Winnetka, IL Homes For Sale | J.W. Reedy Realty

Winnetka IL Real Estate & Homes for Sale

30 Properties Found

The median home value in Winnetka, IL is $1,662,500. This is higher than the county median home value of $285,000. The national median home value is $308,980. The average price of homes sold in Winnetka, IL is $1,662,500. Approximately 82% of Winnetka homes are owned, compared to 10% rented, while 8% are vacant. Winnetka real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Winnetka real estate agent to arrange a tour today!
Learn more about Winnetka.


1–25 of 30 properties displayed
Refine Property Search
Page 1 | 2 of 2    Prev | Next
Beds:
4
Baths:
4.50
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
12364596
Type:
Single Family
Lot size:
1.02 Acres
Year built:
1976
A broker reciprocity listing Courtesy: Compass
View additional info

Welcome to your dream home, just steps from the Hubbard Woods shops restaurants, park and train, and Lake Michigan. Set on over an acre with lush lawns and ravine views, this property offers a tranquil setting like no other. Enjoy an outdoor spa with a fireplace and outdoor shower, all with breathtaking views and privacy. Inside, find a beautiful kitchen with a center island which opens to the family room with a fireplace and easy access to the deck and patio. The first-floor office with nearby entrance is perfect for remote work and the formal living and dining rooms are elegant - ideal for special gatherings. The primary suite is a fabulous retreat with a fireplace, separate sitting area, and renovated spa-like bath. A large landing/sitting area leads to three additional bedrooms and two more renovated baths. The lower level includes a media room, renovated full bath, bonus room/5th bedroom and large storage room. Recent updates like a newer roof, furnaces, ac condensers, large 2 car attached and heated garage and landscaping add to the home's appeal. This property combines luxury with a 10+ location, making it a fabulous forever home that's turn-key ready!

Beds:
2
Baths:
2.50
Sq.Ft.:
2,000
Status:
NEW LISTING
MLS#:
12367377
Type:
Condo, Townhouse
Subdivision:
Winnetka Belvedere
Year built:
2004
A broker reciprocity listing Courtesy: Compass
View additional info

Discover this incredible 2-bedroom, 2-bathroom home with a versatile den! Step into the inviting foyer that leads to a wonderfully laid out home featuring a spacious dining room and a cozy, oversized family room. The family room is beautifully lined with patio doors and windows, creating a bright and airy atmosphere. Both bedrooms are en-suite, and the primary bedroom is generously sized to accommodate any furniture and seating area. It features a large walk-in closet and a private bath with dual vanities, an enclosed glass shower, and a standalone tub. The second bedroom also offers ample space, a walk-in closet, and patio doors. The den is perfectly appointed with custom built-ins and French doors, offering extra flexibility for your needs. A private hallway powder room and a well-equipped laundry room add convenience. The gourmet kitchen is a chef's delight, boasting 42" cabinetry, high-end Sub-Zero appliances, and a large pantry. Parking is a breeze with an attached garage and an additional exterior parking space. This home combines comfort and style, making it an ideal choice for modern living in the Joseph Sears and New Trier District.

Beds:
4
Baths:
5.50
Sq.Ft.:
4,700
Status:
NEW LISTING
MLS#:
12366156
Type:
Single Family
Year built:
1955
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Spectacular home situated on 1/2 acre with lush landscaping on one of Winnetka's prettiest streets. This inviting home offers generous living rm w/fireplace, dining rm w/ fireplace, family rm w/fireplace, updated kitchen with quartz countertops, office with built-ins and screened-in porch overlooking gorgeous salt water pool. Beautifully updated, freshly painted, hardwood floors, new carpeting and custom millwork. Large front foyer and gracious staircase , primary suite with large bath and walk-in closet, three additional family bedrooms and two more full baths. Lower level Rec room, plus bedroom and full bath and separate exercise room/ Rec rm. 2 car attached garage, mudroom and laundry room on 1st floor. rooms. Fully fenced-in yard with plenty of space for entertaining and relaxing. It's an amazing value in New Trier District, also close to Loyola, Regina, and North Shore Country Day schools.

Beds:
2
Baths:
3.50
Sq.Ft.:
1,364
Status:
NEW LISTING
MLS#:
12367231
Type:
Condo, Townhouse
Year built:
1949
A broker reciprocity listing Courtesy: Pavlova Properties
View additional info

A rare opportunity has arisen to acquire a 2-bedroom, 3.5-bathroom, full basement end unit townhouse in the esteemed neighborhood of Winnetka, conveniently located near Indian Hill Club, Joseph Sears school district, New Trier Township High School, The Kenilworth Beach, Indian Hill Metra Station Zone C, and more. This charming end-unit townhouse boasts all wood floors, a wood burning fireplace in the living room, a private tree-lined patio, and an adorable greenhouse. Two assigned parking spaces are included in the sale price. The property is being sold AS IS. Don't miss this opportunity, contact us before it's too late. Windows 2015, Roof 2005, NO HOA, Rental allowed.

Beds:
4
Baths:
6.00
Sq.Ft.:
8,294
Status:
NEW LISTING
MLS#:
12366222
Type:
Single Family
Lot size:
0.66 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Baird & Warner
View additional info

Perfectly situated in a discreet upscale enclave east of Sheridan road. Beautifully tucked away is where you'll find this gorgeous estate on a professionally landscaped .659 acre. With exceptional quality, elegance and design throughout there are many updates that have been done over the last 3 years. Upon entering the foyer you'll see 12-14 ceilings and gorgeous marble floors. New Kitchen with state of the art appliances, an expansive island, a true Chef's dream with butler's pantry, Stainless steel Subzero appliances, Cristallo Quartzite counters, double sinks, an espresso bar, fireplace and lots of space for eat in kitchen. Brand new theater that rivals any that you've ever been to, gym, game room, a wine room that holds roughly 1000 bottles, completely renovated 3.5 car garage with custom dog grooming station, as well as a one year new outdoor kitchen made for entertaining with state of the art grill and pizza oven with custom limestone fireplace. The lower level has been designed to accommodate one's treasured art collection with special lighting to showcase your personal collection, plus 5th bedroom and bath. Master suite is enormous for his and hers spaces, fireplace & sitting area, a massive closet and dressing area with island, double sinks, steam shower, Jet tub and heated floors: a perfect oasis. All bedrooms are ensuite and quite large with generous closet space. Gorgeous outdoor areas can be found around the entire exterior of home on first and second floors, including a 2nd floor deck overlooking the beautifully landscaped yard offering spectacular views, with fireplace and plenty of room for couches and seating to enjoy those warmer summer evenings. Additional features include an elevator, heated flooring throughout, Control 4 security system, 8 fireplaces in total, a stunning warm and inviting library with sliding ladder, perfect to cozy up in and read that book you've had on your list. The magnificent staircase with custom iron railing leading up to 2nd floor with skylight above showcases the sophistication throughout that can be found within this very special home. This stunning property is not only high tech in many ways, it also caters to family living with so many new design features that allow for children and adults to have fun without ever leaving. A true statement property.

Beds:
5
Baths:
4.50
Sq.Ft.:
5,354
Status:
NEW LISTING
MLS#:
12349801
Type:
Single Family
Lot size:
1.02 Acres
Year built:
1938
A broker reciprocity listing Courtesy: Compass
View additional info

Set on an acre of exquisitely landscaped grounds on iconic Hill Road, framed by mature trees and vibrant perennial gardens, this grand 5 bedroom, 4.1 bathrooms, Georgian estate masterfully blends timeless sophistication with modern luxury. Classic interiors and sweeping panoramic views create a serene backdrop for everyday living and elegant entertaining. Outside, abundant gardens reminiscent of the English countryside, a sparkling pool, expansive stone patios, and a delightful three-season screened porch provide an idyllic oasis for everyday fun and gatherings large and small. Step into a grand and gracious foyer, where a sweeping bridal staircase sets the tone for the refined interiors beyond. The elegant living room, anchored by a handsome wood burning fireplace, opens to a screened porch that invites seasonal outdoor enjoyment. Just beyond, a charming library offers a quiet retreat, while the dining room is perfectly suited for hosting memorable dinners. The heart of the home is a gourmet kitchen, outfitted with top-of-the-line appliances and custom cabinetry, which flows seamlessly into an inviting family room with a cozy gas fireplace and radiant heated floors throughout the two rooms. French doors lead out to a picturesque patio, offering stunning views of the pool and manicured grounds. A private office with its own en-suite bath provides exceptional flexibility, serving as an ideal guest suite or convenient first-floor bedroom. Upstairs, discover five well-appointed bedrooms, including a luxurious primary suite featuring a serene sitting area, a generous walk-in closet, and a spa-inspired bath complete with radiant heated floors. A second-floor laundry room adds to the home's thoughtful and functional design. Among the additional bedrooms, one boasts its own en-suite bath with a steam shower, while two others share a Jack-and-Jill bath- with individual vanities in the bedroom for privacy and convenience. The remodeled (2024) lower level with a gas log fireplace offers abundant space for recreation and relaxation, ideal for a home theater, game room, and/or casual lounge area. With its classic architectural details, contemporary updates, a 2 car attached garage, and breathtaking outdoor living spaces, this is a rare opportunity to own a truly exceptional home in an enchanting setting.

Beds:
5
Baths:
6.50
Sq.Ft.:
5,573
Status:
NEW LISTING
MLS#:
12361024
Type:
Single Family
Lot size:
0.34 Acres
Year built:
2023
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

California Dreamin'..... Enjoy easy California living in this one-of-a-kind, East Winnetka, new construction home! No expense was spared in constructing this 6-bedroom, 6 1/2-bath home where every modern convenience awaits you. Situated on a .34 acre, corner lot, this private home boasts 2 large, side yards and overlooks a quiet park across the street. With south and west-facing exposure, light floods through huge contemporary windows at every turn and features a jaw dropping glass & wood floating staircase to all three levels of the home. Prepare to be wowed by the 1st floor, open-concept floor plan with a huge living & dining area, as well as a state of the art kitchen with a full Miele appliance package, inset Italian cabinetry, built-in, surround-sound, audio system, gas fireplace, wood plank flooring, 10-foot ceilings and glass sliders to an upper deck for dining and lower patio for relaxing. The first floor is completed with an office, a mini primary suite and/or additional sitting room depending on your needs, powder room, huge mudroom accessed directly off of a 2-car attached, heated garage with epoxy floors and EV charging station. The easy living of this home continues to the lower level where you will find heated floors throughout, an enormous family room/multipurpose room with more built-in Italian cabinetry, full bar, 90-bottle, wine display, exercise room, ensuite bedroom and storage. The second floor features 9-foot ceilings, a luxurious primary suite with a wrap-around balcony, his/her closets, soaker tub, steam shower, heated floors and double sinks. Three ensuite bedrooms complete the 2nd floor along with a large laundry room with more inset cabinetry. Other notable items are: 400 amp electric, interior fire sprinkler system, exterior landscape sprinklers, auto-touch steel front door, heavy-duty German garage doors, Kohler fixtures, Emtek hardware, Oknoplaste double pane windows, custom 1 3/4 inch solid-core doors, closet organization systems, electronic blinds, and window treatments rarely found in new construction. This house is amazing! Move in and enjoy!

Beds:
5
Baths:
4.50
Sq.Ft.:
4,800
Status:
NEW LISTING
MLS#:
12364833
Type:
Single Family
Lot size:
0.2 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Chicago Properties Firm
View additional info

Tucked away on a serene cul-de-sac just steps from downtown Winnetka and Lake Michigan, this striking contemporary residence offers refined living in one of East Winnetka's most coveted locations. Designed by Gary Lee Partners and award-winning principal architect Sharlene Young, the home is a masterful expression of modern elegance, where innovative materials and meticulous craftsmanship create a seamless blend of form and function across 4,800 square feet. Bathed in natural light, the open-concept main level is perfect for both relaxed family living and sophisticated entertaining. Expansive front and rear decks enhance the effortless indoor-outdoor flow. At the heart of the home, a show-stopping Italian-designed kitchen features Poliform cabinetry, Sub-Zero and Gaggenau appliances, stainless steel accents, and a stunning Calacatta Gold marble waterfall peninsula-ideal for everything from casual breakfasts to fireside evening gatherings. A floating, encased two-story white oak staircase-framed by a dramatic window wall-leads to a luxurious primary suite, where extra-wide panoramic windows provide serene views. Dual walk-in closets and a spa-inspired bath with an infinity soaking tub, double rainfall showers, custom vanities, and cove lighting controlled by Lutron technology complete the retreat. The second level also includes two spacious bedrooms, each with its own full bath, and abundant closet and storage space. The finished lower level continues the home's thoughtful design and high-end finishes, offering a large family room and two additional bedrooms with a shared full bath-ideal for guests or multigenerational living. Professionally landscaped with a tranquil, zen-inspired garden, this home also features a commercial-grade foundation and roof, two independent HVAC systems, and a garage with lofted storage. Recent updates include a new A/C unit, both furnaces and humidifiers and the rear deck replaced with a composite deck with built-in lighting. Live beautifully just steps from the lake and all that Winnetka has to offer.

Beds:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
12364403
Type:
Condo, Townhouse
Subdivision:
Hedge Row
Year built:
1997
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Coveted Hedge Row Penthouse, HARD TO FIND ONE FLOOR living in the Heart of Winnetka! This Northwest *End unit - is on the market for the first time! This is one of only a few on the top floor that are on the *BACK* side of the building - so you don't face Green Bat Road and the train tracks - and no one is above you - so it is quiet!! This 2 bedroom, 2 bath + den condo is spacious and neutral. The main living room/dining room area has an open floor plan with a gas fireplace, an abundant of of natural light, many skylight throughout, and only the West facing units get to enjoy the sunsets! You will enjoy the indoor-outdoor living and dining al fresco on the private spacious patio. Chef's you will love cooking in the oversized kitchen with custom cabinetry - loads of storage and counter space, Sub Zero, double ovens, room for a prep island if desired, and several barstools. Area off the kitchen s often used as a den as well as second eating area. Primary suite is spacious with a walk-in closet, second closet and large bathroom with double vanity, soaking tub, separate shower and linen closet. Second bedroom is nice-sized with 3 closets. DOGS ALLOWED! Two parking spaces and separate storage. Conveniently located in the heart of Winnetka, enjoy easy access to all your favorite shops and restaurants, close to the library, train, land the beach.TOP FLOOR CONDO - RARELY AVAILABLE IN WINNETKA!

Beds:
6
Baths:
6.50
Sq.Ft.:
n/a
Status:
Active
MLS#:
12363132
Type:
Single Family
Lot size:
0.67 Acres
Year built:
1898
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Exciting opportunity to acquire a remarkable property in Winnetka! This stunning Benjamin Marshall-designed home is nestled on 2/3rds of an acre in the heart of the Village. The property boasts professional landscaping, including an oversized pool, putting green, and a 1/2 basketball court. Enjoy the expansive outdoor spaces with large patios, a cozy screened-in porch, and a balcony off the primary bedroom offering amazing views of the property. Step inside to discover spacious rooms with a circular floor plan, featuring a beautiful eat-in kitchen, separate dining room, family room, and office. Dual staircases lead to the second floor, where the primary suite awaits with a sitting room and balcony access, along with 2 additional bedrooms and a generous in-law suite or second family room each with private baths. The third floor presents 4 bedrooms and a full bath, perfect for kids' hangouts. Complete with a full basement accessible from the attached garage, this home has seen many recent updates. Combining historical charm with modern amenities.

Beds:
4
Baths:
2.50
Sq.Ft.:
2,380
Status:
Active
MLS#:
12331764
Type:
Single Family
Year built:
1967
A broker reciprocity listing Courtesy: Perennial Properties
View additional info

Unbeatable location, Award winning Hubbard Woods school, and the most wonderful neighborhood are waiting for you! Nestled in the heart of sought-after Winnetka, this 4-bedroom, 2.5-bath home offers endless possibilities on one of Hubbard Woods' most iconic streets. With only two owners since its construction, the home has been updated for comfort and ease of living, featuring a new HVAC system (2022), an upgraded 200-amp electrical service, a convenient underground sprinkler system, a functioning wood-burning fireplace, and hardwood floors throughout. All four generously sized bedrooms feature large closets and abundant natural light from oversized windows. The full, unfinished basement provides a blank canvas, ready to be transformed into additional living space, a home theater, or a play area for children. Located within walking distance of Corwin Park for AYSO soccer practice, this home is perfect for family life. Enjoy the quiet, tree-lined streets and convenient access to local amenities, including the train station, schools, beaches, and expressways. This home invites you to bring your personal touch and make it your own. Don't miss this rare opportunity to own a piece of Winnetka's finest on Asbury Avenue. The home is being offered AS IS.

Beds:
4
Baths:
5.50
Sq.Ft.:
5,026
Status:
Active
MLS#:
12353822
Type:
Single Family
Lot size:
0.21 Acres
Year built:
2009
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

The one you've been waiting for-this Nantucket-style stunner checks every box and then some. Welcome to 953 Spruce Street, a picture-perfect, custom-built home by Orchard Glen Homes, nestled in the heart of Winnetka. Just steps from the train, town, restaurants, parks, and top-rated schools, this newer construction (2009) gem combines timeless design with thoughtful updates and everyday convenience. With approximately 5,200 square feet of finished living space, this home offers room for everything and everyone-without sacrificing warmth or charm. Set on a deep 187-foot lot, the home impresses from the start with its beautiful cedar shake siding, copper gutters, premium Andersen E-Series windows, and professionally designed landscaping by Red Spade-complete with a custom firepit, lush perennial gardens, stone patio, full sprinkler system, and fully fenced yard. Inside, the charm continues. You'll find hardwood floors throughout the first and second floors, 9-foot ceilings, custom millwork, arched doorways, and built-in speakers on the main level, in the primary suite, and the lower level. The floor plan flows effortlessly, offering a true living room, elegant dining room, and large mudroom to keep life organized. At the heart of the home, the kitchen was designed for real living-featuring soft-close cabinetry, two sinks, an oversized island, a brand-new Sub-Zero fridge (2022), a Wolf double oven range, and built-in microwave. A dedicated breakfast room brings in abundant natural light, while the adjacent butler's pantry includes a beverage fridge, sink, white quartz countertops, and marble tile backsplash. The warm and inviting family room with fireplace and custom built-ins is perfect for everyday moments and cozy evenings. Upstairs, each of the four bedrooms has its own en suite bathroom and custom closet-no one has to share! The spacious second-floor laundry room adds ease to daily routines. The primary suite is a private retreat, featuring a walk-in closet, private balcony overlooking the backyard, and a luxurious bath with black hex tile floors, soaking tub, large marble-surround shower, double sinks, white cabinetry, and marble countertops. The finished third floor offers a private space-ideal for dual offices, a homework zone, or an additional hangout area. The lower level is fully finished and built for fun and function: enjoy a second kitchen with dishwasher, fridge, and microwave (perfect for game day or entertaining), a large recreation room with fireplace, a full theater room with projector and tiered seating, a fitness room, 5th bedroom, and full bath. There's even a large storage room originally designed as a wine cellar. This home truly has it all-style, space, updates, and location. Come experience 953 Spruce for yourself and see why it stands out in every way.

Beds:
3
Baths:
2.50
Sq.Ft.:
2,264
Status:
Active
MLS#:
12358195
Type:
Single Family
Year built:
1925
A broker reciprocity listing Courtesy: Compass
View additional info

Located in one of Winnetka's most beloved neighborhoods, this classic Tudor offers timeless charm and endless potential. The spacious living room, featuring arched bookcases and fireplace, provides a cozy and inviting gathering space. An entertainment-sized dining room with built-ins adds both charm and functionality, The kitchen iwith table space, ample counter seating, and an adjacent family room overlooks the deck and sun-drenched, south-facing backyard. Upstairs, the large primary suite includes a walk-in closet, private bath, and skylights that bring in natural light. Two additional bedrooms, one with a tandem room, and a full hall bath complete the second floor. The third level offers flexible space for an additional bedroom, home office, or extra storage. Conveniently located near schools, parks, the train, and town, this home is a special opportunity and a true canvas for your imagination.

Beds:
6
Baths:
4.50
Sq.Ft.:
5,800
Status:
Active
MLS#:
12356529
Type:
Single Family
Lot size:
0.39 Acres
Year built:
1908
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Looking for an East Winnetka home full of charm to check all of your boxes? Look no further! Premiere location - walk, cycle, skip to Greeley or New Trier schools, town, train, and lake - it's all here! A covered front entry porch draws you into the welcoming foyer. This spacious open floor plan was designed for ease of living with great traffic "flow" and gobs of natural light thru-out! The awesome kitchen is the center of it all. Features a fabulous square island with additional seating, adjoins eat-in area and spacious family room. Large doors open to the most idyllic wrap around porch where you can sit and watch backyard activities, luxuriate on the porch swing with a good book or eat al fresco and watch the neighborhood go by. There are large rooms, tall ceilings, and huge windows that drench this beauty's interior with full southern & eastern exposures. Large separate dining room has a beautiful, coffered ceiling, sparkly chandelier and a sweet bay with delicate stained-glass windows. There is a great wet bar for entertaining as well as a desk/homework area. The charming custom stairway leads to four bedrooms (including primary suite) on the 2nd floor and 3 bedrooms & 2 full baths on the 3rd floor, one of which is so large it could be a teen retreat or upstairs hang-out. The primary suite has two large walk-in closets and fully appointed ensuite bath. Three other bedrooms and hall bath with laundry make up the 2nd floor. Lower level is finished and features a mud room, an office area, utility area and two other carpeted rec rooms. The professionally landscaped yard is lush and enclosed with a beautiful wrought iron fence and gate. 2 car detached garage and nice shed for bikes, beach chairs and gardening tools. This wonderful home won an award for best renovation in 2007 so everything "under the hood" has been touched. Present owners have enjoyed 18 years here and have taken exceptional care of all moving parts, adding a Generac generator for protection. Don't miss this wonderful Winnetka opportunity!

Beds:
6
Baths:
5.50
Sq.Ft.:
6,384
Status:
Active
MLS#:
12355909
Type:
Single Family
Lot size:
0.43 Acres
Year built:
1898
A broker reciprocity listing Courtesy: Compass
View additional info

Spectacular East Winnetka in-town oasis on almost 1/2 acre of lushly landscaped grounds offers a singular opportunity to walk everywhere from a private, fully renovated classic located in a premier location with 150 ft frontage, just steps to town, train, and beach. Meticulously transformed and completely reimagined inside and out with one of the best first floor living spaces, this 6 bedrooms and 5.1 bath home showcases the highest quality finishes and attention to detail, including a thoughtfully redesigned floor plan for today's lifestyle, exquisite architectural millwork and replaced hardwood floors, every modern amenity, and newer sun-filled windows with serene green views. Complete reworking of the landscape and hardscape by Midwest Arbor resulted in gorgeous panoramic grounds, gardens, grassy play areas, and bluestone patios, creating an incredible outdoor living environment. Spanning the front of the home, a bluestone patio overlooking the professionally manicured yard with magnificent mature trees, welcomes you to a picturesque verdant enclave. The inviting foyer with elegant wainscoting leads into a gracious living room complete with a gas fireplace framed by a handsome mantel adjacent to a bright, airy sunroom with stunning views of the breathtaking grounds. The dining room, accented with built-ins, flows seamlessly into the exceptional, recently reconfigured and renovated, cook's kitchen with a long island with new quartzite countertops, new marble backsplash, and high-end appliances. Adjacent is a sitting area perfect for play or relaxation with access to a private bluestone patio to enjoy al fresco dining and outdoor living. The sunny kitchen opens to the incredible family room with soaring ceilings, skylights, centered by a handsome fireplace, with patio doors opening to a stunning bluestone terrace. A great breakfast room, featuring a fireplace and architectural built-ins, shares a bluestone terrace: ideal for casual dining inside and out. Thoughtful design for everyday functionality is evidenced by a fabulous mudroom off of the heated 2 car attached garage and a full bath (great for beach days or muddy pups) on the main level. Upstairs the primary suite is a retreat in itself, with a private office, warm gas fireplace, and laundry. The recently renovated truly luxurious bathroom (2021) features designer marble and tiles, a jacuzzi tub, heated floors, a heated towel rack, gorgeous custom cabinetry and hardware, as well as a spacious custom walk-in closet. Three large additional bedrooms with a renovated hall bath and an ensuite bath . Two of the bedrooms open to a charming sunroom, providing an ideal space for relaxation, homework, or play. Tree top views abound in the sizable 3rd floor with a great hang out space in the expanded rec room, additional bedrooms, a renovated full bath, and a private back staircase ideal for guests or family members needing their own space. The basement provides even more space whether a rec room with workout room, game room, and a wine cellar. The property boasts 4 garage spaces; a 2-car attached garage and a 2-car detached garage. The exterior was revamped with new stucco (2020), skylights, gutters/soffits, and roof (2019). Truly turnkey, this home offers a rare blend of unparalleled elegance, functionality, and privacy with an in-town location and a phenomenal East Winnetka lifestyle.

Open House:

Saturday, 5/24 1:00-3:00PM

More Open House Info >

Beds:
4
Baths:
4.50
Sq.Ft.:
3,500
Status:
Active
MLS#:
12306413
Type:
Single Family
Year built:
2004
A broker reciprocity listing Courtesy: Worth Clark Realty
View additional info

Sophisticated Living in the Heart of Winnetka Step into timeless elegance with this meticulously crafted custom home, ideally located on a picturesque tree-lined street in one of Winnetka's most desirable neighborhoods. Built in 2005, 384 Provident Avenue offers nearly 3,500 square feet of thoughtfully designed living space with quality craftsmanship, architectural character, and exceptional flow. Main Level Highlights Gracious foyer with soaring ceilings and detailed millwork Formal living and dining rooms ideal for entertaining Sun-filled family room with fireplace, flowing seamlessly to the outdoors Gourmet kitchen with premium stainless steel professional quality appliances, large eat at island, breakfast area and walk in pantry Convenient mudroom and powder room Private Retreat Upstairs Expansive primary suite with spa-inspired bath, soaking tub, dual vanities & walk-in closet Three additional spacious bedrooms with ensuite or Jack-and-Jill bathrooms Second-floor laundry for added convenience Lower Level Comfort Fully finished basement with large rec room, huge built in bar , guest suite, full bathroom, and abundant storage Perfect for a home gym, playroom, or media center Outdoor Living Professionally landscaped yard with brick paver patio and green space for play or entertaining Two-car dettached garage with built in organizing wall and newly repaved driveway Prime Location Just moments from award-winning Winnetka schools, the lakefront, vibrant downtown, parks, and Metra A peaceful, family-friendly neighborhood with mature trees and timeless charm

Beds:
4
Baths:
4.50
Sq.Ft.:
3,973
Status:
Active
MLS#:
12347530
Type:
Single Family
Year built:
1953
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

This is the quintessential All-American Beauty nestled on private lane in desirable Winnetka on a half acre with a pool! This home was completely rebuilt and redsigned for today's lifestyle in (2003-2004) - it is impeccable inside and out! Not much remains of the original home. The attention detail is everywhere...outstanding craftmanship and exceptional millwork throughout. A large foyer with a marble checker floor welcomes you into the home. Thoughtfully designed to have fabulous first floor circular flow...perfect for entertaining! Enjoy the spacious living room with handsome fireplace that opens right to the beautiful dining room - Thanksgiving will be perfect here. The French doors allow perfect sightline to the backyard and open to the oversized bluestone patio. Chef's - you will absolutely love cooking in the custom kitchen with an oversized island, full size Subzero fridge and freezer, Wolf range with statement hood.. and wait you until you see the rotunda - meals will be be special here - it's a WOW - you don't see every day! The flow from the kitchen to family room is perfect - gorgeous coffered ceiling and windows overlooking the pool. The indoor/outdoor living is simply spectacular with the patio, pool, plenty or BBQ area and picture perfect professionally landscaped backyard - so much room to do anything! Four nice size bedrooms on the second floor with three bathrooms.. The spacious primary suite has a pretty vaulted ceiling, window seat to admire the yard, marble bathroom with double vanity and walk-in closet. The lower level has a newer laundry room, great pool changing area with full bath and steam shoer and stairs that lead right out the pool/patio. Rec room can be used as a gym or play space - whatever you need. 2-car garage with pretty paver driveway. Just a short walk to Hubbard Woods, Skokie and Washburn schools as well as the sports mecca on Hibbard road. Just a fews minutes from downtown Winnetka shops and restaurants, the train and the beach! This is TRULY A SPECIAL HOME!!

Beds:
8
Baths:
6.00
Sq.Ft.:
7,215
Status:
Active
MLS#:
12346308
Type:
Single Family
Lot size:
1.3 Acres
Year built:
1929
A broker reciprocity listing Courtesy: Compass
View additional info

Through the pillared stone circular driveway one enters the grounds of this extraordinary English Manor Home. The grand foyer with Paradiso marble is inset with creamy travertine and offers access to the first floor rooms and opens to the elevated 1500 square foot bluestone terrace. The handsome living room with bay window overlooks the expansive 1.3 acre grounds featuring terrace and pool and is highlighted by herringbone oak flooring and a marble fireplace framed by a wall of walnut wainscotting and intricately carved moldings. Banquet size dining room is an elegant setting for any occasion with an oversized window with generous seating and views of the grounds. There is a true library with a stately fireplace, herringbone oak flooring and walls of built-in bookcases. A delightful sun room with windows on three sides can be enjoyed year round and offers access to the terrace and grounds. The kitchen is a cook's refuge with a charming breakfast room, work area with butcher block center island and adjacent butler's pantry. The first floor is complete with an oversized laundry room and service entrance, The primary suite is situated in its own wing and provides the perfect setting for privacy and relaxation including a fireplace, balcony, dressing areas and spacious bathroom. There are six additional bedrooms on the second floor. Two bedrooms are ensuite, two bedrooms share a connecting bath and two are serviced by a hall bath. The fabulous third floor with wonderful ceiling height is currently being used as a game room complete with a pool table and media area. There are several spacious storage closets and one is a cedar closet. The coach house has a private entrance and features a living room, dining area, kitchen with a pantry, and a bedroom with an adjoining bath. Skylights brighten the living room and dining area and the heat and air conditioning are controlled separately. It is the ideal space for guests, in-laws or staff.

Beds:
5
Baths:
7.00
Sq.Ft.:
7,500
Status:
Active
MLS#:
12335263
Type:
Single Family
Year built:
2025
A broker reciprocity listing Courtesy: Coldwell Banker Realty
View additional info

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

Beds:
5
Baths:
5.00
Sq.Ft.:
4,776
Status:
Active
MLS#:
12333752
Type:
Single Family
Lot size:
0.54 Acres
Year built:
1993
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Architecturally stunning custom contemporary on a lush 1/2 acre private lane with lake breezes. Designed to maximize natural light and indoor-outdoor living, the home features expansive windows, skylights, and three rooftop decks. The open floor plan showcases soaring ceilings, newly refinished maple floors with mahogany trim, and natural stone accents. A beautifully renovated kitchen with a large island, walk-in pantry, and command center flows into the spacious family room. The dramatic 2 1/2 story gallery with a double-sided fireplace connects the living and dining rooms, creating a stunning focal point. On the second level, 4 bedrooms and 3 full baths include a serene primary suite with a private deck, walk-in closet, and spa-like bath. The finished lower level impresses with 9-foot ceilings, a fitness area, media/recreation space, powder room and a 5th bedroom with en-suite full bath. Multiple patios and over 500 square feet in deck space offer peaceful outdoor retreats. Walkable to the vibrant Hubbard Woods downtown, train, and Tower Road Beach - this home is a rare blend of modern design and natural beauty in a prime location. Properties like this don't come up often!

Beds:
5
Baths:
7.00
Sq.Ft.:
9,723
Status:
Active
MLS#:
12328147
Type:
Single Family
Subdivision:
East Winnetka
Lot size:
0.75 Acres
Year built:
2021
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Summer is right around the corner, and 139 Sheridan is the ultimate lakefront escape. Built into the bluff and just steps to the water, this turnkey Morgante Wilson custom home is designed for effortless lake living. One of the last new construction homes allowed to build into the bluff, it offers a front-row seat to beach days, boat rides, and unforgettable summer memories. Incredible panoramic lake views from all rooms, picture perfect crisp navy, blue cedar shake Nantucket accented with white trim brings home the best in class to Winnetka lakefront living. Purposely engineered from the lake to the inside, this artistically designed home optimizes all elements of living "right on the water" from all 3 levels of luxurious living. Phenomenal entertainment focused walk-out lower level fully equipped with golf stimulator room with gaming area, Pinterest perfect " bunk room", fully built-out office with horizon jaw dropping lake views, huge family room with nautical inspired bar, 3rd laundry area & enormous, finished storage that could be transformed to any other wish list space! Incredible & expansive first floor living with 13 ft. soaring ceilings allows the outside to flow right in from the oversized terraced entertaining patio to the stunning solarium Great Room with 3-sided display floor-to-ceiling windows with the lake as the beautiful backdrop. This is the focal room of this classically defined all American beach house which sets this house apart from other lakefront homes as it's the magnificent, combined space with Farrow & Ball blue hued Chef's kitchen, walk-in stainless steel accented scullery, crisp white quartz wet bar with a casual airy breakfast space to amazing entertaining space that showcases the best in living today. Wine lovers will appreciate the fantastic dining room with 2 walk-in glass display rooms that allow your collection to be showcased with even more built-in hidden storage for all the extras needed for entertaining in this creative masterpiece. Full dog room with double Dutch door is adjacent to cozy office customized with built-ins and leads down the herringbone navy tiled hallway to mudroom & attached 2.5 garage. Thoughtful full primary wing on first floor makes living grand walking up to majestic sunrises right from the bedroom that opens right to your own terrace. Beautiful primary bath with 2 walk-in closets, one being huge outfitted with custom island & washer/dryer for quick ease. Gorgeous open atrium staircase mill worked to perfection leads to 2nd floor with 4 large family beds and another laundry room. 2nd optional primary suite with luxe bath with soaking tub has private balcony with more marvelous views of the lake. Bed 2 is customized with built-ins, fab walk out balcony to lake & handsome RH bath accented in polished nickel finishes. Bed 2 & 3 overlook lake as well as share white quartz bath with Ann Sacks beachy tilework. Living on the lake at 139 has some fab unique perks: a grandfathered-in boathouse, a quick private walk down to the lake, rolling green grass terraces and lastly "lookout tower", a private terrace original to the home, outlined in a beautiful stone walls as the perfect backdrop for dining under the stars with sound of waves. It's all here and only a quick walk to the train & New Trier, come experience easy lakefront luxe living ... as this is really like owning a turn-key beach home as if you are on vacation 365 days a year!

Beds:
5
Baths:
6.50
Sq.Ft.:
13,482
Status:
Active
MLS#:
12324376
Type:
Single Family
Lot size:
0.87 Acres
Year built:
2010
A broker reciprocity listing Courtesy: Compass
View additional info

Welcome to this stunning custom home designed by Morgante Wilson, with thoughtful input from discerning owners. This once in a lifetime home is nestled on a picturesque 0.86-acre lot on private Pine Lane near schools, town and train. This thoughtfully designed home is perfect for all ages, blending creativity and style throughout. The inviting entrance hall sets the tone as you walk in, leading to a cozy library with a fireplace that's perfect for unwinding. The spacious family room, featuring a tranquil saltwater aquarium and a fireplace, flows seamlessly into a fantastic kitchen with huge island. All appliances have been thoughtfully chosen and form meets function beautifully in this well-designed heart of the home. An adjacent private office overlooks the spectacular property. Enjoy year-round comfort in the four-season porch, complete with its own fireplace and an ideal location off the family room. Upstairs, the second floor boasts six bedrooms, including a tranquil primary suite with a fireplace, luxurious bath, and a private open-air 'gazebo' porch. Four additional bedrooms conveniently share two Jack and Jill baths and a computer work station. The third floor offers a versatile retreat with a second family room (or large, privately tucked away guest bedroom) that opens to a spacious deck with stunning views of the grounds and majestic trees. This level also includes a full bath and a thoughtfully designed office with a seating and work area - the perfect 'work from home' solution. The lower level is an entertainer's dream, featuring a media area which is perfect for movie nights, a billiards room, play area, entertaining kitchen, pool full bath (and laundry), and plenty of storage. This lower level oasis also includes a luxurious pool and spa, a 20' sport court and separate exercise room. Perfection! The lush grounds (designed by Eiserman and Associates) features beautifully planted flower beds, gracious, expansive grounds and thoughtfully designed patios for outdoor relaxation and enjoyment. Additional highlights include a three-car attached heated garage plus an extra one-car attached garage, energy-efficient geothermal heating and air conditioning.The location is truly unbeatable. This spectacular home on Pine Lane offers a rare blend of comfort and elegance in a prime location. Come home!

Beds:
6
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
12294316
Type:
Single Family
Subdivision:
East Winnetka
Lot size:
0.42 Acres
Year built:
1917
A broker reciprocity listing Courtesy: Coldwell Banker Realty
View additional info

Nestled on .4 idyllic acres in the heart of Winnetka, this mindfully reimagined 1917 Tudor-style manor designed by SS Beman blends historic charm with modern luxury. The grand foyer leads to open, light, grandly-scaled spaces with tall ceilings. The formal living room, with its inviting seating nook and original fireplace, flows seamlessly into the expansive dining and family rooms, each featuring French doors that open to a refreshed screened porch and a lush English-inspired garden landscaped with new perennials including 200 roses. Renovated only two years ago, the kitchen is equipped with Viking appliances, a Sub-Zero refrigerator, stone countertops and designer cabinetry. A casual breakfast room with banquette and adjacent TV room provide additional gathering spaces. On the second floor, four spacious bedrooms await, including a primary suite with a private deck and an updated luxury bath. A new shared bath boasts a freestanding soaking tub and artisan tile backdrop. The third floor could serve as a guest, in-law, or au pair suite with a fifth and sixth bedroom, office space, laundry room, cedar closet, and full bath. The basement offers a recreation room with built-ins, gym, and half bath. The grounds, meanwhile, create a true sense of retreat with a resistance swimming pool, a stone patio, a roof deck, and a full outdoor kitchen. Recent upgrades include the new kitchen and second-floor bath, refinished floors, fresh paint, new carpeting, lighting, custom window coverings and countless other finely crafted details, all passed on to the next homeowner. A generator and attached 2-car garage completes this singular offering-making it an exceptional value in a premier Winnetka location.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,700
Status:
Active
MLS#:
12311165
Type:
Single Family
Lot size:
0.24 Acres
Year built:
1930
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Handsome Georgian home underwent a complete restoration and remodel (2016) to preserve its antique charm and vintage details. Fantastic east Winnetka location - walk to Greeley, New Trier, Lake Michigan, and commuter train. Beautiful brick exterior with slate roof sets the tone for the entire home. kitchen with Decora cabinets, two spacious pantries, eat-in bar plus table space. 3 fireplaces, large back yard, master bedroom balcony, mudroom, attached 2car garage, 2nd floor laundry room. Master bedroom has spacious walk-in closet, and balcony off master bath. Two additional baths on 2nd floor, powder room on 1st floor and basement. Lot is 10,400 sq. ft but is 10 feet deeper than shown because of landlocked right-of-way. Home is approximately 3700 sq. ft.

Beds:
6
Baths:
5.50
Sq.Ft.:
n/a
Status:
Active
MLS#:
12278236
Type:
Single Family
Year built:
1922
A broker reciprocity listing Courtesy: Compass
View additional info

Experience the perfect fusion of timeless elegance and contemporary luxury at 90 Locust Road. Set upon over an acre of land, this majestic brick Georgian welcomes you through wrought iron gates and along a newly crafted circular driveway to its grand entrance. Step into the exquisite parlor, adorned with high ceilings, stenciled wood floors, and intricate dentil moldings, serving as the heart of all your entertainment endeavors. The sun-drenched sitting room, adorned with floor-to-ceiling windows and breathtaking wallcoverings, seamlessly merges indoor and outdoor living, inviting nature's beauty inside. In the formal living room, cozy up by the wood-burning fireplace amidst custom built-ins and designer finishes, creating an atmosphere of warmth and sophistication. Relax in the Conservatory, where marble floors and custom banquet seating provide a luxurious retreat to savor panoramic views of the pool, blue stone patios, putting green and lush landscaping. The recently renovated kitchen, a culinary haven, boasts custom cabinetry, a stunning quartzite island, and commercial-grade appliances, ensuring every meal preparation is a delightful experience. Entertaining is effortless with the adjacent bar, connecting the kitchen to the family room, office, and lower level. Retreat to the family room, featuring hardwood floors and studded grass cloth wallcoverings, or find productivity in the first-floor office adorned with custom cabinetry. Unwind in the Primary Suite, offering two custom walk-in closets and a deluxe bath with double vanity, soaking tub, European shower and private commode while three additional bedrooms with ensuite baths provide comfort and privacy for guests. The third floor offers a versatile recreation room and office, while the lower-level hosts an additional bedroom, a game room, a wine cellar, an exercise room, second laundry and more. Outside, embrace the joys of summer on the meticulously landscaped grounds, featuring a multi-hole putting green, fire-pit, and a new 45 ft pool with spa, surrounded by a new bluestone pool deck and patio. The pool house offers convenience with changing rooms, showers, and a lounge area. Don't miss the chance to own this iconic property in the esteemed Avoca school district-an unparalleled blend of sophistication, luxury, and leisure awaits.

Refine Property Search
Page 1 | 2 of 2    Prev | Next
1–25 of 30 properties displayed
MRED- Midwest Real Estate Data MLS logo
Listings courtesy of MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 5/20/2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to [email protected].

How may I help you?

Get property information, schedule a showing or find an agent






We respect your privacy