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Homes for Sale near Shady Side Elementary School

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  • /33

    $399,900

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

    1199 Oak Ave, Shady Side, MD 20764

    Coastal Comfort, Steps to the Beach - Tucked in the water privileged community of Cedarhurst on the Bay and just a short stroll to the beach and neighborhood amenities, this charming cottage offers relaxed coastal living with a layout full of character. The home features three bedrooms, two with beautiful coffered ceilings that add height and architectural interest. The full bath includes a tub

    Agent Photo

    Bill Franklin

    Long & Foster Real Estate, Inc.

    (410) 835-7611

    1199 Oak Ave, Shady Side, MD 20764
  • /46

    $825,000

    • 4 Beds
    • 2.5 Baths
    • 2,637 Sq Ft

    5566 Franklin Blvd, Churchton, MD 20733

    Light-filled home on two lots with open Chesapeake Bay views, set outside the flood zone. Spacious layout offers 2,600+ sf across two finished levels, with 4 bedrooms and 2.5 baths. Main level includes flexible space to create a bedroom and full bath. Bright primary suite features a walk-in closet. Quality details throughout: mahogany floors, crown molding, and abundant windows. Unfinished third

    Agent Photo

    Yen Le

    Long & Foster Real Estate, Inc.

    (443) 278-0769

    5566 Franklin Blvd, Churchton, MD 20733
  • /32

    $579,990 New Construction

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

    1225 Juniper St, Shady Side, MD 20764

    THIS IS A TO BE BUILT HOME

    Agent Photo

    Jamie Richardson

    RE/MAX United Real Estate

    (410) 724-1190

    1225 Juniper St, Shady Side, MD 20764
  • /52

    $649,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    1235 Spruce Ave, Shady Side, MD 20764

    THIS IS A TO BE BUILT HOME. Act soon while you are able to still personalize this home with interior selections!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.

    Agent Photo

    Jamie Richardson

    RE/MAX United Real Estate

    (443) 363-1364

    1235 Spruce Ave, Shady Side, MD 20764
  • /26

    $399,990

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    5606 Bay Breeze Ct, Churchton, MD 20733

    Welcome to this fully updated 3-bedroom, 2-bath rambler in Deale, MD, offering the perfect mix of modern upgrades and coastal living. Located in Anne Arundel County just about a block from the Chesapeake Bay, this home puts you close to the water while still providing a manageable commute to Annapolis, Joint Base Andrews, and the greater Washington DC area. It’s an ideal setup for professionals

    Zack McDonough NextHome Envision

    5606 Bay Breeze Ct, Churchton, MD 20733
  • /37

    $565,000

    • 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
  • /43

    $599,990 New Construction

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

    4908 Olive St, Shady Side, MD 20764

    4/15/26 Under roof. EXPECTED SUMMER 2026 DELIVERY. 100% financing available with USDA loan. $10k. closing assistance with use of preferred lender and title company. Must use builder contract - buyer responsible for 100% transfer taxes**. Schaefer Homes brings to you their latest Monroe model located in water privilege community of Westelee offering community beach, pier, playground, boat slips,

    Ray Mudd Schwartz Realty, Inc.

    4908 Olive St, Shady Side, MD 20764
  • /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
  • /61

    $575,000

    • 5 Beds
    • 3.5 Baths
    • 2,636 Sq Ft

    5510 Berkley Manor Ln, Churchton, MD 20733

    Beautiful and spacious four-level home located in a water-privileged community just blocks from the Chesapeake Bay. Open floor plan with a light-filled great room and gourmet kitchen featuring quartz countertops, stainless steel appliances, high-end cabinetry, large island with breakfast seating, and pantry. Flexible dining space accommodates everyday meals or larger gatherings. Upper levels

    John Tarpley Schwartz Realty, Inc.

    5510 Berkley Manor Ln, Churchton, MD 20733
  • /12

    $824,990 Open House 5/07

    • 3 Beds
    • 2.5 Baths
    • 2,158 Sq Ft

    1210 Chesapeake Dr, Churchton, MD 20733

    Professional Photos coming soon! Welcome to your Chesapeake Bay retreat in the sought-after Franklin Manor Beach community—where the water isn’t just nearby... it’s right there. This unobstructed Chesapeake Bay view home delivers sweeping 180-degree water views from multiple vantage points, including the private upper deck off the primary suite and guest bedroom, as well as the main level and

    Nicki Palermo RE/MAX One

    1210 Chesapeake Dr, Churchton, MD 20733
  • /35

    $600,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,071 Sq Ft

    1205 Hawthorne St, Shady Side, MD 20764

    This stunning Craftsman-style home in the Avalon Shores community offers a perfect blend of modern luxury and serene bayside living. Featuring beautiful quartz countertops, a functional island, a pantry, and stainless steel appliances. Enjoy open-concept living with 9'+ ceilings, luxury vinyl plank (LVP) waterproof flooring, and Craftsman-style trim. The three-story design includes upper-level

    Brandi Bradshaw Keller Williams Select Realtors of Annapolis

    1205 Hawthorne St, 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
  • /61

    $659,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    5314 Al Jones Dr, Shady Side, MD 20764

    4/6/26. Just broke ground. Late summer delivery. Coastal Living Just Steps from the Chesapeake Bay! Schaefer Homes invites you to make this beautifully designed coastal-style residence your own located across the street from the bay offering nice water views. Offering over 3 stories of wide open living with time to personalize your selections so you can create a home that perfectly reflects your

    Ray Mudd Schwartz Realty, Inc.

    5314 Al Jones Dr, Shady Side, MD 20764
  • /23

    $750,000

    • 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 Ma2 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 accommodate 40ft+ boats.

    George Heine Schwartz Realty, Inc.

    1462 Snug Harbor Rd, Shady Side, MD 20764
  • /38

    $599,990 New Construction

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

    1209 Johnson Dr, Shady Side, MD 20764

    HOME TO BE BUILT. EXPECTED LATE SUMMER 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 suit your

    Ray Mudd Schwartz Realty, Inc.

    1209 Johnson Dr, Shady Side, MD 20764
  • /2

    $424,700 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    1527 Lincoln Rd, Shady Side, MD 20764

    Experience the best of the Chesapeake Bay in this 3-bedroom, 2.5-bathroom Colonial, in the sought-after Columbia Beach neighborhood! Nestled in a quiet, gated, water-privileged community, this home offers more than just a place to live—it offers a lifestyle complete with a private pier, boat ramp, tennis/basketball courts, and a playground. The heart of the home is the beautifully curated

    Mike Benton Home Towne Real Estate

    1527 Lincoln Rd, Shady Side, MD 20764
  • /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
  • /44

    $1,470,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,727 Sq Ft

    5235 Al Jones Dr, Shady Side, MD 20764

    To be built by Whitehall Building & Co., Annapolis’ leading luxury waterfront builder. Set within the sought-after Columbia Beach community, this coastal-style home captures the best of Chesapeake Bay living with panoramic views and the rare protection of a cove-front setting. With Whitehall, the path to building is refreshingly simple. Their step-by-step process begins with a complimentary

    Lynn Peaper Hubble Bisbee Christie's International Real Estate

    5235 Al Jones Dr, Shady Side, MD 20764
  • /32

    $474,990

    • 3 Beds
    • 2.5 Baths
    • 1,598 Sq Ft

    1222 Juniper St, Shady Side, MD 20764

    Would you love to live in a water oriented community? Have you ever? Come take a look at this year 2020 constructed 3 bedroom 2.5 bathroom home located in the AVALON SHORES community surrounded by the beautiful Chesapeake Bay and tributaries. Avalon Shores has wonderful neighborhood amenities including play areas, beach and boat launch . Come see this traditional home with an open floor plan.

    Jesse Hoffman HomeSmart

    1222 Juniper St, Shady Side, MD 20764
  • /30

    $469,000

    • 3 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    1161 Steamboat Rd, Shady Side, MD 20764

    Welcome to this inviting single-family home in the heart of Shady Side! This lovely residence features 3 bedrooms, 2.5 bathrooms, and approximately 2,235 sq ft of versatile living space — thoughtfully laid out to balance comfort and function.Step inside to a warm, open floor plan where natural light enhances every room, and an efficient layout makes everyday living easy. A well-appointed

    Christine Saunders Compass

    1161 Steamboat Rd, Shady Side, MD 20764
  • /11

    $149,999

    • Land
    • 6,098 Sq Ft
    • $1,071,421 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 can

    Jennifer Koenig Long & Foster Real Estate, Inc.

    5250 Al Jones Dr, Shady Side, MD 20764
  • /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
  • /2

    $40,000

    • Land
    • 14,810 Sq Ft
    • $117,647 per Acre

    5771 Shady Side Rd, Churchton, MD 20733

    Residential building lot awaits new owner. Sold as is .

    Joseph Butcher Long & Foster Real Estate, Inc.

    5771 Shady Side Rd, Churchton, MD 20733
  • /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 accessibility. With

    Joan Stansfield Samson Properties

    1436 Haile Pkwy, Shady Side, MD 20764
  • /42

    $429,900

    • 3 Beds
    • 1.5 Baths
    • 1,386 Sq Ft

    4912 Mariners Dr, Shady Side, MD 20764

    Coastal Affordable Living with a Boat Slip Included Discover the charm of Snug Harbor, where coastal living meets everyday affordability. This beautifully updated home offers gorgeous Chesapeake Bay views and the rare bonus of an included boat slip — making waterfront living more accessible than ever. Inside offers a light-filled floorplan, wide open living room, an open kitchen shines with

    Sam Barbieri RE/MAX United Real Estate

    4912 Mariners Dr, Shady Side, MD 20764
  • /2

    $25,000

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

    0 Pine Ave Unit MDAA2139458, Shady Side, MD 20764

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 4/30/2026 @ 10:00 AM. Bidding ends 5/4/2026 @ 12:45 PM. List Price is Suggested Opening Bid. Deposit: $5,000. This +/- 4,750 ft2 parcel of land is located in located in Shady Side, MD within Anne Arundel County. Its location is just a few minutes away to Herring Bay. It also offers easy

    Adam Shpritz Ashland Auction Group LLC

    0 Pine Ave Unit MDAA2139458, Shady Side, MD 20764
  • /4

    $995,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    4936 Lerch Dr, Shady Side, MD 20764

    Waterfront luxury meets modern craftsmanship in this custom-built 2023 home, designed to capture stunning water views from nearly every room. Privately set with a pier, sun deck, 10,000 lb boat lift, and jet ski lift (2023), this is effortless waterfront living. Inside, no detail was overlooked—Anderson windows, shiplap accents, and a carpet-free design throughout. The main level offers two

    Nicki Palermo RE/MAX One

    4936 Lerch Dr, Shady Side, MD 20764
  • /73

    $3,500,000

    • 5 Beds
    • 5.5 Baths
    • 4,620 Sq Ft

    4750 Frederick Ave, Shady Side, MD 20764

    Welcome to Silver Water, a striking architectural statement inspired by the Chesapeake Bay, where refined design meets the clarity of true waterfront living. Ideally located along the serene banks of the West River, this private gated estate offers a rare sense of seclusion with convenient access to Annapolis and Washington, DC. Spanning 4,620 square feet on a meticulously landscaped 1-acre lot,

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    4750 Frederick Ave, Shady Side, MD 20764
  • /2

    $25,000

    • Land
    • 24,829 Sq Ft
    • $43,860 per Acre

    0 Haile Pkwy Unit MDAA2141624, 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, Baltimore, or

    Joan Stansfield Samson Properties

    0 Haile Pkwy Unit MDAA2141624, Shady Side, MD 20764
  • /31

    $434,804

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

    5635 W Shady Side Rd, Shady Side, MD 20733

    Welcome home to this beautifully updated rambler in the heart of Churchton! This 3-bedroom, 2 full bath house has been thoughtfully modernized, featuring a traditional floor plan with stunning hardwood floors and fresh updates throughout. Brand new kitchen with upgraded cabinetry, elegant backsplash, and modern quartz countertops. Enjoy cozy evenings by the brick fireplace with a wood stove

    Iftikhar Khan RE/MAX Galaxy

    5635 W Shady Side Rd, Shady Side, MD 20733
  • /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 5/7/2026 @ 10:00 AM. Bidding ends 5/11/2026 @ 12:50 PM. List Price is 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 arteries

    Adam Shpritz Ashland Auction Group LLC

    1205 Poplar Ave, Shady Side, MD 20764
  • /2

    $100,000

    • Land
    • 29,620 Sq Ft
    • $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 effortless—yet

    Joan Stansfield Samson Properties

    1445 & 1447 Haile Pkwy, Shady Side, MD 20764
  • /14

    $223,250

    • 2 Beds
    • 1 Bath
    • 736 Sq Ft

    1502 Garst Rd, Shady Side, MD 20764

    Investor special in the charming Columbia Beach community of Shadyside. This quaint 2-bedroom, 1-bath home offers great potential for investors, renovators, or buyers looking to create their own coastal retreat. Inside, you'll find classic panel walls, a cozy fireplace, and a bright sunroom that adds extra living space and character. Nestled in a peaceful setting near the water, this property is

    Victoria Carmon-Brown Fusion Elite Realty

    1502 Garst Rd, Shady Side, MD 20764
  • /42

    $499,900 Open Sat 12PM - 2PM

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

    1512 Lincoln Rd, Shady Side, MD 20764

    This fully renovated 3-bedroom, 2.5-bath home offers a thoughtful blend of modern updates and comfortable living in a gated community carefully designed for low stress living. The water views from the guest bedroom makes this one a true gem. The main level features a completely updated kitchen with shaker cabinetry, quartz countertops, a tiled backsplash, and all new appliances. New flooring and

    Pedro Paz Coldwell Banker Realty

    1512 Lincoln Rd, Shady Side, MD 20764
  • /72

    $549,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 1,812 Sq Ft

    1005 Hawk Channel Ct, West River, MD 20778

    Welcome to the rarely available water- privileged Cedarlea community in West River—Tucked away at the end of a quiet, family-friendly cul-de-sac, this beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and privacy and is ready for its new owners. From the moment you arrive, the inviting front porch sets the tone for relaxed living. Inside, the main level

    Stephanie Smith Douglas Realty, LLC

    1005 Hawk Channel Ct, West River, MD 20778
  • /72

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft

    1268 Hayes Rd, Shady Side, MD 20764

    Discover your dream lifestyle in this exceptional 3 bedroom 2 full bath waterfront property located at 1268 Hayes Road in the charming community of Shady Side, MD. combining the peacefulness of a secluded setting with essential modern amenities. As you step inside you'll notice the sun drenched open floor plan complete with a large cooks kitchen featuring a huge center island, cozy breakfast nook

    Casey A Sutherland Maryland Waterfront Properties LLC

    1268 Hayes Rd, Shady Side, MD 20764
  • /39

    $550,000

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

    5211 Al Jones Dr, Shady Side, MD 20764

    Non-riparian waterfront home offering sweeping, unobstructed views of the Chesapeake Bay. Wake each morning to breathtaking sunrises over the water, best enjoyed from your expansive deck with a cup of coffee in hand—an experience that never gets old. Inside, the home is filled with natural light and features an open-concept layout designed to maximize those stunning bay views. The main level

    Ray Mudd Schwartz Realty, Inc.

    5211 Al Jones Dr, Shady Side, MD 20764
  • /9

    $239,000

    • 2 Beds
    • 2 Baths
    • 1,028 Sq Ft

    4715 Girton Ave, Shady Side, MD 20764

    Welcome to 4715 Girton Avenue in the Idlewild community. This home features 2 bedrooms, 2 full bathrooms, and 1,028 square feet of living space. With a little vision and TLC, this property offers a wonderful opportunity to create your own private oasis. The home has great bones and plenty of potential for customization, making it perfect for buyers looking to add their personal touch. The kitchen

    Brian Snider Douglas Realty, LLC

    4715 Girton Ave, 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
  • /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
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