Browse All Hopkinton MA Historical Properties for Sale

Don't miss this circa 1880 single family residence with a unique business opportunity conveniently located close to downtown with approximately 4250 square feet of space on a 1/2 acre lot with a detached garage. An addition was added to the home for a hair salon and a primary suite both with bathrooms, closets and extra storage and a walk-up attic. The five bedrooms provides lots of personal space for everyone. The front porch welcomes you to the living room and the dining with tons of natural lighting. There are Anderson windows throughout. The kitchen has a commercial stove and hood, with a 12x17 dining area, pantry, and an island. The large wood deck has 2x12 framing to accommodate a hot tub. Enjoy the sunsets from your deck. In 2001 the first-floor bonus room with 567 square feet which currently is a hair salon with a nail room, color room/storage area, both with sinks, and a 3/4 bathroom. This property offers so many business options for the owner; keep it as a salon, make the area an attached ADU, offices, a multi-generational room, a catering space, perhaps a first-floor primary bedroom. The choice is yours! See document "other" regarding the zoning. The primary bedroom was also added in 2001 with oak hardwood floors and a beautiful en-suite with a large tiled shower, soaking tub, and a double vanity. It has an office and a large walk-in closet. There are stairs leading to the unfinished attic The yard has garden areas and a chicken coop that can serve as a shed. Hopkinton offers so many beautiful areas to enjoy including the Town Common, Lake Whitehall, Lake Maspenock with its town beach known as Sandy Island and the Hopkinton State Park. Enjoy the nearby walking trails! The start of the Boston Marathon is down the street at the beautiful Town Common. Hopkinton is rated as a safe community and a great school system. Quick closing possible, be in for the holidays.

12 Wood Street, Hopkinton

Listing courtesy of Listing Agent: Lily Holden from Listing Office: Northstar Properties Group, LLC.

$735,000

4 Beds ⋅ 3 Baths ⋅ 73585747 MLS

Welcome to 145 East Main Street, a well-loved Hopkinton home that has been cherished by the same family for decades. Set on a large, picturesque lot, this spacious 4/5-bedroom, 2.5-bath expanded Cape offers a flexible floor plan with plenty of room to make it your own. The heart of the home features an open kitchen and dining area highlighted by impressive vaulted ceilings, creating a bright and inviting gathering space. The living room showcases exposed beams and wood burning stove that add warmth and character, while a first-floor bedroom provides excellent flexibility for guests, a home office, or convenient one-level living. Upstairs, 3/4 additional bedrooms offer plenty of space for everyone. With its generous living space, classic Cape character, expansive yard, and desirable Hopkinton location, this longtime family home presents a wonderful opportunity for its next owners to create new memories for years to come.

145 E Main St, Hopkinton

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

$1,098,000

4 Beds ⋅ 2 Baths ⋅ 73582071 MLS

A once-in-a-lifetime opportunity to own an extraordinary home and property on stunning Lake Maspenock. This is your chance to experience an unrivaled setting where the land, water, and lifestyle are truly unparalleled. Spend your days boating, swimming, kayaking, paddleboarding, and fishing, then unwind along the shoreline as the sun sets. Thoughtfully designed to maximize its magnificent lake views, this lovely custom contemporary is a true waterfront gem. Its generous floor plan offers inviting spaces for entertaining and relaxing, while abundant windows and skylights fill the home with natural light. Most rooms capture beautiful seasonal lake views and spectacular sunsets. The first level includes the kitchen, dining room, family room, and a fabulous screened porch with incredible views. The second level features a living room, two bedrooms, a full bath, laundry, and access to a large deck with wonderful sightlines of the lake. On the third level are two additional bedrooms, including the spacious primary bedroom, with a private balcony overlooking the water, along with a second full bath. Outdoor living is equally exceptional, with the large lakefront deck, multiple patios, an outdoor fieldstone fireplace, and a substantial custom-built dock—perfect for fishing, sunbathing, or securing your boat. Residents also enjoy access to a private sandy beach with a summer lifeguard, located approximately a 15-minute walk from the home. The property includes a substantial additional lot directly across the road, offering dedicated parking and ample space for a small structure, subject to required approvals. Conveniently located near I-495, the Massachusetts Turnpike, and the Southborough and Ashland commuter rail stations, this remarkable property presents a rare opportunity to fully embrace the Lake Maspenock lifestyle.

12 Downey Pl, Hopkinton

Listing courtesy of Listing Agent: Kandi Pitrus from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$785,000

3 Beds ⋅ 3 Baths ⋅ 73578335 MLS

Built around 1880 and filled with the kind of character you simply cannot recreate, this antique Colonial offers a unique opportunity to enjoy a piece of Hopkinton history right in the heart of town. Inside, hardwood floors and timeless architectural details flow throughout the home. The kitchen pairs European white cabinetry with granite countertops and a conveniently located bathroom, while the formal dining room features charming built ins and a sun filled bay window that practically begs for a collection of plants. The main level also offers a spacious family room with picture window and a separate sitting room, perfect as a formal living room, quiet reading space, or cozy place to unwind. A sunroom overlooking the yard provides yet another inviting spot to relax and enjoy the changing seasons. Upstairs, you’ll find three bedrooms and two bathrooms, while the walk up third floor adds two bonus rooms ready for a home office, hobbies, a creative space, or whatever life requires next. A 2 car detached garage rounds out the property. All of this in a central Hopkinton location, where historic charm, everyday convenience, and classic New England living come together beautifully.

14 Mayhew St, Hopkinton

Listing courtesy of Listing Agent: Jen Seabury from Listing Office: Keller Williams Boston MetroWest.

$929,900

3 Beds ⋅ 3 Baths ⋅ 73577001 MLS

This light-filled, completely renovated and expanded Village Colonial seamlessly blends timeless classic charm with modern living. Stripped to the studs and thoughtfully re-engineered just nine years ago, every inch of this home boasts quality craftsmanship, high-end finishes, and stylish decor throughout—including custom accent walls and chic shiplap detailing. At the heart of the home is a open-concept gourmet kitchen designed for both everyday living and grand entertaining. It features premium cabinetry, quartz countertops, a spacious center island with seating, high-end stainless steel appliances, and a beautiful dining area that flows effortlessly into the main living spaces. Upstairs and throughout the home, you’ll find spacious bedrooms, fully updated bathrooms with designer fixtures, and ample closet storage. Oversized, level backyard with patio, perfect for entertaining. Additional highlights include upgraded electrical, modern HVAC, efficient insulation, and low-maintenance exterior features for peace of mind. Convenient downtown location close to top rated schools, local shops, the town common and commuter options, this turnkey residence offers the perfect blend of style and the comfort. Showings, BY APPOINTMENT ONLY. Schedule a showing today.

72 Grove St, Hopkinton

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

$559,900

3 Beds ⋅ 2 Baths ⋅ 73575149 MLS

Renovated 3BR/2BA in Hopkinton with public sewer, central-style mini-split heating/AC and Lake Maspenock beach access! 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. 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. Public 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.

$550,000

3 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.

$989,900

4 Beds ⋅ 4 Baths ⋅ 73554768 MLS

OWNER FINANCING AVAILABLE to qualified buyers for this completely renovated home in downtown Hopkinton. Enjoy the outstanding school system and community activities. Walk to the farmers’ market, the starting line of the Boston Marathon and quaint shops & restaurants. With 2446 sq. feet of beautifully finished living space, this stunning home includes 4 spacious bedrooms and 3.5 bathrooms. The main level, with hardwood flooring throughout, features an expansive open concept layout which includes a kitchen with custom cabinets, a prep island, quartz countertops and high-end stainless-steel appliances, a dining area and a living room with an electric fireplace. On this main level you will also find a designated home office, a large mudroom, a half bath, a spacious deck overlooking an expansive back yard, & one of two primary suites- perfect for guests or multi-generational families. Each primary suite has hardwood floors, a fabulous custom walk-in closet, & a private ensuite bath with double sinks, custom cabinets, quartz countertops & porcelain tiles. The second level features the other primary suite, two more bedrooms with custom closets, a full bath with custom cabinets & a quartz countertop, a convenient laundry room & a large storage closet. Designed for comfort & 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 1000 square feet of potential living space with direct access to the back yard. Additional features include wainscoting & shiplap on the main level and a storage shed attached to the home. This listing also includes attached Lot #17 which is approved for the construction of a garage and/or an ADU. MUST SEE!!

15 Mount Auburn St, Hopkinton

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

$999,000

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.Reach out to me about temporary buy down programs!

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.

$1,450,000

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.

$649,000

3 Beds ⋅ 2 Baths ⋅ 73534392 MLS

PRICE IMPROVEMENT! NOW OFFERED AT $649,000! OWNER FINANCING AVAILABLE WITH INTEREST RATES AS LOW AS 2%, SUBJECT TO BUYER QUALIFICATIONS AND FINANCING TERMS! A rare opportunity to own a piece of history with flexible financing options!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.

68 Spring St, Hopkinton

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

$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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Browse All Hopkinton MA Historical Properties for Sale

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