Homes for Sale near Shady Side Elementary School

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  /60

  $449,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft

  4738 Idlewilde Rd, Shady Side, MD 20764

  Amazing opportunity to own a beautifully remodeled home in the waterfront community of Idlewilde by the Bay in Shady Side. Just steps from the Chesapeake Bay, this 4-bedroom, 2-bath home offers approximately 1,300 square feet of modern living with a brand-new signature designer kitchen featuring an eat-in island, new appliances, and high-end finishes throughout. The spacious primary suite

  

  Jesse Marks

  Realinvestors Real Estate Services, LLC

  (410) 927-5552

  4738 Idlewilde Rd, Shady Side, MD 20764
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  Explore Shady Side Elementary School

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  /14

  $54,900

  • Land
  • 1.53 Acres
  • $35,882 per Acre

  6152 Shady Side Rd, Shady Side, MD 20764

  1.53 Acre lot zoned R1 located in within Anne Arundel County in quiet Shady Side MD. Take a drive and see how this prime location can fulfill your needs! Owner Financing Available! Buyer to ascertain all necessary information for their intended use. Seller prefers Diana Khan of DK Law Group for Title and Closing.Property lines shown are approximate and need to be verified by purchaser.

  

  Kara Leddy

  Coldwell Banker Realty

  (410) 701-3561

  6152 Shady Side Rd, Shady Side, MD 20764
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  /49

  $449,000

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft

  5840 Shady Side Rd, Churchton, MD 20733

  Just minutes from Franklin State Park, the West River, and the Chesapeake Bay, this 4-bedroom, 2-bath Churchton home captures the essence of relaxed coastal living. Whether you're drawn to peaceful waters, community piers, bayside dining, or quaint local shops, this location offers it all. Step inside to a spacious main level with warm wood flooring and architectural columns that subtly define

  Bob Lucido Keller Williams Lucido Agency

  5840 Shady Side Rd, Churchton, MD 20733
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  /44

  $489,900

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  5700 N Shore Pkwy, Churchton, MD 20733

  This charming home is located in the water privileged community of Cape Anne on the Chesapeake Bay and is steps away from the panoramic view of the bay, you can enjoy the water views of the bay from both the upper and main level front porch, the interior features 3 spacious bedrooms and 2 1/2 baths, Main bedroom has a full bath and french doors leading to the upper level front porch , the main

  Lucia Steele NOVA Brokers, LLC.

  5700 N Shore Pkwy, Churchton, MD 20733
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  /20

  $554,500

  • 2 Beds
  • 1.5 Baths
  • 1,244 Sq Ft

  5211 Al Jones Dr, Shady Side, MD 20764

  Coastal Living in a Gated Waterfront Community a Short Distance from Annapolis and Washington, D.C. Awaits You!Discover the perfect blend of charm and comfort in this 2-bedroom, 1.5-bath Cottage by the Bay, located in the desirable gated waterfront community of Columbia Beach. With stunning bay views, this home offers a peaceful escape just steps from the water.Inside, enjoy an

  Stephanie Burns Coldwell Banker Realty

  5211 Al Jones Dr, Shady Side, MD 20764
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  /56

  $699,000

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft

  4922 Lerch Dr, Shady Side, MD 20764

  You can't beat the price for the WATERFRONT lifestyle in the Chesapeake Bay area! This stunning, RENOVATED open concept, 3-bedroom, 3-bath home was built in 2005 and has a PRIVATE dock -- blending modern updates, natural light, and serene water views. This home is the ideal size—not too big, not too small—offering the perfect balance of comfort, function, and privacy!Step inside an

  Joan Stansfield Samson Properties

  4922 Lerch Dr, Shady Side, MD 20764
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  /52

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  5122 Marx Dr, West River, MD 20778

  Welcome to 5122 Marx Drive, nestled in the highly sought-after, water-privileged community of Cedarlea. Situated on nearly half an acre, this home features bright, open spaces with large windows and vaulted ceilings in the living room, primary bedroom, and sunroom. Arrive home to the spacious two-car garage with plenty of room for vehicles, tools, or a jet ski trailer! The main level offers a

  Tom Atwood Keller Williams Legacy

  5122 Marx Dr, West River, MD 20778
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  /32

  $480,000

  • 5 Beds
  • 2 Baths
  • 1,812 Sq Ft

  1220 Grove Ave, Shady Side, MD 20764

  This spacious 5 bedroom, 2 full bath split foyer is located in the highly desirable Community; Cedarhurst on the Bay. This remarkable property showcases the epitome of every day, vacation living with stunning views of The Chesapeake Bay. You will quickly be captivated by the grandeur that awaits you. The open layout seamlessly connects the living, dining and kitchen area, creating an ideal

  Jessica Gosman-Bowen Curtis Real Estate Company

  1220 Grove Ave, Shady Side, MD 20764
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  /40

  $475,000

  • 5 Beds
  • 3 Baths
  • 1,918 Sq Ft

  5645 Battee Dr, Churchton, MD 20733

  Beautiful 5 bedroom 3 bath home located in Churchton Maryland in the water privileged community of Cape Anne on the Chesapeake Bay. This home offers a large primary bedroom with an en suite bathroom and double walk in closets. There are two additional bedrooms upstairs with a full hall bath. Downstairs offers two additional bedrooms with another full bathroom on the main floor. A large updated,

  John Tarpley Schwartz Realty, Inc.

  5645 Battee Dr, Churchton, MD 20733
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  /27

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft

  1711 Columbia Beach Rd, Shady Side, MD 20764

  Nestled between serene waters, this home offers stunning, unobstructed views of Flag Pond from the rear and views of the Chesapeake Bay from the front. Enjoy watching local waterfowl and soaking in the natural beauty from every angle. Inside, the spacious kitchen opens to the family room, perfect for gathering, along with a formal living room and a main-level office or potential 5th bedroom.

  Ray Mudd Schwartz Realty, Inc.

  1711 Columbia Beach Rd, Shady Side, MD 20764
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  /44

  $609,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  1302 Spruce St, Shady Side, MD 20764

  10/10/25 Update: Home is under roof. Estimated completion is projected for January/February 2026. Introducing the Adams model — a beautifully designed home featuring an open-concept floor plan that blends comfort, style, and functionality. At the center of the home, the gourmet kitchen boasts a large island, stainless steel appliances, a walk-in pantry, and premium finishes—perfect for everyday

  Ray Mudd Schwartz Realty, Inc.

  1302 Spruce St, Shady Side, MD 20764
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  /10

  $229,999

  • Land
  • 15.59 Acres
  • $14,753 per Acre

  5162 Cedarlea Dr, West River, MD 20778

  Rare find of 15+ acres in West River. Public hook up for sewer is approved. Buyer must verify information from the plat with the county.

  Edith Marie Simpson Long & Foster Real Estate, Inc.

  5162 Cedarlea Dr, West River, MD 20778
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  /35

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 2,225 Sq Ft

  6508 Shady Side Rd, Shady Side, MD 20764

  For buyers seeking a quicker move-in, the same model is currently under construction less than a mile away and will be completed in approximately 30 days, offering the perfect opportunity to preview the craftsmanship and finishes in person or purchase if a faster timeline is preferred.This to-be-built Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with

  Joshua Mast HomeSource Pro Real Estate

  6508 Shady Side Rd, Shady Side, MD 20764
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  /57

  $330,000

  • 2 Beds
  • 1.5 Baths
  • 984 Sq Ft

  4950 W End Ave, Shady Side, MD 20764

  Welcome to 4950 W End Ave – a charming coastal bungalow just steps from the Chesapeake Bay! This beautifully renovated home perfectly blends modern updates with relaxed bay-side living. Set on a total of .242 acs (additional lot included total), this property offers serenity, space, and privacy. Step inside to an open and airy floor plan filled with natural light. Warm hardwood floors, a soft

  Pattee McInerney Scott McInerney RE/MAX One

  4950 W End Ave, Shady Side, MD 20764
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  /56

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  1490 Snug Harbor Rd, Shady Side, MD 20764

  Welcome to the desirable Snug Harbor community of Anne Arundel County! This beautifully maintained home greets you with a landscaped front yard filled with mature hostas that bloom beautifully each season. The rear yard is equally impressive, featuring a detached shed, perfect for use as a workshop, studio, media room, or extra storage space, along with a walking trail, playground, fire pit,

  Kristi Neidhardt Northrop Realty

  1490 Snug Harbor Rd, Shady Side, MD 20764
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  /3

  $299,000

  • 2 Beds
  • 1 Bath
  • 1,456 Sq Ft

  5635 Shady Side Rd, Churchton, MD 20733

  ***As Is Condition*** House Needs WorkDiscover the amazing potential at 5635 Shady Side Rd in Churchton, MD!

  Iftikhar Khan RE/MAX Galaxy

  5635 Shady Side Rd, Churchton, MD 20733
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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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  /51

  $875,000

  • 4 Beds
  • 4.5 Baths
  • 2,629 Sq Ft

  5629 Gunner Run Rd, Churchton, MD 20733

  Absolutely gorgeous waterfront property with a private pier. Featuring open and bright floor plan. Two primary suites w/ spa baths. One on the main floor has a walkout to a sunroom, overlooking greenery and water. Gleaming, new floors. Updated, island kitchen w/ granite countertop. Fully finished basement w/ full bath. Sit back on your huge deck overlooking water and enjoy total tranquility. MUST

  Alex Fox Allfirst Realty, Inc.

  5629 Gunner Run Rd, Churchton, MD 20733
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  /31

  $360,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  4738 Washington Ave, Shady Side, MD 20764

  Easy Living by the Bay – Perfect for Downsizing!Looking to simplify without sacrificing charm or location? This move-in ready 3-bedroom, 1-bath rancher is the ideal retreat for anyone craving a slower pace, less maintenance, and more time to enjoy the good life.Tucked on a quiet corner lot next to a protected nature reserve, this single-level home offers peace, privacy, and

  Nicole Hatch Samson Properties

  4738 Washington Ave, Shady Side, MD 20764
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  /5

  $145,000

  • Land
  • 0.17 Acre
  • $852,941 per Acre

  5314 Al Jones Dr, Shady Side, MD 20764

  Beautiful Chesapeake Bay property for sale! Don’t miss this rare opportunity to build your dream home in the quaint, gated community of Columbia Beach, a serene neighborhood offering breathtaking bay views. Enjoy coastal living with a private pier, boat ramp, playground, tennis and basketball courts, and pickleball. Perfect for boating, fishing, sailing, kayaking, or simply relaxing by the

  Niesha Thomas NextHome Mims Realty Group

  5314 Al Jones Dr, Shady Side, MD 20764
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  /26

  $449,950

  • 3 Beds
  • 2.5 Baths
  • 1,332 Sq Ft

  1250 Juniper St, Shady Side, MD 20764

  Amazing opportunity to own a home in the Avalon Shores community of Shady Side. The waterfront community offers a beach, boat ramp, 2 playgrounds and a baseball field.The house is well kept and move-in ready. The interior has been freshly painted, Recent improvements include the new appliances, roof, HVAC system and window blinds. The house also features indoor and outdoor speakers with 7.1

  Ronald Watson Flag Real Estate Inc.

  1250 Juniper St, Shady Side, MD 20764
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  /2

  $100,000

  • Land
  • 0.68 Acre
  • $147,059 per Acre

  1445 & 1447 Haile Pkwy, Shady Side, MD 20764

  Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility.With convenient access to Route 2, commuting to Annapolis, Baltimore, or Washington, D.C., is

  Joan Stansfield Samson Properties

  1445 & 1447 Haile Pkwy, Shady Side, MD 20764
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  /2

  $65,000

  • Land
  • 0.3 Acre
  • $216,667 per Acre

  1408 & 1410 Haile Pkwy, Shady Side, MD 20764

  Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility.With convenient access to Route 2 & Route 4, commuting to Annapolis, Baltimore, or Washington, D.C.,

  Joan Stansfield Samson Properties

  1408 & 1410 Haile Pkwy, Shady Side, MD 20764
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  /48

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  1193 B Gwynne Ave, Deale, MD 20733

  Reduced $30,000 , Lovely 2-Level Colonial Home in the sought-after waterfront neighborhood of Franklin Manor Beach, just steps to the Chesapeake Bay! This 3-bedroom, 2.5-bath home features a large master suite with vaulted ceilings and an updated ensuite. The spacious eat-in kitchen boasts 42-inch custom cabinets, granite countertops, and stainless steel appliances. The main level offers

  Stephen Meehan CENTURY 21 New Millennium

  1193 B Gwynne Ave, Deale, MD 20733
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  /19

  $441,000

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft

  1520 Lincoln Rd, Shady Side, MD 20764

  Great Cape Cod on 4 lots with nice upgrades in beautiful gated beach community. Photos coming soon.

  Lydia Newman Fairfax Realty Premier

  1520 Lincoln Rd, Shady Side, MD 20764
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  /6

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  4900 Thomas Dr, Shady Side, MD 20764

  Just two doors from the water and steps from a children’s park and boat ramp, this 3-bedroom, 2-bath rancher offers 1,408 sq. ft. of potential. Renovations are underway with many improvements already complete—kitchen updates started, dishwasher included but not yet installed, and bedrooms ready for new flooring. New flooring will be installed throughout the home prior to closing, offering buyers

  Shannon Thayer Douglas Realty, LLC

  4900 Thomas Dr, Shady Side, MD 20764
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  /8

  $239,500

  • Land
  • 8.19 Acres
  • $29,243 per Acre

  6118 Shady Side Rd, Shady Side, MD 20764

  Only 31k per acre! This wonderful 8.19 acre wooded level lot conveniently located to the Chesapeake & West River is loaded with potential & ready to build your dream home! Off a hard surface road this terrific property is just minutes to multiple marinas, yacht clubs & harbors, shopping, dining and just 25 minutes to Annapolis & 45 minutes to DC. Public water and sewer available

  Tem Popoola Real Broker, LLC

  6118 Shady Side Rd, Shady Side, MD 20764
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  /4

  $50,000

  • Land
  • 0.17 Acre
  • $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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  /97

  $415,000

  • 4 Beds
  • 1.5 Baths
  • 1,399 Sq Ft

  1199 Oak Ave, Shady Side, MD 20764

  Welcome to Cedarhurst On The Bay — Your Bayside Retreat Awaits!Nestled in the serene, historic enclave of Cedarhurst On The Bay in Shady Side, Maryland, this beautiful single‐level home is the perfect blend of comfort, convenience, and coastal charm. Set on a generous double lot and built on a durable slab foundation, this residence offers 4 bedrooms, 1.5 bathrooms, and a thoughtfully

  Vilas Wright Wright Real Estate, LLC

  1199 Oak Ave, Shady Side, MD 20764
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  /10

  $625,000

  • Land
  • 10.75 Acres
  • $58,140 per Acre

  5860 Shady Side Rd, Churchton, MD 20733

  WATERFRONT: Own your own park! 10+ Acres and 650+ Feet of water frontage along the South Creek in Churchton! *Do not walk the property without an appointment*

  Julie Knott Lofgren-Sargent Real Estate

  5860 Shady Side Rd, Churchton, MD 20733
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  /28

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  4725 Idlewilde Rd, Shady Side, MD 20764

  Calling all investors, second-home seekers, and visionaries—this is the project you’ve been waiting for! AND it just got better with a price improvement!! Located just steps from the water in the charming community of Idlewilde, this 2-bedroom cottage-style home sits on a rare double lot with Chesapeake Bay views from the backyard and access to fantastic community amenities.While the

  Clinton Auman EXP Realty, LLC

  4725 Idlewilde Rd, Shady Side, MD 20764
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  /18

  $368,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  1617 Winters Ave, Shady Side, MD 20764

  Welcome to 1617 Winters Ave – Coastal Charm with Modern Updates in Idlewild on the BayBeautifully updated and move-in ready, this 2-bedroom, 2-bath gem is nestled in the water-access community of Idlewild on the Bay. Situated just one block from the Chesapeake Bay, this home boasts fresh interior updates, a fully fenced yard, and two spacious decks ideal for entertaining or relaxing by

  John Kreamer Taylor Properties

  1617 Winters Ave, Shady Side, MD 20764
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  /49

  $435,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  4721 Girton Ave, Shady Side, MD 20764

  Perfect time to buy this updated home with a detached garage in the beautiful Chesapeake Bay front communnity of Idlewilde! Main level bedroom and full bathroom, waterview from front second level bedroom, and off street parking. This home has been completely updated with the main level having luxury vinyl flooring and fresh paint. The spacious kitchen has granite countertops, wood cabinets, and

  Sheri Stevens Samson Properties

  4721 Girton Ave, Shady Side, MD 20764
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  /5

  $150,000

  • Land
  • 4.03 Acres
  • $37,221 per Acre

  0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764

  This beautiful four acre lot is heavily wooded, flat and level. Approximately 1,000' off the main road makes it very private and secluded. It abuts an additional four acre lot also available for sale. It is believed that because some of the property is in non-tidal wetlands that it cannot be subdivided but buyers should investigate with a civil engineer of choice to confirm. The access

  Sam Tanner Keller Williams Flagship

  0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
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  /11

  $169,900

  • Land
  • 0.14 Acre
  • $1,213,571 per Acre

  5250 Al Jones Dr, Shady Side, MD 20764

  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. The home will need to adhere to the building envelope but can be as high as needed (county approved height change)...building a car garage on bottom and build up in SF from there!! A well is needed and there is public septic. I

  Jennifer Koenig Long & Foster Real Estate, Inc.

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

  $259,999

  • Land
  • 0.77 Acre
  • $337,661 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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  /15

  $997,000

  • Land
  • 1.6 Acres
  • $623,125 per Acre

  1133 Steamboat Rd, Shady Side, MD 20764

  BRING ON THE RIVER BOATS... Unparalleled access to the Chesapeake Bay, ideal for boating, sailing, fishing and crabbing enthusiasts!!! Discover the perfect canvas for your waterfront dream home on this stunning undeveloped lot in the prestigious Shady Side community offering ample space for building a custom waterfront estate. With 80 feet of prime waterfront frontage on the Chesapeake Bay,

  John Halpin RE/MAX Premiere Selections

  1133 Steamboat Rd, Shady Side, MD 20764
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  /41

  $735,000

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

  1462 Snug Harbor Rd, Shady Side, MD 20764

  4 beds/ 1 full bath and 1/2 bath with shower.2144 SQ FT. Home and income opportunity goes with this four bedroom home on .57 acres of (C1B) commercial zoned property. Additional .375 acres and .1243 acres of (MA2) marine zoned property, totaling 1.0693 acres, with 135 feet of bulk headed waterfront, 200 foot pier, and 12 boat slips. Water depth from 4 to 8feet, that can accommodate boats in

  George Heine Schwartz Realty, Inc.

  1462 Snug Harbor Rd, Shady Side, MD 20764
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  /2

  $25,000

  • Land
  • 0.57 Acre
  • $43,860 per Acre

  0 Haile Pkwy Unit MDAA2127474, Shady Side, MD 20764

  No address assigned for Lots 6 & 7. Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility.With convenient access to Route 2, commuting to Annapolis,

  Joan Stansfield Samson Properties

  0 Haile Pkwy Unit MDAA2127474, Shady Side, MD 20764
• 

  /2

  $100,000

  • Land
  • 1 Acre
  • $100,000 per Acre

  1436 Haile Pkwy, Shady Side, MD 20764

  Sub-division potential for this undeveloped, 1 acre lot! May be able to reconfigure to 2 separate lots. Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and

  Joan Stansfield Samson Properties

  1436 Haile Pkwy, Shady Side, MD 20764

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