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Winnetka IL Real Estate & Homes for Sale

25 Properties Found

The median home value in Winnetka, IL is $1,200,000. This is higher than the county median home value of $285,000. The national median home value is $308,980. The average price of homes sold in Winnetka, IL is $1,200,000. Approximately 82% of Winnetka homes are owned, compared to 10% rented, while 8% are vacant. Winnetka real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Winnetka real estate agent to arrange a tour today!
Learn more about Winnetka.


1–25 of 25 properties displayed
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Beds:
2
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
12613874
Type:
Townhouse
Year built:
1958
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Welcome to this well maintained and loved home!! Bring your ideas to this end unit in a fabulous location! Completely walkable great location! This unit has a shower in the bath on the lower level ! So 2 full baths! Most are only 1 1/2 bath in Crestwood Village!! Plus a fireplace! Hardwood floors on the main and upper levels under the carpet! Tons of closet space and storage. Windows have been replaced. Just moments to all things Northfield has to offer, shops, dining, library, everything you need. Taxes will be approximately doubled without senior freeze

Beds:
3
Baths:
2.50
Sq.Ft.:
1,648
Status:
NEW LISTING
MLS#:
12641664
Type:
Single Family
Lot size:
0.19 Acres
Year built:
1956
A broker reciprocity listing Courtesy: Redfin Corporation, (312) 836-4263
View additional info

Beautiful ranch home offering timeless charm and modern comfort in highly sought-after New Trier School District. From the moment you step inside, you're greeted by a stunning vaulted wood ceiling in the living room-an eye-catching architectural feature that fills the space with warmth and natural light. Rich hardwood floors flow seamlessly through the family room, hallway, and bedrooms, creating an elegant and cohesive feel throughout. The home features two full bathrooms, including a convenient Jack-and-Jill design that provides both privacy and functionality. The well-appointed kitchen is designed to impress, featuring Italian tile flooring, newer stainless steel appliances, cherry wood cabinetry, and granite countertops. Recessed lighting and abundant windows bathe the space in natural light, making it ideal for both everyday living and effortless entertaining. The unfinished basement presents incredible potential, complete with a half bath and dedicated laundry area-perfect for creating additional living space, a home office, or a recreation area tailored to your needs. Enjoy outdoor living in the fully fenced yard or unwind on the inviting front patio-perfect for morning coffee or evening gatherings. A rare opportunity to own a home that blends character, and comfort --timeless charm and an unbeatable Northfield location-this is a home that truly stands out!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,075
Status:
NEW LISTING
MLS#:
12640366
Type:
Condo
Year built:
1975
A broker reciprocity listing Courtesy: Coldwell Banker Realty
View additional info

Best buy in the complex. Great potential for preferred 2nd floor unit. View of courtyard and swimming pool from the balcony. Southern exposure offers room for potted garden and sunshine. In-unit washer and dryer. 1 car garage and exterior parking. Avoca and New Trier schools. Steps to Northfield restaurants and shops. Easy access to highway. Great value, "as is".

Beds:
6
Baths:
5.00
Sq.Ft.:
7,000
Status:
NEW LISTING
MLS#:
12637769
Type:
Single Family
Lot size:
1.55 Acres
Year built:
1933
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

The time is NOW to jump on this "southern charm" architectural beauty on exclusive Woodley Road. Beautifully appointed on a magnificent 1.5 acre lush lot with rolling greens, this estate is in prime position to be elevated to the next level of luxury. With over 8500 square feet of classic tasteful space over three floors of living, this house could never be duplicated close for the list price as the land value alone is worth at least $2 million dollars. Step inside to a grand foyer entrance where timeless black and white checkered marble floors meet a dramatic double atrium staircase wrapped in elegant wrought iron setting the tone for the architectural beauty that unfolds throughout. Gracious comfort exudes throughout this 13 room estate with that desirable southern exposure that allows natural sunlight to flood through the endless windows outlining the incredible backyard. Step down to a beautiful formal living room with a stone Parisian FP & custom French doors that open up to the cozy sunroom with picturesque windows overlooking the backyard. Finely appointed dining room with Visual Comfort light fixture layered with de Gournay wallpaper, antique marble fireplace and another set of French doors open out to the bluestone patio and deep backyard. Finely crafted white Chef's kitchen by O'Brien Harris with Villa Blanca marble, Clark & Barlow hardware, antique mirrored backslash and Holly Hunt pendents. Seamless transition to family rm ideal for cooking and entertaining at the same time. Command center mudroom, 2 powder rooms, and brand new laundry room also on this level. Two staircases lead the way up to large 2nd floor with intimate "Ralph Lauren" inspired den richly finished in restored paneled chestnut walls & handsome built-ins w/ dark marble FP. Large primary suite with room for even more expansion over porch is completed with Ann Sacks white bath and gracious marble FP with custom built-ins accented by a built-in window bench. 3 additional bedrooms with one being a large family bedroom w/ en-suite bath. The other 2 beds share pretty all white redone bathroom. Up to the oversized fully finished 3rd floor with 2nd family room and 2 beds ideal for in-law quarters or nanny. Lower level with mechanicals and ample storage space. The vibe of this home is effortlessly inviting-warm, layered, and livable across all 3 finished levels, seamlessly blending indoor & outdoor living. And with ample space to add a pool, the vision of true Southern comfort could be fully realized, elevating this already timeless retreat into a personal resort unlike any other. BEING SOLD AS-IS.

Beds:
6
Baths:
7.50
Sq.Ft.:
4,500
Status:
NEW LISTING
MLS#:
12639828
Type:
Single Family
Year built:
1969
A broker reciprocity listing Courtesy: Compass
View additional info

Prepare to fall in love with this totally rehabbed brick French Country Manor home that let's you live large and luxuriously in Natty Northfield featuring 6 Beds and 7.1 baths across nearly 7,000sf of amazing finished space. Fantastic Layout With 1st Floor & 2nd Floor Primary Ensuites. Laundry On Each Level Including Full Laundry Room On 2nd Floor And In 1st Floor Primary Bath. Full Finished Basement Featuring Enormous Family Room With Wet Bar, Multiple Recreation Areas ,The 6th Bedroom Ensuite And Amazing Storage Space. Spectacular Fixtures And Finishes Dazzle And Delight Throughout This Ideal Suburban Oasis!

Beds:
5
Baths:
4.50
Sq.Ft.:
6,900
Status:
NEW LISTING
MLS#:
12637128
Type:
Single Family
Lot size:
0.33 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Compass
View additional info

Solid stone construction, classic architecture, timeless design and refined living come together in perfect harmony in one of the most coveted and convenient locations in Winnetka/ Hubbard Woods with close proximity to town, train and Lake Michigan. Built in 2006 by Adamczyk Fine Homes and Interiors offering three levels of unparalleled craftmanship and quality totaling almost 7000 square feet. Step into the foyer with its stunning custom staircase, leading to a sun-drenched living room with fireplace and a beautifully paneled office. The spacious elegant dining room, complete with its own fireplace and a butler's pantry featuring both wine and beverage refrigerators, sets the stage for unforgettable gatherings. The gourmet kitchen is a chef's dream, boasting an oversized island, and a separate breakfast area. It seamlessly flows into the family room, where built-in bookcases, a fireplace, and French doors open to a serene bluestone patio and sizable fenced private backyard. Functional and practical mudroom/laundry room connects to the attached two-car garage. Upstairs, the sunlit second floor offers a luxurious primary suite with spa-like bath, and dual walk-in closets. There are four additional comfortable bedrooms. The fifth bedroom can be flexible space as a private sitting room (or extra 15 x 14 walk-in closet for the primary suite), Two more bathrooms complete the upper level. The deep pour lower level with high ceilings is a retreat of its own, featuring a stone wine room, two recreation areas, the sixth bedroom with full bathroom, exercise room, and storage. Outside, the meticulously landscaped grounds provide a picturesque backdrop for this extraordinary home. With its refined details, quality materials, flowing floorplan, and thoughtful design, this property offers a perfect blend of sophistication and comfort. Truly, a forever home that will stand the test of time! New Brava Synthetic Composite Roof 2025, 2 new ACs 2022 & 2020, furnace 2023.

Beds:
5
Baths:
7.50
Sq.Ft.:
6,950
Status:
Active
MLS#:
12606067
Type:
Single Family
Lot size:
0.5 Acres
Year built:
2006
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Built to impress, this beautifully designed, custom crafted home is discreetly tucked in next to Crow Island Woods you will have nature at your doorstep and be perfectly situated on an amazing half-acre lot. This stunning 5 + bedroom, 6.3 bath home combines timeless architecture with thoughtful modern accents, offering a level of comfortable, elegant living in the North Shore's most sought-after location. Masterful custom cabinetry fills the bright, well equipped kitchen begging to be used for entertaining or casual family gathering. The primary suite boasts a view of the treetops and almost welcomes you out to the balcony which adjoins. The spa inspired primary bath has all the ammenities. When the weather starts getting nice the backyard patio extends the home to the outdoors and beautifully compliments the aesthetic. You really must see this home to appreciate how the approximately 6950 sq/ft on first and second floors and 2800 sq/ft of beautifully finished lower level can become the home of your dreams!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,913
Status:
Active
MLS#:
12626193
Type:
Condo
Subdivision:
Meadowlake
Year built:
1997
A broker reciprocity listing Courtesy: Compass
View additional info

Thoughtful renovation (2025) of a sophisticated and light-filled 2-bedroom, 3 bath townhome that is truly move-in ready with high-end finishes and intentional updates throughout plus fabulous water views! An exceptional blend of space, comfort, and effortless living in the highly sought-after, maintenance-free community of Meadowlake. Perfectly positioned to capture serene pond views, this stunning townhome showcases an open-concept layout enhanced by dramatic floor-to-ceiling windows that frame picturesque, panoramic vistas with so many recent updates including new first floor flooring, baths, kitchen and living area renovations, LED recessed lighting throughout the home, and much more! Carefully curated and re-designed with an eye for detail elevating everyday living and effortless entertaining, this 2 level townhome features convenient front and rear entrances and a striking two-story dining area, a custom dry bar enhances the space with marble countertop and wood shelving creating an ideal setup for entertaining. Enter into a welcoming foyer with a generous coat closet and recently expanded and remodeled first floor full bath with walk in shower and modern details. The renovated (2025) gourmet kitchen is beautifully appointed with natural wood tone cabinetry, gleaming quartz countertops, breakfast bar seating, a new oversized custom pantry, seamlessly flowing into the inviting living area. With a striking floor to ceiling natural stone fireplace ,a handsome stone mantel, natural wood beamed ceilings, and oversized sliding glass doors opening to a private patio overlooking the pond, it is an ideal setting to enjoy tranquil views. Upstairs, the spacious primary suite offers a serene retreat, highlighted by floor-to-ceiling windows, with custom electric window blinds, a generous walk-in closet, a fully renovated (2021) spa-inspired bath featuring a large, walk-in seamless shower and ultra convenient in-suite washer/dryer (all-in-one unit-2025) with heat pump energy-efficient technology. The shared second floor bath has been beautifully renovated (2025) with terrazzo tile, a deep soaking tub, and modern cabinetry and fixtures. A spacious second bedroom includes its own walk-in closet. The lower level provides additional versatility with a bonus room, ideal for a home office or flex space, along with another dedicated laundry and mechanicals. Completing the home is the rare convenience of direct access to two indoor heated garage spaces. Residents of Meadowlake enjoy an array of exceptional amenities, including an indoor pool, whirlpool, fitness center, and clubhouse. Ideally located within walking distance to town, restaurants, and the library, with easy access to the expressway, this beautifully renovated home offers a truly effortless lifestyle.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,574
Status:
Active
MLS#:
12620950
Type:
Single Family
Lot size:
0.92 Acres
Year built:
1955
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

This incredible & expansive 4 bedroom, 3.2 bathroom home is situated on a spectacular property in an idyllic & private location. Surrounded by mature trees and beautiful foliage, the fantastic gardens & outdoor area boast three bluestone patios. The home brings the outdoors inside with oversized windows throughout the home. When you walk into the home, you are welcomed in the large foyer and move into the living room with marble surround fireplace that is sun-filled and bright. This leads you to the enclosed porch area where you can bask in the sun with walls of windows & surrounded by private, beautiful and mature landscaping. This home truly brings the outdoors inside to you! The dining room is perfect for hosting events and leads to the white eat-in kitchen with an island and double ovens that is very spacious for cooking and entertaining. The kitchen is conveniently located next to the first-floor laundry room. Down the hall from the kitchen is a huge wood beamed ceiling family room with patio doors that open to the outside, a fireplace with granite surround and built-in bookshelves where the media resides. The octagonal office with an oversized vaulted ceiling and is flanked with floor to ceiling windows and beautiful built-in bookshelves. Working from home has never been more relaxing in this serene setting. Take the steps off the family room up to the recreation room where you can play pool, games or watch tv in this amazing playroom area. The functionality of having a large first floor primary suite, with attached bathroom, closets galore, near your own outdoor oasis is spectacular. You are in your own bed and breakfast when sleeping in the first-floor primary suite retreat surrounded by gardens and a bluestone walkway. The second floor has three additional bedrooms and two full bathrooms. With an attached 3 car garage, circular driveway on the property and parking for guests in front of the home, you are ready to host any event at this incredible home. The lower level has storage galore and a wine cellar. This is a very special home that has been well loved for many years on the most incredible and expansive property.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,654
Status:
Active
MLS#:
12622279
Type:
Townhouse
Year built:
1974
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Move in ready townhome close to everything Northfield has to offer including summer fireworks, live music and farmers market at Clarkson Park! Beautiful light filled interior with vaulted living room ceiling, kitchen with eating area open to family room, two bedrooms and two updated bathrooms. Recent improvements include new electric remote start fireplace (2026), new quartz kithcen counters, new freshly painted kitchen cabinets and walls, new roof (June 2025), new air conditioning units, new windows, new water heater, new microwave, refrigerator, stove and washer. Great closet space and large basement with laundry and additional storage area with new Elfa storage shelving. Private patio with garden overlooks a lush interior courtyard. Easy access to expressway plus Award winning Northfield and New Trier High School make this a winner!

Beds:
6
Baths:
9.00
Sq.Ft.:
17,208
Status:
Active
MLS#:
12600188
Type:
Single Family
Lot size:
0.93 Acres
Year built:
2027
A broker reciprocity listing Courtesy: Village Realty Group Inc
View additional info

A Home That Redefines Scale and Lifestyle. With over 17,000 square feet of meticulously designed living space-including 7,500 square feet dedicated to main-floor living and entertaining-this residence represents one of the most comprehensive lifestyle homes ever built in Winnetka. Designed and built by noted builder, every element was curated for collectors, entertainers, and owners who value privacy, wellness, and architectural presence-without compromise. Designed with a timeless, classic architectural aesthetic and infused with modern innovation for 2026 living, this residence delivers true first-floor living and entertaining with every amenity required for builders "Five Star Living Every Day". The main floor estate amenities feature builders signature 50-foot art gallery with museum-quality lighting, a spectacular kitchen connected to outdoor entertaining, a 60-foot in-ground pool, dining capacity for 30, dine-in wine cellar, billiards and bar lounge, home theater, golf and sports simulator room, private office and den, wellness center with steam, sauna, whirlpool spa, cold plunge, massage room, and fitness center, and a luxurious primary suite, all on the main level. Situated on a rare one-acre lot in the coveted Crow Island School District, the 3 stop elevator to the second floor offers four ensuite guest bedrooms, with additional guest accommodations and extensive storage on the 10' ceilings lower level. Extensive landscaping and heated outdoor living spaces for entertainment and pool and outdoor spa fun complete this unique opportunity. Offered at $16,900,000. Serious inquiries only

Beds:
5
Baths:
4.50
Sq.Ft.:
4,440
Status:
Active
MLS#:
12612213
Type:
Single Family
Lot size:
0.45 Acres
A broker reciprocity listing Courtesy: Manchester Realty
View additional info

Stately red-brick home in Northfield is set upon .44 acre lot backing up to the Forest Preserve. ------ Re-built in 2005, this home offers about 4,400SF above-grade with 5 Bedrooms and 4.1 baths, including a main-level bedroom and bathroom. The fully equipped kitchen features an induction cook-top, powerful range hood, warming drawer, granite counters, built-in microwave, and lovely octagon breakfast nook. The large family room is wide open to the kitchen and features a gas-starter fireplace, stone hearth wired for a flat screen. Two sets of glass doors open to a new composite deck, all overlooking the deep backyard and the serene forest preserve woods. ------ The indoor/outdoor access, wide hallways, and broad counters make this ideal for large scale entertaining and offers amazing spaces for work, play, relaxation, hosting, guests, and more! The second level library could be used as a 6th bedroom and it features Dutch-style doors which open to a long playroom, with storage areas along each side. ------ The primary, en-suite bathroom offers separate vanities, amazing storage, organized closet, multi-jet body-shower, and a whirlpool bathtub set in its own octagon alcove and tray ceiling. The other second level bathrooms also feature heated floors. ------ The sun-filled rooms by day, are beautifully lit at night, with an amazing array of recessed lighting, carefully chosen fixtures, and well-placed controls. Most rooms are wired for sounds and contain ceiling-recessed speakers, plus deck speakers. The rooftop solar panels allow for low electric bills and right-size power is perfect for electric car charging in the garage. Recently refreshed with new paint, refinished hardwood floors (main level only), and many other updates, plus special tech features throughout. This area of Northfield is assigned to the Winnetka Park District, which eases access to Lake Michigan beaches, fantastic parks and programming. Enjoy & appreciate the well-regarded Avoca & Marie Murphy Schools, plus New Trier High School, of course!

Beds:
4
Baths:
1.50
Sq.Ft.:
2,100
Status:
Active
MLS#:
12606031
Type:
Single Family
Year built:
1919
A broker reciprocity listing Courtesy: Jason Mitchell Real Estate IL
View additional info

Nestled just blocks from Winnetka's famed lakefront, this 4-bed/1.5-bath single-family home at 979 Vine St offers approximately 2,100 sq ft of living space, hardwood floors, a spacious kitchen, and thoughtful layout across levels. Located a few blocks to Tower Road Park/ beach - Lake Michigan and Lloyd Park Boat Launch.. Steps to Green Bay Train - for biking, running, and casual strolls. Plus close to downtown amenities. Homes within a one-mile radius average about $1.7-2.2 million, making this residence a rare opportunity to live the lakefront lifestyle without the million-plus premium. Zoned to allow up to two units. Assumable mortgage at under 4, on portion of purchase price. Remodel to create a multi million dollar property. Contact listing broker for more details.

Beds:
9
Baths:
12.00
Sq.Ft.:
14,781
Status:
Active
MLS#:
12596397
Type:
Single Family
Lot size:
1.25 Acres
Year built:
2008
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Stunning, resort-style living in the heart of Northfield! With over 14,000 sqft above grade this home offers incomparable luxury with features such as a 35 ft long indoor pool and spa with diving board, a full size tennis court, sound proof music room, gym, sauna and more. With 1.25 acres of land adjacent to the Forest Preserve, space and beauty abound both inside and out. Beyond the gated driveway a grand entrance awaits with ceiling heights reaching over 25 ft tall in the foyer and family room. Easy and open flow for entertaining into to a large chefs kitchen with double islands and high end appliances, perfect for hosting large events. Generous formal living room, dining room and first floor office with views of the backyard gazebo. The west wing of the first floor is completed with a mudroom, pantry and access to the 4 car attached and heated garage. The east wing is where you will find the primary bedroom palatial retreat and the expertly maintained pool and spa area with a dramatic 2 story atrium with floor-to-ceiling windows for a sunny and warm swimming experience all year long. The second level features 6 super-sized bedroom suites with a lovely den perfect for studying or lounging. A long balcony overlooking the pool atrium is accessible from the second level. The lower level is sure to impress offering endless space for entertainment with a large game/movie room, home gym, sauna, music room, recreation room and second kitchen. Two additional bedroom suites provide ample space for overnight guests. This stone home with newer slate roof is as solid and well maintained as they come. Walking distance to Northfield's restaurants and shops and a quick drive to everything the North Shore has to offer including the lakefront, nationally ranked NEW TRIER HIGH SCHOOL, and top rated Northfield schools. Easy access to expressways allows arrival to O'Hare Airport or Chicago Loop in 30 minutes. Only 10 minute drive to Westfield Old Orchard or Northbrook Court malls. When only the finest will do, 1900 Winnetka delivers!

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
12595782
Type:
Mobile Home
Year built:
1995
A broker reciprocity listing Courtesy: Baird & Warner
View additional info

This mobile home features 3 bedrooms and 2 bathrooms and is located within the desirable Glenview School District. The home offers an large kitchen with an additional eating area, in addition to the large dining room. A laundry room is right off the kitchen. The master bathroom includes a full bath. Two additional bedrooms round out this spaces 45X25 mobile home. The furnace and boiler are newer. Exterior features include a side driveway and yard with shed for more storage. The community provides residents with access to a clubhouse, fitness center, and a park conveniently located near a walking path. The lot rent is $1397.83 per month, and please note that rentals are not permitted. The location offers easy access to shopping, entertainment, and public transportation. Please note that the home is being sold as is.

Beds:
4
Baths:
4.50
Sq.Ft.:
n/a
Status:
Active
MLS#:
12586513
Type:
Single Family
Lot size:
1.57 Acres
Year built:
2027
A broker reciprocity listing Courtesy: Engel & Voelkers Chicago North Shore, (773) 501-6201
View additional info

We are proud to present 1930 Sunset Ridge, a custom estate. The North Shore's luxury real estate landscape is set to reach a new pinnacle. Situated on a sprawling 1.57-acre wooded parcel, this "shovel-ready" project offers a rare opportunity for a discerning buyer to customize a legacy home in one of the region's most secluded enclaves. The estate, currently designed as a modern interpretation of the classic retreat-style farmhouse, represents over 30 years of architectural mastery. By blending "steadfast materiality" with contemporary elegance, 1930 Sunset Ridge redefines the gold standard of the North Shore lifestyle - balancing total tranquility with proximity to the cultural pulse of Chicago. The interior's "pastoral-chic" aesthetic begins with a stately pebble circular drive and flickering gas lanterns that frame a grand portico and continues throughout every inch of the design inspiration. The interior transition is marked by an oversized glass entry, revealing a Great Room of breathtaking proportions. With 26-foot vaulted ceilings, hand-selected timber trusses, and a monumental stone fireplace, the home is designed for both high-profile entertaining and quiet, refined living. 1930 Sunset Ridge is more than a home; it will be a sanctuary. Every element of the design serves as a functional work of art and has been curated to provide an unmatched sensory experience. While the vision for 1930 Sunset Ridge is meticulously planned, the opportunity for personalization remains boundless. The vast. mature rear acre provides a qenerous footprint for additional luxurv amenities, like a pool, sport court or motor pool. It is all a canvas for customization. With all site engineering and drawings complete, the project is ready for immediate permitting The property offers a level of privacy rarely found so close to the city. Its location is strategically ideal for the global traveler, situated a mere 20 minutes from both O'Hare International Airport and Chicago Executive Airport and just 20 miles from downtown Chicago. The potential here is boundless.

Beds:
4
Baths:
4.50
Sq.Ft.:
4,390
Status:
Active
MLS#:
12585208
Type:
Single Family
Lot size:
0.17 Acres
Year built:
2015
A broker reciprocity listing Courtesy: Compass
View additional info

Blending timeless elegance with modern sophistication, this stunning 2016 Winnetka home feels better than new. Designed for light, flow, and effortless living, it features 10-foot ceilings, white oak floors, and expansive windows that fill each room with warmth. The gourmet kitchen showcases custom cabinetry, large island, and professional appliances is perfect for everyday living and entertaining. With 5 spacious bedrooms, 2 offices, and a beautifully finished lower level, there is space for everyone to live, work, and play in comfort and style. For added convenience, laundry rooms are thoughtfully located on both the lower level and the upper level. Outside, enjoy a fenced yard, bluestone patio, and the charm of a quiet cul-de-sac near parks and the lakefront. A half block from the highly coveted Hubbard Woods School, and only minutes from Metra, shops, restaurants, and Tower Beach, this meticulously maintained home offers luxury, comfort, and an unbeatable location in the heart of Hubbard Woods.

Beds:
4
Baths:
5.50
Sq.Ft.:
n/a
Status:
Active
MLS#:
12573223
Type:
Single Family
Year built:
2026
A broker reciprocity listing Courtesy: John Park
View additional info

Situated on a quiet, highly desirable street in the heart of Winnetka, 510 Provident represents a thoughtful expression of modern North Shore architecture - where structural integrity, material quality, and enduring design converge. This new construction home offers six-bedrooms, six baths, over-scaled proportions and architectural clarity throughout. Ten-foot ceilings and vaulted second-floor volumes create an elevated sense of scale, while expansive European windows draw natural light deep into the home, reinforcing a bright, refined interior environment. The kitchen is executed with custom oak cabinetry, natural stone surfaces with full-height backsplash, and a suite of professional-grade appliances anchored by a La Cornue CornuFe 110 range and integrated high end appliances as well as a built in coffee maker. Millwork is deliberate and consistent - custom staircase, tailored casings, solid-core doors, built-in closets, and bespoke fireplace mantels. Structural components underscore long-term durability: poured 10-inch reinforced concrete foundation walls, 3/4-inch tongue-and-groove plywood subflooring (glued and nailed), closed-cell spray foam insulation, 400-amp electrical service, and comprehensive low-voltage infrastructure including WiFi hubs on each level, Dolby 5.1 prewire, and golf simulator readiness. Outdoor spaces are equally considered, with professionally graded grounds, hardscape, a spacious rear outdoor entertainment area, and a detached two-car garage equipped with easy EV charging. Located within the Crow Island, Washburne, and New Trier Township High School districts, and walkable to downtown Winnetka, schools, Metra, lakefront, and village amenities, this home offers both immediate livability and enduring market relevance in one of Chicagoland's most established residential enclaves. Scheduled for completion in June 2026.

Beds:
6
Baths:
5.00
Sq.Ft.:
7,914
Status:
Active
MLS#:
12555408
Type:
Single Family
Lot size:
0.57 Acres
Year built:
1914
A broker reciprocity listing Courtesy: Compass
View additional info

Exceptional architecture meets thoughtful in this spectacular home with original design by Thomas Eddy Tallmadge and renovation design by Paul Konstant, all perfectly set in a park-like setting just steps from the shops, restaurants, train, and Hubbard Woods park and town. Four levels of beautifully imagined living spaces invite both grand entertaining and relaxed everyday living. Step inside the impressive front hall and discover a flowing first floor anchored by a gracious living room, elegant dining room with butler's pantry and a stunning custom kitchen. Here, custom cabinetry, a large island with seating for four, double dishwashers, dual SubZero refrigerators with freezer drawers, and double ovens (and a steam oven) create a true chef's haven. A sun-filled breakfast room with bay window frames serene views of the west terrace and lush lawn, while the adjacent family room with fireplace and grand scale opens to the grilling and dining terrace, making entertaining seamless. Additional first-floor highlights include a music room with fireplace, versatile sunporch/office with French doors to the terrace, two powder rooms, and a generous mudroom connecting to the three-car attached garage with a huge walk-up attic above. The second floor offers a luxurious primary suite, complete with a private sitting room with fireplace, large bath, and generous walk-in closet. Three additional bedrooms, an updated hall bath, and a convenient laundry room complete the second level. On the third floor, a light-filled getaway offers two more bedrooms, a hall bath, and a spacious bonus room perfect for play, work, or retreat. The fully renovated (and excavated) lower level is designed for fun and relaxation, featuring a media/recreation room, large playroom, entertaining bar, sauna, and full bath. With abundant storage across all four floors-including oversized attic and basement storage rooms - this home blends charm with true functionality. Outdoors, the expansive property lives like a private park, with terraces which are ideal for alfresco dining, summer gatherings, and quiet evenings surrounded by nature. All of this in an ideal 10+ location!

Beds:
4
Baths:
4.50
Sq.Ft.:
4,224
Status:
Active
MLS#:
12533727
Type:
Single Family
Year built:
1965
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Rarely available unique mid-century contemporary in the heart of Winnetka. Your own private paradise with a flowing interior perfect for entertaining! Soaring teak ceilings add to the Aspen style influence. Tons of windows look out to the gorgeous landscaped grounds enhanced by a pool and gazebo. This home has been beautifully maintained by the current owners.

Beds:
6
Baths:
7.50
Sq.Ft.:
15,000
Status:
Active
MLS#:
12518536
Type:
Single Family
Lot size:
1 Acres
Year built:
2027
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

New magnificent transitional home situated on 1 acre picturesque lot with approximately 15,000 square feet finished space. Exterior is constructed of stone and limestone with slate roof which represents timeless construction. The house features 6 bedrooms, 7.1 bath, 4 fireplaces, spectacular Neff kitchen with top-of-the-line appliances including Sub-Zero refrigerators/freezers, luxury Wolf range, espresso/cappuccino machine, drawer style microwave, and much more, walnut library has a built-in desk and filing cabinets. Spectacular finished lower level includes entertainment room with fireplace and TV, refrigerated wine cellar, full size wet bar, media room with 4K technology, surround sound and leather reclining chairs, Sport Court. The house also offers security system, back-up generator. home is prewired for Smart home system. House has 3 stops elevator. This house has it all! Agent owned.

Beds:
5
Baths:
6.00
Sq.Ft.:
13,288
Status:
Active
MLS#:
12465682
Type:
Single Family
Lot size:
0.95 Acres
Year built:
1973
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Perfectly nestled on one of Winnetka's finest enclaves, this stately 6-bedroom, 5.2-bath Georgian estate offers a rare fusion of architectural elegance, exceptional craftsmanship, and resort-style amenities. Set on nearly an acre of meticulously manicured grounds, the estate is introduced by a sweeping circular drive that highlights the home's classic brick facade, brand-new DaVinci slate roof, columned portico, and timeless symmetry. Together, these elements create a striking first impression and set the stage for interiors that exude sophistication at every turn. Step inside the grand "bookmatched" marble-floored foyer, where a dramatic staircase sets a refined tone for the home. To one side, the formal living room offers an inviting gathering space anchored by a marble fireplace, while the formal dining room is perfectly scaled for both intimate dinners and large-scale entertaining. A massive, richly paneled home office with dramatic coffered ceilings offers an impressive and inspiring workspace. At the heart of the home, the gourmet kitchen boasts professional-grade appliances, an oversized island, full wall of pantry storage, and a sunlit breakfast area all overlooking the magnificent pool and grounds. A butler's pantry ideally placed between the kitchen and dining room provides effortless entertaining. Just beyond, the kitchen opens to a cozy family room with a fireplace and wet bar, while French doors lead to an expansive covered terrace framed by graceful curved archways and cooled by ceiling fans. This spectacular outdoor living space features a brand-new outdoor kitchen fully equipped for grilling and al fresco dining, leading to the sparkling pool, surrounding patio and yard, creating a seamless setting for summer entertaining and secluded relaxation. A convenient first-floor laundry/mud room right off the 3-car heated garage with epoxy flooring and 2 powder rooms adds everyday ease. Upstairs, the elegantly appointed primary suite offers dual walk-in closets, a dedicated vanity area, and a spa-inspired bath with separate vanities and radiant heated floors. Four well-proportioned additional bedrooms, each with generous closets and either en-suite or adjoining baths, provide comfortable accommodations for family and guests. This level is further enhanced by expansive linen closets, abundant storage, and a dedicated luggage room. The impeccably finished lower-level rivals any private club, featuring a state-of-the-art home theatre, richly paneled billiards and game room, fully outfitted bar, expansive fitness studio, wine cellar, guest suite, and a dedicated woodshop for refined hobbyists or craftsmen. Located in one of Winnetka's most prestigious locations and served by its award-winning schools, this remarkable estate perfectly balances classic sophistication with modern luxury. Combining architectural pedigree, unparalleled amenities, and impeccably landscaped grounds, this is a home to be cherished for generations. Furniture available for sale.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,084
Status:
Active
MLS#:
12460340
Type:
Condo
Year built:
1974
A broker reciprocity listing Courtesy: Sell Smart Realty Group Inc.
View additional info

GREAT LOCTION FOR THIS BRIGHT AND BEAUTIFUL SITUATED UNIT WITH GREAT VIEW ON A SWIMMING POOL.TOTALLY UPDATED IN 2021. GREAT LAYOUT WITH MANY BALCONYS.IN UNIT LAUNDRY. DESIRABLE NORTHFIELD SQ COMMUNITY WITH EASY ACCESS TO SCHOOLS,PARKS ,SHOPPING. PLEASE NOTE:THERE IS SPECIAL ASSESMENT AASSIGNED FOR THE UNIT THAT WILL BE PAID IN FULL BY THE SELLER PRIOR THE CLOSING.

Beds:
6
Baths:
6.00
Sq.Ft.:
5,350
Status:
Active
MLS#:
12386966
Type:
Single Family
Year built:
1921
A broker reciprocity listing Courtesy: Compass
View additional info

Better than NEW! Impeccably renovated 6BR/5.2BA center-entry colonial set on an oversized (66 x 159) professionally landscaped lot. This four-level home features abundant natural light, oversized windows, wide room openings, custom millwork and gleaming hardwood floors throughout. Spacious rooms, a current layout, high-end finishes and thoughtful design exist at every turn. First floor includes a gourmet kitchen, butler's pantry, formal dining room, sun-drenched living & family spaces, a private home office, and handsome mudroom & full 1st fl laundry room. Upstairs, the luxurious primary suite offers a spa-like shower, double vanity and walk-in his and hers 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 floors have gorgeous full bathrooms. Exceptional outdoor living space includes brick patio, lush landscaping and private, fenced yard. A rare blend of classic charm and modern luxury in a prime location, just blocks to Hubbard Woods town, train, shops, restaurants, school, parks, the forest preserve bike and running trails. Easy access to downtown Chicago.

Beds:
5
Baths:
5.50
Sq.Ft.:
8,039
Status:
Active
MLS#:
12283033
Type:
Single Family
Subdivision:
Woodley Road
Lot size:
1.9 Acres
Year built:
1943
A broker reciprocity listing Courtesy: @properties Christie's International Real Estate
View additional info

Nestled down a winding, private road on 1.9 meticulous park-like acres, this grand, almost 10,000 square foot residence exudes luxury and timeless elegance. The front entrance is set apart from the road by a sweeping circular drive bordered by private hedges and mature trees. Upon entering the stately, two-story foyer with a 25' ceiling, bridal staircase, black and white marble floor, formal powder room and two coat closets, you are greeted by the sophistication that defines this home. The main level features a spacious, step down living room with inlaid floors, a marble, gas and wood fireplace, and two picture windows that fill the room with natural light. Pass through the living room to an adjoining, architecturally beautiful solarium with a slate floor, that offers panoramic views of the lush grounds surrounding the residence. The formal dining room also features inlaid floors, and picture window. The handsome family room with custom cabinetry, lighting, millwork, and a marble, gas and wood fireplace, provides the perfect space for entertaining and relaxation while overlooking a yard large enough for a pool. The family room seamlessly flows into a large kitchen area that includes not only a custom kitchen but also a breakfast room, butler's pantry, back staircase, and mud room. The butler's pantry has an ice maker, second dishwasher, and beverage refrigerator. Upstairs the luxurious primary bedroom suite boasts a marble, gas and wood fireplace, walk-in closet, and an adjoining sun room with stunning views of the grounds. It is perfect for family gatherings, office space or nursery. Adjacent to the dual sink primary bath with a vanity table, there is a winding staircase that leads upstairs to the third floor where you will find a beautifully crafted wardrobe/dressing room with many custom built-ins, lighting and mirrors. This lovely area conveniently leads to an exercise room, powder room and an oversized cedar closet, and this completes the third floor. There are four additional family bedrooms on the second floor, two share a Jack and Jill bathroom, one has its own en-suite, and the fifth bedroom suite offers versatile living space. The fifth bedroom and sitting room, located near the back stairs, welcomes an in-law arrangement, live in nanny, or out of town guests. The full basement offers at least another 2444 square feet of living space and includes a large recreation room with fireplace, billiard room, wet bar, spacious laundry room, large cedar closet, another storage room with built-in shelving, and a powder room. The yard is professionally landscaped, private, and nearly two acres is quite hard to come by in Winnetka. Additional features of this remarkable residence include: a three car, heated, attached garage, magnificent craftsmanship, glorious room sizes, four fireplaces, a slate roof, copper gutters, circular driveway and uncommon privacy. This residence is a true gem in the heart of Winnetka. Live a life of luxury and sophistication in this exceptional home. Woodley Road, with its canopy of mature trees, is a coveted private oasis, and yet is conveniently located near town, train, restaurants, schools and a public golf course. This property is not located in the flood plane. NO SIGN

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