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Discover your dream lifestyle in this exceptional 3 bedroom 2 full bath waterfront property located at 1268 Hayes Road in the charming community of Shady Side, MD. combining the peacefulness of a secluded setting with essential modern amenities. As you step inside you'll notice the sun drenched open floor plan complete with a large cooks kitchen featuring a huge center island, cozy breakfast nook and walk-in pantry. The adjacent dining room is perfect for large holiday gatherings and flows seamlessly into a comfortable family room. A gorgeous living room with waterfront views divides 2 ample sized bedrooms for privacy and relaxation. Enjoy sweeping views of your very own cove or dine al fresco in the fully screened in porch. Upper level features the 3rd bedroom offering a private home office, abundant built-in drawers and shelving plus an elevated deck for morning coffee. The half acre lot is brimming with seasonal plantings, lush lawn, a two car garage and your very own dock. This is the perfect setting for those who love boating, fishing, or simply enjoying spectacular water views and stunning sunrises. Don't miss the opportunity to create your own waterfront haven just in time for summer! Recently renovated to include 2 brand new bathrooms, interior flooring, screened in porch, and much more! See upgrades sheet for full list of upgrades. If you are interested in learning more about this remarkable waterfront property, reach out to the exclusive listing broker Casey A. Sutherland with Maryland Waterfront Properties.

1268 Hayes Rd, Shady Side

Listing courtesy of Maryland Waterfront Properties LLC. Contact:

Selling Office: Keller Williams Gateway LLC.

$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!

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:

Selling Office: Hyatt & Company Real Estate, LLC.

$995,000

Waterfront luxury meets modern craftsmanship in this custom-built 2023 home, designed to capture stunning water views from nearly every room. Privately set with a pier, sun deck, 10,000 lb boat lift, and jet ski lift (2023), this is effortless waterfront living. Inside, no detail was overlooked—Anderson windows, shiplap accents, and a carpet-free design throughout. The main level offers two spacious bedrooms and a full bath, while upstairs showcases a breathtaking primary suite with panoramic views, a large office/sitting area, walk-in closet, and spa-like bath with freestanding tub and glass-enclosed tiled shower. A true retreat where quality, comfort, and lifestyle come together. NO HOA, Owner currently pays $1082 in flood insurance per year

Waterfront luxury meets modern craftsmanship in this custom-built 2023 home, designed to capture stunning water views from nearly every room. Privately set with a pier, sun deck, 10,000 lb boat lift, and jet ski lift (2023), this is effortless waterfront living. Inside, no detail was overlooked—Anderson windows, shiplap accents, and a carpet-free design throughout. The main level offers two spacious bedrooms and a full bath, while upstairs showcases a breathtaking primary suite with panoramic views, a large office/sitting area, walk-in closet, and spa-like bath with freestanding tub and glass-enclosed tiled shower. A true retreat where quality, comfort, and lifestyle come together. NO HOA, Owner currently pays $1082 in flood insurance per year

4936 Lerch Dr, Shady Side

Listing courtesy of RE/MAX One. Contact:

Selling Office: Engel & Volkers Annapolis.

$850,000

Truly special and exceptionally improved bayfront offering in the gated Columbia Beach community of Shady Side. This Classic Cape Cod is all about the experience and attention to detail—breathtaking Chesapeake Bay vistas, unforgettable sunrises and sunsets, and the kind of big-sky waterfront setting that makes this home feel like a retreat every single day. Seller has maintained detailed improvement and maintenance records, with $400,000 in documented improvements from 2022–2024. Highlights include replacement windows, plantation shutters, an owned security system that enhances the lock-it-and-leave-it lifestyle and allows you to keep an eye on the property from anywhere, whole-house Generac generator, extensive multi-zone mini-split installation for efficient heating and cooling, crawlspace encapsulation, water softener and reverse osmosis system, renovated primary suite and bath with walk-in closet, heated upper-level bath floors, Swedish-style hardwood flooring on the main level, recessed lighting, updated doors, kitchen renovation with upgraded appliances and fixtures, exterior improvements, and two workshop/storage sheds. Nearly 60 ft of rip-rapped non-riparian waterfront frontage, community access to the waterfront park, boat ramp, and pier, and seller states no flood insurance is currently required. This is a rare combination of scenic waterfront living, thoughtful upgrades, and strong utility and efficiency features. Near Franklin Point State Park, local marinas, and the outdoor lifestyle that defines Southern Anne Arundel County, the property’s setting delivers incredible light, dramatic skies, and extraordinary water views year-round. Ask your agent for the improvement ledger and maintenance documentation.

Truly special and exceptionally improved bayfront offering in the gated Columbia Beach community of Shady Side. This Classic Cape Cod is all about the experience and attention to detail—breathtaking Chesapeake Bay vistas, unforgettable sunrises and sunsets, and the kind of big-sky waterfront setting that makes this home feel like a retreat every single day. Seller has maintained detailed improvement and maintenance records, with $400,000 in documented improvements from 2022–2024. Highlights include replacement windows, plantation shutters, an owned security system that enhances the lock-it-and-leave-it lifestyle and allows you to keep an eye on the property from anywhere, whole-house Generac generator, extensive multi-zone mini-split installation for efficient heating and cooling, crawlspace encapsulation, water softener and reverse osmosis system, renovated primary suite and bath with walk-in closet, heated upper-level bath floors, Swedish-style hardwood flooring on the main level, recessed lighting, updated doors, kitchen renovation with upgraded appliances and fixtures, exterior improvements, and two workshop/storage sheds. Nearly 60 ft of rip-rapped non-riparian waterfront frontage, community access to the waterfront park, boat ramp, and pier, and seller states no flood insurance is currently required. This is a rare combination of scenic waterfront living, thoughtful upgrades, and strong utility and efficiency features. Near Franklin Point State Park, local marinas, and the outdoor lifestyle that defines Southern Anne Arundel County, the property’s setting delivers incredible light, dramatic skies, and extraordinary water views year-round. Ask your agent for the improvement ledger and maintenance documentation.

5229 Al Jones Dr, Shady Side

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Northrop Realty.

$835,000

***BRAND NEW & READY FOR IMMEDIATE OCCUPANCY*** this stunning Arts & Crafts home by Laine Street Homes blends timeless design with modern luxury. Set on a premium 2.3 acre homesite surrounded by mature woodlands, this property offers both privacy and functionality. Step onto the welcoming front porch and into a thoughtfully designed main level featuring a private office, formal dining room and a spacious family room highlighted by large picture windows and a modern gas fireplace. At the heart of the home, the gourmet eat-in kitchen impresses with premium quartz countertops, herringbone tile backsplash, tasteful high end dove and pistachio cabinetry with dovetail joints and soft-close drawers, a walk-in pantry, farmhouse apron sink, and a large island with breakfast bar. Upstairs, the primary suite overlooks the private backyard and offers seasonal water views, luxury vinyl plank flooring, a walk-in closet, and a spa-inspired ensuite bath with a 7x6 walk-in shower boasting dual shower heads and floor-to-ceiling tile. Additional highlights include 7-inch LVP flooring throughout the main level, shake siding with stone column bases, public sewer, 2x6 construction, Pella windows, ceramic tile in all baths and laundry, high efficiency tankless water heater, 92% efficient HVAC system, and 30-year architectural shingles. With no HOA or restrictive covenants, this home offers rare flexibility and freedom in a highly desirable Anne Arundel County location, convenient to both Annapolis and Washington, D.C.

***BRAND NEW & READY FOR IMMEDIATE OCCUPANCY*** this stunning Arts & Crafts home by Laine Street Homes blends timeless design with modern luxury. Set on a premium 2.3 acre homesite surrounded by mature woodlands, this property offers both privacy and functionality. Step onto the welcoming front porch and into a thoughtfully designed main level featuring a private office, formal dining room and a spacious family room highlighted by large picture windows and a modern gas fireplace. At the heart of the home, the gourmet eat-in kitchen impresses with premium quartz countertops, herringbone tile backsplash, tasteful high end dove and pistachio cabinetry with dovetail joints and soft-close drawers, a walk-in pantry, farmhouse apron sink, and a large island with breakfast bar. Upstairs, the primary suite overlooks the private backyard and offers seasonal water views, luxury vinyl plank flooring, a walk-in closet, and a spa-inspired ensuite bath with a 7x6 walk-in shower boasting dual shower heads and floor-to-ceiling tile. Additional highlights include 7-inch LVP flooring throughout the main level, shake siding with stone column bases, public sewer, 2x6 construction, Pella windows, ceramic tile in all baths and laundry, high efficiency tankless water heater, 92% efficient HVAC system, and 30-year architectural shingles. With no HOA or restrictive covenants, this home offers rare flexibility and freedom in a highly desirable Anne Arundel County location, convenient to both Annapolis and Washington, D.C.

1379 Mcdonald Rd, Shady Side

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Compass.

$795,000

***BRAND NEW CONSTRUCTION READY FOR IMMEDIATE OCCUPANCY*** this Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with modern luxury. Spanning over 2,200 finished square feet, the beautiful property features a MAIN LEVEL OWNER'S SUITE and boasts high-end appointments throughout. From the wraparound front porch, step into the open-concept main level that includes a spacious family room with gas fireplace, a formal office with cathedral ceiling, a morning room nook, dining area, and a convenient half bath. The gourmet kitchen is a true showpiece, featuring a large center island with breakfast bar, soft-close timber and dove cabinetry, open apron farmhouse sink, quartz countertops, subway tile backsplash, and a five-piece stainless steel appliance package including a wall oven, cooktop, and range hood. The main-level owner's suite offers a walk-in closet and a luxury en-suite bath with dual vanities and an expansive 7x6 spa shower with dual shower heads. Upstairs, you will find two additional bedrooms and a second full bath. Additional highlights include LVP flooring throughout the main level, ceramic tile in all baths and the laundry room, public sewer, Pella windows, high efficiency tankless water heater, 30-year architectural shingles, a 92% efficient Carrier HVAC system, air seal package, 2x6 framing, R49 ceiling insulation, R21 wall insulation. With no HOA or restrictive covenants, this home offers rare flexibility and freedom in a highly desirable Anne Arundel County location, convenient to both Annapolis and Washington, D.C.

***BRAND NEW CONSTRUCTION READY FOR IMMEDIATE OCCUPANCY*** this Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with modern luxury. Spanning over 2,200 finished square feet, the beautiful property features a MAIN LEVEL OWNER'S SUITE and boasts high-end appointments throughout. From the wraparound front porch, step into the open-concept main level that includes a spacious family room with gas fireplace, a formal office with cathedral ceiling, a morning room nook, dining area, and a convenient half bath. The gourmet kitchen is a true showpiece, featuring a large center island with breakfast bar, soft-close timber and dove cabinetry, open apron farmhouse sink, quartz countertops, subway tile backsplash, and a five-piece stainless steel appliance package including a wall oven, cooktop, and range hood. The main-level owner's suite offers a walk-in closet and a luxury en-suite bath with dual vanities and an expansive 7x6 spa shower with dual shower heads. Upstairs, you will find two additional bedrooms and a second full bath. Additional highlights include LVP flooring throughout the main level, ceramic tile in all baths and the laundry room, public sewer, Pella windows, high efficiency tankless water heater, 30-year architectural shingles, a 92% efficient Carrier HVAC system, air seal package, 2x6 framing, R49 ceiling insulation, R21 wall insulation. With no HOA or restrictive covenants, this home offers rare flexibility and freedom in a highly desirable Anne Arundel County location, convenient to both Annapolis and Washington, D.C.

1340 E West Shady, Shady Side

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Compass.

$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:

Selling Office: Unrepresented.

$690,000

Fantastic opportunity to own your own land lighthouse-inspired round house with water views! Perfect serene retreat for the commuter and/or investment opportunity. Quiet neighborhood, blue heron sightings, and all the advantages of coastal living without the summer beach traffic. Freshly painted! This unique home features 3 bedrooms, 2 full bathrooms, an open-concept layout, and a spacious family room off the kitchen with no closed-off spaces — ideal for entertaining. Deltec home, designed with durability and efficiency in mind. Deltec homes are known for their strength, energy efficiency, and resistance to high winds and severe weather. Large windows surround the home, filling the interior with natural light and enhancing the panoramic water views. Wood floors flow throughout, adding warmth and character. Step outside to the wraparound deck, perfect for relaxing and taking in the dreamy scenery. Additional quality exterior upgrades include durable Hardi-plank siding and architectural roof shingles, both known for their superior longevity, performance, and curb appeal. Situated on a peninsula tucked between the Chesapeake Bay and 500 acres of state park, this property is currently enjoyed as a charming second-home retreat and part-time Airbnb. Come experience this one-of-a-kind home and incredible setting! Gated community offers a boat ramp, 2 private piers for fishing, crabbing, and boating, and a walking trail along the Bay.

Fantastic opportunity to own your own land lighthouse-inspired round house with water views! Perfect serene retreat for the commuter and/or investment opportunity. Quiet neighborhood, blue heron sightings, and all the advantages of coastal living without the summer beach traffic. Freshly painted! This unique home features 3 bedrooms, 2 full bathrooms, an open-concept layout, and a spacious family room off the kitchen with no closed-off spaces — ideal for entertaining. Deltec home, designed with durability and efficiency in mind. Deltec homes are known for their strength, energy efficiency, and resistance to high winds and severe weather. Large windows surround the home, filling the interior with natural light and enhancing the panoramic water views. Wood floors flow throughout, adding warmth and character. Step outside to the wraparound deck, perfect for relaxing and taking in the dreamy scenery. Additional quality exterior upgrades include durable Hardi-plank siding and architectural roof shingles, both known for their superior longevity, performance, and curb appeal. Situated on a peninsula tucked between the Chesapeake Bay and 500 acres of state park, this property is currently enjoyed as a charming second-home retreat and part-time Airbnb. Come experience this one-of-a-kind home and incredible setting! Gated community offers a boat ramp, 2 private piers for fishing, crabbing, and boating, and a walking trail along the Bay.

5341 Al Jones Dr, Shady Side

Listing courtesy of Redfin Corp. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

$690,000

Welcome to a home that doesn’t just offer a place to live—it offers a lifestyle on the Chesapeake Bay. As you approach the property, the experience begins immediately. The driveway and gated entry set the tone, leading you toward a waterfront sanctuary where every detail elevates coastal living. This home sits directly on the water, complete with a slip and a finger pier, so you can tie up your boat, easily hop on and off, and begin living the Chesapeake Bay life you’ve always imagined. The exterior blends timeless stucco charm with the unexpected surprise of a third-level rooftop terrace—a rare, breathtaking feature that gifts you panoramic Bay views from sunrise to sunset. The backyard is an entertainer’s dream, anchored by an outdoor fireplace and multiple inviting spaces to gather, unwind, and savor the fresh Bay breeze all year long. Step through the front door into a dramatic double-story foyer flooded with natural light, skylights above, and wrought-iron railings overlooking the space from above. The open floor plan pulls you forward into the heart of the home—a warm, inviting living room, surrounded by large windows that let the Bay steal the spotlight. The sunken dining room features sliding doors leading to the backyard and to a composite deck framed by a pergola and string lights—perfect for dinners al fresco, morning coffee, or listening to the gentle evening tide. The open-concept kitchen is equal parts charm and function, highlighted by exposed ceiling beams, a quartz island with pendant lighting, stainless steel appliances, and a designer range hood. A dedicated laundry room sits just off the kitchen for convenience, and a beautiful fireplace ties this area together. Two generously sized bedrooms are located on this main level, served by a full bathroom. One bedroom includes sliding doors that open straight to the backyard—imagine waking up to sweeping water views from your pillow. Continue upstairs along warm wood floors and wrought-iron details to the bedroom level. The primary suite is a true retreat, wrapped in large windows that flood the space with natural light and uninterrupted Chesapeake Bay views. The spa-inspired bathroom features double vanities, an oversized walk-in shower, and a picture window perfectly framing the Bay. Two additional bedrooms on this level are beautifully bright, featuring skylights, spacious layouts, and thoughtfully updated finishes. They share a renovated full bathroom. Both the primary suite and the second bedroom open to a shared balcony—a composite deck perched above the water, complete with a spiral staircase leading up to the rooftop terrace. The rooftop terrace is where the magic happens. A 36'9" x 25'0" outdoor sanctuary sits above the home like a private observatory, offering unobstructed, cinematic views of the Chesapeake Bay in every direction. Sunrises, sunsets, fireworks, stargazing—this is a one-of-a-kind space rarely found in waterfront living. Whether you envision summer cocktail nights, sunrise yoga, or simply sitting above the world with your loved ones, this terrace will be your new favorite place. 4919 Mariners Drive is more than a home—it’s a rare opportunity, a retreat, an entertainer’s paradise, and a lifestyle destination all in one. With sunlit interiors, water views from nearly every angle, a flexible layout with 5 bedrooms, multiple outdoor living areas, a rooftop terrace, boat access, and year-round Chesapeake Bay beauty… this is a property you simply won’t find anywhere else. A must-see. A must-feel. A must-experience!!! ***Recent Updates & Improvements: Furnace replaced in 2021 - Sliding glass doors replaced in 2020 - All windows replaced in 2022 - Brand-new Roof, Skylights, and Roof Top Terrace in 2024 - Well water pump replaced in 2024.

5 Beds ⋅ 3 Baths

Welcome to a home that doesn’t just offer a place to live—it offers a lifestyle on the Chesapeake Bay. As you approach the property, the experience begins immediately. The driveway and gated entry set the tone, leading you toward a waterfront sanctuary where every detail elevates coastal living. This home sits directly on the water, complete with a slip and a finger pier, so you can tie up your boat, easily hop on and off, and begin living the Chesapeake Bay life you’ve always imagined. The exterior blends timeless stucco charm with the unexpected surprise of a third-level rooftop terrace—a rare, breathtaking feature that gifts you panoramic Bay views from sunrise to sunset. The backyard is an entertainer’s dream, anchored by an outdoor fireplace and multiple inviting spaces to gather, unwind, and savor the fresh Bay breeze all year long. Step through the front door into a dramatic double-story foyer flooded with natural light, skylights above, and wrought-iron railings overlooking the space from above. The open floor plan pulls you forward into the heart of the home—a warm, inviting living room, surrounded by large windows that let the Bay steal the spotlight. The sunken dining room features sliding doors leading to the backyard and to a composite deck framed by a pergola and string lights—perfect for dinners al fresco, morning coffee, or listening to the gentle evening tide. The open-concept kitchen is equal parts charm and function, highlighted by exposed ceiling beams, a quartz island with pendant lighting, stainless steel appliances, and a designer range hood. A dedicated laundry room sits just off the kitchen for convenience, and a beautiful fireplace ties this area together. Two generously sized bedrooms are located on this main level, served by a full bathroom. One bedroom includes sliding doors that open straight to the backyard—imagine waking up to sweeping water views from your pillow. Continue upstairs along warm wood floors and wrought-iron details to the bedroom level. The primary suite is a true retreat, wrapped in large windows that flood the space with natural light and uninterrupted Chesapeake Bay views. The spa-inspired bathroom features double vanities, an oversized walk-in shower, and a picture window perfectly framing the Bay. Two additional bedrooms on this level are beautifully bright, featuring skylights, spacious layouts, and thoughtfully updated finishes. They share a renovated full bathroom. Both the primary suite and the second bedroom open to a shared balcony—a composite deck perched above the water, complete with a spiral staircase leading up to the rooftop terrace. The rooftop terrace is where the magic happens. A 36'9" x 25'0" outdoor sanctuary sits above the home like a private observatory, offering unobstructed, cinematic views of the Chesapeake Bay in every direction. Sunrises, sunsets, fireworks, stargazing—this is a one-of-a-kind space rarely found in waterfront living. Whether you envision summer cocktail nights, sunrise yoga, or simply sitting above the world with your loved ones, this terrace will be your new favorite place. 4919 Mariners Drive is more than a home—it’s a rare opportunity, a retreat, an entertainer’s paradise, and a lifestyle destination all in one. With sunlit interiors, water views from nearly every angle, a flexible layout with 5 bedrooms, multiple outdoor living areas, a rooftop terrace, boat access, and year-round Chesapeake Bay beauty… this is a property you simply won’t find anywhere else. A must-see. A must-feel. A must-experience!!! ***Recent Updates & Improvements: Furnace replaced in 2021 - Sliding glass doors replaced in 2020 - All windows replaced in 2022 - Brand-new Roof, Skylights, and Roof Top Terrace in 2024 - Well water pump replaced in 2024.

4919 Mariners Dr, Shady Side

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Redfin Corp.

$615,000

Unobstructed, non-riparian waterfront with sweeping panoramic views of the scenic West River. If you’re searching for stunning water views and a home perfectly positioned to capture breathtaking sunsets over the river, this is the one. Inside, you’ll fall in love with the home’s open, contemporary design that maximizes the surrounding views. The upgraded kitchen features granite countertops, stainless steel appliances, and durable LVP flooring throughout. The dining area is warm and inviting with a cozy pellet stove, while the living room boasts vaulted ceilings. Sliding doors lead to a waterside rear deck—complete with a hot tub—making it an ideal space for entertaining or relaxing by the water. The main level includes a comfortable bedroom (Murphy bed coveys) and a full bath. Upstairs, you’ll find the primary bedroom, a guest bedroom, and another full bath. The primary suite features sliding doors to a private upper waterside deck—perfect for enjoying your morning coffee while watching the waterfowl over the West River. The community enhances the waterfront lifestyle with a pier and small water access area for swimming or launching your kayak. Come experience the relaxed charm and natural beauty of the Chesapeake Bay lifestyle.

Unobstructed, non-riparian waterfront with sweeping panoramic views of the scenic West River. If you’re searching for stunning water views and a home perfectly positioned to capture breathtaking sunsets over the river, this is the one. Inside, you’ll fall in love with the home’s open, contemporary design that maximizes the surrounding views. The upgraded kitchen features granite countertops, stainless steel appliances, and durable LVP flooring throughout. The dining area is warm and inviting with a cozy pellet stove, while the living room boasts vaulted ceilings. Sliding doors lead to a waterside rear deck—complete with a hot tub—making it an ideal space for entertaining or relaxing by the water. The main level includes a comfortable bedroom (Murphy bed coveys) and a full bath. Upstairs, you’ll find the primary bedroom, a guest bedroom, and another full bath. The primary suite features sliding doors to a private upper waterside deck—perfect for enjoying your morning coffee while watching the waterfowl over the West River. The community enhances the waterfront lifestyle with a pier and small water access area for swimming or launching your kayak. Come experience the relaxed charm and natural beauty of the Chesapeake Bay lifestyle.

4728 Frederick Ave, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

Selling Office: Samson Properties.

$607,490

LOCK IN TO 3.99% RATE FOR THE FIRST YEAR, THEN 4.99% YEAR #2 WITH PREFERRED LENDER (FHA/VA loans only) EXPECTED SEPTEMBER 2026 DELIVERY. Schaefer Homes brings to you their latest Monroe model located in water privileged community offering community beach, pier, boat ramp, playground, slips, and more. This home will come standard with plenty of upgraded features, Some of the standard features will include 9’ ceilings on the main level, luxury vinyl plank flooring, stainless steel appliances, large eat-in kitchen with island, 42” designer Craftsman cabinets, large owner’s suite with luxury bath, upper-level laundry room, and plenty more! 2 car garage!. Construction to perm financing is available. Must use builder contract - buyer responsible for 100% transfer taxes**. Renderings and photos are for illustrative purposes only and may show optional features, upgrades, or configurations not included as standard. Actual features, finishes, and layouts may vary. Discounted rate with preferred lender and title company. Completed model located at mdca2024952.

LOCK IN TO 3.99% RATE FOR THE FIRST YEAR, THEN 4.99% YEAR #2 WITH PREFERRED LENDER (FHA/VA loans only) EXPECTED SEPTEMBER 2026 DELIVERY. Schaefer Homes brings to you their latest Monroe model located in water privileged community offering community beach, pier, boat ramp, playground, slips, and more. This home will come standard with plenty of upgraded features, Some of the standard features will include 9’ ceilings on the main level, luxury vinyl plank flooring, stainless steel appliances, large eat-in kitchen with island, 42” designer Craftsman cabinets, large owner’s suite with luxury bath, upper-level laundry room, and plenty more! 2 car garage!. Construction to perm financing is available. Must use builder contract - buyer responsible for 100% transfer taxes**. Renderings and photos are for illustrative purposes only and may show optional features, upgrades, or configurations not included as standard. Actual features, finishes, and layouts may vary. Discounted rate with preferred lender and title company. Completed model located at mdca2024952.

1209 Johnson Dr, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

Selling Office: Northrop Realty.

$602,985

5/16/26 Under roof and ready for drywall. EXPECTED JULY 2026 DELIVERY. 100% financing available with USDA loan. $10k. closing assistance with use of preferred lender and title company. Must use builder contract - buyer responsible for 100% transfer taxes**. Schaefer Homes brings to you their latest Monroe model located in water privilege community of Westelee offering community beach, pier, playground, boat slips, boat ramp and more. Select from 3 exterior elevations! This home will come standard with plenty of upgraded features, and there is still the opportunity to make your personal selections to suit your needs and make this home yours! Some of the standard features will include 9’ ceilings on the main level, luxury vinyl plank flooring, stainless steel appliances in the large eat-in kitchen with island, 42” designer Craftsman cabinets, large owner’s suite with luxury bath, upper-level laundry room, and plenty more! 2 car garage!. Construction to perm financing is available. Renderings and photos are for illustrative purposes only and may show optional features, upgrades, or configurations not included as standard. Actual features, finishes, and layouts may vary.

5/16/26 Under roof and ready for drywall. EXPECTED JULY 2026 DELIVERY. 100% financing available with USDA loan. $10k. closing assistance with use of preferred lender and title company. Must use builder contract - buyer responsible for 100% transfer taxes**. Schaefer Homes brings to you their latest Monroe model located in water privilege community of Westelee offering community beach, pier, playground, boat slips, boat ramp and more. Select from 3 exterior elevations! This home will come standard with plenty of upgraded features, and there is still the opportunity to make your personal selections to suit your needs and make this home yours! Some of the standard features will include 9’ ceilings on the main level, luxury vinyl plank flooring, stainless steel appliances in the large eat-in kitchen with island, 42” designer Craftsman cabinets, large owner’s suite with luxury bath, upper-level laundry room, and plenty more! 2 car garage!. Construction to perm financing is available. Renderings and photos are for illustrative purposes only and may show optional features, upgrades, or configurations not included as standard. Actual features, finishes, and layouts may vary.

4908 Olive St, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

Selling Office: RE/MAX Leading Edge.

$600,000

This stunning Craftsman-style home in the Avalon Shores community offers a perfect blend of modern luxury and serene bayside living. Featuring beautiful quartz countertops, a functional island, a pantry, and stainless steel appliances. Enjoy open-concept living with 9'+ ceilings, luxury vinyl plank (LVP) waterproof flooring, and Craftsman-style trim. The three-story design includes upper-level laundry for convenience and an attached garage with inside access. Blue ribbon school district close by with park and community beach in walking distance n-site boat ramp, fishing pier, and swim platform and so much more!

4 Beds ⋅ 4 Baths

This stunning Craftsman-style home in the Avalon Shores community offers a perfect blend of modern luxury and serene bayside living. Featuring beautiful quartz countertops, a functional island, a pantry, and stainless steel appliances. Enjoy open-concept living with 9'+ ceilings, luxury vinyl plank (LVP) waterproof flooring, and Craftsman-style trim. The three-story design includes upper-level laundry for convenience and an attached garage with inside access. Blue ribbon school district close by with park and community beach in walking distance n-site boat ramp, fishing pier, and swim platform and so much more!

1205 Hawthorne St, Shady Side

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

Selling Office: RE/MAX One.

$600,000

Another quality built New Construction Home by Jim Robinson/Real Estate General, LLC in the highly desired Shady Side Community. Ready to Move In! 4 bedrooms, 2.5 bathrooms, with a side entry 2 car garage on a large private .45 acre level lot. This beautiful home is filled with natural light and features an open floor plan on the main level with wide-plank LVP flooring, 9 foot ceilings, detailed trim work including crown molding, chair railing, wainscoting, and oversized baseboard, stunning kitchen with quartz countertops, designer white cabinets, and stainless steel appliances, and a propane fireplace in the Family Room framed by stylish shiplap. The upper level has a luxurious primary suite with a walk in closet featuring built-ins and a spa-like bathroom with a double vanity and a glass-enclosed tile shower. There are three additional bedrooms, another full bathroom and a laundry room on the second floor. Spacious asphalt driveway and an additional driveway area with pavers allow for the parking of multiple vehicles. Property is close to several marinas and is just up the street from Shady Side Park which has a playground, tennis/pickleball courts, basketball courts, baseball fields and a kayak launch area for access to the water. Property is near major roads with an easy commute to Washington, D.C., Annapolis and Baltimore. Enjoy the vacation lifestyle of this Southern Anne Arundel County Community!

Another quality built New Construction Home by Jim Robinson/Real Estate General, LLC in the highly desired Shady Side Community. Ready to Move In! 4 bedrooms, 2.5 bathrooms, with a side entry 2 car garage on a large private .45 acre level lot. This beautiful home is filled with natural light and features an open floor plan on the main level with wide-plank LVP flooring, 9 foot ceilings, detailed trim work including crown molding, chair railing, wainscoting, and oversized baseboard, stunning kitchen with quartz countertops, designer white cabinets, and stainless steel appliances, and a propane fireplace in the Family Room framed by stylish shiplap. The upper level has a luxurious primary suite with a walk in closet featuring built-ins and a spa-like bathroom with a double vanity and a glass-enclosed tile shower. There are three additional bedrooms, another full bathroom and a laundry room on the second floor. Spacious asphalt driveway and an additional driveway area with pavers allow for the parking of multiple vehicles. Property is close to several marinas and is just up the street from Shady Side Park which has a playground, tennis/pickleball courts, basketball courts, baseball fields and a kayak launch area for access to the water. Property is near major roads with an easy commute to Washington, D.C., Annapolis and Baltimore. Enjoy the vacation lifestyle of this Southern Anne Arundel County Community!

6440 W Shady, Shady Side

Listing courtesy of J. J. Rogers Real Estate. Contact:

Selling Office: EXP Realty, LLC.

$599,999

Stunning 4BR / 2.5BA home at 4951 Dogwood Street, Shady Side — freshly painted,hardwood floors have been polished and carpets professionally cleaned, bright, open living with a NEW 2025 Aloha Pool private pool, pool-style is Chesapeake Atlantic 24x54 w/ Liner pad and Styrofoam Covering, NEW oversized deck 22 x 23 ideal for entertaining, 6‑ft privacy fence, and a 2‑car garage. Spacious primary suite, 3 other large bedrooms, abundant storage and finished living spaces create a turnkey Chesapeake retreat. Total house SQ Ft 2586.Enjoy direct access to swimming, crabbing, fishing, water skiing and kayaking — plus a community tot lot and more outdoor amenities. Located in a friendly waterfront community known for boating and relaxed small‑town charm. Easy access to Rt. 2/4 and MD‑214 — roughly 30–45 minutes to Annapolis, and about 45 minutes to Washington, DC, Baltimore and Northern Virginia depending on traffic. Local dining includes waterfront crab houses, casual cafés and family restaurants in Shady Side, Deale and nearby Annapolis.Come home to peaceful scenery and the quiet of South County living — the perfect retreat after a long day. Schedule your showing today. This home won't be on the market long!

Stunning 4BR / 2.5BA home at 4951 Dogwood Street, Shady Side — freshly painted,hardwood floors have been polished and carpets professionally cleaned, bright, open living with a NEW 2025 Aloha Pool private pool, pool-style is Chesapeake Atlantic 24x54 w/ Liner pad and Styrofoam Covering, NEW oversized deck 22 x 23 ideal for entertaining, 6‑ft privacy fence, and a 2‑car garage. Spacious primary suite, 3 other large bedrooms, abundant storage and finished living spaces create a turnkey Chesapeake retreat. Total house SQ Ft 2586.Enjoy direct access to swimming, crabbing, fishing, water skiing and kayaking — plus a community tot lot and more outdoor amenities. Located in a friendly waterfront community known for boating and relaxed small‑town charm. Easy access to Rt. 2/4 and MD‑214 — roughly 30–45 minutes to Annapolis, and about 45 minutes to Washington, DC, Baltimore and Northern Virginia depending on traffic. Local dining includes waterfront crab houses, casual cafés and family restaurants in Shady Side, Deale and nearby Annapolis.Come home to peaceful scenery and the quiet of South County living — the perfect retreat after a long day. Schedule your showing today. This home won't be on the market long!

4951 Dogwood St, Shady Side

Listing courtesy of RE/MAX Leading Edge. Contact:

Selling Office: LPT Realty, LLC.

$592,860

Introducing the Adams model — a beautifully designed home featuring an open-concept floor plan that blends comfort, style, and functionality. At the center of the home, the gourmet kitchen boasts a large island, stainless steel appliances, a walk-in pantry, and premium finishes—perfect for everyday living and entertaining alike. Additional kitchen upgrades include 42” cabinets offering both elegance and practicality. The kitchen seamlessly connects to the dining area and expansive great room, creating an ideal space for hosting gatherings or relaxing with family. Upstairs, you’ll find a spacious primary suite with a private en suite bath, along with three additional bedrooms, a full guest bathroom, and a conveniently located laundry room. Community offer beach, playground, pier, boat ramp and more. Disclaimer: Renderings and photos are for illustrative purposes only and may show optional features, upgrades, or configurations not included as standard. Actual features, finishes, and layouts may vary.

Introducing the Adams model — a beautifully designed home featuring an open-concept floor plan that blends comfort, style, and functionality. At the center of the home, the gourmet kitchen boasts a large island, stainless steel appliances, a walk-in pantry, and premium finishes—perfect for everyday living and entertaining alike. Additional kitchen upgrades include 42” cabinets offering both elegance and practicality. The kitchen seamlessly connects to the dining area and expansive great room, creating an ideal space for hosting gatherings or relaxing with family. Upstairs, you’ll find a spacious primary suite with a private en suite bath, along with three additional bedrooms, a full guest bathroom, and a conveniently located laundry room. Community offer beach, playground, pier, boat ramp and more. Disclaimer: Renderings and photos are for illustrative purposes only and may show optional features, upgrades, or configurations not included as standard. Actual features, finishes, and layouts may vary.

1306 Spruce St, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

Selling Office: Next Step Realty, LLC..

$550,000

Listed and sold simultaneously.

Listed and sold simultaneously.

1218 Juniper St, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

Selling Office: Unrepresented.

$549,990

Move-In Ready — and the Chesapeake Bay lifestyle is calling your name! Nestled in the waterfront community of Avalon Shores, this beautifully crafted home offers the rare combination of coastal charm, and modern elegance — all ready for you to enjoy from day one. As an added bonus, the builder is currently offering $5,000 in closing cost assistance with the use of a preferred Lender and Title Company — speak with sales for details! From the moment you arrive, the classic board-and-batten siding and welcoming front porch set the tone for the warmth and character found throughout. Step inside to a bright, open-concept layout where the dining area and family room flow effortlessly together — a natural setting for both lively entertaining and relaxed everyday living. The heart of the home is a stunning kitchen showcasing an oversized quartz island, stainless steel appliances, and abundant cabinetry that perfectly balances beauty and function. A main-level home office or flex room rounds out the main level, offering the ideal space for working from home, a quiet reading nook, or whatever your lifestyle calls for. Upstairs, retreat to a truly spectacular owner's suite featuring a large picture window, an expansive walk-in closet, and a spa-inspired bath with a luxury shower designed to help you unwind in style. Step outside and discover the incredible lifestyle that makes Avalon Shores so special. Enjoy a community harbor, complete with 60 boat slips and direct access to the Chesapeake Bay — a dream come true for boating enthusiasts and coastal living lovers alike. Just a short stroll from your front door, four acres of community-owned waterfront await, offering panoramic Bay views, open lawns, wetlands, picnic areas, playgrounds, ball fields, and the simple joy of watching sailboats, waterfowl, and local watermen drift by. This is more than a home — it's a lifestyle. Come experience everything Avalon Shores has to offer and make it yours today!

Move-In Ready — and the Chesapeake Bay lifestyle is calling your name! Nestled in the waterfront community of Avalon Shores, this beautifully crafted home offers the rare combination of coastal charm, and modern elegance — all ready for you to enjoy from day one. As an added bonus, the builder is currently offering $5,000 in closing cost assistance with the use of a preferred Lender and Title Company — speak with sales for details! From the moment you arrive, the classic board-and-batten siding and welcoming front porch set the tone for the warmth and character found throughout. Step inside to a bright, open-concept layout where the dining area and family room flow effortlessly together — a natural setting for both lively entertaining and relaxed everyday living. The heart of the home is a stunning kitchen showcasing an oversized quartz island, stainless steel appliances, and abundant cabinetry that perfectly balances beauty and function. A main-level home office or flex room rounds out the main level, offering the ideal space for working from home, a quiet reading nook, or whatever your lifestyle calls for. Upstairs, retreat to a truly spectacular owner's suite featuring a large picture window, an expansive walk-in closet, and a spa-inspired bath with a luxury shower designed to help you unwind in style. Step outside and discover the incredible lifestyle that makes Avalon Shores so special. Enjoy a community harbor, complete with 60 boat slips and direct access to the Chesapeake Bay — a dream come true for boating enthusiasts and coastal living lovers alike. Just a short stroll from your front door, four acres of community-owned waterfront await, offering panoramic Bay views, open lawns, wetlands, picnic areas, playgrounds, ball fields, and the simple joy of watching sailboats, waterfowl, and local watermen drift by. This is more than a home — it's a lifestyle. Come experience everything Avalon Shores has to offer and make it yours today!

1225 Juniper St, Shady Side

Listing courtesy of Blackwell Real Estate, LLC. Contact:

Selling Office: Redfin Corp.

$545,000

Deadline- 6/28 (All offers must submitted by noon) Charming 4-bedroom, 2-bath cottage situated on 10 picturesque acres, offering the perfect blend of comfort, privacy, and country living. Enjoy endless opportunities for gardening, outdoor recreation, and creating your own private retreat. The expansive property provides plenty of space for entertaining family and friends, hosting gatherings, or simply relaxing and enjoying the peaceful surroundings. Whether you're looking for room to grow or a tranquil escape from the hustle and bustle, this property offers the space and flexibility to make it your own. Don't miss this unique opportunity to enjoy acreage and charm all in one exceptional property. Don't miss your chance to own this remarkable property. Schedule a viewing today!

4 Beds ⋅ 2 Baths

Deadline- 6/28 (All offers must submitted by noon) Charming 4-bedroom, 2-bath cottage situated on 10 picturesque acres, offering the perfect blend of comfort, privacy, and country living. Enjoy endless opportunities for gardening, outdoor recreation, and creating your own private retreat. The expansive property provides plenty of space for entertaining family and friends, hosting gatherings, or simply relaxing and enjoying the peaceful surroundings. Whether you're looking for room to grow or a tranquil escape from the hustle and bustle, this property offers the space and flexibility to make it your own. Don't miss this unique opportunity to enjoy acreage and charm all in one exceptional property. Don't miss your chance to own this remarkable property. Schedule a viewing today!

6213 Shady, Shady Side

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Hyatt & Company Real Estate, LLC.

$535,000

Non-riparian waterfront home offering sweeping, unobstructed views of the Chesapeake Bay. Wake each morning to breathtaking sunrises over the water, best enjoyed from your expansive deck with a cup of coffee in hand—an experience that never gets old. Inside, the home is filled with natural light and features an open-concept layout designed to maximize those stunning bay views. The main level boasts hardwood floors throughout, along with two comfortable bedrooms and a full bath. Upstairs, a versatile loft space with a half bath is ideal for a home office, guest accommodations, or a quiet retreat. Located just steps from the community pier, boat ramp, and additional amenities, this property offers the perfect blend of relaxation and coastal living. Flood insurance is not required.

2 Beds ⋅ 2 Baths

Non-riparian waterfront home offering sweeping, unobstructed views of the Chesapeake Bay. Wake each morning to breathtaking sunrises over the water, best enjoyed from your expansive deck with a cup of coffee in hand—an experience that never gets old. Inside, the home is filled with natural light and features an open-concept layout designed to maximize those stunning bay views. The main level boasts hardwood floors throughout, along with two comfortable bedrooms and a full bath. Upstairs, a versatile loft space with a half bath is ideal for a home office, guest accommodations, or a quiet retreat. Located just steps from the community pier, boat ramp, and additional amenities, this property offers the perfect blend of relaxation and coastal living. Flood insurance is not required.

5211 Al Jones Dr, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

Selling Office: Hyatt & Company Real Estate, LLC.

$525,000

PRICE REDUCED. Cedarhurst on the Bay only 4 Blocks from the Bay! Water Privilege Community Within Walking Distance to Community Marina with Slips, Beach, Playground, Boat Ramp along Chesapeake Bay. Gorgeous Colonial with Open Floorplan. Home has Front Porch for your Relaxation, which you have a Wooded Lot Across from it. Large Fenced in Backyard with Deck. Updated Kitchen with Quartz Countertops, Backsplash, Deep Sink with Laminate Floors. Main Level Boasts Wood Plank Floors Throughout. Family Room with Gas Fireplace. Upper Level with Primary Suite, Primary Bath with Soaking Tub, Double Sinks, and Separate Shower. Laundry on Bedroom Level. Home is Hardwired for Generator. Spacious Two Car Garage. Gutter Guards. This Home Does Not Require any Flood Insurance. Must See to Appreciate!

PRICE REDUCED. Cedarhurst on the Bay only 4 Blocks from the Bay! Water Privilege Community Within Walking Distance to Community Marina with Slips, Beach, Playground, Boat Ramp along Chesapeake Bay. Gorgeous Colonial with Open Floorplan. Home has Front Porch for your Relaxation, which you have a Wooded Lot Across from it. Large Fenced in Backyard with Deck. Updated Kitchen with Quartz Countertops, Backsplash, Deep Sink with Laminate Floors. Main Level Boasts Wood Plank Floors Throughout. Family Room with Gas Fireplace. Upper Level with Primary Suite, Primary Bath with Soaking Tub, Double Sinks, and Separate Shower. Laundry on Bedroom Level. Home is Hardwired for Generator. Spacious Two Car Garage. Gutter Guards. This Home Does Not Require any Flood Insurance. Must See to Appreciate!

1191 Poplar Ave, Shady Side

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Compass.

$500,000

Multi Offer Scenario. Please submit final and best offer by 12:00 noon Monday, July 13th. Set on a large double corner lot in the waterfront community of Cedarhurst, this four-bedroom, three full bath Cape Cod offers a flexible layout and thoughtful updates throughout in a setting where everyday can feel like a vacation. Just down the street from the water, the home blends relaxed coastal living with resort-style community amenities along the Chesapeake Bay in Shady Side. An open floor plan defines the main level, where vaulted ceilings connect the living room, dining area, and kitchen. Hardwood flooring runs through much of the home, while the living room is wrapped in windows and centered by a cozy gas fireplace. The kitchen features bright white cabinetry, granite countertops, a central island, and stainless steel appliances. A main-level primary bedroom provides convenience and includes an en-suite bath with beadboard trim and a double sink vanity. Two additional bedrooms and a full hall bath complete this level, along with a dedicated laundry room. Upstairs, the current owners have created a second primary suite option. This space includes a luxurious en-suite bath with a floor-to-ceiling tiled shower featuring a river rock floor and frameless glass door, along with a modern freestanding soaking tub. A walk-in closet with built-ins adds function and storage. The upper level also includes a landing area and two utility rooms, one of which features a recently added water softener system. Outdoor living is enhanced by a deck just off the living room overlooking the side yards, along with a storage shed for additional space. The interior has also been freshly painted by the current owners, giving the home a clean and updated feel. Cedarhurst on the Bay is a true waterfront community on the western shore of the Chesapeake Bay, offering residents access to a community harbor with over 60 boat slips, a boat ramp, fishing and crabbing pier, sandy beach, and expansive waterfront common areas. Additional amenities include picnic areas, playgrounds, green space, and a community house used for neighborhood events. Marina services accommodate both power and sailboats, with slips available for reservation. Residents enjoy boating, kayaking, swimming, and wide-open Chesapeake Bay views just moments from home.

Multi Offer Scenario. Please submit final and best offer by 12:00 noon Monday, July 13th. Set on a large double corner lot in the waterfront community of Cedarhurst, this four-bedroom, three full bath Cape Cod offers a flexible layout and thoughtful updates throughout in a setting where everyday can feel like a vacation. Just down the street from the water, the home blends relaxed coastal living with resort-style community amenities along the Chesapeake Bay in Shady Side. An open floor plan defines the main level, where vaulted ceilings connect the living room, dining area, and kitchen. Hardwood flooring runs through much of the home, while the living room is wrapped in windows and centered by a cozy gas fireplace. The kitchen features bright white cabinetry, granite countertops, a central island, and stainless steel appliances. A main-level primary bedroom provides convenience and includes an en-suite bath with beadboard trim and a double sink vanity. Two additional bedrooms and a full hall bath complete this level, along with a dedicated laundry room. Upstairs, the current owners have created a second primary suite option. This space includes a luxurious en-suite bath with a floor-to-ceiling tiled shower featuring a river rock floor and frameless glass door, along with a modern freestanding soaking tub. A walk-in closet with built-ins adds function and storage. The upper level also includes a landing area and two utility rooms, one of which features a recently added water softener system. Outdoor living is enhanced by a deck just off the living room overlooking the side yards, along with a storage shed for additional space. The interior has also been freshly painted by the current owners, giving the home a clean and updated feel. Cedarhurst on the Bay is a true waterfront community on the western shore of the Chesapeake Bay, offering residents access to a community harbor with over 60 boat slips, a boat ramp, fishing and crabbing pier, sandy beach, and expansive waterfront common areas. Additional amenities include picnic areas, playgrounds, green space, and a community house used for neighborhood events. Marina services accommodate both power and sailboats, with slips available for reservation. Residents enjoy boating, kayaking, swimming, and wide-open Chesapeake Bay views just moments from home.

5222 Spring Ave, Shady Side

Listing courtesy of Northrop Realty. Contact:

Selling Office: Curtis Real Estate Company.

$500,000

Beautiful Brick-Front Cape Cod with loads of Curb Appeal. You don't want to miss this meticulously maintained home with plenty of period charm inside as well. Hardwood Floors, Built-ins, Crown Molding and Mantle give it its warm, welcoming feel. Tastefully updated throughout, the Chef's Kitchen includes Granite and Stainless as well as a formal Dining Room. Large Bonus Room for Laundry, Storage and Workshop. 2 Bedrooms and a Full Bath on the Main Level as well. Upstairs are 2 additional large Bedrooms and a 2nd Full bath. The Primary has a walkout over the garage where a rooftop deck could be added for morning Bay Views while enjoying your coffee. An oversized Lot with Fenced Rear Lot, 2 Sheds with Electric, A large Deck and a Brick Outdoor Fireplace and Grill for outdoor Family Living and Entertaining. Just Steps to the Bay in the quaint community of Columbia Beach with its Fishing Pier, Waterside Park and amazing views throughout. Just outside the community is Franklin Park with its trails and Bayside Beach. You don't want to miss this one.

4 Beds ⋅ 2 Baths

Beautiful Brick-Front Cape Cod with loads of Curb Appeal. You don't want to miss this meticulously maintained home with plenty of period charm inside as well. Hardwood Floors, Built-ins, Crown Molding and Mantle give it its warm, welcoming feel. Tastefully updated throughout, the Chef's Kitchen includes Granite and Stainless as well as a formal Dining Room. Large Bonus Room for Laundry, Storage and Workshop. 2 Bedrooms and a Full Bath on the Main Level as well. Upstairs are 2 additional large Bedrooms and a 2nd Full bath. The Primary has a walkout over the garage where a rooftop deck could be added for morning Bay Views while enjoying your coffee. An oversized Lot with Fenced Rear Lot, 2 Sheds with Electric, A large Deck and a Brick Outdoor Fireplace and Grill for outdoor Family Living and Entertaining. Just Steps to the Bay in the quaint community of Columbia Beach with its Fishing Pier, Waterside Park and amazing views throughout. Just outside the community is Franklin Park with its trails and Bayside Beach. You don't want to miss this one.

1510 Callaway Dr, Shady Side

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: EXP Realty, LLC.

$490,000

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:

Selling Office: Redfin Corp.

$477,000

Would you love to live in a water oriented community? Have you ever? Come take a look at this year 2020 built 3 bedroom 2.5 bathroom home located in the AVALON SHORES community surrounded by the beautiful Chesapeake Bay and tributaries. Avalon Shores has wonderful neighborhood amenities including play areas, beach and boat launch . Come see this traditional home with an open floor plan. Plenty of wonderful sunlight on a beautiful light oak laminate floor, will provide the warmth and homey feeling you look forward to coming home to. Plenty of bathroom space to share and a very large open kitchen/dining/living combination offers that openness in a home that you desire. Eateries along the waterfront, boating is a must! This home is a must see. Brand new carpet just installed, brand new kitchen cabinets with granite counter tops, freshly painted through out. Fully fenced in yard with high quality white vinyl fencing. Extra parking pad able to handle 3 or 4 cars or maybe your camper. Large driveway!! Built in 2020 so you don't have to worry! Community dock, community boat ramp, community playgrounds for the kids!! Conveniently located to DC, Annapolis, and Andrews AFB. No HOA, Not in the flood zone so no flood insurance. This move-in ready home combines style, functionality, and comfort-don't miss the opportunity to make it yours! Welcome to Avalon Shores, a sought-after water-privileged community along the Chesapeake Bay!

Would you love to live in a water oriented community? Have you ever? Come take a look at this year 2020 built 3 bedroom 2.5 bathroom home located in the AVALON SHORES community surrounded by the beautiful Chesapeake Bay and tributaries. Avalon Shores has wonderful neighborhood amenities including play areas, beach and boat launch . Come see this traditional home with an open floor plan. Plenty of wonderful sunlight on a beautiful light oak laminate floor, will provide the warmth and homey feeling you look forward to coming home to. Plenty of bathroom space to share and a very large open kitchen/dining/living combination offers that openness in a home that you desire. Eateries along the waterfront, boating is a must! This home is a must see. Brand new carpet just installed, brand new kitchen cabinets with granite counter tops, freshly painted through out. Fully fenced in yard with high quality white vinyl fencing. Extra parking pad able to handle 3 or 4 cars or maybe your camper. Large driveway!! Built in 2020 so you don't have to worry! Community dock, community boat ramp, community playgrounds for the kids!! Conveniently located to DC, Annapolis, and Andrews AFB. No HOA, Not in the flood zone so no flood insurance. This move-in ready home combines style, functionality, and comfort-don't miss the opportunity to make it yours! Welcome to Avalon Shores, a sought-after water-privileged community along the Chesapeake Bay!

1222 Juniper St, Shady Side

Listing courtesy of HomeSmart. Contact:

Selling Office: Unrepresented.

$475,000

Welcome to 4909 Olive Street, a newer construction three bedroom, two and a half bath home. Offering a functional layout, contemporary finishes, open living spaces, a fully fenced in backyard, and a private driveway. Enjoy access to a community beach, pier, kayak launch, waterfront park, playground, 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.

Welcome to 4909 Olive Street, a newer construction three bedroom, two and a half bath home. Offering a functional layout, contemporary finishes, open living spaces, a fully fenced in backyard, and a private driveway. Enjoy access to a community beach, pier, kayak launch, waterfront park, playground, 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:

Selling Office: Keller Williams Lucido Agency.

$475,000

Welcome home to this beautifully maintained 3-bedroom, 2.5-bath property featuring a bright and open floor plan designed for both comfort and modern living. The spacious living area is filled with natural light and seamlessly flows into the eat-in kitchen and dining space—perfect for entertaining or everyday life. The kitchen is a standout with warm wood flooring, sleek granite countertops, stainless steel appliances, and the added convenience of an under-sink water filtration system. From the dining area, sliding glass doors lead out to a low-maintenance composite deck overlooking a fully fenced backyard—ideal for relaxing, pets, or outdoor gatherings. A convenient half bath completes the main level. Upstairs, you’ll find all three bedrooms along with two full bathrooms. The primary suite is a peaceful retreat, offering abundant natural light, two closets, and a spacious en-suite bathroom featuring a large soaking tub and a separate shower. For added convenience, a newer washer and dryer are also located on the upper level. Throughout the home, you’ll appreciate newer carpeting in all bedrooms and the living room, along with fresh paint in calming, neutral tones that create a welcoming atmosphere. Conveniently located to DC, Annapolis, and Andrews AFB. No HOA, Not in the flood zone so no flood insurance. This move-in ready home combines style, functionality, and comfort—don’t miss the opportunity to make it yours!

Welcome home to this beautifully maintained 3-bedroom, 2.5-bath property featuring a bright and open floor plan designed for both comfort and modern living. The spacious living area is filled with natural light and seamlessly flows into the eat-in kitchen and dining space—perfect for entertaining or everyday life. The kitchen is a standout with warm wood flooring, sleek granite countertops, stainless steel appliances, and the added convenience of an under-sink water filtration system. From the dining area, sliding glass doors lead out to a low-maintenance composite deck overlooking a fully fenced backyard—ideal for relaxing, pets, or outdoor gatherings. A convenient half bath completes the main level. Upstairs, you’ll find all three bedrooms along with two full bathrooms. The primary suite is a peaceful retreat, offering abundant natural light, two closets, and a spacious en-suite bathroom featuring a large soaking tub and a separate shower. For added convenience, a newer washer and dryer are also located on the upper level. Throughout the home, you’ll appreciate newer carpeting in all bedrooms and the living room, along with fresh paint in calming, neutral tones that create a welcoming atmosphere. Conveniently located to DC, Annapolis, and Andrews AFB. No HOA, Not in the flood zone so no flood insurance. This move-in ready home combines style, functionality, and comfort—don’t miss the opportunity to make it yours!

1237a Juniper St, Shady Side

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

Selling Office: Engel & Volkers Annapolis.

$469,000

Welcome to 5191 Spring Avenue in the charming, water-oriented community of Cedarhurst on the Bay. Just steps from the water and community marina, this delightful Cape Cod captures the relaxed essence of coastal cottage living. Situated on a spacious corner lot, the property comes alive in the spring with mature plantings and established landscaping that surround the home, creating a colorful and inviting setting throughout the seasons. A brand-new roof (2025) offers peace of mind, while newer appliances and fresh interior paint provide a bright, refreshed feel inside. With 4 bedrooms and 3 full baths, this home offers flexible living arrangements to fit a variety of lifestyles. The main level features two bedrooms, a full bath, and convenient laundry—ideal for easy one-level living or welcoming guests. Upstairs, a versatile flex space is perfect for a home office, reading nook, or creative studio. Cedarhurst on the Bay enhances any lifestyle with its community marina, community center, and neighborhood playground, offering wonderful spaces to gather, relax, and enjoy this coastal setting. Charming, inviting, and full of potential, this cottage-inspired retreat is ready for its next chapter by the water. Offers are due Monday, 3/23/2026 at 5pm.