Hopkinton Homes with Colonial Style

Hopkinton Homes with Colonial Style

Welcome to Hopkinton, Massachusetts, a charming town nestled in the heart of Middlesex County. Known for its picturesque landscapes and vibrant community, Hopkinton offers a perfect blend of suburban tranquility and easy access to urban amenities. With its rich history, beautiful parks, and top-rated schools, it’s no wonder that families and professionals alike are drawn to this delightful town.

One of the standout features of Hopkinton is its stunning array of Colonial-style homes. These timeless residences, characterized by their symmetrical facades, gabled roofs, and classic brick or clapboard exteriors, reflect the town's rich architectural heritage. Many of these homes have been lovingly preserved or thoughtfully updated, offering modern comforts while maintaining their historic charm. Imagine cozy evenings by the fireplace or hosting gatherings in spacious, sunlit living areas that seamlessly blend traditional elegance with contemporary living.

Hopkinton is not just about beautiful homes; it also boasts a vibrant community spirit. With numerous local events, farmers' markets, and recreational activities, residents enjoy a lifestyle that emphasizes connection and engagement. The scenic Hopkinton State Park, with its vast trails and serene lakes, invites outdoor enthusiasts to explore nature just moments from their doorstep.

Whether you’re searching for a Colonial-style home that embodies classic New England charm or looking to become part of a welcoming community, Hopkinton is an ideal place to call home. Come and experience the beauty and warmth of this exceptional town—where history meets modern living!

Newest Hopkinton Homes with Colonial Style

$799,900
2 Beds ⋅ 3 Baths ⋅ 73558539 MLS
Rare opportunity to own a stand alone home in desirable Deerfield Estates, a sought after 55+ community in Hopkinton! No more yard work or shoveling snow, its all done for you! Lovingly maintained by its original owner, this home features 2 bedrooms, spacious Office that could be an additional guest room, 2 full baths, and a half bath. The kitchen boasts granite countertops, upgraded cabinets, and stainless steel appliances, while the fireplaced family room offers vaulted ceilings and hardwood floors. The main bedroom located on the 1st floor includes a walk in his & hers closets and full bath. A home office, loft, and unfinished lower level (approx. 1,250 sq. ft.) offer great expansion potential. With a 2 car garage and plenty of additional parking this home is a fantastic chance for easy living in a picturesque community. Next to putting green/ park area! Near downtown, shops, restaurants @ Rts 495 & 90! Quick close is possible!

3 Mcgill Ct, Hopkinton

Listing courtesy of Listing Agent: Nancy Mulroy from Listing Office: Coldwell Banker Realty - Worcester.
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 73554454 MLS
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

Listing courtesy of Listing Agent: Kim Foemmel from Listing Office: Foemmel Fine Homes.
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 73550202 MLS
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

Listing courtesy of Listing Agent: Kathleen Williamson from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$1,279,900
3 Beds ⋅ 4 Baths ⋅ 73549814 MLS
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

Listing courtesy of Listing Agent: Vijaya Bhaskar Yelchuru from Listing Office: StartPoint Realty.
$1,550,000
5 Beds ⋅ 5 Baths ⋅ 73549488 MLS
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.
$1,575,000
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.
$1,699,000
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.
$1,589,000
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.
$1,549,000
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.
$2,700,000
5 Beds ⋅ 6 Baths ⋅ 73531001 MLS
An absolute masterpiece of design and elite engineering by an award-winning local builder. As the crown jewel of the collection, this premier, unique floorplan is fully customizable. The high-performance, energy-efficient home features a supreme HERS score, an incredibly tight envelope insulation package, an ERV fresh air system, and a balanced Make-Up Air system. Inside, 4" white oak floors lead to a magnificent family room with coffered ceilings and a custom front-and-back kitchen boasting the Thermador Professional Collection, a 48" gas range, and handmade cabinetry. High-end, insulated Pella EnergyStar windows flood the massive 7,800+ SF layout with light, highlighting 5 bedrooms, 5.5 baths, an octagonal breakfast room, and a wet bar. The expansive finished walkout lower level is ideal for a future golf simulator or theater. Enjoy neighborhood access to 10 acres of protected Sudbury River trails. Walk to the commuter rail; 26 miles to Boston. Ask about builder incentives!

Lot 6 Lincoln Street, Hopkinton

Listing courtesy of Listing Agent: Adam Boyce from Listing Office: Mathieu Newton Sotheby's International Realty.
$2,095,000
4 Beds ⋅ 7 Baths ⋅ 73531003 MLS
An absolute masterpiece of design and elite engineering by an award-winning local MA builder. This high-performance, energy-efficient home features a supreme HERS score, ERV fresh air system, and balanced Make-Up Air. Inside, 4" white oak floors lead to a magnificent family room with coffered ceilings and a chef's kitchen with handmade custom cabinetry. High-end Pella windows flood the sprawling 5,450 SF plan with light, highlighting 4 bedrooms—each with its own private en-suite bath! This weekend only: reserve by the end of June and choose 1 of 5 FREE builder luxury upgrade packages—Entertainment, Theater, Gym, Golf Lounge/Simulator, or Outdoor Living! Best of all, the builder provides, installs, and completes the entire package prior to closing. Positioned for beautiful scenic views with direct access to 10 acres of protected Sudbury River trails, yet just 26 miles from Boston and a short walk to the commuter rail. See firm remarks for incentive details!

Lot 7 Lincoln Street, Hopkinton

Listing courtesy of Listing Agent: Adam Boyce from Listing Office: Mathieu Newton Sotheby's International Realty.
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