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

17 Henley Street Unit A, Boston
$675,000
1 Beds ⋅ 1 Baths ⋅ 73599705 MLS ⋅ ['Henley Condominium Trust'] BLDG.
Located in the coveted historic gaslight district near City Square Park, this charming first-floor, 1BR/1BA, flat comes complete with a deck and exclusive parking space. The desirable open layout offers an elegant dining space and step down living room with wood burning fireplace, handsome white mantle and custom built-ins. Just off the dining area is a nicely finished kitchen with new stainless appliances, white subway tile backsplash, and granite countertops. The bedroom is tucked at the rear for privacy and features spectacular morning light, a spacious walk-in closet, and sliding glass doors leading to the private deck. A full bath with Corian topped vanity is just off the bedroom and offers a tub/shower with tiled surround. A spacious hall closet offers additional storage. Amenities: central air conditioning, dedicated basement storage, in-unit washer/dryer, and professional management. This convenient location is just moments from neighborhood dining, boutique shops, the North End, TD Garden, Navy Yard and Logan Airport. Excellent transportation offerings, including two nearby bus stops.

17 Henley Street Unit A, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.
2 Coral Place, Boston
$1,174,000
3 Beds ⋅ 4 Baths ⋅ 73598977 MLS
This Beautiful 3 story single family attached home with its updates, elegant finishes and prime location in the heart of historic Charlestown, blends both classic neighborhood charm with modern functionality. This home offers a thoughtful design, open concept layout and abundant storage throughout! The main level flows seamlessly between the living room and kitchen, with its custom cabinetry, quartz countertops, SS appliances and large center island, creating an inviting space to entertain. Recessed lighting and oversized windows fill the space with natural light along with rich dark hardwood floors throughout the 2nd & 3rd levels creating a warm cohesive feel from room to room. Multiple levels provide generous bedrooms, walk-in closets and well-appointed bathrooms, two of which include an en-suite offering both comfort and convenience. The garden level allows flexible living space and opens to an inviting enclosed patio, perfect for relaxing, entertaining and enjoying the outdoors!!

2 Coral Place, Boston

Listing courtesy of Listing Agent: Donna Arthur from Listing Office: ERA Key Realty Services- Milf.
39 Sullivan Street Unit 1, Boston
$865,000
2 Beds ⋅ 2 Baths ⋅ 73598805 MLS ⋅ ['121 High Street/39 Sullivan Street Condo'] BLDG.
Well located just off of town center, this rarely available, 2+BR/2BA, first and second floor, corner duplex features a private-entrance, 974sf, and the privacy and comfort of a single-family residence. Step inside to discover a bright and spacious living and dining area complete with custom wainscoting, chair rail detailing, elegant crown moldings, and a gas fireplace complemented by custom built-in shelving and bench seating. A well equipped kitchen offers stainless appliances, granite countertops, and tall maple cabinetry. A generous double-door closet provides coveted main-level storage. The first floor bedroom, with tall ceiling and ample closet space, is serviced by a well-appointed full bath with granite topped vanity and tub, just off the kitchen. The upper level features a sunlit primary bedroom with custom built-in shelving and double wide closet; a second full bathroom with shower, and a versatile bonus office/den space with additional double wide closet - perfect for work or relaxation. The home is well-equipped with central air, private laundry, private basement storage, and easy access to a grotto-style patio. This home is close to everything Charlestown has to offer, including excellent proximity to local shops, restaurants, parks, transportation and downtown Boston.

39 Sullivan Street Unit 1, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.
54 High Street Unit 2, Boston
$725,000
2 Beds ⋅ 1 Baths ⋅ 73598382 MLS
Spectacular two-bedroom residence has been completely reimagined with modern upgrades while preserving its timeless character in prime Charlestown location close to Monument Sq. The entire home is flooded with incredible natural light from multiple exposures, highlighting a spacious living room with massive windows. Premium upgrades span the entire space, including brand-new hardwood floors, meticulous finish carpentry, a fresh designer paint job, beautifully updated kitchen and bath spaces, and air conditioning for year-round comfort. Classic architectural trim and detail lend unmistakable local charm, anchored by a decorative fireplace featuring a marvelous marble floorplate. Both Bedrooms are large, including the primary suite which has striking charlestown views from atop the hill, and a bright window-filled oversized second bedroom. Unbeatable location, Steps from both Monument Square and Thompson Square/ Main Street, you are seconds away from Charlestown’s best boutique shops, top-rated restaurants, historic landmarks, and easy transit options. Interior images available next week upon completion of finishing touches presenting an early opportunity for diligent buyers!

54 High Street Unit 2, Boston

Listing courtesy of Listing Agent: Gregory McCarthy from Listing Office: Riverfront REALTORS®.
8 Brighton Street Unit 1, Boston
$1,099,999
3 Beds ⋅ 4 Baths ⋅ 73598257 MLS
Classic Charlestown townhouse lives like a single family, built from the ground up in 2014, boasts 3 large bedrooms, 3.5 bathrooms, crown molding, recessed lighting, hardwood floors, custom window treatments & an amazing open floor plan- perfect for entertaining! Chef's kitchen comes complete w/ five burner gas stove, granite counters, tiled back splash, pot-filler, Bosch appliances, & pantry. Deck is conveniently located off the kitchen & PRIVATE ROOF DECK is perfect for summer relaxation! Gas fireplace in living room adds to the ambiance of this handsome home. Master bedroom features double closets & en-suite bath. Second bedroom also has adjoining bath. The finished lower level provides flexible space for a guest suite, home office, gym, media room, or extended living. Full bathroom with spa bathtub & laundry, located on lower level. 3-zone heat & central air. High-efficiency gas furnace. 2 off-street parking spaces. Steps to T stop at Sullivan Square, easy access to major highways, & Assembly Row. Convenient to neighborhood shops & cafes. One could not ask for more!

8 Brighton Street Unit 1, Boston

Listing courtesy of Listing Agent: Karen Colombosian from Listing Office: Coldwell Banker Realty - Boston.
16 Green Street, Boston
$985,000
73597925 MLS
Rare oversized retail storefront on a beautiful, historic block of High Street, boasting quintessential Charlestown charm.Positioned just off the iconic Freedom Trail, this highly dynamic property benefits from exceptional geographic placement, heavy foot traffic, and superb visibility. The location is unmatched for convenience and prestige, situated just steps from the Bunker Hill Monument and the bustling commercial hub of Thompson Square/Main Street. Currently configured as a premium, high-end storefront, the layout features ±1,600 sq. ft. of immaculate street-level retail space with large display windows and excellent natural light. Additionally, the property includes ±850 sq. ft. of full-height accessory space in the lower level, offering invaluable square footage for inventory storage/ flex space. Premier opportunity to capture a turn-key commercial asset in Charlestown’s highly competitive and supply-constrained retail market.

16 Green Street, Boston

Listing courtesy of Listing Agent: Gregory McCarthy from Listing Office: Riverfront REALTORS®.
8 Brighton Street Unit 1A, Boston
$1,099,999
3 Beds ⋅ 4 Baths ⋅ 73595355 MLS ⋅ ["D'apice Condominiums"] BLDG.
Classic Charlestown townhouse, built from the ground up in 2014, boasts 3 large bedrooms, 3.5 bathrooms, crown molding, recessed lighting, hardwood floors, custom window treatments & an amazing open floor plan- perfect for entertaining! Chef's kitchen comes complete w/ five burner gas stove, granite counters, tiled back splash, pot-filler, Bosch appliances, & pantry. Deck is conveniently located off the kitchen & PRIVATE ROOF DECK is perfect for summer relaxation! Gas fireplace in living room adds to the ambiance of this handsome home. Master bedroom features double closets & en-suite bath. Second bedroom also has adjoining bath. The finished lower level provides flexible space for a guest suite, home office, gym, media room, or extended living. Full bathroom with spa bathtub & laundry, located on lower level. 3-zone heat & central air. High-efficiency gas furnace. 2 off-street parking spaces. Steps to T stop at Sullivan Square, easy access to major highways, & Assembly Row. Convenient to neighborhood shops & cafes. One could not ask for more!

8 Brighton Street Unit 1A, Boston

Listing courtesy of Listing Agent: Karen Colombosian from Listing Office: Coldwell Banker Realty - Boston.
15 Main Street Unit B, Boston
$725,000
1 Beds ⋅ 1 Baths ⋅ 73594074 MLS
Rare Offering! Welcome to this highly sought-after 1 bedroom, 1 bathroom residence at South Crescent Condominiums! Perfectly located in the heart of Charlestown's historic Gas Light District on picturesque Main Street. Designed for comfortable everyday living and effortless entertaining, this beautifully appointed home features an exceptional floor plan, a decorative fireplace, a spacious bedroom, abundant closet space, and easy-access outdoor space. Complete with central air conditioning, in-unit laundry, and an additional storage unit. Enjoy the convenience of a professionally managed association in one of Charlestown's most desirable locations. Many recent improvements in the last few years: 2022 hot water heater, 2023 HVAC unit, 2022/2023 new windows and slider, and 2025 dishwasher, washer, and dryer! Move right in to this impeccably maintained home!

15 Main Street Unit B, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.
16 Sackville St Unit 2, Boston
$1,199,000
3 Beds ⋅ 2 Baths ⋅ 73593639 MLS
Classic Charlestown character and thoughtful updates come together in this beautifully appointed 3+BR/2BA upper duplex. With separate living and dining rooms, a dedicated office, and three bedrooms upstairs, the two-level layout offers inviting spaces for gathering and comfortable separation for everyday living.The living room centers on a fireplace flanked by built-in bookcases, creating a warm setting for relaxing or welcoming guests. A formal dining room with an adjoining butler’s pantry adds charm and functionality, whether hosting a dinner party or enjoying a quiet meal at home. The updated kitchen features island seating, offering a casual spot for morning coffee, conversation, and meal preparation. A separate office provides dedicated work-from-home space, while a renovated full bathroom completes the main living level.Upstairs, three bedrooms and a second full bathroom keep the sleeping quarters tucked away from the main entertaining spaces. Both full bathrooms have been renovated within the past three years, bringing fresh finishes to the home’s classic appeal.In-unit laundry and a new ductless air conditioning system add everyday convenience and comfort. A private patio extends the living experience outdoors, providing a welcoming retreat for dining, gathering with friends, or unwinding at the end of the day. A wonderful combination of character, practical updates, and versatile space in Charlestown.

16 Sackville St Unit 2, Boston

Listing courtesy of Listing Agent: Fiona Coxe McMahon from Listing Office: Donnelly + Co..
22 Park Street Unit 3, Boston
$679,900
1 Beds ⋅ 1 Baths ⋅ 73593119 MLS
Experience classic Charlestown row house character paired w/the effortless ease of single-level living. Positioned on the upper floor, this refined 4 Room condo welcomes you with rich hardwood floors, central air, and a gas fireplaced living rm designed for relaxed evenings. A flexible bonus alcove easily transitions into a dedicated home office or creative space. At the heart of the home, the kit features granite counters, a breakfast bar for casual dining, a dedicated pantry & SS appliances. A tiled full bath, ample closet storage, building laundry & private storage access in the unfinished basement complete the interior. Just outside your door, a shared roof top deck offers an elevated retreat w/incredible city views. Prime Gas Light City Sq location w/beloved local parks, harbor views, close to the Financial district, public transit and major highway access are all just moments away. On-street permit parking completes this historic neighborhood gem. Common laundry & deeded basement storage.

22 Park Street Unit 3, Boston

Listing courtesy of Listing Agent: Eileen Doherty from Listing Office: Lamacchia Realty, Inc..
106 13th Street Unit 203, Boston
$615,000
2 Beds ⋅ 1 Baths ⋅ 73593053 MLS
Step inside the Basilica in Charlestown's historic Navy Yard. This sunfilled 2 bedroom 1 bathroom includes AC, and in unit laundry. The open concept layout offers the perfect space to entertain and even work from home! To round out this offering a heated garage spot (#6) is included. This unit is located close to the elevator & the parking space is situated right near the front of the building as well.

106 13th Street Unit 203, Boston

Listing courtesy of Listing Agent: Kerry D'Ambroise from Listing Office: Columbus and Over Group, LLC.
32 Washington St Unit 1, Boston
$585,000
2 Beds ⋅ 1 Baths ⋅ 73591930 MLS
Idyllic 2 bed with private deck! Located on beautifully tree-lined Washington St, this picture-perfect unit provides an open and inviting floorplan with updates throughout. Large and dimensional living, with exposed brick, is the ideal space to relax or entertain. Modern kitchen features SS appliances, quartz counters, center island, and dedicated dining area. Spacious primary bed offers room for a king-size and walk-in closet. Generous guest bed is perfect for the growing family, roommate, or home office. Modern bath with full tile surround shower. Enjoy the seasons on your direct-access private deck! Shared yard offers patio space and grilling area. Central AC. A wonderful opportunity in the heart of everything Charlestown!

32 Washington St Unit 1, Boston

Listing courtesy of Listing Agent: Adam Geragosian from Listing Office: William Raveis R.E. & Home Services.
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