395 Greenleaf Avenue Glencoe, IL $ 5,599,900
395 Greenleaf Avenue
$ 5,599,900
Recently Listed
Open House 6/23 10:30am - 1pm
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395 Greenleaf Avenue

Glencoe, IL, 60022
$ 5,599,900
Bedrooms7 Baths6.3 Sq 6,500

Monthly Estimate*

$ 35,358

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Single Family Home for sale in Glencoe, IL

for $5,599,900 with 7 bedrooms and 6 full baths, 3 half baths. This 6,500 square foot home was built in 1912 on a lot size of 0.78.

What's behind the timeless classic brick facade of this East Glencoe home lies an unexpected world of glamorous high-end design with a beautiful preservation to the architectural heritage of this 1912 estate. Majestically perched above high on a rare .78 acre corner lot wrapped in a tapestry of mature trees, sculpted hedges, and lush perennial gardens, all 4 levels have been completely reimagined in a youthful vibe & rebuilt with the finest craftsmanship with no expense spared. From restored stained glass windows, marble grey & white entry with lacquered moldings and vibrant matching wallpaper to the phenomenal 3-story gym with sport court, wellness area and weight room, there are too many things to fall in love with as every room reveals a new surprise. Formal foyer leads to all the entertainment spaces with a gallery-worthy living room, to den, and then elegant dining to kitchen. This is one savvy custom Chef's kitchen with a matching butler's pantry and sleek command center, as it's right out of Elle Decor magazine. Relax and cook at the same time in the beautiful solarium breakfast room or step outside to the terraced patio for your morning coffee overlooking the lush gardens & patio. Huge family room adjacent to kitchen with limestone FP, artistic custom built-ins, and vaulted ceilings sets the mood for your nightly Love Island episode! Second and third floors with all redone high-end baths with Callista, Waterworks & Ann Sacks. Posh primary with hotel-level bath, customized closet with 2 private sections, fab sitting room with FP flanked by custom bookshelves, a true retreat. Laundry room and 2 other beds complete this floor. Third-floor retreat with decked-out hang space, 3 beds, and 2 baths. Step down to this unique lower level with direct access to heated 2 garage, a huge built-out mudroom, game room, 7th bed and bath, and of course, the gym that is fit for a professional athlete. Best yet, plan for your massage after hitting some cardio and playing basketball on your indoor court. The separate coachhouse now serves as a game room with full bath and lower level with pandora glass doors that open right onto the outdoor sports court. Gorgeous grounds with rolling greens surrounding this entire entertainment oasis. This is more than a home-it is a private luxury compound where classic elegance meets unapologetic glamour with a touch of athletic power! The pictures don't do this special home justice ...it's simply phenomenal if you are looking for a beautifully done rehab with a soul that outweighs new construction.

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Open House

6/23/2026 10:30 AM - 1:00 PM
395 Greenleaf Avenue Glencoe, IL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 5,599,900

Bedrooms

7

Full Bath

6

Half Bath

3

Property Type

Single Family

Taxes

$ 55,569

Style

Prairie

Lot Size

0.78

Year Built

1912

Town/City

Glencoe

County/Region

Cook

MLS | Web ID

12677721

Features
General
Living Area 6500
Sewer Public Sewer
Heating Natural Gas Forced Air
Cooling Central Air
Possession Closing
Roof Asphalt
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
Garage Spaces 3
Association Fee Includes None
Architectural Style Prairie
Construction Materials Brick
Year Built 1912
Electric Circuit Breakers Fuses 200+ Amp Service
Township New Trier
Tax Year 2024
Ownership Fee Simple
Community Features Curbs Sidewalks Street Paved
Assoc Fee Paid Per Not Applicable
County Cook
New Construction N
Property Type Residential Detached Single
Other Structures Guest House Second Garage
Total Rooms 16
Full Baths 6
Status New
Directions Sheridan South to Greenleaf to 395
High School New Trier Twp H.S. Northfield/Wi
City Glencoe
High School District 203
MLS Area Glencoe
Elementary School West School
Tax Annual Amount 55569.48
Middle/Junior High School Central School
Virtual Tour https://hdph.dmwre.com/x3156162
Standard Status Active
Middle/Junior School District 35
Elementary School District 35
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Interior
Interior Amenities Vaulted Ceiling(s) Dry Bar Wet Bar Built-in Features Walk-In Closet(s) Bookcases Special Millwork Separate Dining Room Pantry
Basement Finished Full
Flooring Hardwood
Total Fireplaces 5
Fireplace Features Wood Burning Gas Starter
Half Baths 3
Laundry Features Upper Level Gas Dryer Hookup
Total Bedrooms 6
Room Type Bedroom 5 Bedroom 6 Bedroom 7 Exercise Room Foyer Recreation Room Play Room Sitting Room Breakfast Room
Total Baths 9
Bedrooms Possible 7
Bathroom Whirlpool Separate Shower Double Sink
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Exterior
Model Prairie
Exterior Amenities Balcony Hot Tub Fire Pit Lighting
Parking Features Asphalt Garage Door Opener Garage Yes Garage Owned Attached Detached Driveway Owned
Lot Features Corner Lot Landscaped Mature Trees
Water Source Lake Michigan
Total Parking 8
Foundation Details Concrete Perimeter
Lot Dimensions 37X37X6X154X186X46X45X45X159
Lot Size Acres 0.78
Waterfront Y/N N
Other Equipment Security System Fire Sprinklers CO Detectors Sump Pump Security Cameras
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* Excluded Features
List By
@Properties Christie's International Real Estate

Broker

jradnay@atproperties.com;jradnay@atproperties.com

Email

Affordability Calculator

$39,989
Per Month
88%
12%
0%
Monthly Principal & Interest
$35,358
Monthly Property Taxes
$4,631
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5117788 Elementary School
566083 Middle School
New Trier Twp H.S. Northfield/Wi High School
Pricing History
DatePricePrice ChangeDescription
6/22/2026$5,599,900 Listed Price

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395 Greenleaf Avenue, Glencoe, IL, 60022 is a Single Family Home for sale at $5,599,900 with 6,500 sqft and a lot size of 0.78. 395 Greenleaf Avenue has 7 bedrooms, 6.3 baths, and was built in 1912. The property's zip code is 60022 which is in Glencoe, IL