Olde Cypress Naples Real Estate - 10 Homes For Sale

This exquisite estate in Da Vinci Estates at Olde Cypress boasts a new roof and gutters, a fabulous and rare FIVE CAR garage (set up as 3 and 2 on the courtyard), and ample space for family enjoyment. This home is a creation for making lasting family memories for multi-generations. Recently painted, the home features an impressive second floor with a movie theater, billiard room with bar, and half bath. The expansive primary bedroom includes sliders to the lanai, an oversized walk-in closet, and a sitting room, gym or second office space. With newly installed HVACs in 2025, stunning lake views and water feature from multiple rooms, and lightly lived-in, this property is perfect for both extended family gatherings and a serene primary residence for a family living in a vibrant community. The pool has a grotto spa with a cascading waterfall sure to delight the children. The cabana has resplendent views of the lake and an entrance to the lanai, full bath and mini bar. Guests will feel the expansiveness of the guest accommodations measuring 16'9" x 14'7" and 15'4"" x 14'0". The Cabana bedroom measures 15'1" x 15'3". The Den could be used as a fifth bedroom (13'2" x 27'7") with an ample closet. The Primary bedroom encompass the entire east wing of the home and measures 16'7" x 27' with a closet 14'2" x 10'7". The tub room is oversized and the shower room is a separate room. Two commode rooms in the primary bath suite. The oversized laundry room is 14'5 x 10'7". As the discerning buyer would expect, the home has extensive millwork and solid wood doors throughout. For those appreciating privacy, this home enjoys 140 feet of frontage at the street. DaVinci Estates has an additional gated entrance. The Club is a well respected PB Dye course that many golfers that do not reside in the community join for its challenge. SEVERAL FULL GOLF MEMBERSHIPS OPEN. It has had consistent renovations with the fastest drying greens in the county. Social membership is required for residents, with no initiation fees. Tennis, pickleball, bocci and fitness center with club house dining is all included in the social membership. (no minimums!) 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. NEW expansion plans UNDERWAY 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 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. Be sure to watch the DRONE VIDEO link of the interior and outside.

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!

Nothing has been spared in the transition that has taken place in this custom Da Vinci Estates 4 bedroom + Den home. Enter the grand foyer through custom double front doors and into the Living Room with Gas fireplace, custom cabinetry and double doors out onto the lanai and pool.  Newer roof and A/C. The family room features a custom Entertainment center with in wall speakers, beams, nest components throughout and seamless Bay window overlooking the pool. Full pocketing doors lead out to the spacious lanai. The Kitchen offers a Thermador 5 burner gas cooktop, double ovens, Sub-Zero refrigerator, quartz countertops, pull out drawers and walk in pantry.  The oversized Dining Room features built in corner hutches.  A new custom Primary Bath retreat features porcelain walls, Dolomite Marble Chevron floors, walk in shower, with dual rain showers heads, His and Her Vanities, freestanding Therapy air tub and separate Toto commode.  All new plumbing and lighting. The Primary suite includes 2 Custom California walk in closets, custom shutters and French doors out to the lanai.  A versatile multi use room/office is adjacent to the suite. Two guest rooms offer a Jack and Jill bathroom, walk in double closets.  The ensuite 4th bedroom with bath and also offers access directly out to the pool and lanai.  The heated pool and spa are controlled by an Aqualink system.  The lanai also features an outdoor Kitchen as well as a convenience beverage center and beautiful view over the lake and water feature. Custom woodwork and  beautiful light oak flooring are throughout the home. The lot is oversized with circular driveway. And all new landscaping,  Three car side-load garage with epoxy floors and custom built in storage cabinets. Whole house HALO water filtration System. 360 virtual tour attached.

Discover unparalleled luxury in Da Vinci Estates, an exclusive enclave within Olde Cypress Golf Club in North Naples. This stunning estate has been meticulously updated to offer the perfect blend of elegance and modern comfort, featuring a brand-new roof and a newly remodeled kitchen designed for both entertaining and everyday living. Step inside to soaring ceilings, an open-concept layout, and expansive living spaces that create a warm yet sophisticated ambiance. The oversized kitchen—complete with newly refinished cabinets and quartz countertops—is the heart of the home, making it ideal for hosting lavish gatherings or enjoying quiet family meals. Seamlessly integrating indoor and outdoor living, the home’s sprawling lanai invites you to unwind in your private oasis. Take a dip in the expansive pool, relax with a book in the shaded lounge area, or soak in the breathtaking Florida sunsets while enjoying the tropical breeze. Designed for effortless outdoor entertaining, the covered grill and bar area is perfect for hosting guests year-round. Best of all, the home’s completely private setting allows you to enjoy every moment in tranquility. For the golf enthusiast, Olde Cypress Golf Club offers an elite experience, with optional membership opportunities to enjoy its championship golf course. Beyond golf, the club provides a dynamic social and active lifestyle, featuring tennis, pickleball, a state-of-the-art fitness center, and elegant clubhouse dining. Exciting club renovations will begin March 2025, set for completion in early 2026, with no assessment to members. These enhancements will redefine luxury and social experiences, including a redesigned upstairs bar and main dining area with a larger bar, club seating, and a new Members Lounge. A Wine & Private Dining Room will be added for intimate gatherings, while the outdoor dining area will be transformed with a new downstairs kitchen, full-service bar, stylish seating, fire pits, and more. Perfectly positioned in North Naples, this home offers close proximity to Seed to Table, a local favorite for gourmet shopping and dining, and is just a short, easy drive to the world-class restaurants, boutiques, and cultural attractions of downtown Naples’ 5th Avenue. This is more than a home—it's a lifestyle of sophistication and leisure, set in one of Naples' most sought-after communities. Don’t miss the opportunity to experience country club living at its finest!

FULL GOLF MEMBERSHIPS AVAILABLE NOW. 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. NEWER ROOF, NEWER HVACs. NEW WOOD FLOORS IN PRIMARY SUITE. Extensive windows bring the light in and infuses the home with radiance. Primary bedroom now has wood flooring. 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. $15m expansion at clubhouse underway with NO ASSESSMENT to homeowners.

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.

Experience one of the finest views in Olde Cypress with this exceptional 3,000 sq. ft. pool home. Offering 4 bedrooms, 4 1/2 baths, and a private casita for guests, this property provides an unrivaled setting overlooking a serene pond and 10th green. Its western exposure ensures spectacular sunset views, making it an ideal location for unwinding with cocktails after a round of golf. Fourteen foot ceilings capped by crown moulding throughout the home add elegance and spaciousness. This residence has been meticulously updated to blend modern luxury with timeless appeal. Notable updates include fresh interior and exterior paint, a complete kitchen remodel featuring Thermador appliances (2024), and new flooring throughout the home (2024). The laundry room was also remodeled (2024), and the home boasts a new roof (2022), ensuring durability and peace of mind for years to come. Further enhancements include a new A/C system (2021) and two new hot water heaters (2021). The outdoor living space is just as impressive, with a newly installed picture frame lanai cage (2018) that provides unobstructed views of the lush surroundings. The pool was fully refurbished in 2018, complete with the addition of a new spa, and a new pool pump was installed in 2024. These updates, combined with many other thoughtful improvements throughout the home, ensure this property is truly move-in ready. Golf enthusiasts will appreciate The Club at Olde Cypress, which features an Audubon-certified P.B. Dye-designed course, offering a challenging yet rewarding experience. The clubhouse is currently undergoing an extensive renovation (no member assessments), with plans for a grand reopening by year-end. Full golf memberships, and Associate memberships, are currently available, presenting a unique opportunity for avid players. This outstanding home offers a harmonious blend of luxury, privacy, and convenience. Whether you're entertaining in the spacious living areas or relaxing by the pool, this residence provides the ultimate in comfort and style. Don’t miss the chance to experience everything this remarkable property has to offer!

Stunning sought after Southern Exposure Custom Built Home with many unique features and captivating vistas from the entrance through to the pool, lake and 11th fairway. New roof (7years), Special inviting see-through double Brazilian hard wood front doors opening to spacious bright interior, including Great Room, lovely dining room, kitchen with nook for table and chairs, a large bay window for more views. Spacious Bedrooms, each with full baths. A charming half bath with decorative fixtures and walls to match. Master Bedroom features very large walk-in closet/dressing room, with built ins and two-tiered hanging area, two separate vanities, a three sided mirror over lady's vanity, a large shower with amazing etched glass enclosure. Sliding glass doors take you to the covered marble lanai, large heated pool and spa with plenty room for pool side furniture. Entrance to full bath as well as outside shower, all surrounded by creative painted stucco screened supports. 3 ½ garage includes plenty room for golf cart, handsomely laid beige porcelain tile floor, built-in cabinets and sink. The Luxurious Club House is currently being redecorated with new additions. World Class P.B. Dye Golf Course, Tennis Courts, Pool, Fitness Center and Pickle Ball.

GOLF MEMBERSHIP AVAILABLE NOW! Must see this stunning Move-In Ready Home in Olde Cypress – Fully Renovated! Step into timeless elegance with this exquisitely renovated home in Olde Cypress Country Club, featuring luxury upgrades inside and out. This move-in-ready masterpiece offers seamless indoor-outdoor living, with a private courtyard, resort-style pool, and breathtaking lake-to-golf course views from the south-facing lanai. Recent Upgrades & Features: New Roof & Gutters (2023-2024) by Kelly Roofing Completely Remodeled Master Bath & Casita Bath (2024) New NuCore Waterproof “Wood” Flooring Throughout (2024) New Quartz Kitchen Countertops & Island (2024) Outdoor Kitchen & Travertine Pool Deck (2023) Refinished Pool & New Pool Equipment (2022-2024) New High-End Wolf Oven & Microwave (2023) New AC Unit for Casita (2023) Fresh Interior & Exterior Paint (2023-2024) Designer Lighting, New Fans, Plantation Shutters & More The gourmet kitchen boasts a spacious center island, Sub-Zero refrigerator, induction cooktop, and designer pendant lighting. The private master retreat features stunning lake views, a luxurious walk-in shower, and his-and-hers custom closets. Two guest suites open to the courtyard and pool, while the detached cabana offers a private entrance, living room, bedroom, and bath—ideal for guests or an in-law suite. Enjoy Naples’ premier gated golf community with a P.B. Dye-designed championship course, resort-style clubhouse, dining, fitness center, Har-Tru tennis courts, and social events. Golf membership is optional; a social membership is required. This is the ultimate Naples luxury lifestyle—schedule your private showing today!

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.

FULL GOLF Membership available now, few spots remain. PANORAMIC lake and golf course SOUTHERN exposure VIEWS of the renown Blind Man's PB Dye 3# green. Must see recently refinished (2024) pool and lanai. Picture-window lanai cage screen to highlight the magnificent views that also experience side lit western sunset colors. This exceptional offering is meticulously maintained 3,600 square feet with four full baths, newer outdoor grill and bar, and massive primary suite. Natural light infuses the home with ZERO degree sliders from the large Open concept great room with remote privacy shades. 250 gallon propane tank fuels the chef's kitchen with Viking six burner with griddle stove. Viking Professional refrigerator. New quartz countertops. Wood plantation shutters throughout, and large three car garage. Newer (2023) HVACs and newer (2019) roof makes this a custom home for the discerning buyer. Remarkable 137 feet of lot frontage for lots of privacy and landscaped around the lanai for privacy for your outdoor enjoyment. 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 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. Member carts permitted for your golf rounds. (NOTE: Primary bedroom closet is split into two and has a wall, floorplan shows it as open.)

Discover this exceptional home, offering golf course views and lush landscaping for added privacy. As you step inside, you'll be greeted by a bright and airy open floor plan with stunning views leading to the expansive lanai. This residence features four generously sized bedrooms, each with its own en-suite bath, including a separate casita ideal for accommodating out-of-town guests. The gourmet kitchen, complete with abundant cabinetry, overlooks the large great room, making it the perfect space for both casual living and entertaining. Recent upgrades include a newly paved driveway, updated lighting, a new HVAC system and a new pool heater. The lanai has been enhanced with new tile and a picture-frame screen, offering an ideal space to unwind while enjoying panoramic golf course views and breathtaking sunsets. Olde Cypress is a first-rate private country club with a P.B. Dye designed golf course with no wait list and a very active social calendar.