Charlestown Homes under $2 million

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 old-world charm and modern convenience. With its iconic Bunker Hill Monument and the picturesque waterfront, residents enjoy a scenic backdrop that reflects the area’s storied past while embracing the future.

Charlestown’s community is characterized by its friendly atmosphere, making it an ideal place for families, young professionals, and retirees alike. The neighborhood boasts an array of parks, local shops, and trendy restaurants that cater to every palate. Whether you're strolling along the historic cobblestone streets or enjoying a sunset at the Charlestown Navy Yard, there's always something to explore.

For those seeking a home in this enchanting area, you'll be pleased to know that there are beautiful properties available for under $2 million. From charming brownstones with period details to modern condos with stunning views of the Boston skyline, there’s a diverse selection of homes that cater to various lifestyles and preferences. Each property tells its own story, inviting you to become part of the rich tapestry that is Charlestown.

With easy access to public transportation and major highways, commuting to downtown Boston and beyond is a breeze. The combination of historical significance, community spirit, and a variety of housing options makes Charlestown a highly sought-after destination for homebuyers. Discover your dream home in Charlestown today, and experience the perfect blend of history, charm, and modern living!

Newest Charlestown Homes under $2 million

$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. 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.

$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.

$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.

$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.

$1,199,000

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..

$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. This conveniently located home is close to numerous restaurants, the Bunker Hill Mall with Whole Foods, and all that 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.

$574,000

1 Beds ⋅ 1 Baths ⋅ 73587892 MLS

Welcome to Parris Landing in the historic Charlestown Navy Yard. This one-bedroom residence pairs sweeping views of the Boston skyline, Zakim Bridge and Navy Yard Park with one of the building’s most desirable conveniences: a self-park garage space. The open kitchen features white cabinetry, granite countertops, stainless steel appliances, gas cooking, a custom pantry and peninsula with bar seating, flowing seamlessly into the living and dining area with bamboo floors and an oversized window framing the city beyond. The sun-filled bedroom offers a spacious walk-in closet with a custom California Closet system, while the full bath features a tiled tub/shower and granite-topped vanity. Parris Landing offers full-service living with 24-hour concierge, professional on-site management, heated outdoor pool, fitness center, clubroom and beautifully maintained common spaces. All of this in an exceptional waterfront location moments from the Harborwalk, Charlestown Ferry, neighborhood dining and the best of the Navy Yard.

42 8th Street Unit 1519, Boston

Listing courtesy of Listing Agent: Paul Whaley/Charlie Ring Team from Listing Office: Coldwell Banker Realty - Boston.

$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.

$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.

$1,175,000

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.

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Charlestown Homes under $2 million

Newest Charlestown Homes under $2 million

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