Brookline Homes with Carriage House Style

Welcome to Brookline, Massachusetts, a charming town that beautifully blends suburban tranquility with urban convenience. Nestled just six miles from downtown Boston in Norfolk County, Brookline is celebrated for its picturesque streets, vibrant community, and rich history. With its tree-lined avenues, award-winning schools, and an array of parks, Brookline offers an ideal setting for families, young professionals, and retirees alike.

One of the standout features of Brookline’s architectural landscape is the enchanting Carriage House style homes. These unique properties often boast a storied past, originally serving as the stables for the grand estates of the late 19th and early 20th centuries. Today, they have been lovingly converted into stunning residences that marry historical charm with modern living.

Carriage House homes in Brookline are characterized by their distinctive architectural details, such as exposed beams, spacious layouts, and large windows that flood the interiors with natural light. Many of these homes feature private gardens or outdoor spaces, providing a serene retreat in the heart of the city. The blend of history and contemporary design makes them a sought-after choice for those looking to embrace a lifestyle that is both sophisticated and comfortable.

Living in Brookline means enjoying easy access to a wealth of amenities, including trendy shops, gourmet restaurants, and cultural attractions. With its excellent public transportation options, residents can effortlessly venture into Boston for work or leisure. Discover the charm of Brookline and the allure of its Carriage House style homes—where history meets modernity in one of Massachusetts' most desirable communities.

Newest Brookline Homes with Carriage House Style

$2,950,000

4 Beds ⋅ 3 Baths ⋅ 73514639 MLS

One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

7 Stetson Street, Brookline

Listing courtesy of Listing Agent: Sarah Reddick Shimoff from Listing Office: Compass.

$5,485,000

4 Beds ⋅ 5 Baths ⋅ 73373524 MLS

Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan complete with large living and dining rooms, chef’s kitchen, breakfast room and oversized deck - for seamless indoor/outdoor entertaining. The upper level features a tranquil primary suite with 2 dressing rooms and a spa-like bath, an additional bedroom suite and laundry room. The lower level includes 2 bedroom suites (or office, gym), one of which has a private entry. Set on 0.44 acres of exquisitely landscaped grounds with direct access to Amory Park, this home offers a rare combination of luxury, privacy, and convenience—just minutes to Boston, Cambridge, shops, dining and public transit.

178 Ivy Street, Brookline

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

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.