Charlestown Real Estate

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

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, administrative offices, or back-of-house operations. 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.
308 Bunker Hill St Unit 2, Boston
$1,175,000
2 Beds ⋅ 3 Baths ⋅ 73590807 MLS
Beautiful, sun-splashed condo in a custom-renovated building completed in 2018 by a premier developer. This bright and airy home features an open living and dining area and a custom gourmet kitchen with top-of-the-line black stainless steel appliances, crisp white countertops, a large breakfast bar, gas range, and abundant custom cabinetry. The spacious floor plan offers two generous bedrooms, a dedicated office, two full baths, and a half bath. The luxurious primary suite features multiple closets and a spa-like bath with Carrara marble finishes, while the second bedroom offers an en-suite bath and ample closet space, ideal for guests. Additional highlights include gleaming walnut-stained oak floors, high ceilings, crown molding, designer window treatments, central A/C, in-unit laundry, and an expansive 165-square-foot private basement storage room. Enjoy outdoor living on the private composite deck, complete with a gas grill and spectacular skyline views of the Zakim Bridge and Downtown Boston. Ideally located near public transportation, Routes 93 North and South, and the shops and restaurants along Main Street. This exceptional home offers a perfect blend of style, comfort, and modern convenience. A must-see!

308 Bunker Hill St Unit 2, Boston

Listing courtesy of Listing Agent: John Griffin from Listing Office: Griffin Realty Group.
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.
25 Allston St, Boston
$1,499,000
5 Beds ⋅ 3 Baths ⋅ 73589871 MLS
Rarely available multifamily opportunity in the heart of Charlestown! This 3 unit building is perfect for investors, developers, or end users looking to create something truly special. Unit 1 features 1 bed/1 bath, central A/C, and renovations completed in 2020. Units 2 and 3 each offer 2 beds/1 bath, presenting excellent potential for cosmetic updates and customization. Additional highlights include an enclosed patio, an updated roof deck, separately metered utilities for each unit and updated systems. Just minutes to all that Charlestown has to offer, a flexible layout and tremendous potential, this is a unique opportunity to reimagine or hold a MF property in one of Boston’s most sought-after neighborhoods.

25 Allston St, Boston

Listing courtesy of Listing Agent: The Goodrich Team from Listing Office: Compass.
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..
254-6 Main Street Unit 2, Boston
$749,000
2 Beds ⋅ 2 Baths ⋅ 73588558 MLS
Lovely duplex condominium in a charming and stylish Greek Revival building, part of a handsome and substantial commercial block in central Charlestown. The building was originally built as a single family home in 1845. The main floor of Unit 2 features a spacious living room with bamboo flooring, a large tiled eat-in-kitchen and an adjacent study. There is a half bath on this level. The second floor is comprised of two carpeted bedrooms and a full bath. There is a stacked laundry within the unit as well as very good closet space. Abundant natural light is provided by numerous windows featuring plantation shutters. The outside door in the living room will be replaced with a new Anderson door that has more glass. This conveniently located home is close to numerous restaurants, the Bunker Hill Mall with Whole Foods, and all that has more glass. Charlestown has to offer. There is excellent public transportation that includes the Orange Line at Bunker Hill Community College, as well as two bus lines into downtown Boston. Interesting Note: The Boston Landmarks Survey of this building indicates that there were Victorian modifications made to the facade, such as the oriel windows on the second and third floors. It is believed that as a single family home, it was used as the rectory for the Trinity Methodist Episcopal Church, which was on High Street and was later modified to house the current Boys and Girls Club. Unit 1 is a law office entered at street level and unit 3 is a residential condominium. OPEN HOUSE SUNDAY, OCTOBER 18TH FROM 18TH FROM 1-2 PM.

254-6 Main Street Unit 2, Boston

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