Homes for Sale near 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
• 

  Explore Shady Side Elementary School

• 

  

  

  /28

  $529,900

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft

  4949 Idlewilde Rd, Shady Side, MD 20764

  This spacious and well-maintained home offers the ease of one-level living at it's best. The modern kitchen opens to a cozy family room featuring a gas fireplace and a sliding door that leads to a stunning sunroom and adjacent deck—perfect for relaxing or entertaining. Enjoy formal spaces with both a living room and dining room, along with a generous primary suite complete with a private full

  Ray Mudd Schwartz Realty, Inc.

  4949 Idlewilde Rd, 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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  /45

  $1,520,000 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
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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

  $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
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  /43

  $599,990

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

  4908 Olive St, Shady Side, MD 20764

  HOME TO BE BUILT. EXISTING HOME TO BE TORN DOWN. EXPECTED SPRING/SUMMER 2026 DELIVERY. 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, boat ramp and more. Select from 3 exterior elevations! This home will come

  Ray Mudd Schwartz Realty, Inc.

  4908 Olive St, Shady Side, MD 20764
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  /31

  $355,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  4738 Washington Ave, Shady Side, MD 20764

  Peaceful 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 opportunity 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 natural

  Nicole Hatch Samson Properties

  4738 Washington Ave, Shady Side, MD 20764
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  /30

  $479,000

  • 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

  $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 can

  Jennifer Koenig Long & Foster Real Estate, Inc.

  5250 Al Jones Dr, Shady Side, MD 20764
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  /10

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  5535 Gloucester St, Churchton, MD 20733

  Lovely well maintained rancher -- freshly painted and new carpet installed. Home has three nice size bedrooms and one full bath and a half bath. This is perfect for first time homebuyers. There is woodstove to keep you warm during those cold days, and heat pump, and baseboard heat. The water treatment system is owned. Home is located on a large corner lot with a front porch and back deck for

  Julie Harris KD Realty Inc

  5535 Gloucester St, Churchton, MD 20733
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  /21

  $349,900

  • 2 Beds
  • 1.5 Baths
  • 1,728 Sq Ft

  1241 Steamboat Rd, Shady Side, MD 20764

  Estate sale handled by an attorney. This well-loved home has been in the same family since 1953 and is now ready for its next chapter. Offering generous living space and abundant potential, this property is ideal for buyers looking to build sweat equity and restore its original charm. Situated on a large lot, the sale also includes an additional 25' x 100' parcel located to the right of the home.

  Ray Mudd Schwartz Realty, Inc.

  1241 Steamboat 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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  /2

  $40,000

  • Land
  • 0.34 Acre
  • $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
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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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  /29

  $697,015

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

  4938 Rullman Rd, Shady Side, MD 20764

  HAPPY NEW YAR!! Westelee Welcome's You Home TO this 2.5 year old "Pottery Barn" Colonial home is set perfectly on a corner lot with views of the West River. This home has 4 bedrooms and 2.5 baths. Patio was just put in and a 6 foot privacy fence around the backyard in 2024. GREAT FOR HAVING A CRAB FEAST IN THE SUMMER OR BONFIRES IN THE FALL. THIS YARD IS GREAT FOR ENTERTAINING BRING YOUR FAMILY

  Carey Laycock RE/MAX Leading Edge

  4938 Rullman Rd, Shady Side, MD 20764
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  /27

  $375,000

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

  1512 Lincoln Rd, Shady Side, MD 20764

  Home Sweet Home! Come tour this 2 level, 3 bedroom, 2 full bath just a couple blocks to the water. Situated in Columbia Beach, feel like you're vacationing year round! Whether your taking a walk in the gated community, or entertaining in the spacious home, you'll enjoy living here! No HOA. Please read agent remarks.

  Cheryl Bare CENTURY 21 New Millennium

  1512 Lincoln Rd, Shady Side, MD 20764
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  /15

  $270,750

  • 3 Beds
  • 1 Bath
  • 1,022 Sq Ft

  1419 Shady Rest Rd, Shady Side, MD 20764

  SHORT SALE APPROVED AT LIST PRICE! This charming three-bedroom, one-bathroom house presents an exceptional investor opportunity in peaceful Shady Side. The property offers excellent renovation potential, allowing you to customize and add value while creating possible rental income streams. Enjoy convenient parking and generous outdoor space perfect for relaxation or entertainment. The spacious

  Cindy Martin Samson Properties

  1419 Shady Rest Rd, Shady Side, MD 20764
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  /2

  $50,000

  • Land
  • 0.11 Acre
  • $454,545 per Acre

  0 Pine Ave Unit MDAA2135480, Shady Side, MD 20764

  Embrace the opportunity to own a 4,750 sq. ft. parcel of raw land in the charming waterfront community of Shady Side, MD. This blank canvas is ready for your vision, whether you're dreaming of building a custom home, a weekend getaway, or an investment property. Located on a peaceful street, this lot offers the perfect blend of privacy and convenience. Enjoy the serene lifestyle of Shady Side,

  Solomon Zaldivar Compass

  0 Pine Ave Unit MDAA2135480, Shady Side, MD 20764
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  /40

  $465,000

  • 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
• 

  

  /15

  $269,950

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  1160 Oak Ave, Shady Side, MD 20764

  Offers cannot be submitted for seller review until 1/18/26. Set in a peaceful bayside community, this 3-bedroom, 1.5-bath home offers 1,320 square feet and the chance to create your vision near the water. The home features a rear deck and is within walking distance to the beach. The property requires substantial renovation and is priced accordingly. Sold As-Is with no repairs. A great opportunity

  Mike McCarthy Metro DMV Realty

  1160 Oak Ave, Shady Side, MD 20764
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  /3

  $50,000

  • Land
  • 0.11 Acre
  • $454,545 per Acre

  1205 Poplar Ave, Shady Side, MD 20764

  Discover the perfect opportunity to build your dream home or investment property on this 4,750 sq. ft. lot located in the serene community of Shady Side, MD. Nestled on a quiet street, this parcel offers a blank canvas for your vision, whether it's a cozy retreat or a modern masterpiece. Enjoy the charm of this waterfront town, with easy access to nearby marinas, parks, and scenic Chesapeake Bay

  Solomon Zaldivar Compass

  1205 Poplar Ave, 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, Baltimore, or

  Joan Stansfield Samson Properties

  0 Haile Pkwy Unit MDAA2127474, 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
• 

  

  /35

  $355,000

  • 3 Beds
  • 1 Bath
  • 1,030 Sq Ft

  965 Franklin Manor Rd, Churchton, MD 20733

  This charming 3-bedroom 1-bath home features a functional mud room and bonus shed for extra storage. Great opportunity for first-time homebuyers or anyone seeking a peaceful living experience near the Chesapeake Bay, featuring a large yard for outdoor activities and entertaining. This is a must see home!

  Shanae Gray EXIT Here Realty

  965 Franklin Manor Rd, Churchton, MD 20733
• 

  

  /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
• 

  

  /29

  $815,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,485 Sq Ft

  6512 Shady Side Rd, Shady Side, MD 20764

  For buyers desiring a quicker move-in, this same model is under construction less than a mile away and will be completed in approximately 30 days — a perfect opportunity to preview the craftsmanship and finishes in person. This to-be-built custom Arts & Crafts residence by local builder Laine Street Homes blends timeless design with modern luxury. Set on a premium 1.5-acre homesite, the property

  Joshua Mast HomeSource Pro Real Estate

  6512 Shady Side 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
• 

  

  /20

  $330,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  1223 Pine Ave, Shady Side, MD 20764

  Welcome to this charming 2-bedroom home tucked away on a quiet street in the peaceful waterfront community of Shady Side. This inviting property offers a comfortable layout and a spacious yard, perfect for outdoor entertaining, gardening, or relaxing in a serene setting. Enjoy the coastal lifestyle with easy access to the Chesapeake Bay, nearby marinas, parks, and waterfront dining, all while

  Matthew Dubbaneh Samson Properties

  1223 Pine Ave, 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, this

  John Halpin RE/MAX Premiere Selections

  1133 Steamboat 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
• 

  

  /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
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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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  /37

  $579,990 New Construction

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

  1209 Johnson Dr, Shady Side, MD 20764

  HOME TO BE BUILT. EXPECTED 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 needs

  Ray Mudd Schwartz Realty, Inc.

  1209 Johnson Dr, Shady Side, MD 20764
• 

  

  /49

  $419,900

  • 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
• 

  

  /12

  $99,000

  • Land
  • 1.58 Acres
  • $62,658 per Acre

  1451 Shady Rest Rd, Shady Side, MD 20764

  Rare opportunity in Shady Side on 1.58 acres, just minutes from the Chesapeake Bay.1451 Shady Rest Rd features a partially built home.. The groundwork is in place, and the next owner can bring their own vision to life. The property includes a permitted 3-bedroom septic system and a working well, giving you a strong starting point for a new build. This desirable South County area is seeing

  Teal Clise EXP Realty, LLC

  1451 Shady Rest Rd, 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
• 

  /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
• 

  

  /31

  $534,960

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft

  4949 Idlewilde Rd, Shady Side, MD 20764

  This spacious and well-maintained home offers the ease of one-level living at it's best. The modern kitchen opens to a cozy family room featuring a gas fireplace and a sliding door that leads to a stunning sunroom and adjacent deck—perfect for relaxing or entertaining. Enjoy formal spaces with both a living room and dining room, along with a generous primary suite complete with a private full

  Ray Mudd Schwartz Realty, Inc.

  4949 Idlewilde 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

Showing Results 1 - 40, Page 1 of 2