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Overlooking John Harvard Mall in Charlestown’s historic gaslight district, this handsome, 5+BR/4.5BA, bow front brick townhome, offers 4,000sf of living space and two covered parking spaces. Built circa 1875, the home was rebuilt from the brick façade inward in 2009/10, with all-new framing and major systems, then thoughtfully reimagined in 2024/25 for modern family living. The main level is open and filled with light, with living, dining, and kitchen spaces flowing together beneath crown molding and custom millwork. A gas fireplace with porcelain surround anchors the living area, and a multi-zone sound system carries music throughout. The chef’s kitchen centers on a large marble-topped island and is equipped with a new Thermador six-burner range with grill and double ovens, plus a Sub-Zero refrigerator. Oversized windows and skylights brighten the space, and a French door opens to a private side porch for outdoor dining and grilling. A powder room services this level. The entire second floor is reserved for the primary suite, w/dual walk-in closets and a spa-style bath featuring a freestanding soaking tub, double vanity, and oversized walk-in shower. The third-floor features two generous bedrooms w/dual custom closets; a dedicated home office, full bath, and laundry center. The fourth-floor adds a custom built-in library or study and guest suite. Above it all, the roof deck offers 360-degree views of Boston Harbor and the city skyline. The lower provides versatile living space: a media room w/wet bar and EuroCave wine refrigerator, a gym or au pair suite, an oversized mudroom w/heated floor, abundant storage, and second washer/dryer. A 2-car covered driveway is just off the mudroom. Historic character, modern systems, and a coveted location make this a turnkey Charlestown home.

5 Beds ⋅ 5 Baths ⋅ 73590132 MLS

Overlooking John Harvard Mall in Charlestown’s historic gaslight district, this handsome, 5+BR/4.5BA, bow front brick townhome, offers 4,000sf of living space and two covered parking spaces. Built circa 1875, the home was rebuilt from the brick façade inward in 2009/10, with all-new framing and major systems, then thoughtfully reimagined in 2024/25 for modern family living. The main level is open and filled with light, with living, dining, and kitchen spaces flowing together beneath crown molding and custom millwork. A gas fireplace with porcelain surround anchors the living area, and a multi-zone sound system carries music throughout. The chef’s kitchen centers on a large marble-topped island and is equipped with a new Thermador six-burner range with grill and double ovens, plus a Sub-Zero refrigerator. Oversized windows and skylights brighten the space, and a French door opens to a private side porch for outdoor dining and grilling. A powder room services this level. The entire second floor is reserved for the primary suite, w/dual walk-in closets and a spa-style bath featuring a freestanding soaking tub, double vanity, and oversized walk-in shower. The third-floor features two generous bedrooms w/dual custom closets; a dedicated home office, full bath, and laundry center. The fourth-floor adds a custom built-in library or study and guest suite. Above it all, the roof deck offers 360-degree views of Boston Harbor and the city skyline. The lower provides versatile living space: a media room w/wet bar and EuroCave wine refrigerator, a gym or au pair suite, an oversized mudroom w/heated floor, abundant storage, and second washer/dryer. A 2-car covered driveway is just off the mudroom. Historic character, modern systems, and a coveted location make this a turnkey Charlestown home.

42 Harvard Street, Boston

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

$4,490,000

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.

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.

$3,800,000

Extraordinary Location directly on the Training Field! Step into a piece of living history with this magnificent, single family masterpiece located in the heart of historic Charlestown. One garage parking space included! Originally constructed in 1800 as the legendary Old Salem Turnpike Hotel, this rare property seamlessly blends centuries of architectural heritage with the outstanding updates for sophisticated modern living. Boasting an impressive 3,578 square feet of meticulously maintained space, this grand 12-room estate offers an unparalleled lifestyle just across from the Training Field and minutes to downtown Boston. Boasting 4-5 Bedrooms and 4 full baths, plus a library, family room, and sunroom, it spreads comfortably across multiple stories. Expansive formal first floor living room, dining room, and gourmet kitchen! Enormous sun-filled yard is a gardener's paradise! Flexible floor plan for any lifestyle! This home retains its grand presence, timeless wood-siding exterior, and striking architectural character. Amazing intact wide-plank pine flooring throughout, plus multiple period fireplaces, one in almost every room! Perfect for New England winters. Situated on a generous 3,485 sq. ft. parcel, this home offers a rare blend of historic neighborhood charm and private outdoor space. Multi-zone heating and central air, plus premium updates throughout, ensure effortless comfort without sacrificing historic integrity. Located in one of Boston’s most coveted and historic enclaves, it offers top-tier convenience. Close to vibrant local dining, boutique shopping, and the historic Charlestown Navy Yard. Enjoy seamless access to the visual charm of gas-lit streets and quick transit to downtown Boston. This is a true once-in-a-generation legacy property. By appointment only.

5 Beds ⋅ 4 Baths ⋅ 73578963 MLS

Extraordinary Location directly on the Training Field! Step into a piece of living history with this magnificent, single family masterpiece located in the heart of historic Charlestown. One garage parking space included! Originally constructed in 1800 as the legendary Old Salem Turnpike Hotel, this rare property seamlessly blends centuries of architectural heritage with the outstanding updates for sophisticated modern living. Boasting an impressive 3,578 square feet of meticulously maintained space, this grand 12-room estate offers an unparalleled lifestyle just across from the Training Field and minutes to downtown Boston. Boasting 4-5 Bedrooms and 4 full baths, plus a library, family room, and sunroom, it spreads comfortably across multiple stories. Expansive formal first floor living room, dining room, and gourmet kitchen! Enormous sun-filled yard is a gardener's paradise! Flexible floor plan for any lifestyle! This home retains its grand presence, timeless wood-siding exterior, and striking architectural character. Amazing intact wide-plank pine flooring throughout, plus multiple period fireplaces, one in almost every room! Perfect for New England winters. Situated on a generous 3,485 sq. ft. parcel, this home offers a rare blend of historic neighborhood charm and private outdoor space. Multi-zone heating and central air, plus premium updates throughout, ensure effortless comfort without sacrificing historic integrity. Located in one of Boston’s most coveted and historic enclaves, it offers top-tier convenience. Close to vibrant local dining, boutique shopping, and the historic Charlestown Navy Yard. Enjoy seamless access to the visual charm of gas-lit streets and quick transit to downtown Boston. This is a true once-in-a-generation legacy property. By appointment only.

16 Common Street, Boston

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

$2,850,000

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.

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.

$2,625,000

Set in Charlestown’s coveted Gaslight District on Pleasant Street, this stately single-family home offers approximately 3,002 square feet across four beautifully finished levels. A classic façade with three distinctive gabled dormers gives way to an impressive interior blending historic character with refined modern finishes. The main level is designed for both everyday living and entertaining, featuring a spacious living and dining area, exposed brick, custom built-ins and a stunning chef’s kitchen with marble countertops and backsplash, Sub-Zero refrigeration, Thermador range and hood, and an oversized island. Just beyond, a private patio creates a seamless extension of the living space outdoors. Three generously sized bedrooms each feature their own en-suite bathroom, while the expansive top-floor primary suite offers exceptional privacy with a large walk-in closet, beautifully appointed marble bath and additional private balcony. A dedicated office with custom built-ins and a finished lower provide additional flexibility. An exceptional Charlestown home offering remarkable space, quality and location just moments from the Monument, Main Street, waterfront and Downtown Boston.

3 Beds ⋅ 4 Baths ⋅ 73581324 MLS

Set in Charlestown’s coveted Gaslight District on Pleasant Street, this stately single-family home offers approximately 3,002 square feet across four beautifully finished levels. A classic façade with three distinctive gabled dormers gives way to an impressive interior blending historic character with refined modern finishes. The main level is designed for both everyday living and entertaining, featuring a spacious living and dining area, exposed brick, custom built-ins and a stunning chef’s kitchen with marble countertops and backsplash, Sub-Zero refrigeration, Thermador range and hood, and an oversized island. Just beyond, a private patio creates a seamless extension of the living space outdoors. Three generously sized bedrooms each feature their own en-suite bathroom, while the expansive top-floor primary suite offers exceptional privacy with a large walk-in closet, beautifully appointed marble bath and additional private balcony. A dedicated office with custom built-ins and a finished lower provide additional flexibility. An exceptional Charlestown home offering remarkable space, quality and location just moments from the Monument, Main Street, waterfront and Downtown Boston.

32 Pleasant Street, Boston

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

$2,299,000

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

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.

$2,199,000

Rich in historic character and offering an impressive approx. 3,360 square feet across four levels, this classic 1880 Charlestown brownstone delivers exceptional scale and versatility. The main and upper levels function as an expansive single-family home, with elegant living and dining rooms, an updated kitchen, soaring ceilings, intricate millwork, hardwood floors, oversized windows and four fireplaces. The expansive primary suite is a standout, complete with custom built ins, a fireplace and spacious en-suite bath with dual vanities, soaking tub and glass-enclosed shower. The top floor also offers the potential to be reconfigured into two bedrooms, adding an additional bedroom to the home. A private deck and patio extend the living space outdoors. Separate from the main residence, the garden level features a one-bedroom apartment with its own private entrance, offering excellent rental income potential or a guest suite. Located near the residence there is a deeded heated garage space available separately for purchase, and there are two additional parking spaces available to rent. Convenient to Main Street and all Charlestown has to offer, with easy access to Downtown Boston, the waterfront and major highways.

3 Beds ⋅ 4 Baths ⋅ 73574728 MLS

Rich in historic character and offering an impressive approx. 3,360 square feet across four levels, this classic 1880 Charlestown brownstone delivers exceptional scale and versatility. The main and upper levels function as an expansive single-family home, with elegant living and dining rooms, an updated kitchen, soaring ceilings, intricate millwork, hardwood floors, oversized windows and four fireplaces. The expansive primary suite is a standout, complete with custom built ins, a fireplace and spacious en-suite bath with dual vanities, soaking tub and glass-enclosed shower. The top floor also offers the potential to be reconfigured into two bedrooms, adding an additional bedroom to the home. A private deck and patio extend the living space outdoors. Separate from the main residence, the garden level features a one-bedroom apartment with its own private entrance, offering excellent rental income potential or a guest suite. Located near the residence there is a deeded heated garage space available separately for purchase, and there are two additional parking spaces available to rent. Convenient to Main Street and all Charlestown has to offer, with easy access to Downtown Boston, the waterfront and major highways.

12 Auburn Street, Boston

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

$2,199,000

Rich in historic character and offering an impressive approx. 3,360 square feet across four levels, this classic 1880 Charlestown brownstone delivers exceptional scale and versatility. The main and upper levels function as an expansive single-family home, with elegant living and dining rooms, an updated kitchen, soaring ceilings, intricate millwork, hardwood floors, oversized windows and four fireplaces. The expansive primary suite is a standout, complete with custom built ins, a fireplace and spacious en-suite bath with dual vanities, soaking tub and glass-enclosed shower. The top floor also offers the potential to be reconfigured into two bedrooms, adding an additional bedroom to the home. A private deck and patio extend the living space outdoors. Separate from the main residence, the garden level features a one-bedroom apartment with its own private entrance, offering excellent rental income potential or a guest suite. Located near the residence there is a deeded heated garage space available separately for purchase, and there are two additional parking spaces available to rent. Convenient to Main Street and all Charlestown has to offer, with easy access to Downtown Boston, the waterfront and major highways.

3 Beds ⋅ 4 Baths ⋅ 73574730 MLS

Rich in historic character and offering an impressive approx. 3,360 square feet across four levels, this classic 1880 Charlestown brownstone delivers exceptional scale and versatility. The main and upper levels function as an expansive single-family home, with elegant living and dining rooms, an updated kitchen, soaring ceilings, intricate millwork, hardwood floors, oversized windows and four fireplaces. The expansive primary suite is a standout, complete with custom built ins, a fireplace and spacious en-suite bath with dual vanities, soaking tub and glass-enclosed shower. The top floor also offers the potential to be reconfigured into two bedrooms, adding an additional bedroom to the home. A private deck and patio extend the living space outdoors. Separate from the main residence, the garden level features a one-bedroom apartment with its own private entrance, offering excellent rental income potential or a guest suite. Located near the residence there is a deeded heated garage space available separately for purchase, and there are two additional parking spaces available to rent. Convenient to Main Street and all Charlestown has to offer, with easy access to Downtown Boston, the waterfront and major highways.

12 Auburn Street, Boston

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

$2,100,000

Exceptional 4-story Charlestown residence offering 6 bedrooms, substantial living space, private outdoor space, and elevated Boston-area views. Set nearly 15 feet above Cambridge Street, this south-facing red-brick home offers an uncommon combination of privacy, natural light, and scale in one of Boston's most desirable neighborhoods. The remodeled kitchen and dining area feature rich mahogany cabinetry, premium marble surfaces, and elegant gold accents, while the spacious living room provides an inviting setting for everyday living and entertaining. The remodeled primary bath includes a Jacuzzi tub and smart bidet. Outside, a fenced yard and expansive newly paved patio create a private retreat for dining and entertaining. The remodeled second-floor balcony captures views of the illuminated Encore Boston Harbor and Boston skyline. Conveniently located near Sullivan Square and Assembly, with easy access to downtown Boston, dining, shopping, and transportation. A truly special Charlestown home offering exceptional flexibility, character, and city living.

6 Beds ⋅ 3 Baths ⋅ 73577599 MLS

Exceptional 4-story Charlestown residence offering 6 bedrooms, substantial living space, private outdoor space, and elevated Boston-area views. Set nearly 15 feet above Cambridge Street, this south-facing red-brick home offers an uncommon combination of privacy, natural light, and scale in one of Boston's most desirable neighborhoods. The remodeled kitchen and dining area feature rich mahogany cabinetry, premium marble surfaces, and elegant gold accents, while the spacious living room provides an inviting setting for everyday living and entertaining. The remodeled primary bath includes a Jacuzzi tub and smart bidet. Outside, a fenced yard and expansive newly paved patio create a private retreat for dining and entertaining. The remodeled second-floor balcony captures views of the illuminated Encore Boston Harbor and Boston skyline. Conveniently located near Sullivan Square and Assembly, with easy access to downtown Boston, dining, shopping, and transportation. A truly special Charlestown home offering exceptional flexibility, character, and city living.

21 Parker St, Boston

Listing courtesy of Listing Agent: The Optimium Team from Listing Office: eXp Realty LLC - Corporate Office.

$1,900,000

OPEN HOUSE SAT 10/17 AT 2PM-3PM AND SUN 10/18 AT 4PM TO 5PM. Rare opportunity to own a charming, turnkey 2-family home in Charlestown’s historic Gaslight District. Spanning just under 2,100 square feet, this versatile stand alone property is on one of the rare two way streets in Charlestown, and offers plenty of storage space throughout the entire house. It is the perfect setup for savvy investors or owner-occupants looking for premium built-in rental income. Property highlights include; Prime Location: Situated in the highly desirable Gaslight District on a rare, accessible two-way street near local dining, parks, and transit. Stunning Views: Enjoy iconic views of the Bunker Hill Monument and exceptional natural light throughout. Storage & Amenities: Ample storage solutions throughout the house, including custom built-in wardrobes and shared basement laundry. Outdoor Space: Access to a deck and a private backyard oasis, perfect for entertaining. Unit 1 (1 Bed, 1 Bath): Features a large bedroom with a custom built-in wardrobe, bright living space, and direct access to the deck and backyard. Boasting sun-drenched living spaces, sweeping Monument views, and three oversized bedrooms, each equipped with it’s own built-in wardrobe for maximum organization. Whether you look to convert to a large single family home, rent both units, or live in the upper unit while the lower unit offsets your mortgage, this Owner-Managed sale is a Charlestown gem.

4 Beds ⋅ 3 Baths ⋅ 73576215 MLS

OPEN HOUSE SAT 10/17 AT 2PM-3PM AND SUN 10/18 AT 4PM TO 5PM. Rare opportunity to own a charming, turnkey 2-family home in Charlestown’s historic Gaslight District. Spanning just under 2,100 square feet, this versatile stand alone property is on one of the rare two way streets in Charlestown, and offers plenty of storage space throughout the entire house. It is the perfect setup for savvy investors or owner-occupants looking for premium built-in rental income. Property highlights include; Prime Location: Situated in the highly desirable Gaslight District on a rare, accessible two-way street near local dining, parks, and transit. Stunning Views: Enjoy iconic views of the Bunker Hill Monument and exceptional natural light throughout. Storage & Amenities: Ample storage solutions throughout the house, including custom built-in wardrobes and shared basement laundry. Outdoor Space: Access to a deck and a private backyard oasis, perfect for entertaining. Unit 1 (1 Bed, 1 Bath): Features a large bedroom with a custom built-in wardrobe, bright living space, and direct access to the deck and backyard. Boasting sun-drenched living spaces, sweeping Monument views, and three oversized bedrooms, each equipped with it’s own built-in wardrobe for maximum organization. Whether you look to convert to a large single family home, rent both units, or live in the upper unit while the lower unit offsets your mortgage, this Owner-Managed sale is a Charlestown gem.

23 Concord St, Boston

Listing courtesy of Listing Agent: Edmund Wong from Listing Office: New Year Realty.

$1,895,000

**BOM - Buyer's could not perform** The one you have been waiting for! Here is your chance to own a picture-perfect 4 bed/3.5 bath single family with TWO car garage parking. Ground-up construction by one of Charlestown’s premier builders, this flawless property provides everything you could ask for, and then some. Step into luxury-level living with incredible natural light, three sides of exposure, an idyllic floor plan, and designer finishes throughout. Magazine-quality kitchen features floor-to-ceiling cabinetry, professional-grade appliances, built-in breakfast bar, and direct access to formal dining. Oversized living room (suitable for a suburban sectional!) is the ideal space to relax or entertain. Primary suite is out of a magazine—offering room for a king-size, bow window with reading nook, walk-in closet, and custom bath featuring double vanity & frameless glass shower. Large and dimensional guest beds, with dedicated full baths, are optimal for the growing family. Ample space for home office and/or gym. Enjoy the seasons on your private balcony and expansive, fully enclosed stone patio—perfect for alfresco dining and entertaining guests. A truly rare opportunity just steps to everything Charlestown has to offer!

4 Beds ⋅ 4 Baths ⋅ 73582480 MLS

**BOM - Buyer's could not perform** The one you have been waiting for! Here is your chance to own a picture-perfect 4 bed/3.5 bath single family with TWO car garage parking. Ground-up construction by one of Charlestown’s premier builders, this flawless property provides everything you could ask for, and then some. Step into luxury-level living with incredible natural light, three sides of exposure, an idyllic floor plan, and designer finishes throughout. Magazine-quality kitchen features floor-to-ceiling cabinetry, professional-grade appliances, built-in breakfast bar, and direct access to formal dining. Oversized living room (suitable for a suburban sectional!) is the ideal space to relax or entertain. Primary suite is out of a magazine—offering room for a king-size, bow window with reading nook, walk-in closet, and custom bath featuring double vanity & frameless glass shower. Large and dimensional guest beds, with dedicated full baths, are optimal for the growing family. Ample space for home office and/or gym. Enjoy the seasons on your private balcony and expansive, fully enclosed stone patio—perfect for alfresco dining and entertaining guests. A truly rare opportunity just steps to everything Charlestown has to offer!

44 Sackville St, Boston

Listing courtesy of Listing Agent: Adam Geragosian from Listing Office: William Raveis R.E. & Home Services.

$1,895,000

Perched high above historic Charlestown, this exceptional 1874 residence blends period craftsmanship with modern comfort. Restored in 2000 as part of This Old House TV show’s landmark Charlestown renovation, the home features 12’ ceilings, oversized windows with three exposures, crown moldings and restored hardwood floors. The elegant dining room offers wainscoting and original built-ins, while the renovated kitchen features cherry cabinetry, granite counters, stainless appliances and breakfast bar. A dramatic family room showcases a bay window, white marble mantel and wood-burning fireplace. Two bedrooms plus adjacent office provide a flexible second-floor layout. Exceptional outdoor spaces include a kitchen balcony, private garden patio and spectacular roof deck with 360° city and harbor views, sunsets and Boston fireworks—a rare combination of historic character, natural light and outdoor living.

3 Beds ⋅ 2 Baths ⋅ 73574175 MLS ⋅ ['295 Bunker Hill Street Condomium'] BLDG.

Perched high above historic Charlestown, this exceptional 1874 residence blends period craftsmanship with modern comfort. Restored in 2000 as part of This Old House TV show’s landmark Charlestown renovation, the home features 12’ ceilings, oversized windows with three exposures, crown moldings and restored hardwood floors. The elegant dining room offers wainscoting and original built-ins, while the renovated kitchen features cherry cabinetry, granite counters, stainless appliances and breakfast bar. A dramatic family room showcases a bay window, white marble mantel and wood-burning fireplace. Two bedrooms plus adjacent office provide a flexible second-floor layout. Exceptional outdoor spaces include a kitchen balcony, private garden patio and spectacular roof deck with 360° city and harbor views, sunsets and Boston fireworks—a rare combination of historic character, natural light and outdoor living.

295 Bunker Hill St Unit 2, Boston

Listing courtesy of Listing Agent: Richard K. Hollander from Listing Office: Coldwell Banker Realty - Hingham.

$1,800,000

Tucked off Monument Square on a gas-lit private way, this beautiful, 3+BR/2.5BA, single family home features 1,925+/- sf, an ideal open layout, sunny corner exposure and 1 car parking. The main level features an open concept “great” room with elegant living room with gas fireplace, with handsome white mantel, crown molding, and freshly sanded hardwood floors; an updated chef’s kitchen with white shaker cabinetry, quartz countertops, brand new stainless appliances, including gas range; and dining space with glass slider to a large private deck. Two generous bedrooms, each with corner exposure, and a well-appointed full bath with tub/shower make up the second level. A spacious and loft-like primary bedroom is located on the top level and features two sets of double closets and an updated full bath with glass enclosed shower with stone surround and white quartz-topped vanity. It also provides the perfect nook for a home office. The finished lower level offers a playroom/media room space, a half bath, storage, laundry center and direct egress to parking. This home is located close to everything Charlestown has to offer, including wonderful parks, shopping, restaurants and transportation, and the tucked away location gives it a suburban feel.

3 Beds ⋅ 3 Baths ⋅ 73578918 MLS

Tucked off Monument Square on a gas-lit private way, this beautiful, 3+BR/2.5BA, single family home features 1,925+/- sf, an ideal open layout, sunny corner exposure and 1 car parking. The main level features an open concept “great” room with elegant living room with gas fireplace, with handsome white mantel, crown molding, and freshly sanded hardwood floors; an updated chef’s kitchen with white shaker cabinetry, quartz countertops, brand new stainless appliances, including gas range; and dining space with glass slider to a large private deck. Two generous bedrooms, each with corner exposure, and a well-appointed full bath with tub/shower make up the second level. A spacious and loft-like primary bedroom is located on the top level and features two sets of double closets and an updated full bath with glass enclosed shower with stone surround and white quartz-topped vanity. It also provides the perfect nook for a home office. The finished lower level offers a playroom/media room space, a half bath, storage, laundry center and direct egress to parking. This home is located close to everything Charlestown has to offer, including wonderful parks, shopping, restaurants and transportation, and the tucked away location gives it a suburban feel.

4 Concord Avenue, Boston

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

$1,800,000

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.

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.

$1,799,000

Discover the perfect blend of historic Charlestown charm and modern sophistication at 40 Sullivan Street. This beautifully updated four-bedroom, three-bathroom residence offers four levels of thoughtfully designed living space, rich architectural character, and a private brick patio ideal for outdoor entertaining. The inviting living room showcases an ornate fireplace, custom built-in shelving, hardwood floors, and elegant period details. The beautifully appointed eat-in kitchen features white cabinetry, quartz countertops, stainless steel appliances, a farmhouse sink, and distinctive brass pendant lighting. Generous windows fill the space with natural light, while a charming window seat adds warmth and character. Upstairs, four bedrooms offer comfortable accommodations and flexibility for a home office or guest space. Original wide-plank wood floors, decorative fireplaces, and classic millwork preserve the home's historic appeal, while three full bathrooms feature stylish updates, including a freestanding soaking tub and a double vanity with marble countertops. The finished lower level provides an inviting family or media room with a fireplace, built-in shelving, and French doors opening directly to the private, fenced brick patio—a wonderful extension of the living space for dining, entertaining, or relaxing outdoors. Ideally situated in the heart of Charlestown, this distinctive home offers a rare combination of timeless New England character, modern comfort, and versatile living spaces, all within easy reach of neighborhood shops, restaurants, parks, and downtown Boston.

4 Beds ⋅ 3 Baths ⋅ 73589976 MLS

Discover the perfect blend of historic Charlestown charm and modern sophistication at 40 Sullivan Street. This beautifully updated four-bedroom, three-bathroom residence offers four levels of thoughtfully designed living space, rich architectural character, and a private brick patio ideal for outdoor entertaining. The inviting living room showcases an ornate fireplace, custom built-in shelving, hardwood floors, and elegant period details. The beautifully appointed eat-in kitchen features white cabinetry, quartz countertops, stainless steel appliances, a farmhouse sink, and distinctive brass pendant lighting. Generous windows fill the space with natural light, while a charming window seat adds warmth and character. Upstairs, four bedrooms offer comfortable accommodations and flexibility for a home office or guest space. Original wide-plank wood floors, decorative fireplaces, and classic millwork preserve the home's historic appeal, while three full bathrooms feature stylish updates, including a freestanding soaking tub and a double vanity with marble countertops. The finished lower level provides an inviting family or media room with a fireplace, built-in shelving, and French doors opening directly to the private, fenced brick patio—a wonderful extension of the living space for dining, entertaining, or relaxing outdoors. Ideally situated in the heart of Charlestown, this distinctive home offers a rare combination of timeless New England character, modern comfort, and versatile living spaces, all within easy reach of neighborhood shops, restaurants, parks, and downtown Boston.

40 Sullivan St, Boston

Listing courtesy of Listing Agent: Jesse MacDonald from Listing Office: Gibson Sotheby's International Realty.

$1,775,000

Located on a sought after gas-lit street, just off Monument Square, this spacious, 3+BR/3BA, 2,192sf, brick home is the result of a spectacular 2024 renovation with exceptional custom finishes throughout. The open main living area centers around a beautiful gas fireplace, framed by custom built-ins, flowing naturally into a gourmet kitchen equipped with white shaker cabinetry, farmer's sink, quartz countertops and JennAir stainless appliances. A private deck is just off the kitchen/living area and features streaming afternoon sun and a built-in gas line for grilling - perfect for entertaining. The main level also offers two bedrooms, including an elegant primary with a custom walk-in closet and ensuite bath w/double vanity and custom tiled shower. A well-appointed second bedroom sits towards the front of the unit, adjacent to a full bath with shower and tub. On the lower level, a spacious family room features a built-in bar with wine fridge, and a conveniently located full bathroom with tiled, glass enclosed shower. This floor also hosts an expansive king size third bedroom w/ample closet space. A private storage unit is located in the common area of the basement. The Navy Yard, Training Field Park, town center restaurants and shops, North End dining, and TD Garden are all just moments away. Rental garage parking at The Nautica Garage.

3 Beds ⋅ 3 Baths ⋅ 73587337 MLS ⋅ ['40 Mount Vernon Street Condominium'] BLDG.

Located on a sought after gas-lit street, just off Monument Square, this spacious, 3+BR/3BA, 2,192sf, brick home is the result of a spectacular 2024 renovation with exceptional custom finishes throughout. The open main living area centers around a beautiful gas fireplace, framed by custom built-ins, flowing naturally into a gourmet kitchen equipped with white shaker cabinetry, farmer's sink, quartz countertops and JennAir stainless appliances. A private deck is just off the kitchen/living area and features streaming afternoon sun and a built-in gas line for grilling - perfect for entertaining. The main level also offers two bedrooms, including an elegant primary with a custom walk-in closet and ensuite bath w/double vanity and custom tiled shower. A well-appointed second bedroom sits towards the front of the unit, adjacent to a full bath with shower and tub. On the lower level, a spacious family room features a built-in bar with wine fridge, and a conveniently located full bathroom with tiled, glass enclosed shower. This floor also hosts an expansive king size third bedroom w/ample closet space. A private storage unit is located in the common area of the basement. The Navy Yard, Training Field Park, town center restaurants and shops, North End dining, and TD Garden are all just moments away. Rental garage parking at The Nautica Garage.

40 Mount Vernon Street Unit 1, Boston

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

$1,750,000

Located on a charming side street in the heart of Charlestown, this exceptional 3-bedroom, 3.5-bath home with off-street parking offers the space and feel of a single-family residence with the convenience of city living. The main level features an open-concept living, dining, and kitchen area with custom cabinetry, stainless steel appliances, and a commercial-style Thermador range. Sliding doors lead to a private, fenced-in patio—ideal for entertaining. The lower level offers a versatile bonus family room, home office or gym space, full bath, and laundry, providing excellent additional living space and storage. Upstairs, the spacious primary suite is filled with natural light and features a walk-in closet and luxurious en-suite bath with a tub, large frameless step in glass shower, and double vanity. The top floor includes two generously sized bedrooms, one with a built-in Murphy bed and desk, plus a renovated full bath with double vanity. Additional highlights include central A/C, hardwood floors, and abundant storage throughout. Offering a flexible layout, private outdoor space, and off-street parking, this home combines the feel of a single-family residence with the convenience of being close to everything Charlestown has to offer.

3 Beds ⋅ 4 Baths ⋅ 73582323 MLS

Located on a charming side street in the heart of Charlestown, this exceptional 3-bedroom, 3.5-bath home with off-street parking offers the space and feel of a single-family residence with the convenience of city living. The main level features an open-concept living, dining, and kitchen area with custom cabinetry, stainless steel appliances, and a commercial-style Thermador range. Sliding doors lead to a private, fenced-in patio—ideal for entertaining. The lower level offers a versatile bonus family room, home office or gym space, full bath, and laundry, providing excellent additional living space and storage. Upstairs, the spacious primary suite is filled with natural light and features a walk-in closet and luxurious en-suite bath with a tub, large frameless step in glass shower, and double vanity. The top floor includes two generously sized bedrooms, one with a built-in Murphy bed and desk, plus a renovated full bath with double vanity. Additional highlights include central A/C, hardwood floors, and abundant storage throughout. Offering a flexible layout, private outdoor space, and off-street parking, this home combines the feel of a single-family residence with the convenience of being close to everything Charlestown has to offer.

6 Franklin St Unit 2, Boston

Listing courtesy of Listing Agent: Martha Toti from Listing Office: Coldwell Banker Realty - Boston.

$1,750,000

Located on a charming side street in the heart of Charlestown, this exceptional 3-bedroom, 3.5-bath home with off-street parking offers the space and feel of a single-family residence with the convenience of city living. The main level features an open-concept living, dining, and kitchen area with custom cabinetry, stainless steel appliances, and a commercial-style Thermador range. Sliding doors lead to a private, fenced-in patio—ideal for entertaining. The lower level offers a versatile bonus family room, home office or gym space, full bath, and laundry, providing excellent additional living space and storage. Upstairs, the spacious primary suite is filled with natural light and features a walk-in closet and luxurious en-suite bath with a tub, large frameless step in glass shower, and double vanity. The top floor includes two generously sized bedrooms, one with a built-in Murphy bed and desk, plus a renovated full bath with double vanity. Additional highlights include central A/C, hardwood floors, and abundant storage throughout. Offering a flexible layout, private outdoor space, and off-street parking, this home combines the feel of a single-family residence with the convenience of being close to everything Charlestown has to offer.

3 Beds ⋅ 4 Baths ⋅ 73582226 MLS

Located on a charming side street in the heart of Charlestown, this exceptional 3-bedroom, 3.5-bath home with off-street parking offers the space and feel of a single-family residence with the convenience of city living. The main level features an open-concept living, dining, and kitchen area with custom cabinetry, stainless steel appliances, and a commercial-style Thermador range. Sliding doors lead to a private, fenced-in patio—ideal for entertaining. The lower level offers a versatile bonus family room, home office or gym space, full bath, and laundry, providing excellent additional living space and storage. Upstairs, the spacious primary suite is filled with natural light and features a walk-in closet and luxurious en-suite bath with a tub, large frameless step in glass shower, and double vanity. The top floor includes two generously sized bedrooms, one with a built-in Murphy bed and desk, plus a renovated full bath with double vanity. Additional highlights include central A/C, hardwood floors, and abundant storage throughout. Offering a flexible layout, private outdoor space, and off-street parking, this home combines the feel of a single-family residence with the convenience of being close to everything Charlestown has to offer.

6 Franklin St Unit 2, Boston

Listing courtesy of Listing Agent: Martha Toti from Listing Office: Coldwell Banker Realty - Boston.

$1,695,000

Experience an elevated perspective on Charlestown living at 322 Bunker Hill Street, a beautifully renovated penthouse triplex crowned by a private roof deck with sweeping views of downtown Boston. Set atop Bunker Hill, this distinctive three-bedroom, two-bath residence offers approximately 1,652 square feet of thoughtfully appointed interiors, pairing refined finishes with inviting spaces for entertaining and everyday retreat. A wide, open staircase introduces the main living level, where abundant windows bathe the living room in natural light and a floating gas fireplace creates a sophisticated focal point. From relaxed evenings by the fire to lively gatherings with friends, the setting feels effortlessly welcoming. At the heart of the home, the chef’s kitchen combines crisp white cabinetry, elegant quartz countertops and premium Thermador appliances, making meal preparation as enjoyable as the occasion itself. The generously proportioned primary suite offers a luxurious escape, complete with an ensuite bath featuring heated floors, a double vanity and an expansive glass-enclosed shower. Two additional bedrooms provide flexibility for guests or a dedicated home office, complemented by a second full bath. A private balcony invites a morning coffee break, while the private roof deck takes outdoor living to another level. Host an evening gathering, dine beneath the sky or simply unwind with Boston’s skyline as your backdrop. In-unit laundry, deeded basement storage and a common-area gym add everyday convenience, while rear stairs lead to a deeded parking space. With nearby restaurants, Charlestown’s distinctive neighborhood character and easy access to downtown Boston, this exceptional home brings together the space to recharge, the setting to entertain and the connection to enjoy city life.

3 Beds ⋅ 2 Baths ⋅ 73583761 MLS

Experience an elevated perspective on Charlestown living at 322 Bunker Hill Street, a beautifully renovated penthouse triplex crowned by a private roof deck with sweeping views of downtown Boston. Set atop Bunker Hill, this distinctive three-bedroom, two-bath residence offers approximately 1,652 square feet of thoughtfully appointed interiors, pairing refined finishes with inviting spaces for entertaining and everyday retreat. A wide, open staircase introduces the main living level, where abundant windows bathe the living room in natural light and a floating gas fireplace creates a sophisticated focal point. From relaxed evenings by the fire to lively gatherings with friends, the setting feels effortlessly welcoming. At the heart of the home, the chef’s kitchen combines crisp white cabinetry, elegant quartz countertops and premium Thermador appliances, making meal preparation as enjoyable as the occasion itself. The generously proportioned primary suite offers a luxurious escape, complete with an ensuite bath featuring heated floors, a double vanity and an expansive glass-enclosed shower. Two additional bedrooms provide flexibility for guests or a dedicated home office, complemented by a second full bath. A private balcony invites a morning coffee break, while the private roof deck takes outdoor living to another level. Host an evening gathering, dine beneath the sky or simply unwind with Boston’s skyline as your backdrop. In-unit laundry, deeded basement storage and a common-area gym add everyday convenience, while rear stairs lead to a deeded parking space. With nearby restaurants, Charlestown’s distinctive neighborhood character and easy access to downtown Boston, this exceptional home brings together the space to recharge, the setting to entertain and the connection to enjoy city life.

322 Bunker Hill St Unit 3, Boston

Listing courtesy of Listing Agent: Kevin Longworth from Listing Office: Insight Realty Group, Inc..

$1,499,000

Rarely available multifamily opportunity in the heart of Charlestown! This 3 unit building is perfect for investors, developers, or end users looking to create something truly special. Unit 1 features 1 bed/1 bath, central A/C, and renovations completed in 2020. Units 2 and 3 each offer 2 beds/1 bath, presenting excellent potential for cosmetic updates and customization. Additional highlights include an enclosed patio, an updated roof deck, separately metered utilities for each unit and updated systems. Just minutes to all that Charlestown has to offer, a flexible layout and tremendous potential, this is a unique opportunity to reimagine or hold a MF property in one of Boston’s most sought-after neighborhoods.

5 Beds ⋅ 3 Baths ⋅ 73589871 MLS

Rarely available multifamily opportunity in the heart of Charlestown! This 3 unit building is perfect for investors, developers, or end users looking to create something truly special. Unit 1 features 1 bed/1 bath, central A/C, and renovations completed in 2020. Units 2 and 3 each offer 2 beds/1 bath, presenting excellent potential for cosmetic updates and customization. Additional highlights include an enclosed patio, an updated roof deck, separately metered utilities for each unit and updated systems. Just minutes to all that Charlestown has to offer, a flexible layout and tremendous potential, this is a unique opportunity to reimagine or hold a MF property in one of Boston’s most sought-after neighborhoods.

25 Allston St, Boston

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

$1,499,000

A fully renovated, single family home in Charlestown! This house offers 4 levels of thoughtfully designed living space. The main floor features an open floor plan anchored by a large kitchen island, perfect for every-day living. Find a half bath on this level for added convenience. On the 2nd level there are two generous sized bedrooms, a bathroom with a tub and a laundry closet. Upstairs is the primary suite, large enough to include a work from home space or secondary hang out area. The finished lower level provides a flexible bonus space to be used as a media/man cave, kids playroom, additional home office or gym and inclusive of another half bath. Step outside to your private deck and patio, perfect for outdoor dining, entertainment or relaxing. Additional features include; an abundance of storage space, tons of natural light and central ac. Live just minutes from Hood Park, many restaurants/coffee shops and all that Charlestown has to offer!

3 Beds ⋅ 4 Baths ⋅ 73582257 MLS

A fully renovated, single family home in Charlestown! This house offers 4 levels of thoughtfully designed living space. The main floor features an open floor plan anchored by a large kitchen island, perfect for every-day living. Find a half bath on this level for added convenience. On the 2nd level there are two generous sized bedrooms, a bathroom with a tub and a laundry closet. Upstairs is the primary suite, large enough to include a work from home space or secondary hang out area. The finished lower level provides a flexible bonus space to be used as a media/man cave, kids playroom, additional home office or gym and inclusive of another half bath. Step outside to your private deck and patio, perfect for outdoor dining, entertainment or relaxing. Additional features include; an abundance of storage space, tons of natural light and central ac. Live just minutes from Hood Park, many restaurants/coffee shops and all that Charlestown has to offer!

39 Essex St, Boston

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

$1,499,000

3 BEDROOMS + OFFICE w/ PARKING + OUTDOOR SPACE Bright, spacious, and beautifully renovated, this 1,430 SF 3+ bedroom, 2 bath condo offers an exceptionally wide and livable layout in the heart of Charlestown. Featuring three exposures and an abundance of windows, natural light pours into every room throughout the day. Gut renovated in 2022, the home combines modern finishes with thoughtful design. The open-concept living, dining, and kitchen area is ideal for both everyday living and entertaining. Three generous bedrooms plus a dedicated office provide exceptional flexibility for today's lifestyle. Enjoy seamless indoor-outdoor living with a private deck complete with a direct gas line for grilling. Additional highlights include a full parking space with direct access, private storage, and a basement gym. A rare opportunity to own a turnkey home with space, light, and amenities.

3 Beds ⋅ 2 Baths ⋅ 73573139 MLS

3 BEDROOMS + OFFICE w/ PARKING + OUTDOOR SPACE Bright, spacious, and beautifully renovated, this 1,430 SF 3+ bedroom, 2 bath condo offers an exceptionally wide and livable layout in the heart of Charlestown. Featuring three exposures and an abundance of windows, natural light pours into every room throughout the day. Gut renovated in 2022, the home combines modern finishes with thoughtful design. The open-concept living, dining, and kitchen area is ideal for both everyday living and entertaining. Three generous bedrooms plus a dedicated office provide exceptional flexibility for today's lifestyle. Enjoy seamless indoor-outdoor living with a private deck complete with a direct gas line for grilling. Additional highlights include a full parking space with direct access, private storage, and a basement gym. A rare opportunity to own a turnkey home with space, light, and amenities.

322 Bunker Hill St Unit 2, Boston

Listing courtesy of Listing Agent: Reig & Losordo from Listing Office: Coldwell Banker Realty - Boston.

$1,199,000

Bring your vision to this two-bedroom brick townhouse in Charlestown. The main level offers a kitchen, dining room, living room, half bath and sunroom with access to a rear patio. Upstairs are two bedrooms, a full bath and an enclosed porch off the rear bedroom. A partially finished basement provides additional flexible space and a second full bathroom. With a practical layout and the opportunity to update and personalize, 429 Main Street is ready for its next chapter.

2 Beds ⋅ 3 Baths ⋅ 73588861 MLS

Bring your vision to this two-bedroom brick townhouse in Charlestown. The main level offers a kitchen, dining room, living room, half bath and sunroom with access to a rear patio. Upstairs are two bedrooms, a full bath and an enclosed porch off the rear bedroom. A partially finished basement provides additional flexible space and a second full bathroom. With a practical layout and the opportunity to update and personalize, 429 Main Street is ready for its next chapter.

429 Main St, Boston

Listing courtesy of Listing Agent: Yukiko Oyama-Morris from Listing Office: Oyama Investments, Ltd..

$1,195,000

Tucked away just behind the energy and convenience of Main Street, this charming single-family home beautifully blends antique character with thoughtful modern updates and amenities. Ideally located near Rt. 93, Assembly Row, the Orange Line, Whole Foods, Hood Park/Cambridge Crossing and popular neighborhood restaurants and shops like Monument, Junebug, Monroe Home and La Saison Bakery, this home offers both a peaceful setting and easy access to everything you need. The gut-renovated kitchen is the heart of the home, featuring Brazilian White Pearl quartzite countertops, custom hickory cabinetry, Bosch stainless steel appliances and a sun-filled bump-out with floor-to-ceiling windows. French doors in the living area open to a private patio/courtyard that wraps around the side of the home creating a wonderful extension of the living space for outdoor entertaining. The second-floor offers expansive, flexible space with a separate nook ideal for a home office along with an additional living area, full bathroom and laundry. The top floor features a primary bedroom with skylight and a second bedroom being used as a nursery with a beautifully renovated Jack-and-Jill bathroom. Additional features include 3 ductless mini-split systems for air conditioning, a new Burnham gas-fired boiler and ample basement storage. A wonderful opportunity to enjoy the character of a classic single-family home with the comfort, flexibility and upgrades of modern living.

2 Beds ⋅ 2 Baths ⋅ 73584388 MLS

Tucked away just behind the energy and convenience of Main Street, this charming single-family home beautifully blends antique character with thoughtful modern updates and amenities. Ideally located near Rt. 93, Assembly Row, the Orange Line, Whole Foods, Hood Park/Cambridge Crossing and popular neighborhood restaurants and shops like Monument, Junebug, Monroe Home and La Saison Bakery, this home offers both a peaceful setting and easy access to everything you need. The gut-renovated kitchen is the heart of the home, featuring Brazilian White Pearl quartzite countertops, custom hickory cabinetry, Bosch stainless steel appliances and a sun-filled bump-out with floor-to-ceiling windows. French doors in the living area open to a private patio/courtyard that wraps around the side of the home creating a wonderful extension of the living space for outdoor entertaining. The second-floor offers expansive, flexible space with a separate nook ideal for a home office along with an additional living area, full bathroom and laundry. The top floor features a primary bedroom with skylight and a second bedroom being used as a nursery with a beautifully renovated Jack-and-Jill bathroom. Additional features include 3 ductless mini-split systems for air conditioning, a new Burnham gas-fired boiler and ample basement storage. A wonderful opportunity to enjoy the character of a classic single-family home with the comfort, flexibility and upgrades of modern living.

281 1/2 Main Street Unit 281, Boston

Listing courtesy of Listing Agent: Neda Vander Stoep from Listing Office: Coldwell Banker Realty - Boston.

$1,195,000

Tucked away just behind the energy and convenience of Main Street, this charming single-family home beautifully blends antique character with thoughtful modern updates and amenities. Ideally located near Rt. 93, Assembly Row, the Orange Line, Whole Foods, Hood Park/Cambridge Crossing and popular neighborhood restaurants and shops like Monument, Junebug, Monroe Home and La Saison Bakery, this home offers both a peaceful setting and easy access to everything you need. The gut-renovated kitchen is the heart of the home, featuring Brazilian White Pearl quartzite countertops, custom hickory cabinetry, Bosch stainless steel appliances and a sun-filled bump-out with floor-to-ceiling windows. French doors in the living area open to a private patio/courtyard that wraps around the side of the home creating a wonderful extension of the living space for outdoor entertaining. The second-floor offers expansive, flexible space with a separate nook ideal for a home office along with an additional living area, full bathroom and laundry. The top floor features a primary bedroom with skylight and a second bedroom being used as a nursery with a beautifully renovated Jack-and-Jill bathroom. Additional features include 3 ductless mini-split systems for air conditioning, a new Burnham gas-fired boiler and ample basement storage. A wonderful opportunity to enjoy the character of a classic single-family home with the comfort, flexibility and upgrades of modern living.

2 Beds ⋅ 2 Baths ⋅ 73584384 MLS

Tucked away just behind the energy and convenience of Main Street, this charming single-family home beautifully blends antique character with thoughtful modern updates and amenities. Ideally located near Rt. 93, Assembly Row, the Orange Line, Whole Foods, Hood Park/Cambridge Crossing and popular neighborhood restaurants and shops like Monument, Junebug, Monroe Home and La Saison Bakery, this home offers both a peaceful setting and easy access to everything you need. The gut-renovated kitchen is the heart of the home, featuring Brazilian White Pearl quartzite countertops, custom hickory cabinetry, Bosch stainless steel appliances and a sun-filled bump-out with floor-to-ceiling windows. French doors in the living area open to a private patio/courtyard that wraps around the side of the home creating a wonderful extension of the living space for outdoor entertaining. The second-floor offers expansive, flexible space with a separate nook ideal for a home office along with an additional living area, full bathroom and laundry. The top floor features a primary bedroom with skylight and a second bedroom being used as a nursery with a beautifully renovated Jack-and-Jill bathroom. Additional features include 3 ductless mini-split systems for air conditioning, a new Burnham gas-fired boiler and ample basement storage. A wonderful opportunity to enjoy the character of a classic single-family home with the comfort, flexibility and upgrades of modern living.

281 1/2 Main Street, Boston

Listing courtesy of Listing Agent: Neda Vander Stoep from Listing Office: Coldwell Banker Realty - Boston.

$1,175,000

Beautiful, sun-splashed condo in a custom-renovated building completed in 2018 by a premier developer. This bright and airy home features an open living and dining area and a custom gourmet kitchen with top-of-the-line black stainless steel appliances, crisp white countertops, a large breakfast bar, gas range, and abundant custom cabinetry. The spacious floor plan offers two generous bedrooms, a dedicated office, two full baths, and a half bath. The luxurious primary suite features multiple closets and a spa-like bath with Carrara marble finishes, while the second bedroom offers an en-suite bath and ample closet space, ideal for guests. Additional highlights include gleaming walnut-stained oak floors, high ceilings, crown molding, designer window treatments, central A/C, in-unit laundry, and an expansive 165-square-foot private basement storage room. Enjoy outdoor living on the private composite deck, complete with a gas grill and spectacular skyline views of the Zakim Bridge and Downtown Boston. Ideally located near public transportation, Routes 93 North and South, and the shops and restaurants along Main Street. This exceptional home offers a perfect blend of style, comfort, and modern convenience. A must-see!

2 Beds ⋅ 3 Baths ⋅ 73590807 MLS

Beautiful, sun-splashed condo in a custom-renovated building completed in 2018 by a premier developer. This bright and airy home features an open living and dining area and a custom gourmet kitchen with top-of-the-line black stainless steel appliances, crisp white countertops, a large breakfast bar, gas range, and abundant custom cabinetry. The spacious floor plan offers two generous bedrooms, a dedicated office, two full baths, and a half bath. The luxurious primary suite features multiple closets and a spa-like bath with Carrara marble finishes, while the second bedroom offers an en-suite bath and ample closet space, ideal for guests. Additional highlights include gleaming walnut-stained oak floors, high ceilings, crown molding, designer window treatments, central A/C, in-unit laundry, and an expansive 165-square-foot private basement storage room. Enjoy outdoor living on the private composite deck, complete with a gas grill and spectacular skyline views of the Zakim Bridge and Downtown Boston. Ideally located near public transportation, Routes 93 North and South, and the shops and restaurants along Main Street. This exceptional home offers a perfect blend of style, comfort, and modern convenience. A must-see!

308 Bunker Hill St Unit 2, Boston

Listing courtesy of Listing Agent: John Griffin from Listing Office: Griffin Realty Group.

$1,175,000

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.

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.

$1,110,000

Gleaming hardwood floors and and a fireplaced livingroom highlight this 3 br , 2ba first floor duplex unit ideally located in Charlestown’s historic Gas Light District. In a solid 1987 brick building designed to blend in seamlessly with its 18th century neighbors, 17 Main St boasts its own private entrance, new stainless steel appliances, ample closet space, and modern conveniences like in-unit laundry and central air conditioning. Imagine a quiet Saturday morning coffee on your own deck. Across the street is John Harvard Mall; around the corner is City Square, and just steps away are TD Garden, the historic North End, and Whole Foods. Or explore stalwart hotspots like Warren Tavern and Prima Boston, both under a minute from your front door. A rare opportunity in a top notch location.

3 Beds ⋅ 2 Baths ⋅ 73574831 MLS ⋅ ['South Crescent Condominium'] BLDG.

Gleaming hardwood floors and and a fireplaced livingroom highlight this 3 br , 2ba first floor duplex unit ideally located in Charlestown’s historic Gas Light District. In a solid 1987 brick building designed to blend in seamlessly with its 18th century neighbors, 17 Main St boasts its own private entrance, new stainless steel appliances, ample closet space, and modern conveniences like in-unit laundry and central air conditioning. Imagine a quiet Saturday morning coffee on your own deck. Across the street is John Harvard Mall; around the corner is City Square, and just steps away are TD Garden, the historic North End, and Whole Foods. Or explore stalwart hotspots like Warren Tavern and Prima Boston, both under a minute from your front door. A rare opportunity in a top notch location.

17 Main St Unit 17, Boston

Listing courtesy of Listing Agent: Charles Ball from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,100,000

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.

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.

$1,095,000

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!

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.