Pending

Price cut: $50K (8/5)

$1,125,000

38 Robinhood Rd, Winchester, MA 01890

3beds

1,736sqft

$6,956/mo

Get pre-qualified

Single Family Residence

Built in 1956

0.26 Acres Lot

$1,094,500 Zestimate^®

$648/sqft

$-- HOA

What's special

Fireplaced family roomLaundry areaEat-in kitchenOpen dining areaHardwood floorsThree bedroomsFilled with warmth

Lovingly maintained by the same family for more than 50 years, 38 Robinhood is filled with warmth and ready for its next chapter. This versatile home offers a flexible layout with a fireplaced family room, playroom, bedroom, or home office on the entry level, along with a half bath, laundry area, and direct access to the two-car garage. Upstairs, the sun-drenched living room flows into the open dining area with direct access to the oversized screened porch—perfect for relaxing or entertaining. The eat-in kitchen provides access to the patio and backyard, ideal for summer cookouts. The top floor also features three bedrooms with hardwood floors, a full bath, and a half bath. Conveniently located with easy access to all that Winchester has to offer, this cherished home is not to be missed.

73 days
823
22

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 3
Full bathrooms: 1
1/2 bathrooms: 2

Primary bedroom

Features: Flooring - Hardwood
Level: Second
Area: 154
Dimensions: 14 x 11

Bedroom 2

Features: Flooring - Hardwood
Level: Second
Area: 121
Dimensions: 11 x 11

Bedroom 3

Features: Flooring - Hardwood
Level: Second
Area: 120
Dimensions: 12 x 10

Primary bathroom

Features: No

Bathroom 1

Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower
Level: Second
Area: 45
Dimensions: 9 x 5

Bathroom 2

Features: Bathroom - Half
Level: Second
Area: 24
Dimensions: 6 x 4

Bathroom 3

Features: Bathroom - Half
Level: First
Area: 42
Dimensions: 7 x 6

Dining room

Features: Flooring - Hardwood, Deck - Exterior
Level: Second
Area: 132
Dimensions: 12 x 11

Family room

Features: Flooring - Wall to Wall Carpet
Level: First
Area: 210
Dimensions: 21 x 10

Kitchen

Features: Flooring - Vinyl, Exterior Access
Level: Main,Second
Area: 143
Dimensions: 13 x 11

Living room

Features: Flooring - Hardwood, Window(s) - Picture
Level: Second
Area: 231
Dimensions: 21 x 11

Heating

Baseboard, Oil

Cooling

Window Unit(s)

Appliances

Included: Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Laundry: First Floor, Electric Dryer Hookup, Washer Hookup

Features

Play Room
Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Garage Access
Number of fireplaces: 2
Fireplace features: Family Room, Living Room

Interior area

Total structure area: 1,736
Total interior livable area: 1,736 sqft
Finished area above ground: 1,736

Property

Parking

Total spaces: 6
Parking features: Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved
Attached garage spaces: 2
Uncovered spaces: 4

Features

Patio & porch: Screened, Patio
Exterior features: Porch - Screened, Patio, Rain Gutters, Professional Landscaping

Lot

Size: 0.26 Acres
Features: Sloped

Details

Parcel number: M:021 B:0307 L:0,900431
Zoning: RDB

Construction

Type & style

Home type: SingleFamily
Architectural style: Raised Ranch
Property subtype: Single Family Residence

Materials

Foundation: Concrete Perimeter
Roof: Shingle

Condition

Year built: 1956

Utilities & green energy

Electric: Circuit Breakers
Sewer: Public Sewer
Water: Public
Utilities for property: for Electric Oven, for Electric Dryer, Washer Hookup

Community & HOA

Community

Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station

HOA

Has HOA: No

Location

Region: Winchester

Financial & listing details

Price per square foot: $648/sqft
Tax assessed value: $1,292,800
Annual tax amount: $14,337
Date on market: 6/18/2026
Exclusions: Mirrored Closets On Entry Level Floor, Washer/Dryer And All Window Ac Units Are Staying As Gifts.

Estimated market value

$1,094,500

$1.04M - $1.15M

$4,686/mo

Price history

Date	Event	Price
8/18/2026	Pending sale	$1,125,000$648/sqft
Source: MLS PIN #73537786 Report a problem
8/12/2026	Contingent	$1,125,000$648/sqft
Source: MLS PIN #73537786 Report a problem
8/5/2026	Price change	$1,125,000-4.3%$648/sqft
Source: MLS PIN #73537786 Report a problem
7/15/2026	Price change	$1,175,000-4.1%$677/sqft
Source: MLS PIN #73537786 Report a problem
6/17/2026	Listed for sale	$1,225,000$706/sqft
Source: MLS PIN #73537786 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$14,337 +3.4%	$1,292,800 +5.7%
2024	$13,862 +13%	$1,223,500 +17.7%
2023	$12,264 -1.9%	$1,039,300 +4%
2022	$12,497 +12.9%	$999,000 +15.8%
2021	$11,072 +7.8%	$863,000 +4.1%
2020	$10,271 +6.7%	$829,000 +4.3%
2019	$9,626 +2.3%	$794,900 +3%
2018	$9,412 +9.8%	$772,100 +10.6%
2017	$8,570 +5.1%	$697,900
2016	$8,151 +10.6%	$697,900 +15%
2015	$7,369 -1.8%	$607,000 +2.4%
2014	$7,501 +5.9%	$592,500 +6.9%
2013	$7,080 +1.8%	$554,400
2012	$6,958 +3.7%	$554,400
2011	$6,708 +0.1%	$554,400 -4.7%
2010	$6,699 +2.1%	$582,000
2009	$6,559 +3.3%	$582,000 -3.1%
2008	$6,349 +7.1%	$600,700 +4.7%
2007	$5,929 +2.6%	$574,000 +3%
2006	$5,781 +4.6%	$557,500 +5.1%
2005	$5,529 +3.1%	$530,600 +12.6%
2004	$5,365 +2.1%	$471,400 +2.1%
2003	$5,256 +12.1%	$461,900 +9%
2002	$4,688 +17.4%	$423,900 +38.6%
2000	$3,993 -5.6%	$305,800 +5.8%
1999	$4,229	$288,900