If you are looking for a right-size, upsize, or downsize home that can effortlessly adapt to your changing needs, you’ve found your dream home. 1087 Ash is pure perfection! There is so much more than meets the eye, as the substantial addition is beautifully tucked behind the original home. Step into the sunny three-season room – perfect for morning coffee or an afternoon mahj game – and sets the reveal of the incredible space and light this home offers. The formal living room, with leaded glass windows and a wood-burning fireplace, flows into an entertainment-sized dining room and then into the thoughtfully updated kitchen, featuring chef’s appliances, a large island, and banquet seating for six. An adjoining sun-filled family room with custom built-ins and a gas fireplace opens to the deck overlooking the lushly landscaped backyard. And wait for it- the big surprises on the first floor: a 4th bedroom with an adjacent full bath plus two additional bonus rooms that can flex to fit your lifestyle. Need a 5th bedroom and an office? Check. Two offices and a playroom? Check. An office, gym, or guest space? Check. These extra rooms are a true luxury! Head upstairs and you’ll find two generously sized family bedrooms with great closets, a pretty hall bath, and a super spacious primary suite with vaulted ceilings, two walk-in closets, and a beautifully updated bath. The lower level adds even more versatility with a carpeted rec room, bonus room, storage space, and a large laundry/mechanical/storage area. The outside space is equally fab-the professionally landscaped yard is lovely, and there is a 2 car garage with a parking pad for 2 cars on the alley. And can we talk about the fabulous tree street location? It’s a dream! No need to carpool to school- Grades K-8 Winnetka schools are just blocks away. Walk or bike Winnetka Park District golf, tennis, paddle, ice rink and ballfields, the Metra, and all of the fabulous restaurants ( Pomeroy, Tocco, Hometown and more!) and shopping in vibrant downtown Winnetka. What more could you want? 1087 Ash checks every box – and then some! Don’t miss this incredible home- it is truly special!
Property Details
Price:
$1,425,000
MLS #:
MRD12642920
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Neighborhood:
winnetka
Listed Date:
May 14, 2026
Finished Sq Ft:
3,163
Year Built:
1925
Schools
School District:
203
Elementary School:
Crow Island Elementary School
Middle School:
The Skokie School
High School:
New Trier Twp H.S. Northfield/Wi
Interior
Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Wine Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Fireplaces Total
2
Flooring
Hardwood
Heating
Forced Air, Baseboard
Interior Features
Vaulted Ceiling(s), 1st Floor Bedroom, 1st Floor Full Bath, Built-in Features, Walk-In Closet(s)
Exterior
Community Features
Sidewalks, Street Paved
Construction Materials
Vinyl Siding, Wood Siding
Garage Spaces
2
Parking Features
Garage Door Opener, Yes, Garage Owned, Detached, Owned, Garage
Parking Spots
4
Parking Total
4
Patio And Porch Features
Deck
Roof
Asphalt
Financial
HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$24,161
Listing Agent & Office
Leslie Maguire
@properties Christie’s International Real Estate
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Copyright 2026. All rights reserved.
1087 Ash Street
Winnetka, IL


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