Hopkinton, MA Real Estate | Hopkinton, MA Homes between $1,500,000 and $2,000,000 for Sale

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

Listing courtesy of Listing Agent: Laura Wauters from Listing Office: Century 21 Custom Home Realty.

$1,600,000

6 Beds ⋅ 4 Baths ⋅ 73544112 MLS

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

Listing courtesy of Listing Agent: The Macchi Group from Listing Office: William Raveis R.E. & Home Services.

$1,765,000

6 Beds ⋅ 6 Baths ⋅ 73545245 MLS

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

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

$1,999,900

5 Beds ⋅ 4 Baths ⋅ 73544458 MLS

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

Listing courtesy of Listing Agent: Kim Foemmel from Listing Office: Foemmel Fine Homes.

$1,595,000

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.

$1,589,000

5 Beds ⋅ 4 Baths ⋅ 73538849 MLS

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

Listing courtesy of Listing Agent: John Coutinho from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,975,000

3 Beds ⋅ 5 Baths ⋅ 73540103 MLS

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

Listing courtesy of Listing Agent: The Real Team from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,975,000

3 Beds ⋅ 5 Baths ⋅ 73539697 MLS ⋅ ['Davenport Village'] BLDG.

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

Listing courtesy of Listing Agent: The Real Team from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,549,000

4 Beds ⋅ 3 Baths ⋅ 73537135 MLS

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

Listing courtesy of Listing Agent: The Macchi Group from Listing Office: William Raveis R.E. & Home Services.

$1,700,000

3 Beds ⋅ 4 Baths ⋅ 73530391 MLS

Grand Brick Colonial sited on 2.64 acres overlooking picturesque Hopkinton Country Club with 3 Car attached Garage and 3 Car detached Garage! Potential for ADU! New White Dove interior paint: Family Room, Foyer and Office! Beautiful interior finish details throughout! Sweeping bridal staircase, curved archways, wainscoting and moldings galore. Entertainment-sized Dining Room. Cathedral Great Room with beautiful fireplace surround. Skylit Sunroom encased in glass with brick accent wall. Spacious Kitchen with skylights, center island, ss appliances, walk-in Pantry, cozy wood stove and walkout bay dining area leads to back deck. Back hall Mud Room, Office and Half Bath. Back stairs lead to cathedral Primary Suite with built-ins, closets and Large Bath with vanities, tiled shower and jacuzzi. Two oversized secondary Bedrooms with hardwood floors; Hall Bath and 2nd floor Laundry Room. Finished lower-level Family Room, Game Room with Wet Bar, Full Bath and unfinished storage space. Great Location! Quick access to Train Station, Route 9, 495 & MA Pike!

211 Saddle Hill Road, Hopkinton

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

$1,699,000

6 Beds ⋅ 5 Baths ⋅ 73526355 MLS

EXTREMELY RARE opportunity to acquire a boutique 5-unit multifamily investment property in Hopkinton - currently THE ONLY multifamily asset available for sale in town! VALUE-ADD opportunity featuring IMMEDIATE RENTAL UPSIDE through BELOW-MARKET RENTS, stable in-place income, historical collections, and recent improvements. Unit mix includes 3 one-bed/one-bath units, 1 one bedroom+den/one-bath unit, and 1 two-bed/one-bath unit. Over $250K in recent improvements. Renovated units feature NEW LVP flooring, UPDATED kitchens & baths, NEW appliances, fresh paint, common laundry, assigned off-street parking, and NEWLY painted exterior. 100% occupied. Walkable to downtown Hopkinton amenities with convenient commuter access. Rare offering in a tightly held MetroWest market with limited multifamily inventory, scarce 1-bedroom rental supply, and location within a TOP-RANKED SCHOOL DISTRICT and Greater Boston’s premier suburban markets, with barriers to entry for multifamily product.

6 Mayhew, Hopkinton

Listing courtesy of Listing Agent: Ryan Mastroianni from Listing Office: REC Partners Realty.

$1,949,900

4 Beds ⋅ 4 Baths ⋅ 73519926 MLS

Stunning new construction set on almost 2 acres of wooded land directly across from entrance to a desirable Hopkinton neighborhood. Beautiful chef’s kitchen featuring counter-to-ceiling quartz, 6-burner gas stove, Thermador appliances, ample storage, and a coffee/wet bar, opening to the dining area& living room with a gas fireplace. Sliders open to expansive covered back porch. Private office overlooks front porch on the first level. Upstairs offers 4 spacious bedrooms with 3 attached full bathrooms. Laundry room with pet washing station conveniently located outside the primary suite. Primary suite features vaulted ceilings, a resort-style bathroom, and an expansive walk-in closet ready to be customized to the buyer’s needs. Finished basement perfect for additional living space with 2 sump pumps for added peace of mind. This home is a rare fine with custom upscale finishes throughout, including smart toilets in every bathroom. Space, privacy, and amenities in ideal Hopkinton location!

150 Fruit St, Hopkinton

Listing courtesy of Listing Agent: Jeannine Coburn from Listing Office: REMAX Executive Realty.

$1,995,000

4 Beds ⋅ 6 Baths ⋅ 73475172 MLS

STUNNING 4+ bedroom Colonial on over an acre of land in one of Hopkinton’s premier neighborhoods. A grand two-story foyer welcomes you into sun-filled, open spaces enhanced by designer finishes and hardwood flooring. The KITCHEN IS FLOODED IN NATURAL LIGHT featuring a center oversized island w/wood & stone counters & custom cabinetry, WOLF range, walk-in pantry, dining area & direct access to the back patio! A sophisticated family room with a dramatic, color changing LED FIREPLACE creates a show-stopping focal point! With four en-suite bedrooms including a versatile first-floor suite the home offers exceptional living. Primary bedroom retreat includes a full bath and impressive walk-in closet with a washer & dryer. Finished lower level with a full bath, and custom mudroom. This exceptional home combines architectural sophistication with modern conveniences. 2025-NEW fenced in yard. High end builder with HIGH end finishes - a must see!

1 Whisper Way, Hopkinton

Listing courtesy of Listing Agent: Sandra Naroian from Listing Office: Keller Williams Realty North Central.

Hopkinton, MA Homes between $1,500,000 and $2,000,000 for Sale

Newest Hopkinton, MA Homes between $1,500,000 and $2,000,000 for Sale

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