Active Under Contract
Multi family home for sale at 3248 N Oakley Ave, Chicago, IL 60618 | MLS# 12737803 | Listing updated on 2026-08-25
Photo 1 of Multi family home for sale at 3248 N Oakley Ave, Chicago, IL 60618 | MLS# 12737803 | Listing updated on 2026-08-25
Photo 2 of Multi family home for sale at 3248 N Oakley Ave, Chicago, IL 60618 | MLS# 12737803 | Listing updated on 2026-08-25
Photo 3 of Multi family home for sale at 3248 N Oakley Ave, Chicago, IL 60618 | MLS# 12737803 | Listing updated on 2026-08-25
Photo 4 of Multi family home for sale at 3248 N Oakley Ave, Chicago, IL 60618 | MLS# 12737803 | Listing updated on 2026-08-25
35+
Beds Icon

Street View

$1,275,000

Monthly Est:$6,346

  • Beds Icon8 Beds
  • Beds Icon
    3 Baths
  • Beds Icon--sqft

3248 N Oakley Ave, Chicago, IL 60618

$6,346/moEst:

Get Pre-Approved

  • Multi Family

  • Built in 1916

  • $-- HOA

  • -- sqft lot

  • --/sqft

Description

Set on one of Roscoe Village's beautiful tree-lined streets, this extraordinary and rarely available greystone is anything but typical. With a distinctive layout, oversized lot, detached greystone garage, finished studio space, and an abundance of original architectural character, this property offers a level of flexibility that is incredibly hard to find. Located in the highly sought-after Audubon School District, it is an exceptional opportunity for a single family home, owner-occupant investor, or multi-generational household. Owned and lovingly maintained by the same owner for more than 20 years, the main residence encompasses the first and second floors. Each floor features 3 bedrooms, 1 bathroom, a formal living room, formal dining room, and a beautiful custom wood-burning fireplace. Original details throughout the home include rich oak millwork, hardwood flooring, stained-glass accents, oversized windows, and spacious rooms that showcase the scale and craftsmanship of a bygone era. The kitchen was thoughtfully renovated in 2016 and features custom cabinetry, stone countertops, stainless steel appliances, and a large center island that creates an inviting gathering space. The bathroom was updated in 2021, providing a fresh complement to the home's classic architectural details. The garden apartment adds another layer of flexibility and potential. Currently configured as a 2-bedroom, 1-bath residence, it includes a full kitchen, comfortable living space, and excellent storage. The apartment was previously used as a 3-bedroom layout, offering additional possibilities for future use. One of the property's most unusual features is the detached greystone garage. Above the garage, a finished loft currently serves as a fitness studio and is already plumbed for a bathroom. Whether envisioned as a private office, art or creative studio, gym, workshop, guest space, or future finished living area, this bonus space provides tremendous potential. The property also includes a separate carport and an oversized yard with plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying the space. The home's substantial construction is further highlighted by approximately 12-inch-thick limestone walls, reflecting the quality, permanence, and craftsmanship characteristic of Chicago's historic architecture. And the location is hard to beat! Just two blocks south of the popular Roscoe Street corridor, you'll be close to neighborhood restaurants, cafes, parks, boutique shopping, and everyday conveniences, while still enjoying the peaceful residential atmosphere of this sought-after pocket of Roscoe Village. Properties with this combination of architectural character, scale, outdoor space, additional living space, and flexibility rarely come to market. A truly special opportunity to own a distinctive piece of Roscoe Village with the potential to adapt to a variety of lifestyles and investment strategies.

  • Houzeo last checked: 3 minutes ago
  • Listing updated: August 25, 2026 at 1:35 pm
  • Listing Provided by: Cheryl Reimer , Howard Andron DRE #475125965 | Mark Allen Realty ERA Powered (773) 938-5220
  • Source: MRED MLS-IL | MLS#: 12737803 MRED MLS-IL

Part of

Building
3248 N Oakley Ave
No reviews yet

Property Details

  • Status

    Active Under Contract

  • Type

    Multi Family

  • No. of Stories

    -

  • County

    Cook County

  • City

    Chicago

  • Neighborhood

    North Center

  • Year Built

    1916

  • HOA Fees

    -

  • Finished Area

    - sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    MRED MLS

  • MLS Number

    12737803

  • MLS Status

    Contingent

  • Days on Market

    52

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 8

    Bathrooms: 3

Interior

  • Heating

    Natural Gas, Forced Air

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1916

  • Home type

    Multi Family

  • Construction Materials

    Limestone

  • Architectural Style

    Greystone

Utilities & Energy

  • Water Source

    Lake Michigan

  • Basement

    Finished, Full, Walk Out Access

  • Parking Features

    Garage Door Opener, Yes, Detached, Garage

Price History

DateEventPrice

08/25/2026

Source: #MRD12737803

Contingent (Active Under Contract)

$1,275,000

$0/sqft

08/20/2026

Source: mls_logoMRED MLS-IL #MRD12737803

Listed for Sale

$1,275,000

$0/sqft

North Center Ranks #8 in Chicago, IL

Homes for sale
76

Homes

Rental prices
$1,698

Rental Prices

Median Home Price
$801.5K

Median Home Price

North Center, Chicago, IL neighborhood guide

Nearby Homes

This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC through Oct 11, 2026, 12:30PM. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.

Based on information submitted to the MLS GRID as of Oct 11, 2026, 12:30PM. All data is obtained from various sources and has not been, and will not be, 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. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Some IDX listings have been excluded from this website. Information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, MRED or Houzeo. The use of the MLS GRID Data may be subject to an end user license agreement. Properties displayed may be listed or sold by various participants in the MLS,

Listings courtesy of MRED as distributed by MLS GRID. ©2026 Midwest Real Estate Data LLC. All Rights Reserved

Advertising Broker: Jorge Romero | Realty One Group Inc.