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Claudia Hernandez
REALTOR®
(815) 262-7472
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395 Greenleaf Avenue , Glencoe, IL 60022

$5,599,900
  • 395 Greenleaf Avenue , Glencoe, IL 60022 Main Photo

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New to the Market New
BEDS7 BATHS6 full 3 partial SQUARE FEET6,500 MLS#12677721
STATUSNew PROPERTY TYPEResidential - Single Family SCHOOLDistrict 203

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.

395 Greenleaf Avenue | MLS# 12677721

This single family home located at 395 Greenleaf Avenue , Glencoe, IL 60022 is currently listed for sale with an asking price of $5,599,900. This property was built in 1912 and has 7 bedrooms and 6 full and 3 partial baths with 6500 sq. ft. Greenleaf Avenue is located within the District 203 school district. Search Glencoe real estate on chernandez.gogambino.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished, Full
Cooling: Central Air
Fireplaces: 5
Garage: 3
Heating: Natural Gas, Forced Air
Home Style: Prairie
Lot Size: 0.78 Acres
Roof Type: Asphalt
Taxes: $55,569
Year Built: 1912

Amenities

Vaulted Ceiling(s)
Dry Bar
Wet Bar
Built-in Features
Walk-In Closet(s)
Bookcases
Special Millwork
Separate Dining Room
Pantry

Feature Descriptions

Additional rooms: Bedroom 5,Bedroom 6,Bedroom 7,Exercise Room, Foyer, Recreation Room, Play Room, Sitting Room, Breakfast Room
Additional Structures: Guest House, Second Garage
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
Association Includes: None
Bath Features: Whirlpool, Separate Shower, Double Sink
Dining Room: Separate
Exterior: Brick
Fireplace: Wood Burning, Gas Starter
Fireplace Location(s): Family Room, Living Room, Master Bedroom
Hot Tub: Yes
Laundry: Upper Level, Gas Dryer Hookup
Lot: Corner Lot, Landscaped, Mature Trees
Lot Dimensions: 37X37X6X154X186X46X45X45X159
Other Equipment: Security System, Fire Sprinklers, CO Detectors, Sump Pump, Security Cameras
Parcel#: 05083010030000
Parking: Asphalt, Garage Door Opener, Garage, Yes, Garage Owned, Attached, Detached, Driveway, Owned
Security: yes
Sewer: Public Sewer
Total Rooms: 16
Township: New Trier
Water: Lake Michigan

Room Sizes

Bedroom 5: 16X15
Bedroom 6: 18X14
Bedroom 7: 16X15
Exercise Room: 28X24
Foyer: 26X8
Recreation Room: 30X16
Play Room: 21X16
Sitting Room: 15X13
Breakfast Room: 12X18
Bedroom 2: 15X14
Bedroom 3: 15X14
Bedroom 4: 15X13
Dining Room: 21X15
Family Room: 23X22
Kitchen: 27X26
Laundry: 7X8
Living Room: 34X17
Primary Bedroom: 21X15

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: @properties Christie's International Real Estate
Agency Phone: 847-881-0200

Shown By

Agent Name: Claudia Hernandez
Agent Phone: (815) 262-7472
Agency Title: Gambino Realtors

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Estimated Payment

$ 31,700.55 per month $25,436.49 Principal & Interest $4,630.75 Property Tax $1,633.30 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/24/2026. The listing information on this page last changed on 06/24/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 06/24/2026 12:41:51 AM EST) or MRED MLS (last updated Wed 06/24/2026 12:32:58 AM EST) or Rockford Board of Realtors (NWIAR) (last updated Tue 06/23/2026 10:15:26 PM EST) or Northern Illinois Commercial Association Realtors (last updated Tue 06/23/2026 2:10:06 PM EST). Real estate listings held by brokerage firms other than Gambino Realtors may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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