Charlestown Real Estate

Charlestown Real Estate

Welcome to Charlestown, a vibrant and historic neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich maritime history and captivating architecture, Charlestown offers a unique blend of old-world charm and modern convenience. As one of the oldest neighborhoods in Boston, Charlestown is home to iconic landmarks such as the Bunker Hill Monument and the USS Constitution, which attract history buffs and tourists alike.

Charlestown's picturesque streets are lined with beautifully preserved 19th-century brick townhouses, creating a warm and inviting atmosphere. The neighborhood is characterized by its tight-knit community, where residents enjoy a welcoming spirit and a strong sense of camaraderie. With a variety of local shops, cafes, and restaurants, there's always something happening in this lively area. Whether you’re grabbing a coffee at a quaint café or dining at one of the many acclaimed eateries, you’ll find that Charlestown has something to satisfy every palate.

Outdoor enthusiasts will appreciate the scenic parks and waterfront areas that offer stunning views of the Boston skyline and the Charles River. The Charlestown Navy Yard, with its expansive green spaces, is perfect for leisurely strolls, picnics, and family gatherings. For those who love to stay active, the neighborhood provides easy access to the Freedom Trail and numerous walking and biking paths.

With its rich history, vibrant community, and stunning views, Charlestown is not just a place to live; it’s a lifestyle. Discover the charm of Charlestown and experience the best of Boston living today!

Newest Listings in Charlestown

$1,975,000
3 Beds ⋅ 3 Baths ⋅ 73582095 MLS
Rarely available and checking all the boxes, this renovated single-family home offers an expansive 1965sf of living space across three thoughtfully designed levels, 3 bedrooms, 3 full bathrooms, garage parking and two private outdoor spaces. Enter through the front door or directly from the garage to a versatile den, ideal for a home office, gym or additional living space, with a full bathroom and sliding glass doors opening to a back yard with private patio. Upstairs, the recently renovated kitchen features an oversized island, custom cabinetry, a striking tile backsplash and high-end appliances, along with a sun-drenched bay window framing the dining area. The kitchen overlooks a spacious front-facing living room with custom built-ins and a gas fireplace, while windows at both ends fill the entire level with natural light. The upper floor features a primary suite with another beautiful bay window and ensuite bathroom, two additional bedrooms and a conveniently located full bathroom. Crowning the home is a private roof deck with panoramic views. An additional unfinished basement provides excellent additional storage. A truly complete Charlestown offering combining space, style, parking and exceptional outdoor living.

11 Woods Place, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.
$689,000
2 Beds ⋅ 1 Baths ⋅ 73581914 MLS
This bright and inviting two-bedroom, one-bath condo offers a fantastic opportunity to enjoy the best of Charlestown. The spacious open-concept layout connects the living, dining, and kitchen areas, complemented by wide-plank pine floors, tall ceilings, and excellent natural light throughout. The kitchen features custom cabinetry, granite countertops, and stainless steel appliances, with plenty of room for a dedicated dining area. Both bedrooms are generously sized and offer customized closet storage, while one bedroom provides direct access to a private balcony—an ideal spot to enjoy some fresh air. Additional highlights include central air conditioning, laundry in the building, and a pet-friendly association.

50 Sullivan Unit 2, Boston

Listing courtesy of Listing Agent: Luke Auen from Listing Office: Compass.
$649,000
1 Beds ⋅ 1 Baths ⋅ 73581415 MLS
Ideally situated in the heart of Charlestown, this charming 1 bedroom, 1 bathroom home offers approx. 700 square feet of living space and the exceptional convenience of a deeded off-street parking spot with an EV Charger. Newly refinished original wide-plank pine floors add warmth and character throughout. The recently renovated kitchen opens to a spacious dining area that also offers flexibility for a home office or additional living space. At the front of the home, the bright living room features custom built-ins and abundant natural light, while the generously sized bedroom enjoys corner exposure. A private deck off the kitchen extends the living space outdoors and leads directly down to the deeded parking spot. Just moments from Charlestown’s shops, restaurants, parks and public transportation, with easy access to Downtown Boston. Additionally, generous basement storage adds exceptional functionality and usable space to the unit.

74 School Street Unit 2, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.
$825,000
2 Beds ⋅ 1 Baths ⋅ 73581413 MLS
Just two blocks from Monument Square, this charming 2 bedroom, 1 bathroom home offers 941 square feet of living space filled with classic Charlestown character and original architectural details. A bright, front-facing living room with corner exposure features original wide-plank pumpkin pine floors and a marble-surround wood-burning fireplace. Oversized classic pocket doors open to the dining room, highlighted by an additional marble mantel, custom built-in cabinetry, and direct access to the private outdoor space. The outdoor area includes a deck, patio and additional extended garden space. The kitchen is tucked toward the rear of the home with exposed brick accents, while high ceilings, crown moldings, original wood floors and period details carry throughout. The primary bedroom enjoys corner exposure and abundant natural light, with a second bedroom providing valuable flexibility for guests, a home office or additional living space. A quintessential Charlestown home in an ideal location just moments from Monument Square.

34 Bartlett Street Unit 1, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.
$2,699,000
3 Beds ⋅ 4 Baths ⋅ 73581324 MLS
Set in Charlestown’s coveted Gaslight District on Pleasant Street, this stately single-family home offers approximately 3,002 square feet across four beautifully finished levels. A classic façade with three distinctive gabled dormers gives way to an impressive interior blending historic character with refined modern finishes. The main level is designed for both everyday living and entertaining, featuring a spacious living and dining area, exposed brick, custom built-ins and a stunning chef’s kitchen with marble countertops and backsplash, Sub-Zero refrigeration, Thermador range and hood, and an oversized island. Just beyond, a private patio creates a seamless extension of the living space outdoors. Three generously sized bedrooms each feature their own en-suite bathroom, while the expansive top-floor primary suite offers exceptional privacy with a large walk-in closet, beautifully appointed marble bath and additional private balcony. A dedicated office with custom built-ins and a finished lower provide additional flexibility. An exceptional Charlestown home offering remarkable space, quality and location just moments from the Monument, Main Street, waterfront and Downtown Boston.

32 Pleasant Street, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.
$770,000
1 Beds ⋅ 2 Baths ⋅ 73580012 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 Charlestown'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, 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. Take advantage of the city's residential exemption to lower your taxes. All of this with no HOA!

4 Short Street Pl Unit 4, Boston

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.
$1,050,000
2 Beds ⋅ 2 Baths ⋅ 73579458 MLS
Rare, Spectacular Residence in a Beautiful Historic Building — gut-rehabbed and masterfully rebuilt in 2016!This gorgeous 2nd floor, 2-bedroom, 2-bath floor-through unit is a true showstopper, offering a sophisticated blend of classic architectural details and open-concept living. Entertain in style in the fireplaced living room, featuring custom built-ins, surround sound speakers, raised panel wainscoting, cornice moldings, and oversized windows that flood the space with natural light.The gourmet kitchen is a chef's dream, boasting high-end stainless steel appliances, gleaming granite counters, an x-large breakfast bar, a wine fridge, and abundant cabinetry. The formal dining area with banquette seating is perfect for intimate dinners or lively gatherings.Retreat to the primary suite, complete with generous closet space and a spa-like bath finished in luxurious Carrara marble, with basketweave floors and matching shower tiles. The oversized second bedroom is served by a beautifully appointed guest bath finished in honed travertine.Step outside to your own entertainment-sized private deck — sun-drenched all day and outfitted with built-in gas and water lines, ideal for al fresco dining, morning coffee, or evenings under the stars.This move-in-ready home is complete with every modern amenity: central air, in-unit laundry, a Nest thermostat, a 2025 water heater, and extra deeded storage. Common roof replaced on 9/10/2026, offering true peace of mind for years to come.Perfectly situated on a pretty, quiet, gas-lit street, this residence puts you moments from public transportation, Whole Foods, boutique shopping, top-rated dining, entertainment, and the historic Bunker Hill Monument.Don't miss this rare opportunity to own a sophisticated, turnkey home in the heart of historic Charlestown!

21 Salem St Unit 2, Boston

Listing courtesy of Listing Agent: Elena Kac from Listing Office: William Raveis R.E. & Home Services.
$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.
$649,000
1 Beds ⋅ 1 Baths ⋅ 73579301 MLS
Oversized 1 bed with private deck! This idyllic unit provides an open and inviting layout with incredible natural light. Large and dimensional living room, with centered wood fireplace, is the ideal space to relax or entertain. Modern kitchen features custom cabintry, granite, SS appliances, and breakfast nook. Oversized bedroom with double closets is suitable for a kingsize! Modern bath with custom fixtures and designer vanity. Spacious bonus room creates the perfect space for home office or formal dining. Enjoy the seasons on your direct-access private deck! Hardwood throughout. Laundry. Central AC. A great opportunity to have-it-all in booming Charlestown!

334 Medford St Unit 2, Boston

Listing courtesy of Listing Agent: Adam Geragosian from Listing Office: William Raveis R.E. & Home Services.
$1,725,000
2 Beds ⋅ 3 Baths ⋅ 73578966 MLS
Sun-filled Penthouse with Private Roof Deck Plus Parking on Highly Desirable Mt. Vernon Street in Charlestown! Stunning 1595 SF Upper Duplex in a beautifully maintained brownstone! Entertainer's dream layout with enormous front-facing living room, dining area and updated chef's kitchen. Viking appliances, high end cabinetry, breakfast island and long runs of stone counters make this a truly impressive and functional space! California King Sized Primary bedroom with bay windows, oversized closet and en-suite bathroom in the rear of the first level. Additional half bathroom off the kitchen. Second level is the perfect home sanctuary and the layout lends to so many options! Kitchenette area next to your massive private roof deck with arguably the best views in Charlestown will be a hit with all! Ideal for a work-from-home space or additional den area plus a second bedroom and an additional full bathroom! Central air, in-unit laundry, towering ceilings, and sparkling hardwood floors throughout, plus the building has a new roof! Wonderful value!

30 Mt. Vernon Street Unit 3, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.
$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.
$1,800,000
3 Beds ⋅ 3 Baths ⋅ 73578918 MLS
Tucked off Monument Square on a gas-lit private way, this beautiful, 3+BR/2.5BA, single family home features 1,925+/- sf, an ideal open layout, sunny corner exposure and 1 car parking. The main level features an open concept “great” room with elegant living room with gas fireplace, with handsome white mantel, crown molding, and freshly sanded hardwood floors; an updated chef’s kitchen with white shaker cabinetry, quartz countertops, brand new stainless appliances, including gas range; and dining space with glass slider to a large private deck. Two generous bedrooms, each with corner exposure, and a well-appointed full bath with tub/shower make up the second level. A spacious and loft-like primary bedroom is located on the top level and features two sets of double closets and an updated full bath with glass enclosed shower with stone surround and white quartz-topped vanity. It also provides the perfect nook for a home office. The finished lower level offers a playroom/media room space, a half bath, storage, laundry center and direct egress to parking. This home is located close to everything Charlestown has to offer, including wonderful parks, shopping, restaurants and transportation, and the tucked away location gives it a suburban feel.

4 Concord Avenue, Boston

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