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$525,000

Now is the time to take a fresh look at this beautifully designed 2022-built home, where modern style, thoughtful details, and a peaceful wooded setting come together. Move-in ready and filled with natural light, this home offers the space and flexibility buyers are looking for—without the wait or expense of new construction. Step inside to an open two-story foyer and into the inviting main living area with vaulted ceilings. Nine-foot ceilings throughout the home, charming cottage-style windows, and an open layout create an airy, comfortable feel. LVP flooring flows throughout the living room, kitchen, and wide hallway, making everyday living and entertaining effortless. The kitchen is a standout, featuring granite countertops, soft-close cabinetry, oil-rubbed bronze fixtures, and a center island with seating. There’s plenty of room for a dining table, creating an easy gathering space for family and friends. The main level offers three bedrooms including a spacious owner’s suite with two closets providing excellent storage, while the distinctive en-suite bath features dual sinks, granite countertops, a walk-in shower, custom wall trim. The two additional bedrooms feature custom molding, decorative wall treatments, and stylish finishes. The hall bath includes a granite vanity and shower/tub combination. And there’s even more living space downstairs! The lower level features a large recreation room with sliding glass doors to the backyard, a flexible fourth bedroom perfect for guests, a home office, gym, or hobby room, plus another full bath. This versatile lower level gives you room to spread out, work from home, entertain, or accommodate overnight guests. Outside, raised garden beds are ready for your favorite flowers, herbs, and vegetables. The mature, wooded backdrop provides a peaceful sense of privacy and a beautiful setting to enjoy year-round.

4 Beds ⋅ 3 Baths

Now is the time to take a fresh look at this beautifully designed 2022-built home, where modern style, thoughtful details, and a peaceful wooded setting come together. Move-in ready and filled with natural light, this home offers the space and flexibility buyers are looking for—without the wait or expense of new construction. Step inside to an open two-story foyer and into the inviting main living area with vaulted ceilings. Nine-foot ceilings throughout the home, charming cottage-style windows, and an open layout create an airy, comfortable feel. LVP flooring flows throughout the living room, kitchen, and wide hallway, making everyday living and entertaining effortless. The kitchen is a standout, featuring granite countertops, soft-close cabinetry, oil-rubbed bronze fixtures, and a center island with seating. There’s plenty of room for a dining table, creating an easy gathering space for family and friends. The main level offers three bedrooms including a spacious owner’s suite with two closets providing excellent storage, while the distinctive en-suite bath features dual sinks, granite countertops, a walk-in shower, custom wall trim. The two additional bedrooms feature custom molding, decorative wall treatments, and stylish finishes. The hall bath includes a granite vanity and shower/tub combination. And there’s even more living space downstairs! The lower level features a large recreation room with sliding glass doors to the backyard, a flexible fourth bedroom perfect for guests, a home office, gym, or hobby room, plus another full bath. This versatile lower level gives you room to spread out, work from home, entertain, or accommodate overnight guests. Outside, raised garden beds are ready for your favorite flowers, herbs, and vegetables. The mature, wooded backdrop provides a peaceful sense of privacy and a beautiful setting to enjoy year-round.

1411 Haile Pkwy, Shady Side

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$149,500

Beautiful corner lot located just one block from the Chesapeake Bay and the community amenities, including a marina, clubhouse, pier, beach, playground, and more. The lot is level and cleared, making it ready for your plans. Public sewer is available at the road. Boat, RV, and car currently on the property will be removed prior to settlement.

1198 Oak Ave, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

$1,100,000

Waterfront living at its finest in Avalon Shores on South Creek! This 3-bedroom, 4.5-bath home features a versatile study/bonus room, beautiful wood floors, updated kitchen and baths, and modern fixtures throughout. Enjoy water views from the expansive screened-in back porch or multiple decks spanning the second and third levels. The waterfront setup is ideal for boating enthusiasts with a remote-controlled boat lift and three jet ski lifts. A 2-car garage provides convenient parking and storage. New roof installed in 2023, while bulkhead was redone in 2016. Enjoy relaxing, entertaining, and life on the water!

3 Beds ⋅ 5 Baths

Waterfront living at its finest in Avalon Shores on South Creek! This 3-bedroom, 4.5-bath home features a versatile study/bonus room, beautiful wood floors, updated kitchen and baths, and modern fixtures throughout. Enjoy water views from the expansive screened-in back porch or multiple decks spanning the second and third levels. The waterfront setup is ideal for boating enthusiasts with a remote-controlled boat lift and three jet ski lifts. A 2-car garage provides convenient parking and storage. New roof installed in 2023, while bulkhead was redone in 2016. Enjoy relaxing, entertaining, and life on the water!

5060 Lerch Dr, Shady Side

Listing courtesy of Redfin Corp. Contact: 3016586186

$625,000

There is something special about life near the Chesapeake Bay—and 1221 Bast Lane captures it beautifully. Completely remodeled from top to bottom, this charming one-level Coastal Craftsman combines fresh, sophisticated interiors with incredible outdoor space and one of the most impressive detached garages you will find. Set on a beautiful lot just shy of an acre in Shady Side, the home offers four bedrooms and an easy, comfortable floor plan filled with natural light, beautiful windows, gorgeous flooring, and thoughtful finishes throughout. At the heart of the home is a stunning gourmet kitchen featuring beautiful cabinetry, warm butcher-block countertops, stainless steel appliances, a stylish backsplash, generous workspace, and a fresh coastal aesthetic that makes the entire space feel inviting. The primary suite is a wonderful retreat with an enormous walk-in closet and a sleek, spa-inspired bath featuring a beautiful walk-in shower with glass doors. Additional bathrooms carry the same clean, sophisticated design, while the incredible laundry room proves that even the most practical spaces can be beautiful. Step outside onto the spacious deck and imagine summer dinners, weekend cookouts, morning coffee, or a glass of wine as the sky changes color at sunset. The huge yard offers nearly an acre to spread out, garden, play, entertain, or simply enjoy having space around you. And then there is the garage. More than 1,500 square feet of detached garage and workspace with THREE bays and electric creates an absolute dream setup for car enthusiasts, collectors, hobbyists, contractors, or anyone who wants room for vehicles, tools, storage, and projects without sacrificing the house or yard. The home and garage roofs date to 2023, along with the home's siding. Beyond the property, Shady Side delivers the Chesapeake lifestyle people fall in love with: water views, beautiful sunsets, neighbors walking their dogs, kids playing, and the relaxed sense of community that makes evenings feel a little slower and weekends feel a little longer. Here, you can enjoy the character of a coastal community while coming home to a beautifully renovated property where the transformation has already been completed. Beautiful inside, extraordinary outside, and filled with unexpected features, 1221 Bast Lane isn't simply move-in ready—it's the kind of place that makes you excited to come home.

4 Beds ⋅ 2 Baths

There is something special about life near the Chesapeake Bay—and 1221 Bast Lane captures it beautifully. Completely remodeled from top to bottom, this charming one-level Coastal Craftsman combines fresh, sophisticated interiors with incredible outdoor space and one of the most impressive detached garages you will find. Set on a beautiful lot just shy of an acre in Shady Side, the home offers four bedrooms and an easy, comfortable floor plan filled with natural light, beautiful windows, gorgeous flooring, and thoughtful finishes throughout. At the heart of the home is a stunning gourmet kitchen featuring beautiful cabinetry, warm butcher-block countertops, stainless steel appliances, a stylish backsplash, generous workspace, and a fresh coastal aesthetic that makes the entire space feel inviting. The primary suite is a wonderful retreat with an enormous walk-in closet and a sleek, spa-inspired bath featuring a beautiful walk-in shower with glass doors. Additional bathrooms carry the same clean, sophisticated design, while the incredible laundry room proves that even the most practical spaces can be beautiful. Step outside onto the spacious deck and imagine summer dinners, weekend cookouts, morning coffee, or a glass of wine as the sky changes color at sunset. The huge yard offers nearly an acre to spread out, garden, play, entertain, or simply enjoy having space around you. And then there is the garage. More than 1,500 square feet of detached garage and workspace with THREE bays and electric creates an absolute dream setup for car enthusiasts, collectors, hobbyists, contractors, or anyone who wants room for vehicles, tools, storage, and projects without sacrificing the house or yard. The home and garage roofs date to 2023, along with the home's siding. Beyond the property, Shady Side delivers the Chesapeake lifestyle people fall in love with: water views, beautiful sunsets, neighbors walking their dogs, kids playing, and the relaxed sense of community that makes evenings feel a little slower and weekends feel a little longer. Here, you can enjoy the character of a coastal community while coming home to a beautifully renovated property where the transformation has already been completed. Beautiful inside, extraordinary outside, and filled with unexpected features, 1221 Bast Lane isn't simply move-in ready—it's the kind of place that makes you excited to come home.

1221 Bast Ln, Shady Side

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$499,000

Tastefully updated, magnificent and charming Home for Sale in the water-oriented community of Cedarhurst on the Bay. This Beautiful 5 bedroom 4 bathroom house will deliver on all your needs. Main floor greets you with a bright and spacious open floor plan. Large living room, updated kitchen with quartz countertops, oversized island for 3-4 people and stainless steel appliances, walk-in pantry and a designated dining room of the kitchen. Main floor bedroom and 1 full bath. Separate laundry room and service area completes this floor. 2nd floor offers the Main owners suite with a large walk-in closet and a double vanity en-suite. Another large bedroom with its own custom bath with a walk in shower. 3 more bedrooms and another 3rd bath completes this level. Plenty of closet space throughout the house for all your organization needs. Pull down attic for additional storage. Great private back yard. 4-5 bedroom driveway. 1 minute walk to the bay and the beautiful views of the water. This property will deliver.

5 Beds ⋅ 4 Baths

Tastefully updated, magnificent and charming Home for Sale in the water-oriented community of Cedarhurst on the Bay. This Beautiful 5 bedroom 4 bathroom house will deliver on all your needs. Main floor greets you with a bright and spacious open floor plan. Large living room, updated kitchen with quartz countertops, oversized island for 3-4 people and stainless steel appliances, walk-in pantry and a designated dining room of the kitchen. Main floor bedroom and 1 full bath. Separate laundry room and service area completes this floor. 2nd floor offers the Main owners suite with a large walk-in closet and a double vanity en-suite. Another large bedroom with its own custom bath with a walk in shower. 3 more bedrooms and another 3rd bath completes this level. Plenty of closet space throughout the house for all your organization needs. Pull down attic for additional storage. Great private back yard. 4-5 bedroom driveway. 1 minute walk to the bay and the beautiful views of the water. This property will deliver.

1194 Oak Ave, Shady Side

Listing courtesy of Maryland Realty Company. Contact: 4109296161

$369,900

Welcome to 4733 Washington Avenue, a beautifully updated 3-bedroom, 2-bath single-level home tucked away on a private, fenced corner lot in the water-oriented community of Idlewilde! Freshly painted throughout and filled with thoughtful updates, this home is truly move-in ready. The newly renovated primary bath features heated tile floors, a beautifully tiled shower surround, new vanity and updated lighting. Both bathrooms have been refreshed with new vanities and custom lighting. New recessed lighting throughout the main living areas gives the home a bright, updated feel, while beautiful hardwood floors and plantation shutters add warmth and character. The spacious kitchen features granite countertops and plenty of room for gathering. Outside, enjoy the freshly stained deck overlooking the approximately .22-acre fenced yard—perfect for entertaining, pets, gardening or simply relaxing among the mature trees. Additional improvements include a newer roof and newer front porch/deck, plus two storage sheds for all your outdoor essentials. And don’t forget the lifestyle! Idlewilde offers a community pier, playground and kayak launch on the Chesapeake Bay, with walking paths nearby and multiple county parks to enjoy. Launch your kayak, spend the day on the water, or simply enjoy everything this charming Chesapeake Bay community has to offer. This is a move in Ready and full of charm home with convenient one-level living and a wonderful water-oriented setting—4733 Washington Avenue is ready to welcome you home!

3 Beds ⋅ 2 Baths

Welcome to 4733 Washington Avenue, a beautifully updated 3-bedroom, 2-bath single-level home tucked away on a private, fenced corner lot in the water-oriented community of Idlewilde! Freshly painted throughout and filled with thoughtful updates, this home is truly move-in ready. The newly renovated primary bath features heated tile floors, a beautifully tiled shower surround, new vanity and updated lighting. Both bathrooms have been refreshed with new vanities and custom lighting. New recessed lighting throughout the main living areas gives the home a bright, updated feel, while beautiful hardwood floors and plantation shutters add warmth and character. The spacious kitchen features granite countertops and plenty of room for gathering. Outside, enjoy the freshly stained deck overlooking the approximately .22-acre fenced yard—perfect for entertaining, pets, gardening or simply relaxing among the mature trees. Additional improvements include a newer roof and newer front porch/deck, plus two storage sheds for all your outdoor essentials. And don’t forget the lifestyle! Idlewilde offers a community pier, playground and kayak launch on the Chesapeake Bay, with walking paths nearby and multiple county parks to enjoy. Launch your kayak, spend the day on the water, or simply enjoy everything this charming Chesapeake Bay community has to offer. This is a move in Ready and full of charm home with convenient one-level living and a wonderful water-oriented setting—4733 Washington Avenue is ready to welcome you home!

4733 Washington Ave, Shady Side

Listing courtesy of RE/MAX Leading Edge. Contact:

$419,000

Welcome to 1437 Cedarhurst Road in Shady Side, MD! This beautifully updated 3-bedroom, 2-full-bath rancher was completely remodeled in 2023 and offers comfortable one-level living with fresh, modern finishes throughout. Major updates include a newer HVAC system, newer roof and gutters, and a new water filtration system. Additional highlights include a one-car garage, abundant parking, and a spacious backyard with a storage shed, providing plenty of room for outdoor equipment, tools, and additional storage. Located just minutes from the waterfront, this property offers convenient access to the Chesapeake Bay and opportunities for boating, kayaking, fishing, crabbing, and other waterfront activities. With extensive updates, generous outdoor space, and a location close to the water, 1437 Cedarhurst Road has so much to offer!

3 Beds ⋅ 2 Baths

Welcome to 1437 Cedarhurst Road in Shady Side, MD! This beautifully updated 3-bedroom, 2-full-bath rancher was completely remodeled in 2023 and offers comfortable one-level living with fresh, modern finishes throughout. Major updates include a newer HVAC system, newer roof and gutters, and a new water filtration system. Additional highlights include a one-car garage, abundant parking, and a spacious backyard with a storage shed, providing plenty of room for outdoor equipment, tools, and additional storage. Located just minutes from the waterfront, this property offers convenient access to the Chesapeake Bay and opportunities for boating, kayaking, fishing, crabbing, and other waterfront activities. With extensive updates, generous outdoor space, and a location close to the water, 1437 Cedarhurst Road has so much to offer!

1437 Cedarhurst Rd, Shady Side

Listing courtesy of Samson Properties. Contact: 7033493900

$370,000

Welcome to this charming 2-bedroom, 2-bath rambler in the desirable water community of Westelee. This well-maintained home offers comfortable one-level living with an inviting kitchen, spacious living areas, and a large yard ideal for outdoor entertaining, gardening, or relaxing. Cellar area has lots of room for storage or a work area with insulated walls. Recent updates include a new roof, electrical breaker panel, HVAC system, and hot water heater, well pump and appliances all completed in 2023. Both bathrooms have been updated for modern comfort and style. The voluntary community association provides access to a private beach, boat ramp, playground, pavilion, and pier. A wonderful opportunity for those seeking a move-in-ready home with plenty of outdoor space in a water-oriented community.

2 Beds ⋅ 2 Baths

Welcome to this charming 2-bedroom, 2-bath rambler in the desirable water community of Westelee. This well-maintained home offers comfortable one-level living with an inviting kitchen, spacious living areas, and a large yard ideal for outdoor entertaining, gardening, or relaxing. Cellar area has lots of room for storage or a work area with insulated walls. Recent updates include a new roof, electrical breaker panel, HVAC system, and hot water heater, well pump and appliances all completed in 2023. Both bathrooms have been updated for modern comfort and style. The voluntary community association provides access to a private beach, boat ramp, playground, pavilion, and pier. A wonderful opportunity for those seeking a move-in-ready home with plenty of outdoor space in a water-oriented community.

4911 Magnolia St, Shady Side

Listing courtesy of RE/MAX United Real Estate. Contact:

$364,000

Welcome to 1500 Garst Road in the water oriented Columbia Beach community of Shady Side. Enjoy private community access to Herring Bay and the Chesapeake Bay lifestyle, with a sandy beach, fishing pier, boat ramp, and playground just moments away. This 2-bedroom, 1.5-bath home offers a unique layout with both bedrooms and a full bath on the main level, and an upstairs living area and kitchen plus a convenient half bath. Cozy up by the wood-burning fireplace or step outside to a spacious yard with a nice vinyl privacy fence, plus a deck for relaxing or entertaining. The waterproof crawl space is a valuable improvement for peace of mind. Come experience the Bay lifestyle without the waterfront maintenance.

2 Beds ⋅ 2 Baths

Welcome to 1500 Garst Road in the water oriented Columbia Beach community of Shady Side. Enjoy private community access to Herring Bay and the Chesapeake Bay lifestyle, with a sandy beach, fishing pier, boat ramp, and playground just moments away. This 2-bedroom, 1.5-bath home offers a unique layout with both bedrooms and a full bath on the main level, and an upstairs living area and kitchen plus a convenient half bath. Cozy up by the wood-burning fireplace or step outside to a spacious yard with a nice vinyl privacy fence, plus a deck for relaxing or entertaining. The waterproof crawl space is a valuable improvement for peace of mind. Come experience the Bay lifestyle without the waterfront maintenance.

1500 Garst Rd, Shady Side

Listing courtesy of HomeSmart. Contact: 3013524065

$430,000

Large lot ready for you to build your private compound! 8.5 acres contains wetland areas. Located in a water-privileged community and two blocks to the Chesapeake Bay. Cedarhurst on the Bay has a private marina, pier, beachfront and community house for owners use only. Located on a peninsula, Cedarhurst on the Bay has easy access to the water and amazing views of the Bay! Nearby Annapolis, Baltimore, Washington, DC, BWI and DCA airports. You're buying more than land to build on, you're buying that water-privileged lifestyle you've always dreamed of! Nearby restaurants, shopping, parks, the Capt. Salem Avery House and The Lula G. Scott Community Center (both on the historic registry) and more. Across the street from the historic "The Brick House" (formerly "The Bay View Inn"), which is undergoing renovations. More photos to come.

1495 Cedarhurst Rd, Shady Side

Listing courtesy of Taylor Properties. Contact:

$540,000

Welcome home to this beautifully maintained split-foyer in Cedarhurst on the Bay, Shadyside's sought-after water-privilege community. Built in 2015, this 3-bedroom, 2.5-bath home offers 1,838 total finished square feet, including a bright main level with cathedral ceilings and a finished lower level with a half bath — ideal for entertaining or extra living space. Stone and vinyl siding give it great curb appeal, and the 2-car attached garage plus 2-car driveway provide 4 total parking spaces. Owned solar panels keep utility costs low year-round. Just one block to the Chesapeake Bay with community water access, and an easy commute to Annapolis, DC, and Baltimore. Don't miss your chance to own in one of the area's most desirable water-privilege neighborhoods.

3 Beds ⋅ 3 Baths

Welcome home to this beautifully maintained split-foyer in Cedarhurst on the Bay, Shadyside's sought-after water-privilege community. Built in 2015, this 3-bedroom, 2.5-bath home offers 1,838 total finished square feet, including a bright main level with cathedral ceilings and a finished lower level with a half bath — ideal for entertaining or extra living space. Stone and vinyl siding give it great curb appeal, and the 2-car attached garage plus 2-car driveway provide 4 total parking spaces. Owned solar panels keep utility costs low year-round. Just one block to the Chesapeake Bay with community water access, and an easy commute to Annapolis, DC, and Baltimore. Don't miss your chance to own in one of the area's most desirable water-privilege neighborhoods.

1175 Maple Ave, Shady Side

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$415,000

Welcome to the Chesapeake Bay lifestyle in the waterfront community of Cedarhurst! Just one block from the Bay, this picture-perfect Colonial combines classic curb appeal, comfortable living spaces, and the kind of community amenities that make everyday life feel a little more like vacation. Start your mornings on the welcoming front porch and spend summer evenings entertaining on the rear deck overlooking the lush landscaping. Inside, the inviting living room features a cozy wood-burning fireplace, while the spacious kitchen offers painted cabinetry, stainless steel appliances, and plenty of room for an eat-in dining area. Upstairs, you’ll find three generously sized bedrooms, including a spacious primary suite with vaulted ceilings and a private en-suite bath. Two additional bedrooms share a dedicated hall bath. Major updates include a NEW ROOF in 2022 and HVAC replaced in 2021. But the Cedarhurst lifestyle may just be the best part! Stroll down to the community waterfront where you’ll find a picnic area and playground overlooking the Chesapeake Bay—the perfect spot to catch the sunset to your right or watch the sunrise to your left. Launch your kayak or jet ski from the community boat ramp, or take advantage of available boat slips for just $400 per year, per slip. Residents also have exclusive access to rent the Cedarhurst Community Center for parties and gatherings. From boating and waterfront picnics to catching both sunrise and sunset along the Bay, this is more than a home—it’s the Chesapeake lifestyle you've been looking for. This property is 100% financing approved, no downpayment local program available! Welcome home!

3 Beds ⋅ 3 Baths

Welcome to the Chesapeake Bay lifestyle in the waterfront community of Cedarhurst! Just one block from the Bay, this picture-perfect Colonial combines classic curb appeal, comfortable living spaces, and the kind of community amenities that make everyday life feel a little more like vacation. Start your mornings on the welcoming front porch and spend summer evenings entertaining on the rear deck overlooking the lush landscaping. Inside, the inviting living room features a cozy wood-burning fireplace, while the spacious kitchen offers painted cabinetry, stainless steel appliances, and plenty of room for an eat-in dining area. Upstairs, you’ll find three generously sized bedrooms, including a spacious primary suite with vaulted ceilings and a private en-suite bath. Two additional bedrooms share a dedicated hall bath. Major updates include a NEW ROOF in 2022 and HVAC replaced in 2021. But the Cedarhurst lifestyle may just be the best part! Stroll down to the community waterfront where you’ll find a picnic area and playground overlooking the Chesapeake Bay—the perfect spot to catch the sunset to your right or watch the sunrise to your left. Launch your kayak or jet ski from the community boat ramp, or take advantage of available boat slips for just $400 per year, per slip. Residents also have exclusive access to rent the Cedarhurst Community Center for parties and gatherings. From boating and waterfront picnics to catching both sunrise and sunset along the Bay, this is more than a home—it’s the Chesapeake lifestyle you've been looking for. This property is 100% financing approved, no downpayment local program available! Welcome home!

1193 Oak Ave, Shady Side

Listing courtesy of RE/MAX One. Contact: 4105356291

$349,900

Welcome to this charming 4-bedroom, 2-bath home in the desirable Snug Harbor community of Shady Side. Offering approximately 1,930 square feet of living space, this property features a spacious layout, detached garage, and generous yard with plenty of room to enjoy outdoor living. Conveniently located near marinas, parks, local dining, and Chesapeake Bay recreation, this home presents a wonderful opportunity to enjoy the relaxed waterfront lifestyle with easy access to Annapolis. This property has an exclusive boat slip!

4 Beds ⋅ 2 Baths

Welcome to this charming 4-bedroom, 2-bath home in the desirable Snug Harbor community of Shady Side. Offering approximately 1,930 square feet of living space, this property features a spacious layout, detached garage, and generous yard with plenty of room to enjoy outdoor living. Conveniently located near marinas, parks, local dining, and Chesapeake Bay recreation, this home presents a wonderful opportunity to enjoy the relaxed waterfront lifestyle with easy access to Annapolis. This property has an exclusive boat slip!

1704 Maryland Ave, Shady Side

Listing courtesy of Sell Your Home Services. Contact: 8882193009

$465,000

Welcome to the Waterfront Community of Cedarhurst by the Bay tucked away on the quiet Shady Side Penninsula. This Spacious 5 Bedroom, 2 Full Bath home sits just steps away from the amazing community waterfront offering stunning views of the Chesapeake Bay from the Upper Balcony and a multitude of community ammenities. Wake up to breathtaking sunrises and end your evenings watching colorful sunsets. Enjoy the everyday vacation life on the expansive community waterfront with panoramic views and and refreshing coastal breezes. Enjoy time with family and friends at the picnic areas, ballfields and playground. The community pier stretches out into the bay, has a gazebo and is perfect for fishing and crabbing. The Community Harbor has over 60 slips that can be reserved by community members and direct has access to the bay serving both power boats and sail boats. Whether you are launching a boat or relaxing on the deck, this is coastal living at its finest! Your everyday vacation starts here! Cedarhurst is a Special Community Benefit District.

5 Beds ⋅ 2 Baths

Welcome to the Waterfront Community of Cedarhurst by the Bay tucked away on the quiet Shady Side Penninsula. This Spacious 5 Bedroom, 2 Full Bath home sits just steps away from the amazing community waterfront offering stunning views of the Chesapeake Bay from the Upper Balcony and a multitude of community ammenities. Wake up to breathtaking sunrises and end your evenings watching colorful sunsets. Enjoy the everyday vacation life on the expansive community waterfront with panoramic views and and refreshing coastal breezes. Enjoy time with family and friends at the picnic areas, ballfields and playground. The community pier stretches out into the bay, has a gazebo and is perfect for fishing and crabbing. The Community Harbor has over 60 slips that can be reserved by community members and direct has access to the bay serving both power boats and sail boats. Whether you are launching a boat or relaxing on the deck, this is coastal living at its finest! Your everyday vacation starts here! Cedarhurst is a Special Community Benefit District.

1220 Grove Ave, Shady Side

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$699,900

MAJOR PRICE IMPROVEMENT AND $5,000 SELLER CONTTRIBUTION TOWARDS BUYER'S CLOSING WITH ACCEPTABLE CONTRACT. Rare Opportunity with 2 detached homes on 4 Flat, Usable Acres in Shady Side! Welcome to 6066 Shady Side Rd, an incredible property offering endless versatility, income potential, and space to grow. Situated on 4 expansive, flat acres, this unique listing features two standalone ranch style homes, perfect for multigenerational living, live-and-rent setups, or investment portfolios. 🏡 Main Residence (3 Beds | 2 Baths) Turnkey Interior: Beautiful updated finishes, including durable luxury vinyl plank flooring and modern recessed lighting throughout. Gourmet Kitchen: Bright and updated with crisp white soft close cabinetry, granite countertops, tile backsplash, and sleek stainless-steel appliances. Thoughtful Layout: Offers a dedicated laundry room, spacious living areas, and stylishly tiled bathrooms with modern vanities. Outdoor Living: Relax or entertain on the front deck, back deck, or under the convenient 2-car attached carport. 🏡 Detached ADU / Guest House (2 Beds | 1 Bath) Private Setting: Tucked neatly at the rear of the lot with its own charming drive and mature tree-lined backdrop. Fully Equipped: Move-in ready home featuring an open-concept living area, dedicated kitchen space, and updated flooring. Income Potential: Ideal as a high-yield rental, guest house, home office, or private residence for family members. 🌳 The Land & Potential 4 Flat Acres: Massive, level lawn space ideal for gardening, outdoor recreation, or adding outbuildings/workshops. Future Investment: Flat topography provides great potential for future subdivision (buyer to verify local zoning/subdivision requirements). Whether you’re looking to offset your mortgage with rental income or searching for the ultimate multi-family retreat near the Chesapeake Bay, this property delivers unbeatable value and flexibility in Shady Side!

5 Beds ⋅ 3 Baths

MAJOR PRICE IMPROVEMENT AND $5,000 SELLER CONTTRIBUTION TOWARDS BUYER'S CLOSING WITH ACCEPTABLE CONTRACT. Rare Opportunity with 2 detached homes on 4 Flat, Usable Acres in Shady Side! Welcome to 6066 Shady Side Rd, an incredible property offering endless versatility, income potential, and space to grow. Situated on 4 expansive, flat acres, this unique listing features two standalone ranch style homes, perfect for multigenerational living, live-and-rent setups, or investment portfolios. 🏡 Main Residence (3 Beds | 2 Baths) Turnkey Interior: Beautiful updated finishes, including durable luxury vinyl plank flooring and modern recessed lighting throughout. Gourmet Kitchen: Bright and updated with crisp white soft close cabinetry, granite countertops, tile backsplash, and sleek stainless-steel appliances. Thoughtful Layout: Offers a dedicated laundry room, spacious living areas, and stylishly tiled bathrooms with modern vanities. Outdoor Living: Relax or entertain on the front deck, back deck, or under the convenient 2-car attached carport. 🏡 Detached ADU / Guest House (2 Beds | 1 Bath) Private Setting: Tucked neatly at the rear of the lot with its own charming drive and mature tree-lined backdrop. Fully Equipped: Move-in ready home featuring an open-concept living area, dedicated kitchen space, and updated flooring. Income Potential: Ideal as a high-yield rental, guest house, home office, or private residence for family members. 🌳 The Land & Potential 4 Flat Acres: Massive, level lawn space ideal for gardening, outdoor recreation, or adding outbuildings/workshops. Future Investment: Flat topography provides great potential for future subdivision (buyer to verify local zoning/subdivision requirements). Whether you’re looking to offset your mortgage with rental income or searching for the ultimate multi-family retreat near the Chesapeake Bay, this property delivers unbeatable value and flexibility in Shady Side!

6066 Shady Side Rd, Shady Side

Listing courtesy of Century 21 Downtown. Contact:

$998,000

Waterfront living at its finest! This custom-built Chesapeake Bay home offers breathtaking panoramic views stretching all the way to the Bay Bridge. Meticulously maintained and truly move-in ready, this exceptional property combines luxury, comfort, and the best of coastal living. The main level features beautiful hardwood floors, a spacious gourmet kitchen with granite countertops, stainless steel appliances, and an open layout overlooking the inviting family room with a gas fireplace and spectacular Bay views. A main-level bedroom and full bath provide the perfect accommodations for guests. Upstairs, you'll find three additional bedrooms and two full baths, including a stunning waterfront primary suite. Wake up each morning to endless water views through walls of glass, then step onto your private covered terrace to enjoy your morning coffee while watching the sunrise over the Chesapeake Bay. Outside, your private pier offers the perfect place to fish, crab, or take the boat for a day on the water. Cruise to the many nearby waterfront restaurants and marinas, or simply relax and enjoy the peaceful waterfront setting. Conveniently located with an easy commute to Annapolis, Washington, D.C., and Baltimore, this remarkable home is nestled in the charming waterfront community of Felicity Cove. If you've been dreaming of exceptional Chesapeake Bay waterfront living, this is a home you won't want to miss.

4 Beds ⋅ 3 Baths

Waterfront living at its finest! This custom-built Chesapeake Bay home offers breathtaking panoramic views stretching all the way to the Bay Bridge. Meticulously maintained and truly move-in ready, this exceptional property combines luxury, comfort, and the best of coastal living. The main level features beautiful hardwood floors, a spacious gourmet kitchen with granite countertops, stainless steel appliances, and an open layout overlooking the inviting family room with a gas fireplace and spectacular Bay views. A main-level bedroom and full bath provide the perfect accommodations for guests. Upstairs, you'll find three additional bedrooms and two full baths, including a stunning waterfront primary suite. Wake up each morning to endless water views through walls of glass, then step onto your private covered terrace to enjoy your morning coffee while watching the sunrise over the Chesapeake Bay. Outside, your private pier offers the perfect place to fish, crab, or take the boat for a day on the water. Cruise to the many nearby waterfront restaurants and marinas, or simply relax and enjoy the peaceful waterfront setting. Conveniently located with an easy commute to Annapolis, Washington, D.C., and Baltimore, this remarkable home is nestled in the charming waterfront community of Felicity Cove. If you've been dreaming of exceptional Chesapeake Bay waterfront living, this is a home you won't want to miss.

4721 Oak Rd, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

$1,600,000

BY APPOINTMENT ONLY Saturday September 12th 12-3. Rich in history, timeless in character, and unmatched in location, this extraordinary waterfront estate traces its origins to the early 1900s as the historic Girton House Hotel. Perfectly positioned at the tip of Curtis Point, where the West River meets the Chesapeake Bay, the property later became the beloved Danes on the Bay restaurant, a cherished local landmark. Today, this remarkable estate offers an exceptional blend of historic significance, architectural character, and one of the Chesapeake Bay’s most spectacular waterfront settings. Encompassing more than 9,000 square feet of living space, this waterfront estate is gracefully sited on a premier point of land just under one acre, with over 250 feet of protected shoreline and a private deep-water pier with approximately six plus feet of mean low water depth, ideally suited for both elegant sailing vessels and substantial power yachts. Located just 20 miles from historic Annapolis and approximately 45 miles from Washington, D.C., the residence offers an extraordinary balance of secluded waterfront luxury and effortless access to major metropolitan destinations. Commanding sweeping vistas of the Chesapeake Bay and West River, the estate features multiple boat lifts, eight bedrooms, and an array of expansive, thoughtfully designed entertaining spaces. A truly rare offering, it stands among the most compelling values for a luxury waterfront estate in the region.

8 Beds ⋅ 7 Baths

BY APPOINTMENT ONLY Saturday September 12th 12-3. Rich in history, timeless in character, and unmatched in location, this extraordinary waterfront estate traces its origins to the early 1900s as the historic Girton House Hotel. Perfectly positioned at the tip of Curtis Point, where the West River meets the Chesapeake Bay, the property later became the beloved Danes on the Bay restaurant, a cherished local landmark. Today, this remarkable estate offers an exceptional blend of historic significance, architectural character, and one of the Chesapeake Bay’s most spectacular waterfront settings. Encompassing more than 9,000 square feet of living space, this waterfront estate is gracefully sited on a premier point of land just under one acre, with over 250 feet of protected shoreline and a private deep-water pier with approximately six plus feet of mean low water depth, ideally suited for both elegant sailing vessels and substantial power yachts. Located just 20 miles from historic Annapolis and approximately 45 miles from Washington, D.C., the residence offers an extraordinary balance of secluded waterfront luxury and effortless access to major metropolitan destinations. Commanding sweeping vistas of the Chesapeake Bay and West River, the estate features multiple boat lifts, eight bedrooms, and an array of expansive, thoughtfully designed entertaining spaces. A truly rare offering, it stands among the most compelling values for a luxury waterfront estate in the region.

4701 Girton Ave, Shady Side

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

$249,900

This is an estate sale. Buyer to verify all information. Cute 1 BR 1BA cottage located a few hundred yard from the bay. Needs some TLC but livable. Roof is less than 7 years old. Solar panels are owned and not leased. Includes boat slip number 7. Would make a great getaway home or investment property. Sold strictly "as is". Seller will make no repairs.

1 Beds ⋅ 1 Baths

This is an estate sale. Buyer to verify all information. Cute 1 BR 1BA cottage located a few hundred yard from the bay. Needs some TLC but livable. Roof is less than 7 years old. Solar panels are owned and not leased. Includes boat slip number 7. Would make a great getaway home or investment property. Sold strictly "as is". Seller will make no repairs.

1737 Cedar Ave, Shady Side

Listing courtesy of RE/MAX Realty Plus. Contact:

$699,900

Buy the waterfront. Make the house your own. Rare Waterfront Opportunity on South Creek! Bring your vision and make this special waterfront property your own! Situated on a rare 0.74-acre lot, this home has been lovingly maintained by the same family for many years and is ready for its next chapter. Enjoy the waterfront lifestyle with your private pier, offering easy access for boating, fishing, kayaking, or simply relaxing by the water. The spacious home features a main-level bedroom (currently used as sitting room), generous living areas, 2 full baths, and an attached two-car garage with two driveways - providing a flexible floor plan with room to grow. Major improvements include a new roof (2023), while the home's spacious interior provides the perfect canvas for your personal updates and design ideas. Properties like this are becoming increasingly difficult to find. Whether you're looking for a year-round residence, weekend retreat, or investment in waterfront living, this is an exceptional opportunity to create something truly special. Flood Zone information to be independently verified by buyers. Sold strictly As-Is.

4 Beds ⋅ 2 Baths

Buy the waterfront. Make the house your own. Rare Waterfront Opportunity on South Creek! Bring your vision and make this special waterfront property your own! Situated on a rare 0.74-acre lot, this home has been lovingly maintained by the same family for many years and is ready for its next chapter. Enjoy the waterfront lifestyle with your private pier, offering easy access for boating, fishing, kayaking, or simply relaxing by the water. The spacious home features a main-level bedroom (currently used as sitting room), generous living areas, 2 full baths, and an attached two-car garage with two driveways - providing a flexible floor plan with room to grow. Major improvements include a new roof (2023), while the home's spacious interior provides the perfect canvas for your personal updates and design ideas. Properties like this are becoming increasingly difficult to find. Whether you're looking for a year-round residence, weekend retreat, or investment in waterfront living, this is an exceptional opportunity to create something truly special. Flood Zone information to be independently verified by buyers. Sold strictly As-Is.

5078 Lerch Dr, Shady Side

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$220,000

Wonderful 23-acre property in Southern Anne Arundel County offering a peaceful setting with level terrain and a mix of open and wooded areas. A home formerly occupied the property but was lost to a fire decades ago; no visible foundation remains. Sewer service is available at the road, providing added convenience for your dream home. Ideally located near the Chesapeake Bay, this property is surrounded by abundant wildlife and waterfowl, making it a great opportunity for nature lovers. Enjoy easy access to the water at Franklin Point State Park, located approximately one mile away, where you can explore the shoreline and experience the area's natural beauty.

1514 Columbia Beach Rd, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

$799,000

Welcome to 1211 Linton Lane, where space, comfort, and water-access living come together in the heart of Shady Side. Located near the Chesapeake Bay, local marinas, boat ramps, parks, and fishing spots, this home offers the ideal opportunity to enjoy Southern Anne Arundel County’s relaxed coastal lifestyle. Set on a generous lot, the property provides plenty of outdoor space for entertaining, gardening, relaxing, or creating your own private retreat. Inside, the home offers spacious living areas, comfortable bedrooms, flexible living space, and updated appliances that make everyday living easy and functional. One of the standout features is the convenient carport and expansive driveway with room to accommodate up to six cars, giving you plenty of space for guests, multiple vehicles, work trucks, boats, trailers, or recreational equipment. Whether you are hosting weekend gatherings, heading out for a day on the water, or simply looking for room to spread out, this property delivers the space and convenience buyers are looking for. Enjoy the water-access lifestyle Shady Side is known for, with nearby opportunities for boating, kayaking, paddleboarding, fishing, and peaceful days along the Chesapeake Bay. All of this while still being conveniently located near Annapolis, Edgewater, shopping, dining, commuter routes, and everyday essentials. 1211 Linton Lane is a wonderful opportunity for buyers looking for space, charm, convenience, and the chance to live close to the water.

3 Beds ⋅ 3 Baths

Welcome to 1211 Linton Lane, where space, comfort, and water-access living come together in the heart of Shady Side. Located near the Chesapeake Bay, local marinas, boat ramps, parks, and fishing spots, this home offers the ideal opportunity to enjoy Southern Anne Arundel County’s relaxed coastal lifestyle. Set on a generous lot, the property provides plenty of outdoor space for entertaining, gardening, relaxing, or creating your own private retreat. Inside, the home offers spacious living areas, comfortable bedrooms, flexible living space, and updated appliances that make everyday living easy and functional. One of the standout features is the convenient carport and expansive driveway with room to accommodate up to six cars, giving you plenty of space for guests, multiple vehicles, work trucks, boats, trailers, or recreational equipment. Whether you are hosting weekend gatherings, heading out for a day on the water, or simply looking for room to spread out, this property delivers the space and convenience buyers are looking for. Enjoy the water-access lifestyle Shady Side is known for, with nearby opportunities for boating, kayaking, paddleboarding, fishing, and peaceful days along the Chesapeake Bay. All of this while still being conveniently located near Annapolis, Edgewater, shopping, dining, commuter routes, and everyday essentials. 1211 Linton Lane is a wonderful opportunity for buyers looking for space, charm, convenience, and the chance to live close to the water.

1211 Linton Ln, Shady Side

Listing courtesy of Keller Williams Capital Properties. Contact:

$995,000

Exceptional value for this exquisite, recently renovated coastal waterfront retreat, offering the perfect blend of luxury, comfort, and breathtaking water views throughout. The home features three generously sized bedrooms, including a convenient main-level primary bedroom, and two elegantly appointed bathrooms. The bright, open floor plan is enhanced by vaulted ceilings, recessed lighting, solar-powered skylights with built-in remote-controlled shades, and beautifully refinished oak hardwood flooring throughout the main level. Recent improvements include a new architectural-shingle roof, new upper-level carpeting in both bedrooms, new water treatment system, and professionally and tastefully painted inside and out. At the heart of the home, the gourmet kitchen features solid wood white cabinetry, updated appliances, new quartz countertops, a huge center island with cooktop, prep sink, ample seating, and a spacious eat-in area—ideal for the culinary enthusiast as well as for everyday living and entertaining. The inviting great room, complete with a cozy gas fireplace, is the perfect place to relax and unwind and take in the wonderful views. Step outside to a beautifully landscaped, level 0.24-acre lot and enjoy your own private L-shaped pier with resurfaced decking, multiple slips, and a boat lift. A new bulkhead adds even more value to this exceptional property situated on South Creek, just off the West River and Chesapeake Bay—perfect for boating, crabbing, fishing, and enjoying life on the water. Take in the expansive views from the multi-level decks and adjoining screened-in area, creating an outstanding setting for relaxing and entertaining. An oversized one-car garage provides additional storage, while the newly paved driveway offers off-street parking for six or more vehicles. Community amenities are complete with a swimming beach, dock, picnic area, and playground. Come experience the sought-after lifestyle of South County waterfront living—your dream coastal oasis awaits!

3 Beds ⋅ 2 Baths

Exceptional value for this exquisite, recently renovated coastal waterfront retreat, offering the perfect blend of luxury, comfort, and breathtaking water views throughout. The home features three generously sized bedrooms, including a convenient main-level primary bedroom, and two elegantly appointed bathrooms. The bright, open floor plan is enhanced by vaulted ceilings, recessed lighting, solar-powered skylights with built-in remote-controlled shades, and beautifully refinished oak hardwood flooring throughout the main level. Recent improvements include a new architectural-shingle roof, new upper-level carpeting in both bedrooms, new water treatment system, and professionally and tastefully painted inside and out. At the heart of the home, the gourmet kitchen features solid wood white cabinetry, updated appliances, new quartz countertops, a huge center island with cooktop, prep sink, ample seating, and a spacious eat-in area—ideal for the culinary enthusiast as well as for everyday living and entertaining. The inviting great room, complete with a cozy gas fireplace, is the perfect place to relax and unwind and take in the wonderful views. Step outside to a beautifully landscaped, level 0.24-acre lot and enjoy your own private L-shaped pier with resurfaced decking, multiple slips, and a boat lift. A new bulkhead adds even more value to this exceptional property situated on South Creek, just off the West River and Chesapeake Bay—perfect for boating, crabbing, fishing, and enjoying life on the water. Take in the expansive views from the multi-level decks and adjoining screened-in area, creating an outstanding setting for relaxing and entertaining. An oversized one-car garage provides additional storage, while the newly paved driveway offers off-street parking for six or more vehicles. Community amenities are complete with a swimming beach, dock, picnic area, and playground. Come experience the sought-after lifestyle of South County waterfront living—your dream coastal oasis awaits!

4958 Lerch Dr, Shady Side

Listing courtesy of Beam Realty Group, Inc.. Contact: 4438656969

$619,990

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. Inside, the open-concept layout seamlessly connects the dining area and family room, making it perfect for everyday living and entertaining. The spacious kitchen is the heart of the home, showcasing an oversized quartz island, stainless steel appliances, and abundant cabinetry for both casual meals and gatherings. A main-level home office or flexible choice room offers the ideal space for working from home or relaxing. Upstairs, the owner’s suite features a large picture window, expansive walk-in closet, and a spa-inspired bath with a luxury shower. Just a short walk to the community center and playground, residents also enjoy Cedarhurst’s rare four acres of community-owned waterfront property with panoramic bay views, open lawns, wetlands, picnic areas, playgrounds, ball fields, and opportunities to watch sunrises, sailboats, waterfowl, and local watermen working the bay.

4 Beds ⋅ 3 Baths

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. Inside, the open-concept layout seamlessly connects the dining area and family room, making it perfect for everyday living and entertaining. The spacious kitchen is the heart of the home, showcasing an oversized quartz island, stainless steel appliances, and abundant cabinetry for both casual meals and gatherings. A main-level home office or flexible choice room offers the ideal space for working from home or relaxing. Upstairs, the owner’s suite features a large picture window, expansive walk-in closet, and a spa-inspired bath with a luxury shower. Just a short walk to the community center and playground, residents also enjoy Cedarhurst’s rare four acres of community-owned waterfront property with panoramic bay views, open lawns, wetlands, picnic areas, playgrounds, ball fields, and opportunities to watch sunrises, sailboats, waterfowl, and local watermen working the bay.

1237 Spruce Ave, Shady Side

Listing courtesy of RE/MAX United Real Estate. Contact:

$380,000

Opportunity awaits at this charming farmhouse nestled in the waterfront community of Shady Side. Situated on a spacious lot, this home offers a peaceful setting with convenient access to local marinas, parks, dining, and commuter routes. The interior presents a functional layout with generous living spaces, abundant natural light, and endless potential for customization. Enjoy the privacy of the surrounding landscape while taking advantage of the area's relaxed coastal lifestyle. Whether you're looking for a primary residence, a weekend retreat, or an investment opportunity, this property provides a wonderful chance to create your vision in a desirable Anne Arundel County location. Don't miss the opportunity to explore the possibilities this home has to offer.

3 Beds ⋅ 3 Baths

Opportunity awaits at this charming farmhouse nestled in the waterfront community of Shady Side. Situated on a spacious lot, this home offers a peaceful setting with convenient access to local marinas, parks, dining, and commuter routes. The interior presents a functional layout with generous living spaces, abundant natural light, and endless potential for customization. Enjoy the privacy of the surrounding landscape while taking advantage of the area's relaxed coastal lifestyle. Whether you're looking for a primary residence, a weekend retreat, or an investment opportunity, this property provides a wonderful chance to create your vision in a desirable Anne Arundel County location. Don't miss the opportunity to explore the possibilities this home has to offer.

6372 Shady Side Rd W, Shady Side

Listing courtesy of Maryland Realty Connection. Contact: admin@mdreoconnection.com

$699,000

***OPEN HOUSE SAT 9/12 11am-1pm***Welcome to the Honey Hole of the South Creek! New roof & gutters freshly installed! Welcome to your own private waterfront retreat nestled at the peaceful head of South Creek, where breathtaking views, abundant wildlife, and the ultimate Chesapeake Bay lifestyle come together. Perfectly positioned on a beautifully level lot, this exceptional property offers a private pier ideal for launching a kayak, canoe, paddleboard, or boat, while the nearby community marina provides access to deep-water slips for larger vessels. Residents also enjoy access to the community beach, making every day feel like a vacation. An added bonus is the inclusion of the adjacent Lots 17 & 18 (4907 Thomas Drive), providing additional privacy, flexibility, and future possibilities. Step inside to discover a bright, open floor plan designed to maximize both the water views and natural light. The spacious kitchen features a center island, ample cabinetry, and a sunny breakfast area highlighted by a large picture window overlooking the creek—an unforgettable place to enjoy your morning coffee. The adjoining living room offers the warmth and charm of a wood-burning stove along with sliding glass doors leading to the expansive wraparound screened porch, creating the perfect space for indoor-outdoor entertaining or simply relaxing while watching osprey, herons, and other local wildlife. Large pantry area for additional storage and separate dining room for additional room to spread out. Upstairs, all three bedrooms are thoughtfully situated, including a spacious primary suite that serves as a true waterfront sanctuary. Wake up each morning to panoramic water views from your private balcony, then unwind in the en-suite bath featuring a walk-in closet and plenty of room to recharge after a day on the water. The additional bedrooms are generously sized, with one also enjoying beautiful water views, and are served by a second full bathroom on the upper level. This home has been thoughtfully updated for peace of mind and long-term enjoyment. It may say it was built in 1941, but this home went through an extensive remodel in 1991 taking the original beach bungalow to the oversized colonial it is today. Recent improvements include a brand-new roof (2026), renovated Tigerwood deck, and a professionally encapsulated crawlspace complete with a dehumidification system. If you’ve been dreaming of a waterfront lifestyle that combines privacy, natural beauty, and everyday comfort, this is a rare opportunity to own a special piece of Southern Anne Arundel County. Whether you’re boating, crabbing, kayaking, entertaining on the screened porch, or simply enjoying the peaceful creek views, you’ll quickly understand why this location is so special.

3 Beds ⋅ 3 Baths

***OPEN HOUSE SAT 9/12 11am-1pm***Welcome to the Honey Hole of the South Creek! New roof & gutters freshly installed! Welcome to your own private waterfront retreat nestled at the peaceful head of South Creek, where breathtaking views, abundant wildlife, and the ultimate Chesapeake Bay lifestyle come together. Perfectly positioned on a beautifully level lot, this exceptional property offers a private pier ideal for launching a kayak, canoe, paddleboard, or boat, while the nearby community marina provides access to deep-water slips for larger vessels. Residents also enjoy access to the community beach, making every day feel like a vacation. An added bonus is the inclusion of the adjacent Lots 17 & 18 (4907 Thomas Drive), providing additional privacy, flexibility, and future possibilities. Step inside to discover a bright, open floor plan designed to maximize both the water views and natural light. The spacious kitchen features a center island, ample cabinetry, and a sunny breakfast area highlighted by a large picture window overlooking the creek—an unforgettable place to enjoy your morning coffee. The adjoining living room offers the warmth and charm of a wood-burning stove along with sliding glass doors leading to the expansive wraparound screened porch, creating the perfect space for indoor-outdoor entertaining or simply relaxing while watching osprey, herons, and other local wildlife. Large pantry area for additional storage and separate dining room for additional room to spread out. Upstairs, all three bedrooms are thoughtfully situated, including a spacious primary suite that serves as a true waterfront sanctuary. Wake up each morning to panoramic water views from your private balcony, then unwind in the en-suite bath featuring a walk-in closet and plenty of room to recharge after a day on the water. The additional bedrooms are generously sized, with one also enjoying beautiful water views, and are served by a second full bathroom on the upper level. This home has been thoughtfully updated for peace of mind and long-term enjoyment. It may say it was built in 1941, but this home went through an extensive remodel in 1991 taking the original beach bungalow to the oversized colonial it is today. Recent improvements include a brand-new roof (2026), renovated Tigerwood deck, and a professionally encapsulated crawlspace complete with a dehumidification system. If you’ve been dreaming of a waterfront lifestyle that combines privacy, natural beauty, and everyday comfort, this is a rare opportunity to own a special piece of Southern Anne Arundel County. Whether you’re boating, crabbing, kayaking, entertaining on the screened porch, or simply enjoying the peaceful creek views, you’ll quickly understand why this location is so special.

1241 Johnson Dr, Shady Side

Listing courtesy of RE/MAX One. Contact: 4105356291

$149,900

WATERFRONT OPPORTUNITY!! Discover the perfect setting to build your dream home or weekend retreat on this waterfront lot offering breathtaking views of the Chesapeake Bay. Nestled in the quiet, secluded community of Columbia Beach, this approximately 4,450-square-foot homesite is already serviced by public sewer, making it an exceptional opportunity to bring your vision to life. Wake up to stunning sunrises, enjoy the peaceful waterfront surroundings, and embrace the laid-back Chesapeake lifestyle with boating, fishing, kayaking, and endless opportunities to relax by the water. Whether you're looking to create a full-time residence or a private coastal escape, this rare waterfront property offers the chance to own a slice of the Bay in a tranquil setting. Don't miss this unique opportunity!

5209 Al Jones Dr, Shady Side

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595

$625,000

Enjoy breathtaking views of the Chesapeake Bay from this charming home in the quaint waterfront community of Felicity Cove. The ground level features two bedrooms (one without a closet), a full bathroom, and a second kitchen, making it an ideal space for guests, extended family, or multi-generational living. The main living area is located on the second floor to take full advantage of the spectacular bay views. This level also includes the primary kitchen, a bright sunroom, and deck—perfect for relaxing or entertaining while enjoying the waterfront scenery. The upper level offers a serene primary suite with stunning Chesapeake Bay views, a private bath featuring a Jacuzzi tub, and an additional guest bedroom. Experience the feeling of year-round vacation living with community amenities that include a pier and boat ramp, providing easy access to the bay.

4 Beds ⋅ 3 Baths

Enjoy breathtaking views of the Chesapeake Bay from this charming home in the quaint waterfront community of Felicity Cove. The ground level features two bedrooms (one without a closet), a full bathroom, and a second kitchen, making it an ideal space for guests, extended family, or multi-generational living. The main living area is located on the second floor to take full advantage of the spectacular bay views. This level also includes the primary kitchen, a bright sunroom, and deck—perfect for relaxing or entertaining while enjoying the waterfront scenery. The upper level offers a serene primary suite with stunning Chesapeake Bay views, a private bath featuring a Jacuzzi tub, and an additional guest bedroom. Experience the feeling of year-round vacation living with community amenities that include a pier and boat ramp, providing easy access to the bay.

4734 Oak Rd, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

$429,900

Welcome to this charming home located in a sought-after water-privileged community, just a short walk to the beach, boat slips, playground, boat ramp, and other neighborhood amenities. The main level features a spacious primary suite with a private full bath, offering convenient one-level living. The beautifully appointed kitchen boasts a center island with a gas cooktop, wall oven, abundant cabinet space, and a bright dining area. The kitchen opens seamlessly to the spacious living room, highlighted by a cozy gas fireplace and engineered hardwood flooring throughout the main level. Step outside through the kitchen slider to a wonderful screened porch, the perfect spot to relax and enjoy the outdoors. An adjoining rear deck overlooks the fully fenced backyard, providing plenty of space for entertaining, pets, or play. Upstairs, you'll find two additional bedrooms connected by a convenient Jack-and-Jill bathroom. Ideally located for an easy commute to both Washington, D.C., and the Annapolis area, this home also qualifies for 100% financing through the USDA Rural Development loan program, making homeownership even more attainable. Seller is providing a 1 year home warranty. 24hr. showing notice is required.

3 Beds ⋅ 3 Baths

Welcome to this charming home located in a sought-after water-privileged community, just a short walk to the beach, boat slips, playground, boat ramp, and other neighborhood amenities. The main level features a spacious primary suite with a private full bath, offering convenient one-level living. The beautifully appointed kitchen boasts a center island with a gas cooktop, wall oven, abundant cabinet space, and a bright dining area. The kitchen opens seamlessly to the spacious living room, highlighted by a cozy gas fireplace and engineered hardwood flooring throughout the main level. Step outside through the kitchen slider to a wonderful screened porch, the perfect spot to relax and enjoy the outdoors. An adjoining rear deck overlooks the fully fenced backyard, providing plenty of space for entertaining, pets, or play. Upstairs, you'll find two additional bedrooms connected by a convenient Jack-and-Jill bathroom. Ideally located for an easy commute to both Washington, D.C., and the Annapolis area, this home also qualifies for 100% financing through the USDA Rural Development loan program, making homeownership even more attainable. Seller is providing a 1 year home warranty. 24hr. showing notice is required.

1161 Steamboat Rd, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

$480,000

Welcome to 4909 Olive Street, a newer construction three bedroom, two and a half bath home in the waterfront community of Avalon Shores. Offering a functional layout, contemporary finishes, open living spaces, a fully fenced in backyard, and a private driveway. Avalon Shores residents enjoy access to a community beach, fishing pier, boat ramp, kayak launch, waterfront park, playground, basketball court, and picnic areas. Conveniently located near local marinas, waterfront dining, parks, and Chesapeake Bay attractions, with easy access to Annapolis, Edgewater, Washington, D.C., and Baltimore. A great opportunity to enjoy a water oriented lifestyle in one of Southern Anne Arundel County's popular waterfront communities.

3 Beds ⋅ 3 Baths

Welcome to 4909 Olive Street, a newer construction three bedroom, two and a half bath home in the waterfront community of Avalon Shores. Offering a functional layout, contemporary finishes, open living spaces, a fully fenced in backyard, and a private driveway. Avalon Shores residents enjoy access to a community beach, fishing pier, boat ramp, kayak launch, waterfront park, playground, basketball court, and picnic areas. Conveniently located near local marinas, waterfront dining, parks, and Chesapeake Bay attractions, with easy access to Annapolis, Edgewater, Washington, D.C., and Baltimore. A great opportunity to enjoy a water oriented lifestyle in one of Southern Anne Arundel County's popular waterfront communities.

4909 Olive St, Shady Side

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

$349,900

*** OPEN HOUSE - 2-4:00PM, SUNDAY, SEPT 13, 2026! *** Coastal charm meets modern comfort in Avalon Shores! This sun-drenched, corner-lot 1940s cottage boasts beautiful water views from both floors. The inviting interior features a spacious kitchen with stainless steel appliances, while wrap-around windows flood the entire main living area with bright, natural light. Relax or entertain on the cozy screened-in front porch, or step out into the level, fully fenced backyard—a private, serene oasis overlooking lush greenery. Upstairs, a versatile bonus loft with bright skylights functions flawlessly as a third bedroom, home office, or reading nook. A convenient detached storage shed stands ready for your tools and water toys. Just a short walk away, you can take a refreshing dip, paddle a boat, enjoy the popular community playgrounds, or simply take in the panoramic water views at the serene community marina. Enjoy ultimate peace of mind with major updates already completed, including a newer roof (2020), a newer HVAC system (2021), and a recently cleared sewer line. Best of all, this home has been a successful, active Airbnb, and the seller is conveying all furnishings. Schedule your private tour today!

3 Beds ⋅ 1 Baths

*** OPEN HOUSE - 2-4:00PM, SUNDAY, SEPT 13, 2026! *** Coastal charm meets modern comfort in Avalon Shores! This sun-drenched, corner-lot 1940s cottage boasts beautiful water views from both floors. The inviting interior features a spacious kitchen with stainless steel appliances, while wrap-around windows flood the entire main living area with bright, natural light. Relax or entertain on the cozy screened-in front porch, or step out into the level, fully fenced backyard—a private, serene oasis overlooking lush greenery. Upstairs, a versatile bonus loft with bright skylights functions flawlessly as a third bedroom, home office, or reading nook. A convenient detached storage shed stands ready for your tools and water toys. Just a short walk away, you can take a refreshing dip, paddle a boat, enjoy the popular community playgrounds, or simply take in the panoramic water views at the serene community marina. Enjoy ultimate peace of mind with major updates already completed, including a newer roof (2020), a newer HVAC system (2021), and a recently cleared sewer line. Best of all, this home has been a successful, active Airbnb, and the seller is conveying all furnishings. Schedule your private tour today!

4921 Olive St, Shady Side

Listing courtesy of Redfin Corp. Contact: 3016586186