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Wynstone Homes

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  • /73

    $1,835,000

    • 4 Beds
    • 6 Baths
    • 6,962 Sq Ft

    1 Kensington Dr, North Barrington, IL 60010

    Extraordinary character is timeless, and this updated French Country estate, set on one of the premier streets within the gated community of Wynstone, epitomizes luxury living. This lifestyle community offers resort-style amenities including swimming, tennis, social events, and the acclaimed Jack Nicklaus Signature Golf Course. This custom residence, located in the highly regarded Barrington 220

    Constance Y. Antoniou Jameson Sotheby's International Realty

    1 Kensington Dr, North Barrington, IL 60010
  • /2

    $1,200,000 Sold Sep 15, 2025

    • 4,008 Sq Ft
    • $299/SF
    • 14 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1994

    60 S Wynstone Dr, North Barrington, IL 60010

    Welcome to this exquisite, updated English brick and cedar residence, gracefully positioned on an elevated lot offering panoramic views of the Signature Jack Nicklaus Wynstone par 3 fourth hole. A new circular driveway warmly greets you at the charming front veranda, setting the tone for the elegance within. This sun-drenched open floor plan is perfect for seamless entertaining, extending from

    Constance Y. Antoniou Jameson Sotheby's International Realty

    60 S Wynstone Dr, North Barrington, IL 60010
    • /3

      Est $2,348,493 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 11,445 Sq Ft

      12 Kensington Dr, North Barrington, IL 60010

      12 Kensington Dr, North Barrington, IL 60010
  • /86

    $2,250,000

    • 7 Beds
    • 9 Baths
    • 10,039 Sq Ft

    480 Miller Rd, North Barrington, IL 60010

    INCREDIBLY RARE OPPORTUNITY TO OWN YOUR OWN PRIVATE BOTANIC GARDEN WITH FIRST-FLOOR LIVING! - Welcome to the most spectacular estate in the Midwest. This expansive, awe-inspiring 10-acre gated and fenced compound boasts a primary residence, detached two-story 3-car garage with a 4th bay for a private golf cart, a separate gated service entrance driveway, guest house, party room building,

    Eugene Fu @properties Christie's International Real Estate

    480 Miller Rd, North Barrington, IL 60010
  • /34

    $715,000 Sold Sep 15, 2025

    • 3,198 Sq Ft
    • $224/SF
    • 113 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1998

    37 Graystone Ln, North Barrington, IL 60010

    BACK ON THE MARKET and sporting a BRAND-NEW ROOF for 2025 is this contemporary and fully modernized abode. It features not only 2 larger than average first floor BRs, but also 2 fully remodeled ensuite baths. Walk into this 4 BR 4 bath home and be greeted with soaring cathedral ceilings and a show-stopping, white-washed wood burning fireplace. There is also a den/office/flex room on the main

    Maria Wildoer Realty Executives Advance

    37 Graystone Ln, North Barrington, IL 60010
    • /69

      Est $821,008 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,113 Sq Ft

      21 Dunhill Ln, North Barrington, IL 60010

      21 Dunhill Ln, North Barrington, IL 60010
  • /72

    $1,900,000

    • 5 Beds
    • 7 Baths
    • 8,706 Sq Ft

    33 Aburdour Ct, Barrington, IL 60010

    Nestled on a private cul-de-sac within the prestigious gated community of Wynstone-home to the acclaimed Jack Nicklaus Signature Golf Course-this all-brick residence with a DaVinci roof has been thoughtfully updated to embody modern comfort and timeless functionality. Features include a whole-house water softener, upgraded RO drinking system, extended kitchen countertops with added seating, and

    Constance Y. Antoniou Jameson Sotheby's International Realty

    33 Aburdour Ct, Barrington, IL 60010
  • /3

    $850,000 Sold Sep 05, 2025

    • 3,577 Sq Ft
    • $238/SF
    • 5 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1989

    16 Graystone Ct, North Barrington, IL 60010

    Welcome to 16 Graystone Ct., a great semi-maintenance free residence in the prestigious gated Wynstone community of North Barrington. Ideally located near the Clubhouse, and offering effortless access to the pool and tennis courts for a true luxury living experience. Spanning 3,575 square feet, this meticulously designed home exudes elegance and comfort. The main level features rich pegged solid

    Constance Y. Antoniou Jameson Sotheby's International Realty

    16 Graystone Ct, North Barrington, IL 60010
    • /40

      Est $1,247,549 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 6,399 Sq Ft

      6 Piermont Dr, North Barrington, IL 60010

      6 Piermont Dr, North Barrington, IL 60010
  • /52

    $1,580,000

    • 4 Beds
    • 4.5 Baths
    • 6,200 Sq Ft

    132 N Wynstone Dr Unit W, North Barrington, IL 60010

    Designed by the talented and highly acclaimed architect, Ron McCormick. Iconic home situated on approximately 1.3 acres and overlooking the sweeping views of 16th fairway of Wynstone Golf Course. For those discriminating buyers desiring the finest of a unique custom built home with features including stone and woods incorporating the gorgeous oaks of outside and the contemporary oasis of the

    Ashley Kamins @properties Christie's International Real Estate

    132 N Wynstone Dr Unit W, North Barrington, IL 60010
  • /51

    $1,350,000 Sold Aug 29, 2025

    • 4,555 Sq Ft
    • $296/SF
    • 27 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1991

    12 Wynstone Way, North Barrington, IL 60010

    Welcome to 12 Wynstone Way, a beautifully crafted custom-built residence offered by the original owner and tastefully updated to suit today's lifestyle. This home is situated on over an acre of private land and located in the prestigious Club at Wynstone...a Jack Nicklaus Golf Community. This 5-bedroom, 4.1-bath home showcases a bright and sunny open floor plan. The exterior was completely

    Constance Y. Antoniou Jameson Sotheby's International Realty

    12 Wynstone Way, North Barrington, IL 60010
    • /77

      Est $1,097,839 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 4,591 Sq Ft

      4 Piermont Dr, North Barrington, IL 60010

      4 Piermont Dr, North Barrington, IL 60010
  • /84

    $1,350,000

    • 6 Beds
    • 6 Baths
    • 5,578 Sq Ft

    15 S Wynstone Dr, North Barrington, IL 60010

    Set on over an acre in the prestigious gated community of Wynstone-home to the renowned Jack Nicklaus Signature Golf Course-this brick and cedar residence combines timeless architecture with modern updates, including a DaVinci roof (2019). Truly a 3-story home, it offers exceptional space and versatility. Striking curb appeal is enhanced by a side-load 3-car garage and expanded driveway. The

    Constance Y. Antoniou Jameson Sotheby's International Realty

    15 S Wynstone Dr, North Barrington, IL 60010
  • /2

    $1,100,000 Sold Aug 04, 2025

    • 6,224 Sq Ft
    • $177/SF
    • 25 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1988

    15 Riderwood Rd, North Barrington, IL 60010

    Located in the gated community of Wynstone, this property is one you won't want to miss. This beautiful home boasts incredible green foliage throughout the property and is 2 minutes away from the Wynstone Golf Club. Walk through the front doors into the warm foyer with a toasty fireplace and beautiful staircase. The First floor offers a Great Room with fireplace and access to deck and backyard,

    Trevor Pauling john greene, Realtor

    15 Riderwood Rd, North Barrington, IL 60010
    • /49

      Est $834,265 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 3,150 Sq Ft

      112 Clubhouse Dr, North Barrington, IL 60010

      112 Clubhouse Dr, North Barrington, IL 60010
  • /65

    $1,400,000

    • 5 Beds
    • 6 Baths
    • 7,000 Sq Ft

    83 S Wynstone Dr, North Barrington, IL 60010

    Located in the prestigious gated community of Wynstone, home to the renowned Jack Nicklaus Signature Golf Course, this stone-exterior residence boasts a 2025 cedar shake roof, lush landscaping, a circular brick-paver driveway/entryway, and a 4.5 car garage-perfect for your car and golf cart. Inside, exceptional craftsmanship is evident in six fireplaces, custom millwork, elegant built-ins, and a

    Constance Y. Antoniou Jameson Sotheby's International Realty

    83 S Wynstone Dr, North Barrington, IL 60010
  • /49

    $1,150,000 Sold Aug 04, 2025

    • 5,364 Sq Ft
    • $214/SF
    • 85 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2001

    43 Candlewood Dr, North Barrington, IL 60010

    BACK ON THE MARKET! Stately all brick home has over 5300 sq feet of living & entertaining space! Drive up to the circular driveway accented by custom brick columns to walk up to the all brick alcove at the double wide front door. Walk into an airy two story foyer graced by a custom chandelier that highlights the roomy first floor open layout & marble floors. Great floor plan includes a formal

    Maria Wildoer Realty Executives Advance

    43 Candlewood Dr, North Barrington, IL 60010
    • /42

      Est $1,068,477 Not Listed For Sale

      • 3 Beds
      • 5 Baths
      • 3,922 Sq Ft

      39 Graystone Ln, North Barrington, IL 60010

      39 Graystone Ln, North Barrington, IL 60010
  • /41

    $950,000

    • 4 Beds
    • 4.5 Baths
    • 2,754 Sq Ft

    115 Red Wing Ln, North Barrington, IL 60010

    Nestled on a sprawling 1.5-acre lot in North Barrington, this stunning 5-bedroom, 4.5-bath home is situated within the highly acclaimed Barrington 220 School District. Impeccably maintained, the home features a beautifully landscaped yard complete with a storage shed, fire pit area, and an expansive multi-level deck ideal for entertaining. The finished walk-out basement adds incredible

    Michael Kelly Compass

    115 Red Wing Ln, North Barrington, IL 60010
  • /88

    $1,550,000 Sold Jul 28, 2025

    • 10,534 Sq Ft
    • $147/SF
    • 204 Days On Market
    • 4 Beds
    • 7 Baths
    • Built 2002

    239 Indian Trail Rd, Barrington, IL 60010

    Discover luxury living in this custom-built French Country masterpiece, nestled on a sprawling 2.46-acre private sanctuary. With over 10,000 square feet of exquisite living space, this opulent residence, crafted by renowned Harris Builders, promises an unparalleled lifestyle for discerning buyers. Step into a grand two-story foyer that sets the tone for elegance, leading to a sophisticated

    Anthony Reyes HomeSmart Connect LLC

    239 Indian Trail Rd, Barrington, IL 60010
    • /61

      Est $1,136,975 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,200 Sq Ft

      108 N Wynstone Dr Unit W, North Barrington, IL 60010

      108 N Wynstone Dr Unit W, North Barrington, IL 60010
  • /93

    $2,950,000

    • 5 Beds
    • 8 Baths
    • 12,875 Sq Ft

    51 Hillburn Ln, North Barrington, IL 60010

    Experience the Art of Living in a True Masterpiece. Nestled on 2.3 acres of lush greenery, this exceptional residence is one of the most remarkable homes behind the gates of the prestigious Wynstone community. Located in the highly acclaimed Barrington 220 School District, this estate seamlessly blends luxury and tranquility, offering a resort-like retreat within a vibrant country club setting.

    Constance Y. Antoniou Jameson Sotheby's International Realty

    51 Hillburn Ln, North Barrington, IL 60010
  • /2

    $1,219,000 Sold Jun 18, 2025

    • 6,079 Sq Ft
    • $201/SF
    • 5 Beds
    • 6 Baths
    • Built 1999

    11 Averill Ct, North Barrington, IL 60010

    Welcome to an exquisite sanctuary of elegance and tranquility at 11 Averill Court, nestled in the esteemed gated community of Wynstone in North Barrington. This distinctive residence offers an expansive 6,079 square feet of refined living space, complemented by a generous 50,965-square-foot lot, ensuring an unparalleled blend of privacy and serenity. Upon entering, you are greeted by the warmth

    Matthew Messel Compass

    11 Averill Ct, North Barrington, IL 60010
    • /48

      Est $1,469,426 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 8,385 Sq Ft

      116 N Wynstone Dr Unit W, North Barrington, IL 60010

      116 N Wynstone Dr Unit W, North Barrington, IL 60010
  • /86

    $2,850,000 Pending

    • 5 Beds
    • 8 Baths
    • 10,460 Sq Ft

    96 S Wynstone Dr, North Barrington, IL 60010

    Located in the acclaimed Wynstone community, this custom Orren Pickell design/build home on 2.1 acres is nestled on the 6th hole of the prestigious Jack Nicklaus Golf Course. Grand two-story entry greets you as you enter this light filled home with soaring vaulted ceilings, luxurious finishes and stylish details throughout. Elegant formal living room with an abundance of windows and breath-taking

    Constance Y. Antoniou Jameson Sotheby's International Realty

    96 S Wynstone Dr, North Barrington, IL 60010
  • /4

    $1,000,000 Sold Jun 18, 2025

    • 4,917 Sq Ft
    • $203/SF
    • 178 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1989

    24 S Wynstone Dr, North Barrington, IL 60010

    UPDATE: New neutral basement carpeting installed 3/17/25. Charming updated Cape Cod with a brick driveway, offering serene views of a private pond and the 2nd hole of the prestigious Club at Wynstone. The sought-after first-floor Primary Bedroom features a spacious custom closet and a neutral bathroom adorned with oil-rubbed bronze fixtures and cross-cut Mexican travertine marble. Relax in the

    Constance Y. Antoniou Jameson Sotheby's International Realty

    24 S Wynstone Dr, North Barrington, IL 60010
    • /66

      Est $1,439,660 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 8,070 Sq Ft

      118 N Wynstone Dr Unit W, North Barrington, IL 60010

      118 N Wynstone Dr Unit W, North Barrington, IL 60010
  • /57

    $1,099,000 Pre-Foreclosure

    • 4 Beds
    • 6 Baths
    • 4,539 Sq Ft

    12 Riderwood Rd, North Barrington, IL 60010

    Welcome to an exquisite Tudor-style residence nestled in the prestigious enclave of "Wynstone". Set on a sprawling 46,822 square foot corner lot, this architectural gem offers 4,539 square feet of refined living space. This home boasts 5 spacious bedrooms and 4 luxurious bathrooms plus 2 guest bathrooms, perfect for both comfort and privacy.The residence is graced with a sophisticated layout

    Rachel Hausman Compass

    12 Riderwood Rd, North Barrington, IL 60010
  • /35

    $1,250,000 Sold Jun 09, 2025

    • 6,085 Sq Ft
    • $205/SF
    • 19 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1998

    31 Riderwood Rd, North Barrington, IL 60010

    Welcome to The Pointe at Wynstone, a private peninsula of unparalleled beauty. As you pass through the stunning Jerome Cerny designed stone gatehouse and follow the charming paver brick road, you'll arrive at 31 Riderwood Rd.-a true retreat of elegance and tranquility. Step into the expansive foyer, where breathtaking views immediately capture your attention through the great room's soaring

    Matthew Messel Compass

    31 Riderwood Rd, North Barrington, IL 60010
    • /61

      Est $1,057,383 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,722 Sq Ft

      34 Castleton Ct, North Barrington, IL 60010

      34 Castleton Ct, North Barrington, IL 60010
  • /2

    $65,000 Sold May 30, 2025

    • Land
    • 1.14 Acres
    • $57,018 per Acre
    • 3,106 Days On Market

    121 N Wynstone Dr Unit W, North Barrington, IL 60010

    This stunning lot is located in the gated Jack Nicklaus golf community of Wynstone is one of the few lots left in Wynstone - design your dream home or spec home on this fantastic wooded site, with great elevation and side sloping topography! Located within a 750 acre luxury gated community that offers 24 hour security and plenty of activities for everyone in the family and at every stage of life.

    Constance Y. Antoniou Jameson Sotheby's International Realty

    121 N Wynstone Dr Unit W, North Barrington, IL 60010
    • /29

      Est $915,866 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,515 Sq Ft

      22 Lakeside Ln, North Barrington, IL 60010

      22 Lakeside Ln, North Barrington, IL 60010
  • /45

    $1,050,000 Sold May 30, 2025

    • 4,956 Sq Ft
    • $212/SF
    • 4 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2000

    45 Candlewood Dr, North Barrington, IL 60010

    This spectacular 4+1 bedroom, 4.1 bathroom brick home in the sought-after Wynstone community will impress from the moment you arrive! This home is unrivaled, with rare features that elevate both everyday living and entertaining alike, and with almost 5,000 square feet of living space, plus an additional 2,200 with the finished basement, there is room for everyone. The inviting foyer is anchored

    Amy De Rango Compass

    45 Candlewood Dr, North Barrington, IL 60010
    • /25

      Est $830,086 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,396 Sq Ft

      23 Lakeside Ln, North Barrington, IL 60010

      23 Lakeside Ln, North Barrington, IL 60010
  • /2

    $1,550,000 Sold May 21, 2025

    • 6,451 Sq Ft
    • $240/SF
    • 19 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1989

    74 Bexley Ct, North Barrington, IL 60010

    Welcome to 74 Bexley Court - a beautifully maintained, move-in ready home tucked away on a quiet cul-de-sac in the exclusive, gated Wynstone community. This residence blends timeless elegance with everyday comfort and functionality. As you enter, you're welcomed into a fabulous great room with soaring ceilings, a dramatic fireplace, an abundance of natural light - and a built-in bar, perfect for

    Constance Y. Antoniou Jameson Sotheby's International Realty

    74 Bexley Ct, North Barrington, IL 60010
    • /35

      Est $880,665 Not Listed For Sale

      • 7 Beds
      • 5.5 Baths
      • 4,092 Sq Ft

      27 Clarington Way, North Barrington, IL 60010

      27 Clarington Way, North Barrington, IL 60010
  • /80

    $1,050,000 Sold May 16, 2025

    • 4,804 Sq Ft
    • $219/SF
    • 4 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1999

    137 N Wynstone Dr, North Barrington, IL 60010

    Beautiful custom-built brick house that has both elegance and timeless design. It's a masterpiece showcasing high ceilings and soaring bright windows that usher in natural light, illuminating the newly painted interiors and newly finished hardwood floors. The custom craftsmanship is evident featuring custom built in shelving and cabinets throughout the house. The white kitchen graciously opens to

    Maria Metzler Baird & Warner

    137 N Wynstone Dr, North Barrington, IL 60010
    • /2

      Est $1,645,466 Not Listed For Sale

      • 4 Beds
      • 9 Baths
      • 11,462 Sq Ft

      126 N Wynstone Dr Unit W, North Barrington, IL 60010

      126 N Wynstone Dr Unit W, North Barrington, IL 60010
  • /55

    $1,705,000 Sold May 16, 2025

    • 14,092 Sq Ft
    • $121/SF
    • 113 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2005

    18 Hidden Brook Dr, North Barrington, IL 60010

    This home seamlessly combines timeless classic architecture with modern interior design elements, creating a harmonious blend of styles that offers both elegance and functionality. The property features artisan details, showcasing craftsmanship and attention to detail throughout the home. With a vast living space of 14,000 square feet, this residence provides plenty of room for various activities

    Matthew Messel Compass

    18 Hidden Brook Dr, North Barrington, IL 60010
    • /32

      Est $1,085,842 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 4,951 Sq Ft

      144 N Wynstone Dr Unit W, North Barrington, IL 60010

      144 N Wynstone Dr Unit W, North Barrington, IL 60010

Showing Results 1 - 40, Page 1 of 13

Home Trends in Wynstone, IL

Housing Trends

Median Sale Price
$1,150,000
Median Single Family Sale Price
$1,229,500
Average Price Per Sq Ft
$224
Number of Homes for Sale
9
Last 12 months Home Sales
27
Months of Supply
4.00
Median List Price
$1,250,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
0%
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