OFF MARKET

Off market may 2022 for $1.9M

$2,169,339

Est. refi paymentEst. refi $1,499/mo

•

3,129

sq ft

6 Chestnut St, Winchester, MA 01890

About this home

TOP LOCATION! 5 bed,3.5 bath home with space and style that will surprise you! Located on one of Winchesters most highly desired streets close to the center, this home has everything todays buyers desire. A welcoming foyer flows into the sunlit formal living room w/wood burning fireplace & adjoining dining room with sliders to patio. The rear of the home features a stunning family room w/ vaulted ceilings, updated kitchen w/gas stove, a center island w/ seating, desk area and 2nd dining area; off the kitchen find a sunroom/ screen porch overlooking the lovely yard; the main floor also offers 2 bedrooms or home offices and a full bath. The second floor boasts 3 generously sized bedrooms, including the primary w/ large walk-in closet and en-suite spa-like bath with high ceilings, oversized shower and radiant floors; a hall bath completes the second floor. The basement has plenty of storage plus a game room/ fitness area that can be finished w/plumbing for add'l bath plus a 2 car garage!

Single-familyProperty Type

1953Year Built

0.3 acresLot Size

$693Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Kim Covino & Co. Team • Compass

Bought with Stephen Thornton • ERA Key Realty Services - Boston

Redfin checked: a few seconds ago

•Source:MLS PIN #72955614

Redfin Estimate

$2,169,339

$269K since sold in May 2022$13K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.1% higher than the average sale price ($1.90M) of 6 comparable homes.

SOLD JUL 30, 2026
$2,255,000
A
4 beds3.5 baths3,494 sq ft
2 York Rd, Winchester, MA 01890
BOUGHT WITH REDFIN JUL 13, 2026
$2,150,000
B
5 beds3 baths3,136 sq ft
22 Hollywood Rd, Winchester, MA 01890
SOLD JUN 1, 2026
$1,607,000
C
4 beds2.5 baths3,298 sq ft
6 Oakland Cir, Winchester, MA 01890
SOLD OCT 23, 2026
$1,800,000
D
4 beds2.5 baths3,126 sq ft
30 Allen Rd, Winchester, MA 01890
BOUGHT WITH REDFIN OCT 20, 2026
$1,750,000
E
5 beds3.5 baths3,180 sq ft
30 Farrow St, Winchester, MA 01890
SOLD MAR 26, 2026
$1,850,000
F
5 beds3.5 baths3,294 sq ft
20 Grove Pl, Winchester, MA 01890

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Sell

$672,827

Est. take-home

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Est. cash available

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Rent

$5,598/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.0%

0.0% MoM

Median sale price

$1.8M

$87K MoM

Avg. days on market

22d

1 days MoM

Recently sold homes

14 MoM

New listings for sale

OPEN SAT, 12PM TO 1PM
$649,000
3 beds1 bath1,422 sq ft
421 Washington St #421, Winchester, MA 01890
OPEN SAT, 12PM TO 1PM
$675,000
3 beds1 bath1,524 sq ft
419 Washington St #419, Winchester, MA 01890
OPEN SAT, 11AM TO 12:30PM
$1,749,000
4 beds2.5 baths3,757 sq ft
85 High St, Winchester, MA 01890
$1,699,000
4 beds2.5 baths2,736 sq ft
3 Sunset Rd, Winchester, MA 01890
OPEN SAT, 11AM TO 12:30PM
$1,049,900
3 beds2 baths1,783 sq ft
28 Olive St, Winchester, MA 01890
$1,450,000
8 beds5 baths6,200 sq ft
67-69 Hemingway St, Winchester, MA 01890
$2,999,000
5 beds4.5 baths4,900 sq ft
5 Forest Cir, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 6 Chestnut St

Date

Event

Price

MLS PIN #72955614

May 5, 2022

Sold

$1,900,000

$607/sq ft

Mar 29, 2022

Contingent

—

Mar 22, 2022

Listed

$1,799,000

$575/sq ft

MLS PIN #30384196

Mar 15, 2000

Sold

$529,000

$169/sq ft

Feb 18, 2000

Listing Removed

—

Feb 8, 2000

Listed

$529,000

$169/sq ft

MLS PIN #50284071

Jul 14, 1995

Sold

$405,000

$129/sq ft

May 23, 1995

Listing Removed

—

May 10, 1995

Listed

$419,000

$134/sq ft

Public Records

Aug 15, 1990

Sold

$370,000

$118/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$21,769 (+2.8%)

$1,230,400 + $734,300

$1,964,700

2025

$21,181 (+3.5%)

$1,195,300 + $714,600

$1,909,900

2023

$20,461 (+6.3%)

$1,160,100 + $663,600

$1,823,700

2022

$19,245 (+6.0%)

$984,300 + $554,100

$1,538,400

2021

$18,160 (+3.6%)

$861,300 + $554,100

$1,415,400

2020

$17,537 (+10.6%)

$861,300 + $554,100

$1,415,400

2019

$15,863 (+2.0%)

$755,800 + $554,100

$1,309,900

2018

$15,557 (+4.9%)

$738,300 + $537,900

$1,276,200

2017

$14,831 (+6.6%)

$702,200 + $505,500

$1,207,700

2016

$13,917 (+3.5%)

$702,200 + $489,300

$1,191,500

2015

$13,451 (+2.8%)

$638,100 + $469,900

$1,108,000

2014

$13,087 (+0.4%)

$580,100 + $453,600

$1,033,700

2013

$13,034 (+6.1%)

$580,100 + $440,600

$1,020,700

2012

$12,280 (+3.7%)

$558,100 + $420,400

$978,500

2011

$11,840 (+4.9%)

$558,100 + $420,400

$978,500

2010

$11,292 (+2.1%)

$568,500 + $412,600

$981,100

2009

$11,057

$568,500 + $412,600

$981,100

Tax history for 6 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2026

$21,769 (+2.8%)

$1,230,400 + $734,300

$1,964,700

2025

$21,181 (+3.5%)

$1,195,300 + $714,600

$1,909,900

2023

$20,461 (+6.3%)

$1,160,100 + $663,600

$1,823,700

2022

$19,245 (+6.0%)

$984,300 + $554,100

$1,538,400

2021

$18,160 (+3.6%)

$861,300 + $554,100

$1,415,400

2020

$17,537 (+10.6%)

$861,300 + $554,100

$1,415,400

2019

$15,863 (+2.0%)

$755,800 + $554,100

$1,309,900

2018

$15,557 (+4.9%)

$738,300 + $537,900

$1,276,200

2017

$14,831 (+6.6%)

$702,200 + $505,500

$1,207,700

2016

$13,917 (+3.5%)

$702,200 + $489,300

$1,191,500

2015

$13,451 (+2.8%)

$638,100 + $469,900

$1,108,000

2014

$13,087 (+0.4%)

$580,100 + $453,600

$1,033,700

2013

$13,034 (+6.1%)

$580,100 + $440,600

$1,020,700

2012

$12,280 (+3.7%)

$558,100 + $420,400

$978,500

2011

$11,840 (+4.9%)

$558,100 + $420,400

$978,500

2010

$11,292 (+2.1%)

$568,500 + $412,600

$981,100

2009

$11,057

$568,500 + $412,600

$981,100

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.3 Acres

Year renovated

—

Sq. Ft.

3,129

Year built

1953

Style

Single Family Residential

County

Middlesex County

APN

2991532S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 5
AttachedGarageYN: Yes
Parking Features: Attached, Under, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 288
Length: 16
Width: 18
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood

Bedroom #2 Information
Area: 187
Length: 17
Width: 11
Level: First
Features: Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood

Bedroom #3 Information
Area: 162
Length: 18
Width: 9
Level: First
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 187
Length: 17
Width: 11
Level: First
Features: Closet,Flooring - Stone/Ceramic Tile

Bedroom #5 Information
Area: 168
Length: 14
Width: 12
Level: First
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 70
Length: 7
Width: 10
Level: First
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 187
Length: 17
Width: 11
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Vaulted Ceiling(s),Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Double Vanity

Bathroom #3 Information
Area: 162
Length: 18
Width: 9
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Living Room Information
Area: 285
Length: 19
Width: 15
Level: First
Features: Flooring - Hardwood

Family Room Information
Area: 255
Length: 15
Width: 17
Level: First
Features: Skylight,Vaulted Ceiling(s),Flooring - Hardwood,French Doors,Open Floorplan

Dining Room Information
Area: 165
Length: 15
Width: 11
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 210
Length: 14
Width: 15
Level: Main,First
Features: Flooring - Hardwood,Dining Area,Kitchen Island,Breakfast Bar / Nook,Open Floorplan,Recessed Lighting,Stainless Steel Appliances,Gas Stove,Lighting - Pendant

Basement Information
Basement: Full

Laundry Information
Laundry Features: Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 9
Door Features: Insulated Doors
Window Features: Insulated Windows, Storm Window(s)
Flooring: Hardwood
Interior Features: Ceiling Fan(s), Bathroom - Half, Sun Room, Game Room, Bathroom

Exterior

Building Information
Building Area (Total): 3,129
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Gray

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed, Screened, Patio
Exterior Features: Porch - Enclosed, Porch - Screened, Patio, Rain Gutters, Sprinkler System

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.3
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $19,245
Tax Year: 2022

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public
Electric: 100 Amp Service, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Main Street to Chestnut
UnparsedAddress: 6 Chestnut Street, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Golf, Medical Facility, Laundromat, Highway Access, Public School, T-Station

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,129
Stories: 2.0
Lot Size: 0.3 acres
Style: Single Family Residential
Year Built: 1953
Year Renovated: —
County: Middlesex County
APN: 2991532S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.4mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.4mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.8mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

53% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winchester, MA • 01890

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.06M – $2.50M

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Home values near 6 Chestnut St

Data from public records.

Address	Redfin Estimate
5 Chestnut Street, Winchester, MA 6 Beds \| 3.5 Baths \| 4611 Sq. Ft.	$2,622,460
15 Chestnut Street, Winchester, MA 4 Beds \| 2.5 Baths \| 3498 Sq. Ft.	$2,518,548

Address	Redfin Estimate
9 Chestnut Street, Winchester, MA 2 Beds \| 1.5 Baths \| 1804 Sq. Ft.	$1,413,362
16 Chestnut Street, Winchester, MA 6 Beds \| 4.5 Baths \| 6100 Sq. Ft.	$3,249,634

Address	Redfin Estimate
11 Chestnut Street, Winchester, MA 3 Beds \| 2 Baths \| 2633 Sq. Ft.	$1,736,398
14 Chestnut Street, Winchester, MA 5 Beds \| 2.5 Baths \| 3480 Sq. Ft.	$2,290,944

Property information provided by MLS PIN when last listed in 2022. This data may not match . Learn more.

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