort and style.

Completely Renovated Golf & Lake View Pool Home | Luxury Living in a Premier Naples Golf Community Experience the best of Naples luxury living in this fully updated golf course home offering panoramic lake and fairway views surrounded by lush tropical landscaping for the ultimate privacy. This elegant residence showcases a bright, open floor plan with soaring 13–14 ft ceilings, New European white oak hardwood floors, and expansive 10-ft hurricane-impact sliding glass doors that seamlessly blend indoor and outdoor living. This home features 3 spacious ensuite bedrooms, each with walk-in closets, including a renovated primary suite with two custom closets and a spa-inspired bathroom. The gourmet kitchen is a showpiece, featuring new custom cabinetry, new quartz countertops, a new Blanco quartz sink, new touchless faucet, induction cooktop, double oven, and under-cabinet dimmable LED lighting—perfect for entertaining or everyday living. Step outside to your private resort-style lanai with new travertine decking, new PebbleTec pool finish, new pool tile, new picture-frame screen enclosure, new outdoor kitchen, and new energy-efficient pool pump. Whether hosting guests or relaxing with views over the golf course and lake, this outdoor space defines the Naples lifestyle. Additional upgrades include a newer roof, newer HVAC system, new energy-efficient water heater, new hurricane-impact windows and doors, plantation shutters, new remote-control shades, new custom millwork, new designer lighting, and recessed LED lighting with dimmers throughout. Located within one of Naples’ premier gated golf communities, residents enjoy a P.B. Dye–designed championship golf course, resort-style clubhouse with dining, fitness center, Har-Tru tennis courts, pickleball, and an active year-round social calendar. Golf membership optional; social membership required. Live the ultimate Naples luxury lifestyle—schedule your private showing today.

Meticulously maintained upgraded 3+Den/2.5 Ba. (Den optional 4th bedroom w/ walk-in closet). New custom kitchen layout w/Quartz countertops, tile backsplash, gas 5 burner Wolf cooktop with decorative custom vented hood, Monogram appliances (Convection Microwave, Oven and separate warming tray), pendant & recessed lighting. Great room floor plan w/ sliding hurricane doors to lanai. Custom window treatments. Master retreat offers a private entry door to lanai, separate his/her walk-in closets w/ custom built-in drawers and organizers. New Master bath: Porcelain tiled wall, Quartz countertops, oversized soaking tub, walk-in shower with quartz bench seat and glass entry, sconce lighting & chrome fixtures. The two light and bright guest rooms offer a share bath and pocket door for separation from the main living area. A buried 500 gallon propane tank supplies the kitchen cook-top, gas outdoor kitchen, and salt-water heated pool/spa. The spacious lanai offers plenty of room for entertaining guests and family. Other features include: Plantation shutters, custom window treatments, zoned A/C, 3 Car side load garage, hurricane impact windows & doors, tile flooring in main living area, large kitchen nook, & separate formal dining area. 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 P.B Dye designed course. There is a new Clubhouse renovation taking place that will put Olde Cypress in a class of its own. In addition, residents enjoy a P.B.Dye designed championship golf course, resort-style clubhouse with dining, fitness center, Har-tru tennis courts, pickleball and an active year-round social calendar. Golf membership is optional. Social membership is required. Live the ultimate Naples luxury lifestyle. Located just off I-75, allowing easy access to Fort Myers airport, numerous restaurants, beaches and shopping.

NOW OFFERED TURNKEY--This exceptional offering on an OVERSIZED corner Lot and newer home (2015 build) in Lantana at Olde Cypress has been upgraded and updated for the most discerning buyer looking to enjoy all that The Club of Olde Cypress offers while enjoying the attributes of a home that has been transformed in the most exquisitely refined choices such as: New front entrance and lanai surface, plantation shutters, upgraded flooring, gas fed outdoor kitchen, custom closets and custom encore garage flooring and storage system, newer light fixtures, recessed lighting throughout, glass front door, BURIED 250 gallon propane tank-RARE for Lantana, gas and solar heated pool. Additionally there is a newer fridge and washer and dryer. All the comfort of an upgraded during build and the current ownership home with hurricane sliders and windows (not all Lantana homes have hurricane sliders and windows). This true four bedroom home with two and one half baths has a fabulous open floor plan and a roomy three car garage on a corner lot with SOUTHERN exposure water views. Freshly painted exterior. It's time to start your exceptional living in Naples and at this renown PB Dye golf community with pickleball, tennis and very active club house. Expansion plans have been revealed for an even more social club with NO ASSESSMENTS ever at Old Cypress, no CDD. Social membership required with no initiation fee. $15 million expansion for clubhouse this year. Inquire about current golf membership availability. CURRENTLY FULL GOLF MEMBERSHIPS ON WAITLIST, BUT this home can have the buyer join now. Close to many dining choices and beaches while only 20 minutes to RSW. Note LARGE lot with much wider frontage than nearly every other lot in Lantana for extra privacy and quiet.

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.

Remarkably UPDATED home on a quiet and private lot that has fabulous backyard depth from the lanai to the preserve. This three bedroom and 3 bath home has a desirable floorplan such that the bedrooms are split and ensuite providing privacy for all. The Den is special too as it is in the back of the home with Zero degree sliders that open out onto the UPDATED lanai, one may not be able to concentrate on work! MANY updates to this home that has a two PLUS car garage that accommodates two cars AND a golf cart. (private carts permitted on the course). Some of the updates are: Newer roof, New flooring throughout with large format tile, (carpeting in guest bedrooms) all three NEW bathrooms including plumbing, showers, fixtures, new lanai decking and new pool surfacing including tile, new pool heater, new pool pump and chlorinator. The following is NEWER: Sonos system throughout home, Great room built-in, Laundry room cabinets, A/C, Solid core doors throughout, plantation shutters, light fixtures, painted inside and out, landscaping. This home is Priced to sell as the homeowners love the community and are moving within. The Club at Olde Cypress is currently transforming with a $15 million expansion project with NO ASSESSMENT to the homeowners or golf members. Mandatory social membership does NOT have an initiation fee and avails tennis, pickleball, bocce, all social activities. Two levels of golf membership currently AVAILABLE. Very social club, check out The Club at Olde Cypress Facebook page to see how much fun members really have! Olde Cypress in North Naples makes for a quick drives north and south on Logan. 20 minutes to RSW. Logan's Landing and Founder's Square are close.