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$1,499,000
4 Beds 4 Baths
Welcome to 1862 Cedar Road — where waterfront living is done right. Situated on 100 feet of deep-water frontage in a calm, deep water setting, this beautifully updated home offers 4 bedrooms and 3.5 bathrooms, including a first-level primary suite with heated floors and high-end finishes, plus a second main-level suite with private bath. Upstairs, two bedrooms feature spectacular water views. The chef’s kitchen with upgraded appliances includes a prep island with additional sink and dual-zone wine refrigerator, flowing seamlessly into the dining area with a dedicated wet bar—perfect for entertaining. A full stone, wood-burning fireplace (new stainless steel liner), hardwood floors throughout, and thoughtful updates add warmth and timeless appeal. Enjoy crabbing or fishing from your pier, quiet navigable waters, and stunning sunset views, all from the expansive wraparound porch. Complete with a two-car garage and a convenient location near Pasadena and Annapolis, this home offers the perfect blend of comfort, quality, and waterfront lifestyle. Owner financing available--call for details

1862 Cedar Rd, Pasadena

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$620,000
5 Beds 3 Baths
50 Robinson Landing Rd, with an a New Refrigerator and Washer/Dryer, adding great value to this spacious 5-bedroom, 2.5-bath home in the water-privileged community of Berrywood South. Welcome to 50 Robinson Landing Road, where comfort, functionality, and lifestyle come together. This beautifully maintained home features a finished basement for additional living and entertaining space, brand-new upstairs carpeting, a 1-car garage, oversized driveway with room for 4 vehicles, and an EV charging setup for modern convenience. Enjoy outstanding water privileges and embrace the Chesapeake lifestyle with boating, kayaking, or simply relaxing by the water. Conveniently located near top-rated schools, shopping, dining, and commuter routes, this home offers an exciting opportunity to enjoy everything Severna Park. In this Berrywood community, the HOA is not required, it is a major bonus. And if you wanna have access to boating, just have to pay about $75 a year, to get a key.

50 Robinson Landing Rd, Severna Park

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

$1,600,000
4 Beds 2 Baths
An exceptional opportunity to secure a waterfront lot in one of Pasadena’s most desirable settings. The existing home requires renovation or redevelopment, offering a blank slate to create a custom residence tailored to your vision. Now listed with a house to be built by Caruso builders. You can adjust the type of house you want. Reach out to your agent or to us for more information. Imagine designing your ideal waterfront retreat with sweeping views, private access, and space to entertain—all just minutes from Annapolis and Baltimore. Bring your builder and your vision—opportunities like this are rare. The seller will assist with $50,000 out of the sales price for Bulkhead and Pier Restoration. This is more than a lot or a home—it’s a lifestyle.

8046 Forest Glen Dr, Pasadena

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

$425,000
3 Beds 2 Baths
Waterview rancher offering the perfect blend of comfort and coastal charm. The inviting living room showcases a cozy pellot stove, while the primary suite offers a skylight and private full bath. Two additional bedrooms and a second full bath complete the main level. The unfinished basement provides ample space for storage, utilities, and a dedicated laundry area. Step outside to relax on your deck and take in peaceful water views, or head down to your private pier for easy access to the water. Beyond the home itself, the waterfront location offers an incredible lifestyle. The waterway provides convenient access to both Baltimore and Annapolis by boat, opening the door to dozens of waterfront and maritime restaurants, marinas, and destinations. Whether you’re heading out to enjoy a sunset cruise, a waterfront dinner on the deck or a day on the paddle board, this location offers the perfect blend of convenience & recreation Recent updates include fresh paint, new flooring kitchen & living room. Located in a water-privileged community with non-riparian rights, residents enjoy access to a boat ramp, community pier, beach, picnic area, and tot lot ). A rare opportunity to enjoy waterfront living without the waterfront price.

7801 Waterview, Orchard Beach

Listing courtesy of Keller Williams Flagship. Contact:

$1,449,000
5 Beds 4 Baths
75 Shipwright Street is an enchanting Victorian semi-detached home located in the heart of the Historic District of downtown Annapolis. This is a rare opportunity to own a five-bedroom historic home directly across from St. Mary's School (Pre-K-12), allowing students to walk to class while enjoying all that Historic Annapolis has to offer. Built around 1910, this four-level residence offers a blend of original architectural character and modern updates, with significant views of Spa Creek. The property is located in Zone C1 within the historic district, ensuring the preservation of its external architectural integrity. The home features approximately 2,800 square feet of livable space across four finished levels with 5 bedrooms and 3.5 baths, all equiped with eco-friendly bidets. It maintains much of its original Victorian charm, including hardwood floors, moldings, pocket door, and a central hall with high ceilings. The main level boasts a light-filled chef’s kitchen with new quartzite countertops, newer appliances, and a breakfast bar, connecting to a living area with a gas fireplace and a private balcony with wonderful views of Spa Creek. The walk-out basement includes a family room, a full bathroom, and a workshop/laundry area. The new brick patio is surrounded with lush "cottage gardens," providing a private outdoor retreat. A deeded path allows for direct access to the waterfront from your backyard for launching your kayaks and paddleboards. Situated on a secluded street, the property is a short stroll from several major Annapolis landmarks. Residents are just steps from the end of Shipwright Street, where they can catch a water taxi or access slips at the Old Towne Marina. The home is within easy walking distance of the United States Naval Academy, City Dock, and the various shops and restaurants along Main Street. The neighborhood is noted for its tranquil atmosphere while remaining central to the city's vibrant downtown activities. The current owners not only enjoy the property as a second home, they also offer it as a profitable short-term rental, licensed with City of Annapolis. ***Records are available upon request, along with special information pertaining to the current STR license*** This is your chance to own a storied property and a little piece of Annapolis history. Don't miss it! Request your private tour today. ***WATCH THE AERIAL VIDEO TOUR. CLICK THE VIRTUAL TOUR ICON OR VISIT YOUTUBE AND SEARCH "75 Shipwright St Annapolis"***

75 Shipwright St, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$450,000
Build Your Dream Home on Emma Lane – Lothian, MD Discover a rare opportunity to own a stunning piece of land on Emma Lane, featuring 16 acres of picturesque terrain. This is one of only six exclusive lots, with parcel sizes ranging from 2 to over 5 acres—offering flexibility to create the perfect custom home. Located in the highly sought-after South River Blue Ribbon School District, this property combines tranquility with convenience. Enjoy easy commutes to nearby hubs including Annapolis, Washington, D.C., Baltimore, as well as major employers such as Andrews Air Force Base, NSA, and Northern Virginia. With a median new construction home price of $1.1 million in the area, this property presents a strong investment opportunity. Bring your own builder or take advantage of our preferred builder connections to make your vision a reality. Property Highlights: One of the nicest 6 building lots available in the area Perc evaluation supports a home exceeding 3,500 sq ft Paved road access directly to the lot No builder tie-in – full flexibility to customize Supporting documentation available upon request Ideally situated near the intersection of Route 4 and Route 258 / 259 this location offers convenient access to major commuter routes, shopping, dining, and everyday amenities. This is your chance to secure a premium homesite in a prime Southern Maryland location. Ready to build your dream home? Contact us today to learn more!

4911 Emma Ln Unit #LOT# 3, Lothian

Listing courtesy of RE/MAX Leading Edge. Contact:

$475,000
Build Your Dream Home on Emma Lane – Lothian, MD Discover a rare opportunity to own a stunning piece of land on Emma Lane, featuring 16 acres of picturesque terrain. This is one of only six exclusive lots, with parcel sizes ranging from 2 to over 5 acres—offering flexibility to create the perfect custom home. Located in the highly sought-after South River Blue Ribbon School District, this property combines tranquility with convenience. Enjoy easy commutes to nearby hubs including Annapolis, Washington, D.C., Baltimore, as well as major employers such as Andrews Air Force Base, NSA, and Northern Virginia. With a median new construction home price of $1.1 million in the area, this property presents a strong investment opportunity. Bring your own builder or take advantage of our preferred builder connections to make your vision a reality. Property Highlights: One of the nicest 6 building lots available in the area Perc evaluation supports a home exceeding 3,500 sq ft Paved road access directly to the lot No builder tie-in – full flexibility to customize Supporting documentation available upon request Ideally situated near the intersection of Route 4 and Route 258 / 259 this location offers convenient access to major commuter routes, shopping, dining, and everyday amenities. This is your chance to secure a premium homesite in a prime Southern Maryland location. Ready to build your dream home? Contact us today to learn more!

4910 Emma Ln Unit #LOT#4, Lothian

Listing courtesy of RE/MAX Leading Edge. Contact:

$450,000
Build Your Dream Home on Emma Lane – Lothian, MD Discover a rare opportunity to own a stunning piece of land on Emma Lane, featuring 16 acres of picturesque terrain. This is one of only six exclusive lots, with parcel sizes ranging from 2 to over 5 acres—offering flexibility to create the perfect custom home. Located in the highly sought-after South River Blue Ribbon School District, this property combines tranquility with convenience. Enjoy easy commutes to nearby hubs including Annapolis, Washington, D.C., Baltimore, as well as major employers such as Andrews Air Force Base, NSA, and Northern Virginia. With a median new construction home price of $1.1 million in the area, this property presents a strong investment opportunity. Bring your own builder or take advantage of our preferred builder connections to make your vision a reality. Property Highlights: One of the nicest 6 building lots available in the area Perc evaluation supports a home exceeding 3,500 sq ft Paved road access directly to the lot No builder tie-in – full flexibility to customize Supporting documentation available upon request Ideally situated near the intersection of Route 4 and Route 258 / 259 this location offers convenient access to major commuter routes, shopping, dining, and everyday amenities. This is your chance to secure a premium homesite in a prime Southern Maryland location. Ready to build your dream home? Contact us today to learn more!

4906 Emma Ln Unit #LOT#5, Lothian

Listing courtesy of RE/MAX Leading Edge. Contact:

$375,000
Build Your Dream Home on Emma Lane – Lothian, MD Discover a rare opportunity to own a stunning piece of land on Emma Lane, featuring 16 acres of picturesque terrain. This is one of only six exclusive lots, with parcel sizes ranging from 2 to over 5 acres—offering flexibility to create the perfect custom home. Located in the highly sought-after South River Blue Ribbon School District, this property combines tranquility with convenience. Enjoy easy commutes to nearby hubs including Annapolis, Washington, D.C., Baltimore, as well as major employers such as Andrews Air Force Base, NSA, and Northern Virginia. With a median new construction home price of $1.1 million in the area, this property presents a strong investment opportunity. Bring your own builder or take advantage of our preferred builder connections to make your vision a reality. Property Highlights: One of the nicest 6 building lots available in the area Perc evaluation supports a home exceeding 3,500 sq ft Paved road access directly to the lot No builder tie-in – full flexibility to customize Supporting documentation available upon request Ideally situated near the intersection of Route 4 and Route 258 / 259 this location offers convenient access to major commuter routes, shopping, dining, and everyday amenities. This is your chance to secure a premium homesite in a prime Southern Maryland location. Ready to build your dream home? Contact us today to learn more!

4902 Emma Ln Unit #LOT #6, Lothian

Listing courtesy of RE/MAX Leading Edge. Contact:

$349,900
Build Your Dream Home on Emma Lane – Lothian, MD Discover a rare opportunity to own a stunning piece of land on Emma Lane, featuring 16 acres of picturesque terrain. This is one of only six exclusive lots, with parcel sizes ranging from 2 to over 5 acres—offering flexibility to create the perfect custom home. Located in the highly sought-after South River Blue Ribbon School District, this property combines tranquility with convenience. Enjoy easy commutes to nearby hubs including Annapolis, Washington, D.C., Baltimore, as well as major employers such as Andrews Air Force Base, NSA, and Northern Virginia. With a median new construction home price of $1.1 million in the area, this property presents a strong investment opportunity. Bring your own builder or take advantage of our preferred builder connections to make your vision a reality. Property Highlights: One of the nicest 6 building lots available in the area Perc evaluation supports a home exceeding 3,500 sq ft Paved road access directly to the lot No builder tie-in – full flexibility to customize Supporting documentation available upon request Ideally situated near the intersection of Route 4 and Route 258 / 259 this location offers convenient access to major commuter routes, shopping, dining, and everyday amenities. This is your chance to secure a premium homesite in a prime Southern Maryland location. Ready to build your dream home? Contact us today to learn more!

4907 Emma Lane Unit #LOT # 2, Lothian

Listing courtesy of RE/MAX Leading Edge. Contact:

$90,000
3 Beds 2 Baths
Welcome to 130 A Chesapeake Mobile Ct in Hanover, MD, a well kept 3 bedroom and 2 full bath manufactured home offering comfortable and convenient living. This home features a functional layout with a spacious kitchen that’s great for everyday cooking and gatherings. The primary bedroom includes its own full bathroom, giving you a private space to relax, while the additional bedrooms offer flexibility for family, guests, or a home office. Located in Anne Arundel County, you’re just minutes from Arundel Mills Mall, Live! Casino & Hotel Maryland, restaurants, shopping, and major highways, making it easy to get around and enjoy everything nearby. Don’t miss out on this affordable home in a convenient location! There is a ground rent and the monthly payment is $1442.

130 A Chesapeake Mobile Ct, Hanover

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$629,990
3 Beds 3 Baths
This community blends everyday convenience with comfortable, modern living. Designed to enhance your quality of life from the moment you arrive home! Ideally located 3 miles from Fort Meade and minutes from I95, I295 and I97, commuting is simple and stress free - keeping you well connected to work and daily destinations. Enjoy established community ammenities, including resort style pools, a cozy firepit and a fully equipped fitness center. Creating an active and welcoming environment for relaxation and connection! Choose from stylish 2 car garage townhomes offering 3 to 4 bedrooms and outdoor living options. Providing the space, flexibility and comfort to match your lifestyle! At Shipley Homestead, everything you need is thoughtfully designed to make every day feel effortless.

2021 Twisted Oak Place, Hanover

Listing courtesy of SM Brokerage, LLC. Contact: 5719997039

$1,198,000
NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murray Hill community in Annapolis! Murray Hill is probably the best residential neighborhood in the city with single-family homes, and walkable to downtown. This 9-bedroom, 4.5 bath, triplex home has been completely renovated! There is ample parking for up to 8 cars. This home offers rental potential with 3 separate units under 1 roof. This property could be short or long-term rental investment, a multi-generational home, or owner-occupied housing hack, which enables the owner to live in one side and rent out the other sides to pay and qualify for the mortgage. There are 3 units, Unit 1 has 4 beds, 2.5 baths, unit 2(in the back) has 3 beds, 1bath, and the basement has 2 bed, 1 ba. All have separate entrances. The entire house has been completely renovated with all new wiring, plumbing, 3 new kitchens and 4.5 new baths, new HVAC,2nd unit new hot water heater, sprinkler system all units, granite counter tops, stainless steel appliances, all new flooring throughout and enclosed porch with all new windows.

805 Spa Rd, Annapolis

Listing courtesy of Bennett Realty Solutions. Contact: 3016464047

$325,000
2 Beds 2 Baths
Welcome to this beautiful first-floor condo located in the highly desirable Cedar Grove at Crofton community. Offering comfort and convenience, this spacious home is perfect for easy living. Step inside to a bright and open living and dining area, enhanced by luxury vinyl flooring and direct access to a private rear patio—ideal for relaxing or entertaining. The light-filled kitchen features crisp white cabinetry, new countertops, ample storage, a breakfast bar, pantry, and a dedicated table space. A conveniently located closet houses the washer and dryer. The primary bedroom offers generous closet space and a private ensuite bathroom. A second bedroom and full hallway bathroom are situated just across the hall, providing comfort and accessibility for guests or additional household members. A large storage room adds even more practicality to this well-designed home. Enjoy a prime location with easy access to Washington, D.C., Baltimore, Annapolis, and Fort Meade. You'll also love the close proximity to shopping, dining, and top-rated schools, making this an ideal place to call home.

1439 Nestlewood Ct, Crofton

Listing courtesy of Yaffe Real Estate. Contact: lyaffe@yaffeteam.com

$1,198,000
9 Beds 5 Baths
NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murray Hill community in Annapolis! Murray Hill is probably the best residential neighborhood in the city with single-family homes, and walkable to downtown. This 9-bedroom, 4.5 bath, triplex home has been completely renovated! There is ample parking for up to 8 cars. This home offers rental potential with 3 separate units under 1 roof. This property could be short or long-term rental investment, a multi-generational home, or owner-occupied housing hack, which enables the owner to live in one side and rent out the other sides to pay and qualify for the mortgage. There are 3 units, Unit 1 has 4 beds, 2.5 baths, unit 2(in the back) has 3 beds, 1bath, and the basement has 2 bed, 1 ba. All have separate entrances. The entire house has been completely renovated with all new wiring, plumbing, 3 new kitchens and 4.5 new baths, new HVAC,2nd unit new hot water heater, sprinkler system all units, granite counter tops, stainless steel appliances, all new flooring throughout and enclosed porch with all new windows.

805 Spa Rd, Annapolis

Listing courtesy of Bennett Realty Solutions. Contact: 3016464047

$574,000
4 Beds 3 Baths
Come check out this beautiful brick front Colonial home in the heart of Linthicum Heights, MD. This is a true 4 bedroom home with all bedrooms and 2 full bathrooms on upper level and half bath on main level. An enclosed sunroom is just off of the living room, which brings in great natural lighting for reading a book while soaking up the sun. The rest of the home also brings in great natural lighting, very spacious bedrooms with great closet space, master bedroom with it's very own bathroom, private concrete driveway, and the basement is a great space for storage and laundry room. This home is a quick 7 minute drive to BWI, close to walking trails, and local restaurants - You don't want to miss this opportunity!

305 Double Eagle Dr, Linthicum Heights

Listing courtesy of Cornerstone Real Estate. Contact:

$436,900
3 Beds 4 Baths
Welcome home to this stylish, move-in ready townhome built in 2020, offering the perfect combination of modern design, energy efficiency, and everyday convenience. With 3 bedrooms, 2 full baths, and 2 half baths across three thoughtfully designed levels, there's plenty of space to live, work, and entertain. The bright, open-concept main level showcases contemporary finishes and a spacious kitchen that serves as the heart of the home. Featuring a large center island with seating for 4–5, abundant cabinetry, and seamless flow into the dining and living areas, it's ideal for both casual meals and hosting family and friends. Step outside to the private deck, perfect for morning coffee, outdoor dining, or relaxing after a long day. The rear-entry two-car garage provides added convenience and valuable storage space. Enjoy the benefits of leased solar panels, helping improve energy efficiency and offering potential utility savings. Located in the sought-after Cedar Hill community, residents enjoy exceptional amenities including a clubhouse, fitness center, and community pool. Commuters will appreciate easy access to I-695, I-895, and I-295, making travel throughout the Baltimore area simple and convenient. Combining modern finishes, low-maintenance living, and an outstanding location, this home is ready for its next owner. Schedule your private tour today and discover everything this beautiful home has to offer.

44 Cedar Hill Blvd, Brooklyn

Listing courtesy of HomeSmart. Contact: 3013524065

$7,900,000
4 Beds 6 Baths
Welcome to this fabulous waterfront estate historically known as The POD. Set behind the gates of an extraordinary 7+ acre waterfront compound, The POD offers a rare blend of privacy, scale, and resort-caliber living along Forked Creek and the Severn River. Beautifully constructed and thoughtfully curated, the property unfolds as a true lifestyle destination, where every detail has been designed to elevate both everyday living and grand entertaining. A long, illuminated drive framed by mature crape myrtles leads to expansive, meticulously landscaped grounds. Outdoor living takes center stage with sweeping wraparound decks, multiple gathering spaces, and a heated saltwater pool surrounded by travertine stone, gazebo, and fire features. An outdoor kitchen, complete with EVO grill, gas burners, refrigeration, and bar seating, creates the perfect setting for waterfront entertaining, while the year-round spa and low-maintenance turf with putting green enhance the ease of ownership. The private pier is a standout, offering multiple slips, lifts, floating dock access, and approximately 10 feet of water depth. An exceptional experience that is ideal for boating enthusiasts seeking effortless access to the Severn River and beyond. Inside, the main residence spans approximately 8,000 square feet, where refined finishes and architectural details are complemented by a light-filled, flowing layout. A grand foyer introduces the home, leading to elegant living and dining spaces, a chef’s kitchen equipped with premium appliances, and a welcoming sunroom overlooking the pool and waterfront. The main level Primary suite with private balcony, fireplace and spa-like bath is the perfect retreat after a day in the pool or on the water. A conveniently located elevator provides seamless access to all 3 levels. Designed for both relaxation and recreation, the lower level transforms into a true entertainment hub, featuring a nightclub-inspired lounge with full bar, a state-of-the-art theater, and dedicated fitness and recreation spaces. Head upstairs where an additional 3 bedrooms, 2 baths and an awe-inspiring office with wrap around deck offer comfort and flexibility for family and guests. A separate guest house offers additional accommodations with its own kitchen, living spaces, 3 bedrooms 2 baths and private comforts, an ideal retreat for extended stays or hosting with ease. Advanced infrastructure and smart home technology, including whole-house automation, security, generator, and climate systems, ensure modern convenience is fully integrated into this exceptional offering. The POD is more than a home, it is a private waterfront retreat designed for those who value space, privacy, and a seamless connection to the water. A truly resort-inspired setting, this property offers an unparalleled opportunity to experience the waterfront lifestyle in its most complete and effortless form. Welcome Home!

423 Benfield Rd, Severna Park

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$719,900
2 Beds 2 Baths
Now priced at $719,900—reduced from $749,900—and including a $5,000 seller credit toward closing costs, this stunning Bridgeport model condo offers unmatched value in the Grandview community. Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming hardwood floors and abundant natural light throughout. The spacious gourmet kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and ample cabinetry, perfect for both everyday living and entertaining. The primary suite offers elegant tray ceilings, private access to the deck, and a luxurious ensuite bath with a soaking tub and dual vanities. Step outside to your expansive private deck and take in panoramic views—ideal for morning coffee or evening relaxation. Residents of Grandview enjoy resort-style amenities, including a rooftop pool, bar and lounge, library, meeting room, state-of-the-art fitness center, concierge service, secure entry, and 2 garage parking with an assigned space. Conveniently located within walking distance to shopping, dining, and everyday essentials, this home offers both luxury and lifestyle in one exceptional package. Schedule your private tour today!

1915 Towne Centre Blvd Unit #915, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$100,000
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 convenient access to Route 2, commuting to Annapolis, Baltimore, or Washington, D.C., is effortless—yet the moment you arrive, you'll feel miles away from the urban rush. Surrounded by lush trees and natural scenery, this blank canvas is ready for you to bring your vision to life. Shady Side is known for its close-knit community and outdoor recreation, from boating and fishing on the West River and Chesapeake Bay to exploring local parks and nature trails. Nearby shopping and dining ensure you have modern conveniences without compromising the charm of country living. Don’t miss this unique opportunity—contact us today to schedule a private tour and start planning your future in Shady Side, MD!

Haile Parkway, Shady Side

Listing courtesy of Samson Properties. Contact: 3017602136

$100,000
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 the moment you arrive, you'll feel miles away from the urban rush. Surrounded by lush trees and natural scenery, this blank canvas is ready for you to bring your vision to life. Shady Side is known for its close-knit community and outdoor recreation, from boating and fishing on the West River and Chesapeake Bay to exploring local parks and nature trails. Nearby shopping and dining ensure you have modern conveniences without compromising the charm of country living. Don’t miss this unique opportunity— start planning your future in Shady Side, MD!

1445 & 1447 Haile Pkwy, Shady Side

Listing courtesy of Samson Properties. Contact: 3017602136

$430,000
3 Beds 2 Baths
This charming end unit with a secluded spacious yard boasts updated features throughout its roomy layout. Its convenient location offers easy access to shopping, dining, Anne Arundel Community College, the Baltimore/Annapolis bike trail and the Broadneck Peninsula Trail. All new stainless steel appliances include refrigerator, stove, microwave, dishwasher, washing machine and dryer. All three levels are fully finished and freshly painted. Home features 3 bedrooms and 1.5 baths, new carpet on upper level, new hardwood floors on main level and LVP flooring in basement. New roof installed in the beginning of 2026. Sits next to community playground for kids to enjoy. Enjoy family gatherings on large backyard deck.

1050 Brightleaf Dr, Arnold

Listing courtesy of Save 6, Incorporated. Contact:

$25,000
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 Washington, D.C., is effortless—yet the moment you arrive, you'll feel miles away from the urban rush. Surrounded by lush trees and natural scenery, this blank canvas is ready for you to bring your vision to life. Shady Side is known for its close-knit community and outdoor recreation, from boating and fishing on the West River and Chesapeake Bay to exploring local parks and nature trails. Nearby shopping and dining ensure you have modern conveniences without compromising the charm of country living. Don’t miss this unique opportunity— and start planning your future in Shady Side, MD!

Haile Pkwy, Shady Side

Listing courtesy of Samson Properties. Contact: 3017602136

$2,349,999
As America celebrates its 250th Anniversary, few properties offer the chance to own a tangible connection to the past. Nestled along one of Maryland's most historic corridors, 1116 & 1118 Gumbottom Road encompasses nearly 45 acres of history, legend, and possibility. Once a horse farm and steeped in local lore with ties to Maryland's colonial and Revolutionary-era heritage, this is more than a home—it's a rare opportunity to become part of the American story. Set on a quiet no-through road, the property includes approximately 40 acres plus a separate 5-acre parcel with a 1997 perc test on file (county approval required; buyers to verify). Whether envisioned as a private estate, equestrian retreat, hobby farm, or multi-generational compound, the possibilities are as expansive as the landscape itself. Rolling pastures, mature trees, ATV trails, and multiple outbuildings—including a barn and former horse corral—create a setting that feels worlds away, yet remains convenient to Annapolis, Baltimore, Washington, D.C., golf courses, marinas, dining, and shopping. The thoughtfully updated farmhouse blends modern comfort with timeless character. Recent improvements include updates to the roof, barn, electrical and plumbing systems, flooring, paint, and bathrooms, preserving the home's charm while making it move-in ready. Inside, six bedrooms and six bathrooms offer exceptional flexibility. The heart of the home is a welcoming kitchen with quartz countertops that opens to a warm family room with exposed beams and a fireplace. A formal dining room, sun-filled office/parlor overlooking magnolia trees, and a main-level primary suite with private entrance, ensuite bath, and sweeping pasture views complete the first floor. Upstairs, three additional bedrooms include a private ensuite and two connected by a charming secret passageway, along with a beautifully renovated full bath. The lower level features a spacious recreation room, workshop, half bath, and direct access to the three-car garage. Outdoors, the lifestyle opportunities are endless. Explore wooded trails, gather around the secluded campsite and fire pit, practice your golf swing, relax by the pool, or simply enjoy the peace and privacy of your own historic countryside retreat. Rarely does a property offer this combination of acreage, character, history, and future potential. More than a home, this is a legacy property—one that has witnessed generations of Maryland history and is ready for its next chapter. Sale includes the separate 5-acre parcel known as 1118 Gumbottom Road. A perc test was completed in 1997; buyers are responsible for independently verifying all development potential with Anne Arundel County. Conveniently located near golf courses, dining, shopping, and boating, this is more than a home—it’s a rare opportunity to enjoy a turnkey property with room to grow. Sale includes this 5-acre parcel known as 1118 Gumbottom Rd. 1116 Gumbottom has 39.96 acres.

1118 Gumbottom Rd, Crownsville

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$649,990
4 Beds 3 Baths
6/26/26. Home is under roof ready for drywall. August 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 style. From the classic board-and-batten siding to the welcoming front porch, the exterior sets a striking first impression. Upper level offers water views and an open-concept layout that seamlessly connects the dining and family rooms, offering the perfect setting for everyday living or entertaining. At the heart of the home is an upgraded kitchen with oversized island, upgraded quartz countertops, stainless steel appliances, and abundant cabinetry—ideal for casual meals or gatherings with friends. A private home office (or flexible choice room) on the main level adds convenience, while upstairs the serene owner’s suite boasts a large picture window with Bay views, a spacious walk-in closet, and a spa-inspired bath with a luxury shower. Walk to community pier, boat ramp, playground, tennis courts and more. Renderings and photos are for illustrative purposes only and may show optional features, upgrades, or configurations not included as standard. $5,000 closing assistance with preferred lender & Title company. Actual features, finishes, and layouts may vary.

5314 Al Jones Dr, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

$549,000
4 Beds 3 Baths
This charming 4-bedroom, 2.5-bathroom home offers a perfect blend of comfort and style. The interior features a spacious layout with luxury vinyl plank flooring, crown moldings, and a cozy family room that flows seamlessly into the dining area. The kitchen boasts stainless steel appliances and a pantry, ideal for culinary enthusiasts. Enjoy the convenience of a main-floor laundry and a primary suite with a walk-in closet. Step outside to discover a low-maintenance yard, a lovely garden view, and a play area, perfect for outdoor gatherings. The property is situated on a level lot with beautiful landscaping and a gravel driveway for easy parking. Located in a vibrant community, residents benefit from nearby parks, excellent schools, and convenient public services. With bus stops and commuter lots just minutes away, commuting is a breeze. This home is not just a place to live; it's a place to thrive.

2 Silopanna Ct, Annapolis

Listing courtesy of Real Broker, LLC - Annapolis. Contact: 8554500442