Homes in ZIP Code 21914

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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /35

  $385,000 Sold Feb 28, 2025

  567 Baltimore St, Charlestown, MD 21914

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1997

  Last Sold Summary

  • $321/SF
  • 4 Days On Market

  Current Estimated Value $410,137

  Last Listing Agent J. Aaron Falkenstein Integrity Real Estate

  567 Baltimore St, Charlestown, MD 21914
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  /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
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  /14

  $220,000 Sold Jan 30, 2026

  807 Bladen St, Charlestown, MD 21914

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft
  • Built 1930

  Last Sold Summary

  • $107/SF
  • 226 Days On Market

  Last Listing Agent Loura Quinn RE/MAX Chesapeake

  807 Bladen St, Charlestown, MD 21914
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  /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
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  /52

  $616,000 Sold Oct 02, 2025

  37 Theresa Ln, Charlestown, MD 21914

  • 4 Beds
  • 2.5 Baths
  • 3,967 Sq Ft
  • Built 2004

  Last Sold Summary

  • $155/SF
  • 6 Days On Market

  Last Listing Agent John Ford Integrity Real Estate

  37 Theresa Ln, Charlestown, MD 21914
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  /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
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  /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
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  /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
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  /6

  Est $79,581 Not Listed For Sale

  408 Chesapeake Rd, Charlestown, MD 21914

  408 Chesapeake Rd, Charlestown, MD 21914
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  /52

  Est $551,786 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,941 Sq Ft

  535 Baltimore St, Charlestown, MD 21914

  535 Baltimore St, Charlestown, MD 21914
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  /27

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  714 N Ogle St, North East, MD 21901

  714 N Ogle St, North East, MD 21901
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  /50

  Est $642,255 Not Listed For Sale

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

  220 S Ogle St, Charlestown, MD 21914

  220 S Ogle St, Charlestown, MD 21914
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  /4

  Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 702 Sq Ft

  0 Long Beach Rd, Charlestown, MD 21914

  0 Long Beach Rd, Charlestown, MD 21914
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  /3

  Est $264,478 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 744 Sq Ft

  15 Long Beach Rd, Charlestown, MD 21914

  15 Long Beach Rd, Charlestown, MD 21914
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  /38

  Est $267,221 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  304 Cecil St, Charlestown, MD 21914

  304 Cecil St, Charlestown, MD 21914
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  /17

  Est $129,593 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  535 Bladen St, Charles Town, MD 21914

  535 Bladen St, Charles Town, MD 21914
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  /29

  Est $444,011 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft

  247 Conestoga St, Charlestown, MD 21914

  247 Conestoga St, Charlestown, MD 21914
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  /25

  Est $341,748 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  224 Conestoga St, Charlestown, MD 21914

  224 Conestoga St, Charlestown, MD 21914
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  /11

  Est $239,016 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  9 Sunday Dr, Charlestown, MD 21914

  9 Sunday Dr, Charlestown, MD 21914
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  /11

  Est $428,241 Not Listed For Sale

  • Studio
  • 1,520 Sq Ft

  391 Chesapeake Rd, Charlestown, MD 21914

  391 Chesapeake Rd, Charlestown, MD 21914
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  /13

  Est $142,448 Not Listed For Sale

  240 Black Ave, Charlestown, MD 21914

  240 Black Ave, Charlestown, MD 21914

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