395 Greenleaf Avenue, Glencoe, IL 60022 (MLS # 12677721)

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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.

DAYS ON MARKET 1 LAST UPDATED 6/22/2026
YEAR BUILT 1912 COMMUNITY Glencoe
GARAGE SPACES 3.0 COUNTY Cook
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
School District New Trier Twp H.S. Northfield/Wi
Elementary School West School
Jr. High School Central School
High School New Trier Twp H.S. Northfield/Wi


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Gas Cooktop, Microwave, Oven, Range, Range Hood, Stainless Steel Appliance(s), Washer, Wine Refrigerator
AREA Glencoe
BASEMENT Finished, Full, Sump Pump, Yes
CONSTRUCTION Brick
EXTERIOR Balcony, Fire Pit, Lighting
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Forced Air, Natural Gas
INTERIOR Bookcases, Built-in Features, Dry Bar, Entrance Foyer, Pantry, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
LOT 0.78 acre(s)
LOT DESCRIPTION Corner Lot, Landscaped
LOT DIMENSIONS 37X37X6X154X186X46X45X45X159
PARKING Asphalt, Garage Door Opener, Garage, Attached, Detached, Driveway
SEWER Public Sewer
STYLE Prairie
TAXES 55569.48
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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*Estimate only

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