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$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.
$774,000
2 Beds ⋅ 2 Baths ⋅ 73541180 MLS
Welcome to 273 Bunker Hill Street, a freshly updated Charlestown residence offering over 1,200 square feet of thoughtfully designed living space. This spacious 2 Bed +Den, 1.5 Bath home features a brand-new full bathroom, generous living and dining areas, abundant natural light, a flexible layout ideal for entertaining, working from home, or simply enjoying city living, and the added benefit of private outdoor space. Perfectly positioned in one of Boston's most historic and sought-after neighborhoods, you'll be moments from Pier 6, The Monument, Tatte, Dovetail, Prima, Warren Tavern, the Bunker Hill Monument, Harborwalk, neighborhood parks, and local boutiques. Commuters will appreciate convenient access to Downtown Boston, North Station, Cambridge, major highways, and public transportation. Combining size, updates, location, outdoor space, and lifestyle, 273 Bunker Hill Street presents an exceptional opportunity to enjoy the very best of Charlestown living.

273 Bunker Hill St Unit 1, Boston

Listing courtesy of Listing Agent: Waypoint Realty Group from Listing Office: Coldwell Banker Realty - Boston.
$3,995,000
4 Beds ⋅ 6 Baths ⋅ 73541133 MLS
8 Lawrence Street offers the rare opportunity to enjoy the space and lifestyle of a suburban home right in the heart of Charlestown. With over 4,000 sq. ft. of custom-designed living space, this newly constructed home redefines luxury city living. Enter directly from the attached garage into an expansive open-concept main floor, where a sun-filled living room is framed by detailed crown molding and millwork. The gourmet chef’s kitchen flows seamlessly into a dedicated dining room that opens to a private patio and backyard, a true rarity in the city. The 2nd floor is home to a luxurious primary suite with 2 spacious walk-in closets and a spa-like en-suite bathroom, plus a secondary bedroom with its own en-suite and a laundry room. On the 3rd floor, you'll find 2 additional bedrooms with en-suite baths, along with a home office overlooking the surrounding greenery. A full roof deck offers sweeping views of Charlestown and the city skyline.

8 Lawrence St, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
$1,175,000
3 Beds ⋅ 4 Baths ⋅ 73540015 MLS ⋅ ["D'apice Condominiums"] BLDG.
Built in 2013, this townhouse-style residence offers modern, low-maintenance living in one of Charlestown's most convenient locations. The sun-filled open-concept living, dining, and kitchen area is designed for everyday living and effortless entertaining, anchored by a kitchen featuring granite countertops, stainless steel appliances, and abundant cabinetry. Upstairs offers spacious bedrooms and well-appointed baths, while the finished lower level provides flexible space for a guest suite, home office, gym, media room, or extended living. A private rooftop deck, two deeded off-street parking spaces, and a 3-minute walk to Sullivan Square Station complete the package. Enjoy direct Orange Line access to North Station, Haymarket, Downtown Crossing, and Back Bay, nearby Green Line connections to Cambridge and Somerville, immediate access to both northbound and southbound I-93, and minutes to Assembly Row, Bow Market, Cambridge Crossing, Kendall Square, Logan Airport, and downtown Boston.

8 Brighton St Unit 1, Boston

Listing courtesy of Listing Agent: Jack Yang from Listing Office: Coldwell Banker Realty - Cambridge.
$795,000
1 Beds ⋅ 1 Baths ⋅ 73538234 MLS
Welcome home to this beautifully renovated, sun-drenched 1-bedroom, 1-bathroom residence offering the ultimate blend of historic Charlestown charm and sleek, modern luxury. Situated in the absolute best location in the neighborhood, this home defines turn-key living. The current owner has already meticulously completed every update you could possibly want, leaving nothing left for you to do but move in, unpack, and enjoy.

100 Main Street Unit 2, Boston

Listing courtesy of Listing Agent: Daniel Wang from Listing Office: Engel & Volkers Boston.
$850,000
3 Beds ⋅ 2 Baths ⋅ 73537311 MLS
Single family good location with roof deck. Come and create your own single family. Total rehab needed.

15 Russell St, Boston

Listing courtesy of Listing Agent: Joseph McGonagle from Listing Office: Century 21 Elite Realty.
$2,625,000
5 Beds ⋅ 5 Baths ⋅ 73519421 MLS
There are levels to real estate construction... and this is the top! Welcome home to a no-expense-spared ground-up single family with an idyllic floorplan and designer finishes throughout. Open & inviting living with framed gas fireplace, 9' ceilings, and incredible natural light. Designer kitchen features oversized quartzite island, professional grade appliances, custom cabinetry, built-in bar, and direct access to formal dining. Oversized primary suite, with private balcony, is out of magazine! Featuring space for a kingsize, gigantic walk-in closet, and designer bath with frameless glass shower+double vanity+soaking tub. Generous guest beds with dedicated custom baths. Finished lower-level creates the perfect space for an au pair suite, media room/gym/home office. Enjoy the seasons on your fully enclosed stone patio and breathtaking roofdeck with panoramic views from Boston Harbor, across the Skyline, and over the Monument! A special home that truly "has it all". Free rental parking on Prospect Street!

14 Prospect St, Boston

Listing courtesy of Listing Agent: Adam Geragosian from Listing Office: William Raveis R.E. & Home Services.
$2,850,000
4 Beds ⋅ 4 Baths ⋅ 73512592 MLS
Perfectly positioned between the Training Field and the Charlestown Navy Yard, this newly renovated single-family brownstone offers four levels of luxury living in one of the neighborhood’s most coveted locations. The home features 4 bedrooms plus a large finished lower level with dedicated storage—ideal for a media room, gym, or playroom. A stunning chef’s kitchen with marble surfaces and Thermador appliances opens to a private patio with a gas grill hookup, perfect for indoor-outdoor entertaining.The primary suite is a true retreat, complete with a steam shower, gas stove, and a dedicated sitting area that opens to a private balcony with breathtaking city views. A second-level south-facing roof deck with a gas fire-pit hookup provides exceptional outdoor living. Beautiful exposed brick, refined finishes, and thoughtful craftsmanship are showcased throughout. This home combines new construction, period detail, historic surroundings, and unmatched Charlestown Walkability.

16 Chestnut Street, Boston

Listing courtesy of Listing Agent: Zachary Endicott from Listing Office: RE/MAX Encore.
$1,095,000
4 Beds ⋅ 2 Baths ⋅ 73497271 MLS
Tucked away off the street along a private walkway, this updated single-family home offers a rare sense of privacy in the heart of Charlestown. Thoughtfully renovated, this four-bedroom, two full bath home features a bright, sun-filled interior with quartz countertops, brand new stainless steel appliances, fresh paint, and new carpeting throughout. A flexible floor plan includes a first-floor bedroom—ideal for guests, home office, or den—nearby full bath with laundry. Generously sized bedrooms and an airy layout provide comfortable, versatile living. Step outside to a private patio, perfect for relaxing or outdoor dining. Additional highlights include a large, clean basement for storage or workshop use. A unique opportunity to own a single-family home offering both privacy and convenience near Charlestown amenities, transportation, and Boston. This wonderful residence lives and feels much larger than its square footage! Don't miss this truly outstanding opportunity!

18R Polk Street, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.
$840,000
2 Beds ⋅ 2 Baths ⋅ 73495408 MLS
Distinctive single-family set behind a private gateway along a secluded pathway, featuring a beautifully landscaped courtyard garden with mature perennials and over 1,000 bulbs and a cute garden shed—recognized as a Boston Garden Contest finalist. A compelling alternative to condo living, blending modern updates with old world charm.The kitchen redesigned to maximize space and functionality, offering a central island, exposed wood beams, granite countertops, and stainless steel appliances. A reimagined full bath and laundry area complete this level.Upstairs, the sun-filled living room showcases original wide pumpkin pine floors and a wood-burning fireplace, along with an updated full bathroom. The top floor is devoted to two cathedral-ceiling bedrooms, including a light-filled primary with skylight and additional hallway storage complete this level. A rare blend of timeless charm, excellent walkability to downtown, the waterfront, and local dining.

4 Mead Street Ct, Boston

Listing courtesy of Listing Agent: Lisa Godwin from Listing Office: Gibson Sotheby's International Realty.
$840,000
2 Beds ⋅ 2 Baths ⋅ 73494772 MLS
Distinctive single-family set behind a private gateway along a secluded pathway, featuring a beautifully landscaped courtyard garden with mature perennials and over 1,000 bulbs and a cute garden shed—recognized as a Boston Garden Contest finalist. A compelling alternative to condo living, blending modern updates with old world charm.The kitchen redesigned to maximize space and functionality, offering a central island, exposed wood beams, granite countertops, and stainless steel appliances. A reimagined full bath and laundry area complete this level.Upstairs, the sun-filled living room showcases original wide pumpkin pine floors and a wood-burning fireplace, along with an updated full bathroom. The top floor is devoted to two cathedral-ceiling bedrooms, including a light-filled primary with skylight and additional hallway storage complete this level. A rare blend of timeless charm, excellent walkability to downtown, the waterfront, and local dining.

4 Mead Street Ct, Boston

Listing courtesy of Listing Agent: Lisa Godwin from Listing Office: Gibson Sotheby's International Realty.

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