Grey Oaks Homes with Two Story Style

Welcome to Grey Oaks, a prestigious community nestled in the heart of Naples, Florida. This exclusive development offers a luxurious lifestyle surrounded by the natural beauty of Collier County.

At Grey Oaks, you'll find a stunning collection of homes with a two-story style, perfect for those seeking spacious and elegant living spaces. These homes are designed with impeccable attention to detail and feature modern amenities and high-end finishes.

Living in Grey Oaks means enjoying resort-style living every day. Residents have access to world-class amenities, including a championship golf course, tennis courts, a fitness center, and a beautiful clubhouse perfect for social gatherings and events.

Located in Naples, Grey Oaks offers convenient access to pristine beaches, upscale shopping and dining options, and cultural attractions. Whether you're looking for a peaceful retreat or a vibrant community, Grey Oaks has something for everyone.

Come experience the luxury and sophistication of Grey Oaks and discover why this community is the perfect place to call home in Naples, Florida.

Newest Grey Oaks Homes with Two Story Style

$10,250,000

5 Beds ⋅ 6.5 Baths ⋅ 226024518 MLS

Welcome to perfection at 1385 Great Egret Trail, a custom estate in the exclusive gated enclave of Estuary at Grey Oaks. Inspired by timeless Santa Barbara architecture, this extraordinary residence is positioned on a premier homesite showcasing sweeping lake and golf course vistas. Spanning nearly 9,000 square feet, the home offers an unparalleled blend of elegance, comfort and craftsmanship. The estate features five spacious bedrooms, five full baths, two powder rooms, a private theater, game room, loft, home gym, dual executive offices and a private guest suite. At the heart of the residence, the grand living and dining room impresses with soaring pecky cypress-beamed ceilings and hand-carved natural stone fireplaces at each end. Four sets of French doors seamlessly connect the interior living spaces to the outdoor oasis, framing breathtaking long-range views of the lake and golf course. The gourmet kitchen, appointed with a Wolf range and Sub-Zero refrigeration and exquisite white marble countertops, flows effortlessly into the family room and expansive covered lanai. Designed for year-round entertaining, the outdoor living area features a two-sided gas fireplace, automated roll-down screens and shutters and a resort-style pool overlooking the stunning landscape beyond. Every detail of this remarkable estate reflects exceptional quality and global inspiration. Guests are welcomed through a charming front-entry courtyard shaded by a majestic oak tree, where a natural gas fireplace and antique stone fountain create a warm and inviting arrival experience. A private entrance serves the guest suite and fitness room, offering flexibility and privacy for owners and visitors alike. Modern conveniences abound, including four climate-controlled garage spaces, hurricane-impact windows and doors throughout, an elevator, a fully integrated Crestron home automation system and a whole-house natural gas generator, ensuring comfort and peace of mind. This one-of-a-kind estate presents a rare opportunity to own a meticulously crafted luxury residence in one of Naples' prestigious communities.

1385 Great Egret TRL, Naples

$2,100,000

3 Beds ⋅ 3 Baths ⋅ 226022968 MLS ⋅ Terra Verde BLDG.

An exceptional opportunity awaits in Grey Oaks Country Club…an elegant, two-story residence which lives like a coach home, offering a graceful balance of privacy, comfort, high ceilings and effortless sophistication, all enhanced by serene south-facing views. Built in 2000 and offering 2,699 square feet, the home features three bedrooms and three full baths, all ensuite, along with a private elevator—an uncommon and thoughtful convenience. Recently repainted interiors, high ceilings, and an open, light-filled layout create an atmosphere that is both refined and welcoming. Offered furnished, the residence is ready for immediate enjoyment. The spacious kitchen is both classic and functional, featuring granite countertops and abundant cabinetry, and opens seamlessly to the family and dining areas. Sliding glass doors lead to the lanai, where tranquil water-feature and clubhouse views set the stage for relaxed mornings and elegant evenings. The primary suite is a serene retreat with direct lanai access, dual walk-in closets, and a well-appointed bath with dual vanities, soaking tub, separate shower, and private water closet. Two additional guest suites, each with walk-in closets and ensuite baths, offer comfort and privacy for family and friends. Outdoor living is elevated by a south-facing lanai and the rare inclusion of Cabana #6, ideally located by the pool and featuring a generous common area, full bath, and kitchenette—perfect for hosting guests or enjoying a resort-inspired day just steps from home. Grey Oaks Country Club offers a vibrant, wellness-oriented lifestyle with two clubhouses, three restaurants, and a 30,000-square-foot Wellness Center, complemented by three championship golf courses, resort-style pool, tennis, pickleball, bocce ball, and beautifully landscaped grounds—all within a guard-gated setting minutes from Naples’ beaches, shopping, and dining.n This is a rare opportunity to purchase a 2nd-floor, beautifully maintained residence in Grey Oaks, so close to the Club amenities—where refined living, wellness, and wonderful Member-connections come together. Welcome home!

2375 TERRA VERDE LN, Naples

$4,999,000

4 Beds ⋅ 4.5 Baths ⋅ 225075484 MLS

On a private, nearly half-acre end homesite in the prestigious Estates neighborhood of Grey Oaks Country Club, this elegant residence offers refined living in one of Naples sought-after communities. The home features four bedrooms plus a private study, with neutral stone and wood flooring throughout and exquisite ceiling details enhancing nearly every room. A grand mahogany entry door opens to soaring ceilings, a striking gas fireplace with stone surround and a large picture window that fills the living space with natural light. The living room flows effortlessly into a formal dining room with French doors overlooking the side yard, creating an ideal setting for entertaining. The remodeled kitchen is a showpiece, boasting white cabinetry, quartz countertops and new appliances, all opening to a spacious family room. Go outside to a large, private backyard with ample room for a new custom pool. The covered lanai provides the ideal space for alfresco dining or relaxing while enjoying Naples mild winter climate. The primary suite is a serene retreat, featuring newer wood flooring, dual vanities, a soaking tub and two custom walk-in closets. Two guest suites upstairs and an additional suite on the main level, each with its full bath, offer comfort and privacy for family and visitors alike. Additional highlights include a private study with a fireplace, coffered ceiling and built-in bookshelves, a three-car climate-controlled garage, new roof and landscaping, and a separate laundry room. Experience the ultimate in luxury living at Grey Oaks Country Club, where residents enjoy three championship golf courses, world-class amenities, and proximity to Naples renowned dining, shopping and pristine white sand beaches.

1609 Chinaberry WAY, Naples

$4,250,000

4 Beds ⋅ 3.5 Baths ⋅ 226007565 MLS

Presenting an exceptional opportunity within the gates of the prestigious Grey Oaks Country Club—a professionally curated, turnkey-furnished residence designed for the most discerning buyer. Offering more than 4,300 square feet, the highly coveted Camargo floor plan masterfully blends grandeur and livability. This expansive four-bedroom home features two oversized primary suites and three-and-a-half beautifully renovated baths, each finished to an elevated, contemporary standard. A private den, formal living and dining rooms, an open-concept family room, and an inviting upstairs loft provide refined yet flexible living spaces ideal for both intimate gatherings and large-scale entertaining. Upon arrival, a graceful curved staircase rises from exquisite marble flooring that flows throughout the main living areas, creating a luminous and sophisticated first impression. Sightlines extend through the living room to the shimmering pool and outdoor retreat beyond, seamlessly integrating indoor and outdoor living. The heart of the home is a true chef’s kitchen. A generous island anchors the space, complemented by premium appliances including a 30” Euro-style double oven, 36” gas cooktop, 42” French-door refrigerator, and under-counter microwave. A sunlit breakfast nook overlooks the lanai, offering the perfect setting for relaxed mornings or casual dining. Outdoors, the private screened lanai serves as a true resort-style sanctuary. Enjoy tranquil sunrises and the soothing sound of a landscaped waterfall, all surrounding a newly refinished pool, spa, and pool deck—thoughtfully updated to create an elevated entertaining experience. Additional highlights include custom-finished closets, a two-car garage with dedicated golf cart space, abundant storage, and sleek epoxy flooring. Impeccably styled, meticulously maintained, and move-in ready, this is luxury country club living at its finest—an extraordinary residence that must be experienced to be fully appreciated.

2106 Modena CT, Naples

$9,950,000

4 Beds ⋅ 4.5 Baths ⋅ 226005173 MLS

Move-in ready and extensively renovated, 2145 Canna Way will simply captivate you. Perfectly positioned on one of Grey Oaks’ most prestigious streets, it offers sweeping water, fairway, and sunrise views. Classic architecture has been artfully reimagined with a striking modern interior, creating 6,074 square feet under air and 8,102 square feet total of luxury living space filled with abundant natural light and soaring ceilings. At the heart of the home is an extraordinary, state-of-the-art kitchen featuring dual islands with leathered quartz countertops, a curated suite of Wolf and Miele appliances—including double gourmet ovens, steam oven, warming drawer, built-in coffee system—two dishwashers, double beverage drawers, and a spacious hidden walk-in pantry. Gracious entertaining spaces unfold in an open living and family room design adjoining the kitchen, highlighted by a bespoke wet bar concealed behind custom art-glass panels—true works of art—enhanced by discreet wine coolers and an integrated ice maker. The large and luxurious primary suite is a private retreat with his-and-hers custom walk-in closets and dual water closets, including a smart heated bidet and heated towel rack. Three beautifully appointed guest suites include two king-sized retreats and a versatile third suite, currently styled as a second office with a pull-out guest sofa. All offer en-suite baths and generous walk-in closets, with three bedrooms enjoying serene water views. Additional highlights include a richly paneled, oversized study—also with water views—and a flexible second-floor loft ideal for a guest getaway or grandchildren’s flex space. Outdoor living is exceptional. Flanking the pool is a grand covered family room with fireplace, television, outdoor kitchen, and motorized shutters and screens, creating an inviting setting for year-round entertaining against a breathtaking backdrop. The comprehensive renovation included new wiring, plumbing, HVAC systems, roof, garage doors, and a complete redesign and rebuild of the front façade, along with the addition of Control4 lighting and whole-home automation. An oversized three-car garage with custom cabinetry completes the offering. This wonderfully private residence is located within the gates of the incomparable Grey Oaks Country Club, offering unrivaled amenities including three championship golf courses, two clubhouses, a resort-style pool, tennis and pickleball facilities, multiple dining venues, and a 30,000-square-foot Wellness Center and Spa.

2145 Canna WAY, Naples

Start Your Search

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.