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$5,900,000
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Property Description
Impeccable showcase all brick home with separate coachhouse on .8 acre beautiful property located on of the finest streets in East Glencoe. Featured in House Beautiful magazine, the main house has been elegantly renovated to include Parisian tile, an expanded kitchen, and all new bathrooms. Gourmet kitchen with double thick Quartize counters, high end stainless steel appliances, and butlers pantry/bar. Separate breakfast room with exposed brick wall and vaulted wooden ceiling. Gracious dining room with wainscoting, formal living room with limestone fireplace, library with built ins and fireplace, and large family room with vaulted ceilings, and marble surround fireplace. First floor private office with powder room. Second level offers a spacious primary suite with sitting room and luxury primary bathroom with separate shower, whirlpool tub, two separate vanities, and a walk in closet. Two additional bedrooms, both ensuite, and laundry room on the second level. Third floor features a second family room, three bedrooms, and two bathrooms. Lower level boasts many amenities such as cardio/exercise room with kitchenette over looking the indoor basketball court, separate weight training room, and an additional ensuite bedroom and powder room. Lushly landscaped backyard with multiple patios and gardens as well as a huge sports court, multiple fire pits, and built in gas grill. Main house has a 2 car garage. Coach house has an additional garage on the main level and a large recreation room with full bath and kitchenette on the second level. Ideal location, incredible property, and top of the line amenities.
Full Property Details
Full Property Details for 395 Greenleaf Ave
General
- Price: $5,900,000
- Taxes: $52,470 (2023)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12481858
- Updated: 4/9/2026
- Added to Site: 48 day(s) ago
Interior
- Basement: Finished, F
- Interior Features: Vaulted Ceiling(s), Dry Bar, Wet Bar, Built-in Features, Walk-In Closet(s), Separate Dining Room, Pantry
- Fireplace: Yes
- Number of Fireplaces: 5
- Fireplace(s): Wood-Burning, Gas Starter
- Appliances: Double Oven, Range, Microwave, Dishwasher, High-End Refrigerator, Freezer, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Wine Refrigerator, Cooktop, Oven, Range Hood, Gas Cooktop
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 9
- Full Bathrooms: 6
- Half Bathrooms: 3
- Basement Baths: Yes
- Bathroom Features: Whirlpool, Separate Shower, Double Sink
Bedrooms
- Total Bedrooms: 6
Additional Information
- Other Features: School Bus Service
Exterior
- Exterior Features: Balcony
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Total Spaces: 3
- Parking Features: Asphalt, Garage Door Opener, Garage, Yes, Garage Owned, Attached, Detached
Location
- Area: Glencoe
- County: Cook
- Township: New Trier
- Driving Directions: Sheridan South to Greenleaf to #
School Information
- School District: 203
- Elem School District: 203
- Midd School District: 203
- High School District: 203
- Elementary School: New Trier Twp H.S. Northfield/Wi
- Middle School: New Trier Twp H.S. Northfield/Wi
- High School: New Trier Twp H.S. Northfield/Wi
- Private School: New Trier Twp H.S. Northfield/Wi
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Natural Gas, Forced Air
Utilities
- Sewer: Public Sewer
- Water: Lake Michigan
Structural Information
- Construction: Brick
- Exterior Const.: Brick
- Basement: Yes
- Basement Desc.: Finished, Full
- Foundation: Concrete Perimeter
- Roof: Asphalt
- Windows: Blinds, Drapes, Window Treatments
- Sub-Flooring: Hardwood
- Square Feet: 6,500
- Sq. Ft. Source: Estimated
- Year Built: 1912
- Built Before 1978: Yes
- Remodeled/Updated: 2006
Additional Structures
- Other Structures: Guest House
Lot Features
- Lot Size (Acres): 0.8
- Lot Size Range: .50 to .99 Acre
- Lot Dimensions: 37 x 37 x 6 x 154 x 186 x 46 x 45 x 45 x 159
- Lot Features: Corner Lot, Landscaped
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1912
- Tax Amount: $52,470
- Tax Year: 2023
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: List Broker Must Accompany
- Property ID: 5083010030000
Listed by Baird & Warner
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Schools
Schools serving 395 Greenleaf Ave
School Districts:Glencoe School District 35, New Trier Township High School District 203
| Name | Grades | Distance |
|---|---|---|
South Elementary School, Glencoe, IL 266 Linden Avenue, Glencoe, IL 60022 | PK-2 | 0.4 mi |
Central School, Glencoe, IL 620 Greenwood Avenue, Glencoe, IL 60022 | 5-8 | 0.6 mi |
West School 1010 Forestway Drive, Glencoe, IL 60022 | 3-4 | 1.5 mi |
New Trier Township H S Northfield 7 North Happ Road, Northfield, IL 60093 | 9- | 2.8 mi |
New Trier Township H S Winnetka 385 Winnetka Avenue, Winnetka, IL 60093 | 10-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 395 Greenleaf Ave
Date
Details
Price
Change
Source
2/23/2026
Listed
$5,900,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 395 Greenleaf Ave
Year
Property Taxes
Change
Tax Assessment
Change
2023
$52,470
7%
$217,519
—
2022
$48,963
3%
$217,519
28%
2021
$47,636
3%
$169,483
—
2020
$46,311
5%
$169,483
-7%
2019
$44,221
12%
$182,240
15%
2018
$39,559
3%
$159,052
—
2017
$38,448
6%
$159,052
—
2016
$36,302
-6%
$159,052
6%
2015
$38,606
2%
$150,024
—
2014
$37,666
5%
$150,024
—
2013
$35,914
-25%
$150,024
-29%
2012
$48,083
—
$212,606
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 395 Greenleaf Ave
395 Greenleaf Avenue, Glencoe, IL 60022 (MLS# 12481858) is a Single Family property with 6 bedrooms, 6 full bathrooms and 3 partial bathrooms. 395 Greenleaf Avenue is currently listed for $5,900,000 and was received on February 23, 2026. Want to learn more about 395 Greenleaf Avenue? Do you have questions about finding other Single Family real estate for sale in Glencoe? You can browse all Glencoe real estate or contact a Coldwell Banker agent to request more information.

