Charlestown Homes for Sale

Charlestown Homes for Sale

Welcome to Charlestown, a captivating neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich history and vibrant community, Charlestown boasts a unique blend of old-world charm and modern convenience. Once an important shipbuilding hub, this area is now celebrated for its picturesque streets, historic architecture, and stunning views of the Boston skyline and the Charles River.

Charlestown is home to a variety of homes for sale, catering to diverse lifestyles and preferences. From beautifully restored brownstones that echo the neighborhood's storied past to contemporary condos with breathtaking views, there’s something for everyone. Families will appreciate the spacious townhouses with backyards, while young professionals may find their ideal urban retreat in a sleek apartment close to local amenities.

The community is vibrant and welcoming, with a plethora of restaurants, cafes, and shops lining the streets. Residents enjoy easy access to the Freedom Trail, the Bunker Hill Monument, and the scenic waterfront, making it an ideal spot for those who appreciate both history and nature. With excellent public transportation options, including the nearby subway, commuting to downtown Boston is a breeze.

If you’re looking for a home in a neighborhood that beautifully marries history with modern living, explore the homes for sale in Charlestown. This charming enclave is not just a place to live; it’s a community where you can truly thrive. Discover your perfect home in Charlestown today!

Newest Charlestown Homes for Sale

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.
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.
40 Sullivan St, Boston
$1,799,000
4 Beds ⋅ 3 Baths ⋅ 73589976 MLS
Discover the perfect blend of historic Charlestown charm and modern sophistication at 40 Sullivan Street. This beautifully updated four-bedroom, three-bathroom residence offers four levels of thoughtfully designed living space, rich architectural character, and a private brick patio ideal for outdoor entertaining. The inviting living room showcases an ornate fireplace, custom built-in shelving, hardwood floors, and elegant period details. The beautifully appointed eat-in kitchen features white cabinetry, quartz countertops, stainless steel appliances, a farmhouse sink, and distinctive brass pendant lighting. Generous windows fill the space with natural light, while a charming window seat adds warmth and character. Upstairs, four bedrooms offer comfortable accommodations and flexibility for a home office or guest space. Original wide-plank wood floors, decorative fireplaces, and classic millwork preserve the home's historic appeal, while three full bathrooms feature stylish updates, including a freestanding soaking tub and a double vanity with marble countertops. The finished lower level provides an inviting family or media room with a fireplace, built-in shelving, and French doors opening directly to the private, fenced brick patio—a wonderful extension of the living space for dining, entertaining, or relaxing outdoors. Ideally situated in the heart of Charlestown, this distinctive home offers a rare combination of timeless New England character, modern comfort, and versatile living spaces, all within easy reach of neighborhood shops, restaurants, parks, and downtown Boston.

40 Sullivan St, Boston

Listing courtesy of Listing Agent: Jesse MacDonald from Listing Office: Gibson Sotheby's International Realty.
429 Main St, Boston
$1,099,000
2 Beds ⋅ 3 Baths ⋅ 73588861 MLS
Bring your vision to this two-bedroom brick townhouse in Charlestown. The main level offers a kitchen, dining room, living room, half bath and sunroom with access to a rear patio. Upstairs are two bedrooms, a full bath and an enclosed porch off the rear bedroom. A partially finished basement provides additional flexible space and a second full bathroom. With a practical layout and the opportunity to update and personalize, 429 Main Street is ready for its next chapter.

429 Main St, Boston

Listing courtesy of Listing Agent: Yukiko Oyama-Morris from Listing Office: Oyama Investments, Ltd..
39 Essex St, Boston
$1,450,000
3 Beds ⋅ 4 Baths ⋅ 73582257 MLS
A fully renovated, single family home in Charlestown! This house offers 4 levels of thoughtfully designed living space. The main floor features an open floor plan anchored by a large kitchen island, perfect for every-day living. Find a half bath on this level for added convenience. On the 2nd level there are two generous sized bedrooms, a bathroom with a tub and a laundry closet. Upstairs is the primary suite, large enough to include a work from home space or secondary hang out area. The finished lower level provides a flexible bonus space to be used as a media/man cave, kids playroom, additional home office or gym and inclusive of another half bath. Step outside to your private deck and patio, perfect for outdoor dining, entertainment or relaxing. Additional features include; an abundance of storage space, tons of natural light and central ac. Live just minutes from Hood Park, many restaurants/coffee shops and all that Charlestown has to offer!

39 Essex St, Boston

Listing courtesy of Listing Agent: The Goodrich Team from Listing Office: Compass.
4 Short Street Place, Boston
$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.
12 Auburn Street, Boston
$2,199,000
3 Beds ⋅ 4 Baths ⋅ 73574730 MLS
Rich in historic character and offering an impressive approx. 3,360 square feet across four levels, this classic 1880 Charlestown brownstone delivers exceptional scale and versatility. The main and upper levels function as an expansive single-family home, with elegant living and dining rooms, an updated kitchen, soaring ceilings, intricate millwork, hardwood floors, oversized windows and four fireplaces. The expansive primary suite is a standout, complete with custom built ins, a fireplace and spacious en-suite bath with dual vanities, soaking tub and glass-enclosed shower. The top floor also offers the potential to be reconfigured into two bedrooms, adding an additional bedroom to the home. A private deck and patio extend the living space outdoors. Separate from the main residence, the garden level features a one-bedroom apartment with its own private entrance, offering excellent rental income potential or a guest suite. Located near the residence there is a deeded heated garage space available separately for purchase, and there are two additional parking spaces available to rent. Convenient to Main Street and all Charlestown has to offer, with easy access to Downtown Boston, the waterfront and major highways.

12 Auburn Street, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.
15 Russell St, Boston
$850,000
3 Beds ⋅ 2 Baths ⋅ 73537311 MLS
Single family good location with roof deck. Come and create your own single family. Total rehab needed.

15 Russell St, Boston

Listing courtesy of Listing Agent: Joseph McGonagle from Listing Office: Century 21 Elite Realty.
16 Chestnut Street, Boston
$2,850,000
4 Beds ⋅ 4 Baths ⋅ 73512592 MLS
Perfectly positioned between the Training Field and the Charlestown Navy Yard, this newly renovated single-family brownstone offers four levels of luxury living in one of the neighborhood’s most coveted locations. The home features 4 bedrooms plus a large finished lower level with dedicated storage—ideal for a media room, gym, or playroom. A stunning chef’s kitchen with marble surfaces and Thermador appliances opens to a private patio with a gas grill hookup, perfect for indoor-outdoor entertaining.The primary suite is a true retreat, complete with a steam shower, gas stove, and a dedicated sitting area that opens to a private balcony with breathtaking city views. A second-level south-facing roof deck with a gas fire-pit hookup provides exceptional outdoor living. Beautiful exposed brick, refined finishes, and thoughtful craftsmanship are showcased throughout. This home combines new construction, period detail, historic surroundings, and unmatched Charlestown Walkability.

16 Chestnut Street, Boston

Listing courtesy of Listing Agent: Zachary Endicott from Listing Office: RE/MAX Encore.
4 Mead Street Ct, Boston
$840,000
2 Beds ⋅ 2 Baths ⋅ 73494772 MLS
Distinctive single-family set behind a private gateway along a secluded pathway, featuring a beautifully landscaped courtyard garden with mature perennials and over 1,000 bulbs and a cute garden shed—recognized as a Boston Garden Contest finalist. A compelling alternative to condo living, blending modern updates with old world charm.The kitchen redesigned to maximize space and functionality, offering a central island, exposed wood beams, granite countertops, and stainless steel appliances. A reimagined full bath and laundry area complete this level.Upstairs, the sun-filled living room showcases original wide pumpkin pine floors and a wood-burning fireplace, along with an updated full bathroom. The top floor is devoted to two cathedral-ceiling bedrooms, including a light-filled primary with skylight and additional hallway storage complete this level. A rare blend of timeless charm, excellent walkability to downtown, the waterfront, and local dining.

4 Mead Street Ct, Boston

Listing courtesy of Listing Agent: Lisa Godwin from Listing Office: Gibson Sotheby's International Realty.
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