Middlesex Homes with Colonial Style

Welcome to Middlesex County, Massachusetts – a vibrant tapestry of history, culture, and natural beauty. Nestled in the heart of New England, Middlesex County is celebrated for its rich heritage and diverse communities. From the bustling urban atmosphere of cities like Lowell and Cambridge to the serene suburban charm of towns such as Concord and Acton, this county offers a unique blend of lifestyles that cater to every preference.

Middlesex is steeped in history, being home to significant Revolutionary War sites and a plethora of museums that showcase its storied past. Outdoor enthusiasts will find solace in the county’s numerous parks and trails, including the picturesque Minuteman Bikeway, perfect for leisurely strolls or invigorating bike rides. With top-rated schools, a thriving economy, and a strong sense of community, Middlesex County is an ideal place to call home.

Among the architectural gems that grace this region, Colonial-style homes stand out as timeless treasures. Characterized by their symmetrical facades, gabled roofs, and charming woodwork, these homes evoke a sense of nostalgia and warmth. With spacious interiors and classic designs, Colonial homes offer both comfort and elegance, making them a popular choice for families and individuals alike. Many of these residences are set on expansive lots, providing ample outdoor space for gardens and gatherings.

Whether you’re seeking a historic Colonial home or a modern abode, Middlesex County promises a welcoming environment where you can create lasting memories. Explore the rich real estate offerings in this enchanting region, and discover the perfect place to call your own!

Newest Middlesex Homes with Colonial Style

$1,275,000

4 Beds ⋅ 5 Baths ⋅ 73568511 MLS

Some homes are renovated. This one was reinvented. In 2021, this architect-designed executive home underwent a $750,000+ full-scale transformation and expansion - a complete rebuild from the studs, not just a cosmetic refresh. The windows, doors, roof, insulation, electrical, plumbing, and heating system were all replaced, and on top of those new bones, the home was outfitted with elevated finishes throughout including white oak flooring, granite countertops, premium maple cabinetry, and Kohler and TOTO fixtures. The result is more than 4,100 square feet of thoughtfully designed, light-filled living space that seamlessly blends luxury, comfort, and timeless style. It's a rare pairing: an estate-like setting decades in the making, with 25+ mature trees, curated gardens, and historic stone walls, alongside the systems and finishes of recent construction. Inside, an 18' foyer opens to a main floor featuring a private office with dual French doors, a heated four-season sunroom, a southeast-facing family room, dining for twelve, and a den with a half-vaulted planked ceiling and double-sided brick gas fireplace. The sprawling chef's kitchen anchors the home, showcasing an oversized 5'x9' island with seating for six, granite counters, KitchenAid double wall oven and range, commercial-grade vent hood, Bosch microwave, and Whirlpool fridge and DW plus a custom 10' wet bar with two wine/beverage fridges, ice maker, and instant hot water dispenser - truly an entertainer's dream. Upstairs, three bedrooms each have well-appointed ensuite baths, plus a luxe upper-level laundry room. The primary suite enjoys sunrise views and a spa-like bath with double vanity, Kohler fixtures, rain shower, freestanding Jacuzzi tub, dual-flush toilet/bidet, and skylight. The finished lower level adds a fourth bedroom with ensuite bath, a bonus room, and a mudroom area with direct garage access - all with matching upscale finishes and ample natural light. Set on approx. .5 acre, the property features stone walls, mature landscaping, a private deck, and a Japanese garden with pond. A private twelve-car driveway with turnaround and tandem four-car garage make parking effortless. The tiled garage offers flex space for gym, studio, and/or workshop. Minutes from AMSA Charter School, Fay and St. Mark's Schools, Routes 20 and 85, I-90 and 495, trails, golf, and vibrant downtown - all at exceptional value versus neighboring towns. This is the kind of home that you truly must see to appreciate!

334 Farm Road, Marlborough

Listing courtesy of Listing Agent: Annie Pfaff from Listing Office: Gibson Sotheby's International Realty.

$1,699,000

5 Beds ⋅ 4 Baths ⋅ 73568493 MLS

Built in 2019 and perfectly positioned near downtown Winchester and the commuter rail, this 5 bed, 3.5 bath Colonial offers a bright, open layout with oversized windows, newly installed custom interior shutters and great natural light throughout. The large living room flows into the dining room, making the first floor great for everyday living and entertaining. The kitchen features a 2025 Thermador appliance package and oversized breakfast nook, with access to the deck, patio and fully fenced yard. Exterior work and fencing were completed in 2022, with mature evergreens and the newer fence creating a private and serene outdoor setting. Upstairs, the spacious primary suite includes a walk-in closet and en-suite bath with soaking tub and standing shower. Two additional bedrooms, a Jack-and-Jill bathroom and laundry room complete the second floor, with two more bedrooms and a full bath on the third. Ample storage throughout the home, including custom closets and additional storage tucked under the eaves on the third floor. Solar panels with Tesla Powerwalls and a heated driveway are great added features. The unfinished basement with 8'+ ceilings offers excellent potential for future living space.

30 Farrow St, Winchester

Listing courtesy of Listing Agent: Carlisle Group from Listing Office: Compass.

$1,195,000

4 Beds ⋅ 3 Baths ⋅ 73568476 MLS

Located in one of Woburn’s most sought-after neighborhoods, 33 Fairway Drive is a lovingly cared-for Colonial, offered for the first time by its original owners. With 4 bedrooms, 2.5 baths, and exceptional living space, this home has been thoughtfully updated and maintained throughout. A classic farmer’s porch welcomes you home, while freshly refinished hardwood floors lead to the expanded, renovated kitchen and dining area, which opens to the bright living room—creating an ideal layout for everyday living and entertaining. Just off the kitchen, the new composite deck overlooks the private backyard and conservation land. A patio, fire pit, and dedicated dog enclosure add to the outdoor space, offering plenty of room to gather, relax, and enjoy the setting. The family room features cathedral ceilings and a fireplace, creating a warm and inviting space to gather. All three bathrooms have been beautifully updated, while the private primary suite is complemented by three generously sized bedrooms, ample closet space, and convenient second-floor laundry. The finished walkout lower level adds even more flexibility, with space for a playroom, home gym, office, or media room. A two-car garage and shed provide additional storage. Set in a prime neighborhood setting just moments from Woburn Country Club, Whole Foods, shopping, dining, and major commuter routes including I-93 and I-95/Route 128, with easy access to Boston and Cambridge, 33 Fairway Drive offers a rare combination of space, thoughtful updates, private outdoor living, and convenience!

33 Fairway Dr, Woburn

Listing courtesy of Listing Agent: Gina Thibeault from Listing Office: Keller Williams Realty Evolution.

$649,900

4 Beds ⋅ 2 Baths ⋅ 73568470 MLS

120 Edinboro St, Marlborough

Listing courtesy of Listing Agent: Stefanie Ferrecchia from Listing Office: Dora Naves & Associates.

$800,000

4 Beds ⋅ 3 Baths ⋅ 73568466 MLS

Located at the end of a cul-de-sac in one of Hudson’s most desirable neighborhoods, this special home offers a private natural setting with room to relax, gather, and make lasting memories.Step inside this bright Colonial to find gleaming hardwood floors throughout most of the first and second floors. The first floor offers an open-style layout with easy front-to-back flow. Custom cabinetry and shelving in the living, family, and dining rooms add character, utility, and storage, while the kitchen features an eat-in area with a custom bench, granite countertops, and stainless-steel appliances. Gorgeous three season Sunroom with hardwood floors, a vaulted wood ceiling, skylight, and six double door sliders with glass/screens bring the light streaming in. Consider adding a heat source to transform into a four-season living space! Enjoy outdoor living in the private, fenced-in level backyard and the private front yard, both enhanced by perennial plantings and a wooded setting. Grill, dine, and unwind on the brick patio.A main-level garage, dual-entry shed, and full basement provide everyday convenience and generous storage. Newly refinished hardwood floors and brand-new carpets are ready to welcome you home.Conveniently located near Hudson’s vibrant downtown, dining, entertainment, shopping, highways, parks, and the Rail Trail.Come experience the setting, space, and charm that make this Hudson home special.

8 Bush Road, Hudson

Listing courtesy of Listing Agent: Cindy R. Gordon from Listing Office: Coldwell Banker Realty - Worcester.

$995,000

3 Beds ⋅ 3 Baths ⋅ 73568439 MLS

Beautifully designed for comfortable living and effortless entertaining, this spacious home welcomes you with an inviting front room featuring stained oak floors, and recessed and overhead lighting, (a first-floor room that could be converted to a fourth bedroom). The front room opens seamlessly into the spacious family room, .which features beautiful oak floors, a fireplace, and overhead lighting—creating a warm and comfortable space for relaxing or gathering with family and friends. The heart of the home is the gorgeous open-concept kitchen, featuring oak hardwood floors, abundant white cabinetry, tile backsplash, quartz countertops, center island, gas stove, and recessed lighting. The kitchen flows seamlessly into the spacious dining area, making this layout ideal for entertaining and gatherings. A large built-in cabinet in the dining room provides excellent pantry or additional storage. The kitchen opens directly to a large outdoor deck overlooking a level backyard, offering the perfect setting for outdoor dining, summer gatherings, and relaxing with guests. A full bath with tub completes the first floor. The second floor offers three bedrooms, including a spacious primary suite with a large private bath with large shower enclsoure with heated floors and huge walk-in closet. A second full bath features both a tub and separate glass-enclosed shower. Convenient second-floor laundry with washer and dryer adds to the home's functionality. House has an ADT alarm system that connects to Ring Doorbell camera.A full basement provides abundant additional space for storage, hobbies, a home gym, or other flexible uses. Ample parking adds convenience for residents and guests. With its welcoming living spaces, exceptional open floor plan, seamless indoor-outdoor flow, expansive deck, level backyard, generous storage, and multiple gathering spaces, this home is ideally suited for both everyday living and entertaining.

1061 Trapelo Rd, Waltham

Listing courtesy of Listing Agent: Jim & Mike Savas Team from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$3,999,999

6 Beds ⋅ 6 Baths ⋅ 73568425 MLS

Tucked at the end of a desirable cul-de-sac in Chestnut Hill, this classic shingle-style residence offers four beautifully finished levels of living with a timeless traditional design. Hardwood floors, gracious room proportions, and a warm, inviting floor plan create a home equally suited for everyday living and entertaining.Featuring 6 bedrooms and 6 full bathrooms, the residence offers exceptional flexibility for family, guests, home offices, and additional living spaces. The finished walk-out lower level adds another dimension of usable space with direct access outdoors, while the three-car garage provides both convenience and ample storage.Beautifully landscaped grounds enhance the home’s curb appeal and sense of privacy, with the property set on approximately 25,000 square feet of land. Combining substantial living space, classic New England architecture, and a sought-after Chestnut Hill cul-de-sac location, this is a special opportunity to enjoy comfort, scale, and timeless character.

31 Kesseler Way, Newton

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.

$649,900

3 Beds ⋅ 2 Baths ⋅ 73568394 MLS

Lovingly maintained and thoughtfully updated, this Tewksbury home has been in the same family since 1963! Fresh paint throughout much of the home, new carpeting upstairs and several recent improvements make it truly move-in ready. The flexible first floor offers a bedroom and full bath, while upstairs you’ll find additional bedrooms and a brand-new 3/4 bath. Recent updates also include a new kitchen window and refreshed half bath with new window and mirror. Outside, enjoy a fully fenced backyard plus a detached garage that was recently sided. Town water/sewer. Enjoy easy access to Routes 38, 495 and 93, shopping and dining, plus some of Tewksbury’s best recreation. The Livingston Street/Saunders Recreation complex offers athletic fields, playgrounds, tennis and basketball courts, a skate park and more, while miles of local conservation trails and access to the Shawsheen River provide opportunities for walking, hiking, kayaking and fishing. A well-cared-for home with decades of history, ready for its next chapter! Showings begin immediately. Open Houses Sat 8/29 & Sun 8/30 from 11-1pm.

1251 Shawsheen St, Tewksbury

Listing courtesy of Listing Agent: Lisa Pantuso from Listing Office: Century 21 Your Way.

$1,025,000

4 Beds ⋅ 3 Baths ⋅ 73568375 MLS

Welcome to Rocky Woods, a wonderful Hopkinton neighborhood where this spacious Colonial Farmhouse is ready for its next chapter. A welcoming front porch is just waiting for a porch swing—a perfect spot for morning coffee or relaxing at the end of the day. Inside, the updated kitchen opens to the family room with a fireplace and built-in shelving, creating a comfortable space for everyday living and entertaining. A large study offers plenty of room to work from home, while the open floor plan provides flexibility for the way you live. Upstairs, the spacious primary suite features cathedral ceilings and a large walk-in closet, along with three additional bedrooms. One of the bedrooms is smaller and would make a great nursery, second home office or cozy single bedroom. Outside, you'll appreciate the privacy, level driveway and generous level side yard with plenty of room for play, gardening, pets or outdoor gatherings. Many of the big-ticket improvements have already been done, including a new septic system and roof in 2019, tankless water heater, newer appliances and AC condenser, and the interior was freshly painted in 2026. The bathrooms offer an opportunity to bring your own style and put your personal stamp on the home. The seller is also offering a $7,000 credit toward new carpeting with an acceptable offer and terms, allowing you to choose exactly what you want. All this in Hopkinton, known for its award-winning schools, with easy access to Westborough's shopping, restaurants and everyday conveniences. Bring your personal decorating ideas and make this house YOUR home! ***Photos showing furniture are virtually staged as visual aid***

12 Rocky Woods Rd, Hopkinton

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

$2,299,000

8 Beds ⋅ 4 Baths ⋅ 73568368 MLS

A rare opportunity to restore and reimagine one of Newton Highlands’ grand Victorian treasures. Originally built in 1869 as a distinguished single-family residence, this impressive Italianate home is set on an expansive 13,284 sq. ft. lot in one of Newton’s most sought-after neighborhoods. Rich in character and architectural detail, the home showcases soaring 10-foot ceilings, remarkable room sizes, and an elegant scale rarely found today. From its gracious living spaces to its abundant bedrooms and flexible floor plan, the residence offers endless possibilities for those seeking to create a truly exceptional estate property. Whether your vision is a meticulous restoration of its historic grandeur or a thoughtful renovation blending period charm with modern luxury, the home’s impressive footprint and spectacular lot provide an extraordinary canvas. Ideally located just moments from Newton Highlands Village, enjoy easy access to shops, restaurants, parks, the Green Line, and major commuting routes. Opportunities to acquire a property of this size, stature, and location are exceedingly rare. Bring your imagination and unlock the potential of this landmark Newton Highlands residence. This home is being sold "As Is". Seller makes no representations or warranties regarding the condition, use, zoning, occupancy, permits or development potential of the property. Buyers and buyers agents must perform their own due diligence & verify all information independently. Judy and Anne are available to schedule an appointment for buyers to view this home at a buyer's convenience. Please refer to the attached floorplans for approximate room dimensions and layout.

40 Columbus St, Newton

Listing courtesy of Listing Agent: Judy Korzenowski from Listing Office: Coldwell Banker Realty - Newton.

$788,000

2 Beds ⋅ 1 Baths ⋅ 73568346 MLS

Step into the heart of Bedford with this absolutely adorable Village Colonial, where classic character meets an unbeatable in-town location. From the moment you pull up, the curb appeal draws you in—it’s the kind of home that feels like a warm welcome before you even reach the front door.Situated in one of the town’s most beloved neighborhoods, this home offers a lifestyle of total convenience. The Minuteman Bikeway is just a stone’s throw away for afternoon rides, and you’re minutes from local favorites like Bedford Farms, Whole Foods, Starbucks, and a variety of local shops and restaurants.The best part? The heavy lifting has already been taken care of. With a 2015 gas heating system, a 15-year-old roof, and replacement windows throughout, the "bones" are rock solid. This is the perfect opportunity for a buyer who wants to move in and focus on the fun stuff—bringing their own vision to life with cosmetic updates and personal touches.Whether you’re looking for a charming retreat or a home that puts you right in the center of the action, 26 Hartford Street offers the ideal canvas to create something truly special. Come see the potential for yourself!

26 Hartford St, Bedford

Listing courtesy of Listing Agent: Team Suzanne and Company from Listing Office: Compass.

$1,350,000

5 Beds ⋅ 4 Baths ⋅ 73568351 MLS

Spectacular, private cul-de-sac setting w/huge flatter parcel *Welcoming mahogany front porch w/substantial square posts & tasteful stone square balusters *Gorgeous entry foyer w/turned staircase *Wood flooring graces almost the entire house & stunning molding package including copious amounts of crown molding, pediments, wainscotting, tray ceiling & coffered ceiling *1st floor study w/French door is a multi-purpose space perfect for in-home office *Incredible white shaker white style kitchen cabinets that soar to the crown molding, Quartz counters & stunning marble herringbone backsplash, large walk-in pantry & large island anchors the space & provides an amazing work area *Kitchen opens to large eating area & then massive family room w/floor to ceiling stone fireplace surround w/gas fireplace *Formal dining room w/wainscotting, tray ceiling, double crown moldings & butler pantry to kitchen *Formal powder room & large mudroom area w/cubbies & tiled floor, which provides access to the large, 3-car side entry garage *2nd floor provides 5 bedrooms & 3 baths *Primary suite has large walk-in closet w/built-ins plus dramatic primary bath w/huge tiled shower, double vanity, vessel soaking tub, closeted toilet w/window & more *Another suite w/its own bath is located on the opposite end of the house *3 other bedrooms share a hallway bath (all w/upscale tiled floors & tiled surrounds for showers/tubs *Laundry room w/cabinetry *In-ground pool w/vinyl liner & large patio provide the resort-style atmosphere for expanded entertaining space *Walkup attic stairway *Unfinished basement w/10' pour for high ceilings **SALE IS AS IS WHERE IS-SEE DISCLOSURE SECTION OF LISTING *GROUP SHOWINGS ON 8/27 FROM 3:00 TO 6:00, 8/29 FROM NOON TO 3:00, 9/1 FROM 3:00 TO 6:00, 9/3 FROM 3:00 TO 6:00 * SHOWINGS ARE ACCOMPANIED & MUST BE REQUESTED THROUGH SHOWING TIME WITH 2 HOUR ADVANCED NOTICE* BUYERS ARE RESPONSIBLE FOR ANY & ALL DUE DILIGENCE (INCLUDING SOLAR) *LISTING INFO PROVIDED TO BEST OF ABILITY BUT NO WARRANTIES OR REPRESENATATIONS ARE BEING MADE BY AGENTS *BUYER IS RESPONSIBLE FOR TITLE 5 INSPECTION AND FIRE DEPT SMOKE CERTIFICATE *SELLER HAS NO KNOWLEDGE REGARDING THE PROPERTY *This is a Broker marketed sale by Chapter 7 Bankruptcy Trustee & the sale is subject to United States Bankruptcy Court Approval (see Disclosures)

4 Hummingbird Ln, Westford

Listing courtesy of Listing Agent: Benjamin Montenegro from Listing Office: Andrew J. Abu Inc., REALTORS®.

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