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Listing provided courtesy of Redfin CorporationMREDMLS# 12683557MLS Provider
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Classic Chicago charm meets an unbeatable Rogers Park location at 7529 N. Winchester. This handsome brick two-flat sits on an oversized lot and offers spacious layouts filled with vintage character, hardwood floors, and abundant natural light. A full basement provides additional living and storage space, while the detached garage and expansive backyard offer endless possibilities for entertaining, gardening, or relaxing outdoors. Nestled on a quiet tree-lined street, you'll enjoy easy access to parks, beaches, restaurants, shopping, and public transportation. Just minutes from Loyola University, downtown Evanston, and Lake Michigan, this is a fantastic opportunity for owner-occupants and investors alike. Experience the best of city living in one of Chicago's most vibrant and diverse neighborhoods. Roof (2021), Windows (2018), Back Porch Siding (2026), HWH (2022).

Source: MRED, MLS#: 12683557

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  • Property Type
    Residential Income
  • Lot
    0.12 acres

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Owning this Home

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

Life at 7529 N Winchester Avenue

Schools


School data courtesy of LiveBy, Inc.
Ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating. The schools displayed on this website are for informational purposes only and may not represent a complete or up-to-date list. School assignments are subject to change and should be verified directly with the local school district. Please contact the appropriate school district to confirm school zoning and enrollment eligibility for this property.

History

Date Event Value Agent
6/25/2026Source: MRED Added to Database
June 25, 2026