Olde Cypress Naples Real Estate - 8 Homes For Sale

Exquisite Estate in Da Vinci Estates at Olde Cypress and the NEWLY UNVEILED Spectacular Club House FULL GOLF Memberships are Open as of 1/1/2026 FIVE CAR GARAGE 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 AND HVAC (2025), 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.

Fully Redone from top to bottom is this Luxury Estate with Private & separate Casita in Sought-After Olde Cypress. In absolute Move-In Ready condition. Golf is Optional in Olde Cypress. Full Golf & Associate Memberships Available. Welcome to 3133 Terramar Drive, a fully renovated luxury estate where modern sophistication meets timeless elegance in one of North Naples’ most coveted private, gated golf communities. Reinvented from top to bottom, this exceptional residence showcases refined craftsmanship, designer finishes, and effortless indoor–outdoor living. The thoughtfully designed floor plan offers 3 bedrooms plus a private den/office, along with a detached casita complete with a full bath, perfect for guests, extended family, or a private retreat. Every detail has been curated for today’s luxury buyer, including engineered white oak flooring, solid wood doors with detailed moldings, and statement designer lighting throughout. At the heart of the home, the chef’s kitchen impresses with Thermador appliances, custom cabinetry, and a stunning dry bar featuring wine and beverage coolers, ideal for entertaining. Spa-inspired bathrooms, along with a custom laundry room with premium built-ins, complete the home’s impeccable interior transformation. Expansive sliders open to a resort-style lanai designed for year-round enjoyment, featuring new marble pool decking, a resurfaced pool, and a designer outdoor kitchen with bar seating, all overlooking peaceful golf course views. Surround sound and recessed lighting enhance the seamless indoor–outdoor lifestyle. Significant upgrades include a newer roof, whole-house water softener, reverse osmosis system, fresh interior and exterior paint, and professionally landscaped grounds accented by designer up-lighting. A 3-car garage provides ample space, including room for a private golf cart. Residents of Olde Cypress enjoy a newly renovated clubhouse with fine dining, no assessments or food-and-beverage minimums, a P.B. Dye championship golf course (golf membership optional), Har-Tru tennis courts, pickleball, bocce, putting green, driving range, and a state-of-the-art, manned fitness center. 3133 Terramar Drive offers a rare opportunity to own a fully turnkey, modern luxury estate in one of Naples’ most flexible and desirable golf communities where elevated design meets exceptional lifestyle. Schedule your private tour today and start packing!

Welcome to 7509 Lantana Circle, ideally situated within the prestigious Lantana subdivision of Olde Cypress—one of Naples’ most sought-after communities. This meticulously maintained home effortlessly blends timeless elegance with modern sophistication, offering an expansive open-concept floor plan designed for both upscale entertainment and everyday living. Step inside to a light-filled great room highlighted by soaring ceilings, designer finishes, and impressive sliding glass doors that create a seamless indoor-outdoor flow. The gourmet kitchen serves as the heart of the home, featuring rich quartz countertops, premium stainless-steel appliances, a generous center island, extensive custom cabinetry, and a brand-new Sub-Zero refrigerator (2025). The luxurious primary suite is a private retreat with dual walk-in closets and a spa-inspired bath complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Additional guest suites are thoughtfully positioned to provide comfort and privacy for family and visitors. The screened lanai offers a true extension of the living space—perfect for morning coffee, sunset cocktails, or hosting guests poolside. A new pool heater (2025) ensures year-round enjoyment, and the New Alfresco Outdoor Grill and Hood (2025) elevate the outdoor entertaining experience. Additional highlights include a large laundry room, three-car garage, lush tropical landscaping, and hurricane impact windows and screens. Residents of Olde Cypress enjoy access to an fully renovated upscale clubhouse (2026), 18-hole championship golf course designed by legendary golf course architect and designer P.B. Dye, fine dining, full fitness facilities, and vibrant social programming. Exciting brand-new amenities debut in 2026, further elevating the lifestyle experience. Located 25 minutes to RSW, 20 minutes to downtown 5th Avenue, 15 minutes to the beaches, 10 minutes to Mercato, and just minutes from restaurants and grocery stores. Whether you’re seeking a seasonal retreat or a full-time residence, this exceptional home truly checks every box. Furniture is negotiable for added convenience!

“Live the Naples Lifestyle” in this awesome Stock-built home featuring the popular sought-after Jasmine II floor plan. Welcome to effortless luxury in Olde Cypress Golf & Country Club, one of North Naples’ most respected gated communities. This beautifully crafted turn key residence offers 3 bedrooms, 3.5 baths, a study or 4th bedroom, tray ceilings with recessed lighting in some rooms, and a 3-car garage with epoxy flooring and custom storage cabinets, along with a rarely used golf cart with lithium battery and charger. With nearly 2,900 square. feet of refined living space, this elegant home is being sold fully turnkey furnished with quality furnishings—allowing you to move in and immediately enjoy the Naples lifestyle. Designed for both comfort and entertaining, the open floor plan features soaring ceilings and abundant natural light. The chef’s kitchen includes a large island, informal kitchen nook eating area, granite countertops, and upgraded stainless steel appliances, flowing seamlessly into the great room and formal dining area. Step outside to your private resort-style lanai with a sparkling pool and spa, a fully equipped and rarely used outdoor kitchen with new grill and beverage cooler, includes all lanai furniture, and an extended covered lanai with a panoramic pool cage screen that frames wide lake and illuminated fountain views. The peaceful, private lot delivers a serene setting with dramatic evening ambiance. The owner’s suite is a tranquil retreat with generous space, remote powered blinds, bay window with hurricane impact glass, a spa-inspired bath, and custom built walk-in closets. The private study includes a full bath with a frameless shower door, porcelain plank wood like flooring, porcelain tiled shower walls, and allowing it to easily function as a fourth bedroom, home office, or guest suite. Guest accommodations provide comfort and privacy for family and friends. Additional highlights include hurricane impact glass on all windows and doors, reverse osmosis system, freshly painted hurricane-rated entry double door system with impact glass, Storm Smart motorized roll-down hurricane screens on lanai openings, and custom window treatments. Olde Cypress is undergoing a new clubhouse renovation that will elevate the community to a class of its own. Residents can enjoy a P.B. Dye-designed championship golf course, social membership is required, plus resort-style amenities including pickleball, tennis, bocce, fitness center, and pool. Golf membership is optional, and there are NO CDD fees. Whether you are seeking a full-time residence, winter retreat, or luxury investment, this move-in-ready, quality-furnished home with upgraded kitchen, pool, spa, awesome private Lake and Fountain views, and panoramic lanai screen offers outstanding value and the relaxed elegance of Naples living. Located just off I-75, residents can enjoy easy access to Fort Myers Airport, beaches, restaurants, and shopping.Tour this exceptional home today!

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.

Welcome to effortless Florida living in the prestigious Olde Cypress community, home to a celebrated P.B.Dye–designed golf course. This beautifully appointed fully turnkey Ruffino II residence allows you to simply arrive, unwind, and begin enjoying the lifestyle you’ve been waiting for—just bring your suitcase. Designed with both elegance and peace of mind, the light-filled interior features custom crown molding, plantation shutters throughout, and hurricane impact windows and doors, providing comfort, security, and energy efficiency year-round. The open-concept living space flows seamlessly into a stylish kitchen with stainless steel appliances, granite countertops, and solid wood cabinetry—ideal for entertaining or relaxed evenings at home. A private den offers flexible space for work or leisure, while the inviting bedrooms serve as peaceful retreats. The home also includes a spacious 3-car garage equipped with a storage lift, offering exceptional functionality for vehicles, bikes, golf gear, and seasonal storage. Step outside to your private outdoor oasis. The oversized lanai is thoughtfully designed for year-round enjoyment and features an upgraded Super Screen enclosure, allowing expansive views and refreshing breezes while keeping comfort top of mind. Complete with an outdoor kitchen, sparkling pool and spa, upgraded lighting, and a calming water feature, this space is perfect for morning coffee, afternoon relaxation, or sunset gatherings. Olde Cypress offers a vibrant social lifestyle with a mandatory social membership and optional golf memberships. Golf carts are welcome throughout the community, making it easy to cruise to the clubhouse, meet neighbors, or enjoy the laid-back Florida lifestyle. Conveniently located just minutes from I-75 and within 30 minutes of RSW, this home offers the ideal blend of accessibility and escape. Relaxed. Refined. Secure. Ready for you.

Experience luxury lakefront living in this exceptional single-family home located in the highly sought-after Lantana at Old Cypress community. This elegant residence features a tile roof, a paved driveway, and a spacious three-car garage that sets the tone for the refined design found throughout. Inside, the home opens to an expansive living room with beautifully crafted tray ceilings and tile flooring. Full-pocketing sliders disappear seamlessly into the walls, creating a stunning indoor–outdoor connection to the oversized screened lanai. From here, tranquil lake views provide the perfect backdrop for relaxation or entertaining beside the in-ground pool and generous seating areas. The gourmet kitchen is designed with both style and function in mind, showcasing light cabinetry, a large center island ideal for gathering, an electric cooktop, and a wall oven. A separate dining room and an inviting eat-in breakfast area offer multiple spaces for hosting. The primary bedroom is filled with natural light from its large windows and features plantation shutters, which are found throughout the entire home. The resort-style primary bathroom includes a luxurious soaking jetted tub, an expansive walk-in shower, and dual vanities, creating a spa-like retreat. Guest bedrooms feature comfortable carpeting, while the den offers warm wood flooring, making it an ideal space for work or relaxation. A spacious laundry room enhances everyday convenience. With its open layout, high-end finishes, and breathtaking waterfront setting, this home captures the essence of sophisticated Naples living.

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.

Beautifully updated and privately positioned within the gates of Olde Cypress, this 4 bedroom, 2.5 bath residence offers refined Florida living in one of North Naples’ most desirable communities. The newly renovated kitchen features quartz countertops, a designer tile backsplash, a gas 5-burner Wolf cooktop with decorative custom vent hood, a built-in refrigerator, and a premium Monogram appliance suite including convection microwave, wall oven, and separate warming drawer. Pendant and recessed lighting enhance the open great room floor plan, which flows seamlessly through hurricane-rated sliding doors to the expansive lanai for effortless indoor-outdoor living. The owner’s retreat offers private lanai access and dual custom walk-in closets with built-in organizers. The renovated spa-inspired bath showcases porcelain tiled walls, quartz countertops, an oversized soaking tub, and a walk-in shower with quartz bench and frameless glass enclosure, complemented by sconce lighting and chrome fixtures. Three additional guest bedrooms are privately positioned behind a pocket door for separation from the main living areas. Outdoor living is exceptional, with a saltwater heated pool and spa, gas outdoor kitchen, and a buried 500-gallon propane tank serving the cooktop, outdoor kitchen, and pool/spa. The spacious covered lanai is designed for entertaining and relaxation. Additional highlights include hurricane impact-rated windows and doors throughout, tile flooring in the main living areas, plantation shutters, custom window treatments, zoned A/C, new LG washer and dryer, a professionally finished epoxy garage floor, and a rare three-car side-load garage. Olde Cypress is a gated, low-density community of 550 homes offering a renovated clubhouse, fine and casual dining, resort-style pool, fitness center, Har-Tru tennis courts, pickleball, and an active year-round social calendar. The prestigious P.B. Dye-designed championship golf course offers optional Golf and Associate memberships, while Social Membership is required.

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.

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.