23 Longwood Dr, Hopkinton MA 01748
23 Longwood Dr, Hopkinton MA 01748 photo 2
23 Longwood Dr, Hopkinton MA 01748 photo 3
23 Longwood Dr, Hopkinton MA 01748 photo 4
23 Longwood Dr, Hopkinton MA 01748 photo 5
23 Longwood Dr, Hopkinton MA 01748 photo 6
23 Longwood Dr, Hopkinton MA 01748 photo 7
23 Longwood Dr, Hopkinton MA 01748 photo 8
23 Longwood Dr, Hopkinton MA 01748 photo 9
23 Longwood Dr, Hopkinton MA 01748 photo 10
23 Longwood Dr, Hopkinton MA 01748 photo 11
23 Longwood Dr, Hopkinton MA 01748 photo 12
23 Longwood Dr, Hopkinton MA 01748 photo 13
23 Longwood Dr, Hopkinton MA 01748 photo 14
23 Longwood Dr, Hopkinton MA 01748 photo 15
23 Longwood Dr, Hopkinton MA 01748 photo 16
23 Longwood Dr, Hopkinton MA 01748 photo 17
23 Longwood Dr, Hopkinton MA 01748 photo 18
23 Longwood Dr, Hopkinton MA 01748 photo 19
23 Longwood Dr, Hopkinton MA 01748 photo 20
23 Longwood Dr, Hopkinton MA 01748 photo 21
23 Longwood Dr, Hopkinton MA 01748 photo 22
23 Longwood Dr, Hopkinton MA 01748 photo 23
23 Longwood Dr, Hopkinton MA 01748 photo 24
23 Longwood Dr, Hopkinton MA 01748 photo 25
23 Longwood Dr, Hopkinton MA 01748 photo 26
23 Longwood Dr, Hopkinton MA 01748 photo 27
23 Longwood Dr, Hopkinton MA 01748 photo 28
23 Longwood Dr, Hopkinton MA 01748 photo 29
23 Longwood Dr, Hopkinton MA 01748 photo 30
23 Longwood Dr, Hopkinton MA 01748 photo 31
23 Longwood Dr, Hopkinton MA 01748 photo 32
23 Longwood Dr, Hopkinton MA 01748 photo 33
23 Longwood Dr, Hopkinton MA 01748 photo 34
23 Longwood Dr, Hopkinton MA 01748 photo 35
23 Longwood Dr, Hopkinton MA 01748 photo 36
23 Longwood Dr, Hopkinton MA 01748 photo 37
23 Longwood Dr, Hopkinton MA 01748 photo 38
23 Longwood Dr, Hopkinton MA 01748 photo 39
23 Longwood Dr, Hopkinton MA 01748 photo 40
40 photos

$1,549,000

23 Longwood Dr, Hopkinton MA 01748
Hopkinton, MA 01748
Listed by The Macchi Group
Bedrooms
4
Bathrooms
2.1
Living area
4,836 sqft
Year built
1993

About this home

On the shores of Lake Whitehall, in one of Hopkinton's most coveted and picturesque neighborhoods, this exceptional property offers an enviable lifestyle surrounded by miles of scenic trails, kayaking, fishing, boating, cross-country skiing, and winter ice skating, making outdoor recreation part of everyday life. Thoughtfully expanded and beautifully renovated for both entertaining and comfortable daily living, the heart of the home is a stunning chef's kitchen appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, and generous gathering space. It flows effortlessly into what may become your favorite room in the house—a spectacular four-season sunroom featuring radiant heated floors, walls of windows, and a cozy gas fireplace. Whether you're savoring your morning coffee as the sun rises, admiring vibrant autumn foliage, or relaxing by the fire as snow falls outside, this space is magical in every season. The dramatic cathedral family room with a wood-burning fireplace creates a warm and inviting place to gather, while the formal dining room and private study offer timeless elegance and flexibility for today's lifestyle. The luxurious primary suite is a true retreat, featuring soaring ceilings, abundant natural light, a two-sided gas fireplace, and a spa-inspired bath with radiant heated floors and a soaking tub you'll never want to leave. Four additional generously sized bedrooms provide ample space for family, guests, or a second home office, while the finished lower level offers a spacious recreation room and dedicated fitness area. Designed for making memories, the outdoor living spaces are equally impressive. An expansive deck, beautiful stone patio, and inviting firepit overlook professionally landscaped grounds, creating the perfect setting for summer barbecues, evenings under the stars, and unforgettable gatherings with family and friends. Located just minutes from Hopkinton's highly rated schools, charming downtown, restaurants, shopping, the commuter rail, and major commuting routes, this home offers the perfect balance of luxury, convenience, and connection to nature. With both intimate, cozy spaces and an open floor plan designed for entertaining, you truly enjoy the best of both worlds. More than simply a beautiful home, 23 Longwood Drive is a place where every season brings something to enjoy, every room welcomes you to slow down, and every gathering becomes a cherished memory. This is a home that must be experienced in person.

Highlights

Fireplace

Property details

MLS #
73537135
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
64
On market date
June 17, 2026
Stories
N/A
Garage spaces
3
Lot size
1.41 acres
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Annie E Fales
1.71 mi away · Grades 0-3
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
346
Student:teacher ratio
11.2:1
District
Westborough
Middle
Sarah W Gibbons Middle
2.65 mi away · Grades 7-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
592
Student:teacher ratio
10.2:1
District
Westborough
High
Westborough High
2.04 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,178
Student:teacher ratio
12.1:1
District
Westborough

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$9,478/mo
$309,800 down
$1,239,200 loan
Principal & interest$8,037
Property tax (est.)$1,291
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 1 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.