BOUGHT WITH REDFIN JUN 29, 2017

Off market jun 2017 for $798K

$1,360,993

Est. refi paymentEst. refi $3,566/mo

•

2,175

sq ft

25 Chesterford Rd, Winchester, MA 01890

About this home

Looking to move to Winchester & to have a private backyard? This exquisite home set back on a corner lot has everything you’ve been looking for! From the minute you walk into this charming residence, you will instantly feel welcomed with the spacious living room & grand fireplace. The 1st floor has a spectacular flow from the living room into the updated kitchen; featuring a gas stove, recessed lighting & wonderful dining area. Just steps from the kitchen you will find a full bath & large bedroom perfect for an in-law suite. The 2nd floor offers 3 bedrooms, stunning hardwood floors, vaulted ceilings, full bath, custom shelving & extra storage. The finished lower level contains a grand playroom & mudroom which leads out to the circular driveway fitting 6+ cars. Escape to the oasis in the backyard featuring a patio & fenced in yard w/ plenty of space & privacy. Don’t miss this charming house within walking distance to Lynch Elementary School & just minutes from downtown Winchester!

Single-familyProperty Type

1940Year Built

9,545 sq ftLot Size

$626Est. Price/Sq.Ft.

6 spacesParking

Listed by Andersen Group Realty • RE/MAX Leading Edge

Bought with Sandra Rosen • Redfin Corp.

Redfin checked: 4 minutes ago

•Source:MLS PIN #72171134

Redfin Estimate

$1,360,993

$563K since sold in June 2017$3,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.7% higher than the average sale price ($1.08M) of 6 comparable homes.

SOLD SEP 16, 2026
$815,000
A
3 beds2 baths2,137 sq ft
31 Day Cir, Woburn, MA 01801
SOLD AUG 14, 2026
$1,325,000
B
3 beds1.5 baths2,006 sq ft
3 Chesterford Ter, Winchester, MA 01890
SOLD SEP 29, 2026
$800,000
C
4 beds2 baths2,016 sq ft
2 Sonrel St, Woburn, MA 01801
SOLD BY REDFIN JUN 5, 2026
$1,020,000
D
5 beds2 baths2,331 sq ft
149 Horn Pond Brook Rd, Winchester, MA 01890
SOLD SEP 18, 2026
$1,035,000
E
4 beds1.5 baths1,777 sq ft
46 Clark St, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
F
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890

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Sell

$779,542

Est. take-home

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Est. cash available

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Rent

$4,553/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

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OPEN TODAY, 12PM TO 1:30PM
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7 beds7.5 baths7,226 sq ft
1 Plymouth Rd, Winchester, MA 01890
OPEN TODAY, 11AM TO 12:30PM
$1,299,000
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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 SUN, 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
$700,000
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See all

Provided by Redfin

Redfin agents who toured

Well appointed Tudor style home in move in condition. Gleaming hardwood floors, beamed ceiling and fabulous fireplace in the living room. Renovated kitchen, first floor bedroom suite. The bedrooms are well sized with an especially large master...
10 years ago• May not reflect the current state of the home
Carol Stevenson
Redfin Associate agent

Sale history for 25 Chesterford Rd

Date

Event

Price

MLS PIN #72171134

Jun 29, 2017

Sold

$798,000

$367/sq ft

Jun 4, 2017

Pending

—

May 26, 2017

Listed

$789,000

$363/sq ft

MLS PIN #71545578

Sep 20, 2013

Sold

$731,000

$336/sq ft

Jul 3, 2013

Contingent

—

Jun 21, 2013

Listed

$699,900

$322/sq ft

MLS PIN #70557062

Jun 29, 2007

Sold

$571,900

$263/sq ft

Jun 19, 2007

Listing Removed

—

Jun 19, 2007

Listed

$579,900

$267/sq ft

Move right in this updated mint condition Tudor home located near Horn Pond walking trails! Inside you will love the newer kitchen and dining area that opens onto the brick back patio in the fenced backyard. Keep cool all summer long with your central AC and store your all your furs and woolies in 2 large cedar closets. There's even a separate fenced area for your dogs! Such a pretty house inside and out!

MLS PIN #30534151

Mar 1, 2002

Sold

$440,000

$202/sq ft

Jan 11, 2002

Listing Removed

—

Aug 20, 2001

Listed

$449,000

$206/sq ft

Public Records

Apr 30, 1992

Sold

$260,000

$120/sq ft

Public Records

Sep 28, 1990

Sold

$138,500

$64/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$13,880 (+0.9%)

$869,300 + $383,400

$1,252,700

2025

$13,756 (+10.1%)

$869,300 + $371,100

$1,240,400

2023

$12,493 (+0.2%)

$807,200 + $370,600

$1,177,800

2022

$12,469 (+9.4%)

$652,000 + $344,700

$996,700

2021

$11,393 (+7.3%)

$543,300 + $344,700

$888,000

2020

$10,618 (+10.3%)

$512,300 + $344,700

$857,000

2019

$9,626 (+7.0%)

$450,200 + $344,700

$794,900

2018

$8,999 (+5.8%)

$424,600 + $313,600

$738,200

2017

$8,504 (+6.7%)

$399,700 + $292,800

$692,500

2016

$7,967 (+3.6%)

$399,700 + $282,400

$682,100

2015

$7,687 (+17.2%)

$363,300 + $269,900

$633,200

2014

$6,560 (+0.4%)

$302,700 + $215,500

$518,200

2013

$6,533 (+1.7%)

$302,700 + $208,900

$511,600

2012

$6,421 (+3.7%)

$302,700 + $208,900

$511,600

2011

$6,190 (+0.2%)

$302,700 + $208,900

$511,600

2010

$6,176 (−1.0%)

$324,400 + $212,200

$536,600

2009

$6,240

$341,500 + $212,200

$553,700

Tax history for 25 Chesterford Rd

Year

Property tax

Land + Additions

Assessment*

2026

$13,880 (+0.9%)

$869,300 + $383,400

$1,252,700

2025

$13,756 (+10.1%)

$869,300 + $371,100

$1,240,400

2023

$12,493 (+0.2%)

$807,200 + $370,600

$1,177,800

2022

$12,469 (+9.4%)

$652,000 + $344,700

$996,700

2021

$11,393 (+7.3%)

$543,300 + $344,700

$888,000

2020

$10,618 (+10.3%)

$512,300 + $344,700

$857,000

2019

$9,626 (+7.0%)

$450,200 + $344,700

$794,900

2018

$8,999 (+5.8%)

$424,600 + $313,600

$738,200

2017

$8,504 (+6.7%)

$399,700 + $292,800

$692,500

2016

$7,967 (+3.6%)

$399,700 + $282,400

$682,100

2015

$7,687 (+17.2%)

$363,300 + $269,900

$633,200

2014

$6,560 (+0.4%)

$302,700 + $215,500

$518,200

2013

$6,533 (+1.7%)

$302,700 + $208,900

$511,600

2012

$6,421 (+3.7%)

$302,700 + $208,900

$511,600

2011

$6,190 (+0.2%)

$302,700 + $208,900

$511,600

2010

$6,176 (−1.0%)

$324,400 + $212,200

$536,600

2009

$6,240

$341,500 + $212,200

$553,700

*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

9,583 Sq. Ft.

Year renovated

—

Sq. Ft.

2,279

Year built

1940

Style

Single Family Residential

County

Middlesex County

APN

3791790S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 6
Parking Features: Paved Drive, Off Street, Paved

Interior

Bedroom Information
Main Level Bedrooms: 1

Master Bedroom Information
Level: Second
Features: Closet,Flooring - Hardwood,Window(s) - Picture

Bedroom #2 Information
Level: Second
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture

Bedroom #3 Information
Level: Second
Features: Cathedral Ceiling(s),Ceiling Fan(s),Closet,Flooring - Hardwood,Window(s) - Picture

Bedroom #4 Information
Level: Main,First
Features: Closet,Flooring - Hardwood,Window(s) - Picture

Bathroom Information
# of Bathrooms (Full): 2
Main Level Bathrooms: 1

Bathroom #1 Information
Level: Main,First
Features: Bathroom - Full,Bathroom - With Shower Stall,Closet - Linen,Flooring - Stone/Ceramic Tile,Window(s) - Picture,Remodeled

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - With Tub & Shower,Closet,Flooring - Stone/Ceramic Tile,Window(s) - Picture,Double Vanity,Remodeled

Living Room Information
Level: Main,First
Features: Beamed Ceilings,Closet,Flooring - Hardwood,Window(s) - Picture,Exterior Access

Kitchen Information
Level: Main,First
Features: Flooring - Stone/Ceramic Tile,Window(s) - Picture,Dining Area,Countertops - Stone/Granite/Solid,Exterior Access,Open Floorplan,Recessed Lighting,Remodeled,Slider,Gas Stove

Basement Information
Basement: Full, Partially Finished, Walk-Out Access

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

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

Interior Features
# of Rooms (Total): 8
Flooring: Tile, Hardwood, Laminate
Interior Features: Recessed Lighting, Cedar Closet(s), Open Floorplan, Mud Room, Play Room

Exterior

Building Information
Building Area (Total): 2,175
Foundation Details: Concrete Perimeter
Construction Materials: Frame, Brick
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Fenced Yard, Stone Wall

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.22
Lot Features: Corner Lot
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $8,503
Tax Year: 2017

Utilities

Utility Information
Utilities: for Gas Range, for Gas Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public

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

Location

Location Information
Directions: Woodside to Chesterford Near Pond Street
UnparsedAddress: 25 Chesterford Road, Winchester MA 01890

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

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,279
Stories: 2.0
Lot Size: 9,583 square feet
Style: Single Family Residential
Year Built: 1940
Year Renovated: —
County: Middlesex County
APN: 3791790S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Lynch Elementary School

Public PreK-5 • Assigned • 0.2mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.1mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.0mi

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

2/10 Fire Factor

Minor risk of being in a wildfire over next 30 years

5/10 Heat Factor

7 hot days expected this year, 15 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

Air Factor

We're working on getting current and accurate air risk information for this home.

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

$1.29M – $1.57M

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Home values near 25 Chesterford Rd

Data from public records.

Address	Redfin Estimate
20 Chesterford Rd, Winchester, MA 4 Beds \| 1.5 Baths \| 2314 Sq. Ft.	$1,505,905
14 Chesterford Rd, Winchester, MA 2 Beds \| 1.5 Baths \| 1989 Sq. Ft.	$1,367,037

Address	Redfin Estimate
18 Chesterford Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2661 Sq. Ft.	$1,973,965
21 Chesterford Rd, Winchester, MA 3 Beds \| 1.5 Baths \| 2063 Sq. Ft.	$1,270,529

Address	Redfin Estimate
16 Chesterford Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2946 Sq. Ft.	$1,666,966
17 Chesterford Rd, Winchester, MA 3 Beds \| 1.5 Baths \| 2253 Sq. Ft.	$1,315,309

Property information provided by MLS PIN when last listed in 2017. This data may not match . Learn more.

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