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17 Properties Within 0.5 miles of: 3248 N Oakley, Chicago

3248 N Oakley
Chicago, IL 60618

  • 8 Beds
  • Built In 1916
Price

$1,275,000

Est Payment
$7,784 / month (details)  
Taxes
$14,666  
Beds
8  
Rooms
19  
Type
Two to Four Units  
Sq. Ft.
n/a  
Lot Size
30x120  
Built
1916  
Neighborhood
Roscoe Village  
MLS
#12737803
Status
Active (0 days)

Property 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.

Property Map

Property Details

Utilities

  • Heating Natural Gas, Forced Air
  • Cooling
  • Water Lake Michigan
  • Sewer Public Sewer

Additional Information

Parking
5 Parking Spaces (2 Garage Spaces), Garage Door Opener, Yes, Detached, Garage
Schools
Lake View High School (299), Audubon Elementary School (299), Audubon Elementary School (299)

Payment Calculator

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Principal & Interest
$0
Property Tax
$0
Assessments
$0
Home Insurance
$0
Mortgage Insurance
$0

Listing History

08-19-2026 Listed at $1,275,000
Last Modified 8/20/26 1:42 PM

Nearby Transportation

  • Bus 77 0.1 mi
  • Bus X49 0.1 mi
  • Bus 49 0.1 mi
  • Bus 94 0.4 mi
  • Bus 50 0.4 mi
  • Bus 152 0.4 mi
  • Bus 76 0.6 mi
  • Bus 9 0.9 mi
  • Bus X9 0.9 mi
  • Bus 80 0.9 mi
  • Bus 74 1.1 mi
  • Bus 73 1.1 mi
  • Brown Line 0.7 mi
  • I 90 West 0.8 mi
  • I 94 West 0.8 mi
  • I 90 East 0.8 mi
  • I 94 East 0.8 mi
  • I 290 West 4.5 mi
  • I 290 East 4.6 mi
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