Charlestown Homes with Federal Style

Welcome to Charlestown, a historic gem nestled in the heart of Boston, Massachusetts. Known for its rich maritime history and vibrant community, Charlestown offers a unique blend of old-world charm and modern convenience. With its cobblestone streets and stunning views of the Boston skyline, this neighborhood is a haven for those seeking both character and accessibility.

Charlestown is famous for its Federal-style homes, which reflect the architectural elegance of the early American period. These homes, characterized by their symmetrical facades, decorative crown moldings, and classic brick exteriors, exude a timeless appeal that captivates both residents and visitors alike. Imagine strolling through tree-lined streets, admiring the intricate details of these historic residences, each telling a story of the past while providing the comforts of contemporary living.

Living in Charlestown means being part of a close-knit community with a wealth of amenities at your fingertips. Enjoy a leisurely walk to the Charlestown Navy Yard, where you can explore the USS Constitution Museum, or take a scenic ride on the ferry to downtown Boston. The neighborhood also boasts an array of parks, shops, and dining options, making it an ideal place for families, young professionals, and retirees alike.

Whether you're looking to immerse yourself in history or simply enjoy the picturesque surroundings, Charlestown is a place where you can truly feel at home. Discover the magic of Federal-style living in this charming Boston neighborhood, where every corner is steeped in history and every street invites exploration. Welcome to Charlestown, where your dream home awaits!

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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