Active
44 Days on market
452 Chestnut St Ashland — Photo 1 of 29

452 Chestnut St Ashland — Photo 1 of 29

Recent Drop: $20,000

$599,000
$579,000

$579,000

20% down, 6.5% rate, 30-year fixed

Includes taxes and insurance. Estimate only.

Listing updated Oct 30, 2026

452 Chestnut St, Ashland, MA 01721

Ashland, MA 01721

Investor Analysis

Beds

3

Baths

1

SqFt

1,274

$/SqFt

$454

Style

Single Family

Built

1955

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.

Key facts

It was listed on September 28, 2026. The price has come down from an original $599,000 to $579,000, most recently on October 26, 2026. The annual property taxes are $6,574 (2026 tax year). It sits on a 0.23-acre (10,000 sq ft) lot. Its asking price works out to $454 per square foot, 30% above the median of $350 among 17 homes listed in Ashland, MA.

How it compares

Against 17 homes listed in Ashland, MA, by asking price.

Price per sq ft
$454 · 30% above the median ($350)
Size
1,274 sq ft · 26% below the median (1,714 sq ft)
Asking price
$579,000 · 3% below the median ($599,000)

Compares asking prices of homes for sale now; it isn't an appraisal or an estimate of this home's value.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$454/sqft
Local Avg (Ashland)$361/sqft
26% AboveMarket Average

* Analysis is based on 18 actively listed and recently sold comparable properties strictly within Ashland, MA.

Property Details

Financials

Original Price$599,000
Annual Taxes$6,574

Parking

Garage--
Off-Street4

Interior Specifications

Total Rooms6
Fireplaces1
FlooringHardwood, Flooring - Stone/Ceramic Tile
BasementFull

Climate & Utilities

HeatingSteam, Oil
CoolingWindow Unit(s)
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
RoofShingle
FoundationOther
ZoningR1

Property & Lot

Acres0.23
SqFt Lot10,000
Lot FeaturesWooded, Easements

Amenities & Appliances

Water Heater • Range • Dishwasher • Refrigerator

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Golf • Bike Path

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bedroom 3Bathroom 1
First
Living RoomDining RoomKitchen

Living Room

Lvl First

17.5 x 12.5

Flooring - Hardwood

Dining Room

Lvl First

9.416666666 x 9.333333333

Flooring - Hardwood

Kitchen

Lvl First

15.5 x 9.416666666

Flooring - Stone/Ceramic Tile, Deck - Exterior, Recessed Lighting

Primary Bedroom

Lvl Second

13.5 x 11

Closet, Flooring - Hardwood

Bedroom 2

Lvl Second

13.5 x 10.5

Bedroom 3

Lvl Second

13.333333333 x 9.666666666

Closet, Flooring - Hardwood

Bathroom 1

Lvl Second

8.5 x 4.833333333

Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile

Property History

  1. Price Drop

    $579,000

    Was $599,000

    Oct 26, 2026

    MLS® 73583169

  2. Listed

    $599,000

    Sep 28, 2026

    MLS® 73583169

Questions about this home

When was 452 Chestnut St, Ashland listed?

452 Chestnut St, Ashland was listed on September 28, 2026.

Has the price of 452 Chestnut St, Ashland changed?

The price has come down from an original $599,000 to $579,000, most recently on October 26, 2026.

What are the property taxes for 452 Chestnut St, Ashland?

The annual property taxes for 452 Chestnut St, Ashland are $6,574 (2026 tax year).

How big is the lot at 452 Chestnut St, Ashland?

452 Chestnut St, Ashland sits on a 0.23-acre (10,000 sq ft) lot.

How does the price per square foot of 452 Chestnut St, Ashland compare with other homes in Ashland, MA?

452 Chestnut St, Ashland is listed at $454 per square foot, 30% above the median of $350 among 17 homes listed in Ashland, MA.

What is the status of 452 Chestnut St, Ashland?

452 Chestnut St, Ashland is actively listed for sale.

Population

18,873

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$128K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

24.7%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Middlesex County

2,876 housing units permitted in the last 12 months (+15% vs the prior 12 months) — 1,887 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Aug '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 637 sq ft (the lesser of 900 sq ft or half the 1,274 sq ft principal dwelling). Lot size: 10,000 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Coduri Magnus Group

Listing Office: Engel & Volkers Wellesley

MLS® Number: 73583169