OFF MARKET

Off Market Jun 2020 for $720K

$1,062,973

•

3,352

sq ft

44 Chestnut St, Hopkinton, MA 01748

About this home

This meticulously maintained, sun filled home, is sited on a beautifully lanscaped lot! With summer right around the corner, you will enjoy cookouts in your backyard oasis, complete with heated pool, screened in gazebo, pool bar and fire pit! The updated kitchen with cabinets galore, stainless appliances, corian countertops, 2 islands and sunroom, creates a fabulous gathering space. With a freshly painted interior throughout, the family room exudes warmth and tranquility, with a beautiful palladium window, fireplace and skylights, and for quiet, relaxing dinners, the dining room sets the tone w/beautiful french doors, crown molding and hardwood floors.The upstairs boasts 3 lovely bedrooms and updated bath, with a spacious master bedroom/bath area & walk-in closet. The lower level game room (pool table included) will provide endless days of fun! With close proximity to Hopkinton's Award Winning Schools, Commuter Rails and Upper Charles Rail Trail, this home has something for everyone!

Single-familyProperty Type

1975Year Built

1.04 acresLot Size

$317Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Diane Regan • Realty Executives Boston West

Bought with William Concannon • Louise Condon Realty

Redfin checked: a minute ago

•Source:MLS PIN #72649623

Redfin Estimate

$1,062,973

$343K since sold in June 2020$11K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.6% lower than the average sale price ($1.14M) of 6 comparable homes.

SOLD JUN 30, 2026
$1,200,000
A
4 beds3 baths3,209 sq ft
17 Alprilla Farm Rd, Hopkinton, MA 01748
SOLD SEP 9, 2026
$1,147,500
B
4 beds3 baths3,648 sq ft
10 Winston Rd, Holliston, MA 01746
SOLD JUL 21, 2026
$800,000
C
4 beds2.5 baths2,380 sq ft
36 Chestnut St, Hopkinton, MA 01748
SOLD JUN 11, 2026
$1,100,000
D
4 beds3.5 baths3,209 sq ft
27 Alexander Rd, Hopkinton, MA 01748
BOUGHT WITH REDFIN JUL 22, 2026
$1,185,000
E
4 beds2.5 baths3,576 sq ft
10 Benson Rd, Hopkinton, MA 01748
SOLD AUG 3, 2026
$1,399,000
F
5 beds3.5 baths3,789 sq ft
7 Kimball Rd, Hopkinton, MA 01748

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Earn from this home

Sell

$505,292

Est. take-home

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Rent

$3,342/mo

Redfin rental estimate

List your home for rent

Market trends in 01748, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.1%

0.1% MoM

Median sale price

$1.2M

$48K MoM

Avg. days on market

21d

1 days MoM

Recently sold homes

2 MoM

New listings for sale

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39 Frostpane Ln #39, Hopkinton, MA 01748
OPEN TODAY, 11AM TO 12:30PM
$785,000
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14 Mayhew St, Hopkinton, MA 01748
OPEN TODAY, 12PM TO 2PM
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3 beds2.5 baths2,140 sq ft
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OPEN TODAY, 11AM TO 1:30PM
$1,750,000
5 beds3.5 baths4,593 sq ft
3 Wyman Ln, Hopkinton, MA 01748
$2,549,000
4 beds5 baths4,574 sq ft
3 Fitch Ave #14, Hopkinton, MA 01748
OPEN SUN, 1PM TO 2:30PM
$2,100,000
5 beds5.5 baths5,248 sq ft
Lot 8 Emerald Dr, Hopkinton, MA 01748
$599,900
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OPEN TODAY, 12PM TO 1:30PM
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4 beds3.5 baths4,653 sq ft
3 Washington Ln, Hopkinton, MA 01748
OPEN TODAY, 11:30AM TO 1PM
$439,900
2 beds1.5 baths1,600 sq ft
12 Walcott Valley Dr #12, Hopkinton, MA 01748
See all

Provided by Redfin

Sale history for 44 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2025

$10,139 (+1.4%)

$307,500 + $407,500

$715,000

2024

$9,995 (+0.3%)

$292,700 + $391,400

$684,100

2023

$9,968 (+1.7%)

$257,000 + $373,500

$630,500

2022

$9,797 (+6.5%)

$233,400 + $341,900

$575,300

2021

$9,199 (+4.5%)

$226,500 + $312,100

$538,600

2020

$8,804 (+3.8%)

$221,200 + $302,200

$523,400

2019

$8,479 (+5.4%)

$216,900 + $276,900

$493,800

2018

$8,041 (+4.6%)

$206,400 + $269,400

$475,800

2017

$7,688 (+9.1%)

$200,300 + $257,300

$457,600

2016

$7,045 (−0.7%)

$196,400 + $217,300

$413,700

2015

$7,094 (+4.5%)

$190,800 + $204,200

$395,000

2014

$6,788 (+1.8%)

$190,800 + $194,200

$385,000

2013

$6,668 (+1.3%)

$190,800 + $194,200

$385,000

2012

$6,583 (+1.9%)

$190,800 + $195,300

$386,100

2011

$6,459 (+4.2%)

$190,800 + $195,300

$386,100

2010

$6,198 (+0.3%)

$196,500 + $196,800

$393,300

2009

$6,182

$207,400 + $203,900

$411,300

Tax history for 44 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2025

$10,139 (+1.4%)

$307,500 + $407,500

$715,000

2024

$9,995 (+0.3%)

$292,700 + $391,400

$684,100

2023

$9,968 (+1.7%)

$257,000 + $373,500

$630,500

2022

$9,797 (+6.5%)

$233,400 + $341,900

$575,300

2021

$9,199 (+4.5%)

$226,500 + $312,100

$538,600

2020

$8,804 (+3.8%)

$221,200 + $302,200

$523,400

2019

$8,479 (+5.4%)

$216,900 + $276,900

$493,800

2018

$8,041 (+4.6%)

$206,400 + $269,400

$475,800

2017

$7,688 (+9.1%)

$200,300 + $257,300

$457,600

2016

$7,045 (−0.7%)

$196,400 + $217,300

$413,700

2015

$7,094 (+4.5%)

$190,800 + $204,200

$395,000

2014

$6,788 (+1.8%)

$190,800 + $194,200

$385,000

2013

$6,668 (+1.3%)

$190,800 + $194,200

$385,000

2012

$6,583 (+1.9%)

$190,800 + $195,300

$386,100

2011

$6,459 (+4.2%)

$190,800 + $195,300

$386,100

2010

$6,198 (+0.3%)

$196,500 + $196,800

$393,300

2009

$6,182

$207,400 + $203,900

$411,300

*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

1.04 Acres

Year renovated

—

Sq. Ft.

2,552

Year built

1975

Style

Single Family Residential

County

Middlesex County

APN

532172

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: 10
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Garage Faces Side, Paved Drive, Off Street, Stone/Gravel, Paved

Interior

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

Bedroom #2 Information
Level: Second
Features: Ceiling Fan(s),Flooring - Wall to Wall Carpet

Bedroom #3 Information
Level: Second
Features: Ceiling Fan(s),Flooring - Wall to Wall Carpet

Bedroom #4 Information
Level: Second
Features: Ceiling Fan(s),Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: Second
Features: Bathroom - Full,Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile

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

Bathroom #3 Information
Level: Basement
Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile

Family Room Information
Level: First
Features: Skylight,Cathedral Ceiling(s),Closet,Flooring - Hardwood,Balcony - Interior,Slider,Lighting - Sconce

Dining Room Information
Level: First
Features: Flooring - Hardwood,French Doors,Chair Rail,Crown Molding

Kitchen Information
Level: First
Features: Ceiling Fan(s),Flooring - Stone/Ceramic Tile,Dining Area,Countertops - Stone/Granite/Solid,French Doors,Kitchen Island,Cabinets - Upgraded,Wine Chiller

Basement Information
Basement: Full, Finished, Walk-Out Access, Sump Pump

Laundry Information
Laundry Features: Second Floor, Electric Dryer Hookup, Washer Hookup

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

Interior Features
# of Rooms (Total): 9
Door Features: French Doors
Window Features: Skylight, Insulated Windows
Flooring: Tile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Vinyl
Interior Features: Bathroom - Half, Recessed Lighting, Beadboard, Ceiling Fan(s), Vaulted Ceiling(s), Bathroom, Game Room, Sun Room

Exterior

Building Information
Building Area (Total): 3,352
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: White

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Deck, Deck - Wood, Patio
Exterior Features: Deck, Deck - Wood, Patio, Balcony, Pool - Inground, Cabana, Storage, Professional Landscaping, Fenced Yard, Gazebo

Pool Information
Has Private Pool
Pool Features: In Ground

Property Information
PropertySubType: Single Family Residence
Other Structures: Cabana, Gazebo

Lot Information
Lot Size (Acres): 1.03
Lot Features: Level
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $8,803.58
Tax Year: 2020

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
Sewer: Private Sewer
Water Source: Private
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil
Cooling: Window Unit(s)

Location

Location Information
Directions: Rte 85 to Chestnut Street
UnparsedAddress: 44 Chestnut Street, Hopkinton MA 01748

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

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,552
Stories: 2.0
Lot Size: 1.04 acres
Style: Single Family Residential
Year Built: 1975
Year Renovated: —
County: Middlesex County
APN: 532172

Home facts updated by county records on Jul 16, 2026

Other

Miscellaneous Information
Heat Zones: 5

Listing Information
StandardStatus: Closed

Around this home

Schools

Marathon Elementary School

Public K-1 • Assigned • 0.8mi

Hopkinton Middle School

Public 6-8 • Assigned • 1.3mi

9/10

Hopkinton High School

Public 9-12 • Assigned • 1.2mi

10/10

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

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

Hopkinton, MA • 01748

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

$1.01M – $1.22M

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Home values near 44 Chestnut St

Data from public records.

Address	Redfin Estimate
47 Chestnut Street, Hopkinton, MA 4 Beds \| 2.5 Baths \| 1787 Sq. Ft.	$778,117
38 Chestnut Street, Hopkinton, MA 3 Beds \| 2 Baths \| 2040 Sq. Ft.	$877,514

Address	Redfin Estimate
49 Chestnut Street, Hopkinton, MA 4 Beds \| 2 Baths \| 2112 Sq. Ft.	$663,369
42 Chestnut Street, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2000 Sq. Ft.	$858,965

Address	Redfin Estimate
51 Chestnut Street, Hopkinton, MA 3 Beds \| 1.5 Baths \| 1800 Sq. Ft.	$793,089
46 Chestnut Street, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2064 Sq. Ft.	$878,351

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

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01748, MA

Sale history for 44 Chestnut St

Tax history for 44 Chestnut St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01748

Home values near 44 Chestnut St

More real estate resources