
257 Cross Street Winchester — Photo 1 of 40
$1,050,000
257 Cross Street, Winchester, MA 01890
Winchester, MA 01890
Beds
5
Baths
2.5
SqFt
2,801
Style
Single Family
Built
1960
Situated on a large,10k+ level corner lot with frontage on both Cross Street and Verplast Avenue! The upper 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 first 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!
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Range • Dishwasher • Refrigerator • Freezer
Neighborhood
Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First17 x 15
Flooring - Hardwood, Window(s) - Picture
Dining Room
Lvl First20 x 13
Kitchen
Lvl Main,First18 x 12
Flooring - Hardwood, Dining Area
Family Room
Lvl Basement22 x 20
Master Bedroom
Lvl First14 x 12
Bathroom - Half, Closet, Flooring - Hardwood
Bedroom 2
Lvl First14 x 11
Bedroom 3
Lvl First11 x 11
Closet, Flooring - Hardwood
Bedroom 4
Lvl Basement17 x 11
Closet
Bedroom 5
Lvl Basement14 x 10
Closet
Bathroom 1
Lvl First12 x 7
Bathroom - Full
Bathroom 2
Lvl First5 x 4
Bathroom - Half
Bathroom 3
Lvl Basement9 x 6
Bathroom - Full
Property History
$1,050,000
Sep 2, 2026
MLS® 73571418
$488,000
Jan 19, 2011
MLS® 71176694
$499,990
Jan 8, 2011
MLS® 71176694
$1,800
May 5, 2010
MLS® 71028758
$1,800
Feb 5, 2010
MLS® 71028758
Population
23,406
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$230K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
18.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Middlesex County
2,667 housing units permitted in the last 12 months (-2% vs the prior 12 months) — 1,709 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,801 sq ft principal dwelling). Lot size: 10,365 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Kim Covino & Co. Team
Listing Office: Compass
MLS® Number: 73571418
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