Newest Homes for Sale in Shady Side, MD

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  /2

  $25,000

  • Land
  • 4,791 Sq Ft
  • $227,273 per Acre

  1205 Poplar Ave, Shady Side, MD 20764

  ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 7/24/2026, 10:00 AM. Bidding ends 7/28/2026, 1:00 PM. The list price is the suggested opening bid. Deposit: $5,000. This +/- 4,750 ft2 parcel of land is located in Shady Side, MD within Anne Arundel County. It is just minutes away to Herring Bay and offers easy access to major traffic

  Adam Shpritz Ashland Auction Group LLC

  1205 Poplar Ave, Shady Side, MD 20764
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  /37

  $538,000

  $37K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,905 Sq Ft

  1411 Haile Pkwy, Shady Side, MD 20764

  Price reduction! This thoughtfully designed and 2022-built home blends modern finishes with a tranquil setting set against a backdrop of mature woods, creating a bright, open, and inviting space for both everyday living and entertaining. An open two-story foyer welcomes you inside to the main living area with vaulted ceilings, while 9' ceilings throughout the rest of the home enhance the airy,

  Mary Gatton Redfin Corp

  1411 Haile Pkwy, Shady Side, MD 20764
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  /3

  $69,999

  $10K PRICE DROP

  • Land
  • 1.04 Acres
  • $67,307 per Acre

  5280 Cedar St, West River, MD 20778

  Beautiful 1.04-acre wooded lot offering privacy and a peaceful natural setting. The property provides a wonderful opportunity to build your dream home surrounded by trees while still being conveniently located near local amenities, restaurants, shopping, and commuter routes.

  Melissa Chick Engel & Völkers Annapolis

  5280 Cedar St, West River, MD 20778
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  /32

  $589,990

  New Construction $10K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 2,091 Sq Ft

  1225 Juniper St, Shady Side, MD 20764

  AUGUST DELIVERY! Enjoy water views of the community harbor with 60 boat slips and direct access to the Chesapeake Bay—a dream setting for boating and coastal living. This beautifully crafted home features classic board-and-batten siding and a welcoming front porch that creates timeless curb appeal. Inside, the open-concept layout seamlessly connects the dining area and family room, making it

  

  Jamie Richardson

  RE/MAX United Real Estate

  1225 Juniper St, Shady Side, MD 20764
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  /70

  $525,000

  Open Sat 11AM - 1PM $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  1191 Poplar Ave, Shady Side, MD 20764

  OPEN HOUSE!!! July 18, 2026 11 - 1 pm. PRICE REDUCED. Cedarhurst on the Bay only 4 Blocks from the Bay! Water Privilege Community Within Walking Distance to Community Marina with Slips, Beach, Playground, Boat Ramp along Chesapeake Bay. Gorgeous Colonial with Open Floorplan. Home has Front Porch for your Relaxation, which you have a Wooded Lot Across from it. Large Fenced in Backyard with Deck.

  Linda Padgett CENTURY 21 New Millennium

  1191 Poplar Ave, Shady Side, MD 20764
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  /37

  $599,990

  New Construction $20K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 2,068 Sq Ft

  1209 Johnson Dr, Shady Side, MD 20764

  6/29/26 DRYWALL INSTALLED. EXPECTED JULY/AUGUST 2026 DELIVERY. Schaefer Homes brings to you their latest Monroe model located in water privilege community offering community beach, pier, boat ramp, playground, slips, and more. Select from 3 exterior elevations! This home will come standard with plenty of upgraded features, and there is still the opportunity to make your personal selections to

  Ray Mudd Schwartz Realty, Inc.

  1209 Johnson Dr, Shady Side, MD 20764
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  /23

  $699,000

  $51K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,144 Sq Ft

  1462 Snug Harbor Rd, Shady Side, MD 20764

  4 Bedrooms/ 1 full bath and 1 half bath with shower. 2144 SQ Ft home and income opportunity goes with this home on .57 acres of C1B commercial zoned property. Additional .375 acres and .1243 acres of MC heavy commercial zoned property for a totaling 1.0693 Acres, with 135 feet of bulkheaded waterfront, 200-foot pier, with approximately 12 boat slips. Water depth from 4 to 8 feet that can

  George Heine Schwartz Realty, Inc.

  1462 Snug Harbor Rd, Shady Side, MD 20764
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  /35

  $729,900

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  1650 Cedar Ln, Shady Side, MD 20764

  Experience Unmatched Privacy and Tranquility from this unique non-riparian waterfront home set on over 3+ scenic acres. Fall in love with sweeping water views and the serene presence of native wildlife—waterfowl, deer, eagles, and more—all just outside your door. Enjoy panoramic vistas of a natural pond, with the stunning Chesapeake Bay visible in the distance. On clear days, the Bay Bridge is

  Ray Mudd Schwartz Realty, Inc.

  1650 Cedar Ln, Shady Side, MD 20764
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  /4

  $50,000

  • Land
  • 7,405 Sq Ft
  • $294,118 per Acre

  4907 Quince St, Shady Side, MD 20764

  Per the recorded Conservation Easement. No primary residence shall be constructed

  Ray Mudd Schwartz Realty, Inc.

  4907 Quince St, Shady Side, MD 20764
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  /17

  $349,870

  • Land
  • 6,534 Sq Ft
  • $2,332,467 per Acre

  5235 Al Jones Dr, Shady Side, MD 20764

  Unique Waterfront Lot Opportunity at Columbia Beach – Build Your Dream Home on the Chesapeake Bay. Don't miss this rare chance to own a buildable waterfront lot in the serene, gated community of Columbia Beach, offering breathtaking views of the Chesapeake Bay. This exclusive neighborhood is just 30 minutes from the I-495 Beltway and Annapolis, and only 45 minutes to Washington, D.C., and the

  Rodrigo Cruz Long & Foster Real Estate, Inc.

  5235 Al Jones Dr, Shady Side, MD 20764
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  /11

  $95,000

  • Land
  • 6,098 Sq Ft
  • $678,571 per Acre

  5250 Al Jones Dr, Shady Side, MD 20764

  **REDUCED** LAND LAND in a gated private community! The lot is 3 small lots in total; all adjacent to each other. The county has approved building on the lots as ONE dwelling. County allowed neighbor to put well on this parcel by mistake many years ago. The county will allow for setback forgiveness for their mistake. Back corner @ 10ft is where the well for neighbor is. So it percs! Sold As Is.

  Jennifer Koenig Long & Foster Real Estate, Inc.

  5250 Al Jones Dr, Shady Side, MD 20764
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  /6

  $249,999

  • Land
  • 33,541 Sq Ft
  • $324,674 per Acre

  4846 Woods Wharf Rd, Shady Side, MD 20764

  Vacant Lot Ideal for Expansion or New Venture. Perfect for Boat Storage or New Building. Leverage its proximity to high-demand recreational areas for profitable boat and trailer storage, or business vehicles, or develop the lot into a commercial building for your business, or to lease the space to a business who is looking to serve the local community.

  Scott Cleary RE/MAX One

  4846 Woods Wharf Rd, Shady Side, MD 20764

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