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50 Hottest Winnetka Illinois Properties!
Showings start Saturday 6/19, 10:00 - 2:00. This is the one! Perfect updated home in ideal location, near schools, downtown and Park District on the beautiful North Shore...
- 3 Beds
- 4 Baths
- MRD11126864 MLS
- NEW Status
BEAUTIFUL NEW CONSTRUCTION IN THE HEART OF WINNETKA. APPROX 6,000 SQ FT FINISHED SPACE, 6 BEDROOMS, 5.1 BATHS, SPECIAL FEATURES INCLUDE GOURMET KITCHEN, CUSTOM BUILT LIBR...
- 5 Beds
- 6 Baths
- MRD11125530 MLS
- NEW Status
The Past is Present; the Future is yours to renovate, enhance and decorate to your family's lifestyle! This traditional English style brick home welcomes guests in the ve...
- 4 Beds
- 3 Baths
- MRD11125137 MLS
- NEW Status
Superb location and rare newer construction home in the heart of Winnetka. Just a short walk to town, train, and schools, if you are looking for easy living, check out t...
- 4 Beds
- 3 Baths
- MRD11123767 MLS
- NEW Status
Gorgeous, red brick home located in Prime East Winnetka location. Steps from Hubbard Woods shops, restaurants, train station & Hubbard Woods & Sacred Heart schools, this ...
- 5 Beds
- 5 Baths
- MRD11123325 MLS
- NEW Status
Be prepared to be en-Gage-d by a beautiful transformation in the heart of it all in hubbard woods. Calling all city buyers who want to be just steps to town, schools, tr...
- 4 Beds
- 4 Baths
- MRD11122877 MLS
- NEW Status
One of Winnetka's most extraordinary retreats reminiscent of the iconic estates in Newport, RI, this "better than new" meticulously and lovingly restored Historical Home ...
- 6 Beds
- 9 Baths
- MRD11112692 MLS
- NEW Status
Privacy at it's best! Stately English home tucked away on one of Winnetka's most beautiful private roads with it's own gated entrance. This incredible sun filled home liv...
- 5 Beds
- 6 Baths
- MRD11122708 MLS
- NEW Status
Welcome to 140 Sheridan Road. A rare opportunity to own an architecturally and historically significant Mayo estate just steps from Lake Michigan. Built in 1928 as the ...
- 5 Beds
- 7 Baths
- MRD11122386 MLS
- NEW Status
Refined yet casual living awaits at 1175 Hill, perfectly tucked away on maturely landscaped & manicured half-acre grounds. Sought after first floor expansive living with ...
- 5 Beds
- 4 Baths
- MRD11101960 MLS
- NEW Status
Enchanting, gracious home with fabulous space and renovations in prime east Winnetka location near Elder Beach, Schools, train and town. First floor features a welcoming ...
- 5 Beds
- 6 Baths
- MRD11119328 MLS
- ACTIVE Status
This stately brick Georgian is located in Sears and New Trier school districts, and convenient to the Indian Hill train station and park. The custom kitchen has quartzite...
- 5 Beds
- 5 Baths
- MRD11085303 MLS
- ACTIVE Status
Proposed New Construction located in East Winnetka just feet from Lake Michigan. Close to schools, shopping and train. This home will be built with top level materials an...
- 5 Beds
- 6 Baths
- MRD11058358 MLS
- ACTIVE Status
Move right into this beautifully renovated 4 bedroom, 3 bath home and if you're looking for a big YARD? You'll be delighted by the lush yards & mature gardens set on an o...
- 4 Beds
- 3 Baths
- MRD11116648 MLS
- ACTIVE Status
Timeless elegance meet transitional chic at this one-of-a-kind beauty that seamlessly blends the irreplacable Gothic architecture with stunning, transitional decorating. ...
- 5 Beds
- 5 Baths
- MRD11114552 MLS
- ACTIVE Status
BEAUTIFUL NEW CONSTRUCTION IN THE HEART OF WINNETKA. APPROX 6,500 SQ FT FINISHED SPACE, 6 BEDROOMS, 6.1 BATHS, SPECIAL FEATURES INCLUDE GOURMET KITCHEN, CUSTOM BUILT LIB...
- 5 Beds
- 6 Baths
- MRD11114449 MLS
- ACTIVE Status
Renovated, solid Hemphill boasting 5 bedrooms and 4.5 baths in desirable Forest Glen. A 2006 three level addition of kitchen, family room, primary bedroom and bath and ex...
- 4 Beds
- 5 Baths
- MRD11113975 MLS
- ACTIVE Status
Completely updated Georgian. Renovated for todays needs with no detail missed. Newer oversized windows, Open kitchen-family room concept with cozy breakfast nook. Invitin...
- 4 Beds
- 3 Baths
- MRD11113646 MLS
- ACTIVE Status
Charming and timeless....this beautiful home on a tree lined street is perfect for indoor and outdoor living! You can walk to everything Winnetka has to offer and close t...
- 3 Beds
- 4 Baths
- MRD11111232 MLS
- ACTIVE Status
FANTASTIC MOVE IN READY HOME IN IDEAL WINNETKA LOCATION! Impeccably maintained & updated throughout. Features include: three levels of living, generously scaled rooms, cu...
- 3 Beds
- 3 Baths
- MRD11107453 MLS
- ACTIVE Status
Mid-century magic on a private 1/3 acre in East Winnetka! This one-story ranch beauty was a gut rehab 3 years ago by noted architect Healy Rice, and it is fabulous ... th...
- 4 Beds
- 3 Baths
- MRD11111016 MLS
- ACTIVE Status
The home desired by many is always hard to fine - Well here it is!!! The classic center entrance red brick Colonial in a fabulous Winnetka location. Close to all three sc...
- 4 Beds
- 4 Baths
- MRD11108660 MLS
- ACTIVE Status
A unique rendition of Colonial architecture constructed by the owner/builder as his own home! The Great Room: the adjacent living and dining rooms offer grand entertaini...
- 4 Beds
- 4 Baths
- MRD11067629 MLS
- ACTIVE Status
Superb renovation of the quintessential Winnetka home, combining classic details and modern amenities in a most desirable location. Nestled in a private, park-like settin...
- 5 Beds
- 5 Baths
- MRD11105764 MLS
- ACTIVE Status
Auction! $2,300,000 is the suggested opening bid for the online auction. It is not an asking price. There is an unpublished reserve price that is higher. 15 Woodley Ro...
- 6 Beds
- 8 Baths
- MRD11104084 MLS
- AUCTION Status
EXTRAORDINARY IN EVERY WAY! This spectacular New Construction home is situated on one of the most sought out Winnetka streets, in the heart of the village, walk to town, ...
- 5 Beds
- 8 Baths
- MRD11102397 MLS
- ACTIVE Status
East Winnetka new construction home. A minute away from downtown, train, park & beach. Good size lot, contemporary high-end 2 floors with finished basement house ( 4,100 ...
- 4 Beds
- 4 Baths
- MRD11101610 MLS
- PRICE CHANGE Status
Move in ready 3-bedroom, 2 bath condo in sought after 711 Oak. Loads of living space with gracious entry, exceptional living room/dining which opens to a private terrace....
- 3 Beds
- 2 Baths
- MRD11100238 MLS
- ACTIVE Status
Majestic yet unassuming, this lannon stone home will surprise you as it has been beautifully expanded and updated, seamlessly blending the best of quality old world craft...
- 4 Beds
- 7 Baths
- MRD11096762 MLS
- ACTIVE Status
Extra wide lot with an awesome location! Lot is approximately 68'x146'. Build your dream home. Property is being sold as a tear-down.
- 2 Beds
- MRD11091892 MLS
- ACTIVE Status
Quintessential Red Brick Colonial located on the coveted tree streets close to schools, parks and play fields. This large center entrance home boasts four large bedrooms ...
- 4 Beds
- 4 Baths
- MRD11074203 MLS
- RE-ACTIVATED Status
Stylish Brick Colonial with open floor plan and in town location! Fabulous great room with fireplace is adjacent to the kitchen and opens the expansive deck. Bright whi...
- 4 Beds
- 5 Baths
- MRD11085587 MLS
- PRICE CHANGE Status
Classic charm meets modern, sophisticated elegance. Welcome to 82 Woodley. This beautiful home sits in just over 1.5 professionally, landscaped acres and sits back off so...
- 6 Beds
- 6 Baths
- MRD11087312 MLS
- ACTIVE Status
Charm! Location! Move-in ready! Welcome home to this beautifully updated, sunlit condo in quaint courtyard building just blocks from the lake, New Trier, and train. Enjoy...
- 1 Beds
- 1 Baths
- MRD11086536 MLS
- PRICE CHANGE Status
Idyllic & rare Winnetka estate set on picturesque grounds of 1.5 acres right in the heart of Winnetka & in Crow Island District! A special renovated gem that offers seren...
- 5 Beds
- 6 Baths
- MRD11084856 MLS
- ACTIVE Status
Adorable and updated, 425 Chestnut is nestled on deep lot in a prime location in the heart of Winnetka. From the cheerful (new in 2021) front porch you will enter into th...
- 4 Beds
- 4 Baths
- MRD11080887 MLS
- ACTIVE Status
The essence of Winnetka is beautifully captured within this timeless, stately brick Georgian, located in the best East Winnetka "nook" with winding roads and lake breeze...
- 6 Beds
- 5 Baths
- MRD11080484 MLS
- ACTIVE Status
Turns out you really can have it all. Provencal charm, architectural sophistication and the luxuries of resort-like living unfold across more than 10,000 square feet of i...
- 4 Beds
- 9 Baths
- MRD11039757 MLS
- ACTIVE Status
The offering is a 4,970 square foot free-standing commercial office building leased to @properties, one of the leading real estate brokerage firms in the Chicagoland area...
- MRD11069274 MLS
- ACTIVE Status
This ranch style contemporary French home, boasting one of Winnetka's most prestigious addresses, is a one of a kind work of art! Designed by Norman Yeretsky and built i...
- 4 Beds
- 5 Baths
- MRD11051780 MLS
- ACTIVE Status
Conveniently located to all the North shore amenities. This fee simple townhouse has been redone top to bottom. Enjoy the short walk to the lakefront or The Green Bay Tr...
- 3 Beds
- 2 Baths
- MRD11064853 MLS
- ACTIVE Status
Grand and sun filled home with elegant European ambience, an outdoor pool in sought after East Winnetka close to the village and Tower/Lloyd Beaches. Better Homes and Gar...
- 6 Beds
- 6 Baths
- MRD11064701 MLS
- ACTIVE Status
Superb one owner Charles Paige home situated on nearly an acre on sought after Woodley Road. Stunning entry with curved staircase opens to the incredible Great Room with...
- 5 Beds
- 6 Baths
- MRD11064455 MLS
- PRICE CHANGE Status
Exceptional custom home on a deep, majestic lot in the heart ofHubbard Woods on idyllic Walden Road - walk to everything! This spectacular home boasts Architectural Diges...
- 5 Beds
- 6 Baths
- MRD10940944 MLS
- ACTIVE Status
Bright, meticulously maintained condo offers one floor living with direct patio access to the outdoors for easy flow to patio, all in the heart of town! Open floor plan f...
- 3 Beds
- 3 Baths
- MRD11004330 MLS
- ACTIVE Status
This is a great opportunity to own a beautiful, well maintained, fully occupied commercial building with three solid tenants in the heart of downtown Winnetka along the E...
- MRD11036531 MLS
- ACTIVE Status
IF YOU HAVE BEEN WAITING TO LIVE IN THE HEART OF THE "TREE STREETS", JUST WEST OF ROSEWOOD, HURRY TO 1070 CHERRY. YOU WILL FIND A CHARMING COLONIAL HOUSE WITH FINE ROOM S...
- 3 Beds
- 3 Baths
- MRD11032840 MLS
- ACTIVE Status
GREAT MASONRY COMMERCIAL RETAIL BUSINESS CONDO, 2100 SF, 4 ON-SITE PARKING SPACES, C-1 ZONING, EXCELLENT FOR RETAILS OR MEDICAL OFFICES! EXCELLENT SIGNAGE EXPOSURE AND R...
- MRD11031150 MLS
- ACTIVE Status
Dramatic nearly $500,000 price reduction and designer renovation to kitchen and lower entertainment level! This 6 bed, 6.4 bath lakefront home has one of the largest pri...
- 6 Beds
- 10 Baths
- MRD11021083 MLS
- PRICE CHANGE Status
Feel the lake breezes from this Nantucket style, cedar shake home on .51 acre in East Winnetka. Built in 2002, this spectacular, unique house features views out of every ...
- 5 Beds
- 7 Baths
- MRD10945601 MLS
- ACTIVE Status
The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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