Charlestown Homes with Federal Style

Welcome to Charlestown, a historic neighborhood located in the heart of Boston, Massachusetts. Known for its charming cobblestone streets and picturesque waterfront views, Charlestown offers a unique blend of old-world charm and modern amenities.

One of the most distinctive features of the homes in Charlestown is their Federal style architecture. Characterized by symmetrical facades, decorative moldings, and grand entryways, Federal-style homes exude elegance and timeless appeal. From meticulously preserved historic residences to newly renovated properties that blend classic design with contemporary comforts, Charlestown's Federal-style homes showcase the neighborhood's rich architectural heritage.

Living in a Federal-style home in Charlestown means immersing yourself in the area's storied past while enjoying the convenience of urban living. With easy access to downtown Boston, top-rated restaurants, boutique shops, and cultural attractions, residents of Charlestown experience the best of city living in a quaint and peaceful setting.

Whether you're drawn to the historical significance of Federal-style homes or simply appreciate their classic beauty, Charlestown offers a wide range of real estate options to suit your preferences. Explore the unique character and timeless appeal of Charlestown's Federal-style homes and discover the perfect blend of history and modern living in this vibrant Boston neighborhood.

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.

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.