OFF MARKET

Off market may 2025 for $810K

$791,053

•

2,232

sq ft

349 Chestnut St, Ashland, MA 01721

About this home

Classic center entrance colonial, set back from one of Ashland's designated scenic roads and framed with aged stone walls. This is a nature lover's dream, privately sited on 1+ acres of park-like grounds and a few doors away from the Ashland State Park, a hidden gem with 470 acres of forest, featuring a popular 3.5 mile trail around the reservoir. Highlights include a stunning great room addition with an attached sunroom and a spiral staircase leading to a second floor loft. The first level flaunts a banquet size dining room with a working fireplace, eat-in kitchen, two dens, a mudroom and 1/2 bath. The second level has four generous bedrooms, all with hardwood floors and a full bath. The interior has been freshly painted and second floor hardwood floors recently refinished. There is an oversized two car attached garage with work space and pull down stairs to storage. Conveniently located near major routes, the commuter rail and the recently revitalized downtown Ashland

Single-familyProperty Type

1960Year Built

1.11 acresLot Size

$354Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Beth Byrne • Advisors Living - Wellesley

Bought with Michael Segel • Michael Segel Realty

Redfin checked: 3 minutes ago

•Source:MLS PIN #73354664

Redfin Estimate

$791,053

$19K since sold in May 2025$4,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.4% higher than the average sale price ($751K) of 6 comparable homes.

SOLD JUL 17, 2026
$860,000
A
4 beds2 baths2,198 sq ft
29 Carriage House Path, Ashland, MA 01721
SOLD JUN 12, 2026
$755,000
B
3 beds1.5 baths1,978 sq ft
72 Fruit St, Ashland, MA 01721
SOLD JUL 10, 2026
$795,000
C
4 beds2.5 baths2,128 sq ft
7 Hundred Oaks Ln, Ashland, MA 01721
SOLD BY REDFIN JUL 1, 2026
$875,000
D
3 beds2 baths2,357 sq ft
3 Shady Hollow Path, Ashland, MA 01721
SOLD JUL 30, 2026
$520,000
E
5 beds2 baths1,788 sq ft
25 Prospect St, Ashland, MA 01721
SOLD NOV 20, 2025
$700,000
F
4 beds1.5 baths1,849 sq ft
26 Bayberry Ln, Holliston, MA 01746

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$118,848

Est. take-home

List your home with Redfin and save $3,955

Rent

$2,582/mo

Redfin rental estimate

List your home for rent

Market trends in 01721, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.2%

0.8% MoM

Median sale price

$715K

$37K MoM

Avg. days on market

19d

1 days MoM

Recently sold homes

12 MoM

New listings for sale

$599,900
2 beds2.5 baths2,221 sq ft
244 Algonquin Trl Unit D, Ashland, MA 01721
$799,900
5 beds2.5 baths2,033 sq ft
77 Warren Rd, Ashland, MA 01721
3D WALKTHROUGH
$399,900
2 beds1.5 baths1,484 sq ft
203 Leland Farm Rd #203, Ashland, MA 01721
VIDEO TOUR
$669,000
2 beds2 baths1,690 sq ft
41 Haven Way #41, Ashland, MA 01721
$849,999
4 beds3 baths1,888 sq ft
80 Winter St, Ashland, MA 01721
$599,000
3 beds1 bath1,274 sq ft
452 Chestnut St, Ashland, MA 01721
$649,900
3 beds2 baths1,567 sq ft
29 Prospect St, Ashland, MA 01721
$539,000
1 bed2.5 baths1,530 sq ft
1 Haven Way #1, Ashland, MA 01721
$599,000
3 beds2 baths1,673 sq ft
112 Myrtle St, Ashland, MA 01721
$539,000
2 beds2.5 baths1,976 sq ft
74 Voyagers Ln #74, Ashland, MA 01721
See all

Provided by Redfin

Sale history for 349 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2025

$7,758 (+1.8%)

$244,900 + $362,600

$607,500

2024

$7,618 (+9.8%)

$244,900 + $330,500

$575,400

2023

$6,935 (−0.4%)

$233,500 + $270,100

$503,600

2022

$6,965 (+6.1%)

$211,800 + $226,800

$438,600

2021

$6,566 (+3.9%)

$211,800 + $200,400

$412,200

2020

$6,322 (+2.4%)

$211,800 + $179,400

$391,200

2019

$6,175 (+1.9%)

$211,800 + $167,500

$379,300

2018

$6,058 (+2.9%)

$209,000 + $155,700

$364,700

2017

$5,887 (+3.6%)

$205,100 + $147,400

$352,500

2016

$5,680 (+3.4%)

$200,000 + $134,100

$334,100

2015

$5,493 (+5.9%)

$187,100 + $130,400

$317,500

2014

$5,186 (+3.3%)

$167,600 + $130,600

$298,200

2013

$5,022 (+2.5%)

$164,900 + $128,100

$293,000

2012

$4,900 (−1.4%)

$164,900 + $130,800

$295,700

2011

$4,969 (+0.6%)

$160,100 + $152,200

$312,300

2010

$4,941 (+0.8%)

$160,100 + $167,100

$327,200

2009

$4,902

$201,000 + $152,700

$353,700

Tax history for 349 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2025

$7,758 (+1.8%)

$244,900 + $362,600

$607,500

2024

$7,618 (+9.8%)

$244,900 + $330,500

$575,400

2023

$6,935 (−0.4%)

$233,500 + $270,100

$503,600

2022

$6,965 (+6.1%)

$211,800 + $226,800

$438,600

2021

$6,566 (+3.9%)

$211,800 + $200,400

$412,200

2020

$6,322 (+2.4%)

$211,800 + $179,400

$391,200

2019

$6,175 (+1.9%)

$211,800 + $167,500

$379,300

2018

$6,058 (+2.9%)

$209,000 + $155,700

$364,700

2017

$5,887 (+3.6%)

$205,100 + $147,400

$352,500

2016

$5,680 (+3.4%)

$200,000 + $134,100

$334,100

2015

$5,493 (+5.9%)

$187,100 + $130,400

$317,500

2014

$5,186 (+3.3%)

$167,600 + $130,600

$298,200

2013

$5,022 (+2.5%)

$164,900 + $128,100

$293,000

2012

$4,900 (−1.4%)

$164,900 + $130,800

$295,700

2011

$4,969 (+0.6%)

$160,100 + $152,200

$312,300

2010

$4,941 (+0.8%)

$160,100 + $167,100

$327,200

2009

$4,902

$201,000 + $152,700

$353,700

*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

1.5

Stories

Lot width

—

Lot depth

—

Lot size

1.11 Acres

Year renovated

1978

Sq. Ft.

2,232

Year built

1960

Style

Single Family Residential

County

Middlesex County

APN

3295230

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 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, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 154
Length: 14
Width: 11
Level: Second
Features: Flooring - Hardwood

Bedroom #2 Information
Area: 143
Length: 13
Width: 11
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 120
Length: 12
Width: 10
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 110
Length: 11
Width: 10
Level: Second
Features: Flooring - Hardwood

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

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile

Living Room Information
Area: 368
Length: 16
Width: 23
Level: First
Features: Skylight,Cathedral Ceiling(s),Ceiling Fan(s),Flooring - Hardwood

Family Room Information
Area: 121
Length: 11
Width: 11
Level: First
Features: Flooring - Hardwood,Window(s) - Picture

Dining Room Information
Area: 221
Length: 17
Width: 13
Level: First
Features: Flooring - Hardwood,Window(s) - Picture

Kitchen Information
Area: 204
Length: 17
Width: 12
Level: First
Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Recessed Lighting

Office Room Information
Area: 100
Length: 10
Width: 10
Level: First
Features: Flooring - Hardwood

Basement Information
Basement: Full

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

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

Interior Features
# of Rooms (Total): 11
Window Features: Skylight
Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Vinyl, Flooring - Wall to Wall Carpet
Interior Features: Ceiling Fan(s), Cathedral Ceiling(s), Home Office, Sun Room, Loft

Exterior

Building Information
Building Area (Total): 2,232
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: White

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck
Exterior Features: Deck, Rain Gutters, Storage

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 1.11
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $7,757.78
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range, for Gas Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 100 Amp Service

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

Location

Location Information
Directions: Prospect or Eliot St. to Chestnut.
UnparsedAddress: 349 Chestnut Street, Ashland MA 01721

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Medical Facility, Highway Access, House of Worship, T-Station

Public facts

Beds: 4
Baths: 1.5
Sq. Ft.: 2,232
Stories: 2.0
Lot Size: 1.11 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: 1978
County: Middlesex County
APN: 3295230

Home facts updated by county records on Jul 16, 2026

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

Henry E Warren Elementary School

Public K-2 • Assigned • 0.6mi

Ashland Middle School

Public 6-8 • Assigned • 1.1mi

9/10

Ashland High School

Public 9-12 • Assigned • 1.0mi

9/10

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

4/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

52% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Ashland, MA • 01721

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 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$752,000 – $910,000

Reach more buyers when you sell with Redfin. Save up to $7,911 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$799,900

5 beds2.5 baths2,033 sq ft

77 Warren Rd, Ashland, MA 01721

$579,900

3 beds2 baths1,568 sq ft

62 W Union St, Ashland, MA 01721

$834,900

3 beds2 baths2,282 sq ft

33 Cheryl Ln, Holliston, MA 01746

$599,000

3 beds1 bath1,274 sq ft

452 Chestnut St, Ashland, MA 01721

$599,000

3 beds2.5 baths1,714 sq ft

329 Pleasant St, Ashland, MA 01721

$659,900

4 beds2 baths1,860 sq ft

107 Olive St, Ashland, MA 01721

New listings for sale in 01721

$599,900

2 beds2.5 baths2,221 sq ft

244 Algonquin Trl Unit D, Ashland, MA 01721

$799,900

5 beds2.5 baths2,033 sq ft

77 Warren Rd, Ashland, MA 01721

3D WALKTHROUGH

$399,900

2 beds1.5 baths1,484 sq ft

203 Leland Farm Rd #203, Ashland, MA 01721

VIDEO TOUR

$669,000

2 beds2 baths1,690 sq ft

41 Haven Way #41, Ashland, MA 01721

$849,999

4 beds3 baths1,888 sq ft

80 Winter St, Ashland, MA 01721

$599,000

3 beds1 bath1,274 sq ft

452 Chestnut St, Ashland, MA 01721

$649,900

3 beds2 baths1,567 sq ft

29 Prospect St, Ashland, MA 01721

$539,000

1 bed2.5 baths1,530 sq ft

1 Haven Way #1, Ashland, MA 01721

$599,000

3 beds2 baths1,673 sq ft

112 Myrtle St, Ashland, MA 01721

Home values near 349 Chestnut St

Data from public records.

Address	Redfin Estimate
361 Chestnut Street, Ashland, MA 3 Beds \| 1.5 Baths \| 1148 Sq. Ft.	$586,476
356 Chestnut Street, Ashland, MA 4 Beds \| 4 Baths \| 2800 Sq. Ft.	$929,610

Address	Redfin Estimate
331 Chestnut Street, Ashland, MA 3 Beds \| 1.5 Baths \| 1136 Sq. Ft.	$587,426
352 Chestnut Street, Ashland, MA 3 Beds \| 2.5 Baths \| 1776 Sq. Ft.	$795,870

Address	Redfin Estimate
362 Chestnut Street, Ashland, MA 3 Beds \| 2.5 Baths \| 1252 Sq. Ft.	$626,670
346 Chestnut Street, Ashland, MA 2 Beds \| 1.5 Baths \| 1862 Sq. Ft.	$777,904

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

More real estate resources

Zip Codes
Cities
Minor Civil Divisions
Neighborhoods
Popular Searches

01772 homes for sale
01746 homes for sale
01701 homes for sale
01748 homes for sale
01721 homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

North Framingham homes for sale
West Framingham homes for sale
Framingham Center homes for sale
South Framingham homes for sale
Coburnville homes for sale

Houses for rent in Ashland	Agents near me	Quincy, MA homes for sale	Ashland Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Ashland Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Cambridge homes for sale
Boston homes for sale
Newton homes for sale