Chicago real estate development

Building Chicago,
one block at a time.

Winchester Realty & Holdings — Management & development, made simple.

See our projects Work with WRH
Headquarters
Chicago, IL
Focus
Residential development
Services
Development & management
Projects

Coming soon.

Our first Chicago developments are in the works. Leave your email and we'll let you know when they launch.

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Our software

We built the tool we underwrite with.

Prop-Folio is a separate app made by the WRH team — available to every investor.

Prop-Folio A separate product · prop-folio.app

Every offer
starts here.

Know if a deal works before you make the offer — right from your phone.

  • PropScore — a 1–5 rating weighted by your strategy
  • Live rent comps matched to the unit
  • Renovation estimator across 12 categories
  • Buy & Hold
  • BRRRR
  • Fix & Flip
  • Short-Term Rental
Visit prop-folio.app Free to start · iOS · App screen shown is a sample
Contact

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