5037 W Winona St Chicago, IL 60630
Jefferson Park NeighborhoodEstimated payment $3,939/month
Highlights
- Property is near park
- 2 Car Detached Garage
- Forced Air Heating System
- Beaubien Elementary School Rated A-
- Enclosed Patio or Porch
- Ceiling Fan
About This Home
Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2 bedrooms and 1 bathroom with hardwood floors throughout, a bright and spacious living room that flows into a separate dining room, and a well-appointed kitchen with an eat-in breakfast area. This unit also includes central heating and air conditioning, providing year-round comfort. The second-floor unit features 1 bedroom and 1 bathroom with 9-foot ceilings. All wood floors throughout the first/Second floor. The layout includes a large living room, separate dining room, and a spacious kitchen with a walk-in pantry, along with a generous bedroom featuring a large walk-in closet. The finished basement offers additional living, recreation, or storage space and includes shared laundry and mechanicals, including the furnace, A/C, and water heater. Basement features full bedroom and bathroom. Significant exterior improvements include a newer roof, windows, siding, 2 car garage, concrete patio, and privacy fence, creating a low-maintenance investment with appealing outdoor space. Located in the heart of Jefferson Park, the property offers exceptional access to transportation and neighborhood amenities, including nearby **CTA Blue Line stations and multiple Metra lines for easy commuting to downtown Chicago. Residents are also within walking distance to everyday conveniences such as Mariano's, Target, and Starbucks, with quick access to Interstate 90 and Interstate 94. Jefferson Park is known for its strong rental demand, neighborhood charm, and unmatched transit connectivity, making this property an excellent choice for investors seeking steady income or buyers looking to live in one unit while generating rental income from the other. Home has a 2 car garage and parking pad next to garage. Fully fenced in yard. Click on 3d tour to walk though unit. 1st floor unit availabe for owner occupancy now. Do not miss this chance to live and have others pay your mortage!
Open House Schedule
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Sunday, August 30, 20263:00 to 4:30 pm8/30/2026 3:00:00 PM +00:008/30/2026 4:30:00 PM +00:00Add to Calendar
Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $9,044
Year Built
- Built in 1917
Lot Details
- Lot Dimensions are 31x126
- Wood Fence
- Paved or Partially Paved Lot
Parking
- 2 Car Detached Garage
- Parking Available
- Garage Door Opener
- Additional Parking
- Parking Included in Price
Home Design
- Asphalt Roof
- Aluminum Siding
- Concrete Perimeter Foundation
Interior Spaces
- Ceiling Fan
- Window Screens
- Carbon Monoxide Detectors
Bedrooms and Bathrooms
- 4 Bedrooms
- 4 Potential Bedrooms
- 3 Bathrooms
Finished Basement
- Basement Fills Entire Space Under The House
- Exterior Basement Entry
- Block Basement Construction
- Basement Storage
Outdoor Features
- Enclosed Patio or Porch
- Exterior Lighting
- Breezeway
Location
- Property is near park
Utilities
- Forced Air Heating System
- Heating System Uses Natural Gas
- Lake Michigan Water
Community Details
- 2 Units
- Forest Glen Subdivision
Map
Home Values in the Area
Average Home Value in this Area
Tax History
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 | $6,756 | $45,000 | $14,000 | $31,000 |
| 2024 | $6,756 | $45,000 | $14,000 | $31,000 |
| 2023 | $5,319 | $32,000 | $11,200 | $20,800 |
| 2022 | $5,319 | $32,000 | $11,200 | $20,800 |
| 2021 | $4,017 | $32,000 | $11,200 | $20,800 |
| 2020 | $4,006 | $24,179 | $5,800 | $18,379 |
| 2019 | $4,145 | $27,477 | $5,800 | $21,677 |
| 2018 | $4,073 | $27,477 | $5,800 | $21,677 |
| 2017 | $4,755 | $32,354 | $5,200 | $27,154 |
| 2016 | $5,105 | $32,354 | $5,200 | $27,154 |
| 2015 | $4,907 | $32,354 | $5,200 | $27,154 |
| 2014 | $4,299 | $27,555 | $4,800 | $22,755 |
| 2013 | $5,015 | $27,555 | $4,800 | $22,755 |
Property History
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 | Prior Sale |
|---|---|---|---|---|---|
| 08/26/2026 08/26/26 | For Sale | $579,999 | +22.1% | -- | |
| 10/21/2022 10/21/22 | Sold | $475,000 | -5.0% | $294 / Sq Ft | View Prior Sale |
| 09/13/2022 09/13/22 | Pending | -- | -- | -- | |
| 08/29/2022 08/29/22 | Price Changed | $499,900 | -2.9% | $310 / Sq Ft | |
| 08/15/2022 08/15/22 | Price Changed | $515,000 | -1.9% | $319 / Sq Ft | |
| 08/01/2022 08/01/22 | For Sale | $525,000 | +34.6% | $325 / Sq Ft | |
| 04/06/2022 04/06/22 | Sold | $390,000 | 0.0% | $241 / Sq Ft | View Prior Sale |
| 02/22/2022 02/22/22 | Pending | -- | -- | -- | |
| 02/22/2022 02/22/22 | For Sale | $390,000 | -- | $241 / Sq Ft |
Purchase History
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 | -- | Fidelity National Title | |
| Warranty Deed | $475,000 | Fidelity National Title | |
| Quit Claim Deed | -- | None Listed On Document | |
| Warranty Deed | $390,000 | -- | |
| Warranty Deed | $390,000 | Stewart Title Company | |
| Trustee Deed | $149,000 | -- |
Mortgage History
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 |
|---|---|---|---|
| Previous Owner | $403,750 | New Conventional | |
| Previous Owner | $292,500 | New Conventional |
Source: Midwest Real Estate Data (MRED)
MLS Number: 12744009
APN: 13094060080000
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All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website.
Listings courtesy of Midwest Real Estate Data (MRED) as distributed by MLS GRID.
Based on information submitted to the MLS GRID
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Ask me questions while you tour the home.