OFF MARKET

Off Market Jul 2019 for $1.4M

$2,063,605

Est. refi paymentEst. refi $3,847/mo

•

2,995

sq ft

27 York Rd, Winchester, MA 01890

About this home

Welcome to 27 York Road. This stately brick center-entrance Colonial is located on a quiet cul-de-sac in a great neighborhood within walking distance to commuter rail. Expanded and renovated to perfection with a large cooks kitchen and expansive family room. Sun-filled kitchen boasts a large granite island, SS appliances, Sub-zero fridge/ Wolf 5 burner cook-top/GenAir wall oven/ Uline double mini-fridge along with cherry custom cabinets and granite countertops. The family room is open and airy with soaring ceilings and large windows. French doors open to a private bluestone patio and a large, level fenced-in yard, professionally landscaped--perfect for entertaining. The addition flows beautifully to include a front-to-back fireplaced living room with built-ins, a large sunroom/den, dining room, laundry rm, and 1/2 bath complete the 1st flr. 2nd floor offers 4 corner bedrooms with 2 full baths. Large unfinished lower-level awaits your custom touches, room to expand! Ambrose School.

Single-familyProperty Type

1946Year Built

0.32 acresLot Size

$689Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Leigh Ventura • Coldwell Banker Residential Brokerage - Winchester

Bought with Leigh Ventura • Coldwell Banker Residential Brokerage - Winchester

Redfin checked: a minute ago

•Source:MLS PIN #72494469

Redfin Estimate

$2,063,605

$597K since sold in July 2019$0 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.3% higher than the average sale price ($1.74M) 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
SOLD JUN 1, 2026
$1,607,000
B
4 beds2.5 baths3,298 sq ft
6 Oakland Cir, Winchester, MA 01890
SOLD DEC 1, 2025
$1,627,000
C
4 beds2.5 baths3,279 sq ft
73 Grove St, Winchester, MA 01890
SOLD MAR 25, 2026
$1,470,000
D
3 beds2.5 baths2,370 sq ft
2 Canterbury Rd, Winchester, MA 01890
BOUGHT WITH REDFIN JUL 13, 2026
$2,150,000
E
5 beds3 baths3,136 sq ft
22 Hollywood Rd, Winchester, MA 01890
SOLD NOV 20, 2025
$1,355,000
F
4 beds2.5 baths2,865 sq ft
4 Sargent Rd, Winchester, MA 01890

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Earn from this home

Sell

$957,333

Est. take-home

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Refinance

Est. cash available

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Rent

$6,080/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.9%

0.2% MoM

Median sale price

$1.6M

$175K MoM

Avg. days on market

19d

0 days MoM

Recently sold homes

17 MoM

New listings for sale

OPEN FRI, 11AM TO 12PM
$1,299,000
4 beds1.5 baths3,307 sq ft
253 Pond St, Winchester, MA 01890
OPEN SAT, 1:30PM TO 3:30PM
$2,995,000
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8 Priscilla Ln, Winchester, MA 01890
NEW 13 HRS AGO
$3,149,000
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37 Mayflower Rd, Winchester, MA 01890
OPEN FRI, 11AM TO 12PM
$1,650,000
5 beds3.5 baths3,722 sq ft
117 Highland, Winchester, MA 01890
OPEN FRI, 11AM TO 12PM
$975,000
4 beds3 baths2,475 sq ft
199 Washington St #199, Winchester, MA 01890
OPEN TODAY, 5:30PM TO 6:30PM
$2,249,000
5 beds3.5 baths4,368 sq ft
11 Locke St, Winchester, MA 01890
OPEN TODAY, 5PM TO 6:30PM
$2,199,000
4 beds3.5 baths3,570 sq ft
19 Hancock St, Winchester, MA 01890
OPEN TODAY, 4:30PM TO 6PM
$1,749,000
5 beds3.5 baths3,508 sq ft
17 Churchill Rd, Winchester, MA 01890
OPEN SAT, 11:30AM TO 12:30PM
$675,000
2 beds1.5 baths1,190 sq ft
60 Lake St Unit E, Winchester, MA 01890
NEW 1 DAY AGO
$1,679,900
3 beds2 baths2,483 sq ft
5 Willowdale Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 27 York Rd

Date

Event

Price

MLS PIN #72494469

Jul 2, 2019

Sold

$1,467,000

$490/sq ft

May 16, 2019

Pending

—

May 6, 2019

Listed

$1,365,000

$456/sq ft

MLS PIN #30379890

Jun 15, 2000

Sold

$650,000

$217/sq ft

Mar 3, 2000

Listing Removed

—

Jan 19, 2000

Listed

$678,000

$226/sq ft

Public Records

Aug 2, 1977

Sold

$81,000

$27/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$21,450 (+12.2%)

$896,200 + $1,038,000

$1,934,200

2023

$19,123 (+5.4%)

$824,500 + $967,800

$1,792,300

2022

$18,137 (+4.0%)

$627,400 + $822,400

$1,449,800

2021

$17,433 (+11.8%)

$537,700 + $821,100

$1,358,800

2020

$15,599 (+15.6%)

$537,700 + $721,300

$1,259,000

2019

$13,499 (+4.7%)

$501,900 + $612,800

$1,114,700

2018

$12,892 (+2.5%)

$461,600 + $596,000

$1,057,600

2017

$12,572 (+6.9%)

$461,600 + $562,200

$1,023,800

2016

$11,762 (+4.4%)

$461,600 + $545,400

$1,007,000

2015

$11,261 (−0.5%)

$402,400 + $525,200

$927,600

2014

$11,314 (+4.9%)

$385,400 + $508,300

$893,700

2013

$10,782 (+1.8%)

$349,500 + $494,800

$844,300

2012

$10,596 (+3.7%)

$349,500 + $494,800

$844,300

2011

$10,216 (+6.4%)

$349,500 + $494,800

$844,300

2010

$9,604 (+2.1%)

$349,000 + $485,400

$834,400

2009

$9,404

$349,000 + $485,400

$834,400

Tax history for 27 York Rd

Year

Property tax

Land + Additions

Assessment*

2025

$21,450 (+12.2%)

$896,200 + $1,038,000

$1,934,200

2023

$19,123 (+5.4%)

$824,500 + $967,800

$1,792,300

2022

$18,137 (+4.0%)

$627,400 + $822,400

$1,449,800

2021

$17,433 (+11.8%)

$537,700 + $821,100

$1,358,800

2020

$15,599 (+15.6%)

$537,700 + $721,300

$1,259,000

2019

$13,499 (+4.7%)

$501,900 + $612,800

$1,114,700

2018

$12,892 (+2.5%)

$461,600 + $596,000

$1,057,600

2017

$12,572 (+6.9%)

$461,600 + $562,200

$1,023,800

2016

$11,762 (+4.4%)

$461,600 + $545,400

$1,007,000

2015

$11,261 (−0.5%)

$402,400 + $525,200

$927,600

2014

$11,314 (+4.9%)

$385,400 + $508,300

$893,700

2013

$10,782 (+1.8%)

$349,500 + $494,800

$844,300

2012

$10,596 (+3.7%)

$349,500 + $494,800

$844,300

2011

$10,216 (+6.4%)

$349,500 + $494,800

$844,300

2010

$9,604 (+2.1%)

$349,000 + $485,400

$834,400

2009

$9,404

$349,000 + $485,400

$834,400

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.32 Acres

Year renovated

—

Sq. Ft.

4,607

Year built

1946

Style

Single Family Residential

County

Middlesex County

APN

3321752S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 30, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 195
Length: 15
Width: 13
Level: Second

Bedroom #2 Information
Area: 154
Length: 14
Width: 11
Level: Second

Bedroom #3 Information
Area: 180
Length: 15
Width: 12
Level: Second

Bedroom #4 Information
Area: 143
Length: 13
Width: 11
Level: Second

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 2

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: Second

Bathroom #3 Information
Level: Second

Living Room Information
Area: 338
Length: 26
Width: 13
Level: First

Family Room Information
Area: 315
Length: 21
Width: 15
Level: First

Dining Room Information
Area: 156
Length: 13
Width: 12
Level: First

Kitchen Information
Area: 357
Length: 21
Width: 17
Level: First

Basement Information
Basement: Full, Walk-Out Access, Interior Entry, Garage Access, Sump Pump, Unfinished

Laundry Information
Laundry Features: First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 9
Door Features: Insulated Doors, French Doors
Window Features: Insulated Windows, Storm Window(s)
Flooring: Tile
Interior Features: Den, Bonus Room, Wired for Sound

Exterior

Building Information
Building Area (Total): 2,995
Foundation Details: Concrete Perimeter
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Actual
Color: Brick

Exterior Features
Fencing: Fenced/Enclosed
Roof: Shingle
Patio And Porch Features: Porch
Exterior Features: Porch, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.32
Lot Features: Level
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $13,499
Tax Year: 2019

Utilities

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

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

Location

Location Information
Directions: Grove St to Sussex to York
UnparsedAddress: 27 York Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 4,607
Stories: 2.0
Lot Size: 0.32 acres
Style: Single Family Residential
Year Built: 1946
Year Renovated: —
County: Middlesex County
APN: 3321752S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 4

Listing Information
StandardStatus: Closed

Around this home

Schools

Ambrose Elementary School

Public K-5 • Assigned • 1.0mi

10/10

McCall Middle School

Public 6-8 • Assigned • 1.0mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.4mi

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 98° expected this year, 15 days in 30 years

6/10 Wind Factor

51% 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

$1.96M – $2.37M

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Home values near 27 York Rd

Data from public records.

Address	Redfin Estimate
20 York Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 3095 Sq. Ft.	$1,661,145
29 York Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 3862 Sq. Ft.	$1,938,195

Address	Redfin Estimate
25 York Rd, Winchester, MA 3 Beds \| 2 Baths \| 2898 Sq. Ft.	$1,425,689
30 York Rd, Winchester, MA - Beds \| - Baths \| - Sq. Ft.	$1,448,064

Address	Redfin Estimate
31 York Rd, Winchester, MA 4 Beds \| 4.5 Baths \| 6206 Sq. Ft.	$2,931,000
24 York Rd, Winchester, MA 4 Beds \| 3 Baths \| 3344 Sq. Ft.	$1,771,651

Property information provided by MLS PIN when last listed in 2019. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01890, MA

Sale history for 27 York Rd

Tax history for 27 York Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01890

Home values near 27 York Rd

More real estate resources