FeaturesFlooring - Wall to Wall Carpet, Recessed Lighting, Closet - Double
LevelSecond
23 Longwood Dr, Hopkinton MA 01748
Hopkinton, MA 01748
$1,575,000
$1,549,000
Est. $9,407/month
About this home
Perfectly sited on a picturesque level corner lot in one of Hopkinton's most coveted and bucolic neighborhoods, this exceptional residence offers an enviable lifestyle just moments from Whitehall Reservoir, where miles of scenic trails, kayaking, fishing, boating, cross-country skiing, and winter ice skating provide year-round outdoor recreation. Thoughtfully designed for both elegant entertaining and comfortable everyday living, the chef's kitchen is beautifully appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, and generous gathering space, flowing seamlessly into what may become your favorite room in the house—a spectacular four-season sunroom with radiant heated floors, walls of windows, and a cozy gas fireplace. Whether you're enjoying morning coffee while watching the sunrise, admiring the brilliant fall foliage, or relaxing by the fire as snow falls outside, this space is simply magical in every season. The dramatic cathedral family room with a wood-burning fireplace creates a warm and inviting gathering place, while the formal dining room and private study offer sophistication and flexibility. 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 spacious bedrooms provide room for family, guests, or a second home office, while the finished lower level offers a spacious family room and dedicated fitness area. Outdoors, an expansive deck, stone patio, and inviting firepit overlook private grounds designed for impromptu barbecues, evenings under the stars, and making lifelong memories with family and friends. Located in one of Hopkinton's most desirable neighborhoods, yet just minutes to top-rated schools, shopping, dining, the commuter rail, and major routes, this home offers the perfect balance of luxury, comfort, and connection to nature. More than simply a beautiful home, 23 Longwood Drive is a place where every season brings something to enjoy and every space invites you to slow down, gather with the people you love, and truly feel at home.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
1.7%
Price Range
Property Timeline
Price Reduced
Jul 19, 2026
$1,549,000
$26,000
(-1.65%)
From $1,575,000 to $1,549,000 (-1.6%)
Showing Instructions Updated
Jun 18, 2026
New showing requirements
Showing Instructions Updated
Jun 17, 2026
New showing requirements
Listed for Sale
Jun 17, 2026
$1,575,000
Original listing
Agent: The Macchi Group
Office: William Raveis R.E. & Home Services
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/19/2026 | ↓ Price Reduced | $1,549,000 | $26,000 | - | From $1,575,000 to $1,549,000 (-1.6%) |
| 06/18/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 06/17/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 06/17/2026 | 🏠 Listed for Sale | $1,575,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $16,497 | $1,163,400 |
Financial Details
Annual Property Tax
$16,497
Tax Year 2025
Assessed Value
$1,163,400
Facts & Features
3 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1993
Living Area
4,836 sq ft
Lot Size
1.41 acres
Bedrooms
4
Full Baths
2
Half Baths
1
Total Rooms
12
Interior
Heating
Baseboard, Radiant, Heat Pump, Oil, Fireplace
Cooling
Central Air
Flooring
Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall To Wall Carpet
Appliances
Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Fireplace
Living Room, Master Bedroom
Fireplaces
3
Basement
Full, Finished, Interior Entry, Bulkhead, Radon Remediation System
Laundry
Skylight, Ceiling - Cathedral, Flooring - Stone/ceramic Tile, Electric Dryer Hookup, Washer Hookup, Lighting - Overhead, Sink, Second Floor
Features
Crown Molding, Cathedral Ceiling(s), Ceiling Fan(s), Recessed Lighting, Closet, Home Office, Sun Room, Exercise Room, Wired For Sound
Exterior
Construction
Frame
Architecture
Colonial
Roof
Shingle
Features
Deck, Patio, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck, Patio
Parking
Garage Spaces
3
Has Garage
Yes
Features
Attached, Off Street
Total Spaces
9
Utilities
Electric
None
Water
Private
Sewer
Private Sewer
Gas
None
Other
For Gas Range, For Electric Oven, For Electric Dryer
Financial
Annual Tax
$16,497
Assessed Value
$1,163,400
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Solar Panels Are Owned. Gasis Propane For Stove Top & 2 Fireplaces. Buderus Boiler 2007, Roof 2010, New Anderson Windows 2011 & 2017, Water Softener 2019, Gutter Guards 2022, New Skylights 2025.no Ac In Basement. Ask Your Buyer Agent To Make An Appointment For A Private Showing!
Exclusions
Exercise Equipment, Wall Mounted Tvs In Primary Bed And Ll, Drapes In Dr And Office (Rods Remain)
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Tan
Sq Ft Source
Public Record
Sq Ft Disclosures
Below grade square footage measured and is approximate. Buyer to conduct their own due diligence.
Documents
None
County
Middlesex
Total market time (incl. prior listings)
36 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1993
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
4,836 sq ft
Total Rooms
12
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,904 sq ft above grade
932 sq ft below grade
FeaturesFlooring - Hardwood, Attic Access, Recessed Lighting, Wainscoting, Closet - Double
LevelSecond
FeaturesBathroom - Full, Bathroom - Tiled With Shower Stall, Fireplace, Skylight, Cathedral Ceiling(s), Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub, Double Vanity
LevelSecond
FeaturesFlooring - Wall to Wall Carpet, Recessed Lighting, Lighting - Overhead, Closet - Double
LevelSecond
FeaturesBathroom - Full, Bathroom - Tiled With Tub & Shower, Skylight, Cathedral Ceiling(s), Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Double Vanity, Lighting - Sconce, Lighting - Overhead
LevelSecond
FeaturesBathroom - Full, Ceiling Fan(s), Vaulted Ceiling(s), Walk-In Closet(s), Flooring - Hardwood, French Doors, Recessed Lighting, Lighting - Sconce
LevelSecond
FeaturesBathroom - Half, Flooring - Stone/Ceramic Tile, Wainscoting, Lighting - Sconce, Pedestal Sink
LevelFirst
FeaturesFlooring - Hardwood, French Doors, Wainscoting, Crown Molding
LevelFirst
FeaturesFlooring - Stone/Ceramic Tile, Pantry, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Recessed Lighting, Lighting - Pendant
LevelFirst
FeaturesSkylight, Cathedral Ceiling(s), Ceiling Fan(s), Flooring - Hardwood, French Doors
LevelFirst
FeaturesFlooring - Hardwood, French Doors, Crown Molding
LevelFirst
FeaturesCloset, Flooring - Wall to Wall Carpet, Recessed Lighting
LevelBasement
FeaturesYes
Display Options
Outdoor Areas
Patio & porchDeck, Patio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Appliances:
Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Interior Features:
Crown Molding, Cathedral Ceiling(s), Ceiling Fan(s), Recessed Lighting, Closet, Home Office, Sun Room, Exercise Room, Wired for Sound
Windows:
Skylight
Basement:
Full, Finished, Interior Entry, Bulkhead, Radon Remediation System
Laundry:
Skylight, Ceiling - Cathedral, Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, Lighting - Overhead, Sink, Second Floor
Security:
Security System
Construction & Materials
Style:
Colonial
Year Built:
1993
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Baseboard, Radiant, Heat Pump, Oil, Fireplace
Heating Zones:
5
Cooling:
Central Air
Cooling Zones:
2
Hot Water:
Water Source:
Private
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck, Patio, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting
Patio & Porch:
Deck, Patio
Fencing:
Other Structures:
Lot Features:
Corner Lot
Road Surface:
Paved
Parking & Garage
Garage Spaces:
3
Garage Type:
Attached
Total Parking Spaces:
9
Parking Features:
Attached, Off Street
Special Features
Fireplaces:
3
Fireplace Type:
Living Room, Master Bedroom
Community Amenities:
Shopping, Walk/Jog Trails, Medical Facility, Public School, T-Station
Nearby Schools
School District
Hopkinton School District local
A+
School Safety
2024-25
0.4%
Low
0.4%
Suspensions
0.4%
In-School
5.1% below state avg
Elementary Schools
3 schools
A
Annie E Fales School
1.7 mi
|
#97 of 824
|
Score: 59.6
Improved 112 spots from last year
+1.4 above state avg
305 students
Diverse
Rising School
Diverse Student Body
Grades K-03
A
J. Harding Armstrong Elementary School
2.6 mi
|
#109 of 824
|
Score: 58.7
Improved 150 spots from last year
+0.5 above state avg
391 students
Diverse
Rising School
Diverse Student Body
Grades K-03
A-
Elsie A Hastings Elementary School
2.6 mi
|
#209 of 824
|
Score: 54.4
Improved 45 spots from last year
-3.8 below state avg
478 students
Diverse
Rising School
Diverse Student Body
Grades PK-03
Middle Schools
3 schools
A+
Sarah W Gibbons Middle School
2.6 mi
|
#21 of 352
|
Score: 60.8
Improved 24 spots from last year
+2.6 above state avg
610 students
Diverse
Rising School
Diverse Student Body
Strong Attendance
Grades 07-08
A
Mill Pond School
3.2 mi
|
#154 of 824
|
Score: 57.0
Dropped 15 spots from last year
-1.2 below state avg
834 students
Diverse
Diverse Student Body
Grades 04-06
A+
Hopkinton Middle School
3.9 mi
|
#12 of 352
|
Score: 63.2
Same rank as last year
+5 above state avg
996 students
Diverse
Strong Attendance
Grades 06-08
High Schools
2 schools
A+
Westborough High School
1.9 mi
|
#16 of 346
|
Score: 74.0
Improved 28 spots from last year
+15.8 above state avg
1,213 students
Diverse
19 sports
• 1,948 athletes
Strong AP Program
High Graduation Rate
Rising School
College Ready Curriculum
Grades 09-12
A+
Hopkinton High School
3.9 mi
|
#26 of 346
|
Score: 72.4
Dropped 17 spots from last year
+14.2 above state avg
1,267 students
Diverse
20 sports
• 2,444 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
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Location
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Neighborhood
23 Longwood Dr, Hopkinton MA 01748
Hopkinton, MA 01748
Listing Information
Listing Agent
The Macchi Group
Listing Office
William Raveis R.E. & Home Services
Office Phone
781-235-5000
Agent MLS ID
TM300600
Office MLS ID
M95356
Listing Data Updated
Jul 23, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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