23 Longwood Dr, Hopkinton MA 01748

Hopkinton, MA 01748
$1,575,000
$1,549,000
Est. $9,407/month
4
Beds
2.5
Baths
4,836
Sq Ft
$320
Price/Sq Ft
1.41
Acres
1993
Year Built
3
Garage Spaces
61
Days on Market
For Sale Price Drop -$26,000 Listed Jun 17, 2026 • MLS# 73537135 Copied! • Updated Aug 6, 2026

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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.

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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

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
Garage Spaces 3
Has Garage Yes
Features Attached, Off Street
Total Spaces 9
Electric None
Water Private
Sewer Private Sewer
Gas None
Other For Gas Range, For Electric Oven, For Electric Dryer
Annual Tax $16,497
Assessed Value $1,163,400
Fee Includes None
Amenities None
Optional Fee Includes None
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. There Are 5 Bedrooms On The 2nd Floor. 4 Bedroom Septic.
Exclusions Exercise Equipment, Wall Mounted Tvs In Primary Bed And Ll, Drapes In Dr And Office (Rods Remain)
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) 50 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

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 information not available for this location.

Monthly Payment Calculator

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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,375
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

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 Aug 6, 2026 8:04 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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