395 Greenleaf Ave

6,500 Sq. Ft.
$908 / Sq. Ft.
6,500
Sq. Ft.
$908
per Sq. Ft.

Description

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...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.
  1. Listed by Margie Brooks • Baird & Warner
    P: (847)-494-7998 margie.brooks@bairdwarner.com

Property Details for 395 Greenleaf Avenue

Area
Glencoe
Township
New Trier
Ownership
Fee Simple
Num Of Garage Spaces
3.0
Num Of Parking Spaces
3.0
Parking Included in Price
Yes
Air Conditioning Type
Central Air
Num of Interior Fireplaces
5
LISTING UPDATED: 04/25/2026 04:06 AM

Property Details for 395 Greenleaf Avenue

StatusActive
MLS #12481858
Days on Market132
Taxes$52,470 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeDetached Single / 3 Stories
Year Built1912
Lot Size0.80 AC / 34,848 SF
CountyCook County

Location

Listing Courtesy of Baird & Warner
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Building Information for 395 Greenleaf Avenue

Stories-Year Built1912Building Size-Lot Size0.80 AC / 34,848 SF

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$33,773 per month

30 year fixed, 6.36% Interest

Principal and Interest

$29,400

Property Taxes

$4,373

HOA Dues

$0

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Property Information for 395 Greenleaf Avenue

General Information
School Information
  • Elementary School District: 203
  • Elementary School: New Trier Twp H.S. Northfield/Wi
  • Jr High Middle School: New Trier Twp H.S. Northfield/Wi
  • High School District: 203
  • High School: New Trier Twp H.S. Northfield/Wi
  • Middle Or Junior School District: 203
Addtl Parking Information
  • Parking Details: Asphalt, Garage Door Opener, Garage, Yes, Garage Owned, Attached, Detached
Taxes and HOA Information
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None
  • Master Association Fee Frequency: Not Required
Property Information
Interior Features
  • Interior Property Features: Vaulted Ceiling(s), Dry Bar, Wet Bar, Built-in Features, Walk-In Closet(s), Separate Dining Room, Pantry
  • Num Of Rooms: 16
  • Bedrooms Total: 6
  • Bedrooms (Below Grade): 0
  • Bath Amenities: Whirlpool,Separate Shower,Double Sink
  • Fireplace Features: Wood Burning, Gas Starter
  • Basement Type: Finished, Full
  • Bedrooms Possible: 6
  • Air Conditioning: Central Air
  • Flooring: Hardwood
  • Dining Room: Separate
  • Basement Bathrooms: Yes
  • Room Type: Bedroom 5, Bedroom 6, Office, Exercise Room, Foyer, Recreation Room, Play Room, Suite, Breakfast Room
  • Num of Baths: 6.3
Exterior Features
  • Patio And Porch Features: Patio
  • Type: 3 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan
  • Appliances: Oven-Double, Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, All Stainless Steel Kitchen Appliances, Wine Cooler/Refrigerator, Cooktop, Oven, Range Hood, Gas Cooktop
Property/Lot Information
  • Exterior Property Features: Balcony
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: Yes
  • Rehab Year: 2006
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Type Detached: 3 Stories
  • Total Sq Ft: 0
  • Aprox Total Finished Sq Ft: 0
  • Total Finished and Unfin Sq Ft: 0
  • Lot Description: Corner Lot, Landscaped Professionally
  • Lot Size: .50-.99 Acre
  • Lot Size Source: County Records
  • Lot Dimensions: 37x37x6x154x186x46x45x45x159
  • Other Structures: Guest House
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Exterior Building Type: Brick
  • Construction: Brick
  • Roof Type: Asphalt
  • Foundation Details: Concrete Perimeter
  • General Information: School Bus Service
  • Living Area Source: Estimated
  • Assessor Square Footage: 745
Property and Assessments
  • Public Document Count: 0
  • Photos Count: 14
  • OpenHouse Count: 0
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Room Information
Master Bedroom Information
  • Master Bedroom Level: Second
  • Room Type: Master Bedroom
  • Master Bedroom Bath: Full
  • Master Bedroom Dimensions: 16X20
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 16X14
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 16X14
Bedroom #4 Information
  • 4th Bedroom Level: Third
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 15X13
Bedroom #5 Information
  • 5th Bedroom Level: Third
  • Room Type: Bedroom 5
  • Bedroom #5 Room Dimensions: 14X19
Bedroom #6 Information
  • 6th Bedroom Level: Third
  • Room Type: Bedroom 6
  • Bedroom #6 Room Dimensions: 14X21
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 21X19
Family Room Information
  • Family Room Level: Main
  • RoomType_FR: Family Room
  • Family Room Dimensions: 19X21
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 27X19
Laundry Information
  • Laundry Level: Second
  • Room Type: Laundry
  • Laundry Dimensions: 7X8
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 34X23
Foyer Information
  • Room Level: Main
  • Room Type: Foyer
  • Dimensions: 11X32
Recreation Room Information
  • Room Level: Basement
  • Room Type: Recreation Room
  • Dimensions: 14X29
Play Room Information
  • Room Level: Third
  • Room Type: Play Room
  • Dimensions: 20X27
Office Information
  • Room Level: Main
  • Room Type: Office
  • Dimensions: 12X14
Exercise Room Information
  • Room Level: Basement
  • Room Type: Exercise Room
  • Dimensions: 21X15
Breakfast Room Information
  • Room Level: Main
  • Room Type: Breakfast Room
  • Dimensions: 10X11
Suite Room Information
  • Room Level: Second
  • Room Type: Suite
  • Dimensions: 16X12

Property History for 395 Greenleaf Avenue

DateEvent & SourcePriceAppreciation
Feb 23, 2026

Listed (Active)

MRED #12481858

$5,900,000
Apr 16, 2024

Price Change

MRED #11854191

$6,500,000
Dec 29, 2005

Sold (Public Record)

Public Record #172917829

$2,881,500
DateEvent & SourcePrice
02/23/2026

Listed (Active)

MRED #12481858

$5,900,000
04/16/2024

Price Change

MRED #11854191

$6,500,000
12/29/2005

Sold (Public Record)

Public Record #172917829

$2,881,500

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 395 Greenleaf Avenue

Taxable ValueLand$75,634Additions$141,887Total$217,521
Tax Record2023$52,470 ($4,373 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt4,225 SqFtAbove Grade Finished SqFt4,225 SqFtStories2Lot Size34,379 SqFtStyleSingle Family ResidenceYear Built1912CountyCOOKAPN05-08-301-003Fireplace TypeHas Fireplace

Schools near 395 Greenleaf Avenue

This home is within Glencoe School District 35.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 4
Public - 5 to 8
Public - 9
Rating
School
Distance
South Elementary School
PublicPK to 2

West School
Public3 to 4

Central School
Public5 to 8

New Trier Township H S Northfield
Public9

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Neighborhood Map and Transit

Similar Homes

395 Greenleaf Avenue is a single family home for sale in Glencoe, IL 60022. This property was listed for sale on February 23, 2026 by Baird & Warner, it's currently listed at $5,900,000. It has been on the market for a total of 132 days and was last sold on December 29, 2005. This listing's school districts are Glencoe School District 35, New Trier Twp Hsd 203 School District. Nearby schools include South Elementary School, West School and Central School. 395 Greenleaf Avenue is a 6-bed, 9-bath, 6,500 sqft single family home built in 1912.

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Listing Courtesy of Baird & Warner

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 04/25/2026 04:06 AM. 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.