Olde Cypress Naples Real Estate - 5 Homes For Sale

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to an amazing opportunity in Da Vinci Estates at Olde Cypress—an exclusive DOUBLE-GATED community known for estate-sized homes and unparalleled privacy. This property has LAKE VIEWS, a RARE FIVE-CAR GARAGE and a GUEST HOUSE. Major 2025 upgrades include: NEW ROOF, GUTTERS, FULL EXTERIOR PAINT, AND HVAC. Designed for both luxury living and entertaining, the home features a chef’s kitchen with a Viking gas range, Bosch dishwasher and Fisher & Paykel double oven. Expansive pocketing sliding glass doors seamlessly retract into the walls, creating a complete indoor-outdoor living experience that leads to the HEATED POOL and GROTTO SPA. The main floor features a full East-Wing primary suite that has a cocktail/coffee bar, double vanities, free-standing bathtub, private shower room, oversized walk-in closet, and a sitting room that leads to a PRIVATE GARAGE ENTRY. The main floor also features an office, 2 living rooms, formal dining, laundry room, half bathroom, gourmet kitchen and 2 bedrooms with a jack & jill bathroom. The second-floor entertainment level has a MOVIE THEATER AND BILLIARDS ROOM with a half bath. The seperate guest house or in-law suite is 1 bed/1 bath with a wet bar and has beautiful lake views with sliding doors leading to the pool area. Located in a premier North Naples golf community with a P.B. Dye championship course, FULL and ASSOCIATE GOLF MEMBERSHIPS AVAILABLE, and a newly completed $17M CLUBHOUSE TRANSFORMATION (NO ASSESSMENTS & NO FOOD/BEVERAGE MIN).

Set against a picturesque golf course and lake backdrop with no homes in sight, this beautifully upgraded residence offers refined living in the sought-after community of Olde Cypress. Spanning approximately 2,800 square feet, the home features three bedrooms, a private study, and three full baths, thoughtfully designed for both everyday comfort and effortless entertaining. A grand interior unfolds with soaring 12- to 14-foot ceilings, expansive 9-foot sliders, and solid core 8-foot doors. Recent enhancements elevate the home with a new hurricane-rated front door, designer lighting and fixtures, architectural wood beam accents, luxury wood-look LVP flooring throughout the main living areas, and upgraded carpeting in the bedrooms. Crown molding and plantation shutters add timeless elegance, while a restored gas fireplace creates a warm focal point. The redesigned chef’s kitchen is a standout, featuring a brand-new LG stainless steel appliance package, double ovens with convection cooking, and a gas cooktop powered by a 250-gallon tank that also services the fireplace. Quartz countertops, custom cabinetry, a marble backsplash, and an oversized stainless-steel sink complete the space, while a large island with bar seating for four makes it ideal for gathering. The kitchen flows seamlessly into the family room, enhancing functionality and connection. The spacious primary suite offers tranquil golf course views, dual walk-in closets, and a well-appointed bath. All bathrooms have been tastefully updated with renovated vanities, granite countertops, and new fixtures for a clean, modern finish. Outdoor living is equally impressive, featuring a deep covered lanai with soaring ceilings alongside a sun-filled travertine pool deck. The pool has been fully upgraded with a new pebble finish, updated waterline tile, LED lighting, and brand-new equipment including pumps and a heater. A picture-frame enclosure has been re-screened and painted to maximize the stunning views. Additional upgrades include fresh exterior paint, sealed pavers, and refreshed landscaping. A newer roof (2021) and oversized garage with a dedicated golf cart bay add convenience. Located within Olde Cypress, residents enjoy a vibrant and active lifestyle with a mandatory social membership that provides access to a full suite of amenities. The community features a dynamic year-round social calendar, formal and informal dining with no food and beverage minimums, and exceptional recreational offerings including tennis, pickleball, bocce, a lap pool, and a state-of-the-art fitness center. Championship golf by P.B. Dye is optional, with both full and associate memberships available, offering flexibility to suit a variety of lifestyles. This premier North Naples community delivers the perfect balance of luxury, leisure, and convenience.

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!

Experience refined Naples living at 7491 Treeline Dr, an impressive 4-bedroom-plus-den residence with 4 full bathrooms and 3,350 square feet of beautifully designed living space. Set within the Olde Cypress community, this home offers a thoughtful blend of elegant finishes, warm architectural details, and inviting indoor-outdoor living. The interior is rich with custom detail. Crown moldings throughout the home add a timeless, finished look, while tray ceilings bring dimension and visual interest to the main living areas and bedrooms. The great room makes a memorable statement with a cedar wood ceiling that adds warmth, texture, and a sense of craftsmanship. This central living space is designed to feel open, comfortable, and elevated, with details that draw the eye without feeling overdone.The outdoor living area continues the same level of care and style. The patio features a cedar wood ceiling, creating a seamless connection between interior and exterior spaces. A summer kitchen with a wet bar and refrigerator makes outdoor entertaining feel effortless. The infinity-edge pool creates a beautiful resort-style focal point, while the trellis adds architectural beauty and a graceful finish to the space. The floor plan offers 4 bedrooms, a den, and 4 full bathrooms, giving the home both comfort and flexibility. Each room has its own sense of purpose, and each bathroom reflects the attention to detail found throughout the property. This is a home that cannot be fully captured in words alone. You have to see it in person to appreciate the beauty, finish work, and thoughtful design that went into each and every room and bathroom. Olde Cypress offers an exceptional collection of amenities, including a clubhouse, business center, community pool, community room, spa/hot tub, exercise room, attended fitness center, golf course, internet access, pickleball, private membership options, putting green, restaurant, sauna, sidewalks, streetlights, and tennis courts. From the cedar ceiling details to the infinity-edge pool and beautifully finished interiors, 7491 Treeline Dr offers a polished Naples lifestyle with comfort, style, and standout design.

“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!

Comfort and craftsmanship await you in this North Naples' distinguished, low-density community of Olde Cypress. Offering 3,255 square feet of beautifully curated living space, this custom residence features 4 bedrooms, 3 full bathrooms, a 3-car garage, and a newer roof. The updated gourmet eat-in kitchen boasts an oversized quartz counter-height island, top-tier finishes, and newer appliances. Designed for effortless indoor-outdoor living, the expansive open great room and dining spaces showcase volume ceilings, detailed crown molding, upgraded solid-core doors, transoms, and pocketing sliding glass doors that flood the interior with natural light. The primary suite offers a tastefully redesigned bath, while a separate dedicated guest cabana provides total privacy for visitors, in-laws, or a remote workspace. Step outside to a massive screened tropical courtyard featuring a propane-heated pool and spillover spa. Nestled on 540+ acres of natural preserve with just 550 homes, residents enjoy a newly renovated clubhouse with dining options (no food/beverage minimums or assessments), a PB Dye championship golf course (optional golf membership), Har-Tru tennis, pickleball, bocce, a putting green, driving range, and a state-of-the-art fitness center. Mandatory social membership applies.

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.

From the moment you arrive, this home feels like a private retreat—quietly tucked within the gates of Olde Cypress, with a lovely direct fountain view and a sense of calm that’s hard to find. Designed for effortless indoor-outdoor living, this residence opens up to a stunning lanai where the water becomes part of your everyday backdrop. Mornings begin with coffee overlooking the lake, and evenings settle into golden sunsets beside the pool and spa. The outdoor kitchen and expansive covered seating make it just as suited for entertaining as it is for unwinding in complete privacy. Inside, the home strikes that balance between elegance and comfort. The open-concept layout flows naturally, with light-filled living spaces that feel both refined and relaxed. Every room connects back to the view, creating a seamless experience throughout. The primary suite is its own sanctuary, positioned to capture the water views and designed with space and intention—dual walk-in closets, a spa-like bath, and the kind of quiet that makes it easy to disconnect. With over 2,300 square feet, a three-car garage, impact windows and doors, and a meticulously maintained interior, the home offers both peace of mind and elevated everyday living. Beyond the home itself, Olde Cypress delivers a lifestyle that defines North Naples luxury—championship golf, tennis, fitness, dining, and a vibrant, private club atmosphere just minutes from the area’s best shopping, dining, and beaches. This is the kind of home that doesn’t just check boxes—it creates a feeling. And once you’re here, you’ll understand why it’s so hard to leave.

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Golf memberships are available at Olde Cypress, offering access to the community’s championship golf experience and all the great amenities the club has to offer, including a new $15 million clubhouse renovation just completed, subject to availability and approval. On a 0.27-acre homesite with preserve views, this residence offers 2,904 square feet of living space with three bedrooms plus a den and three full baths. Built in 2003, the property includes a three-car garage and a screened outdoor living area with a pool and spa, providing a private setting. The interior features tile and hardwood flooring, tray ceilings with crown molding and recessed lighting, and an open-concept layout. Expansive sliding glass doors allow natural light and provide access to the lanai. The kitchen includes granite countertops, custom wood cabinetry, a center island and breakfast bar seating, along with a built-in wall oven and full appliance suite. The primary suite offers a spacious layout with an en-suite bath and walk-in closets. A formal dining area with tray ceiling detail and arched architectural elements adds to the interior design. Outdoor living includes a screened enclosure with pool and spa, as well as a covered lanai with preserve views. In Olde Cypress, a gated community offering golf, tennis, pickleball and bocce courts, a fitness center, community lap pool and a renovated clubhouse. The community is near Naples beaches, as well as shopping and dining destinations.

Stunning completely remodeled 4Br/3Ba modern home. Meticulously maintained, endless upgrades throughout. All New: Porcelain tile wood floors throughout the entire home, baseboards, freshly painted walls/ceilings, interior/exterior doors, ceiling fans, Lutron LED + dimmer switches, 12 new shut off valves throughout home, AC serviced w/ sensors replaced controlled by Ecobee Smart Thermostat Premium including all new vent covers. Kitchen offers: Level 5 Quartzite counter tops & backsplash, shaker style cabinetry w/ undermount LED lighting, stainless Thermador appliances w/ Pro Handles, Kinetico's K5 drinking water station w/VOC Guard Reverse Osmosis System that connects to the refrigerator. Great room: Pocketing doors to lanai w/ sun shade, Entertainment wall w/ Italian Porcelain Tile in bronze oxidized metal w/ extended bench wrapped in porcelain tile, 84-inch Built-in Linear Electric Fireplace w/custom fluted wood wall panels on the side in Walnut, home theatre w/ Sony BRAVIA-XR 83" TV w/ custom 10K Red Atom 6'5 surround sound speakers built in ceiling and Sonos Arc BAR w/ Sonos Amp and Apple TV. All 3 baths have been completely remodeled: Master retreat offers: tray ceiling, separate door to lanai, His/Her walk-in closets, European floating vanities, 61" free standing soaking tub, walk-in shower w/ bench seat, glass wall & waterfall shower, bidet & sconce lighting. Pocketing door separates the main area to the 3 guest bedrooms for privacy. Guest Bdr's 1 & 2 have a hallway bath, 3rd bedroom en-suite offers large windows, walk-in closet, entry door to pool/lanai area. Both guest bath upgrades: Porcelain floor to ceiling shower walls & floors, Woodbridge soft close toilets, European floating vanities w/new plumbing, glass sink backsplash, mirrors & vanity lights, Moen Brushed Nickel bathroom fixtures, matte black towel racks & fixtures, ceiling LED light. Upgraded laundry room: Cabinetry, bench seat w/ wall shiplap and hooks, laundry sink w/ Marble top, GE Diamon Smart front load washer/dryer. Lanai offer: Large paver lanai, heated pool w/ water feature, electric awning overlooking preserve. Other features: Freshly painted 2 Full car garage plus golf cart space w/ Epoxy flooring, Roof 2019, Exterior painted in 2021, New pool pump 2024, ADT security system.

FULL GOLF MEMBERSHIP now open. Pleasantly updated with expanded lanai, updated lanai surface and panoramic screen cage. Arthur Rutenberg 2+Den home with 2.5 baths freshly painted inside and out for a coastal ambiance. Golf course view is a fabulous opportunity, set on a lot that provides views of the back tees on #6 of this PB Dye golf course with woods beyond, no homes visible across the way. Updated lighting. Newer roof for your peace of mind. The two car expanded garage can fit a golf cart and two cars. Plantation shutters, updated appliances and mechanicals. Ample undercover area on the lanai. Coveted front hall closet. Storm smart and manual shutters. Private golf carts permitted at Olde Cypress, in the community and on the golf course with private golf membership. NO CDDs at Olde Cypress. Social membership required, with no initiation fee and no food and beverage minimum. Only 550 doors in the community with no condos, making it very social and less transient. Stop by the clubhouse to pick up a Social Calendar to peruse how much fun it is to live at Olde Cypress. Clubhouse at Olde Cypress soon to be unveiled. (No assessments to members) Active Pickleball and Bocce and Tennis groups all included with Social Membership. Limited Full Golf Membership now available. Note: The last two owners have moved to larger homes in Olde Cypress and enjoy the community immensely. Sonos excluded. Garage door has new LiftMaster with built-in camera.

Welcome to this light, bright, and beautifully finished 3-bedroom, 2-bath residence in the highly sought-after Lantana enclave of Olde Cypress. Thoughtfully designed, the home features soaring ceilings and elegant architectural details that enhance its open, airy feel. The kitchen is perfect for entertaining, with rich dark cabinetry, a generously sized breakfast-bar island, and an effortless flow into the living and dining spaces. Large sliders along the back of the home bring in abundant natural light and open to the expansive covered lanai. Outside, enjoy serene golf course views from your private oasis, complete with a sparkling pool, integrated spa, and beautifully landscaped surroundings. The lanai provides ample space for relaxing, dining, or simply taking in the peaceful atmosphere. The primary suite boasts generous windows, plush carpeting, and a beautifully finished bath with a separate soaking tub, while two additional guest bedrooms share a full bath, offering comfort and flexibility for family or visitors. Additional highlights include a tile roof, two-car garage, paved driveway, and meticulously maintained landscaping that enhances curb appeal. Living in Olde Cypress means more than just a beautiful home—it offers a vibrant, resort-style lifestyle with a championship golf course, tennis and pickleball courts, bocce, and a putting green, as well as a welcoming clubhouse with dining, social spaces, and a fitness center. Residents enjoy a strong sense of community, with sidewalks, streetlights, underground utilities, and an environment designed for both activity and relaxation. This home combines comfort, style, and exceptional amenities, delivering the ultimate Florida lifestyle in one of Naples’ premier gated golf communities.