Wynstone Homes for Sale

Wynstone Homes for Sale

Welcome to Wynstone, a prestigious neighborhood nestled in the heart of North Barrington, Illinois. Located in Lake County, Wynstone offers an unparalleled living experience for those seeking luxury and sophistication.

Wynstone is a gated community known for its stunning homes and pristine landscapes. The neighborhood features a variety of architectural styles, from elegant estates to charming villas, ensuring there is something for every discerning buyer.

With Homes for Sale in Wynstone, you have the opportunity to own a piece of this exclusive enclave. Imagine waking up to breathtaking views, enjoying top-notch amenities, and being part of a tight-knit community that values privacy and security.

Whether you are looking for a spacious family home or a cozy retreat, Wynstone has it all. From custom-built properties to modern residences, each home is designed with the highest standards of craftsmanship and attention to detail.

Living in Wynstone means enjoying a lifestyle of luxury and convenience. The neighborhood is conveniently located near top-rated schools, upscale shopping, fine dining, and recreational activities, making it the perfect place to call home.

Don't miss the chance to be a part of this exceptional community. Explore the Homes for Sale in Wynstone and discover the perfect place to live your dream life in North Barrington, Illinois.

Newest Wynstone Homes for Sale

$1,575,000
4 Beds ⋅ 5 Baths ⋅ 12716223 MLS ⋅ NEW Status
Fantastic Wynstone Ranch - This home is a masterpiece of design, offering an unparalleled vantage point overlooking Jack Nicklaus' Signature 3rd Golf Hole that marries architectural sophistication with an open, airy floor plan designed specifically for grand-scale entertaining and quiet relaxation alike. Inside, the residence is defined by soaring palladium windows that act as living canvases, capturing magnificent sunlight and the vibrant colors of the surrounding landscape. The heart of the home is the expansive Great Room, a versatile space featuring a custom bar and distinct areas for media, dining, and intimate conversation. For more focused moments, the handsome custom-paneled office provides a refined retreat, complete with its own fireplace. Culinary enthusiasts will gravitate toward the recently renovated kitchen, a high-end workspace equipped with Sub-Zero and JennAire appliances that flow seamlessly into the main living areas. The primary suite is a sanctuary of its own, boasting custom built-in cabinetry, two spacious walk-in closets, and a spa-inspired bath and french doors to a private deck, where you can begin your morning with serene, elevated views. Guests will enjoy their own dedicated wing, which houses three well-appointed bedrooms and 2 additional baths, ensuring privacy for everyone. Every corner of this home is curated for comfort. Enjoy the cozy four-season room with fireplace that allows you to enjoy the beauty of the outdoors year-round. Fiinished English basement, a massive footprint for recreation with dedicated spaces for billiards, exercise, and play along with full bath and loads of storage space. Outside, a spacious paver patio offers an unforgettable backdrop for sunset gatherings overlooking stunning landscape and golf course. Complete with a four-car side entry garage and a grand circular drive, this estate represents the pinnacle of luxury living in North Barrington.

5 Hillburn Court, North Barrington
$1,750,000
6 Beds ⋅ 8 Baths ⋅ 12688325 MLS ⋅ ACTIVE Status
Rarely does a residence of this caliber combine architectural significance, modern luxury, remarkable privacy, and an exceptional golf community setting so seamlessly. More than an extraordinary home, 3 Hillburn Court is a legacy estate where timeless design, exceptional craftsmanship, and unforgettable memories come together for generations to come. A Private Estate in the Heart of Wynstone. Tucked behind the gates of The Club at Wynstone, this exceptional private estate offers a rare opportunity to experience luxury living within one of Barrington's most prestigious communities. Set on 1.5 acres of professionally landscaped, mature wooded grounds, this extraordinary residence offers more than 10,500 square feet of timeless craftsmanship, exceptional quality, and refined elegance. Surrounded by the beauty of Wynstone's renowned Jack Nicklaus Signature Golf Course, the setting provides unmatched privacy, tranquility, and an elevated lifestyle. Crowned by a brand-new DaVinci composite roof, this remarkable residence combines enduring beauty with modern updates and exceptional peace of mind. From the moment you arrive, soaring ceilings, abundant natural light, and rich architectural details create an atmosphere of warmth and sophistication. The heart of the home is the beautifully reimagined de Giulio kitchen, featuring SieMatic cabinetry and premium Wolf appliances, thoughtfully designed for effortless entertaining and everyday enjoyment. The kitchen flows seamlessly into the inviting family room and out to a spacious deck overlooking peaceful wooded views, creating the perfect setting for gatherings large and small. Thoughtfully designed spaces throughout-including a sunroom immersed in nature, a private main-level guest suite, and flexible rooms ideal for a home office, creative pursuits, or additional living needs-offer exceptional versatility without sacrificing intimacy or comfort. Six spacious bedrooms and luxurious baths provide refined accommodations for family and guests, while expansive living and entertaining spaces create an unforgettable backdrop for holidays, celebrations, and everyday moments. The walk-out lower level expands the home's versatility with exceptional space for multigenerational living, extended guest accommodations, recreation, and relaxation. Complete with generous gathering areas and a dedicated exercise room, this level provides the perfect retreat for today's evolving lifestyles. Outdoors, mature trees and beautifully landscaped grounds create a private sanctuary where nature becomes part of everyday living. Residents of Wynstone enjoy the security and exclusivity of a gated community, private club amenities, championship golf, beautifully maintained surroundings, and access to the award-winning Barrington School District, all just minutes from upscale shopping, fine dining, Metra service, and major expressways.

3 Hillburn Court, North Barrington
$1,425,000
4 Beds ⋅ 6 Baths ⋅ 12688320 MLS ⋅ ACTIVE Status
Life at Wynstone is defined by privacy, beauty, and a refined sense of arrival. Perfectly positioned along the first hole, this residence enjoys a premier setting within the gated Wynstone community-home to the acclaimed Jack Nicklaus Signature Golf Course. Set on a desirable southwestern-facing parcel just under one acre, the home is immersed in open fairway views, mature landscaping, and warm, golden-hour light. The heart of the home is a thoughtfully designed kitchen with Plain & Fancy custom cabinetry, generous island seating, and multiple ovens-ideal for effortless entertaining and family gatherings where meals and conversation come together seamlessly. Spa-like baths with heated floors create a daily sense of retreat, while the great room, anchored by a grand fireplace and expansive windows, captures uninterrupted golf course views. A loft-style family room offers flexible space for recreation, play, or casual lounging, while a seasonal screened porch provides a serene setting for outdoor conversations and relaxed gatherings, protected from the elements. Ideally located near the clubhouse, the home offers exceptional convenience to Wynstone's amenities, allowing for an active, connected lifestyle. Optional membership at The Club at Wynstone provides access to dining, pool, tennis, and championship golf-completing a lifestyle that is both refined and welcoming.

18 S Wynstone Drive, North Barrington
$1,450,000
5 Beds ⋅ 6 Baths ⋅ 12667020 MLS ⋅ ACTIVE Status

117 N. Wynstone Drive, North Barrington
$1,850,000
7 Beds ⋅ 9 Baths ⋅ 12676682 MLS ⋅ ACTIVE Status
Set behind the gates of Wynstone on a secluded 1.36-acre wooded homesite, this extraordinary custom-built estate offers nearly 9,000 square feet of timeless luxury, exceptional craftsmanship, and remarkable versatility. Spanning four finished levels with seven bedrooms, seven full baths, and two half baths, the residence is designed to accommodate both grand-scale entertaining and comfortable everyday living, including multigenerational lifestyles. A stately stone-and-stucco exterior, circular driveway, mature landscaping, and two separate two-car garages create a commanding first impression. Inside, soaring ceilings, extensive millwork, multiple fireplaces, custom built-ins, and dramatic walls of windows fill the home with natural light while showcasing the private wooded setting. Thoughtful custom details, including hand-painted finishes and architectural millwork, add warmth, character, and timeless elegance throughout. At the heart of the home, the exquisite kitchen features premium appliances including a 48 inch Dacor dual fuel range with double ovens, extensive custom cabinetry, granite countertops, a large center island, beverage station, multiple refrigerators, dual dishwashers, warming drawer, and generous pantry space. Designed for effortless entertaining, the kitchen flows seamlessly into the dining areas, family room, hearth room, and screened porch, creating inviting spaces for gatherings large and small. The luxurious primary suite serves as a private retreat with a fireplace, spa-inspired bath, steam shower, soaking tub, dual vanities, and expansive custom closet space. The finished third level offers exceptional flexibility with a full bath and kitchenette/laundry area, ideal for a guest suite, studio, office, or bunk room. The walkout lower level is equally impressive, featuring a guest suite with en-suite bath and walk-in closet, fitness room, full bath, recreation and game areas, built-in bar with kitchenette, see-through fireplace, and multiple gathering spaces. Meticulously maintained and thoughtfully updated, the home also includes a newer premium cedar-shake roof, newer driveway, zoned HVAC, hardwood flooring, whole-home sound system wiring, multiple laundry areas, and abundant storage. Located within one of Illinois' most prestigious gated communities, residents enjoy the beauty, privacy, and security of Wynstone, home to the renowned Jack Nicklaus Signature Golf Course, with optional club amenities including dining, swimming, pickleball, tennis, and championship golf. Rarely does a home offer this level of scale, craftsmanship, flexibility, and enduring architectural character-an exceptional legacy estate designed to evolve with its owners for generations to come.

79 S Wynstone Drive, North Barrington
$2,400,000
7 Beds ⋅ 12 Baths ⋅ 12650375 MLS ⋅ ACTIVE Status
Nestled within the highly sought-after gated Wynstone community and surrounded by the renowned Jack Nicklaus designed golf course, this extraordinary estate presents a rare opportunity to own nearly 4 acres of breathtaking grounds complete with a private pond, cascading waterfall, sparkling pool, and secluded winding entryway leading to an impressive brick paver circle drive. A grand foyer welcomes you with a sweeping staircase and elegant chandelier, setting the tone for the refined craftsmanship and luxurious finishes found throughout the home. The stunning formal dining room, highlighted by a crystal chandelier and fireplace, flows seamlessly into a light-filled sunroom overlooking the picturesque outdoor setting and flows into the formal living area. This home was designed for both sophisticated entertaining and everyday comfort, the residence features an upscale chef's kitchen with butler's pantry, informal dining area, and exceptional gathering spaces throughout that include the family room that hosts a wet bar & walls of windows overlooking natures glory, while the main-level den with fireplace provides the perfect executive retreat. Glass French doors open to a private, main level guest suite with barrel ceiling OR additional office if desired with full bath & walk-in shower. The lavish main-level primary suite is a private sanctuary featuring dual California Closet walk-in designs and a spa-inspired bath with comfort-height vanities, whirlpool tub and an expansive, glassless walk-in shower. Every bedroom includes its own en-suite bathroom, ensuring luxury and privacy for family and guests alike. Exceptional design for multi-generational living. Additional highlights include first and second-floor laundry rooms, a second-level media room, and library with custom built-ins. Entertainment amenities are truly unmatched, including a state-of-the-art acoustical theater room with starlight ceiling and premium audio/visual equipment, memorabilia display room with lighting, custom shelving & woodwork, exercise room with cedar closet and versatile recreation area with fireplace. Glass French doors lead to the spectacular lower-level executive office and offers direct access to the private exterior entrance with blue stone paver patio. Impeccable architectural detail and resort-style amenities both inside and out, this one-of-a-kind estate offers an unparalleled lifestyle. Words and photos only begin to tell the story of this private estate offering a lifestyle and collection of amenities too extensive to fully capture in one of the area's most prestigious communities.

55 S Wynstone Drive, North Barrington
$2,250,000
7 Beds ⋅ 11 Baths ⋅ 12647818 MLS ⋅ ACTIVE Status
A RARE OPPORTUNITY TO OWN A 10-ACRE GATED PRIVATE ESTATE OF BREATHTAKING BEAUTY - AN EXCLUSIVE BOTANICAL RETREAT OFFERING A PRESTIGIOUS LIFESTYLE WITH THE EASE OF MAIN FLOOR LIVING. This extraordinary, fully fenced compound offers a seamless blend of luxury, creativity, artistry, and lifestyle. Featuring a large multi-level primary residence and a two-story guesthouse, with a combined total of 5 fireplaces, a detached two-story 3-bay garage building that includes an additional fourth dedicated golf cart bay, a party room building, a professional greenhouse, a two-story 3-bay garage / barn building, a gazebo, a hoop house, a children's tree house, a train depot, a separate gated service entrance, and a two-story train museum. At the heart of the estate are multiple BREATHTAKING THEMED GARDENS, showcasing decades of design excellence, EXTREMELY RARE mature specimen trees, a PRIVATE LAKE, waterfalls, decorative ponds, fountains, and a RESORT-STYLE POOL, creating a setting that is both serene and visually unforgettable. A true showpiece is the AMAZING OUTDOOR G-SCALE MODEL TRAIN GARDEN RAILWAY, an extensive installation more than 2.5X LARGER THAN EPCOT'S OUTDOORMODEL TRAIN DISPLAY. Nearby is a PRIVATE, FULLY OPERATIONAL O-SCALE MODEL TRAIN MUSEUM housed within its own train station and featuring a one-of-a-kind replica of Chicago. Designed for both everyday living and exceptional entertaining, imagine hosting unforgettable get-togethers at your own SERENE RETREAT, everything from fun pool parties to elegant garden soirees. This unique botanical estate is made for private entertaining and relaxation, with OUTDOOR BARS at the pool and at the outdoor garden railway for open-air entertaining, as well as the Pleached Allee tunnel of trees located next to the dedicated PARTY ROOM BUILDING, which is perfect for intimate lunch and dinner parties. The primary residence and guest house are positioned to capture stunning garden and lake VIEWS FROM NEARLY EVERY ROOM. Designed for effortless main floor living, the primary residence offers a CHEF'S KITCHEN with an outdoor GRILLING DECK, a SUNROOM ADJACENT TO THE KITCHEN, 2 WET BARS, and a vintage 1950s SODA FOUNTAIN on the lower level with an adjoining Arcade Room that opens onto another outdoor patio, a dedicated flower arranging and GIFT-WRAPPING ROOM, and MULTIPLE WALK-IN CLOSETS, including one palatial walk-in designed for the ultimate wardrobe collection. ZONED FOR HORSES and offering a level of detail, investment, and craftsmanship that would be impossible to replicate, this one-of-a-kind estate retreat delivers PRIVACY, PRESTIGE, and an unmatched lifestyle. EXPERIENCE THIS EXCEPTIONAL ESTATE FIRSTHAND.

North Barrington
$1,649,900
5 Beds ⋅ 8 Baths ⋅ 12643519 MLS ⋅ ACTIVE Status
Welcome to an extraordinary all-brick estate in the prestigious gated community of Wynstone, where timeless architecture meets resort level living. Move-in ready with a newer roof and mechanicals, this commanding residence sits on nearly 1.5 acres at the end of a quiet culdesac, elevated for exceptional privacy and sweeping golf course views. Offering uncompromising luxury, this 5bedroom, 5.3bath masterpiece showcases breathtaking vistas from nearly every room. A grand foyer with a soaring tray ceiling and dazzling chandelier sets the tone for the craftsmanship found throughout-solid wood doors, exquisite millwork, and enduring high-end finishes chosen by the original builders with no expense spared. A rare and remarkable feature: heated floors throughout the entire home, including the garage and the indoor basketball sport court. Further elevating the home's exceptional quality, the owners have invested in major, top-tier mechanical upgrades, including new HVAC furnaces and A/C systems (2024), new manifolds (2025 & 2026), and new boilers (2026)-a level of modernization seldom found in estates of this scale. These enhancements ensure long term efficiency, reliability, and comfort, reinforcing the home's status as a truly turnkey luxury residence. Designed for both elegant entertaining and elevated everyday living, the main level unfolds with beautifully appointed formal living and dining rooms. At the heart of the home, the gourmet chef's kitchen impresses with an expansive island, professional grade stainless appliances, a generous walk-in pantry, and seamless access to outdoor living spaces-all perfectly positioned to capture the home's stunning golf course backdrop. The adjacent family room is a showstopper, featuring a dramatic floor to ceiling stone fireplace, cathedral ceiling, custom dry bar, and walls of windows that flood the space with natural light. A sun-filled four season room with a private hot tub offers year round relaxation in a serene, secluded setting. The main level primary suite is a private sanctuary, boasting a unique two-level loft design, tranquil sitting area, oversized walk-in closets, and a spain-spired bath with dual vanities, a clawfoot soaking tub, and a glass enclosed shower. A richly appointed office/library with coffered ceiling, floor to ceiling stone fireplace, and private backyard access creates an exceptional work from home retreat. Upstairs, four additional bedroom suites each offer private ensuite baths, expansive walk-in closets, and imaginative lofts or bonus spaces rarely found in luxury homes. A spacious central third floor connects these flexible areas, creating a dynamic and functional upper-level layout. A spectacular guest or in-law suite includes its own lounge with built-in sauna and overlooks the home's heated indoor halfcourt basketball court-an amenity that truly sets this estate apart. The full finished English basement extends the living and entertaining space with a large recreation room with fireplace and wet bar, dedicated game room, exercise studio, huge cedar closet, and a private home theater delivering a true cinematic experience. Outdoors, the nearly 1.5acre setting offers exceptional privacy, sweeping golf course views, a grand Bluestone patio, and two ideal locations for a future pool, allowing you to design your own backyard resort. A 5-car garage with direct access to the indoor basketball court completes this exceptional offering. With a 2021 roof, gutters with leaf guards, all ensuite bedrooms, and a suite of premium mechanical upgrades, this estate is grand in scale yet thoughtfully designed for luxurious comfort. It offers an unparalleled lifestyle of elegance, privacy, craftsmanship, and possibility-set within one of the region's most exclusive gated golf course communities.

13 Kensington Drive, North Barrington
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