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96 S Wynstone Drive, North Barrington
$2,450,000
5 Beds ⋅ 8 Baths ⋅ 12620002 MLS ⋅ CLOSED Status
A brand-new DaVinci Select Composite Shake roof and new gutters enhance both the home's curb appeal and long-term durability. From there, the lifestyle unfolds into true resort-style outdoor living, highlighted by a stunning pool, spa, and expansive patio designed for effortless entertaining. Tucked within the gated grounds of The Club at Wynstone, this custom Orren Pickell design/build residence offers a private, resort-style lifestyle on 2.1 acres overlooking the sixth hole of the renowned Jack Nicklaus Signature Golf Course. Surrounded by sweeping fairway views and mature landscape, the setting delivers a rare sense of space, serenity, and architectural presence. Life here is defined by light, flow, and effortless elegance. Expansive interiors are designed for both refined entertaining and relaxed daily living, with sun-filled gathering spaces that naturally connect to the outdoors. Whether hosting formal occasions, enjoying quiet moments by the fire, or gathering with friends and family, each space feels warm, welcoming, and intentional. The home offers multiple retreats for relaxation and connection-from intimate fireside spaces to expansive areas ideal for entertaining-while the primary suite provides a private sanctuary designed for unwinding at the end of the day. A finished walkout lower level extends the living experience, creating a seamless transition for recreation, wellness, and hosting guests, with direct access to the pool and outdoor entertaining areas. Multiple garages offer flexibility for collectors and guests alike. Residents of The Club at Wynstone enjoy access to an exceptional private-club lifestyle, with optional amenities including championship golf, pickleball, tennis, dining, and clubhouse experiences-all within a secure, gated community. This is a rare opportunity to experience elevated living in North Barrington's most exclusive and enduring enclaves.

96 S Wynstone Drive, North Barrington
18 Hidden Brook Drive, North Barrington
$2,200,000
5 Beds ⋅ 8 Baths ⋅ 12607525 MLS ⋅ CLOSED Status

18 Hidden Brook Drive, North Barrington
56 Hillburn Lane, North Barrington
$1,687,500
5 Beds ⋅ 7 Baths ⋅ 12660935 MLS ⋅ CLOSED Status
Welcome to 56 Hillburn Lane, a spectacular modern residence tucked away on a quiet cul-de-sac within the prestigious gated community of Wynstone. Perfectly positioned along the 6th hole of the signature Jack Nicklaus golf course, this exceptional home captures breathtaking water views, unforgettable sunsets, luxury finishes, and an unparalleled lifestyle in one of North Barrington's most coveted neighborhoods. A grand, light-filled foyer welcomes you inside, where dual staircases create a dramatic first impression and set the tone for the elegant design found throughout the home. Completely remodeled in 2019, this thoughtfully crafted residence seamlessly blends sophistication, comfort, and functionality. Beautiful oak hardwood flooring, quartz and quartzite countertops, custom cherry cabinetry, and expansive living spaces provide an ideal setting for both everyday living and entertaining. The main level offers multiple gathering spaces, including two spacious living areas, each featuring its own fireplace, creating warm and inviting environments for relaxing or hosting guests. The stunning four-season sunroom serves as a year-round retreat, complete with a wet bar and sliding glass doors that open to the expansive deck, allowing effortless indoor-outdoor living while showcasing the home's picturesque surroundings. Designed for the serious home chef, the gourmet kitchen is truly exceptional. Two oversized islands-one offering abundant storage and the other designed for casual seating-anchor the space. Additional highlights include a Wolf cooktop, double ovens, two dishwashers, a water filtration system, and extensive cabinetry and prep space. Functionality is equally impressive with a beautifully updated mudroom conveniently located off the garage, leading directly into the first-floor laundry room. Two powder rooms on the main level provide added convenience for family and guests. Automatic shades throughout the home enhance both comfort and convenience. Upstairs, every bedroom features its own private ensuite bathroom, offering comfort and privacy for family and guests alike. The luxurious primary suite serves as a true retreat, complete with a spacious sitting room, California Closets, and a spa-inspired bath featuring a rain shower, separate soaking tub, and premium finishes. A second washer and dryer on the upper level add everyday convenience. The walkout lower level has been extensively updated and offers incredible versatility. Designed for both recreation and relaxation, this impressive space features a fireplace, wet bar, wine cooler, office, exercise room, expansive recreation areas, and a private fifth bedroom with a full ensuite bathroom. Recent improvements include new flooring, fresh paint, ceiling updates, and an opened floor plan completed in 2025. Outdoor living is equally extraordinary. Enjoy morning coffee, evening cocktails, or entertaining guests on the expansive deck overlooking tranquil water views and the rolling fairways beyond. The covered area beneath the deck creates an additional outdoor retreat perfect for relaxing, entertaining, or providing a shaded gathering space. Golf enthusiasts will appreciate the ability to practice their short game just steps from home while enjoying all the benefits of Wynstone's premier golf lifestyle. Notable updates include a DaVinci roof (2021), automatic shades (2021), electric fireplaces with updated controls (2021), Navien tankless water heaters (2021), California Closets (2021), additional insulation (2025), remodeled mudroom, garage entry, and laundry areas (2025), new stair runners (2025), multiple new interior and exterior doors (2025), and a 240V electric vehicle charging outlet installed in the garage (2026). Combining modern luxury, extensive updates, resort-style amenities, stunning water and golf course views, and unforgettable sunsets, 56 Hillburn Lane presents a rare opportunity to experience the very finest of Wynstone living!

56 Hillburn Lane, North Barrington
33 Ketterling Court, North Barrington
$1,625,000
5 Beds ⋅ 8 Baths ⋅ 12575034 MLS ⋅ CLOSED Status
Welcome to an extraordinary residence in the heart of Wynstone-the only Jack Nicklaus Signature Golf Course community in Illinois. Situated within the Barrington School District, this architectural masterpiece blends Old World craftsmanship with fresh, current finishes, offering over-the-top luxury and a lifestyle of refined comfort. A stately circular concrete driveway with paver accents leads to grand 12' arched double mahogany doors with leaded glass and iron knockers. Inside, the drama unfolds with a soaring staircase, stone tile floors, iron and etched glass chandelier, and custom white balusters with designer brass carpet rods-a truly impressive welcome. The home's interiors are rich with European-inspired millwork, yet carefully balanced with light, space, and modern upgrades. The private library showcases octagonal walls, circle-top windows, cherry built-ins, and true relief paneling. A 27' formal living room is anchored by a carved marble fireplace and features triple bay windows and art lighting. Entertain in style in the exquisite dining room adorned with burled columns, boxed niche with lighting, chair rail, and intricate plaster ceiling filigree. The powder room exudes charm with a carved vanity, sculpted tin sink, art alcove and designer fixtures. At the heart of the home, the showstopping great room boasts 17' ceilings with arched buttresses, mahogany columns, raised paneling, and an expansive two-story leaded glass window wall. Custom built-ins conceal a marble dry bar with lit display shelving, while the limestone fireplace and pocket doors with carved pediments reflect timeless elegance. The chef's kitchen by Insignia is a true standout: Grabill cherry cabinetry, SubZero, Thermador, and Bosch appliances, custom hood, and striking statement island with new white quartz and gold patina lighting. A second-tier quartz top serving island and adjacent breakfast room with French doors make everyday living and entertaining seamless. The spacious 20' bonus room off the kitchen is perfect for a catering setup, drop zone, homework center or casual dining space with a second fridge, side entry, window seat, and additional pantry storage. Upstairs, the north wing hosts a serene primary suite with coffered sitting room, boutique closet, and luxurious English-inspired bath featuring spiral columns, jetted tub, travertine shower, and dual vanity alcoves. Four additional ensuite bedrooms each offer custom finishes, large closets, and abundant light. The lower level is a lifestyle destination on its own: two spacious recreation areas, wet bar with dual beverage coolers, spacious office/hobby area, sauna, fitness studio with French doors, full bath, and oversized storage. Triple-zone HVAC, 400-amp service, Guardian generator, Pella windows, limestone sills, and a four-car garage with an isolated bay. Outdoor living shines with 100+ mature trees, a circular brick patio, expansive deck with gas line, and an octagonal gazebo with electric and fan. BRAND-NEW DA VINCI roof installed. Freshly painted interiors, hardwood floors throughout, and a complimentary one-year social membership to The Club at Wynstone complete this rare offering. This is luxury redefined-classic, refined, and ready for modern living.

33 Ketterling Court, North Barrington
25 Riderwood Road, North Barrington
$1,460,000
5 Beds ⋅ 5 Baths ⋅ 12654710 MLS ⋅ CLOSED Status
Nestled within the prestigious, gated community of Wynstone, home to the renowned Jack Nicklaus Signature Golf Course, this exceptional 6,714-square-foot estate offers an unparalleled blend of luxury, comfort, and timeless elegance. Featuring five spacious bedrooms and four full bathrooms plus one half bathroom, this thoughtfully designed residence is ideal for both everyday living and gracious entertaining. An elevator provides effortless access between levels, making the home perfectly suited for ease of living at every stage. A private in-law or guest suite offers exceptional flexibility for extended family, overnight guests, or live-in assistance while maintaining privacy and comfort. Designed to embrace its tranquil surroundings, the home showcases breathtaking water views from multiple rooms. The second-floor entertainment room opens to a private balcony overlooking the peaceful water, creating the perfect setting to unwind with morning coffee or evening sunsets. Expansive windows throughout the home fill the interiors with natural light while framing the picturesque landscape. Outdoor living is equally impressive, with a spacious paver patio and a screened porch that invite enjoyment of the serene setting. Whether hosting family gatherings, entertaining friends, or simply relaxing in nature, the outdoor spaces provide the perfect extension of the home. Life in Wynstone is more than just owning a beautiful home-it's embracing a premier lifestyle. Residents enjoy the security and privacy of a gated community surrounded by rolling hills, mature trees, sparkling lakes, and one of the Midwest's most celebrated private golf courses. Optional membership at The Club at Wynstone offers world-class golf, pickleball, tennis, swimming, dining, fitness, and an active social calendar, creating an extraordinary living experience just minutes from charming downtown Barrington, award-winning schools, Metra, shopping, and dining. This remarkable residence combines sophisticated design, versatile living spaces, and an unmatched lifestyle in one of Chicagoland's most coveted luxury communities.

25 Riderwood Road, North Barrington
132 N Wynstone Drive, North Barrington
$1,407,500
4 Beds ⋅ 5 Baths ⋅ 12601741 MLS ⋅ CLOSED Status
Welcome to this exceptional 4-bedroom, 4.1-bath residence located in the prestigious, gated Wynstone community, perfectly positioned with sweeping views of the 16th fairway of the renowned golf course. Step inside to a welcoming open foyer that sets the tone for the spacious interior. The bright and inviting living room is centered around a beautiful fireplace, creating a warm and cozy atmosphere ideal for relaxing or entertaining. A separate dining area offers an ideal setting for formal meals and special gatherings. The expansive kitchen is both stylish and practical, featuring ample cabinetry, generous counter space, and a large island with a breakfast bar. The kitchen flows seamlessly into the eating area, making it perfect for everyday living as well as hosting guests. The main-level primary bedroom provides a serene retreat, filled with natural light and offering generous space. The walk-in closet is designed for convenience and storage, while the luxurious ensuite bath features a double vanity, whirlpool tub, and a separate walk-in shower. Completing the first floor are a private office ideal for working from home, a convenient laundry area, a sunroom, and a well-appointed half bath. The upper level offers a private and versatile guest or in-law suite, complete with a spacious bedroom and its own ensuite bathroom. This level also includes a kitchenette, dining area, and comfortable sitting space, providing independence and flexibility for extended stays or multigenerational living. The finished lower-level walkout expands the living space significantly and is designed for both entertainment and relaxation. It features a large recreational area, a den, and a wet bar, making it an ideal setting for gatherings or movie nights. Two generously sized bedrooms are located on this level, each with its own private ensuite bathroom, offering comfort and privacy for family members or guests. Outdoor living is equally impressive, with a patio and balcony that allow you to take full advantage of the tranquil golf course views and beautifully landscaped surroundings.

132 N Wynstone Drive, North Barrington
no property photo
$1,210,000
5 Beds ⋅ 6 Baths ⋅ 12797824 MLS ⋅ CLOSED Status
Waterfront elegance meets timeless luxury in the prestigious gated Wynstone community. Perfectly positioned on a scenic waterfront lot overlooking the Jack Nicklaus Signature Golf Course, this exceptional residence offers over three finished levels of beautifully designed living space, featuring 5 bedrooms, 4 full bathrooms, 2 half bathrooms, and a 3-car attached garage. A dramatic two-story foyer welcomes you into a thoughtfully designed floor plan with rich hardwood flooring, formal living and dining rooms, and expansive windows that frame picturesque water views throughout the home. The inviting family room flows seamlessly into the spacious kitchen, complete with a center island, breakfast bar, abundant cabinetry, pantry, and a sunny breakfast area, creating the perfect space for everyday living and entertaining. Just beyond, the screened porch provides a peaceful retreat to enjoy your morning coffee or unwind while taking in the tranquil waterfront setting. The impressive first-floor office features soaring cathedral ceilings and inspiring water views, offering an ideal work-from-home space. Upstairs, all five bedrooms are conveniently located on one level, including the luxurious primary suite with walk-in closets, dual vanities, and a spa-inspired bath. A second-floor laundry room adds everyday convenience. The finished walkout lower level expands the home's living space with a sprawling recreation room, exercise room, bonus room, and generous storage/workshop area, providing endless possibilities for recreation, hobbies, and entertaining. Located within the highly sought-after Wynstone community, residents enjoy 24-hour gated security, championship golf, beautiful natural surroundings, and an unmatched North Barrington lifestyle. This is a rare opportunity to own a spectacular waterfront home in one of the area's most prestigious neighborhoods.

41 S Wynstone Drive, North Barrington
4 S Wynstone Drive, North Barrington
$1,125,000
4 Beds ⋅ 5 Baths ⋅ 12753618 MLS ⋅ CLOSED Status
Welcome to 4 S Wynstone Drive, an elegant residence nestled within the prestigious gated Wynstone community of North Barrington. Set on approximately 1.03 acres, this expansive home enjoys a truly exceptional golf course setting, with sweeping views overlooking the 1st, 9th, and 18th holes of the Wynstone Golf Club. The combination of beautiful views, generous living spaces, and an enviable location within the community creates a setting that is both private and convenient. A dual-entry driveway welcomes you to the property, while the home's location within Wynstone places you just moments from the clubhouse, swimming pool, tennis courts, practice range, and front gate. Enjoy easy access to the community's amenities while still experiencing the privacy and serenity of a spacious golf course property. Step inside to a dramatic two-story foyer accented by a graceful spiral staircase, setting the tone for the spacious and thoughtfully designed interior. At the front of the home, the living and dining rooms feature beautiful bay windows that fill the spaces with natural light. French doors throughout the home add an elegant architectural element while providing flexibility between living spaces. Generously sized living areas are designed for both everyday living and entertaining, with multiple fireplaces creating warmth and character throughout. The living room features an enclosed wet bar with a door that allows it to be closed off when not in use. Fireplaces are featured in both living rooms, the finished lower level, and the primary bedroom. The sunroom is a standout space, offering a peaceful retreat with sweeping golf course views overlooking the 1st, 9th, and 18th holes. A breakfast bar and pass-through window to the kitchen create an effortless connection between the spaces and make the sunroom ideal for both casual mornings and entertaining. The spacious primary suite is enhanced by a private balcony overlooking the golf course, providing a front-row view of the beautifully landscaped grounds and surrounding Wynstone setting. Every bedroom features its own ensuite bathroom and walk-in closet. The fifth bedroom, located in the finished basement, also includes an ensuite full bathroom, offering an ideal private retreat for guests. The finished lower level expands the home's living and recreation options with additional gathering space and a fireplace, providing flexibility for entertaining, relaxing, or hosting guests. Outdoors, the expansive grounds provide a serene backdrop for enjoying the natural surroundings and exceptional golf course views. The patio, updated in 2019, offers a wonderful setting for outdoor dining and entertaining while taking in the peaceful Wynstone landscape. Recent improvements include a new roof installed in May 2026, with the furnace, A/C, and water heater replaced in 2020. The dishwasher was replaced in 2019. Ideally positioned within Wynstone, 4 S Wynstone Drive offers the rare combination of stunning views of three signature golf course holes and immediate proximity to the clubhouse, swimming pool, tennis courts, practice range, and front entrance. Residents enjoy the privacy and security of a gated community surrounded by mature landscapes and beautiful homes, while remaining conveniently located near Barrington's shopping, dining, parks, and highly regarded schools. Experience the space, privacy, views, and exceptional convenience of life in one of North Barrington's sought-after communities.

4 S Wynstone Drive, North Barrington
10 Lakeside Lane, North Barrington
$962,500
3 Beds ⋅ 3 Baths ⋅ 12531075 MLS ⋅ CLOSED Status
Located within the prestigious gated Wynstone community offering 24 hour security, this highly sought-after semi-maintenance free, brick ranch with a three-car garage, located at 10 Lakeside Lane, offers refined single-level living with tranquil pond and waterfall views and exceptional potential. A rare opportunity in one of North Barrington's most desirable luxury neighborhoods, this home seamlessly blends timeless design with lifestyle flexibility. The elegant main level features 9' ceilings, 3 bedrooms and 2.5 bathrooms, enhanced by abundant natural light, and a thoughtfully flowing floor plan ideal for both everyday living and sophisticated entertaining. At the heart of the home is a refined kitchen with ample prep and gathering space, perfectly positioned for hosting and connected effortlessly to the main living areas and a private dining room for formal occasions with 16' ceilings. An unfinished walkout lower level with patio presents an extraordinary opportunity to create your own private oasis-whether a luxury lower-level retreat, home theater, wellness space, or extended living area-while maintaining direct access to the outdoors and serene water views. Residents enjoy the privacy, prestige, and natural beauty of this renowned Jack Nicklaus signature golf course community, just moments from upscale shopping, dining, and top-rated schools. 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.

10 Lakeside Lane, North Barrington
7 Dunhill Lane, North Barrington
$925,000
3 Beds ⋅ 4 Baths ⋅ 12730735 MLS ⋅ CLOSED Status
Welcome to 7 Dunhill Lane, an exceptional residence nestled within the prestigious Wynstone community of North Barrington. Thoughtfully designed with elegant architectural details and exceptional golf course views, this expansive home offers a sophisticated yet comfortable setting for everyday living and entertaining. The main level features beautiful hardwood flooring throughout and an impressive two-story family room with soaring windows that fill the space with natural light. A striking fireplace with custom built-ins on either side serves as the focal point of the room, while the adjoining sunroom and deck provide picturesque views of the golf course. A separate living room, accessed through French doors, offers an inviting retreat and features its own fireplace. Additional details throughout the main level include lit tray ceilings and recessed lighting, adding warmth and elegance to the home's timeless design. Upstairs, the spacious primary suite offers another fireplace surrounded by built-ins and a private balcony overlooking the golf course. The luxurious primary bath features a soaking jetted tub, expansive walk-in dual shower, and an incredible walk-in closet. Two additional bedrooms and a full bath complete the second level, with the second bedroom offering direct access to the shared full bath. The finished lower level provides exceptional additional living space, including a fourth bedroom, full bathroom, family room with fireplace and wet bar, cedar closet, exercise room, and ample storage. Convenient direct access to the basement from the garage adds functionality and ease of everyday living. Set within the sought-after Wynstone community, this remarkable home combines spacious interiors, refined finishes, multiple fireplaces, abundant natural light, and beautiful golf course views in a private and picturesque North Barrington setting.

7 Dunhill Lane, North Barrington
255 Indian Trail Road, North Barrington
$750,000
4 Beds ⋅ 4 Baths ⋅ 12728689 MLS ⋅ CLOSED Status
Tucked away on nearly 5 breathtaking wooded acres, this custom contemporary home offers a private, Northwoods inspired retreat where every day feels like a vacation. Designed to embrace its spectacular natural surroundings, the home is filled with oversized windows that blur the line between indoors and out, while soaring vaulted and beamed ceilings, skylights, striking stone accent walls, and multiple decks and patios create a truly one-of-a-kind living experience. Step inside to a dramatic living room that flows effortlessly into the spacious dining room, where glass doors open to an expansive screened porch, perfect for relaxing or entertaining while immersed in nature. The well-appointed kitchen features a center island, granite countertops, abundant maple cabinetry and workspace, and an adjoining eating area with direct access to the screened porch. Just beyond, the inviting family room is the heart of the home with a floor-to-ceiling brick fireplace, wet bar, shiplap accent wall, and access to the wraparound deck overlooking the heavily wooded landscape. Designed for everyday convenience, the oversized mudroom offers direct access to the attached three-car garage, while the laundry room and powder room complete the main level. Upstairs, a spacious loft-style sitting area provides the perfect flex space for a home office or reading retreat. The impressive primary suite is a true sanctuary, featuring soaring cathedral ceilings, a dramatic stone fireplace, and three sets of glass doors that open to a wraparound balcony with peaceful treetop views. The ensuite bath is filled with natural light from a skylight and offers a soaking tub, separate shower, and an oversized walk-in closet. Two additional bedrooms share a hall bath with floor-to-ceiling windows and a dual-sink vanity. The finished walkout lower level is designed for gathering and entertaining, showcasing a cedar plank ceiling, shiplap accent walls, cozy fireplace, wet bar, spacious recreation and game areas, an additional bedroom, and a full bath. Step outside to the deck or covered flagstone patio and take in the serenity of your own private wooded oasis. With its open, airy design, abundant natural light, and picturesque views from nearly every room, this exceptional North Barrington residence offers the perfect blend of contemporary architecture and year-round retreat living.

255 Indian Trail Road, North Barrington
44 W Indian Trail Road, Tower Lakes
$695,000
4 Beds ⋅ 4 Baths ⋅ 12638709 MLS ⋅ CLOSED Status
Nestled on 1.2 beautifully landscaped acres in Barrington, this welcoming country farmhouse offers the perfect blend of charm, comfort, and space for making lasting memories. Spend those summer days entertaining on the expansive deck and enjoying the private in-ground pool, while in winter savor cozy evenings gathered around the inglenook fireplace in the heart of the country kitchen. Designed for both connection and flexibility, the main floor features generous living spaces including a formal dining room, inviting library, sunroom, and private office - offering plenty of room for everyone to come together or spread out in comfort. With 4 spacious bedrooms and 3.5 baths, this home easily accommodates family and guests alike. The full basement offers abundant storage and exciting potential for additional finished living space. Finally there's a large attached 2.5 garage at the end of your long gated driveway. From the moment you step inside, this home radiates warmth and timeless character. Come experience the charm of Barrington country living for yourself.

44 W Indian Trail Road, Tower Lakes
25996 W Indian Trail Road, Barrington
$435,000
3 Beds ⋅ 2 Baths ⋅ 12728532 MLS ⋅ CLOSED Status
COUNTRY LIVING at it's best in Barrington! Enjoy the perfect blend of privacy, peace and convenience on over an acre of fully fenced land in beautiful unincorporated Barrington. Tucked away in a serene setting yet just minutes from Route 59, shopping, dining, and major roads, this charming 3-bedroom, 2-full-bath ranch offers comfortable one-level living with plenty of additional space. The full finished basement provides endless possibilities for a family room, recreation area, home office, gym, or guest space. Step outside onto the expansive deck and enjoy the beautifully landscaped grounds, colorful flower gardens, vegetable garden and multiple fruit trees. Additional highlights include a spacious workshop/storage area , shed, a whole-house gas generator, new roof, low taxes , Barrington 220 Schools and a large fenced yard offering privacy to enjoy the outdoors. Plenty of room to add kids' playground or a swimming pool! A rare opportunity to enjoy peaceful country living while staying conveniently close to everything Barrington and the surrounding area have to offer! Schedule your showing today and start living your best life! Sold As-Is.

25996 W Indian Trail Road, Barrington



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