Corcoran Urban Real Estate
$0 to $5,000,000
Any Beds
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3 Properties Within 0.5 miles of: 395 Greenleaf, Glencoe
  • 395 Greenleaf, Glencoe, IL 60022
    $5,599,900
    6 bed | 6½ bath
  • 397 Palos, Glencoe, IL 60022
    Glencoe
    $3,495,000
    6 bed | 6½ bath
  • 396 Sheridan, Glencoe, IL 60022
    $2,650,000
    5 bed | 4½ bath
    1 more available unit at this address
    $2,650,000 0 bd / ba

395 Greenleaf
Glencoe, IL 60022

  • 6 Beds
  • 6 / 3 Baths
  • 6,500 Sq. Ft.
  • Built In 1912
Price

$5,599,900

Est Payment
$32,859 / month (details)  
Taxes
$55,569  
Beds
6  
Baths
6 / 3  
Rooms
16  
Type
Detached  
Sq. Ft.
6,500  
Lot Size
37X37X6X154X186X46X45X45X159  
Built
1912  
Neighborhood
Glencoe  
MLS
#12677721
Status
Active (0 days)

Property Description

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.

Property Map

Property Details

Rooms

Room
Level
Flooring
Size
Living Room
Main
Hardwood
34X17
Dining Room
Main
Hardwood
21X15
Kitchen
Main
Hardwood
27X26
Family Room
Main
Hardwood
23X22
Laundry
Second
Hardwood
7X8
Master Bedroom
Second
Hardwood
21X15
Bedroom 2
Second
Hardwood
15X14
Bedroom 3
Second
Hardwood
15X14
Bedroom 4
Third
Hardwood
15X13
Bedroom 5
Third
Hardwood
16X15
Bedroom 6
Third
Hardwood
18X14
Bedroom 7
Basement
Hardwood
16X15
Exercise Room
Basement
Hardwood
28X24
Foyer
Main
Marble
26X8
Recreation Room
Basement
Other
30X16
Play Room
Third
Hardwood
21X16
Sitting Room
Second
Hardwood
15X13
Breakfast Room
Main
Slate
12X18

Utilities

  • Heating Natural Gas, Forced Air
  • Cooling Central Air
  • Water Lake Michigan
  • Sewer Public Sewer

Additional Information

Interior Features
Vaulted Ceiling(s), Dry Bar, Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room, Pantry
Exterior Features
Balcony, Hot Tub, Fire Pit, Lighting
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
Parking
8 Parking Spaces (3 Garage Spaces), Asphalt, Garage Door Opener, Garage, Yes, Garage Owned, Attached, Detached, Driveway, Owned, Parking included in price
Schools
New Trier Twp H.s. Northfield/Wi (203), Central School (35), West School (35)

Payment Calculator

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Principal & Interest
$0
Property Tax
$0
Assessments
$0
Home Insurance
$0
Mortgage Insurance
$0

Listing History

06-22-2026 Listed at $5,599,900
Last Modified 6/22/26 5:24 PM

Nearby Transportation

  • Union Pacific North 0.6 mi
  • Hwy 41 North 1.7 mi
  • I 94 West 1.7 mi
  • I 94 East 1.8 mi
  • Hwy 41 South 1.8 mi
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