Weston Homes with Colonial Style

Weston Homes with Colonial Style

Welcome to Weston, a charming town nestled in Middlesex County, Massachusetts. Known for its picturesque landscapes and rich history, Weston offers a perfect blend of small-town charm and modern amenities.

If you appreciate classic architecture, you'll love the homes in Weston with Colonial style. These properties exude timeless elegance, featuring symmetrical facades, traditional floor plans, and iconic columns. Living in a Colonial-style home in Weston allows you to immerse yourself in the town's historic ambiance while enjoying the comforts of contemporary living.

In Weston, you'll find a variety of Colonial homes, each with its unique character and charm. Whether you prefer a cozy Colonial cottage or a stately Colonial estate, there's a perfect home waiting for you in this idyllic town.

With top-rated schools, beautiful parks, and a strong sense of community, Weston is an ideal place to put down roots and call home. Whether you're looking for a peaceful retreat or a vibrant community to raise a family, Weston has something to offer everyone.

Discover the beauty and charm of Weston, where Colonial-style homes await to welcome you to a life of comfort and sophistication in this historic New England town.

Newest Weston Homes with Colonial Style

$4,585,000
6 Beds ⋅ 7 Baths ⋅ 73575514 MLS
Introducing an elegant shingle and stone residence prominently situated in the prestigious Weston Estates neighborhood. This custom home is masterfully constructed with fine attention to detail by an acclaimed builder. A striking stone fireplace graces the family room and complements the open concept design. The classic floor plan features a grand two story foyer, charming sun room and fabulous finished lower level. The 6th bedroom suite located on the 3rd floor can be used as an in-home office or as a special getaway for guests. The exceptional grounds are architecturally enhanced with a decorative gazebo with a built-in kitchen. The exquisite backyard has a sprawling stone patio adorned with beautiful perennial gardens and manicured grounds. This unique home has all the desired amenities and gravitas for the most discerning buyer.

21 Westerly, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$2,075,000
4 Beds ⋅ 3 Baths ⋅ 73575393 MLS
Move-in ready Colonial in one of Weston’s most sought-after cul-de-sac neighborhoods, with sidewalks to Weston Center and the commuter rail. Set on a flat, private 1.39-acre lot near the Cherry Brook ball field, this exceptional home blends timeless architectural character with thoughtful modern updates and a welcoming community known for its block parties. Designed for gracious living and effortless entertaining, the main level features beautiful hardwood floors, an expansive front-to-back living room with fireplace and picture window, private den/office with fireplace, formal dining room with custom built-in, and an updated eat-in kitchen flowing seamlessly into the family room with picture window and fireplace. The light-filled sunroom overlooks a bluestone patio and vast, fenced backyard—perfect for play, gardening, pets, and summer gatherings. Upstairs, the primary suite offers a peaceful retreat with renovated en-suite bath featuring heated floors, hardwood floors, fireplace, and three closets, along with three additional bedrooms and an updated family bath also with heated floors. The finished lower level provides flexible space for a playroom, home gym, media room, or office. Central air, attached two-car garage, abundant natural light, and excellent storage complete the home. Moments to top-ranked Weston schools, boutique shopping and dining, commuter rail, and miles of conservation trails. A rare opportunity to enjoy privacy, community, and convenience in a coveted Weston setting.

4 Cherry Brook Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 73574322 MLS
Nestled on one of Weston's most picturesque roads, this young Colonial completed in 2008 is a masterclass in timeless design and quality construction. Every detail has been thoughtfully considered, from the sun-drenched interiors to the refined finishes that flow effortlessly from room to room, striking a beautiful balance between elegant and inviting. Spacious gathering areas make entertaining a pleasure, while private retreats throughout the home offer quiet comfort at the end of the day. Meticulously maintained and truly move-in ready, this home reflects pride of ownership in every corner. The location is as exceptional as the home itself just minutes to Weston Center, award-winning schools, scenic conservation trails, shopping, dining, and easy access to major commuting routes. Rarely does a home offer this level of craftsmanship paired with such an unbeatable setting in one of MetroWest's most desirable communities.

703 Boston Post Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
$3,695,000
4 Beds ⋅ 6 Baths ⋅ 73574034 MLS
Architecturally designed, this 2024 modern farmhouse is beautifully sited on a level lot in the coveted south side of Weston. This thoughtfully 4 bed/5.5 bath Single Family is crafted with custom finishes across three levels, the sun-drenched open floor plan features 9' ceilings, crown moldings, and seamless flow. The chef’s kitchen offers custom cabinetry, Quartz “Blue Savoi” countertops, and a breakfast area with patio access, opening to a spacious family room with a stone fireplace. Once you enter the garage you are greeted with a large mudroom, half bath and laundry room. Also featured is a walk in pantry. Upstairs features four ensuite bedrooms, including a luxurious primary suite with fireplace, Carrera marble bath, and double walk-in closets. The finished lower level includes a gym/media room, custom wet bar, and full bath. Expansive backyard with room for a pool or sport court. Close to top schools, major routes, and Wellesley.

55 Oakdale Ave, Weston

Listing courtesy of Listing Agent: Christman Johnsson Group from Listing Office: Hammond Residential Real Estate.
$6,680,000
5 Beds ⋅ 9 Baths ⋅ 73573009 MLS
Privately sited on a cul-de-sac in Weston’s coveted South Side, this custom-built residence offers beautifully appointed living space across three finished levels, set on 1.38 acres. Designed by award-winning architect Bart O’Brien and built by Whitman Homes, the home brings together architectural distinction, exceptional craftsmanship, and professionally reimagined grounds to create a setting of impressive scale, privacy, and livability. A dramatic two-story foyer introduces formal living and dining rooms with custom millwork, hardwood floors, and multiple fireplaces. At the heart of the home, a light-filled family room with soaring ceilings and a commanding wall of windows opens seamlessly to a chef's kitchen with professional-grade appliances, center island, and two butler's pantries. A richly appointed library/home office and covered porch and bluestone patio complete a main level built for entertaining and everyday living. Five en-suite bedrooms include a luxurious primary suite with fireplace, custom walk-in closets, and beautifully appointed baths. The expansive walkout lower level extends directly to the backyard and features a great room with wet bar, media room, exercise room, and wine cellar. An attached three-car garage completes the residence. The grounds have undergone a significant professionally engineered, town-approved transformation — replacing formerly rocky terrain with an expansive, level, grassed backyard framed by mature trees and refreshed landscaping. The result is a rare combination of usable, private outdoor space for recreation, entertaining, and daily life, seldom found on estate lots of this scale. Ideally set on Weston's South Side bordering Wellesley — moments from Weston and Wellesley town centers, conservation trails, and the Weston public school district, with convenient commuter access to Boston. A distinguished offering in Weston, MA 02493 — where architecture, craftsmanship, and beautifully reimagined grounds come together.

25 Holly Cir, Weston

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.
$6,695,000
6 Beds ⋅ 8 Baths ⋅ 73572991 MLS
Enter through a long tree lined driveway and arrive at this extraordinary Shingle Style Estate on a sprawling 2.58 acre lot in one of Weston's most desirable Southside neighborhoods.This turn key Modern Classic residence offers over 9000sf of sun-filled interior space, 6 en suite bedrooms, a 4 car garage, an oversized chef's kitchen open to a fireplaced family room with french doors leading to stone terraces and a lushly landscaped backyard perfect for entertaining. Bordering conservation land and offering total privacy, this beautiful Nantucket style home built in 2016 offers magnificent level acreage and has potential for a pool and sports court. A lavish lower level features high ceilings, with an entertainment lounge, a glass walled wine cellar, a spectacular gym, full bath and flex space for a media room. The luxurious primary suite has vaulted ceilings, a fireplace, a balcony overlooking the breathtaking grounds and a spa like bathroom with steam shower. This home offers a rare combination of land, location and flawless move in condition. Enjoy fast access to Weston's top ranked public and private schools, all commuter routes and an amazing lifestyle in one of Greater Boston's premier communities.

250 Country Drive, Weston

Listing courtesy of Listing Agent: Rosemary McCready from Listing Office: Compass.
$2,850,000
3 Beds ⋅ 5 Baths ⋅ 73569214 MLS
Completely renovated and expanded in 2023 this custom home offers an exceptional amount of flexible living space -- far beyond a traditional three-bedroom layout -- with multiple rooms across several levels offering endless possibilities for working, entertaining, exercising, relaxing, and pursuing hobbies at home. Abutting a picturesque seasonal brook, the home features large windows that fill the interior with natural light and capture beautiful views. Quality finishes, generous living areas, and a beautiful natural setting make this a truly special Weston home.

28 Bogle, Weston

Listing courtesy of Listing Agent: Valentina Ossikine from Listing Office: Blue Seagull Realty.
$1,350,000
3 Beds ⋅ 4 Baths ⋅ 73565840 MLS
Rarely does a property offer this combination of history, acreage, versatility and potential. Set on 1.38 picturesque acres, this exceptional antique property includes four separate structures—an expanded main residence, accessory dwelling, remarkable three-story barn, and oversized two-car garage—plus a storage shed and two greenhouses. Formerly used as a farm, the property offers a unique opportunity to create a private estate, homestead or multi-generational retreat.The main house is rich in historic character, featuring wide-plank wood floors, beamed ceilings, a welcoming living room, dining room and home office. The spacious primary suite is a true retreat with a vaulted, beamed ceiling, en suite bath and walk-in closet. Historic details blend beautifully with thoughtful updates, including a newer gas heating system and updated electrical.The accessory house features an eat-in kitchen with abundant cabinetry, comfortable family room, spacious bedroom and walk-in closet. Mini-splits provide efficient heating and cooling. The impressive three-story barn, complete with a full bath and potential bedroom, offers endless possibilities for studio, office, guest space, recreation or additional living space.Renovate, expand or move right in—this one-of-a-kind property invites you to imagine what’s possible. Ask about the $250,000 preservation fund available to buyer.

120 Summer St, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$2,550,000
4 Beds ⋅ 3 Baths ⋅ 73560079 MLS
Set on 2.35± private acres in one of Weston’s desirable north-side cul-de-sac neighborhoods, 25 Laxfield Road offers an exceptional combination of privacy, space and convenience. A circular drive creates a welcoming arrival, while a second entrance provides additional parking and access to the three-car garage beneath the home. This well-maintained 4-bedroom, 2.5-bath Colonial offers a flexible layout filled with natural light and designed for both everyday living and entertaining.The generous kitchen features a large center island, abundant cabinetry, Sub-Zero refrigerator, wall ovens, cooktop and built-in microwave, and opens to an expansive sunroom/three-season porch surrounded by windows and overlooking the private grounds. The main level also offers a formal dining room, fireplaced living room, family room, and a handsome office/den with custom built-ins and soundproofing. Upstairs, you will find four generous bedrooms, including the spacious primary suite with a large dressing/walk-in closet and en suite bath with whirlpool tub and separate shower. The walk-out lower level offers exceptional flexibility and could be ideal for recreation, media room, fitness, a home office, or future in-law or multigenerational living possibilities. Outside, broad usable lawns, thoughtfully designed landscaping featuring mature specimen trees—including beautiful dogwoods—and a wooded backdrop create a quiet, peaceful, park-like setting. Recent improvements to the front entry steps, and rebuilt retaining wall adjacent to the garage, further enhance the home's curb appeal. Convenient to the Mass Central Rail Trail, Weston Town Center, conservation land and major commuting routes, with nearby Burchard Park offering offering tennis, pickleball, and basketball courts, ball fields, trails, picnic areas and year-round recreation. A rare opportunity to own a private retreat in one of Weston’s most sought-after neighborhoods.

25 Laxfield Rd, Weston

Listing courtesy of Listing Agent: Jamie Iacoi from Listing Office: ERA Key Realty Services.
$16,900,000
6 Beds ⋅ 10 Baths ⋅ 73550581 MLS
A true showcase luxury gated estate, 50 Winsor Way is situated on over 2 acres of elevated and private land located off the Weston Golf Club. The estate features truly picturesque professionally landscaped grounds, expansive terraces and patios with views for entertaining, and a large showpiece swimming pool and patio with elegant fountains. 50 Winsor boasts more than 6 bedrooms including the luxurious main level master suite, 7 full bathrooms, 3 half bathrooms, and an expansive 4-car garage. Designed by Thoughtforms, this home boasts an expansive open floor plan and luxurious craftmanship and attention to detail throughout. The fully finished lower level is equipped with a recreation room, wine cellar, full theater room, wet bar, steam room, and sauna. On the second floor, four bedrooms offer private en suite bathrooms. This exceptional home is a unique grand colonial estate for the discerning buyer set in one of the most highly desired locations in all of Weston

50 Winsor Way, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
$3,495,000
5 Beds ⋅ 8 Baths ⋅ 73547030 MLS
Convenience, comfort & privacy await in this custom built Colonial with an abundance of comfortable living space. Ideal for entertaining, this spacious home features a formal dining room, sun-filled living room with a fireplace, & a well appointed eat in kitchen with granite countertops, center island & stainless steel appliances. Adjacent to the kitchen is a large family room with a cozy fireplace, off the hallway leading to a private first floor office. This 5 bedroom, 6 full & 2 half bathroom home includes a finished third floor walk up and a large finished lower level perfect for a fitness, game, or media room. A separate stairway leads to an additional private au pair suite above the garage. The second level main suite features a private windowed annex, 3 additional bedrooms on this level include two en suite & 1 adjacent to a full bath and laundry room. All perfectly cited on 1.34 acres on a quiet, cul de sac near the center of town with a short commute to Boston.

32 Perry Lane, Weston

Listing courtesy of Listing Agent: Jodie Zinna from Listing Office: Coldwell Banker Realty - Wellesley.
$6,750,000
5 Beds ⋅ 9 Baths ⋅ 73533214 MLS
Introducing a timeless European inspired mansion with a private gate and elegant marble fountain. This custom estate is situated on 3 acres. A spectacular pool and spa complemented by a fully equipped pool house with a kitchen adorn the grounds. A beautiful wrought iron fence embraces the entire estate which includes stone patios and tennis court. The grand entry and living and dining rooms boast beautiful granite floors for fine entertaining. Additionally, rich oak wood floors are throughout the house. Three custom marble fireplaces grace the sitting areas. A first floor primary suite, private office and sunroom complete the main level. Upstairs has 4 large bedroom suites while the finished 3rd floor is ideal for a dual in-home office or guest bedroom. The tremendous lower level features a sauna, steam and home theater. This exceptional home embodies an elevated blend of refined and recreational living. This location provides excellent proximity to Boston and top-ranked schools.

15 Brown Street, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
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