For sale

$1,050,000

257 Cross St, Winchester, MA 01890

5beds

2,801sqft

$7,125/mo

Get pre-qualified

Single Family Residence

Built in 1960

10,365 Square Feet Lot

$1,032,100 Zestimate^®

$375/sqft

$-- HOA

What's special

Updated kitchenExpansive backyardThree bedroomsAdditional flexible living spaceTwo bedroomsPicture window

Situated on a large,10k+ level corner lot with frontage on both Cross Street and Verplast Avenue! The upper level features a fireplaced living room w picture window, updated kitchen, three bedrooms, 1.5 baths, and a large sunroom overlooking the expansive backyard. The first level offers additional flexible living space with a kitchenette, living area, two bedrooms, laundry, and a full bath, providing great potential for an in-law setup, guest space, home offices, or extended living. The generous lot and existing footprint create an ideal opportunity to modernize the home, expand the living space, or explore future possibilities. Put your personal touch on this home and build some great equity! This property is full of potential and ready for its next chapter!

38 days
1,173
59

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1

Primary bedroom

Features: Bathroom - Half, Closet, Flooring - Hardwood
Level: First
Area: 168
Dimensions: 14 x 12

Bedroom 2

Features: Closet, Flooring - Hardwood
Level: First
Area: 154
Dimensions: 14 x 11

Bedroom 3

Features: Closet, Flooring - Hardwood
Level: First
Area: 121
Dimensions: 11 x 11

Bedroom 4

Features: Closet
Level: Basement
Area: 187
Dimensions: 17 x 11

Bedroom 5

Features: Closet
Level: Basement
Area: 140
Dimensions: 14 x 10

Primary bathroom

Features: No

Bathroom 1

Features: Bathroom - Full
Level: First
Area: 84
Dimensions: 12 x 7

Bathroom 2

Features: Bathroom - Half
Level: First
Area: 20
Dimensions: 5 x 4

Bathroom 3

Features: Bathroom - Full
Level: Basement
Area: 54
Dimensions: 9 x 6

Dining room

Level: First
Area: 260
Dimensions: 20 x 13

Family room

Level: Basement
Area: 440
Dimensions: 22 x 20

Kitchen

Features: Flooring - Hardwood, Dining Area
Level: Main,First
Area: 216
Dimensions: 18 x 12

Living room

Features: Flooring - Hardwood, Window(s) - Picture
Level: First
Area: 255
Dimensions: 17 x 15

Heating

Baseboard, Oil

Cooling

Central Air

Appliances

Included: Range, Dishwasher, Refrigerator, Freezer
Laundry: Washer Hookup, In Basement

Features

Entrance Foyer
Basement: Full,Finished,Walk-Out Access,Interior Entry
Number of fireplaces: 3
Fireplace features: Dining Room, Living Room

Interior area

Total structure area: 2,801
Total interior livable area: 2,801 sqft
Finished area above ground: 1,530
Finished area below ground: 1,271

Property

Parking

Total spaces: 4
Parking features: Off Street
Uncovered spaces: 4

Lot

Size: 10,365 Square Feet
Features: Corner Lot, Level

Details

Parcel number: M:013 B:0137 L:0,898030
Zoning: RG

Construction

Type & style

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

Materials

Foundation: Concrete Perimeter
Roof: Shingle

Condition

Year built: 1960

Utilities & green energy

Sewer: Public Sewer
Water: Public

Community & HOA

Community

Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, Public School, T-Station

HOA

Has HOA: No

Location

Region: Winchester

Financial & listing details

Price per square foot: $375/sqft
Tax assessed value: $888,100
Annual tax amount: $9,849
Date on market: 9/2/2026

Estimated market value

$1,032,100

$980,000 - $1.08M

$4,773/mo

Price history

Date	Event	Price
9/3/2026	Listed for sale	$1,050,000-4.5%$375/sqft
Source: MLS PIN #73571418 Report a problem
8/7/2026	Listing removed	$1,099,000$392/sqft
Source: MLS PIN #73553083 Report a problem
7/22/2026	Listed for sale	$1,099,000+125.2%$392/sqft
Source: MLS PIN #73553083 Report a problem
7/13/2014	Listing removed	$2,800$1/sqft
Source: RE/MAX Leading Edge #71698158 Report a problem
6/13/2014	Listed for rent	$2,800$1/sqft
Source: RE/MAX Leading Edge #71698158 Report a problem
9/21/2013	Listing removed	$2,800$1/sqft
Source: RE/MAX LEADING EDGE Report a problem
8/22/2013	Listed for rent	$2,800$1/sqft
Source: RE/MAX LEADING EDGE #71572712 Report a problem
5/4/2011	Sold	$488,000-2.4%$174/sqft
Source: Public Record Report a problem
1/12/2011	Price change	$499,990-8.3%$179/sqft
Source: Paul Mydelski #71176694 Report a problem
10/30/2010	Listed for sale	$545,000$195/sqft
Source: Fitkova Realty Group #71107734 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$9,849 -1.8%	$888,100 +0.3%
2024	$10,032 +5%	$885,400 +9.4%
2023	$9,553 +7.4%	$809,600 +13.9%
2022	$8,892 +2.8%	$710,800 +5.4%
2021	$8,653 +3.6%	$674,400
2020	$8,356 +32.2%	$674,400 +29.2%
2019	$6,321 +1.6%	$522,000 +2.3%
2018	$6,223 -0.7%	$510,500 0%
2017	$6,270 +8.2%	$510,600 +2.9%
2016	$5,794 +1.1%	$496,100 +5.1%
2015	$5,729 +7.2%	$471,900 +11.8%
2014	$5,343 +9.4%	$422,000 +10.4%
2013	$4,882 +1.8%	$382,300
2012	$4,798 +3.7%	$382,300
2011	$4,626 +1.1%	$382,300 -3.8%
2010	$4,574 +2.1%	$397,400
2009	$4,479 +4.3%	$397,400 -2.2%
2008	$4,294 -3%	$406,200 -5.2%
2007	$4,426 +1.7%	$428,500 +2.1%
2006	$4,350 +3.2%	$419,500 +3.7%
2005	$4,215 +9.7%	$404,500 +19.9%
2004	$3,841 +2.3%	$337,500 +2.3%
2003	$3,753 +11%	$329,800 +7.8%
2002	$3,382 +26.3%	$305,800 +48.7%
2000	$2,677 -5.6%	$205,600 +6.1%
1999	$2,836	$193,700