Wellesley Homes with Colonial Style

Welcome to Wellesley, Massachusetts – a picturesque town nestled in Norfolk County, where charm meets sophistication. Renowned for its top-tier schools, vibrant community, and stunning landscapes, Wellesley is a haven for families and professionals alike. With its rich history and proximity to Boston, this town seamlessly blends suburban tranquility with urban convenience.

Wellesley boasts a variety of architectural styles, but one that stands out is the timeless Colonial style. These homes, characterized by their symmetrical facades, gabled roofs, and classic brick or wood siding, exude an air of elegance and tradition. As you stroll through Wellesley's tree-lined streets, you'll find Colonial homes that not only reflect the town's historical roots but also provide modern comforts. Spacious interiors, inviting living areas, and beautifully landscaped yards make these residences perfect for family gatherings and entertaining friends.

Living in Wellesley means enjoying a lifestyle filled with outdoor activities, cultural events, and a strong sense of community. The town is home to several parks, nature trails, and recreational facilities, ensuring that residents can stay active and connected with nature. Additionally, Wellesley's vibrant downtown area offers a variety of shops, cafes, and restaurants, providing a delightful experience for both locals and visitors.

Whether you're drawn to the allure of Colonial-style homes or the charm of Wellesley itself, this town offers a unique blend of history, beauty, and community spirit. Discover your dream home in Wellesley and embrace a lifestyle that celebrates both tradition and modern living!

Newest Wellesley Homes with Colonial Style

$1,099,999

4 Beds ⋅ 2 Baths ⋅ 73557701 MLS

Welcome to 7 Schaller Street, a timeless Wellesley treasure nestled on the sought-after Wellesley–Natick line. Rich with character and vintage charm, this beloved home offers a rare opportunity to embrace its cozy cottage appeal or reimagine it into the home of your dreams. Original architectural details, warm living spaces, and a welcoming atmosphere create the perfect canvas for homeowners, renovators, or builders alike. Whether you envision preserving its nostalgic charm with thoughtful updates or creating a stunning custom residence, the possibilities are endless. Enjoy a peaceful neighborhood setting with easy access to Wellesley's vibrant downtown, top-rated schools, commuter rail, shopping, dining, and nearby conservation trails. Opportunities like this are increasingly rare—a home filled with history, character, unlimited potential in one of MetroWest's most desirable locations. Bring your imagination and discover everything 7 Schaller Street has to offer. All offers if any due Saturday August 8th by 6 pm.

7 Schaller Street, Wellesley

Listing courtesy of Listing Agent: Sable Homes Metro-West Team from Listing Office: William Raveis R.E. & Home Services.

$1,575,000

3 Beds ⋅ 2 Baths ⋅ 73556625 MLS

A can't-miss charmer just a few steps from the Brook Path! Meticulously cared for by its owners, this home is ready for you to step right in. Bright kitchen and living room spaces greet you from the front entrance. A spacious family room sits behind them, filled with light and looking out toward the Brook Path. Laundry and a full bath complete the first floor, versatile for your living and entertainment needs. Upstairs, you will find three generous bedrooms and a shared full bath. On the lower level, flexible space abounds for play, work, exercise, and storage. This home presents a rare opportunity to step into a neighborhood only a short distance from Whole Foods, town center, and all three levels of Wellesley schools. Position yourself to enjoy everything Wellesley has to offer!

43 Atwood St, Wellesley

Listing courtesy of Listing Agent: Brian McMahon from Listing Office: Rutledge Properties.

$4,999,000

6 Beds ⋅ 8 Baths ⋅ 73555707 MLS

Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add’l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

12 Winding River Cir, Wellesley

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: Rutledge Properties.

$2,865,000

5 Beds ⋅ 6 Baths ⋅ 73552915 MLS

Exceptional opportunity to own 5,100+ sq. ft. of luxury 2024 construction offering outstanding value in one of Wellesley's most convenient in-town locations. Just steps to Hardy Elementary, Morse's Pond, Fells Library, Wellesley Center & commuter rail. Thoughtfully designed for modern living, this sun-filled home features soaring ceilings, exceptional craftsmanship & four finished levels. Stunning chef's kitchen w/ oversized island & premium appliances flows seamlessly into dramatic family room—ideal for everyday living & entertaining. Elegant dining room, thoughtfully designed mudroom & private bedroom suites on the 2nd, 3rd & lower levels provide exceptional flexibility for guests, au pair, home office or multigenerational living. Gorgeous primary bedroom suite w/ lavish bath. Expansive lower level offers endless possibilities for recreation, fitness or media. A rare opportunity to enjoy the quality, space & convenience of nearly new construction.

265 Weston Rd, Wellesley

Listing courtesy of Listing Agent: Petrone-Hunter Realty Group from Listing Office: Coldwell Banker Realty - Wellesley.

$3,250,000

4 Beds ⋅ 4 Baths ⋅ 73551561 MLS

Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid bones, this property exudes old-world craftsmanship rarely found today. While the interior awaits your personal vision and updates, the home's elegant proportions, rich architectural details, and prime location provide an incredible canvas to create your dream residence in one of Wellesley's most sought-after neighborhoods.Sold ASIS. Priced to sell.

25 Hundreds Cir, Wellesley

Listing courtesy of Listing Agent: Greer Tan Swiston from Listing Office: Coldwell Banker Realty - Newton.

$1,198,000

3 Beds ⋅ 2 Baths ⋅ 73547038 MLS

Location, Location, Location! Lovingly maintained Victorian home on a beautifully landscaped, fenced, level yard. First floor offers bright and inviting living room, dining room with French doors that lead to a large private brick patio, expanded and updated eat-in kitchen, and a large updated half bathroom. Three bedrooms and an updated full bath are located on the second floor. Additionally, there is a flexible bonus room located on the third floor that can be used as an office/playroom or fourth bedroom. This home is ideally situated just minutes from Linden Square, local shops, restaurants, schools, commuter rail, and Wellesley town center, with easy access to major routes and highways. Open House Wednesday August 5th from 5pm - 7pm.

296 Linden St., Wellesley

Listing courtesy of Listing Agent: Mariam Priestley from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.

$2,295,000

4 Beds ⋅ 4 Baths ⋅ 73546333 MLS

Beautifully maintained 4 bedroom, 3.5 bath Colonial offering 3,776 square feet of versatile living space in a highly desirable Wellesley location. Built in 1993, this home combines timeless design with the flexibility today's buyers seek. The thoughtfully designed floor plan features spacious living and entertaining areas, a dedicated home office ideal for remote work with generous natural light throughout. The finished walk out lower level provides exceptional bonus space perfect for a recreation room, media room or guest retreat - offering direct access to the outdoors. Upstairs, comfortable bedrooms and well-appointed baths create a welcoming setting for family and guests alike. Ideally situated near commuter rail access, major routes, and all that Linden Square has to offer, including shops, restaurants, and everyday conveniences. This home delivers the perfect balance of comfort and convenience in one of Wellesley's most sought after neighborhoods.

38 Upwey Rd, Wellesley

Listing courtesy of Listing Agent: Erica Lockberg from Listing Office: Berkshire Hathaway HomeServices Town and Country Real Estate.

$1,275,000

3 Beds ⋅ 3 Baths ⋅ 73545904 MLS

Classic charm meets modern luxury in this beautifully updated 3-bedroom, 3-bathroom 1920's Colonial. The main level welcomes you with high ceilings, an open concept layout and an abundance of natural light throughout. Flexible space for living and dining as well as generous family room. Gorgeous modern eat in kitchen with stainless steel appliances and gas cooking. Step outside to your private oasis featuring a gorgeous back deck and a meticulously landscaped terraced yard, perfect for outdoor entertaining and sunset views. Situated in a prime, highly sought-after Wellesley neighborhood, this home offers an unbeatable commuting location with easy access to all major routes and is just moments away from Schofield Elementary School.

22 Cedar St, Wellesley

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$5,995,000

6 Beds ⋅ 6 Baths ⋅ 73545332 MLS

One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/ built-in bookcases, coffered ceiling, fireplace & wet bar perfect for entertaining & everyday living. Wood panel den/office. Main bedroom w/ 2 walk-in closets & fireplace. 3 additional beds & 2 baths. Large sitting room/bonus room w/ fireplace completes 2nd floor. Third floor w/ 2 more beds & bath plus another large bonus room with built-in bunk beds. Lower level w/ playroom, game room & bar room. Over 7700 sq ft with almost one acre of privacy abutting the reservoir. Fieldstone patio. 400 amp service. 3 car garage & steel beam construction. Your chance to own one of Wellesley's most iconic homes!

43 Monadnock Road, Wellesley

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

$1,399,000

3 Beds ⋅ 2 Baths ⋅ 73545066 MLS

**** Attention Builders, Developers and End Users**** The project that you have been waiting for! Brimming with charm and potential, this classic colonial is nestled into a highly sought after Wellesley neighborhood. Charm abounds at this 3 Bedroom, 2 Bath home. Incredible upside/ investment potential. Renovate or build new. The home features a formal living room with fireplace, dining room, three season porch and kitchen. Hardwood floors and period details. One car garage and lovely private yard with mature plantings. Very close proximity to The Bates School, Kelly Memorial Park and fields, Boulder Brook Reservation, Fells Market and all that Wellesley has to offer.

10 Wilde Rd, Wellesley

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

$3,299,000

6 Beds ⋅ 5 Baths ⋅ 73542007 MLS

Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025-26 renovation + expansion of a classic NE Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware. Anchored by a breathtaking central island and 42” Wolf range, the kitchen opens to a spacious family room, dining, and separate great room which all embrace views of the lushly landscaped nearly ½-acre lot. Versatile 1st fl ensuite guest room / office. Four gracious 2nd fl inc. four gracious bedrooms and three elegant new baths inc. a luxe primary suite + laundry. Amazing skylit 3rd fl with new 2026 dormer inc. a 6th bedroom or office + auxiliary living area. Walkout lower level w direct-entry garage, mudroom, ½ bath, open-plan LR or gym + sliders to covered patio and grassy yard. Premier location.

209 Bristol Rd, Wellesley

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.

$1,299,000

4 Beds ⋅ 2 Baths ⋅ 73540108 MLS

Wonderful opportunity! Don’t miss this charming Wellesley home located in a desirable neighborhood. This flexible property is currently configured as a two-family residence, making it an excellent starter home with the added benefit of rental income to offset your mortgage. It can also be easily converted back into a spacious single-family dwelling, perfect for accommodating an extended family. The home features a classic wrap-around porch and is set on a generous 13,000 SF lot that offers endless outdoor potential, plus a large detached 2-car garage. Easy highway access to RT 95 and the Mass Pike.

31 Lantern Lane, Wellesley

Listing courtesy of Listing Agent: Ned Mahoney from Listing Office: eXp Realty LLC - Corporate Office.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.