Charlestown Homes under $2 million

Welcome to Charlestown, a historic neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich maritime history and charming cobblestone streets, Charlestown offers a unique blend of old-world charm and modern convenience. As one of the oldest neighborhoods in Boston, its iconic sites, such as the Bunker Hill Monument and the USS Constitution, tell the stories of America’s past while inviting residents and visitors alike to explore its vibrant culture.

Charlestown is characterized by its picturesque brownstones, charming townhouses, and stunning waterfront views along the Charles River. For those seeking a home in this desirable neighborhood, there are excellent opportunities available for under $2 million. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Charlestown has a diverse range of properties to suit your needs. From beautifully renovated homes that offer modern amenities to classic residences that exude historic charm, you can find the perfect space to call your own.

Living in Charlestown means enjoying a tight-knit community atmosphere, complete with local cafes, boutique shops, and an array of dining options. With easy access to public transportation and major highways, commuting to downtown Boston or beyond is a breeze. The neighborhood also boasts picturesque parks and waterfront spaces, perfect for leisurely strolls or family outings.

Discover the allure of Charlestown, where history meets contemporary living, and find your dream home today!

Newest Charlestown Homes under $2 million

$640,000

2 Beds ⋅ 1 Baths ⋅ 73587696 MLS

Stunning top-floor condo with breathtaking city views! This gorgeous 2-bedroom, 1-bath home combines classic charm with modern convenience, offering spectacular views of the Bunker Hill Monument and the Boston Skyline. The eat-in kitchen features granite countertops and stainless steel appliances. The kitchen opens directly to the sun-drenched living room with a fireplace and decorative windows that flood the home with incredible natural light. The two spacious bedrooms offer ample closet space. High ceilings thru-out. Most windows have been replaced, adding to the comfort and appeal of this inviting home. A true standout is the expansive rooftop deck, where unobstructed city views create an incredible backdrop for morning coffee, entertaining, or watching the city lights at the end of the day. Ideally located just minutes from the USS Constitution, Boston National Historical Park, Harbor Shuttle service, and all that the Charlestown Navy Yard has to offer. Quick access to the Orange Line and the 92 and 93 bus routes, making commuting to downtown Boston a breeze. With its combination of historic charm, wonderful views, outdoor space, and unbeatable location, this is a fantastic opportunity to enjoy the best of Charlestown and Boston living.

73 Sullivan St Unit 4, Boston

Listing courtesy of Listing Agent: The Chi Team from Listing Office: William Raveis R.E. & Home Services.

$1,775,000

3 Beds ⋅ 3 Baths ⋅ 73587337 MLS ⋅ ['40 Mount Vernon Street Condominium'] BLDG.

Located on a sought after gas-lit street, just off Monument Square, this spacious, 3+BR/3BA, 2,192sf, brick home is the result of a spectacular 2024 renovation with exceptional custom finishes throughout. The open main living area centers around a beautiful gas fireplace, framed by custom built-ins, flowing naturally into a gourmet kitchen equipped with white shaker cabinetry, farmer's sink, quartz countertops and JennAir stainless appliances. A private deck is just off the kitchen/living area and features streaming afternoon sun and a built-in gas line for grilling - perfect for entertaining. The main level also offers two bedrooms, including an elegant primary with a custom walk-in closet and ensuite bath w/double vanity and custom tiled shower. A well-appointed second bedroom sits towards the front of the unit, adjacent to a full bath with shower and tub. On the lower level, a spacious family room features a built-in bar with wine fridge, and a conveniently located full bathroom with tiled, glass enclosed shower. This floor also hosts an expansive king size third bedroom w/ample closet space. A private storage unit is located in the common area of the basement. The Navy Yard, Training Field Park, town center restaurants and shops, North End dining, and TD Garden are all just moments away. Rental garage parking at The Nautica Garage.

40 Mount Vernon Street Unit 1, Boston

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

$1,075,000

3 Beds ⋅ 2 Baths ⋅ 73585426 MLS ⋅ ['Bunker Hill Street Condominium Trust'] BLDG.

This spacious, sunny, and beautifully updated, 2BR+den/2BA penthouse duplex spans over 1,444sf and features high ceilings, exposed brick, and pristine hardwood floors throughout. The main level is an entertainer’s dream with an open layout between kitchen, dining and living areas. The chef’s kitchen features white cabinetry, white quartz countertops, subway tile backsplash and stainless steel appliances. The elegant dining area offers an exposed brick wall and flows to a large front living area with exposed brick wall and three south-west facing windows, providing great sunlight. Tucked just off the dining area on this main floor is an updated full bathroom. The upper floor features two generous sized bedrooms, a middle den used as an office or guest space, and an updated full bath with a shower/tub. There are front and back staircases for ease of getting to upper floor. A private roof deck off the upper floor boasts sweeping 360-degree views of the Boston skyline, Bunker Hill Monument, and peeks to the Mystic River. Amenities include: private basement storage, in unit W/D, rental parking nearby and close proximity to shops, restaurants and transportation.

243 Bunker Hill Street Unit 2, Boston

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

$779,000

2 Beds ⋅ 2 Baths ⋅ 73585013 MLS ⋅ ['Parris Landing Condominiums'] BLDG.

Welcome to Parris Landing #1104, a spacious and well appointed 2-bedroom, 2-bath residence offering 937 square feet of comfortable living in one of Charlestown’s premier full-service buildings. The open layout is highlighted by floor-to-ceiling windows that fill the home with natural light and create a bright, airy feel throughout, and look onto quiet green sections of the park. Both full bathrooms were beautifully updated in 2026, the entire residence has been freshly painted, and there are thoughtful renovation touches throughout like new light fixtures and smart home thermostat, making this home truly move-in ready. The unit also includes one self-parking space in attached garage. Parris Landing offers an exceptional amenity package including a fully equipped fitness center, heated outdoor pool, 24/7 concierge, maintenance services, and professional on-site management. This unit is in building one, the most centrally located placement for all the building has to offer. Enjoy convenient, low-maintenance living in the historic Charlestown Navy Yard with easy access to the waterfront, North End, downtown Boston and major transportation routes including the MBTA ferry stop and bus pick-ups steps from the building.

42 8th St Unit 1104, Boston

Listing courtesy of Listing Agent: Myles Couyoumjian from Listing Office: Coldwell Banker Realty - Boston.

$765,000

1 Beds ⋅ 1 Baths ⋅ 73584482 MLS

Sun-swept 1+ bedroom penthouse loft in the heart of Charlestown! A dramatic open floor plan showcases soaring vaulted ceilings, exposed brick and beams, and a wood-burning fireplace, while skylights flood this top-floor space with beautiful natural light. Original wide-plank pine floors, recently custom matte finished, are a standout feature in this historic home. The kitchen captures a picture-perfect view of the Monument and features ample cabinetry, stainless steel appliances, and a breakfast bar overlooking the main living area. The open living and dining creates an inviting space for everyday living and entertaining, while a unique open loft offers flexibility for a second bedroom, guest space, or home office. Generous closet space, in-unit laundry, air conditioning, low condo fee, exclusive roof rights and dedicated basement storage complete this one-of-a-kind penthouse. Ideally located with neighborhood restaurants, cafes, and shops at your doorstep, and minutes to downtown, TD Garden, public transportation, and Logan Airport.

3 Dexter Row Unit 3, Boston

Listing courtesy of Listing Agent: Shannon McNamara from Listing Office: William Raveis R.E. & Home Services.

$1,195,000

2 Beds ⋅ 2 Baths ⋅ 73584388 MLS

Tucked away just behind the energy and convenience of Main Street, this charming single-family home beautifully blends antique character with thoughtful modern updates and amenities. Ideally located near Rt. 93, Assembly Row, the Orange Line, Whole Foods, Hood Park/Cambridge Crossing and popular neighborhood restaurants and shops like Monument, Junebug, Monroe Home and La Saison Bakery, this home offers both a peaceful setting and easy access to everything you need. The gut-renovated kitchen is the heart of the home, featuring Brazilian White Pearl quartzite countertops, custom hickory cabinetry, Bosch stainless steel appliances and a sun-filled bump-out with floor-to-ceiling windows. French doors in the living area open to a private patio/courtyard that wraps around the side of the home creating a wonderful extension of the living space for outdoor entertaining. The second-floor offers expansive, flexible space with a separate nook ideal for a home office along with an additional living area, full bathroom and laundry. The top floor features a primary bedroom with skylight and a second bedroom being used as a nursery with a beautifully renovated Jack-and-Jill bathroom. Additional features include 3 ductless mini-split systems for air conditioning, a new Burnham gas-fired boiler and ample basement storage. A wonderful opportunity to enjoy the character of a classic single-family home with the comfort, flexibility and upgrades of modern living.

281 1/2 Main Street Unit 281, Boston

Listing courtesy of Listing Agent: Neda Vander Stoep from Listing Office: Coldwell Banker Realty - Boston.

$1,195,000

2 Beds ⋅ 2 Baths ⋅ 73584384 MLS

281 1/2 Main Street, Boston

Listing courtesy of Listing Agent: Neda Vander Stoep from Listing Office: Coldwell Banker Realty - Boston.

$625,000

1 Beds ⋅ 2 Baths ⋅ 73584185 MLS ⋅ ['The Courtyard'] BLDG.

This oversized, sun-drenched, 1BR/1.5BA, penthouse duplex offers an exceptional blend of loft-style living and modern convenience in a historic schoolhouse setting. Highlights include dramatic 14-foot ceilings and soaring 6+’ windows that flood the open-concept layout with natural light and showcase stunning views of The Courtyard and The Monument. The home features beautiful hardwood floors in the open living and dining areas. The kitchen is fully equipped with stainless-steel appliances. The lofted bedroom suite serves as a true private retreat, featuring an en-suite half bath complete with a soaking tub, as well as direct access to a private deck with Monument views. Amenities: in-unit W/D, dedicated garage parking space, on site fitness center, elevator, club room, professional management and common courtyard w/seating. Located at The Courtyard, an original schoolhouse conversion, this residence provides the "lock-and-leave" ease of a professionally managed elevator building close to town center restaurants, shops, TD Garden, North End, and Logan Airport.

47 Harvard Street Unit C402, Boston

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

$1,925,000

3 Beds ⋅ 4 Baths ⋅ 73583932 MLS

A showstopper single family on Lawnwood Place with garage parking! Set on one of Charlestown’s most picturesque gas-lit streets, this custom-designed 3 bedroom, 3.5 bathroom home pairs sophisticated finishes with exceptional indoor/outdoor living. The first floor offers a flexible bedroom/home office with murphy bed, custom built-ins, spa-like full bath with radiant heated floors & direct access to a private stone patio & attached garage. Upstairs, a dramatic great room spans the entire floor with high ceilings, a wall of windows, open living/dining space, gas fireplace & custom built-ins. The striking kitchen features inset double-stacked cabinetry, mosaic marble backsplash, Thermador appliances, quartz counters, oversized island, and french doors that lead to a private deck. The top floor offers two generous bedrooms & two full baths, including a beautifully appointed primary suite. The roof deck captures direct skyline views, western sunsets & the Monument. 5-inch oak floors, designer finishes, central air & three private outdoor spaces complete this home, ideally situated at the end of a dead-end street, convenient to public transportation, restaurants & shops.

14 Lawnwood Place, Boston

Listing courtesy of Listing Agent: Tracy Shea from Listing Office: Coldwell Banker Realty - Boston.

$1,695,000

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..

$1,895,000

4 Beds ⋅ 4 Baths ⋅ 73582480 MLS

**BOM - Buyer's could not perform** The one you have been waiting for! Here is your chance to own a picture-perfect 4 bed/3.5 bath single family with TWO car garage parking. Ground-up construction by one of Charlestown’s premier builders, this flawless property provides everything you could ask for, and then some. Step into luxury-level living with incredible natural light, three sides of exposure, an idyllic floor plan, and designer finishes throughout. Magazine-quality kitchen features floor-to-ceiling cabinetry, professional-grade appliances, built-in breakfast bar, and direct access to formal dining. Oversized living room (suitable for a suburban sectional!) is the ideal space to relax or entertain. Primary suite is out of a magazine—offering room for a king-size, bow window with reading nook, walk-in closet, and custom bath featuring double vanity & frameless glass shower. Large and dimensional guest beds, with dedicated full baths, are optimal for the growing family. Ample space for home office and/or gym. Enjoy the seasons on your private balcony and expansive, fully enclosed stone patio—perfect for alfresco dining and entertaining guests. A truly rare opportunity just steps to everything Charlestown has to offer!

44 Sackville St, Boston

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

$1,799,000

3 Beds ⋅ 4 Baths ⋅ 73582323 MLS

Located on a charming side street in the heart of Charlestown, this exceptional 3-bedroom, 3.5-bath home with off-street parking offers the space and feel of a single-family residence with the convenience of city living. The main level features an open-concept living, dining, and kitchen area with custom cabinetry, stainless steel appliances, and a commercial-style Thermador range. Sliding doors lead to a private, fenced-in patio—ideal for entertaining. The lower level offers a versatile bonus family room, home office or gym space, full bath, and laundry, providing excellent additional living space and storage. Upstairs, the spacious primary suite is filled with natural light and features a walk-in closet and luxurious en-suite bath with a tub, large frameless step in glass shower, and double vanity. The top floor includes two generously sized bedrooms, one with a built-in Murphy bed and desk, plus a renovated full bath with double vanity. Additional highlights include central A/C, hardwood floors, and abundant storage throughout. Offering a flexible layout, private outdoor space, and off-street parking, this home combines the feel of a single-family residence with the convenience of being close to everything Charlestown has to offer.

6 Franklin St Unit 2, Boston

Listing courtesy of Listing Agent: Martha Toti from Listing Office: Coldwell Banker Realty - Boston.

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