Google street view image for 16 Chestnut St, Hopkinton, MA 01748

Off market nov 1996 for $485K

$1,362,787

Est. refi paymentEst. refi $3,044/mo

•

2.5 ba

•

3,312

sq ft

16 Chestnut St, Hopkinton, MA 01748

About this home

16 Chestnut St is a 3,312 square foot house on a 12.49 acre lot with 4 bedrooms and 2.5 bathrooms. - it last sold on November 21, 1996 for $485,000. Based on Redfin's Hopkinton data, we estimate the home's value is $1,362,787.

Single-familyProperty Type

1995Year Built

12.49 acresLot Size

$411Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,362,787

$878K since sold in November 1996$29K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 38.3% higher than the average sale price ($985K) of 6 comparable homes.

SOLD OCT 30, 2026
$972,000
A
4 beds2.5 baths3,243 sq ft
330 Marshall St, Holliston, MA 01746
SOLD AUG 7, 2026
$1,450,000
B
4 beds2.5 baths3,579 sq ft
14 Greystone Ln, Hopkinton, MA 01748
SOLD SEP 23, 2026
$960,000
C
4 beds2.5 baths3,459 sq ft
40 Granite St, Hopkinton, MA 01748
SOLD AUG 17, 2026
$705,000
D
4 beds2.5 baths3,270 sq ft
4 Cormier Cir, Milford, MA 01757
SOLD JUL 14, 2026
$775,000
E
4 beds2.5 baths3,206 sq ft
66 Haven St, Milford, MA 01757
SOLD OCT 16, 2026
$1,050,000
F
4 beds2.5 baths3,498 sq ft
8 Erika Dr, Hopkinton, MA 01748

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Earn from this home

Sell

$1,292,247

Est. take-home

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Est. cash available

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Rent

$3,556/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 16 Chestnut St

Tax history for 16 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

Basement Information
Basement Sq. Ft: 2,174

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Gravity

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Contemporary
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle

Property Information
Subdivision Name: HOPKINTON
Living Sq. Ft: 3,312
Gross Sq. Ft: 7,856
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 544,064
Municipality Name: HOPKINTON
Acres: 12.49
Zoning Code: RB1
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 3,312
Stories: 2.0
Lot Size: 12.49 acres
Style: Single Family Residential
Year Built: 1995
Year Renovated: —
County: Middlesex County
APN: 3313039S

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 • 1.0mi

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

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

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

$1.30M – $1.57M

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3D & VIDEO TOUR

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Hardwood floors • Eat-in kitchen • Ev charging

New listings for sale in 01748

$449,900

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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 16 Chestnut St

Data from public records.

Address	Redfin Estimate
17 Chestnut Street, Hopkinton, MA 4 Beds \| 2 Baths \| 2743 Sq. Ft.	$889,538
18 Chestnut Street, Hopkinton, MA 4 Beds \| 3 Baths \| 3744 Sq. Ft.	$1,100,548
31 Chestnut Street, Hopkinton, MA 3 Beds \| 1.5 Baths \| 1272 Sq. Ft.	$570,765
24 Chestnut Street, Hopkinton, MA 4 Beds \| 3 Baths \| 2122 Sq. Ft.	$738,710
19 Chestnut Street, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2520 Sq. Ft.	$915,040
20 Davenport Lane Unit 9, Hopkinton, MA 2 Beds \| 3.5 Baths \| 2645 Sq. Ft.	$1,092,383
20 Davenport Lane Unit 20, Hopkinton, MA 2 Beds \| 3.5 Baths \| 3491 Sq. Ft.	$1,122,650

Address	Redfin Estimate
25 Chestnut Street, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2364 Sq. Ft.	$864,124
23 Chestnut Street, Hopkinton, MA 3 Beds \| 1.5 Baths \| 2750 Sq. Ft.	$699,776
17 Chestnut Street, Hopkinton, MA 5 Beds \| 2 Baths \| 2304 Sq. Ft.	$809,934
18 Chestnut Street, Hopkinton, MA 4 Beds \| 3 Baths \| 3744 Sq. Ft.	$1,071,426
2 Gradie Way, Hopkinton, MA 2 Beds \| 2 Baths \| 2014 Sq. Ft.	$807,472
20 Davenport Lane Unit 7, Hopkinton, MA 2 Beds \| 2.5 Baths \| 2528 Sq. Ft.	$961,292
2 Gradie Way, Hopkinton, MA 2 Beds \| 2 Baths \| 2014 Sq. Ft.	$818,597

Address	Redfin Estimate
31 Chestnut Street, Hopkinton, MA 3 Beds \| 1.5 Baths \| 1272 Sq. Ft.	$592,915
19 Chestnut Street, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2520 Sq. Ft.	$912,449
23 Chestnut Street, Hopkinton, MA 3 Beds \| 1.5 Baths \| 1398 Sq. Ft.	$646,530
25 Chestnut Street, Hopkinton, MA 4 Beds \| 2.5 Baths \| 2364 Sq. Ft.	$872,538
22 Davenport Lane, Hopkinton, MA 2 Beds \| 2.5 Baths \| 2425 Sq. Ft.	$1,025,289
22 Davenport Lane Unit 22, Hopkinton, MA 2 Beds \| 2.5 Baths \| 2528 Sq. Ft.	$953,800
22 Davenport Lane, Hopkinton, MA 2 Beds \| 2.5 Baths \| 2426 Sq. Ft.	$1,065,634

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