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23 Longwood Dr

Hopkinton, MA 01748

Offered at$1,499,000

Residential · Active · MLS #73570356
Listing Courtesy of William Raveis R.E. & Home Services | The Macchi Group

4Bedrooms
3Bathrooms
4,836Square feet
1993Year built

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MLS PIN data

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.

Property information

Details at a glance

Interior

Rooms
12
Heating
Baseboard, Radiant, Heat Pump, Oil, Fireplace
Cooling
Central Air
Flooring
Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Fireplaces
3

Building

Style
Single Family Residence
Year built
1993
Garage
3
Parking
9
Foundation
Concrete Perimeter
Roof
Shingle

Land & utilities

Lot size
1.41 acres
Water
Private
Sewer
Private Sewer
Zoning
A

Financial

Annual taxes
$16,497
Assessment year
2025

Listing history

Price and status timeline

  1. Exp

    $1,499,000 · Jun 17, 2026

Property value estimate

An informed starting point

Estimated value$1,514,884

Estimated range $1,408,855$1,620,913

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jul 20, 2026$1,440,000

64 Deerview Way

Sold Jul 11, 2026$1,545,000

2 Bartlett Road

Sold Jun 7, 2026$1,400,000

10 Baldwin Rd

Photo insights

Condition signals

Overall presentationabove average

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Hopkinton

MetricThis propertyHopkinton
List price$1,499,000$1,149,00030% above local
Price / sq ft$310$38119% below local
Days on market45593% below local
Explore homes in Hopkinton

Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 23 Longwood Dr

Can I schedule a private showing?

Yes. Request a tour of 23 Longwood Dr and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.