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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.
| DAYS ON MARKET | 1 | LAST UPDATED | 4/3/2026 |
|---|---|---|---|
| YEAR BUILT | 1969 | COMMUNITY | Winnetka |
| GARAGE SPACES | 3.0 | COUNTY | Cook |
| STATUS | Conditional | PROPERTY TYPE(S) | Single Family |
| School District | New Trier Twp H.S. Northfield/Wi |
|---|---|
| Elementary School | Hubbard Woods Elementary School |
| Jr. High School | Carleton W Washburne School |
| High School | New Trier Twp H.S. Northfield/Wi |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer |
| AREA | Winnetka |
| BASEMENT | Full, Partially Finished, Sump Pump, Yes |
| CONSTRUCTION | Brick |
| FIREPLACE | Yes |
| GARAGE | Attached Garage, Yes |
| HEAT | Natural Gas |
| INTERIOR | Built-in Features, Central Vacuum, Elevator, Entrance Foyer, High Ceilings, Walk-In Closet(s), Wet Bar |
| LOT | 0.5 acre(s) |
| LOT DIMENSIONS | 128 X 152 X 150 X 111 X 33 |
| PARKING | Heated Garage, Attached, Garage, Driveway |
| SEWER | Public Sewer |
| STYLE | Traditional |
| TAXES | 23589 |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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*Estimate only
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Listed with @properties Christie's International Real Estate
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Copyright 2026 MRED. All rights reserved.
The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2026 MRED. All rights reserved.
This IDX solution is (c) Diverse Solutions 2026.
