Antoinetteedmondsrealty.com Search Results

Set on approximately half an acre in sought-after Hubbard Woods, this five-bedroom + office, 4.1-bath home offers exceptional space, a versatile floor plan, and an outstanding North Shore location. The thoughtfully designed main level features a private office or living room, formal dining room, updated eat-in kitchen, and spacious family room overlooking the backyard, in-ground pool, oversized deck, and patio, perfect for gatherings with friends and family. A convenient mudroom provides direct access to the attached two-car garage. Upstairs are five bedrooms, an office and a dedicated laundry room, while the walk-up attic offers abundant storage and exciting potential for additional finished living space. Ready for its next chapter, the home presents a wonderful opportunity to update and personalize while enjoying a Hubbard Woods address rarely available at this price point-all within walking distance of the train, shops, and Winnetka schools.

5 Beds ⋅ 5 Baths ⋅ 12736036 MLS ⋅ CLOSED Status

Set on approximately half an acre in sought-after Hubbard Woods, this five-bedroom + office, 4.1-bath home offers exceptional space, a versatile floor plan, and an outstanding North Shore location. The thoughtfully designed main level features a private office or living room, formal dining room, updated eat-in kitchen, and spacious family room overlooking the backyard, in-ground pool, oversized deck, and patio, perfect for gatherings with friends and family. A convenient mudroom provides direct access to the attached two-car garage. Upstairs are five bedrooms, an office and a dedicated laundry room, while the walk-up attic offers abundant storage and exciting potential for additional finished living space. Ready for its next chapter, the home presents a wonderful opportunity to update and personalize while enjoying a Hubbard Woods address rarely available at this price point-all within walking distance of the train, shops, and Winnetka schools.

874 Boal Parkway, Winnetka

$2,050,000

An extraordinary Colonial offering timeless elegance, exceptional estate-like privacy, and breathtaking views along the 12th hole of the Winnetka Golf Course. Set on nearly one acre of beautifully landscaped grounds and positioned approximately 250 feet from the road, this property feels like a private retreat yet is just minutes from downtown Winnetka, the Metra, premier shopping, dining, and award-winning schools. Designed for both elegant entertaining and everyday living, the home features generously scaled rooms, hardwood floors throughout, and an inviting floor plan. The living room with fireplace and custom built-ins flows seamlessly into the formal dining room, while the sun-filled family room showcases sweeping golf course views. An updated kitchen with a spacious breakfast area anchors the home, and a first-floor den provides flexible space for a home office, library, or fifth bedroom. The primary suite is a private sanctuary with a fireplace, sitting area, outdoor deck, and stunning views. Thoughtfully renovated and maintained by the current owners, this exceptional home offers a bucolic setting, golf course walks and cross-country skiing outside its back door. Cherished by the same owners for the past 28 years, a true testament to the home's timeless appeal.

5 Beds ⋅ 3 Baths ⋅ 12703898 MLS ⋅ CLOSED Status

An extraordinary Colonial offering timeless elegance, exceptional estate-like privacy, and breathtaking views along the 12th hole of the Winnetka Golf Course. Set on nearly one acre of beautifully landscaped grounds and positioned approximately 250 feet from the road, this property feels like a private retreat yet is just minutes from downtown Winnetka, the Metra, premier shopping, dining, and award-winning schools. Designed for both elegant entertaining and everyday living, the home features generously scaled rooms, hardwood floors throughout, and an inviting floor plan. The living room with fireplace and custom built-ins flows seamlessly into the formal dining room, while the sun-filled family room showcases sweeping golf course views. An updated kitchen with a spacious breakfast area anchors the home, and a first-floor den provides flexible space for a home office, library, or fifth bedroom. The primary suite is a private sanctuary with a fireplace, sitting area, outdoor deck, and stunning views. Thoughtfully renovated and maintained by the current owners, this exceptional home offers a bucolic setting, golf course walks and cross-country skiing outside its back door. Cherished by the same owners for the past 28 years, a true testament to the home's timeless appeal.

1440 Tower Road, Winnetka

$2,350,000

This is the opportunity buyers wait for. An architecturally significant Hubbard Woods Georgian that could never be duplicated today for anywhere near this cost. Perfectly positioned on one of the neighborhood's most coveted cul-de-sac streets, this distinctive home showcases extraordinary vintage details paired with over $1.2 million in thoughtful renovations and infrastructure improvements. Step inside and right away feel the elegant original details with original black & white marble floors, leaded glass windows and doors, gorgeous plaster dining room ceiling, interior arched doors, and rich architectural beams. The gracious first floor offers seamless circular flow, featuring a stately step-down living room/great room with a French mantel fireplace and curved leaded bay windows overlooking the professionally landscaped front yard. Oversized dining room, ideal for entertaining, showcases arched French doors and a Benjamin Marshall-inspired cove-molded ceiling and Philip Jefferies wallpaper. Just completed, a beautifully subtle off-white Chef's kitchen highlighted by creamy-hued Ann Sacks glazed subway tile, Wolf stove accented by Ikat inlay marble backsplash & 2 sinks. Brand new breakfast room space with custom glass built-ins leads to new oversized mudroom with artistic tiled flooring striking the perfect balance of fun. Office with FP & original mosaic tile restores character. Stoic staircase with original wrought iron handrails leads to 3 spacious bedrooms centered around a gracious reception hallway with a continued staircase to the 3rd floor. Tailored primary suite with custom window treatments in Kravet fabric ties into the renovated classic marble spa bath. Two new en-suite baths for both of the other beds and an attic space plumbed and ready for another bed/playroom. Just completed in June 2026, a dug-out lower-level rec space with exceptional ceiling height and 4th bedroom and marble bath. Beyond the beautiful finishes, this home has been comprehensively upgraded with a new architectural shingle roof, all-new copper gutters and downspouts, a fully underpinned foundation with deep-dig basement, new Marvin oversized basement windows, new sewer line, upgraded electrical service with underground power, new water service, new boiler, EV charger, and extensive renovations throughout both the first and second floors. If new construction is not your thing...then get ready to be taken back to the beautiful world of character & charm with all the new must-have upgrades of today's living. This was a labor of love rehab that got short due to a relo situation, so stomp on this one to be the first owner to enjoy the completed regal renovation. Steps to Hubbard Woods Elementary, 8 min walk to train and all the boutique stores & restaurants in Hubbard Woods...so convenient & divine living!

3 Beds ⋅ 5 Baths ⋅ 12732091 MLS ⋅ CLOSED Status

This is the opportunity buyers wait for. An architecturally significant Hubbard Woods Georgian that could never be duplicated today for anywhere near this cost. Perfectly positioned on one of the neighborhood's most coveted cul-de-sac streets, this distinctive home showcases extraordinary vintage details paired with over $1.2 million in thoughtful renovations and infrastructure improvements. Step inside and right away feel the elegant original details with original black & white marble floors, leaded glass windows and doors, gorgeous plaster dining room ceiling, interior arched doors, and rich architectural beams. The gracious first floor offers seamless circular flow, featuring a stately step-down living room/great room with a French mantel fireplace and curved leaded bay windows overlooking the professionally landscaped front yard. Oversized dining room, ideal for entertaining, showcases arched French doors and a Benjamin Marshall-inspired cove-molded ceiling and Philip Jefferies wallpaper. Just completed, a beautifully subtle off-white Chef's kitchen highlighted by creamy-hued Ann Sacks glazed subway tile, Wolf stove accented by Ikat inlay marble backsplash & 2 sinks. Brand new breakfast room space with custom glass built-ins leads to new oversized mudroom with artistic tiled flooring striking the perfect balance of fun. Office with FP & original mosaic tile restores character. Stoic staircase with original wrought iron handrails leads to 3 spacious bedrooms centered around a gracious reception hallway with a continued staircase to the 3rd floor. Tailored primary suite with custom window treatments in Kravet fabric ties into the renovated classic marble spa bath. Two new en-suite baths for both of the other beds and an attic space plumbed and ready for another bed/playroom. Just completed in June 2026, a dug-out lower-level rec space with exceptional ceiling height and 4th bedroom and marble bath. Beyond the beautiful finishes, this home has been comprehensively upgraded with a new architectural shingle roof, all-new copper gutters and downspouts, a fully underpinned foundation with deep-dig basement, new Marvin oversized basement windows, new sewer line, upgraded electrical service with underground power, new water service, new boiler, EV charger, and extensive renovations throughout both the first and second floors. If new construction is not your thing...then get ready to be taken back to the beautiful world of character & charm with all the new must-have upgrades of today's living. This was a labor of love rehab that got short due to a relo situation, so stomp on this one to be the first owner to enjoy the completed regal renovation. Steps to Hubbard Woods Elementary, 8 min walk to train and all the boutique stores & restaurants in Hubbard Woods...so convenient & divine living!

1192 Chatfield Road, Winnetka

$1,520,000

***Build your dream home!!!*** Amazing opportunity in the East Winnetka neighborhood, tear down and build your forever home! Original 1913 home standing on 11,555 sf 70x165 Corner LOT. Prime Winnetka location, walking distance to lake, parks, school, Metra stop and downtown Winnetka. 'As-IS/Where-Is' Estate Sale.

5 Beds ⋅ 4 Baths ⋅ 12758782 MLS ⋅ CLOSED Status

***Build your dream home!!!*** Amazing opportunity in the East Winnetka neighborhood, tear down and build your forever home! Original 1913 home standing on 11,555 sf 70x165 Corner LOT. Prime Winnetka location, walking distance to lake, parks, school, Metra stop and downtown Winnetka. 'As-IS/Where-Is' Estate Sale.

590 Willow Road, Winnetka

$2,875,000

5 Beds ⋅ 10 Baths ⋅ 12739190 MLS ⋅ CLOSED Status

Winnetka

$925,000

Why would you rent at Winnetka One when you can OWN a beautiful 2 bed 1900 sq. ft. condo much bigger than a 2 bed unit right next door! One heated garage spot (#13) included with this beautifully renovated unit by notable North Shore Benvenuti & Stein with quality details and neutral finishes throughout. The entire space is finished with pristine engineered hardwood floors throughout main living areas & bedrooms which lifts the space beautifully. Formal entry with large coat closet opens to sun drenched great room with ample space for both living & dining. Custom wall of built-ins with display shelving and storage is ideal for office needs. B&S customized a fantastic eat-in kitchen with large breakfast bar island and cozy window bench area overlooking Oak street. Refined lightly stained maple cabinetry with RH hardware, brushed chrome faucets, Miele dishwasher, double oven, and Wolf induction cook-top w/custom hood. All is pulled seamlessly together with stainless steel appliances & layered with Cambria quartz counter tops. Huge, sun lit primary suite with large windows, and ensuite spa stone bath with large walk-in shower, Toto, soaking tub & floors outfitted in marble. 2nd bed is across from newer crisp stone bath with built-in vanity, walk-in shower, and custom glass tile inlay. This expansive unit boasts its own laundry room equipped with Bosch W/D, sink, custom cabinetry, countertop space for folding and extra supplies, and storage shelving. This third floor unit offers 48 inch wide hallways for ease of movement, pocket doors for maximum space, and a newer 3 zoned HVAC system allowing perfect zone control. Unit includes additional storage cage which is easily accessible in this well maintained building equipped with 2 large scale elevators. Bonus expansive back parking lot for your additional cars or guests which is ideal as this is right in downtown Winnetka. Recent 2026 building improvements include new roof, new entry security intercom, all halls/trim painted, and tuck-pointing (25/26). If you want to jump on the train, watch the huge music fest, grab lunch at Hometown, or just enjoy all that Winnetka offers this is a PRIME condo to buy! No rentals, No pets. Easy to show, vacant and can close ASAP.

2 Beds ⋅ 2 Baths ⋅ 12776924 MLS ⋅ CLOSED Status

Why would you rent at Winnetka One when you can OWN a beautiful 2 bed 1900 sq. ft. condo much bigger than a 2 bed unit right next door! One heated garage spot (#13) included with this beautifully renovated unit by notable North Shore Benvenuti & Stein with quality details and neutral finishes throughout. The entire space is finished with pristine engineered hardwood floors throughout main living areas & bedrooms which lifts the space beautifully. Formal entry with large coat closet opens to sun drenched great room with ample space for both living & dining. Custom wall of built-ins with display shelving and storage is ideal for office needs. B&S customized a fantastic eat-in kitchen with large breakfast bar island and cozy window bench area overlooking Oak street. Refined lightly stained maple cabinetry with RH hardware, brushed chrome faucets, Miele dishwasher, double oven, and Wolf induction cook-top w/custom hood. All is pulled seamlessly together with stainless steel appliances & layered with Cambria quartz counter tops. Huge, sun lit primary suite with large windows, and ensuite spa stone bath with large walk-in shower, Toto, soaking tub & floors outfitted in marble. 2nd bed is across from newer crisp stone bath with built-in vanity, walk-in shower, and custom glass tile inlay. This expansive unit boasts its own laundry room equipped with Bosch W/D, sink, custom cabinetry, countertop space for folding and extra supplies, and storage shelving. This third floor unit offers 48 inch wide hallways for ease of movement, pocket doors for maximum space, and a newer 3 zoned HVAC system allowing perfect zone control. Unit includes additional storage cage which is easily accessible in this well maintained building equipped with 2 large scale elevators. Bonus expansive back parking lot for your additional cars or guests which is ideal as this is right in downtown Winnetka. Recent 2026 building improvements include new roof, new entry security intercom, all halls/trim painted, and tuck-pointing (25/26). If you want to jump on the train, watch the huge music fest, grab lunch at Hometown, or just enjoy all that Winnetka offers this is a PRIME condo to buy! No rentals, No pets. Easy to show, vacant and can close ASAP.

Winnetka

$2,800,000

A rare Winnetka offering, this distinguished 1965 Hemphill-built Georgian residence showcases exceptional main-level living on a spectacular one-acre property. With a primary suite and two additional bedrooms on the first floor, the home embraces the ease of living predominantly on one level while retaining the scale, privacy and timeless North Shore architecture for which Hemphill homes are known. A classic red brick exterior creates a striking first impression, approached through a generous gravel courtyard. A columned bluestone entrance welcomes you into the gallery-sized travertine foyer, immediately establishing the grand scale and elegance found throughout the home. The dramatic step-down living room with fireplace offers an elegant setting for entertaining, while the formal dining room, with its handsome parquet floor, is equally suited to intimate dinners and larger gatherings. A formal powder room is conveniently located off the foyer. The richly paneled family room with bamboo flooring is warm and inviting, with a fireplace, wet bar and floor to ceiling built-in bookcases. The spacious kitchen, featuring a third fireplace, island, breakfast area and butler's pantry, brings wonderful character to the heart of the home and creates a natural gathering place for family and friends. The sunroom with slate floor provides a peaceful connection to the surrounding landscape. With three walls of windows and a distinctive built-in planter, the room is filled with natural light and offers wonderful views of the grounds, a perfect place to settle in with a book and watch the seasons change. The bedroom wing encompasses the primary suite with a large dressing room, doors opening directly to the bluestone patio and a bath with separate shower and tub and dual vanity. Two additional generously sized bedrooms share a full hall bath. A first-floor laundry/mud room adds everyday convenience, while a second powder room is thoughtfully positioned near the three-car garage which has an additional half bay for storage. Upstairs, a private suite offers remarkable flexibility with its own living area, bedroom, full bath and cedar closet making it ideal for guests, extended family or as a completely separate retreat. The home also has a large unfinished basement. The magnificent one-acre grounds, tucked into a quiet lane, are an integral part of the property. Towering mature trees and established landscaping create a remarkable sense of privacy and give the property the character that only comes with time. An expansive walled bluestone patio provides a beautiful extension of the home's living and entertaining spaces. A charming brick storage shed provides additional space for gardening, outdoor furnishings and seasonal storage. Ready for its next chapter, this special residence presents an increasingly rare opportunity - a remarkable property with the space, setting and flexibility to be thoughtfully personalized for its next generation of ownership. This is an estate sale and the home is being offered as-is.

4 Beds ⋅ 5 Baths ⋅ 12760634 MLS ⋅ CLOSED Status

A rare Winnetka offering, this distinguished 1965 Hemphill-built Georgian residence showcases exceptional main-level living on a spectacular one-acre property. With a primary suite and two additional bedrooms on the first floor, the home embraces the ease of living predominantly on one level while retaining the scale, privacy and timeless North Shore architecture for which Hemphill homes are known. A classic red brick exterior creates a striking first impression, approached through a generous gravel courtyard. A columned bluestone entrance welcomes you into the gallery-sized travertine foyer, immediately establishing the grand scale and elegance found throughout the home. The dramatic step-down living room with fireplace offers an elegant setting for entertaining, while the formal dining room, with its handsome parquet floor, is equally suited to intimate dinners and larger gatherings. A formal powder room is conveniently located off the foyer. The richly paneled family room with bamboo flooring is warm and inviting, with a fireplace, wet bar and floor to ceiling built-in bookcases. The spacious kitchen, featuring a third fireplace, island, breakfast area and butler's pantry, brings wonderful character to the heart of the home and creates a natural gathering place for family and friends. The sunroom with slate floor provides a peaceful connection to the surrounding landscape. With three walls of windows and a distinctive built-in planter, the room is filled with natural light and offers wonderful views of the grounds, a perfect place to settle in with a book and watch the seasons change. The bedroom wing encompasses the primary suite with a large dressing room, doors opening directly to the bluestone patio and a bath with separate shower and tub and dual vanity. Two additional generously sized bedrooms share a full hall bath. A first-floor laundry/mud room adds everyday convenience, while a second powder room is thoughtfully positioned near the three-car garage which has an additional half bay for storage. Upstairs, a private suite offers remarkable flexibility with its own living area, bedroom, full bath and cedar closet making it ideal for guests, extended family or as a completely separate retreat. The home also has a large unfinished basement. The magnificent one-acre grounds, tucked into a quiet lane, are an integral part of the property. Towering mature trees and established landscaping create a remarkable sense of privacy and give the property the character that only comes with time. An expansive walled bluestone patio provides a beautiful extension of the home's living and entertaining spaces. A charming brick storage shed provides additional space for gardening, outdoor furnishings and seasonal storage. Ready for its next chapter, this special residence presents an increasingly rare opportunity - a remarkable property with the space, setting and flexibility to be thoughtfully personalized for its next generation of ownership. This is an estate sale and the home is being offered as-is.

64 Locust Road, Winnetka

$806,000

Welcome to 711 Oak Street Unit 105, a spacious and beautifully appointed 3-bedroom, 2-bath residence in the heart of highly sought-after Winnetka. Offering a wonderful blend of comfort, style, and convenience, this inviting home features a thoughtfully designed floor plan with generous living spaces and plenty of natural light. The spacious living and dining areas provide the perfect setting for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while all three bedrooms provide excellent versatility for family, guests, or a home office. The primary suite features its own private bath and two walk in closets, creating a comfortable retreat. A second full bathroom conveniently serves the additional bedrooms and guests. One of the standout features of this first-floor residence is the ease and accessibility of condo living paired with an exceptional location. Enjoy the convenience of being just moments from downtown Winnetka, where charming local shops, restaurants, cafes, parks, and everyday amenities are right at your fingertips. As One Winnetka is quickly nearing completion, this location is truly in the heart of amazing new amenities. Experience everything the North Shore has to offer, including beautiful Lake Michigan beaches, the Winnetka Park District, Metra, access to downtown Chicago, and highly regarded New Trier Township schools. With three bedrooms, two full baths, and an unbeatable location in one of the North Shore's most desirable communities, 711 Oak Street Unit 105 is a wonderful opportunity to call Winnetka home.

3 Beds ⋅ 2 Baths ⋅ 12755424 MLS ⋅ CLOSED Status

Welcome to 711 Oak Street Unit 105, a spacious and beautifully appointed 3-bedroom, 2-bath residence in the heart of highly sought-after Winnetka. Offering a wonderful blend of comfort, style, and convenience, this inviting home features a thoughtfully designed floor plan with generous living spaces and plenty of natural light. The spacious living and dining areas provide the perfect setting for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, while all three bedrooms provide excellent versatility for family, guests, or a home office. The primary suite features its own private bath and two walk in closets, creating a comfortable retreat. A second full bathroom conveniently serves the additional bedrooms and guests. One of the standout features of this first-floor residence is the ease and accessibility of condo living paired with an exceptional location. Enjoy the convenience of being just moments from downtown Winnetka, where charming local shops, restaurants, cafes, parks, and everyday amenities are right at your fingertips. As One Winnetka is quickly nearing completion, this location is truly in the heart of amazing new amenities. Experience everything the North Shore has to offer, including beautiful Lake Michigan beaches, the Winnetka Park District, Metra, access to downtown Chicago, and highly regarded New Trier Township schools. With three bedrooms, two full baths, and an unbeatable location in one of the North Shore's most desirable communities, 711 Oak Street Unit 105 is a wonderful opportunity to call Winnetka home.

711 Oak Street Unit #105, Winnetka

$1,500,000

Experience effortless single-level living in the heart of Winnetka in this spacious three-bedroom, two-and-a-half-bath residence set within a sought-after boutique elevator building. Ideally located just moments from the village's restaurants, shops, library, Metra, and everyday conveniences, this exceptional home offers the rare combination of generous proportions, abundant natural light, and true walkability. A gracious foyer introduces the beautifully scaled interior, where a wall of west-facing windows fills the main living spaces with sunlight. The expansive living room is anchored by a gas fireplace, creating an inviting setting for both quiet evenings and sophisticated entertaining. A separate dining room overlooks the west-facing balcony and flows seamlessly into the bright eat-in kitchen.The impressive primary suite is a private sanctuary with large walk-in closet, second closet and a spacious bath featuring dual vanities, a whirlpool tub, and separate shower. Two additional bedrooms enjoy treetop views and share a full hall bath, while a powder room serves guests. Additional highlights include in-unit laundry, an extraordinary 9' x 9' private storage room, and two heated garage spaces. Offering exceptional space, light, privacy, and convenience in one of Winnetka's most desirable locations, this is a rare opportunity for refined, low-maintenance North Shore living.

3 Beds ⋅ 3 Baths ⋅ 12768282 MLS ⋅ CLOSED Status

Experience effortless single-level living in the heart of Winnetka in this spacious three-bedroom, two-and-a-half-bath residence set within a sought-after boutique elevator building. Ideally located just moments from the village's restaurants, shops, library, Metra, and everyday conveniences, this exceptional home offers the rare combination of generous proportions, abundant natural light, and true walkability. A gracious foyer introduces the beautifully scaled interior, where a wall of west-facing windows fills the main living spaces with sunlight. The expansive living room is anchored by a gas fireplace, creating an inviting setting for both quiet evenings and sophisticated entertaining. A separate dining room overlooks the west-facing balcony and flows seamlessly into the bright eat-in kitchen.The impressive primary suite is a private sanctuary with large walk-in closet, second closet and a spacious bath featuring dual vanities, a whirlpool tub, and separate shower. Two additional bedrooms enjoy treetop views and share a full hall bath, while a powder room serves guests. Additional highlights include in-unit laundry, an extraordinary 9' x 9' private storage room, and two heated garage spaces. Offering exceptional space, light, privacy, and convenience in one of Winnetka's most desirable locations, this is a rare opportunity for refined, low-maintenance North Shore living.

812 Oak Street Unit #202, Winnetka

$2,400,000

A rare expression of extraordinary North Shore living, this quintessential red-brick Colonial sits on a 100' x 175' double lot (.39 of an acre) on coveted Hill Terrace, one of Winnetka's prettiest private lanes, in an A+ walk-to-everything location. Designed by prolific architect Bertram A. Weber, this much-loved residence has been completely reimagined by its current owners, who've seamlessly married classic architecture with sophisticated, thoughtful updates (new Visual Comfort and Restoration Hardware lighting fixtures, new hardwood floors, new recessed lighting, new Emtek door hardware, new Sonos system, and new Graber custom window treatments, to name a few). A welcoming foyer with rich architectural moldings leads to the light-filled living room with gas fireplace and adjacent formal dining room. Cook's kitchen has Calacatta marble countertops, Sub-Zero paneled fridge and upgraded stainless steel appliances. The spacious family room boasts a wall of built-ins, two walls of windows, and a wet bar with GE Cafe refrigerator. Modernized attached screened porch and mudroom overlook the lush, professionally landscaped backyard with multiple patios, new oversized composite deck, newly expanded paver patio and walkway, new cedar fence, and vegetable garden with raised beds. A home office with a view and updated powder room complete the first floor. Upstairs, the serene primary suite has a walk-in and two additional closets leading to an oversized bath with cathedral ceilings, Jacuzzi tub, shower, and dual vanities. At the other end of the floor, the most incredible junior suite offers the versatility of a second primary, complete with walk-in closet, remodeled bath with dual vanities, and a private back staircase to the family room below. Two more bedrooms share a new RH hall bath. The finished lower level has a recreation room, exercise area, new bedroom, laundry room with new LG washer and dryer, full bath (expanded from half) and private entrance with ADT Bluetooth lock. The detached two-plus-car garage includes a dedicated shed/storage area and walk-up attic. Dual-zone heating and air conditioning, irrigation system and new exterior lighting. With just eight residences, Hill Terrace has a hidden-away, private cul-de-sac like setting, yet it's steps from the Green Bay Trail, top-rated schools (New Trier, Greeley Elementary, Faith, Hope and Charity, and North Shore Country Day all less than half a mile away), parks, lake, town and train, making 579 a True Treasure in the Heart of Winnetka!

4 Beds ⋅ 5 Baths ⋅ 12751307 MLS ⋅ CLOSED Status

A rare expression of extraordinary North Shore living, this quintessential red-brick Colonial sits on a 100' x 175' double lot (.39 of an acre) on coveted Hill Terrace, one of Winnetka's prettiest private lanes, in an A+ walk-to-everything location. Designed by prolific architect Bertram A. Weber, this much-loved residence has been completely reimagined by its current owners, who've seamlessly married classic architecture with sophisticated, thoughtful updates (new Visual Comfort and Restoration Hardware lighting fixtures, new hardwood floors, new recessed lighting, new Emtek door hardware, new Sonos system, and new Graber custom window treatments, to name a few). A welcoming foyer with rich architectural moldings leads to the light-filled living room with gas fireplace and adjacent formal dining room. Cook's kitchen has Calacatta marble countertops, Sub-Zero paneled fridge and upgraded stainless steel appliances. The spacious family room boasts a wall of built-ins, two walls of windows, and a wet bar with GE Cafe refrigerator. Modernized attached screened porch and mudroom overlook the lush, professionally landscaped backyard with multiple patios, new oversized composite deck, newly expanded paver patio and walkway, new cedar fence, and vegetable garden with raised beds. A home office with a view and updated powder room complete the first floor. Upstairs, the serene primary suite has a walk-in and two additional closets leading to an oversized bath with cathedral ceilings, Jacuzzi tub, shower, and dual vanities. At the other end of the floor, the most incredible junior suite offers the versatility of a second primary, complete with walk-in closet, remodeled bath with dual vanities, and a private back staircase to the family room below. Two more bedrooms share a new RH hall bath. The finished lower level has a recreation room, exercise area, new bedroom, laundry room with new LG washer and dryer, full bath (expanded from half) and private entrance with ADT Bluetooth lock. The detached two-plus-car garage includes a dedicated shed/storage area and walk-up attic. Dual-zone heating and air conditioning, irrigation system and new exterior lighting. With just eight residences, Hill Terrace has a hidden-away, private cul-de-sac like setting, yet it's steps from the Green Bay Trail, top-rated schools (New Trier, Greeley Elementary, Faith, Hope and Charity, and North Shore Country Day all less than half a mile away), parks, lake, town and train, making 579 a True Treasure in the Heart of Winnetka!

579 Hill Terrace, Winnetka

$1,600,000

Beautifully restored idyllic Victorian home expanded for today's living features a flexible floorplan with easy flow, generously sized rooms, dramatic ceiling heights, detailed millwork and plaster moldings, inlaid floors and an abundance of tall oversized windows. The lushly landscaped property highlighted by majestic oak trees is ideally located on a favorite east Winnetka street near lakefront beaches, shopping, restaurants, Metra, Greeley and New Trier East. The quintessential front porch welcomes you to sit and enjoy the view of the park-like lawn. The front entry opens to the foyer connecting the first floor rooms and a striking staircase. Grandly scaled great room sets the tone for the rest of the home, and offers a wonderful space for gathering and relaxing. The formal living and dining rooms echo the same gracious, comfortable style. An updated white kitchen with granite countertops has top appliances and opens to the family room with doors to the deck and paver patio. Second floor includes a stunning primary suite featuring a gorgeous bedroom filled with light, soaring ceilings, two walk-in closets, a luxurious spa bath and a lofted office above. Three additional bedrooms and two renovated baths complete this level. The third floor has treetop views, a bedroom, office and full bath. The lower level features a laundry room, playroom and storage. Very private back yard with two level deck and separate paver patio. Attached heated garage. Property sold "As- Is".

5 Beds ⋅ 5 Baths ⋅ 12711173 MLS ⋅ CLOSED Status

Beautifully restored idyllic Victorian home expanded for today's living features a flexible floorplan with easy flow, generously sized rooms, dramatic ceiling heights, detailed millwork and plaster moldings, inlaid floors and an abundance of tall oversized windows. The lushly landscaped property highlighted by majestic oak trees is ideally located on a favorite east Winnetka street near lakefront beaches, shopping, restaurants, Metra, Greeley and New Trier East. The quintessential front porch welcomes you to sit and enjoy the view of the park-like lawn. The front entry opens to the foyer connecting the first floor rooms and a striking staircase. Grandly scaled great room sets the tone for the rest of the home, and offers a wonderful space for gathering and relaxing. The formal living and dining rooms echo the same gracious, comfortable style. An updated white kitchen with granite countertops has top appliances and opens to the family room with doors to the deck and paver patio. Second floor includes a stunning primary suite featuring a gorgeous bedroom filled with light, soaring ceilings, two walk-in closets, a luxurious spa bath and a lofted office above. Three additional bedrooms and two renovated baths complete this level. The third floor has treetop views, a bedroom, office and full bath. The lower level features a laundry room, playroom and storage. Very private back yard with two level deck and separate paver patio. Attached heated garage. Property sold "As- Is".

555 Cherry Street, Winnetka

$2,956,000

4 Beds ⋅ 5 Baths ⋅ 12433803 MLS ⋅ CLOSED Status

438 Birch Street, Winnetka

$1,649,000

Enjoy an East Winnetka lifestyle on a beautifully landscaped expansive .3 acre all brick home in an ideal location, only blocks to Tower Road beach, Hubbard Woods/Winnetka shops and restaurants, schools, parks, and train. This sophisticated Georgian offering a great circular floorplan, grandly scaled rooms filled with natural light, fabulous outdoor spaces with a fully fenced yard, and an attached 2+-car garage, is perfect for seamless everyday living and entertaining. The welcoming foyer with a gracious staircase centers the home and opens to a spacious sunny living room with a gas log fireplace and handsome mantel. A comfortable family room with custom built-ins and oversized windows has panoramic vistas of the grounds and mature trees.The gourmet kitchen features custom cabinetry, high-end appliances, a large island with table seating, and a sitting area for play or relaxation with access to a private patio to enjoy al fresco dining and outdoor living. The elegant dining room is ideal for any size gathering. Upstairs the private primary includes a renovated ensuite bath and a large cedar lined walk-in custom closet. 3 additional generously sized bedrooms share a beautifully renovated hall bath with a double sink. The basement with laundry has abundant storage and awaits your design ideas. Hardwood flooring is under all carpeting. This is a great opportunity for a timeless East Winnetka home in a walk-to-all location.

4 Beds ⋅ 3 Baths ⋅ 12745759 MLS ⋅ CLOSED Status

Enjoy an East Winnetka lifestyle on a beautifully landscaped expansive .3 acre all brick home in an ideal location, only blocks to Tower Road beach, Hubbard Woods/Winnetka shops and restaurants, schools, parks, and train. This sophisticated Georgian offering a great circular floorplan, grandly scaled rooms filled with natural light, fabulous outdoor spaces with a fully fenced yard, and an attached 2+-car garage, is perfect for seamless everyday living and entertaining. The welcoming foyer with a gracious staircase centers the home and opens to a spacious sunny living room with a gas log fireplace and handsome mantel. A comfortable family room with custom built-ins and oversized windows has panoramic vistas of the grounds and mature trees.The gourmet kitchen features custom cabinetry, high-end appliances, a large island with table seating, and a sitting area for play or relaxation with access to a private patio to enjoy al fresco dining and outdoor living. The elegant dining room is ideal for any size gathering. Upstairs the private primary includes a renovated ensuite bath and a large cedar lined walk-in custom closet. 3 additional generously sized bedrooms share a beautifully renovated hall bath with a double sink. The basement with laundry has abundant storage and awaits your design ideas. Hardwood flooring is under all carpeting. This is a great opportunity for a timeless East Winnetka home in a walk-to-all location.

870 Prospect Avenue, Winnetka

$1,050,000

A rare opportunity on one of Winnetka's most beloved neighborhood streets. Welcome to 790 Foxdale Avenue, a charming Dutch Colonial offering timeless character, a wonderful sense of community and an exceptional location in the sought-after Greeley Elementary attendance area and New Trier High School district. Foxdale is more than just a beautiful tree-lined street-it's the kind of block where neighbors know one another, kids are often outside playing and spontaneous conversations happen at the end of the driveway. Longtime neighborhood traditions have included Flamingo Fridays, block parties and even a "Foxdale Float" in Winnetka's Fourth of July Parade. It's vibrant, welcoming and the kind of street that inspires people to say, "Foxdale-that's a fun block." This well taken care of home offers classic curb appeal with durable, low-maintenance composite siding and a newly fenced backyard. Step inside to hardwood floors, original architectural details and a surprisingly generous entry coat closet. The spacious living room features a marble fireplace with flanking built-ins, while the formal dining room flows into the kitchen with white cabinetry, stainless steel appliances and a charming breakfast nook overlooking the backyard-a perfect spot for morning coffee, casual meals or homework. Upstairs are three bedrooms, a full bath and a versatile bonus room adjoining one of the bedrooms. Currently used as a home office, this flexible space could also make a wonderful playroom, sitting room, nursery or creative retreat. The finished lower level provides additional recreation space, laundry and a workshop, while a playful hidden wine nook tucked along the stairway adds an unexpected bit of character. Outside, the private newly fenced backyard features a brick paver patio and built-in fire pit, creating an inviting setting for dining, entertaining and play. A two-car garage completes the property. Beautifully maintained and inviting as it stands, the home is also an ideal canvas for a buyer to add their own finishing touches and thoughtful cosmetic updates over time. Ideally located near downtown Winnetka, Hubbard Woods, Metra, the Green Bay Trail, parks, beaches and everything the village has to offer, 790 Foxdale presents an increasingly rare opportunity to enjoy a classic Winnetka home on a street known as much for its community as its location. Select images have been AI-rendered to help illustrate the home's amazing potential with cosmetic enhancements and are intended for visualization purposes only. Buyers and agents to verify all finishes and dimensions in person.

3 Beds ⋅ 2 Baths ⋅ 12743165 MLS ⋅ CLOSED Status

A rare opportunity on one of Winnetka's most beloved neighborhood streets. Welcome to 790 Foxdale Avenue, a charming Dutch Colonial offering timeless character, a wonderful sense of community and an exceptional location in the sought-after Greeley Elementary attendance area and New Trier High School district. Foxdale is more than just a beautiful tree-lined street-it's the kind of block where neighbors know one another, kids are often outside playing and spontaneous conversations happen at the end of the driveway. Longtime neighborhood traditions have included Flamingo Fridays, block parties and even a "Foxdale Float" in Winnetka's Fourth of July Parade. It's vibrant, welcoming and the kind of street that inspires people to say, "Foxdale-that's a fun block." This well taken care of home offers classic curb appeal with durable, low-maintenance composite siding and a newly fenced backyard. Step inside to hardwood floors, original architectural details and a surprisingly generous entry coat closet. The spacious living room features a marble fireplace with flanking built-ins, while the formal dining room flows into the kitchen with white cabinetry, stainless steel appliances and a charming breakfast nook overlooking the backyard-a perfect spot for morning coffee, casual meals or homework. Upstairs are three bedrooms, a full bath and a versatile bonus room adjoining one of the bedrooms. Currently used as a home office, this flexible space could also make a wonderful playroom, sitting room, nursery or creative retreat. The finished lower level provides additional recreation space, laundry and a workshop, while a playful hidden wine nook tucked along the stairway adds an unexpected bit of character. Outside, the private newly fenced backyard features a brick paver patio and built-in fire pit, creating an inviting setting for dining, entertaining and play. A two-car garage completes the property. Beautifully maintained and inviting as it stands, the home is also an ideal canvas for a buyer to add their own finishing touches and thoughtful cosmetic updates over time. Ideally located near downtown Winnetka, Hubbard Woods, Metra, the Green Bay Trail, parks, beaches and everything the village has to offer, 790 Foxdale presents an increasingly rare opportunity to enjoy a classic Winnetka home on a street known as much for its community as its location. Select images have been AI-rendered to help illustrate the home's amazing potential with cosmetic enhancements and are intended for visualization purposes only. Buyers and agents to verify all finishes and dimensions in person.

790 Foxdale Avenue, Winnetka

$1,360,000

Incredible opportunity to develop, customize, or thoughtfully renovate this traditional four-bedroom home situated on a picturesque half-acre lot backing directly to the Winnetka Golf Club on a quiet, tree-lined street. Whether you're envisioning a stunning custom new construction or transforming the existing residence into your dream home, this exceptional property offers endless possibilities in one of Winnetka's most desirable locations. The existing home features nearly 2,900 square feet of living space, an attached two-car garage, two main-level bedrooms, generous living and entertaining areas, and a partially finished basement with high ceilings that provides excellent expansion potential. Large windows throughout the home frame beautiful views of the golf course and fill the interior with natural light. The expansive backyard offers a rare combination of privacy, open green space, and breathtaking golf course settings, creating an ideal setting for outdoor entertaining or a future custom residence. All of this is just moments from award-winning schools, parks, downtown Winnetka, Metra, shopping, dining, and the lakefront. A truly rare opportunity to secure a premier half-acre homesite and bring your vision to life.

4 Beds ⋅ 3 Baths ⋅ 12699325 MLS ⋅ CLOSED Status

Incredible opportunity to develop, customize, or thoughtfully renovate this traditional four-bedroom home situated on a picturesque half-acre lot backing directly to the Winnetka Golf Club on a quiet, tree-lined street. Whether you're envisioning a stunning custom new construction or transforming the existing residence into your dream home, this exceptional property offers endless possibilities in one of Winnetka's most desirable locations. The existing home features nearly 2,900 square feet of living space, an attached two-car garage, two main-level bedrooms, generous living and entertaining areas, and a partially finished basement with high ceilings that provides excellent expansion potential. Large windows throughout the home frame beautiful views of the golf course and fill the interior with natural light. The expansive backyard offers a rare combination of privacy, open green space, and breathtaking golf course settings, creating an ideal setting for outdoor entertaining or a future custom residence. All of this is just moments from award-winning schools, parks, downtown Winnetka, Metra, shopping, dining, and the lakefront. A truly rare opportunity to secure a premier half-acre homesite and bring your vision to life.

1360 Sunview Lane, Winnetka

$3,160,000

Inspired by timeless French Eclectic architecture and impeccably built in 2007, this extraordinary residence offers an exceptional blend of architectural character, refined craftsmanship, and modern luxury. Ideally located just blocks from Lake Michigan, top-rated schools, parks, town, and train, the home sits on a beautifully landscaped lot designed for both elegant entertaining and everyday living. From the striking Stone and Limestone exterior and handsome front porch to the custom millwork, exquisite stonework, hardwood floors, and designer lighting throughout, every detail reflects thoughtful design and superior quality. Grand, light-filled living spaces include a chef's kitchen with premium finishes, a spacious family room, formal dining areas, and beautifully appointed private spaces ideal for work or relaxation. The luxurious primary suite is complemented by good sized secondary bedrooms and well-designed living areas across three finished levels. The fully finished lower level offers exceptional versatility with recreation spaces, an exercise room, additional bedroom suite, and spa-inspired amenities including a steam shower and dry sauna. Outdoors, professionally landscaped grounds create a private retreat featuring an inviting patio and lush lawn for seamless indoor-outdoor entertaining. Combining timeless architecture, exceptional craftsmanship, and an unparalleled location in one of the North Shore's most desirable neighborhoods, this remarkable home offers an extraordinary lifestyle defined by elegance, comfort, and enduring quality.

4 Beds ⋅ 5 Baths ⋅ 12693763 MLS ⋅ CLOSED Status

Inspired by timeless French Eclectic architecture and impeccably built in 2007, this extraordinary residence offers an exceptional blend of architectural character, refined craftsmanship, and modern luxury. Ideally located just blocks from Lake Michigan, top-rated schools, parks, town, and train, the home sits on a beautifully landscaped lot designed for both elegant entertaining and everyday living. From the striking Stone and Limestone exterior and handsome front porch to the custom millwork, exquisite stonework, hardwood floors, and designer lighting throughout, every detail reflects thoughtful design and superior quality. Grand, light-filled living spaces include a chef's kitchen with premium finishes, a spacious family room, formal dining areas, and beautifully appointed private spaces ideal for work or relaxation. The luxurious primary suite is complemented by good sized secondary bedrooms and well-designed living areas across three finished levels. The fully finished lower level offers exceptional versatility with recreation spaces, an exercise room, additional bedroom suite, and spa-inspired amenities including a steam shower and dry sauna. Outdoors, professionally landscaped grounds create a private retreat featuring an inviting patio and lush lawn for seamless indoor-outdoor entertaining. Combining timeless architecture, exceptional craftsmanship, and an unparalleled location in one of the North Shore's most desirable neighborhoods, this remarkable home offers an extraordinary lifestyle defined by elegance, comfort, and enduring quality.

654 Pine Street, Winnetka

$1,800,000

Nestled in an exceptional location, this beautifully appointed home offers the perfect combination of charm, comfort, and convenience. Just moments from vibrant downtown Winnetka, you'll enjoy easy access to outstanding restaurants, boutique shopping, the train station, and the beach-making it easy to embrace the very best of the community. Inside, the thoughtfully designed floor plan features spacious living areas ideal for both everyday living and entertaining. The inviting family room and elegant living room each showcase their own fireplace, creating warm and welcoming spaces to gather throughout the seasons. A delightful sunroom fills with natural light and provides the perfect place to relax, while the adjacent breakfast area offers a cozy setting for casual meals. The home includes four generously sized bedrooms and a spacious mudroom conveniently connected to the attached two-car garage, adding functionality to its timeless appeal. Outside, enjoy a wonderful outdoor living space with a beautifully fenced yard that offers privacy and plenty of room for play, gardening, or entertaining. With its unbeatable location, versatile layout, and exceptional amenities, this is a home that truly delivers the lifestyle today's buyers are looking for.

4 Beds ⋅ 3 Baths ⋅ 12683501 MLS ⋅ CLOSED Status

Nestled in an exceptional location, this beautifully appointed home offers the perfect combination of charm, comfort, and convenience. Just moments from vibrant downtown Winnetka, you'll enjoy easy access to outstanding restaurants, boutique shopping, the train station, and the beach-making it easy to embrace the very best of the community. Inside, the thoughtfully designed floor plan features spacious living areas ideal for both everyday living and entertaining. The inviting family room and elegant living room each showcase their own fireplace, creating warm and welcoming spaces to gather throughout the seasons. A delightful sunroom fills with natural light and provides the perfect place to relax, while the adjacent breakfast area offers a cozy setting for casual meals. The home includes four generously sized bedrooms and a spacious mudroom conveniently connected to the attached two-car garage, adding functionality to its timeless appeal. Outside, enjoy a wonderful outdoor living space with a beautifully fenced yard that offers privacy and plenty of room for play, gardening, or entertaining. With its unbeatable location, versatile layout, and exceptional amenities, this is a home that truly delivers the lifestyle today's buyers are looking for.

639 Lincoln Avenue, Winnetka

$2,401,000

An inviting front porch welcomes you to this custom home designed by Reynolds Architecture. Fresh interiors with designer finishes and details create the feel of this curated residence, reflecting a modern sensibility and balance of casual and formal living. The foyer showcases herringbone hardwood floors leading to all first floor rooms. Custom cabinetry lines the hall adjacent to the elegant white kitchen, which features an oversized island, new marble counters, Artistic Tile marble backsplash, Visual Comfort lighting, high end appliances, dining area and new French doors. The adjoining great room features a fireplace and wall of built-ins beneath a coffered ceiling and opens to the sun room featuring new Marvin windows overlooking the professionally landscaped yard, pond and patio. An elegant dining room provides ample space for entertaining. An unexpected upgrade is the elevator servicing all three levels offering a rare and genuine alternative to one floor living, without sacrificing scale or architectural interest. A convenient powder room and mud room with a walk-in closet complete the first floor. The second floor includes a spacious primary suite featuring an oversized walk-in custom closet. The primary spa bath with two separate vanities, separate shower, tub and heated floor offers an ideal retreat. Two additional generously sized bedrooms share the hall bath, one ensuite and one accessed from the hall. Additionally there is a bright second floor laundry room that offers abundant counter space, and a walk-in linen closet. The impressive lower level offers a fourth bedroom, an exercise room and a stunning family room with a wall of built-ins and huge windows. This home offers a fenced, professionally landscaped yard and pond, along with an oversized two car garage. Well scaled rooms and nine foot ceilings create a generous sense of space and ease, while extensive millwork, coffered ceilings, and custom trim work reflect a level of craftsmanship rarely found in newer construction. Thoughtful finishes are woven throughout, warm and refined, resulting in interiors that are both livable and quietly elevated. All this in a fabulous tree street location just a few blocks to restaurants, shops, train and schools.

3 Beds ⋅ 4 Baths ⋅ 12748077 MLS ⋅ CLOSED Status

An inviting front porch welcomes you to this custom home designed by Reynolds Architecture. Fresh interiors with designer finishes and details create the feel of this curated residence, reflecting a modern sensibility and balance of casual and formal living. The foyer showcases herringbone hardwood floors leading to all first floor rooms. Custom cabinetry lines the hall adjacent to the elegant white kitchen, which features an oversized island, new marble counters, Artistic Tile marble backsplash, Visual Comfort lighting, high end appliances, dining area and new French doors. The adjoining great room features a fireplace and wall of built-ins beneath a coffered ceiling and opens to the sun room featuring new Marvin windows overlooking the professionally landscaped yard, pond and patio. An elegant dining room provides ample space for entertaining. An unexpected upgrade is the elevator servicing all three levels offering a rare and genuine alternative to one floor living, without sacrificing scale or architectural interest. A convenient powder room and mud room with a walk-in closet complete the first floor. The second floor includes a spacious primary suite featuring an oversized walk-in custom closet. The primary spa bath with two separate vanities, separate shower, tub and heated floor offers an ideal retreat. Two additional generously sized bedrooms share the hall bath, one ensuite and one accessed from the hall. Additionally there is a bright second floor laundry room that offers abundant counter space, and a walk-in linen closet. The impressive lower level offers a fourth bedroom, an exercise room and a stunning family room with a wall of built-ins and huge windows. This home offers a fenced, professionally landscaped yard and pond, along with an oversized two car garage. Well scaled rooms and nine foot ceilings create a generous sense of space and ease, while extensive millwork, coffered ceilings, and custom trim work reflect a level of craftsmanship rarely found in newer construction. Thoughtful finishes are woven throughout, warm and refined, resulting in interiors that are both livable and quietly elevated. All this in a fabulous tree street location just a few blocks to restaurants, shops, train and schools.

887 Ash Street, Winnetka

$1,555,000

4 Beds ⋅ 3 Baths ⋅ 12705964 MLS ⋅ CLOSED Status

Winnetka

$875,000

Your perfect Winnetka lifestyle awaits! Grab a coffee from Hometown and walk to the beach, library, or jump on the Metra. Don't feel like cooking dinner? Head to one of the many great restaurants right in town. All are just steps away from this East Winnetka Gem. A pleasure to show, this entire condo was thoughtfully & beautifully renovated by Benvenuti and Stein with quality details and finishes throughout. A large foyer welcomes you with a coat closet adorned with solid core French doors. Glass French doors lead you to the expansive combined living & dining room complete with built in storage cabinets and display shelving. Entertain in the expanded eat in kitchen with breakfast bar island, custom maple cabinetry, Grohe chrome faucets, Miele dishwasher, double oven, Wolf induction cook top /with custom hood and exhaust to exterior, stainless steel appliances and gorgeous Cambria quartz counter tops. Relax after a long day in one of the freshly painted bedrooms, each with their own walk in closet(s). This large unit boasts its own laundry room equipped with a sink, custom cabinetry, countertop space for folding or extra supplies, storage shelving and Bosch washer/dryer. Two beautiful bathrooms are nicely appointed. One featuring a built in vanity, walk in shower & beautiful glass tile inlay. The second boasts a self cleaning / drying air tub and additional closet space. Engineered hardwood throughout main living areas & bedrooms. This third floor unit offers 48 inch wide hallways for ease of movement , pocket doors for maximum space and a newer 3 zoned HVAC system for your comfort in any room. Too many details to list, so much storage space! This one is a must see to appreciate! Heated garage parking (#13) and additional storage cage are easily accessible in this well maintained; 2 large scale elevator equipped building with an expansive back parking lot for your additional cars or guests. Recent building improvements include New roof 2026, New entry security intercom 2026, All halls/trim painted 2026, & Tuckpointing 25/26. A beautiful location and condo to call home! No rentals, No pets

2 Beds ⋅ 2 Baths ⋅ 12604430 MLS ⋅ CLOSED Status

Your perfect Winnetka lifestyle awaits! Grab a coffee from Hometown and walk to the beach, library, or jump on the Metra. Don't feel like cooking dinner? Head to one of the many great restaurants right in town. All are just steps away from this East Winnetka Gem. A pleasure to show, this entire condo was thoughtfully & beautifully renovated by Benvenuti and Stein with quality details and finishes throughout. A large foyer welcomes you with a coat closet adorned with solid core French doors. Glass French doors lead you to the expansive combined living & dining room complete with built in storage cabinets and display shelving. Entertain in the expanded eat in kitchen with breakfast bar island, custom maple cabinetry, Grohe chrome faucets, Miele dishwasher, double oven, Wolf induction cook top /with custom hood and exhaust to exterior, stainless steel appliances and gorgeous Cambria quartz counter tops. Relax after a long day in one of the freshly painted bedrooms, each with their own walk in closet(s). This large unit boasts its own laundry room equipped with a sink, custom cabinetry, countertop space for folding or extra supplies, storage shelving and Bosch washer/dryer. Two beautiful bathrooms are nicely appointed. One featuring a built in vanity, walk in shower & beautiful glass tile inlay. The second boasts a self cleaning / drying air tub and additional closet space. Engineered hardwood throughout main living areas & bedrooms. This third floor unit offers 48 inch wide hallways for ease of movement , pocket doors for maximum space and a newer 3 zoned HVAC system for your comfort in any room. Too many details to list, so much storage space! This one is a must see to appreciate! Heated garage parking (#13) and additional storage cage are easily accessible in this well maintained; 2 large scale elevator equipped building with an expansive back parking lot for your additional cars or guests. Recent building improvements include New roof 2026, New entry security intercom 2026, All halls/trim painted 2026, & Tuckpointing 25/26. A beautiful location and condo to call home! No rentals, No pets

711 Oak Street Unit #308, Winnetka

$4,000,000

5 Beds ⋅ 8 Baths ⋅ 12672761 MLS ⋅ CLOSED Status

Winnetka

$1,795,000

BRAND NEW ROOF JUST INSTALLED WITH TRANSFERABLE WARRANTY!! Beautifully maintained home offering over 4,300 square feet above grade on a rare 0.53-acre corner lot in a sought-after Winnetka location. The centerpiece of the home is the dramatic main living space featuring soaring vaulted cathedral ceilings, abundant natural light, and an impressive open feel that creates an immediate sense of scale and warmth. Hardwood floors and a flowing layout provide comfortable everyday living along with excellent entertaining space throughout. A heated and air-conditioned bonus room off the garage adds exceptional versatility, ideal for a home office, gym, playroom, studio, or additional lounge space. Situated on a generous corner lot with expansive outdoor space, the property offers endless potential to enjoy as-is or further personalize over time. Conveniently located near top-rated schools, parks, downtown Winnetka, and Metra access, this is a rare opportunity to own a home with outstanding space, character, and flexibility in an exceptional North Shore location.

3 Beds ⋅ 3 Baths ⋅ 12698922 MLS ⋅ CLOSED Status

BRAND NEW ROOF JUST INSTALLED WITH TRANSFERABLE WARRANTY!! Beautifully maintained home offering over 4,300 square feet above grade on a rare 0.53-acre corner lot in a sought-after Winnetka location. The centerpiece of the home is the dramatic main living space featuring soaring vaulted cathedral ceilings, abundant natural light, and an impressive open feel that creates an immediate sense of scale and warmth. Hardwood floors and a flowing layout provide comfortable everyday living along with excellent entertaining space throughout. A heated and air-conditioned bonus room off the garage adds exceptional versatility, ideal for a home office, gym, playroom, studio, or additional lounge space. Situated on a generous corner lot with expansive outdoor space, the property offers endless potential to enjoy as-is or further personalize over time. Conveniently located near top-rated schools, parks, downtown Winnetka, and Metra access, this is a rare opportunity to own a home with outstanding space, character, and flexibility in an exceptional North Shore location.

180 Westview Road, Winnetka

$4,200,000

5 Beds ⋅ 8 Baths ⋅ 12739230 MLS ⋅ CLOSED Status

Winnetka

$1,700,000

SOLD BEFORE PRINT

4 Beds ⋅ 3 Baths ⋅ 12759459 MLS ⋅ CLOSED Status

SOLD BEFORE PRINT

854 Ash Street, Winnetka

$1,305,000

3 Beds ⋅ 3 Baths ⋅ 12718382 MLS ⋅ CLOSED Status

600 Sheridan Road, Winnetka

$1,850,000

Exceptional 4-bedroom, 2.1-bath home on Winnetka's coveted Tree Streets, offering an expansive third-floor loft and situated on a 50' x 187' deep lot. Blending timeless charm with thoughtfully designed living spaces, this home is filled with natural light, soaring ceilings, and beautiful hardwood floors throughout. A welcoming covered front porch leads into gracious living and dining rooms, while the attached extra-deep 2-car garage comfortably accommodates a full-size SUV suburban with direct access to a mudroom and powder room. Designed for both entertaining and daily living, the impressive chef's kitchen features sleek cabinetry, granite countertops, exceptional storage, an oversized island, separate breakfast bar, stainless steel appliances, double ovens, beverage refrigerator, and a sunny breakfast area overlooking the spectacular backyard. The adjacent family room is warm and inviting with custom built-ins, a wood-burning fireplace, and French doors opening to the deck, creating seamless indoor-outdoor living. Upstairs, you'll find four spacious bedrooms, including a stunning primary suite with soaring vaulted ceilings, two walk-in closets, and a beautifully updated spa-inspired bath featuring heated floors, dual vanities, a skylight, soaking tub, and a separate glass-enclosed shower. A private staircase leads to the extraordinary third-floor, complete with a wet bar and offering incredible flexibility as a luxurious primary retreat, home office, or private fitness studio. Vaulted ceilings, skylights, and abundant natural light make this one of the home's most unforgettable spaces. The finished basement provides even more flexible living space with a large recreation room, laundry room, and storage. Additional highlights include dual-zone heating and cooling, a deep attached garage, and a beautifully landscaped, fully fenced backyard with a spacious deck ideal for entertaining, relaxing, and play. All of this is just moments from Crow Island School, parks, downtown Winnetka's shops and restaurants, and the Metra, offering the perfect combination of space, style, and an unbeatable location.

4 Beds ⋅ 3 Baths ⋅ 12704826 MLS ⋅ CLOSED Status

Exceptional 4-bedroom, 2.1-bath home on Winnetka's coveted Tree Streets, offering an expansive third-floor loft and situated on a 50' x 187' deep lot. Blending timeless charm with thoughtfully designed living spaces, this home is filled with natural light, soaring ceilings, and beautiful hardwood floors throughout. A welcoming covered front porch leads into gracious living and dining rooms, while the attached extra-deep 2-car garage comfortably accommodates a full-size SUV suburban with direct access to a mudroom and powder room. Designed for both entertaining and daily living, the impressive chef's kitchen features sleek cabinetry, granite countertops, exceptional storage, an oversized island, separate breakfast bar, stainless steel appliances, double ovens, beverage refrigerator, and a sunny breakfast area overlooking the spectacular backyard. The adjacent family room is warm and inviting with custom built-ins, a wood-burning fireplace, and French doors opening to the deck, creating seamless indoor-outdoor living. Upstairs, you'll find four spacious bedrooms, including a stunning primary suite with soaring vaulted ceilings, two walk-in closets, and a beautifully updated spa-inspired bath featuring heated floors, dual vanities, a skylight, soaking tub, and a separate glass-enclosed shower. A private staircase leads to the extraordinary third-floor, complete with a wet bar and offering incredible flexibility as a luxurious primary retreat, home office, or private fitness studio. Vaulted ceilings, skylights, and abundant natural light make this one of the home's most unforgettable spaces. The finished basement provides even more flexible living space with a large recreation room, laundry room, and storage. Additional highlights include dual-zone heating and cooling, a deep attached garage, and a beautifully landscaped, fully fenced backyard with a spacious deck ideal for entertaining, relaxing, and play. All of this is just moments from Crow Island School, parks, downtown Winnetka's shops and restaurants, and the Metra, offering the perfect combination of space, style, and an unbeatable location.

922 Ash Street, Winnetka

$2,825,000

The quintessential white-painted Colonial always makes a timeless statement-but set on one of East Winnetka's most spectacular blocks, just steps from town, train, beach and Village Green, it becomes truly exceptional. Welcoming in all the most beautiful ways, this designer showcase house is the one you look forward to coming home to this summer. After hitting the beach, be home in 5 min to get the outdoor kitchen in motion while preparing for s'mores over the fire pit & nightcap cocktails while conversations continue from the screened-in porch. Comforting the second you open the Farrow & Ball blue-painted door, you step inside to a traditional floor plan that all makes sense without missing a thing. The elegant foyer with cascading staircase floods the home with natural light as you step down to the elegantly appointed living room wrapped in a warm, rich blue/green hue with FP. Soothing dining room toned in a muted blush cream accented by a Ralph Lauren fixture opens to Carrara marble butler's pantry. Classic Chef's kitchen outfitted in white custom cabinetry, honed soapstone c-tops, & white subway tile overlooks manicured backyard reimagined by Midwest Arbor. Cozy breakfast room with command center, large mudroom with 2nd powder rm ideal for kid drop zone. Fab family room with beautiful bay window highlights the lush outdoors, and best of all is the attached screened-in porch for seamless indoor-to-outdoor living. 2nd floor has all been beautifully redone, starting with a luxe primary suite with customized walk-in closet & sleek stone bath. All nicely sized bedrooms, two beds sharing a marble jack-and-jill bath and 4th bed with en-suite bath. LL with movie area, 5th bed now serving as an office and huge storage room that can be reimagined as a workout room in a snap. It's all here as this special home is the pinnacle of North Shore living with a picture-perfect curb appeal that makes it a home run...and yes, a 5 min walk to Hometown too!

4 Beds ⋅ 5 Baths ⋅ 12729556 MLS ⋅ CLOSED Status

The quintessential white-painted Colonial always makes a timeless statement-but set on one of East Winnetka's most spectacular blocks, just steps from town, train, beach and Village Green, it becomes truly exceptional. Welcoming in all the most beautiful ways, this designer showcase house is the one you look forward to coming home to this summer. After hitting the beach, be home in 5 min to get the outdoor kitchen in motion while preparing for s'mores over the fire pit & nightcap cocktails while conversations continue from the screened-in porch. Comforting the second you open the Farrow & Ball blue-painted door, you step inside to a traditional floor plan that all makes sense without missing a thing. The elegant foyer with cascading staircase floods the home with natural light as you step down to the elegantly appointed living room wrapped in a warm, rich blue/green hue with FP. Soothing dining room toned in a muted blush cream accented by a Ralph Lauren fixture opens to Carrara marble butler's pantry. Classic Chef's kitchen outfitted in white custom cabinetry, honed soapstone c-tops, & white subway tile overlooks manicured backyard reimagined by Midwest Arbor. Cozy breakfast room with command center, large mudroom with 2nd powder rm ideal for kid drop zone. Fab family room with beautiful bay window highlights the lush outdoors, and best of all is the attached screened-in porch for seamless indoor-to-outdoor living. 2nd floor has all been beautifully redone, starting with a luxe primary suite with customized walk-in closet & sleek stone bath. All nicely sized bedrooms, two beds sharing a marble jack-and-jill bath and 4th bed with en-suite bath. LL with movie area, 5th bed now serving as an office and huge storage room that can be reimagined as a workout room in a snap. It's all here as this special home is the pinnacle of North Shore living with a picture-perfect curb appeal that makes it a home run...and yes, a 5 min walk to Hometown too!

567 Oak Street, Winnetka

$1,250,000

Timeless Elegance Meets Modern Luxury with this prime Winnetka home on a large corner lot. Discover the perfect blend of historic character and contemporary living in this meticulously maintained residence. From the moment you step inside, rich vintage craftsmanship takes center stage, highlighted by striking coffered ceilings, multiple cozy fireplaces, and an exquisite built-in buffet. At the heart of the home is a spectacular chef's kitchen that flows seamlessly into the expansive family room, creating an ideal hub for both daily living and grand entertaining. Retreat to the sprawling primary suite, a private sanctuary complete with a boutique-style walk-in closet, a dedicated sitting room, and an updated bath. The sprawling yard has plenty of room for games and entertaining. Exceptional bonuses include an abundance of storage via the attic and crawl space. The location provides unbeatable North Shore convenience. Step out your front door and walk to top-rated schools, Duke Childs Field, and the vibrant shops and restaurants of Hubbard Woods. The listing agent is related to the seller.

4 Beds ⋅ 3 Baths ⋅ 12737437 MLS ⋅ CLOSED Status

Timeless Elegance Meets Modern Luxury with this prime Winnetka home on a large corner lot. Discover the perfect blend of historic character and contemporary living in this meticulously maintained residence. From the moment you step inside, rich vintage craftsmanship takes center stage, highlighted by striking coffered ceilings, multiple cozy fireplaces, and an exquisite built-in buffet. At the heart of the home is a spectacular chef's kitchen that flows seamlessly into the expansive family room, creating an ideal hub for both daily living and grand entertaining. Retreat to the sprawling primary suite, a private sanctuary complete with a boutique-style walk-in closet, a dedicated sitting room, and an updated bath. The sprawling yard has plenty of room for games and entertaining. Exceptional bonuses include an abundance of storage via the attic and crawl space. The location provides unbeatable North Shore convenience. Step out your front door and walk to top-rated schools, Duke Childs Field, and the vibrant shops and restaurants of Hubbard Woods. The listing agent is related to the seller.

1110 Elm Street, Winnetka

$2,100,000

We are pleased to offer sophisticated buyers an exclusive maintenance-free lifestyle in one of the most coveted communities in the country. Designed by award winning RM Swanson Architects, The Walden will embrace the aesthetic charm of the North Shore and provide an urban experience in a dynamic, but casual setting. The historic business district and train station are within easy walking distance providing numerous options for shopping, dining and access to Ravinia as well as the Chicago Loop. The Walden will offer generous sized floorplans with 10ft ceilings and large transom windows to allow natural light to flood the open space. Interior finishes will be of the highest quality while still preserving the opportunity for customization to meet the personal needs and taste of the buyer. Each unit will include two terraces, two parking spaces in a heated underground garage with bike racks and separate dedicated storage rooms. This beautiful boutique building is a "once in a lifetime" opportunity and is not to be missed!

3 Beds ⋅ 3 Baths ⋅ 12797236 MLS ⋅ CLOSED Status

We are pleased to offer sophisticated buyers an exclusive maintenance-free lifestyle in one of the most coveted communities in the country. Designed by award winning RM Swanson Architects, The Walden will embrace the aesthetic charm of the North Shore and provide an urban experience in a dynamic, but casual setting. The historic business district and train station are within easy walking distance providing numerous options for shopping, dining and access to Ravinia as well as the Chicago Loop. The Walden will offer generous sized floorplans with 10ft ceilings and large transom windows to allow natural light to flood the open space. Interior finishes will be of the highest quality while still preserving the opportunity for customization to meet the personal needs and taste of the buyer. Each unit will include two terraces, two parking spaces in a heated underground garage with bike racks and separate dedicated storage rooms. This beautiful boutique building is a "once in a lifetime" opportunity and is not to be missed!

688 Greenbay Road Unit #202, Winnetka

$2,450,000

We are pleased to offer sophisticated buyers an exclusive maintenance-free lifestyle in one of the most coveted communities in the country. Designed by award winning RM Swanson Architects, The Walden will embrace the aesthetic charm of the North Shore and provide an urban experience in a dynamic, but casual setting. The historic business district and train station are within easy walking distance providing numerous options for shopping, dining and access to Ravinia as well as the Chicago Loop. The Walden will offer generous sized floorplans with 10ft ceilings and large transom windows to allow natural light to flood the open space. Interior finishes will be of the highest quality while still preserving the opportunity for customization to meet the personal needs and taste of the buyer. Each unit will include two terraces, two parking spaces in a heated underground garage with bike racks and separate dedicated storage rooms. This beautiful boutique building is a "once in a lifetime" opportunity and is not to be missed!

3 Beds ⋅ 3 Baths ⋅ 12762605 MLS ⋅ CLOSED Status

We are pleased to offer sophisticated buyers an exclusive maintenance-free lifestyle in one of the most coveted communities in the country. Designed by award winning RM Swanson Architects, The Walden will embrace the aesthetic charm of the North Shore and provide an urban experience in a dynamic, but casual setting. The historic business district and train station are within easy walking distance providing numerous options for shopping, dining and access to Ravinia as well as the Chicago Loop. The Walden will offer generous sized floorplans with 10ft ceilings and large transom windows to allow natural light to flood the open space. Interior finishes will be of the highest quality while still preserving the opportunity for customization to meet the personal needs and taste of the buyer. Each unit will include two terraces, two parking spaces in a heated underground garage with bike racks and separate dedicated storage rooms. This beautiful boutique building is a "once in a lifetime" opportunity and is not to be missed!

688 Greenbay Road Unit #302, Winnetka

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How much is your home worth?