Charlestown Homes for Sale

Welcome to Charlestown, a vibrant and historic neighborhood nestled in the heart of Boston, Massachusetts. Known for its charming cobblestone streets and breathtaking views of the Boston skyline, Charlestown offers a unique blend of rich history and modern living. This picturesque community is home to the iconic Bunker Hill Monument and the USS Constitution, making it a haven for history buffs and outdoor enthusiasts alike.

As you stroll through Charlestown, you’ll discover a delightful mix of traditional brownstones, contemporary condos, and single-family homes, each exuding its own character and charm. The real estate market here is thriving, with a variety of homes for sale that cater to diverse lifestyles and budgets. Whether you’re looking for a cozy two-bedroom condo with stunning harbor views or a spacious family home with a backyard oasis, Charlestown has something for everyone.

Residents enjoy an array of amenities, including trendy cafes, gourmet restaurants, and boutique shops, all within walking distance. The neighborhood is also well-connected to the rest of Boston via the T subway system, making commuting a breeze. Families will appreciate the excellent schools and parks that dot the area, providing ample opportunities for recreation and relaxation.

If you’re considering a move to this enchanting neighborhood, now is the perfect time to explore the homes for sale in Charlestown. With its unique blend of history, community spirit, and modern conveniences, you’ll find that Charlestown isn’t just a place to live; it’s a place to thrive. Come and discover your new home in this captivating corner of Boston!

Newest Charlestown Homes for Sale

$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.

$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..

$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.

$2,725,000

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". **2 YEARS garage parking paid for by seller - 3 minute walk**

14 Prospect St, Boston

Listing courtesy of Listing Agent: Adam Geragosian from Listing Office: Compass.

$2,999,000

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.

$2,499,000

4 Beds ⋅ 3 Baths ⋅ 73508764 MLS

This highly finished, 4+BR/3BA, 2,600sf, historic brick town home exudes a “Europe in Charlestown” vibe and is ideally located at the top of a charming gas lit cul-de-sac, creating a suburban feel with kids playing on the street. The formal living room parlor, with English marble gas fireplace, solid walnut flooring, surround sound, custom moldings, and pocket doors, opens to a serene dining parlor with wet bar, and dumbwaiter to kitchen. The stunning, state-of-the art kitchen overlooks a lush English garden patio w/fountain, and features European cabinetry, high-end appliances, large island with quartz waterfall, bar seating, and heated floor. A cozy family room w/full bath provides a comfortable sanctuary. A full floor primary suite on the second level features a gorgeous bedroom w/gas FP, custom walk through closet w/laundry, dressing room, and spa bath w/heated floor and separate tub and shower. The upper level offers three bedrooms, and a chic full bath. Historic House Tour 2008.

11 Lawnwood Place, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.

$2,549,000

3 Beds ⋅ 4 Baths ⋅ 73504174 MLS

Scale, history, and value rarely align like this on the flat of Charlestown. Spanning four levels and 3,360 square feet, this 1880 brick brownstone offers more space, more parking, and more fireplaces than nearly anything else in the neighborhood today, at a price that leaves real room in the budget. The main and upper levels live as a gracious single-family home with an updated kitchen, formal dining room, four fireplaces, and a private deck and patio. A garden-level suite with its own entry adds flexibility as a guest suite or office, plus a clear path to reconfiguring the upper floors into the two-bedroom, single-level layout Charlestown families want. A deeded heated garage plus two more spaces round out a rare three-car footprint near Main Street, the Navy Yard, and the waterfront. A newly improved price on a home with room to make it your own.

12 Auburn St, Boston

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

$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 ⋅ 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.

$2,895,000

4 Beds ⋅ 4 Baths ⋅ 73485338 MLS

Extraordinary Offering! One-of-a-Kind Single Family Residence with 2 Full Parking Spaces at your back door! Glorious Sunshine & Skyline Views are Everywhere! 4 Outdoor Spaces - a Private fenced-in yard, & 3 sizable direct access south-facing skyline decks! 2800SF+ Luxurious living! 4 Bedrooms + a Family room & a primary sitting room with mesmerizing views, 3.5 bathrooms! Impressive recent updates inside & out! Sweeping Entrance Foyer & Grand Staircase! Towering Ceilings! Wide Open Front-to-back Living Room, dining room & new Chef's Gourmet Kitchen with abundant cabinetry, peninsula breakfast bar & quartz Countertops! Coffered & illuminated ceilings, lavish primary suite with an enormous closet & luxurious spa bathroom! 3 other very generous bedrooms and 5 gas fireplaces throughout. Impeccably maintained and thoughtfully renovated! 4 Heat zones and 3 Air conditioning zones. Garden level flexible floor plan ideal as a perfect guest or au pair ensuite bedroom. Don't miss out on this home!

274 Bunker Hill Street, Boston

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

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