Charlestown Homes

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.

16 Sackville St Unit 2, Boston
$1,175,000
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..

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.

322 Bunker Hill St Unit 3, Boston
$1,645,000
3 Beds ⋅ 2 Baths ⋅ 73583761 MLS
Experience an elevated perspective on Charlestown living at 322 Bunker Hill Street, a beautifully renovated penthouse triplex crowned by a private roof deck with sweeping views of downtown Boston. Set atop Bunker Hill, this distinctive three-bedroom, two-bath residence offers approximately 1,652 square feet of thoughtfully appointed interiors, pairing refined finishes with inviting spaces for entertaining and everyday retreat. A wide, open staircase introduces the main living level, where abundant windows bathe the living room in natural light and a floating gas fireplace creates a sophisticated focal point. From relaxed evenings by the fire to lively gatherings with friends, the setting feels effortlessly welcoming. At the heart of the home, the chef’s kitchen combines crisp white cabinetry, elegant quartz countertops and premium Thermador appliances, making meal preparation as enjoyable as the occasion itself. The generously proportioned primary suite offers a luxurious escape, complete with an ensuite bath featuring heated floors, a double vanity and an expansive glass-enclosed shower. Two additional bedrooms provide flexibility for guests or a dedicated home office, complemented by a second full bath. A private balcony invites a morning coffee break, while the private roof deck takes outdoor living to another level. Host an evening gathering, dine beneath the sky or simply unwind with Boston’s skyline as your backdrop. In-unit laundry, deeded basement storage and a common-area gym add everyday convenience, while rear stairs lead to a deeded parking space. With nearby restaurants, Charlestown’s distinctive neighborhood character and easy access to downtown Boston, this exceptional home brings together the space to recharge, the setting to entertain and the connection to enjoy city life.

322 Bunker Hill St Unit 3, Boston

Listing courtesy of Listing Agent: Kevin Longworth from Listing Office: Insight Realty Group, Inc..

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