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Description
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 and hardwood floors currently under the carpet. 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 newer mechanicals, including the furnace, A/C, and water heater. Significant exterior improvements include a newer roof, windows, siding, 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.
Property Highlights
Property Type: Multi Unit - Multiple
General Information
Bedrooms: 3
Bathrooms: 3
County: Cook
Subdivision: Forest Glen
Listed By:
Option Premier LLC
312-500-5808
MRED MLS
MLS ID: 12584323
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5037 W Winona Street , Chicago, IL 60630.
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| Loan Type | 30 Year Fixed | FHA 30 Year Fixed | 15 Year Fixed |
| Purchase Price | $599,999 | $599,999 | $599,999 |
| Down Payment | $120,000 | $21,000 | $150,000 |
| Monthly Mortgage Amount | $2,801 | $3,438 | $3,647 |
| Taxes | $835 | $835 | $835 |
| Insurance | $100 | $100 | $100 |
| HOA/Dues/Fees | $0 | $0 | $0 |
| Monthly Mortage Insurance | $0 | $264 | $0 |
| Monthly Estimated Total | $3,811 | $4,712 | $4,657 |
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All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/10/2026. The listing information on this page last changed on 03/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/10/2026 1:01:15 AM EST) or MRED MLS (last updated Tue 03/10/2026 12:53:54 AM EST) or SCWMLS (last updated Mon 03/09/2026 11:54:54 PM EST) or Rockford Board of Realtors (NWIAR) (last updated Mon 03/09/2026 10:16:42 PM EST) or Cedar Rapids MLS (last updated Mon 03/09/2026 10:44:24 PM EST) or NEIRBR MLS (last updated Tue 03/10/2026 12:58:49 AM EST) or ICAAR MLS (last updated Mon 03/09/2026 11:37:35 PM EST) or ECIMLS (last updated Mon 03/09/2026 11:44:26 PM EST) or RMLSA (last updated Tue 03/10/2026 12:51:04 AM EST) or Muscatine MLS (last updated Tue 03/10/2026 1:00:31 AM EST) or No Coast MLS (last updated Tue 03/10/2026 12:44:28 AM EST). Real estate listings held by brokerage firms other than Ruhl&Ruhl Realtors may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Based on information submitted to the MLS GRID. 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.
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