Charlestown MA Single Family Homes For Sale

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.

$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.

$1,999,000

3 Beds ⋅ 3 Baths ⋅ 73532040 MLS

Nestled on a picturesque tree-lined street, this beautifully maintained brick single-family home offers exceptional space, character, and functionality across four levels of living. Rich architectural details, custom wallpaper, millwork, and hardwood floors create a timeless backdrop, while thoughtful updates provide modern comfort throughout. The main level features multiple gathering spaces, a chef's kitchen with premium appliances, and seamless access to a private garden oasis. Upstairs, the expansive primary retreat spans across the second level offering a combination of privacy and flexibility with a dedicated sitting room, walk-in closet, and timeless classic style bath. Two additional bedrooms, an office space, and full bath round out the third floor. The finished lower level adds valuable living space with a family room, full bath, laundry room, and abundant storage. A rare opportunity to enjoy single-family living with outdoor space in an unbeatable setting.

115 Baldwin St, Boston

Listing courtesy of Listing Agent: The Goodrich Team from Listing Office: Compass.

$2,450,000

3 Beds ⋅ 3 Baths ⋅ 73532002 MLS

***OPEN HOUSE CANCELLED. OFFER ACCEPTED***Amos Carelton House, circa 1804, is ideally located in Charlestown’s charming and convenient Gaslight District. Offering 2,330 square feet of living space, this historic home seamlessly blends period character with modern updates. Featuring 3 bedrooms plus a library (or optional 4th bedroom), 2.5 baths, six gas fireplaces, and original wide pine floors, the home is rich in architectural detail. The kitchen is appointed with a Wolf induction range, Sub-Zero refrigerator, granite countertops, a center island with seating, custom window seats, and abundant storage. The second floor offers two bedrooms, a library, and a full bath with a clawfoot tub and shower. The entire third floor is dedicated to the primary suite, featuring exposed beams, a dressing room, and a newly renovated spa-like bath with an oversized shower. Additional amenities include central A/C, a mudroom, and basement storage.

16 Cordis St, Boston

Listing courtesy of Listing Agent: Sarah Fillmann from Listing Office: Coldwell Banker Realty - Boston.

$3,995,000

5 Beds ⋅ 6 Baths ⋅ 73530005 MLS

Situated on one of Charlestown's most desirable private streets in the Gas-Light District, this exquisite rare 5-bedrm.,5.5 bath brick residence was completely RENOVATED by a top Charlestown developer. This SMART home perfectly balances contemporary luxury with preserved historic charm—marble gas fireplaces,soaring ceilings,and a sweeping 4 story staircase set the tone.The main floor invites you to gather in a chef’s kitchen featuring a Wolf range, Sub-Zero refrig.and a grand quartz island that opens to a patio with a built-in outdoor TV—ideal for year-round entertaining. The 2nd floor is a serene retreat with a sumptuous primary suite offering a spa-inspired bath, steam shower and radiant heat, fireplace and private office. Upstairs, 3 spacious bedrms., 2 full baths and laundry provide comfort for all.T he top floor impresses with a wet bar, gym,full bath, Subzero refrig.,firepl.and breathtaking CITY VIEWS. Finished basement w/ firepl.,Sub Zero wine fridge, bath and 2ND LAUNDRY.

5 Wallace Court, Boston

Listing courtesy of Listing Agent: Denise Marshall from Listing Office: Compass.

$1,195,000

2 Beds ⋅ 1 Baths ⋅ 73529842 MLS

Tucked along a quiet private lane in the heart of Charlestown, 8 Bolton Place feels like a hidden city retreat. This rare corner single-family offers an entire house and lot with two off-street parking spaces, a lush patio, and a layered garden that changes beautifully through the seasons. Renovated throughout in 2022, the home blends crisp modern finishes with classic Charlestown character. The open first floor features hardwood floors, custom built-ins, a renovated kitchen, French doors to the patio, and convenient first-floor laundry. Upstairs offers comfortable bedrooms, a flexible office or third bedroom, a renovated full bath, and added closets. Outside, enjoy pear trees, lilacs, peonies, dahlias, grape vines, lavender, sage, and juniper. Garden steps crafted from stones salvaged from the original foundation add a meaningful nod to the home’s history. A full basement provides valuable utility space for storage, fitness, bikes, and seasonal items.

8 Bolton Pl, Boston

Listing courtesy of Listing Agent: Hans Nagrath from Listing Office: Compass.

$2,779,000

5 Beds ⋅ 4 Baths ⋅ 73524832 MLS

Rare opportunity to own a beautifully updated single family home rich in character and thoughtfully designed for modern living. This expansive 5BR/3.5BA residence blends timeless charm with functional updates across multiple levels of living space. Beautiful moldings throughout and stunning original marble mantels in four rooms add warmth and historic character. The recently renovated kitchen features quartzite countertops, heated floors, updated appliances, and seamless access to private outdoor space perfect for entertaining. Updated baths, refinished floors, custom walk-in closets, and 19 new casement windows enhance the home throughout. The finished lower level offers exceptional flexibility with additional living space, kitchenette, full bath, abundant storage, and one of two washer/dryer setups, with the second located on the third floor. Major system improvements include updated heating/cooling systems, on-demand hot water, and an extensive basement renovation.

419 Main Street, Boston

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

$2,800,000

5 Beds ⋅ 4 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".

14 Prospect St, Boston

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

$2,625,000

4 Beds ⋅ 3 Baths ⋅ 73517420 MLS

Open House Cancelled. A quintessential brownstone in one of Charlestown’s most charming gas-lit enclaves. Stunning 4-story home blends historic character w/ thoughtful, high-end updates. Soaring ceilings, original architectural detail & custom built-ins create a sense of timeless craftsmanship; modern systems deliver everyday ease. Main level features sun-filled living & dining spaces + well-appointed kitchen that opens to a private outdoor retreat. The bluestone patio, framed by warm ipe wood & accessible via a rare alleyway, offers a true extension of the home. The 2nd floor is a standout, complete w/ gracious primary bedroom, spa-like bath featuring a steam shower & heated floors + sophisticated office. Upstairs, find 2 well-sized bedrooms + renovated bath. The garden level is the cherry on top - a space ideal for media, play, or fitness — enhancing the home’s highly functional layout. Recent upgrades: brick repointing, replacement of HVAC systems within the past 5 yrs.

15 Lawnwood Place, Boston

Listing courtesy of Listing Agent: Grace Bloodwell from Listing Office: Coldwell Banker Realty - Boston.

$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.

$2,595,000

4 Beds ⋅ 3 Baths ⋅ 73499055 MLS

Situated on a premier gas-lit street in Charlestown’s coveted Monument Area near the Bunker Hill Monument, 33 Cordis Street is a striking 4-column Greek Revival blending historic charm with exceptional potential. Currently used as a single-family but deeded as a two-family, it offers flexible living across four levels with generous bedrooms, expansive living spaces, and views of downtown Boston and the Zakim Bridge. Set on an oversized lot with rare driveway parking for up to four cars. IDEAL FOR AN END USER TO RENOVATE AND CREATE THEIR DREAM HOME or for development. Sold as-is, with potential for a 1,800–2,000 SF rear addition (~6,400 SF total). Potential for 2–3 townhomes (buyer to verify). Pending Landmark status. SEE ATTACHED NATIONAL FLOOR PLANS & INITIAL ARCHITECT ZONING STUDY.

33 Cordis Street, Boston

Listing courtesy of Listing Agent: Ryan Taylor from Listing Office: Fortune RE.

$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.

$2,650,000

3 Beds ⋅ 4 Baths ⋅ 73487291 MLS

Custom Built in 2016 this pristine 9 Room, 3 Bedroom, 3.5 Bath Single Family Home. GARAGE PARKING FOR TWO CARS. Roof deck with panoramic views offers all of the amenities of a suburban-style home with the added conveniences of urban living. Enjoy a phenomenal Great room on the main living level with an expansive kitchen offering custom cabinetry, a spacious island, stainless steel appliances, quartz countertops, direct access to the fenced-in yard, a dining area, and a living area with a fireplace surrounded by built-in cabinetry, half bath, and an office. Three spacious bedrooms and two full bathrooms including the primary bedroom with en suite bathroom and walk-in closet above. On the garage level, there is also a living area with French Doors that lead out to the yard and a full bathroom. Other amenities include but are not limited to: Central A/C, hardwood flooring, basement, and a brand-new 2-zone heating system.

24 N Mead St, Boston

Listing courtesy of Listing Agent: Joseph McGonagle from Listing Office: Century 21 Elite Realty.

$820,000

2 Beds ⋅ 1 Baths ⋅ 73485457 MLS

An exceptional opportunity awaits at 8 Avon Pl, Charlestown, Ma, presenting an inviting home that is ready for your creative touches Within this single family residence, encompassing 963 square feet of living area, The dwelling features two bedrooms, providing peaceful retreats for repose and personal sanctuary. A full bathroom serves the residence, thoughtfully appointed to enhance daily routines. The distinguished heritage of this property, constructed in 1845, contributes a unique character to its appeal. Beyond the interior, the residence extends its living experience outdoors with an enclosed patio. offering serene spaces for relaxation or engaging in outdoor pursuits. The 732 square feet lot area ensures a private oasis without extensive upkeep.

8 Avon Pl, Boston

Listing courtesy of Listing Agent: Joseph McGonagle from Listing Office: Century 21 Elite 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.

$1,399,000

4 Beds ⋅ 2 Baths ⋅ 73405907 MLS

Unlock the potential of a truly special offering in one of Boston’s most treasured neighborhoods—Charlestown’s iconic Gas Light District. Rarely available free-standing single-family house with potential for 3-unit conversion. This once-in-a-generation opportunity invites developers, builders, and investors to reimagine a long-loved home on a large, flat 4,296 sq/ft lot. Zoned 3F per the BBD; possible uses include one-family, two-family (detached or semi-attached), three-family, or rowhouse—buyer to verify all info. The home has been in the same family for 60+ years and offers 9 rooms, 4 beds, and 1.5 baths across 2,467 sq/ft. This is an estate sale and will be sold “as is.” The Seller and Listing Agent make no representations or warranties regarding the property’s condition or future use. Buyer is responsible for all due diligence, plans, and permitting. Bring your vision and be part of Charlestown’s next chapter.

1 Washington Place, Boston

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.

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Charlestown MA Single Family Homes For Sale

Explore Charlestown, MA single family homes for sale and discover a unique blend of historic charm and modern convenience. As one of Boston’s most sought-after neighborhoods, Charlestown offers beautifully preserved Federal and Greek Revival-style homes, as well as contemporary new construction properties. Whether you're searching for a historic rowhouse or a spacious modern home, Charlestown provides a variety of single-family housing options.

Living in Charlestown means being near the scenic Boston Harbor, the historic Bunker Hill Monument, and the vibrant shops and restaurants at City Square and the Navy Yard. The neighborhood offers an easy commute to downtown Boston via the MBTA Orange Line, commuter rail, and water taxis. With its strong sense of community, waterfront views, and rich history, Charlestown MA single family homes for sale present an incredible opportunity for homebuyers looking for space and character in the heart of the city.

Ready to find your ideal home in Charlestown? Browse our updated listings today to explore available properties. Start your search now and stay connected with the latest updates on Charlestown’s single-family housing market!

At MA New Listings | Coldwell Banker, we take pride in helping clients find the perfect Cambridge, MA homes for sale to fit their lifestyle. Whether you’re searching for a historic property, a modern condo, or a family-friendly home, our expert team is here to guide you through the process. Contact us today to browse our listings and start your journey to your dream home.

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Call Jason Niles, REALTOR® – Coldwell Banker Realty, or Abby Niles, REALTOR® – Coldwell Banker Realty, to start your real estate journey today!