Sold Jun 10, 2026$1,000,000
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Active
257 Cross Street
Winchester, MA 01890
Offered at$1,050,000
Residential · Active · MLS #73571418
Listing Courtesy of Compass | Kim Covino & Co. Team
5Bedrooms
3Bathrooms
2,801Square feet
1960Year built
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MLS PIN data
About this home
Situated on a large,10k+ level corner lot with frontage on both Cross Street and Verplast Avenue! The main level features a fireplaced living room w picture window, updated kitchen, three bedrooms, 1.5 baths, and a large sunroom overlooking the expansive backyard. The lower level offers additional flexible living space with a kitchenette, living area, two bedrooms, laundry, and a full bath, providing great potential for an in-law setup, guest space, home offices, or extended living. The generous lot and existing footprint create an ideal opportunity to modernize the home, expand the living space, or explore future possibilities. Put your personal touch on this home and build some great equity! This property is full of potential and ready for its next chapter!
Property information
Details at a glance
Interior
- Rooms
- 10
- Heating
- Baseboard, Oil
- Cooling
- Central Air
- Fireplaces
- 3
Building
- Style
- Single Family Residence
- Year built
- 1960
- Parking
- 4
- Foundation
- Concrete Perimeter
- Roof
- Shingle
Land & utilities
- Lot size
- 0.24 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- RG
Financial
- Annual taxes
- $9,849
- Assessment year
- 2025
Listing history
Price and status timeline
- Sld
$499,990 · Sold $488,000 · Jan 8, 2011
- Exp
$1,800 · Feb 5, 2010
Property value estimate
An informed starting point
Automated estimates are not appraisals or guarantees of market value.
Comparable sales
Recent properties for context
Sold Jul 8, 2026$950,000
47 Brook Drive
Photo insights
Condition signals
Overall presentationabove average
Generated from listing photography; not a substitute for an inspection.
Local market context
How this home compares in Winchester
MetricThis propertyWinchester
List price$1,050,000$1,549,00032% below local
Price / sq ft$375$56534% below local
Days on market15198% below local
Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.
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Common questions
About 257 Cross Street
Can I schedule a private showing?
Yes. Request a tour of 257 Cross Street 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.