For sale

$579,000

Est. $3,755/mo —

•

1,274

sq ft

452 Chestnut St, Ashland, MA 01721

About this home

Ideally located just south of Ashland Center and adjacent to Ashland State Park, this is a wonderful opportunity to enjoy all that this vibrant community has to offer—at a truly rare price point. Built in 1955, this charming Garrison Colonial features a fireplaced living room just off the entry, three bedrooms, and a spacious full bath. Just across the street, the Warren Center and Henry’s Place add another layer of convenience and recreation, with local residents able to take advantage of the Warren Center’s community club amenities, including pickleball, tennis, disc golf, trails, and select waterfront activities, while Henry’s Place offers a casual spot for coffee, lunch, dinner, or drinks. Ashland offers an appealing blend of small-town charm, outdoor recreation, and convenient MetroWest access, with parks, trails, local shops and restaurants, community events, and year-round recreational programs. The location also provides easy access to major routes and the MBTA Commuter Rail, making Boston and Worcester convenient destinations. Families are drawn to Ashland for its highly regarded public schools and strong sense of community.

Single-familyProperty Type

1955Year Built

10,000 sq ftLot Size

$454Price/Sq.Ft.

4 spacesParking

Listed by Coduri Magnus Group • Engel & Volkers Wellesley

Listed by Engel & Volkers Wellesley

Listing updated: Oct 30, 2026 at 03:09am

Redfin checked: a few seconds ago

•Source:MLS PIN #73583169

Payment calculator

$3,755 per month

Principal and interest$3,121

Property taxes

$548

HOA dues

Home insurance

$87

Utilities

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Next available date: Wednesday, November 4

Open houses

No upcoming open houses.

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36 Black Bear Cir #36, Milford, MA 01757
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Around this home

Schools

K - 12
Preschool & daycare

Henry E Warren Elementary School

Public K-2 • Assigned • 0.6mi

Ashland Middle School

Public 6-8 • Assigned • 1.2mi

9/10

Ashland High School

Public 9-12 • Assigned • 1.5mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

452 Chestnut St · $579,000

Strong offer

$580K and above

75% chance or better to win

Why $580K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 22 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Six total rooms
Closets
Entry hall
Recessed lighting
Hardwood and stone/ceramic tile flooring
In-basement laundry
Full basement

Bedrooms
Master bedroom on second floor with hardwood flooring and closet
Second bedroom on second floor with hardwood flooring, closet and attic access
Third bedroom on second floor with hardwood flooring and closet

Bathrooms
One full bathroom on second floor with tub and shower, stone/ceramic tile flooring

Kitchen
Kitchen on first floor with stone/ceramic tile flooring, recessed lighting and exterior deck access
Range
Dishwasher
Refrigerator

Laundry & utility
Laundry located in the basement
Water heater

Flooring
Hardwood flooring throughout main living areas and bedrooms
Stone/ceramic tile flooring in kitchen and bath

Heating & cooling
Steam heating (oil)
Window air conditioning units

Sale and tax history for 452 Chestnut St

Sale History
Tax History

Date

Event

Price

MLS PIN #73583169

Oct 26, 2026

Price Changed

$579,000

$454/sq ft

Sep 28, 2026

Relisted

—

Sep 28, 2026

Contingent

—

Sep 28, 2026

Listed

$599,000

$470/sq ft

MLS PIN #72852158

Jul 27, 2021

Listing Removed

—

Jul 23, 2021

Sold

$480,000

$377/sq ft

Jun 22, 2021

Contingent

—

Jun 17, 2021

Listed

$425,000

$334/sq ft

+14

The perfect place to call home! This colonial style home is a commuter’s dream right on the Ashland/Holliston town line, with easy access to the commuter rail. This home is move in ready with pride of ownership throughout. Enjoy the gas fireplace in the winter or take advantage of the oversized deck and expansive backyard for summertime cookouts. Just across the street from state park, perfect to explore with the family or take out the dogs. Close in time to take advantage of the local farmers market this summer, every Saturday and get familiar with all of shops and restaurants in Ashland’s town center. OFFERS DUE MONDAY AT 6 PLEASE.

MLS PIN #72063342

Oct 21, 2016

Sold

$340,000

$267/sq ft

Sep 14, 2016

Pending

—

Sep 7, 2016

Listed

$329,900

$259/sq ft

+25

WELCOME HOME ~ Colonial style home ready to move in on a nice level lot situated on the Ashland/Holliston town line. As you approach the property with its CUSTOM STONE WALL / brick walkway and granite stairs you sense the pride of ownership ~ 6 RMS/3 BEDRMS/FULL BATH. OAK HARWOOD FLOORS THROUGHOUT~CUSTOM KITCHEN CABINETS/COUNTERTOPS, TILED KITCHEN FLOOR ~ BATHROOM w/GRAINTE COUNTER, TILE FLOORS~WALK UP ATTIC~Well maintained and ready to move in~Buy, Pack and Close!~Warren Woods and State Park seconds away. Enthusiants of the outdoors and for pets a great place to call home. Close to commuter train to Boston, Schools, Shopping, Dining ~ CALL TODAY!

MLS PIN #71570266

Nov 1, 2013

Sold

$290,000

$228/sq ft

Oct 1, 2013

Contingent

—

Sep 6, 2013

Price Changed

$309,900

$243/sq ft

Aug 15, 2013

Listed

$314,900

$247/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$6,500 (+2.6%)

$213,400 + $295,600

$509,000

2024

$6,334 (+8.3%)

$213,400 + $265,000

$478,400

2023

$5,851 (−0.9%)

$203,200 + $221,700

$424,900

2022

$5,907 (+7.9%)

$184,800 + $187,200

$372,000

2021

$5,477 (+3.9%)

$184,800 + $159,000

$343,800

2020

$5,273 (+2.7%)

$184,900 + $141,400

$326,300

2019

$5,135 (+1.8%)

$184,900 + $130,500

$315,400

2018

$5,046 (+4.6%)

$183,100 + $120,700

$303,800

2017

$4,823 (+4.7%)

$179,600 + $109,200

$288,800

2016

$4,607 (+2.9%)

$175,000 + $96,000

$271,000

2015

$4,479 (+14.2%)

$163,400 + $95,500

$258,900

2014

$3,923 (+3.2%)

$145,900 + $79,700

$225,600

2013

$3,800 (+4.9%)

$143,500 + $78,200

$221,700

2012

$3,624 (+1.5%)

$143,500 + $75,200

$218,700

2011

$3,572 (+1.2%)

$139,200 + $85,300

$224,500

2010

$3,530 (+0.6%)

$139,200 + $94,600

$233,800

2009

$3,509

$175,000 + $78,200

$253,200

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

10,019 Sq. Ft.

Year renovated

1992

Finished Sq. Ft.

1,274

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,274

Year built

1955

Style

Single Family Residential

County

Middlesex County

APN

3295384

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 16, 2026.

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

56% 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

95/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 8% for direct sun exposure in Ashland. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.2 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 452 Chestnut St

$573,887

$5,113 under list price of $579K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $617K to $730K.

SOLD BY REDFIN JUL 23, 2026
$617,000 Last sold price
3 beds2 baths1,386 sq ft
219 Prospect St, Ashland, MA 01721
$9/sq ft
larger lot
3 years older
SOLD JUL 14, 2026
$625,000 Last sold price
3 beds1 bath1,403 sq ft
232 Prospect St, Ashland, MA 01721
$9/sq ft
SOLD JUN 18, 2026
$730,000 Last sold price
4 beds2 baths1,848 sq ft
72 Eliot St, Ashland, MA 01721
$59/sq ft
9 years older
SOLD AUG 20, 2026
$660,000 Last sold price
3 beds1.5 baths1,387 sq ft
31 Robert Rd, Holliston, MA 01746
$22/sq ft
larger lot
9 years newer
SOLD SEP 22, 2026
$680,000 Last sold price
3 beds1 bath1,080 sq ft
167 Myrtle St, Ashland, MA 01721
$176/sq ft
5 years older
SOLD JUL 15, 2026
$680,000 Last sold price
3 beds2 baths1,628 sq ft
139 Prospect St, Ashland, MA 01721
$36/sq ft
smaller lot
5 years newer

Rental earnings

Est. $2,220 per month, based on comparable rentals

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Nearby similar homes

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6 beds4.5 baths5,357 sq ft

24 Old Connecticut Path, Ashland, MA 01721

In-ground pool • Serene koi pond • 0.87 acre lot

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107 Olive St, Ashland, MA 01721

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Hardwood floors • 0.47 acre lot • Garage

$799,900

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New listings for sale in 01721

OPEN SAT, 12PM TO 2PM3D & VIDEO TOUR

$629,000

2 beds2.5 baths2,218 sq ft

133 America Blvd #133, Ashland, MA 01721

Fresh interior paint • Convection oven • $448 HOA

$549,000

3 beds2 baths1,568 sq ft

62 W Union St, Ashland, MA 01721

Hardwood floors • 0.47 acre lot • Garage

$640,000

2 beds2.5 baths1,920 sq ft

245 America Unit 21d, Ashland, MA 01721

Largest floor plan • Natural light • Pristine hardwoods

3D WALKTHROUGH

$458,000

3 beds1.5 baths1,292 sq ft

266 Front St #266, Ashland, MA 01721

No condo fees • Ample cabinet space • Wet bar

$539,900

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FOR SALE BY OWNER

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4 garage spots • Built 2007 • Listed 10 days

3D WALKTHROUGH

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Details provided by MLS PIN and may not match the public record. Learn more.

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