Homes for Sale near Annapolis Middle School

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  $1,950,000 Coming Soon

  • 5 Beds
  • 5.5 Baths
  • 4,348 Sq Ft

  3209 Henson Ave, Annapolis, MD 21403

  Perched above a quiet cove just minutes from downtown Annapolis, this refined Southern Colonial offers a rare combination of privacy, flexibility, and water views that will never be obstructed. With the Chesapeake Bay Foundation Nature Sanctuary directly across the creek, the setting is defined by light, sky, and uninterrupted natural beauty.\n\nGraciously scaled living and entertaining spaces

  Brian Mayer Samson Properties

  3209 Henson Ave, Annapolis, MD 21403
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  $1,885,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 2,232 Sq Ft

  21 Chesapeake Landing, Annapolis, MD 21403

  Welcome to 21 Chesapeake Landing offering the epitome of the Annapolis Eastport Lifestyle nestled in a premier gated waterfront community at the tip of the Eastport Peninsula. This unique four level luxury townhome has enjoyed meticulous, craftsman-level upgrades throughout that were thoughtfully designed and beautifully executed. This home’s stunning kitchen is enhanced with a sizeable island,

  Stephanie Snyder Long & Foster Real Estate, Inc.

  21 Chesapeake Landing, Annapolis, MD 21403
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  $749,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,924 Sq Ft

  981 Headwater Rd, Annapolis, MD 21403

  Welcome to this wonderfully Improved & Upgraded 4 Bedroom Home that HAS IT ALL in the quaint sidewalk lined Community of Kitty Creek, a short walk to Hillsmere Elementary, St. Annes School of Annapolis, FEATURES INCLUDE:2025: Freshly painted Front Porch Main Level, New Clothes Dryer 2024: New carpet: basement & 2nd floor, Repaired sheet rock in garage ,New slider main level back door, New

  Gary Schneider Long & Foster Real Estate, Inc.

  981 Headwater Rd, Annapolis, MD 21403
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  $549,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,159 Sq Ft

  1004 Blackwell Rd, Annapolis, MD 21403

  Welcome to this beautifully updated end-unit duplex tucked away in one of Annapolis’s most charming and convenient neighborhoods. With over 2,100 square feet of thoughtfully designed living space across three levels, this home offers just the right blend of warmth, style, and functionality.Step into the spacious two-story foyer, where natural light pours in and sets the tone for what’s to come.

  David Webber RE/MAX Leading Edge

  1004 Blackwell Rd, Annapolis, MD 21403
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  $385,000

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  3365 Arundel on The Bay Rd, Annapolis, MD 21403

  Investors can make offers 6/27/25. The property offers a partially fenced yard, off street parking, and porch in addition to the three bedrooms and one bath on one level living. Kitchen has an eat in kitchen with plenty of room for a dining table. From community's website, Oyster Harbor’s history dates as far back as the settling of Annapolis in the 17th Century. In the waters around Oyster

  Dana Byrd Thurston Wyatt Real Estate, LLC

  3365 Arundel on The Bay Rd, Annapolis, MD 21403

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