399 Jackson Ave, Glencoe, IL 60022
Property image
Property image
OFF MARKET

$973,500

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,088 sqft

399 Jackson Ave, Glencoe, IL 60022

Est. Refi. Payment $6,912/mo*
Refinance Your Home
Currently Off Market - Sold Oct 8, 2020 for $605,000

Home Value

Trulia Estimate
$974K
Since last month
Decreased$25K (-2.5%)
Since last year
Increased$78K (+8.7%)
Since last sale
Increased$370K (+61.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +51% in the last 10 years
MonthEstimated value
2026
November 2026$975K
October 2026$985K
September 2026$999K
August 2026$1.01M
July 2026$1M
June 2026$1.02M
May 2026$1.01M
April 2026$995K
March 2026$982K
February 2026$930K
January 2026$910K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
499 Oakdale Ave, Glencoe, IL
0.20
Single-Family Home
$840,000
05/27/26
3
2
2,108
491 Drexel Ave, Glencoe, IL
0.22
Single-Family Home
$1,325,000
07/31/26
4
2.5
2,219
451 Jackson Ave, Glencoe, IL
0.12
Single-Family Home
$1,421,000
07/15/26
4
5
2,440
285 Vernon Ave, Glencoe, IL
0.19
Single-Family Home
$1,400,000
02/20/26
4
3.5
2,732
154 Glenwood Ave, Winnetka, IL
0.31
Single-Family Home
$1,230,154
08/11/26
3
2
2,333
376 Woodlawn Ave, Glencoe, IL
0.15
Single-Family Home
$1,565,000
08/28/26
5
3.5
2,817
1409 Asbury Ave, Winnetka, IL
0.40
Single-Family Home
$1,040,000
12/05/25
4
2.5
3,434
274 Mary St, Winnetka, IL
0.26
Single-Family Home
$1,550,000
06/09/26
3
4
2,309
1492 Asbury Ave, Winnetka, IL
0.53
Single-Family Home
$1,030,000
04/02/26
4
2.5
2,380
345 Madison Ave, Glencoe, IL
0.17
Single-Family Home
$1,600,000
09/01/26
5
4.5
3,307

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
403 Jackson Ave, Glencoe, IL 60022
0.01
$1,066,100
4
3
1,922
Off Market
379 Jackson Ave, Glencoe, IL 60022
0.02
$1,944,600
5
4
5,469
Off Market
379 Jackson Ave, Glencoe, IL 60022
0.02
$929,000
5
4
5,469
Off Market
409 Jackson Ave, Glencoe, IL 60022
0.02
$2,037,900
4
2.5
1,900
Off Market
413 Jackson Ave, Glencoe, IL 60022
0.03
$2,205,000
5
4.5
4,578
Recently Sold
417 Jackson Ave, Glencoe, IL 60022
0.04
$2,838,700
6
5.5
4,800
Off Market
404 Jackson Ave, Glencoe, IL 60022
0.04
$1,571,000
4
3.5
3,300
Off Market
400 Jackson Ave, Glencoe, IL 60022
0.04
$598,800
2
1
1,008
Off Market
410 Jackson Ave, Glencoe, IL 60022
0.05
$2,339,400
5
5.5
4,200
Off Market
410 Jackson Ave, Glencoe, IL 60022
0.05
-
-
-
-
Off Market
421 Jackson Ave, Glencoe, IL 60022
0.05
$1,128,900
4
3
1,940
Off Market
392 Jackson Ave, Glencoe, IL 60022
0.05
$2,002,300
5
4.5
3,433
Off Market
418 Jackson Ave, Glencoe, IL 60022
0.05
$1,313,400
4
2
2,586
Off Market
388 Jackson Ave, Glencoe, IL 60022
0.06
$1,412,000
4
3
2,568
Off Market
425 Jackson Ave, Glencoe, IL 60022
0.06
$713,800
3
2
1,597
Off Market
238 Lake St, Glencoe, IL 60022
0.06
$961,500
3
2.5
1,927
Off Market
424 Jackson Ave, Glencoe, IL 60022
0.06
$2,007,600
5
4.5
5,250
Off Market
419 Woodlawn Ave, Glencoe, IL 60022
0.07
$1,211,400
3
3
2,650
Off Market
415 Woodlawn Ave, Glencoe, IL 60022
0.07
$1,427,200
5
4.5
2,206
Off Market
265 Randolph St, Glencoe, IL 60022
0.07
$1,430,000
5
3
-
Recently Sold

Local Information

  • Map ViewExplore the area around 399 Jackson Ave.
  • Schools1 Preschool School3 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1928
2,088 sqft
$466/sqft
Garage

About this House

This charming brick home located on the President streets of Glencoe combines indoor and outdoor living to perfection. The front door entryway flows into a welcoming family room with hardwood flooring and recessed lighting. Arched doorways surround a spacious living room, complete with vintage crown molding, custom built-ins and a showcase wood-burning fireplace. Stainless steel appliances, granite countertops and ample cabinetry produce a stunning gourmet kitchen with direct access to the private deck overlooking the professionally landscaped backyard. Three bedrooms on the second level includes a traditional master-suite with an attached sun-drenched deck. Finished basement with additional bedroom and laundry room. Adjacent to South School and Watts Park. Minutes from great restaurants and shopping in Downtown Glencoe. Just blocks from Hubbard Woods train station. A remarkable home in a wonderful location!
399 Jackson Ave, Glencoe, IL 60022 is a 4 bedroom, 3 bathroom, 2,088 sqft single-family home built in 1928. It last sold for $605,000 on Oct 8, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $973,500, with a rent estimate of $3,833/month.

Home Details for 399 Jackson Ave

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Interior Details
Number of Rooms: 8Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherDeckExterior: Brick
Parking & Garage
GarageParking Space: 1Parking: Garage Detached

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: Single Family HomeArchitecture: Tudor

Community

Units in Building: 1

Lot Information

Lot Area: 9104 sqft

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Oct 8, 2020
Source: N/A
Sold
$605,000
Jul 8, 2020
Source: MRED as distributed by MLS GRID #10730985
Sold
$605,000
Jul 8, 2020
Source: Agent Provided
PendingToActive
$600,000
Jun 2, 2020
Source: Agent Provided
Pending
$600,000
Jun 1, 2020
Source: Agent Provided
Listed For Sale
$600,000

Market trends in Glencoe

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
1MoM
Sourced by Trulia Market Trends

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Glencoe

At least 51 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

  • 86 % 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

Sourced by Trulia users. Learn more about our methodology.
  • Leo.garcia.5251
    "The community puts together fantastic events for families during holidays and have their independent special events which cater to everyone’s wants and needs I’ve never felt more at home in this community. "
    1
    Flag
  • Cristinaisabelle
    "I live in this neighborhood. Some of the best year-round programs for kids as well as great schools. Also a family friendly town with many events to bring people together. "
    0
    Flag
  • Shert929
    "The schools here are great. Tariff Center offers something for everyone. There’s a few great grocery stores and you’re close to the beach. Most of all it’s a quiet and safe area to live in. And as a bonus, Glencoe is close to Ravinia to see concerts and near to Highland Park. "
    0
    Flag
  • mcsampson
    "Great schools, parks and kids activities. The park district offers day care, after school activities and various camps. Glencoe also has a beach! "
    0
    Flag
  • Shert929
    "Most places here are dog friendly accept for the condos. Plenty of places to walk a dog. Great community for pets and people. "
    0
    Flag
  • Ji
    "Lovely street, a lot of greenery, friendly neighbors. Walking distance to lake,town and train. Schools are terrific and beautiful parks for families and young children."
    0
    Flag
  • gladnowtravel
    "It is a small, tight-knit community with phenomal schools, negligent crime, a remarkably attentive police force, nearby train service, a large forest preserve, two golf courses and a nationally reknown botanical garden, all within blocks of expressway access to downtown Chicago or other suburbs."
    0
    Flag
  • Deborah B.
    "This is a lovely Community with old fashioned values. Jens Jensen Landscaping delight local parks. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 399 Jackson Ave

  • What is 399 Jackson Ave estimated to be worth?
    Trulia's estimated value for 399 Jackson Ave in Glencoe, IL is $973,500.
  • What is the price history for 399 Jackson Ave?
    399 Jackson Ave in Glencoe, IL last sold for $605,000 in October 2020.
  • Is Glencoe a buyer's or seller's market?
    Glencoe is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Glencoe?
    Residents describe Glencoe, IL as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Glencoe, IL.
  • Does 399 Jackson Ave have air conditioning?
    Yes, 399 Jackson Ave in Glencoe, IL has air conditioning.
  • Does 399 Jackson Ave have laundry facilities?
    Yes, 399 Jackson Ave in Glencoe, IL has in-unit laundry.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 399 Jackson Ave

Skip to last item
Skip to first item

Homes for sale near 399 Jackson Ave

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item