OFF MARKET

Off Market Nov 2018 for $1.2M

$2,000,581

•

5,652

sq ft

14 Overlook Rd, Hopkinton, MA 01748

About this home

Looking for the ultimate WOW house, but still crave that homey feel? This magnificent Colonial in Estates at Highland Ridge is the answer! Incredible dramatic foyer w/ double bridle staircases is flanked by a formal dining & living room w/fabulous architectural accents, such as chair rail, wainscoting, columns & crown moldings. Open to the cabinet packed gourmet kitchen w/granite counters, high end appliances & huge island for large gatherings. Bring the party into the enormous two story family room for some lively relaxation around the TV or warmth of the fireplace. Need to get some work done, use the private first floor office. If you crave larger gatherings for friendly camaraderie, use the vaulted game room or full finished walk out basement to watch the big game or outside to the custom stone fireplace and built-in BBQ! Tired? We got that covered too, 4 large bedrooms all with private baths on 2nd floor including a true Master Suite w/his/her walk in closet & stunning master bath.

Single-familyProperty Type

2006Year Built

2.15 acresLot Size

$354Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Robert Smith • Mathieu Newton Sotheby's International Realty

Bought with Chuck Joseph • REMAX Executive Realty

Redfin checked: a minute ago

•Source:MLS PIN #72360054

Redfin Estimate

$2,000,581

$726K since sold in November 2018$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 32.6% higher than the average sale price ($1.51M) of 6 comparable homes.

SOLD AUG 4, 2026
$1,550,000
A
4 beds3.5 baths4,142 sq ft
7 Daniel Shays Rd, Hopkinton, MA 01748
SOLD JUN 25, 2026
$1,770,000
B
4 beds4.5 baths6,415 sq ft
25 Greenwood Rd, Hopkinton, MA 01748
SOLD JUL 31, 2026
$1,785,000
C
4 beds3.5 baths7,308 sq ft
1 Greenwood Rd, Hopkinton, MA 01748
SOLD JUN 8, 2026
$1,917,000
D
4 beds4.5 baths5,528 sq ft
5 Foxhill Dr, Southborough, MA 01772
SOLD JUL 16, 2026
$872,000
E
4 beds4 baths3,048 sq ft
28 Lincoln St, Hopkinton, MA 01748
SOLD JUL 27, 2026
$1,155,000
F
4 beds3.5 baths4,002 sq ft
3 Deer Ridge Rd, Ashland, MA 01721

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

Earn from this home

Sell

$1,043,432

Est. take-home

List your home with Redfin and save $10,003

Rent

$4,613/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%

0.2% MoM

Median sale price

$1.1M

$172K MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

30 MoM

New listings for sale

OPEN THU, 5PM TO 7PM
$1,050,000
4 beds2.5 baths3,498 sq ft
8 Erika Dr, Hopkinton, MA 01748
$849,900
2 beds2.5 baths3,031 sq ft
26 Highcroft Way #26, Hopkinton, MA 01748
$699,900
2 beds2.5 baths2,050 sq ft
12 Mcneil Cir #12, Hopkinton, MA 01748
$849,900
2 beds2.5 baths2,680 sq ft
6 Highcroft Way #6, Hopkinton, MA 01748
$725,000
3 beds2 baths2,349 sq ft
360 Wood St, Hopkinton, MA 01748
3D WALKTHROUGH
$1,025,000
4 beds2.5 baths2,904 sq ft
12 Rocky Woods Rd, Hopkinton, MA 01748
$665,000
2 beds2.5 baths2,000 sq ft
9 Highcroft Way #9, Hopkinton, MA 01748
3D WALKTHROUGH
$1,749,000
4 beds4.5 baths5,540 sq ft
5 Queen Anne Rd, Hopkinton, MA 01748
See all

Provided by Redfin

Sale history for 14 Overlook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$25,662 (+7.3%)

$490,700 + $1,319,000

$1,809,700

2024

$23,921 (+7.6%)

$468,000 + $1,169,300

$1,637,300

2023

$22,240 (+1.7%)

$388,300 + $1,018,400

$1,406,700

2022

$21,878 (+2.9%)

$353,900 + $930,800

$1,284,700

2021

$21,266 (+4.3%)

$344,300 + $900,800

$1,245,100

2020

$20,382 (+12.0%)

$336,500 + $875,300

$1,211,800

2019

$18,204 (+4.8%)

$312,500 + $747,700

$1,060,200

2018

$17,363 (+2.8%)

$306,400 + $721,000

$1,027,400

2017

$16,882 (+1.3%)

$297,800 + $707,100

$1,004,900

2016

$16,664 (+0.2%)

$292,000 + $686,500

$978,500

2015

$16,627 (+3.0%)

$283,800 + $642,000

$925,800

2014

$16,140 (+1.8%)

$283,800 + $631,700

$915,500

2013

$15,856

$283,800 + $631,700

$915,500

2012

$15,841 (+1.9%)

$295,900 + $633,200

$929,100

2011

$15,544 (+3.5%)

$295,900 + $633,200

$929,100

2010

$15,015 (−0.7%)

$323,000 + $629,700

$952,700

2009

$15,128

$353,100 + $653,400

$1,006,500

Tax history for 14 Overlook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$25,662 (+7.3%)

$490,700 + $1,319,000

$1,809,700

2024

$23,921 (+7.6%)

$468,000 + $1,169,300

$1,637,300

2023

$22,240 (+1.7%)

$388,300 + $1,018,400

$1,406,700

2022

$21,878 (+2.9%)

$353,900 + $930,800

$1,284,700

2021

$21,266 (+4.3%)

$344,300 + $900,800

$1,245,100

2020

$20,382 (+12.0%)

$336,500 + $875,300

$1,211,800

2019

$18,204 (+4.8%)

$312,500 + $747,700

$1,060,200

2018

$17,363 (+2.8%)

$306,400 + $721,000

$1,027,400

2017

$16,882 (+1.3%)

$297,800 + $707,100

$1,004,900

2016

$16,664 (+0.2%)

$292,000 + $686,500

$978,500

2015

$16,627 (+3.0%)

$283,800 + $642,000

$925,800

2014

$16,140 (+1.8%)

$283,800 + $631,700

$915,500

2013

$15,856

$283,800 + $631,700

$915,500

2012

$15,841 (+1.9%)

$295,900 + $633,200

$929,100

2011

$15,544 (+3.5%)

$295,900 + $633,200

$929,100

2010

$15,015 (−0.7%)

$323,000 + $629,700

$952,700

2009

$15,128

$353,100 + $653,400

$1,006,500

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

2.15 Acres

Year renovated

2010

Sq. Ft.

5,652

Year built

2004

Style

Single Family Residential

County

Middlesex County

APN

4383502

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: 3
# of Covered Spaces: 3
Parking Spaces: 8
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Garage Faces Side, Paved Drive, Off Street

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Cathedral Ceiling(s),Ceiling Fan(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Cable Hookup,Dressing Room,Recessed Lighting

Bedroom #2 Information
Level: Second
Features: Bathroom - Full,Ceiling Fan(s),Closet,Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet

Bedroom #3 Information
Level: Second
Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood

Bedroom #4 Information
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Attic Access

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Window(s) - Picture,Countertops - Stone/Granite/Solid,Jacuzzi / Whirlpool Soaking Tub,Double Vanity,Dressing Room,Recessed Lighting

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid

Living Room Information
Level: Main,First
Features: Flooring - Hardwood,French Doors,Chair Rail,Open Floorplan,Recessed Lighting

Family Room Information
Level: Main,First
Features: Coffered Ceiling(s),Flooring - Wall to Wall Carpet,Balcony - Interior,Cable Hookup,Open Floorplan,Recessed Lighting

Dining Room Information
Level: Main,First
Features: Flooring - Hardwood,Chair Rail,Open Floorplan

Kitchen Information
Level: Main,First
Features: Flooring - Hardwood,Dining Area,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Breakfast Bar / Nook,Exterior Access,Open Floorplan,Recessed Lighting,Stainless Steel Appliances

Basement Information
Basement: Full, Finished, Walk-Out Access, Interior Entry

Laundry Information
Laundry Features: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Main Level, First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 11
Door Features: Insulated Doors
Window Features: Window(s) - Bay/Bow/Box, Window(s) - Picture, Skylight, Insulated Windows
Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Interior Features: Open Floorplan, Recessed Lighting, Cathedral Ceiling(s), Ceiling Fan(s), Wet Bar, Closet, Bathroom - Half, Study, Game Room, Sun Room, Foyer, Bonus Room, Media Room

Exterior

Building Information
Building Area (Total): 5,652
Foundation Details: Concrete Perimeter
Construction Materials: Frame, Brick
Year Built Source: Public Records
Year Built Details: Actual
Color: brick
Lead Paint: None

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Composite
Exterior Features: Balcony / Deck, Deck - Composite, Rain Gutters, Professional Landscaping, Sprinkler System

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 2.15
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $17,363
Tax Year: 2018

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven, Icemaker Connection
Sewer: Private Sewer
Water Source: Well
Electric: 200+ Amp Service

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

Location

HOA Information
Has Association
Homeowners Association Membership Required

Location Information
Directions: off bridge st
UnparsedAddress: 14 Overlook Rd, Hopkinton MA 01748

Community Information
Senior CommunityYN: No
Community Features: Shopping, Park, Walk/Jog Trails, Golf, Conservation Area, Highway Access, House of Worship, Public School

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 5,652
Stories: 2.0
Lot Size: 2.15 acres
Style: Single Family Residential
Year Built: 2004
Year Renovated: 2010
County: Middlesex County
APN: 4383502

Home facts updated by county records on Jul 16, 2026

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Elmwood Elementary School

Public 2-3 • Assigned • 2.3mi

9/10

Hopkinton Middle School

Public 6-8 • Assigned • 2.9mi

9/10

Hopkinton High School

Public 9-12 • Assigned • 3.0mi

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

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

40% 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

$1.90M – $2.30M

Reach more buyers when you sell with Redfin. Save up to $20,006 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$725,000

3 beds2 baths2,349 sq ft

360 Wood St, Hopkinton, MA 01748

$2,550,000

5 beds5.5 baths7,802 sq ft

Lot 6 Lincoln St, Hopkinton, MA 01748

$2,288,888

4 beds4.5 baths6,447 sq ft

4 Summit Way, Hopkinton, MA 01748

$1,099,000

4 beds3.5 baths2,446 sq ft

15 Mount Auburn St, Hopkinton, MA 01748

$640,000

3 beds2 baths2,010 sq ft

28 Highland St, Southborough, MA 01772

3D WALKTHROUGH

$1,199,000

4 beds3.5 baths4,000 sq ft

55 Breakneck Hill Rd, Southborough, MA 01772

New listings for sale in 01748

OPEN THU, 5PM TO 7PM

$1,050,000

4 beds2.5 baths3,498 sq ft

8 Erika Dr, Hopkinton, MA 01748

$849,900

2 beds2.5 baths3,031 sq ft

26 Highcroft Way #26, Hopkinton, MA 01748

$699,900

2 beds2.5 baths2,050 sq ft

12 Mcneil Cir #12, Hopkinton, MA 01748

$849,900

2 beds2.5 baths2,680 sq ft

6 Highcroft Way #6, Hopkinton, MA 01748

$725,000

3 beds2 baths2,349 sq ft

360 Wood St, Hopkinton, MA 01748

3D WALKTHROUGH

$1,025,000

4 beds2.5 baths2,904 sq ft

12 Rocky Woods Rd, Hopkinton, MA 01748

$665,000

2 beds2.5 baths2,000 sq ft

9 Highcroft Way #9, Hopkinton, MA 01748

3D WALKTHROUGH

$1,749,000

4 beds4.5 baths5,540 sq ft

5 Queen Anne Rd, Hopkinton, MA 01748

Home values near 14 Overlook Rd

Data from public records.

Address	Redfin Estimate
6 Overlook Rd, Hopkinton, MA 4 Beds \| 5.5 Baths \| 6209 Sq. Ft.	$1,873,119
7 Overlook Rd, Hopkinton, MA 5 Beds \| 5.5 Baths \| 5398 Sq. Ft.	$1,731,276

Address	Redfin Estimate
8 Overlook Rd, Hopkinton, MA 4 Beds \| 4.5 Baths \| 6068 Sq. Ft.	$1,788,814
9 Overlook Rd, Hopkinton, MA 4 Beds \| 4.5 Baths \| 5580 Sq. Ft.	$1,811,392

Address	Redfin Estimate
10 Overlook Rd, Hopkinton, MA 4 Beds \| 3.5 Baths \| 3658 Sq. Ft.	$1,465,246
11 Overlook Rd, Hopkinton, MA 4 Beds \| 5.5 Baths \| 6924 Sq. Ft.	$2,200,261

Property information provided by MLS PIN when last listed in 2018. This data may not match . Learn more.

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
01748 homes for sale
01757 homes for sale
01581 homes for sale
01721 homes for sale

Houses for rent in Hopkinton	Agents near me	Quincy, MA homes for sale	Hopkinton 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	Hopkinton 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

About this home

Redfin Estimate

Earn from this home

Market trends in 01748, MA

Sale history for 14 Overlook Rd

Tax history for 14 Overlook Rd

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 14 Overlook Rd

More real estate resources