O'Neil Property Group
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$5,900,000
197 Days On Site

395 Greenleaf Avenue
Glencoe, IL 60022

For Sale|Single Family Residence|Active
6
Beds
9
Total Baths
6
Full Baths
3
Partial Baths
6,500
SqFt
$908
/SqFt
1912
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of Baird & Warner
395 Greenleaf Avenue395 Greenleaf Avenue395 Greenleaf Avenue395 Greenleaf Avenue
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Monthly Payment (Est.)

$26,918
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ยฉ2026 Information is deemed reliable but not guaranteed.

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.

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Listing Snapshot
Priceย 
$5,900,000
Days On Siteย 
197 Days
Bedroomsย 
6
Inside Area (SqFt)ย 
6,500 sqft
Total Bathsย 
9
Full Bathsย 
6
Partial Bathsย 
3
Lot Sizeย 
0.8 Acres
Year Builtย 
1912
MLSยฎ Numberย 
12481858
Statusย 
Active
Property Taxย 
$52,470
HOA/Condo/Coop Feesย 
N/A
Sq Ft Sourceย 
Estimated
Friends & Family
Recent Activity
2 days agoListing updated with changes from the MLSยฎ
a month agoStatus changed to Active
2 months agoPrice changed to $5,900,000
6 months agoListing first seen on site
General Features
Acresย 
0.8
Attached Garageย 
Yes
Foundationย 
Concrete Perimeter
Garageย 
Yes
Garage Spacesย 
3
Parkingย 
AsphaltGarage Door OpenerGarageAttachedDetached
Parking Spacesย 
3
Property Sub Typeย 
Single Family Residence
Sewerย 
Public Sewer
Interior Features
Appliancesย 
Double OvenRangeMicrowaveDishwasherFreezerWasherDryerDisposalStainless Steel Appliance(s)Wine RefrigeratorCooktopOvenRange HoodGas Cooktop
Basementย 
FinishedFull
Coolingย 
Central Air
Fireplaceย 
Yes
Fireplace Featuresย 
Wood BurningGas Starter
Fireplacesย 
5
Flooringย 
Hardwood
Heatingย 
Natural GasForced Air
Interiorย 
Entrance FoyerVaulted Ceiling(s)Dry BarWet BarBuilt-in FeaturesWalk-In Closet(s)Pantry
Laundry Featuresย 
Upper Level
Window Featuresย 
BlindsDrapesWindow Treatments
Bedroom 2ย 
Dimensions - 16X14Level - Second
Bedroom 3ย 
Dimensions - 16X14Level - Second
Bedroom 4ย 
Dimensions - 15X13Level - Third
Bedroom 5ย 
Dimensions - 14X19Level - Third
Bedroom 6ย 
Dimensions - 14X21Level - Third
Breakfast Roomย 
Dimensions - 10X11Level - Main
Dining Roomย 
Dimensions - 21X19Level - Main
Exercise Roomย 
Dimensions - 21X15Level - Basement
Family Roomย 
Dimensions - 19X21Level - Main
Foyerย 
Dimensions - 11X32Level - Main
Kitchenย 
Dimensions - 27X19Level - MainDescription - Island,Custom Cabinetry,Pantry,Updated Kitchen
Laundryย 
Dimensions - 7X8Level - Second
Living Roomย 
Dimensions - 34X23Level - Main
Master Bedroomย 
Dimensions - 16X20Level - Second
Officeย 
Dimensions - 12X14Level - Main
Play Roomย 
Dimensions - 20X27Level - Third
Recreation Roomย 
Dimensions - 14X29Level - Basement
Suiteย 
Dimensions - 16X12Level - Second
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Exterior Features
Construction Detailsย 
Brick
Exteriorย 
Balcony
Lot Featuresย 
Corner LotLandscaped
Other Structuresย 
Guest House
Patio And Porchย 
Patio
Roofย 
Asphalt
Windows/Doorsย 
BlindsDrapesWindow Treatments
Community Features
Accessibility Featuresย 
Therapeutic Whirlpool
MLS Areaย 
Glencoe
School Districtย 
New Trier Twp H.S. Northfield/Wi
Townshipย 
New Trier
Schools
School District
New Trier Twp H.S. Northfield/Wi
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
Listing Courtesy of MRED as distributed by MLS Grid of Baird & Warner



Based on information submitted to the MLS GRID as of 2026-04-12 02:59 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last checked: 2026-04-12 02:59 AM UTC
MRED DMCA Copyright Information Copyright ยฉ 2026 Midwest Real Estate Data LLC. All rights reserved.

Neighborhood & Commute
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