Listing provided courtesy of @properties Christie's International Real EstateMREDas Distributed by MLSGrid- MLS# 12677721MLS Provider

395 Greenleaf AvenueGlencoe, IL 60022

Single Family · 7 Beds · 6 Full Baths · 3 Half Baths · 6,500 Sq. ft. | 0.78 Acres
$5,599,900 Active

395 Greenleaf Avenue Overview

Time on Site:
7 days
Visits:
1

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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395 Greenleaf Avenue Facts & Features

  • Type Single Family
  • Sq. ft. 6,500
  • Price/Sq.ft. $862
  • Lot 0.78 Acres

Details

General

Association/HOA

  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None

School Information

  • School District: 203
  • Elementary School: West School
  • Middle Or Junior School: Central School
  • High School: New Trier Twp H.S. Northfield/Wi

Building Information

  • New Construction: No
  • Year Built: 1912

Location/Region

  • County Or Parish: Cook
  • MLS Area Major: Glencoe
  • Township: New Trier

Community/Development

  • Community Features: Curbs, Sidewalks, Street Paved

Tax Information

  • Tax Annual Amount: $55,569.48
  • Tax Year: 2024

General Information

  • Ownership: Fee Simple
  • Parcel Number: 05083010030000
  • Property Type: Residential
  • Special Listing Conditions: None

Interior

Building Information

  • Approx. Total Finished SqFt.: 0
  • Disability Access: No
  • Total SqFt.: 0

Parking Information

  • Garage Spaces: 3

Beds/Baths

  • Bathrooms Full: 6
  • Bathrooms Half: 3
  • Bathrooms Total: 9
  • Bedrooms Total: 6
  • Bedrooms Possible: 7

Building Interior

  • Fireplace Location: Family Room,Living Room,Master Bedroom,Other

General Information

  • 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
  • Basement: Finished, Full
  • Cooling: Central Air
  • Door Features: French Doors
  • Electric: Circuit Breakers, Fuses, 200+ Amp Service
  • Fireplace Features: Wood Burning,Gas Starter
  • Fireplaces Total: 5
  • Flooring: Hardwood
  • Foundation Details: Concrete Perimeter
  • Heating: Natural Gas, Forced Air
  • Interior Features: Vaulted Ceiling(s), Dry Bar, Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room, Pantry
  • Laundry Features: Upper Level,Gas Dryer Hookup
  • Living Area: 6500
  • Living Area Source: Estimated
  • Other Equipment: Security System, Fire Sprinklers, CO Detectors, Sump Pump, Security Cameras
  • Rooms Total: 16
  • Window Features: Screens, Plantation Shutters, Shutters, Window Treatments

Exterior

Parking Information

  • Parking Features: Asphalt, Garage Door Opener, Garage, Yes, Garage Owned, Attached, Detached, Driveway, Owned
  • Parking Total: 8

Lot Information

  • Lot Features: Corner Lot, Landscaped, Mature Trees
  • Lot Size Acres: 0.78
  • Lot Size Dimensions: 37X37X6X154X186X46X45X45X159
  • Water Source: Lake Michigan

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Prairie
  • Construction Materials: Brick
  • Roof: Asphalt

General Information

  • Exterior Features: Balcony, Hot Tub, Fire Pit, Lighting
  • Other Structures: Guest House,Second Garage
  • Sewer: Public Sewer

Room Information

Room: Bedroom 7

  • Level: Basement
  • Dimensions: 16X15

Room: Exercise Room

  • Level: Basement
  • Dimensions: 28X24

Room: Recreation Room

  • Level: Basement
  • Dimensions: 30X16

Room: Breakfast Room

  • Level: Main
  • Dimensions: 12X18

Room: Dining Room

  • Level: Main
  • Dimensions: 21X15

Room: Family Room

  • Level: Main
  • Dimensions: 23X22

Room: Foyer

  • Level: Main
  • Dimensions: 26X8

Room: Kitchen

  • Level: Main
  • Dimensions: 27X26

Room: Living Room

  • Level: Main
  • Dimensions: 34X17

  • Level: N/A

Room: Bedroom 2

  • Level: Second
  • Dimensions: 15X14

Room: Bedroom 3

  • Level: Second
  • Dimensions: 15X14

Room: Laundry

  • Level: Second
  • Dimensions: 7X8

Room: Master Bedroom

  • Level: Second
  • Dimensions: 21X15

Room: Sitting Room

  • Level: Second
  • Dimensions: 15X13

Room: Bedroom 4

  • Level: Third
  • Dimensions: 15X13

Room: Bedroom 5

  • Level: Third
  • Dimensions: 16X15

Room: Bedroom 6

  • Level: Third
  • Dimensions: 18X14

Room: Play Room

  • Level: Third
  • Dimensions: 21X16

395 Greenleaf Avenue Neighborhood

Community

60022 (GLENCOE) Demographics

47
Median Age
1,534
Population Density (per sq. mile)
87%
College Educated
$192,350
Estimated Median Income
2,979
Estimated Total Home Owners
162
Estimated Total Renters
95% / 5%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

395 Greenleaf Avenue Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

395 Greenleaf Avenue Market Data

Based on the last 30 days in this zip code

$2,422,735
Average List Price
$510
Average Price per Square Foot
6
Properties Sold
45
Average Days on Market
38
Properties for Sale
Calculations provided by Reliance Network

395 Greenleaf Avenue History

Date Event Value Agent
6/29/2026Source: MRED Status Change
Active
6/22/2026Source: MRED Added to Database
June 22, 2026