Richard Lomax
Fulton Grace Realty
(312) 376-3268
79 Total Sales
1 in Back of the Yards
$430,000 Price
Exceptional Investment Opportunity! Welcome to 5419 S Hermitage Avenue - a solid, income-generating two-flat with tremendous upside potential. Built in 1918 and brimming with classic Chicago character, this approximately 3,000 sq. ft. multi-family property sits on a 3,750 sq. ft. lot and delivers both immediate cash flow and long-term value. The main structure features two well-appointed residential units, each offering 3 bedrooms and 1 bathroom. A third unfinished unit presents a rare value-add opportunity: bring your vision and unlock additional rental revenue or create a private owner's suite below grade. Area residents enjoy a commuter-friendly lifestyle with the Orange Line just 5 minutes away and easy access to Ashland and Halsted corridors for north-south travel throughout the city. The flat terrain and dedicated bike lanes make cycling a breeze, while multiple shopping centers, parks - including Gage Park, Ogden Park, and McKinley Park - and restaurants are all within easy reach. Lake Michigan is just 5 miles away, and Chicago Midway International Airport is a quick 4.7-mile drive. Rear parking with private driveway Proven rental market in a neighborhood on the rise Minutes to public transit, major expressways, and the University of Chicago Whether you're a first-time investor, a seasoned landlord, or a savvy house-hacker, 5419 S Hermitage Ave offers the flexibility, space, and upside to make it work for you.
Last Agent to Sell the Property
Real Estate Growth Partners License #471010153 Listed on: 03/02/2026
Richard Lomax
Fulton Grace Realty
(312) 376-3268
79 Total Sales
1 in Back of the Yards
$430,000 Price
Evan Peng
Landmark Property Group Realty, LLC
(877) 589-9448
158 Total Sales
1 in Back of the Yards
$155,000 Price
Victoria Waliczek
Coldwell Banker Realty
(312) 386-5117
123 Total Sales
1 in Back of the Yards
$97,000 Price
Victor Senteno
Senteno Real Estate LLC
(773) 902-0547
104 Total Sales
1 in Back of the Yards
$170,000 Price
Omar Sanchez
Habloft LLC
(866) 758-0745
55 Total Sales
1 in Back of the Yards
$105,000 Price
Reginald Patterson
eXp Realty
(773) 830-6144
102 Total Sales
1 in Back of the Yards
$67,000 Price
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | -- | None Listed On Document | |
| Warranty Deed | $2,292,000 | None Listed On Document | |
| Sheriffs Deed | $36,000 | None Available | |
| Deed | $290,000 | Chicago Title Land Trust Co | |
| Deed | -- | Chicago Title Land Trust Co | |
| Legal Action Court Order | $32,000 | None Available | |
| Warranty Deed | $305,000 | Multiple | |
| Warranty Deed | $105,000 | -- | |
| Interfamily Deed Transfer | -- | -- | |
| Interfamily Deed Transfer | -- | -- | |
| Warranty Deed | $37,000 | -- | |
| Sheriffs Deed | -- | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,557,750 | New Conventional | |
| Previous Owner | $284,747 | FHA | |
| Previous Owner | $289,750 | Unknown | |
| Previous Owner | $94,500 | Commercial |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 07/01/2026 07/01/26 | Sold | $250,000 | -5.3% | -- |
| 04/07/2026 04/07/26 | Pending | -- | -- | -- |
| 03/20/2026 03/20/26 | Price Changed | $264,000 | -0.4% | -- |
| 03/02/2026 03/02/26 | For Sale | $265,000 | -- | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $1,977 | $20,610 | $1,125 | $19,485 |
| 2024 | $1,977 | $20,610 | $1,125 | $19,485 |
| 2023 | $1,927 | $9,370 | $2,438 | $6,932 |
| 2022 | $1,927 | $9,370 | $2,438 | $6,932 |
| 2021 | $2,212 | $10,999 | $2,437 | $8,562 |
| 2020 | $1,833 | $8,228 | $2,437 | $5,791 |
| 2019 | $1,900 | $9,458 | $2,437 | $7,021 |
| 2018 | $1,868 | $9,458 | $2,437 | $7,021 |
| 2017 | $4,373 | $20,313 | $2,250 | $18,063 |
| 2016 | $4,068 | $20,313 | $2,250 | $18,063 |
| 2015 | $3,722 | $20,313 | $2,250 | $18,063 |
| 2014 | $5,120 | $27,594 | $2,062 | $25,532 |
| 2013 | $5,019 | $27,594 | $2,062 | $25,532 |
Seller's Agent in 2026
Lori Wyatt
Real Estate Growth Partners
(312) 656-9999
1 in this area
73 Total Sales
Buyer's Agent in 2026
JC Gonzalez
eXp Realty
(773) 791-9219
4 in this area
338 Total Sales
Source: Midwest Real Estate Data (MRED)
MLS Number: 12581608
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