Charlestown Condos for Sale

Welcome to Charlestown, a vibrant neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich history and charming streets, Charlestown boasts a unique blend of old-world charm and modern convenience. As one of the oldest neighborhoods in the city, Charlestown is home to iconic landmarks like the Bunker Hill Monument and the historic USS Constitution, making it a fascinating place for history enthusiasts and newcomers alike.

The community is characterized by its picturesque brick buildings, tree-lined streets, and a strong sense of community. Residents enjoy easy access to the bustling downtown area, thanks to the convenient public transportation options, including the subway and ferry services. Charlestown is not just a place to live; it's a lifestyle. With an array of trendy restaurants, cozy cafes, and boutique shops, there’s always something to explore.

For those looking to make Charlestown their home, there are a variety of stunning condos for sale. These modern residences offer a perfect blend of comfort and style, featuring spacious layouts, contemporary finishes, and breathtaking views of the Boston skyline. Whether you’re a first-time buyer, a growing family, or looking to downsize, Charlestown's condos cater to diverse lifestyles and preferences.

Imagine waking up to the sound of church bells and the sight of the sun rising over the harbor. With a strong sense of community and an abundance of amenities, Charlestown is not just a neighborhood; it’s a place where you can truly thrive. Explore the available condos for sale today and discover your new home in this historic and vibrant Boston gem!

Newest Charlestown Condos for Sale

$1,799,000

3 Beds ⋅ 3 Baths ⋅ 73575423 MLS

Coveted 3BR, 2.5BA townhouse at The Nautica offering 3 levels of living, 2 private outdoor spaces & 2 deeded garage parking spaces. Recently renovated & beautifully refreshed, this sun-filled 1804 sq. ft. home features hardwood floors, a spacious fireplace living room and an open kitchen with large island, breakfast bar & direct access to a private brick patio. The 2nd floor offers 2 generous bedrooms, full bath, laundry & flexible home office space. The entire top floor is a private primary suite with vaulted ceilings, sitting area, oversized walk-in closet, en-suite bath & private deck with Boston skyline views. An exceptional combination of space, outdoor living & parking in Charlestown's desirable waterfront neighborhood, moments to the Marina, North End, restaurants, shops & downtown Boston.

64 Constitution Rd Unit 64, Boston

Listing courtesy of Listing Agent: Jane Reitz from Listing Office: Reitz Realty Group.

$1,110,000

3 Beds ⋅ 2 Baths ⋅ 73574831 MLS ⋅ ['South Crescent Condominium'] BLDG.

Gleaming hardwood floors and and a fireplaced livingroom highlight this 3 br , 2ba first floor duplex unit ideally located in Charlestown’s historic Gas Light District. In a solid 1987 brick building designed to blend in seamlessly with its 18th century neighbors, 17 Main St boasts its own private entrance, new stainless steel appliances, ample closet space, and modern conveniences like in-unit laundry and central air conditioning. Imagine a quiet Saturday morning coffee on your own deck. Across the street is John Harvard Mall; around the corner is City Square, and just steps away are TD Garden, the historic North End, and Whole Foods. Or explore stalwart hotspots like Warren Tavern and Prima Boston, both under a minute from your front door. A rare opportunity in a top notch location.

17 Main St Unit 17, Boston

Listing courtesy of Listing Agent: Charles Ball from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,445,000

2 Beds ⋅ 3 Baths ⋅ 73574591 MLS

Rarely available penthouse duplex with 2 car garage parking! Located within Charlestown's most desirable building and premier location, this fully renovated and picturesque 2 bed/2.5 bath provides an idyllic floorplan with great natural light and designer finishes throughout. Large and dimensional living room features a framed wood fireplace & hand-crafted shelving. Modern kitchen with custom cabinetry, oversized center-island, professional grade appliances, and adjacent formal dining. Primary bed offers space for a king-size, walk-in closet, and spa-like bath with quartz vanity & river-stone frameless glass shower. Spacious guest bed with double closets and dedicated full bath. Enjoy all seasons on the newly renovated courtyard! Additional common areas: well-appointed gym, clubroom, elevator, and sitting cupola with most breathtaking views of Boston. Central AC. Laundry in-unit. A truly special opportunity just steps to the North End, TD Garden, and all restaurants/shops Charlestown has to offer!

47 Harvard St Unit B403, Boston

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

$1,895,000

3 Beds ⋅ 2 Baths ⋅ 73574175 MLS ⋅ ['295 Bunker Hill Street Condomium'] BLDG.

Perched high above historic Charlestown, this exceptional 1874 residence blends period craftsmanship with modern comfort. Restored in 2000 as part of This Old House TV show’s landmark Charlestown renovation, the home features 12’ ceilings, oversized windows with three exposures, crown moldings and restored hardwood floors. The elegant dining room offers wainscoting and original built-ins, while the renovated kitchen features cherry cabinetry, granite counters, stainless appliances and breakfast bar. A dramatic family room showcases a bay window, white marble mantel and wood-burning fireplace. Two bedrooms plus adjacent office provide a flexible second-floor layout. Exceptional outdoor spaces include a kitchen balcony, private garden patio and spectacular roof deck with 360° city and harbor views, sunsets and Boston fireworks—a rare combination of historic character, natural light and outdoor living.

295 Bunker Hill St Unit 2, Boston

Listing courtesy of Listing Agent: Richard K. Hollander from Listing Office: Coldwell Banker Realty - Hingham.

$649,900

2 Beds ⋅ 1 Baths ⋅ 73574130 MLS

Perched on the top floor, this sun-filled penthouse offers a bright and inviting layout in the heart of Charlestown. The two-bedroom home features soaring ceilings, hardwood floors, recessed lighting, two classic bay windows, an eat-in kitchen, and freshly painted interiors. The second bedroom is smaller in scale and ideally suited for a child’s room, nursery, home office, or other flexible use.Recent updates include a newer boiler and hot water heater, both installed in 2019, along with most windows replaced in 2020. The association is also completing a brand-new roof and roof deck, offering impressive views across historic Charlestown and the Boston skyline. An updated bathroom, basement storage, and free laundry in the building shared between just three units add to the convenience of this well-maintained home, all complemented by a low HOA fee.

118 High Unit 9, Boston

Listing courtesy of Listing Agent: Leah Tringale from Listing Office: Longwood Residential, LLC.

$679,000

1 Beds ⋅ 2 Baths ⋅ 73574079 MLS

Sophisticated and beautifully renovated, this oversized 1 bed, 1.5 bath Charlestown condo blends historic character with modern comfort on a picturesque tree-lined street just .4 mile from Bunker Hill Monument. The warm, inviting living room features pumpkin pine floors, high ceilings with crown molding, custom built-ins and a working wood stove that adds charm and character. The well-appointed kitchen offers granite countertops, new stainless steel appliances and gas cooking, with a designated dining area ideal for entertaining. Step outside to your private deck for morning coffee or al fresco dining. The spacious primary bedroom includes an en suite bath, while a convenient half bath for guests and private basement storage add to the home’s functionality. Ideally situated near Charlestown’s shops, restaurants, neighborhood favorites and public transportation, this inviting home offers a wonderful combination of space, character and city convenience.

35 Mystic St Unit 1, Boston

Listing courtesy of Listing Agent: Georgia Balafas from Listing Office: Corcoran Property Advisors.

$699,000

2 Beds ⋅ 2 Baths ⋅ 73573507 MLS

Beautifully situated in the heart of Charlestown, this inviting two-bedroom home offers a thoughtfully designed layout with all main living space conveniently located on one level. The first-floor condo features comfortable living areas and easy access to an expansive heated lower level, offering approximately 300 square feet of exclusive-use bonus space plus a third bathroom. Not included in the listed square footage, this versatile space is ideal for a playroom, home office, gym, guest area, or additional living space. Ideally located just moments from Waverly Square and all that Charlestown has to offer, including shops, restaurants, parks, and neighborhood amenities.

209 Bunker Hill St Unit 1, Boston

Listing courtesy of Listing Agent: Reig & Losordo from Listing Office: Coldwell Banker Realty - Boston.

$970,000

2 Beds ⋅ 2 Baths ⋅ 73573274 MLS ⋅ ['33 Winthrop Street Condominium'] BLDG.

This beautiful, 2BR/2BA, home is well located in a stately brick townhome a few buildings down from historic Training Field Park, in the heart of Charlestown’s gas light district. The layout, functionality and entertaining flow of this home are highlights. An elegant entry hall flows into a well-appointed kitchen with stainless appliances, granite countertops and maple cabinetry; and overlooks the spacious and open living/dining area. The ample sized guest bedroom offers two windows facing the patio and is serviced by a full bath just across the hall. A sunny private patio area offers both front and rear exterior egress; convenient for bikes or gardening supplies. The serene primary bedroom is tucked at the rear of the home offering privacy, ample closet space, and en-suite bathroom w/shower. Additional features include central air, private enclosed storage room, and wonderful access to local shops, restaurants, parks, transportation and downtown Boston. The Samuel Wilson House c.a. 1868.

33 Winthrop Street Unit 1, Boston

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

$875,000

2 Beds ⋅ 1 Baths ⋅ 73573219 MLS

Penthouse unit with sweeping views in the heart of Charlestown just off Monument Square. Tastefully updated and well-maintained fourth-floor unit with high ceilings and trim details. Dining and living area with walls of windows; kitchen with butcher-block countertops, custom built-ins, and rounded peninsula for plentiful seating. Two bedrooms, each with double closets; spa-like full bathroom with shower/tub alcove. Hardwood floors throughout. In-unit laundry; central air. Spacious common roof deck with sweeping long views. Parking by on-street permit, or rental parking at nearby garages. Steps to Bunker Hill Monument, the Naval Yard, and shopping/eateries at City Square and along Main Street; walkable to the Orange Line and the Ferry to Long Wharf.

64 Chestnut Street Unit 4, Boston

Listing courtesy of Listing Agent: Bernadine Tsung Megason from Listing Office: Dreamega International Realty LLC.

$999,000

2 Beds ⋅ 2 Baths ⋅ 73573211 MLS

Located in the heart of Charlestown’s coveted Gas Light District, this stunning recently renovated 2-bedroom plus office, 2-bath residence offers exceptional space, thoughtful design, and high-end finishes throughout. The main level features soaring ceilings and two oversized bedrooms, including a spacious primary suite with a generous walk-in closet, en-suite bath, and in-unit laundry. Downstairs, the home opens to a bright, expansive living, dining and kitchen area, creating a comfortable setting for both everyday living and entertaining. The kitchen is outfitted with top-of-the-line appliances and beautifully selected finishes, while a second full bath, dedicated office nook, and defined entry space add functionality. A private entrance, deeded parking, extra spacious additional basement storage, and low monthly HOA provide added convenience. Ideally positioned on an extremely private dead end street with very little traffic, near Charlestown’s restaurants, cafes, shops, and waterfront, this is a truly special opportunity in one of Boston’s most sought-after neighborhoods.

74 Washington St Unit 1, Boston

Listing courtesy of Listing Agent: The Goodrich Team from Listing Office: Compass.

$1,599,000

3 Beds ⋅ 2 Baths ⋅ 73573139 MLS

Bright, spacious, and beautifully renovated, this 1,430 SF 3+ bedroom, 2 bath condo offers an exceptionally wide and livable layout in the heart of Charlestown. Featuring three exposures and an abundance of windows, natural light pours into every room throughout the day. Gut renovated in 2022, the home combines modern finishes with thoughtful design. The open-concept living, dining, and kitchen area is ideal for both everyday living and entertaining. Three generous bedrooms plus a dedicated office provide exceptional flexibility for today's lifestyle. Enjoy seamless indoor-outdoor living with a private deck complete with a direct gas line for grilling. Additional highlights include a full parking space with direct access, private storage, and a basement gym. A rare opportunity to own a turnkey home with space, light, and amenities.

322 Bunker Hill St Unit 2, Boston

Listing courtesy of Listing Agent: Reig & Losordo from Listing Office: Coldwell Banker Realty - Boston.

$1,995,000

3 Beds ⋅ 2 Baths ⋅ 73572980 MLS ⋅ ['The School House On Monument'] BLDG.

Designed by Graham Gund Architect, experience unparalleled luxury at The Schoolhouse, ideally situated on Monument Square overlooking the "Bunker Hill Monument". This home is the second largest in the building. Thoughtfully renovated 2 years ago, this exceptional corner 3-bedroom, 2-full-bath residence seamlessly blends architectural grandeur with modern sophistication. Soaring 13-foot ceilings, expansive windows, gleaming hardwood floors, and abundant natural light create a remarkable sense of space and scale throughout. The bright and gracious corner living and dining area offers an elegant setting for both everyday living and entertaining. The open eat-in chef’s kitchen is beautifully appointed with custom cabinetry, updated countertops, a striking custom tile backsplash, premium Wolf oven with induction cooktop, and Sub-Zero refrigerator. The spacious front-facing primary suite features a picturesque window seat, two generous closets, and a beautifully appointed en-suite bath with glass-enclosed walk-in shower. Two additional sunny bedrooms share a well-designed full bath with tub. Central air and in-unit laundry add to the comfort and convenience of this impeccable home. A professionally managed elevator building with package room, dedicated garage parking space, private storage, and an unbeatable location just moments from Charlestown’s historic charm, shops, restaurants, and neighborhood amenities complete this truly exceptional offering.

30 Monument Square Unit 207, Boston

Listing courtesy of Listing Agent: Beth Dickerson from Listing Office: Gibson Sotheby's International Realty.

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