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99 Main Street, Hopkinton
$425,000
3 Beds ⋅ 2 Baths ⋅ 1426734 MLS
Welcome to 99 Main Street in the charming village of Ashaway! This inviting 3-bedroom, 1.5-bath Cape-style home offers over 1,600 square feet of living space, blending timeless character with an impressive list of updates! Step inside to discover beautiful hardwood floors, charming built-ins, and a warm, welcoming living room featuring a brick fireplace with a wood stove. The eat-in kitchen offers granite countertops, stainless steel appliances, and a ceramic double sink, while the separate dining room, sunroom, and enclosed front porch provide additional spaces to relax, entertain, and enjoy everyday living. Upstairs, you'll find three bedrooms, a full bathroom with an updated vanity, and additional built-in storage. Situated on a spacious .61-acre lot, the property features a partially fenced backyard with plenty of room for outdoor enjoyment, along with a detached four-car garage offering exceptional storage and versatility. Major improvements include a new well and septic system (2018), replacement windows (2019), gutters and gutter guards (2020), rebuilt chimney and wood stove installation (2023), water heater (2023), and boiler (2024). The washer and dryer are also included! Conveniently located near shopping, dining, recreation, and major routes, this home offers the perfect opportunity to enjoy classic New England charm with many important updates already completed. Come discover all that 99 Main Street has to offer!

99 Main Street, Hopkinton

12 Wood Street, Hopkinton
$1,175,000
5 Beds ⋅ 3 Baths ⋅ 73588792 MLS
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

12 Downey Pl, Hopkinton
$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

181 Main Street, Hopkinton
$575,000
3 Beds ⋅ 2 Baths ⋅ 1423808 MLS
Offers due by noon on Tuesday, September 29, 2026. Welcome home to the heart of Ashaway, where small-town charm meets modern convenience. Located directly across from Crandall Field/town activity center, you'll enjoy year-round community events, holiday celebrations, fireworks, walking paths, and open green space just steps from your front door. This beautifully maintained Cape offers the confidence buyers are looking for, with major improvements already completed, including a ~4-year-old septic system, 3-year-old whole-house Generac generator, central air conditioning, new oil tank, RISE Home Energy assessment with upgraded basement insulation, water filtration system, and a security system. The freshly painted basement provides excellent storage and workspace, while the bluestone walkway, updated stucco foundation, and freshly sealed driveway enhance home's curb appeal. Inside, warm hardwood floors, a first-floor bedroom with a walk-in closet, full bath, flexible living space, and a practical layout create a home that is both comfortable and functional. Upstairs, two additional bedrooms and a full bath, provide space for family, guests, or a home office. Enjoy a spacious and private backyard, detached two-car garage, attached shed/workshop. Move-in ready, energy-conscious, extensively remodeled in 2011, this meticulously maintained home offers the rare combination of character, efficiency, and peace of mind.

181 Main Street, Hopkinton

15 Mount Auburn St, Hopkinton
$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

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