Browse All Hopkinton MA Historical Properties for Sale

Welcome to 15 Yale Rd! This beautifully updated 3-bedroom, 2-full-bath home is tucked away in a peaceful wooded setting just moments from Lake Maspenock. Extensive recent improvements make this home truly move-in ready. A BRAND-NEW second-floor full bath features a tub with tiled surround and tiled flooring giving the home the convenience of a full bathroom on each level. Two of the upstairs bedrooms have also been significantly enlarged, creating much more spacious and functional bedroom areas. Additional improvements include new luxury vinyl plank flooring throughout, fresh interior paint, and updated electrical and plumbing. The main level offers a spacious living area, kitchen with attractive cabinetry, stone countertops and stainless steel appliances, a full bath and convenient laundry. Step outside to the beautifully renovated three-season porch, an ideal space for morning coffee, relaxing or entertaining while enjoying the surrounding wooded setting. The property also offers a paved driveway, storage shed and public water and sewer. Enjoy nearby public beach access to Lake Maspenock for swimming, kayaking, boating and relaxing by the water. Conveniently located near Hopkinton's trails, parks, shopping and commuter routes. A wonderful opportunity to own a substantially improved home in a desirable lake-area neighborhood — just move in and enjoy!

15 Yale Rd, Hopkinton

Listing courtesy of Listing Agent: Marcello Trolio from Listing Office: Custom Realty Solutions.

$725,000

3 Beds ⋅ 2 Baths ⋅ 73569190 MLS

Charming 3 bedroom, 2 bath ranch set on over 2 acres of beautiful natural surroundings, offering privacy, space, and plenty of potential. Inside, the home features a spacious family room with vaulted ceilings, creating an open and inviting setting for everyday living and entertaining. The cozy sunken dining room is highlighted by a beautiful stone fireplace, adding warmth and character to the heart of the home. Three comfortable bedrooms and two full baths provide a functional single-level layout. The walkout basement features excellent ceiling height and abundant unfinished space, offering exciting possibilities for future expansion—whether you envision a recreation room, home office, gym, or additional living area. Surrounded by mature natural scenery yet conveniently located in desirable Hopkinton, 360 Wood Street offers a unique combination of privacy, character, and opportunity to make this home your own. Recent updates include renovated baths, roof, skylights, heating system, driveway, gutters and new 4 bedroom septic system being installed prior to closing.

360 Wood St, Hopkinton

Listing courtesy of Listing Agent: Peter Edwards from Listing Office: Hayden Rowe Properties.

$584,900

2 Beds ⋅ 1 Baths ⋅ 73563713 MLS

A beautifully maintained cottage located in a desirable neighborhood, just a short distance to Lake Maspenock's Sandy Beach and a boat ramp. Set on a quiet dead-end road, the home is just steps from nature trails. With one of the largest lots in the neighborhood, the property offers tremendous potential for future expansion. The yard includes beautiful flowers, plants, fruit trees, a peaceful waterfall, a chicken coop, and more. Numerous updates have been completed in recent years, including roof, windows, electrical, shed, interior and exterior painting, smart high efficiency water heater and granite counter tops. Most recently, a mini-split system was installed throughout the home, providing efficient year-round comfort. Offering both privacy and convenience, this home is just minutes from shopping and major commuter routes, including Route 495. Come see all this special property has to offer and imagine the possibilities!

16 Yale Rd, Hopkinton

Listing courtesy of Listing Agent: Sanja Dutra from Listing Office: REMAX Executive Realty.

$635,000

5 Beds ⋅ 3 Baths ⋅ 73559824 MLS

Charming antique Colonial in the heart of Hopkinton! This well-maintained single-family home offers 4–5 bedrooms and 2.5 baths, blending classic character with modern updates. Ideally located just steps from the historic Boston Marathon starting line and Hopkinton Town Common. Enjoy walking distance to schools, restaurants, coffee shops, library, farmers market, and downtown amenities. Situated on a quiet side street with a spacious yard, this home also offers easy access to Routes 495 and the Mass Pike, plus convenient commuter rail access via Southborough and Ashland stations. A rare opportunity to own a centrally located home with charm, space, and convenience.

8 Pike St, Hopkinton

Listing courtesy of Listing Agent: Nana Lo from Listing Office: S.Y.K. Corporation.

$514,900

2 Beds ⋅ 1 Baths ⋅ 73559259 MLS

Welcome home to 19 Knoll Road! This beautifully updated Ranch offers a bright, open-concept floor plan filled with natural light and is one not to be missed! The eat-in kitchen features custom cabinetry, granite countertops, a tiled backsplash, stainless steel appliances, and a center island with breakfast seating. It flows seamlessly into the dining area and spacious living room, where soaring vaulted ceilings create an inviting space for everyday living and entertaining. Gleaming hardwood floors extend throughout the main level, including two generously sized bedrooms with ample closet space. An updated full bath finishes and a convenient first-floor laundry closet complete the interior. Step outside and discover your own private backyard retreat. A large deck overlooks the beautifully landscaped, fully fenced yard, surrounded by mature perennial gardens that provide exceptional privacy. The expansive patio is the perfect setting for a fire pit, outdoor gatherings, or simply relaxing at the end of the day. The oversized driveway offers abundant parking and leads to an extra-large barn, providing plenty of room for storage, hobbies, or all your lake gear. Best of all, you'll enjoy direct access to Sandy Beach on Lake Maspenock, located just one-tenth of a mile away. Situated in a highly desirable neighborhood close to shopping, dining, major routes, and everyday conveniences, this truly turn-key home offers the perfect combination of comfort, style, and location. There's nothing left to do but move in and enjoy. Don't miss your opportunity to make this exceptional property your own!

19 Knoll Road, Hopkinton

Listing courtesy of Listing Agent: The Popps Properties Group from Listing Office: Keller Williams Boston MetroWest.

$410,000

3 Beds ⋅ 2 Baths ⋅ 73556361 MLS

Welcome to 62 Pleasant Street in the charming town of Hopkinton! Set on over half an acre, this property offers endless possibilities in an exceptional location. The home features 3 bedrooms and 2 full bathrooms, providing a functional layout for comfortable living. The spacious dining room flows seamlessly into the kitchen, making it ideal for everyday living and entertaining. A beautifully updated bathroom showcases stylish tile flooring, while the second level offers three bedrooms, a full bath, and hardwood flooring throughout. Additional hardwood floors extend into portions of the main level. Outside, you'll find an expansive backyard with plenty of space to enjoy, along with a storage shed for added convenience. Additional highlights include ample off-street parking and a prime location just minutes from downtown Hopkinton, local restaurants, shops, and convenient access to Route 495.

62 Pleasant St, Hopkinton

Listing courtesy of Listing Agent: Matheus Goncalves from Listing Office: Mega Realty Services.

$1,099,000

4 Beds ⋅ 4 Baths ⋅ 73554768 MLS

Welcome to this completely reimagined home in a quiet neighborhood in downtown Hopkinton featuring a complete renovation and a new second story addition. Offering 2446 sq. ft of beautifully finished living space, this home includes 4 spacious bedrooms and 3.5 bathrooms. The main level, with hardwood flooring throughout, features an open-concept kitchen with custom cabinets, a prep island, quartz countertops and high-end stainless steel appliances opening to a dining area and living room. The first level also includes a dedicated home office, an oversized mudroom, a half bath, and sliders leading to a spacious deck overlooking an expansive back yard. There are two primary suites, one conveniently located on the main level and another upstairs. Each primary suite has a custom designed walk-in closet, hardwood flooring and a private ensuite bath with custom cabinets, quartz countertops and stunning porcelain tiles. The second level features the 2nd primary suite, two additional bedrooms with custom designed closets, a full bath with custom cabinets and a quartz countertop, a convenient laundry room and a large storage closet. Designed for efficiency, this home is all-electric and energy certified with brand new two-zone heat pumps, an electric water heater, 200 amp electrical service, and town water and sewer. The unfinished lower level offers over 1000 square feet of additional space with potential for future living space with direct access to the back yard. This is essentially a brand-new home offering modern comfort, energy efficiency, and thoughtful design throughout. Additional features include an electric fireplace with shiplap finishes, wainscoting on the main level, and a storage shed attached to the house. THE LISTING NOW INCLUDES ATTACHED LOT 17 WHICH HAS BEEN APPROVED FOR THE CONSTRUCTION OF A GARAGE AND/OR AN ADU.

15 Mount Auburn St, Hopkinton

Listing courtesy of Listing Agent: Deborah Delbuono from Listing Office: Advise Realty.

$1,050,000

3 Beds ⋅ 4 Baths ⋅ 73554531 MLS

Discover this fully reimagined Hopkinton home, gut-renovated down to the studs by ADesign Homes Development, just .3 miles from the Lake Maspenock public entrance. From the second-floor loft's Juliet balcony, catch a peek of the lake through the trees. Inside, an open-concept layout and vaulted ceilings fill the home with natural light through oversized, triple-pane high-efficiency windows. White oak flooring, an energy-efficient LG appliance package, and fully electric HVAC complete the modern interior. The kitchen, dining, and living area come together in one inviting entertaining space, accented by quartz countertops, custom cabinetry, and sleek finishes throughout. Spa-inspired bathrooms showcase elegant marble and granite tile work with premium Kohler fixtures. Outside, a fenced-in yard adds privacy, while the walk-out basement offers a large recreation room plus additional storage.

6 Amherst Rd, Hopkinton

Listing courtesy of Listing Agent: Marissa Amin from Listing Office: Amo Realty - Boston City Properties.

$2,599,900

5 Beds ⋅ 5 Baths ⋅ 73542699 MLS

Master craftsman Brian Gassett has done what few people could do. While maintaining the original historic 1790 colonial home, he has brought it up to the highest 2026 standards while being faithfull to the architectural style of the home. Filled with daylight this 4422 sq ft home has first and second floor primary BR’s. 5 BR total each with walk in closet and 4 full baths. A gorgeous kitchen suitable for entertaining and some serious cooking. FR open to patio and 3 season sun room, DR, pantry, and much more. A stone’s throw from the historic town common this lot is level and totally useable. Ample 3 car garage. Accompanied showings only. Some exterior photos of the lawn have been digitally enhanced. For more photos please go to https://drive.google.com/drive/folders/1bmm7xamJG-ronPTWwdy2KmVd33hTld_T?usp=drive_link

27 Ash St, Hopkinton

Listing courtesy of Listing Agent: My House Partners Team from Listing Office: REMAX Executive Realty.

$1,495,000

5 Beds ⋅ 3 Baths ⋅ 73541688 MLS

An exceptional opportunity to own a beautifully sited waterfront property in one of Hopkinton's most desirable neighborhoods. Nestled on a picturesque pond and surrounded by mature landscaping, 28 South Mill Street offers a rare combination of privacy, natural beauty, and convenience. Pride of ownership is evident throughout the property, with extensive renovations and improvements made over the years that have enhanced both its functionality and long-term appeal. The home's striking exterior presence is complemented by outdoor spaces designed to take full advantage of the serene water views. Enjoy morning coffee overlooking the pond, entertain guests outdoors, or simply appreciate the changing seasons from this special setting. Featuring owned solar panels for long-term energy savings and sustainability, the property is also located near top-rated schools, shopping, dining, recreation, and major commuting routes.

28 S Mill St, Hopkinton

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$749,900

3 Beds ⋅ 2 Baths ⋅ 73535427 MLS

Don’t miss your chance at this historic Hopkinton gem. A Rare Blend of History, Character & Modern Comfort! Step into a home that tells a story. Rich in New England charm yet thoughtfully updated for today's lifestyle, this one-of-a-kind property offers the warmth and character that simply can't be recreated. From the inviting farmer's porch to the stunning barn-inspired kitchen with soaring ceilings, exposed beams, and oversized gathering spaces, every room feels designed for making memories. Original architectural details, including reclaimed schoolhouse wainscoting, blend beautifully with modern updates and a spacious primary suite retreat. Outside, enjoy peaceful mornings, summer gatherings, and endless room to roam in a picturesque setting surrounded by nature. The unfinished loft offers exciting possibilities for future expansion, studio space, or a private retreat. All this while enjoying the convenience of Hopkinton's highly desirable location. Schedule your private showing before this opportunity becomes someone else's dream home.

30 Lincoln Street, Hopkinton

Listing courtesy of Listing Agent: Miller Real Estate Group from Listing Office: Keller Williams Pinnacle Central.

$665,000

3 Beds ⋅ 2 Baths ⋅ 73534392 MLS

Step back in time and discover the charm of this circa 1742 antique home set on 1.46 picturesque acres in one of Hopkinton's most scenic locations. Rich with character and history, this 3-bedroom, 2-bath residence features wide-plank hardwood floors, exposed beams, four fireplaces, and timeless architectural details that create a warm and inviting atmosphere throughout. The spacious floor plan offers over 2,000 square feet of living space, blending historic charm with everyday comfort. Outside, enjoy a private wooded setting with open yard space, mature landscaping, and seasonal water views. A new boiler and septic system installed in 2023/2024 provide added peace of mind. A standout feature of the property is the oversized detached barn, offering endless possibilities as a garage, workshop, hobby space, storage area, or home business workspace. Whether you're a craftsman, car enthusiast, or simply need extra room, this versatile structure is a rare find. OH Saturday June 27th 12-1.

68 Spring St, Hopkinton

Listing courtesy of Listing Agent: Wayne Taylor Moreno from Listing Office: Winder Realty, LLC.

$1,260,000

4 Beds ⋅ 3 Baths ⋅ 73518670 MLS

Welcome to 65 Hayden Rowe Street, a sun-drenched Victorian nestled on 1.98 acres in the heart of downtown Hopkinton. This thoughtfully updated home offers the perfect blend of character, charm and modern convenience with its stunning renovated Kitchen and Breakfast Room designed for both style and function. Kitchen leads directly to the spacious Family Room w/ woodstove and triple slider leading to expansive grounds! The 1st floor is complete with an elegant Dining room, curved archways & stairways; fireplaced Living Room; fireplaced Office w/ built-ins galore and a Half Bath. Expanded Primary Suite w/ Office, Bath tiled shower, double sink vanity, tile floor and walk-in closet. 3 Large secondary bedrooms. Hall Bath w/ two pedestal sinks, soaking tub and tiled shower. Lounge in the 3rd floor Cupola! Step outside to your private backyard oasis with Gunite pool, Carriage House, stone wall and gazebo seating areas. See Seller's Capital Improvement List, ensuring comfort & peace of mind!

65 Hayden Rowe Street, Hopkinton

Listing courtesy of Listing Agent: Kathleen Williamson from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$875,000

1 Baths ⋅ 73517104 MLS

Unique opportunity. Sewer connection stub 10 feet from building. 2 overhead 12-foot doors and 2 overhead 14-foot doors. Clean 21E 2022.

85R Hayden Rowe, Hopkinton

Listing courtesy of Listing Agent: Steven Greenberg from Listing Office: Oak Realty.

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Hopkinton Historical Real Estate

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