OFF MARKET

Off market nov 2020 for $750K

$1,076,879

•

2,689

sq ft

2 Winesap Way, Ashland, MA 01721

About this home

Check out this 4 bedroom Colonial with nice curb appeal in the Apple Ridge neighborhood located only minutes to the commuter train station and major routes! The original owners have lovingly maintained this home over the years and are ready to pass it on to the next lucky family! The highlight of the house is for sure is the huge family room with soaring ceilings, skylights, and fireplace with french doors that open up to an enclosed porch with mahogany floors. Spacious kitchen with lots of cabinet and counter space, double ovens, and dining area. Gleaming hardwood floors through out the main level. A large living room and dining room both with french doors round out the 1st floor. Master bedroom has cathedral ceilings, full bath with double sinks, two walk-in closets, and a large bonus room! Three more nice size bedrooms and a full bath finish off the 2nd floor.

Single-familyProperty Type

1998Year Built

0.69 acresLot Size

$400Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Craig Morrison • Realty Executives Boston West

Bought with Craig Morrison • Realty Executives Boston West

Redfin checked: 2 minutes ago

•Source:MLS PIN #72735047

Redfin Estimate

$1,076,879

$327K since sold in November 2020$5,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.9% lower than the average sale price ($1.10M) of 6 comparable homes.

SOLD JUL 24, 2026
$1,053,000
A
4 beds2.5 baths3,117 sq ft
26 Christy Ln, Ashland, MA 01721
SOLD SEP 18, 2026
$980,000
B
4 beds2.5 baths2,368 sq ft
22 Fiske Rd, Ashland, MA 01721
SOLD MAY 29, 2026
$1,030,000
C
4 beds2.5 baths2,313 sq ft
71 Pennock Rd, Ashland, MA 01721
SOLD SEP 21, 2026
$1,085,000
D
4 beds2.5 baths2,992 sq ft
16 Wadsworth Rd, Ashland, MA 01721
SOLD JUL 16, 2026
$1,240,000
E
4 beds2.5 baths2,732 sq ft
8 Blue Jay Ln, Ashland, MA 01721
SOLD SEP 2, 2026
$1,200,000
F
4 beds2.5 baths3,500 sq ft
7 Hayden Ln, Ashland, MA 01721

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

Earn from this home

Sell

$492,509

Est. take-home

List your home with Redfin and save $5,384

Rent

$3,470/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

$38K MoM

Avg. days on market

18d

1 days MoM

Recently sold homes

14 MoM

New listings for sale

3D WALKTHROUGH
$619,900
3 beds2 baths1,641 sq ft
75 Myrtle St, Ashland, MA 01721
$619,900
3 beds2 baths1,779 sq ft
10 Metropolitan Ave, Ashland, MA 01721
3D WALKTHROUGH
$619,900
2 beds2 baths1,660 sq ft
45 Haven Way #24, Ashland, MA 01721
$1,180,000
4 beds2.5 baths3,410 sq ft
19 Dearth Cir, Ashland, MA 01721
$594,900
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
$1,350,000
4 beds5.5 baths4,109 sq ft
17 Central, 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
$824,999
4 beds3 baths1,888 sq ft
80 Winter St, Ashland, MA 01721
See all

Provided by Redfin

Sale history for 2 Winesap Way

Year

Property tax

Land + Additions

Assessment*

2025

$12,308 (+3.3%)

$312,000 + $651,800

$963,800

2024

$11,913 (+11.1%)

$312,000 + $587,800

$899,800

2023

$10,719 (+1.6%)

$297,000 + $481,400

$778,400

2022

$10,552 (+5.0%)

$270,000 + $394,500

$664,500

2021

$10,047 (+1.2%)

$270,000 + $360,700

$630,700

2020

$9,925 (+1.9%)

$270,000 + $344,200

$614,200

2019

$9,737 (+1.8%)

$270,000 + $328,100

$598,100

2018

$9,569 (+1.9%)

$266,100 + $310,000

$576,100

2017

$9,392 (+1.5%)

$264,900 + $297,500

$562,400

2016

$9,251 (+1.9%)

$264,900 + $279,300

$544,200

2015

$9,081 (+0.4%)

$252,900 + $272,000

$524,900

2014

$9,043 (+3.9%)

$234,900 + $285,100

$520,000

2013

$8,702 (+2.7%)

$240,000 + $267,700

$507,700

2012

$8,476 (+3.8%)

$240,000 + $271,500

$511,500

2011

$8,165 (+3.3%)

$219,900 + $293,300

$513,200

2010

$7,905 (+3.3%)

$219,900 + $303,600

$523,500

2009

$7,655

$231,700 + $320,600

$552,300

Tax history for 2 Winesap Way

Year

Property tax

Land + Additions

Assessment*

2025

$12,308 (+3.3%)

$312,000 + $651,800

$963,800

2024

$11,913 (+11.1%)

$312,000 + $587,800

$899,800

2023

$10,719 (+1.6%)

$297,000 + $481,400

$778,400

2022

$10,552 (+5.0%)

$270,000 + $394,500

$664,500

2021

$10,047 (+1.2%)

$270,000 + $360,700

$630,700

2020

$9,925 (+1.9%)

$270,000 + $344,200

$614,200

2019

$9,737 (+1.8%)

$270,000 + $328,100

$598,100

2018

$9,569 (+1.9%)

$266,100 + $310,000

$576,100

2017

$9,392 (+1.5%)

$264,900 + $297,500

$562,400

2016

$9,251 (+1.9%)

$264,900 + $279,300

$544,200

2015

$9,081 (+0.4%)

$252,900 + $272,000

$524,900

2014

$9,043 (+3.9%)

$234,900 + $285,100

$520,000

2013

$8,702 (+2.7%)

$240,000 + $267,700

$507,700

2012

$8,476 (+3.8%)

$240,000 + $271,500

$511,500

2011

$8,165 (+3.3%)

$219,900 + $293,300

$513,200

2010

$7,905 (+3.3%)

$219,900 + $303,600

$523,500

2009

$7,655

$231,700 + $320,600

$552,300

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.69 Acres

Year renovated

1998

Sq. Ft.

2,689

Year built

1998

Style

Single Family Residential

County

Middlesex County

APN

3324889

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 16, 2026.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 2
AttachedGarageYN: Yes
Parking Features: Attached, Garage Faces Side

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Cathedral Ceiling(s),Walk-In Closet(s),Flooring - Wall to Wall Carpet

Bedroom #2 Information
Level: Second
Features: Flooring - Wall to Wall Carpet

Bedroom #3 Information
Level: Second
Features: Flooring - Wall to Wall Carpet

Bedroom #4 Information
Level: Second
Features: Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: Second
Features: Bathroom - Full

Bathroom #3 Information
Level: Second
Features: Bathroom - Full

Living Room Information
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,French Doors

Family Room Information
Level: First
Features: Wood / Coal / Pellet Stove,Skylight,Cathedral Ceiling(s),Flooring - Hardwood

Dining Room Information
Level: First
Features: Flooring - Hardwood,French Doors

Kitchen Information
Level: First
Features: Flooring - Hardwood,Dining Area

Basement Information
Basement: Full

Laundry Information
Laundry Features: First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 9
Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Interior Features: Entrance Foyer, Bonus Room, Sun Room

Exterior

Building Information
Building Area (Total): 2,689
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed, Deck
Exterior Features: Porch - Enclosed, Deck, Sprinkler System

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.69
Lot Features: Cul-De-Sac, Corner Lot, Wooded
Road Surface Type: Paved
Road Frontage Type: Private Road
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $9,925
Tax Year: 2020

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

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

Location

Location Information
Directions: Frankland Road to Pennock to Winesap Way or Orchard to Winesap Way
UnparsedAddress: 2 Winesap Way, Ashland MA 01721

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, House of Worship, Public School, T-Station

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,689
Stories: 2.0
Lot Size: 0.69 acres
Style: Single Family Residential
Year Built: 1998
Year Renovated: 1998
County: Middlesex County
APN: 3324889

Home facts updated by county records on Jul 16, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

David Mindess Elementary School

Public 3-5 • Assigned • 1.6mi

7/10

Ashland Middle School

Public 6-8 • Assigned • 0.5mi

9/10

Ashland High School

Public 9-12 • Assigned • 2.1mi

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

50% 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

$1.02M – $1.24M

Reach more buyers when you sell with Redfin. Save up to $10,769 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$619,900

3 beds2 baths1,779 sq ft

10 Metropolitan Ave, Ashland, MA 01721

$1,999,900

6 beds4.5 baths5,357 sq ft

24 Old Connecticut Path, Ashland, MA 01721

$824,999

4 beds3 baths1,888 sq ft

80 Winter St, Ashland, MA 01721

$699,999

3 beds1.5 baths1,250 sq ft

3 Macintosh Ln, Ashland, MA 01721

$589,000

4 beds1 bath1,614 sq ft

28 Mulberry Ln, Ashland, MA 01721

$599,000

3 beds1 bath1,274 sq ft

452 Chestnut St, Ashland, MA 01721

New listings for sale in 01721

3D WALKTHROUGH

$619,900

3 beds2 baths1,641 sq ft

75 Myrtle St, Ashland, MA 01721

$619,900

3 beds2 baths1,779 sq ft

10 Metropolitan Ave, Ashland, MA 01721

3D WALKTHROUGH

$619,900

2 beds2 baths1,660 sq ft

45 Haven Way #24, Ashland, MA 01721

$1,180,000

4 beds2.5 baths3,410 sq ft

19 Dearth Cir, Ashland, MA 01721

$594,900

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

$1,350,000

4 beds5.5 baths4,109 sq ft

17 Central, 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

Home values near 2 Winesap Way

Data from public records.

Address	Redfin Estimate
14 Winesap Way, Ashland, MA 4 Beds \| 2.5 Baths \| - Sq. Ft.	$1,229,274
10 Winesap Way, Ashland, MA 4 Beds \| 2.5 Baths \| 2684 Sq. Ft.	$1,090,075

Address	Redfin Estimate
9 Winesap Way, Ashland, MA 4 Beds \| 2.5 Baths \| 2634 Sq. Ft.	$1,055,637
11 Winesap Way, Ashland, MA 4 Beds \| 2.5 Baths \| 2890 Sq. Ft.	$1,085,531

Address	Redfin Estimate
5 Winesap Way, Ashland, MA 4 Beds \| 3 Baths \| 2980 Sq. Ft.	$950,535
10 Winesap Way, Ashland, MA 4 Beds \| 2.5 Baths \| 2685 Sq. Ft.	$1,092,033

Property information provided by MLS PIN when last listed in 2020. This data may not match . Learn more.

More real estate resources

Minor Civil Divisions
Cities
Zip Codes
Neighborhoods
Popular Searches

Thompson homes for sale
Killingly 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.

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

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