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5136 West Winona StreetChicago, IL 60630Price: $689,000

  • Price: $689,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.37% last updated on May 7, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $689,000List Price
  • 4Bedrooms
  • 2Bathrooms
  • 1914Year Built
  • 1,653Square Feet

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Welcome to 5136 Winona St, an exceptional Chicago bungalow that seamlessly blends timeless character with thoughtful modern updates, ideally positioned on a quiet, tree-lined street in the heart of Jefferson Park. Situated on an extra-wide lot, this residence offers an expansive and highly functional layout across three beautifully finished levels. The main level showcases sun-drenched living and dining spaces, designed for both everyday living and effortless entertaining. The updated kitchen is appointed with stainless steel appliances and flows seamlessly into the heart of the home. Two bedrooms and a well-appointed full bath complete this level, along with a charming enclosed three-season room-perfectly suited for a private office, wellness space, or creative retreat. Upstairs, the second level offers a tranquil escape with an additional bedroom and dedicated office or dormer space, ideal for today's flexible lifestyle. The fully finished basement, renovated in 2021 and featuring rare 10-foot ceilings, delivers an impressive extension of living space. This level includes a generous family room, oversized bedroom with a walk-in closet, and a second full bathroom. Outdoor living is equally compelling, with a fully fenced yard, private patio, expansive side yard, two-car garage, and additional parking pad-an uncommon convenience in the city. Located just moments away from the Jefferson Park Blue Line, Metra, and I-90/94. This home is a commuter's dream. You are within walking distance to local favorites, top-rated schools, and the sprawling greenery of Gladstone and Jefferson Parks. Don't miss out! This home offers the perfect blend of suburban comfort in the city!

Property Details of 5136 West Winona Street

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Listed by Maria Montes De Oca of Keller Williams Premiere Properties

Based on information submitted to MRED  as of May 15, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or MRED.   All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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