908

Charlestown, MD Homes

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  • 15 Sunday Dr, Charlestown, MD 21914
    15 Sunday Dr, Charlestown, MD 21914
    15 Sunday Dr, Charlestown, MD 21914
    /3

    $1,200,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    15 Sunday Dr, Charlestown, MD 21914

    Unique opportunity to buy 6 adjacent properties for you to build your dream home. Public Sewer is available and paperwork has been completed by the owner. 21 Sunday Dr. has its own private septic and has been approved by the county for public sewer. 15 has its own separate private septic and has also been approved by the county to be connected to the public sewer. 29 Sunday Dr. has its own

    Kenneth Hutchinson Integrity Real Estate

    15 Sunday Dr, Charlestown, MD 21914
  • 453 Chesapeake Rd, Charlestown, MD 21914
    453 Chesapeake Rd, Charlestown, MD 21914
    453 Chesapeake Rd, Charlestown, MD 21914
    /17

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 859 Sq Ft
    • House for Rent

    453 Chesapeake Rd, Charlestown, MD 21914

    Like new 2 bed 1 bath home in Charlestown MD. The home has been completely remodeled and is move in ready. Large open kitchen and dining area and laundry area. Community beach just down the street and conveniently located near all of Charlestown's local attractions! Rent includes trash (by town pickup) and lawncare. Tenant responsible for utilities, water, sewer and oil for heat. No pets. Call

    Eric Wade Integrity Real Estate

    453 Chesapeake Rd, Charlestown, MD 21914
  • 147 Steamboat Ct, North East, MD 21901
    147 Steamboat Ct, North East, MD 21901
    147 Steamboat Ct, North East, MD 21901
    /82

    $480,000 Sold Oct 20, 2025

    147 Steamboat Ct, North East, MD 21901

    • 4 Beds
    • 3.5 Baths
    • 3,828 Sq Ft
    • Built 2014

    Last Sold Summary

    • $125/SF
    • 16 Days On Market

    Current Estimated Value $474,726

    Last Listing Agent Rashidah Martin Keller Williams Preferred Properties

    147 Steamboat Ct, North East, MD 21901
    • 537 Bladen St, Charles Town, MD 21914
      537 Bladen St, Charles Town, MD 21914
      537 Bladen St, Charles Town, MD 21914
      /19

      Est $188,946 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,410 Sq Ft

      537 Bladen St, Charles Town, MD 21914

      537 Bladen St, Charles Town, MD 21914
  • 572 Baltimore St, Charlestown, MD 21914
    572 Baltimore St, Charlestown, MD 21914
    572 Baltimore St, Charlestown, MD 21914
    /42

    $495,000 Pending

    • 6 Beds
    • 3.5 Baths
    • 2,738 Sq Ft

    572 Baltimore St, Charlestown, MD 21914

    **NEW PRICE** DREAM BIG! Welcome to this beautiful 6-bedroom, 3.5-bath single family home nestled in the heart of Charlestown! Featuring a main level bedroom, super spacious living room AND a super cozy family room—this home offers plenty of space for both relaxing and entertaining. Large family? Small family? Come one, come all!! The updated kitchen with stainless appliances and granite

    Grace Gettier EXIT Preferred Realty, LLC

    572 Baltimore St, Charlestown, MD 21914
  • 414 Chesapeake Rd, Charlestown, MD 21914
    414 Chesapeake Rd, Charlestown, MD 21914
    414 Chesapeake Rd, Charlestown, MD 21914
    /12

    $70,000 Sold Jul 21, 2025

    414 Chesapeake Rd, Charlestown, MD 21914

    • 2 Beds
    • 2 Baths
    • 592 Sq Ft
    • Built 1930

    Last Sold Summary

    • $118/SF
    • 17 Days On Market

    Current Estimated Value $71,212

    Last Listing Agent Julie Strickler Remax Vision

    414 Chesapeake Rd, Charlestown, MD 21914
    • 156 Cool Springs Rd, North East, MD 21901
      156 Cool Springs Rd, North East, MD 21901
      156 Cool Springs Rd, North East, MD 21901
      /56

      Est $517,344 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,393 Sq Ft

      156 Cool Springs Rd, North East, MD 21901

      156 Cool Springs Rd, North East, MD 21901
  • 119 Caroline St, Charlestown, MD 21914
    119 Caroline St, Charlestown, MD 21914
    119 Caroline St, Charlestown, MD 21914
    /27

    $339,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,075 Sq Ft

    119 Caroline St, Charlestown, MD 21914

    Discover the charm of this delightful split foyer home nestled in the serene Smiths Landing community, where comfort meets convenience. Built in 1996, this well-maintained residence boasts 1,075 square feet of thoughtfully designed living space, perfect for creating lasting memories. Step inside to find a warm and inviting interior featuring plush carpeting and vinyl flooring that seamlessly

    Charles Roosa Key Realty, Incorporated

    119 Caroline St, Charlestown, MD 21914
  • 120 Cool Springs Rd, North East, MD 21901
    120 Cool Springs Rd, North East, MD 21901
    120 Cool Springs Rd, North East, MD 21901
    /25

    $385,000 Sold Aug 08, 2025

    120 Cool Springs Rd, North East, MD 21901

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 2012

    Last Sold Summary

    • $214/SF
    • 45 Days On Market

    Current Estimated Value $398,281

    Last Listing Agent Deanna Murphy Integrity Real Estate

    120 Cool Springs Rd, North East, MD 21901
    • 148 Cool Springs Rd, North East, MD 21901
      148 Cool Springs Rd, North East, MD 21901
      148 Cool Springs Rd, North East, MD 21901
      /22

      Est $394,945 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,952 Sq Ft

      148 Cool Springs Rd, North East, MD 21901

      148 Cool Springs Rd, North East, MD 21901
  • 332 Caroline St, Charlestown, MD 21914
    332 Caroline St, Charlestown, MD 21914
    332 Caroline St, Charlestown, MD 21914
    /53

    $635,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,070 Sq Ft

    332 Caroline St, Charlestown, MD 21914

    **OPEN HOUSE SATURDAY JANUARY 3, 2026 1 PM-3PM**SELLER HAS FOUND HOME OF CHOICE AND THIS PROPERTY IS NOW PRICED NEARLY $100K BELOW APPRAISED VALUE!! Perfect for front porch sittin'....wait until you see this immaculate cape cod right in the heart of Charlestown! With over 3000 sf of living space, this home is completely move-in ready! The main level has new LVP flooring and features a large

    Tracy McCullough Remax Vision

    332 Caroline St, Charlestown, MD 21914
  • 25 Long Beach Rd, Charlestown, MD 21914
    25 Long Beach Rd, Charlestown, MD 21914
    25 Long Beach Rd, Charlestown, MD 21914
    /3

    $500,000 Sold Feb 11, 2026

    25 Long Beach Rd, Charlestown, MD 21914

    • 1 Bed
    • 1.5 Baths
    • 512 Sq Ft
    • Built 1940

    Last Sold Summary

    • 5% Below List Price
    • $977/SF

    Last Listing Agent Tracy McCullough Remax Vision

    25 Long Beach Rd, Charlestown, MD 21914
    • 725 Bladen St, Charlestown, MD 21914
      725 Bladen St, Charlestown, MD 21914
      725 Bladen St, Charlestown, MD 21914
      /31

      Est $318,905 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 2,000 Sq Ft

      725 Bladen St, Charlestown, MD 21914

      725 Bladen St, Charlestown, MD 21914
  • 479 Baltimore St, Charlestown, MD 21914
    479 Baltimore St, Charlestown, MD 21914
    479 Baltimore St, Charlestown, MD 21914
    /61

    $650,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,723 Sq Ft

    479 Baltimore St, Charlestown, MD 21914

    Priced to Sell! Price Reduction- PRICED BELOW appraised value of $662,500 done in May of this year! Rent to Own Option! New Construction Coastal Home in Historic Charlestown – A Must-See! This beautiful, modern home blends luxury and quality throughout. The unique layout offers flexible space—perfect for an in-law suite or extra living area for family and friends. You're welcomed by a charming

    Alex Murphy CENTURY 21 New Millennium

    479 Baltimore St, Charlestown, MD 21914
  • 650 Louisa Ln, North East, MD 21901
    650 Louisa Ln, North East, MD 21901
    650 Louisa Ln, North East, MD 21901
    /33

    $599,000 Sold Apr 25, 2025

    650 Louisa Ln, North East, MD 21901

    • 5 Beds
    • 4.5 Baths
    • 4,309 Sq Ft
    • Built 2024

    Last Sold Summary

    • $139/SF
    • 82 Days On Market

    Current Estimated Value $634,088

    Last Listing Agent Stephen Pipich VYBE Realty

    650 Louisa Ln, North East, MD 21901
    • 410 Tasker Ln, Charlestown, MD 21914
      410 Tasker Ln, Charlestown, MD 21914
      410 Tasker Ln, Charlestown, MD 21914
      /12

      Est $246,910 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,066 Sq Ft

      410 Tasker Ln, Charlestown, MD 21914

      410 Tasker Ln, Charlestown, MD 21914
  • 55 Long Beach Rd, Charlestown, MD 21914
    55 Long Beach Rd, Charlestown, MD 21914
    /2

    $91,634

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    55 Long Beach Rd, Charlestown, MD 21914

    This cozy porchfront home in the area of Holloway Beach features two bedrooms, a full bathroom, a nice sized kitchen and spacious living room. The property is located in a water-oriented community that offers its residents with amenities such as campgrounds, picnic areas and volleyball court,. The place is walking distance to the Charlestown Beach providing opportunities for kayaking, fishing,

    Gina Gargeu Century 21 Downtown

    55 Long Beach Rd, Charlestown, MD 21914
  • 153 Cool Springs Rd, North East, MD 21901
    153 Cool Springs Rd, North East, MD 21901
    153 Cool Springs Rd, North East, MD 21901
    /47

    $465,000 Sold Feb 02, 2026

    153 Cool Springs Rd, North East, MD 21901

    • 3 Beds
    • 2.5 Baths
    • 2,158 Sq Ft
    • Built 2013

    Last Sold Summary

    • $215/SF
    • 118 Days On Market

    Last Listing Agent Ronald Sullivan Coldwell Banker Realty

    153 Cool Springs Rd, North East, MD 21901
    • 235 Conestoga St, Charlestown, MD 21914
      235 Conestoga St, Charlestown, MD 21914
      235 Conestoga St, Charlestown, MD 21914
      /45

      Est $1,121,263 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,526 Sq Ft

      235 Conestoga St, Charlestown, MD 21914

      235 Conestoga St, Charlestown, MD 21914
  • 206 Cool Springs Rd, North East, MD 21901
    206 Cool Springs Rd, North East, MD 21901
    206 Cool Springs Rd, North East, MD 21901
    /91

    $589,900 Sold Mar 28, 2025

    206 Cool Springs Rd, North East, MD 21901

    • 4 Beds
    • 2.5 Baths
    • 2,721 Sq Ft
    • Built 2022

    Last Sold Summary

    • $217/SF
    • 2 Days On Market

    Current Estimated Value $588,934

    Last Listing Agent Linda Braerman Monument Sotheby's International Realty

    206 Cool Springs Rd, North East, MD 21901
    • 104 Long Beach Rd, Charlestown, MD 21914
      104 Long Beach Rd, Charlestown, MD 21914
      104 Long Beach Rd, Charlestown, MD 21914
      /29

      Est $316,273 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 2,010 Sq Ft

      104 Long Beach Rd, Charlestown, MD 21914

      104 Long Beach Rd, Charlestown, MD 21914
  • 137 Cool Springs Rd, North East, MD 21901
    137 Cool Springs Rd, North East, MD 21901
    137 Cool Springs Rd, North East, MD 21901
    /62

    $510,000 Sold Dec 08, 2025

    137 Cool Springs Rd, North East, MD 21901

    • 4 Beds
    • 4 Baths
    • 3,469 Sq Ft
    • Built 2012

    Last Sold Summary

    • $147/SF
    • 45 Days On Market

    Last Listing Agent Wanda Jackson RE/MAX Chesapeake

    137 Cool Springs Rd, North East, MD 21901
    • 127 Conestoga St, Charlestown, MD 21914
      127 Conestoga St, Charlestown, MD 21914
      127 Conestoga St, Charlestown, MD 21914
      /42

      Est $478,727 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,100 Sq Ft

      127 Conestoga St, Charlestown, MD 21914

      127 Conestoga St, Charlestown, MD 21914
  • 29 Salvation Cir, North East, MD 21901
    29 Salvation Cir, North East, MD 21901
    29 Salvation Cir, North East, MD 21901
    /32

    $325,000 Sold Nov 06, 2025

    29 Salvation Cir, North East, MD 21901

    • 4 Beds
    • 2.5 Baths
    • 1,914 Sq Ft
    • Built 1995

    Last Sold Summary

    • $170/SF
    • 9 Days On Market

    Current Estimated Value $321,955

    Last Listing Agent Janet Nicholson Berkshire Hathaway HomeServices Homesale Realty

    29 Salvation Cir, North East, MD 21901
    • 608 Bladen St, Charlestown, MD 21914
      608 Bladen St, Charlestown, MD 21914
      608 Bladen St, Charlestown, MD 21914
      /21

      Est $281,513 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,153 Sq Ft

      608 Bladen St, Charlestown, MD 21914

      608 Bladen St, Charlestown, MD 21914
  • 186 Cool Springs Rd, North East, MD 21901
    186 Cool Springs Rd, North East, MD 21901
    186 Cool Springs Rd, North East, MD 21901
    /41

    $520,000 Sold Nov 20, 2025

    186 Cool Springs Rd, North East, MD 21901

    • 5 Beds
    • 3.5 Baths
    • 4,396 Sq Ft
    • Built 2021

    Last Sold Summary

    • $118/SF
    • 46 Days On Market

    Current Estimated Value $527,971

    Last Listing Agent Cathy Verne Patterson-Schwartz-Newark

    186 Cool Springs Rd, North East, MD 21901
    • 346 Cather Ave, Charlestown, MD 21914
      346 Cather Ave, Charlestown, MD 21914
      346 Cather Ave, Charlestown, MD 21914
      /56

      Est $250,928 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 540 Sq Ft

      346 Cather Ave, Charlestown, MD 21914

      346 Cather Ave, Charlestown, MD 21914
  • 429 Chesapeake Rd, Charlestown, MD 21914
    429 Chesapeake Rd, Charlestown, MD 21914
    /2

    $85,500 Sold Dec 18, 2025

    429 Chesapeake Rd, Charlestown, MD 21914

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Built 1937

    Last Sold Summary

    • $127/SF
    • 8 Days On Market

    Last Listing Agent Alexander Necker American Premier Realty, LLC

    429 Chesapeake Rd, Charlestown, MD 21914
    • 337 Caroline St, Charlestown, MD 21914
      337 Caroline St, Charlestown, MD 21914
      337 Caroline St, Charlestown, MD 21914
      /27

      Est $313,768 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 988 Sq Ft

      337 Caroline St, Charlestown, MD 21914

      337 Caroline St, Charlestown, MD 21914
  • 420 Louisa Ln, Charlestown, MD 21914
    420 Louisa Ln, Charlestown, MD 21914
    420 Louisa Ln, Charlestown, MD 21914
    /58

    $741,000 Sold Jul 09, 2025

    420 Louisa Ln, Charlestown, MD 21914

    • 5 Beds
    • 3 Baths
    • 3,145 Sq Ft
    • Built 1993

    Last Sold Summary

    • $236/SF
    • 73 Days On Market

    Current Estimated Value $762,179

    Last Listing Agent Wanda Jackson RE/MAX Chesapeake

    420 Louisa Ln, Charlestown, MD 21914
    • 619 Bladen St, Charlestown, MD 21914
      619 Bladen St, Charlestown, MD 21914
      619 Bladen St, Charlestown, MD 21914
      /8

      Est $183,454 Not Listed For Sale

      • Studio
      • 3,144 Sq Ft

      619 Bladen St, Charlestown, MD 21914

      619 Bladen St, Charlestown, MD 21914
  • 150 Cool Springs Rd, North East, MD 21901
    150 Cool Springs Rd, North East, MD 21901
    150 Cool Springs Rd, North East, MD 21901
    /54

    $435,000 Sold Jan 29, 2026

    150 Cool Springs Rd, North East, MD 21901

    • 3 Beds
    • 4 Baths
    • 2,784 Sq Ft
    • Built 2013

    Last Sold Summary

    • 2% Above List Price
    • $156/SF
    • 23 Days On Market

    Last Listing Agent Liz Keyser VYBE Realty

    150 Cool Springs Rd, North East, MD 21901
    • 430 Chesapeake Rd, Charlestown, MD 21914
      430 Chesapeake Rd, Charlestown, MD 21914
      430 Chesapeake Rd, Charlestown, MD 21914
      /9

      Est $137,667 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 856 Sq Ft

      430 Chesapeake Rd, Charlestown, MD 21914

      430 Chesapeake Rd, Charlestown, MD 21914
  • 409 Baltimore St, Charlestown, MD 21914
    409 Baltimore St, Charlestown, MD 21914
    409 Baltimore St, Charlestown, MD 21914
    /35

    $350,000 Sold Sep 19, 2025

    409 Baltimore St, Charlestown, MD 21914

    • 3 Beds
    • 2 Baths
    • 1,110 Sq Ft
    • Built 1925

    Last Sold Summary

    • $315/SF
    • 229 Days On Market

    Current Estimated Value $346,147

    Last Listing Agent Elan Martin EXIT Preferred Realty

    409 Baltimore St, Charlestown, MD 21914
    • 408 Chesapeake Rd, Charlestown, MD 21914
      408 Chesapeake Rd, Charlestown, MD 21914
      408 Chesapeake Rd, Charlestown, MD 21914
      /6

      Est $79,581 Not Listed For Sale

      408 Chesapeake Rd, Charlestown, MD 21914

      408 Chesapeake Rd, Charlestown, MD 21914
  • 100 Cool Springs Rd, North East, MD 21901
    100 Cool Springs Rd, North East, MD 21901
    100 Cool Springs Rd, North East, MD 21901
    /41

    $475,000 Sold Jan 14, 2026

    100 Cool Springs Rd, North East, MD 21901

    • 4 Beds
    • 2.5 Baths
    • 2,987 Sq Ft
    • Built 2009

    Last Sold Summary

    • $159/SF
    • 11 Days On Market

    Last Listing Agent Denise Patrick Long & Foster Real Estate, Inc.

    100 Cool Springs Rd, North East, MD 21901
    • 214 Bennie Dr, North East, MD 21901
      214 Bennie Dr, North East, MD 21901
      214 Bennie Dr, North East, MD 21901
      /23

      Est $474,439 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,592 Sq Ft

      214 Bennie Dr, North East, MD 21901

      214 Bennie Dr, North East, MD 21901
  • 555 Baltimore St, Charlestown, MD 21914
    555 Baltimore St, Charlestown, MD 21914
    555 Baltimore St, Charlestown, MD 21914
    /36

    $362,000 Sold Jan 09, 2026

    555 Baltimore St, Charlestown, MD 21914

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1937

    Last Sold Summary

    • $201/SF
    • 148 Days On Market

    Last Listing Agent Eric Wade Integrity Real Estate

    555 Baltimore St, Charlestown, MD 21914
    • 1185 W Old Philadelphia Rd, North East, MD 21901
      1185 W Old Philadelphia Rd, North East, MD 21901
      1185 W Old Philadelphia Rd, North East, MD 21901
      /21

      Est $322,943 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,280 Sq Ft

      1185 W Old Philadelphia Rd, North East, MD 21901

      1185 W Old Philadelphia Rd, North East, MD 21901
  • 106 Saratoga Ct, North East, MD 21901
    106 Saratoga Ct, North East, MD 21901
    /2

    $525,000 Sold Nov 21, 2025

    106 Saratoga Ct, North East, MD 21901

    • 4 Beds
    • 2.5 Baths
    • 3,396 Sq Ft
    • Built 2021

    Last Sold Summary

    • $155/SF
    • 114 Days On Market

    Last Listing Agent JoAnn O'Hara EXP Realty, LLC

    106 Saratoga Ct, North East, MD 21901

Showing Results 1 - 40, Page 1 of 18

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