Charlestown Real Estate

Welcome to Charlestown, a vibrant neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich history and charming streets, Charlestown offers a unique blend of urban convenience and suburban tranquility. As one of the oldest neighborhoods in Boston, Charlestown is steeped in American history, with landmarks such as the Bunker Hill Monument and the USS Constitution drawing visitors and residents alike.

The community is characterized by its picturesque views of the Boston skyline and the Charles River, making it a prime location for those who appreciate both natural beauty and city life. Stroll through the cobblestone streets lined with historic brownstones, and you’ll find a warm, welcoming atmosphere that embodies the spirit of Boston.

Charlestown boasts a diverse array of dining options, from cozy cafes to upscale restaurants, ensuring that there’s something to satisfy every palate. The local shops and boutiques offer a delightful shopping experience, while the nearby parks and waterfront provide ample opportunities for outdoor activities, whether you're jogging along the harbor or enjoying a leisurely picnic.

Families will appreciate the strong sense of community and access to quality schools, making Charlestown an ideal place to raise children. With excellent public transportation links, residents can easily navigate the city and access all that Boston has to offer.

Whether you’re looking to buy your first home, invest in a property, or simply explore a new neighborhood, Charlestown stands out as a charming and historically rich area that captures the essence of Boston living. Come discover the warmth and vibrancy of Charlestown—your new home awaits!

Newest Listings in Charlestown

$1,150,000

73554761 MLS

Retail Condo in the heart of Charlestown! This street level space sits on the corner of High & Green Streets boasting 1,550 SF of excellent retail space plus an additional 800 SF of basement storage space available.

54 High St, Boston

Listing courtesy of Listing Agent: Whitney Gallivan from Listing Office: Boston Realty Advisors.

$2,199,000

3 Beds ⋅ 3 Baths ⋅ 73552745 MLS

Looking for more space? This townhouse-style condo offers three levels of thoughtfully designed living, featuring three bedrooms, private home office, and two and a half bathrooms—the perfect blend of comfort, functionality, and modern luxury. The open-concept main living level is ideal for both everyday living and entertaining, anchored by a chef's kitchen appointed with Sub-Zero and Wolf appliances, custom cabinetry, and high-end finishes. Expansive living and dining areas are filled with natural light. The primary suite is complete with a walk-in closet and a luxurious ensuite bath featuring a soaking tub. Two oversized bedrooms and a private home office offers the ideal work-from-home setup to round out the space. Don't miss the private roof deck and wet bar. The coveted garage parking and a private yard, this home offers the ease of townhouse living with the benefits of condominium ownership. Ideally located in historic Charlestown, you'll enjoy easy access to neighborhood restaur

237 Bunker Hill St Unit 237, Boston

Listing courtesy of Listing Agent: Kerry D'Ambroise from Listing Office: Columbus and Over Group, LLC.

$589,000

2 Beds ⋅ 1 Baths ⋅ 73544374 MLS ⋅ ['375-379 Bunker Hill Street Condominium'] BLDG.

Charming 4-room condo in the heart of Bunker Hill, steps from park and public transportation. This move-in ready home has been freshly painted and offers excellent value for the location. The spacious living area impresses with over 8 ft. ceilings, while the large country kitchen pours in natural light from the kitchen window. The refreshed bathroom features a new vanity, sink and fixtures. The generous main bedroom includes a double closet, and the second bedroom is ideal for a home office or study. A rare In-Unit LAUNDRY ROOM adds everyday convenience & storage. Low condo fee INCLUDES HEAT, the building is pet-friendly w/Trustee approval, and has a small yard area. Owner-occupants save with the Residential Tax Exemption. Enjoy easy access to world-class universities, hospitals, sports & concert venues, historic landmarks and top restaurants in one of Boston's most exciting neighborhoods. If you're looking to build equity or collect top rent, now is the time to invest in Charlestown!

377 Bunker Hill St. Unit 2, Boston

Listing courtesy of Listing Agent: Janet Roach from Listing Office: REMAX Andrew Realty Services.

$799,000

2 Beds ⋅ 1 Baths ⋅ 73550273 MLS

Historic charm, modern updates, and generous deeded PRIVATE basement storage come together in this beautifully renovated home, ideally located on one of Charlestown’s most coveted Gaslight District streets. The thoughtfully designed open-concept layout features a spacious living room and a stunning chef’s kitchen with a peninsula perfect for casual dining and entertaining. Two well-proportioned bedrooms and a stylish full bath offer comfortable living, while energy-efficient mini-splits provide year-round heating and cooling. Wake up to peaceful views of blooming hydrangeas from the rear bedroom, and enjoy two exceptional shared outdoor spaces: a beautifully landscaped garden and yard, plus a spectacular rooftop deck with sweeping city views. Just moments from everything Charlestown has to offer, including local shops, incredible restaurants, and the iconic Bunker Hill Monument. This is a must-see property!

17 Cordis Street Unit A, Boston

Listing courtesy of Listing Agent: Sarah Fillmann from Listing Office: Coldwell Banker Realty - Boston.

$649,999

1 Beds ⋅ 1 Baths ⋅ 73550028 MLS

Set on a picture-perfect block in Charlestown's Gas Light District, this brownstone residence blends historic character with thoughtful updates. Soaring high ceilings, pocket doors, and intricate crown moulding set an elegant tone throughout, while two marble decorative fireplaces anchor the living and bedroom spaces with old-world charm. The kitchen has been tastefully upgraded with quartz counters for a clean, modern feel that stands in easy contrast to the unit's period details. A flexible layout offers one bedroom plus a bonus room, ideal as a home office or walk-in-closet, and custom-built closets add smart, tailored storage throughout. The building was recently registered as historic, preserving the architectural integrity of the block for years to come. Outside, the unit comes with both roof deck rights and back deck rights. Steps to Monument Square, the neighborhood's best restaurants, and everything that makes this one of Charlestown's most sought-after enclaves.

19 Salem St Unit 2, Boston

Listing courtesy of Listing Agent: The Ali Joyce Team from Listing Office: Real Broker MA, LLC.

$699,000

2 Beds ⋅ 2 Baths ⋅ 73549460 MLS ⋅ ['Basilica Condominiums'] BLDG.

Open House Canceled. Offer Accepted. Amazing opportunity awaits you at the Basilica: the Navy Yard's most treasured historical building surrounded by parks & marina. Completely renovated penthouse duplex with 2 large bedrooms,2 full baths, custom kitchen w/Metropolitan Cabinetry, Carrara marble backsplash, opulent granite counters & high-end stainless appliances including Liebherr refrigerator, Jenn-Air dishwasher, range & convection microwave. Sunny living/ dining is framed by 2 large windows & wall of custom built-ins. Two, 2 bedroom suites are on the 2nd level. The primary bedroom fits a king-sized bed & has a large walk-in closet, dedicated linen closet & elegantly renovated bathroom finished in Carrara marble. The guest bedroom/office has 3 closets, a second fully renovated bath with crisp white subway tiles, deep soaking tub & in unit Bosch washer/dryer. Heated garage parking. Central air, hardwood floors and ample storage throughout.

106 Thirteenth Unit 316, Boston

Listing courtesy of Listing Agent: Karen Colombosian from Listing Office: Coldwell Banker Realty - Boston.

$560,000

2 Beds ⋅ 1 Baths ⋅ 73547047 MLS ⋅ ['Essex Towers Condominium'] BLDG.

One-bedroom condominium with bonus room and high ceilings. Exceptionally versatile, this home lives much larger than its square footage. The thoughtfully designed floor plan includes a spacious primary bedroom plus a separate room with a window and closet, currently used as a home office and guest space. The functional layout flows from the kitchen into the living room, creating comfortable everyday living. Additional features include central air conditioning, in-unit washer and dryer, and a pet-friendly association. Located in a professionally managed elevator building with direct elevator access from the lobby to the garden level. Conveniently situated near Charlestown's shops, restaurants, public transportation, and major commuter routes.

356-358 Main Street Unit 1, Boston

Listing courtesy of Listing Agent: Jayne Kramer from Listing Office: Engel & Volkers Boston.

$5,799,900

73545961 MLS

Rare Jewel APPROVED BY THE CITY OF BOSTON AS AN 8 UNIT BROWNSTONE CONDO PROJECT WITH PARKING FOR EVERY UNIT. One of the most sought after neighborhoods in Boston...dripping with the charm that defines Boston...surrounded by other Brownstones and located in this enchanting Monument Sq Neighborhood. Adorned with stunning views of the Boston Skyline. Two years in the making, this amazing project comes with plans and has already been approved. ORIGINAL STRUCTURE HAS 7100 SQ FT WITH 10,900 ADDITIONAL SQ FT IN THE APPROVED ADDITION. This exceptional design is comprised of multi level units with substantial city view roof decks. Appeal period has passed. Buyer will have to do own structurals, mechanicals & file for actual building permit. The vacant building features the original Brownstone along with a new addtion designed by KDI. Gross Sales Proformas are over $16 million. EVERY SINGLE UNIT HAS A NON TANDEM PARKING SPOT. Energy Code Compliance Opinion attached. ARCHITECT PLANS ATTACHED!

46 High St, Boston

Listing courtesy of Listing Agent: The Steve Bremis Team from Listing Office: Steve Bremis Realty Group.

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 73541556 MLS

Nestled in the vibrant heart of Charlestown, this single-family home features 4+BD/2.5BA, hardwood flooring throughout. The bright and airy main floor hosts a fully equipped kitchen with maple cabinets that flows into a dining room, alongside an expansive living area that opens onto an outdoor deck. Upstairs, the primary bedroom boasts its own attached sunroom and ample storage, situated near a full bath and a second walk-in closet bedroom that leads up to a sun-drenched bonus loft. The lower level serves as an ideal in-law suite, complete with a full kitchen, laundry setup, a full bath, and access to a private, fenced-in patio. Supplemented by central heating and air, abundant storage space, and a driveway that accommodates more than one vehicle, this exceptional residence sits just moments from Main St’s premier shops, waterfront dining, and public transit. With its flexible layout and independent lower level, this property also represents an outstanding opportunity for investors.

22 Austin St, Boston

Listing courtesy of Listing Agent: Elynn Chen from Listing Office: Redfin Corp..

$799,000

2 Beds ⋅ 2 Baths ⋅ 73541180 MLS

Welcome to 273 Bunker Hill Street, a freshly updated Charlestown residence offering over 1,200 square feet of thoughtfully designed living space. This spacious two-bedroom, two-bath home features a brand-new full bathroom, generous living and dining areas, abundant natural light, a flexible layout ideal for entertaining, working from home, or simply enjoying city living, and the added benefit of private outdoor space. Perfectly positioned in one of Boston's most historic and sought-after neighborhoods, you'll be moments from Pier 6, The Monument, Tatte, Dovetail, Prima, Warren Tavern, the Bunker Hill Monument, Harborwalk, neighborhood parks, and local boutiques. Commuters will appreciate convenient access to Downtown Boston, North Station, Cambridge, major highways, and public transportation. Combining size, updates, location, outdoor space, and lifestyle, 273 Bunker Hill Street presents an exceptional opportunity to enjoy the very best of Charlestown living.

273 Bunker Hill St Unit 1, Boston

Listing courtesy of Listing Agent: Waypoint Realty Group from Listing Office: Coldwell Banker Realty - Boston.

$3,995,000

4 Beds ⋅ 6 Baths ⋅ 73541133 MLS

8 Lawrence Street offers the rare opportunity to enjoy the space and lifestyle of a suburban home right in the heart of Charlestown. With over 4,000 sq. ft. of custom-designed living space, this newly constructed home redefines luxury city living. Enter directly from the attached garage into an expansive open-concept main floor, where a sun-filled living room is framed by detailed crown molding and millwork. The gourmet chef’s kitchen flows seamlessly into a dedicated dining room that opens to a private patio and backyard, a true rarity in the city. The 2nd floor is home to a luxurious primary suite with 2 spacious walk-in closets and a spa-like en-suite bathroom, plus a secondary bedroom with its own en-suite and a laundry room. On the 3rd floor, you'll find 2 additional bedrooms with en-suite baths, along with a home office overlooking the surrounding greenery. A full roof deck offers sweeping views of Charlestown and the city skyline.

8 Lawrence St, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$1,245,000

3 Beds ⋅ 4 Baths ⋅ 73540015 MLS ⋅ ["D'apice Condominiums"] BLDG.

Built in 2013, this townhouse-style residence offers modern, low-maintenance living in one of Charlestown's most convenient locations. The sun-filled open-concept living, dining, and kitchen area is designed for everyday living and effortless entertaining, anchored by a kitchen featuring granite countertops, stainless steel appliances, and abundant cabinetry. Upstairs offers spacious bedrooms and well-appointed baths, while the finished lower level provides flexible space for a guest suite, home office, gym, media room, or extended living. A private rooftop deck, two deeded off-street parking spaces, and a 3-minute walk to Sullivan Square Station complete the package. Enjoy direct Orange Line access to North Station, Haymarket, Downtown Crossing, and Back Bay, nearby Green Line connections to Cambridge and Somerville, immediate access to both northbound and southbound I-93, and minutes to Assembly Row, Bow Market, Cambridge Crossing, Kendall Square, Logan Airport, and downtown Boston.

8 Brighton St Unit 1, Boston

Listing courtesy of Listing Agent: Jack Yang from Listing Office: Coldwell Banker Realty - Cambridge.

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