1,472

Highlandtown Homes

Section Image
  • 416 S Bouldin St, Baltimore, MD 21224
    416 S Bouldin St, Baltimore, MD 21224
    416 S Bouldin St, Baltimore, MD 21224
    /45

    $335,000

    Sold Apr 13, 2026

    416 S Bouldin St, Baltimore, MD 21224

    • 3 Beds
    • 2.5 Baths
    • 1,453 Sq Ft
    • Built 1920

    Last Sold Summary

    • 4% Below List Price
    • $231/SF
    • 28 Days On Market

    Current Estimated Value $344,213

    Last Listing Agent Derek Blazer Cummings & Co. Realtors

    416 S Bouldin St, Baltimore, MD 21224
    • 248 S Highland Ave, Baltimore, MD 21224
      248 S Highland Ave, Baltimore, MD 21224
      248 S Highland Ave, Baltimore, MD 21224
      /51

      Est $381,000

      Not Listed For Sale

      248 S Highland Ave, Baltimore, MD 21224

      • 3 Beds
      • 4 Baths
      • 1,859 Sq Ft
      • Built 1900
      248 S Highland Ave, Baltimore, MD 21224

      Last Sold Summary

      • 79 Days On Market

  • 3700 Chestle Place, Baltimore, MD 21224
    3700 Chestle Place, Baltimore, MD 21224
    3700 Chestle Place, Baltimore, MD 21224
    /14

    $115,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    3700 Chestle Place, Baltimore, MD 21224

    Investor Special in the Heart of Highlandtown! Calling all investors and visionaries-3700 Chestle Place is your next opportunity! This end-of-row townhome is a blank slate, ready for a full renovation with the potential for 2 bedrooms and 2 bathrooms, or more with an addition. Bring your creativity and turn this property into a standout in one of Baltimore’s most vibrant and eclectic

    Kit Smith EXP Realty, LLC

    3700 Chestle Place, Baltimore, MD 21224
  • 280 S Robinson St, Baltimore, MD 21224
    280 S Robinson St, Baltimore, MD 21224
    280 S Robinson St, Baltimore, MD 21224
    /40

    $294,000

    Sold Jun 01, 2026

    280 S Robinson St, Baltimore, MD 21224

    • 2 Beds
    • 1 Bath
    • 1,282 Sq Ft
    • Built 1906

    Last Sold Summary

    • 1% Above List Price
    • $229/SF
    • 6 Days On Market

    Current Estimated Value $291,797

    Last Listing Agent Katya Cordero RE/MAX Components

    280 S Robinson St, Baltimore, MD 21224
    • 215 S Robinson St, Baltimore, MD 21224
      215 S Robinson St, Baltimore, MD 21224
      215 S Robinson St, Baltimore, MD 21224
      /35

      Est $312,554

      Not Listed For Sale

      215 S Robinson St, Baltimore, MD 21224

      • 2 Beds
      • 1.5 Baths
      • 1,432 Sq Ft
      • Built 1906
      215 S Robinson St, Baltimore, MD 21224

      Last Sold Summary

      • 5 Days On Market

  • 307 S Baylis St, Baltimore, MD 21224
    307 S Baylis St, Baltimore, MD 21224
    307 S Baylis St, Baltimore, MD 21224
    /25

    $160,000

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    307 S Baylis St, Baltimore, MD 21224

    Discover a beautiful and spacious home in the heart of Highlandtown. This two-story house is perfect for the first time home buyer or for an investor seeking to add to their portfolio. The main level features hardwood floors, nicely sized living room, a half bath for guest, an eat-in kitchen and large windows for natural lighting. The kitchen has a door that leads you to your private fenced in

    Daniel Register Northrop Realty

    307 S Baylis St, Baltimore, MD 21224
  • 312 S East Ave, Baltimore, MD 21224
    312 S East Ave, Baltimore, MD 21224
    312 S East Ave, Baltimore, MD 21224
    /40

    $525,000

    Sold Feb 20, 2026

    312 S East Ave, Baltimore, MD 21224

    • 4 Beds
    • 3.5 Baths
    • 2,201 Sq Ft
    • Built 1906

    Last Sold Summary

    • $239/SF
    • 5 Days On Market

    Current Estimated Value $522,424

    Last Listing Agent Nancy Rachuba Cummings & Co. Realtors

    312 S East Ave, Baltimore, MD 21224
    • 411 S Bouldin St, Baltimore, MD 21224
      411 S Bouldin St, Baltimore, MD 21224
      411 S Bouldin St, Baltimore, MD 21224
      /13

      Est $399,108

      Not Listed For Sale

      411 S Bouldin St, Baltimore, MD 21224

      • 2 Beds
      • 1.5 Baths
      • 976 Sq Ft
      • Built 1924
      411 S Bouldin St, Baltimore, MD 21224

      Last Sold Summary

      • 0 Days On Market

  • 211 S Bouldin St, Baltimore, MD 21224
    211 S Bouldin St, Baltimore, MD 21224
    211 S Bouldin St, Baltimore, MD 21224
    /24

    $195,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    211 S Bouldin St, Baltimore, MD 21224

    Welcome to Highlandtown! Centrally located in a vibrant and diverse community, just blocks from Patterson Park and Eastern Ave. Walk to market, church, and myriad cultural activities and dining experiences. Easy access to public transportation, and to all the major traffic arteries if you work out-of-town. Your children can walk to the elementary school, located at the end of the block. This

    Thomas Valkenet Valkenet Brokerage, LLC.

    211 S Bouldin St, Baltimore, MD 21224
  • 3515 Gough St, Baltimore, MD 21224
    3515 Gough St, Baltimore, MD 21224
    3515 Gough St, Baltimore, MD 21224
    /27

    $309,000

    Sold Feb 13, 2026

    3515 Gough St, Baltimore, MD 21224

    • 3 Beds
    • 3.5 Baths
    • 1,557 Sq Ft
    • Built 1920

    Last Sold Summary

    • $198/SF
    • 116 Days On Market

    Current Estimated Value $325,971

    Last Listing Agent James Ferguson Boyle & Kahoe Real Estate

    3515 Gough St, Baltimore, MD 21224
    • 3838 Bank St, Baltimore, MD 21224
      3838 Bank St, Baltimore, MD 21224
      3838 Bank St, Baltimore, MD 21224
      /11

      Est $234,748

      Not Listed For Sale

      3838 Bank St, Baltimore, MD 21224

      • 3 Beds
      • 1.5 Baths
      • 1,388 Sq Ft
      • Built 1920
      3838 Bank St, Baltimore, MD 21224

      Last Sold Summary

      • 10 Days On Market

  • 333 S Clinton St, Baltimore, MD 21224
    333 S Clinton St, Baltimore, MD 21224
    333 S Clinton St, Baltimore, MD 21224
    /30

    $449,000

    • 4 Beds
    • 3.5 Baths
    • 1,502 Sq Ft

    333 S Clinton St, Baltimore, MD 21224

    Live where Baltimore energy meets neighborhood charm! *This beautifully renovated row home in the heart of Highlandtown checks all the boxes- with 2 yrs remaining on the CHAP tax credit, a private roof top deck and a detached garage. *Inside, you'll love the bright open layout featuring hardwood floors, an upgraded kitchen, and a dedicated dining space that's ready for everything from casual

    Kimberly Jones RLAH @properties

    333 S Clinton St, Baltimore, MD 21224
  • 309 Fagley St, Baltimore, MD 21224
    309 Fagley St, Baltimore, MD 21224
    309 Fagley St, Baltimore, MD 21224
    /25

    $225,000

    Sold May 29, 2026

    309 Fagley St, Baltimore, MD 21224

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Built 1920

    Last Sold Summary

    • 13% Above List Price
    • $218/SF
    • 2 Days On Market

    Current Estimated Value $199,346

    Last Listing Agent Benjamin McGann Compass

    309 Fagley St, Baltimore, MD 21224
    • 257 S East Ave, Baltimore, MD 21224
      257 S East Ave, Baltimore, MD 21224
      257 S East Ave, Baltimore, MD 21224
      /39

      Est $418,435

      Not Listed For Sale

      257 S East Ave, Baltimore, MD 21224

      • 3 Beds
      • 3 Baths
      • 1,974 Sq Ft
      • Built 1900
      257 S East Ave, Baltimore, MD 21224

      Last Sold Summary

      • 22 Days On Market

  • 407 S Clinton St, Baltimore, MD 21224
    407 S Clinton St, Baltimore, MD 21224
    407 S Clinton St, Baltimore, MD 21224
    /5

    $30,000

    • 1,200 Sq Ft

    407 S Clinton St, Baltimore, MD 21224

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/10/2026, 10:00 AM. Bidding ends 8/12/2026, 12:40 PM. The list price is the suggested opening bid. Deposit: $5,000. This two-story townhouse is located in the Ellwood Park/Monument neighborhood of Baltimore City. Residents can enjoy the nearby attractions and facilities such as The

    Adam Shpritz Ashland Auction Group LLC

    407 S Clinton St, Baltimore, MD 21224
  • 263 S Ellwood Ave, Baltimore, MD 21224
    263 S Ellwood Ave, Baltimore, MD 21224
    263 S Ellwood Ave, Baltimore, MD 21224
    /41

    $362,500

    Sold Jan 27, 2026

    263 S Ellwood Ave, Baltimore, MD 21224

    • 3 Beds
    • 3 Baths
    • 1,925 Sq Ft
    • Built 1906

    Last Sold Summary

    • 4% Below List Price
    • $188/SF
    • 6 Days On Market

    Current Estimated Value $375,491

    Last Listing Agent John Maranto Cummings & Co. Realtors

    263 S Ellwood Ave, Baltimore, MD 21224
    • 3709 E Pratt St, Baltimore, MD 21224
      3709 E Pratt St, Baltimore, MD 21224
      3709 E Pratt St, Baltimore, MD 21224
      /29

      Est $225,188

      Not Listed For Sale

      3709 E Pratt St, Baltimore, MD 21224

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1920
      3709 E Pratt St, Baltimore, MD 21224

      Last Sold Summary

      • 103 Days On Market

  • 422 S Highland Ave, Baltimore, MD 21224
    422 S Highland Ave, Baltimore, MD 21224
    422 S Highland Ave, Baltimore, MD 21224
    /72

    $585,000

    • Studio
    • 3,596 Sq Ft

    422 S Highland Ave, Baltimore, MD 21224

    Pristine live/work gallery and residence in Baltimore’s Highlandtown Arts District, formerly known as Springsteen Gallery. This turnkey mixed-use property offers over 2,600 square feet of thoughtfully designed commercial and residential space and will appeal to the most discerning of buyers. The property benefitted from two extensive renovation phases — first transforming the gallery and

    David Tomasko Guerilla Realty LLC

    422 S Highland Ave, Baltimore, MD 21224
  • 246 S East Ave, Baltimore, MD 21224
    246 S East Ave, Baltimore, MD 21224
    /2

    $324,900

    Sold Jun 05, 2026

    246 S East Ave, Baltimore, MD 21224

    • 3 Beds
    • 3 Baths
    • 2,050 Sq Ft
    • Built 1906

    Last Sold Summary

    • 3% Below List Price
    • $158/SF
    • 24 Days On Market

    Current Estimated Value $334,139

    Last Listing Agent Kate Cusato Compass

    246 S East Ave, Baltimore, MD 21224
    • 250 S Eaton St, Baltimore, MD 21224
      250 S Eaton St, Baltimore, MD 21224
      250 S Eaton St, Baltimore, MD 21224
      /41

      Est $334,000

      Not Listed For Sale

      250 S Eaton St, Baltimore, MD 21224

      • 3 Beds
      • 3.5 Baths
      • 1,446 Sq Ft
      • Built 1920
      250 S Eaton St, Baltimore, MD 21224

      Last Sold Summary

      • 81 Days On Market

  • 216 S Clinton St, Baltimore, MD 21224
    216 S Clinton St, Baltimore, MD 21224
    216 S Clinton St, Baltimore, MD 21224
    /54

    $299,900

    $15K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,540 Sq Ft

    216 S Clinton St, Baltimore, MD 21224

    Prime block of Baltimore homes located on S Clinton St.! Many renovations have been performed over the past years. This home features high ceilings and an open stairwell. The living room has recessed lighting, bright windows, abundant natural light, custom baulk heads, and an exposed brick wall that has been nicely preserved. There is an eat-in kitchen with stainless steel appliances, granite

    Dave Melka Vylla Home

    216 S Clinton St, Baltimore, MD 21224
  • 248 S Eaton St, Baltimore, MD 21224
    248 S Eaton St, Baltimore, MD 21224
    248 S Eaton St, Baltimore, MD 21224
    /41

    $417,000

    Sold Apr 15, 2026

    248 S Eaton St, Baltimore, MD 21224

    • 3 Beds
    • 3 Baths
    • 1,956 Sq Ft
    • Built 1920

    Last Sold Summary

    • 1% Below List Price
    • $213/SF
    • 4 Days On Market

    Current Estimated Value $419,118

    Last Listing Agent Gabriel Dutton Keller Williams Gateway LLC

    248 S Eaton St, Baltimore, MD 21224
    • 3715 Claremont St, Baltimore, MD 21224
      3715 Claremont St, Baltimore, MD 21224
      3715 Claremont St, Baltimore, MD 21224
      /43

      Est $326,183

      Not Listed For Sale

      3715 Claremont St, Baltimore, MD 21224

      • 3 Beds
      • 2 Baths
      • 1,810 Sq Ft
      • Built 1920
      3715 Claremont St, Baltimore, MD 21224

      Last Sold Summary

      • 61 Days On Market

  • 214 S Highland Ave, Baltimore, MD 21224
    214 S Highland Ave, Baltimore, MD 21224
    214 S Highland Ave, Baltimore, MD 21224
    /30

    $399,900

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,505 Sq Ft

    214 S Highland Ave, Baltimore, MD 21224

    Rare Highlandtown Gem: Turnkey Rowhome with Private 2-Car Parking & Custom Deck Potential! Welcome to 214 S. Highland Ave, a beautifully updated, move-in ready historic rowhome nestled in the heart of vibrant Highlandtown, just steps from Canton and Patterson Park. Blending historic Baltimore charm with modern luxury, this home boasts gorgeous exposed brick, soaring ceilings, and a fully finished

    Ron Gonzales HomeSmart

    214 S Highland Ave, Baltimore, MD 21224
  • 3527 Gough St, Baltimore, MD 21224
    3527 Gough St, Baltimore, MD 21224
    3527 Gough St, Baltimore, MD 21224
    /23

    $195,000

    Sold Jun 30, 2026

    3527 Gough St, Baltimore, MD 21224

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • Built 1920

    Last Sold Summary

    • $144/SF
    • 2 Days On Market

    Current Estimated Value $190,788

    Last Listing Agent Derek Blazer Cummings & Co. Realtors

    3527 Gough St, Baltimore, MD 21224
    • 426 S Bouldin St, Baltimore, MD 21224
      426 S Bouldin St, Baltimore, MD 21224
      426 S Bouldin St, Baltimore, MD 21224
      /29

      Est $316,312

      Not Listed For Sale

      426 S Bouldin St, Baltimore, MD 21224

      • 2 Beds
      • 2.5 Baths
      • 1,596 Sq Ft
      • Built 1920
      426 S Bouldin St, Baltimore, MD 21224

      Last Sold Summary

      • 80 Days On Market

  • 223 S Bouldin St, Baltimore, MD 21224
    223 S Bouldin St, Baltimore, MD 21224
    223 S Bouldin St, Baltimore, MD 21224
    /36

    $333,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,595 Sq Ft

    223 S Bouldin St, Baltimore, MD 21224

    Exceptional Properties. Exceptional Clients. Welcome to 223 S. Bouldin Street, where classic charm and modern updates come together beautifully. This light-filled home features warm wood flooring, exposed brick and soaring ceilings, creating an open and inviting feel from the moment you step inside. The main level offers a seamless flow between the spacious living and dining areas and a

    Meghan Bailey AB & Co Realtors, Inc.

    223 S Bouldin St, Baltimore, MD 21224
  • 204 S East Ave, Baltimore, MD 21224
    204 S East Ave, Baltimore, MD 21224
    204 S East Ave, Baltimore, MD 21224
    /31

    $335,000

    Sold Jul 21, 2026

    204 S East Ave, Baltimore, MD 21224

    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft
    • Built 1906

    Last Sold Summary

    • $201/SF
    • 3 Days On Market

    Current Estimated Value $381,121

    Last Listing Agent Jeremy Walsh Coldwell Banker Realty

    204 S East Ave, Baltimore, MD 21224
    • 310 S Bouldin St, Baltimore, MD 21224
      310 S Bouldin St, Baltimore, MD 21224
      310 S Bouldin St, Baltimore, MD 21224
      /26

      Est $382,652

      Not Listed For Sale

      310 S Bouldin St, Baltimore, MD 21224

      • 2 Beds
      • 2.5 Baths
      • 1,323 Sq Ft
      • Built 1920
      310 S Bouldin St, Baltimore, MD 21224

      Last Sold Summary

      • 1 Day On Market

  • 300-10 BACK ALLEY S Conkling, Highlandtown, MD 21224
    300-10 BACK ALLEY S Conkling, Highlandtown, MD 21224
    300-10 BACK ALLEY S Conkling, Highlandtown, MD 21224
    /31

    $175,000

    Sold Jul 13, 2026

    300-10 BACK ALLEY S Conkling, Highlandtown, MD 21224

    • 14,870 Sq Ft
    • Built 1920

    Last Sold Summary

    • $12/SF
    • 105 Days On Market

    Last Listing Agent Ronald Howard Everything Real Estate, LLC

    300-10 BACK ALLEY S Conkling, Highlandtown, MD 21224
    • 250 S Bouldin St, Baltimore, MD 21224
      250 S Bouldin St, Baltimore, MD 21224
      250 S Bouldin St, Baltimore, MD 21224
      /35

      Est $358,652

      Not Listed For Sale

      250 S Bouldin St, Baltimore, MD 21224

      • 3 Beds
      • 2 Baths
      • 1,595 Sq Ft
      • Built 1900
      250 S Bouldin St, Baltimore, MD 21224

      Last Sold Summary

      • 8 Days On Market

  • 254 S East Ave, Baltimore, MD 21224
    254 S East Ave, Baltimore, MD 21224
    254 S East Ave, Baltimore, MD 21224
    /57

    $415,000

    Sold Oct 10, 2025

    254 S East Ave, Baltimore, MD 21224

    • 4 Beds
    • 3.5 Baths
    • 2,005 Sq Ft
    • Built 1906

    Last Sold Summary

    • $207/SF
    • 15 Days On Market

    Current Estimated Value $440,764

    Last Listing Agent Donald Beecher Redfin Corp

    254 S East Ave, Baltimore, MD 21224
    • 242 S Bouldin St, Baltimore, MD 21224
      242 S Bouldin St, Baltimore, MD 21224
      242 S Bouldin St, Baltimore, MD 21224
      /33

      Est $352,342

      Not Listed For Sale

      242 S Bouldin St, Baltimore, MD 21224

      • 2 Beds
      • 2.5 Baths
      • 1,680 Sq Ft
      • Built 1900
      242 S Bouldin St, Baltimore, MD 21224

      Last Sold Summary

      • 8 Days On Market

  • 3716 Gough St, Baltimore, MD 21224
    3716 Gough St, Baltimore, MD 21224
    3716 Gough St, Baltimore, MD 21224
    /33

    $388,500

    Sold Feb 12, 2026

    3716 Gough St, Baltimore, MD 21224

    • 4 Beds
    • 3.5 Baths
    • 2,675 Sq Ft
    • Built 1920

    Last Sold Summary

    • $145/SF
    • 84 Days On Market

    Current Estimated Value $412,304

    Last Listing Agent Alyssa Bowman Keller Williams Gateway LLC

    3716 Gough St, Baltimore, MD 21224
    • 207 Fagley St, Baltimore, MD 21224
      207 Fagley St, Baltimore, MD 21224
      207 Fagley St, Baltimore, MD 21224
      /22

      Est $177,600

      Not Listed For Sale

      207 Fagley St, Baltimore, MD 21224

      • 2 Beds
      • 1.5 Baths
      • 982 Sq Ft
      • Built 1920
      207 Fagley St, Baltimore, MD 21224

      Last Sold Summary

      • 27 Days On Market

  • 263 S East Ave, Baltimore, MD 21224
    263 S East Ave, Baltimore, MD 21224
    263 S East Ave, Baltimore, MD 21224
    /36

    $375,000

    Sold Jun 16, 2026

    263 S East Ave, Baltimore, MD 21224

    • 2 Beds
    • 2 Baths
    • 1,767 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Above List Price
    • $212/SF
    • 1 Day On Market

    Current Estimated Value $371,218

    Last Listing Agent Christina Elliott The KW Collective

    263 S East Ave, Baltimore, MD 21224
    • 240 S Robinson St, Baltimore, MD 21224
      240 S Robinson St, Baltimore, MD 21224
      240 S Robinson St, Baltimore, MD 21224
      /31

      Est $307,975

      Not Listed For Sale

      240 S Robinson St, Baltimore, MD 21224

      • 3 Beds
      • 1.5 Baths
      • 1,419 Sq Ft
      • Built 1906
      240 S Robinson St, Baltimore, MD 21224

      Last Sold Summary

      • 11 Days On Market

  • 211 S Clinton St, Baltimore, MD 21224
    211 S Clinton St, Baltimore, MD 21224
    211 S Clinton St, Baltimore, MD 21224
    /26

    $410,000

    Sold Feb 13, 2026

    211 S Clinton St, Baltimore, MD 21224

    • 4 Beds
    • 3 Baths
    • 1,890 Sq Ft
    • Built 1900

    Last Sold Summary

    • $217/SF
    • 57 Days On Market

    Current Estimated Value $415,751

    Last Listing Agent Kim Lally EXP Realty, LLC

    211 S Clinton St, Baltimore, MD 21224
    • 230 S East Ave, Baltimore, MD 21224
      230 S East Ave, Baltimore, MD 21224
      230 S East Ave, Baltimore, MD 21224
      /43

      Est $373,144

      Not Listed For Sale

      230 S East Ave, Baltimore, MD 21224

      • 3 Beds
      • 2 Baths
      • 1,716 Sq Ft
      • Built 1906
      230 S East Ave, Baltimore, MD 21224

      Last Sold Summary

      • 4 Days On Market

  • 330 S Clinton St, Baltimore, MD 21224
    330 S Clinton St, Baltimore, MD 21224
    330 S Clinton St, Baltimore, MD 21224
    /78

    $360,000

    Sold Feb 12, 2026

    330 S Clinton St, Baltimore, MD 21224

    • 3 Beds
    • 3.5 Baths
    • 1,677 Sq Ft
    • Built 1920

    Last Sold Summary

    • $215/SF
    • 166 Days On Market

    Current Estimated Value $371,613

    Last Listing Agent Sally Hechter Cummings & Co. Realtors

    330 S Clinton St, Baltimore, MD 21224

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