37 Robinhood Road, Winchester MA 01890

Winchester, MA 01890
$1,799,000
Est. $10,784/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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5
Beds
3
Baths
3,045
Sq Ft
$591
Price/Sq Ft
0.28
Acres
1963
Year Built
2
Garage Spaces
4 hours 50 minutes
Time on Market
For Sale Listed Sep 21, 2026 • MLS# 73580519 Copied! • Updated Sep 21, 2026

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About this home

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!

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Recently Sold Nearby

Property History

Market Insights

58.4%
Price Range
1
Previous Sales

Property Timeline

🏠
Listed for Sale
Sep 21, 2026
$1,799,000
Original listing
Agent: Real Estate Advisors Group Office: Coldwell Banker Realty - Belmont
Previous Transaction - MLS #71043799
Full transaction history available when tracking began
🏷️
Previously Sold
Jul 15, 2010
$748,000
MLS #71043799

Tax History

Year Taxes Assessment
2026 $17,853 $1,611,300

Financial Details

Annual Property Tax
$17,853
Tax Year 2026
Assessed Value
$1,611,300

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1963
Living Area 3,045 sq ft
Lot Size 0.28 acres
Bedrooms 5
Full Baths 2
Half Baths 2
Total Rooms 10

Interior

Heating Baseboard, Natural Gas, Fireplace
Cooling Central Air
Flooring Tile, Hardwood
Appliances Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Fireplace Family Room
Fireplaces 2
Basement Full, Finished, Walk-out Access, Interior Entry
Laundry In Basement
Features Bathroom - Half, Kitchen, Game Room, Bathroom

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Patio, Hot Tub/spa, Sprinkler System
Pool None
Spa Private
Fencing None
Patio/Porch Patio
Garage Spaces 2
Has Garage Yes
Features Attached, Paved Drive, Off Street, Driveway, Paved
Total Spaces 6
Electric Circuit Breakers, 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range
Annual Tax $17,853
Assessed Value $1,611,300
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures 5th Bedroom Is Being Used As A Walk In Closet.
Exclusions Basement Freezer.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Middlesex

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1963
Bedrooms
5
Full Bathrooms
2
Half Bathrooms
2
Living Area
3,045 sq ft
Total Rooms
10

Floor Layout

Interior Features

Flooring: Tile, Hardwood
Appliances: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Interior Features: Bathroom - Half, Kitchen, Game Room, Bathroom
Windows:
Basement: Full, Finished, Walk-Out Access, Interior Entry
Laundry: In Basement
Security:

Construction & Materials

Style: Colonial
Year Built: 1963
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Baseboard, Natural Gas, Fireplace
Heating Zones: 3
Cooling: Central Air
Cooling Zones: 2
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Patio, Hot Tub/Spa, Sprinkler System
Patio & Porch: Patio
Fencing:
Other Structures:
Lot Features: Gentle Sloping
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 6
Parking Features: Attached, Paved Drive, Off Street, Driveway, Paved

Special Features

Fireplaces: 2
Fireplace Type: Family Room
Spa/Hot Tub: Yes
Spa Features: Private
Community Amenities: Public Transportation, Shopping, Tennis Court(s), Park, Highway Access
School District
Winchester School District local
A+
School Safety 2024-25
0.1% Very Low (Safest)
0.1% Suspensions 0.1% In-School
5.4% below state avg
E

Elementary Schools

3 schools
A+
Ambrose Elementary School
0.3 mi | #13 of 825 | Score: 65.8
Improved 34 spots from last year
+7.6 above state avg
377 students Moderate
Rising School Strong Attendance
Grades K-05
A+
Vinson-Owen Elementary School
0.8 mi | #46 of 825 | Score: 62.7
Improved 106 spots from last year
+4.5 above state avg
387 students Diverse
Rising School Strong Attendance
Grades PK-05
A+
Lynch Elementary School
0.9 mi | #87 of 825 | Score: 59.9
Dropped 5 spots from last year
+1.7 above state avg
472 students Diverse
Diverse Student Body Strong Attendance
Grades PK-05
M

Middle Schools

3 schools
A+
McCall Middle School
1.2 mi | #15 of 352 | Score: 62.8
Dropped 2 spots from last year
+4.6 above state avg
1,053 students Diverse
Strong Attendance
Grades 06-08
C+
Daniel L Joyce Middle School
2.1 mi | #218 of 352 | Score: 39.3
Dropped 15 spots from last year
-18.9 below state avg
434 students Diverse
Strong Attendance
Grades 06-08
A+
Ottoson Middle School
2.1 mi | #4 of 352 | Score: 65.7
Improved 13 spots from last year
+7.5 above state avg
977 students Diverse
Strong Attendance
Grades 07-08
H

High Schools

3 schools
A+
Winchester High School
1.4 mi | #16 of 346 | Score: 74.0
Improved 19 spots from last year
+15.8 above state avg
1,418 students Diverse
20 sports • 2,818 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
Lexington Christian Academy
2.0 mi
Grades 06-12
A-
Medford High School
2.2 mi | #93 of 346 | Score: 61.4
Improved 25 spots from last year
+3.2 above state avg
1,210 students Diverse
19 sports • 1,212 athletes
Strong AP Program High Graduation Rate Rising School Career Tech Programs
Grades PK-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,488
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

37 Robinhood Road, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent Real Estate Advisors Group
Listing Office Coldwell Banker Realty - Belmont
Office Phone 617-484-5300
Agent MLS ID TM359123
Office MLS ID AN6190
Listing Data Updated Sep 21, 2026 7:20 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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