1244 W Oakdale Avenue, Chicago, IL 60657
Local realty services provided by:Better Homes and Gardens Real Estate Star Homes
1244 W Oakdale Avenue,Chicago, IL 60657
$1,595,000
- 7 Beds
- 4 Baths
- - sq. ft.
- Multi-family
- Active
Upcoming open houses
- Sun, Nov 0811:00 am - 01:00 pm
Listed by: cory tanzer, serena phillips
Office: option premier llc.
MLS#:12790591
Source:MLSNI
Price summary
- Price:$1,595,000
About this home
Prime Lakeview 2-Flat with additional non-conforming garden unit in the Heart of Southport Corridor. Rare opportunity to own a beautifully maintained and updated multi-family building offering approximately 2,502 square feet of living space with a total of 8 bedrooms and 4 bathrooms, two car detached garage and rooftop deck. Second floor unit can be converted into a duplex-up (plumbing in place), offering room for equity gain. Central Heat & AC in units, 1 & 2. Garden unit has central heat. Whether you're an investor seeking strong rental potential or an owner-occupant looking to supplement expenses with rental income, this property offers exceptional flexibility in one of Chicago's most desirable neighborhoods. The units blend classic Chicago charm with modern updates, featuring hardwood floors throughout, generous room sizes, high ceilings, and abundant natural light in all units. Kitchens in units 1 & 2 showcase rich custom cabinetry, granite countertops , backsplashes, and ample storage. Spacious living and dining areas provide comfortable everyday living and entertaining. Ground floor common area has a full bath, private sauna, as well as laundry. On a picturesque tree-lined street, this prime Lakeview location places you just steps from the Southport Corridor's renowned restaurants, boutiques, coffee shops, grocery stores, and entertainment. Enjoy easy access to Wrigley Field, parks, Lake Michigan, and CTA Brown, Purple, and Red Line trains, providing a convenient commute throughout the city. Combining timeless character, updated interiors, and an unbeatable location, this property presents a rare opportunity to own a classic Chicago multi-unit with strong income potential and long-term value in the heart of Lakeview....
Contact an agent
Home facts
- Year built:1886
- Listing ID #:12790591
- Updated:November 08, 2026 at 08:41 PM
Rooms and interior
- Bedrooms:7
- Total bathrooms:4
- Full bathrooms:4
- Rooms Total:12
- Bathrooms Description:Whirlpool
- Basement Description:Finished, Full
Heating and cooling
- Heating:Gas
Structure and exterior
- Year built:1886
Schools
- High school:Oak Lawn Comm High School
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,595,000
- Tax amount:$17,077 (2024)
Parking
- Total parking spaces:2
- Parking description:Detached Garage, Garage
- Garage:Yes
- Garage spaces:2
New listings near 1244 W Oakdale Avenue
- Open Sun, 1 to 3pmNew
$350,000Active5 beds 3 baths1,763 sq. ft.1256 S Spaulding Avenue, Chicago, IL 60623
MLS# 12791370Listed by: REAL PEOPLE REALTY - New
$680,000Active7 beds 3 baths5015 W Montrose Avenue, Chicago, IL 60641
MLS# 12799985Listed by: KELLER WILLIAMS INFINITY - New
$725,000Active5 beds 4 baths5811 W Patterson Avenue, Chicago, IL 60634
MLS# 12800736Listed by: CHICAGOLAND BROKERS, INC. - New
$370,000Active2 beds 3 baths1,500 sq. ft.4414 S King Drive, Chicago, IL 60653
MLS# 12796627Listed by: REALTY OF AMERICA, LLC - Open Sun, 1 to 4pmNew
$479,900Active5 beds 3 baths4857 W Warwick Avenue, Chicago, IL 60641
MLS# 12798933Listed by: RE/MAX CITY - New
$174,000Active1 beds 1 baths750 sq. ft.30 E Elm Street #7D, Chicago, IL 60611
MLS# 12803620Listed by: BAIRD & WARNER - New
$315,000Active2 beds 1 baths1259 W Granville Avenue #3, Chicago, IL 60660
MLS# 12803883Listed by: BERKSHIRE HATHAWAY HOMESERVICES CHICAGO - New
$900,000Active8 beds 4 baths3723 N Central Park Avenue, Chicago, IL 60618
MLS# 12803944Listed by: CROSS STREET REAL ESTATE - New
$225,000Active2 beds 1 baths5418 W Windsor Avenue #G, Chicago, IL 60630
MLS# 12804017Listed by: RE/MAX PROPERTIES NORTHWEST - Open Sun, 12 to 2pmNew
$329,000Active5 beds 3 baths1,387 sq. ft.12117 S Yale Avenue, Chicago, IL 60628
MLS# 12804082Listed by: KALE REALTY