OFF MARKET

Off Market Oct 2022 for $2.1M

$2,453,760

•

5,287

sq ft

1442 N Astor St, Chicago, IL 60610

About this home

If iconic Windy City living is your dream, welcome home! Built in 1891, this MASTERFULLy-designed property was made for entertaining. This wall-to-wall brilliance acts as a blank canvas awaiting its future discerning artist to create their own masterpiece. Located on famed Astor Street wonderfully existing on two city lots, this 50 foot double lot is RARE. Not to mention that this landmarked community is majestic, the home is truly brilliant and is located in the prestigious Gold Coast. It's hard to believe you are downtown given the tranquility and peace that 1442 provides. Step outside to the secluded courtyard, truly jaw dropping offering 15 foot walls for ultimate privacy. The unique garden is accessible from multiple interior points to create the ultimate flow through the home. Current carport parking is for one car, but enough space to add an attached garage for up to four cars. The brick and limestone facades hides this home in plain site offering three levels of serenity plus additional 2200SF lower level. The residence currently clocks in around 6000SF (excluding the lower level) but can be expanded up to 10,000SF for modern living. Renovation plans are exquisite and provide the most fabulous way to live LARGE. Available by request. Sold AS IS. A block to the Lake, blocks to public transit, blocks to the most notable Chicago dining scene, close proximity to many parks, incredible architecture in every direction. This is an address not to miss.

Single-familyProperty Type

1891Year Built

2,748 sq ftLot Size

$464Est. Price/Sq.Ft.

1 spaceParking

Listed by Jill Silverstein • Compass

Bought with Kingsley Ehimwenman • Century 21 Circle

Redfin checked: a few seconds ago

•Source:MRED as Distributed by MLS Grid #11336320

Redfin Estimate

$2,453,760

$354K since sold in October 2022$96K since June

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 26.1% lower than the average sale price ($3.32M) of 6 comparable homes.

SOLD NOV 13, 2025
$2,500,000
A
5 beds5 baths6,300 sq ft
1432 N Astor St, Chicago, IL 60610
SOLD OCT 16, 2025
$2,300,000
B
6 beds4.5 baths5,000 sq ft
1407 N Dearborn St, Chicago, IL 60610
SOLD MAY 21, 2026
$3,970,000
C
6 beds6 baths5,900 sq ft
1720 N Mohawk St, Chicago, IL 60614
SOLD FEB 27, 2026
$5,950,000
D
5 beds7 baths— sq ft
1438 N Dearborn St, Chicago, IL 60610
SOLD APR 24, 2026
$1,520,000
E
5 beds4 baths5,991 sq ft
1312 N Astor St, Chicago, IL 60610
SOLD MAR 2, 2026
$3,675,000
F
5 beds4.5 baths7,065 sq ft
1520 N Dearborn Pkwy, Chicago, IL 60610

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$778,160

Est. take-home

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Rent

$9,500/mo

Redfin rental estimate

List your home for rent

Market trends in Gold Coast, IL

Last updated June 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.8%

+0.8% MoM

Median sale price

$600K

$15K MoM

Avg. days on market

49d

23 days MoM

Recently sold homes

4 MoM

New listings for sale

$5,995,000
6 beds7 baths7,500 sq ft
1530 N State Pkwy Unit 12-13, Chicago, IL 60610
$750,000
2 beds2 baths1,400 sq ft
1429 N Wells St #502, Chicago, IL 60610
$1,450,000
5 beds3.5 baths3,300 sq ft
344 W Scott St, Chicago, IL 60610
NEW
$474,500
2 beds2 baths1,236 sq ft
437 W Division St #303, Chicago, IL 60610
NEW
$409,000
2 beds2 baths1,150 sq ft
1516 N State Pkwy Unit 14C, Chicago, IL 60610
3D WALKTHROUGH
$240,000
1 bed1 bath825 sq ft
1555 N Sandburg Ter #517, Chicago, IL 60610
3D WALKTHROUGH
$600,000
2 beds2.5 baths1,650 sq ft
308 W Evergreen Ave Unit 1R, Chicago, IL 60610
$275,000
2 beds1 bath— sq ft
1460 N Sandburg Ter Unit 803A, Chicago, IL 60610
3D WALKTHROUGH
$400,000
2 beds1 bath— sq ft
869 N La Salle Dr #2, Chicago, IL 60610
3D WALKTHROUGH
$3,300,000
2 beds3.5 baths2,500 sq ft
111 W Maple St Unit 3402-3404, Chicago, IL 60610
See all

Sale history for 1442 N Astor St

Date

Event

Price

MRED as Distributed by MLS Grid #11336320

Oct 11, 2022

Sold (MLS) (Closed)

$2,100,000

$397/sq ft

Aug 19, 2022

Contingent (Contingent - Continue to Show)

—

Jun 9, 2022

Price Changed

$2,650,000

$501/sq ft

Mar 2, 2022

Listed (Active)

$2,999,999

$567/sq ft

Public Records

Jan 12, 2021

Sold

$2,229,000

$422/sq ft

MRED as Distributed by MLS Grid #10857871

Dec 8, 2020

Sold (MLS) (Closed Sale)

$2,229,000

$422/sq ft

Nov 30, 2020

Pending

—

Nov 18, 2020

Pending (Contingent (Do Not Show))

—

Sep 14, 2020

Listed (New)

$2,995,000

$566/sq ft

+18

Astor Terrace is the epitome of brilliance and majesty for the individual in search of privacy and comfort in Chicago's Gold Coast. Nestled on two city lots of a landmark street, the home is located in a quintessential area filled with history, renowned neighbors and a rich story of prominence in Illinois. When it comes to hosting friends and family, this property delivers! From the sense of arrival to the rare, private and spacious secluded courtyard terrace garden, the possibilities are truly endless. This property offers the optimal canvas to create your dream home, and with renovation plans already approved, making it into the ultimate luxury environment for the most discerning of homeowners is yours for the taking if you wish.

MRED as Distributed by MLS Grid #10852923

Sep 14, 2020

Listing Removed

—

Sep 10, 2020

Listed (New)

MRED as Distributed by MLS Grid #10785935

Sep 10, 2020

Listing Removed

—

Jul 17, 2020

Listed (New)

MRED as Distributed by MLS Grid #10611910

Jul 9, 2020

Listing Removed

—

Jan 16, 2020

Listed (New)

MRED as Distributed by MLS Grid #10505502

Jan 16, 2020

Listing Removed

—

Sep 4, 2019

Listed (New)

MRED as Distributed by MLS Grid #10254787

Sep 4, 2019

Listing Removed

—

Mar 28, 2019

Listed (New)

MRED as Distributed by MLS Grid #08819423

Apr 4, 2016

Listing Removed

—

Jan 19, 2015

Listed (New)

MRED as Distributed by MLS Grid #08732958

Jan 19, 2015

Listing Removed

—

Sep 19, 2014

Listed (New)

MRED as Distributed by MLS Grid #08652778

Sep 19, 2014

Listing Removed

—

Jun 23, 2014

Listed (New)

MRED as Distributed by MLS Grid #08336305

May 2, 2014

Listing Removed

—

May 7, 2013

Listed (New)

Public Records

Sep 22, 1987

Sold

$870,359

$165/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$45,899 (+2.6%)

$68,750 + $148,791

$217,541

2022

$44,744 (−2.2%)

$68,750 + $148,791

$217,541

2021

$45,769 (−17.0%)

$68,750 + $158,854

$227,604

2020

$55,172 (−2.6%)

$48,125 + $201,523

$249,648

2019

$56,633 (−3.2%)

$48,125 + $235,950

$284,075

2018

$58,485 (−7.0%)

$48,125 + $250,151

$298,276

2017

$62,904 (+1.1%)

$38,500 + $255,868

$294,368

2016

$62,204 (+76.5%)

$38,500 + $273,669

$312,169

2015

$35,245 (+18.7%)

$38,500 + $155,520

$194,020

2014

$29,688 (+2.0%)

$33,000 + $128,658

$161,658

2013

$29,095 (+1.3%)

$33,000 + $128,658

$161,658

2012

$28,722 (−12.6%)

$33,000 + $128,658

$161,658

2011

$32,846 (−0.2%)

$34,375 + $170,905

$205,280

2010

$32,899 (+4.7%)

$34,375 + $170,905

$205,280

2009

$31,418 (+27.9%)

$34,375 + $170,905

$205,280

2008

$24,557 (+1.9%)

$22,549 + $152,936

$175,485

2007

$24,092

$22,549 + $152,936

$175,485

Tax history for 1442 N Astor St

Year

Property tax

Land + Additions

Assessment*

2023

$45,899 (+2.6%)

$68,750 + $148,791

$217,541

2022

$44,744 (−2.2%)

$68,750 + $148,791

$217,541

2021

$45,769 (−17.0%)

$68,750 + $158,854

$227,604

2020

$55,172 (−2.6%)

$48,125 + $201,523

$249,648

2019

$56,633 (−3.2%)

$48,125 + $235,950

$284,075

2018

$58,485 (−7.0%)

$48,125 + $250,151

$298,276

2017

$62,904 (+1.1%)

$38,500 + $255,868

$294,368

2016

$62,204 (+76.5%)

$38,500 + $273,669

$312,169

2015

$35,245 (+18.7%)

$38,500 + $155,520

$194,020

2014

$29,688 (+2.0%)

$33,000 + $128,658

$161,658

2013

$29,095 (+1.3%)

$33,000 + $128,658

$161,658

2012

$28,722 (−12.6%)

$33,000 + $128,658

$161,658

2011

$32,846 (−0.2%)

$34,375 + $170,905

$205,280

2010

$32,899 (+4.7%)

$34,375 + $170,905

$205,280

2009

$31,418 (+27.9%)

$34,375 + $170,905

$205,280

2008

$24,557 (+1.9%)

$22,549 + $152,936

$175,485

2007

$24,092

$22,549 + $152,936

$175,485

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

2,750 Sq. Ft.

Year renovated

—

Sq. Ft.

5,248

Year built

1929

Style

Single Family Residential

County

Cook County

APN

17031020180000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 11, 2026.

RM-5

Residential Multi-Unit District 5

The RM5 districts are intended to accommodate multi-unit residential buildings. The RM5 district differs from the RM5.5 district only in terms of the maximum building height allowed. Applicable height limits in RM5 generally limit buildings to a maximum of 3.5 to 4 stories structures.

Permitted uses

Include but are not limited to:

Religious facility
Day care facility
Hospital / medical center
Housing-Group
Housing-Single unit
Housing-Multiple units
Housing-Senior
Housing-Other
Bed & breakfast
Educational / school

Property details

Parking

Parking Information
# Of Cars: 1
# of Parking (Total): 1
Parking On-Site: Yes
Parking Features: Off Alley
Parking: Space/s
Parking Ownership: Owned
Driveway: Concrete,Off Alley

Interior

Bathroom Information
# of Baths (Full): 5
# of Baths (1/2): 2
Basement Bathrooms (Y/N): Yes

Bedroom Information
# of Bedrooms: 5
# of Bedrooms Possible: 6
# of Bedrooms (Below Grade): 1

Room Information
Room Type: Bedroom 5
Level: Third
Dimensions: 14 x 11
Flooring: Hardwood

Room Information
Room Type: Bedroom 6
Level: Basement
Dimensions: 12 x 12
Flooring: Hardwood

Room Information
Room Type: Eating Area
Level: Main
Dimensions: 14 x 9
Flooring: Stone

Room Information
Room Type: Office
Level: Main
Dimensions: 10 x 10
Flooring: Hardwood

Room Information
Room Type: Library
Level: Main
Dimensions: 17 x 15
Flooring: Hardwood

Room Information
Room Type: Foyer
Level: Main
Dimensions: 17 x 8
Flooring: Hardwood

Room Information
Room Type: Storage
Level: Basement
Dimensions: 14 x 5
Flooring: Other

Room Information
Room Type: Terrace
Level: Main
Dimensions: 15 x 8

Room Information
Room Type: Play Room
Level: Basement
Dimensions: 22 x 19
Flooring: Other

Room Information
Room Type: Bedroom 2
Level: Second
Dimensions: 18 x 14
Flooring: Hardwood

Room Information
Room Type: Bedroom 3
Level: Third
Dimensions: 19 x 15
Flooring: Hardwood

Room Information
Room Type: Bedroom 4
Level: Third
Dimensions: 18 x 14
Flooring: Hardwood

Room Information
Room Type: Dining Room
Level: Main
Dimensions: 17 x 16
Window Treatments: Curtains/Drapes
Flooring: Hardwood

Room Information
Room Type: Kitchen
Type: Eating Area-Breakfast Bar,Eating Area-Table Space,Island,Pantry-Closet
Level: Main
Dimensions: 19 x 14
Flooring: Stone

Room Information
Room Type: Laundry
Level: Basement
Dimensions: 13 x 12
Flooring: Other

Room Information
Room Type: Living Room
Level: Main
Dimensions: 29 x 25
Window Treatments: Curtains/Drapes
Flooring: Hardwood

Room Information
Room Type: Master Bedroom
Level: Second
Dimensions: 23 x 16
Flooring: Hardwood
Bath: Full

Additional Rooms Information
Dining Room: Separate
Basement: Full, English
Basement Description: Unfinished
Laundry Features: Gas Dryer Hookup

Interior Features
Interior Features: Skylight(s), Hardwood Floors, Built-in Features, Walk-In Closet(s)
# of Rooms: 13

Fireplace Information
# of Fireplaces: 3
Fireplace Location: Living Room,Master Bedroom,Other
Fireplace Features: Wood Burning, Gas Starter

Exterior

Exterior Features
Exterior Features: Patio, Roof Deck

Building Information
Living Area Source: Estimated
Exterior Building Type: Brick,Limestone
Age: 100+ Years
Built Before 1978 (Y/N): Yes
Foundation Details: Block, Brick/Mortar, Concrete Perimeter
Aprox. Total Finished Sq Ft: 5,287

Property Information
Property Type: Detached Single
Property Type: 3 Stories
Main Sq Ft: 2583
Ownership: Fee Simple
Property Currently Being Leased: No
Rebuilt (Y/N): No
Rehab (Y/N): No
Total Finished/Unfinshed Sq Ft: 7,514
Total Sq Ft: 5,287
Unfinished Lower Sq Ft: 2227
Upper Sq Ft: 2704
General Information: Historical District
Parcel Number: 17031020180000

Lot Information
Dimensions: 50X110
Lot Size: Oversized Chicago Lot
Zero Lot Line: No

Financial

Tax Information
Tax Annual Amount: $90,895.96
Tax Year: 2020
Tax Exemptions: Homeowner

Financial Information
Finance Code: Conventional
Special Service Area: N

Utilities

Utility Information
Water Source: Lake Michigan
Sewer: Public Sewer

Heating & Cooling
Heating: Radiant, Radiator(s)
Cooling: Central Air, Space Pac

Location

Community Information
Community Features: Sidewalks, Street Lights

Homeowners Association Information
Master Association Fee Frequency: Not Required

School Information
Elementary School District: 299
Elementary School: Ogden Elementary
Middle Or Junior School District: 299
High School District: 299

Location Information
Township: North Chicago
Corporate Limits: Chicago
Directions: North Ave, south on Astor. Located between Burton and Schiller.

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 5,248
Stories: 3.0
Lot Size: 2,750 square feet
Style: Single Family Residential
Year Built: 1929
Year Renovated: —
County: Cook County
APN: 17031020180000

Home facts updated by county records on Jul 11, 2026

Other

Listing Information
Holds Earnest Money: Yes
Possession: Closing

Around this home

Schools
Places
Transit

Ogden Elementary School

Public PreK-8 • Assigned • 0.6mi

4/10

Lincoln Park High School

Public 9-12 • Assigned • 1.1mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

6 days above 100° expected this year, 12 days in 30 years

2/10 Wind Factor

0% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Chicago, IL • 60610

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 10.3 hours in June and 3.3 hours in December, placing it below the U.S. average for solar exposure.

10.3 hrs

3.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.33M – $2.82M

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3D WALKTHROUGH

$400,000

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Home values near 1442 N Astor St

Data from public records.

Address	Redfin Estimate
1440 N Astor Street, Chicago, IL 5 Beds \| 4.5 Baths \| 5248 Sq. Ft.	$2,376,145
1434 N Astor Street, Chicago, IL - Beds \| 2.5 Baths \| 1400 Sq. Ft.	$409,226

Address	Redfin Estimate
1432 N Astor Street, Chicago, IL 5 Beds \| 5 Baths \| 6300 Sq. Ft.	$3,332,748
1434 N Astor Street #1, Chicago, IL 3 Beds \| 3.5 Baths \| 2800 Sq. Ft.	$1,153,123

Address	Redfin Estimate
1436 N Astor Street, Chicago, IL 6 Beds \| 9 Baths \| 6265 Sq. Ft.	—
1445 N State Pkwy #2503, Chicago, IL 1 Beds \| 1 Baths \| 995 Sq. Ft.	$279,079

Property information provided by MRED as Distributed by MLS Grid when last listed in 2022. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in Gold Coast, IL

Sale history for 1442 N Astor St

Tax history for 1442 N Astor St

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 60610

Home values near 1442 N Astor St

More real estate resources