Estate Homes At Grey Oaks

Grey Oaks Estate Homes in Naples, Florida

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Grey Oaks Country Club is one of Naples’ most prestigious luxury golf communities, offering some of the most breathtaking estate homes in Southwest Florida. Designed for elegance, privacy, and sophistication, these residences are located in exclusive enclaves such as:

  • Banyan Island

  • Capistrano

  • Estates at Grey Oaks

  • Isla Vista at Grey Oaks

  • Isle Royale at Grey Oaks

  • Isle Toscano at Grey Oaks

  • Venezia at Grey Oaks

 Grey Oaks Estate Home Features

Grey Oaks estate homes are known for their:

  • Expansive floor plans with 5,000+ sq. ft.

  • Grand architectural styles, from Mediterranean to contemporary

  • Private pools, outdoor kitchens & expansive lanais

  • Stunning golf course, lake, and preserve views

  • Gated privacy within Naples’ most coveted address

Grey Oaks Lifestyle & Amenities

Living in Grey Oaks means enjoying world-class amenities, including:

  • Three championship golf courses (Palm, Pine, Estuary)

  • Two elegant clubhouses with fine & casual dining

  • Resort-style swimming pools & cabanas

  • Fitness, spa, tennis, and pickleball facilities

  • A vibrant social calendar and exclusive events

Find Your Grey Oaks Estate Home

,Browse the latest estate homes for sale in Grey Oaks, Naples FL below.

📞 Contact us today for details, floor plans, or to arrange a private showing of estate homes in Grey Oaks.

Estate Homes At Grey Oaks - Newest Listings

2145 Canna WAY, Naples
$9,950,000
4 Beds ⋅ 4.5 Baths ⋅ 226034763 MLS
An exceptional residence in the prestigious Grey Oaks community, 2145 Canna Way offers an impressive 6,248 SF of air-conditioned living space and 8,233 SF under roof. Meticulously renovated and thoughtfully appointed, this distinguished estate combines refined interiors, generous living spaces, and captivating views of water, golf course fairways, and beautiful sunrises. Soaring ceilings and abundant natural light enhance the home's elegant ambiance. Designed for both sophisticated entertaining and comfortable everyday living, the gourmet kitchen features dual leathered quartz islands, premium Wolf and Miele appliances, an integrated coffee system, and a concealed walk-in pantry. The adjoining living area flows seamlessly into a custom wet bar distinguished by art-glass accents, wine storage, and an ice maker. The spacious primary suite offers dual walk-in closets and a well-appointed bath with separate water closets, a smart heated bidet, and heated towel rack. Three additional en-suite guest bedrooms, an oversized paneled study, and a versatile second-floor loft provide exceptional flexibility and privacy. The outdoor living area is equally inviting, featuring a covered lanai, fireplace, summer kitchen, television, swimming pool, and motorized screens, all overlooking the picturesque surroundings. Extensive 2019 improvements include custom interior design, new roof, redesigned front façade, HVAC systems, electrical and plumbing updates, and Control4 home automation. A three-car, lift-ready garage provides additional flexibility for vehicle storage. Grey Oaks offers an exceptional private club lifestyle, featuring three championship 18-hole golf courses, two clubhouses, four dining venues, reciprocal dining privileges at Prime Social, and a 30,000-square-foot Wellness Center. A rare opportunity to enjoy exceptional craftsmanship, beautiful surroundings, and the distinguished lifestyle of Grey Oaks. Generous provisional golf privileges are available.

2145 Canna WAY, Naples
1609 Chinaberry 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. One or more photo(s) have been virtually staged, AI generated or rendered. One or more photo(s) have been virtually staged, AI generated or rendered. One or more photo(s) have been virtually staged, AI generated or rendered. One or more photo(s) have been virtually staged, AI generated or rendered. One or more photo(s) have been virtually staged, AI generated or rendered. One or more photo(s) have been virtually staged, AI generated or rendered. One or more photo(s) have 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
2129 Canna CT, 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
2701 BUCKTHORN WAY, Naples
$5,950,000
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
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