Charlestown Real Estate

Charlestown Real Estate

Welcome to Charlestown, a vibrant neighborhood nestled in the heart of Boston, Massachusetts. Rich in history and brimming with charm, this unique area offers residents a delightful blend of old-world character and modern conveniences. Known for its iconic Bunker Hill Monument and the historic USS Constitution, Charlestown is steeped in American Revolutionary history, making it a fascinating place to call home.

As you stroll through the tree-lined streets, you'll be captivated by the stunning architecture that reflects its colonial past, featuring beautifully preserved brownstones and brick buildings. The neighborhood is a tight-knit community, where friendly faces greet you at local coffee shops, boutiques, and restaurants. Charlestown's culinary scene is a food lover's paradise, with a variety of dining options ranging from cozy cafes to upscale eateries, all offering delicious fare that showcases the best of New England cuisine.

For outdoor enthusiasts, Charlestown boasts lush parks and waterfront spaces, perfect for enjoying a sunny day or taking a leisurely walk along the Harborwalk. With easy access to public transportation, residents can seamlessly connect to downtown Boston and beyond, making it an ideal location for both professionals and families alike.

With its rich history, community spirit, and convenient amenities, Charlestown is not just a place to live—it's a lifestyle. Whether you're looking for a historic home or a modern condo with stunning views, Charlestown has something for everyone. Come discover the charm of this remarkable neighborhood and see why so many are proud to call Charlestown home!

Newest Listings in Charlestown

$817,000
2 Beds ⋅ 2 Baths ⋅ 73570370 MLS ⋅ ['Nautica'] BLDG.
Bright and spacious 2-bed/2-bath residence with garage parking at Nautica in historic Charlestown. This is a City of Boston - BPDA unit with specific income requirements. Inquire with listing agent for more details. This well-appointed home features an open-concept living and dining area with hardwood floors, gas fireplace, custom built-ins, and oversized windows offering abundant natural light and Navy Yard views. The kitchen includes stainless steel appliances, ample cabinetry, and a functional layout ideal for everyday living and entertaining. Generous primary suite with excellent closet space and sun-filled exposure. Spacious second bedroom perfect for guests, home office, or nursery. Additional features include central air, in-unit laundry, elevator access, and garage parking. Professionally managed elevator building with beautifully landscaped grounds. Buyer's income and assets subject to verification and approval by BPDA.

73 Chelsea St Unit 305, Boston

Listing courtesy of Listing Agent: Jesse MacDonald from Listing Office: Gibson Sotheby's International Realty.
$1,025,000
73570201 MLS
Absolutely Prime Location! an Extremely Rare Opportunity to own a private entrance commercial condominium space in the Heart of Thompson Square! Almost 1200SF of Space all on one level! Private way parking option, ask agent for details. Great Visibility and Easy Access from Community College T station and a bus stop at your door! Minutes to Financial District & all major routes! This impressive space has been meticulously and totally renovated with elegant period details still intact including tin ceilings and marble mantels! Uniquely designed with some towering ceilings and a skylight in one office and exposed brick walls too! Superior Layout with 4 Private Office Suites including a huge conference room and a large welcoming Reception area! New office kitchenette and half bathroom! Exclusive basement storage area. See the attached floor plan! Highly sought after opportunity! Don't Miss out on this valuable blue chip asset!

1 Church Court Unit 1, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.
$775,000
2 Beds ⋅ 2 Baths ⋅ 73570071 MLS
Welcome to this stunning 2 bed, 2 bath condo with a spacious layout and high-end finishes. The chef’s kitchen boasts quartzite counters, stainless steel appliances, a wine fridge, and an oversized island perfect for entertaining. Hardwood floors and high ceilings flow into a bright living room, while a custom breakfast nook framed by bay windows offers the ideal spot for morning coffee. The lower level features a king-sized primary suite, second bedroom, full bath, laundry, and generous storage. Enjoy private outdoor living with both a deck and patio, plus an additional storage area. Ideally located near Assembly Row, Sullivan Square T stop, and major highways—this home is a must-see!

25 Brighton St Unit 1, Boston

Listing courtesy of Listing Agent: Sarah Fillmann from Listing Office: Coldwell Banker Realty - Boston.
$2,299,000
4 Beds ⋅ 4 Baths ⋅ 73566537 MLS ⋅ ['56 Belmont Street Condo Association'] BLDG.
Discover unparalleled luxury in Charlestown, a stunning condominium residence with direct elevator entry that exemplifies amazing design and top-tier materials. This luxurious house is in great condition, ready for you to move in and enjoy. The heart of this home is undoubtedly the open floor plan kitchen, a culinary masterpiece boasting shaker cabinets crowned with elegant molding, and stone countertops that provide both beauty and durability. Cooking enthusiasts will appreciate the high-end range oven and stovetop, complemented by a wall chimney range hood and a built-in refrigerator. A large kitchen island offers ample space for preparation and casual dining, while a kitchen bar and wine cooler invite effortless entertaining. The backsplash adds a touch of artistry to this already impressive space. The living room offers a warm and inviting atmosphere, enhanced by a fireplace that serves as a focal point and intricate crown molding that adds a touch of sophistication. Garage arking

56 Belmont St Unit 2, Boston

Listing courtesy of Listing Agent: Herion Karbunara from Listing Office: Herion Karbunara.
$810,000
2 Beds ⋅ 2 Baths ⋅ 73565013 MLS
Nestled in an unbeatable location, this beautifully appointed 2-bedroom, 2-full-bath corner residence offers a rare combination of exceptional natural light, sweeping city views, and stunning vistas of the Zakim Bridge from every window. An inviting open-concept floor plan centers around a gas-fireplaced living room surrounded by glass, filling the home with abundant sunlight throughout the day. Architectural character abounds with gleaming hardwood floors, an exposed brick accent wall, recessed lighting, and custom window treatments. The intimate dining area flows seamlessly into a bright white kitchen featuring gas cooking, stainless steel appliances, abundant cabinetry, pendant lighting, and a spacious peninsula with counter seating. Thoughtful conveniences include in-unit laundry, central air conditioning, generous private storage, and common roof rights. Enjoy the ultimate Boston lifestyle with easy access to Mass General Hospital, multiple MBTA T stations within walking distance, exceptional restaurants, local boutiques, and vibrant neighborhood amenities. A truly special urban home offering space, sunlight, character, and sensational views in a premier location.

253-255 Main St. Unit 2, Boston

Listing courtesy of Listing Agent: Eric Glassoff from Listing Office: Coldwell Banker Realty - Brookline.
$1,200,000
2 Beds ⋅ 2 Baths ⋅ 73562449 MLS ⋅ ['Chestnut Street Condominiums'] BLDG.
Absolutely Premier Location! Tree-lined and Gaslit Chestnut Street between the historic Training Field and Monument Square! A remarkable Home with a Garage Parking Space! Boutique style elevator building! Professionally managed. 2 Bedroom, 2 Bathroom residence with an impressive open Living room and dining room with a wood-burning Fireplace! Chef's kitchen with a large shelved pantry! Laundry in-unit! All systems and finishes are original and require updating or replacement. Come and renovate on your own and make this your perfect dream home. Exceptional floor plan for easy City living. The primary bedroom is enormous, with an en suite bathroom. Minutes from Everything in Charlestown & Boston! Bring your creative ideas to this ultimate blank canvas! A truly rare opportunity is that this residence can also be delivered totally renovated. Please contact the agent for more detailed information. Don't miss these outstanding options to be in the best location in town!

33 Chestnut Street Unit 104, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.
$798,000
1 Beds ⋅ 2 Baths ⋅ 73556988 MLS
Unique in every way, this row house with a private patio perfectly embodies the historic charm of Charlestown. Ideally located a short distance from the Orange Line T, public amenities like the community garden & theater, and Ctown's best shops & restaurants, this meticulously updated property provides comfort and privacy against the backdrop of vibrant city life. The practical layout features an entryway mudroom, a spacious exposed-beam kitchen & dining area, a 1st floor bath, a generously sized living room with a murphy bed, a top floor bedroom suite with walk-in closet & second full bath, basement storage, and in-unit laundry. Recent updates include A/C (2022), Anderson windows throughout (2024), custom window treatments, a new oven (2025), a new hot water heater (2026), fresh paint, and bedroom carpeting. Located down a charming brick path, this turn-key property is filled with sunlight and views of mature trees in its idyllic setting. Take advantage of the city's residential exemption to lower your taxes. All of this with no HOA!

4 Short Street Pl Unit 4, Boston

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.
$798,000
1 Beds ⋅ 2 Baths ⋅ 73556614 MLS
Unique in every way, this row house with a private patio perfectly embodies the historic charm of Charlestown. Ideally located a short distance from the Orange Line T, public amenities like the community garden & theater, and Ctown's best shops & restaurants, this meticulously updated property provides comfort and privacy against the backdrop of vibrant city life. The practical layout features an entryway mudroom, a spacious exposed-beam kitchen & dining area, a 1st floor bath, a generously sized living room with a murphy bed, a top floor bedroom suite with walk-in closet & second full bath, basement storage, and in-unit laundry. Recent updates include A/C (2022), Anderson windows throughout (2024), custom window treatments, a new oven (2025), a new hot water heater (2026), fresh paint, and bedroom carpeting. Located down a charming brick path, this turn-key property is filled with sunlight and views of mature trees in its idyllic setting. Residential exemption available to reduce taxes. All of this with no HOA!

4 Short Street Place, Boston

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.
$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.
$700,000
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.
$1,100,000
73554761 MLS
Retail Condo in the heart of Charlestown! This street level space sits on the corner of High & Green Streets boasting 1,550 SF of excellent retail space plus an additional 800 SF of basement storage space available.

54 High St, Boston

Listing courtesy of Listing Agent: Whitney Gallivan from Listing Office: Boston Realty Advisors.
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 73552745 MLS
Looking for more space? This townhouse-style condo offers three levels of thoughtfully designed living, featuring three bedrooms, private home office, and two and a half bathrooms—the perfect blend of comfort, functionality, and modern luxury. The open-concept main living level is ideal for both everyday living and entertaining, anchored by a chef's kitchen appointed with Sub-Zero and Wolf appliances, custom cabinetry, and high-end finishes. Expansive living and dining areas are filled with natural light. The primary suite is complete with a walk-in closet and a luxurious ensuite bath featuring a soaking tub. Two oversized bedrooms and a private home office offers the ideal work-from-home setup to round out the space. Don't miss the private roof deck and wet bar. The coveted garage parking and a private yard, this home offers the ease of townhouse living with the benefits of condominium ownership. Ideally located in historic Charlestown, you'll enjoy easy access to neighborhood restaur

237 Bunker Hill St Unit 237, Boston

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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.