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$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.
$500,000
1 Beds ⋅ 1 Baths ⋅ 73547047 MLS ⋅ ['Essex Towers Condominium'] BLDG.
One-bedroom condominium with bonus room and high ceilings. Exceptionally versatile, this home lives much larger than its square footage. The thoughtfully designed floor plan includes a spacious primary bedroom plus a separate room with a window and closet, currently used as a home office and guest space. The functional layout flows from the kitchen into the living room, creating comfortable everyday living. Additional features include central air conditioning, in-unit washer and dryer, and a pet-friendly association. Located in a professionally managed elevator building with direct elevator access from the lobby to the garden level. Conveniently situated near Charlestown's shops, restaurants, public transportation, and major commuter routes.

356-358 Main Street Unit 1, Boston

Listing courtesy of Listing Agent: Jayne Kramer from Listing Office: Engel & Volkers Boston.
$5,799,900
73545961 MLS
Rare Jewel APPROVED BY THE CITY OF BOSTON AS AN 8 UNIT BROWNSTONE CONDO PROJECT WITH PARKING FOR EVERY UNIT. One of the most sought after neighborhoods in Boston...dripping with the charm that defines Boston...surrounded by other Brownstones and located in this enchanting Monument Sq Neighborhood. Adorned with stunning views of the Boston Skyline. Two years in the making, this amazing project comes with plans and has already been approved. ORIGINAL STRUCTURE HAS 7100 SQ FT WITH 10,900 ADDITIONAL SQ FT IN THE APPROVED ADDITION. This exceptional design is comprised of multi level units with substantial city view roof decks. Appeal period has passed. Buyer will have to do own structurals, mechanicals & file for actual building permit. The vacant building features the original Brownstone along with a new addtion designed by KDI. Gross Sales Proformas are over $16 million. EVERY SINGLE UNIT HAS A NON TANDEM PARKING SPOT. Energy Code Compliance Opinion attached. ARCHITECT PLANS ATTACHED!

46 High St, Boston

Listing courtesy of Listing Agent: The Steve Bremis Team from Listing Office: Steve Bremis Realty Group.
$1,495,000
4 Beds ⋅ 3 Baths ⋅ 73541556 MLS
Nestled in the vibrant heart of Charlestown, this single-family home features 4+BD/2.5BA, hardwood flooring throughout. The bright and airy main floor hosts a fully equipped kitchen with maple cabinets that flows into a dining room, alongside an expansive living area that opens onto an outdoor deck. Upstairs, the primary bedroom boasts its own attached sunroom and ample storage, situated near a full bath and a second walk-in closet bedroom that leads up to a sun-drenched bonus loft. The lower level serves as an ideal in-law suite, complete with a full kitchen, laundry setup, a full bath, and access to a private, fenced-in patio. Supplemented by central heating and air, abundant storage space, and a driveway that accommodates more than one vehicle, this exceptional residence sits just moments from Main St’s premier shops, waterfront dining, and public transit. With its flexible layout and independent lower level, this property also represents an outstanding opportunity for investors.

22 Austin St, Boston

Listing courtesy of Listing Agent: Elynn Chen from Listing Office: Redfin Corp..
$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.
$1,199,000
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.
$769,000
2 Beds ⋅ 1 Baths ⋅ 73538260 MLS
South-facing, bright, & airy 2-bedroom, 1-bathroom home with a perfect floor plan. The living room offers great natural light, two closets, custom shutters, and a gas fireplace, giving the space a warm, embracing feel. Just off the living area, the updated kitchen features stainless steel appliances, a gas range, granite countertops, and ample space for bar seating. Both bedrooms are generously sized and include custom closets. The bathroom has been tastefully updated with newer fixtures, a large tub with Carrara marble surround, and marble floors. Additional features include in-unit laundry, central air, and hardwood floors throughout. Set on the corner of Bartlett and School Street, this location puts you right in the middle of what makes Charlestown so easy to love. You’re just a short distance from local restaurants, playgrounds, dog parks, public transportation, Whole Foods, and the Bunker Hill Monument. A great home in one of Charlestown’s most convenient neighborhoods.

57 Bartlett Street Unit 5, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.
$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.
$1,100,000
2 Beds ⋅ 2 Baths ⋅ 73538131 MLS ⋅ ['The Courtyard Condominium'] BLDG.
Welcome to The Courtyard in Charlestown's popular Gas Light District. Built in 1986, this stately building is at the center of this condo complex and was Charlestown’s first schoolhouse. This 2 BR unit with exquisite architectural details and timeless finishes is a must see. Enter the two-floor unit on the second level to find the main living area. The kitchen with custom cherry cabinets, SS appliances, and a tasteful tile back splash will inspire the chef in you. The foyer opens into the open-concept DR with corner banquette and LR with a fireplace with an elevated hearth and 13' ceilings. The new Pella windows allow you to enjoy views of the courtyard and the monument. A half bath completes this level. Downstairs, the primary BR with large closet has a luxurious adjacent bath with heated floors, oversized shower and a delightful window seat with storage. The 2nd BR offers tremendous storage with a wall of built-ins, desk area and a separate closet. Unit has one deeded garage space.

47 Harvard Street Unit C202, Boston

Listing courtesy of Listing Agent: Mary-Lou McDonough from Listing Office: Barrett Sotheby's International Realty.
$399,900
1 Beds ⋅ 1 Baths ⋅ 73537647 MLS
Spacious STUDIO with sleeping alcove in the heart of Charlestown! Don't miss this oversized studio offering an impressive amount of living space in one of Boston's most desirable neighborhoods. This bright and inviting home features updated kitchen and bathroom, large windows, hardwood floors, and a flexible open layout with plenty of room for separate living, dining, and sleeping areas. Common area outdoor space with grills, onsite laundry within this professionally managed building. Located on a charming residential street, you'll enjoy easy access to Charlestown's restaurants, coffee shops, parks, and waterfront, along with convenient access to public transportation, downtown Boston, and major commuter routes. A rare opportunity to enjoy comfortable city living with the space and feel of a much larger home in historic Charlestown.

34 Washington St Unit 1A, Boston

Listing courtesy of Listing Agent: Christopher Buono from Listing Office: All Things Real Estate, Inc..
$699,900
2 Beds ⋅ 2 Baths ⋅ 73537417 MLS
Welcome to Residence 5314 at Parris Landing! 42 Eighth Street, a beautifully updated 2 bedroom, 2 bathroom home in the desirable Charlestown Navy Yard. This spacious residence features an updated kitchen, open living and dining areas, central air conditioning and abundant storage. Rarely available, the home includes 2 PARKING spaces (1 garage and 1 valet) plus 2 deeded storage units. Enjoy premier, resort-style amenities including a swimming pool, fitness center, outdoor gas grilling area, club room, conference room, and concierge services. Ideally located along Boston Harbor, residents have easy access to the Harborwalk, marina, water shuttle, parks, restaurants, and downtown Boston. Combining waterfront living with exceptional convenience and amenities, this home offers a unique opportunity in one of Boston’s most sought-after waterfront communities.

42 Eighth Street Unit 5314, Boston

Listing courtesy of Listing Agent: Frank Celeste from Listing Office: Gibson Sotheby's International Realty.
$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.
$1,800,000
4 Beds ⋅ 3 Baths ⋅ 73526128 MLS
It’s rare to find a turnkey two-family that hits every mark, but this Charlestown gem on a quiet, sought-after street does exactly that. Whether you’re looking for a high-performing investment or a home with built-in rental income, this property delivers. Unit 1 is a modern one-bedroom retreat with a private deck. Upstairs, Unit 2 is a stunning duplex that masterfully balances contemporary updates with historic character. The main level flows seamlessly between the kitchen, dining, and living areas, while the top floor houses three sun-filled bedrooms and a stylishly renovated bath.The real "wow" factor? The private roof deck. It offers breathtaking, 360-degree unobstructed views of the city skyline—a true sanctuary in the heart of the neighborhood. With a proven track record for short-term rentals and a flexible layout, this is a standout opportunity in one of Boston’s most iconic locations.

19 Walker St, Boston

Listing courtesy of Listing Agent: Aranson Maguire Group from Listing Office: Compass.
$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.
$4,490,000
5 Beds ⋅ 4 Baths ⋅ 73497043 MLS
Presenting the opportunity to acquire a premier Charlestown mixed-use asset located at 89 Green Street and 194-198 Bunker Hill Street. This offering delivers a rare combination of stable, fully occupied tenancy with approvals for additional development in one of Greater Boston’s most desirable and supply-constrained neighborhoods. 89 Green Street is comprised of three residential units. 194 Bunker Hill Street consist of 2 residential units and the Bunker Hill laundromat. In addition, 198 Bunker Hill, currently a dated, single-story vacant building, is fully approved for a new, four-unit development consisting of 2-bed/bath apartments or for-sale condominiums. Floor plans and Matterports available upon request.

89 Green St, Boston

Listing courtesy of Listing Agent: Nicholas Herz from Listing Office: Boston Realty Advisors.
$700,000
2 Beds ⋅ 2 Baths ⋅ 73496353 MLS
City of Boston Affordable resale unit now available. Incredible opportunity to secure a stylish two bedroom with two bathrooms, in an elevator building. Enjoy the manicured surroundings in the Charlestown Navy Yard, while capturing Boston Harbor water views. Easy floor through living featuring hardwood floors throughout, dedicated dining space and a modern kitchen, complete with granite counter tops and stainless steel appliances. Both the master bathroom and the guest bathroom have been tastefully updated. This condominium is just a few blocks from the 93 MBTA Bus Route, the MBTA Ferry to downtown and the airport, The Freedom Trail, the USS Constitution and the shops and restaurants of Charlestown. Enjoy easy access to RT 93, Whole Foods, the Orange Line T station and downtown Boston from this wonderful city pad. MUST MEET BPDA INCOME GUIDELINES.

65 Chelsea Street Unit 305, Boston

Listing courtesy of Listing Agent: Brian Caluori 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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