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$1,550,000
4 Beds 4 Baths
Welcome to 456 Deale Rd, an exceptional waterfront retreat offering over 230 feet of shoreline and an incredible setting for enjoying the Chesapeake Bay lifestyle. Substantially expanded and extensively renovated in 2025, including a major permitted two-story addition, this 4-bedroom, 3.5-bath home has been thoughtfully transformed with expanded living space, modern finishes, major structural and system upgrades, and exceptional indoor-outdoor living. As part of the expansion, a beautiful new living and dining area was added to capture picturesque views of the Bay and create an inviting setting for everyday living and entertaining. The bright, open-concept floor plan flows seamlessly into a brand-new kitchen featuring new cabinetry, countertops, stainless steel appliances, and modern finishes, all complemented by beautiful water views. A highly desirable main-level primary bedroom with a renovated private bath provides comfort and convenience. The expansion also added three upper-level bedrooms and two full bathrooms, along with an impressive rooftop terrace showcasing elevated waterfront views. The extensive 2025 project included a foundation expansion, new roof trusses and new roof, new insulation, all-new plumbing, new electrical panels and wiring, and the addition of a dual-zone HVAC system. The expansion and associated improvements were completed with permits through the appropriate local authorities. Outside is where this property truly shines. Enjoy the new Trex deck, an impressive 72-foot private pier with a 10-ton electric boat lift, and direct access to the water. The new Trex rooftop terrace creates a spectacular elevated entertaining space—perfect for gatherings, outdoor dining, watching the boats go by, or simply relaxing while taking in the expansive waterfront views. With over 230 feet of shoreline, extensive permitted structural and system improvements, modernized living spaces, multiple outdoor entertaining areas, and exceptional water access, 456 Deale Rd offers a rare opportunity to enjoy the very best of the Chesapeake Bay waterfront lifestyle.

456 Deale Rd, Deale

Listing courtesy of Weichert, REALTORS. Contact: 3015239050

$1,600,000
4 Beds 5 Baths
The Ultimate Private Waterfront Retreat on Carrs Creek is PRICED TO SELL! Tucked along the shoreline of Carrs Creek in the heart of Southern Anne Arundel County, 5865 Deale Beach Road is the kind of rare waterfront estate that feels worlds away without asking you to give up convenience. Set on nearly 14 private acres, this beautifully expanded and updated farmhouse blends Chesapeake charm, refined finishes, and the freedom of true country living—just minutes from the restaurants, marinas, and small-town energy of Deale, Galesville, and North Beach. Inside, the home is warm, elegant, and designed for gathering. The spectacular kitchen pairs Viking appliances, white cabinetry, quartz countertops, generous island seating, and a statement light fixture with an easy flow into the family room, where an oversized stone wood-burning fireplace and walls of windows frame peaceful water views. It is the kind of space built for slow Sunday mornings, holiday dinners, and evenings that move effortlessly from the kitchen to the porch to the water’s edge. The main-level primary suite offers a private retreat of its own, with sliding doors to the deck and hot tub, a large walk-in closet, and an elegant bath featuring a glass-enclosed slate shower and separate jetted tub. A spacious office and additional bedroom complete the main level, while the upper floor offers three more bedrooms, including an en-suite bedroom with its own private screened porch overlooking the creek. Outside, the property becomes something truly special. Spend summer afternoons by the waterside pool, launch paddleboards and kayaks from your private pier and floating dock, gather around the fire pit after sunset, or practice your short game from the tee box. Screened porches, stone patios, open lawn, and wide water views create a lifestyle that feels equal parts luxury retreat and Chesapeake homestead. For those craving space, privacy, and purpose, the grounds deliver. A fenced garden area with chicken coop, gardening shed, vegetable garden, and room to roam brings fresh eggs, homegrown vegetables, and a slower rhythm to everyday life. A large detached garage with a bathroom and second level is ideal for a car enthusiast, workshop, studio, equipment storage, or hobby space. A commercial whole-house generator adds peace of mind, keeping the property ready in every season. Private, polished, and incredibly versatile, 5865 Deale Beach Road is more than a waterfront home—it is a full-scale lifestyle property. Whether imagined as a year-round residence, a weekend escape from the DC region, or a legacy retreat close to Annapolis, Joint Base Andrews, Northern Virginia, and the Chesapeake Bay, this is Southern Maryland waterfront living at its most complete. The photos are virtually staged to represent a concept to buyers of what the home could look like furnished.

5865 Deale Beach Rd, Deale

Listing courtesy of Compass. Contact: (410) 429-7425

$520,000
3 Beds 1 Baths
***Open House Sat 7/18 2-4pm*** Welcome to Rest Haven, one of Deale’s most charming waterfront communities nestled along the shores of the Chesapeake Bay. Perfectly positioned on a gorgeous corner lot directly across from the private community pier and boat ramp, this inviting home offers the coastal lifestyle you’ve been dreaming about. Enjoy water views from nearly every room and experience the beauty of bay living from sunrise to sunset. Inside, the light-filled open floor plan creates an airy and welcoming atmosphere, featuring a classic brick fireplace, expansive windows, and seamless living and dining spaces designed for everyday comfort and entertaining alike. This home has been thoughtfully updated with extensive improvements, providing peace of mind for years to come. Major upgrades include a professionally encapsulated crawlspace with dehumidifier and ventilation system, completely rebuilt first-floor framing and subflooring, and the installation of a central HVAC system replacing the original boiler, radiators, and oil heat. Additional 2024 improvements include a new hot water heater, well pressure tank, water filtration system, upgraded electrical service with new meter, main power line and electrical panel, updated outlets, recessed LED lighting, new flooring and trim throughout, fresh interior paint, complete bathroom renovation, new exterior doors, and high-end appliances including a refrigerator, dishwasher, and stacked washer/dryer. Ceiling fans with integrated LED lighting were also updated in 2026. Whether you’re launching your boat for a day on the Bay, casting a line from the community pier, or simply relaxing while taking in the water views, this property offers a rare opportunity to enjoy the best of Chesapeake Bay living in a sought-after waterfront neighborhood. Move right in and start making those summer memories.

812 Bay View Dr, Deale

Listing courtesy of RE/MAX One. Contact: 4105356291

$675,000
3 Beds 2 Baths
This remarkable home may be one of the most energy-efficient and thoughtfully renovated residences in South County. Behind its timeless cottage character lies a complete transformation that combines historic charm with modern construction, comfort, and performance. The home was carefully elevated approximately eight feet, allowing for the installation of proper foundations and the creation of a fully encapsulated, insulated, and climate-controlled crawl space. Unlike typical crawl spaces, this area features an above-grade concrete floor, requires no sump pump, and provides a clean, dry, and accessible environment beneath the home. Virtually every component of the house was rebuilt or replaced, including: All plumbing supply and drainage systems, Complete electrical wiring, fixtures, and outlets, All windows and exterior doors, Drywall, trim, and interior finishes, Flooring throughout, Roof structure and framing, Heating and cooling systems, Water heating and water conditioning systems. Interior living spaces were enhanced by raising the ceiling heights approximately two feet, creating bright, open rooms filled with natural light. New roof framing created attractive vaulted spaces and a more dramatic roof profile while preserving the cottage’s inviting character. A continuous layer of four-inch exterior foam insulation surrounds the foundation and crawl space, while the walls are heavily insulated with spray foam. The roof assembly incorporates approximately eight to ten inches of foam insulation, creating an exceptionally effective thermal envelope. The encapsulated crawl space features moisture protection beneath a four-inch concrete slab and maintains stable subterranean temperatures throughout the year. This helps naturally moderate indoor temperatures, reducing heating and cooling demands. A sophisticated climate-control system serves both the main level and upper level. The home features: Multiple high-efficiency Daikin ducted mini-split HVAC systems, Whole-house dehumidification, Energy-recovery fresh-air ventilation, Air-to-air heat exchange technology. The kitchen is equipped with premium professional-grade appliances valued at approximately $40,000, including: Wolf induction cooktop, Viking range hood with LED lighting and heat-sensing controls, Monogram column refrigerator, Double-drawer refrigerator, Custom dishwasher, Large frost-free upright freezer. The finished home includes approximately 648 square feet of climate-controlled upper-level space with nine-foot ceilings. Currently accessed by a pull-down stair, this expansive area already includes electrical service and HVAC distribution, providing exceptional flexibility for future living space, studio use, home office needs, or guest accommodations. Property’s elevation was raised three feet. The property also includes an existing 12’ x 20’ garage/workshop building that serves as an ideal storage structure or future garage replacement opportunity. Situated on a generous lot with views of Rockhold Creek and just steps from community access to the Chesapeake Bay, the setting offers the best of South County waterfront living. If you’ve always dreamed of owning a charming historic cottage but worried about inheriting the problems that often accompany older homes, this property offers a rare opportunity. Nearly every major component has been rebuilt, modernized, and engineered for long-term performance—allowing you to enjoy the character and charm of a classic cottage with the comfort, efficiency, and reliability of modern construction.

626 Irvin Ave, Deale

Listing courtesy of KD Realty Inc. Contact:

$475,000
5 Beds 3 Baths
Experience coastal living on the Chesapeake Bay in this light-filled home offering abundant living space and an open, airy floor plan with hardwood flooring throughout—no carpet anywhere. Exposed beams welcome you into the sunny living and dining area, where a wood stove, exposed brick, and a stone mantel create warmth and character. The great room is a standout, featuring walls of windows and French doors that open to a wooden deck and backyard, perfect for enjoying the natural surroundings. A generously sized main-level bedroom adds flexibility for guests, office space, or easy one-level living. There are 2 kitchens - The main kitchen features white cabinetry, stainless steel appliances, faux-quartz countertops, and under-cabinet lighting. Just beyond, you’ll find a large full bath with walk-in shower, vanity, and tile flooring, along with a spacious dedicated laundry room complete with washer, dryer, and water softener/treatment equipment. A second kitchen is in the apartment, see below description about the apartment. Upstairs offers three bedrooms, including a primary suite with Chesapeake Bay views, a walk-in closet, and a newly renovated full bath with tub and shower. All bedrooms continue the hardwood flooring & updated light fixtures for a cohesive and updated look. Set on a remarkable 0.76-acre subdividable lot, this property offers exceptional potential. Renovate, expand, or explore the possibility of building an additional home. There is a French drain installed all the way around the house and the lot includes multiple sheds for extra storage. The beautiful front gardens are worry-free, filled with strawberries, roses, lilies, and more, plus lovely views of the trees and the Bay. The only care needed for the gardens is to trim the roses. Don't miss the 1BR/1BA income-producing apartment with separate entrance, electric, HVAC and laundry. Features spacious bedroom, full bath, kitchen, living area, laundry & deck. Currently earning $1350/month. Located just steps from Owings Beach, this is a rare opportunity to enjoy Bay breezes and a lifestyle filled with fishing, kayaking, boating, swimming, and more.

626 Clark Ave, Deale

Listing courtesy of Samson Properties. Contact: 3017602136

$900,000
5 Beds 4 Baths
PRICE IMPROVEMENT Welcome to this HIDDEN GEM of Anne Arundle County. Fully Renovated Coastal Retreat in Deale with Rare Two-Level Workshop. Houses this big at this price point don’t come up for sale very often. Experience the best of coastal living in this beautifully renovated Deale retreat, where timeless charm meets modern convenience. From the inviting wrap-around front porch to the expansive rear deck with peaceful water views, this exceptional property is designed for both relaxation and entertaining. At the heart of the home is a stunning, fully remodeled kitchen featuring new cabinetry, updated countertops, and stainless-steel appliances. The open-concept floor plan flows seamlessly into the spacious family room, where soaring ceilings and abundant natural light create a warm, welcoming atmosphere. Easy access to the rear deck makes indoor-outdoor living effortless. Thoughtful updates throughout include renovated bathrooms, fresh interior paint, new carpeting, updated finishes, and an EV charging station, ensuring the home is truly move-in ready. Generously sized bedrooms provide comfort and flexibility, while the private upper-level primary suite offers a peaceful retreat complete with its own balcony—perfect for enjoying morning coffee or evening sunsets. Step outside to your private backyard oasis. The expansive deck overlooks tranquil water views and features a swim spa ideal for exercise, relaxation, or entertaining guests year-round. Enjoy the serenity of the beautifully landscaped grounds, including a peaceful koi pond that creates the perfect setting to unwind. A rare and highly desirable feature is the large two-level workshop—an incredible space for hobbyists, craftsmen, boat enthusiasts, artists, or anyone seeking substantial storage and workspace. Whether used as a workshop, studio, equipment storage area, AIR BNB or creative retreat, the possibilities are endless. Located just minutes from the Chesapeake Bay, local marinas, waterfront dining, and all that Deale's coastal lifestyle has to offer, this exceptional property combines modern updates, versatile space, and waterfront charm in a way that's rarely available. HOME WARRANTY INCLUDED

5929 Deale Beach Rd, Deale

Listing courtesy of Corner House Realty. Contact: (443) 499-3839

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