Wellesley Homes with Colonial Style

Welcome to Wellesley, Massachusetts, a charming town nestled in Norfolk County, known for its picturesque landscapes, vibrant community, and exceptional quality of life. Just 16 miles west of downtown Boston, Wellesley offers the perfect blend of suburban tranquility and urban accessibility. Renowned for its top-rated schools, beautiful parks, and an array of cultural activities, Wellesley is an ideal place for families, professionals, and retirees alike.

One of the standout features of Wellesley's architectural landscape is its stunning collection of Colonial-style homes. These timeless residences, characterized by their symmetrical facades, classic brick exteriors, and elegant detailing, evoke a sense of history and charm that resonates throughout the town. Many Colonial homes in Wellesley boast spacious interiors, with large living areas, inviting dining rooms, and beautifully appointed kitchens that cater to modern living while retaining their historic appeal.

Living in a Colonial-style home in Wellesley means embracing a lifestyle steeped in tradition and community spirit. The tree-lined streets are perfect for leisurely strolls, and the nearby parks provide ample opportunities for outdoor activities, whether it’s a picnic, a game of tennis, or simply enjoying the beautiful New England seasons. Additionally, Wellesley’s vibrant downtown area is home to an array of boutique shops, cafes, and restaurants, making it easy to enjoy local flavors and support small businesses.

Discover the charm of Wellesley and explore its exquisite Colonial homes, where history meets modern comfort, creating a welcoming atmosphere for all who call this remarkable town home.

Newest Wellesley Homes with Colonial Style

$4,195,000

5 Beds ⋅ 7 Baths ⋅ 73590385 MLS

Gorgeous new construction in Wellesley Farms, where warmth, style, and a designer's touch come together to create a home that will capture your heart. Thoughtfully crafted with timeless finishes and exceptional attention to details. The heart of the home is the spacious chef’s kitchen, featuring high-end appliances, a pantry and a large center island that flows seamlessly into the dining and family rooms. Bathed in natural light, this inviting main living space overlooks and opens to a large deck with beautiful views of the fantastic backyard, creating an effortless indoor-outdoor living and entertaining. A versatile first-floor study with a dedicated full bath and closet offers flexibility as a home office or 1st bedroom. The charming mudroom provides direct entry from the 2-car garage. Upstairs, 4 en-suite bedrooms each w/walk-in closets, including a luxurious Primary Suite w/vaulted ceiling & 2 walk-in closets & a spa-like bath. The walkout lower level offers something for everyone....a game room, playroom, exercise room or an additional bedroom & full bath for extended living needs. Set in a Wellesley Farms neighborhood, this exceptional home is conveniently located to the commuter train, shops, schools, and Boston. Come fall in love!

19 Orchard St, Wellesley

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.

$4,750,000

6 Beds ⋅ 7 Baths ⋅ 73590211 MLS

Set in Wellesley’s sought-after Poet’s Corner, this exceptional new-construction residence pairs timeless architectural character with a fresh, thoughtfully designed interior. Spanning over 6,100 square feet, the home offers an effortless layout with generous proportions and an abundance of natural light. The main level features an inviting kitchen with breakfast bar and substantial prep space plus a walk-in pantry. The adjoining family room, along with elegant formal spaces, a dedicated office or first-floor bedroom, and a well-appointed mudroom complete the first level. Upstairs, the private bedroom level includes a spacious primary suite with dual walk-in closets and a luxurious bath, plus 3 additional generously sized en-suite bedrooms and a convenient laundry room. The finished lower level adds exceptional flexibility with a large recreation space, wet bar, gym, and additional bedroom and bath. Outside, a level yard and patio create a wonderful setting for everyday living and entertaining. A two-car garage and ample driveway parking complete this beautifully appointed home, ideally located near parks, schools, shops, dining, and the commuter rail.

71 Fairbanks Ave, Wellesley

Listing courtesy of Listing Agent: The Mazer Group from Listing Office: Compass.

$3,450,000

6 Beds ⋅ 6 Baths ⋅ 73588846 MLS

Exquisite craftsmanship meets modern luxury in this stunning new construction Colonial, situated in one of Wellesley’s most sought-after neighborhoods. Renowned for an uncompromising eye for detail, the builder has delivered a residence where every finish feels intentional and every space feels like home. The heart of the home is a spectacular gourmet kitchen, outfitted with professional-grade Thermador appliances and a massive center island. This space flows directly into the light-filled fire-placed living area that leads out to a large deck overlooking the grounds. A well-appointed butler’s pantry, complete with custom cabinetry and a beverage fridge, provides an elegant transition between the kitchen and the formal dining room.Functional luxury is found at every turn, including the oversized attached two-car garage that leads directly into a thoughtfully designed mudroom. This transition area features a separate walk-in pantry and provides access to a charming screened-in porch with retractable screens. The main floor plan also includes a versatile study featuring custom built-ins, which can easily serve as a guest bedroom and a full bath. Upstairs, the accommodations are equally impressive. Each bedroom features its own ensuite bath, ensuring comfort for everyone. The primary suite is a true retreat, boasting soaring ceilings, an expansive walk-in closet, and a spa-inspired bathroom. The finished walk-out lower level adds incredible versatility, offering dedicated spaces for a gym and recreation, along with an additional bedroom and full bath. Outside, the flat, private yard provides a beautiful backdrop for outdoor enjoyment, but the real magic extends beyond the property line. This home is nestled in a vibrant neighborhood celebrated for its friendly atmosphere, where block parties and community events are a staple of the local lifestyle. With easy access to the shops and dining at Linden Square and Wellesley Center, the MBTA for a seamless commute, and the scenic town trails just moments away, this property represents the very best of Wellesley.

39 Macarthur Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

$1,980,000

4 Beds ⋅ 3 Baths ⋅ 73587697 MLS

Welcome to this timeless New England Colonial, perfectly situated in one of Wellesley's most sought-after neighborhoods. Filled with natural light, the main level offers an inviting living room, elegant dining room, spacious kitchen with a sunny breakfast nook, and an expansive family room that opens effortlessly into a beautiful four-season sunroom overlooking the private backyard. Upstairs, the impressive primary suite features a vaulted ceiling, walk-in closet, spa-inspired bath, and a peaceful sitting area. Three additional generously sized bedrooms, a full bath, and a convenient second-floor laundry room complete the upper level. The finished lower level provides an oversized recreation room along with excellent storage space. Surrounded by mature landscaping, abutting conservation land and 3.3 miles of trails. Ideally located in close proximity to top rated Fiske elementary school, parks, shopping, dining, and major commuter routes.

42 Sheridan Rd, Wellesley

Listing courtesy of Listing Agent: Aphrodite Karpouzis from Listing Office: Gibson Sotheby's International Realty.

$4,350,000

5 Beds ⋅ 6 Baths ⋅ 73585342 MLS

Welcome to 135 Edmunds Road, an exceptional brick Colonial in Peirce Estates, one of the most coveted areas of Wellesley Hills’ Cliff Estates. Meticulously renovated and expanded by a preeminent architect and builder, this remarkable residence seamlessly blends timeless architectural detail with sophisticated modern living. Hardwood floors and exquisite millwork are showcased throughout. The gracious fireplaced living room opens through French doors to the elegant dining room. A step-down family room features a coffered ceiling, custom built-ins and wet bar, with French doors leading to multiple outdoor patios. The spectacular chef’s kitchen is designed for both everyday living and entertaining, with a double oven, gas range, breakfast nook and pantry. Thoughtfully designed spaces provide easy access to the outdoors and an effortless flow throughout the home. A private library/office with fireplace, custom cabinetry and hardwood floors offers a refined retreat. The second floor is accessible by both front and rear staircases and features a generous primary suite with spa-like bath and radiant-heated floor, four additional spacious bedroom suites and a versatile bonus sitting room. The connection between the beautifully appointed interior and the private outdoor spaces is extraordinary. Enjoy a screened porch, expansive bluestone terrace, charming Beacon Hill-inspired patio and rooftop deck, creating exceptional settings for entertaining or relaxing surrounded by nature.The newly renovated lower level offers a game room, gym space, wine cellar and extensive storage. A rare opportunity to own a truly distinctive home that combines timeless elegance, exceptional craftsmanship and every amenity for today’s lifestyle.

135 Edmunds Road, Wellesley

Listing courtesy of Listing Agent: Jill Finkelstein & Associates from Listing Office: Compass.

$2,895,000

4 Beds ⋅ 5 Baths ⋅ 73584741 MLS

Fabulous young Colonial in one of the most coveted locations in town! Brimming with natural light; it has an open, incredibly spacious interior, tall ceilings, rich appointments throughout and gorgeous hardwood floors. It's perfect for entertaining, relaxing in comfort or working from home. A beautifully designed kitchen with expansive island and custom cabinetry opens to a sensational family room with soaring ceilings, fireplace and walls of windows. You can host the holidays in style in the generous and elegant dining room. Sliders from the kitchen lead to a handsome raised stone terrace. There is an excellent office on both the first floor and the lower level. The primary suite has fine details, double walk-in closets and a luxurious marble bath. All bedrooms are exceptionally spacious and a second bedroom is also ensuite. There is an ideal second story laundry room. The lower level also provides an outstanding playroom, exercise room, additional bedroom, and full bath. All this plus storage galore. This very special home is set on a peaceful road in a beloved neighborhood, just a short stroll to schools, shops, train station, library and downtown.

37 Wall St, Wellesley

Listing courtesy of Listing Agent: The Pinnacle Group from Listing Office: Gibson Sotheby's International Realty.

$3,195,000

5 Beds ⋅ 5 Baths ⋅ 73584717 MLS

This exceptional new construction home offers a timeless blend of classic architecture and refined craftsmanship. Every detail has been thoughtfully considered, from the warm white oak floors and custom millwork to the graceful moldings and designer finishes found throughout. The chef's kitchen is anchored by a substantial center island and outfitted with custom cabinetry and quartz countertops, opening gracefully into a fireplaced family room bathed in natural light from soaring windows. Each bathroom is finished with distinctive detail, including a striking quartzite sink in the powder room. The primary suite is a true retreat, with a spa-inspired bath offering a soaking tub and steam shower. The lower level rounds out the home with a gym, playroom, and wet bar — ideal for both everyday living and entertaining. Set in a wonderfully convenient location, every amenity is just moments away.

16 Rockland Street, Wellesley

Listing courtesy of Listing Agent: Adler Connolly Squared Team from Listing Office: MGS Group Real Estate LTD - Wellesley.

$4,395,000

5 Beds ⋅ 6 Baths ⋅ 73584525 MLS

Stately Colonial nestled in Pierce Estates, one of Wellesley’s most sought-after neighborhoods. Beautifully renovated and set on a gorgeous ¾ acre lot with mature landscaping, this exceptional home seamlessly blends timeless New England charm with modern luxury. A standout feature is the recently updated, freestanding accessory dwelling unit (ADU), offering exceptional flexibility for au pair, extended family, guests, home gym, private office, or potential rental income. Currently configured as a gym and private office, ADU includes a kitchenette, full bath, and two living spaces. Home’s main level is thoughtfully designed for both everyday living and entertaining. Chef’s kitchen features high-end appliances and stone countertops, and flows effortlessly into the expansive, fireplaced great room. Professionally decorated formal living room, private office, dining room, mudroom, and half bath complete the first floor. Great room opens to a spacious, multi-level deck, creating an ideal setting for seasonal entertaining.Throughout the home, beautifully curated spaces showcase custom built-ins, gleaming floors, and timeless architectural details. Upper level offers five generous bedrooms, including a luxurious and serene primary suite with a beautifully renovated marble bath and ample closet space. The spectacular, recently renovated lower level is an entertainer’s dream, highlighted by a custom bar perfect for gatherings and relaxed evenings at home. Outside, enjoy a large multi-level deck, six-person sunken hot tub, mature landscaping, and an expansive yard offering exceptional privacy and space to play, relax, and entertain. A truly special and long-admired home — this is a property not to be missed!

19 Salem Rd, Wellesley

Listing courtesy of Listing Agent: Moira Lown from Listing Office: Coldwell Banker Realty - Wellesley.

$3,080,000

4 Beds ⋅ 4 Baths ⋅ 73584443 MLS

Be prepared to fall in love with this custom Colonial, beautifully sited on landscaped grounds with a private backyard in Wellesley’s Sheridan Estates neighborhood. Masterfully designed and crafted, the home offers nearly 5,000 sq. ft. of living space and the rare convenience of an elevator serving all three levels. A gracious two-story foyer with wainscoting opens to elegant living and dining rooms with 9-foot ceilings. The chef’s kitchen with custom cabinetry opens to a sun-filled family room with soaring cathedral ceiling, oversized windows and gas fireplace. A handsome library and powder room complete the first floor. Upstairs, the serene primary suite features a tray ceiling, generous walk-in closet, luxurious marble bath, along with three additional bedrooms with oak flooring and a second marble bath.The finished lower level offers flexible recreation space, extensive built-in storage and a full bath, with potential for an additional bedroom. Just 12 miles from Boston, this beautifully maintained home offers exceptional privacy and convenience in a sought-after Wellesley setting.

28 Jefferson Rd, Wellesley

Listing courtesy of Listing Agent: The Joni Shore Group from Listing Office: Douglas Elliman Real Estate.

$4,395,000

4 Beds ⋅ 6 Baths ⋅ 73580323 MLS

Truly one of kind property nestled in renowned Hunnewell Estates with horses and cows with the feel of Vermont yet close to Wellesley Center. 3 acres of a private sanctuary surrounded by conservation land and trails.. Incredible opportunity in Wellesley to have gardens, fruit trees, chickens... Gorgeous outdoor space with fire pits, zen waterfall, vegetable gardens with hand hewn raised beds from trees on the property. Orchard with 30 fruit and nut trees, 10 sugar maples for maple sugaring, herb garden, fragrance garden and chicken coop with run. Over 7200 sq ft of living on 3 levels. First floor main bedroom with full bath and double walk-in closets. Spa-glass conservatory off the main bedroom with built-in hot tub. Both a library and 2nd office off the main bedroom each with custom woodwork and built-ins. Large fireplaced living room with French doors along entire rear. Dining room perfect size for entertaining. Custom kitchen with large island and show stopping gorgeous stone fireplace that opens to the family room. Mudroom and laundry room complete the first floor. Perfect guest suite over the garage. Second level consists of and additional 2 large beds with walk-in closets and full bath. Lower level with large game room including a wet bar and media area. Additional playroom plus 2 more rooms with bath perfect for guests. 3 car garage. A must see!

150 Pond Road, Wellesley

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$2,795,000

4 Beds ⋅ 4 Baths ⋅ 73579886 MLS

Located in one of Wellesley’s most sought-after neighborhoods, this handsome 1924 Colonial offers the timeless character of its era paired with an exceptional floor plan and outdoor spaces that are truly special. From the moment you arrive, the original architectural details and craftsmanship are evident, giving the home a warmth and sense of character that is increasingly difficult to find. The first floor is thoughtfully designed for both everyday living and entertaining, with generously proportioned rooms and a seamless connection to the outdoors. A recently expanded deck, accessible from both the family room and living room, creates an ideal setting for summer dinners, morning coffee, or gathering with friends. Beyond it, the expansive backyard is an uncommon feature for this neighborhood—beautifully private, unusually spacious, and offering wonderful possibilities for outdoor living, recreation, and play. The second floor offers four bedrooms, including a generously sized primary suite with an updated bath and ample closet space. An oversized guest suite provides additional comfort and flexibility for family or visitors. The lower level adds another dimension of versatility with a full bath and flexible finished space that can easily accommodate a bedroom suite, home office, playroom, gym, or recreation area. An oversized garage is an exceptional bonus, offering additional space that could serve as a home gym, workshop, hobby area, or simply provide abundant storage. A rare combination of location, character, privacy, and flexible living space, this home offers the opportunity to enjoy all that makes this Wellesley neighborhood so desirable while having an outdoor setting that feels remarkably private and expansive.

8 Tennyson Rd, Wellesley

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

$2,995,000

5 Beds ⋅ 4 Baths ⋅ 73578376 MLS

Located in Wellesley’s highly desirable Generals neighborhood, this distinguished Colonial welcomes you with an elegant foyer, spectacular three-story staircase, and beautiful hardwood floors throughout. The thoughtfully designed floor plan features five bedrooms, three full baths, one half bath, and a convenient second-floor laundry room. At the heart of the home is a spacious open-concept kitchen and living area, creating a warm and inviting setting for everyday living and entertaining. A comfortable den and formal dining room provide additional spaces for relaxing and gathering. The home also offers two versatile bonus rooms, currently used as a home gym and TV room, providing flexible space for a home office, playroom, media room, exercise space, or other needs. The deck extends the living space outdoors and is ideal for relaxing or entertaining. A two-car garage provides convenient parking and additional storage, while the unfinished basement offers substantial storage and potential for future use. The location is a standout feature, just minutes from Hardy Elementary School, Wellesley Middle School and Wellesley High School. The home is also conveniently located near the Wellesley commuter rail station, providing easy access for Boston-area commuters. Combining classic Colonial character, generous living space, flexible bonus rooms, and a convenient location in one of Wellesley’s established neighborhoods, this home offers a wonderful opportunity to enjoy all that Wellesley has to offer.

3 Macarthur Rd, Wellesley

Listing courtesy of Listing Agent: Cynthia Hatch from Listing Office: William Raveis R.E. & Home Services.

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