Boston Homes with Shingle Style

Welcome to Boston, Massachusetts—an iconic city steeped in rich history and vibrant culture. As the capital of Suffolk County, Boston is a hub of education, innovation, and charm. Known for its cobblestone streets, stunning waterfront, and historic landmarks, this city offers a unique blend of old-world charm and modern amenities.

One of the architectural styles that grace the streets of Boston is the captivating Shingle Style. Originating in the late 19th century, Shingle Style homes are characterized by their distinctive wooden shingles, asymmetrical facades, and expansive porches that invite you to relax and enjoy the surroundings. These homes often boast intricate detailing and are designed to harmonize with the natural landscape, making them a perfect fit for Boston’s picturesque neighborhoods.

Living in a Shingle Style home in Boston means embracing a lifestyle that celebrates both history and community. Many of these residences are nestled in family-friendly neighborhoods, offering easy access to some of the city’s best parks, schools, and cultural institutions. Imagine sipping your morning coffee on a sun-drenched porch, surrounded by the beauty of Boston’s historic architecture and lush greenery.

Whether you’re drawn to the historic significance of Boston or the architectural beauty of Shingle Style homes, this city has something for everyone. Explore the vibrant neighborhoods, indulge in world-class dining, and immerse yourself in the rich tapestry of life that Boston has to offer. Your dream home awaits in this enchanting city!

Newest Boston Homes with Shingle Style

$1,195,000

6 Beds ⋅ 3 Baths ⋅ 73573859 MLS

Romantic, beautiful, and done. This designer-owned 1905 Gambrel Shingle-Style home on historic Meeting House Hill is a rare piece of Boston architectural history - meticulously restored by an award-winning design firm, with every detail already resolved, so you can simply move in and live. A picturesque wraparound porch with white columns and ceiling fans welcomes you home, setting the tone before you even reach the door. Inside, a grand foyer leads to formal living and dining rooms anchored by a wood-burning fireplace with original Chelsea tile - original character, fully brought back to life. Six bedrooms, two and a half baths and private parking are wrapped in finishes rarely found in a typical renovation, including a custom kitchen that earned Architectural Digest recognition: Thermador appliances, tiled walls, quartzite counters and a walk-in butler's pantry ready for effortless hosting from day one.The layout is finished top to bottom for how you actually live: four bedrooms and a spa-like bath on the second floor, and a third-floor retreat with peek-a-boo city views, two more bedrooms (one currently a studio), and a skylit bath. Central air conditioning and a tankless water heater keep the comfort as modern as the finishes throughout. Perched high on the hill, the home is fully set up to enjoy its elevation, with skyline views rarely found in a single-family Dorchester home. Outside, a manageable sunny backyard, garage-top patio and that wraparound porch are ready-made for slow mornings and al fresco dinners - no projects, no punch list just enjoy it.This is Dorchester living at its best - a tree-lined street once known as "Doctor's Row", moments from Ronan Park, neighborhood playgrounds, local shops and Comfort Kitchen, in one of Boston's most vibrant, fast-evolving communities. Two Red Line T stops keep you connected to everywhere else. A home this rare, this restored and this connected doesn't come along twice - schedule your private showing today.

26 Potosi Street, Boston

Listing courtesy of Listing Agent: Leslie MacKinnon from Listing Office: Compass.

$975,000

2 Beds ⋅ 3 Baths ⋅ 73564646 MLS

Originally Single Family Urban Living or Income Potential! Steps from the Orange Line. This versatile home works beautifully as a single-family retreat (after modifications to return it to a SF) or currently a two-family income property. Located just a quarter mile from Green Street Station on the Orange Line, commuting couldn't be easier.The property features 2 bedrooms, 3 bathrooms, a finished basement with additional washer/dryer. A beautifully maintained outdoor yard with fire pit— perfect for relaxing or entertaining. Set on a premium block just steps from Jamaica Plain's iconic Painted Lady Victorian homes. You are also minutes from JP's best amenities: basketball and tennis courts, baseball fields, gyms, multiple playgrounds, a community center, the public library, the SW Corridor Bike Path, the Arboretum, Jamaica Pond, and Centre Street's shops and restaurants. If owner occupied, property tax will be $4350 less.

40-40A Newbern, Boston

Listing courtesy of Listing Agent: David Elliott from Listing Office: David W. Elliott.

$1,799,000

6 Beds ⋅ 3 Baths ⋅ 73539320 MLS

Offered for the first time in over 30 years, this grand 1885 residence presents a rare opportunity to own one of Dorchester Center’s most substantial and architecturally significant homes. Located in the historic Adams Village and Ashmont neighborhood and bordering Peabody Square near the Ashmont MBTA red line, the property offers 4,927 SF on an expansive sloping corner lot and allows easy access to downtown Boston. An impressive wraparound porch and sweeping curved entry lead to a grand foyer flanked by two living rooms (1 with a stunning wood paneled fireplace) flowing to a magnificent stairway w/paned windows. Features include, soaring ceilings, 4 porches w/spectacular views, 5 fireplaces, dining room seating for 12+, 6 bedrooms, 2.5 baths, new furnace (2025) & roof (2016). Finished third floor w/kitchen & full bath. Separate dwelling use subject to buyer verification & code compliance. This is a property of uncommon character & substance ready to be restored and elevated to its original historic grandeur.

15 Fairfax St, Boston

Listing courtesy of Listing Agent: Daniel Lewis from Listing Office: Herringbone Realty, LLC.

$1,249,000

4 Beds ⋅ 2 Baths ⋅ 73504327 MLS ⋅ ['Fontainebleau Condo Association'] BLDG.

448 Park Drive is a 4-bedroom, 2-bathroom duplex in Fenway. This beautiful apartment has two new bathrooms and new kitchen with granite countertops. The apartment is a duplex unit, about 1,600sf in size and has a washer and dryers inside the apartment. This cash cow condo is rented for $7,600 a month through 8/2027. This is an ideal starter investment property located close to countless Universities including Northeastern, Wentworth, Simmons, Mass Art, Mass College of Pharmacy, BU, Berklee, Suffolk, Emerson. The building is located a stone’s throw distance from the Fenway stop on the Green D line and very close to the B, C and E lines as well.

448 Park Drive Unit 1, Boston

Listing courtesy of Listing Agent: Thomas Magloczki from Listing Office: Perpetual.

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.