OFF MARKET

Off Market Jul 2025 for $839K

$1,000,367

•

2,860

sq ft

39 Chestnut St, Hopkinton, MA 01748

About this home

Beautifully renovated and expanded, this modern 3-bedroom, 2-bath home offers flexible living in a prime Hopkinton location. Set on a spacious 0.76-acre lot close to town, schools, and 495, the home blends charm with functionality. The thoughtfully designed layout includes a stunning second-floor primary suite with a walk-in closet, full bath, and dedicated office—perfect for today’s lifestyle. The main level features two additional bedrooms, another full bath, and two bonus rooms ideal for home offices, a gym, or guest space. The open-concept kitchen shines with marble countertops, updated cabinetry, and newer appliances, seamlessly flowing into the living and dining areas. Major system upgrades include a new roof, windows, HVAC, electrical, plumbing, tankless hot water heater, and septic pump. Enjoy the outdoors with a new patio, walkways, and professional landscaping. Attached 2-car garage with new doors and storage. All the big-ticket items are done—just move in and enjoy!

Single-familyProperty Type

1973Year Built

0.76 acresLot Size

$350Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Karen Mcdermott • Suburban Lifestyle Real Estate

Bought with Margaret Chassie • Berkshire Hathaway HomeServices Commonwealth Real Estate

Redfin checked: a few seconds ago

•Source:MLS PIN #73378163

Redfin Estimate

$1,000,367

$161K since sold in July 2025$12K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.8% lower than the average sale price ($1.02M) of 6 comparable homes.

BOUGHT WITH REDFIN JUL 22, 2026
$1,185,000
A
4 beds2.5 baths3,576 sq ft
10 Benson Rd, Hopkinton, MA 01748
SOLD JUL 10, 2026
$1,275,000
B
4 beds2.5 baths2,846 sq ft
8 Wild Rd, Hopkinton, MA 01748
SOLD JUL 23, 2026
$647,500
C
3 beds1.5 baths2,498 sq ft
2 Esther Dr, Milford, MA 01757
SOLD JUN 15, 2026
$1,250,000
D
4 beds2.5 baths2,896 sq ft
10 Joseph Rd, Hopkinton, MA 01748
SOLD JUL 21, 2026
$755,000
E
3 beds2 baths2,555 sq ft
164 East Main St, Hopkinton, MA 01748
SOLD JUL 10, 2026
$1,000,000
F
3 beds2.5 baths2,257 sq ft
17 Blackthorne Cir, Hopkinton, MA 01748

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Earn from this home

Sell

$291,789

Est. take-home

List your home with Redfin and save $5,002

Rent

$3,404/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

OPEN SAT, 11AM TO 1PM
$825,000
3 beds2.5 baths2,540 sq ft
39 Frostpane Ln #39, Hopkinton, MA 01748
OPEN SAT, 11AM TO 12:30PM
$785,000
3 beds2.5 baths2,380 sq ft
14 Mayhew St, Hopkinton, MA 01748
OPEN SAT, 12PM TO 2PM
$969,900
3 beds2.5 baths2,140 sq ft
72 Grove St, Hopkinton, MA 01748
OPEN SAT, 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
3 beds2 baths1,376 sq ft
15 Yale Rd, Hopkinton, MA 01748
OPEN SAT, 12PM TO 1:30PM
$1,449,900
4 beds3.5 baths4,653 sq ft
3 Washington Ln, Hopkinton, MA 01748
OPEN SAT, 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 39 Chestnut St

Date

Event

Price

MLS PIN #73378163

Jul 31, 2025

Sold

$839,000

$293/sq ft

Jun 19, 2025

Relisted

—

Jun 19, 2025

Price Changed

$839,000

$293/sq ft

Jun 2, 2025

Listing Removed

—

May 27, 2025

Price Changed

$889,900

$311/sq ft

May 21, 2025

Listed

$899,900

$315/sq ft

MLS PIN #72830453

Jul 29, 2021

Sold

$825,000

$288/sq ft

May 12, 2021

Listed

$724,900

$253/sq ft

+14

Offer Deadline May 16th. Newly renovated modern style single-family home in beautiful Hopkinton. This home has three bedrooms + 2 office spaces and 2 bathrooms. Fantastic near town location, convenient to schools, and 495. Come enjoy worry-free living in this home that has been lovingly restored with attention to detail. 2021- Second floor Master Suite Addition Completion Interior Paint New Garage Doors and Motors 2020- New patio and walkways Landscaping Second-floor insulation Second -floor HVAC expansion and ductwork Second Floor bathroom 2018 & 2019 New Roof (structure, decking, and shingles) New Windows (New Construction) New Board and Batten Siding New Electrical Service and Panel New Plumbing Supply lines and fixtures New Well Pump, Wiring, and Reservoir New HVAC System and Ductwork New Septic Pump and wiring New Tankless Gas Water Heater New Kitchen cabinets and marble countertops New Lighting New Floors New Doors throughout Exterior paint

MLS PIN #72235849

Mar 5, 2018

Sold

$283,500

$99/sq ft

Oct 10, 2017

Pending

—

Sep 28, 2017

Listed

$299,900

$105/sq ft

Come check out this LARGE ranch in desirable Hopkinton. Great opportunity for homeowner who wants to do some work and create some equity. SINGLE FLOOR LIVING. Master suite. BUILDERS, INVESTORS, CONTRACTORS, FLIPPERS also welcome. Please note the seller has never occupied this home. Seller will provide Title V compliance certificate. OPEN HOUSE SUNDAY 10/1 from 11am - 3pm. No showings before open house.

MLS PIN #72198406

Aug 25, 2017

Sold

$275,500

$96/sq ft

Jul 22, 2017

Pending

—

Jul 14, 2017

Listed

$293,000

$102/sq ft

MLS PIN #30374992

May 10, 2000

Sold

$245,000

$86/sq ft

Jan 19, 2000

Listing Removed

—

Dec 19, 1999

Listed

$249,900

$87/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$12,660 (+1.5%)

$288,500 + $604,300

$892,800

2024

$12,474 (+0.9%)

$274,600 + $579,200

$853,800

2023

$12,357 (+72.8%)

$241,000 + $540,600

$781,600

2022

$7,149 (+3.0%)

$218,900 + $200,900

$419,800

2021

$6,941 (+5.2%)

$212,400 + $194,000

$406,400

2020

$6,597 (+29.2%)

$207,500 + $184,700

$392,200

2019

$5,108 (−5.7%)

$203,400 + $94,100

$297,500

2018

$5,415 (−0.8%)

$193,500 + $126,900

$320,400

2017

$5,460 (+1.0%)

$187,800 + $137,200

$325,000

2016

$5,404 (−1.1%)

$184,100 + $133,200

$317,300

2015

$5,462 (+12.0%)

$178,800 + $125,300

$304,100

2014

$4,876 (+1.8%)

$178,800 + $97,800

$276,600

2013

$4,791 (−1.7%)

$178,800 + $97,800

$276,600

2012

$4,876 (+1.9%)

$178,800 + $107,200

$286,000

2011

$4,785 (+4.0%)

$178,800 + $107,200

$286,000

2010

$4,603 (+2.7%)

$184,100 + $108,000

$292,100

2009

$4,480

$194,400 + $103,700

$298,100

Tax history for 39 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2025

$12,660 (+1.5%)

$288,500 + $604,300

$892,800

2024

$12,474 (+0.9%)

$274,600 + $579,200

$853,800

2023

$12,357 (+72.8%)

$241,000 + $540,600

$781,600

2022

$7,149 (+3.0%)

$218,900 + $200,900

$419,800

2021

$6,941 (+5.2%)

$212,400 + $194,000

$406,400

2020

$6,597 (+29.2%)

$207,500 + $184,700

$392,200

2019

$5,108 (−5.7%)

$203,400 + $94,100

$297,500

2018

$5,415 (−0.8%)

$193,500 + $126,900

$320,400

2017

$5,460 (+1.0%)

$187,800 + $137,200

$325,000

2016

$5,404 (−1.1%)

$184,100 + $133,200

$317,300

2015

$5,462 (+12.0%)

$178,800 + $125,300

$304,100

2014

$4,876 (+1.8%)

$178,800 + $97,800

$276,600

2013

$4,791 (−1.7%)

$178,800 + $97,800

$276,600

2012

$4,876 (+1.9%)

$178,800 + $107,200

$286,000

2011

$4,785 (+4.0%)

$178,800 + $107,200

$286,000

2010

$4,603 (+2.7%)

$184,100 + $108,000

$292,100

2009

$4,480

$194,400 + $103,700

$298,100

*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

0.76 Acres

Year renovated

2020

Sq. Ft.

3,038

Year built

1973

Style

Single Family Residential

County

Middlesex County

APN

532155

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: 8
AttachedGarageYN: Yes
Parking Features: Attached, Paved Drive

Interior

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

Interior Features
# of Rooms (Total): 10

Exterior

Building Information
Building Area (Total): 2,860
Foundation Details: Slab
Construction Materials: Frame, Stone
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Storage

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.76
Lot Features: Wooded, Level
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $12,600
Tax Year: 2025

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Private
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air
Cooling: Central Air

Location

Location Information
Directions: RT 85 to Chestnut
UnparsedAddress: 39 Chestnut Street, Hopkinton MA 01748

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

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 3,038
Stories: 2.0
Lot Size: 0.76 acres
Style: Single Family Residential
Year Built: 1973
Year Renovated: 2020
County: Middlesex County
APN: 532155

Home facts updated by county records on Jul 16, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: Excluding Hot Tub And Tesla Car Charger On Side Of House
StandardStatus: Closed

Around this home

Schools

Marathon Elementary School

Public K-1 • Assigned • 0.7mi

Hopkinton Middle School

Public 6-8 • Assigned • 1.1mi

9/10

Hopkinton High School

Public 9-12 • Assigned • 1.1mi

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 8.9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$951,000 – $1.15M

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Nearby similar homes

OPEN SAT, 11AM TO 12:30PM3D WALKTHROUGH

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New listings for sale in 01748

OPEN SAT, 11AM TO 1PM

$825,000

3 beds2.5 baths2,540 sq ft

39 Frostpane Ln #39, Hopkinton, MA 01748

OPEN SAT, 11AM TO 12:30PM3D WALKTHROUGH

$785,000

3 beds2.5 baths2,380 sq ft

14 Mayhew St, Hopkinton, MA 01748

OPEN SAT, 12PM TO 2PM

$969,900

3 beds2.5 baths2,140 sq ft

72 Grove St, Hopkinton, MA 01748

OPEN SAT, 11AM TO 1:30PMVIDEO TOUR

$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

3 beds2 baths1,376 sq ft

15 Yale Rd, Hopkinton, MA 01748

OPEN SAT, 12PM TO 1:30PM3D WALKTHROUGH

$1,449,900

4 beds3.5 baths4,653 sq ft

3 Washington Ln, Hopkinton, MA 01748

OPEN SAT, 11:30AM TO 1PM

$439,900

2 beds1.5 baths1,600 sq ft

12 Walcott Valley Dr #12, Hopkinton, MA 01748

Home values near 39 Chestnut St

Data from public records.

Address	Redfin Estimate
41 Chestnut St, Hopkinton, MA 3 Beds \| 3 Baths \| 2300 Sq. Ft.	$888,499
37 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2400 Sq. Ft.	$987,031

Address	Redfin Estimate
32 Chestnut St, Hopkinton, MA 3 Beds \| 2 Baths \| 1512 Sq. Ft.	$683,734
28 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 3163 Sq. Ft.	$941,669

Address	Redfin Estimate
33 Chestnut St, Hopkinton, MA 4 Beds \| 1.5 Baths \| 2560 Sq. Ft.	$762,312
26 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 1800 Sq. Ft.	$925,896

Property information provided by MLS PIN when last listed in 2025. 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 39 Chestnut St

Tax history for 39 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 39 Chestnut St

More real estate resources