Seller's Agent in 2026
Lori Wyatt
Real Estate Growth Partners
(312) 656-9999
1 in this area
73 Total Sales
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
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
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
Cloud Gate Realty LLC
(773) 791-9219
4 in this area
334 Total Sales
Source: Midwest Real Estate Data (MRED)
MLS Number: 12581608
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