OFF MARKET

Off Market Oct 2018 for $950K

$1,562,943

Est. refi paymentEst. refi $1,850/mo

•

2,166

sq ft

23 Kenwin Rd, Winchester, MA 01890

About this home

New for the fall market! A classic center-entrance colonial with all the charm and space that you are looking for! Pristine hardwood floors throughout the entire house and four bedrooms including a large kitchen make this property warm and spacious! The first floor features unusually high ceilings with a large front-to-back living room, including fireplace and a french door out to a secluded screen porch. A beautiful dining room and large eat-in kitchen with steps to the large yard are perfect for entertaining. Four bedrooms on the second floor with full bath and access to a walk up attic provide ample space for family and storage. The basement is ready for finishing, with great ceiling height, another bathroom and walk out to the driveway. Private yard with lots of room for play and gardening. School and park/playground at the end of the street, Walk or bike about a mile on the new Tri Community bike path to Winchester Center, less than half mile to Fells and about 1.5 miles to Rt 93.

Single-familyProperty Type

1925Year Built

0.28 acresLot Size

$722Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Karen Garrett • Better Homes and Gardens Real Estate - The Shanahan Group

Bought with Dara Singleton • Better Homes and Gardens Real Estate - The Shanahan Group

Redfin checked: a minute ago

•Source:MLS PIN #72394133

Redfin Estimate

$1,562,943

$613K since sold in October 2018$5,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.9% higher than the average sale price ($1.37M) of 6 comparable homes.

SOLD MAY 29, 2026
$1,250,000
A
4 beds2 baths2,046 sq ft
87 Wendell St, Winchester, MA 01890
SOLD MAY 28, 2026
$1,330,000
B
3 beds1.5 baths2,222 sq ft
1 Orient St, Winchester, MA 01890
SOLD JUL 6, 2026
$1,620,000
C
4 beds2.5 baths2,233 sq ft
10 Bonad Rd, Winchester, MA 01890
SOLD OCT 3, 2025
$1,280,000
D
4 beds1.5 baths1,900 sq ft
162 Forest St, Winchester, MA 01890
SOLD AUG 14, 2026
$1,325,000
E
3 beds1.5 baths2,006 sq ft
3 Chesterford Ter, Winchester, MA 01890
SOLD DEC 1, 2025
$1,425,000
F
4 beds2 baths1,755 sq ft
102 Hillcrest Pkwy, Winchester, MA 01890

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Earn from this home

Sell

$845,484

Est. take-home

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Refinance

Est. cash available

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Rent

$5,546/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.1%

+0.0% MoM

Median sale price

$1.4M

$57K MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

14 MoM

New listings for sale

OPEN THU, 5PM TO 6:30PM
$1,699,000
5 beds3.5 baths3,180 sq ft
30 Farrow St, Winchester, MA 01890
$1,098,000
3 beds1.5 baths1,657 sq ft
17 Russell Rd, Winchester, MA 01890
$1,999,000
4 beds2.5 baths3,757 sq ft
85 High St, Winchester, MA 01890
EARLY ACCESS
Unknown
3 beds3 baths5,127 sq ft
187 High St, Winchester, MA 01890
$949,999
4 beds2 baths2,326 sq ft
96 Loring Ave, Winchester, MA 01890
$3,199,000
5 beds4.5 baths5,406 sq ft
10 Rangeley Rd, Winchester, MA 01890
OPEN SAT, 12PM TO 1:30PM
$3,295,000
6 beds6.5 baths6,100 sq ft
2 Atherton Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 23 Kenwin Rd

Year

Property tax

Land + Additions

Assessment*

2025

$17,036 (+29.8%)

$797,300 + $738,900

$1,536,200

2024

$13,129 (+3.8%)

$693,300 + $465,500

$1,158,800

2023

$12,653 (+6.7%)

$693,300 + $465,500

$1,158,800

2022

$11,854 (+3.2%)

$571,900 + $375,700

$947,600

2021

$11,491 (+3.6%)

$519,900 + $375,700

$895,600

2020

$11,096 (+17.6%)

$519,900 + $375,700

$895,600

2019

$9,436 (+3.4%)

$438,500 + $340,700

$779,200

2018

$9,124 (+7.6%)

$417,700 + $330,800

$748,500

2017

$8,481 (+9.6%)

$379,600 + $311,000

$690,600

2016

$7,738 (+2.8%)

$361,400 + $301,100

$662,500

2015

$7,528 (+2.4%)

$328,400 + $291,700

$620,100

2014

$7,350 (+2.9%)

$299,000 + $281,600

$580,600

2013

$7,146 (+1.8%)

$286,000 + $273,600

$559,600

2012

$7,023 (+3.7%)

$286,000 + $273,600

$559,600

2011

$6,771 (+3.2%)

$286,000 + $273,600

$559,600

2010

$6,561 (+2.1%)

$296,400 + $273,600

$570,000

2009

$6,424

$296,400 + $273,600

$570,000

Tax history for 23 Kenwin Rd

Year

Property tax

Land + Additions

Assessment*

2025

$17,036 (+29.8%)

$797,300 + $738,900

$1,536,200

2024

$13,129 (+3.8%)

$693,300 + $465,500

$1,158,800

2023

$12,653 (+6.7%)

$693,300 + $465,500

$1,158,800

2022

$11,854 (+3.2%)

$571,900 + $375,700

$947,600

2021

$11,491 (+3.6%)

$519,900 + $375,700

$895,600

2020

$11,096 (+17.6%)

$519,900 + $375,700

$895,600

2019

$9,436 (+3.4%)

$438,500 + $340,700

$779,200

2018

$9,124 (+7.6%)

$417,700 + $330,800

$748,500

2017

$8,481 (+9.6%)

$379,600 + $311,000

$690,600

2016

$7,738 (+2.8%)

$361,400 + $301,100

$662,500

2015

$7,528 (+2.4%)

$328,400 + $291,700

$620,100

2014

$7,350 (+2.9%)

$299,000 + $281,600

$580,600

2013

$7,146 (+1.8%)

$286,000 + $273,600

$559,600

2012

$7,023 (+3.7%)

$286,000 + $273,600

$559,600

2011

$6,771 (+3.2%)

$286,000 + $273,600

$559,600

2010

$6,561 (+2.1%)

$296,400 + $273,600

$570,000

2009

$6,424

$296,400 + $273,600

$570,000

*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

0.28 Acres

Year renovated

2024

Sq. Ft.

3,334

Year built

1925

Style

Single Family Residential

County

Middlesex County

APN

3384990S

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: 4
Parking Features: Detached, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 182
Length: 14
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #2 Information
Area: 99
Length: 11
Width: 9
Level: Second
Features: Flooring - Hardwood,Attic Access

Bedroom #3 Information
Area: 156
Length: 12
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 108
Length: 9
Width: 12
Level: Second
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 1
# of Bathrooms (Half): 1

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: Second
Features: Bathroom - Full

Bathroom #3 Information
Level: Basement
Features: Bathroom - Full

Living Room Information
Area: 325
Length: 13
Width: 25
Level: First
Features: Flooring - Hardwood

Dining Room Information
Area: 156
Length: 13
Width: 12
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 204
Length: 12
Width: 17
Level: First
Features: Flooring - Hardwood,Exterior Access

Basement Information
Basement: Full, Walk-Out Access, Unfinished

Laundry Information
Laundry Features: In Basement

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

Interior Features
# of Rooms (Total): 7
Door Features: French Doors
Flooring: Hardwood
Interior Features: Sun Room, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 2,166
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: Screened
Exterior Features: Porch - Screened, Professional Landscaping

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.28
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $9,124
Tax Year: 2018

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Heating: Hot Water, Natural Gas

Location

Location Information
Directions: Washington St or Highland Ave to Kenwin Rd
UnparsedAddress: 23 Kenwin Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Tennis Court(s), Park, Walk/Jog Trails, Bike Path, Conservation Area, Public School

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,334
Stories: 2.0
Lot Size: 0.28 acres
Style: Single Family Residential
Year Built: 1925
Year Renovated: 2024
County: Middlesex County
APN: 3384990S

Home facts updated by county records on Jul 29, 2026

Other

Listing Information
StandardStatus: Closed

Around this home

Schools
Places
Transit

Muraco Elementary School

Public K-5 • Assigned • 0.4mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.1mi

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

3/10 Fire Factor

0.15% chance of being 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

58% chance of strong winds in next 30 years

3/10 Air Factor

2 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

$1.49M – $1.80M

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Home values near 23 Kenwin Rd

Data from public records.

Address	Redfin Estimate
35 Kenwin Road, Winchester, MA 3 Beds \| 1.5 Baths \| 1922 Sq. Ft.	$1,293,010
27 Kenwin Road, Winchester, MA 3 Beds \| 1.5 Baths \| 1399 Sq. Ft.	$1,379,313

Address	Redfin Estimate
33 Kenwin Road, Winchester, MA 3 Beds \| 2 Baths \| 1864 Sq. Ft.	$1,412,683
21 Kenwin Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2679 Sq. Ft.	$1,505,641

Address	Redfin Estimate
29 Kenwin Road, Winchester, MA 4 Beds \| 2 Baths \| 2132 Sq. Ft.	$1,491,450
19 Kenwin Road, Winchester, MA 3 Beds \| 2 Baths \| 1875 Sq. Ft.	$1,446,926

Property information provided by MLS PIN when last listed in 2018. This data may not match . Learn more.

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