Our mobile site is optimized for smaller screens.

TRY IT NO THANKS
  • Boston Condos
+ Advanced Search

      Charlestown MA Real Estate

      Discover current real estate for sale in Boston's Charlestown area. Find your next home or property from a variety of current listings. Explore all that Boston has to offer in one of its most historic neighborhoods.

      For more information about any listings and to schedule a showing, please contact us!

      Remember to register with us to save your favorite properties, and set up email notifications so you can get updates when similar properties are posted. If you already have an account with us, log in here.

      20 Monument Square Boston MA 02129

      Boston, MA20 Monument Square, Charlestown

      Price$3,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 73155831

      • Residential
      • Bedrooms 5
      • Bathroom 7
      • Square Feet 5,500

      Magnificent home with premier City location on Monument Square. Renovated for today's modern living. The first floor offers an open floor plan ideal for entertaining including a living room, a dining room and a large kitchen with Calacatta quartz countertops. Amazing outdoor deck and courtyard off of the kitchen. Original 1800's architectural details throughout. Second floor includes primary bedroom suite, spa bathroom, steam shower and a family room with custom built-ins and an office. The third floor has two great-sized bedrooms and two bathrooms. The top floor has two bedrooms and a family room with staircase to a large roof deck with 360-degree views of the City. Owners' unit is 4700 square feet plus garden apartment for au pair or income and storage. Two parking spaces! Convenient neighborhood, this beautiful home offers City living at its finest.

      Listed by Frank Celeste and Jamie N. Imperato of Gibson Sotheby's International Realty

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      4 Soley Street Boston MA 02129

      Boston, MA4 Soley Street, Charlestown

      Price$3,895,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 73109631

      • Residential
      • Bedrooms 4
      • Bathroom 4
      • Square Feet 3,224

      Modern masterpiece. 2019 new-construction townhouse designed by Flavin Architects with custom details throughout. Featuring a direct access two car conditioned garage with mud room, 4 Soley provides the livability of a suburban home with the amenities of a walkable Boston location, in a true neighborhood community. The showstopping glass, steel and wood staircase, positioned beneath an oversized skylight, facilitates natural light throughout the home and leads to a living level with 10'+ ceilings. A kitchen by Divine Design works alongside gracious living and dining areas with a double-sided fireplace, wet-bar and half bath. The bedroom level owner's suite includes a spa style bath and dual walk-in closets. Two additional bedrooms, a full bath, and laundry complete the level. The staircase continues up to the 700sf roof level with outdoor kitchen and fire table. Street level family room with wet-bar and full bath is ideal for guests or au-pair. Fully integrated smart-home controls.

      Listed by Sprogis Neale Doherty Team of Sprogis & Neale Real Estate

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      9 Monument Street Boston MA 02129

      Boston, MA9 Monument Street, Unit 9, Charlestown

      Price$2,125,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 73144263

      • Condo
      • Next Open House: Fri 09/29 4:30 pm. to 5:30 pm.
      • Bedrooms 4
      • Bathroom 6
      • Square Feet 2,465

      Rare new construction 4 bed 5.5 ba townhouse with roofdeck steps to the Monument! Perfectly situated in Charlestown's highly coveted Monument Sq neighborhood just steps to the Monument, the freedom trail, & a short walk to all the Charlestown has to offer. This meticulously designed 4 level townhouse boasts high ceilings, masterful finish carpentry, and high end finishes throughout. The main floor is perfect for entertaining with a sprawling open concept Living Kitchen dining area. The Stunning chefs kitchen features thermador appliances, custom cabinetry, marble countertops 9 ft island with bbar. 2nd flr: 2 spacious guest beds & guest baths, laundry room. 3rd floor: guest bedroom, guest bath & a magnificent primary bedroom with luxurious en suite bath and large walk in closet. The lower level features a massive living room as well as flex room for gym or office. Rare opportunity to live in one of most charming neighborhoods in Boston! Roofdeck outfitted w/ gas line & power

      Listed by Gregory McCarthy and Lucas Santos of Riverfront REALTORS®

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      80 Bunker Hill Street Boston MA 02129

      Boston, MA80 Bunker Hill Street, Charlestown

      Price$1,925,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 73132910

      • MultiFamily
      • Bedrooms 8
      • Bathroom 5
      • Square Feet 2,340
      • Property SubType 3 Family

      Rare Opportunity to own a piece of historic Charlestown, Beautiful gut renovated 3 Family with amazing outdoor space! Perfect for investors, 1031 exchange, or a rare situation for owner occupant to offset mortgage with rental income! The stunning 8 bed 4.5 bath multi family has been gutted to the studs and rebuilt entirely with high end finishes throughout. All brand new systems, electric, plumbing, central air, sprinkler & fire alarm The units get great light, and have views of the Monument. Located in the heart of charlestown, just steps to The Monument, steps either way up or down Bunker hill to the Waverly Restaurant or beloved Brewers Fork for a pizza or pint, & a short walk to Charlestown's Restaurants, shops & cafe's. The layouts are designed to maximize rent with all of the luxuries you could hope for in each unit with w/d in each unit, central air, and large private decks for each unit. The Kitchens boast custom cabinetry, stainless steel appliances, and quartz counters

      Listed by Gregory McCarthy and Lucas Santos of Riverfront REALTORS®

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      9 Monument Street Boston MA 02129

      Boston, MA9 Monument Street, Unit R, Charlestown

      Price$1,875,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 73148574

      • Condo
      • Next Open House: Fri 09/29 4:30 pm. to 5:30 pm.
      • Bedrooms 4
      • Bathroom 4
      • Square Feet 1,908

      Rare new construction 4 bed 3.5 ba townhouse with beautiful private yard/ patio, steps to the Monument! Perfectly situated in Charlestown's highly coveted Monument Sq neighborhood just steps to the Monument, the freedom trail, & a short walk to all the Charlestown has to offer. This meticulously designed townhouse boasts high ceilings, masterful finish carpentry, high end finishes throughout, & stunning flr to cieling feature window. The main floor gets amazing light & is perfect for entertaining with a sprawling open concept Living Kitchen dining area. The Stunning chefs kitchen features thermador appliances, custom cabinetry, marble countertops 9 ft island with breakfast bar. Step out from the living room to your private outdoor oasis. The magnificent primary bedroom boasts luxurious en suite bath and large walk in closet. The lower level features a living room, an additional guest bedroom and guest bathroom, and spacious 4th bedroom that could also function as gym, or home office

      Listed by Gregory McCarthy and Lucas Santos of Riverfront REALTORS®

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      56 Monument Avenue Boston MA 02129

      Boston, MA56 Monument Avenue, Unit 3, Charlestown

      Price$1,849,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 73155399

      • Condo
      • Bedrooms 3
      • Bathroom 3
      • Square Feet 1,812
      • Neighborhood Charlestown

      Remarkably unique penthouse duplex masterfully renovated by a notable Charlestown developer, in an unmatched Monument Ave location with two serene outdoors spaces. The main floor, completely open front to back with dramatic ceiling height, is perfect for entertaining and allows for a variety of layouts complete with a half bath. One bedroom, the perfect office/nursery, is quietly tucked away on this level. The chefs kitchen features custom cabinetry, Carrara marble, JennAir appliances, and more. An oversized deck adjacent to the kitchen presents the perfect outdoor dining and entertaining space. Upstairs, two oversized bedrooms including a master suite complete with custom marble bath, as well as a full guest bath, laundry and abundant storage throughout. This rare offering is capped off by a conveniently accessible roof deck that features 360 degree views of the monument, harbor, and the city skyline. Back on market after buyer got cold feet, here’s your chance!

      Listed by Brandon Foley of Gibson Sotheby's International Realty

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      5 Adams Street Boston MA 02129

      Boston, MA5 Adams Street, Unit 1, Charlestown

      Price$1,449,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 73152834

      • Condo
      • Bedrooms 2
      • Bathroom 3
      • Square Feet 1,670
      • Neighborhood Charlestown

      Discover this exquisite Duplex at Winthrop Square! This luxurious 2-bedroom, 2.5-bathroom condominium also features a dedicated office and large private patio. This unit blends historical charm with all the modern conveniences needed for contemporary living.The project is currently 85% complete and will be available for move-in on October 15th. You still have the opportunity to personalize your finishes to your exact preferences. Don't miss out—contact us today to schedule your private showing!

      Listed by Ryan Taylor, Brayden Haney and Justin Pepple of Fortune RE

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      221 Main Street Boston MA 02129

      Boston, MA221 Main Street, Charlestown

      Price$1,350,000The price has recently decreased

      MLS Number 73092519

      • CommercialSale
      • Neighborhood Charlestown
      • Square Feet 2,290
      • Zoning CC

      Have you ever dreamed of owning your own Coffee Shop/Café? Well we have just the opportunity for you - A well established business for sale located in the heart of Charlestown's busiest retail block. This business has become a prominent member of the community since its inception in 2007. Not only does it invite clients to grab their morning coffee and head out for their day, it is a meeting spot for organizations, regulars and business professionals alike and they display work from local artists on a regular basis. The main level is 1340 sf and includes the kitchen, coffee bar and seating for 16; plus 700 sf of storage space and a 250 sf office in the basement level. The current owners have taken impeccable care of the space and the equipment over the years. The business, equipment and condo are included in the sale price. Business growth potential here is immense! Call or text for private showing to see this wonderful opportunity.

      Listed by Kim Covino & Co. Team and Amy Wrenn of Compass

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      221 Main Street Boston MA 02129

      Boston, MA221 Main Street, Charlestown

      Price$1,350,000The price has recently decreased

      MLS Number 73092521

      • Business Opportunities
      • Square Feet 2,290
      • Zoning CC
      • Neighborhood Charlestown

      Have you ever dreamed of owning your own Coffee Shop/Café? Well we have just the opportunity for you - A well established business for sale located in the heart of Charlestown's busiest retail block. This business has become a prominent member of the community since its inception in 2007. Not only does it invite clients to grab their morning coffee and head out for their day, it is a meeting spot for organizations, regulars and business professionals alike and they display work from local artists on a regular basis. The main level is 1340 sf and includes the kitchen, coffee bar and seating for 16; plus 700 sf of storage space and a 250 sf office in the basement level. The current owners have taken impeccable care of the space and the equipment over the years. The business, equipment and condo are included in the sale price. Business growth potential here is immense! Call or text for private showing to see this wonderful opportunity.

      Listed by Kim Covino & Co. Team and Amy Wrenn of Compass

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      21-23 Monument Street Boston MA 02129

      Boston, MA21-23 Monument Street, Charlestown

      Price$1,250,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 73163303

      • MultiFamily
      • Next Open House: Fri 09/29 11:00 am. to 1:00 pm.
      • Bedrooms 3
      • Bathroom 2
      • Square Feet 2,006

      Well located 2 family steps from Monument Park. 21 Monument is a First floor 1 bedroom 1 bath unit with open kitchen and living room. 23 Monument is a large 2nd & 3rd floor 2 bedroom, one bath with a private roof deck. The property has 3 sides of exposure providing excellent natural light. The building underwent a gut renovation in 2015. All new vinyl siding and exterior trim installed in 2022. Both units have granite countertops, stainless steel appliances and custom cabinets. Gas heat. Tankless hot water. Separately metered utilities. Freshly painted interior. Very strong rental history. Both units have separate entry's, in unit laundry and private storage.

      Listed by Jesse Flynn of Conley

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      5 Main Boston MA 02129

      Boston, MA5 Main, Unit 5, Charlestown

      Price$1,195,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 73127489

      • Condo
      • Bedrooms 3
      • Bathroom 2
      • Square Feet 1,346
      • Neighborhood Charlestown

      Right in the heart of Charlestown's Gas Light District, this spacious 3 BR/2B home has 1345' of beautifully finished living space. With it’s own private entrance, this corner duplex has the feel of a single family home and features hardwood floors, a wood burning fireplace, large closets, in-unit W/D, central AC, extra storage, and a private deck. This home has been meticulously maintained, and recent updates include new windows, a new glass slider, a new microwave, a new water heater, new premium vinyl floors in the lower level, and a new washer and dryer. Set directly across the street from John Harvard Mall and just steps to to City Square, this home is surrounded by all that Charlestown has to offer, and at the same time you're just minutes to downtown Boston and right across the street from the #92 bus stop. Home is also available for rent.

      Listed by Maria Spyridopoulos of CW Realty

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      29 Essex Street Boston MA 02129

      Boston, MA29 Essex Street, Unit 2, Charlestown

      Price$1,149,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 73162369

      • Condo
      • Bedrooms 3
      • Bathroom 2
      • Square Feet 1,528
      • Neighborhood Charlestown

      MOVE IN READY! Discover this remarkable 3-bedroom,1.5 bath duplex condo offering a truly comfortable & convenient city living experience. Meticulously updated & recently painted throughout, this open floor plan home has it all including an incredible private roof deck w 360 city views. Upon entering, a warm glow & patina of original hardwood floors throughout & oversized windows provide abundant sunlight throughout the day. An eat in chef’s kitchen w ss appliances and island is located off the dining room that leads into the living room with a cozy fireplace perfect for entertaining or hanging out. A stunning staircase leads you to 3 well-appointed bedrooms, providing ample space for family, guests, or home office/gym. The bathrooms have been tastefully designed with modern fixtures and finishes, ensuring both functionality and style. Located near Whole Foods, parks, public transportation & many vibrant amenities this historic gas lit Charlestown neighborhood has to offer. A must see!

      Listed by Jamie Ovadia and Peter Hill of MGS Group Real Estate LTD

      {$office->Name}

      Lyons Group
      126 Newbury Street
      Boston MA, 02116
      Office: 617-901-4500

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.19% last updated on 2023-09-21

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

      sign up RECEIVE THE LATEST LISTINGS & SAVE SEARCHES Already a member? Sign in here