
37 Robinhood Road Winchester — Photo 1 of 41
$1,799,000
37 Robinhood Road, Winchester, MA 01890
Winchester, MA 01890
Beds
5
Baths
3
SqFt
3,045
Style
Single Family
Built
1963
Pristine center entrance Colonial in Winchester’s desirable West Side neighborhood. This bright and beautifully maintained home offers a welcoming open concept first floor with spacious living, family, and dining areas, creating an ideal setting for both everyday living and entertaining. The eat-in kitchen features a pantry and flows seamlessly into the main living spaces, with a convenient half bath completing the first level. Upstairs, you’ll find five bedrooms, including a spacious primary suite with a walk-in closet and en-suite bath featuring double vanity sinks. Four additional bedrooms provide exceptional flexibility for family, guests or a home office. The lower level provides wonderful additional living space and tremendous potential, featuring a kitchenette, half bath, and spacious living area. A walkout leads directly to the patio, complete with a hot tub and a private yard. Additional highlights include central air and a 2 car garage. Several recent updates include siding(2024), irrigation(2021), driveway and front steps(2022), patio(2021) and roof(2015) and windows(2013). Easy access to major commuter routes adds to the appeal of this exceptional location, perfect for those seeking a quiet neighborhood with convenient access to everything Winchester has to offer. Don't miss this incredible opportunity!
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
Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator • Washer • Dryer
Neighborhood
Public Transportation • Shopping • Tennis Court(s) • Park • Highway Access
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First14.5 x 11.5
Flooring - Hardwood
Dining Room
Lvl First12.916666666 x 10.916666666
Flooring - Hardwood
Kitchen
Lvl First17.666666666 x 11.083333333
Flooring - Stone/Ceramic Tile, Window(s) - Bay/Bow/Box, Countertops - Stone/Granite/Solid, Cabinets - Upgraded, Recessed Lighting, Gas Stove
Family Room
Lvl First19.416666666 x 12.916666666
Flooring - Hardwood
Primary Bedroom
Lvl Second16.25 x 16
Flooring - Hardwood
Bedroom 2
Lvl Second12.583333333 x 12.333333333
Bedroom 3
Lvl Second14.583333333 x 12.75
Flooring - Hardwood
Bedroom 4
Lvl Second14.583333333 x 10.166666666
Flooring - Hardwood
Bedroom 5
Lvl Second9.75 x 8.25
Flooring - Hardwood
Bathroom 1
Lvl FirstBathroom - Half
Bathroom 2
Lvl SecondBathroom - Full, Bathroom - Double Vanity/Sink
Bathroom 3
Lvl SecondBathroom - Full
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
2,698 housing units permitted in the last 12 months (+3% vs the prior 12 months) — 1,713 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '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 3,045 sq ft principal dwelling). Lot size: 12,036 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: Real Estate Advisors Group
Listing Office: Coldwell Banker Realty - Belmont
MLS® Number: 73580519
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