OFF MARKET

Off market aug 2015 for $344K

$661,020

•

1,895

sq ft

161 Winter St, Ashland, MA 01721

About this home

Dream Location, Great Neighborhood. 1.24 Acres directly across from hundreds of acres of Town Forest. Hike & bike right outside your door. Canoe/Kayak at Mill Pond Park right down the street. Minutes to Train, Town, MA Pike & Rte 495. Brand New $40,000+- four bedroom septic system installed prior to closing. Owned by same family for over 55 years. Off Kitchen Family room w/ Vermont Casting stove & beamed Cathedral Ceilings. Eat in kitchen, Large 16' living rm w/Fireplace & Bay window. Four Spacious Bedrms! Two full baths w/tub/showers & recently remodeled w/tiled floors, bead board detail & expensive slipper spa tub. Formal Dining rm. loads of Hardwood floors upstairs & down. Gas heat, hot water & cooking. Original & Unique 1950's gas Retro Kitchen stove(sold as is) Full 2nd floor rear roof dormer offers functional 2nd floor space (see rear home photos) Full finished walkout basement with recessed lighting. Updated circuit breaker electrical.

Single-familyProperty Type

1960Year Built

1.24 acresLot Size

$349Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Matt Cuddy • Century 21 Cuddy

Bought with Matt Cuddy • Century 21 Cuddy

Redfin checked: a few seconds ago

•Source:MLS PIN #71850444

Redfin Estimate

$661,020

$317K since sold in August 2015$6,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.4% lower than the average sale price ($685K) of 6 comparable homes.

SOLD MAY 7, 2026
$741,000
A
3 beds2 baths1,662 sq ft
95 Pine Hill Rd, Ashland, MA 01721
SOLD JUL 15, 2026
$640,000
B
3 beds2 baths1,823 sq ft
58 Cedar Hill Rd, Ashland, MA 01721
SOLD SEP 21, 2026
$726,000
C
4 beds2.5 baths1,921 sq ft
66 Checkerberry Ln, Framingham, MA 01702
SOLD SEP 21, 2026
$650,000
D
3 beds2 baths1,651 sq ft
51 Pine Hill Rd, Ashland, MA 01721
SOLD FEB 24, 2026
$665,000
E
4 beds2 baths1,912 sq ft
46 Pine Hill Rd, Ashland, MA 01721
SOLD AUG 25, 2026
$685,000
F
3 beds2.5 baths1,736 sq ft
6 Fox Hill Rd, Ashland, MA 01721

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Earn from this home

Sell

$420,260

Est. take-home

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Rent

$2,681/mo

Redfin rental estimate

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Market trends in 01721, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

101.5%

0.7% MoM

Median sale price

$680K

$35K MoM

Avg. days on market

19d

1 days MoM

Recently sold homes

2 MoM

New listings for sale

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OPEN SAT, 2PM TO 4PM
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245 America Unit 21d, Ashland, MA 01721
OPEN SAT, 11:30AM TO 1PM
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266 Front St #266, Ashland, MA 01721
OPEN SAT, 11:30AM TO 1PM
$539,900
2 beds2.5 baths1,814 sq ft
16 Treasure Way #16, Ashland, MA 01721
OPEN SAT, 12PM TO 1:30PM
$469,900
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93 Meeting House Path #93, Ashland, MA 01721
OPEN SAT, 11AM TO 12:30PM
$950,000
5 beds3 baths3,956 sq ft
39 Grover Rd, Ashland, MA 01721
OPEN SUN, 12PM TO 1:30PM
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3 beds1.5 baths1,714 sq ft
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OPEN SAT, 11AM TO 12:30PM
$639,900
3 beds1 bath1,264 sq ft
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FOR SALE BY OWNER
$660,000
2 beds3 baths2,030 sq ft
381 America Blvd, Ashland, MA 01721
See all

Provided by Redfin

Redfin agents who toured

Property requires significant updating throughout.
11 years ago• May not reflect the current state of the home
Michael Stein
Redfin Premier agent • Agent

Sale history for 161 Winter St

Year

Property tax

Land + Additions

Assessment*

2025

$7,298 (+1.1%)

$273,800 + $297,700

$571,500

2024

$7,221 (+7.6%)

$273,800 + $271,600

$545,400

2023

$6,709 (−1.3%)

$261,200 + $226,000

$487,200

2022

$6,798 (+5.1%)

$236,900 + $191,200

$428,100

2021

$6,468 (+4.0%)

$236,900 + $169,100

$406,000

2020

$6,218 (+2.8%)

$236,900 + $147,900

$384,800

2019

$6,046 (+2.2%)

$236,900 + $134,500

$371,400

2018

$5,913 (+2.5%)

$234,000 + $122,000

$356,000

2017

$5,770 (+3.9%)

$234,000 + $111,500

$345,500

2016

$5,554 (+3.0%)

$231,000 + $95,700

$326,700

2015

$5,394 (+3.5%)

$218,100 + $93,700

$311,800

2014

$5,212 (+3.1%)

$194,100 + $105,600

$299,700

2013

$5,053 (+2.5%)

$191,400 + $103,400

$294,800

2012

$4,931 (+3.5%)

$192,000 + $105,600

$297,600

2011

$4,763 (+6.8%)

$180,900 + $118,500

$299,400

2010

$4,461 (−3.1%)

$180,900 + $114,500

$295,400

2009

$4,606

$223,200 + $109,100

$332,300

Tax history for 161 Winter St

Year

Property tax

Land + Additions

Assessment*

2025

$7,298 (+1.1%)

$273,800 + $297,700

$571,500

2024

$7,221 (+7.6%)

$273,800 + $271,600

$545,400

2023

$6,709 (−1.3%)

$261,200 + $226,000

$487,200

2022

$6,798 (+5.1%)

$236,900 + $191,200

$428,100

2021

$6,468 (+4.0%)

$236,900 + $169,100

$406,000

2020

$6,218 (+2.8%)

$236,900 + $147,900

$384,800

2019

$6,046 (+2.2%)

$236,900 + $134,500

$371,400

2018

$5,913 (+2.5%)

$234,000 + $122,000

$356,000

2017

$5,770 (+3.9%)

$234,000 + $111,500

$345,500

2016

$5,554 (+3.0%)

$231,000 + $95,700

$326,700

2015

$5,394 (+3.5%)

$218,100 + $93,700

$311,800

2014

$5,212 (+3.1%)

$194,100 + $105,600

$299,700

2013

$5,053 (+2.5%)

$191,400 + $103,400

$294,800

2012

$4,931 (+3.5%)

$192,000 + $105,600

$297,600

2011

$4,763 (+6.8%)

$180,900 + $118,500

$299,400

2010

$4,461 (−3.1%)

$180,900 + $114,500

$295,400

2009

$4,606

$223,200 + $109,100

$332,300

*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

1.24 Acres

Year renovated

1973

Sq. Ft.

1,344

Year built

1960

Style

Single Family Residential

County

Middlesex County

APN

3292980

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: 1
# of Covered Spaces: 1
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Storage, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 198
Length: 18
Width: 11
Level: Second
Features: Flooring - Hardwood

Bedroom #2 Information
Area: 176
Length: 16
Width: 11
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 110
Length: 11
Width: 10
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 121
Length: 11
Width: 11
Level: First
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2

Bathroom #1 Information
Area: 48
Length: 8
Width: 6
Level: First
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile,Remodeled

Bathroom #2 Information
Area: 77
Length: 11
Width: 7
Level: Second
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile,Remodeled

Living Room Information
Area: 176
Length: 16
Width: 11
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box

Family Room Information
Area: 180
Length: 15
Width: 12
Level: First
Features: Wood / Coal / Pellet Stove,Cathedral Ceiling(s),Beamed Ceilings,Flooring - Stone/Ceramic Tile,Flooring - Wall to Wall Carpet

Dining Room Information
Area: 132
Length: 12
Width: 11
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 121
Length: 11
Width: 11
Level: First
Features: Flooring - Vinyl

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: Living Room

Interior Features
# of Rooms (Total): 9
Window Features: Insulated Windows
Flooring: Tile, Vinyl, Carpet, Concrete, Hardwood
Interior Features: Recessed Lighting, Play Room

Exterior

Building Information
Building Area (Total): 1,895
Foundation Details: Concrete Perimeter, Block
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual,Renovated Since

Exterior Features
Roof: Shingle

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 1.24
Lot Features: Wooded, Gentle Sloping
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $5,394
Tax Year: 2015

Utilities

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

Heating & Cooling
Has Heating
Heating: Baseboard, Natural Gas

Location

Location Information
Directions: Main St. to Myrtle, left on Pine Hill Rd., Left on Winter St. Directly across from the Town Forest
UnparsedAddress: 161 Winter St, Ashland MA 01721

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Stable(s), Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,344
Stories: 2.0
Lot Size: 1.24 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: 1973
County: Middlesex County
APN: 3292980

Home facts updated by county records on Jul 16, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: Washer And Dryer Negotiable
StandardStatus: Closed

Around this home

Schools

David Mindess Elementary School

Public 3-5 • Assigned • 0.8mi

7/10

Ashland Middle School

Public 6-8 • Assigned • 1.3mi

9/10

Ashland High School

Public 9-12 • Assigned • 1.5mi

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

2/10 Fire Factor

0.00% chance of being 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

53% 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

$628,000 – $761,000

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Built 2007 • Listed 10 days

Home values near 161 Winter St

Data from public records.

Address	Redfin Estimate
190 Winter St, Ashland, MA 4 Beds \| 3 Baths \| 2736 Sq. Ft.	$948,150
167 Winter St, Ashland, MA 3 Beds \| 1 Baths \| 1659 Sq. Ft.	$612,135

Address	Redfin Estimate
186 Winter St, Ashland, MA 4 Beds \| 2.5 Baths \| 1887 Sq. Ft.	$773,963
173 Winter St, Ashland, MA 3 Beds \| 1.5 Baths \| - Sq. Ft.	$644,010

Address	Redfin Estimate
155 Winter St, Ashland, MA 3 Beds \| 2 Baths \| 1344 Sq. Ft.	$657,042
179 Winter St, Ashland, MA 3 Beds \| 1 Baths \| 1098 Sq. Ft.	$596,650

Property information provided by MLS PIN when last listed in 2015. This data may not match . Learn more.

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