$1,799,000
37 Robinhood Road
Winchester, MA, 01890
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!
Property Details
Price:
$1,799,000
MLS #:
73580519
Status:
Active
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Sep 21, 2026
Finished Sq Ft:
3,045
Total Sq Ft:
3,045
Lot Size:
12,036 sqft / 0.28 acres (approx)
Year Built:
1963
Schools
Elementary School:
Vinson Owen
Middle School:
Mccall Middle School
High School:
Winchester High School
Interior
Above Grade Finished Area
2269
Appliances
Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Bathrooms
2 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
776
Cooling
Central Air
Fireplaces Total
2
Flooring
Tile, Hardwood
Heating
Baseboard, Natural Gas, Fireplace
Interior Features
Bathroom – Half, Kitchen, Game Room, Bathroom
Laundry Features
In Basement
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Highway Access
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Hot Tub/Spa, Sprinkler System
Garage Spaces
2
Lot Features
Gentle Sloping
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Attached, Paved Drive, Off Street, Driveway, Paved
Parking Spots
6
Parking Total
6
Patio And Porch Features
Patio
Roof
Shingle
Spa Features
Private
Financial
Tax Year
2026
Taxes
$17,853
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Winchester as of Sep 22, 2026
61
Single Family Listed
61
Avg DOM
561
Avg $ / SqFt
$1,942,929
Avg List Price
Community
- Address37 Robinhood Road Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 37 Robinhood Road Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,799,000 and features 5 beds, 3 baths, and has approximately 3,045 square feet of living space, and was originally constructed in 1963. The current price per square foot is $591. The average price per square foot for Single Family listings in Winchester is $561. The average listing price for Single Family in Winchester is $1,942,929. To schedule a showing of MLS#73580519 at 37 Robinhood Road in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Coldwell Banker Realty – Belmont. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
37 Robinhood Road
Winchester, MA











































