
Active
50 Middlesex Street #50
Winchester, MA 01890
Residential · Active · MLS #73546074
Listing Courtesy of Keller Williams Realty Evolution | The North Star Group
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MLS PIN data
About this home
Completely renovated from top to bottom, this brand-new 2-bedroom, 2-bath condo offers the privacy and feel of a single-family home in one of Winchester's most desirable neighborhoods. Tucked away on a quiet, tree-lined street just moments from vibrant downtown, this home features its own private entrance, driveway, and backyard. Inside, enjoy white oak hardwood floors, a stunning chef's kitchen with quartz countertops and full-height backsplash, Bosch stainless steel appliances, and beautifully designed baths with custom tile and premium Kohler fixtures. Additional upgrades include a new roof, central A/C and heat, recessed lighting, and all-new systems throughout. Winchester is renowned for its award-winning schools, charming New England downtown filled with shops, restaurants, and cafés, easy commuter rail access to Boston, and convenient proximity to major highways—offering the perfect blend of suburban tranquility and city convenience.
Property information
Details at a glance
Interior
- Rooms
- 7
- Heating
- Central, Natural Gas, Hydro Air, ENERGY STAR Qualified Equipment
- Cooling
- Central Air, ENERGY STAR Qualified Equipment
- Flooring
- Tile, Hardwood, Stone / Slate
Building
- Style
- Condominium
- Year built
- 1920
- Parking
- 2
- Roof
- Rubber, Asphalt/Composition Shingles
Land & utilities
- Lot size
- 0.16 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- Res
Financial
- Assessment year
- 2026
- HOA fee
- 81.2
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
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Comparable sales
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8-10 Fordham St. #1

61 North Street #1
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Local market context
How this home compares in Winchester
Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.
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About 50 Middlesex Street #50
Can I schedule a private showing?
Yes. Request a tour of 50 Middlesex Street #50 and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.




