Google street view image for 39 Chestnut St, Hopkinton, MA 01748

Off market may 2000 for $245K

$1,038,180

Est. refi paymentEst. refi $1,586/mo

•

2 ba

•

3,038

sq ft

39 Chestnut St, Hopkinton, MA 01748

About this home

39 Chestnut St is a 3,038 square foot house on a 0.76 acre lot with 3 bedrooms and 2 bathrooms. - it last sold on May 10, 2000 for $245,000. Based on Redfin's Hopkinton data, we estimate the home's value is $1,038,180.

Single-familyProperty Type

1973Year Built

0.76 acresLot Size

$342Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,038,180

$793K since sold in May 2000$7,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.2% higher than the average sale price ($1.03M) of 6 comparable homes.

SOLD SEP 14, 2026
$835,000
A
3 beds2 baths2,228 sq ft
65 Briarcliff Ln, Holliston, MA 01746
BOUGHT WITH REDFIN JUL 22, 2026
$1,185,000
B
4 beds2.5 baths3,576 sq ft
10 Benson Rd, Hopkinton, MA 01748
SOLD JUL 10, 2026
$1,275,000
C
4 beds2.5 baths2,846 sq ft
8 Wild Rd, Hopkinton, MA 01748
SOLD JUN 15, 2026
$1,250,000
D
4 beds2.5 baths2,896 sq ft
10 Joseph Rd, Hopkinton, MA 01748
SOLD SEP 23, 2026
$960,000
E
4 beds2.5 baths3,459 sq ft
40 Granite St, Hopkinton, MA 01748
SOLD JUL 23, 2026
$647,500
F
3 beds1.5 baths2,498 sq ft
2 Esther Dr, Milford, MA 01757

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Earn from this home

Sell

$948,728

Est. take-home

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Est. cash available

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Rent

$3,384/mo

Redfin rental estimate

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Market trends in 01748, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

101.6%

0.0% MoM

Median sale price

$1.0M

$126K MoM

Avg. days on market

25d

4 days MoM

Recently sold homes

13 MoM

New listings for sale

$449,900
2 beds1.5 baths1,374 sq ft
19 Pinecrest Vlg #19, Hopkinton, MA 01748
$499,899
2 beds2.5 baths1,738 sq ft
39 Forest Ln #28, Hopkinton, MA 01748
3D & VIDEO TOUR
$1,899,000
4 beds3.5 baths5,436 sq ft
18 Smith Rd, Hopkinton, MA 01748
$759,900
2 beds2.5 baths2,242 sq ft
3 Mcgill Ct Unit 21-4, Hopkinton, MA 01748
3D WALKTHROUGH
$1,895,000
4 beds3.5 baths5,349 sq ft
8 Connelly Hill Rd, Hopkinton, MA 01748
See all

Provided by Redfin

Sale history for 39 Chestnut St

Tax history for 39 Chestnut St

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 1
Fireplace Type: Wood Stove
Has Fireplace

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Cape Cod
Construction Type: Frame
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 3,038
Gross Sq. Ft: 5,104
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 33,106
Municipality Name: HOPKINTON
Acres: 0.76
Zoning Code: RB
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 3
Baths: 2.0
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: 3245745S

Home facts updated by county records on Sep 10, 2026

Around this home

Schools

K - 12
Preschool & daycare

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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$987,000 – $1.19M

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Nearby similar homes

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Custom closet • Chef's kitchen • Butlers pantry

3D & VIDEO TOUR

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80 Grove St, Hopkinton, MA 01748

Hardwood floors • Eat-in kitchen • Ev charging

New listings for sale in 01748

$449,900

2 beds1.5 baths1,374 sq ft

19 Pinecrest Vlg #19, Hopkinton, MA 01748

Hardwood flooring • Tile flooring • Large attic storage

$499,899

2 beds2.5 baths1,738 sq ft

39 Forest Ln #28, Hopkinton, MA 01748

Gas cooking • Breakfast bar • Open concept dining

3D & VIDEO TOUR

$1,899,000

4 beds3.5 baths5,436 sq ft

18 Smith Rd, Hopkinton, MA 01748

Gourmet kitchen • Wolf appliances • Gas range

$759,900

2 beds2.5 baths2,242 sq ft

3 Mcgill Ct Unit 21-4, Hopkinton, MA 01748

One floor living • Private bath • Loft

3D WALKTHROUGH

$1,895,000

4 beds3.5 baths5,349 sq ft

8 Connelly Hill Rd, Hopkinton, MA 01748

Landscaped acre • Two-story entry • Built-in bookcases

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.	$884,493
37 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2400 Sq. Ft.	$985,226
35 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2257 Sq. Ft.	$816,266
34 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| - Sq. Ft.	$831,919
37 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2254 Sq. Ft.	$1,017,227
35 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2503 Sq. Ft.	$807,989
3 McKay Rd, Hopkinton, MA 4 Beds \| 2.5 Baths \| 3099 Sq. Ft.	$1,032,948

Address	Redfin Estimate
32 Chestnut St, Hopkinton, MA 3 Beds \| 2 Baths \| 1512 Sq. Ft.	$667,244
28 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 3163 Sq. Ft.	$932,845
30 Chestnut St, Hopkinton, MA 4 Beds \| 2 Baths \| 2172 Sq. Ft.	$843,366
30 Chestnut St, Hopkinton, MA 4 Beds \| 2 Baths \| 2179 Sq. Ft.	$818,142
33 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 3232 Sq. Ft.	$978,438
41 Chestnut St, Hopkinton, MA 3 Beds \| 3 Baths \| 2322 Sq. Ft.	$894,511
1 McKay Rd, Hopkinton, MA 4 Beds \| 2 Baths \| 2232 Sq. Ft.	$841,648

Address	Redfin Estimate
33 Chestnut St, Hopkinton, MA 4 Beds \| 1.5 Baths \| 2560 Sq. Ft.	$746,975
26 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 1800 Sq. Ft.	$924,541
43 Chestnut St, Hopkinton, MA 4 Beds \| 2 Baths \| 2088 Sq. Ft.	$766,216
32 Chestnut St, Hopkinton, MA 3 Beds \| 2 Baths \| 1512 Sq. Ft.	$670,308
28 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 3163 Sq. Ft.	$934,535
26 Chestnut St, Hopkinton, MA 4 Beds \| 2.5 Baths \| 1800 Sq. Ft.	$867,414
5 McKay Rd, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2344 Sq. Ft.	$848,140

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