3248 N Oakley Avenue, Chicago, IL 60618
Local realty services provided by:Better Homes and Gardens Real Estate Star Homes
3248 N Oakley Avenue,Chicago, IL 60618
$1,275,000
- 8 Beds
- 3 Baths
- - sq. ft.
- Multi-family
- Active
Listed by: cheryl reimer, howard andron
Office: mark allen realty era powered
MLS#:12737803
Source:MLSNI
Price summary
- Price:$1,275,000
About this home
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....
Contact an agent
Home facts
- Year built:1916
- Listing ID #:12737803
- Updated:August 24, 2026 at 12:28 PM
Rooms and interior
- Bedrooms:8
- Total bathrooms:3
- Full bathrooms:3
- Rooms Total:19
- Bathrooms Description:Soaking Tub
- Basement Description:Finished, Full
Heating and cooling
- Heating:Forced Air, Natural Gas
Structure and exterior
- Year built:1916
- Architectural Style:Greystone
Schools
- High school:Lake View High School
- Middle school:Audubon Elementary School
- Elementary school:Audubon Elementary School
Utilities
- Water:Lake Michigan
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,275,000
- Tax amount:$14,666 (2024)
Features and amenities
- Amenities:Ceiling Fan(s)
Parking
- Total parking spaces:5
- Parking description:Detached Garage, Garage
- Garage:Yes
- Garage spaces:2
Copyright 2026 Midwest Real Estate Data LLC. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Midwest Real Estate Data LLC. Listing information is deemed reliable but not guaranteed.New listings near 3248 N Oakley Avenue
- New
$494,900Active1 beds 2 baths1,100 sq. ft.2614 N Clybourn Avenue #106, Chicago, IL 60614
MLS# 12740598Listed by: CHARLES RUTENBERG REALTY OF IL - Open Sat, 12 to 2pmNew
$424,900Active2 beds 2 baths1,200 sq. ft.1966 W Diversey Parkway #2, Chicago, IL 60614
MLS# 12734528Listed by: BAIRD & WARNER - New
$345,000Active5 beds 4 baths2,350 sq. ft.609 E 89th Street, Chicago, IL 60619
MLS# 12735487Listed by: DEI REALTY LLC - New
$3,900,000Active4 beds 5 baths4,000 sq. ft.Address Withheld By Seller, Chicago, IL 60611
MLS# 12737363Listed by: COLDWELL BANKER REALTY - New
$975,000Active4 beds 4 baths2,100 sq. ft.2856 N Burling Street #5, Chicago, IL 60657
MLS# 12738947Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO - New
$299,500Active3 beds 2 baths1,100 sq. ft.3950 N Lake Shore Drive #2202, Chicago, IL 60613
MLS# 12740343Listed by: COMPASS - New
$625,000Active8 beds 2 baths823 S Carpenter Street, Chicago, IL 60607
MLS# 12740513Listed by: BROOKLINE REAL ESTATE LLC - New
$359,999Active4 beds 3 baths1,500 sq. ft.8505 S King Drive, Chicago, IL 60619
MLS# 12740516Listed by: BLUE DOOR DAVE INC - New
$369,900Active4 beds 3 baths1,500 sq. ft.7959 S Michigan Avenue, Chicago, IL 60619
MLS# 12740518Listed by: BLUE DOOR DAVE INC - New
$209,000Active4 beds 2 baths8725 S Constance Avenue, Chicago, IL 60617
MLS# 12740528Listed by: COMPASS
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.