Active

$5,599,900

395 Greenleaf Avenue, Glencoe, IL 60022
6 Beds9 Baths0 sqft7 days
395 Greenleaf Avenue·Glencoe, IL 60022
6Bedrooms
9Bathrooms
0Sq Ft
1912Year Built
About This Home

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.

MLS# 12677721Listed June 22, 2026ResidentialPrairie
Property Details

Beds & Baths

Total Bedrooms6
Total Bathrooms9
Full Baths6
Half Baths3
Total Rooms16

Size & Structure

Living Area0 sqft
Garage Spaces3
Fireplaces5
Year Built1912
Lot Size0.780 acres

Location

CountyCook
TownshipNew Trier
Zip Code60022

Financial

List Price$5,599,900
Annual Taxes (2024)$55,569
Monthly Tax Est.$4,631
Parcel #05083010030000
Interior Features

Appliances

Double OvenRangeMicrowaveDishwasherHigh End RefrigeratorFreezerWasherDryerDisposalStainless Steel Appliance(s)Wine RefrigeratorCooktopOvenRange HoodGas Cooktop

Flooring

Hardwood

Heating

Natural GasForced Air

Cooling

Central Air

Basement

FinishedFull

Laundry

Upper LevelGas Dryer Hookup

Fireplace

Wood BurningGas Starter
Exterior & Lot

Construction

Brick

Roof

Asphalt

Foundation

Concrete Perimeter

Exterior Features

BalconyHot TubFire PitLighting

Patio & Porch

Patio

Lot Features

Corner LotLandscapedMature Trees
Utilities & Parking

Sewer

Public Sewer

Water Source

Lake Michigan

Electric

Circuit BreakersFuses200+ Amp Service

Parking

AsphaltGarage Door OpenerGarageYesGarage OwnedAttachedDetachedDrivewayOwned
HOA & Community

HOA Includes

None

Community Features

CurbsSidewalksStreet Paved
Schools
Elementary
West School
District: 35
Middle School
Central School
District: 35
High School
New Trier Twp H.S. Northfield/Wi
District: 203
Tax & Financial
Annual Taxes
$55,569
Tax Year 2024
Monthly Tax Est.
$4,631
per month
Property Location

395 Greenleaf Avenue, Glencoe, IL 60022Cook County

$5,599,900
395 Greenleaf Avenue
6 bd9 ba0 sqft
VL
Vittoria Logli
Top Glenview Agent

IL License 475.178467 · (847) 810-8438

Quick Facts
7 days on market
3-car garage
5 fireplaces
0.780 acres
$55,569/yr taxes
$34,061
estimated monthly payment
Principal & Interest
$29,430/mo
Property Tax
$4,631/mo
$5,599,900
20% — $1,119,980
3%50%
6.875%
3%12%
Loan Amount
$4,479,920
Down Payment
$1,119,980

* Estimated payment only. Actual rates, taxes, and insurance may vary. Contact a lender for a personalized quote.

Listed by
@properties Christie's International Real Estate
Agent: Jena Radnay
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Listing Courtesy: MRED as distributed by MLS GRID | @properties Christie's International Real Estate

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