Winnetka IL Real Estate, Homes, Condos for Sale

3 Beds ⋅ 1 Baths ⋅ MRD11741589 MLS ⋅ NEW Status

In this early spring market of discontent, Buyers out there are quoting Shakespeare with the words "WHEREFORE ART THOU MY NEW & AFFORDABLE WINNETKA DREAM HOME". To be or not to be, we have your answer here at 996 Chatfield in a most ideal location, a spit to Hubbard Woods (School, Shopping District & Train Station), Tower Road Beach & the Green Bay Trail. Three bedrooms and full bathroom up, fabulous flowing main level layout**living room with bay window & fireplace**formal dining room**south facing, bright family room/den/office** **updated white kitchen/granite tops/ss appliances overlooking patio and nice sized fenced yard. The full basement is a nice asset waiting to be finished. Hardwood floors & many new windows throughout but no central air. We know that all that glitters is not gold so we are delivering gold here without concern for glitters as beauty is in the eye of the beholder. We bring this to stage as a Midspring Night's Dream. The 2021 taxes were only $6778 and LOT SIZE IS 50' x 112'. Not one to sleep on...

996 Chatfield Road, Winnetka

$3,500,000

5 Beds ⋅ 7 Baths ⋅ MRD11747161 MLS ⋅ NEW Status

Beautifully built in 2019, this 5 bedroom Winnetka Preservation Award Winning home is timelessly-designed, sits on almost a half acre, and is surrounded by trees and views looking over the golf course. Incredibly designed kitchen opens to a warm family room with fireplace and overlooking the large yard with outdoor kitchen and fire pit. Wonderful Primary Bedroom and Primary Bath with incredible sunlight and architectural details. 1st floor features large bedroom with private bath and large home office. From copper gutters, Da Vinci slate roof, custom built-ins, landscaping, driveway material to timeless interior design choices, the details were never overlooked in this home. Beautifully finished car lovers garage with heat, air, bathroom and large additional space for workshop/home gym. 2nd floor of the garage is a special find with a private home office/additional recreation room. Walk able location to schools, parks, train, beaches and shops. Design that will leave you inspired. The interiors feature traditional architectural elements while the decor was kept quiet and comfortable. Balanced class and elegance can be found in every detail without making this home feel stuffy. A driveway with a cobblestone pavement leads to a porte-cochere that continues to a three-car garage. Comprehensive custom audio visual system and whole house generator is also installed for added enjoyment and stability.

824 Boal Parkway, Winnetka

$845,000

3 Beds ⋅ 3 Baths ⋅ MRD11733750 MLS ⋅ NEW Status ⋅ Winngate BLDG.

Simply beautiful, live a stylish and carefree lifestyle at the Residences at Winngate! Spacious 1,931 sq. ft. 3 bedrooms, 2 full bathrooms, and 1 half bathroom with a grand gallery hallway, sunny and bright exposures (East, North, and West) a good traffic pattern. Privacies, two lovely balconies: one accessible from the bedrooms, both have great views of tall evergreens. A step-saver kitchen and a separate laundry room. Ideal distance in Winnetka to unique shops, services, Pace bus, and Metra train. The common green backyard is shared or for private gatherings. Two deeded indoor heated parking spaces are included. Guest parking spots are offered on the front, off-street driveways. Pets are welcome.

720 Green Bay Road Unit #2D, Winnetka

$2,500,000

4 Beds ⋅ 5 Baths ⋅ MRD11745634 MLS ⋅ NEW Status

Welcome to this impeccably updated, classic red brick, center-entry colonial home located in the heart of East Winnetka. Just one block from Lake Michigan, two blocks to the Village Green, and only four blocks to the Metra station. Over the past twenty years, this classic home, originally constructed in 1942, has been completely renovated with all of today's amenities while maintaining the character of the original design. The stylish interior perfectly complements its timeless exterior. Upon entering the home, you will immediately notice the attention to detail and care that has been put into every aspect of the numerous renovations and the exquisite professional decorating. The spacious living room is the perfect space for relaxing or entertaining guests, featuring an oversized gas-log fireplace with a contemporary stone surround and flooded with natural light through the floor to ceiling windows and from the updated lighting. The adjacent library has been refreshed with stunning custom Wood Mode bookcases and wool flannel wallcovering adding warmth and elegance. The dining room is equally impressive with custom wainscoting, dramatic English bookcases, a beautiful bay window area, and plenty of room for hosting large dinner parties. In addition, the more intimate breakfast room is just off the kitchen and features French doors that open to the rear terrace, inlaid floors with a herringbone pattern, and custom built cabinetry to complete the space. The gourmet kitchen was updated in 2015 and features "Calcutta'' marble countertops with full slab backsplashes; a resurfaced island with Vesta cabinet panels; 48" Viking range; two refrigerator drawers adjacent to the Sub-Zero refrigerator freezer; and an artist-designed, nickel finished vent hood is the centerpiece of the kitchen. The family room with coffered ceiling and recessed lighting is where everyone gathers throughout the day. Anchored by the second oversized gas-log, updated fireplace, the family room envelopes you in its warmth. Perfect for entertaining, the built-in wet bar with double refrigerator drawers, a dishwasher and icemaker along with custom Vesta cabinetry, that matches the kitchen island, offers hosting ease. Upstairs, you'll find four generously-sized bedrooms, each with its own unique charm and style, great closets, and excellent natural light. The luxurious primary suite features stunningly lit custom shelves and gorgeous hardwood floors. Finished in 2020, the completely updated en-suite bathroom with a walk-in steam shower, make-up station, dual vanities, heated floors overlook the rear garden through French doors and a Juliet balcony. The dressing room is the "wow" factor. This completely new addition was added above the library and features premium California Closets cabinetry with marble countertops and a mother of pearl built-in mirror and antique crystal chandelier. Outside, the impeccable front and rear landscapes were designed by landscape architect, Rick Grant, and installed and maintained by Chalet Nurseries. Mature Arbor Vitae and yew hedges provide privacy while climbing trellises, architectural gates and fencing and numerous perennial beds create the perfect setting for outdoor living and entertaining. The large blue stone terrace, accessible from three of the ground floor rooms, is perfect for grilling and dining al fresco whether for a small intimate gathering or a large event. The lush green lawn, perennial flower beds, blue stone patio, and mature trees provide an exterior space filled with beauty and tranquility. You must see this classic beauty to understand and experience the quality, sophistication and love that has been infused in this home. This is a true Winnetka gem.

601 Spruce Street, Winnetka

$949,000

4 Beds ⋅ 3 Baths ⋅ MRD11739502 MLS ⋅ ACTIVE Status

Solid 1961 Center Entry Colonial Set on a Wide 100 x 139.8 Landscaped Lot. Lovingly Maintained, This Home Offers Large Rooms, Circular Floor Plan, Attached 2 Car Garage and More In Desirable Crow Island Location. First Floor Includes Large Formal Living Room w/ FP, Separate Formal Dining Room, Screen Porch, Den, Eat In Kitchen, Laundry / Mud Room Adjacent To Attached 2 Car Garage. 2nd Floor Includes 4 Large Corner Bedrooms Including the Spacious En-Suite Master w/ Excellent Closets and a Dual Vanity Hall Bath. In-Ground Sprinkler System. This Delightful Home Has Been Very Well Cared For. It Is Being Sold As Is.

330 Auburn Avenue, Winnetka

$5,289,000

6 Beds ⋅ 8 Baths ⋅ MRD11694503 MLS ⋅ PENDING Status

Superb renovation of this Classic English Manor home is paired with magnificent grounds featuring a Boilini pool and pergola. Welcoming entry with marble flooring, and leaded glass windows opens to the foyer with elegant staircase. Stunning living room features custom built-ins and fireplace with detailed mantle. Handsome dining room includes studded fabric walls, and mirrored inset doors. Pine paneled library with fireplace and an abundance of bookcases offers the perfect retreat. Incredible kitchen includes high-end appliances, island with counter seating, breakfast area, heated Belgium bluestone floors and marble counters opens to the bright sunlit family room with fireplace. There is a first floor music room through the living room and full bath and laundry room near the pool. Glorious primary suite is complete with dual closets and luxurious bath with double sinks. There are five additional bedrooms and four full baths on the second floor. Terrific rec room on the third floor features treetop views. Lower level includes exercise room, second laundry, craft room, and storage. Spectacular grounds planted and maintained by Rocco Fiore and the exterior is enhanced by covered porches, bluestone terraces and gardens.

41 Indian Hill Road, Winnetka

$785,000

3 Beds ⋅ 3 Baths ⋅ MRD11743526 MLS ⋅ ACTIVE Status

Classic Winnetka Home! Unique walk out two story! Architectural details galore! Loads of natural light, oversized windows, built in bookcases. Grand size Living Room with fireplace, Dining Room and Sunroom! Bright and Spacious Lower Level with Office/ third Bedroom, Kitchen, Laundry Area, Bathroom and tons of Storage. Two Bluestone Patios and beautiful front and back yards! Fantastic Location to everything schools, town, beach and transportation! This house is Sun Shined Filled!

111 Church Road, Winnetka

$2,175,000

6 Beds ⋅ 8 Baths ⋅ MRD11741360 MLS ⋅ ACTIVE Status

BEAUTIFUL HOME & EXQUISITE SURROUNDINGS! Classic brick cape cod colonial on Woodley Road awaits! Located on over an acre of pristinely cultivated grounds, this gardener's delight is a dream property with hidden spaces, winding terraces and strolling paths. Entering the expansive foyer, the home opens to the dining room and luxurious living room with fireplace. Beside the dining room you are led to the expansive kitchen and breakfast room. The picture windows look out to the year-round 1+ acre landscape beyond the glass. Through the main living room resides the family room, with cherry floors and wet bar, which leads to the enclosed pool with glass ceiling. The indoor pool features a water feature and extra deck space for entertaining and relaxing as you listen to the water in a serene setting. In the summer you can open all the sliding doors to let the outdoors in and traverse the winding garden paths of the yard beyond. Along the west hallway, the first-floor primary suite awaits. The cozy library with fireplace opens to the pool and to the primary bedroom is beside it. The primary bedroom has a private terrace for early morning coffee and a good book. Making this space even more special is the two private luxury bathrooms with custom built-in closets. The second floor boasts a second large primary bedroom with sitting area next to a beautiful fireplace. The primary bath has two separate sinks with custom built-ins and private commode. Three additional bedrooms and a huge recreation room complete the home with room for a private office, workout space, wrapping area or game room. Endless storage and an oversized 3-car garage. Avoca/Marie Murphy/New Trier schools. Truly a special place to call home!

70 Woodley Road, Winnetka

$990,000

4 Beds ⋅ 5 Baths ⋅ MRD11741175 MLS ⋅ CONTINGENT Status

Beautiful home by noted architect George Maher in excellent East Winnetka location. Lovely, versatile floor-plan with wonderful light throughout. The foyer welcomes you into the large living room with a fireplace that opens up to the sun-room used today as a family room. The lovely eat in kitchen is connected to the pretty dining room that has french doors out to the deck and back yard. The first floor also offers a mudroom and half bath. Second floor has pretty built ins, the primary bedroom suite has a nice seating area, lovely bath with double sinks and large shower and a walk in closet. In addition the second floor offer two additional bedrooms and a full bath. Amazing third floor space with tree top views, skylights, built-ins and full bath. The lower level has good ceiling height, large rec room, full bath, laundry and storage space. The lovely deck and stone patio overlooks the beautifully landscaped yard. Large tandem garage! Great location near train, schools, parks and lake.

525 Sunset Road, Winnetka

$2,049,000

MRD11740221 MLS ⋅ ACTIVE Status

Set on one of Winnekta's most coveted streets with the prettiest homes to admire, you naturally feel a "touch of country" with large lots filled maturely with manicured grounds. A canopy of beautiful trees naturally outlines the twists and turns of gorgeous DeWindt road. Close to an acre, this brick English manor home is perfectly set back with a long driveway and rolling green grassy lawns. This home was purchased with a plan to restore & rehab the fine architecture that this house exemplifies. This large piece of land is in the flood plain so therefore it's best to design a house with no basement. A expansive ranch with pool and cabana house might be your thing. Lots of the new homes in this very desirable area are being built without basements and have been. For example 165 DeWindt, 956 Sunset Road, 240 White Oak, 250 White Oak, 265 White Oak is about to be built now. This is an incredible opportunity to build new with your own vision in mind. The lot can hold two structures if one wanted a main house & then separate pool house to create the ultimate oasis. Ask Jena for the A+ dream team architect/build/landscaper who have already have conceptual ideas to the best design that fits this lot. Special location with being only the 2nd time a lot is ripe for new construction as this is one of the older homes on the lane. Please call Jena to get permission to walk lot.

180 De Windt Road, Winnetka

$2,299,999

5 Beds ⋅ 7 Baths ⋅ MRD11739615 MLS ⋅ CONTINGENT Status

FABULOUS NEWER EAST WINNETKA HOME ON A LARGE LOT JUST STEPS FROM LAKE MICHIGAN, PARKS, TOWN AND SCHOOLS. IDEAL FLOOR PLAN INCLUDES 1ST FL OFFICE WITH HANDSOME CABINETRY AND LARGE PROPORTIONS, LIVING ROOM WITH FIREPLACE, ELEGANT DINING ROOM WITH EXQUISITE BUTLERS PANTRY, STUNNING KITCHEN WITH RICH WALNUT ISLAND (with freezer and refrig. drawers), CUSTOM CABINETS (with walnut inlaid drawers), GRANITE COUNTERS AND LARGE BREAKFAST NOOK PLUS LARGE WALK-IN PANTRY. KITCHEN OPENS TO SPACIOUS FAMILY ROOM WITH FPLC AND HANDSOME BUILT-INS, ALL WITH LOVELY VIEWS OF THE IDYLLIC BACK YARD. ALSO ON 1ST FL IS A LARGE MUDROOM/LAUNDRY ROOM with additional storage closet AND POWDER ROOM. 2ND FL FEATURES A LUXURIOUS PRIMARY SUITE WITH DRAMATIC CEILING HT., GORGEOUS MARBLE BATH AND CUSTOM WALK-IN CLOSETS, THREE ADD'L BATHS (ALL EN SUITE) WITH CUSTOM BUILT-INS AND WELL DESIGNED LAUNDRY ROOM. 3RD FL RETREAT HAS PRIVATE BEDROOM AND BATH PLUS SPACIOUS STORAGE CLOSETS. THE HUGE LOWER LEVEL FEATURES AN AIRY REC ROOM WITH ENTERTAINING BAR AND AN ADDITIONAL SPACE FOR BILLIARDS/GAME TABLES. ALSO IN THE LL IS THE EXERCISE ROOM, WINE CELLAR (climate controlled) AND PRIVATE GUEST BEDROOM AND BATH. THE LUSHLY LANDSCAPED PROPERTY IS FULLY FENCED WITH LOTS OF ROOM FOR PLAY SET, ENTERTAINING AND GARDENING. ABSOLUTELY WONDERFUL AND IN THE HEART OF IT ALL IN EAST WINNETKA!

571 Hawthorn Lane, Winnetka

$2,049,000

4 Beds ⋅ 4 Baths ⋅ MRD11739998 MLS ⋅ ACTIVE Status

Set on one of Winnekta's most coveted streets with the prettiest homes to admire, you naturally feel a "touch of country" with large lots filled maturely with manicured grounds. A canopy of beautiful trees naturally outlines the twists and turns of gorgeous DeWindt road. Close to an acre, this brick English manor home is perfectly set back with a long driveway and rolling green grassy lawns. This home was purchased in June 2022 with a plan to restore & rehab the fine architecture that this house exemplifies. Classic floor plan with formal entry that leads to spacious 1st floor with ideal room sizes. Original hand carved staircase sets the tone of what to follow from a design perspective. 2nd floor with 5 beds was in the works to bring to life. This house brings forward a different type of opportunity as its has already been prepped to start the rehab. The entire house has been gutted so the first step is already done. Now is your chance to bring your vision to life with your architect who can follow the outline of this space. A phenomenal opportunity to create something special all set in a prime A+ location steps to beloved Crow Island Elementary, New Trier & Loyola. It's a forever location that continues prove to be the most relaxed and private nook in town. Don't miss this exclusive opportunity if you love blending the best of the old & new.

180 De Windt Road, Winnetka

$2,095,000

4 Beds ⋅ 5 Baths ⋅ MRD11739547 MLS ⋅ ACTIVE Status

Hubbard Woods home offers all the charm of vintage brick construction and all the modern accoutrements of a thoughtful gut renovation. This Hemphill home includes 5 beds + office, 4.1 baths on a pristine and extra-wide (70 x 135) lot, a 2-car attached/heated garage, expansive back yard w/blue stone patio, play area, cutting garden, and built-in brick fireplace. The 1st floor features a sun drenched white kitchen & great room with oversized island, marble countertops, top-of-the-line appliances and breakfast nook. Conveniently located mudroom, walk-in pantry and wet bar adjacent to kitchen. 2nd floor includes a primary suite with walk-in closet, marble bathroom with heated floors and steam shower. Two guest bedrooms with "jack-n-jill" bath, 1 additional bedroom with hallway bathroom and an impressive laundry room with sink and storage. Multi-purpose 3rd floor is perfect for a home-office or additional guest suite. Basement with in-law suite, full bathroom, ample storage, playroom and home theatre.

1305 Forest Glen Drive, Winnetka

$3,999,500

5 Beds ⋅ 8 Baths ⋅ MRD11736725 MLS ⋅ CONTINGENT Status

Exceptional in every way! Location, location, location! No detail has been spared in this impeccable custom stone home in east Winnetka on a gorgeous lot just steps from Lake Michigan, the Village Green, town, train and schools. The large entrance hall welcomes you to the 1st floor with a spectacular Christopher Peacock custom kitchen (with marble and granite counters, 2 dishwashers, SubZero wine storage, drink fridge, walk-in pantry, built -in breakfast seating, walnut butcher block) and beautiful family room with fireplace and an ideal flow to outdoor covered terrace and a patio with fire pit and seating wall. Also on the first floor is an elegant dining room with butler's pantry (Christopher Peacock) and an inviting library with fireplace and rich finishes. The mudroom and first floor laundry are adjacent to the 2 car attached garage. All hardwood is hand scraped, live sawn white oak. The second floor features an exquisite primary suite with private balcony, luxurious marble bath, steam shower, whirlpool tub, heated floor and large walk-in closet for two. Also on the second floor are three additional bedrooms and two more gorgeous baths and a bright and spacious laundry room. The third floor retreat can be used as an additional bedroom with full bath or as a delightful private office. Baths on 2nd and 3rd floors have heated floors. The lower level is fabulous with a second family room with fireplace, entertaining bar (with wine fridge, dishwasher and beverage fridge) plus space for game tables. Also in LL is an incredible theatre, a fantastic sport court plus a private bedroom and full bath. A powder room and arts and crafts room are wonderful lower level bonuses. The professionally landscaped property is magnificent with large patios, covered porch, fire pit and lush plantings with lighting throughout. The additional detached 2 car garage adds yet more convenience to this incredible property. A spectacular home and property for those with discerning tastes who appreciate perfection.

610 Oak Street, Winnetka

$4,595,000

6 Beds ⋅ 10 Baths ⋅ MRD11739305 MLS ⋅ ACTIVE Status

The approach to 674 Prospect anticipates the elegance and impeccable craftsmanship that awaits in this Tudor Revival neoclassic residence. Located in sought after East Winnetka on a prestigious street where large homes have generous setbacks that offer a buffer from the hustle bustle. There is a walking path across the street that leads to Sheridan Road and Maple Street Park/Beach...the lake is that close! With over 10,000 sf under roof, every square inch has been designed for the perfect use. The gracious foyer centers the home; the custom millwork staircase hugs the wall to allow the eye to go deep into the residence and then outside. Detailed millwork defines each transition from room to room. Windows & doors are strategically placed to enhance the visual appeal of the exterior light/landscapes. The residence is flooded with light from morning sun from the east and setting sun to the west. The floor plan is genius in the way that traffic patterns never overlap. There are several ways to maneuver the first floor where most activity takes place. And a discreet ELEVATOR can take you from the lower level to the second floor in no time! Several doors lead to the back of the house where you'll find a dedicated doggie run with river rocks on the south side, a generous bluestone terrace with grilling island for entertaining and dedicated step up seating area under the pergola. The seasonally planted garden is tucked behind the pergola. Tall trees and lush landscape provide privacy & quiet enjoyment. The side driveway lead to the one/two door garage so cars are out of sight. Plenty of storage & a dog wash station in garage. The materials used are best in class from hand scraped random plank white oak floors (from Carlisle Flooring) to limestone & marble. All baths, the breakfast room and the mudroom have heated floors. The kitchen is designed for gourmet cooking and as a gathering place. The island is clad in honed Calacatta marble with storage & heating elements. Double ovens, Viking cooktop, 2 DW, 48" SubZero, drinks fridge & cooling drawers. Kitchen leads to charming breakfast room overlooking backyard landscapes and french doors lead to library/office with fireplace if anyone wants to grab a book or magazine but still listen to the conversations. Formal LR with bay window & fireplace leads to elegant wet bar then family room with fireplace. The DR has french doors that open to a loggia for a wonderful breeze! Butler's pantry provides a great service area for dining room. Primary Suite with fireplace seating area at the top of the stairs replete with custom built-ins & closets leading to huge bath with his/her vanities, free standing steeping tub and separate steam shower; all clad in muted marble tones. Four additional bedrooms with en suite baths, laundry closet also on second floor. Third floor has BR 6 with a seating area, en suite bath and attic storage. Lower level is a dream entertaining & relaxing environment. Enjoy a home theater to bar/wine room, game room, cozy family room with fireplace, great fitness room w/ sauna and spa massage room AND a gift wrapping room! So many more features and benefits to 674 Prospect! This home is a very special opportunity that exudes class and elegance in East Winnetka just a short walk from retail, commercial shops, restaurants, train station and most of all...........THE LAKE!!

674 Prospect Avenue, Winnetka

$1,799,999

5 Beds ⋅ 6 Baths ⋅ MRD11736704 MLS ⋅ ACTIVE Status

Absolutely exceptional custom renovation by Morgante-Wilson in the heart of east Winnetka just steps from the vibrant village center, train, the Village Green and Lake Michigan. The custom floor plan offers everything required for today's living with open, flowing spaces that connect seamlessly with the expansive property. A true gourmet kitchen has been custom designed with utmost discernment for function, storage, flow and entertainment. This 'heart of the home' kitchen opens to the two-sided fireplace which is enjoyed by the breakfast area on one side and the cozy sitting area on the other. Another wonderful feature is the private office just off the kitchen. The large family room with finely built custom cabinets, drawers and shelves opens to the gorgeous deck with night lighting and wood burning (gas starter) fireplace. The open dining room with a wall of windows with sitting bench and large proportions that will accommodate a large table is perfect for all occasions. The mudroom off the side entrance is ideal for a busy family. The second floor features a luxurious master suite with two large walk-in closets and beautiful bath (heated, honed limestone floor with radiant heat, mahogany vanity, shower and whirlpool tub.There are two additional bedrooms on the 2nd floor (one with en suite powder room) plus a renovated hall bath. The third floor offers two more bedrooms and a full bath. The sophisticated and welcoming lower 'garden' level includes a media/rec room with heated porcelain tile floor, powder room and foyer with two beverage fridges. Added bonuses in the LL are the workshop and large storage closets. The outdoor areas are fabulous! The large deck (Brazilian Walnut) is perfect for gatherings of any size and has a handsome outdoor stone fireplace (wood burning, gas starter) and the night lighting adds to the ambiance of this captivating space. The expansive yard (80 x 147) and newer three car garage (architecturally consistent with the house) completes this perfect offering! All in the HEART of east Winnetka!

428 Cedar Street, Winnetka

$1,399,000

4 Beds ⋅ 3 Baths ⋅ MRD11738253 MLS ⋅ CONTINGENT Status

Nestled in the center of one of the most sought after EAST WINNETKA neighborhoods sits this classic, white brick center entrance Georgian. The stunning curb appeal welcomes you in and the magazine worthy interior is sure to impress! The entire first floor was thoughtfully designed & renovated to create the most beautiful space for entertaining and everyday living. Equipped with the modern amenities everyone wants, while keeping the lovely architectural details fully intact. The original kitchen was turned into a show stopping mudroom/laundry room right off the heated attached garage. A custom dutch door then takes you to the chefs kitchen you've always dreamed of! The kitchen is equipped with chic dry bar, Wolf & Subzero appliances + top of the line finishes that will stand the test of time. This lovely space opens to the large eat-in area & family room framed with built ins. The formal living room is flooded with light from triple exposures & centered with charming fireplace. It is large enough to double as a living / dining room combo. Gleaming hardwoods and designer touches at every turn. The primary suite has a gorgeous marble bath and walk-in closet. Three additional spacious bedrooms (one is a tandem style room) all share the large updated hall bathroom. The lower level has a great rec room and a large utility room for tons of storage. Other amenities include a heated, 2-car attached garage, fenced in-yard, new private patio with island seating, heated cobblestone brick front walkway, new roof, new AC, and so much more. You can't beat the prime location near award winning schools, train, parks and of course, the lake! You'll be proud to call this house HOME! Showings start Saturday, March 18th.

460 Orchard Lane, Winnetka

$1,468,800

6 Beds ⋅ 5 Baths ⋅ MRD11738184 MLS ⋅ ACTIVE Status

This beautiful and stately home was one of the first homes built in Hubbard Woods in 1903. It has seen many changes as Winnetka grew and has stood the test of time. Importantly, some of its distinct architectural features provide a glimpse of early Winnetka style. It was built with expansive rooms for family and friends to gather and even accommodate a long weekend visit. The open first floor circular plan from living room to sitting room with its wide gas lit fireplace is the perfect place for good conversation, studying, or reading the newest bestseller. The front to back dining room can accommodate the largest family celebration. The expansive screened porch off the sitting room and family room with parallel decks is wonderful for morning coffee or an evening glass of wine. The private back yard is perfect for your bird feeders and monarch butterfly and hummingbird sightings. Have you discovered the tree house yet? This home has been lovingly cared for and improved by its current residents of 40 years. The 3-story addition in 1995 included a huge sun-filled family room for family entertaining and Super Bowl games, additional storage attic space, additional second floor bedroom and laundry room, and a large basement workshop area for the woodworker or hobbyist in the family or simply for additional storage. More recent improvements include sprinkler system, new subway tile backsplash and quartz counters in 2017 with new SS appliances in kitchen, updated baths on second floor and new boiler in 2020, and space pak 2022. This is a rare opportunity to own a very special home and to make it yours. A Must See!

1240 Tower Road, Winnetka

$2,499,900

5 Beds ⋅ 7 Baths ⋅ MRD11736803 MLS ⋅ CONTINGENT Status

Phenomenal East Winnekta newer construction comes alive with exceptional features from inside to out with this 6 bed / 6.5 bath home. Before stepping into this finely built stone home with slate roof, you can even catch a beautiful glimpse of the lake where Willow road ends. A formal reception entrance welcomes you with soaring ceilings, hardwood floors and well-scaled sun lit rooms. Each of the fours floors are expansive allowing for over 6500 square feet of luxurious living space with a special place for everyone. Open floor plan with separate living w/ limestone FB leads to finely appointed dining room. Separate cozy office nooked away from it all with handsome paneled walls & built in bookcases. Huge family room overlooks massive backyard with new outdoor sports court. Gourmet kitchen w/ island seating and solarium like breakfast room. Mudroom leads to heated garage. Center hallway 2nd floor with 4 beds. Luxurious master suite w his/ her w-i-c and stone spa bath. 2 other beds with en-suite baths. 3rd floor full retreat w entertainment room, full bath and private sunning deck. Lower level w bar/ rec area, 6th bed and full bath. Awesome outdoor space with entertaining patio overlooks deep fenced backyard. Incredible value for this caliber of house all set on a block that is an A+! Walk to town, Greeley and New Trier.

566 Willow Road, Winnetka

$2,699,900

5 Beds ⋅ 6 Baths ⋅ MRD11735922 MLS ⋅ ACTIVE Status

Build your dream home in a prime East Winnetka location, steps away from the beach, walking to town, train and schools. This is a proposed new construction opportunity with an Award-Winning builder. This plan is one of the many possibilities available for you to customize your home. This particular open floor plan offers approx. 6000 sq ft of finished space with 6 bedroom/5.1 baths featuring gorgeous white chef's kitchen w/lg island and breakfast area opening to a family room w/built-ins. Spacious DR and LR plus private office. Stunning master suite w/ 2 walk-in closets and luxurious master bath. Three additional bedrooms, two additional full baths and laundry room complete 2nd level. 3rd level with full bath and lg bedroom. Basement with Recreation room with wet bar and fireplace, exercise room and 6th bdrm and full bath.

402 Hawthorn Lane, Winnetka

$959,000

4 Beds ⋅ 3 Baths ⋅ MRD11735140 MLS ⋅ ACTIVE Status

Beautiful, stylish and pristine property in East Winnetka! Carefully restored historic home with high ceilings and tall windows has had gut rehab with totally replaced electrical, plumbing, HVAC and new windows. Filled with natural light the living room offers space and peace. Upscale kitchen with granite counters and ss appliances overlooks the beautiful spacious covered back porch and garden! Dining room with gracious bay area and comfortable family room with fireplace complete the first floor. Second floor offers 4 nice bedrooms and 2 full baths including primary suite with double sinks in master bath. The finished lower level features a wonderful rec/play room and separate office . New hardwood floors throughout and new perfect moldings and doors. Near gorgeous Lake Michigan beaches, train and picturesque downtown. Brand new 2 car garage!

779 Foxdale Avenue, Winnetka

$845,000

3 Beds ⋅ 3 Baths ⋅ MRD11727853 MLS ⋅ ACTIVE Status

Charming move-in ready 3 bedroom, 2 full and 1 half bath colonial home in the IDEAL Winnetka location steps from the lake, Greeley Elementary School and New Trier HS. Inviting private tumbled concrete paver front porch with new cedar railing. Spacious living room with wood burning fireplace and newer kitchen with custom white cabinetry, stainless steel appliances, Caesarstone quartz counters, decorative Calacatta Gold subway tile backsplash, breakfast bar and eat-in area. First floor office with new sliders leads to deck, brick paver patio and fenced yard. Second floor has primary suite with newer en-suite bath and 2 additional bedrooms, one with a sitting room, share an updated hall bath. Lower level with recreation room, half bath, laundry, walk-in cedar closet and storage. Lushly landscaped yard with brick paver patio. Two car detached garage with attic storage plus additional parking space with 2-car pad. Move-in ready home in a premier Winnetka location!

130 Woodland Avenue, Winnetka

$899,000

3 Beds ⋅ 2 Baths ⋅ MRD11733894 MLS ⋅ CONTINGENT Status

California cool in East Winnetka! Absolutely flooded with natural light from the floor to ceiling windows overlooking the expansive backyard, the outdoors seem to come inside. Upon entering, the airy interior featuring 13-foot vaulted, wood-plank ceilings lends volume to the generous living space. The kitchen of your dreams is outfitted with a massive rift-sawn, white oak island, custom maple inset cabinets, honed quartz countertops, pewter hardware, and top of the line appliances. An open floor plan including a dining area and living room with a field-stone, wood-burning fireplace creates a breezy flow to the multiple levels of the home. Newly installed white oak hardwood floors throughout the 1st and 2nd floors compliment the fresh decor that reminds you the beach is only a few blocks away. The spacious primary suite has a vaulted ceiling, a wall of closets, and an ensuite bath. Two family bedrooms with large, outfitted closets share a hall bath and complete the 2nd floor. The lower level features a large and comfortable rec room, an exercise room, laundry, and storage. Curated landscaping includes limelight hydrangeas, manicured boxwoods, climbing garden roses, star of jasmine, and over 300 tulips ready to bloom. A rear storage shed and concrete patio round out a fabulous backyard filled with sunshine. Located on one of the most fun blocks which hosts 1st Fridays and an annual 4th of July block party, this home is only a few blocks from Greeley and NTHS, Indian Hill, and the beach. Truly a breath of fresh air!

566 Hawthorn Lane, Winnetka

$2,299,000

3 Beds ⋅ 5 Baths ⋅ MRD11733655 MLS ⋅ ACTIVE Status

This new construction (from ground up) presents a sophisticated design with a sleek curb appeal. Contemporary living adheres to a few principles which define the simple aesthetics of open floor plans, clean lines and abundance of natural light in each space. The flawless floor plan offers four bedrooms, three full bathrooms, two powder rooms, a laundry room conveniently located on the second floor, a mud room with plenty of storage, and a spectacular chef's kitchen with state of the art appliances, a built-in coffee maker with beverage center, an ample island and a walk-in pantry, in addition, the open floor plan with adjoining kitchen and a living room is connecting the indoors with outdoors, leading to an outside patio with wood burning fireplace. The top to bottom staircase is a show stopper! The second floor serene primary suite will elevate your lifestyle with a sizable walk-in closet and a spa-like bathroom. The high ceilings lower level, with heated floors throughout, filled with natural light, specious family room and a wet bar. Carefully picked details make the design one of a kind! This property is located within New Trier's premier school district in the heart of town. In Addition, this outstanding new construction spec house offers a heated driveway and garage!

598 Birch Street, Winnetka

$1,349,000

5 Beds ⋅ 4 Baths ⋅ MRD11729658 MLS ⋅ ACTIVE Status

Stately colonial in super desirable location. Center entry, with generously scaled, light-filled rooms and flexible floor plan. Classic features include high ceilings, hardwood floors, original custom wainscoting and built-in shelving/cabinetry. Formal Dining Room and large Living Room with gas fireplace. Recently remodeled white eat-in Kitchen with custom cabinets, quartz countertops and stainless steel appliances. Exceptional screened porch is truly a 3 season room, linking the interior of the home to the outdoor seating areas, patios and rear yard. There are 5 Bedrooms: 3 on the 2nd floor, 2 Bedrooms on the 3rd floor. The Primary Suite includes a newer primary bath with glass enclosed shower. Generous closet space: walk in double closet plus 2 additional closets. Bedroom 2 is spacious with separate dressing area,2 closets including a cedar closet. Well scaled 3rd Bedroom. Tree-top views from the 3rd floor rooms enhance their appeal. They could function as Bedrooms, Offices, Playroom: whatever your needs are, the space is there. The lower level consists of large mud room, recreation room, laundry room, utility room and storage. Professionally landscaped, fenced yard with gorgeous perennials. Two car detached garage with bonus storage above. Lots of improvements and updates including newer kitchen, primary bath, roof, hot water heater, sump pump, washer drier and appliances. Best location: close to Indian Hill train station, local schools, town.

244 Forest Street, Winnetka

$975,000

4 Beds ⋅ 3 Baths ⋅ MRD11733430 MLS ⋅ CONTINGENT Status

*** HIGHEST + BEST DUE THURSDAY 3/16/23 AT 12PM *** IMMENSE OPPORTUNITY IN HISTORIC FOREST GLEN! AN ALL-BRICK GEORGIAN WITH LOTS OF POSSIBILITIES, OFFERING AN APPROXIMATE 3800 SQ FT OF POTENTIAL LIVING SPACE. THE HOME BRANCHES OUT FROM THE CENTRALLY LOCATED SPIRAL STAIRCASE OFFERING A NICE FLOW TO THE LIVING AND SLEEPING AREAS. /\||/\ MAIN LEVEL: LIVING ROOM OVERLOOKING THE FRONT W/WOOD BURNING FIREPLACE (ANOTHER FIREPLACE IN THE BASEMENT FAMILY ROOM) PASS-THROUGH DINING ROOM OPENS TO THE KITCHEN/FOYER/ AND A 4 SEASON ROOM WITH VIEWS OF WHAT CAN BE A CHARMING AND PRIVATE YARD. /\||/\ 2ND FLOOR: 4 LARGE BEDROOMS, EACH WITH ACCESS TO A FULL BATHROOM. /\||/\ BASEMENT OFFERS OFFICE SPACE/SITTING AREA + A LARGE FAMILY ROOM. AMPLE STORAGE/OR POTENTIAL ADDITIONAL LIVING SPACE. FROM THE CURVY ARCHWAYS TO THE WARMTH OF THE HARWOOD FLOORS WE HOPE YOU ENJOY IT. /\||/\ ESTATE SALE: PROPERTY SOLD AS-IS, WHERE-IS.

924 Forest Glen Drive, Winnetka

$949,000

3 Beds ⋅ 4 Baths ⋅ MRD11732854 MLS ⋅ CONTINGENT Status

A classic, fully updated Winnetka red brick Georgian home on over 1/3 acre of land. Upon entry be greeted by the original architectural molding details, handsome hardwood floors and loads of natural light. The sundrenched & grand living room is perfect for entertaining with a cozy fireplace. The gracious dining room can accomodate a large table and has two built-ins corner hutches. Adjacent is the cook's kitchen featuring marble countertops, custom cabinets & stainless steel appliances. Also on the main level is the home office for those that wfh or the space can be utilized as a family room/playroom. A true primary suite boasts a large walk-in closet and ensuite spa bathroom with double vanities & steam shower. The 2nd & 3rd bedrooms are well appointed with ample closet space and an updated, modern full bathroom. The finished lower level is the ideal hangout spot for all with a projection screen, additional room for play/home gym, separate laundry room and a full bath. An expansive and lush backyard that is fully fenced with bluestone patio - an entertainer's dream! A matching red brick 2-car garage with an easy turnaround pad. Conveniently located near train, schools, town, beach and all that suburb life has to offer!

206 Green Bay Road, Winnetka

$3,799,000

6 Beds ⋅ 8 Baths ⋅ MRD11726137 MLS ⋅ ACTIVE Status

LOCATION, LOCATION, LOCATION! This magnificent French Chateau located on the North Shore of Chicago is magically set on the premier "Sheridan to Shore" drive in East Winnetka, This spectacular home's location arguably is one of the best pockets on the entire North Shore that sits on a half acre, surrounded by exquisite homes, Lake Michigan and steps from Winnetka's premier Maple & Tower beaches. Prepared to be wowed, as you enter the stunning grand foyer with twin winding staircases- you're greeted by an enormous sun-filled and elegant living room with floor to ceiling windows overlooking the backyard. The home offers a flexible floor plan with first floor library, en suite bedroom, formal living room & spacious dining room. Newer kitchen and family room open to an awesome deck with a pergola and backyard. Fabulous for entertaining both inside and out. Good-sized laundry room and a guest powder room complete this level attached 3 car garage. Second floor features an expansive Primary Suite with a spa-like bathroom, sauna and huge walk-in closet. All other bedrooms are very generously sized with lots of windows and light and have ensuite bathrooms. The finished basement is enormous - first impression could fit a bowling alley, hockey rink, soccer field - it includes a full level of living and entertaining space with guest room, full bathroom, sauna, second full kitchen, bar & full home theater. 3 car attached garage. Large driveway with a bluestone turn around and additional parking spaces. This is PRIME East Winnetka. Don't miss this wonderful opportunity to experience the best location Winnetka has to offer - Close to downtown Winnetka & Hubbard Woods, Metra & Greeley Elementary School & New Trier. You will fall in love! Make us an offer - very negotiable - motivated seller.

745 Sheridan Road, Winnetka

$1,429,000

5 Beds ⋅ 5 Baths ⋅ MRD11730441 MLS ⋅ ACTIVE Status

Nestled on a private cul-de-sac and surrounded by nearly an acre of manicured grounds, this timeless custom-built Hemphill home is an updated classic, inside and out. As you come up the private driveway, you will see that the home is set among mature trees and decorative plantings. The front of the property is especially lovely at night when landscaping and facade are custom lit. Walk around back for a spectacular setting: The large bluestone patio, accessed through multiple rooms, fronts a koi pond fed by a boulder scaped waterfall. Lush plantings, including Magnolia trees and Japanese maples, create an enclosed haven for parties, a simple BBQ, or just star gazing. The yard provides plenty of room for games, or perhaps adding that family pool. Inside, the large rooms have been professionally decorated and continually updated. The main floor is perfectly set for entertaining but practical and comfortable for everyday living. Hardwood oak flooring covers several rooms. Many other features include a marble entry, custom gourmet's kitchen with top-line and luxury appliances, utility and prep sinks, grill, and adjacent dining space opening onto the patio. Also, wet bars in the family room and library. The light filled living room has a wood burning fireplace with a newer marble mantle & tumbled marble surround, custom display lighted shelving, and plantation shutters. The dining room features pecky cypress doors covering storage for china/glassware and linens. The 2nd floor has a unique, recently renovated Primary suite; a private retreat boasting magnificent hardwood built-ins for designed for both decor and function, a serene view, 2 separate marble and granite baths and 2 walk-in closets. Three bedrooms-2 with walk in closets- a hallway bath with double vanity, and a walk-in linen closet finish the 2nd floor. The house sits midway between the Avoca District's award winning schools and is a short ride to New Trier High. PRIVACY, LUXURY, COMFORT AND CONVENIENCE; THIS HOME HAS IT ALL, INCLUDING A NEW ROOF! (This property is broker owned.)

24 Longmeadow Road, Winnetka

$2,299,000

5 Beds ⋅ 6 Baths ⋅ MRD11729771 MLS ⋅ ACTIVE Status

Lovely large Winnetka home with five bedrooms plus a grandfathered coach house on a rare double lot that has been extensively renovated while retaining its historic charm. The location is ideal - Metra trains are less than a 5-minute short distance as are the shops and restaurants of downtown Hubbard Woods. The coach house can be used as an office or alternate dwelling unit (ADU). It comes fully furnished and has been renovated with new Marvin windows, floors, a new kitchen, and new bathroom. It also has a fireplace and skylights.The primary home has 3 stories and 5 bedrooms plus a fully finished lower level. The main floor has a large kitchen, powder room, dining room with built in china cabinets, breakfast room, oak paneled office, living room with gas fireplace, and entrance foyer. Additionally, large sliding doors open to a three-season screened-in porch that overlooks the back yard which steps down to a large flagstone patio. The kitchen has been completely renovated with custom cabinets, quartzite countertops, professional grade appliances including Thermador, two Bosch dishwashers, a Kitchen Aid Professional refrigerator, Marvin windows and hickory floors.The second floor has a large master bedroom with a new master bath (includes heated floor and steam shower) and a spacious walk-in closet with windows and large built-in dressers. There are two additional bedrooms on the second floor that adjoin a large sunroom and a renovated full bath with walk-in shower.The third floor has two additional bedrooms and another renovated full bath - plus additional storage closets in the third level hallway.The finished lower level has a wet bar with refrigerator and sink, a 4K home theatre with speakers, (7.2 system, plus powered subwoofers) a large wine refrigerator (185 bottles) - plus an additional bathroom, two large storage rooms and a laundry room.The entire property, with mature maple and oak trees, was professionally landscaped (a 3-year process with Milieu landscaping company) with the goal of creating a "park like backyard". It has hundreds of flowering plants, an outdoor fireplace, flagstone patios and pathways, a 12-zone sprinkler system and landscape lighting.The coach house has an attached two car tandem garage (39 feet deep) with a zoned heater, plus a built-in workbench and cabinets.The home has also been upgraded with 200amp electric service, new copper plumbing and zoned, full house air conditioning.This is a "one of a kind" property in Winnetka that has been maintained and upgraded by meticulous owners for the past 15 years with no expense spared.

1162 Scott Avenue, Winnetka

$1,075,000

4 Beds ⋅ 3 Baths ⋅ MRD11728924 MLS ⋅ CONTINGENT Status

City chic in Winnetka! The best of both worlds with Winnetka Park District and The Joseph Sears School. Stunning renovation of this 4-bedroom home with first-floor family room with gas fireplace, sun-filled den/office overlooking the professionally landscaped backyard. The expansive dining room leads to the showstopper of the home -- a newer white kitchen with marble, granite, high-end appliances, and custom build in benches in the breakfast nook. The second floor includes a roomy primary suite, a walk-in dressing room/closet, and a white bathroom. Two additional bedrooms, both with loads of closet space, share a charming hall bath. The third-floor retreat is a great surprise with a walk-in closet, study area, and bright bedroom with treetop views. The lower level with high ceilings includes a rec room with a wet bar, wine frig, mudroom lockers, a genius study bar, and a large office with a glass door and plenty of windows. The storage/laundry room with shelf organizers and is plumbed in for a bathroom. The outdoor space includes a private backyard, a brick patio, and 2 car detached garage. Walk to the Sears School, New Trier High School, the lake, and the Metra from this classic North Shore home.

81 High Street, Winnetka

$1,779,000

5 Beds ⋅ 5 Baths ⋅ MRD11726144 MLS ⋅ CONTINGENT Status

Gracious proportions, large rooms, and an understated elegance define this 5BR/3.2BA Georgian Style colonial in one of the most desirable locations in Winnetka. Perched on an oversizes corner lot (165 x 71) the home has great curb appeal. And there is no shortage of space in this home with 3 full floors of above grade living space plus a finished basement. Highlights include subtle but elegant moldings and millwork, arched doorways, hardwood floors throughout, high ceilings, abundant windows in every room, and a finished third floor with full ceiling height and loads of natural light, and many recent updates. Four bedrooms are on the second floor, including the primary, and the fifth ensuite is on the third floor, along with an office and a large, open, bonus room for any number of uses- studio, second family room, playroom, more bedroom space....the possibilities are endless. The basement in this 1928 home has surprisingly high ceilings, an exterior entrance and lots of space for living. The home is truly spectacular such that words and photos just scratch the surface!! There are many recent updates to the home including new roof (2018), new boiler (2011), new furnace (2019), new hot water heater (2013), newer windows on the second and third floor (2000) and newer appliances since the 2000 renovation. Bathrooms are updated too. And don't forget the lushly landscaped yard that is SW facing so lots of good sunlight to play and garden. This one is truly a gem.

490 Orchard Lane, Winnetka

$825,000

4 Beds ⋅ 4 Baths ⋅ MRD11726805 MLS ⋅ PENDING Status

Prime Hubbard Woods/Winnetka Mediterranean style single family home with lovely architectural details. Uniquely positioned at the corner of Scott and Greenwood, where it straddles Winnetka and Glencoe and enjoys the best of both: a choice of school districts and participation as a resident in both park districts. Wonderful center-entry floor plan features gracious main-floor rooms with large windows. The expansive living room with new hardwood floors has a fireplace flanked by built-ins and opens to a fabulous light-filled sunroom/den/office with stunning French doors that open to the yard. South facing for extra light. Formal dining room with decorative moldings and new lighting. Spacious kitchen with granite counters, stainless steel appliances & a breakfast bar leads to attached 2 car heated garage. Refinished hardwood in both kitchen and dining. Four bedrooms & two baths on the second level include an expanded primary bedroom with a tandem office. This office area could be made into a large primary bath ensuite if so desired. The finished lower level with washer/dryer and a full bath is plumbed for a wet bar and adds a play/rec room. Two side yards provide ample space for outdoor play & entertainment. All baths are classic vintage style; the kitchen was last remodeled in 2004 with Viking dual oven stove. 2 new flat roofs in 2021 and more roof updates in 2022 including new flashing over garage and gutter replacement. New stucco and exterior paint and boiler in 2022. Other updates include new paint, updated lighting, hardware and switches in some rooms. An exceptional home and opportunity in a great neighborhood with parks, bike trail, and forest preserve all nearby.

1469 Scott Avenue, Winnetka

$1,239,000

5 Beds ⋅ 4 Baths ⋅ MRD11722174 MLS ⋅ PENDING Status

Bright and fresh traditional home in prime Hubbard Woods location offers handsome curb appeal with architectural detail throughout. Meticulously updated and maintained, the home has all the right rooms in all the right places with 5 bedrooms, 3.1 baths and is situated on a deep landscaped lot. Gracious foyer welcomes you to a generous formal living room with fireplace, leading to a bright dining room, freshly updated eat-in white kitchen with high-end, stainless-steel appliances, stylized marble countertops and dry bar. Kitchen leads to an open plan family room with fireplace and soaring ceilings plus the light-filled breakfast room, all with stylish exposed beams with french doors opening to a gorgeous rear deck and professionally landscaped backyard with a rain garden. The second floor boasts a primary suite with vaulted ceilings and a private updated bathroom featuring stone floors and marble countertop, walk-in shower and separate tub. Three bedrooms (one exceptionally large) and a full bathroom all on the 2nd floor. The 3rd floor offers a tree-top suite including 5th bedroom, sitting room, full bathroom and extensive easily accessed bright attic storage space. The finished lower level offers a large recreation area perfect for playroom or additional TV room, cheery laundry room with plus two more spacious storage rooms. Beautifully landscaped private backyard with brick paver patio provides great al fresco dining and a great spot to play. All of this is so close to parks, schools, train, and Hubbard Woods! Showings begin at broker open 2/28

1294 Scott Avenue, Winnetka

$1,999,000

5 Beds ⋅ 6 Baths ⋅ MRD11724269 MLS ⋅ PENDING Status

Rare opportunity to call this impossible-to-find newer construction home in the heart of the desirable 'Tree Streets' your home! Built in 2017 this pristine 6 BD / 5.1 BA 4-story luxury farmhouse was designed with distinction for today's buyer offering openness and serenity throughout. Stunning white chef's kitchen with high-end stainless steel appliances, gleaming quartzite waterfall countertops, large eat-in casual dining area with bench seating combined with HUGE family room with extensive built-ins including 'command center' desk, coffered ceiling, stunning fireplace flanked by french doors that lead to gorgeous stone patio with outdoor fireplace - great for entertaining! The first floor also includes a separate formal dining leading through to a formal living room with a contemporary marble fireplace, formal foyer entrance with beautiful open staircase as well as a large mudroom with heated floors off the side entrance and a guest powder room. The 2nd floor boasts a large tranquil primary suite with crisp white marble bathroom including heated floors, tub, shower, double vanity, built-ins and a large walk-in closet. Three additional well-sized bedrooms on the 2nd floor, one with ensuite, two sharing a 'Jack and Jill' bathroom as well as a bright laundry room. The third floor tree-top suite offers a full bathroom and bonus 5th bedroom or office/playroom with charming vaulted ceiling, dormer windows as well as extensive eaves storage. Extraordinary lower level with stylish wet bar, temperature controlled wine room, excellent exercise room, 6th bedroom, full bathroom, large recreation room and even more storage! High ceilings throughout, Sonos in the family room and gym, Nest cameras and thermostats, electric car charger, backup generator, invisible fence, deep (200') backyard - EVERYTHING you need steps from restaurants/shops/train/town and K-8 schools! MUST SEE! Agent Owned. Showings start at Broker Open 2/28

467 Provident Avenue, Winnetka

$1,199,000

5 Beds ⋅ 5 Baths ⋅ MRD11724342 MLS ⋅ CONTINGENT Status

Enjoy privacy and proximity to town in this spacious and unique 5 bedroom 3.2 bath Hubbard Woods home on 1/2 acre. Nestled at the end of a private cul de sac, overlooking Bell Woods, this home was designed for easy living with a great floor plan and mid-century modern accents. Enter into a large foyer featuring a striking staircase with a curved banister flanked by a spacious living room and large dining room for gatherings. A sun filled family room with a brick fireplace and floor to ceiling windows overlook the large deck and the professionally landscaped backyard. A private office features classic campaign style cabinetry and serene verdant vistas. The big eat in kitchen with breakfast area has patio sliders to the deck and a versatile mudroom with laundry leads to the oversized two car attached garage. Upstairs there are 5 bedrooms on the 2nd level. The spacious primary suite offers a generous walk in closet and private bathroom; wake up to panoramic views of the woods. There are four additional good sized bedrooms (two ensuite) and two full bathrooms on the second floor. The basement offers the luxury of space for fun with a big rec room plus a bonus game room and tons of storage. Per floor plans, 4031 sq. ft. above ground and total 5726 sq. ft.! Bring your decorating ideas to make this your forever home! Every room in the right place! Walk to the train, town, golf course, and restaurants.

824 Bell Lane, Winnetka

$1,825,000

4 Beds ⋅ 6 Baths ⋅ MRD11725287 MLS ⋅ PENDING Status

Enchanting and meticulously maintained brick beauty in prime east Winnetka location. This lovely high-quality custom construction home with newer roof, copper gutters/downspouts, bluestone walkway and wrought iron fence is ideally situated on a picturesque tree-lined street close to schools, parks, beaches, Metra and town. Step through the beautiful arched front doorway into an elegant foyer with custom built-ins and bench. This spacious, yet cozy home has great circular flow, 10-ft ceilings on the first floor, hardwood floors, plantation shutters, Baldwin hardware and crown molding throughout. Other notable highlights include LED lighting, Marvin windows, connections for TV / media and wiring for speakers inside and out. The living room has a stunning stone fireplace, bathed in great southern light from a large bay window. Transition into the gracious dining room and proceed into the handsome den / office with built-in cabinets and window seating. French doors from the office lead to the open-concept family room with a cherry custom cabinet and a second stone fireplace. The gourmet kitchen features abundant neutral colored custom cabinets with built-in lighting, island with sink, plentiful storage and high-end appliances including a Dacor six-burner stove with custom hood, a SubZero fridge, a Miele dishwasher and a butler's pantry with a Bosch dishwasher. Congregate around the cozy banquette style eat-in area with rich wainscoting and cushioned storage bench seating. The rear mudroom, complete with custom wood lockers, countertop, slate floors and storage bench exits toward the garage. Additionally, sliding glass doors lead to a professionally landscaped yard with bluestone patio, outdoor eight-person spa, extensive lighting and sound system. A grand staircase to the second floor features 13-ft+ ceilings, skylights, a serene and spacious primary bedroom complete with a fireplace, walk-in closet, lavish bathroom oasis with spa-like shower system, separate jetted tub, stone countertops and marble floors. Three additional generously sized bedrooms with walk-in closets and ensuite baths, and a laundry room round out the second floor. All bedroom ceilings are vaulted and all closets are outfitted by California closets. Entertain with ease on the lower level with 9-ft ceilings, large window wells, and an expansive carpeted, media-ready recreation area with a gas fireplace, kitchenette with third dishwasher and plenty of space for a cave, play area, in-law suite and more. Your guests will live comfortably in the fifth bedroom with an added built-in desk, new closet and ensuite bath equipped with luxurious spa steam shower. The expanded bonus room, currently used as a workout room, easily converts into a sixth bedroom. The second laundry room is loaded with storage. The immaculate two-car detached garage has been updated with a new roof, screened gutters and full wall enclosed custom storage areas. The brickpaver driveway and two exterior parking spaces, updated sprinkler system, outdoor grill with gas line and wood privacy fence complete the lovely backyard. This picture-perfect, move-in ready home is an easy stroll or bike ride to Greeley Elementary, New Trier HS, five beaches, parks, the Metra train and downtown Winnetka.

601 Cherry Street, Winnetka

$1,239,000

4 Beds ⋅ 4 Baths ⋅ MRD11725053 MLS ⋅ CONTINGENT Status

Happy, sunny and much bigger then it looks! This beautiful home in the heart of Hubbard Woods has a coastal vibe and tons of room for entertaining. In addition to the "wow factor" of the gorgeous vaulted ceiling family room, the crisp, bright three season porch has been one of the neighborhoods favorite "watering holes"! The cooks kitchen includes a spacious breakfast room which opens to the family room. It's the perfect blend of open floor plan while being able to leave the dishes behind. A bar and cabinet room, huge dining room and living room with one of two fireplaces complete the main floor. Upstairs is a primary ensuite with stairs to a full attic, and two additional bedrooms plus a tandem room, perfect for additional sleeping or play space. The fully finished walk-out basement has yet another bedroom, recreational room, full bath, Laundry and large mud room which leads to the attached two and a half car garage. Exceptional location ~ Only two blocks from downtown Hubbard Woods where you will find popular restaurants, parks, beach, the train stop and just around the corner from both Scared Heart and Hubbard Woods elementary schools. Agent owned.

1243 Scott Avenue, Winnetka

$1,899,000

4 Beds ⋅ 5 Baths ⋅ MRD11715908 MLS ⋅ ACTIVE Status

Beautifull, brick and stone newer home nestled between downtown Winnetka and award winning elementary/middle schools with stunning updates and hi-end original design including custom quartzite kitchen w/top of the line stainless appliances open to fabulous breakfast room and spacious family room with fireplace, separate dining room, living room with additional fireplace and main floor library with built-ins, incredible master suite with balcony overlooking deep backyard, finished lower level with 5th bedroom, bath, recreation room and bar, hardwood floors 1st and 2nd level, 10 foot plus ceilings, 2nd floor laundry plus additonal laundry room in lower level, new light fixtures through-out, freshly painted, fenced yard, redesigned and upgraded landscaping, slate roof, copper gutters and fabulous covered porch off back - newer mechanicals - all in a walk to all location!

1060 Spruce Street, Winnetka

$699,000

MRD11724092 MLS ⋅ PENDING Status

Prime property in an ideal location in east Winnetka. Structure that sits on the lot now is a 3 bedroom, 2 bath home with unfinished basement - house is in need of total gut renovation.

608 Willow Road, Winnetka

$2,490,000

6 Beds ⋅ 6 Baths ⋅ MRD11723642 MLS ⋅ ACTIVE Status

New construction (from ground up) spec home offering a natural light filled open space floor plan, oversized windows, high ceilings on all levels, and flawless contemporary, transitional, design with high end finishes and beautiful, focal point, staircase. Oversized kitchen island, a walk-in pantry with custom cabinetry, mudroom with a dog shower, first floor study room, private en-suite primary bedroom with spacious walk-in closet and spa-like bathroom. Heated floors on the lower level, a wet bar, full bathroom and a powder room, two additional rooms, bedroom/office and gym area. Indoor - outdoor living space with build-in grill station, outdoor wood burning fireplace, walk-out basement for effortless entertaining. Heated driveway and garage!

768 Foxdale Avenue, Winnetka

$1,999,000

4 Beds ⋅ 7 Baths ⋅ MRD11723461 MLS ⋅ CONTINGENT Status

Lives Like a Ranch! First floor master with an additional bedroom suite on the main floor. Two additional large bedrooms on the second floor. Master includes his& her bathrooms and walk in closets, large picture windows facing the back yard. Lovely living room and family room. Open floor plan with kitchen open to the family room. Stunning kitchen w huge breakfast room, fireplace, loads of storage and a huge mudroom/laundry. Fabulous kids or guest suites on the second level w huge play area and office. Lower level includes a bar, rec room, storage, exercise room, and mechanicals. Gorgeous Back yard w mature landscape and patio. This home is meticulous and ready to move into. Steps to Tower Road Beach. Walk to Hubbard Woods.

850 Lamson Drive, Winnetka

$4,750,000

6 Beds ⋅ 8 Baths ⋅ MRD11723019 MLS ⋅ ACTIVE Status

Elegant, stately, and timeless describe this 6+-bedroom, 6.2-bath Neoclassical brick architectural masterpiece, custom crafted in 2005 by renowned designer Charles Page in one of North Shore's most prestigious communities. Set on 1.6 serene acres and tucked away on a secluded road overlooking a spring fed lake, this distinctive property located within the grounds of Indian Hill Country Club offers an exceptional lifestyle and delivers the best of both worlds blending old with new and numerous delightful updates. Gracious two-story light-filled foyer and grand curved staircase set the tone for this magnificent 8,880 square foot home with exquisite millwork and generously scaled rooms, two primary bedrooms (one on the first floor and one on the second floor), eleven-foot ceilings on the first floor and nine-foot ceilings on the second floor. An inviting living room boasts panoramic views of the dramatic rear yard and private tennis court, and a fireplace for keeping warm on chilly evenings. A light-filled formal dining room ideal for entertaining features Zuber wallpaper depicting 1830's French life in the United States. Handsome paneled library designed with the avid collector in mind offers gorgeous herringbone flooring and a fireplace for settling in with a favorite bestseller. The transitional style kitchen, fully renovated and completed in December 2022, features Cambria quartz countertops, Ann Sacks tiles, new cabinets, sinks, faucets, new bar with sink, new chandeliers, porcelain tile floors, high-end appliances, butler's pantry, island and breakfast area. A well-appointed first floor guest suite offers privacy and convenience. Fabulous, sun-drenched family room with fireplace opens to a screened porch with its own fireplace an expansive bluestone terrace that will evolve into a favorite space for cozy gathering and outdoor celebrating! The refined primary suite leaves no detail unturned and includes two separate baths and two fully-outfitted generous walk-in closets. A tastefully appointed second floor offers three additional bedrooms, two baths (1 ensuite and 1 Jack-and-Jill), spacious and convenient laundry room, an office/remote learning room, and finished flexible bonus room. Fantastic lower level offers flex space for remote work and includes an entertainment space, fireplace, wet bar, bedroom (or possible exercise/yoga studio), one and a half baths and ample storage. A rear staircase and elevator provide another layer of functional luxury. Elevator access to the third floor offers endless potential for multigenerational living or more office/remote learning space. Additional highlights include enhanced light and sound systems, Cat 5, and all rooms with cable and Wi-Fi. Dramatic majestic grounds, impeccable landscaping, refined al fresco dining space, and a full-sized tennis court combine with generous, light-filled living spaces and exceptional attention to detail to create an idyllic private oasis. Convenient to trains and prime shopping/dining. This home is served by award-winning New Trier Township High School.

27 Indian Hill Road, Winnetka

$1,199,000

5 Beds ⋅ 5 Baths ⋅ MRD11713503 MLS ⋅ PENDING Status

East Winnetka Classic! Solid brick 5+ bedroom 4.1 bath Center-Entry beauty features a wonderful floor plan for today's lifestyle, an in-town location, and bright, spacious rooms with great architectural details. Welcoming foyer, gracious living room with an elegant fireplace across from a well-appointed dining room. The heart of the home is the fabulous kitchen/family room with radiant heated floors. The sunny chef's kitchen, boasting high end appliances, granite countertops, and a large island, is open to an inviting family room with built-in cabinetry and a handsome stone fireplace flanked by glass doors leading to an outdoor oasis with a professionally landscaped yard, two bluestone patios, one for dining and another with firepit seating. The freshly painted two car attached garage is accessed through a desirable mudroom. The second floor features 5 big bedrooms with three full baths plus a lounge area. The large primary features a lovely bathroom and huge walk in closet. Nice 2nd floor laundry! Treetop 3rd floor is a great flexible space; a bonus room could be a great playroom or art studio plus an additional bedroom or private office. The huge lower level has an expansive rec room with built-ins, a full bath, a wine room, workshops, and tons of storage. Fabulous outdoor lifestyle for play and entertaining. A great spacious home with wonderful vistas! Best walk to town, beach. train, Village Green and schools location!

687 Cherry Street, Winnetka

$1,875,000

5 Beds ⋅ 6 Baths ⋅ MRD11713026 MLS ⋅ CONTINGENT Status

Beautifully renovated East Winnetka home on 1/3 of an acre just steps from the beach! This timeless classic was completely renovated from top to bottom in the last 2 years, everything is NEW! The first floor offers a gourmet kitchen with a walk-in pantry, high-end appliances and quartzite countertops. The Living room has a gorgeous wood burning two-sided fireplace that it shares with the light-filled family room. The second floor has three bedrooms and three full baths and a stackable washer and dryer. The primary suite has a large walk-in closet and a spa like bath with white marble. The third floor offers two additional bedrooms and another full bath along with ample closet space. The mudroom is conveniently located off the kitchen with a stackable washer and dryer and loads of storage. The basement is fully finished with a rec room, exercise room, powder room and storage. The yard is ample and fully fenced and the back deck spreads across the back of the whole house! There is also alley access so you have the option of pulling in the drive off of Sheridan or the alley - very convenient!

334 Sheridan Road, Winnetka

$3,399,000

5 Beds ⋅ 7 Baths ⋅ MRD11717831 MLS ⋅ CONTINGENT Status

Rare opportunity to purchase a spectacular custom-built home on one of Winnetka's most coveted streets. Constructed for the renowned developer, Charles H. Shaw and his family, (Lake Point Tower, Museum Tower over the Museum of Modern Art in NYC and many large-scale developments), this home surpasses quality, space, and amenities. Set upon an acre, this 8500 square foot home is spread over 4 levels and is encircled by magnificently landscaped grounds, terraces, and a full-sized private tennis court. The stunning entry with bridal staircase leads to beautiful formal rooms including a gallery, living room with fireplace, and entertainment sized dining room. The large eat-in kitchen and adjacent family room with fireplace allows for perfect gatherings. A bright, sunroom provides a lovely space to relax, while a private home office with built-ins offers a quiet place to work. Beyond the family room a fantastic indoor pool with a separate steam and whirlpool room, separate dry sauna and doors to outdoor terraces and tennis court provide hours of entertainment and exercise. Practical 1st floor space includes a full pool bathroom, utility room with laundry (in addition to 2nd floor laundry room) large mudroom and 3-car attached garage. The primary suite on the 2nd floor features 2 walk-in closets, dressing room and large spa-like bathroom. 3 more family bedrooms, all ensuite, one with a separate sitting room, a 2nd floor office with fireplace, a rear staircase and large laundry room complete the 2nd floor. The large 3rd floor finished space is versatile and useful. The lower-level includes a rec-room with ping pong and pool table rooms, home gym, bathroom, and huge storage area. Conveniently located near K-4 Crow Island, 5-8 Winnetka schools, and centrally located for New Trier campuses, Loyola Academy, K-8, Saints Faith, Hope & Charity, and North Shore Country Day. This home defines a true family home that has been lovingly and exceptionally maintained.

105 De Windt Road, Winnetka

$3,575,000

6 Beds ⋅ 8 Baths ⋅ MRD11710533 MLS ⋅ ACTIVE Status

Incredible opportunity to own this picturesque home situated on over 3/4 acre on sought after De Windt Road. Outstanding landscaped grounds designed and implemented by Scott Byron including a vegetable garden developed by the Organic Gardener. Inviting entry hall with two closets leads to the staircase, living room with fireplace, sun-filled formal family room, guest powder room, and butler's pantry complete with refrigerator drawers, sink, serving area, wine refrigerator, and storage. Stunning kitchen is a delightful combination of form and function featuring two dishwashers, double sinks, refrigerator drawers, side by side subzero refrigerator/ freezers, oversized island with seating and breakfast area overlooking the property. Elegant dining room features a bowed window and is the perfect setting for all occasions. Family great room with fireplace enjoys views of the grounds and is adjacent to the back yard mud room and half bath. Appealing library with fireplace is well located for privacy. Tranquil primary suite offers an updated luxurious bath and spacious walk-in closet. Five additional bedrooms, 4 full updated baths, and laundry room complete the second floor. Exceptional lower level includes media room, expansive exercise room, 400 bottle wine closet, and 1000 bottle wine cellar. Additional highlights include rear staircase, third floor loft area and storage, first floor laundry adjacent to second mud room, heated 2 1/2 car garage with storage, and circular drive! Renovations were completed in 2005 and 2021. You do not want to miss this one!

114 De Windt Road, Winnetka

$1,150,000

MRD11716329 MLS ⋅ CONTINGENT Status

Incredible opportunity to own a half acre vacant lot with beautiful mature landscaping. There is a big cost benefit since there is no existing structure to tear down. Existing footprint with existing driveway and courtyard parking can be added to new driveway. NO FLOOD PLAIN. A perfectly sized lot which allows for many different home designs. An expansive ranch to a 4 story home with sports court as a 103 feet wide lot is ideal with a very deep lot at 223 feet This is an incredible opportunity on a 1/2 acre lot. The this lot can be purchased with the house next door at 1230 Westmoor which is on the market concurrently. Add a tennis court, lacrosse field or even an in-law house to make 1232 and 1230 Westmoor a delightful compound ! Extremely unique opportunity to create something very private with adjacent house and land for sale. The sellers of 1230 Westmoor who also own 1232 Westmoor will give the purchaser of the 1230 Westmoor house the first opportunity to buy this lot and if they do not, it will be available for a separate purchase.

1232 Westmoor Road, Winnetka

$1,860,000

4 Beds ⋅ 4 Baths ⋅ MRD11715381 MLS ⋅ PENDING Status

Enjoy easy living in this impressive traditional home situated on beautifully landscaped .4 acre featuring an expansive blue stone terrace, heated pool, hot tub, and fire pit. Sun-filled living room is highlighted by a gas fireplace and reading nook with a built-in bookcase. Inviting dining room overlooks the yard and pool and opens to the living room. Stunning kitchen includes high-end appliances, island, subway tile, and views of the pool and terrace. Spacious breakfast area includes a convenient wet bar with storage and a beverage refrigerator. Appealing family room with coffered ceiling and gas fireplace opens to the pool and terrace. Coveted first floor office is well located for privacy. New 2017 heated garage with bike room doubles as a seasonal pool house with glass doors that open to the pool. Serene primary suite is complete with an updated bath with double sinks, fireplace, and two walk-in closets. There are three additional bedrooms, a sitting room (that could be the 5th bedroom), two updated baths and a large storage closet on the second floor. The lower level offers an exercise room, rec room, laundry, and storage. Additional highlights include a second staircase, hardwood floors, circular driveway, private fenced yard, and numerous upgrades and improvements by the current owner.

240 Forest Street, Winnetka

$2,995,000

6 Beds ⋅ 7 Baths ⋅ MRD11715594 MLS ⋅ PENDING Status

Welcome to 1230 Westmoor Road - a private oasis in the heart of Hubbard Woods - steps from everything that Winnetka offers while offering a private sanctuary of your own. The impeccable gardens & grounds with fabulous salt water pool and spa envelope this custom home with all the space required for today's discerning buyer. Set on a half acre, this H. Gary Frank design seamlessly blends the interior with the outdoors through walls of windows that offer views of the expansive vistas beyond. Bluestone paths, lush, fully established landscaping all lead to a sensational backyard. The welcoming reception foyer with formal powder and entrance to office overlook the exquisite front garden. The expansive living room with soaring ceilings and fireplace opens directly to the dining room and both enjoy easy access to the bluestone patio and yard through sets of French doors that overlook the property - ideal for al fresco dining. The heart of the home, the sun drenched chef's kitchen, has incredible natural light, custom cabinetry, island seating and separate breakfast area and is gorgeous. The southern facing family room with vaulted ceilings, stone surround fireplace w/ custom lighting and built-ins overlooks the lush backyard and pool. The open staircase leads to the lower level with rec room with fireplace and natural lighting, 7th bedroom option (now used as an exercise room with full en suite bath). The convenient mudroom offers easy access to the attached 2 car heated garage. Also on the first floor is the den/2nd office with vaulted, beamed ceiling. The elegant first floor primary bedroom wing with private reading patio and beautiful marble bath and walk in closet, is tranquilly tucked away behind double doors which lead to the primary suite foyer. This suite is adjacent to an additional bedroom with handicap accessible full bath. A handsome staircase in this wing of the house leads to 3 additional bedrooms and 2 full baths, all overlooking the gorgeous grounds. The newer Bolini salt water pool with separate spa area is tastefully accented w/ custom dark blue color choices so the water blends naturally into the beautiful gardens & flowers that line the pool area. One of the many incredible bonuses of this property are the beautiful neighboring lots - acres of open land make it a truly relaxing place to unwind and to get away from it all. One of kind opportunity to own the adjacent lot next door for an additional .5 acre of land at 1232 Westmoor which would make this a 1+ acre luxury compound. Winnetka living at its finest with spectacular setting, idyllic location near town, schools and train. Exceptional.

1230 Westmoor Road, Winnetka

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