395 Greenleaf Ave Glencoe, IL 60022
Glencoe AreaEstimated payment $35,055/month
Highlights
- Guest House
- Spa
- 0.78 Acre Lot
- Central School Rated A
- Second Garage
- 4-minute walk to Shelton Park
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.
Listing Agent
@properties Christie's International Real Estate License #475141392 Listed on: 06/22/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $55,569
Year Built
- Built in 1912 | Remodeled in 2006
Lot Details
- 33,977 Sq Ft Lot
- Lot Dimensions are 37x37x6x154x186x46x45x45x159
- Landscaped Professionally
- Corner Lot
- Paved or Partially Paved Lot
- Mature Trees
Parking
- 3 Car Garage
- Second Garage
- Parking Available
- Garage Door Opener
- Driveway
- Parking Included in Price
Home Design
- Prairie Architecture
- Brick Exterior Construction
- Asphalt Roof
- Concrete Perimeter Foundation
Interior Spaces
- 6,500 Sq Ft Home
- 3-Story Property
- Wet Bar
- Built-In Features
- Bookcases
- Dry Bar
- Historic or Period Millwork
- Vaulted Ceiling
- Wood Burning Fireplace
- Fireplace With Gas Starter
- Plantation Shutters
- Window Screens
- French Doors
- Mud Room
- Entrance Foyer
- Family Room with Fireplace
- 5 Fireplaces
- Living Room with Fireplace
- Sitting Room
- Breakfast Room
- Formal Dining Room
- Recreation Room
- Play Room
- Home Gym
- Wood Flooring
- Finished Attic
Kitchen
- Butlers Pantry
- Double Oven
- Gas Cooktop
- Range Hood
- Microwave
- High End Refrigerator
- Freezer
- Dishwasher
- Wine Refrigerator
- Stainless Steel Appliances
- Disposal
Bedrooms and Bathrooms
- 7 Bedrooms
- 7 Potential Bedrooms
- Fireplace in Primary Bedroom
- Walk-In Closet
- Dual Sinks
- Whirlpool Bathtub
- Separate Shower
Laundry
- Laundry Room
- Laundry on upper level
- Dryer
- Washer
Finished Basement
- Basement Fills Entire Space Under The House
- Sump Pump
- Finished Basement Bathroom
Home Security
- Home Security System
- Carbon Monoxide Detectors
- Fire Sprinkler System
Outdoor Features
- Spa
- Balcony
- Patio
- Fire Pit
- Exterior Lighting
Additional Homes
- Guest House
Schools
- West Elementary School
- Central Middle School
- New Trier Twp High School Northfield/Wi
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Natural Gas
- 200+ Amp Service
- Lake Michigan Water
Community Details
- Prairie
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $52,470 | $250,000 | $68,758 | $181,242 |
| 2024 | $52,470 | $217,521 | $75,634 | $141,887 |
| 2023 | $48,963 | $217,521 | $75,634 | $141,887 |
| 2022 | $48,963 | $217,521 | $75,634 | $141,887 |
| 2021 | $47,636 | $169,483 | $72,195 | $97,288 |
| 2020 | $46,311 | $169,483 | $72,195 | $97,288 |
| 2019 | $44,221 | $182,240 | $72,195 | $110,045 |
| 2018 | $39,559 | $159,052 | $61,882 | $97,170 |
| 2017 | $38,448 | $159,052 | $61,882 | $97,170 |
| 2016 | $36,302 | $159,052 | $61,882 | $97,170 |
| 2015 | $38,606 | $150,024 | $52,427 | $97,597 |
| 2014 | $37,666 | $150,024 | $52,427 | $97,597 |
| 2013 | $35,914 | $150,024 | $52,427 | $97,597 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 06/22/2026 06/22/26 | For Sale | $5,599,900 | -- | $862 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | -- | -- | |
| Warranty Deed | $2,881,500 | Cti | |
| Corporate Deed | $1,675,000 | Cti |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $2,750,000 | Construction |
Source: Midwest Real Estate Data (MRED)
MLS Number: 12677721
APN: 05-08-301-003-0000
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