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$1,400,000 Just Listed

  • For Sale
  • Active
  • Multi-Family
  • 9 Total Beds
  • 3 Car Garage
  • Updated 3 hours ago

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5811 N Winthrop Avenue,Chicago, IL 60660

5811 N Winthrop AvenueChicagoIL60660

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Exceptional oversized 3-unit building on a rare extra-wide Chicago lot in a prime Edgewater location. Each expansive unit offers approximately 2,000 square feet of living space with 3 bedrooms and 2 full baths, featuring gracious room sizes, abundant natural light, and highly functional layouts that feel more like single-family homes. The partially finished basement presents a massive value-add opportunity by duplexing down creating an incredible owner's unit or by potentially converting into a fourth unit (buyer to verify zoning and compliance). Outdoor living is unmatched with a massive rear deck plus a difficult-to-find 3-car garage. The current owner has done extensive updates that a new owner can now simply enjoy. This property offers exceptional scale, flexibility, and long-term upside-ideal for an owner-occupant seeking rental income or an investor looking for a trophy multi-unit in one of the city's most vibrant neighborhoods.

Full Property Details for 5811 N Winthrop Ave

General

  • Price: $1,400,000
  • Taxes: $21,310 (2023)
  • Status: Active
  • Type: Multi-Family
  • Source: MRED
  • MLS ID: 12580170
  • Updated: 3/1/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Complex Features: Park, Curbs, Gated, Sidewalks, Street Lights, Street Paved

Interior

  • Basement: Partially

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Upper - Full Baths: 6

Bedrooms

  • Total Bedrooms: 9

Additional Information

  • Equipment: Cable TV, Ceiling Fan(s)
  • Other Features: Commuter Bus, Commuter Train

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 3
  • Parking Features: Garage Door Opener, Yes, Garage Owned, Detached, Garage

Location

  • Area: CHI - Edgewater
  • County: Cook
  • Township: Lake View
  • Subdivision: Andersonville
  • Driving Directions: LSD OR BROADWAY TO THORNDALE TO WINTHROP; S TO ADDRESS

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299
  • Elementary School: Swift Elementary School Specialt
  • Middle School: Swift Elementary School Specialt
  • High School: Senn High School
  • Private School: Senn High School

Heating & Cooling

  • Heating Type: Natural Gas, Forced Air, Individual Controls

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan

Structural Information

  • Construction: Brick, Limestone
  • Exterior Const.: Brick, Limestone
  • Basement: Yes
  • Basement Desc.: Partially Finished, Full
  • Foundation: Concrete Perimeter, Stone
  • Roof: Rubber
  • Windows: Screens
  • Year Built: 1910
  • Built Before 1978: Yes
  • Remodeled/Updated: 2012

Unit Information

  • Units in Building: 3

Additional Structures

  • Other Structures: Garage(s)

Lot Features

  • Lot Size Range: Oversized Chicago Lot
  • Lot Dimensions: 40 x 150
  • Fence: Yes
  • Lot Features: Common Grounds
  • Zoning: MULTI
  • Fencing (Description): Fenced

Financial Considerations

  • Parking Included: Yes
  • Assessment Year: 1910
  • Tax Amount: $21,310
  • Tax Year: 2023
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 14054010200000

Listed by eXp Realty

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Listing agents

— 5811 N Winthrop Ave —

  • eXp Realty

  • eXp Realty

(773) 630-9205

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 5811 N Winthrop Ave

School District:Chicago Public School District 299
NameGradesDistance
Swift Elementary Specialty School
5900 North Winthrop Avenue, Chicago, IL 60660
PK-80.1 mi
Senn High School
5900 North Glenwood Avenue, Chicago, IL 60660
9-120.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5811 N Winthrop Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/01/2026
Listed
$1,400,000
42.71%
MLS
7/08/2021
Sold
$981,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5811 N Winthrop Ave

Year
Property Taxes
Change
Tax Assessment
Change
2023
$21,310
3%
$101,000
—
2022
$20,774
2%
$101,000
—
2021
$20,310
19%
$101,000
32%
2020
$17,071
-2%
$76,633
-12%
2019
$17,496
2%
$87,083
—
2018
$17,202
18%
$87,083
29%
2017
$14,570
7%
$67,683
—
2016
$13,556
9%
$67,683
—
2015
$12,403
22%
$67,683
23%
2014
$10,205
2%
$55,000
—
2013
$10,003
1%
$55,000
—
2012
$9,870
—
$55,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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5811 N Winthrop Avenue, Chicago, IL 60660 (MLS# 12580170) is a Multi-Family property with 3 units containing 9 bedrooms and 0 full bathrooms. 5811 N Winthrop Avenue is currently listed for $1,400,000 and was received on March 01, 2026. Want to learn more about 5811 N Winthrop Avenue? Do you have questions about finding other Multi-Family real estate for sale in Edgewater? You can browse all Edgewater real estate or contact a Coldwell Banker agent to request more information.

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