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1195 Cedar Ave, Shady Side
$674,900
4 Beds ⋅ 3 Baths
This beautifully crafted home blends timeless coastal charm with modern luxury. Featuring classic board and batten siding and a welcoming front porch, the exterior makes a striking first impression. Step inside to an open-concept layout that seamlessly connects the dining and family room, ideal for both everyday living and entertaining. At the heart of the home is a spacious kitchen boasting an oversized island with quartz countertops, stainless steel appliances, and ample cabinetry—perfect for gatherings or casual meals. A private home office or flexible choice room is conveniently located on the main floor to suit your lifestyle with Water Views! Upstairs, the serene owner’s suite features a large picture window with a direct view of the Chesapeake Bay, an expansive walk-in closet, and a spa-inspired bathroom with a luxury shower. Located on the corner of Chesapeake and Cedar Avenue across from common area and a short walk to the community pier!

1195 Cedar Ave, Shady Side

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

Selling Office: Unrepresented Buyer Office.

1191 Poplar Ave, Shady Side
$525,000
4 Beds ⋅ 3 Baths
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.

5222 Spring Ave, Shady Side
$500,000
4 Beds ⋅ 3 Baths
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.

5191 Spring Ave, Shady Side
$469,000
4 Beds ⋅ 3 Baths
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.

5191 Spring Ave, Shady Side

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

Selling Office: Advantage ONE Realty.

1168 Maple Ave, Shady Side
$468,000
3 Beds ⋅ 2 Baths
Built in 2019 and set in Cedarhurst on the Bay, this newer Cape Cod offers a South County setting with the layout, finishes, and condition that are hard to find in an established water-oriented community. Inside, the main level features hardwood floors throughout, a first-floor owner’s suite, and a well-finished owner’s bath with a standing shower and double vanity. The kitchen is built for everyday living with upgraded cabinets, granite countertops, stainless steel appliances, and an eat-in area, while the family room adds custom shelving and a wood-burning fireplace for comfortable gathering space. Upstairs, you’ll find two additional bedrooms, a spacious full bath, vaulted ceilings, and carpeted floors that give the second level a warm, practical layout. Out back, the rear deck and nicely sized yard offer plenty of usable outdoor space for relaxing, entertaining, or just enjoying time outside. Located in a water-privileged community just a short walk from the water, with convenient access to nearby shops and restaurants as well as an easy commute to Washington, D.C. and Joint Base Andrews, this home offers a move-in-ready option in one of Southern Anne Arundel County’s most loved waterfront communities. Come see what makes this one stand out.

1168 Maple Ave, Shady Side

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

Selling Office: Compass.

1192 Oak Ave, Shady Side
$449,950
3 Beds ⋅ 2 Baths
Come live the Chesapeake lifestyle!!! This amazing house features 3 bedrooms, 2 full baths, first and second floor bay windows, hardwood floors, remodeled kitchen with quality cabinetry, stainless appliances, space for a large table in the kitchen,1 car garage, front porch, rear wrap around deck, fire pit, newer shed, fenced XL yard (1.5 lots), a generous main driveway plus an additional driveway on the half lot ( parking for your RV, boat, etc.) The Cedarhurst Community offers so many amenities without an HOA fee! Fishing pier, marina with slip rentals available, community clubhouse you can reserve for your events, ball field, beach and open spaces to enjoy, all Chesapeake Bay front.

1192 Oak Ave, Shady Side

Listing courtesy of Flag Real Estate Inc.. Contact:

Selling Office: Peninsula Properties, LLC..

1208 Oak Ave, Shady Side
$381,000
3 Beds ⋅ 2 Baths
This beautiful home is steps from the Chesapeake Bay and the community marina, beach, playground, and more—making it the perfect blend of comfort and location. Step inside to discover an open floor plan featuring a spacious kitchen with quartz countertops, stainless steel appliances, and a clear view of the living room—ideal for entertaining or everyday living. Stylish LVP flooring runs throughout. The primary bedroom includes an ensuite bath with a walk-in shower, while a second full bath in the hallway offers a tub for guests. Outside, enjoy a large deck that flows to a paver patio and a private, fenced backyard. The front porch provides a peaceful spot to relax and enjoy gentle bay breezes and a peek of the water. Home qualifies for 100% USDA financing. Current flood insurance cost is $734 year.

1208 Oak Ave, Shady Side

Listing courtesy of Schwartz Realty, Inc.. Contact:

Selling Office: Redfin Corp.

1166 Cedar Ave, Shady Side
$350,000
3 Beds ⋅ 2 Baths
This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and location! Soaring ceilings in the primary suite with a private attached full bath. Featuring an open floor plan with hardwood floors, a spacious eat-in kitchen with updated cabinets and countertops, and plenty of room to entertain, this home is move-in ready. Nestled on a sought-after double lot, you’ll have the space and flexibility you’ve been looking for. Best of all—enjoy all the perks of waterfront living without the waterfront price tag and with no HOA! Located in the coveted waterfront community of Cedarhurst, you’ll have direct access to the Chesapeake Bay for your boat, jet skis, and all your favorite water toys. Live the Bay lifestyle and come home to sunsets, salt air, and community amenities right at your doorstep.

1166 Cedar Ave, Shady Side

Listing courtesy of RE/MAX One. Contact:

Selling Office: Douglas Realty LLC.

1197 Poplar Ave, Shady Side
$340,000
3 Beds ⋅ 1 Baths
Charming one-level home tucked away in the waterfront community of Cedarhurst! This property is loaded with curb appeal, featuring newer navy-blue siding, a spacious driveway that easily fits 5+ cars, a welcoming front porch, and a fully fenced backyard that’s both flat and expansive & complete with a large storage shed. Inside, you’ll find 3 comfortable bedrooms and an updated full bathroom with modern tile. The living and dining spaces flow together seamlessly, highlighted by a cozy brick accent wall, while the kitchen shines with stainless steel appliances, plenty of cabinet storage, and stylish updates. Recent improvements add peace of mind, including a newer roof and HVAC (2020), updated siding and exterior doors (2020), and several newer windows. Bonus attic storage provides extra space for all your needs. Enjoy the lifestyle of a water-privileged community, with all the charm and updates you’ve been looking for!

1197 Poplar Ave, Shady Side

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

Selling Office: RE/Max Experience.

1223 Pine Ave, Shady Side
$315,000
2 Beds ⋅ 1 Baths
Adorable and inviting bayside bungalow in the highly sought-after Cedarhurst community along the Chesapeake Bay! This charming 2-bedroom, 1-bath home is move-in ready and full of character. Whether you're looking for a peaceful primary residence, weekend retreat, or investment opportunity, this property checks all the boxes. Step inside to a bright and welcoming front den, leading into a cozy living space highlighted by warm wood flooring throughout. The updated kitchen features modern cabinetry and countertops, offering both style and functionality. Out back, enjoy a private yard complete with a slate patio—perfect for relaxing evenings or entertaining outdoors. Located in a desirable waterfront community known for its charm and access to the bay, this home is a rare find. Contact the listing agent today for more information or to schedule your showing!

1223 Pine Ave, Shady Side

Listing courtesy of Hutchins Properties. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

1213 Oak Ave, Shady Side
$292,000
2 Beds ⋅ 1 Baths
A Charming Cedarhurst Cottage Near the Water - This charming 1944 cottage in Cedarhurst on the Bay offers easy coastal living and only a few houses from the Bay and the community amenities. Recent improvements within the last year include a new roof, new windows, a new hot water tank and a new water pressure tank. The kitchen has white cabinetry and there is a small laundry room with a washer and dryer combination machine. Both bedrooms are comfortable in size and the bathroom includes a walk in white shower stall with built in shelves for storage. The fenced backyard features a shed and a pleasant deck. Enjoy community amenities such as a pier and gazebo overlooking the Chesapeake, a small beach area, open green space and a marina with boat slips. A relaxed bayside setting makes this a great full time home or weekend getaway.

1213 Oak Ave, Shady Side

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

Selling Office: Gamble Realty, Inc.