184 Winnetka, IL Real Estate Listings

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Est. Payment$1,475,000
4 Beds | -- Baths | 2,772 Sqft

145 Sheridan Road, Winnetka, IL 60093

House For Sale

"Fresh, Simple, Elegance" epitomizes the stunning gut renovation of this East Winnetka gem within a stone's throw of the lake, town and train. Artfully designed at every turn, this 4BR/4BA home with rare first floor Master suite boasts a beautiful, fresh "Coastal" aesthetic that celebrates the fusion of high design with a relaxed comfort that brings tranquility to every room. No detail overlooked. The circular floor plan allows each room to flow effortlessly into the next while creating the perfect balance of privacy and space. The front foyer draws you into a breathtaking open living space with beautiful French doors, fireplace and floor-to-ceiling windows that bring the serenity of the outside in from almost every angle. The living/dining room transitions into a spectacular family/sunroom that exudes of stylish comfort with stunning views of the backyard and access to the lovely new paver patio. The jaw-dropping Chef's kitchen is truly one-of-a kind. Gorgeous custom cabinetry, quartz countertops, top-of-the-line appliances and a fabulous, oversized island -- as perfect for a cozy cup of coffee as an entertainment spread like you've never seen. Large, bright laundry room, mudroom and access to heated 2-car garage all located off of kitchen. The first floor also features a large office with custom built-ins and beautiful bay window. A spectacular Master bedroom retreat with elegant custom millwork, European spa bath with radiant floor heat and walk-in-closet, along with 2nd bedroom and exquisitely designed full hall bath complete the first floor. The 2nd floor features two spacious, sun-filled bedrooms each with double closets, ensuite baths and views of the garden. The fully floored attic is accessed off of the 4th bedroom and offers a tremendous amount of storage or turnkey opportunity to finish for additional living space. 145 N. Sheridan is truly a special home... the simple, clean lines and nod to the natural world offer a moment of calm and breath of fresh air

Est. Payment$1,175,000
6 Beds | 5 Baths | 4,917 Sqft

1124 Merrill Street, Winnetka, IL 60093

House For Sale

Modern and sizeable true six bedroom brick house with full finished basement with plenty of free flowing living space for comfort and hosting. Location, Location, Location in the heart of Hubbard Woods. Leave the car at home and enjoy the very close proximity of restaurants, shops, parks, tower beach and the Metra. Firstfloor en-suite bedroom for short term visitors and or long term guests. Five bedrooms second level including spacious master suite and 2 additional full baths. Open and contemporary kitchen with a recent upgrade in appliances. Two story foyer upon entry. Oversized mud room and crown molding throughout. Possible seventh bedroom in finished basement which includes full bathroom, tall ceilings, wet bar, additional laundry, and plenty of space for play/exercise. Brick paver patio and green space in the rear for warmer weather enjoyment. Roof recently replaced.

Est. Payment$950,000
5 Beds | 4 Baths | 4,126 Sqft

2130 Old Willow Road, Northfield, IL 60093

House For Sale

NEED SPACE? Surprises await inside this spectacular sprawling ranch with a completely updated interior in the heart of Northfield. No busy streets to cross! Short walk to get to the highly rated Northfield Schools, shopping, dining and more! Spoil yourself in the expansive kitchen/great room fashioned with 2 subzero refrigerators, one with 2 zone wine storage, a Wolf induction stovetop, double Wolf ovens, Bosch dishwasher, a walk-in pantry and a huge island with seating for everyone! This home boasts huge rooms with tons of living space including a great room off the kitchen, a living room and a fantastic 4 season sun room overlooking the expansive yard and pool. The master suite is a personal retreat with a huge walk-in closet and a new master bathroom with a spa tub, steam shower and double bowl sinks. Other highlights include a wonderful mudroom with laundry and a full bathroom, a 3 car attached garage with electric car charging station, a heated Koi pond, and a new roof recently installed. Easy to show virtually and in person!

Est. Payment$235,000
2 Beds | 1 Bath | -- Sqft

555 Hill Terrace #207, Winnetka, IL 60093

Condominium For Sale

Rarely avail 2 bedroom/1 bath in THE CHIMNEYS, an English Tudor Courtyard building. Bright & sunny, lots of natural light. Wood burning limestone fireplace & large bay window in living room provide for a peaceful retreat. Bright kitchen w/marble countertops, new refrigerator, new gas stove/oven, microwave, Frigidaire dw plus w/d laundry in unit. Treetop views & triple windows accent the separate dining room. Light filled spacious master bedroom. 2nd bedroom doubles as an office or den, nursery or guest room. Newer full bath w/granite. Living room, dining area & kitchen floors refinished. A/C in unit. Quiet building, well maintained w/reserves. Parking plus 2 addl storage units included. Walk to New Trier HS, downtown Winnetka, library, bike trails, close to beach & steps from Indian Hill Metra train station. Top rated Greeley School Dist 36 & New Trier HS Dist 203.

Est. Payment$1,699,000
4 Beds | 5 Baths | 3,574 Sqft

1040 Starr Road, Winnetka, IL 60093

House For Sale

Set on one of Winnetka's most prestigious streets, 1040 Starr sits on an oversized lot just steps to town. A formal entry with a spectacular bridal staircase welcomes you to this 4 bedroom, 3.2 bath home. The sun-filled formal living room with 3 sides of windows flows seamlessly into a charming sitting room with custom built-in cabinetry. The formal dining room overlooks a lovely private garden. The family room's exceptional space leads to the patio and private, professionally landscaped yard. This exceptional living space includes a fireplace, a wet bar and handsome built-ins. The white kitchen has an "eat-in" space and a timeless butler's pantry. The second floor's significant master suite includes a marble fireplace, a wall of closets and a generous bath with walk-in shower and bathtub. The second floor includes 3 additional bedrooms, one with a private bath and the other two share a jack and jill bath. Perched at the landing level is a striking tree-top office with views of the breathtaking yard. The lower level includes a finished rec room, laundry room, half bath and generous storage. This home has been meticulously maintained inside and out and updates include new windows and mechanicals. This private oasis feeds into award-winning Hubbard Woods School and New Trier High School.

Est. Payment$879,000
3 Beds | 3 Baths | 2,400 Sqft

350 Birch Street, Winnetka, IL 60093

House For Sale

The one you've been waiting for! Exquisite French Provincial home boasts curb-appeal galore, fabulous circular floor plan, on-trend modern decor, and A+ walk-to-everything location! Situated on one of Winnetka's prettiest streets in a coveted area of prestigious homes, this all-brick beauty was custom built for discerning clients who wanted to duplicate their Dallas residence in the Midwest; they insisted on many high quality special details usually reserved for grander sized homes, including 7 ft. oversized windows, extensive crown molding and chair rails, oak hardwood floors throughout and copper pipes. South, east and west exposures allow sunlight to abundantly flow through. First floor features 8 1/2 ft. ceilings, gracious marble foyer, elegant living room with woodburning marble fireplace, dining room leading to white eat-in kitchen. Gorgeous blue lacquered family room with wall of custom built-ins opens onto sunny, secluded fenced yard with blue stone patio and mature, professional landscaping. Second floor has huge master suite with dressing area, bath with double vanity, walk-in and three more closets. You'll also find two additional generous-sized bedrooms (one with walk-in closet) and a new hallway marble bath. Deep, easy-to-finish full basement with open recreation room and laundry area, plus the envy of Winnetka: a sizable attached 2-car garage. No flood plain here! Less than half a mile to Crow Island, FHC and NSCD schools (all without crossing busy streets). Short walk to train, town, library, parks and New Trier High School. Ride your bike to the beach or take a run on the Green Bay Trail. This is a rare opportunity to live on one of the Village's favorite streets. There's no time like the present to start living the Winnetka lifestyle in this true jewel! Worry-free showings, e-brochure and listing video available.

Est. Payment$209,990
2 Beds | 1 Bath | -- Sqft

1099 Merrill Street #K1, Winnetka, IL 60093

Condominium For Sale

Now priced below exact comp in building! Rarely avail 2 bed, 1 bath 2nd fl corner unit in vintage Tudor building in the heart of Hubbard Woods, Winnetka. Secure building, 4 private units. Updated kitchen w/stainless appl, convection oven, refrigerator w/ice maker, cabinet front Bosch dishwasher, upgraded cabinetry, under cab lighting, granite plus tumbled marble back splash. Separate dining room. Hardwood throughout, living room w/custom built bookcase & storage cabinets & crown molding. Custom built french doors separate the 2 bedrooms & upgraded Kohler bath. Three custom closets, door hardware & cab knobs replaced /refurbished. New light switches added. Interior a/c incl. w/unit. Back door & deck to laundry & storage. Well maintained w/reserves. Parking $100/6mo. Commuter train & park across street. Walk to everything, move right in, pet friendly.

Est. Payment$199,900
2 Beds | 2 Baths | 1,200 Sqft

1706 Northfield Square #B, Northfield, IL 60093

Condominium For Sale

Beautiful 2 bed 2 bath 1st floor condo(both en-suite bedrooms) . Fantastic spacious floor plan. Wonderful patio facing complex pool. 1 garage spot and storage included. Easy ranch living in well managed complex! Close to shops, restaurants, New Trier schools. Vacant-easy to show!

Est. Payment$215,000
2 Beds | 2 Baths | 1,378 Sqft

270 Crestwood Village, Northfield, IL 60093

Condominium For Sale

Striking end unit with newly finished hardwood floor that shine. Spacious 2 bedroom with updated bathroom (2020). Huge island to entertain in your kitchen (SS appliances) and open layout to family room. Adorable patio and fenced in area great for privacy and pets. HOA covers snow removal, common insurance, parking and lawn care - even in your fence. Now that is maintenance free. Close to shopping, delicious restaurants, grocery store is a couple blocks away, and has easy expressway access. Agent owned

Est. Payment$4,999,000
6 Beds | -- Baths | 8,800 Sqft

27 Indian Hill Road, Winnetka, IL 60093

House For Sale

This home is located at 27 Indian Hill Road Winnetka, IL 60093 US and has been listed on Homes.com since 17 May 2020 and is currently priced at $4,999,000, approximately $568 per square foot. This property was built in 2005. 27 Indian Hill Road is within the school district(s) Avoca School District 37 and New Trier Township High School District 203 with nearby schools including Avoca West Elementary School, Marie Murphy School, and New Trier Township High School Winnetka Campus. Similar properties nearby are <a href="/property/13-woodley-rd-winnetka-il-60093/id-600030695986/">13 Woodley Rd</a>, <a href="/property/15-woodley-rd-winnetka-il-60093/id-600012834748/">15 Woodley Rd</a>, <a href="/property/187-hazel-ave-glencoe-il-60022/id-600013006993/">187 Hazel Ave</a>, <a href="/property/219-sheridan-rd-kenilworth-il-60043/id-600013170665/">219 Sheridan Rd</a>, <a href="/property/27-indian-hill-rd-winnetka-il-60093/id-600012834964/">27 Indian Hill Rd</a>, <a href="/property/434-greenleaf-ave-glencoe-il-60022/id-600013477451/">434 Greenleaf Ave</a>, and <a href="/property/2-bristol-rd-winnetka-il-60093/id-600013484149/">2 Bristol Rd</a>.

Est. Payment$975,000
5 Beds | -- Baths | 3,276 Sqft

1220 Sunset Road, Winnetka, IL 60093

House For Sale

Located within the Friend Rose subdivision, this picturesque, center entry Colonial is situated at the end of the peacefully quiet, cul de sac. You are welcomed into the home through double entry doors into a spacious foyer flanked by the sizeable living room and formal dining room, complete with traditional moldings. The fully renovated kitchen includes quartz counter tops, new hardwood floors and double ovens. The family room with wet bar and wood burning fireplace and mudroom/laundry room complete the first floor. The second level has five bedrooms, including the master suite and two additional full baths. The finished basement has designated storage, office space, kitchenette and full bath, featuring a steam shower. The 2.5 car attached garage allows plenty of space for two car plus additional storage. The traditional elegance and styling of today's modern buyer make this home a must see!

Est. Payment$1,399,125
5 Beds | -- Baths | 5,000 Sqft

922 Cherry Street, Winnetka, IL 60093

House For Sale

Masterfully built, French inspired brick & limestone home combines exceptional, high-end finishes with fabulous floor plan designed for both daily living and entertainment. Step inside to a dramatic 2 story foyer with spiral staircase and flowing first floor that features a private living room with fireplace, a gracious dining room and a spacious Chef's kitchen with butler pantry and built-in breakfast area that overlooks paver patio and professionally landscaped backyard. The kitchen opens into a sun-drenched family room with beautiful French doors, custom built-ins and a stunning stone fireplace. Second floor features a lovely, open landing and tranquil private master suite w/balcony, spa bath and generous walk-in closet. 2 additional bedrooms with Jack & Jill bath and large laundry room complete the 2nd floor. Follow the spiral staircase to a fantastic third floor guest suite with full bath and walk-out attic space. Lower level features a handsome office w/gas fireplace, large recreation room, and additional bedroom w/full bath. No detail is overlooked in this exquisite home... just blocks from downtown Winnetka, the train, parks and schools! This one is not to be missed! 3D VIRTUAL TOUR AVAILABLE.

Est. Payment$1,145,000
5 Beds | -- Baths | -- Sqft

830 Heather Lane, Winnetka, IL 60093

House For Sale

VERY EASY TO SHOW and priced to SELL! A RARE Winnetka offering.....this comfortable and polished home is all about lifestyle living. Set in a quiet cul-de-sac on over half an acre, this retreat overlooks a small pond and the forest preserve. The entire experience provides a feeling of tranquility, that is hard to find. Finished in a beautiful, neutral palate, this special home exudes refined luxury with exceptional custom finishes and has an ideal floor-plan that includes everything you are looking for...two fireplaces, hardwood floors and large windows offering picturesque views. Light-filled rooms with excellent flow lend themselves to dining and entertaining including a beautiful living room and dining room, both with fireplaces, a family room and bright sunroom, all with floor to ceiling windows. The expansive first floor has a separate wing with an updated master suite, walk-in closet, and a newly renovated bathroom. Completing the main level is an additional full bath, his and her offices, a galley kitchen and eating area, and a laundry/mud room attached to a two-car garage. The second level includes 4 spacious bedrooms, all with incredible views, and 2 full baths. The lower level completes the home with a large recreation/playroom, a fantastic & fun, easy to maintain indoor pool with two full baths/locker rooms, and plenty of storage space. The pool area attaches to an outside grotto perfect for a hot tub and leads to an expansive backyard and a custom bluestone patio that is perfect for hosting family and friends all summer. The outdoor space is truly an idyllic oasis. This is a unique opportunity not to be missed!

Est. Payment$1,049,000
4 Beds | -- Baths | 2,425 Sqft

1299 Trapp Lane, Winnetka, IL 60093

House For Sale

Gracious, updated, understated Home on peaceful 1/2 acre of professionally landscaped property. It is located in an inviting neighborhood on a quiet street. This home lives like a ranch but offers a private Bedroom and full Bathroom on the 2nd floor along with a huge (31x12) Bonus Room. There is also an extensive unfinished area on the 2nd floor - perfect for storage or possible expansion. The first floor Master Suite overlooks and opens up to the beautiful yard. There are 3 Closets (2 are large walk-ins). There are 2 other Bedrooms and a new Bathroom in this wing. One Bedroom is currently used as an Office. The Kitchen which has top of the line appliances adjoins the wood paneled Family Room. It also leads to a Mudroom, Powder Room, Garage and door to yard and dog run. The Living Room, separate Dining Room and Sunroom all overlook the beautiful Backyard and separately fenced in Pool. The Sunroom opens to the Patio. There is a finished room in the Basement. Extras include: hardwood floors under all bedroom carpeting, heating cables on roof and underground sprinkler system. This home has been continuously updated and meticulously maintained.

Est. Payment$1,799,000
5 Beds | 7 Baths | 5,395 Sqft

551 Rosewood Avenue, Winnetka, IL 60093

House For Sale

Welcome to your new home! This thoughtfully designed 3 story home ticks every box and then some - everything today's buyers are looking for. The first floor offers a fantastic layout with a formal living and dining room, paneled office with its own pergola covered patio. The gourmet kitchen is beautifully appointed with high-end appliances, custom cabinetry, and a built-in banquet that opens to the family room with a coffered ceiling and fireplace. The 2nd floor offers 4 en-suite bedrooms and an ample laundry room. The master suite has excellent closet space and a fabulous bath with vaulted ceilings, soaking tub and luxurious shower. The third floor includes a 5th full bath and works perfectly as a 5th bedroom, guest room, or rec space. The lower level has everything you need- recreation room, 6th bed, 6th full bath, built-in bar, exercise room, and ample storage. Great location for walking to schools, parks, tennis, golf, and town. Agent owned/interest.

Est. Payment$4,299,900
6 Beds | 9 Baths | 5,260 Sqft

13 Woodley Road, Winnetka, IL 60093

House For Sale

Live TOUCHLESS or VIRTUAL showings available! An "all-star team build" completed in 2015 by architect Paul Konstant, Athens Builders, Studio41, & Rocco Fiore with a "transitional, timeless design" set on nearly an acre. Hand selected exterior bricks from North Carolina brings a southern charm blended w/ a modern interior elegance at this one of a kind Nantucket home. Beautiful 2 story vestibule foyer sets the tone for this magnificent home w/ high ceilings, wide plank walnut hardwood floors & sunlight beaming throughout. Expansive living rm w/ coffered ceilings & marble fireplace opens to elegant dining room on the other side w/ floor-to-ceiling windows, marble fireplace & built-ins. Continue through the butlers pantry into the oversized white Chef's kitchen; gray marble countertops & infinity backsplash, heated limestone flooring and separate breakfast area overlooking lush backyard. Oversized family room off the kitchen w/ another limestone fireplace, coffered ceilings & French doors opening to the back patios. Thoughtfully designed w/ separate "wings" including first floor master suite, mahogany paneled office, guest suite and oversized mudroom area. Luxurious master suite has vaulted ceilings, marble fp, and doors out to the private outdoor patio. Spa master bath w/ heated floors, soaker tub, double vanity, all connecting to the walk-in closet. 2nd floor w/ 4 additional bedroom suites all with vaulted ceilings, ensuite baths, & walk-in closets. Second floor laundry room w/ heated brick flooring. Fully finished lower level rare on Woodley w/ large rec room, game room & wet bar, exercise rm, bonus room/7th bedroom & full bath. Attached 3 car heated garage. Backyard is a peaceful oasis with gorgeous patios, mature manicured landscaping, and oversized yard still w/ endless options to customize. A true private retreat impeccably finished with the finest details and exquisite design.

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