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555 Hill Terrace Unit #307, Winnetka
$300,000
1 Beds ⋅ 1 Baths ⋅ 12606299 MLS ⋅ CLOSED Status
Welcome to the charming chimneys. Quiet and secluded. Pretty and bright top floor unit looking out on quaint, treelined courtyard. A large living room greets you with abundant natural light and a charming, wood burning fireplace. Separate, updated white kitchen with shaker style cabinets and granite countertops. Appliances include a double oven, gas stove, dishwasher and refrigerator/freezer. Bright and light hardwood floors throughout. Nice desk nook and large bedroom with closet for storage. Updated bathroom with custom shower. 2 convenient air conditioning units. Parking spot included. Large storage room downstairs with ample laundry room available for coin laundry. Assessments include HEAT. Outstanding location across from the Indian Hill Metra train station. Blocks to the Lake and New Trier. Come see! AS IS

555 Hill Terrace Unit #307, Winnetka

1368 Scott Avenue, Winnetka
$1,650,000
5 Beds ⋅ 5 Baths ⋅ 12627550 MLS ⋅ CLOSED Status
Spacious 5 bedroom 4 1/2 bath Dutch Colonial in desirable Hubbard Woods, ideally situated in a wonderful neighborhood just moments from Hubbard Woods School, the Metra train, downtown shops, restaurants and scenic forest preserve trails for biking, running, kayaking and fishing. The first floor offers loads of natural light, with welcoming living and dining areas plus a dedicated office. The eat-in kitchen with new appliances flows seamlessly into a sunlit family room overlooking the backyard. A convenient mudroom leads out to a spacious deck and a sunny, south-facing backyard-ideal for relaxing or entertaining. Upstairs, you'll find the primary suite with a newly remodeled bathroom and huge walk-in closet. Four additional bedrooms, a second, newly remodeled bathroom and third bathroom to top it off. The basement offers mostly finished space with new flooring and lighting, a full, vintage bathroom, expansive recreation room with built-out laundry space, utility room, and abundant storage options. Recent updates include: 2026 * Routine sewer rodding. 2025 * New pressure tank for boiler * Basement remodel (framed/painted walls, new flooring, lighting and laundry cabinets) * New basement refrigerator. 2024 * New Pella windows on back of house * New Samsung dryer * Routine boiler maintenance * Chimney sweep. 2023 * New deck * New Pella windows on front of house * New Gas range * New Refrigerator * New Microwave. 2022 * Primary Bathroom expansion/remodel * Primary walk-in closet expansion * Hall bathroom remodel * New Ro-Hi reverse osmosis water filter system * New Samsung washer * Routine sewer rodding * New driveway. 2020 * Re-conditioned fireplace/chimney: tuckpointed exterior chimney, tuckpointed firebox, * New chimney liner, new appliance liner (for boiler & hot water heater exhaust) * New Whirlpool dishwasher. 2019 * New roof on house and garage * New A/C condenser * Routine sewer rodding. 2017 * New boiler. 2016 * New hot water heater.

1368 Scott Avenue, Winnetka

841 Prospect Avenue, Winnetka
$1,615,000
5 Beds ⋅ 4 Baths ⋅ 12607166 MLS ⋅ CLOSED Status
Coveted East Winnetka location just two blocks from Tower Road Beach! This charming 5-bedroom, 3.1-bath home offers timeless character and wonderful living space, complete with an inviting front porch. The living room showcases a coffered ceiling, oversized wood-burning fireplace, and beautiful period millwork. A bright sunroom with built-in bookcases provides the perfect retreat. Hardwood floors run throughout the first floor, which also features a spacious dining room with a bay window and a kitchen with a breakfast bar that opens to the family room. The family room overlooks the back deck and yard-ideal for everyday living and entertaining. A powder room completes the main level. The second floor offers four bedrooms, including a generous primary suite with built-in storage, two closets, and a private bath. Three additional bedrooms share a hall bath; one features a bay window, and one is currently being used as an office. All bedrooms offer ample closet space. The third floor includes a charming treetop bedroom, a full bath, and additional attic storage. An unfinished basement provides endless potential to expand your living space. Unbeatable location close to Hubbard Woods Metra, steps to Tower Road Beach and park, and within the sought-after Greeley Elementary School district. Don't miss this special home in an A+ location. Property is being conveyed as-is.

841 Prospect Avenue, Winnetka

574 Orchard Lane, Winnetka
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 12589833 MLS ⋅ CLOSED Status
Perfectly situated in a prime East Winnetka location, this charming home offers an exceptional opportunity to enjoy one of the North Shore's most sought-after neighborhoods at an approachable price point. Just blocks from the lake, town, Metra, Greeley Elementary, and New Trier High School, the lifestyle and convenience are unmatched. Thoughtfully updated over time, the home features bright, sun-filled living spaces enhanced by skylights, creating a warm and inviting atmosphere throughout. The main level offers a comfortable living room, an updated eat-in kitchen, and a separate dining room, along with two well-proportioned bedrooms and a full bath. The second floor is dedicated to the primary suite with an adjoining office space-ideal for today's work-from-home needs. Hardwood floors run throughout, and the home has been carefully maintained with numerous improvements already in place. The finished basement provides valuable additional living space with a rec room, powder room and laundry room. The backyard is a true highlight, featuring a lovely patio and generous green space-perfect for relaxing or entertaining. A newer two-car garage, conveniently accessed off Walnut by an easement, preserves the yard while adding everyday ease and functionality. Set on a beautiful block, this is a rare opportunity for buyers seeking the charm, location, and community of East Winnetka!

574 Orchard Lane, Winnetka

1255 Forest Glen Drive, Winnetka
$2,350,000
5 Beds ⋅ 5 Baths ⋅ 12605782 MLS ⋅ CLOSED Status
Classic Hemphill Colonial on an oversized 75-foot-wide lot, completely renovated in 2014 with all the charm of a 1950s home but the newness of newer construction. What you will love is this home is all done for you with all the must haves that are hard to find- like attached garage, mudroom, high ceilings, newer windows, designer kitchen, dream primary suite, 2nd floor laundry, huge basement with high ceilings , and quiet street. This brick home blends timeless architecture with modern living. The main level has a formal living room and dining room but the show stopper 2014 addition of a huge family room with vaulted cathedral ceilings and tons of windows. Connecting to the designer kitchen with an oversized center island, eat-in dining area, walk-in pantry, Thermador, Wolf, and Miele applainces, including a built-in coffee machine. The kitchen flows seamlessly into the family room and backyard, creating an ideal layout for everyday living and entertaining. Hardwood floors, custom millwork, and quality finishes are found throughout- 2 fireplaces with gas starter and marble surround. Family room has a built in dry bar with additional beverage storage. The primary suite is a private retreat featuring two walk-in closets and a luxurious bathroom with a freestanding Victoria Albert Tub soaking tub, perrin and rowe fixures, rain shower, marble bathroom, separate vanities and sinks, heated floors. 2nd Floor Laundry room and 3 additional bedrooms with 2 full bathrooms dedicated to them. The fully dug-out basement provides expansive additional living space-ideal for a recreation room, home gym, office, or guest suite, plus a half bath. Additional highlights include an attached garage, updated systems, and a wide backyard with ample room for outdoor enjoyment. An opportunity to own a move-in-ready Hemphill Colonial offering modern updates, generous living space, and an exceptional location. Professional landscaping and bluestone patio in the backyard with a sprinkler system. Water Heater 2026. Showings will resume April 14th.

1255 Forest Glen Drive, Winnetka

845 Glen Oak Drive, Winnetka
$2,555,000
4 Beds ⋅ 5 Baths ⋅ 12583662 MLS ⋅ CLOSED Status
Located in a superb East Winnetka location this 4 bedroom 3.2 bath lovely classic Hemphill built home boasts 3 car attached garage and an elevator. Glen Oak Drive is a private cul-de-sac street on the lake east of Sheridan Road with only 5 stately homes. A separate circular drive & double door entry leads into a large and gracious foyer with pretty moldings and staircase. When you step into the spacious foyer, you are greeted by the open and beautiful staircase. Off the foyer is a spacious living room featuring a decorative fireplace and built in bookcases. The living room flows into a sun filled sunroom with skylight and sliding glass doors leading to a bluestone terrace and private back yard. Adjacent to the sunroom is an inviting family room with a wood-burning fireplace and wet bar. A lovely formal dining room has impressive moldings and is adjacent to the kitchen. There is a handsome private office boasting wood paneling and built in bookcases and an elegant guest powder room, just steps away off the foyer with second first floor powder room. The large kitchen features abundant white cabinetry, center island, stainless steel appliances and a designated eating area. Conveniently located off the kitchen is the laundry room with many cabinets and closets for all your storage needs and an additional powder room. The oversized attached heated 3 car garage is 1050 SF and has a staircase leading to an attic above and a second staircase to the basement. A traditional staircase or the elevator brings you upstairs to the second floor which features 4 large bedrooms with fabulous closet space and 3 full bathrooms. The primary suite bedroom has access to a private balcony overlooking the backyard, 2 large walk-in closets and a primary bath with separate shower and tub. In the full basement there is a recreation room, an area for a fifth bedroom or second office, walk-in cedar closet and abundant storage. The elevator services all 3 levels of the house. There are beautiful architectural moldings and chair rail detail in the house along with dark stained hardwood floors throughout and nine foot ceilings that grace the first floor. The lower level is spacious and awaits your personalization. Enjoy seasonal views of the lake and cool breezes from this classic home in a most coveted location near Tower Road Beach.

845 Glen Oak Drive, Winnetka

642 Ash Street, Winnetka
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 12626097 MLS ⋅ CLOSED Status
Location, curb appeal and charm - all in one! This East Winnetka home welcomes you with a large front porch and bright foyer leading to a spacious living room with fireplace and room for two seating areas. French doors open to a deck, flooding the space with light. The large kitchen and family room anchor the rear of the house with windows on three sides, a generous eat-in area, and direct access to the deck and yard-perfect for indoor/outdoor living and entertaining. A butlers pantry connects the kitchen to the separate formal dining room and completes the main level. Upstairs features a lovely primary suite, three additional bedrooms, and a full bath. The lower level offers a large rec room, fifth bedroom, another full bath, laundry, and abundant storage. A mudroom area connects you to the attached over sized one car tandem garage. Thoughtful layout, great flow, and flexible living space-move-in ready. Do not miss!

642 Ash Street, Winnetka

67 Brier Street, Winnetka
$1,890,008
5 Beds ⋅ 6 Baths ⋅ 12431472 MLS ⋅ CLOSED Status
New construction home with 5BR, 6Bath,2 car detached garage, will be ready by March 2026. This more than 4000 sqft house boasts thoughtfully designed living space, combining modern luxury with everyday functionality, front and back porches and second floor primary BR with balcony, two heating and cooling zones, two laundries, two dishwashers, two wine coolers. Step inside to soaring ceilings, and open layout, and high-end finishes throughout. The gourmet kitchen is a chef's paradise with custom cabinetry and countertops, has a large center island, and with premium appliances. Each spacious BR features an en-suite bathroom. The primary suite is true retreat, boasting a spa-like bathroom with soaking tub, walk-in shower, heated floor, has dual vanities and generous walk-in closet. Entertain effortlessly in the expansive living and dining areas or take the gathering outdoors on the deck and landscaped yard. The fully finished third floor comes with huge bedroom with full bath. The fully finished lower level comes with dry kitchen with dishwasher/wine cooler, bedroom, work room, storage and bathroom. With detached garage, this home has nice backyard, dedicated office space, smart home features, and energy efficient systems. Perfectly located within walking distance of Joseph SearsK-8 and New Trier High schools, Indian Hill Metra station. Few minutes away from Winnetka downtown, Library, Shopping and all fabulous downtown restaurants. Short walk to Lake Michigan - this home truly has it all.

67 Brier Street, Winnetka

1505 Tower Road, Winnetka
$1,305,000
3 Beds ⋅ 4 Baths ⋅ 12606156 MLS ⋅ CLOSED Status
Renovated in 2019, this home was completely reimagined with a fresh modern aesthetic and refined mid-century edge. Ideally located in a sought-after neighborhood near parks, schools, the train, and town, it offers incredible natural light, an easy-flow layout, and the kind of space, style, and functionality that is hard to find. A generous foyer opens to sun-filled living and dining spaces with new hardwood floors, modern built-ins, and wood-burning fireplace, all flowing seamlessly into the sleek white kitchen with breakfast bar, quartz countertops, striking designer backsplash, and Bosch stainless steel appliances, including a drawer microwave. A four-season room with new flooring, high-efficiency windows, and heater that extends the living space and opens to an oversized back deck overlooking the huge fenced backyard. Set on a 200-foot-deep lot, the attached two-car garage is a rare and highly desirable feature for this style of home, offering everyday convenience while allowing for even more usable outdoor space. A first-floor office with a closet sits next to a full bath, creating ideal flexibility for work-from-home needs, guests, or a potential fifth bedroom. Upstairs, you'll find three bedrooms including a private primary suite with its own balcony overlooking the deep backyard-the perfect spot for morning coffee. The spacious primary bath features double sinks, a separate shower, and soaking tub, while the two additional bedrooms share a hall bath. An oversized rooftop deck above the garage is an unexpected standout feature and adds even more outdoor living space. The finished lower level includes a recreation room with fireplace, a fourth bedroom, full bath, and bright laundry room. With four full bathrooms, thoughtful design, and major 2019 improvements including roof, windows, hot water heaters, kitchen & kitchen appliances, bathrooms, flooring, and stylish lighting throughout, this is a true move-in-ready home with a rare combination of size, style, attached garage, and oversized yard. Just move in and enjoy easy access to Nick Corwin Park, Hubbard Woods School, the train, and town.

1505 Tower Road, Winnetka

91 Abbottsford Road, Winnetka
$2,009,100
5 Beds ⋅ 5 Baths ⋅ 12611137 MLS ⋅ CLOSED Status
Refined elegance meets timeless North Shore charm in this premier East Winnetka location, served by Joseph Sears School (JK-8) and New Trier High School. This beautifully updated and impeccably appointed residence offers 5 bedrooms and 4.1 baths, gracious formal living and dining rooms, and a seamless open-concept layout designed for both sophisticated entertaining and everyday living. At the heart of the home is a stunning, Mick DeGiulio-inspired chef's kitchen featuring high-end finishes, custom cabinetry, and thoughtful design that flows effortlessly into the sun-filled family room.Completely renovated and expanded in 2017, the home has been meticulously maintained and further enhanced. Thoughtful upgrades include custom built-in closets and a flexible floor plan with a separate entrance-ideal for a private practice or dedicated work-from-home environment. Additional improvements include a full chimney replacement in 2022 and professionally designed landscaping completed in 2019, creating a polished and inviting outdoor setting.Rare for the area, the home features a two-car attached garage, a well-designed mudroom, and an expanded lower level offering exceptional versatility for recreation, fitness, guests, or additional workspace.

91 Abbottsford Road, Winnetka

1423 Asbury Avenue, Winnetka
$2,237,500
6 Beds ⋅ 7 Baths ⋅ 12482150 MLS ⋅ CLOSED Status
Better than NEW! This artfully restored & renovated home has the incredible combination of a classic center entry colonial home with sophisticated formal rooms and all the current amenities for today's modern lifestyle. This four-level home features abundant natural light, oversized windows, wide room openings and gleaming hardwood floors throughout. Spacious rooms, a current layout, high-end finishes and thoughtful design exist at every turn. Located in the northern end of Winnetka, just blocks to Hubbard Woods school, town, train, shops, restaurants, parks, the forest preserve bike and running trails. Easy access to downtown Chicago. First floor includes a gourmet kitchen with butler's pantry, formal dining room, sun-drenched living & family spaces, a private home office, and a custom mudroom with full laundry room. Upstairs, the luxurious primary suite offers a spa-like shower, double vanity and walk-in closets. Additional bedrooms are generously sized, one bedroom is en-suite and the 3rd & 4th bedrooms share a large hall bath. There is additional 2nd floor laundry for ultimate convenience. Fully finished lower level and 3rd fl provide flexible living space for extra BR's, recreation, guests, or work-from-home needs. Both have gorgeous full bathrooms. Exceptional outdoor living includes brick patio, lush landscaping and private, fenced yard. A rare blend of classic charm and modern luxury in a prime location.

1423 Asbury Avenue, Winnetka

1523 Tower Road, Winnetka
$1,103,000
4 Beds ⋅ 3 Baths ⋅ 12620073 MLS ⋅ CLOSED Status
Meticulously maintained central-entry brick Colonial in the sought-after Hubbard Woods School District. Offering grand living spaces filled with natural light, this 4-bedroom, 3-bath home truly checks every box. A gracious foyer opens to the inviting living room, featuring a wood-burning fireplace, abundant windows, and custom built-in cabinetry. The separate dining room, with French doors leads to the sunroom and expansive professionally landscaped yard. The charming white kitchen has newer appliances and a planning desk, while a first-floor office is conveniently located adjacent to a full bath with shower. Upstairs, the luxe primary suite features a beautifully renovated bath with heated floors, a walk-in shower, and a heated towel rack. Three additional spacious bedrooms share an updated hall bath with tub. The lower level offers an expansive recreation room, new washer and dryer, and plenty of storage. A hard-to-find attached 2-car garage and generous driveway parking add to the home's appeal. Perfectly located across from Nick Corwin Park, just a short drive to the expressway, and within walking distance to town, this classic Winnetka combines timeless charm with spaces for today's lifestyle.

1523 Tower Road, Winnetka

556 Willow Road, Winnetka
$2,000,000
4 Beds ⋅ 5 Baths ⋅ 12581158 MLS ⋅ CLOSED Status
Enjoy easy North Shore living in this beautifully maintained East Winnetka home, where you'll catch glimpses of Lake Michigan right from your driveway. Built in 2005, this newer construction home offers a rare combination of quality craftsmanship, thoughtful updates, and a layout that truly works for everyday living. The updated kitchen is the heart of the home, featuring new quartz countertops, a classic subway tile backsplash, a new hood, custom cabinetry, high-end appliances (SubZero, Bosch, Thermador), and a generous island with space to gather. It opens seamlessly to the family room with fireplace-perfect for both daily routines and relaxed entertaining. Upstairs, the second level includes a spacious primary suite along with two additional bedrooms and a full bath. The third floor adds a fourth bedroom and full bath, offering great flexibility for guests, a home office, or additional living space. The bright and expansive lower level is designed for comfort and versatility, with generous recreation space, a second family room with built-ins and fireplace, a fifth bedroom, full bath, and laundry. Additional highlights include California Closets throughout, custom window treatments and plantation shutters, and beautiful built-ins. Outside, enjoy a brick paver driveway and patio along with a fully fenced backyard. Set on a quiet street just moments to Greeley Elementary, New Trier High School, beaches, town, the Green Bay Trail, parks, and Metra-this is a home that offers both convenience and an exceptional North Shore lifestyle.

556 Willow Road, Winnetka

165 Fuller Lane, Winnetka
$2,450,000
5 Beds ⋅ 6 Baths ⋅ 12575361 MLS ⋅ CLOSED Status
Welcome to 165 Fuller Ln, where timeless charm meets thoughtful, high-end finishes in an unbeatable East Winnetka location within the coveted Greeley School district. Perfectly positioned for walkability to school, the lake, parks, and everything downtown Winnetka has to offer, this five-bedroom, five-and-a-half-bath home delivers both convenience and refined living. Extensively renovated sections of the home by Scott Lyon Construction, the home blends classic architecture with modern comfort. The stunning kitchen, remodeled in 2021, features Carrera marble countertops and a full suite of premium appliances. The adjacent pantry and mudroom were also thoughtfully redesigned in 2021 to enhance everyday functionality. The primary bathroom, completed in April 2025, offers a serene, spa-like retreat with a steam shower. A fully refreshed finished basement in 2025 with ceramic tile flooring. Major mechanical updates provide peace of mind: SpacePak HVAC installed in 2019. The home has also been fully rewired. Exterior improvements include tuckpointing, chimney work, front wall rebuild, and full exterior repaint. With sophisticated updates, thoughtful infrastructure improvements, and an exceptional location, 165 Fuller offers the perfect blend of historic character and modern ease in one of Winnetka's most desirable neighborhoods.

165 Fuller Lane, Winnetka

358 Winnetka Avenue, Winnetka
$3,000,000
4 Beds ⋅ 7 Baths ⋅ 12579068 MLS ⋅ CLOSED Status
Incredible Coveted Home with 5 bedrooms, 5.2 bathrooms, 3 garages on 1/3 acre property boasts Winnetka address and Kenilworth School District. Built in 2004, this beautiful brick home feels like new construction with a complete first floor renovation in 2019 and upgrades throughout the home. As you enter the sun filled foyer, you are greeted with an open floor plan and 9'.5" ceilings. Flanking the foyer is the spacious dining room with gracious bay windows and a separate den with built-in bookshelves, fireplace and gorgeous wood beamed ceiling. The formal living room boasts floor to ceiling windows, limestone fireplace and opens into the fabulous kitchen. The kitchen is completely new from 2019 and is a chef's dream. A twelve-foot oversized island with a quartzite waterfall finish hosts custom cabinetry, generous workstation sink, custom cabinetry and island seating space. The incredible Miele appliances include a Six Burner Cooktop, 48" Dual Fuel Range with Steam Hook Up, Speed Oven, Warming Drawer, Convection Oven with Steam Hook Up and Griddle. The Miele Master Cool Built-In 30" Refrigerator and Miele Master Cool 30" Built-In Freezer make storing food a dream come true, especially when you utilize the walk-in pantry. There are two dishwashers and two sinks in the kitchen, both oversized with accessories, disposal, and an insta hot/cold filtered water dispenser. Last but not least, the built in Miele Combo steam oven adds to easy, healthy and efficient cooking. The eat-in kitchen area with custom, built-in banquet seating is nestled between the sunny bay windows. Anchoring the kitchen is the limestone fireplace making this room truly the heart of the home. From the kitchen patio doors, step out onto an outdoor entertaining space that is perfect for entertaining or relaxing in the great outdoors. The built-in bluestone bar area along with a wood burning fireplace, outdoor television, built-in gas grill, seven person all-season resort spa are included on the 1/3 of an acre outdoor playground. Moving back inside, the second floor primary suite has vaulted ceilings, separate closets and a primary bathroom with double sinks, oversized shower and Jacuzzi tub where you can gaze at the moon through the skylight. There are three additional bedrooms on the second floor, all en-suite. The laundry room is conveniently located on the second floor with folding area and built-in cabinets and sink. The lower level has an incredible recreation area with kitchenette, granite countertops, island for seating, cabinetry, a double sink, Fisher Paykel Double Dishwasher Drawers, a mini refrigerator, microwave, and a built-in wine closet. Enjoy the theatre space, exercise room, gracious 5th bedroom, full bathroom and storage galore! There are two separate garage areas: a two car garage and an additional one car garage all attached to the home equaling a 3 car attached garage with EV vehicle charger. The exterior front of the house welcomes you with an over sized circular brick driveway, with professional landscaping and lighting on the entire property. Newer roof, new hot water tanks, new thermostats and central vacuum system make this home move in ready! The home is conveniently located near schools, train, and a block and a half from Lake Michigan. This home is meticulously maintained in a prime location.

358 Winnetka Avenue, Winnetka

764 Boal Parkway, Winnetka
$1,550,000
3 Beds ⋅ 4 Baths ⋅ 12451416 MLS ⋅ CLOSED Status
Set amidst a stunning wooded backdrop between the tranquil Skokie Lagoons and the lush Winnetka Golf Club, this remarkable home offers three bedrooms and 3.1 baths across more than 3,000 square feet of thoughtfully designed living space. Situated at the end of a peaceful lane, the setting is as serene as it is beautiful. The interiors feature exceptional open spaces with elegant hardwood floors throughout. The expansive living and dining areas are enhanced with exquisite built-ins, a striking fireplace, and floor-to-ceiling windows that invite nature inside. These areas seamlessly connect to a sunroom that can be enjoyed year-round. The kitchen is both spacious and functional, offering ample cabinet space, a central eating area, and another welcoming fireplace. There is a private den with its own fireplace that shares a full bath with one of the bedrooms. An additional bedroom includes an ensuite bath, while the primary suite is equipped with a full bath and generous built-in closet space. For added convenience, there's a powder room, and the former dark room provides excellent storage options. This home's prime location ensures close proximity to schools, parks, dining, retail, and transportation, making it the perfect place to enjoy both tranquility and accessibility.

764 Boal Parkway, Winnetka

303 Auburn Avenue, Winnetka
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 12564260 MLS ⋅ CLOSED Status
Huge price drop to sell quickly. Come one, come all to this beautifully updated and refreshed colonial-style house tucked away on a quiet, tree-lined street. This home offers the rare combination of peaceful surroundings and an unbeatable location: walking distance to elementary and middle schools, and is in the New Trier High School district. Step into the welcoming entryway that flows easily to all parts of the house. A spacious family room offers endless possibilities - perfect for movie nights, recreation, or creative space. The updated kitchen features sleek Dekton countertops, newer appliances, refreshed cabinetry, and eat-in area with access to the separate dining room, the new back deck, or the mudroom/laundry area that leads to the attached 2-car garage. Off the large living room, you'll find a bright all-season sunroom - ideal for reading, relaxing, or morning coffee (or tea). A fully updated main-floor bathroom adds convenience and flexibility for guests or everyday living. Upstairs, the expansive primary ensuite with trey ceiling feels like a retreat, complete with double sinks, soaking tub, a large walk-in closet, two additional closets, and a charming Juliet balcony. Three additional generously sized bedrooms and an updated full bathroom complete the second floor - which enjoys its own heating and cooling system for added comfort and efficiency. Plus hardwood floors throughout the house. The finished basement has also been fully updated and offers even more space for work, play, fitness, or storage. Outside, the huge yard is just the right size for relaxation or activities, opening out from the brand-new back deck. Conveniently located nearby the expressway and Metra station. All of this is nestled in a friendly, welcoming neighborhood - a short stroll to beautiful Crow Island Park, and minutes from the scenic Skokie Lagoons with miles of biking, walking, and running trails. Peaceful living with world-class schools, nature, and community right at your doorstep is your new home!

303 Auburn Avenue, Winnetka

174 Woodland Avenue, Winnetka
$1,515,000
3 Beds ⋅ 3 Baths ⋅ 12594627 MLS ⋅ CLOSED Status
This exceptional brick Dutch Colonial blends timeless charm with modern updates for effortless living. Sunlight fills generously-sized rooms, creating an inviting flow throughout this 3 bed/2.1+1 bath home. The formal living room, anchored by a striking wood-burning fireplace, opens seamlessly to a screened-in porch-perfect for entertaining or quiet relaxation. The spacious dining room accommodates large gatherings with ease. At the heart of the home, the open eat-in kitchen features crisp white cabinetry, quartz countertops and backsplash, island and top-of-the-line appliances including a Wolf range, Sub-Zero refrigerator, new Bosch dishwasher, and ice maker. Rich hardwood floors run throughout, adding warmth and continuity. Upstairs, three well-appointed bedrooms include a versatile bonus room off the second bedroom-ideal as a home office, playroom, or additional living space. The finished basement offers even more flexibility with a recreation area, bonus room, full bathroom, and an abundance of storage. Completing this home is a beautiful bluestone patio overlooking the backyard, detached garage and an unbeatable location in sought-after East Winnetka. Just steps from Greeley Elementary, New Trier, the Metra, parks, shops, and more, this home offers the ultimate walk-to-everything lifestyle. Don't miss the opportunity to own a beautifully updated home where charm meets convenience.

174 Woodland Avenue, Winnetka

875 Gordon Terrace, Winnetka
$2,750,000
6 Beds ⋅ 6 Baths ⋅ 12577928 MLS ⋅ CLOSED Status
Set on a beautifully landscaped .33 acre property in one of Winnetka's most convenient locations, 875 Gordon Terrace is a significant historic home thoughtfully reimagined through a recent comprehensive renovation and expansion. An elegant wrought iron fence with intricate scrollwork encloses the property, and the sweeping wraparound covered porch immediately sets the tone. Double doors with beveled glass divided lights open to a spacious foyer with a gas fireplace. A stately staircase, paneled millwork, 10' ceilings and Visual Comfort lighting create a striking first impression. Large windows and a French door to the porch fill the living room with natural light and overlook the lovely landscaped grounds. A wood-burning fireplace makes it an easy place to gather. The banquet-sized dining room features generous windows, a built-in corner cupboard, and French doors that open to the sunroom/breakfast room. The kitchen is truly the heart of the home. Two substantial islands provide plenty of room for prep, seating, and conversation. A 6 foot Aga stove anchors the space, along with a Sub-Zero refrigerator, two refrigerator drawers, Bosch dishwasher, Dacor microwave, two disposals, and two full-sized sinks. Hand-scraped walnut floors run throughout, and a casual seating area centers around a corner wood-burning fireplace with Dutch tile surround. Just beyond are the family room and a sunroom with French doors leading to the private patio-an easy indoor-outdoor flow. A well-designed mudroom with slate floors is accessed from the attached 2.5-car garage and front yard, and a wall of cubbies and built-ins keeps everything organized. The second level offers four bedrooms and three full baths. The primary suite feels private and well-scaled, with a wood-burning fireplace, tray ceiling, and two large walk-in closets. The spa bath includes marble-topped vanities, a steam shower, and a whirlpool tub. Three additional bedrooms and two baths, one ensuite, complete this level. The third floor is brightened by a central skylight. A sitting room with a wall of windows and window seat creates a comfortable hangout space, along with two additional bedrooms and an updated hall bath. The lower level includes a dug-out rec room with a wall of built-in bookcases and storage below, a full bath with glass-enclosed shower, large storage closets, a laundry room, and three additional rooms for storage and utilities. All just steps from Hubbard Woods restaurants, shopping, the Metra, and schools.

875 Gordon Terrace, Winnetka

1004 Elm Street, Winnetka
$1,550,000
5 Beds ⋅ 4 Baths ⋅ 12570658 MLS ⋅ CLOSED Status
A large 5br home with a 4 car garage, a corner lot, and an amazing location! This home welcomes you with great curb appeal, starting with the front porch overlooking Elm. The main level has a separate dining and living room, and a large family room with a gas fireplace and a door to a large 2 tier deck that overlooks the backyard. The home gets great sunlight due to being on a corner lot, as most of the windows are unimpeded by a neighboring home. The kitchen has white cabinets, a corner window at the sink, and a double oven. The 2nd level features a large primary suite and 3 additional bedrooms (4 bedrooms total on the 2nd floor). The primary suite easily accommodates a king bed and has vaulted ceilings, skylight, a private deck, a large walk-in closet, en-suite bathroom, and stairs to a sunny lofted room that is perfect for an office or exercise space. The 2nd bedroom also has vaulted ceilings, a skylight, and a bay window. There is a spacious hall bathroom with double sinks, another skylight, and marble tile floor. The basement has the rare feature of having a 7' ceiling with a large recreation room, a 5th bedroom with an en-suite bathroom, and a large laundry room and storage. The back deck has 2 levels and overlooks a generous fenced-in back yard, and there is a sprinkler system installed. Do you need more space....there is a 4 car garage, with a driveway for additional parking if needed! This home is close to downtown Winnetka (with shops, restaurants and cafes), the Metra, West Elm Park, Skokie Playfields, and only ~1/2 mile to local elementary & middle schools!

1004 Elm Street, Winnetka

916 Oak Street, Winnetka
$1,515,000
4 Beds ⋅ 3 Baths ⋅ 12537322 MLS ⋅ CLOSED Status
An inviting front porch welcomes you into this beautifully renovated home in the heart of Winnetka, just steps from parks, town, train, and K-8 schools. Thoughtfully updated by the current owners, the home offers ideal living spaces in all the right places. A gracious foyer opens to the sun-filled living and dining rooms, where newer windows and a wood-burning fireplace create a warm, welcoming atmosphere. The well-designed kitchen flows seamlessly into the family room, with sliding doors leading to a deck, patio, and an expansive south-facing backyard-perfect for everyday living and entertaining. A convenient side entrance near the garage adds everyday ease. Upstairs, the spacious primary suite features three closets, including a generous walk-in, and an updated en suite bath. Three additional bedrooms share a beautifully renovated hall bath. The lower level provides exceptional flexibility with space for a recreation room, exercise area, fifth bedroom or office, along with laundry and ample storage. A one and 3/4 car garage with attached storage shed opens to the fenced herb/vegetable garden. Ready to welcome you home for many happy years ahead!

916 Oak Street, Winnetka

525 Ash Street, Winnetka
$4,995,000
4 Beds ⋅ 8 Baths ⋅ 12598509 MLS ⋅ CLOSED Status
In an exclusive East Winnetka location, just steps from the lake, this exceptional newly constructed (2024) residence showcases timeless elegance, modern sophistication, and impeccable craftsmanship throughout. Built by premier North Shore builder Orchard Glen Homes, this lightly lived-in home presents like new and reflects thoughtful design and meticulous attention to detail at every turn. Set on a beautifully landscaped 1/3-acre lot, 525 Ash Street unfolds across four expansive, light-filled levels, offering more than 6,700 square feet of refined living space, including a 2,500 sf finished lower level, with 5+ bedrooms, 6 full baths, and 2 half baths. A bright and gracious foyer introduces the first floor, where a handsome library with exquisite built-ins creates an ideal work-from-home setting or quiet retreat. The elegant dining room is complemented by a beautifully appointed butler's pantry, perfect for seamless entertaining. At the heart of the home, the bespoke kitchen is anchored by a generous quartz island and outfitted with professional-grade appliances, multiple dishwashers, custom cabinetry, and a spacious and cleverly integrated walk-in pantry. Natural light pours into the adjacent breakfast area, while the kitchen flows seamlessly into the inviting family room, centered around a warm fireplace and connected to a relaxed sitting area with a full bar. Floor-to-ceiling French doors from the breakfast area, family room, and sitting room open to a broad stone patio overlooking lush grounds. At the center of the patio, a gas fireplace with a TV above serves as a striking outdoor focal point, while the expansive patio easily accommodates multiple seating and dining areas-an exceptional setting for outdoor living and entertaining. A standout mudroom offers exceptional functionality with multiple storage closets, a farmhouse sink, auxiliary washer and dryer, and a half bath, conveniently accessed from the side entrance and attached garage. The second and third floors offer 4-5 bedrooms designed for comfort and privacy. The primary suite serves as a serene escape, featuring a sitting room with fireplace, built-in beverage refrigerators, and a coffee station. The spa-inspired bath includes a soaking tub, spa shower, and radiantly heated floors, while a sunlit 9'x15' walk-in closet provides exceptional storage. The flexible layout allows for the creation of a fifth upstairs ensuite bedroom if desired. A versatile third-floor suite with charming window seats offers the perfect setting for a guest retreat, private office, or teen hideaway. Each bedroom enjoys its own bath, and a second-floor laundry room adds everyday convenience. The expansive 2,500-square-foot lower level is designed for recreation and entertaining, featuring a large recreation room, full bar with extensive cabinetry, dishwasher, ice machine, and kegerator, a 19' x 20' exercise room with adjacent sauna-ready space, wine cellar, ensuite bedroom, and a flexible multi-purpose room. The home is further distinguished by a Brava shake roof, copper gutters, inground sprinklers, whole-house generator, security system, and built-in sound throughout much of the residence. The property is completed by a two-car attached side-load garage and a rare separate two-car detached garage. With exceptional craftsmanship, refined design, and a premier east Winnetka setting, this pristine residence presents a rare opportunity to own a remarkable home in one of the North Shore's most desirable neighborhoods.

525 Ash Street, Winnetka

410 Cedar Street, Winnetka
$2,527,000
6 Beds ⋅ 6 Baths ⋅ 12594670 MLS ⋅ CLOSED Status
Welcome to 410 Cedar in East Winnetka. This spectacular residence is a timeless all brick and stone home with wonderfully curated living spaces. From its stately curb appeal to its refined interior details this home sits sits on a 80' extra wide corner lot. Built in 2002 this six-bedroom, five-and-a-half-bath home offers an exceptional lifestyle for the most discerning buyer. The main level showcases a lovely foyer, elegant formal living, dining room and office/library. A chef's eat-in kitchen and sunny butlers pantry outfitted with premium appliances all flowing seamlessly into a gracious family room anchored by a fireplace all overlooking the yard and terrific terrace. Pretty powder room and great mud room finishes off the first floor. Beautiful staircase leads to the luxurious primary suite that is a sanctuary unto itself, featuring a walk-in closet, and a spa-like en suite bath with soaking tub, dual vanities and a separate shower. Three additional bedrooms on the second level and two beautifully appointed baths. The third level includes lovely tree top views, an additional two bedrooms and full bath. The finished lower level with 9' ceilings offers a great rec room, gym and full bath, ample storage spaces and large laundry room. Lovely yard, fully fenced in with a sprinkler system and 2 car garage and extra storage. This is special do not miss.

410 Cedar Street, Winnetka



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