OFF MARKET

Off market sep 2023 for $1.7M

$2,099,302

•

3,522

sq ft

20 Winslow Rd, Winchester, MA 01890

About this home

Welcome to this captivating residence in a vibrant and highly sought-after neighborhood close to downtown shops and Boston’s Commuter Rail. First and second floor are completely renovated. The inviting living room welcomes you with a cozy gas fireplace, and built-in bookcases. The spacious and light-filled kitchen, features an island, stainless steel appliances, built-in wine fridge and ample storage. The kitchen flows into an open concept dining area, perfect for entertaining. A Sonos Sound System connects to speakers throughout the home. This home offers two primary bedrooms, walk-in closets and en suite bathrooms with Restoration Hardware vanities and heated floors. The flexible lower level presents many possibilities, such as a fourth bedroom, multipurpose room, home office or gym. There is space for a possible 2-car garage. The backyard boasts a 10x16 Reeds Ferry Shed. This home is thoughtfully designed to provide a perfect blend of modern comfort, style, and functionality.

Single-familyProperty Type

1926Year Built

6,695 sq ftLot Size

$596Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Andersen Group Realty • Keller Williams Realty Boston Northwest

Bought with The Shorey Realty Group • Real Broker MA, LLC

Redfin checked: a minute ago

•Source:MLS PIN #73120975

Redfin Estimate

$2,099,302

$374K since sold in September 2023$168K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.8% higher than the average sale price ($1.98M) 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 AUG 12, 2026
$2,350,000
B
4 beds3.5 baths4,403 sq ft
50 Brooks St, Winchester, MA 01890
SOLD AUG 7, 2026
$1,660,000
C
4 beds3.5 baths2,768 sq ft
10 Farrow St, Winchester, MA 01890
SOLD AUG 7, 2026
$1,410,000
D
3 beds3.5 baths2,718 sq ft
20 Saltonstall Rd, Medford, MA 02155
SOLD JAN 9, 2026
$1,930,000
E
4 beds2.5 baths3,658 sq ft
8 Felsdale Close, Winchester, MA 01890
SOLD JUL 21, 2026
$2,300,000
F
5 beds3.5 baths4,744 sq ft
30 Rangeley Rd, Winchester, MA 01890

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Earn from this home

Sell

$691,261

Est. take-home

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Rent

$5,973/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.9% MoM

Median sale price

$1.7M

$39K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

EARLY ACCESS
$2,399,000
4 beds4 baths3,550 sq ft
63 Wedgemere Ave, Winchester, MA 01890
OPEN TODAY, 11AM TO 12:30PM
$899,000
3 beds1 bath1,313 sq ft
39 Henry St, Winchester, MA 01890
$18,000,000
6 beds6.5 baths10,000 sq ft
15 Vinson Cir, Winchester, MA 01890
OPEN TODAY, 1PM TO 2:30PM
$3,299,000
7 beds7.5 baths7,226 sq ft
1 Plymouth Rd, Winchester, MA 01890
OPEN TODAY, 11AM TO 12:30PM
$1,299,000
6 beds2.5 baths3,910 sq ft
8 North Gtwy, Winchester, MA 01890
OPEN TODAY, 12PM TO 1:30PM
$1,529,000
4 beds3.5 baths2,709 sq ft
25 Arlington St, Winchester, MA 01890
EARLY ACCESS
$2,150,000
5 beds4 baths4,063 sq ft
21 Amberwood Dr, Winchester, MA 01890
OPEN TODAY, 11AM TO 12:30PM
$1,950,000
5 beds4 baths3,371 sq ft
26 Mayflower Rd, Winchester, MA 01890
OPEN TODAY, 11AM TO 12:30PM
$1,195,000
3 beds1.5 baths2,239 sq ft
4 Stone Ave, Winchester, MA 01890
OPEN TODAY, 12PM TO 1:30PM
$1,850,000
4 beds2.5 baths3,092 sq ft
1 Overlook Way, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 20 Winslow Rd

Date

Event

Price

MLS PIN #73120975

Sep 27, 2023

Sold

$1,725,000

$490/sq ft

Jul 23, 2023

Contingent

—

Jul 10, 2023

Price Changed

$1,749,000

$497/sq ft

Jun 14, 2023

Price Changed

$1,849,000

$525/sq ft

Jun 6, 2023

Listed

$1,949,000

$553/sq ft

MLS PIN #71119358

Dec 29, 2010

Sold

$597,500

$170/sq ft

Oct 28, 2010

Contingent

—

Oct 11, 2010

Price Changed

$619,000

$176/sq ft

Aug 5, 2010

Listed

$649,000

$184/sq ft

It's the one you have been waiting for! Adorable tudor style home in desirable neighborhood, close to town and train. A much-loved home with beautiful woodwork, wood floors, glass panel doors and many other charming features. Large eat in kitchen with pantry, spacious dining room and inviting living room with fireplace are perfect for your family. Walk out basement with porch to a well- maintained yard, perfect for play or gardens. Such a welcoming home- awaiting your touch!

Year

Property tax

Land + Additions

Assessment*

2026

$18,032 (+1.9%)

$859,200 + $768,200

$1,627,400

2025

$17,703 (+7.1%)

$859,200 + $737,100

$1,596,300

2023

$16,534 (+3.5%)

$797,900 + $688,800

$1,486,700

2022

$15,980 (+1.8%)

$644,400 + $633,000

$1,277,400

2021

$15,700 (+3.5%)

$590,700 + $633,000

$1,223,700

2020

$15,162 (+9.2%)

$590,700 + $633,000

$1,223,700

2019

$13,890 (+17.2%)

$514,000 + $633,000

$1,147,000

2018

$11,851 (+1.8%)

$489,500 + $482,700

$972,200

2017

$11,643 (+6.5%)

$489,500 + $458,600

$948,100

2016

$10,932 (+2.7%)

$489,500 + $446,500

$936,000

2015

$10,648 (+6.2%)

$445,000 + $432,100

$877,100

2014

$10,027 (−10.8%)

$372,100 + $419,900

$792,000

2013

$11,239 (+29.4%)

$372,100 + $508,000

$880,100

2012

$8,685 (+15.3%)

$372,100 + $319,900

$692,000

2011

$7,535 (+4.0%)

$372,100 + $250,600

$622,700

2010

$7,247 (+2.1%)

$379,000 + $250,600

$629,600

2009

$7,096

$379,000 + $250,600

$629,600

Tax history for 20 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2026

$18,032 (+1.9%)

$859,200 + $768,200

$1,627,400

2025

$17,703 (+7.1%)

$859,200 + $737,100

$1,596,300

2023

$16,534 (+3.5%)

$797,900 + $688,800

$1,486,700

2022

$15,980 (+1.8%)

$644,400 + $633,000

$1,277,400

2021

$15,700 (+3.5%)

$590,700 + $633,000

$1,223,700

2020

$15,162 (+9.2%)

$590,700 + $633,000

$1,223,700

2019

$13,890 (+17.2%)

$514,000 + $633,000

$1,147,000

2018

$11,851 (+1.8%)

$489,500 + $482,700

$972,200

2017

$11,643 (+6.5%)

$489,500 + $458,600

$948,100

2016

$10,932 (+2.7%)

$489,500 + $446,500

$936,000

2015

$10,648 (+6.2%)

$445,000 + $432,100

$877,100

2014

$10,027 (−10.8%)

$372,100 + $419,900

$792,000

2013

$11,239 (+29.4%)

$372,100 + $508,000

$880,100

2012

$8,685 (+15.3%)

$372,100 + $319,900

$692,000

2011

$7,535 (+4.0%)

$372,100 + $250,600

$622,700

2010

$7,247 (+2.1%)

$379,000 + $250,600

$629,600

2009

$7,096

$379,000 + $250,600

$629,600

*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

6,534 Sq. Ft.

Year renovated

2011

Sq. Ft.

3,005

Year built

1926

Style

Single Family Residential

County

Middlesex County

APN

1775614S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 2
AttachedGarageYN: Yes
Parking Features: Attached, Heated Garage, Off Street

Interior

Master Bedroom Information
Level: First
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Flooring - Hardwood,Recessed Lighting

Bedroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Vaulted Ceiling(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting

Bedroom #3 Information
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Level: Basement
Features: Walk-In Closet(s),Flooring - Laminate,Recessed Lighting

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 2

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Hardwood

Bathroom #2 Information
Level: First
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Recessed Lighting

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower

Living Room Information
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting

Family Room Information
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Deck - Exterior,Exterior Access,Window Seat

Dining Room Information
Level: First
Features: Flooring - Hardwood,Lighting - Pendant

Kitchen Information
Level: First
Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Kitchen Island,Recessed Lighting,Stainless Steel Appliances,Gas Stove,Lighting - Pendant

Basement Information
Basement: Full, Finished, Garage Access

Laundry Information
Laundry Features: Gas Dryer Hookup, Washer Hookup, In Basement

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

Interior Features
# of Rooms (Total): 6
Window Features: Skylight(s), Insulated Windows
Flooring: Tile, Laminate, Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Lighting - Overhead, Bathroom - Half, Bathroom, Internet Available - Broadband

Exterior

Building Information
Building Area (Total): 3,522
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: Cream

Exterior Features
Fencing: Fenced/Enclosed
Roof: Shingle
Patio And Porch Features: Deck - Wood
Exterior Features: Deck - Wood, Balcony, Storage, Sprinkler System

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat

Lot Information
Lot Size (Acres): 0.15
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $16,534
Tax Year: 2023

Utilities

Utility Information
Utilities: for Gas Range, for Gas Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers, 200+ Amp Service

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

Location

Location Information
Directions: Bacon St to Winslow Rd or Main St to Madison Ave to Winslow Rd
UnparsedAddress: 20 Winslow Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping

Public facts

Beds: 3
Baths: 4.0
Sq. Ft.: 3,005
Stories: 2.0
Lot Size: 6,534 square feet
Style: Single Family Residential
Year Built: 1926
Year Renovated: 2011
County: Middlesex County
APN: 1775614S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: Toto Toilet Seat
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

6/10 Flood Factor

Estimated 51-63% chance 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

50% 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

$2.00M – $2.42M

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Home values near 20 Winslow Rd

Data from public records.

Address	Redfin Estimate
21 Winslow Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2825 Sq. Ft.	$1,854,719
22 Winslow Rd, Winchester, MA 3 Beds \| 1.5 Baths \| 2000 Sq. Ft.	$1,463,090

Address	Redfin Estimate
26 Winslow Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 3059 Sq. Ft.	$1,751,115
18 Winslow Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2603 Sq. Ft.	$1,672,091

Address	Redfin Estimate
24 Winslow Rd, Winchester, MA 4 Beds \| 3.5 Baths \| 3677 Sq. Ft.	$1,777,771
16 Winslow Rd, Winchester, MA 3 Beds \| 3.5 Baths \| 3549 Sq. Ft.	$1,761,105

Property information provided by MLS PIN when last listed in 2023. This data may not match . Learn more.

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