35

Hopkinton, MA Houses for Sale

Section Image Section Image
  • /42

    $2,595,000

    • 5 Beds
    • 5.5 Baths
    • 5,336 Sq Ft

    17 Whisper Way, Hopkinton, MA 01748

    Become the proud owner of this custom crafted modern farmhouse in Whisper Way, one of Hopkinton's newest and most beautiful subdivisions surrounded by hundreds of acres of open space and walking trails. Comprised of 12 bucolic homesites with 4 homes already occupied, this new construction home is now complete and awaits its new owners. Built with high-quality finishes throughout, a jaw dropping

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 501-6957

    17 Whisper Way, Hopkinton, MA 01748
  • /41

    $3,175,000

    • 6 Beds
    • 7 Baths
    • 6,472 Sq Ft

    10 Queen Anne Rd, Hopkinton, MA 01748

    Spanning 2+ acres of land in one of Hopkinton’s most prestigious neighborhoods, this property encompasses three versatile buildings: a carriage house, a heated pool house, and the main house. The carriage house, which could be seamlessly connected to the main home if desired, is ideal for a home business, a workshop, multi-generational living in the accessory apartment and climate-controlled

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 715-9935

    10 Queen Anne Rd, Hopkinton, MA 01748
  • /41

    $2,699,000 Open Sat 11AM - 12PM

    • 5 Beds
    • 5.5 Baths
    • 5,928 Sq Ft

    15 Whisper Way, Hopkinton, MA 01748

    Exquisite new construction in Whisper Way, an exclusive enclave of 12 custom homes set amidst 200+ acres of protected open space. This stunning home is move-in-ready with an exceptional floor plan and luxurious finishes throughout. The interior design features a dramatic two-story family room and foyer with abundant natural light, gourmet kitchen with Sub-Zero & Wolf appliances, a separate

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 456-5981

    15 Whisper Way, Hopkinton, MA 01748
  • /25

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 1,797 Sq Ft

    2 Fay Ct, Southborough, MA 01772

    This antique Colonial sits on a quiet dead-end street in the heart of Southborough, offering New England living with modern-day charm. Set on a flat and private 1.25-acre lot (not in a flood zone), the home features 4 bedrooms and 2.5 baths. The eat-in kitchen includes granite countertops and plenty of space to gather. The first floor offers an easy flow for everyday living and entertaining,

    Agent Photo

    Marie Presti

    The Presti Group, Inc.

    (508) 715-6708

    2 Fay Ct, Southborough, MA 01772
  • /42

    $2,390,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4.5 Baths
    • 5,991 Sq Ft

    2 Country Way, Hopkinton, MA 01748

    New England Colonial meets Southern Charm! This rare custom estate, built in 88’, embodies timeless design & unmatched craftsmanship. You simply won’t find this in today’s new construction. Rich moldings, transom windows, ornate restored hardware & lighting fixtures, plantation shutters & sun-drenched french doors highlight architectural detail at its finest. A grand stained oak foyer welcomes

    Laura Wauters Century 21 Custom Home Realty

    2 Country Way, Hopkinton, MA 01748
  • /42

    $1,250,000 Open Sat 11AM - 1:30PM

    • 4 Beds
    • 4.5 Baths
    • 3,593 Sq Ft

    50 W Elm St, Hopkinton, MA 01748

    Discover Classic New England charm—an expansive and distinctive colonial home offering resort-style living and exceptional space. Set on a private, wooded corner lot, this property is a true retreat, featuring both an endless indoor pool for year-round fitness and a secluded in-ground outdoor pool ideal for warm-weather enjoyment. Inside, the home offers remarkable flexibility with a variety of

    Amany E Fish Chinatti Realty Group, Inc.

    50 W Elm St, Hopkinton, MA 01748
  • /39

    $1,450,000

    • 4 Beds
    • 4 Baths
    • 4,158 Sq Ft

    14 Glen Rd, Hopkinton, MA 01748

    The best of both worlds! Welcome to this secluded home that's located within a well established neighborhood. Gleaming hardwood floors, designer window treatments and custom touches throughout create a welcoming space! Updated kitchen has huge island, walk in pantry room, and large eating area. Family room focuses on the custom tile surround fireplace and views to the private patio. Spacious

    My House Partners Team RE/MAX Executive Realty

    14 Glen Rd, Hopkinton, MA 01748
  • /42

    $2,300,000

    • 4 Beds
    • 6.5 Baths
    • 5,450 Sq Ft

    35 Lincoln St, Hopkinton, MA 01748

    Discover Phase II of Turkey Ridge Estates, with this 4-bed/6.5-bath home offering a design meticulously crafted by our in-house designer. The flexible floor plan includes a private first-floor office with an adjacent full bath, plus the option for a second office. The open family room features a floor-to-ceiling STONE fireplace, seamlessly opening to a custom kitchen boasting an large island and

    Adam Boyce Mathieu Newton Sotheby's International Realty

    35 Lincoln St, Hopkinton, MA 01748
  • /38

    $1,649,900 Open Sat 1:30PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 5,717 Sq Ft

    60 Wedgewood Dr, Hopkinton, MA 01748

    Coveted Hallmark-built home in desirable Highland Park! Elegant residence features stunning new white kitchen w quartz countertops, glass backsplash & opens to sunroom. Trex deck overlooks heated, gunite pool & private backyard oasis. Sun-filled family room boasts wood-burning fireplace, while formal living & dining rooms offer refined entertaining spaces. A flexible home office or first-floor

    Kim Foemmel Foemmel Fine Homes

    60 Wedgewood Dr, Hopkinton, MA 01748
  • /42

    $1,795,000

    • 4 Beds
    • 3.5 Baths
    • 5,330 Sq Ft

    10 Oak St, Hopkinton, MA 01748

    Springwood Estates! Great curb appeal on this brick-faced Colonial sited on lush, private grounds offering 4 car garage, heated gunite pool/waterfall, patio, deck & gorgeous Sun Room! Large Red birch Kitchen w/ island, granite, double ovens, gas cooktop, dishwasher, sub-zero fridge & eat-in area leads to Sun Room & cathedral, gas fireplaced Family Room w/ built-ins, ceiling fan, sconces, recess

    Kathleen Williamson Berkshire Hathaway HomeServices Commonwealth Real Estate

    10 Oak St, Hopkinton, MA 01748
  • /24

    $2,249,000

    • 4 Beds
    • 2.5 Baths
    • 3,014 Sq Ft

    186 Spring St, Hopkinton, MA 01748

    Opportunity to develop a 5 lot luxury subdivision abutting the Upton State Forest in one of the most beautiful settings in town. Keep, expand, or tear down the existing house being offered "as is." The home has been updated and is currently being rented for $4,930 per month through the end of November. Do your due diligence with the town to update the driveway entrance and seek approvals for one

    Amy Rutkowski A. Rutkowski Realty, Inc.

    186 Spring St, Hopkinton, MA 01748
  • /26

    $1,499,000

    • 2 Beds
    • 2.5 Baths
    • 2,479 Sq Ft

    48 Downey St, Hopkinton, MA 01748

    ~Boater’s Paradise!~ Custom built lakefront home, facing SW & on the widest section of Lake Maspenock, with 30’ Trex plank aluminum frame dock. Newer metal roof, Advanced Composite siding & 2-car garage w/loft & cobblestone driveway. Paver walkways, stone walls & bluestone steps grace the terraced lakeside.The Great Room features 2-story cathedral Douglas Fir Post & Beam w/walls of windows &

    Gail DuBois William Raveis R.E. & Home Services

    48 Downey St, Hopkinton, MA 01748
  • /41

    $1,499,990 Open Sat 11:30AM - 1PM

    • 4 Beds
    • 3 Baths
    • 3,024 Sq Ft

    28 Downey St, Hopkinton, MA 01748

    Why go to the cape when you can vacation at home each day? Come experience fully recreational, 215-acre Lake Maspenock! A true waterfront retreat w SUNSET VIEWS FROM EVERY ROOM, plus separate guest house! Dock your boat right up to cantilevered deck & enjoy al fresco dining on the water. White kitchen opens to one-of-a-kind stone patio w fireplace/pizza oven. Cozy family room w wood-burning

    Kim Foemmel Foemmel Fine Homes

    28 Downey St, Hopkinton, MA 01748
  • /30

    $1,450,000

    • 4 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    8 Montana Rd, Hopkinton, MA 01748

    Quintessential colonial crafted by a highly regarded builder on a peaceful dead-end street. Buyers have the option to bring their own plans, adding their personal touch to this exceptional property. The expansive kitchen, with a center island, flows seamlessly into the dining room and fireplaced living room—perfect for hosting family and friends. Abundant windows provide beautiful natural light

    Kathleen McBride RE/MAX Executive Realty

    8 Montana Rd, Hopkinton, MA 01748
  • /40

    $699,900 Open Sat 1PM - 2:30PM

    • 4 Beds
    • 2 Baths
    • 1,953 Sq Ft

    84 E Main St, Hopkinton, MA 01748

    Charming, fully renovated farmhouse combines timeless character w modern upgrades. Stylish kitchen features white cabinetry, quartz counters & stainless appliances, opening to sun-filled dining room & year-round sunroom. Cozy family room with wood-burning stove. First-floor bedroom & new full bath w tiled shower. Upstairs offers 3 bedrooms w gleaming hardwoods, 2 w walk-in closets & stunning new

    Kim Foemmel Foemmel Fine Homes

    84 E Main St, Hopkinton, MA 01748
  • /18

    $760,000

    • 4 Beds
    • 4 Baths
    • 2,130 Sq Ft

    34 Priscilla Rd, Hopkinton, MA 01748

    Charming, updated home in a beautiful town with a great school district. This home boasts having 3 Bedrooms each with their own private bath and walk-in closets. In addition, 1 additional bedroom for guests or use as an office. The wide-open kitchen living area flows out to a very large sunroom - great for entertaining. More items to speak of - Stainless appliance suite, Quartz countertops with

    glen chouinard Daniel Stroe Realty

    34 Priscilla Rd, Hopkinton, MA 01748
  • /26

    $920,000

    • 4 Beds
    • 2.5 Baths
    • 2,783 Sq Ft

    211 Hayden Rowe St, Hopkinton, MA 01748

    This beautifully updated 4-bedroom, 2.5-bath home in desirable Hopkinton offers the perfect blend of comfort, style, and convenience—just minutes from top-rated schools, shops, coffee spots, and Route 495. The heart of the home is a stunning kitchen with stainless steel appliances, 2 ovens, and a large island that seats six, opening to a cozy great room with a gas fireplace. A second spacious

    Rich Hills Media Realty Group Inc.

    211 Hayden Rowe St, Hopkinton, MA 01748
  • /39

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,535 Sq Ft

    81 Grove St, Hopkinton, MA 01748

    Beautifully maintained Hopkinton Home—just a short walk to top-rated schools, downtown shops, restaurants, and the iconic Boston Marathon starting line. This 6-room home features a bright, airy open floor plan with an expansive living room ideal for relaxing or entertaining. The chef’s kitchen is a standout with recessed lighting, abundant cabinetry, generous counter space, stainless steel

    Chester Ardolino Berkshire Hathaway HomeServices Realty Professionals

    81 Grove St, Hopkinton, MA 01748
  • /35

    $685,000

    • 3 Beds
    • 2 Baths
    • 1,719 Sq Ft

    19 Meserve St, Hopkinton, MA 01748

    One-of-a-kind contemporary home close to Hopkinton center! This post-and-beam beauty shines with natural red oak accent beams that vault the ceilings on the 1st floor. The kitchen was renovated and features quartz counters, shaker cabinets, and stainless steel appliances. Both full bathrooms have been tastefully updated as well. New flooring and fresh paint flow throughout, complemented by

    Campos Homes RE/MAX Real Estate Center

    19 Meserve St, Hopkinton, MA 01748
  • /32

    $729,000

    • 3 Beds
    • 1 Bath
    • 2,166 Sq Ft

    6 Hillcrest Dr, Hopkinton, MA 01748

    Located in the desirable Maspenock neighborhood, this very nicely updated/renovated 3 bedroom home is sited on a fabulous .52ac lot w/a private, level yard & located just a half mile from Lake Maspenock, where you can swim, kayak, or enjoy small motorboats. Conveniently located 1mi or less from DD, Starbucks, groceries, wine/cheese store, restaurants & Route 495. The heart of this home is the

    Sandra Lucchesi RE/MAX Executive Realty

    6 Hillcrest Dr, Hopkinton, MA 01748
  • /29

    $1,000,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 3,936 Sq Ft

    28 Valleywood Rd, Hopkinton, MA 01748

    New Open House Sat 7/26 from 11-1pm! Come home to a colonial with the perfect blend of privacy, comfort & thoughtful updates. The spacious kitchen includes new granite counters, premium Wolf range & breakfast nook with bright bay windows. Flow effortlessly into an expansive living room with soaring cathedral ceiling, new wood stove & sliders leading to a tranquil screened-in porch. Gorgeous

    Alex Navarro Coldwell Banker Realty - Beverly

    28 Valleywood Rd, Hopkinton, MA 01748
  • /39

    $1,049,000 Open Thu 5PM - 6:30PM

    • 3 Beds
    • 2.5 Baths
    • 3,248 Sq Ft

    180 Ash St, Hopkinton, MA 01748

    Cold Springs Farm was masterfully restored in 2023 and lives like a new home. Recently added resort-style amenities include heated saltwater in-ground pool, with slide and automatic cover, patio with hot tub, and a spacious deck, provide a fantastic outdoor entertaining experience. 2023 system updates include new HVAC with central air, updated electrical and plumbing. New windows and roof in

    Lucy Loring & Laura DeLuca Compass

    180 Ash St, Hopkinton, MA 01748
  • /39

    $949,000

    • 4 Beds
    • 1.5 Baths
    • 2,251 Sq Ft

    6 Fruit St, Hopkinton, MA 01748

    Welcome to this beautiful Colonial just steps from Whitehall Reservoir—perfect for hiking, fishing, kayaking, and more. Enter through the tiled mudroom to a modern kitchen with energy-saving appliances, induction range, granite counters, and breakfast bar. The cozy living room has a fireplace and French doors to a stone terrace overlooking a peaceful Koi pond and park-like yard. A spacious family

    Dennis McClosky Redfin Corp.

    6 Fruit St, Hopkinton, MA 01748
  • /42

    $950,000 Open Fri 4:30PM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 2,146 Sq Ft

    220 Pond St, Hopkinton, MA 01748

    Outstanding Colonial on 1.5+ acres on the scenic and desirable Pond St. Inside, you'll find hardwood floors throughout, a recent kitchen (2021) with granite countertops and stainless appliances, a stylishly updated half bath, and a nice sized home office. The elegant formal dining and living room are generously sized for comfort. The magnificent family room with a cathedral ceiling, skylights, a

    Jamie Chomo Mathieu Newton Sotheby's International Realty

    220 Pond St, Hopkinton, MA 01748
  • /28

    $999,000

    • 4 Beds
    • 2.5 Baths
    • 2,323 Sq Ft

    271 Pond St, Hopkinton, MA 01748

    Charming 4 bedroom brick-ended Colonial Reproduction in the Hopkinton Springs neighborhood with amazing light & bright walk out lower level with a playroom gym, guest room/office and storage space! The first floor features an eat-in kitchen w/induction stovetop, pantry closet, kitchen island, granite counters & maple cabinets; family room w/fireplace & slider to the deck, formal dining w/crown

    Mary Crane Berkshire Hathaway HomeServices Commonwealth Real Estate

    271 Pond St, Hopkinton, MA 01748
  • /41

    $829,900

    • 4 Beds
    • 3.5 Baths
    • 2,249 Sq Ft

    210 Wood St, Hopkinton, MA 01748

    Price Drop! Welcome to this beautifully updated 4-bedroom, 3.5-bath Colonial. The inviting foyer welcomes you with wide plank pine floors that flow into the spacious living room. Step into a cozy den, with a closeted built-in washer/dryer, and a convenient half bath—perfect for everyday ease. The heart of the home is the stunning renovated kitchen featuring white cabinetry, luxurious marble

    Paul Dubuque Lamacchia Realty, Inc.

    210 Wood St, Hopkinton, MA 01748
  • /40

    $1,045,000

    • 4 Beds
    • 2.5 Baths
    • 2,615 Sq Ft

    28 Old Farm Rd, Hopkinton, MA 01748

    PRIVACY GALORE! This beautiful classic NE colonial style home in pristine condition showcasing 4 bedrooms and 2.5 baths, set on 1.26 acres and conveniently located to Routes 495, Mass Pike & many local amenities. The property boasts a well appointed eat in kitchen w/stainless steel appliances located right off the dining room for ease of entertaining. Rounding out the 1st floor is the idyllic

    Amy Uliss MDM Realty, Inc

    28 Old Farm Rd, Hopkinton, MA 01748
  • /42

    $2,499,900 Open House 8/02

    • 5 Beds
    • 5.5 Baths
    • 5,248 Sq Ft

    2 Emerald Dr, Hopkinton, MA 01748

    Welcome to Emerald Drive, an exclusive enclave of eight exquisite modern farmhouse-style homes on a private cul-de-sac in sought-after Hopkinton. This breathtaking 5,248 SF residence is a masterpiece of craftsmanship, blending timeless elegance with modern luxury. Step into a sunlit open floor plan adorned with designer millwork, high ceilings, and rich hardwood floors. The gourmet chef’s kitchen

    Kathleen McBride RE/MAX Executive Realty

    2 Emerald Dr, Hopkinton, MA 01748
  • /42

    $3,650,000

    • 5 Beds
    • 8 Baths
    • 9,611 Sq Ft

    9 Wescott Dr, Hopkinton, MA 01748

    Introducing an exquisite, luxury estate with unparalleled elegance and old-world charm - high end and high tech. The magnificent kitchen features ornate molding, a double island and a cook’s pantry. Entertain in style! A coffered ceiling family room, a billiard room with a tongue-and-groove cathedral ceiling and hand rubbed mahogany beams, a 1,500 bottle climate-controlled wine vault with aged

    Erika Steele RE/MAX Executive Realty

    9 Wescott Dr, Hopkinton, MA 01748
  • /31

    $1,650,000

    • 4 Beds
    • 2.5 Baths
    • 3,689 Sq Ft

    9 Montana Rd, Hopkinton, MA 01748

    NEW CONSTRUCTION HOME IN DOWNTOWN HOPKINTON! BUYER CAN ALSO BRING OWN PLANS! Quintessential colonial by reputable builder on a dead-end street. This home is just a short walk to restaurants, shops and schools, and to the start line of the infamous Boston Marathon. The exterior of this beautiful farmhouse with front porch blends perfectly into an area of older and newer homes and the floor plan

    Kathleen McBride RE/MAX Executive Realty

    9 Montana Rd, Hopkinton, MA 01748
  • /4

    $2,079,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,465 Sq Ft

    13 Fitch Ave Unit 19, Hopkinton, MA 01748

    Build the Dickinson South Shore floorplan—an open-concept design tailored to your lifestyle. The kitchen features a large island and walk-in pantry, flowing into a casual dining area and a two-story great room with abundant windows and a cozy fireplace. The first-floor Powder Room has been upgraded to a full-bathroom with a walk-in shower. Flexible spaces offer options for two home offices and a

    Valerie Keating Toll Brothers Real Estate

    13 Fitch Ave Unit 19, Hopkinton, MA 01748
  • /4

    $1,927,995 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,406 Sq Ft

    11 Fitch Ave Unit 18, Hopkinton, MA 01748

    Build the Dickinson floorplan—an open-concept design tailored to your lifestyle. The kitchen features a large island and walk-in pantry, flowing into a casual dining area and a two-story great room with abundant windows and a cozy fireplace. Flexible spaces offer options for two home offices and a bonus workspace. Upstairs, the private primary suite includes a sitting area and a spa-inspired bath

    Valerie Keating Toll Brothers Real Estate

    11 Fitch Ave Unit 18, Hopkinton, MA 01748
  • /42

    $1,599,000 Pre-Foreclosure

    • 4 Beds
    • 3.5 Baths
    • 5,700 Sq Ft

    6 Everett Cir, Hopkinton, MA 01748

    Single family on Cul de sac in Hopkinton Highlands! 14 rooms, 4bd, 3.5 bath brick front colonial. Large 3 car garage with open plan game room above, finished basement playroom with separate mudroom & recreation area. Dramatic first floor conservatory w expansive space, oversized windows & vaulted ceilings. Renovated white cabinet kitchen with center island and open plan eating area with vaulted

    Chris Delaney Berkshire Hathaway HomeServices Commonwealth Real Estate

    6 Everett Cir, Hopkinton, MA 01748
  • /41

    $799,900

    • 4 Beds
    • 2.5 Baths
    • 2,504 Sq Ft

    357 Purchase St, Milford, MA 01757

    Welcome to this stunning Colonial-style house that offers a blend of comfort and luxury. With 4 bedrooms, 2 and a half baths, and an array of remarkable features, this property is an ideal family home. Here are some of the captivating features: Enjoy the epitome of relaxation in the spacious master bedroom, complete with a Jacuzzi for soothing baths and a walk-in closet that offers ample storage

    Geraldo Franca Mega Realty Services

    357 Purchase St, Milford, MA 01757
  • /42

    $1,595,000

    • 4 Beds
    • 2.5 Baths
    • 2,880 Sq Ft

    105 Crockett Rd, Upton, MA 01568

    Rare opportunity to own a fully revitalized lakefront home plus a newly approved buildable lot for future 1,300+/- sq ft of pristine lofted living & 3-4 car garage ideal for high rental income or guest space. Situated on a private 0.5-acre lot along Lake Maspenock, this 2024-renovated oasis features panoramic water views from every room, updated systems, and parking for 8–10 cars

    The WP Group Smith and Oak Real Estate Co.

    105 Crockett Rd, Upton, MA 01568
How to Buy a Home How to Finance a Home How to Sell a Home