Winnetka IL Real Estate & Homes for Sale

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Open House:

Sunday, 8/16 5:00-7:00PM

More Open House Info >

Beds:
4
Baths:
5.00
Sq.Ft.:
4,212
Status:
NEW LISTING
MLS#:
12729556
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1970
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

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!

Beds:
5
Baths:
8.00
Sq.Ft.:
5,894
Status:
Active
MLS#:
12672761
Type:
Single Family
Lot size:
0.53 Acres
Year built:
2005
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

Open House:

Sunday, 8/16 5:00-7:00PM

More Open House Info >

Beds:
4
Baths:
5.00
Sq.Ft.:
3,823
Status:
Active
MLS#:
12715045
Type:
Single Family
Year built:
1938
A broker reciprocity listing Courtesy: Jameson Sotheby's International Realty 847-869-7300
View additional info

ADDITIONAL INFORMATION

Turnkey! Corner of Oakley & Gordon Terrace in Hubbard Woods - around the corner from Graeter's. Elegant brick Grande Dame, a little rock& roll underneath. Primary suite lives/feels like a boutique hotel; bath taken down to the studs and rebuilt, custom dressing room with 7 foot quartz island and two full walls of floor to ceiling closets, crowns and baseboards matched to the millwork. Home office as large as the primary. A lacquered library. Lower level built for home theatre, gym, room to spare, and a wine room. Closing by end of August possible. Owner is a licensed Real Estate Broker.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,280
Status:
Active
MLS#:
12703898
Type:
Single Family
Lot size:
0.97 Acres
Year built:
1922
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,212
Status:
Active
MLS#:
12706253
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1970
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
5.00
Sq.Ft.:
3,610
Status:
Active
MLS#:
12715536
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1926
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

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!

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
12705964
Type:
Single Family
Year built:
1939
A broker reciprocity listing Courtesy: Jameson Sotheby's International Realty 312-751-0300
View additional info

ADDITIONAL INFORMATION

Storybook Cape Cod in the Heart of Winnetka...Walk to Everything! Picture-perfect curb appeal, timeless character, and an unbeatable in-town location - this home has it all! Thoughtfully expanded and beautifully updated, this home offers the charm buyers love with the space and functionality for today's lifestyle. A welcoming center entrance opens to gracious living spaces designed for both everyday living and entertaining. The spacious living room, anchored by a handsome fireplace, is equally suited for hosting guests or enjoying a quiet evening at home. The elegant dining room provides the perfect setting for holiday gatherings and special occasions. The true centerpiece of the home is the stunning kitchen and family room addition. Designed to be the heart of the home, the updated kitchen features high-end appliances, plenty of storage and an island with seating. It opens seamlessly to the amily room with custom built-ins and beautiful views of the professionally landscaped backyard and fabulous pergola and patio. French doors create effortless indoor-outdoor living and entertaining. A first-floor office and mudroom add flexibility and convenience. The second floor offers four nice sized bedrooms, including a spacious primary suite created as part of the addition. A true retreat, the suite features a large walk-in shower, double vanities and timeless finishes.The lower level provides versatility with space for a recreation room, playroom, workout area or a second office. 2-car garage on a deep lot. What truly sets this home apart is its coveted location. Enjoy a walk-to-everything lifestyle just minutes from downtown Winnetka's vibrant shops and restaurants, the Metra, beaches, parks, and the Hibbard Road sports Mecca! Even better, all three award-winning Winnetka schools are just a short walk away. Charming, spacious, and impeccably located, this is the home buyers have been waiting for....a rare opportunity to enjoy the very best of Winnetka living.

Beds:
5
Baths:
5.00
Sq.Ft.:
6,580
Status:
Active
MLS#:
12711173
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1892
A broker reciprocity listing Courtesy: Compass 847-446-9600
View additional info

ADDITIONAL INFORMATION

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".

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
12711054
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1930
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

Winnetka "tree streets" gem! This fully updated home blends classic exterior charm with a modern, open layout! Featuring three bedrooms, two and a half baths, a gorgeous kitchen and a beautiful backyard. Huge living room anchored by pretty fireplace flows seamlessly into open newer white kitchen and dining area. Family room - located just off the kitchen - opens to a fully fenced backyard with nice paver patio - and separate patio for grilling. Thoughtful mudroom area, powder room, and entry round out the first floor. The second floor features a large primary suite with two closets and a renovated primary bath. Two more family bedrooms share updated hall bath. Full basement with finished recreation room, laundry room, and huge storage room. Pull down stair attic has tons of additional storage or potential for future expansion. Deep, fully fenced yard with patio provides the perfect retreat. Detached two car garage with built in shelves. Unbeatable location: walk to top-rated schools, the Winnetka train, and all downtown Winnetka has to offer!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,105
Status:
Active
MLS#:
12684251
Type:
Single Family
Lot size:
0.11 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Coldwell Banker Realty 312-266-7000
View additional info

ADDITIONAL INFORMATION

This 4-Bedrm and 2-Bath Cottage style home sits on a 5,267 Sq Ft lot in coveted Winnetka Hubbard Woods. This property located in top -rated schools (Hubbard Elementary) presents potential to renovate, expand or reimagine in a premier North Shore setting. The main floor plan unveils an open concept with a sprawling Family room filled with natural light next to separate sitting room with a gorgeous brick fireplace and hinged French doors to a formal Dining Room. A generous size kitchen finished with 36" cabinetry with glass facade accents, stainless steel appliances. Two good size bedrooms with a shared full bathroom between and a room as a separate office. Hardwood floors throughout. The second floor has 2 bedrooms and a loft. Full unfinished lower level with a half bathroom. Private fenced in yard and plenty of parking. Close to Metra, downtown Winnetka, Lake Michigan, parks, trails, shopping and MORE *** Sellers motivated.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,895
Status:
Active
MLS#:
12699325
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1953
A broker reciprocity listing Courtesy: Compass 847-379-5898
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,973
Status:
Active
MLS#:
12704826
Type:
Single Family
Lot size:
0.21 Acres
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
6.00
Sq.Ft.:
5,000
Status:
Active
MLS#:
12690581
Type:
Single Family
Lot size:
0.2 Acres
Year built:
2015
A broker reciprocity listing Courtesy: Baird & Warner 773-697-5555
View additional info

ADDITIONAL INFORMATION

Winnetka! This checks all of the boxes! 5 Beds/5.1 Baths. This gorgeous SFH comes with all of the perks. Gourmet kitchen with Sub-Zero/Thermador, large island, walk-in pantry and gorgeous breakfast area that opens to the family room. The first floor office has built-ins and French doors. Step into the formal dining room with beautiful ceiling details and moldings. Relax in the formal living room in front of the fireplace. Incredible primary suite with large his-and-her closets, and luxurious bath. The second floor has 2 additional ensuite bedrooms and a nicely appointed laundry room. The 3rd floor is light-filled and offers a 4th ensuite bedroom. The fantastic lower level has it all: a huge recreation room, 5th bedroom, exercise/theatre room, wine room, golf simulator, and the 5th full bath. Great location near schools, tennis, golf, playfields, and the train. Experience everything Winnetka has to offer.

Beds:
4
Baths:
4.00
Sq.Ft.:
5,102
Status:
Active
MLS#:
12688378
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1921
A broker reciprocity listing Courtesy: Compass 847-446-9600
View additional info

ADDITIONAL INFORMATION

Stunning million dollar+ renovation of a picture perfect brick center-entry Georgian colonial ideally positioned on one of Winnetka's most coveted streets with breathtaking views. Thoughtfully reimagined and meticulously renovated from top to bottom in 2022, this exceptional residence blending timeless architecture with beautifully curated finishes, impeccable craftsmanship, and modern luxury throughout. Featuring a fabulous floor plan with gracious, light-filled living spaces, an iconic home designed for both entertaining with ease and everyday living. The welcoming foyer opens to a sophisticated living room that flows seamlessly into a private office with walls of windows overlooking the spectacular professionally landscaped grounds by Red Spade in the last 2 years. An elegant dining room with oversized windows streaming with natural light provides the perfect setting for any size gathering. At the heart of the home is an incredible chef's kitchen appointed with top-of-the-line appliances, custom cabinetry, and a generous island with seating, opening effortlessly to the sun-filled family room with panoramic vistas. A beautifully designed mudroom adds everyday convenience. The serene primary suite features a spa-inspired bath, and a large, exceptional custom walk-in closet with laundry. Two additional bedrooms are connected by an inviting, sun-filled playroom or lounge, creating the perfect family retreat. The ultra-cool third floor suite with an additional full guest suite with bedroom, lovely bath, and laundry, provides ideal accommodations for guests, teens, or an au pair. The finished lower level offers a spacious recreation room filled with natural light along with abundant storage. Outdoors, an expansive bluestone patio overlooks beautifully curated gardens and grounds, creating a private setting for entertaining and relaxation. A two-car garage completes the property. Located in one of Winnetka's most sought-after neighborhoods, this truly turnkey home offers an unmatched lifestyle just steps from town, the train, schools, parks, shops, and the Community House.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,487
Status:
Active
MLS#:
12688040
Type:
Single Family
Year built:
2008
A broker reciprocity listing Courtesy: Compass 847-446-9600
View additional info

ADDITIONAL INFORMATION

Relax in this storybook setting reminiscent of rural Connecticut...An exceptional and rare opportunity to find a luxuriously simplistic, stylized Colonial classic located in the heart of Winnetka! Designed by noted architect, Paul Konstant, this breathtaking home is artfully sited on an oversized lot (120' wide) of abundant, panoramic landscaped grounds that exudes quality in every thoughtful detail. Majestic site lines, lofty ceiling heights, Carlisle wideplanked reclaimed floors, Marvin windows and premiere designer lighting with gracious formal and casual gathering spaces. The sunfilled foyer flows effortlessly to all areas of the home including the elegant living room with marble surround gas fireplace, architecturally pleasing arched doorways leading into the formal dining room with site lines of the private yard and garden. The magnificent family room with abundant natural light, stacked Connecticut fieldstone dual sided gas fireplace, detailed crown molding, millwork, coffered lofty ceilings and access to the picture perfect back bluestone patio and garden with serene water features from the neighboring pond. The heart of the home is the gorgeous gourmet kitchen with superior finishes and top of the line appliances. Custom millwork, cabinetry, generous center marble island and breakfast room encased in windows with expansive views of the lush surroundings. Custom designed stainless steel vent hood with detailed trim work and steel strappings. The double sided gas stacked stone fireplace in the hearth room allows for casual conversations over coffee or while preparing dinner. Sunny breakfast room with built ins and smart homework station offer views into the family room as well as the tranquil bluestone patio. Adjacent the kitchen is a well appointed butler's pantry with detailed cabinetry and wet bar, a quaint powder room and mudroom off the two car heated garage complete the first floor. The second floor features four bedrooms including the serene, private primary suite - entered through a welcoming breezway- includes built in seated bench and bookcases. The private primary suite showcases tray ceilings, loads of natural light, marble surround gas fireplace, custom walk in closet, luxurious white marble bath with walk in shower, stand alone soaking tub, dual custom vanity, extraordinary skylight enhancing the natural light and heated floors. Three additional generous bedrooms - two ensuite, each with white marble baths, heated floors and generous closets. Enjoy morning views from the second floor porch. An incredible lower level offers fun for all ages featuring lofty ceiling heights, generously sized recreation room, theater room or workout room, the fifth bedroom & bath, and lovely laundry room complete with custom cabinetry and honed granite countertops. Mechanical room is an engineers dream. Additional storage room includes built in shelves. The attached garage is accessed off the reclaimed brick and bluestone driveway. A spectacular oasis, the side and backyard features picture perfect, private bluestone patios with a landscaped play space and verdant views of the mature, lush landscaping A breathtaking, forever retreat in a premiere walk to all locations! Enjoy a new DaVinci shake roof installed July 2026.

Beds:
5
Baths:
9.00
Sq.Ft.:
6,950
Status:
Active
MLS#:
12701871
Type:
Single Family
Lot size:
0.5 Acres
Year built:
2006
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 312-682-8500
View additional info

ADDITIONAL INFORMATION

Built to impress, this beautifully designed, custom crafted home is discreetly tucked in next to Crow Island Woods you will have nature at your doorstep and be perfectly situated on an amazing half-acre lot. This stunning 5 + bedroom, 6.3 bath home combines timeless architecture with thoughtful modern accents, offering a level of comfortable, elegant living in the North Shore's most sought-after location. Masterful custom cabinetry fills the bright, well equipped kitchen begging to be used for entertaining or casual family gathering. The primary suite boasts a view of the treetops and almost welcomes you out to the balcony which adjoins. The spa inspired primary bath has all the ammenities. When the weather starts getting nice the backyard patio extends the home to the outdoors and beautifully compliments the aesthetic. You really must see this home to appreciate how the approximately 6950 sq/ft on first and second floors and 2800 sq/ft of beautifully finished lower level can become the home of your dreams!

Open House:

Sunday, 8/16 6:00-8:00PM

More Open House Info >

Beds:
5
Baths:
6.00
Sq.Ft.:
4,089
Status:
Active
MLS#:
12688601
Type:
Single Family
Lot size:
0.39 Acres
Year built:
2010
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

A rare opportunity to own a home on one of the most sought after, serene country-like settings on the North Shore. The house is just steps from the Indian Hill Golf Club and part of the coveted Indian Hill neighborhood. Be close to other magnificent homes and wooded and mature landscaping. Only one owner since home was completed on this property in 2012. Stately and traditional two story brick home with 5 bedrooms and 5.1 baths. The large finished basement with overly generous storage allows for a 6th bedroom. The basement has a full bathroom and space that is plumbed and ready for installation of a kitchen. Your eyes are drawn to the gracious two story foyer finished in marble. The rest of the first floor is finished in hardwood oak and cherry except for the family room that has plank flooring. The wel designed first floor has spacious living room, dining room, family room, eat-in kitchen, den and mudroom. The enormous primary bedroom is a tranquil retreat with spa like bath with jacuzzi and walk-in shower finished in travertine tile. The new owner will greatly appreciate the two walk-in closets located in this escape space. There are four other bedrooms on the second floor. Mature landscaping and brick pavers offer welcoming outdoor space. The driveway also boasts of brick pavers. Approximately 4319 square feet of above ground living space and 2066 below in basement for a total of 6385 square feet of enjoyable space. So close to schools, shopping, and even the beach. Enjoy the incomparable Winnetka lifestyle. Hurry, because this house, designed for everyday living and gracious entertaining, will not last long!

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
12683501
Type:
Single Family
Year built:
1903
A broker reciprocity listing Courtesy: Engel & Voelkers Chicago North Shore 847-441-5730
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
4,356
Status:
Active
MLS#:
12698922
Type:
Single Family
Lot size:
0.53 Acres
Year built:
1953
A broker reciprocity listing Courtesy: @properties Commercial 312-337-0200
View additional info

ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
7.00
Sq.Ft.:
13,000
Status:
Active
MLS#:
12698685
Type:
Single Family
Lot size:
0.95 Acres
Year built:
1973
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

Perfectly nestled on one of Winnetka's finest enclaves, this stately 6-bedroom, 5.2-bath Georgian estate offers a rare fusion of architectural elegance, exceptional craftsmanship, and resort-style amenities. Set on nearly an acre of meticulously manicured grounds, the estate is introduced by a sweeping circular drive that highlights the home's classic brick facade, brand-new DaVinci slate roof, columned portico, and timeless symmetry. Together, these elements create a striking first impression and set the stage for interiors that exude sophistication at every turn. Step inside the grand "bookmatched" marble-floored foyer, where a dramatic staircase sets a refined tone for the home. To one side, the formal living room offers an inviting gathering space anchored by a marble fireplace, while the formal dining room is perfectly scaled for both intimate dinners and large-scale entertaining. A massive, richly paneled home office with dramatic coffered ceilings offers an impressive and inspiring workspace. At the heart of the home, the gourmet kitchen boasts professional-grade appliances, an oversized island, full wall of pantry storage, and a sunlit breakfast area all overlooking the magnificent pool and grounds. A butler's pantry ideally placed between the kitchen and dining room provides effortless entertaining. Just beyond, the kitchen opens to a cozy family room with a fireplace and wet bar, while French doors lead to an expansive covered terrace framed by graceful curved archways and cooled by ceiling fans. This spectacular outdoor living space features a brand-new outdoor kitchen fully equipped for grilling and al fresco dining, leading to the sparkling pool, surrounding patio and yard, creating a seamless setting for summer entertaining and secluded relaxation. A convenient first-floor laundry/mud room right off the 3-car heated garage with epoxy flooring and 2 powder rooms adds everyday ease. Upstairs, the elegantly appointed primary suite offers dual walk-in closets, a dedicated vanity area, and a spa-inspired bath with separate vanities and radiant heated floors. Four well-proportioned additional bedrooms, each with generous closets and either en-suite or adjoining baths, provide comfortable accommodations for family and guests. This level is further enhanced by expansive linen closets, abundant storage, and a dedicated luggage room. The impeccably finished lower-level rivals any private club, featuring a state-of-the-art home theatre, richly paneled billiards and game room, fully outfitted bar, expansive fitness studio, wine cellar, guest suite, and a dedicated woodshop for refined hobbyists or craftsmen. Located in one of Winnetka's most prestigious locations and served by its award-winning schools, this remarkable estate perfectly balances classic sophistication with modern luxury. Combining architectural pedigree, unparalleled amenities, and impeccably landscaped grounds, this is a home to be cherished for generations. Furniture available for sale.

Beds:
3
Baths:
5.00
Sq.Ft.:
3,610
Status:
Active
MLS#:
12684920
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1926
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

Incredible architecturally divine jewel box nestled on one of Hubbard Woods' most coveted cul-de-sac streets. Extraordinary vintage details in this distinctive and beautifully scaled Georgian home, where timeless elegance has been thoughtfully enhanced with over $1.2 million in renovations & 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!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,973
Status:
Active
MLS#:
12690487
Type:
Single Family
Lot size:
0.21 Acres
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

Exceptional 4-bedroom, 2.1-bath Winnetka home with a huge third-floor loft, ideally located on the coveted Tree Streets and set on a deep 50 x 187 lot. An attached, extra-deep 2-car garage provides direct entry into a convenient mudroom and powder room. A charming covered front porch welcomes you into a home filled with high ceilings, oversized windows, hardwood floors, and incredible natural light. The main level features a spacious living room with a direct-vent gas fireplace, dining room, and an impressive chef's kitchen with sleek dark cabinetry, granite countertops, and exceptional storage throughout. The kitchen offers an oversized island with cooktop, a separate breakfast bar with seating, stainless steel appliances, double ovens, a beverage refrigerator, and a bright breakfast area with large windows overlooking the backyard. The family room features custom built-ins and a wood-burning fireplace, with French doors opening to the deck for easy indoor-outdoor living. The second floor includes four generous bedrooms, including a dramatic primary suite with soaring ceilings, two walk-in closets, a private bath, and a staircase leading to the expansive third-floor loft with wet bar. The updated primary bath features vaulted ceilings, a skylight, dual vanity, heated floors, soaking tub, separate glass-enclosed walk-in shower, and beautiful natural light for a bright, spa-like feel. The expansive third-floor loft offers incredible flexibility as a private primary retreat, home office, fitness area, media room, or relaxing lounge. Soaring vaulted ceilings, skylights, and abundant natural light make the space feel bright, open, and inviting. The finished basement adds another family room, laundry room, and storage. Dual-zone heating and cooling. Step outside to the deck overlooking the gorgeous, private, fenced-in backyard. All of this in an amazing Winnetka location within walking distance to Crow Island School, town, parks, restaurants, and the Metra.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,064
Status:
Active
MLS#:
12688534
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1955
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-881-0200
View additional info

ADDITIONAL INFORMATION

Set on a professionally landscaped half-acre in the coveted Hubbard Woods School District, this exceptional 4-bedroom, 3.1-bath home offers expansive living spaces, refined finishes, and an effortless floor plan. A gracious foyer opens to an elegant circular layout featuring a sun-filled living room anchored by a striking fireplace, a handsome private office overlooking the landscaped grounds, and a sophisticated dining room with doors opening to the bluestone patio. The inviting family room enjoys picturesque views of the garden-like front lawn and flows seamlessly into the expansive eat-in kitchen, complete with a generous island, high-end appliances, and sweeping views of the lush backyard. A butler's pantry, spacious mudroom, and attached two-car garage complete the thoughtfully designed main level. Upstairs, two luxurious primary suites are complemented by two oversized secondary bedrooms, abundant closet space, and exceptional flexibility. The finished lower level offers a spacious recreation room, dedicated craft studio, and extensive storage. Walk to schools, town, tennis courts and the Winnetka Golf Course!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,362
Status:
Active
MLS#:
12687072
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1915
A broker reciprocity listing Courtesy: Baird & Warner 773-326-6500
View additional info

ADDITIONAL INFORMATION

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 agent is related to the seller.

Beds:
6
Baths:
6.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
12680099
Type:
Single Family
Lot size:
1.5 Acres
Year built:
1937
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate 847-892-4800
View additional info

ADDITIONAL INFORMATION

Tucked away on one of Winnetka's most prestigious and serene lanes, this estate offers a rare blend of timeless North Shore elegance and a sense of true sanctuary. This isn't just a home; it's a sprawling residence designed for a lifestyle of both grand-scale entertaining and quiet, sun-drenched mornings. From the moment you pull up the winding drive, the home's commanding presence and lush, manicured grounds set the stage. Inside, the craftsmanship is unmistakable. You'll find expansive living spaces defined by rich architectural details and massive windows that frame the private, park-like backyard. The chef's kitchen is a masterpiece of function and style, flowing effortlessly into inviting family spaces that feel warm despite their scale. A first floor bedroom includes a private full bath and access to the patio. The primary suite serves as a genuine retreat, complete with a spa bath and enough closet space to satisfy any wardrobe. A sitting area surrounded by windows and a walkout overlooks the exquisite property. Each additional bedroom is en-suite and generously sized, ensuring everyone has their own corner of comfort. The third level includes flexible space with 3 lovely rooms and a full bath. There is an extra bonus space above the attached garage-perfect for a studio! Outside, the property truly shines. The expansive patio and rolling lawns create an incredible backdrop for summer garden parties or a quiet evening under the stars. Living here means more than just enjoying a beautiful residence; it's about the Winnetka lifestyle. You're minutes away from world-class schools, boutique shopping in the village, the shores of Lake Michigan, and the Metra for an easy commute to the city. It's sophisticated, it's private, and it's ready for its next chapter.

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Andrea D. Conner, License 471020674, Xome Inc., License 478026347, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


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Winnetka Real Estate

Winnetka is located in Illinois. Winnetka, Illinois has a population of 12,658. Winnetka is more family-centric than the surrounding county with 48.66% of the households containing married families with children. The county average for households married with children is 29.73%.

The median household income in Winnetka, Illinois is $250,001. The median household income for the surrounding county is $72,121 compared to the national median of $69,021. The median age of people living in Winnetka is 42.6 years.

Winnetka Weather

The average high temperature in July is 83.1 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 36.4 inches per year, with 35.9 inches of snow per year.

Winnetka Map

Winnetka Real Estate Market Conditions

  • Median sales price

    $1,820,004
    14.5%
    change since last quarter
  • # Active listings

    45
    30-day change

Winnetka Schools and Demographics

Education near Winnetka, IL

City County
High School Graduates 99.05 87.97
College Degree - 2 year 1.95 6.73
College Degree - 4 year 90.39 40.75
Graduate Degree 32.62 12.01
Expenditures per Student 21,907 21,907
Students per Teacher 14 14

Elementary Schools near Winnetka, IL

Grades Students P/T Ratio ZIP
Avoca West Elementary School KG - 05 446 9.7 60025
Central Elementary School KG - 04 507 13.8 60091
Crow Island Elementary School KG - 04 391 12.2 60093
Glen Grove Elementary School 03 - 05 530 14.1 60025
Greeley Elementary School PK - 04 276 10.9 60093
Harper Elementary School KG - 04 428 15.1 60091
Henking Elementary School PK - 02 483 12.9 60025
Hoffman Elementary School 03 - 05 599 15.1 60025
Hubbard Woods Elementary School KG - 04 249 9.7 60093
Lyon Elementary School PK - 02 476 15.2 60025
McKenzie Elementary School KG - 04 512 14.9 60091
Middlefork Primary School PK - 03 203 11.8 60093
Pleasant Ridge Elementary School 03 - 05 549 15 60025
Romona Elementary School PK - 04 518 13.8 60091
South Elementary School KG - 02 352 13.5 60022
The Joseph Sears School PK - 08 495 8.7 60043
Washington Elementary School PK - 06 303 11.2 60025
West School 03 - 04 258 12.6 60022

Middle Schools near Winnetka, IL

Grades Students P/T Ratio ZIP
Carleton W Washburne School 07 - 08 440 10.4 60093
Central School 05 - 08 589 10.1 60022
Highcrest Middle School 05 - 06 841 12.8 60091
Marie Murphy School 06 - 08 261 9.3 60091
Springman Middle School 06 - 08 854 13.9 60025
Sunset Ridge Elementary School 04 - 08 279 8.6 60093
The Skokie School 05 - 06 439 11.1 60093
Wilmette Junior High School 07 - 08 884 12.3 60091

High Schools near Winnetka, IL

Grades Students P/T Ratio ZIP
New Trier Township H S Winnetka 10 - 12 3,086 11.6 60093

Ungraded Schools near Winnetka, IL

Grades Students P/T Ratio ZIP
New Trier Township H S Northfield 09 - 09 971 11 60093

Demographics near Winnetka, IL

City County
Neighborhood Type Suburban
Population 12,658 5,265,398
Population Density 3,325 5,572
Median Age 42.6 37.3
People per Household 2.9 2.5
Median Household Income 250,001 72,121
Average Income per Capita 143,109 41,706

Real estate near Winnetka