Grey Oaks Homes with Pickleball Amenities

Welcome to Grey Oaks, an exquisite neighborhood nestled in the heart of Naples, Florida, where luxury meets leisure in a vibrant community setting. Known for its lush landscapes and meticulously designed homes, Grey Oaks offers an unparalleled lifestyle that combines elegance with a sense of belonging.

Homeowners in Grey Oaks enjoy a wealth of amenities, including access to world-class golf courses, tennis facilities, and a stunning clubhouse that serves as the social hub of the community. One of the standout features of this neighborhood is its commitment to active living, particularly with the inclusion of pickleball amenities. This rapidly growing sport has found a welcoming home in Grey Oaks, allowing residents to engage in friendly competition and social gatherings on beautifully maintained courts. Whether you’re a seasoned player or new to the game, you’ll find a vibrant community eager to welcome you.

The homes in Grey Oaks are a testament to refined living, boasting elegant designs and high-end finishes. Many properties are situated on picturesque lots, offering breathtaking views of the surrounding natural beauty. With a variety of floor plans and styles, there’s something to suit every taste and lifestyle.

Beyond the exceptional amenities, Grey Oaks is conveniently located near Naples’ pristine beaches, upscale shopping, and gourmet dining options, making it an ideal place to call home. Experience the perfect blend of luxury, community, and active living in Grey Oaks, where every day feels like a vacation. Come discover your dream home today!

Newest Grey Oaks Homes with Pickleball Amenities

$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

$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

$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

$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

$2,950,000

3 Beds ⋅ 2.5 Baths ⋅ 226003782 MLS

Significant price improvement! 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 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.