Charlestown Homes with Federal Style

Welcome to Charlestown, a vibrant neighborhood nestled in the heart of Boston, Massachusetts, within Suffolk County. Renowned for its rich history and charming streets, Charlestown offers a unique blend of old-world charm and modern amenities. As one of Boston's oldest neighborhoods, it boasts a captivating array of historical landmarks, including the iconic Bunker Hill Monument and the USS Constitution, making it a haven for history enthusiasts and families alike.

Charlestown is also celebrated for its stunning Federal-style homes, which reflect the architectural elegance of the late 18th and early 19th centuries. These homes, characterized by their symmetrical facades, decorative crown moldings, and classic brick exteriors, embody the essence of traditional New England architecture. Many of these residences have been meticulously restored, preserving their historical integrity while incorporating contemporary comforts.

Living in Charlestown means enjoying a strong sense of community, with local shops, cafes, and parks just a stone's throw away. The neighborhood's proximity to downtown Boston allows for easy access to world-class dining, entertainment, and cultural experiences, all while maintaining a peaceful, suburban feel.

Whether you’re a first-time homebuyer searching for a charming Federal-style abode or a seasoned investor looking for a property with character, Charlestown offers an array of options to suit your needs. Embrace the opportunity to own a piece of history in this picturesque neighborhood, where every street tells a story and every home invites you to create your own. Welcome to Charlestown—where history meets home.

Newest Charlestown Homes with Federal Style

$770,000

1 Beds ⋅ 2 Baths ⋅ 73579400 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), all new Anderson windows (2024), custom window treatments, a new oven (2025), a new hot water heater (2026), fresh paint throughout, 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.

$3,800,000

5 Beds ⋅ 4 Baths ⋅ 73578963 MLS

Extraordinary Location directly on the Training Field! Step into a piece of living history with this magnificent, single family masterpiece located in the heart of historic Charlestown. One garage parking space included! Originally constructed in 1800 as the legendary Old Salem Turnpike Hotel, this rare property seamlessly blends centuries of architectural heritage with the outstanding updates for sophisticated modern living. Boasting an impressive 3,578 square feet of meticulously maintained space, this grand 12-room estate offers an unparalleled lifestyle just across from the Training Field and minutes to downtown Boston. Boasting 4-5 Bedrooms and 4 full baths, plus a library, family room, and sunroom, it spreads comfortably across multiple stories. Expansive formal first floor living room, dining room, and gourmet kitchen! Enormous sun-filled yard is a gardener's paradise! Flexible floor plan for any lifestyle! This home retains its grand presence, timeless wood-siding exterior, and striking architectural character. Amazing intact wide-plank pine flooring throughout, plus multiple period fireplaces, one in almost every room! Perfect for New England winters. Situated on a generous 3,485 sq. ft. parcel, this home offers a rare blend of historic neighborhood charm and private outdoor space. Multi-zone heating and central air, plus premium updates throughout, ensure effortless comfort without sacrificing historic integrity. Located in one of Boston’s most coveted and historic enclaves, it offers top-tier convenience. Close to vibrant local dining, boutique shopping, and the historic Charlestown Navy Yard. Enjoy seamless access to the visual charm of gas-lit streets and quick transit to downtown Boston. This is a true once-in-a-generation legacy property. By appointment only.

16 Common Street, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.

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