Charlestown Homes under $750,000

Welcome to Charlestown, a historic and vibrant neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich maritime history and stunning views of the Boston skyline, Charlestown offers a unique blend of charm and modern living. With its cobblestone streets and iconic sites like Bunker Hill Monument and the USS Constitution, this area is not just a place to live but a community steeped in culture and heritage.

For those seeking a home in this picturesque neighborhood, Charlestown presents an array of options under $750,000. Whether you’re a first-time homebuyer or looking to downsize, you’ll find a variety of properties that cater to different lifestyles and preferences. From cozy condos with breathtaking views to charming townhouses that exude character, there’s something for everyone in this thriving community.

Residents enjoy easy access to Boston’s downtown area, with numerous public transportation options, including the subway and bus lines. The neighborhood is also home to a variety of parks, restaurants, and shops, making it an ideal place for families, professionals, and anyone looking to immerse themselves in Boston’s vibrant culture.

Charlestown’s strong sense of community, combined with its historical significance and convenient location, makes it a highly desirable place to call home. With homes available under $750,000, now is the perfect time to explore the possibilities in this captivating neighborhood. Embrace the charm of Charlestown and discover your dream home today!

Newest Charlestown Homes under $750,000

$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.

$689,000

2 Beds ⋅ 1 Baths ⋅ 73581914 MLS

This bright and inviting two-bedroom, one-bath condo offers a fantastic opportunity to enjoy the best of Charlestown. The spacious open-concept layout connects the living, dining, and kitchen areas, complemented by wide-plank pine floors, tall ceilings, and excellent natural light throughout. The kitchen features custom cabinetry, granite countertops, and stainless steel appliances, with plenty of room for a dedicated dining area. Both bedrooms are generously sized and offer customized closet storage, while one bedroom provides direct access to a private balcony—an ideal spot to enjoy some fresh air. Additional highlights include central air conditioning, laundry in the building, and a pet-friendly association.

50 Sullivan Unit 2, Boston

Listing courtesy of Listing Agent: Luke Auen from Listing Office: Compass.

$649,000

1 Beds ⋅ 1 Baths ⋅ 73581415 MLS

Ideally situated in the heart of Charlestown, this charming 1 bedroom, 1 bathroom home offers approx. 700 square feet of living space and the exceptional convenience of a deeded off-street parking spot with an EV Charger. Newly refinished original wide-plank pine floors add warmth and character throughout. The recently renovated kitchen opens to a spacious dining area that also offers flexibility for a home office or additional living space. At the front of the home, the bright living room features custom built-ins and abundant natural light, while the generously sized bedroom enjoys corner exposure. A private deck off the kitchen extends the living space outdoors and leads directly down to the deeded parking spot. Just moments from Charlestown’s shops, restaurants, parks and public transportation, with easy access to Downtown Boston. Additionally, generous basement storage adds exceptional functionality and usable space to the unit.

74 School Street Unit 2, Boston

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

$479,000

2 Beds ⋅ 1 Baths ⋅ 73578829 MLS ⋅ ['Essex Tower Condominium'] BLDG.

Historic Charlestown charm meets everyday convenience at Essex Tower. This garden-level residence offers approximately 730 square feet with a bedroom and a separate bonus office/bedroom with a closet, adding versatility to the layout. Wood floors and high ceilings create an inviting setting, complemented by a kitchen with granite countertops, stainless steel appliances, and ample cabinetry. Enjoy the convenience of in-unit laundry, central air conditioning, and a tiled full bath with a tub/shower combination. Located in a professionally managed brick elevator building with an entrance on Essex Street, this home puts Main Street’s cafés, restaurants, and shops close to your doorstep. Nearby parks and Charlestown’s historic streets offer plenty to explore, while public transportation and access to downtown Boston keep you connected to the city. Settle in this fall and make the best of Charlestown part of your everyday life.

356-358 Main St Unit G2, Boston

Listing courtesy of Listing Agent: Patrick Arone from Listing Office: Colonial Realty Associates, LLC.

$709,000

2 Beds ⋅ 1 Baths ⋅ 73578372 MLS

Welcome to this warm and inviting 2-bedroom residence with a built-in home office, ideally located in the heart of Charlestown just blocks from Monument Square. Freshly painted throughout, this bright and character-filled home offers a wonderful blend of historic charm and modern updates. The spacious living areas feature beautiful hardwood floors and abundant natural light. The kitchen showcases exposed brick, granite countertops, stainless steel appliances, and plenty of cabinet space, creating a functional and stylish space for everyday living and entertaining. One of the bedrooms has been thoughtfully designed with a built-in office area, making it ideal for working from home, a study, or additional flex space. Enjoy access to a common roof deck with breathtaking Boston skyline views, perfect for relaxing, entertaining, or taking in the city at the end of the day. The unit also includes private additional storage and convenient free shared laundry within the building. Perfectly situated in one of Charlestown's most desirable locations, you'll be just moments from Monument Square, the MBTA, local shops, parks, restaurants, and neighborhood favorites. With its combination of character, updates, flexible living space, and an unbeatable location, this is a fantastic opportunity to experience everything Charlestown has to offer.

17 Green St Unit 2, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$575,000

1 Beds ⋅ 1 Baths ⋅ 73578337 MLS

Exceptional Historic Property & Location! Beacon Hill-style one-bedroom located in Charlestown's Gaslight Town Hill District. Prime Harvard Street Location! Just off the Harvard Mall! Lovely Renovated One-Bedroom Condominium with Charm & Sophistication! Freshly painted, with gleaming hardwood floors throughout. Architect-designed, open-concept style with a wonderful front-to-back Open Living Room & Dining Room! Custom elevated kitchen fully equipped with abundant cherry cabinetry! Entire Wall of Exposed Brick! Sun-drenched oversized windows! Large bedroom with 2 southwest-facing windows! Superior Closet and in-unit storage space/oversized pantry! Common Washer/Dryer. Minutes from Whole Foods, T, restaurants, waterfront, MGH, North End & Financial District! Don't miss out on this wonderful, warm, and embracing home. Sparkling move in condition!

20 Harvard St. Unit 3, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.

$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.

$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.

$674,000

2 Beds ⋅ 1 Baths ⋅ 73572782 MLS

Walls of windows and Park Views! Light filled corner two bedroom overlooking Edwards Park. The ideal centralized location, just moments to Whole Foods, 2 orange line T stations, and multiple shops and restaurants, this spacious home boasts a new kitchen and bath renovation! Gleaming white cabinets, stone countertops and stainless appliances with an entertaining peninsula and an eat-in area highlighted by multiple windows make the dream gathering space and features dishwasher and disposal. The spacious living room is highlighted by a wood burning fireplace. Modern conveniences such as central air conditioning and in unit Washer and Dryer in the heart of charming and historic Charlestown. Parlor level, it is perfectly situated to have full sun with minimum stairs. Professionally managed and pet friendly.At under $650 per foot in a prime and desirable location, with no work needed, this property makes a solid investment with monthly returns and growing equity.

356-358 Main Street Unit 10, Boston

Listing courtesy of Listing Agent: Betsy Herald from Listing Office: The Charles Realty.

$699,000

2 Beds ⋅ 2 Baths ⋅ 73572548 MLS ⋅ ['11 Parker Street Condominium'] BLDG.

Commuter’s dream location on the border of Charlestown and Somerville! Don't miss this beautiful 2-bedroom, 2-bath second-floor condo offering the perfect blend of modern comfort and city convenience.This 960-square-foot home features bright living spaces, hardwood floors, and timeless custom built-in cabinets. The modern kitchen flows seamlessly into a spacious living room and dining area, perfect for entertaining! Central AC for cooling and heating with Ecobee smart control. Step outside to your own private back deck, or head downstairs to find basement storage and common washer/dryer. Best of all, the unit includes one deeded off-street parking space. Located just a short walk from the MBTA's Sullivan Square Station, East Somerville Station and Assembly Station with quick access to I-93. Only minutes from shopping and dining at Assembly Row and Encore Boston Harbor. Move-in ready and perfectly situated—this won't last!

11 Parker St Unit 2, Boston

Listing courtesy of Listing Agent: Christie Xie from Listing Office: Nuage Real Estate Group.

$700,000

1 Beds ⋅ 1 Baths ⋅ 73555967 MLS

Tucked away in Charlestown’s City Square, this oversized one bedroom, one bathroom condo offers a rare blend of charm and modern updates. The bedroom features soaring ceilings and a charming loft, creating a flexible retreat perfect for additional storage, a reading nook, or a creative workspace. The freshly renovated bathroom is flooded with natural light. Open up the Juliette balcony skylight to enjoy fresh air and views, adding to the home's peaceful, tucked-away feel. Rich in character and thoughtfully updated, this one-of-a-kind residence offers the perfect balance of historic Charlestown charm and modern comfort.

21 Harvard St Unit 4, Boston

Listing courtesy of Listing Agent: Kerry D'Ambroise from Listing Office: Columbus and Over Group, LLC.

$675,000

2 Beds ⋅ 2 Baths ⋅ 73555889 MLS

This spacious, thoughtfully designed condo offers two levels of living in a professionally managed building. Soaring ceilings enhance the open-concept main level, where a well-appointed kitchen features white cabinetry, stainless steel appliances, granite countertops, a subway tile backsplash, and a peninsula with bar seating—perfect for casual dining and entertaining. The inviting living area includes a fireplace with custom built-ins, creating a warm and functional focal point. A convenient half bath is located just off the entry. Upstairs, the generous primary bedroom can fit a queen or king size bed and has excellent natural light. A separate loft-style room with a door and closet provides exceptional versatility—ideal for a guest space, home office, or additional sleeping area. The full bathroom is located next to both bedrooms. Don’t miss the in-unit laundry and central air conditioning!

356-358 Main St Unit 12, Boston

Listing courtesy of Listing Agent: Kerry D'Ambroise from Listing Office: Columbus and Over Group, LLC.

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