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 Elevated Golf Course Living at Olde Cypress. Step into refined sophistication at 3133 Terramar Drive, a fully renovated estate home in the prestigious Olde Cypress Country Club of North Naples. This residence embodies the essence of modern luxury golf course living, combining timeless design with impeccable attention to detail. Thoughtfully designed for the discerning buyer, this home offers 3 bedrooms plus a private den/office, with the third bedroom privately situated in its own detached casita, a luxurious retreat complete with a full bath, ideal for guests or extended family. Every element reflects master craftsmanship and quality: engineered white oak hardwood floors, custom solid wood doors with intricate moldings, and designer lighting that enhances every space. The gourmet kitchen is a culinary showpiece, featuring professional-grade Thermador appliances, a dry bar with wine and beverage refrigerators, and sophisticated custom cabinetry. The spa-inspired bathrooms showcase the finest finishes, while the custom laundry room offers elevated convenience with premium built-ins and top-of-the-line washer and dryer. Open, airy living spaces are accentuated by recessed lighting, surround sound, and seamless indoor-outdoor flow, creating the ultimate environment for both relaxation and entertainment. Step outside to a resort-style lanai featuring marble pool decking, a resurfaced pool, and a designer outdoor kitchen with stone counters and bar seating for four, all overlooking the lush fairways of Olde Cypress. Additional highlights include: 3-car garage, Newer roof, Whole-house reverse osmosis system, Freshly landscaped grounds with designer up-lighting, New interior and exterior paint. Residents of Olde Cypress enjoy exclusive access to a recently renovated clubhouse, offering world-class amenities without member assessments or dining minimums, a true testament to elevated, carefree living. With its golf course views, unmatched craftsmanship, and exquisite finishes, this home is a rare offering in one of North Naples’ most coveted private communities. 3133 Terramar Drive - where sophistication meets the art of living well.

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.

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.

Golf Membership Available Immediately. 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.

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.

This meticulously maintained home offers the perfect blend of luxury, comfort, and functionality. This home offers an expansive yard and an exclusive screened in pool with beautiful summer kitchen, creating a serene retreat in one of the most sought-after neighborhoods in Naples. Designed for effortless elegance, the great room floor plan boasts neutral tile flooring, an inviting living area, and a chef’s kitchen complete with a large island, built-in appliances, and a breakfast nook—ideal for entertaining or casual dining. This stunning four bedroom plus a den, four bath residence features a spacious primary suite with direct access to a private lanai, offering a peaceful sanctuary to unwind. Social memberships provide access to resort-style amenities, including a clubhouse with fine and casual dining, a resort pool, tennis, pickleball, fitness center, and social events. For golf enthusiasts, an optional golf membership grants access to the renowned Pete Dye-designed championship course, placing world-class golf right at your doorstep. A major clubhouse renovation is underway, elevating Olde Cypress to an unparalleled level of sophistication. Ideally located just off I-75, this prime location offers easy access to Fort Myers Airport, fine dining, luxury shopping, and pristine Gulf beaches.

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.

This is an exceptional Stock Development built home in sought after Lantana at Olde Cypress in North Naples. This TURNKEY FURNISHED home boasts breathtaking long lake views and a private setting. The Ruffino II floor plan offers 3 bedrooms, a den, 3 full bathrooms and 3 CAR SIDE ENTRY GARAGE. The custom-designed kitchen is a chef’s delight featuring Silestone countertops, soft-close cabinetry, stainless steel appliances, an oversized sink with pendant lighting and new kitchen table and chairs. The oversized great room offers upgraded tile, a coffered ceiling with recessed lighting, a beautiful electric fireplace, stunning lake views and is perfect for entertaining. The primary bedroom suite is peaceful and affords two oversized custom built in walk-in closets. The den is designed for the work from home executive and features plenty of lighting, wood-look tile flooring and French doors. Interior features include wood shutters throughout, new high end neutral LVP flooring in all bedrooms, new whole house water purification system, new salt water pool system, new storage, refrigerator and custom exopy flooring in the garage. Additionally, this home offers peace of mind with hurricane- impact windows and doors. Outdoor features include a spectacular upgraded paver lanai and pool area with a heated pool with water features, a screened enclosure with super-screen and an outdoor kitchen—all overlooking the expansive private lake and fountain. Unlike many homes in the community, this property offers rare privacy with no direct lanai views from neighbors. This is a beautifully maintained lovely home in one of the most desirable locations and communities in Naples. Please visit the clubhouse and tour this stunning facility. Clubhouse currently undergoing renovation and is at no cost to to current or future residents

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.