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$469,900
3 Beds ⋅ 2 Baths ⋅ NEW Status ⋅ 73556361 MLS ⋅ 1,154 SqFt.
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
$1,099,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73554768 MLS ⋅ 2,446 SqFt.
Welcome to this completely reimagined home in downtown Hopkinton featuring a full gut 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, dining area and family room, a dedicated home office, an oversized tile 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. The second level features the second primary suite, two additional bedrooms with custom designed closets, a full bath, 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.

15 Mount Auburn St, Hopkinton
$1,150,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73554531 MLS ⋅ 1,883 SqFt.
Discover contemporary lakeside living in this fully reimagined Lake Maspenock home, gut-renovated down to the studs by ADesign Homes Development. Just .3 miles from the lake, the second-floor loft's Juliet balcony offers 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. The spa-inspired bathrooms showcase elegant marble and granite tile work, complemented by premium Kohler fixtures for a refined, move-in-ready feel. Outside, a fenced-in yard adds privacy, while the walk-out basement offers a large recreation room plus additional storage.

6 Amherst Rd, Hopkinton
$1,150,000
4 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73554454 MLS ⋅ 3,621 SqFt.
Welcome to this exceptional 4-bed, 2.5-bath Colonial in the highly sought-after White Oak Estates. Filled w/ charm & warmth, this move-in ready home features an updated kitchen with newer appliances opening to a large family room with a masonry fireplace. Relax on the peaceful screened porch or deck overlooking a private wooded setting. Sunny formal living room opens to the dining room with walk-in bay & hardwood floors. Upstairs, 4 generous size bedrooms and 2 beautifully renovated full baths. The spacious primary suite offers a walk-in closet & posh bath. The finished walkout lower level with new carpet provides a game room, family area & home office. Major updates include the roof, HVAC systems & driveway. Outstanding location near Lake Whitehall & its walking trails, minutes from the public boat ramp, & only 1.5 miles from the new Fruit Street Athletic Complex w/ soccer fields, pickleball courts, cricket field & dog park. Easy access to I-495, Mass Pike, & MBTA Southborough Station makes commuting to Boston simple. Combining privacy, convenience, recreation & Hopkinton's top-rated schools, this is a home you'll love inside & out.

5 Longwood Drive, Hopkinton
$849,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73553306 MLS ⋅ 1,930 SqFt.
Move right into this beautifully updated home where every major improvement has already been done. With updates and system updates done in 2017, 2024, 2025 and 2026 the home features a bright white kitchen with granite countertops, newer appliances, gas cooking, and an open flow into the dining area and sun filled family room. Upstairs offers three bedrooms with hardwood floors and two updated bathrooms, including a primary suite with an oversized tiled shower and rain shower head. The finished lower level adds a spacious family room, office area, laundry, storage, and an attached two car garage. Outside, enjoy the oversized deck overlooking a private, professionally landscaped yard. Just minutes from top rated schools, EMC Park, walking trails, Commuter Rail, and the start of the Boston Marathon route. A truly well cared for home that's been thoughtfully updated and exceptionally maintained, ready for its next owners to simply move in and enjoy.

199 Ash St, Hopkinton
$1,399,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73551486 MLS ⋅ 4,565 SqFt.
Fall in love with this meticulously maintained 4-bedroom, 3-bath home which is set in one of Hopkinton's most desirable neighborhoods. It offers the perfect blend of luxury and casual comfort with access to top-rated schools. More than $600,000 in upgrades including a 2017 furnace, an incredible 2019 walk-in dressing room and large office or bonus room. Stunning gourmet kitchen with Sub Zero fridge, Viking stove, Fisher Paykel dishwasher and a 2020 dining addition with 11' vaulted ceilings, bar area with beverage fridge. A finished basement with private entrance and man cave. Renovated bathrooms, gas fireplace, 3-season porch, two-tier composite deck, beautiful and unique in-ground pool with fire pit area and plenty of space to entertain. Other recent improvements include a new driveway, garage door, pool lighting, liner and filter system, interior and exterior painting, generator connection and roof upgrades. Too many updates to list—this exceptional home is truly move-in ready.

4 Dicarlo Rd, Hopkinton
$1,395,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73550202 MLS ⋅ 4,382 SqFt.
Welcome to the brick house on Hidden Brick Road in Hopkinton's most desired neighborhood, Ravenwood. This stunning Colonial sits on 1.39 acres of well-manicured landscape offering privacy as well as fantastic outdoor living space for entertaining friends & family. The pool area is complemented by beautiful & lush woodlands providing a natural retreat in your own backyard. Bright & airy Kitchen offers ss appliances, granite, brick detail & dining area slider to backyard deck. Huge cathedral ceiling skylit Family Room fireplace & built-ins. Playroom w/ Fr Doors & wainscoting. Front-to-back fireplaced Dining Room. Office fireplace & built-ins! Half Bath & Laundry. Hardwood floors galore! Curved Foyer stairs. Primary Suite offers balcony, 2 walk-in closets & cathedral Bath double sink vanity, tiled shower & tub! 3 good-size secondary Bedrooms. Hall Bath Shower Remodel. Lower-level Office, Bonus Room & Exercise Room. Tesla EV Outlet. Close to highly ranked schools, downtown & train station!

14 Hidden Brick Road, Hopkinton
$1,279,900
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73549814 MLS ⋅ 3,822 SqFt.
Discover refined living in this elegant Sheffield model in Legacy Farms, one of Hopkinton's most sought-after communities. Built in 2014, this beautifully designed and meticulously maintained home offers approximately 3,822 sq ft of thoughtfully crafted living space with 3 bedrooms, 3.5 baths, 2 private flex/office rooms, formal living and dining rooms, a spacious family room, multiple lofts, open living areas, and a media room that can also serve as a bedroom. Recent updates include premium Thermador kitchen appliances, refreshed interior paint, upgraded cabinetry, custom closets in every bedroom, new HVAC heat exchangers, and an upgraded garage. Extensive builder upgrades include a stone front elevation, side-entry garage, hardwood floors on the main level, hardwood stairs with open railings, recessed lighting, a fireplace, custom kitchen cabinetry, and upgraded countertops. Upgrades list attached.

14 Autumn Ridge Dr, Hopkinton
$1,550,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73549488 MLS ⋅ 5,991 SqFt.
Fall in love with this Queen Anne elegance that new construction simply cannot match! Nestled in a premier Hopkinton neighborhood with award-winning schools, this architectural masterpiece is the ultimate estate for luxury, entertaining and true multigenerational living. The breathtaking grand foyer welcomes you with a dramatic 3 story staircase, custom moldings, transom windows and stained glass. A sophisticated main level features a private office, formal dining, a grand family room with a marble fireplace and a luxurious first-floor primary suite. The designer kitchen and 4-season sunroom flow effortlessly to an upper deck overlooking a private backyard oasis. Need space for extended family or a premium home business? The finished walk-out lower level is a complete second dwelling, boasting a full kitchen with double ovens/gas cooktop, family room, sunroom, full bath and laundry. Roof 2010 w 30 yr shingles.

2 Country Way, Hopkinton
$649,000
3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73549426 MLS ⋅ 1,400 SqFt.
Enjoy the Lake Maspenock lifestyle in this beautifully updated 3-bedroom, 2-bath home, offering the perfect blend of modern comfort & year-round recreation. Take in impressive lake views from the new deck, enhanced by thoughtful tree removal. Inside, the bright, open layout features recessed lighting, fresh paint, & numerous updates throughout. Five high-efficiency mini-split systems provide year-round heating & cooling, while Mass Save blown-in attic insulation adds comfort & energy efficiency. The finished walk-out lower level offers new luxury vinyl plank flooring, a reconfigured ensuite bath for the primary suite, & custom under-stair storage. Step outside to your patio with a built-in grill, fridge, & fire pit, perfect for entertaining. Just moments from the beach, boat launch, shopping, restaurants, and I-495, this move-in ready home is a rare opportunity to enjoy year-round lake living in one of Hopkinton's most desirable neighborhoods.

72 Downey St, Hopkinton
$1,195,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73544232 MLS ⋅ 3,982 SqFt.
Tucked away on over 2 private acres of land along a quiet country road, this inviting home offers comfortable living across three finished levels. The country kitchen features a beautiful stone fireplace, quartz countertops, and a warm atmosphere perfect for casual living and entertaining. Pine floors, thoughtful updates, and a unique floor plan create a home that feels both relaxed and timeless. The first floor offers a full bath, while the finished lower level includes a media room, additional full bath, and oversized mudroom with direct access from the rare tandem 3-car garage. Upstairs, the renovated primary bath provides a private retreat, and the walk-up attic offers excellent storage or future expansion potential. Enjoy your private backyard oasis with an in-ground pool and expansive level yard. With a new 4-bedroom septic system (2020), this property offers the perfect blend of country living, modern comfort, and convenience to schools, commuter rail, and major routes.

10 N Mill St, Hopkinton
$1,575,000
6 Beds ⋅ 4 Baths ⋅ PRICE CHANGED Status ⋅ 73544112 MLS ⋅ 5,086 SqFt.
Perfectly sited on 1.4 private acres this thoughtfully updated, bright, open, and energy-efficient home offers the perfect balance of elegance, comfort, and everyday functionality. Bathed in natural light, the open floor plan creates an inviting atmosphere designed for both relaxed living and effortless entertaining. At the heart of the home, the beautifully appointed kitchen features timeless white cabinetry, granite countertops, premium appliances, coffee bar, an impressive wall of pantry storage, and an expansive dining area where family and friends naturally gather. The kitchen flows seamlessly into the formal living and dining rooms, while the spacious family room, anchored by a wood-burning fireplace, opens through French doors to an oversized deck overlooking the private backyard. Whether enjoying morning coffee, hosting summer dinners al fresco, or simply taking in the peaceful surroundings, this outdoor space is destined to become a favorite retreat. A private first-floor study offers an ideal work-from-home space. Upstairs, the luxurious primary suite is joined by four additional generously sized bedrooms, a spacious guest bath, and a convenient laundry room, providing five bedrooms on one level. The exceptional walk-out lower level lives like a private guest residence, complete with its own ensuite bedroom, comfortable living area, home theater, fitness space, and second office, making it ideal for multi-generational living, long-term guests, or an au pair. Outside, the beautifully landscaped backyard provides abundant space for recreation, entertaining, and future outdoor amenities, while the three-car garage and oversized shed offer exceptional storage. Beyond the property itself, the neighborhood is one of its greatest treasures, with quiet streets, welcoming neighbors, and children playing outside, creating a true sense of community that's increasingly hard to find. Miles of hiking, biking, and nature trails begin just beyond your backyard in Upton State Forest, offering year-round outdoor recreation. Recent improvements provide exceptional peace of mind and include a new six-bedroom septic system (2023), new roof and solar panels (2021), freshly painted exterior (2025), and many additional updates throughout the home. Please refer to the attached feature sheet for a complete list of improvements. This is more than a beautiful home—it's a place where memories are made and every day feels just a little more peaceful.

23 Falcon Ridge Dr, Hopkinton
$1,699,000
6 Beds ⋅ 6 Baths ⋅ CONTINGENT Status ⋅ 73545245 MLS ⋅ 6,579 SqFt.
This home truly has room for EVERYONE! Spacious yet each room has warmth and a human scale. Set on 1.65 A – has 3 tiered back yard with gorgeous pergola, deck, patio and large pool. 6 BRs 5.5 baths with first floor suite. Great Kitchen/FR for serious cooking and entertaining. Library, Office, DR, covered 3 season porch. Lower level walk out with game area, gym, private office and full bath. Close to Mill Creek Trails, great for hiking and pets. Can close as soon as you are ready – in time for school year!

31 Tammer Ln, Hopkinton
$899,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73545027 MLS ⋅ 3,600 SqFt.
Overlooking scenic Pond St, this large 3600 sq ft colonial has room for everyone. With 2 large FRs on either end of the first floor, expansive kitchen for entertaining and serious cooking, DR, 2 stairways to second floor, 4 BRs plus an office, space is not an issue. The beautiful screened porch and large deck overlook the private and serene gardens and back yard. Culligan water treatment system. Conveniently located just close to Rt 495, yet easy access to miles of trails and boating on Lake Whitehall. Accompanied showings by appointment beginning Tuesday 7/7/26.

29 Pond St, Hopkinton
$879,000
3 Beds ⋅ 3 Baths ⋅ CONTINGENT Status ⋅ 73544434 MLS ⋅ 2,610 SqFt.
OPEN HOUSE FOR JULY 18th CANCELLED. OFFER ACCEPTED. The A gem of a house on quiet side street nestled in the heart of downtown. This 3-bedroom, 3-full bath Colonial home shows the pride of ownership in the house and the grounds. Updated kitchen and spacious family room overlook the well landscaped back yard with access to a beautifully tiered deck. A dining room, home office, full bath and living room complete the first floor. Upstairs you'll find a large primary bedroom, two additional bedrooms and a full bath. A finished lower level with living area, full bath with laundry room and wet bar provides a flexible space for any appropriate use. Minutes from the town common, schools, Center for the Arts and much more.

3 Pike St, Hopkinton
$1,999,900
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73544458 MLS ⋅ 4,789 SqFt.
New construction in the heart of downtown! Bring your vision to life w this stunning, modern Colonial, to be built, featuring 4-5 beds, 3.5+ baths across ~4,800 sq. ft. of meticulously planned, customizable space. The versatile floor plan can be tailored to your preferred size and lifestyle, offering options for 1st-floor bedroom suite or a home/business office w separate entry, mudroom, a chef’s dream kitchen w walk-in pantry, expansive family room & elegant dining room. Upstairs, 4 huge bedrooms w hardwood floors. Primary en suite w dual walk-ins. Options for finished basement w bed/ bath, perfect for entertainment & guests. Conceptual renderings allow you to visualize optional high-end finishes & flow of this dream home before construction even begins! Situated on flat & private 0.67-acre lot close to top-rated schools, shops & restaurants. The front of the home beautifully faces Maple Street Ext & offers unique ADU potential w 2 driveways & 2+ car garage.

9 Montana Road, Hopkinton
$2,100,000
4 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73543624 MLS ⋅ 4,943 SqFt.
Connelly Hill Estates! Beautiful Brick Front Colonial & 3 car garage sited on a rare, truly private, backyard oasis offering an inground Gunite heated pool, hot tub, expansive patio & stonewall surrounded by mature trees & plantings! The bright & airy open floor plan defines the home’s elegant yet comfortable atmosphere with the 2-story Family Rm, gas fireplace, built-ins, beverage fridge, wine fridge, oversized windows & split stair. Kitchen offers 2 walkout bays, lots of cabinetry, granite and ss appliances! Side entry back hall Mudroom/Laundry with chic barn door. Two 1st floor Offices with Fr Doors. Moldings & Hardwood floors galore! Primary Suite trey ceiling, lighted crown molding, walkout bay window seat, organized closets & Exercise Room. New Primary Bath double sink vanity, tiled shower, commode room, linen & tiled floor. Bedroom 2 with ensuite Bathroom. Bedroom 3 & 4 with refreshed Hall Bath. Finished lower level with Full Bath. Minutes to schools, town center & train station

3 Bowker Road, Hopkinton
$2,650,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73542699 MLS ⋅ 4,632 SqFt.
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
$1,495,000
5 Beds ⋅ 3 Baths ⋅ PRICE CHANGED Status ⋅ 73541688 MLS ⋅ 4,873 SqFt.
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
$885,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73541683 MLS ⋅ 2,603 SqFt.
Distinguished single-family residence, offers a generous floor plan & living space with seasonal views & sunsets over Lake Maspenock!.Wide pine floors throughout most of this home adds warmth and character. The thoughtfully appointed kitchen is equipped w/ modern stainless-steel appliances, granite counters & brick fireplace w/woodstove insert. Primary first floor suite w/ full bath & private balcony for morning coffee or evening relaxation. Den/Office w/ built ins & second floor loft for craft room or additional office space. Front to back family room w/ field stone fireplace & access to lower-level media/game room w/wetbar . 3 spacious bedrooms on second level w/ full bath for guest & extended family. 2 car attached garage & 2 car detached for extra parking & additional storage. Beautiful level lot with deck, large storage shed and firepit for gatherings. Plenty of storage throughout this home. Enjoy Sandy Beach & Lake Maspenock for all seasons offering a living experience for all!

35 Downey, Hopkinton
$1,785,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73541120 MLS ⋅ 7,308 SqFt.
Luxury, Privacy & Exceptional Living! This impressive brick-front Colonial on a private 1.21-acre lot in prestigious Hopkinton Highlands offers more than 7,300 SqFt of thoughtfully designed living space. Stunning chef's kitchen features custom cabinetry, granite countertops, a massive center island, & wet bar, the perfect setting for unforgettable entertaining. Sunlight fills the sunroom, while the great room, formal dining room, and private office provide elegant spaces for gathering, working, & relaxing. The luxurious primary suite is a true retreat w/a sitting room/nursery, dressing area, 2 walk-in closets, and spa-like bath. The finished lower level adds over 2,000 SF of flexible space for fun, fitness, media, guests, or multi-generational living. Complete with a 3-car garage, expansive deck, and beautifully landscaped grounds, this exceptional home offers privacy, prestige, and convenience just minutes from Hopkinton Country Club, State Park & Commuter Rail. A rare opportunity!

1 Greenwood Rd, Hopkinton
$1,589,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73538849 MLS ⋅ 3,843 SqFt.
Exquisite Colonial in Hopkinton’s Forestside neighborhood. This 5-bed, 4-bath beauty sits on a level lot with a circular driveway & mature landscaping. Hardwoods flow through the first level, connecting an open eat-in kitchen, spacious family room, and formal living & dining areas. Need quiet? There’s also a private office. Two fireplaces add warmth, and a rear staircase leads to a bonus room over garage perfect for a game room or home office retreat. Upstairs, a primary suite is your sanctuary, featuring a walk-in closet & a luxurious skylighted, cathedral bath. Two more beds, a quiet study, & full bath complete the second floor. The third floor offers incredible flexibility: two bedrooms, study area, & full bath—ideal for teens, guests, or an au pair. Below, a massive lower level offers 600 sq ft of potential for a gym or media room. Step outside on to a huge new deck & 3 season porch overlooking a flat, manicured backyard. Minutes to 495 & the Pike. Move-in ready luxury awaits you.

4 David Joseph Rd, Hopkinton
$1,975,000
3 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73540103 MLS ⋅ 5,096 SqFt.
First time availability for this E. W. Tarca Builders designed custom built, original owner unit with over 5000sf of Bespoke Elegance. The home features a designer kitchen with Taj Mahal Marble Island, Thermador appliances and built in details. Radiant heating in floors and walls on the main level and radiant heating in the garage and basement as well. Massive great room with soaring ceilings open to second floor loft. First floor master suite with walk in closet and expansive bath. Wet bar with filtered hot and cold water, a separate coffee bar and half bath round out the first floor. Second floor features a large loft area and two bedrooms set up with two half baths and a shared shower area adjoining them. The lower level features a large finished space and a wine room with humidity control. A more extensive description of the features and upgrades which are too numerous to list here is attached to the listing for review, along with floor plans and condo information.

13 Davenport Ln Unit 13, Hopkinton
$1,398,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73537844 MLS ⋅ 3,579 SqFt.
Beautifully maintained Colonial on a professionally landscaped corner lot in a sought-after neighborhood. The granite kitchen features a center island, bright breakfast area with sliders to the deck, and opens to a stunning cathedral family room with brick fireplace, cherry flooring, and atrium doors. Formal living and dining rooms offer hardwood floors. Mudroom entry, laundry area, and half bath complete the main level. Upstairs, the spacious primary suite includes an updated bath and walk-in closet with custom built-ins. Three additional bedrooms, two with closet systems, share a family bath, plus a dedicated home office with built-in desk and credenza. Finished walkout lower level with custom bookcases provides additional living space. Mature landscaping and a curved New England stone wall enhance the setting. Convenient to Route 495, the rail trail, and top-rated Hopkinton schools.

14 Greystone Lane, Hopkinton
$1,549,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73537135 MLS ⋅ 4,836 SqFt.
Perfectly sited on a picturesque level corner lot in one of Hopkinton's most coveted and bucolic neighborhoods, this exceptional residence offers an enviable lifestyle just moments from Whitehall Reservoir, where miles of scenic trails, kayaking, fishing, boating, cross-country skiing, and winter ice skating provide year-round outdoor recreation. Thoughtfully designed for both elegant entertaining and comfortable everyday living, the chef's kitchen is beautifully appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, and generous gathering space, flowing seamlessly into what may become your favorite room in the house—a spectacular four-season sunroom with radiant heated floors, walls of windows, and a cozy gas fireplace. Whether you're enjoying morning coffee while watching the sunrise, admiring the brilliant fall foliage, or relaxing by the fire as snow falls outside, this space is simply magical in every season. The dramatic cathedral family room with a wood-burning fireplace creates a warm and inviting gathering place, while the formal dining room and private study offer sophistication and flexibility. 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 spacious bedrooms provide room for family, guests, or a second home office, while the finished lower level offers a spacious family room and dedicated fitness area. Outdoors, an expansive deck, stone patio, and inviting firepit overlook private grounds designed for impromptu barbecues, evenings under the stars, and making lifelong memories with family and friends. Located in one of Hopkinton's most desirable neighborhoods, yet just minutes to top-rated schools, shopping, dining, the commuter rail, and major routes, this home offers the perfect balance of luxury, comfort, and connection to nature. More than simply a beautiful home, 23 Longwood Drive is a place where every season brings something to enjoy and every space invites you to slow down, gather with the people you love, and truly feel at home.

23 Longwood Dr, Hopkinton
$1,200,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73536567 MLS ⋅ 3,657 SqFt.
Set on nearly 2 acres at the end of a cul-de-sac surrounded by forest, trails, and views of Lake Whitehall, this one-of-a-kind post & beam home offers a rare blend of character, privacy, and lifestyle. With shoreline access just steps away, enjoy kayaking, hiking, and year-round outdoor recreation right outside your door. Inside, the home has been extensively updated over the past several years while preserving its warm architectural charm. The renovated kitchen features custom cabinetry, quartz countertops & modern finishes, while the primary suite renovation added a beautifully updated bath & walk-in closet. Additional improvements include a finished basement (2025), high-efficiency boiler (2023), 6-zone ductless mini-split system (2023), renovated baths, updated hardwood flooring, new front door & slider, exterior painting, landscaping & more. A truly unique opportunity to enjoy a nature-inspired setting just minutes from Hopkinton’s top-rated schools, highways & commuter rail.

8 Donna Pass, Hopkinton
$649,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73535324 MLS ⋅ 1,428 SqFt.
Nestled on a generous 1.44-acre lot in desirable Hopkinton, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort and outdoor enjoyment. Inside, you’ll find a warm and functional layout designed for everyday living, while outside, the expansive backyard provides endless possibilities. Whether you’re hosting summer barbecues, gardening or simply relaxing and enjoying the open space, this property offers a backyard you’ll truly appreciate. Conveniently located with easy access to local amenities, this home is ready to welcome its next chapter.

64 Saddle Hill Road, Hopkinton
$749,900
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73535427 MLS ⋅ 1,935 SqFt.
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
$670,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73534392 MLS ⋅ 2,078 SqFt.
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
$1,295,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73534240 MLS ⋅ 3,363 SqFt.
OPEN HOUSE CANCELLED!! OFFER ACCEPTED!! Welcome home to this very well maintained & thoughtfully updated colonial in a spectacular tree lined neighborhood.This sun filled home, reflects great pride of ownership & features a floor plan perfect for entertaining.Gourmet kitchen renovation in 2017 incl. new white custom cabinets, granite countertops, Wolf stove, Subzero fridge, microwave drawer, etc. opening to the warm & inviting family room w/vaulted ceiling & wood burning fireplace.Nicely sized LR, DR & office complete the 1st fl. The primary suite includes a Closets by Design closet system & a renovated spacious bath with tiled shower & double vanity.3 nicely sized bedrooms & a recently renovated full bath complete the 2nd floor. This home is set on a spectacular private acre lot w/beautiful landscaping, trex deck, patio & stone fire-pit. Recent updates include new carpet, interior paint, updated lighting, new water heater, new mudroom flooring, new driveways & front walk.

12 Dicarlo Rd, Hopkinton

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