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Shady Side, MD Homes for Sale

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  • 4738 Idlewilde Rd, Shady Side, MD 20764
    4738 Idlewilde Rd, Shady Side, MD 20764
    4738 Idlewilde Rd, Shady Side, MD 20764
    /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

    Agent Photo

    Jesse Marks

    Realinvestors Real Estate Services, LLC

    (410) 927-5552

    4738 Idlewilde Rd, Shady Side, MD 20764
  • 6152 Shady Side Rd, Shady Side, MD 20764
    6152 Shady Side Rd, Shady Side, MD 20764
    6152 Shady Side Rd, Shady Side, MD 20764
    /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.

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    (410) 701-3561

    6152 Shady Side Rd, Shady Side, MD 20764
  • 5840 Shady Side Rd, Churchton, MD 20733
    5840 Shady Side Rd, Churchton, MD 20733
    5840 Shady Side Rd, Churchton, MD 20733
    /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
  • 1037 Biltmore Ave, West River, MD 20778
    1037 Biltmore Ave, West River, MD 20778
    1037 Biltmore Ave, West River, MD 20778
    /43

    $489,999

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft

    1037 Biltmore Ave, West River, MD 20778

    Welcome to your new water-access home! This charming 3-bedroom, 2.5-bath property is move-in ready and waiting for its new owners. Step inside to find a spacious living room, a flexible large dining room that can also serve as a family room, and a large eat-in kitchen featuring upgraded countertops, a tiled backsplash, and stainless steel appliances. The flooring is newly installed, and the HVAC

    Dawn Marie Miller Coldwell Banker Realty

    1037 Biltmore Ave, West River, MD 20778
  • 5211 Al Jones Dr, Shady Side, MD 20764
    5211 Al Jones Dr, Shady Side, MD 20764
    5211 Al Jones Dr, Shady Side, MD 20764
    /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
  • 4922 Lerch Dr, Shady Side, MD 20764
    4922 Lerch Dr, Shady Side, MD 20764
    4922 Lerch Dr, Shady Side, MD 20764
    /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
  • 5122 Marx Dr, West River, MD 20778
    5122 Marx Dr, West River, MD 20778
    5122 Marx Dr, West River, MD 20778
    /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
  • 1220 Grove Ave, Shady Side, MD 20764
    1220 Grove Ave, Shady Side, MD 20764
    1220 Grove Ave, Shady Side, MD 20764
    /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
  • 1711 Columbia Beach Rd, Shady Side, MD 20764
    1711 Columbia Beach Rd, Shady Side, MD 20764
    1711 Columbia Beach Rd, Shady Side, MD 20764
    /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
  • 1302 Spruce St, Shady Side, MD 20764
    1302 Spruce St, Shady Side, MD 20764
    1302 Spruce St, Shady Side, MD 20764
    /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
  • 6508 Shady Side Rd, Shady Side, MD 20764
    6508 Shady Side Rd, Shady Side, MD 20764
    6508 Shady Side Rd, Shady Side, MD 20764
    /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
  • 4950 W End Ave, Shady Side, MD 20764
    4950 W End Ave, Shady Side, MD 20764
    4950 W End Ave, Shady Side, MD 20764
    /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
  • 1490 Snug Harbor Rd, Shady Side, MD 20764
    1490 Snug Harbor Rd, Shady Side, MD 20764
    1490 Snug Harbor Rd, Shady Side, MD 20764
    /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
  • 5635 Shady Side Rd, Churchton, MD 20733
    5635 Shady Side Rd, Churchton, MD 20733
    5635 Shady Side Rd, Churchton, MD 20733
    /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
  • 1650 Cedar Ln, Shady Side, MD 20764
    1650 Cedar Ln, Shady Side, MD 20764
    1650 Cedar Ln, Shady Side, MD 20764
    /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
  • 4738 Washington Ave, Shady Side, MD 20764
    4738 Washington Ave, Shady Side, MD 20764
    4738 Washington Ave, Shady Side, MD 20764
    /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
  • 5314 Al Jones Dr, Shady Side, MD 20764
    5314 Al Jones Dr, Shady Side, MD 20764
    5314 Al Jones Dr, Shady Side, MD 20764
    /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
  • 1250 Juniper St, Shady Side, MD 20764
    1250 Juniper St, Shady Side, MD 20764
    1250 Juniper St, Shady Side, MD 20764
    /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
  • 1445 & 1447 Haile Pkwy, Shady Side, MD 20764
    1445 & 1447 Haile Pkwy, Shady Side, MD 20764
    /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
  • 1408 & 1410 Haile Pkwy, Shady Side, MD 20764
    1408 & 1410 Haile Pkwy, Shady Side, MD 20764
    /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
  • 1520 Lincoln Rd, Shady Side, MD 20764
    1520 Lincoln Rd, Shady Side, MD 20764
    1520 Lincoln Rd, Shady Side, MD 20764
    /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
  • 4900 Thomas Dr, Shady Side, MD 20764
    4900 Thomas Dr, Shady Side, MD 20764
    4900 Thomas Dr, Shady Side, MD 20764
    /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
  • 5277 Cedar St, West River, MD 20778
    5277 Cedar St, West River, MD 20778
    5277 Cedar St, West River, MD 20778
    /9

    $90,000

    • Land
    • 1.02 Acres
    • $88,235 per Acre

    5277 Cedar St, West River, MD 20778

    Beautiful 1 acre property in the heart of Shady Side! This is an amazing opportunity for anyone looking to build their dream home in a nice secluded area with views of trees! The land is located down a gravel driveway way off the main road for maximum privacy. This is a one of a kind opportunity to build the home you've always wanted!

    Michael Frank EXP Realty, LLC

    5277 Cedar St, West River, MD 20778
  • 6118 Shady Side Rd, Shady Side, MD 20764
    6118 Shady Side Rd, Shady Side, MD 20764
    6118 Shady Side Rd, Shady Side, MD 20764
    /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
  • 4907 Quince St, Shady Side, MD 20764
    4907 Quince St, Shady Side, MD 20764
    4907 Quince St, Shady Side, MD 20764
    /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
  • 1199 Oak Ave, Shady Side, MD 20764
    1199 Oak Ave, Shady Side, MD 20764
    1199 Oak Ave, Shady Side, MD 20764
    /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
  • 5860 Shady Side Rd, Churchton, MD 20733
    5860 Shady Side Rd, Churchton, MD 20733
    5860 Shady Side Rd, Churchton, MD 20733
    /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
  • 4725 Idlewilde Rd, Shady Side, MD 20764
    4725 Idlewilde Rd, Shady Side, MD 20764
    4725 Idlewilde Rd, Shady Side, MD 20764
    /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
  • 1617 Winters Ave, Shady Side, MD 20764
    1617 Winters Ave, Shady Side, MD 20764
    1617 Winters Ave, Shady Side, MD 20764
    /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
  • 4721 Girton Ave, Shady Side, MD 20764
    4721 Girton Ave, Shady Side, MD 20764
    4721 Girton Ave, Shady Side, MD 20764
    /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
  • 0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
    0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
    0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
    /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
  • 5235 Chalk Point Rd, West River, MD 20778
    5235 Chalk Point Rd, West River, MD 20778
    5235 Chalk Point Rd, West River, MD 20778
    /35

    $749,000

    • 5 Beds
    • 3 Baths
    • 3,052 Sq Ft

    5235 Chalk Point Rd, West River, MD 20778

    Spacious and updated 5-bedroom, 3-bath home located in the desirable South County area near the Chesapeake Bay. This property features numerous recent improvements including a fully updated kitchen, refreshed vanities, new paint, new appliances, upgraded flooring, and central AC. The home offers multiple living areas, a generous primary suite, and ample space for family, guests, or a home office.

    Bonnie O'Donnell RE/MAX One

    5235 Chalk Point Rd, West River, MD 20778
  • 5250 Al Jones Dr, Shady Side, MD 20764
    5250 Al Jones Dr, Shady Side, MD 20764
    5250 Al Jones Dr, Shady Side, MD 20764
    /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
  • 4846 Woods Wharf Rd, Shady Side, MD 20764
    4846 Woods Wharf Rd, Shady Side, MD 20764
    4846 Woods Wharf Rd, Shady Side, MD 20764
    /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
  • 1133 Steamboat Rd, Shady Side, MD 20764
    1133 Steamboat Rd, Shady Side, MD 20764
    1133 Steamboat Rd, Shady Side, MD 20764
    /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
  • 1462 Snug Harbor Rd, Shady Side, MD 20764
    1462 Snug Harbor Rd, Shady Side, MD 20764
    1462 Snug Harbor Rd, Shady Side, MD 20764
    /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
  • 0 Haile Pkwy Unit MDAA2127474, Shady Side, MD 20764
    0 Haile Pkwy Unit MDAA2127474, Shady Side, MD 20764
    /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
  • 1436 Haile Pkwy, Shady Side, MD 20764
    1436 Haile Pkwy, 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
  • 0 Shady Side Rd Unit MDAA2113166, Shady Side, MD 20764
    0 Shady Side Rd Unit MDAA2113166, Shady Side, MD 20764
    /2

    $150,000

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

    0 Shady Side Rd Unit MDAA2113166, 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 MDAA2113166, Shady Side, MD 20764
  • 1461 Cedarhurst Rd, Shady Side, MD 20764
    1461 Cedarhurst Rd, Shady Side, MD 20764
    /2

    $54,000

    • Land
    • 1.32 Acres
    • $40,909 per Acre

    1461 Cedarhurst Rd, Shady Side, MD 20764

    Escape the hustle and bustle of city life with this exceptional land opportunity in Shady Side, MD. Nestled in a tranquil community, this parcel offers the perfect setting to build your dream home surrounded by nature’s beauty. Enjoy the best of both worlds—peaceful seclusion with easy access to Route 2 and Route 4, making travel to Annapolis, Baltimore, and Washington, D.C., a breeze. Immerse

    Joan Stansfield Samson Properties

    1461 Cedarhurst Rd, Shady Side, MD 20764

Showing Results 1 - 40, Page 1 of 2

Maryland Anne Arundel County Shady Side

Real Estate & Homes for Sale in Shady Side, MD

Why Live in Shady Side

Life in Shady Side revolves around the water. Facing the Chesapeake Bay on a peninsula in Anne Arundel County, this area is commutable to metros like Annapolis and Washington, D.C., but still offers a slow-paced life on the water. “I think it’s a ...

Learn more about living in Shady Side

Frequently Asked Questions

What is the average home price in Shady Side, MD?
Homes for sale in Shady Side, MD have an average home price of $521,105.
How many homes have sold over the last 12 months in Shady Side, MD?
98 homes have sold in Shady Side, MD over the last 12 months.
What are the most popular zip codes in Shady Side, MD?
The most popular zip codes in Shady Side, MD include 20733, 20764, 20778, 20776 and 20751.
How much do you need to make to afford a house in Shady Side?
The median home price in Shady Side is $420,000. If you put a 20% down payment of $84,000 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $2,060 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $88K a year to afford the median home price in Shady Side.
How are the schools in Shady Side, MD?
Shady Side, MD has highly rated public and private schools. Some of the best schools in Shady Side based on Niche Grades are Deale Elementary School, Shady Side Elementary School and Southern Middle School. Browse all the schools in Shady Side, MD to learn more.

Home Trends in Shady Side, MD

On average, homes in Shady Side, MD sell after 37 days on the market compared to the national average of 53 days. The median sale price for homes in Shady Side, MD over the last 12 months is $412,450, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$412,450
Median Single Family Sale Price
$420,000
Average Price Per Sq Ft
$309
Number of Homes for Sale
23
Last 12 months Home Sales
98
Months of Supply
2.80
Median List Price
$420,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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