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$1,499,500

  • For Sale
  • Active
  • Multi-Family
  • 8 Total Beds
  • 3 Car Garage
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Discover this very well-maintained four-unit building perfectly located in the heart of Ravenswood. This property sits on an extra-wide lot and offers a desirable mix of units - the top floor features a spacious one-bed/one-bath, the raised first and second floors each have two-bed/one-bath layouts, and the garden level boasts a large one-bed/one-bath unit. All units feature gas stoves and dishwashers, with shared laundry conveniently located on-site. The building also includes a three-car brick garage and a fenced backyard, providing added value for tenants and owners alike. Currently fully occupied, this turn-key investment generates solid income with immediate upside potential - rents have not been raised to market rates, leaving room to increase cash flow. Just steps from grocery stores, train stops, gyms, restaurants, and more, this is a rare opportunity to own a profitable, well-kept property in one of Chicago's most sought-after neighborhoods.

Full Property Details for 4948 N Winchester Ave

General

  • Price: $1,499,500
  • Taxes: $13,648 (2023)
  • Status: Active
  • Type: Multi-Family
  • Source: MRED
  • MLS ID: 12478684
  • Updated: 10/6/2025
  • Added to Site: 109 day(s) ago

Rental Information

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

Interior

  • Basement: Unfinished

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Upper - Full Baths: 4

Bedrooms

  • Total Bedrooms: 8

Additional Information

  • Equipment: Cable TV, Intercom, Carbon Monoxide Detectors, Ceiling Fan(s)

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 3
  • Parking Features: On Site, Detached, Garage
  • Parking On-Site: Yes

Location

  • Area: CHI - Lincoln Square
  • County: Cook
  • Township: Lake View
  • Driving Directions: LAWRENCE & DAMEN EAST TO WINCHESTER

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299

Heating & Cooling

  • Heating Type: Natural Gas, Forced Air, Sep Heating Systems - 2+

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan

Structural Information

  • Architectural Info: Victorian
  • Architectural Style: Victorian
  • Construction: Brick
  • Exterior Const.: Brick
  • Basement: Yes
  • Basement Desc.: Unfinished, Full
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
  • Year Built: 1898
  • Built Before 1978: Yes
  • Remodeled/Updated: 2018

Unit Information

  • Units in Building: 4

Lot Features

  • Lot Size Range: Oversized Chicago Lot
  • Lot Dimensions: 30 x 152.5
  • Zoning: MULTI

Financial Considerations

  • Assessment Year: 1898
  • Tax Amount: $13,648
  • Tax Year: 2023
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: List Broker Must Accompany
  • Property ID: 14074160150000

Listed by Westward360 RM

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Listing agents

— 4948 N Winchester Ave —

  • Westward360 RM

  • Westward360 RM

stephenf@westward360.com

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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 4948 N Winchester Ave

School District:Chicago Public School District 299
NameGradesDistance
McPherson Elementary School
4728 North Wolcott Avenue, Chicago, IL 60640
K-80.3 mi
Amundsen High School
5110 North Damen Avenue, Chicago, IL 60625
9-120.2 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 4948 N Winchester Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/30/2025
Listed
$1,499,500
81.76%
MLS
6/11/2003
Sold
$825,000
—
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 4948 N Winchester Ave

Year
Property Taxes
Change
Tax Assessment
Change
2023
$13,648
3%
$68,000
—
2022
$13,283
2%
$68,000
—
2021
$13,004
13%
$68,000
24%
2020
$11,524
-1%
$54,832
-11%
2019
$11,689
2%
$61,610
—
2018
$11,491
15%
$61,610
24%
2017
$9,998
5%
$49,817
—
2016
$9,478
10%
$49,817
—
2015
$8,648
9%
$49,817
10%
2014
$7,915
2%
$45,227
—
2013
$7,747
-11%
$45,227
-11%
2012
$8,697
—
$50,962
—
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.

Estimate the Cost for 4948 N Winchester Ave

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4948 N Winchester Avenue, Chicago, IL 60640 (MLS# 12478684) is a Multi-Family property with 4 units containing 8 bedrooms and 0 full bathrooms. 4948 N Winchester Avenue is currently listed for $1,499,500 and was received on September 30, 2025. Want to learn more about 4948 N Winchester Avenue? Do you have questions about finding other Multi-Family real estate for sale in Lincoln Square? You can browse all Lincoln Square real estate or contact a Coldwell Banker agent to request more information.

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