Brookline Homes with Colonial Style

Welcome to Brookline, Massachusetts, a charming town nestled just outside of Boston in Norfolk County. Known for its picturesque tree-lined streets, historic architecture, and vibrant community, Brookline offers a unique blend of urban convenience and suburban tranquility. With its rich history dating back to the 17th century, this town boasts a diverse array of cultural attractions, parks, and top-rated schools, making it an ideal place for families and professionals alike.

One of the standout features of Brookline is its stunning collection of Colonial-style homes. These elegant residences reflect the town's historical roots, showcasing classic architectural elements such as symmetrical facades, gabled roofs, and intricate woodwork. The Colonial homes in Brookline are not just aesthetically pleasing; they also offer modern amenities that cater to today’s lifestyle. Spacious interiors, updated kitchens, and beautifully landscaped yards are just a few of the features you can expect to find in these timeless properties.

Living in Brookline means being part of a close-knit community that values both tradition and innovation. Residents enjoy easy access to the bustling shops, restaurants, and cultural venues of nearby Boston, while also relishing the peaceful charm of their suburban surroundings. With its rich history, vibrant community, and beautiful Colonial homes, Brookline is more than just a place to live; it’s a place to thrive. Discover your dream home in this delightful town, where history and modern living harmoniously coexist.

Newest Brookline Homes with Colonial Style

$3,650,000

7 Beds ⋅ 5 Baths ⋅ 73558672 MLS

Nestled on one of Fisher Hill's most coveted tree-lined streets, this distinguished Colonial seamlessly blends the warmth and craftsmanship of the early 1900s with thoughtfully designed modern updates. Beautifully maintained and set on a professionally landscaped level lot, the home offers 4,726 square feet across four finished levels with 13 rooms, 7 bedrooms, 4.5 baths, a garage, and ample additional parking. Designed for both everyday living and exceptional entertaining, a stunning kitchen and family room addition serves as the heart of the home. The chef's kitchen features custom cabinetry, three sinks, two dishwashers, double ovens, a gas cooktop with grill, 3 skylights and a sun-filled office nook with vaulted ceilings. The adjoining family spaces flow effortlessly outdoors, while the elegant front-to-back living room opens to a spacious south facing side deck with views of the backyard. There are 4 bedrooms, 2 baths and laundry on the 2nd floor, which includes the primary bedroom with a beautiful fireplace and spa-like bath. 3rd floor offers 2 bedrooms and a full bath. The walkout lower level expands the home's versatility featuring a family room, kitchen, bedroom, full bath with W/D and radiant heat, adjoining to the sitting room with a dining area. There is direct access to the backyard offering excellent flexibility for guests, extended family, or potential ADU use (subject to applicable approvals). Seven bedrooms provide exceptional flexibility for today's lifestyle, including home offices, guest accommodations, or multigenerational living. Ideally situated near Runkle School, Brookline High School, the MBTA Green Line (D Branch), and the Longwood Medical Area, this is a rare opportunity to own a home that masterfully combines historic elegance, modern comfort, and an exceptional Fisher Hill location.

111 Clinton Road, Brookline

Listing courtesy of Listing Agent: The Margie and Jon Team from Listing Office: Gibson Sotheby's International Realty.

$2,750,000

5 Beds ⋅ 6 Baths ⋅ 73550700 MLS

This pristine, move-in ready residence offers the best of Brookline with easy access to transit, parks, restaurants, shopping, universities, museums, and the Longwood Medical Area. In the heart of Corey Hill, Coolidge Corner, and Washington Square this property was expertly transformed in 2016 from a multifamily into a stunning multilevel single-family home. The home showcases exceptional craftsmanship and thoughtful design throughout. Oak floors throughout, custom built-ins, two gas fireplaces, and an open-concept kitchen with upgraded appliances, double oven, create inviting spaces for everyday living and entertaining. Every bedroom features an ensuite bath, while two kitchenette areas and a walkout lower-level suite offer exceptional flexibility for multigenerational living, guests, or work-from-home needs. A spacious deck, low-maintenance lot, and two-car garage complete this remarkable home.

16 York Ter, Brookline

Listing courtesy of Listing Agent: Wendy Rocca from Listing Office: Keller Williams Realty Boston Northwest.

$14,995,000

6 Beds ⋅ 8 Baths ⋅ 73537408 MLS

Designed to be admired and built to be enjoyed, 33 Sears Rd is a custom residence set on 1.6 acres of manicured, private grounds. The home makes an immediate statement with a grand two-story foyer that introduces soaring ceilings, refined detailing, and beautifully scaled living spaces throughout. Built by one of Boston's premier female builders, the craftsmanship is evident in every threshold, finish, and room proportion. The open-concept main level was thoughtfully designed to offer grand room sizes without sacrificing warmth. A custom chef's kitchen appointed with top-tier appliances anchors the heart of the home, complemented by a separate, fully equipped prep kitchen. The primary suite features a dramatic two-story walk-in closet, a rare offering that quietly separates this residence from others on the market. Elevator infrastructure is already in place. Outdoor living is equally compelling, w/ ample acreage to accommodate a future pool, sport court, or other lifestyle amenities.

33 Sears Rd, Brookline

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$4,898,000

6 Beds ⋅ 7 Baths ⋅ 73532609 MLS

Set on a picturesque, tree-lined street, this exceptional 2016 brick Colonial offers an unparalleled combination of luxury and privacy in desirable Chestnut Hill. Built with uncompromising attention to detail and thoughtfully designed for both grand-scale entertaining and sophisticated everyday living. A gracious floor plan features soaring 10-ft ceilings, exquisite millwork, and beautifully proportioned rooms filled with natural light. The chef's kitchen with premium appliances and custom cabinetry flows seamlessly into a spectacular family room overlooking an expansive patio and professionally landscaped grounds. The residence offers 6 bedrooms, 6.5 baths, including a luxurious primary suite with a spa-inspired bath and custom walk-in closet. The lower level elevates the lifestyle experience with a home theater, fitness studio, private office, and full bath. Just moments from premier schools, fine dining, upscale shopping, and convenient to downtown Boston. Heated 3-car garage.

129 Rangeley Rd, Brookline

Listing courtesy of Listing Agent: Ingvild Brown from Listing Office: Keller Williams Realty.

$8,200,000

6 Beds ⋅ 9 Baths ⋅ 73526856 MLS

Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

40 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$3,995,000

5 Beds ⋅ 5 Baths ⋅ 73517349 MLS

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.

68 Dudley Street, Brookline

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.

$2,765,000

5 Beds ⋅ 4 Baths ⋅ 73516948 MLS

Come fall in love with this storybook 5-bed, 3.5-bath Colonial Revival set on 0.3AC in Brookline’s Chestnut Hill. Built in 1926, this charming 4,028SF residence offers a layout tailored for modern living. Streaming southern sunshine, timeless architecture, 3 fireplaces, and oversized windows define the home. Welcoming entry connects the main living spaces. Gracious living room w/ fireplace and built-ins flows into bright conversatory. Opposite is a family room with fireplace, which opens to a bright dining room. Classic butler’s pantry connects to the kitchen. With ample counter space and a cozy eat-in area, the kitchen serves as the heart of the home with direct access to deck and yard. Mudroom and half bath complete floor. Upstairs has bright en-suite primary, 4 additional bedrooms, office, and 2 full baths. Walkout lower level with playroom and laundry. Attached garage. Landscaped grounds create a true sense of privacy. Close to “The Street”, top schools, and Green D line train.

401 Heath Street, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.

$3,295,000

7 Beds ⋅ 5 Baths ⋅ 73511269 MLS

Rarely does a property of this scale, flexibilty & caliber become available in such a premier Brookline location. Unlock high-yield investment potential or exceptional multi-generational living at 100 Beals Street. Set on a picturesque street in the heart of Coolidge Corner, this stately two-family residence showcases Brookline's architectural soul, offering the elusive combination of historic character & updated infrastructure w/high efficiency minisplits. Move-in ready, yet a magnificent canvas for those looking to create a high-end masterpiece. Unit 1: 3BR, 2BA, LR, DR, E-I-K, Foyer. Unit 2: 4BR, 3BA, LR, DR, E-I-K, Sunroom, Offices, Foyer. Savor Coolidge Corners best ~ from artisan bakeries, restaurants, cafes, vibrant shops & boutiques to the Coolidge Corner Theater to world-class Longwood Medical Area & the JFK Birthplace National Historic Site. Steps to Green Line (B and C) & convenient routes to Cambridge, Harvard Sq. & downtown Boston via Storrow Dr. Rare parking for 4-5 cars.

100 Beals Street, Brookline

Listing courtesy of Listing Agent: Jennifer Schneider from Listing Office: Century 21 Elite Realty.

$5,950,000

4 Beds ⋅ 4 Baths ⋅ 73508634 MLS

Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are renderings.Also available as a lot with foundation for $2,950,000.

9 Willard Road, Brookline

Listing courtesy of Listing Agent: Celine Sellam from Listing Office: Coldwell Banker Realty - Brookline.

$14,850,000

6 Beds ⋅ 8 Baths ⋅ 73507123 MLS

Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal spaces, multiple offices, and a beautifully designed kitchen with high-end appliances, custom cabinetry, and an eat-in dining area overlooking the grounds. Upstairs, the primary suite includes a luxurious bath and generous dressing rooms, along with five additional bedrooms, family room, and laundry. The serene third floor offers flexible space for a gym, studio, or additional living. Outside, the grounds are unmatched - a pond, patios, firepit, and hot tub perfect for entertaining and everyday living. A one-of-a-kind offering in one of Brookline's most sought-after neighborhoods.

280 Warren St, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 73497105 MLS

HUGE price cut! Welcome to this charming 3-bedroom + bonus room, 2-bath home ideally situated in the heart of Brookline. Featuring a fully renovated kitchen and bathrooms, beautiful hardwood floors throughout, and an updated heating system, this home seamlessly blends timeless character with modern convenience. A versatile bonus room offers the perfect space for a fourth bedroom or home office. Just a few blocks from the Brookline Hills Green Line T station, commuting into downtown Boston is effortless, while nearby shops, restaurants, hospitals, and parks provide an exceptional neighborhood lifestyle. One of the home’s most unique features is its direct abutment to the highly regarded Lincoln School, offering rare proximity to one of the area’s top educational institutions. Set on a generous lot, the property features a large yard and a finished patio area ideal for grilling and entertaining. A truly convenient location in one of Boston’s most desirable communities.

428 Boylston St, Brookline

Listing courtesy of Listing Agent: Victor Divine from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,860,000

5 Beds ⋅ 4 Baths ⋅ 73492913 MLS

Fully gutted stunning single family for rent in Chestnut Hill. This rare find house features brand new open kitchen design,beautiful hardwood floors, quartz countertop, stainless steel appliances, stunning bathrooms. The whole first floor iscompletely opened, with one study room and an office. The lower level is fully finished with a wet bar, one full bathroom,with its own entrance in the back, which can be used as a perfect in-law suite. The second floor has three bedrooms and twofull bathrooms. Master bedroom has its own master bathroom with a shower room and a soaking tub. Walk to the thirdfloor, it serves as an additional living area with lots of storage rooms.The house system is brand-new installed in 2019,with central A/C and heating.This house is walking distance to Baker Elementary School, shops, the Library and localamenities. Photos shown was the staging last year.

303 Russett Road, Brookline

Listing courtesy of Listing Agent: Zhou Chen from Listing Office: Blue Ocean Realty, LLC.

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