**Exceptional South Shore 3-flat offering immediate rental income, long-term equity potential, and an outstanding opportunity for an investor OR an owner-occupant looking to HOUSE HACK!** Offered at **$550,000**, this well-maintained brick building features **three jumbo approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 full baths total.** Each unit offers large living rooms and bedrooms, formal dining rooms, beautiful hardwood floors and generous layouts that are increasingly difficult to find. The building is fully occupied by established, long-term residents who have demonstrated consistent payment history, currently carry **$0 tenant balances**, and take pride in caring for their homes. Current scheduled rent is **$3,912 per month/$46,944 per year**, giving a buyer income from day one, while **all three tenancies are currently month-to-month**, providing valuable future flexibility subject to applicable tenant rights and notice requirements. For a **first-time buyer or owner-occupant**, this is a compelling house-hacking opportunity: live in one of the three large 3-bedroom/2-bath units when legally available while collecting rent from the other two to help offset the cost of ownership. For an investor, the rental-growth potential is substantial. Current rents remain well below the approximately **$2,037/month average identified by the property's rental comparable analysis for similar 3-bedroom apartments within one mile**; at that benchmark, three units would generate approximately **$6,111/month or $73,332/year**, representing approximately **$2,199/month/$26,388 per year of potential additional gross rental income-about 56% above today's scheduled rent roll-if all three units ultimately achieved that benchmark.** Unit 2 currently rents for **$1,287/month**, and a **CHA rent increase to $2,000/month has already been submitted and is pending approval**, which alone would add **$713/month or $8,556/year** if approved. The building was designed with income-property ownership in mind: **tenants pay their own gas, heat and electricity**, each unit has **separate forced-air heating and individual controls**, and the property includes a **full basement with tenant storage, landlord storage, natural-gas basement heat and coin-laundry facilities as reported in the prior listing.** The full basement's size, ceiling height, layout and access may also offer an exciting opportunity to investigate future additional living/income-producing space or a garden/ADU configuration, **subject to City of Chicago approval, zoning, permits and buyer due diligence.** Outside, the property includes a valuable **owned detached 3-car garage**; the prior listing also reported a newer tear-off roof on the main building with a transferable warranty and a **2020 tear-off garage roof**, which buyers should independently verify. The equity story is equally exciting: comparable-market analysis reviewed during the listing process included renovated multifamily product with finished garden space selling in the **$700,000+ range**. Against the **$550,000 asking price**, that illustrates a **$150,000+ gross valuation spread** and the potential opportunity to build substantial equity through thoughtful improvements, increasing below-market rents and maximizing the property's existing space; comparable properties differ and future value is not guaranteed. Located in **South Shore**, one of Chicago's established lakefront communities, the property offers convenient access to the lakefront, beaches, schools, shopping and the recreational and cultural amenities surrounding the neighborhood. Whether you're a seasoned investor seeking a stabilized building with significant room to increase income, or a **first-time owner-occupant who wants to live in a spacious unit while tenants help pay the mortgage**, this property offers something increasingly difficult to find: **a clean and proven rent roll, $46,944 in current annual
Active
$550,000
7414 S Chappel Ave, Chicago, IL 60649
9beds
--sqft
Multi Family
Built in 1929
-- sqft lot
$542,900 Zestimate®
$--/sqft
$-- HOA
What's special
Generous layoutsWell-maintained brick buildingLandlord storageFormal dining roomsNatural-gas basement heatCoin-laundry facilitiesBeautiful hardwood floors
- 8 days
- 214
- 25
Zillow last checked:
Listing updated:
Listed by:
Michael Applegate 708-743-0043,
Straight-A Realty, LLC,
Brittany Jones,
Straight-A Realty, LLC
Source: MRED as distributed by MLS GRID,MLS#: 12740010
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 9
- Bathrooms: 6
- Full bathrooms: 6
Rooms
- Room types: Enclosed Porch
Heating
- Natural Gas, Forced Air, Sep Heating Systems - 2+, Indv Controls
Features
- Basement: Unfinished,Full
Property
Parking
- Total spaces: 3
- Parking features: Garage, Yes, Garage Owned, Detached
- Garage spaces: 3
Features
- Patio & porch: Porch
Lot
- Size: 4,828 Square Feet
Details
- Additional structures: Storage
- Parcel number: 20252210130000
- Special conditions: None
- Other equipment: Ceiling Fan(s)
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Brick
- Roof: Rubber
Condition
- New construction: No
- Year built: 1929
- Major remodel year: 2018
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: Chicago
Financial & listing details
- Annual tax amount: $6,811
- Date on market: 8/22/2026
- Ownership: Fee Simple
Estimated market value
$542,900
$516,000 - $570,000
$1,719/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/22/2026 | Listed for sale | $550,000+26.4% |
Source: | ||
| 6/14/2021 | Sold | $435,000 |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: South Shore
Nearby schools
Schools provided by the listing agent
- District: 299
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.






