Active
2 Days on market
37 Robinhood Road Winchester — Photo 1 of 41

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

This Property
Size (SqFt) →Price →
This Property$591/sqft
Local Avg (Winchester)$542/sqft
9% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.

Property Details

Financials

Original Price$1,799,000
Annual Taxes$17,853.2

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms10
Fireplaces2
FlooringTile, Hardwood
BasementFull, Finished, Walk-Out Access, Interior Entry

Climate & Utilities

HeatingBaseboard, Natural Gas, Fireplace
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningRes

Property & Lot

Acres0.28
SqFt Lot12,036
Lot FeaturesGentle Sloping

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

Second
Primary BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenFamily RoomBathroom 1
Living Room
Lvl First

14.5 x 11.5

Flooring - Hardwood

Dining Room
Lvl First

12.916666666 x 10.916666666

Flooring - Hardwood

Kitchen
Lvl First

17.666666666 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 First

19.416666666 x 12.916666666

Flooring - Hardwood

Primary Bedroom
Lvl Second

16.25 x 16

Flooring - Hardwood

Bedroom 2
Lvl Second

12.583333333 x 12.333333333

Bedroom 3
Lvl Second

14.583333333 x 12.75

Flooring - Hardwood

Bedroom 4
Lvl Second

14.583333333 x 10.166666666

Flooring - Hardwood

Bedroom 5
Lvl Second

9.75 x 8.25

Flooring - Hardwood

Bathroom 1
Lvl First

Bathroom - Half

Bathroom 2
Lvl Second

Bathroom - Full, Bathroom - Double Vanity/Sink

Bathroom 3
Lvl Second

Bathroom - 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 Provided By

Listing Agent: Real Estate Advisors Group

Listing Office: Coldwell Banker Realty - Belmont

MLS® Number: 73580519

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