395 Greenleaf Ave
Glencoe, IL 60022
6 Beds
7.5 Baths
6,500 sqft (on 0.80 acres)
6 Beds
7.5 Baths
6,500 sqft
(on 0.80 acres)
Local Information
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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 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.
Home Highlights
Parking
3 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$908
Listed
30 days ago
Home Details for 395 Greenleaf Ave
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MLS Status: Active |
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Interior Details Basement: Finished,FullNumber of Rooms: 16Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bedroom 6, Breakfast Room, Dining Room, Exercise Room, Family Room, Foyer, Kitchen, Laundry, Living Room, Office, Play Room, Recreation Room, SuiteWet Bar |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 9Number of Bathrooms (full): 6Number of Bathrooms (half): 3 |
Dimensions and Layout Living Area: 6500 Square Feet |
Appliances & Utilities Appliances: Double Oven, Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Wine Refrigerator, Cooktop, Oven, Range Hood, Gas CooktopDishwasherDisposalDryerLaundry: Upper LevelMicrowaveWasher |
Heating & Cooling Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas |
Fireplace & Spa Number of Fireplaces: 5Fireplace: Wood Burning, Gas StarterHas a FireplaceNo Spa |
Windows, Doors, Floors & Walls Window: Blinds, Drapes, Window TreatmentsFlooring: Hardwood |
Levels, Entrance, & Accessibility Stories: 3Accessibility: No Disability AccessFloors: Hardwood |
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Exterior Home Features Roof: AsphaltPatio / Porch: PatioOther Structures: Guest HouseExterior: BalconyFoundation: Concrete Perimeter |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Asphalt,Garage Door Opener,Garage,Yes,Garage Owned,Attached,Detached |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
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Days on Market: 30 |
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Year Built Year Built: 1912Year Renovated: 2006 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: BrickNot a New Construction |
Property Information Parcel Number: 05083010030000 |
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Price List Price: $5,900,000Price Per Sqft: $908 |
Status Change & Dates Possession Timing: Close Of Escrow |
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Direction & Address City: Glencoe |
School Information Elementary School: New Trier Twp H.S. Northfield/WiElementary School District: 203Jr High / Middle School: New Trier Twp H.S. Northfield/WiJr High / Middle School District: 203High School: New Trier Twp H.S. Northfield/WiHigh School District: 203 |
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Listing Agent Listing ID: 12481858 |
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HOA Fee Includes: None |
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Lot Area: 0.80 acres |
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Special Conditions: List Broker Must Accompany |
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Business Information Ownership: Fee Simple |
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BasementMls Number: 12481858Activation Date: Mon Feb 23 2026 |
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Source Internet Consumer CommentMRD SHARE WITH CLIENTS: YesSource Internet Entire Listing DisplayMRD IDX Comments Reviews: YesMRD Listing On IDX Display: YesMRD AVM On IDX Display: YesMRD Address On VOW Display: YesMRD Price History On IDX Display: YesMRD Market Time On IDX Display: YesSource Internet Address DisplayMRD REMARKSINTERNET: YesMRD Remarks On VOW Display: Yes |
Last check for updates: about 2 hours ago
Listing courtesy of: Margie Brooks, (847) 432-0500
Baird & Warner
Source: MRED as distributed by MLS GRID, MLS#12481858
Also Listed on MRED as distributed by MLS GRID.
Price History for 395 Greenleaf Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 04/09/2026 | $5,900,000 | Listed For Sale | MRED as distributed by MLS GRID #12481858 |
| 01/09/2006 | $2,881,500 | Sold | N/A |
| 12/17/2003 | $1,675,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2023 |
|---|---|
| Tax | $52,470 |
| Assessment | $2,175,190 |
Home facts updated by county records
Comparable Sales for 395 Greenleaf Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.05 | Single-Family Home | $3,450,000 | 06/25/25 | 6 | 7 | 6,403 | |
0.19 | Single-Family Home | $3,500,000 | 08/11/25 | 6 | 7 | 8,000 | |
0.18 | Single-Family Home | $3,700,000 | 10/10/25 | 6 | 6.5 | 8,445 | |
0.23 | Single-Family Home | $3,750,000 | 11/21/25 | 5 | 5.5 | 5,764 | |
0.34 | Single-Family Home | $2,650,000 | 10/06/25 | 5 | 6.5 | 5,783 | |
0.15 | Single-Family Home | $3,140,000 | 03/05/26 | 5 | 5 | 3,916 | |
0.33 | Single-Family Home | $4,700,000 | 06/25/25 | 6 | 7 | 9,200 | |
0.34 | Single-Family Home | $2,460,000 | 11/12/25 | 5 | 5 | 7,788 | |
0.16 | Single-Family Home | $1,962,000 | 12/16/25 | 5 | 3.5 | 3,702 | |
0.48 | Single-Family Home | $2,460,000 | 06/27/25 | 6 | 6.5 | 5,573 |
Assigned Schools
These are the assigned schools for 395 Greenleaf Ave.
- New Trier Township High School Winnetka
- 10-12
- Public
- 2730 Students
8/10GreatSchools RatingParent Rating AverageNew Trier is a very overrated high school. Do not send your kids to New Trier. We regret it. Teachers are not good or helpful. We have witnessed bullying and discrimination.Parent Review2y ago - New Trier Township H S Northfield
- 9
- Public
- 880 Students
NAGreatSchools RatingParent Rating AverageIf it was good enough for Charlton Heston, it's good enough for you.Other Review2y ago - South Elementary School
- PK-2
- Public
- 403 Students
NAGreatSchools RatingParent Rating AveragePicture perfect school in picture perfect town. Principal and staff know all the children's names and parent's names. Lots of opportunities for parent involvement and volunteering and most moms are there regularly. Incredible technology presence due to generous PTO and foundation. Smart boards in every room and iPads and computers available for teachers to sign out and use for lessons. The PTO sponsors free before school clubs such as math, guitar, environment, video announcement, yoga. The park district supplements half day kindergarten and after school time with nearby sports, art, chess and computer classes. Specials include Spanish, Art, Music, Library and Gym. 1st and 2nd grade gets gym every day. Teachers are specifically matched to students for the following school year by using a long process of talking to all the specials teachers. All teachers make effort to differentiate within the classroom for students learning above grade level but wish they would bring back the differentiation (gifted) specialist. The curriculum includes SEL Social and Emoional Learning where students are encouraged to communicate with each other about their feelings. Bullying is not tolerated.Parent Review11y ago - Central School
- 5-8
- Public
- 561 Students
8/10GreatSchools RatingParent Rating Averagesome the kids at this school are very materialistic, there are a few groups of nice kids but bullying happens alot. i am in 8th grade and i see people struggling every day and the kids can be very nasty. i have a very good group of friends but the majority of kids can be mean. i like the academics and teachers are very good. overall i have had a good experienceStudent Review3y ago - West School
- 3-4
- Public
- 252 Students
9/10GreatSchools RatingParent Rating AverageStudents and parents are very cliquey, and teachers follow this social direction. I found the principal to be a glad handler and the PTO keeps his 'family jewels' in their purses. More emphasis placed on which parents are friends and less on academics. For the price of living here, the education should be better, shouldn't it? I also found that many students lack manners and empathy, instead being pushed to be number one no matter what it takes. If you are looking for strong academics and integrity, look elsewhere.Parent Review8y ago 
Check out schools near 395 Greenleaf Ave.
What Locals Say about Glencoe
At least 50 Trulia users voted on each feature.
98 % Say it's dog friendly
91 % Say people would walk alone at night
89 % Say there are sidewalks
88 % Say yards are well-kept
85 % Say kids play outside
84 % Say there's holiday spirit
82 % Say parking is easy
82 % Say there's wildlife
80 % Say it's walkable to restaurants
76 % Say it's quiet
76 % Say car is needed
70 % Say streets are well-lit
69 % Say they plan to stay for at least 5 years
67 % Say neighbors are friendly
65 % Say it's walkable to grocery stores
60 % Say there are community events
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Margie Brooks, Baird & Warner
Agent Phone: (847) 432-0500
Based on information submitted to the MLS GRID as of 2026. 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. Click here for more information
395 Greenleaf Ave, Glencoe, IL 60022 is a 6 bedroom, 9 bathroom, 6,500 sqft single-family home built in 1912. This property is currently available for sale and was listed by MRED as distributed by MLS GRID on Apr 9, 2026. The MLS # for this home is MLS# 12481858.