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Nestled away on private acre of Woodley Road, this stunning whole house renovation of stately colonial by Benvenuti & Stein, with interior architecture and design by James Michael Howard, is a must see! Greeted by elegant entry with hand painted wood floor and pretty staircase. Oversized formal living room with lacquered ceiling and fireplace open to sunny sitting room with fireplace overlooking tranquil backyard. Formal dining room features hand painted walls and custom wood trim and opens to tasteful Butler's pantry with sink, SubZero beverage drawers, Scotsman ice maker, and Fisher Paykel dishwasher. Oversized gourmet white kitchen features custom cabinetry, Carrara marble countertops and backsplash, two sinks, huge island with wood countertop and breakfast bar, top of the line appliances including: SubZero refrigerator & freezer, SubZero beverage drawers, Wolf double oven, range and griddle, Wolf warming drawer, and Miele dishwasher. The kitchen opens to gorgeous family room with fireplace, built-ins, breakfast dining nook, and French doors to back patio. Rounding out the first floor you will find a tucked away office nook, lovely powder room, and handsome mud room with brick floors and custom lockers. Primary suite features attractive bedroom with en suite dual vanity bathroom with steam shower, separate soaking tub, water closet, and walk-in closet. Two bedrooms feature their own en suite bath. Two additional bedrooms share a lovely Jack and Jill bathroom. Upstairs also features an office or homework room and a back staircase. The finished basement has a huge recreation room with attractive built-ins, powder room, and a great built-in bar with ice maker, beverage fridge and kegerator, wine cellar, and laundry room. Three-car attached, heated garage, with built-in SubZero refrigerator and storage. The substantial yard was professionally landscaped by Mariani & Rosborough Partners. Backyard is an entertainer's dream with beautiful patio, built-in Viking grill, built-in all brick wood burning fireplace, golf hitting bay and cute storage shed. Come see this spectacular home and property!

5 Beds ⋅ 6 Baths ⋅ 12390887 MLS ⋅ CLOSED Status

Nestled away on private acre of Woodley Road, this stunning whole house renovation of stately colonial by Benvenuti & Stein, with interior architecture and design by James Michael Howard, is a must see! Greeted by elegant entry with hand painted wood floor and pretty staircase. Oversized formal living room with lacquered ceiling and fireplace open to sunny sitting room with fireplace overlooking tranquil backyard. Formal dining room features hand painted walls and custom wood trim and opens to tasteful Butler's pantry with sink, SubZero beverage drawers, Scotsman ice maker, and Fisher Paykel dishwasher. Oversized gourmet white kitchen features custom cabinetry, Carrara marble countertops and backsplash, two sinks, huge island with wood countertop and breakfast bar, top of the line appliances including: SubZero refrigerator & freezer, SubZero beverage drawers, Wolf double oven, range and griddle, Wolf warming drawer, and Miele dishwasher. The kitchen opens to gorgeous family room with fireplace, built-ins, breakfast dining nook, and French doors to back patio. Rounding out the first floor you will find a tucked away office nook, lovely powder room, and handsome mud room with brick floors and custom lockers. Primary suite features attractive bedroom with en suite dual vanity bathroom with steam shower, separate soaking tub, water closet, and walk-in closet. Two bedrooms feature their own en suite bath. Two additional bedrooms share a lovely Jack and Jill bathroom. Upstairs also features an office or homework room and a back staircase. The finished basement has a huge recreation room with attractive built-ins, powder room, and a great built-in bar with ice maker, beverage fridge and kegerator, wine cellar, and laundry room. Three-car attached, heated garage, with built-in SubZero refrigerator and storage. The substantial yard was professionally landscaped by Mariani & Rosborough Partners. Backyard is an entertainer's dream with beautiful patio, built-in Viking grill, built-in all brick wood burning fireplace, golf hitting bay and cute storage shed. Come see this spectacular home and property!

54 Woodley Road, Winnetka

$3,100,000

6 Beds ⋅ 7 Baths ⋅ 12570594 MLS ⋅ CLOSED Status

Winnetka

$2,750,000

Beautifully renovated lannon stone luxury residence steps from town, train and the lake. Enter through the grand center hall that leads to both the dining room with floor to ceiling windows and an inviting living room with wood burning fireplace and views of the lush yard. The renovated Chef's kitchen features custom cabinets, high-end appliances including a La Cornue range, double oven, beverage fridge, soapstone counters and a butcher block island with prep sink as well as a second stairway to the 2nd floor. The first floor is complemented by the perfect game room leading to a back patio and dramatically decorated library/office offering a perfect retreat that opens to a patio overlooking the expansive 6/10+ acre lot. Ascend to the second floor, where a beautiful brand new primary spa suite with soaking tub, separate shower, a spacious walk-in closet and a walk out deck. Three additional bedrooms, two sharing a Jack and Jill renovated bath, and one with a 2nd private renovated en-suite bath complete the second-floor living space. The third floor offers versatile updated finished space with a 5th bedroom, ideal for an additional office along with a family room and additional storage rooms. The beautifully renovated lower level space is perfect for family entertaining around the custom built-in bar space and wood-burning fireplace in the recreational room. Additional exercise room/play area, work room, wine closet, ample storage, updated powder room, and all new laundry area. The lush property boasts an expansive lawn with stone patios, outdoor fireplace complemented by a charming decorated gazebo screened porch with electric, a new shed. The 2-car attached and heated garage with new epoxy floors. Two new double exterior doors. New fireplace liners, flood control, 2 electrical panels, 2 new sump pumps with battery back ups, updated boiler auto-feeder and steam traps, Space Pac & 2 heat and A/C splits for the 3rd floor & basement water heater. New outdoor fireplace, shed, flagstone walkways, patio extensions, redwood fence, exterior lights, sprinkler system, copper gutters and asphalt driveway - all new. This home has been well maintained, updated and ready to move right in!

5 Beds ⋅ 5 Baths ⋅ 12503772 MLS ⋅ CLOSED Status

Beautifully renovated lannon stone luxury residence steps from town, train and the lake. Enter through the grand center hall that leads to both the dining room with floor to ceiling windows and an inviting living room with wood burning fireplace and views of the lush yard. The renovated Chef's kitchen features custom cabinets, high-end appliances including a La Cornue range, double oven, beverage fridge, soapstone counters and a butcher block island with prep sink as well as a second stairway to the 2nd floor. The first floor is complemented by the perfect game room leading to a back patio and dramatically decorated library/office offering a perfect retreat that opens to a patio overlooking the expansive 6/10+ acre lot. Ascend to the second floor, where a beautiful brand new primary spa suite with soaking tub, separate shower, a spacious walk-in closet and a walk out deck. Three additional bedrooms, two sharing a Jack and Jill renovated bath, and one with a 2nd private renovated en-suite bath complete the second-floor living space. The third floor offers versatile updated finished space with a 5th bedroom, ideal for an additional office along with a family room and additional storage rooms. The beautifully renovated lower level space is perfect for family entertaining around the custom built-in bar space and wood-burning fireplace in the recreational room. Additional exercise room/play area, work room, wine closet, ample storage, updated powder room, and all new laundry area. The lush property boasts an expansive lawn with stone patios, outdoor fireplace complemented by a charming decorated gazebo screened porch with electric, a new shed. The 2-car attached and heated garage with new epoxy floors. Two new double exterior doors. New fireplace liners, flood control, 2 electrical panels, 2 new sump pumps with battery back ups, updated boiler auto-feeder and steam traps, Space Pac & 2 heat and A/C splits for the 3rd floor & basement water heater. New outdoor fireplace, shed, flagstone walkways, patio extensions, redwood fence, exterior lights, sprinkler system, copper gutters and asphalt driveway - all new. This home has been well maintained, updated and ready to move right in!

205 Scott Avenue, Winnetka

$3,367,000

5 Beds ⋅ 7 Baths ⋅ 12487767 MLS ⋅ CLOSED Status

Winnetka

$1,925,000

Solid red-brick home on one of Winnetka's most beloved streets. Built in 2002, this beautifully proportioned home offers impressive ceiling height on every level and hardwood floors throughout, combining timeless craftsmanship with a bright, open layout perfectly suited for today's living. A welcoming covered front porch sets the tone, ideal for enjoying the charm and energy of the neighborhood. Inside, the home feels immediately airy and inviting, with an open floor plan and oversized windows that fill each space with natural light. Traditional details, like the classic fireplace with mantel and rich hardwood floors, pair seamlessly with the home's modern flow and sense of openness. The living room transitions effortlessly into a spacious and elegant dining room, making everyday living and entertaining feel both comfortable and refined. The chef's kitchen is thoughtfully designed with top-tier appliances, exceptional storage, and a large island that anchors the space with generous prep area and casual seating. It opens beautifully to the family room, featuring a second fireplace, custom built-ins, and direct access to an oversized screened porch-creating a true extension of the living space and an ideal setting for indoor/outdoor entertaining. Upstairs, the serene primary suite offers abundant space and light, along with another fireplace, walk-in closet and a spa-like bath complete with dual vanities, a soaking tub, and an oversized shower. Three additional bedrooms are all generously sized-one with an ensuite bath, and two sharing a large hall bathroom. A well-positioned second-floor laundry room with added storage makes daily life effortless. The finished basement adds even more versatility with two large recreation rooms, a full bath, and a second laundry area-perfect for a gym, playroom, media space, or additional lounge area. Outdoors, enjoy a bluestone patio and a professionally landscaped yard with irrigation and blooming perennials, offering both beauty and privacy. The attached garage includes two EV charging stations, and the porte cochere is both striking and practical-providing covered entry as you arrive through the side door. Fresh, subdued paint colors, updated lighting, and timeless finishes make this home move-in ready with outstanding long-term value. All of this just blocks from schools, parks, and the dining and shopping in Winnetka's charming village.

4 Beds ⋅ 5 Baths ⋅ 12539915 MLS ⋅ CLOSED Status

Solid red-brick home on one of Winnetka's most beloved streets. Built in 2002, this beautifully proportioned home offers impressive ceiling height on every level and hardwood floors throughout, combining timeless craftsmanship with a bright, open layout perfectly suited for today's living. A welcoming covered front porch sets the tone, ideal for enjoying the charm and energy of the neighborhood. Inside, the home feels immediately airy and inviting, with an open floor plan and oversized windows that fill each space with natural light. Traditional details, like the classic fireplace with mantel and rich hardwood floors, pair seamlessly with the home's modern flow and sense of openness. The living room transitions effortlessly into a spacious and elegant dining room, making everyday living and entertaining feel both comfortable and refined. The chef's kitchen is thoughtfully designed with top-tier appliances, exceptional storage, and a large island that anchors the space with generous prep area and casual seating. It opens beautifully to the family room, featuring a second fireplace, custom built-ins, and direct access to an oversized screened porch-creating a true extension of the living space and an ideal setting for indoor/outdoor entertaining. Upstairs, the serene primary suite offers abundant space and light, along with another fireplace, walk-in closet and a spa-like bath complete with dual vanities, a soaking tub, and an oversized shower. Three additional bedrooms are all generously sized-one with an ensuite bath, and two sharing a large hall bathroom. A well-positioned second-floor laundry room with added storage makes daily life effortless. The finished basement adds even more versatility with two large recreation rooms, a full bath, and a second laundry area-perfect for a gym, playroom, media space, or additional lounge area. Outdoors, enjoy a bluestone patio and a professionally landscaped yard with irrigation and blooming perennials, offering both beauty and privacy. The attached garage includes two EV charging stations, and the porte cochere is both striking and practical-providing covered entry as you arrive through the side door. Fresh, subdued paint colors, updated lighting, and timeless finishes make this home move-in ready with outstanding long-term value. All of this just blocks from schools, parks, and the dining and shopping in Winnetka's charming village.

983 Cherry Street, Winnetka

$1,925,000

Built in 2003 by Greystone Builders, this custom-designed stucco French Tudor residence blends timeless old-world craftsmanship with modern luxury. Offering 6 bedrooms and 7 baths, every detail has been thoughtfully curated to evoke warmth, character, and elegance throughout its gracious floor plan. Step inside to discover 10-foot coffered ceilings, rich crown moldings, arched doorways, and hardwood floors that set a tone of refined sophistication. Three distinctive fireplaces anchor inviting gathering spaces, each finished with decorative artistry. The gorgeous kitchen impresses with a grand island, breakfast bar, and custom glass cabinetry, opening to an entertainment-sized family room. French doors lead to a fenced deck overlooking a terraced backyard-perfect for al fresco entertaining. The south-facing primary suite is a serene retreat, featuring a graceful curved window alcove, two walk-in closets, and a spa-inspired bath complete with a Kohler whirlpool tub, deluxe steam shower, and heated floors. There are three additional bedrooms and two additional bathrooms on the second floor, along with the laundry room. The third floor has its own full bathroom, ideal as a 6th bedroom, playroom or fitness studio. The lower level is designed for relaxation and recreation, boasting a rec room with built-in surround sound, wet bar, refrigerator, fireplace, billiards room (pool table stays!), and guest suite with a private bath AND a separate powder room. Additional highlights include a large cedar walk-in closet, utility and storage rooms. Perfectly situated in a prime, family friendly neighborhood, just two blocks from the Metra, local shops, restaurants, and Hubbard Woods Park and playground-walk to beach and Graeter's ice cream (yum!)! A rare offering that blends architectural distinction, modern comfort, and a coveted location.

5 Beds ⋅ 7 Baths ⋅ 12504622 MLS ⋅ CLOSED Status

Built in 2003 by Greystone Builders, this custom-designed stucco French Tudor residence blends timeless old-world craftsmanship with modern luxury. Offering 6 bedrooms and 7 baths, every detail has been thoughtfully curated to evoke warmth, character, and elegance throughout its gracious floor plan. Step inside to discover 10-foot coffered ceilings, rich crown moldings, arched doorways, and hardwood floors that set a tone of refined sophistication. Three distinctive fireplaces anchor inviting gathering spaces, each finished with decorative artistry. The gorgeous kitchen impresses with a grand island, breakfast bar, and custom glass cabinetry, opening to an entertainment-sized family room. French doors lead to a fenced deck overlooking a terraced backyard-perfect for al fresco entertaining. The south-facing primary suite is a serene retreat, featuring a graceful curved window alcove, two walk-in closets, and a spa-inspired bath complete with a Kohler whirlpool tub, deluxe steam shower, and heated floors. There are three additional bedrooms and two additional bathrooms on the second floor, along with the laundry room. The third floor has its own full bathroom, ideal as a 6th bedroom, playroom or fitness studio. The lower level is designed for relaxation and recreation, boasting a rec room with built-in surround sound, wet bar, refrigerator, fireplace, billiards room (pool table stays!), and guest suite with a private bath AND a separate powder room. Additional highlights include a large cedar walk-in closet, utility and storage rooms. Perfectly situated in a prime, family friendly neighborhood, just two blocks from the Metra, local shops, restaurants, and Hubbard Woods Park and playground-walk to beach and Graeter's ice cream (yum!)! A rare offering that blends architectural distinction, modern comfort, and a coveted location.

1235 Scott Avenue, Winnetka

$1,995,000

4 Beds ⋅ 5 Baths ⋅ 12518751 MLS ⋅ CLOSED Status

Winnetka

$3,350,000

6 Beds ⋅ 7 Baths ⋅ 12538608 MLS ⋅ CLOSED Status

861 Bell Lane, Winnetka

$2,562,500

East Winnetka One-of-a-Kind Home with Private Beach Access. Tucked away on an exclusive private lane, this exceptional East Winnetka residence offers a rare opportunity to enjoy privacy and luxury at its finest. Recently renovated, 5 bedrooms, 3 baths + 2 half baths home seamlessly blends timeless elegance with modern sophistication, featuring premium finishes and meticulous attention to detail throughout. Step into the welcoming foyer, greeted by a bright and airy open-concept floor plan. The spacious living room is ideal for entertaining guests or enjoying quiet family moments. A stunning, newly updated family room features a newer fireplace and custom, built-in bookcases, creating a warm and inviting ambiance. Adjacent to the dining area, NanoWall 10'+ folding doors open to a beautiful patio, perfect for outdoor dining and relaxation. French doors lead into a heated floor cozy four-season room, filled with natural light and offering lake views. Currently used as a workout area, this flexible space can easily transform into a den, sunroom, office, or playroom. Upstairs, the primary suite is a serene sanctuary, blending timeless elegance with refined comfort. Enjoy the warmth of the fireplace, take in stunning lake views from two private balconies, or retreat to the wood-paneled sitting room-a peaceful space filled with natural light and breathtaking views, perfect for lingering over morning coffee or unwinding at your day's end. The second floor also features a newly designed laundry room, three generously sized bedrooms, and two fully renovated bathrooms. Beautifully refinished hardwood floors flow throughout the first and second levels, adding warmth and character! The third floor 5th bedroom offers a perfect space for teens or guests, featuring a large loft area, skylights, and an additional balcony, creating a bright and airy space for relaxation, study, or hobbies. The lower level is designed with both functionality and entertainment in mind. Enjoy a newly renovated media/recreation room with a beverage center featuring a sub-zero bar fridge, custom storage including a cedar closet, a renovated half bath, and an additional laundry room. A well-organized mudroom provides direct access to the attached two-car garage, while a heated driveway ensures convenience in all seasons. Curb appeal is unmatched, thanks to recent exterior upgrades that include new James Hardie plank siding, all-new balconies and decks designed by Airoom. The access to the private beach shared with just five homes on your lane-an exclusive escape only steps from your door. The rear yard is dedicated to a fully fenced-in dog run. This prime East Winnetka location is close to Lloyd Park, top-rated schools, charming downtown Winnetka, offering boutique shopping, cozy cafes, and minutes to the newly redesigned Plaza Del Lago featuring a collection of high-end, specialized shops. Offering unparalleled luxury, comfort, privacy, and a premier East Winnetka location, this home is truly one of a kind. Don't miss your chance to make this exceptional residence yours!

5 Beds ⋅ 5 Baths ⋅ 12532870 MLS ⋅ CLOSED Status

East Winnetka One-of-a-Kind Home with Private Beach Access. Tucked away on an exclusive private lane, this exceptional East Winnetka residence offers a rare opportunity to enjoy privacy and luxury at its finest. Recently renovated, 5 bedrooms, 3 baths + 2 half baths home seamlessly blends timeless elegance with modern sophistication, featuring premium finishes and meticulous attention to detail throughout. Step into the welcoming foyer, greeted by a bright and airy open-concept floor plan. The spacious living room is ideal for entertaining guests or enjoying quiet family moments. A stunning, newly updated family room features a newer fireplace and custom, built-in bookcases, creating a warm and inviting ambiance. Adjacent to the dining area, NanoWall 10'+ folding doors open to a beautiful patio, perfect for outdoor dining and relaxation. French doors lead into a heated floor cozy four-season room, filled with natural light and offering lake views. Currently used as a workout area, this flexible space can easily transform into a den, sunroom, office, or playroom. Upstairs, the primary suite is a serene sanctuary, blending timeless elegance with refined comfort. Enjoy the warmth of the fireplace, take in stunning lake views from two private balconies, or retreat to the wood-paneled sitting room-a peaceful space filled with natural light and breathtaking views, perfect for lingering over morning coffee or unwinding at your day's end. The second floor also features a newly designed laundry room, three generously sized bedrooms, and two fully renovated bathrooms. Beautifully refinished hardwood floors flow throughout the first and second levels, adding warmth and character! The third floor 5th bedroom offers a perfect space for teens or guests, featuring a large loft area, skylights, and an additional balcony, creating a bright and airy space for relaxation, study, or hobbies. The lower level is designed with both functionality and entertainment in mind. Enjoy a newly renovated media/recreation room with a beverage center featuring a sub-zero bar fridge, custom storage including a cedar closet, a renovated half bath, and an additional laundry room. A well-organized mudroom provides direct access to the attached two-car garage, while a heated driveway ensures convenience in all seasons. Curb appeal is unmatched, thanks to recent exterior upgrades that include new James Hardie plank siding, all-new balconies and decks designed by Airoom. The access to the private beach shared with just five homes on your lane-an exclusive escape only steps from your door. The rear yard is dedicated to a fully fenced-in dog run. This prime East Winnetka location is close to Lloyd Park, top-rated schools, charming downtown Winnetka, offering boutique shopping, cozy cafes, and minutes to the newly redesigned Plaza Del Lago featuring a collection of high-end, specialized shops. Offering unparalleled luxury, comfort, privacy, and a premier East Winnetka location, this home is truly one of a kind. Don't miss your chance to make this exceptional residence yours!

331 Sheridan Road, Winnetka

$950,000

4 Beds ⋅ 3 Baths ⋅ 12521856 MLS ⋅ CLOSED Status

Winnetka

$1,905,000

5 Beds ⋅ 5 Baths ⋅ 12526967 MLS ⋅ CLOSED Status

Winnetka

$1,500,000

One of East Winnetka's most coveted locations! Handsome brick Colonial with separate studio perfectly blends timeless character with modern updates. Fresh and bright with a circular floor plan and hardwood floors. Wonderful living and entertaining spaces: generous living & dining rooms, family room and an updated eat-in kitchen with bright white cabinetry, a cozy built-in breakfast area overlooking the back yard plus a walk-in pantry. Light-filled spaces throughout the 1st floor offer a warm and inviting atmosphere. Upstairs, 3 spacious bedrooms and 2 full baths, including a beautiful primary suite with walk-in closet and an updated bath. Lower level provides comfortable recreation space perfect for play or lounging plus great storage. Fabulous vaulted ceiling bonus room above the garage with heating, A/C, and gleaming floors-offers incredible flexibility as a home office, gym or creative studio. Enjoy outdoor living with a wonderful backyard, plus stone patio and fire pit-ideal for play, entertaining or quiet evenings. Over 3000SF of beautifully finished living space just steps from Greeley Elementary, New Trier, the Metra, the Village Green, and the beach. Truly, the best of East Winnetka living!

3 Beds ⋅ 3 Baths ⋅ 12499401 MLS ⋅ CLOSED Status

One of East Winnetka's most coveted locations! Handsome brick Colonial with separate studio perfectly blends timeless character with modern updates. Fresh and bright with a circular floor plan and hardwood floors. Wonderful living and entertaining spaces: generous living & dining rooms, family room and an updated eat-in kitchen with bright white cabinetry, a cozy built-in breakfast area overlooking the back yard plus a walk-in pantry. Light-filled spaces throughout the 1st floor offer a warm and inviting atmosphere. Upstairs, 3 spacious bedrooms and 2 full baths, including a beautiful primary suite with walk-in closet and an updated bath. Lower level provides comfortable recreation space perfect for play or lounging plus great storage. Fabulous vaulted ceiling bonus room above the garage with heating, A/C, and gleaming floors-offers incredible flexibility as a home office, gym or creative studio. Enjoy outdoor living with a wonderful backyard, plus stone patio and fire pit-ideal for play, entertaining or quiet evenings. Over 3000SF of beautifully finished living space just steps from Greeley Elementary, New Trier, the Metra, the Village Green, and the beach. Truly, the best of East Winnetka living!

305 Poplar Street, Winnetka

$1,995,000

This meticulously renovated and turn-key home offers a blend of exceptional design and tranquil privacy. Completely gutted and renovated in 2022, every corner of this three-story residence has been thoughtfully finished to suit modern living. The first floor welcomes you with a welcoming entrance hall that seamlessly connects to the family room, kitchen, dining, and living room - or an ideal first floor office- and opening up to stunning patio views. The kitchen is fabulous with its high, cathedral ceilings, a central island, custom cabinetry, and top-of-the-line appliances. Also on this floor are a private powder room, a spacious mudroom adjacent to the attached garage, and a large laundry room. Ascending the custom staircase to the second floor, you'll find four bedrooms and three full bathrooms. The primary suite is a romantic retreat with serene views, a luxurious bath, and a generous walk-in closet. Three additional bedrooms, two with en suite bathrooms, round out this level. The versatile third floor offers a perfect escape, whether as a hangout spot, a large office, or a guest suite complete with a full bath. Outside, the expansive 61 x 170 lot provides ample play space, while the patio serves as a serene setting for relaxation or entertaining. Conveniently located just steps from Lake Michigan, nearby schools,(Greeley and New Trier), the Indian Hill train stop, and the bike path, this home is truly a dream come true.

4 Beds ⋅ 5 Baths ⋅ 12513222 MLS ⋅ CLOSED Status

This meticulously renovated and turn-key home offers a blend of exceptional design and tranquil privacy. Completely gutted and renovated in 2022, every corner of this three-story residence has been thoughtfully finished to suit modern living. The first floor welcomes you with a welcoming entrance hall that seamlessly connects to the family room, kitchen, dining, and living room - or an ideal first floor office- and opening up to stunning patio views. The kitchen is fabulous with its high, cathedral ceilings, a central island, custom cabinetry, and top-of-the-line appliances. Also on this floor are a private powder room, a spacious mudroom adjacent to the attached garage, and a large laundry room. Ascending the custom staircase to the second floor, you'll find four bedrooms and three full bathrooms. The primary suite is a romantic retreat with serene views, a luxurious bath, and a generous walk-in closet. Three additional bedrooms, two with en suite bathrooms, round out this level. The versatile third floor offers a perfect escape, whether as a hangout spot, a large office, or a guest suite complete with a full bath. Outside, the expansive 61 x 170 lot provides ample play space, while the patio serves as a serene setting for relaxation or entertaining. Conveniently located just steps from Lake Michigan, nearby schools,(Greeley and New Trier), the Indian Hill train stop, and the bike path, this home is truly a dream come true.

335 Fairview Avenue, Winnetka

$726,000

Rarely available and beautifully updated, this mid-century modern gem is filled with light and sophisticated style. A wall of windows floods the home with sunshine, highlighting gleaming hardwood floors and open, airy spaces. The custom kitchen makes perfect use of every nook and cranny, combining smart design with timeless finishes. The spacious primary suite overlooks the front yard and features a walk-in closet and a luxurious marble-finished bath with walk-in shower and refined marble sink. A wonderful den or office serves as a versatile walkthrough to the second bedroom. The lower level offers additional living space for a family room, guest area, or workout room, along with laundry and ample storage. Custom window treatments, a one-car attached garage, and thoughtful details throughout make this home move-in ready. Light, design, and comfort-perfection truly lives here. Nestled in a wonderful neighborhood just moments from Hubbard Woods and downtown.

2 Beds ⋅ 3 Baths ⋅ 12499034 MLS ⋅ CLOSED Status

Rarely available and beautifully updated, this mid-century modern gem is filled with light and sophisticated style. A wall of windows floods the home with sunshine, highlighting gleaming hardwood floors and open, airy spaces. The custom kitchen makes perfect use of every nook and cranny, combining smart design with timeless finishes. The spacious primary suite overlooks the front yard and features a walk-in closet and a luxurious marble-finished bath with walk-in shower and refined marble sink. A wonderful den or office serves as a versatile walkthrough to the second bedroom. The lower level offers additional living space for a family room, guest area, or workout room, along with laundry and ample storage. Custom window treatments, a one-car attached garage, and thoughtful details throughout make this home move-in ready. Light, design, and comfort-perfection truly lives here. Nestled in a wonderful neighborhood just moments from Hubbard Woods and downtown.

943 Westmoor Road, Winnetka

$875,000

Discover an incredible opportunity to either construct a brand-new home or renovate this charming traditional residence situated on a picturesque half-acre lot. Step into the welcoming entrance hall, complete with a guest powder room and closet, leading to a spacious living room featuring a cozy fireplace and panoramic views of the property. The inviting dining room sits conveniently adjacent to both the kitchen and the family room, creating an ideal layout for entertaining. The kitchen is well-appointed with ample cabinets and counter space, including double ovens, a cooktop, refrigerator, and microwave. Enjoy meals in the delightful breakfast room, which flows seamlessly into the sunlit family room, offering access to the patio and yard. The first floor also hosts a versatile fifth bedroom with an ensuite bath, perfect for use as an office. The primary suite on the upper level boasts generous closet space and a private bath. Additionally, there are three more bedrooms and a hall bath on this floor. The basement is fully functional with a recreation room featuring a fireplace, a laundry area, mechanicals, and storage space. Additional features include a two-car attached garage, a garage storage room, and beautiful hardwood floors in three of the bedrooms. This home is being sold "as is".

5 Beds ⋅ 4 Baths ⋅ 12402232 MLS ⋅ CLOSED Status

Discover an incredible opportunity to either construct a brand-new home or renovate this charming traditional residence situated on a picturesque half-acre lot. Step into the welcoming entrance hall, complete with a guest powder room and closet, leading to a spacious living room featuring a cozy fireplace and panoramic views of the property. The inviting dining room sits conveniently adjacent to both the kitchen and the family room, creating an ideal layout for entertaining. The kitchen is well-appointed with ample cabinets and counter space, including double ovens, a cooktop, refrigerator, and microwave. Enjoy meals in the delightful breakfast room, which flows seamlessly into the sunlit family room, offering access to the patio and yard. The first floor also hosts a versatile fifth bedroom with an ensuite bath, perfect for use as an office. The primary suite on the upper level boasts generous closet space and a private bath. Additionally, there are three more bedrooms and a hall bath on this floor. The basement is fully functional with a recreation room featuring a fireplace, a laundry area, mechanicals, and storage space. Additional features include a two-car attached garage, a garage storage room, and beautiful hardwood floors in three of the bedrooms. This home is being sold "as is".

1288 Sunview Lane, Winnetka

$2,350,000

Storybook Cape Cod set on enchanting Apple Tree Road complete with that magical sidewalk to Crow Island School offers timeless comfort in a very special nook! Nestled on a lush half-acre lot with mature trees, a circular drive & attached 2-car garage accented by plantation shutter windows, this home radiates charm with fantastic curb appeal. Inside, the formal entry opens to a cozy wood-paneled office with a bay window overlooking all everyday activity. A sun-filled four-seasons room flows seamlessly into the inviting living room with marble surround where oversized windows frame panoramic views of the huge backyard. The central dining room connects the home's entertaining spaces, leading to the oversized family room with custom built-ins, WBFP and expansive floor to ceiling sliding doors to the entertaining patio & backyard oasis. The front-facing Chef's kitchen keeps you connected to the comings & goings of this special street, featuring granite c-tops, custom cabinetry, s/s appliances & island with breakfast bar seating. Eat-in dining space is ripe to be opened to family room for an open concept dining to great room. A second office/guest bedroom off the mudroom with laundry provides flexibility. Expansive 2nd floor with primary suite overlooking the lush backyard & boasts a walk-in closet with spa bath. Two additional bedrooms share a hall bath, while a fourth bedroom w/2nd staircase down is ideal for guests or an au pair. The lower level offers abundant recreation space, ample storage, and 2nd laundry room. Perfectly positioned steps to Crow Island, New Trier, and Loyola, this home delivers on location & North Shore lifestyle. Warm, welcoming, and brimming with even more ways to bring this home to a new level of luxury, 180 Apple Tree Road is ready for a touch of 2025 designer vision as you are already in the most premier A plus location as it's all here!

5 Beds ⋅ 4 Baths ⋅ 12488843 MLS ⋅ CLOSED Status

Storybook Cape Cod set on enchanting Apple Tree Road complete with that magical sidewalk to Crow Island School offers timeless comfort in a very special nook! Nestled on a lush half-acre lot with mature trees, a circular drive & attached 2-car garage accented by plantation shutter windows, this home radiates charm with fantastic curb appeal. Inside, the formal entry opens to a cozy wood-paneled office with a bay window overlooking all everyday activity. A sun-filled four-seasons room flows seamlessly into the inviting living room with marble surround where oversized windows frame panoramic views of the huge backyard. The central dining room connects the home's entertaining spaces, leading to the oversized family room with custom built-ins, WBFP and expansive floor to ceiling sliding doors to the entertaining patio & backyard oasis. The front-facing Chef's kitchen keeps you connected to the comings & goings of this special street, featuring granite c-tops, custom cabinetry, s/s appliances & island with breakfast bar seating. Eat-in dining space is ripe to be opened to family room for an open concept dining to great room. A second office/guest bedroom off the mudroom with laundry provides flexibility. Expansive 2nd floor with primary suite overlooking the lush backyard & boasts a walk-in closet with spa bath. Two additional bedrooms share a hall bath, while a fourth bedroom w/2nd staircase down is ideal for guests or an au pair. The lower level offers abundant recreation space, ample storage, and 2nd laundry room. Perfectly positioned steps to Crow Island, New Trier, and Loyola, this home delivers on location & North Shore lifestyle. Warm, welcoming, and brimming with even more ways to bring this home to a new level of luxury, 180 Apple Tree Road is ready for a touch of 2025 designer vision as you are already in the most premier A plus location as it's all here!

180 Apple Tree Road, Winnetka

$1,554,000

4 Beds ⋅ 5 Baths ⋅ 12516146 MLS ⋅ CLOSED Status

Winnetka

$599,000

Welcome to this sun-filled 2-bedroom, 2-bath penthouse condo in the highly desirable Winnetka Mews. With only two units per floor, this home offers rare privacy and a serene, tree-lined setting-just steps from town, shops, restaurants, grocery, and the train. The fantastic open floor plan features a spacious living room with a wood-burning fireplace, perfect for cozy evenings, and large windows that flood the space with natural light. A generous dining room overlooks the balcony and beautiful views, creating an inviting space for entertaining or everyday dining. The updated kitchen boasts crisp white cabinetry, an eat-in island, and ample storage-ideal for cooking and gathering with friends and family. Both bathrooms have been beautifully renovated with timeless finishes, while the entire condo has been freshly repainted in neutral tones and includes new engineered hardwood flooring in the dining area. The large primary suite features a walk-in closet and a stunning, redesigned bath. Additional highlights include in-unit laundry with a new washer and dryer, generous closet space throughout, and one garage parking space. Enjoy the perfect combination of comfort, style, and convenience in the heart of Winnetka-where everything you need is just a short walk away.

2 Beds ⋅ 2 Baths ⋅ 12500601 MLS ⋅ CLOSED Status

Welcome to this sun-filled 2-bedroom, 2-bath penthouse condo in the highly desirable Winnetka Mews. With only two units per floor, this home offers rare privacy and a serene, tree-lined setting-just steps from town, shops, restaurants, grocery, and the train. The fantastic open floor plan features a spacious living room with a wood-burning fireplace, perfect for cozy evenings, and large windows that flood the space with natural light. A generous dining room overlooks the balcony and beautiful views, creating an inviting space for entertaining or everyday dining. The updated kitchen boasts crisp white cabinetry, an eat-in island, and ample storage-ideal for cooking and gathering with friends and family. Both bathrooms have been beautifully renovated with timeless finishes, while the entire condo has been freshly repainted in neutral tones and includes new engineered hardwood flooring in the dining area. The large primary suite features a walk-in closet and a stunning, redesigned bath. Additional highlights include in-unit laundry with a new washer and dryer, generous closet space throughout, and one garage parking space. Enjoy the perfect combination of comfort, style, and convenience in the heart of Winnetka-where everything you need is just a short walk away.

630 Winnetka Mews Unit #402, Winnetka

$910,000

3 Beds ⋅ 3 Baths ⋅ 12508682 MLS ⋅ CLOSED Status

158 Woodland Avenue, Winnetka

$4,200,000

Stunning new construction transitional home with approximately 7,500 square feet of meticulously finished space, the home is located on one of the most picturesque streets in East Winnetka in an unbeatable location. The home is close to town, walking distance to the beach, schools and train. This home features 6 bedrooms, 7 full baths, a show room worthy kitchen with luxury appliances including Sub-Zero refrigerators and freezers, Wolf range, drawer style microwave, spacious walk-in pantry and custom cabinetry throughout. The finished lower level includes entertainment room with fireplace and TV, full size wet bar with an island, media room, Golf Simulator and Exercise room. Spacious finished third level is a great addition in the home that can be utilized for an Au Pair/nanny or make a phenomenal additional home office/guest room. The home is pre-wired for all your audio and visual needs in addition to security and smart home systems. This home is truly an entertainers dream! The Expansive backyard is the perfect size to create your personal oasis, plenty of space for a large pool and simply the space of your dreams. Agent has ownership interest, home is ready to be shown and is in the touch up/cleaning process. Some photos are of builders previous work.

5 Beds ⋅ 7 Baths ⋅ 12487218 MLS ⋅ CLOSED Status

Stunning new construction transitional home with approximately 7,500 square feet of meticulously finished space, the home is located on one of the most picturesque streets in East Winnetka in an unbeatable location. The home is close to town, walking distance to the beach, schools and train. This home features 6 bedrooms, 7 full baths, a show room worthy kitchen with luxury appliances including Sub-Zero refrigerators and freezers, Wolf range, drawer style microwave, spacious walk-in pantry and custom cabinetry throughout. The finished lower level includes entertainment room with fireplace and TV, full size wet bar with an island, media room, Golf Simulator and Exercise room. Spacious finished third level is a great addition in the home that can be utilized for an Au Pair/nanny or make a phenomenal additional home office/guest room. The home is pre-wired for all your audio and visual needs in addition to security and smart home systems. This home is truly an entertainers dream! The Expansive backyard is the perfect size to create your personal oasis, plenty of space for a large pool and simply the space of your dreams. Agent has ownership interest, home is ready to be shown and is in the touch up/cleaning process. Some photos are of builders previous work.

518 Elder Lane, Winnetka

$1,550,000

First Time on the Market - Coveted White Oak Lane Tucked away on a private 1/2 acre lot on one of Winnetka's most desirable private streets walkable to downtown Winnetka, train, schools, and Lake Michigan, this striking contemporary offers refined living in one of the North Shore's premier locations. For the retro enthusiast ...Designed by architect Bruce Johnson for the current owner, the home is a masterful expression of modern elegance, where innovative materials and meticulous craftsmanship create a seamless blend of form and function across 3,596 square feet.The sun-filled, open-concept main level with panoramic views and soaring vaulted ceilings is ideal for both relaxed family living and sophisticated entertaining. A cozy stylized "lounge" with Fireplace has open sight lines to 5 floor to ceiling windows with views of the spectacular grounds. The bright kitchen features an island, breakfast bar, stainless appliances, and opens to the dining and living spaces. The sought-after first-floor primary suite includes dual baths, spacious closets, and private views of the lush landscaped yard. A first-floor office (could be part of the primary suite, complete with sliding doors to the patio, could serve as a fourth bedroom with a full bath conveniently located across the hall. Upstairs, two private wings includes ensuite bedrooms with vaulted ceilings each open to private patios, with study/play rooms or storage attached. A special second-floor "crib"/playroom with fireplace open to the first floor living and views provides a perfect retreat. The expansive lower level (additional 1654 sq ft) impresses with a full second kitchen, media room, billiards room, and versatile recreation spaces for all ages-including room for a second office and/or gym. Additional highlights include a 2-car attached garage, updated mechanicals (HVAC 2025), security system, in-ground sprinkler system, gas grill hookup, beautifully landscaped private outdoor areas, central vacuum system and abundant basement storage. Recent upgrades include a new cedar roof (2024) and new driveway. Lovingly and meticulously maintained by its original owners, this exceptional home (vintage 1978) contemporary design offers modern amenities, and an unbeatable location-walking distance to schools, parks, town and train.

4 Beds ⋅ 6 Baths ⋅ 12425900 MLS ⋅ CLOSED Status

First Time on the Market - Coveted White Oak Lane Tucked away on a private 1/2 acre lot on one of Winnetka's most desirable private streets walkable to downtown Winnetka, train, schools, and Lake Michigan, this striking contemporary offers refined living in one of the North Shore's premier locations. For the retro enthusiast ...Designed by architect Bruce Johnson for the current owner, the home is a masterful expression of modern elegance, where innovative materials and meticulous craftsmanship create a seamless blend of form and function across 3,596 square feet.The sun-filled, open-concept main level with panoramic views and soaring vaulted ceilings is ideal for both relaxed family living and sophisticated entertaining. A cozy stylized "lounge" with Fireplace has open sight lines to 5 floor to ceiling windows with views of the spectacular grounds. The bright kitchen features an island, breakfast bar, stainless appliances, and opens to the dining and living spaces. The sought-after first-floor primary suite includes dual baths, spacious closets, and private views of the lush landscaped yard. A first-floor office (could be part of the primary suite, complete with sliding doors to the patio, could serve as a fourth bedroom with a full bath conveniently located across the hall. Upstairs, two private wings includes ensuite bedrooms with vaulted ceilings each open to private patios, with study/play rooms or storage attached. A special second-floor "crib"/playroom with fireplace open to the first floor living and views provides a perfect retreat. The expansive lower level (additional 1654 sq ft) impresses with a full second kitchen, media room, billiards room, and versatile recreation spaces for all ages-including room for a second office and/or gym. Additional highlights include a 2-car attached garage, updated mechanicals (HVAC 2025), security system, in-ground sprinkler system, gas grill hookup, beautifully landscaped private outdoor areas, central vacuum system and abundant basement storage. Recent upgrades include a new cedar roof (2024) and new driveway. Lovingly and meticulously maintained by its original owners, this exceptional home (vintage 1978) contemporary design offers modern amenities, and an unbeatable location-walking distance to schools, parks, town and train.

275 White Oak Lane, Winnetka

$3,134,250

Just completed October 28th, this breezy, bright, and beautifully coastal new construction by one of the North Shore's premier builders captures the essence of modern beachy living. From the moment you arrive the sea salt blue shutters set the tone for what's inside: a sun-kissed sanctuary where craftsmanship meets coastal charm. Soaring ceilings, hand-beveled wide-plank white oak floors, Marvin windows, Ann Sacks tile, and layers of quartz and fine white marbles, all woven together with exquisite millwork and a refined, airy palette. Foyer opens to a coastal-inspired office wrapped in soft pale blue cabinetry and custom glass French doors. Formal dining room connects seamlessly to a fully outfitted butler's pantry, leading into the show-stopping Chef's kitchen-straight out of a Serena & Lily magazine. Thick white & light-veined quartz countertops, Visual Comfort pendants, custom cabinetry with polished brass accents, Thermador appliances and a soft blue island anchoring the room with seating for 5. Open-concept kitchen to family room centered around a black surround gas fireplace flanked by custom built-ins, bathe in sunlight through expansive floor-to-ceiling glass doors that open to the back patio and lush backyard. Mudroom with built in bench, gray and white checkered floors and sky-blue cabinetry and a designer level powder room complete this level. Second level with 4 ensuite bedrooms, each with its own beautifully tailored bath and fully built-out closets. Luxury primary suite a five-star retreat, featuring vaulted ceilings, large walk-in closet and a luxe white spa bath with dual vanities, walk-in shower, and soaking tub. Second level laundry room with double washer and dryer. Sun-drenched third floor offers endless versatility with bedroom, full bath, playroom, and office space. Fully loaded lower-level w/ a glass-enclosed gym with rubber flooring & mirrored walls, sleek wine cellar with custom racking and glass door, bedroom, full bath, and a large recreation room with custom media center and wet bar. This beachy new construction home delivers the ultimate living experience-a one-of-a-kind opportunity set in a prime Winnetka steps to it all!

5 Beds ⋅ 7 Baths ⋅ 12505224 MLS ⋅ CLOSED Status

Just completed October 28th, this breezy, bright, and beautifully coastal new construction by one of the North Shore's premier builders captures the essence of modern beachy living. From the moment you arrive the sea salt blue shutters set the tone for what's inside: a sun-kissed sanctuary where craftsmanship meets coastal charm. Soaring ceilings, hand-beveled wide-plank white oak floors, Marvin windows, Ann Sacks tile, and layers of quartz and fine white marbles, all woven together with exquisite millwork and a refined, airy palette. Foyer opens to a coastal-inspired office wrapped in soft pale blue cabinetry and custom glass French doors. Formal dining room connects seamlessly to a fully outfitted butler's pantry, leading into the show-stopping Chef's kitchen-straight out of a Serena & Lily magazine. Thick white & light-veined quartz countertops, Visual Comfort pendants, custom cabinetry with polished brass accents, Thermador appliances and a soft blue island anchoring the room with seating for 5. Open-concept kitchen to family room centered around a black surround gas fireplace flanked by custom built-ins, bathe in sunlight through expansive floor-to-ceiling glass doors that open to the back patio and lush backyard. Mudroom with built in bench, gray and white checkered floors and sky-blue cabinetry and a designer level powder room complete this level. Second level with 4 ensuite bedrooms, each with its own beautifully tailored bath and fully built-out closets. Luxury primary suite a five-star retreat, featuring vaulted ceilings, large walk-in closet and a luxe white spa bath with dual vanities, walk-in shower, and soaking tub. Second level laundry room with double washer and dryer. Sun-drenched third floor offers endless versatility with bedroom, full bath, playroom, and office space. Fully loaded lower-level w/ a glass-enclosed gym with rubber flooring & mirrored walls, sleek wine cellar with custom racking and glass door, bedroom, full bath, and a large recreation room with custom media center and wet bar. This beachy new construction home delivers the ultimate living experience-a one-of-a-kind opportunity set in a prime Winnetka steps to it all!

889 Cherry Street, Winnetka

$1,807,000

Welcome to 611 Ash street in East Winnetka! A true classic on an oversized 70x186 lot. Greeted by the large inviting porch, the circular floor-plan gives the house a wonderful flow! Large gracious sun-filled rooms through out. The pretty kitchen with a large butcher block island and amazing storage is open to the family room that has doors to the deck and landscaped yard. The pretty dining room opens up to the sun room. The front living room has a pretty fireplace and built ins. First floor also has an office or first floor bedroom with an en-suite full bath a pretty guest bath and mudroom. Second floor offers 4 bedrooms and 2 full baths and your second laundry. The large primary suite has a lovely bathroom with stand alone shower and soaking tub plus great his and her closets. Staircase up to a large unfinished attic that can easily be finished or used for storage. Full unfinished basement with laundry and lots storage. Perfect location to walk to town, train, schools, parks, beaches and Village Green. Extensive 2010-2012 renovations with new kitchen, family room expansion and beautiful new baths throughout. 2010 new roof, garage, windows, water service, plumbing and electric. Amazing storage throughout home. This is a gem.

4 Beds ⋅ 4 Baths ⋅ 12507234 MLS ⋅ CLOSED Status

Welcome to 611 Ash street in East Winnetka! A true classic on an oversized 70x186 lot. Greeted by the large inviting porch, the circular floor-plan gives the house a wonderful flow! Large gracious sun-filled rooms through out. The pretty kitchen with a large butcher block island and amazing storage is open to the family room that has doors to the deck and landscaped yard. The pretty dining room opens up to the sun room. The front living room has a pretty fireplace and built ins. First floor also has an office or first floor bedroom with an en-suite full bath a pretty guest bath and mudroom. Second floor offers 4 bedrooms and 2 full baths and your second laundry. The large primary suite has a lovely bathroom with stand alone shower and soaking tub plus great his and her closets. Staircase up to a large unfinished attic that can easily be finished or used for storage. Full unfinished basement with laundry and lots storage. Perfect location to walk to town, train, schools, parks, beaches and Village Green. Extensive 2010-2012 renovations with new kitchen, family room expansion and beautiful new baths throughout. 2010 new roof, garage, windows, water service, plumbing and electric. Amazing storage throughout home. This is a gem.

611 Ash Street, Winnetka

$1,400,000

Charming 5-Bedroom Stone & Brick Home on a Serene 1/2-Acre Lot. Tucked away on a quiet cul-de-sac in a highly sought-after neighborhood, this beautifully maintained multi-level residence offers over 4,500 square feet of comfortable living space. A circular drive and attached two-car garage welcome you to this rare offering, lovingly owned by one family since 1965. The gracious marble-floored entry features three closets and opens to a bright, flowing floor plan designed for both everyday living and entertaining. The light-filled kitchen includes an inviting eating area and opens to a sunroom overlooking the landscaped backyard. The dramatic step-down living room boasts a fireplace and expansive rear-yard views, seamlessly connecting to the formal dining room-ideal for gatherings and celebrations. A spacious family room with a second fireplace, wet bar, and walkout access to the backyard provides the perfect setting for relaxed living. A private office or study is conveniently located off the family room, perfect for remote work or quiet reading. A large laundry room completes the main level. Upstairs, you'll find four generous bedrooms and three full baths, along with a Primary Suite featuring a private bath, ample closet space, and a dedicated office or study area. Additional highlights include an unfinished basement and unfinished attic, offering abundant storage and potential for future expansion. This special home combines timeless character, flexible living space, and an unbeatable location-a rare opportunity not to be missed.

5 Beds ⋅ 5 Baths ⋅ 12502961 MLS ⋅ CLOSED Status

Charming 5-Bedroom Stone & Brick Home on a Serene 1/2-Acre Lot. Tucked away on a quiet cul-de-sac in a highly sought-after neighborhood, this beautifully maintained multi-level residence offers over 4,500 square feet of comfortable living space. A circular drive and attached two-car garage welcome you to this rare offering, lovingly owned by one family since 1965. The gracious marble-floored entry features three closets and opens to a bright, flowing floor plan designed for both everyday living and entertaining. The light-filled kitchen includes an inviting eating area and opens to a sunroom overlooking the landscaped backyard. The dramatic step-down living room boasts a fireplace and expansive rear-yard views, seamlessly connecting to the formal dining room-ideal for gatherings and celebrations. A spacious family room with a second fireplace, wet bar, and walkout access to the backyard provides the perfect setting for relaxed living. A private office or study is conveniently located off the family room, perfect for remote work or quiet reading. A large laundry room completes the main level. Upstairs, you'll find four generous bedrooms and three full baths, along with a Primary Suite featuring a private bath, ample closet space, and a dedicated office or study area. Additional highlights include an unfinished basement and unfinished attic, offering abundant storage and potential for future expansion. This special home combines timeless character, flexible living space, and an unbeatable location-a rare opportunity not to be missed.

1350 Westmoor Trail, Winnetka

$2,050,000

Sophisticated perfection on an extra wide lot in one of Winnetka's most picturesque neighborhoods! Breathtaking 5BR/4.1BA beauty immediately captivates with its stately facade, grand walk-up entrance and exceptional curb appeal. A seamless blend of comfortable elegance and contemporary refinement, every detail reflects thoughtful design and superior craftsmanship.A bold designer palette complemented by crown moldings, French doors, arched entryways, expansive windows, rich hardwood floors, custom wall coverings, and stunning light fixtures- all contributing to an effortlessly flowing layout. An elegant dining room flows into the butler's pantry and an exceptionally scaled eat-in kitchen/family room with a large center island, walk-in pantry and top of the line appliances. A sunlit breakfast area opens directly to the backyard and adjoins the "heart of the home" great room, anchored by a cozy, gas burning fireplace. The framed French doors lead to everyone's favorite : a newly installed spacious "outdoor room" and a gorgeous Red Spade backyard redesign. Upstairs, the serene primary suite serves as a luxurious retreat with a lofted ceiling, custom built-ins, a balcony, generous walk-in closet and beautiful spa bath with double sink vanity, Toto bidet, steam shower and radiant heated floors. Three additional bedrooms and two handsome baths plus second floor laundry provides ultimate convenience. An additional layer of living space in the lower level with an oversized recreation room, custom wet bar with sink, dishwasher and refrigeration, fabulous temperature-controlled wine cellar, exercise room/fifth bedroom and full bath - making this area ideal for entertaining or unwinding in style. Outside, the picturesque and private setting with exterior lighting, blue stone patios, grey composite decking, elegant brick paver accents, thoughtfully constructed field stone retaining walls and elevated landscape beds - all highlight the gorgeous and professionally curated landscape with mature trees and blooming perennials. Flawlessly maintained and thoughtfully upgraded with many incredible recent updates: furnace, AC, hot water heater, attic insulation, sump pump, whole house filtration system, plant watering system, outdoor lighting, fresh paint, restained hardwood floors and many more.... This spectacular, turnkey home in a fabulous walk to everything location - including town, train, schools and parks - truly, leaves nothing to be desired in this don't miss opportunity. Home not in the floor plain -see property disclosure and FEMA attachment explaining.

4 Beds ⋅ 5 Baths ⋅ 12488803 MLS ⋅ CLOSED Status

Sophisticated perfection on an extra wide lot in one of Winnetka's most picturesque neighborhoods! Breathtaking 5BR/4.1BA beauty immediately captivates with its stately facade, grand walk-up entrance and exceptional curb appeal. A seamless blend of comfortable elegance and contemporary refinement, every detail reflects thoughtful design and superior craftsmanship.A bold designer palette complemented by crown moldings, French doors, arched entryways, expansive windows, rich hardwood floors, custom wall coverings, and stunning light fixtures- all contributing to an effortlessly flowing layout. An elegant dining room flows into the butler's pantry and an exceptionally scaled eat-in kitchen/family room with a large center island, walk-in pantry and top of the line appliances. A sunlit breakfast area opens directly to the backyard and adjoins the "heart of the home" great room, anchored by a cozy, gas burning fireplace. The framed French doors lead to everyone's favorite : a newly installed spacious "outdoor room" and a gorgeous Red Spade backyard redesign. Upstairs, the serene primary suite serves as a luxurious retreat with a lofted ceiling, custom built-ins, a balcony, generous walk-in closet and beautiful spa bath with double sink vanity, Toto bidet, steam shower and radiant heated floors. Three additional bedrooms and two handsome baths plus second floor laundry provides ultimate convenience. An additional layer of living space in the lower level with an oversized recreation room, custom wet bar with sink, dishwasher and refrigeration, fabulous temperature-controlled wine cellar, exercise room/fifth bedroom and full bath - making this area ideal for entertaining or unwinding in style. Outside, the picturesque and private setting with exterior lighting, blue stone patios, grey composite decking, elegant brick paver accents, thoughtfully constructed field stone retaining walls and elevated landscape beds - all highlight the gorgeous and professionally curated landscape with mature trees and blooming perennials. Flawlessly maintained and thoughtfully upgraded with many incredible recent updates: furnace, AC, hot water heater, attic insulation, sump pump, whole house filtration system, plant watering system, outdoor lighting, fresh paint, restained hardwood floors and many more.... This spectacular, turnkey home in a fabulous walk to everything location - including town, train, schools and parks - truly, leaves nothing to be desired in this don't miss opportunity. Home not in the floor plain -see property disclosure and FEMA attachment explaining.

342 Rosewood Avenue, Winnetka

$2,100,000

A rare opportunity in the heart of Winnetka, a beautiful newer-construction brick and stone home offering timeless design, modern comfort, and impeccable quality on every level. Built in 2005 and freshly updated for today's lifestyle, this residence combines elegant craftsmanship with the convenience of move-in readiness. Set on a beautifully landscaped and fenced lot just moments from parks, schools, the Metra, and Winnetka's vibrant town center! Graceful arched entry, architectural roofline with a new roof (2025), and warm curb appeal. Bright, open floor plan enhanced by high ceilings, custom millwork, and expansive windows that fill each room with natural light. A refined living room (could also work as a home office), a formal dining room with designer Fortuny lighting, French doors leading to the front porch, and butler's pantry, and a stunning gourmet kitchen with large center island, professional-grade appliances, and adjacent breakfast area. The kitchen opens seamlessly to a spacious family room with fireplace and French doors leading to the private brick paver patio and yard perfect for entertaining and everyday living. A nice powder room and practical mudroom with built-ins complete the space. Upstairs, the serene primary suite features a fireplace, walk-in closet, and spa bath with carrara marble double vanity, jetted tub, steam shower, and private water closet. Three additional bedrooms offer generous space and fitted closets, including one with an en-suite bath and two sharing a hall bath. The full, finished lower level provides an additional layer of luxury and flexibility with a large recreation room, stone fireplace, full bar, custom wine room, paneled office, 5th BR/exercise bedroom, and full bath. Modern systems include built-in speakers with sound system, dual-zoned HVAC, 200+ amp electrical service, a security and sprinkler system, central vacuum, humidifier, and backup sump pump. The home also features a private gated driveway, two-car garage, and beautifully landscaped yard.

4 Beds ⋅ 5 Baths ⋅ 12499816 MLS ⋅ CLOSED Status

A rare opportunity in the heart of Winnetka, a beautiful newer-construction brick and stone home offering timeless design, modern comfort, and impeccable quality on every level. Built in 2005 and freshly updated for today's lifestyle, this residence combines elegant craftsmanship with the convenience of move-in readiness. Set on a beautifully landscaped and fenced lot just moments from parks, schools, the Metra, and Winnetka's vibrant town center! Graceful arched entry, architectural roofline with a new roof (2025), and warm curb appeal. Bright, open floor plan enhanced by high ceilings, custom millwork, and expansive windows that fill each room with natural light. A refined living room (could also work as a home office), a formal dining room with designer Fortuny lighting, French doors leading to the front porch, and butler's pantry, and a stunning gourmet kitchen with large center island, professional-grade appliances, and adjacent breakfast area. The kitchen opens seamlessly to a spacious family room with fireplace and French doors leading to the private brick paver patio and yard perfect for entertaining and everyday living. A nice powder room and practical mudroom with built-ins complete the space. Upstairs, the serene primary suite features a fireplace, walk-in closet, and spa bath with carrara marble double vanity, jetted tub, steam shower, and private water closet. Three additional bedrooms offer generous space and fitted closets, including one with an en-suite bath and two sharing a hall bath. The full, finished lower level provides an additional layer of luxury and flexibility with a large recreation room, stone fireplace, full bar, custom wine room, paneled office, 5th BR/exercise bedroom, and full bath. Modern systems include built-in speakers with sound system, dual-zoned HVAC, 200+ amp electrical service, a security and sprinkler system, central vacuum, humidifier, and backup sump pump. The home also features a private gated driveway, two-car garage, and beautifully landscaped yard.

520 Provident Avenue, Winnetka

$930,000

This bright and expanded east Winnetka bungalow is move-in ready and larger than meets the eye! It's a spacious 4-bed, 3-bath home with a main floor that features a large and sunny living room, separate dining room, updated eat-in kitchen, two bedrooms and a full bath. The sizeable second-floor primary bedroom has a sitting area where you can enjoy the treetop views. The sunny bathroom on this floor is complete with Carrara marble counters, two sink areas and a skylight. The second upstairs bedroom comfortably fits 2 twin beds or can be converted to an office or enormous walk-in closet to create a primary suite. Escape to the full, finished basement complete with multi-use rec room with built-in cabinets, a full bath, a laundry room with utility sink, table and storage. Easy exterior access from the basement and the kitchen to the fully fenced backyard shaded with oak trees, a charming brick paver patio, an architect-designed 2-car garage with windows and a window box and a perfectly sized yard. The garage attic serves all of your overflow storage needs and is accessed by pull down stairs. This lovely home is ideally located near Greeley Elem (2 blks), New Trier HS (4 blks), Metra (2 blks), park/playground (2 blks), Elder Beach (5 blks), and downtown (9 blks). *Broker owned*

4 Beds ⋅ 3 Baths ⋅ 12500953 MLS ⋅ CLOSED Status

This bright and expanded east Winnetka bungalow is move-in ready and larger than meets the eye! It's a spacious 4-bed, 3-bath home with a main floor that features a large and sunny living room, separate dining room, updated eat-in kitchen, two bedrooms and a full bath. The sizeable second-floor primary bedroom has a sitting area where you can enjoy the treetop views. The sunny bathroom on this floor is complete with Carrara marble counters, two sink areas and a skylight. The second upstairs bedroom comfortably fits 2 twin beds or can be converted to an office or enormous walk-in closet to create a primary suite. Escape to the full, finished basement complete with multi-use rec room with built-in cabinets, a full bath, a laundry room with utility sink, table and storage. Easy exterior access from the basement and the kitchen to the fully fenced backyard shaded with oak trees, a charming brick paver patio, an architect-designed 2-car garage with windows and a window box and a perfectly sized yard. The garage attic serves all of your overflow storage needs and is accessed by pull down stairs. This lovely home is ideally located near Greeley Elem (2 blks), New Trier HS (4 blks), Metra (2 blks), park/playground (2 blks), Elder Beach (5 blks), and downtown (9 blks). *Broker owned*

228 Poplar Street, Winnetka

$1,040,000

Sold before processing

4 Beds ⋅ 3 Baths ⋅ 12548260 MLS ⋅ CLOSED Status

Sold before processing

1409 Asbury Avenue, Winnetka

$575,000

Wonderful right-size home in the heart of Winnetka...just steps from town, train, library and schools. First floor features a handsome living room with fireplace and sliding doors to the private, walled patio; a bright and white kitchen with roomy eating area, also with sliding glass doors that open to the patio plus a conveniently located 1st floor powder room. The second floor offers a primary bedroom with large windows overlooking the patio, dressing area and large closet space. Two additional bedrooms and a full bath (recently updated) are also located on the first floor. All flooring on the 1st and 2nd floors is hardwood. The lower level is partially finished and offers a play room/rec room, laundry room and loads of storage space. Outdoor parking for 1 car is steps from this unit. Updates include new roof (2023), new ac (2024), fresh paint (2025), new microwave (2024), resurfaced parking lot (2024), new exterior tuckpoint (2025). Well managed association in a 10+ convenient location!

3 Beds ⋅ 2 Baths ⋅ 12448472 MLS ⋅ CLOSED Status

Wonderful right-size home in the heart of Winnetka...just steps from town, train, library and schools. First floor features a handsome living room with fireplace and sliding doors to the private, walled patio; a bright and white kitchen with roomy eating area, also with sliding glass doors that open to the patio plus a conveniently located 1st floor powder room. The second floor offers a primary bedroom with large windows overlooking the patio, dressing area and large closet space. Two additional bedrooms and a full bath (recently updated) are also located on the first floor. All flooring on the 1st and 2nd floors is hardwood. The lower level is partially finished and offers a play room/rec room, laundry room and loads of storage space. Outdoor parking for 1 car is steps from this unit. Updates include new roof (2023), new ac (2024), fresh paint (2025), new microwave (2024), resurfaced parking lot (2024), new exterior tuckpoint (2025). Well managed association in a 10+ convenient location!

471 Linden Street, Winnetka

$2,175,000

Beautifully situated on beloved Indian Hill Road this pristine & well cared for 1-acre property is a true sanctuary. Surrounded by mature landscaping & tucked off the street, a sun-filled atrium foyer sets the tone for the bright interior & circular floor plan. The inviting office with custom built-ins and desk with thick granite & oversized picture window is the perfect perch to watch the seasons unfold. Step down into the transitional living room accented with custom bookshelves and transitional wood paneling seamlessly opens to a sun-drenched family room with skylights, WBFP, and sliding doors to the entertainment patio. Beautiful four-seasons room extends the living space & opens directly outdoors, and the ideal place for a game of Mahjong. Wet bar leads to the cheerful chef's kitchen with granite counters, bay window above the sink framing the fab backyard & breakfast room that opens to the patio for casual dining al fresco. The oversized dining room, with views of the front grounds, easily accommodates holidays with built-in storage and a serving station. Large laundry/mudrm, 2nd powder room, and attached 3 car garage. A cascading staircase introduces the massive primary suite with a bedroom, sitting room, wardrobe/makeup area, and bath. The spa bath offers a soaking tub, & lux shower. A second bright bedroom with sitting room doubles as an office. 3 additional bedrooms on this level one with a hall/ensuite bath and the other two share a Jack & Jill, all easily accessed by two staircases. Lower level w/half bath, recreation room, and abundant storage. Outside, the private yard is wrapped in a natural tree canopy and features a charming pond with a gentle waterfall, serene soundtrack for daily living. Cherished by one owner, this home presents an extraordinary opportunity to elevate & personalize this solidly built home. 43 is the perfect blank canvas as the right components for a rehab are already in place: 1 acre, privacy, solid house, interesting site lines, high ceilings and room to expand. This is a home run if you are ready to rehab and ideally just off Locust Road, offering quick access to top North Shore schools, shopping, and highways. Indian Hill gem!

4 Beds ⋅ 6 Baths ⋅ 12458963 MLS ⋅ CLOSED Status

Beautifully situated on beloved Indian Hill Road this pristine & well cared for 1-acre property is a true sanctuary. Surrounded by mature landscaping & tucked off the street, a sun-filled atrium foyer sets the tone for the bright interior & circular floor plan. The inviting office with custom built-ins and desk with thick granite & oversized picture window is the perfect perch to watch the seasons unfold. Step down into the transitional living room accented with custom bookshelves and transitional wood paneling seamlessly opens to a sun-drenched family room with skylights, WBFP, and sliding doors to the entertainment patio. Beautiful four-seasons room extends the living space & opens directly outdoors, and the ideal place for a game of Mahjong. Wet bar leads to the cheerful chef's kitchen with granite counters, bay window above the sink framing the fab backyard & breakfast room that opens to the patio for casual dining al fresco. The oversized dining room, with views of the front grounds, easily accommodates holidays with built-in storage and a serving station. Large laundry/mudrm, 2nd powder room, and attached 3 car garage. A cascading staircase introduces the massive primary suite with a bedroom, sitting room, wardrobe/makeup area, and bath. The spa bath offers a soaking tub, & lux shower. A second bright bedroom with sitting room doubles as an office. 3 additional bedrooms on this level one with a hall/ensuite bath and the other two share a Jack & Jill, all easily accessed by two staircases. Lower level w/half bath, recreation room, and abundant storage. Outside, the private yard is wrapped in a natural tree canopy and features a charming pond with a gentle waterfall, serene soundtrack for daily living. Cherished by one owner, this home presents an extraordinary opportunity to elevate & personalize this solidly built home. 43 is the perfect blank canvas as the right components for a rehab are already in place: 1 acre, privacy, solid house, interesting site lines, high ceilings and room to expand. This is a home run if you are ready to rehab and ideally just off Locust Road, offering quick access to top North Shore schools, shopping, and highways. Indian Hill gem!

43 Indian Hill Road, Winnetka

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