Grey Oaks Homes with Gated Community Type

Welcome to Grey Oaks, a prestigious gated community nestled in the heart of Naples, Florida. This exquisite neighborhood is not just a place to live; it’s a lifestyle defined by elegance, tranquility, and unparalleled luxury. Grey Oaks boasts beautifully landscaped grounds, winding tree-lined streets, and meticulously designed homes that cater to discerning tastes.

As you enter this exclusive enclave, you are greeted by a sense of serenity and security, thanks to the 24-hour gated access. The community is home to a diverse array of stunning residences, ranging from sprawling estates to chic villas, each showcasing exceptional architecture and high-end finishes. Many of these homes feature private pools, expansive outdoor living spaces, and breathtaking views of the lush surroundings, making them perfect for both relaxation and entertaining.

Beyond the stunning properties, Grey Oaks offers a wealth of amenities that enhance the living experience. Residents can enjoy world-class golf courses, a state-of-the-art fitness center, and a luxurious clubhouse that hosts social events and fine dining. Nature enthusiasts will appreciate the proximity to beautiful parks and preserves, ideal for leisurely strolls or invigorating hikes.

Situated in Naples, Grey Oaks is conveniently located near upscale shopping, gourmet dining, and pristine beaches, ensuring that everything you need is just a short drive away. Whether you’re looking for a seasonal retreat or a permanent residence, Grey Oaks promises a lifestyle of sophistication and comfort in one of Florida's most desirable locales. Discover the charm of Grey Oaks and embrace the opportunity to call this remarkable community your home.

Newest Grey Oaks Homes with Gated Community Type

$4,995,000

4 Beds ⋅ 3.5 Baths ⋅ 226034942 MLS

Commanding a premier 0.72-acre corner homesite, this distinguished Grey Oaks residence captures sweeping lake and fairway vistas across multiple holes of the Palm Course and offers immediate golf membership eligibility. Designed for sophisticated indoor-outdoor living, the home reveals an expansive alfresco entertaining retreat complete with a summer kitchen and a sparkling pool newly enhanced with updated coping and tile. Light-filled interiors lend an airy elegance to the thoughtfully curated floor plan, highlighted by a gracious primary suite with a private sitting area, a beautifully renovated kitchen and a refined executive office with custom built-in cabinetry. Moments away by golf cart, the acclaimed Grey Oaks Country Club presents an exceptional lifestyle with three championship golf courses, a 30,000-square-foot wellness center, tennis, pickleball, fitness, dining and an engaging calendar of social events. This enviable Naples address also offers convenient access to Old Naples, celebrated dining, pristine Gulf beaches, and private and international airports.

2370 Alexander Palm DR, Naples

$10,500,000

5 Beds ⋅ 7.5 Baths ⋅ 226032237 MLS

Fully renovated and exquisitely reimagined, this exceptional estate residence overlooking the redesigned pine course in prestigious Grey Oaks Country Club represents the pinnacle of refined Naples living, seamlessly blending contemporary design, luxurious finishes and resort-style indoor-outdoor living. From the moment of arrival, the architecture makes a statement, while expansive windows and thoughtfully designed interiors create a seamless connection to the lush surroundings. The beautifully appointed living spaces showcase an elegant, modern aesthetic with exceptional attention to detail throughout. Rich architectural elements, including wood beam ceiling details, coffered ceilings, custom moldings and tray ceilings, add warmth and dimension to the sophisticated interiors. Designed equally for intimate living and grand entertaining, the residence features 5 bedrooms, 5 full and 3 half bathrooms, a dedicated home theater, game room, loft and wine room, offering an extraordinary array of spaces for both relaxation and entertaining. In addition, two dedicated offices offer exceptional flexibility for today’s lifestyle. The expansive chef’s kitchen is both beautiful and highly functional, featuring double islands, a Wolf gas range and premium Miele appliances, creating an exceptional setting for everything from casual gatherings to elaborate entertaining. A sophisticated Control4 home lighting automation system provides effortless control and customization throughout the residence. The open-concept living and dining areas flow effortlessly to the outdoor living spaces, where a stunning custom pool with spillover spa and expansive covered entertaining areas create a private resort-like retreat. The generous lanai features multiple al fresco dining and living areas, a full outdoor kitchen and elegant pergola, providing an exceptional backdrop for entertaining or relaxing in the Naples sunshine. Multiple balconies and outdoor patios further extend the living experience and offer additional spaces to enjoy the beautifully landscaped grounds and tranquil surroundings. The primary suite is a luxurious sanctuary, while generously sized guest accommodations provide comfort and privacy for family and guests. Every aspect of this residence has been thoughtfully considered, from the striking architectural details and designer finishes to the sophisticated technology, beautifully landscaped grounds and exceptional indoor-outdoor spaces. A rare opportunity to own a fully renovated luxury estate in one of Naples’ most coveted country club communities, where exceptional design, privacy and an extraordinary lifestyle come together.

2712 Buckthorn WAY, Naples

$4,250,000

4 Beds ⋅ 4.5 Baths ⋅ 226033237 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Situated on one of the largest homesites in the prestigious Estates neighborhood of Grey Oaks Country Club, this exceptional residence presents a rare opportunity to enjoy today while envisioning its next chapter. Thoughtfully designed renovation plans are already available, offering the opportunity to reimagine the residence and create a truly extraordinary estate tailored to the next owner's vision. The home features four bedrooms plus a private study, with neutral stone and wood flooring, soaring ceilings, and exquisite architectural details throughout. A grand mahogany entry door opens to an impressive living room anchored by a gas fireplace with a stone surround and an expansive picture window that bathes the space in natural light. The adjoining formal dining room features French doors overlooking the side yard, creating an elegant and inviting setting for entertaining. The recently remodeled kitchen is a highlight of the home, featuring white cabinetry, quartz countertops, and newer appliances, and opens seamlessly to a spacious family room. Outdoors, the expansive homesite is surrounded by lush, mature landscaping that provides exceptional privacy and ample space to create a spectacular new pool and spa oasis. A covered lanai provides an inviting setting for alfresco dining and relaxation. The primary suite offers a private retreat with hardwood flooring, dual vanities, a soaking tub, and two custom walk-in closets. Two upstairs guest suites, along with an additional en-suite bedroom on the main level, provide privacy and comfort for family and guests. Additional features include a stunning study with fireplace, intricate paneled ceiling, and custom built-in shelving; a three-car climate-controlled garage; separate laundry room; new roof; and beautifully maintained landscaping. With its extraordinary homesite, exceptional privacy, gracious existing residence, and thoughtfully conceived renovation plans, this property offers a rare opportunity to create a one-of-a-kind estate in one of Grey Oaks' most coveted neighborhoods.

1609 Chinaberry WAY, Naples

$11,995,000

5 Beds ⋅ 6.5 Baths ⋅ 226029006 MLS

This impressive West Indies–style estate, designed and built by London Bay in 2009, is ideally situated on a private cul-de-sac in one of Grey Oaks’ most exclusive neighborhoods. Set on approximately .85 acres, the expansive property showcases spectacular lake and golf course views and offers 8,423 square feet of air-conditioned living space. Filled with natural light, the thoughtfully designed floor plan features five bedrooms, six full baths and one half bath, along with a private study that could serve as a sixth bedroom. Three guest bedrooms enjoy direct access to private balconies. Spacious living areas include a great room, formal dining room, family room, butler’s pantry and dining nook. Refined finishes include Crema Maya marble flooring throughout the main living areas and kitchen, as well as bamboo wood flooring in the dining room and second-floor gallery. Multiple outdoor living destinations provide an exceptional setting for relaxing and entertaining, highlighted by a beautifully designed negative-edge pool and spa overlooking the expansive lake and golf course views. Additional features include a four-car air-conditioned garage, a generator, electric tankless water heaters, a Lutron lighting system, motorized storm shutters and screens, and newly refreshed landscaping in both the front and rear yards.

2129 Canna CT, Naples

$3,900,000

3 Beds ⋅ 3.5 Baths ⋅ 226025144 MLS

Set within Traditions at Grey Oaks, this elegant residence offers immediate golf membership eligibility, providing the rare opportunity to bypass the club's multi-year golf membership waitlist. Offering a spacious single-level floor plan, the home is enhanced by soaring ceilings, rich architectural detailing and effortless indoor-outdoor living. Three generously sized bedrooms plus a large den, three full baths and one half bath are thoughtfully arranged among expansive gathering spaces designed for everyday living and entertaining. An attached 2.5-car garage, including a dedicated golf cart bay, provides exceptional convenience for the Grey Oaks lifestyle. Architectural details, including exposed wood beam ceilings, dramatic tray ceilings and custom millwork, add warmth, dimension and timeless character throughout. The spacious kitchen features an oversized island, natural gas cooking and abundant cabinetry, while the flexible floor plan offers various uses. Expansive screened lanai, where a generous covered outdoor living area, built-in grill, pool and lakefront setting create an ideal environment for relaxing or entertaining. Located on the main clubhouse side of Grey Oaks, residents enjoy one of Naples premier private club lifestyles with three championship golf courses, two elegant clubhouses, multiple dining venues, driving ranges, a resort-style pool with lap lanes, a 30,000-square-foot wellness center with spa services and fitness classes, tennis, pickleball, bocce and a vibrant calendar of social and wellness activities.

2234 Aberdeen CT, Naples

$6,250,000

4 Beds ⋅ 5.5 Baths ⋅ 226014131 MLS

Welcome to Resort Style Living, Welcome to Grey Oaks! Walk to the Club from this exceptional estate with golf cart included. Also offering the rare opportunity to obtain a FULL GOLF MEMBERSHIP with purchase. This spectacular Grey Oaks residence has been completely transformed into a refined coastal contemporary retreat, showcasing exquisite finishes, sophisticated design elements, and a luxurious and welcoming ambiance throughout. Thoughtfully curated with exceptional attention to detail, the home blends timeless elegance with modern comfort, creating a true showcase property in one of Naples’ most prestigious communities. Beautiful solid-surface finishes, designer lighting, custom details, and rich textures define the interiors, while the stunning modern kitchen serves as the centerpiece of the home with its sleek cabinetry, premium appliances, and stylish gathering spaces designed for both everyday living and entertaining. Updated baths offer a spa-inspired experience with elegant materials and high-end fixtures, while new carpeting and fresh designer touches throughout complete the home’s polished aesthetic. Perfectly positioned on a private homesite overlooking the Pine Course’s 5th fairway, the residence embraces Naples’ signature indoor-outdoor lifestyle with dramatic volume ceilings, expansive windows, and walls of sliding glass doors that flood the home with natural light. Outdoor living is nothing short of exceptional, featuring a constructed beam-and-column panoramic screen enclosure surrounding the resort-style pool and cascading waterfall, expansive sun deck, lushly enhanced landscaping, tranquil garden spaces, and a fully equipped summer kitchen with gas grill—creating the perfect setting for elegant entertaining or private relaxation. Additional enhancements include a recently updated roof with foam insulation, newer HVAC systems, a LeafGuard gutter system, tankless water heater, and whole-home generator for added comfort and peace of mind. The home also features an impressive temperature-controlled wine cellar accommodating approximately 850 bottles, a private study with custom built-ins, hidden air-conditioned second-floor storage, and an air-conditioned three-car garage with epoxy flooring, custom cabinetry, utility sink, and professional studio lighting. Located just moments from Naples’ world-class beaches, fine dining, and luxury shopping, this extraordinary residence offers an exceptional opportunity to enjoy the sophisticated Grey Oaks lifestyle at its finest. Grey Oaks Country Club is Naples one and only private club with 54 holes of golf. In addition, the club offers exclusive amenities for all, from the newly renovated wellness center to the lagoon style pool, tennis, pickle ball, bocce, restaurants, spa... the amenities are endless.

2701 BUCKTHORN WAY, Naples

$4,499,000

3 Beds ⋅ 3.5 Baths ⋅ 226018715 MLS

An incredible 3+large den lakefront estate in Grey Oaks, with the opportunity for an IMMEDIATE GOLF MEMBERSHIP, available separately. This residence has been reimagined through an extensive, multi-year renovation. Originally constructed in 2013 to meet modern Florida hurricane standards — including full-impact glass throughout — the home reflects quality craftsmanship, structural integrity, and comfortable livability. A whole-house natural gas generator, a newly applied chemical roof seal (2025), and a tankless hot water system support long-term durability and ease of ownership. Positioned on one of the community’s premier waterfront parcels, the property offers wide, unobstructed lake views framed by an expanded lanai with fewer aluminum bars for cleaner sightlines. The outdoor setting has been updated with a 2025-refinished stone pool deck, a fully upgraded Pentair smart pool system with new pumps, lighting, and equipment, and a complete summer kitchen designed for entertaining. Landscape lighting, new Zoysia turf, and curated privacy plantings enhance the setting. Inside, the home has undergone a comprehensive transformation (2019–2025), featuring a walls-down, open-concept layout that maximizes natural light and indoor-outdoor flow. Polished travertine flooring runs throughout the main living areas, while the kitchen includes Sub-Zero and Wolf appliances, dual under-counter refrigeration, an oversized quartz island, and Hansgrohe fixtures. The primary suite includes a marble walk-in shower, a 9-foot LED mirror, and custom his-and-hers closets. Guest spaces feature custom shutters and updated baths with low-iron glass showers. A climate-controlled two-car garage with an additional golf-cart bay (2025) includes epoxy flooring, custom cabinetry, a workbench, and a hurricane-rated wood garage door. Grey Oaks offers three championship golf courses, two clubhouses, and multiple dining venues. Residents enjoy a 30,000-square-foot wellness center with spa services, tennis, pickleball, and bocce, basketball and dog park.

2220 Residence CIR, Naples

$2,850,000

3 Beds ⋅ 3 Baths ⋅ 226015203 MLS

Perfectly positioned within the sought-after Avila neighborhood of Grey Oaks Country Club, this Landmark-built courtyard residence offers a true front-row center seat to the home hole of the Pine Course—an exceptional vantage point for the avid golf enthusiast. Overlooking the iconic 18th hole, with a private garden terrace facing the Club, the setting captures both the energy of the course and the tranquility of a quiet interior enclave. Built in 2000 and encompassing over 2,500 square feet under air, the residence is thoughtfully designed around a private courtyard pool, creating a seamless connection between indoor and outdoor living. Neutral tile flooring, high ceilings, and generous moldings establish a timeless aesthetic, while natural light fills the home and frames sweeping views of the finishing hole, Clubhouse, and lush surroundings. The living room offers an elegant yet comfortable gathering space, with expansive views directly down the 18th fairway and toward the green—an ever-changing backdrop that defines the home. The dining room is equally impressive, designed for entertaining with beautiful sightlines to the course and Club. A charming dinette with built-in banquette provides a relaxed setting overlooking the courtyard pool and garden. The kitchen is well-appointed with custom cabinetry, abundant storage, and a functional layout suited for both everyday living and hosting. The primary suite is privately situated and enjoys dual perspectives—overlooking the courtyard pool as well as the 18th hole and Clubhouse beyond. French doors open directly to the courtyard, enhancing the indoor-outdoor lifestyle. The bath offers dual vanities, a soaking tub, and a separate shower, creating a comfortable retreat. A separate guest cabana suite provides exceptional privacy, complete with its own courtyard entrance, walk-in closet, and kitchenette—ideal for hosting visiting guests. An additional guest suite also opens to the courtyard, offering a cohesive and inviting layout. Outdoor living is central to the experience. The screened lanai with pool and spa provides a private space for relaxation, while the garden terrace overlooking the 18th hole offers a rare opportunity to enjoy the excitement of play, stunning sunsets, and the beauty of the course from your own home. Additional features include a new roof (2021), updated mechanical systems, and a two-car garage with dedicated golf cart space—perfect for embracing the Grey Oaks golf lifestyle. Grey Oaks is one of Naples’ most prestigious private golf communities, offering three championship golf courses, two clubhouses, and multiple dining venues. Residents enjoy a 30,000-square-foot Wellness Center with spa services, tennis, pickleball, bocce, and a vibrant social calendar. Ideally located near downtown Naples, the Gulf’s white-sand beaches, and exceptional shopping and dining, Grey Oaks delivers a lifestyle defined by ease, connection, and understated luxury.

2595 Twinflower LN, Naples

$2,950,000

3 Beds ⋅ 2.5 Baths ⋅ 226003782 MLS

Bright, refreshed and beautiful! Newly painted neutral interior and premium LED lighting enhance every living space throughout this stunning residence. Exceptional value in the prestigious Traditions neighborhood of Grey Oaks, the ultimate in Naples resort-style living. Sport membership is available with immediate golf privileges. This spacious light and bright open-plan home is timeless in style and comfort. Neutral color palette throughout with 12-foot ceilings, generous moldings, refined millworker, and all impact-resistant windows/doors. This three-bedroom, 2.5-bath elegant home has lake views with lush tropical landscaping seamlessly blending the indoor and outdoor living, ideal for relaxing and entertaining. The expansive outdoor living area includes a beautiful pool with water feature, spa, outdoor kitchen, multiple seating areas, and a unique extended back lot that could easily be incorporated to maximize the outdoor living area while taking in the long lake views. Grey Oaks is a desired friendly community close to downtown, beaches, restaurants and shopping. This exceptional country club has world-class amenities, two clubhouses, three championship courses, luxurious 30,000-square-foot wellness center, resort-style pool, tennis, pickleball, bocce, extensive social calendar and multiple high-end dining options. Experience a blend of sophistication and tranquility in Grey Oaks.

2277 Residence CIR, Naples

$3,050,000

3 Beds ⋅ 3.5 Baths ⋅ 225067730 MLS

Welcome to Resort Style Living, Welcome to Grey Oaks! Beautifully furnished, this luxury home offers an ideal retreat in a peaceful setting. Designed with timeless finishes and practical elegance, this home features three spacious bedrooms and three-and-a-half baths, a large den and office. All are highlighted by high ceilings, detailed moldings, and premium flooring and all allow an abundance of natural light. The gourmet kitchen is equipped with Viking appliances and custom Heartland cabinetry, opening seamlessly to the large great room and an outdoor lanai. Perfect for entertaining, the outdoor living area includes a seating area with outdoor TV, a heated pool, spa, and summer kitchen, all overlooking a tranquil tropical waterfall feature. Andersen impact-resistant windows and doors provide security and peace of mind, while the attached two-car garage and separate golf cart garage add convenience. This Gulfshore-built residence delivers the perfect combination of style, comfort, and easy living—an excellent choice for buyers seeking a refined lifestyle. Minutes from downtown, and the beach this home is not to be missed. Grey Oaks Country Club is Naples' one and only private club with 54 holes of championship golf. In addition, the club offers an unparalleled array of exclusive amenities, including a newly renovated wellness center, a lagoon-style pool, tennis, pickleball, bocce, multiple dining venues, and a luxurious spa. The amenities are truly endless.

2087 RIVOLI CT, Naples

$5,595,000

5 Beds ⋅ 3.5 Baths ⋅ 225066978 MLS

Grey Oaks Golf & Country Club – Premier Cul-de-Sac Estate Lot. This estate residence is perfectly situated on one of the most coveted cul-de-sac lots in all of Grey Oaks Golf & Country Club. With approximately 210 feet of rear frontage, it offers expansive, wide-angle views of shimmering water and the 6th green of the Palm Golf Course, all enhanced by highly desirable southern exposure. Designed for elegance and comfort, the home features soaring ceilings and serene views from the large master suite, great room, formal dining room, kitchen, and breakfast room. The private master wing includes a spacious office, oversized walk-in closets, and a luxurious master bath. The guest wing offers four spacious bedrooms and two full baths, ensuring privacy and comfort for family and friends. Ready for a new owner to put their own tastes and improvements to an estate home with an unreplaceable view. Grey Oaks is consistently ranked among the top private golf communities in the country—not only for its ideal Naples location and pristine course conditions, but also for its exceptional amenities, including three championship golf courses, world-class tennis and pickleball, state-of-the-art fitness facilities, and a stunning clubhouse. The community’s location is unmatched, just minutes from the white sand beaches of the Gulf of Mexico and the vibrant heart of downtown Naples, where an extraordinary selection of fine dining, boutique shopping, and charming walkable streets await.

2339 Alexander Palm DR, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.