Charlestown Homes with Italianate Style

Welcome to Charlestown, a charming neighborhood nestled in the heart of Boston, Massachusetts, within Suffolk County. Known for its rich history and vibrant community, Charlestown offers a unique blend of urban living and suburban tranquility. With its picturesque streets, stunning waterfront views, and proximity to downtown Boston, this area is a hidden gem that perfectly captures the essence of New England charm.

One of the standout features of Charlestown is its architectural diversity, particularly the beautiful Italianate-style homes that grace its streets. These homes, characterized by their ornate details, tall windows, and grand cornices, evoke a sense of elegance and sophistication. The Italianate style, which flourished in the mid-19th century, is a testament to the craftsmanship and artistry of the period. Many of these residences have been lovingly preserved, boasting intricate moldings, spacious interiors, and inviting front porches that beckon you to relax and enjoy the surroundings.

Living in Charlestown means immersing yourself in a vibrant community with a rich cultural heritage. From the historic Bunker Hill Monument to the scenic Charlestown Navy Yard, there is always something to explore. The neighborhood also offers a variety of dining options, boutique shops, and recreational activities, making it an ideal place for families, young professionals, and anyone looking to experience the best of Boston living.

Whether you're captivated by the allure of Italianate architecture or the welcoming atmosphere of Charlestown, this neighborhood is sure to steal your heart. Come and discover the perfect blend of history, community, and charm that awaits you in Charlestown!

Newest Charlestown Homes with Italianate Style

$4,750,000

5 Beds ⋅ 5 Baths ⋅ 73590132 MLS

Overlooking John Harvard Mall in Charlestown’s historic gaslight district, this handsome, 5+BR/4.5BA, bow front brick townhome, offers 4,000sf of living space and two covered parking spaces. Built circa 1875, the home was rebuilt from the brick façade inward in 2009/10, with all-new framing and major systems, then thoughtfully reimagined in 2024/25 for modern family living. The main level is open and filled with light, with living, dining, and kitchen spaces flowing together beneath crown molding and custom millwork. A gas fireplace with porcelain surround anchors the living area, and a multi-zone sound system carries music throughout. The chef’s kitchen centers on a large marble-topped island and is equipped with a new Thermador six-burner range with grill and double ovens, plus a Sub-Zero refrigerator. Oversized windows and skylights brighten the space, and a French door opens to a private side porch for outdoor dining and grilling. A powder room services this level. The entire second floor is reserved for the primary suite, w/dual walk-in closets and a spa-style bath featuring a freestanding soaking tub, double vanity, and oversized walk-in shower. The third-floor features two generous bedrooms w/dual custom closets; a dedicated home office, full bath, and laundry center. The fourth-floor adds a custom built-in library or study and guest suite. Above it all, the roof deck offers 360-degree views of Boston Harbor and the city skyline. The lower provides versatile living space: a media room w/wet bar and EuroCave wine refrigerator, a gym or au pair suite, an oversized mudroom w/heated floor, abundant storage, and second washer/dryer. A 2-car covered driveway is just off the mudroom. Historic character, modern systems, and a coveted location make this a turnkey Charlestown home.

42 Harvard Street, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.

$2,850,000

4 Beds ⋅ 4 Baths ⋅ 73512592 MLS

Perfectly positioned between the Training Field and the Charlestown Navy Yard, this newly renovated single-family brownstone offers four levels of luxury living in one of the neighborhood’s most coveted locations. The home features 4 bedrooms plus a large finished lower level with dedicated storage—ideal for a media room, gym, or playroom. A stunning chef’s kitchen with marble surfaces and Thermador appliances opens to a private patio with a gas grill hookup, perfect for indoor-outdoor entertaining.The primary suite is a true retreat, complete with a steam shower, gas stove, and a dedicated sitting area that opens to a private balcony with breathtaking city views. A second-level south-facing roof deck with a gas fire-pit hookup provides exceptional outdoor living. Beautiful exposed brick, refined finishes, and thoughtful craftsmanship are showcased throughout. This home combines new construction, period detail, historic surroundings, and unmatched Charlestown Walkability.

16 Chestnut Street, Boston

Listing courtesy of Listing Agent: Zachary Endicott from Listing Office: RE/MAX Encore.

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