5319 S Maryland Avenue
Chicago, IL, 60615
$975,000
12 Beds
7 Baths
0 SqFt
0 Acres
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$975,000
5319 S Maryland Avenue
Chicago, IL, 60615
MLS #MRD12544884 image #0MLS #MRD12544884 image #1MLS #MRD12544884 image #2MLS #MRD12544884 image #3MLS #MRD12544884 image #4MLS #MRD12544884 image #5MLS #MRD12544884 image #6MLS #MRD12544884 image #7MLS #MRD12544884 image #8MLS #MRD12544884 image #9MLS #MRD12544884 image #10MLS #MRD12544884 image #11MLS #MRD12544884 image #12MLS #MRD12544884 image #13MLS #MRD12544884 image #14MLS #MRD12544884 image #15MLS #MRD12544884 image #16MLS #MRD12544884 image #17MLS #MRD12544884 image #18MLS #MRD12544884 image #19MLS #MRD12544884 image #20MLS #MRD12544884 image #21MLS #MRD12544884 image #22MLS #MRD12544884 image #23MLS #MRD12544884 image #24MLS #MRD12544884 image #25MLS #MRD12544884 image #26MLS #MRD12544884 image #27MLS #MRD12544884 image #28MLS #MRD12544884 image #29MLS #MRD12544884 image #30MLS #MRD12544884 image #31MLS #MRD12544884 image #32MLS #MRD12544884 image #33MLS #MRD12544884 image #34MLS #MRD12544884 image #35MLS #MRD12544884 image #36MLS #MRD12544884 image #37MLS #MRD12544884 image #38MLS #MRD12544884 image #39MLS #MRD12544884 image #40MLS #MRD12544884 image #41
Meticulously maintained 3-unit solid Greystone on an oversized 50′ x 120′ lot with a 4 car detached garage and recently refurbished rear decks. This property combines classic architecture with modern upgrades and strong investment potential. Each unit gets truly amazing light through oversized windows and 4 direction exposures. Steps to CTA Express bus downtown, DuSable Lake Shore Drive, Kenwood High School, Lab Schools, Whole Foods, Starbucks, ‘Downtown Hyde Park’ shopping/ dining, and University of Chicago Medical complex. This absolutely massive 3-unit property features: 12 total Bedrooms. 7 total baths. Huge rear decks. 4- car detached brick garage. Lush perennial side and rear gardens. Original hardwood floors. Units 2 and 3 feature 4- bedrooms, 2- baths, and double parlors. Unit 1 (owners unit) features 3- bedrooms, 2- baths and connects with a separate studio garden unit via a private interior stair. All units have formal dining rooms Additional features: Original millwork. Pocket doors. Working transoms. Major upgrades include: Three furnaces (oldest 2021, serviced annually). Two of the three water heaters replaced in 2022-2023. Parapet walls refurbished (2022 & 2024). Roof resurfaced & silver-coated (2024). Sewer lines cleaned & epoxy-coated (50-year transferable warranty, 2021). 17 of the double-pane windows replaced (2024). Owner’s Unit: New washer/dryer, newer stove & refrigerator (2023). Garden Unit: Private side entrance via new, secure storm door, Full bath with deep soaker spa tub, offering excellent in- law arrangement or short-term rental potential (Airbnb-ready). Tenant Amenities: New coin-operated laundry in basement. Each unit pays its own utilities. Located in the sought-after Kenwood/Hyde Park- steps from the University of Chicago, lakefront trails, parks, dining, and cultural landmarks. Perfect for owner-occupant or investor seeking turnkey income and long-term durability. Please check out the 3 virtual tours!

Property Details

Price:
$975,000
MLS #:
MRD12544884
Status:
Active
Beds:
12
Baths:
7
Type:
Multi Family
Neighborhood:
chihydepark
Listed Date:
Jan 14, 2026
ColonialChi – Hyde ParkChihydepark

Schools

School District:
299

Interior

Heating
Natural Gas

Exterior

Architectural Style
Colonial
Community Features
Curbs, Sidewalks, Street Lights, Street Paved
Construction Materials
Brick, Limestone
Other Structures
Garage(s)
Parking Features
Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
4

Financial

Tax Year
2023
Taxes
$14,610
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Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

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Current real estate data for Multi Family in Chicago as of Jan 16, 2026
1,210
Multi Family Listed
92
Avg DOM
$458,218
Avg List Price

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Property Summary

    5319 S Maryland Avenue Chicago IL is a Multi Family for sale in Chicago, IL, 60615. It is listed for $975,000 To schedule a showing of MLS#mrd12544884 at 5319 S Maryland Avenue in Chicago, IL, contact your Compass / The Debra Dobbs Group agent at 3123074909.
5319 S Maryland Avenue
Chicago, IL