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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.

3 Beds ⋅ 3 Baths

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.

$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.

3 Beds ⋅ 2 Baths

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.

$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.

$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.

$375,000

Welcome home to this cozy well maintained cottage located in the gated, waterfront community in Columbia Beach. Nestled in this serene neighborhood, this home offers a perfect blend of comfort, style and relaxation. As you step inside the home you are welcomed by this quaint mudroom that was recently updated with shiplap and new flooring. A perfect place to drop your shoes before you open the door to this beautiful home. As you walk in you notice the recently refinished floors that exude warmth and character throughout the home, creating a timeless appeal and seamless flow between rooms. You will love the recently serviced pellet stove on those cooler nights that adds warmth and ambiance. Owners have freshly painted this entire home as well as updated all lighting. The two bedrooms in this home are spacious with ample closet space. The bathroom was recently renovated ( 2023) with new flooring/ vanity and lighting. The galley kitchen has been updated with stainless steel appliances and has granite countertops as well as a NEW dishwasher ( 2023), NEW stove and Microwave ( 2026) As you walk through the French doors to the dining room you begin to see the real show stopper, the four season room and the amazing backyard. The backyard is completely fenced with two freshly painted sheds and plenty of space for privacy, peace and relaxation. The owners just replaced the washer and dryer ( 2023). This home is steps away from the bay. The community offers a fishing pier, kayak drop, a playground and small boat ramp. You will feel like you are always on vacation in this adorable cozy cottage. Home is conveniently located 30 minutes from Annapolis. Welcome home! NEW hot water Heater (2026)

2 Beds ⋅ 1 Baths

Welcome home to this cozy well maintained cottage located in the gated, waterfront community in Columbia Beach. Nestled in this serene neighborhood, this home offers a perfect blend of comfort, style and relaxation. As you step inside the home you are welcomed by this quaint mudroom that was recently updated with shiplap and new flooring. A perfect place to drop your shoes before you open the door to this beautiful home. As you walk in you notice the recently refinished floors that exude warmth and character throughout the home, creating a timeless appeal and seamless flow between rooms. You will love the recently serviced pellet stove on those cooler nights that adds warmth and ambiance. Owners have freshly painted this entire home as well as updated all lighting. The two bedrooms in this home are spacious with ample closet space. The bathroom was recently renovated ( 2023) with new flooring/ vanity and lighting. The galley kitchen has been updated with stainless steel appliances and has granite countertops as well as a NEW dishwasher ( 2023), NEW stove and Microwave ( 2026) As you walk through the French doors to the dining room you begin to see the real show stopper, the four season room and the amazing backyard. The backyard is completely fenced with two freshly painted sheds and plenty of space for privacy, peace and relaxation. The owners just replaced the washer and dryer ( 2023). This home is steps away from the bay. The community offers a fishing pier, kayak drop, a playground and small boat ramp. You will feel like you are always on vacation in this adorable cozy cottage. Home is conveniently located 30 minutes from Annapolis. Welcome home! NEW hot water Heater (2026)

1509 Callaway Dr, Shady Side

Listing courtesy of Compass. Contact:

Selling Office: Fairfax Realty Premier.

$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:

Selling Office: RE/MAX One.

$349,870

Unique Waterfront Lot Opportunity at Columbia Beach – Build Your Dream Home on the Chesapeake Bay. Don't miss this rare chance to own a buildable waterfront lot in the serene, gated community of Columbia Beach, offering breathtaking views of the Chesapeake Bay. This exclusive neighborhood is just 30 minutes from the I-495 Beltway and Annapolis, and only 45 minutes to Washington, D.C., and the Woodrow Wilson Bridge in Virginia. Community Highlights: Gated access for privacy and peace of mind. Stunning bayfront scenery. Boat ramp, short pier, and long pier for water access. Family-friendly playgrounds. Sports facilities including tennis, basketball, and pickleball. Pet-friendly with a commitment to preserving the peaceful environment. Columbia Beach is served by Public Sewer and is known for its quiet streets, low traffic, and tight-knit community, making it an ideal setting for a primary residence or vacation getaway. AirBNB is allowed. Lot Details: Approx 60'x100' Buildable waterfront lot with completed boundary survey (available via listing documents). 20year loan available with 25% down, local and competitive lender. Listed separately as a "House-to-Be-Built" option with flexible design options. Ideal for a custom home measuring up to 46' wide x 32' deep each level. Potential for 2 finished levels plus attic, and designed for: 5BED/4BH. Main level bedroom with full bath – wheelchair accessible. 2-car garage. Deck and/or balcony for stunning water views. "Qualified buyers can finance the entire project — including lot and building — with as little as 5% down, thanks to Construction-to-Permanent loans that may allow for 10%, 15%, or even 20% equity from the start." An experienced builder is ready to work with you to create a custom dream home, offering competitive pricing and may even absorb a portion of the lot cost. For additional Info on Columbia Beach: Visit the Columbia Beach page to learn more about the community. Lot owner reserves the right to accept or reject any offer.

5235 Al Jones Dr, Shady Side

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

Selling Office: Long & Foster Real Estate, Inc..

$143,850

Investor special in the charming Columbia Beach community of Shadyside. This quaint 2-bedroom, 1-bath home offers great potential for investors, renovators, or buyers looking to create their own coastal retreat. Inside, you'll find classic panel walls, a cozy fireplace, and a bright sunroom that adds extra living space and character. Nestled in a peaceful setting near the water, this property is full of opportunity for the right buyer to restore and reimagine. Bring your vision and make this hidden gem shine.

2 Beds ⋅ 1 Baths

Investor special in the charming Columbia Beach community of Shadyside. This quaint 2-bedroom, 1-bath home offers great potential for investors, renovators, or buyers looking to create their own coastal retreat. Inside, you'll find classic panel walls, a cozy fireplace, and a bright sunroom that adds extra living space and character. Nestled in a peaceful setting near the water, this property is full of opportunity for the right buyer to restore and reimagine. Bring your vision and make this hidden gem shine.

1502 Garst Rd, Shady Side

Listing courtesy of Fusion Elite Realty. Contact:

Selling Office: Non Subscribing Office.

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