100

Homes for Sale near Chesapeake Christian School

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  • /53

    $617,900

    • 4 Beds
    • 2.5 Baths
    • 3,178 Sq Ft

    4911 Lerch Dr, Shady Side, MD 20764

    Get ready to discover your Dream Home on the peaceful Shady Side Peninsula! A Welcoming and Spacious Colonial has hit the market, perfectly situated on a desirable Corner Lot within the serene, Water-oriented Community of Avalon Shores.This impressive 4-bedroom, 2.5 bath residence offers an idyllic Chesapeake Bay Lifestyle, just a few blocks from the community's private beach, playgrounds,

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    (410) 421-7593

    4911 Lerch Dr, Shady Side, MD 20764
  • /60

    $480,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    921 Benning Rd, Galesville, MD 20765

    OPEN HOUSE AUGUST 3, 12-2 PM, COME ON BY!! Welcome to 921 W Benning Rd—nestled in the heart of the historic and picturesque town of Galesville, just blocks from the water! This beautifully updated two-story colonial blends timeless charm with modern upgrades, offering the best of both worlds in one of Anne Arundel County’s most coveted waterfront communities.From the moment you arrive,

    Carlos Contreras Caprika Realty

    921 Benning Rd, Galesville, MD 20765
  • /64

    $615,000 Open House 9/07

    • 4 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    619 Park Place, Deale, MD 20751

    Please know that this home is listed for rent as well. Welcome home! From top to bottom, this home is simply immaculate . Pull into your two-car garage and fall in love each times you step into your dream home. Enjoy this open floor plan with gorgeous new hardwood floors and lots of natural light pouring into the french doors. with water views and a beautiful fenced-in backyard

    John Tarpley Schwartz Realty, Inc.

    619 Park Place, Deale, MD 20751
  • /4

    $700,000

    • 2 Beds
    • 1 Bath
    • 2,812 Sq Ft

    60 Friendship Rd, Friendship, MD 20758

    Historic Property with Endless Potential! 40 Acres of Opportunity! Step back into time with this unique property featuring a historic home that tells a story of the past. While this home was built in 1870, it is currently not habitable but it offers a rare opportunity for restoration enthusiasts to bring it back to life or preserve its charm as a testament to history. Situated on 40.1 acres this

    Tracy Diamond EXP Realty Maryland

    60 Friendship Rd, Friendship, MD 20758
  • /55

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,640 Sq Ft

    4873 Anchors Way, Galesville, MD 20765

    Custom designed, Nantucket-style home overlooking the natural beauty of Lerch Creek, just off the West River, in a serene waterfront setting with a beautifully landscaped yard. Home features cedar shake siding, a brick walkway, and a 3-car garage. Thoughtfully elevated to take full advantage of the views, the main living space is light-filled with wide plank Hickory floors and large windows

    Amelia Whitman Long & Foster Real Estate, Inc.

    4873 Anchors Way, Galesville, MD 20765
  • /64

    $1,499,000

    • 3 Beds
    • 2.5 Baths
    • 3,953 Sq Ft

    6970 Kim Ln, Friendship, MD 20758

    Luxury Coastal Living with Unmatched Chesapeake Bay Views. Welcome to Chesapeake Overlook, one of the most desirable and nostalgic neighborhoods in Friendship, where charm, serenity, and luxury converge. Nestled on over an acre with panoramic water views and just steps from Chesapeake Overlook's private beach, this one-of-a-kind property offers an extraordinary opportunity to own this beautiful

    Melanie Montague EXP Realty, LLC

    6970 Kim Ln, Friendship, MD 20758
  • /63

    $1,050,000

    • 6 Beds
    • 3 Baths
    • 3,483 Sq Ft

    6047 Melbourne Ave, Deale, MD 20751

    Nestled in the sleepy fishing town of Deale, Maryland, this beautiful waterfront home offers stunning expansive views of the Chesapeake Bay. With six spacious bedrooms, three baths, and over 3,400 square feet, it’s a perfect blend of comfort and coastal charm. The front yard is ideal for games of cornhole, enjoying a fire pit or launching your kayak or paddleboard for a sunrise adventure, and you

    Theresa Kurtz EXP Realty, LLC

    6047 Melbourne Ave, Deale, MD 20751
  • /78

    $1,095,000

    • 5 Beds
    • 3.5 Baths
    • 3,336 Sq Ft

    1009 Galesville Rd, Galesville, MD 20765

    LOCATION, LOCATION, LOCATION!! Be prepared to be blown away as you enter this incredible Custom Built ONE OF A KIND GEM with expansive views of the West River. With 5 bedrooms, 3.5 baths, over 3,300 square feet of living space, and an attached 1-car garage equipped with a built-in EV Charger. This rare opportunity offers luxury in an unmatched location. Situated on .56 acres, the home is just a

    Mark Frisco CENTURY 21 New Millennium

    1009 Galesville Rd, Galesville, MD 20765
  • /75

    $929,000

    • 6 Beds
    • 3 Baths
    • 2,635 Sq Ft

    241 Grays Rd, Harwood, MD 20776

    Move-in ready Cape Cod situated on 14.74 acres of privacy in Harwood, Maryland. This spacious home offers 6 bedrooms and 3 full bathrooms, including 2 main-level bedrooms with a full bath—ideal for guests, multi-generational living, or a home office setup. The great room features cathedral ceilings and offers an inviting space to relax or entertain. Upstairs, the large primary suite provides a

    Nicki Palermo RE/MAX One

    241 Grays Rd, Harwood, MD 20776
  • /80

    $1,199,000

    • 6 Beds
    • 4.5 Baths
    • 5,856 Sq Ft

    5257 Ferry Branch Ln, Lothian, MD 20711

    Stunning French Colonial is waiting for you to call this home, positioned on 2+ acres with NO HOA. Aesthetically pleasing, this custom stucco masterpiece with stone accent is waiting for you. Open the front double doors to the welcoming grand entrance with two story foyer, large chandelier and a palatial staircase awaits. This beautifully maintained home offers three finished levels of timeless

    Dorothy Cosby Coldwell Banker Realty

    5257 Ferry Branch Ln, Lothian, MD 20711
  • /49

    $850,000

    • 4 Beds
    • 4.5 Baths
    • 5,295 Sq Ft

    94 Friendship Rd, Friendship, MD 20758

    Charming Cape Cod offering over 5,000 sq. ft. of living space, including a fully finished lower level, all nestled on a private 2-acre lot. Enjoy peaceful country living from the inviting front porch overlooking a beautiful front yard. Inside, you'll find a stunning two-story family room with a stacked stone fireplace, a spacious kitchen with granite countertops, and a full-length sunroom that

    Ray Mudd Schwartz Realty, Inc.

    94 Friendship Rd, Friendship, MD 20758
  • /19

    $999,995

    • 6 Beds
    • 3.5 Baths
    • 4,296 Sq Ft

    75 W Bay Front Rd, Lothian, MD 20711

    Grand Colonial Retreat on Over 2 Acres -- A Rare Find! Welcome to this stately 6 bedrooms, 4 bathrooms Colonial nestled on 2+ acres of beautifully landscaped grounds in a peaceful, sought-after neighborhood. With over 6,000 square feet of living space, this timeless residence offers a perfect blend of historic charm and modern comfort. The five fireplaces create warm, inviting spaces

    Elaine Sawyer Sawyer Real Estate, LLC

    75 W Bay Front Rd, Lothian, MD 20711
  • /31

    $699,000

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    6156 Drum Point Rd, Deale, MD 20751

    You could be enjoying wonderful meals, delicious orange crushes and spectacular sunsets on Rockhold Creek while listening to live music from your own backyard - THAT is the advantage of living next to an award winning seafood restaurant! Oh, and we'll throw in a deep water slip for your sail or power boat plus a 3 Bedroom home with a screened waterview porch, just for fun!This waterfront home

    Theresa Kurtz EXP Realty, LLC

    6156 Drum Point Rd, Deale, MD 20751
  • /65

    $750,000

    • 4 Beds
    • 4.5 Baths
    • 3,352 Sq Ft

    1109 Cherry Point Rd, West River, MD 20778

    First time on the market! This custom-built water view home, set on a picturesque one-acre lot, was thoughtfully designed by its original owners. Featuring a first-floor primary suite, wide hallways and doors for wheelchair accessibility, and a roll-in shower in the primary bath, every detail was carefully planned. The exquisite gourmet kitchen boasts a commercial gas stove, wall oven, spacious

    Ray Mudd Schwartz Realty, Inc.

    1109 Cherry Point Rd, West River, MD 20778
  • /80

    $964,900

    • 4 Beds
    • 3.5 Baths
    • 2,516 Sq Ft

    4308 Molly Shippen Trail, West River, MD 20778

    Absolutely stunning and extremely private, this 4-bedroom, 3.5-bath home is nestled in the woods of Pennbrooke. The home features a newly custom-renovated, high-end kitchen with custom cabinetry, 3 ovens, a full butler’s pantry, making it a chef’s dream. There is a large screened-in porch off the back of the home that leads to the patio of the in-ground heated saltwater pool, which overlooks the

    Richard Cefaratti Peninsula Properties, LLC.

    4308 Molly Shippen Trail, West River, MD 20778
  • /72

    $849,900

    • 4 Beds
    • 3.5 Baths
    • 3,142 Sq Ft

    6085 Franklin Gibson Rd, Tracys Landing, MD 20779

    Why vacation when you can staycation? Welcome to your personal resort in the heart of Tracy’s Landing, Maryland. Nestled on a lush, professionally landscaped 1-acre lot, this stunning home features an in-ground Gunite pool surrounded by blooming gardens—perfect for summer days spent poolside. Take in the peaceful views from your screened-in porch or multi-level deck, ideal for morning coffee or

    Nicki Palermo RE/MAX One

    6085 Franklin Gibson Rd, Tracys Landing, MD 20779
  • /35

    $789,000

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

    5235 Chalk Point Rd, West River, MD 20778

    Coastal Living Meets Timeless Elegance on the Chesapeake BayEscape the hustle and embrace the peaceful rhythm of coastal life in this beautifully updated 5-bedroom, 3-bath Colonial, perfectly situated on a private 1.37-acre lot in the sought-after West River community. With over 3,000 sq ft of thoughtfully designed living space, this home offers the ideal blend of comfort, flexibility,

    Bonnie O'Donnell RE/MAX One

    5235 Chalk Point Rd, West River, MD 20778
  • /93

    $919,000

    • 5 Beds
    • 4.5 Baths
    • 3,342 Sq Ft

    6428 Weems Ave, Tracys Landing, MD 20779

    All reasonable offers will be considered by the seller. This home offers an unparalleled lifestyle experience, blending elegance, functionality, and natural beauty, making it the perfect retreat for those seeking both luxury and comfort. This exceptional home, offering stunning bay views, combines luxury and comfort across two levels of meticulously designed space. The upper-level features five

    Theresa Mills Home Towne Real Estate

    6428 Weems Ave, Tracys Landing, MD 20779
  • /80

    $745,000

    • 5 Beds
    • 3 Baths
    • 3,796 Sq Ft

    610 E Marshall Ave, Deale, MD 20751

    HUGE price improvement! Best Buy in Deale! Chesapeake Bay Water Access! Welcome to your very own oasis, steps from the water! This handsome custom-built home boasts old charm with modern touches you will love. Located in the water-access community of Owings Beach, fall in love with the soothing sounds of the Chesapeake Bay just a one minute walk away! Featuring a handsome stone facade, tranquil

    Jennifer Novak Real Broker, LLC - Annapolis

    610 E Marshall Ave, Deale, MD 20751
  • /51

    $889,000

    • 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.

    Alex Fox Allfirst Realty, Inc.

    5629 Gunner Run Rd, Churchton, MD 20733
  • /35

    $999,870 New Construction

    • 5 Beds
    • 4 Baths
    • 3,126 Sq Ft

    5235 Al Jones Dr, Shady Side, MD 20764

    Unique Waterfront Dream Home Opportunity at Columbia Beach – Build Your Dream Home on the Chesapeake Bay. Don't miss this rare chance to build or own waterfront Dream Home 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.,

    Rodrigo Cruz Long & Foster Real Estate, Inc.

    5235 Al Jones Dr, Shady Side, MD 20764
  • /39

    $945,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,750 Sq Ft

    50 Bella Vista Dr, Owings, MD 20736

    Welcome to your future dream home, where luxury, comfort, and natural beauty come together in perfect harmony. Currently under construction by the esteemed J & A Builders, this stunning five-bedroom, four-and-a-half-bath residence is set on a picturesque two-acre lot, offering privacy and tranquility. Designed with both modern elegance and timeless charm, this home features a thoughtfully crafted

    Kathleen Moore Engel & Völkers Annapolis

    50 Bella Vista Dr, Owings, MD 20736
  • /11

    $950,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 2,611 Sq Ft

    4671 Solomons Island Rd, Harwood, MD 20776

    Whether you are in search of a haven for horses, farming or simply enjoying the outdoors, this 5.9 acre property with 3/4 Bedrooms & 3 full bath rancher in the heart of Harwood, offers an abundance of opportunities. Step inside and you are welcomed by the sun-drenched living room that opens to dining room and kitchen with recently updated appliances and breakfast bar that adjoins to main-level

    Kathleen May Synergy Realty

    4671 Solomons Island Rd, Harwood, MD 20776
  • /36

    $350,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    1236 Gwynne Ave, Churchton, MD 20733

    Welcome to this beautifully updated home located in a sought-after water-privileged community! Enjoy cooking in your brand new kitchen featuring granite countertops, all-new cabinetry, stylish backsplash, and modern light fixtures. The home also boasts a fully renovated bathroom with a tiled tub/shower surround, a new hot water heater, and a new water conditioning system. The open dining area

    Ray Mudd Schwartz Realty, Inc.

    1236 Gwynne Ave, Churchton, MD 20733
  • /35

    $525,000

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

    1037 Biltmore Ave, West River, MD 20778

    Welcome to 1037 Biltmore Ave — A Waterfront Dream in West River!Nestled in the peaceful and picturesque community of West River, this beautifully maintained home offers the perfect blend of comfort, style, and coastal living. Just steps from the water and minutes to the Chesapeake Bay, this property is ideal for those who crave serenity without sacrificing convenience.This

    Matt Kalogeras Houwzer, LLC

    1037 Biltmore Ave, West River, MD 20778
  • /42

    $499,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    1347 W River Rd, Shady Side, MD 20764

    Welcome to 1347 W River Rd. – A Private Retreat on 2.02 Acres in Shady Side, MD. This two-story colonial offers privacy, space, and the perfect blend of classic charm and a few modern updates. With approx. 2,464 sq ft of living space, this 4-bedroom, 2.5-bath home provides ample room for everyday living and entertaining. Step into the spacious foyer and take in the warmth of the shaker-style

    Elizabeth DuLaney EXP Realty, LLC

    1347 W River Rd, Shady Side, MD 20764
  • /39

    $469,900

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    1330 Jordan Dr, Shady Side, MD 20764

    Welcome to 1330 Jordan Drive, a charming 3-bedroom, 2.5-bathroom home nestled in the highly desirable Avalon Shores community in Shady Side, Maryland.This well-maintained home strikes the perfect balance between comfort and character. The covered front porch invites you to unwind and enjoy seasonal water views, setting the tone for peaceful, waterfront living. Inside, you’ll find a

    Emily Motto Investors Management, Inc.

    1330 Jordan Dr, Shady Side, MD 20764
  • /36

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,612 Sq Ft

    5916 Old Solomons Island Rd, Tracys Landing, MD 20779

    Charming, Updated Cottage Just Minutes from the Water!Step into style and comfort in this beautifully updated 1930s cottage that blends vintage charm with modern upgrades. This 3BR/2BA home features original hardwood floors, a custom front door, brand-new windows, and a spacious, low-maintenance deck—perfect for entertaining or weekend lounging. The kitchen and bathrooms have been

    Laura Lee Jones Long & Foster Real Estate, Inc.

    5916 Old Solomons Island Rd, Tracys Landing, MD 20779
  • /44

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    5942 Flood Ave, Deale, MD 20751

    Pride of ownership shines throughout this charming water-view home, just steps from the community pier. Enjoy hardwood floors throughout the main level, a bright and sunny living room with serene views of Carrs Creek, and a cozy fireplace flanked by built-in shelving. The spacious kitchen features upgraded countertops, stainless steel appliances—including a propane gas stove—and a newer sliding

    Ray Mudd Schwartz Realty, Inc.

    5942 Flood Ave, Deale, MD 20751
  • /47

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft

    718 Mimosa Cove Rd, Deale, MD 20751

    Move-in Ready! Just pack your bags and settle into this beautifully maintained and thoughtfully upgraded home, perfectly situated on two spacious lots totaling 0.61 acres. Enjoy brand new hardwood floors and carpeting (2025), a stylishly updated kitchen and dining area (2021), and a renovated full bath on the main level (2015). The formal living room features gleaming hardwood floors, while the

    Ray Mudd Schwartz Realty, Inc.

    718 Mimosa Cove Rd, Deale, MD 20751
  • /10

    $625,000

    • Land
    • 11 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
  • /27

    $449,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 1.5 Baths
    • 1,589 Sq Ft

    53 Ark Rd, Lothian, MD 20711

    Renovated in 2025, this home offers four potential bedrooms across two levels and sits on a full acre backing to trees. Interior upgrades include a new kitchen, updated bathrooms, and HVAC system, while exterior improvements feature a new roof and siding. The main level includes a kitchen, dining area, living room, two bedrooms, and a full bath. The walkout lower level features two additional

    Erica Baker TTR Sotheby's International Realty

    53 Ark Rd, Lothian, MD 20711
  • /10

    $450,000

    • Land
    • 9 Acres
    • $49,559 per Acre

    5292 Moreland Rd, Lothian, MD 20711

    This unique property offers a total of 9.08 acres. Value is in the land. Whether you're dreaming of a private retreat, farmette, or full restoration project, this property is full of potential. The land features a pasture (currently overgrown), a pond, a main home built in 1949 (currently uninhabitable), a 3-bedroom, 2-bath apartment above the carport, one trailer, a large barn, and several

    Amelia Whitman Long & Foster Real Estate, Inc.

    5292 Moreland Rd, Lothian, MD 20711
  • /6

    $11,000

    0 Riverside Dr Unit C4 MDAA2119968, Galesville, MD 20765

    Meet Slip C4 – Your Boat’s New Best Friend Galesville, MD at West River Yacht HarborIf slips could talk, C4 would tell you stories of peaceful sunsets, gentle tides, and a 30-foot Trojan Sea Raider or Hunter Sailboat resting comfortably after a day on the Bay. Measuring 12.5 ft x 30 ft with a 4 ft mean low water depth, this privately owned slip is more than just a place to dock — it’s a

    Sarah Miller Hubble Bisbee Christie's International Real Estate

    0 Riverside Dr Unit C4 MDAA2119968, Galesville, MD 20765
  • /52

    $550,000

    • 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
  • /33

    $1,575,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,985 Sq Ft

    1045 Back Bay Beach Rd, West River, MD 20778

    You said it HAD to be perfect. That you were NOT going to compromise. Good news! THIS is the one you've been waiting for, and it’s not every day that a home like this comes along. Perfectly positioned on a peaceful peninsula where the West River meets South Creek, this elegant retreat offers panoramic water views from every single room. No, really! EVERY. SINGLE. ROOM. From the moment you step

    Theresa Kurtz EXP Realty, LLC

    1045 Back Bay Beach Rd, West River, MD 20778
  • /40

    $515,000 Open Sun 12PM - 2PM

    • 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
  • /19

    $55,000

    • 2 Beds
    • 2 Baths
    • 780 Sq Ft

    111 Cougar Cir, Lothian, MD 20711

    Home Sweet Home! Looking for a home in your price range? Here it is! Recently renovated in 2020. The interior has been completely updated including new flooring and carpet in 2022, New hot water heater in 2020, Plumbing has been completely re-finished and is now inside of the home along with the water heater. Back porch was completed in 2023. This home has split units for the AC/Heat along with

    Jennifer Dickerson Home Sweet Home Real Estate LLC

    111 Cougar Cir, Lothian, MD 20711
  • /73

    $639,000

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

    6082 Drum Point Rd, Deale, MD 20751

    Offered for the very first time, this custom-built colonial offers unobstructed views of Rockhold Creek in one of the area’s most charming water-oriented communities. This well-maintained home features timeless character with hardwood floors throughout and a traditional floor plan that includes a formal living room, separate dining room, and a spacious family room with a fireplace. Enjoy

    Nicki Palermo RE/MAX One

    6082 Drum Point Rd, Deale, MD 20751
  • /34

    $459,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,440 Sq Ft

    1440 Cedarhurst Rd, Shady Side, MD 20764

    Welcome to 1440 Cedarhurst Road! This beautifully maintained home offers over 2,400 square feet of comfortable living space, featuring 4 bedrooms and 2 bathrooms on a spacious, flat lot.Step inside to discover gleaming hardwood and tile flooring throughout. The heart of the home is a spacious kitchen with a center island, seamlessly connected to an open dining area. Just off the kitchen,

    Terry McAllister RE/MAX One

    1440 Cedarhurst Rd, Shady Side, MD 20764

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