8,893

Charlestown, MA Homes

Section Image
  • 100 Pearl St Unit 2, Charlestown, MA 02129
    100 Pearl St Unit 2, Charlestown, MA 02129
    100 Pearl St Unit 2, Charlestown, MA 02129
    /25

    $739,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 922 Sq Ft

    100 Pearl St Unit 2, Charlestown, MA 02129

    SUNDAY OPEN HOUSE CANCELED. Welcome to this bright and inviting two-bedroom, one-and-a-half-bath residence on desirable Pearl Street in Charlestown. Unit 2 offers a thoughtfully designed layout with sun-filled living spaces, hardwood floors, and neutral finishes throughout. The open living and dining area flows seamlessly into the kitchen, featuring granite countertops, ample cabinetry, and

    Lento + Rivkind Real Estate Team Coldwell Banker Realty - Boston

    100 Pearl St Unit 2, Charlestown, MA 02129
  • 50 Hood Park Dr Unit 533, Boston, MA 02129
    50 Hood Park Dr Unit 533, Boston, MA 02129
    /2

    $3,435 per month plus fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    50 Hood Park Dr Unit 533, Boston, MA 02129

    Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records. Listings are subject to errors and omissions. Encore Realty disclaims any and all representations or warranties as to the accuracy of this information. Encore Realty is an Equal Housing Opportunity Agency. Photos may not always be of the actual apartment. At

    50 Hood Park Dr Unit 533, Boston, MA 02129
  • 82 School St Unit 3, Charlestown, MA 02129
    82 School St Unit 3, Charlestown, MA 02129
    82 School St Unit 3, Charlestown, MA 02129
    /18

    $1,399,000 Sold Sep 22, 2025

    82 School St Unit 3, Charlestown, MA 02129

    • 3 Beds
    • 2.5 Baths
    • 1,708 Sq Ft
    • Built 1999

    Last Sold Summary

    • $819/SF
    • 1 Day On Market

    Current Estimated Value $1,390,195

    Last Listing Agent Martha Toti Coldwell Banker Realty - Boston

    82 School St Unit 3, Charlestown, MA 02129
    • 3 Winthrop St Unit 2, Charlestown, MA 02129
      3 Winthrop St Unit 2, Charlestown, MA 02129
      3 Winthrop St Unit 2, Charlestown, MA 02129
      /21

      Est $708,083 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 659 Sq Ft

      3 Winthrop St Unit 2, Charlestown, MA 02129

      3 Winthrop St Unit 2, Charlestown, MA 02129
  • 29 Eden St Unit 3, Charlestown, MA 02129
    29 Eden St Unit 3, Charlestown, MA 02129
    29 Eden St Unit 3, Charlestown, MA 02129
    /15

    $529,000 Pending

    • 1 Bed
    • 1 Bath
    • 615 Sq Ft

    29 Eden St Unit 3, Charlestown, MA 02129

    Tucked away on a quiet, tree-lined street, this sun-filled second-floor condo blends classic Charlestown character with modern comfort. Step inside to find an inviting open layout where natural light pours in, highlighting exposed brick and warm bamboo floors. The primary bedroom offers a peaceful retreat with a generous closet and leafy views. Enjoy the neighborhood at your doorstep - down the

    Doug Hills Compass

    29 Eden St Unit 3, Charlestown, MA 02129
  • 50 Hood Park Dr Unit 539, Boston, MA 02129
    50 Hood Park Dr Unit 539, Boston, MA 02129
    /2

    $2,930 per month plus fees

    • Studio
    • 1 Bath
    • Condo for Rent

    50 Hood Park Dr Unit 539, Boston, MA 02129

    Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records. Listings are subject to errors and omissions. Encore Realty disclaims any and all representations or warranties as to the accuracy of this information. Encore Realty is an Equal Housing Opportunity Agency. Photos may not always be of the actual apartment. At

    50 Hood Park Dr Unit 539, Boston, MA 02129
  • 4 Essex St, Charlestown, MA 02129
    4 Essex St, Charlestown, MA 02129
    4 Essex St, Charlestown, MA 02129
    /19

    $1,150,000 Sold Oct 10, 2025

    4 Essex St, Charlestown, MA 02129

    • 5 Beds
    • 1.5 Baths
    • 1,547 Sq Ft
    • Built 1875

    Last Sold Summary

    • 5% Above List Price
    • $743/SF
    • 69 Days On Market

    Current Estimated Value $1,201,257

    Last Listing Agent Sarah Fillmann Coldwell Banker Realty - Boston

    4 Essex St, Charlestown, MA 02129
    • 16 Park St Unit 1, Charlestown, MA 02129
      16 Park St Unit 1, Charlestown, MA 02129
      16 Park St Unit 1, Charlestown, MA 02129
      /26

      Est $917,429 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,353 Sq Ft

      16 Park St Unit 1, Charlestown, MA 02129

      16 Park St Unit 1, Charlestown, MA 02129
  • 254-256 Medford St Unit 2, Boston, MA 02129
    254-256 Medford St Unit 2, Boston, MA 02129
    254-256 Medford St Unit 2, Boston, MA 02129
    /16

    $400,000 Pending

    • 1 Bed
    • 1 Bath
    • 485 Sq Ft

    254-256 Medford St Unit 2, Boston, MA 02129

    Charming 1-Bedroom Condo in Charlestown. A well-maintained 1-bedroom/1-bath condo offering smart, efficient living. With 485 square feet of thoughtfully designed space, this home is ideal for first-time buyers, investors, or anyone looking for a stylish city retreat. The sun-splashed interior features hardwood floors, a well-appointed kitchen, and a cozy living area perfect for relaxing or

    Jesse MacDonald Gibson Sotheby's International Realty

    254-256 Medford St Unit 2, Boston, MA 02129
  • 250 1st Ave Unit 1-0406, Boston, MA 02129
    250 1st Ave Unit 1-0406, Boston, MA 02129
    250 1st Ave Unit 1-0406, Boston, MA 02129
    /8

    $3,150 per month plus fees

    • Studio
    • 1 Bath
    • 560 Sq Ft
    • Condo for Rent

    250 1st Ave Unit 1-0406, Boston, MA 02129

    Call today about this beautiful Charlestown apartment. Plenty of space, natural light, and a charm all its own greet you every time you come home to this studio apartment. Neighborhood amenities include dining, shopping, access to public transit, and more! You will love calling 250 1st Ave. home. Hardwood Floors Near Public Transportation High-Speed Internet Fantastic

    250 1st Ave Unit 1-0406, Boston, MA 02129
  • 66 High St Unit 2, Boston, MA 02129
    66 High St Unit 2, Boston, MA 02129
    66 High St Unit 2, Boston, MA 02129
    /23

    $940,000 Sold Jun 13, 2025

    66 High St Unit 2, Boston, MA 02129

    • 2 Beds
    • 1 Bath
    • 916 Sq Ft
    • Built 1910

    Last Sold Summary

    • 5% Above List Price
    • $1,026/SF
    • 5 Days On Market

    Last Listing Agent Frank Celeste Gibson Sotheby's International Realty

    66 High St Unit 2, Boston, MA 02129
    • 14 Park St Unit 2, Charlestown, MA 02129
      14 Park St Unit 2, Charlestown, MA 02129
      14 Park St Unit 2, Charlestown, MA 02129
      /24

      Est $687,919 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 668 Sq Ft

      14 Park St Unit 2, Charlestown, MA 02129

      14 Park St Unit 2, Charlestown, MA 02129
  • 50 Hood Park Dr Unit 206, Boston, MA 02129
    50 Hood Park Dr Unit 206, Boston, MA 02129
    /2

    $2,953 per month plus fees

    • Studio
    • 1 Bath
    • Condo for Rent

    50 Hood Park Dr Unit 206, Boston, MA 02129

    Call today about this beautiful Charlestown apartment. Plenty of space, natural light, and a charm all its own greet you every time you come home to this studio apartment. Neighborhood amenities include dining, shopping, access to public transit, and more! You will love calling 50 Hood Park Dr. home. Public TransportationDisclaimer: The information in this listing may have been

    50 Hood Park Dr Unit 206, Boston, MA 02129
  • 40 Mount Vernon St Unit 1, Charlestown, MA 02129
    40 Mount Vernon St Unit 1, Charlestown, MA 02129
    40 Mount Vernon St Unit 1, Charlestown, MA 02129
    /35

    $1,690,000 Sold Mar 13, 2025

    40 Mount Vernon St Unit 1, Charlestown, MA 02129

    • 3 Beds
    • 3 Baths
    • 2,192 Sq Ft
    • Built 1905

    Last Sold Summary

    • 3% Below List Price
    • $771/SF
    • 34 Days On Market

    Last Listing Agent Tina Endicott RE/MAX Encore

    40 Mount Vernon St Unit 1, Charlestown, MA 02129
    • 19 Main St Unit B, Charlestown, MA 02129
      19 Main St Unit B, Charlestown, MA 02129
      19 Main St Unit B, Charlestown, MA 02129
      /24

      Est $689,470 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 679 Sq Ft

      19 Main St Unit B, Charlestown, MA 02129

      19 Main St Unit B, Charlestown, MA 02129
  • 28 Parker St Unit 1, Boston, MA 02129
    28 Parker St Unit 1, Boston, MA 02129
    28 Parker St Unit 1, Boston, MA 02129
    /10

    $3,000 per month plus fees

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    28 Parker St Unit 1, Boston, MA 02129

    This nice 2 Bedrooms 1 Bath place in the Boston - Charlestown area is available for Now. Included Features are: Laundry in Unit. 1.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties

    28 Parker St Unit 1, Boston, MA 02129
  • 64 Sullivan St Unit 4, Charlestown, MA 02129
    64 Sullivan St Unit 4, Charlestown, MA 02129
    64 Sullivan St Unit 4, Charlestown, MA 02129
    /23

    $825,000 Sold May 09, 2025

    64 Sullivan St Unit 4, Charlestown, MA 02129

    • 2 Beds
    • 2 Baths
    • 866 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $953/SF
    • 13 Days On Market

    Current Estimated Value $831,098

    Last Listing Agent Collin Bray Century 21 Cityside

    64 Sullivan St Unit 4, Charlestown, MA 02129
    • 15 Main St Unit C, Charlestown, MA 02129
      15 Main St Unit C, Charlestown, MA 02129
      15 Main St Unit C, Charlestown, MA 02129
      /20

      Est $683,239 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 677 Sq Ft

      15 Main St Unit C, Charlestown, MA 02129

      15 Main St Unit C, Charlestown, MA 02129
  • 50 Hood Park Dr Unit 527, Boston, MA 02129
    50 Hood Park Dr Unit 527, Boston, MA 02129
    /2

    $3,133 per month plus fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    50 Hood Park Dr Unit 527, Boston, MA 02129

    Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records. Listings are subject to errors and omissions. Encore Realty disclaims any and all representations or warranties as to the accuracy of this information. Encore Realty is an Equal Housing Opportunity Agency. Photos may not always be of the actual apartment. At

    50 Hood Park Dr Unit 527, Boston, MA 02129
  • 22 Belmont St, Charlestown, MA 02129
    22 Belmont St, Charlestown, MA 02129
    22 Belmont St, Charlestown, MA 02129
    /22

    $1,450,000 Sold Apr 25, 2025

    22 Belmont St, Charlestown, MA 02129

    • 3 Beds
    • 3.5 Baths
    • 1,508 Sq Ft
    • Built 1880

    Last Sold Summary

    • 3% Below List Price
    • $962/SF
    • 191 Days On Market

    Current Estimated Value $1,375,304

    Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    22 Belmont St, Charlestown, MA 02129
    • 15 Main St Unit A, Charlestown, MA 02129
      15 Main St Unit A, Charlestown, MA 02129
      15 Main St Unit A, Charlestown, MA 02129
      /13

      Est $812,346 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 925 Sq Ft

      15 Main St Unit A, Charlestown, MA 02129

      15 Main St Unit A, Charlestown, MA 02129
  • 3 Mt Vernon St Unit 2, Boston, MA 02125
    3 Mt Vernon St Unit 2, Boston, MA 02125
    3 Mt Vernon St Unit 2, Boston, MA 02125
    /20

    $3,600 per month plus fees

    • 4 Beds
    • 1 Bath
    • Condo for Rent

    3 Mt Vernon St Unit 2, Boston, MA 02125

    This nice 4 Bedrooms 1 Bath place in the Boston - Dorchester/South Boston Border area is available for 09-01-2026. Included Features are: Laundry in Unit.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information

    3 Mt Vernon St Unit 2, Boston, MA 02125
  • 42 8th St Unit 1109, Boston, MA 02129
    42 8th St Unit 1109, Boston, MA 02129
    42 8th St Unit 1109, Boston, MA 02129
    /14

    $700,000 Sold Jun 27, 2025

    42 8th St Unit 1109, Boston, MA 02129

    • 1 Bed
    • 1.5 Baths
    • 949 Sq Ft
    • Built 1899

    Last Sold Summary

    • $738/SF
    • 23 Days On Market

    Current Estimated Value $705,484

    Last Listing Agent Caroline Noonan Corcoran Property Advisors

    42 8th St Unit 1109, Boston, MA 02129
    • 7 Main St Unit C, Charlestown, MA 02129
      7 Main St Unit C, Charlestown, MA 02129
      7 Main St Unit C, Charlestown, MA 02129
      /21

      Est $687,869 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 676 Sq Ft

      7 Main St Unit C, Charlestown, MA 02129

      7 Main St Unit C, Charlestown, MA 02129
  • 106 13th St Unit FL3-ID1301, Boston, MA 02129
    106 13th St Unit FL3-ID1301, Boston, MA 02129
    106 13th St Unit FL3-ID1301, Boston, MA 02129
    /24

    $3,300 total monthly price

    • 2 Beds
    • 2 Baths
    • 992 Sq Ft
    • Condo for Rent

    106 13th St Unit FL3-ID1301, Boston, MA 02129

    Discover the best of Boston, with this two bedroom apartment in Bunker Hill. It’ll be easy to simply show up and start living in this furnished apartment with its fully equipped kitchen, living room, and our dedicated, on-the-ground support. (ID #BOS1301)The advertised rate of $3,300/month is the lowest available price, based on a 6 month(s) and 5 day(s) stay with a move-in date of June

    106 13th St Unit FL3-ID1301, Boston, MA 02129
  • 45 1st Ave Unit 314, Boston, MA 02129
    45 1st Ave Unit 314, Boston, MA 02129
    45 1st Ave Unit 314, Boston, MA 02129
    /20

    $457,000 Sold Sep 04, 2025

    45 1st Ave Unit 314, Boston, MA 02129

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Built 2015

    Last Sold Summary

    • $914/SF
    • 61 Days On Market

    Current Estimated Value $475,348

    Last Listing Agent Henry Carpenito Flagship Commercial Real Estate, Inc.

    45 1st Ave Unit 314, Boston, MA 02129
    • 90 Constitution Rd, Charlestown, MA 02129
      90 Constitution Rd, Charlestown, MA 02129
      90 Constitution Rd, Charlestown, MA 02129
      /37

      Est $1,952,902 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,993 Sq Ft

      90 Constitution Rd, Charlestown, MA 02129

      90 Constitution Rd, Charlestown, MA 02129
  • 19 Caldwell St Unit 1, Boston, MA 02129
    19 Caldwell St Unit 1, Boston, MA 02129
    19 Caldwell St Unit 1, Boston, MA 02129
    /20

    $3,695 total monthly price

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft
    • Condo for Rent

    19 Caldwell St Unit 1, Boston, MA 02129

    ENTIRE TOWN HOME!! NO BROKER FEE!! Incredible option in Charleston for 9/1! What a wonderful option with private bathrooms, central air, in unit laundry, and a massive rod deck. This town home offers giant living space, multiple outdoor options, all new appliances and generous bedrooms!In compliance with the new Massachusetts regulation—940 CMR 38.00 (the “Junk Fee” rule),

    19 Caldwell St Unit 1, Boston, MA 02129
  • 33 Chestnut St Unit 5, Boston, MA 02108
    33 Chestnut St Unit 5, Boston, MA 02108
    33 Chestnut St Unit 5, Boston, MA 02108
    /28

    $1,250,000 Sold Aug 21, 2025

    33 Chestnut St Unit 5, Boston, MA 02108

    • 1 Bed
    • 1 Bath
    • 1,440 Sq Ft
    • Built 1899

    Last Sold Summary

    • 11% Below List Price
    • $868/SF
    • 16 Days On Market

    Current Estimated Value $1,339,668

    Last Listing Agent Janis Pacheco Coldwell Banker Realty - Boston

    33 Chestnut St Unit 5, Boston, MA 02108
    • 93 13th St Unit B, Charlestown, MA 02129
      93 13th St Unit B, Charlestown, MA 02129
      93 13th St Unit B, Charlestown, MA 02129
      /17

      Est $730,765 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,209 Sq Ft

      93 13th St Unit B, Charlestown, MA 02129

      93 13th St Unit B, Charlestown, MA 02129
  • 108 Cambridge St, Boston, MA 02129
    108 Cambridge St, Boston, MA 02129
    108 Cambridge St, Boston, MA 02129
    /9

    $2,600 - $3,700 total monthly price

    • Studio - 2 Beds
    • 2 Baths
    • 600 Sq Ft
    • Condo for Rent

    108 Cambridge St, Boston, MA 02129

    Enjoy these brand-new apartments in the East Somerville / Charlestown areas. The orange line is right up the street. Parking is additional but easy street parking. Dogs and cats are both welcome!

    108 Cambridge St, Boston, MA 02129
  • 45 1st Ave Unit 209, Boston, MA 02129
    45 1st Ave Unit 209, Boston, MA 02129
    45 1st Ave Unit 209, Boston, MA 02129
    /33

    $805,000 Sold Jun 26, 2025

    45 1st Ave Unit 209, Boston, MA 02129

    • 2 Beds
    • 1 Bath
    • 841 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Above List Price
    • $957/SF
    • 1 Day On Market

    Last Listing Agent Maxine Siegler Stuart St James, Inc.

    45 1st Ave Unit 209, Boston, MA 02129
    • 110 1st Ave Unit 14, Charlestown, MA 02129
      110 1st Ave Unit 14, Charlestown, MA 02129
      110 1st Ave Unit 14, Charlestown, MA 02129
      /18

      Est $487,667 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 683 Sq Ft

      110 1st Ave Unit 14, Charlestown, MA 02129

      110 1st Ave Unit 14, Charlestown, MA 02129
  • 108 Cambridge St, Boston, MA 02129
    108 Cambridge St, Boston, MA 02129
    108 Cambridge St, Boston, MA 02129
    /5

    $2,530 - $3,680 total monthly price

    • Studio - 2 Beds
    • 2 Baths
    • 540 Sq Ft
    • Condo for Rent

    108 Cambridge St, Boston, MA 02129

    108 Cambridge St, Boston, MA 02129
  • 43 Chestnut St, Boston, MA 02129
    43 Chestnut St, Boston, MA 02129
    43 Chestnut St, Boston, MA 02129
    /19

    $2,330,000 Sold Sep 03, 2025

    43 Chestnut St, Boston, MA 02129

    • 3 Beds
    • 3.5 Baths
    • 3,724 Sq Ft
    • Built 1860

    Last Sold Summary

    • 3% Below List Price
    • $626/SF
    • 50 Days On Market

    Current Estimated Value $6,371,332

    Last Listing Agent Frank Celeste Gibson Sotheby's International Realty

    43 Chestnut St, Boston, MA 02129
    • 106 13th St Unit 327, Charlestown, MA 02129
      106 13th St Unit 327, Charlestown, MA 02129
      106 13th St Unit 327, Charlestown, MA 02129
      /29

      Est $688,513 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,013 Sq Ft

      106 13th St Unit 327, Charlestown, MA 02129

      106 13th St Unit 327, Charlestown, MA 02129
  • 15 Auburn St Unit 1R, Boston, MA 02129
    15 Auburn St Unit 1R, Boston, MA 02129
    15 Auburn St Unit 1R, Boston, MA 02129
    /10

    $3,950 total monthly price

    • 1 Bed
    • 1 Bath
    • 632 Sq Ft
    • Condo for Rent

    15 Auburn St Unit 1R, Boston, MA 02129

    FULLY FURNISHED IN CHARLESTOWN | BRING YOUR TOOTHBRUSH! Chic and sleek garden level 1BR+STUDY where every detail is dialed in! The study is separate but just off the sleeping area and ideal for WFH! The modern kitchen commands attention with gas cooking, stainless steel appliances, quartz counters; opening to flexible living with a pull-out sofa for guests. Spa-worthy bath with deep soaker,

    15 Auburn St Unit 1R, Boston, MA 02129
  • 10 Bartlett St Unit 12, Charlestown, MA 02129
    10 Bartlett St Unit 12, Charlestown, MA 02129
    10 Bartlett St Unit 12, Charlestown, MA 02129
    /34

    $2,250,000 Sold Apr 22, 2025

    10 Bartlett St Unit 12, Charlestown, MA 02129

    • 3 Beds
    • 2.5 Baths
    • 2,343 Sq Ft
    • Built 2011

    Last Sold Summary

    • 2% Below List Price
    • $960/SF
    • 19 Days On Market

    Current Estimated Value $2,232,545

    Last Listing Agent Tracy Shea Coldwell Banker Realty - Boston

    10 Bartlett St Unit 12, Charlestown, MA 02129
    • 106 13th St Unit 315, Charlestown, MA 02129
      106 13th St Unit 315, Charlestown, MA 02129
      106 13th St Unit 315, Charlestown, MA 02129
      /20

      Est $674,896 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 992 Sq Ft

      106 13th St Unit 315, Charlestown, MA 02129

      106 13th St Unit 315, Charlestown, MA 02129
  • 368 Main St, Boston, MA 02129
    368 Main St, Boston, MA 02129
    368 Main St, Boston, MA 02129
    /19

    $3,000 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    368 Main St, Boston, MA 02129

    368 Main St, Boston, MA 02129

Showing Results 161 - 200, Page 5 of 18

Massachusetts Suffolk County Charlestown

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group