Charlestown Homes with Federal Style

Welcome to Charlestown, a historic gem nestled in the heart of Boston, Massachusetts. With its rich history, vibrant community, and picturesque views of the Charles River, Charlestown is a neighborhood that effortlessly blends the charm of yesteryear with the conveniences of modern living. As one of Boston's oldest neighborhoods, Charlestown boasts a unique character, characterized by its cobblestone streets, iconic Bunker Hill Monument, and stunning waterfront parklands.

For those captivated by architectural beauty, Charlestown is a treasure trove of Federal-style homes. This elegant design, which flourished in the late 18th and early 19th centuries, is characterized by its symmetry, classic proportions, and decorative details, often featuring brick facades and grand entryways. These homes not only reflect the craftsmanship of a bygone era but also offer a glimpse into the neighborhood's storied past. Residents can enjoy the warmth of these historic homes while embracing the modern amenities that have been thoughtfully integrated into many properties.

Living in Charlestown means immersing yourself in a vibrant community, with easy access to local shops, restaurants, and cultural attractions. The neighborhood is well-connected to downtown Boston via the T, making it an ideal location for commuters. Whether you’re exploring the scenic waterfront, enjoying a stroll through the historic streets, or savoring a meal at one of the many delightful eateries, Charlestown offers a unique blend of history, community, and modern living that is hard to resist. Discover your dream home in this enchanting neighborhood, where every corner tells a story and every home exudes charm.

Newest Charlestown Homes with Federal Style

$1,600,000

4 Beds ⋅ 2 Baths ⋅ 73574516 MLS

Rarely available, and well loved through generations, this handsome, 4+BR/2BA, brick two-family home on coveted Auburn Street offers nearly 2,600 square feet of living space and an additional 917sf of unfinished basement space, providing an extraordinary opportunity for an investor, contractor, or end-user to build equity or seamlessly convert to a single-family residence. Set on a picturesque, tree-lined street, the building features a grand entry foyer, tall ceiling height throughout, large windows that flood the rooms with natural light, and a blend of rich original oak and pine floors. The oversized first-floor, 1BR/1BA apartment offers a spacious 900+sf layout, featuring formal living and dining room parlors with pine floors, a full bath with tub, and an inviting kitchen that opens onto a private deck, which leads to a large, fenced in yard waiting to be brought back to a lush sanctuary. The “owner’s” unit is an impressive 3+BR/1BA, 1,600sf upper duplex with a spectacular front living room parlor with white marble mantel, ornate ceiling medallion and crown molding. A formal dining room parlor flows to the updated kitchen featuring stainless appliances and quartz countertops. A full bath with tub and a separate laundry room/pantry complete this level. The upper level offers 3 bedrooms, plus study, bathed in light from front and back windows and a skylight. This home is close to all Charlestown has to offer with great parks, local dining, shopping, and transport to downtown Boston.

24 Auburn Street, Boston

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

$785,000

1 Beds ⋅ 2 Baths ⋅ 73556614 MLS

Unique in every way, this row house with a private patio perfectly embodies the historic charm of Charlestown. Ideally located a short distance from the Orange Line T, public amenities like the community garden & theater, and Ctown's best shops & restaurants, this meticulously updated property provides comfort and privacy against the backdrop of vibrant city life. The practical layout features an entryway mudroom, a spacious exposed-beam kitchen & dining area, a 1st floor bath, a generously sized living room with a murphy bed, a top floor bedroom suite with walk-in closet & second full bath, basement storage, and in-unit laundry. Recent updates include A/C (2022), Anderson windows throughout (2024), custom window treatments, a new oven (2025), a new hot water heater (2026), fresh paint, and bedroom carpeting. Located down a charming brick path, this turn-key property is filled with sunlight and views of mature trees in its idyllic setting. Residential exemption available to reduce taxes. All of this with no HOA!

4 Short Street Place, Boston

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.

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