Boston Homes with Shingle Style

Welcome to Boston, Massachusetts – a city steeped in rich history, vibrant culture, and an unparalleled sense of community. Nestled in Suffolk County, Boston is not just the capital of Massachusetts; it’s a hub of innovation, education, and tradition. Known for its iconic landmarks, world-class museums, and bustling neighborhoods, Boston offers a unique blend of urban sophistication and New England charm.

One of the standout architectural styles that grace Boston’s streets is the Shingle Style. Characterized by its distinctive wooden shingles and elegant lines, Shingle Style homes are a testament to the city’s rich architectural heritage. These homes often feature asymmetrical facades, expansive porches, and large windows that invite natural light, creating a warm and welcoming atmosphere. Perfect for families and professionals alike, Shingle Style homes not only provide aesthetic appeal but also a sense of timelessness that resonates with Boston’s historical essence.

Living in Boston means having access to an array of amenities, from renowned educational institutions like Harvard and MIT to a vibrant arts scene, diverse dining options, and beautiful parks. The city’s neighborhoods, each with their own unique character, offer a range of housing options, including the charming Shingle Style homes that capture the spirit of New England living.

Whether you’re strolling along the Freedom Trail, enjoying a game at Fenway Park, or sipping coffee in one of the city’s many cafes, Boston is a city that embraces both its past and its future. Discover your dream home in Boston, where history meets modern living in the most enchanting way.

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.

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