Chesapeake Beach Homes with Traditional Style

Chesapeake Beach Homes with Traditional Style

Welcome to Chesapeake Beach, Maryland – a hidden gem nestled in the heart of Calvert County, where charming coastal living meets rich history and vibrant community spirit. Known for its picturesque waterfront views and friendly atmosphere, Chesapeake Beach offers residents a unique blend of relaxation and recreation. This quaint town is perfect for those who appreciate the beauty of nature, with the Chesapeake Bay just steps away, providing endless opportunities for boating, fishing, and enjoying stunning sunsets.

Chesapeake Beach is not only about its scenic beauty; it's also home to an array of traditional-style homes that reflect the area's rich architectural heritage. These charming residences often feature classic designs, complete with inviting front porches, gabled roofs, and exquisite detailing that harkens back to a simpler time. Living in a traditional-style home in Chesapeake Beach means embracing a lifestyle that values community, warmth, and a connection to the past.

The town's vibrant local culture is complemented by its excellent schools, parks, and recreational facilities, making it an ideal place for families and retirees alike. With a strong sense of community, residents often gather for local events, farmers' markets, and festivals that celebrate the region's maritime heritage.

Whether you're searching for your dream home or a serene getaway, Chesapeake Beach offers a perfect blend of traditional charm and modern amenities. Discover the beauty of this coastal town and the welcoming embrace of its traditional-style homes – your perfect slice of paradise awaits!

Newest Chesapeake Beach Homes with Traditional Style

$624,700
4 Beds ⋅ 5 Baths
Welcome home to this spacious colonial in the sought-after, water-privileged community of Willows Colony. Featuring 4 bedrooms, 4.5 bathrooms, and hardwood floors throughout, this home offers plenty of room and a flexible unfinished basement with a workshop. Outside, you can relax on the front porch or enjoy the private, wooded backyard with a deck, patio, fish pond, shed, and 2-car garage. Best of all, the neighborhood gives you exclusive access to a private beach on the Chesapeake Bay for swimming, fishing, kayaking, and so much more!

4325 Willows Rd, Chesapeake Beach

Listing courtesy of Home Towne Real Estate. Contact: 8882252736
$989,000
5 Beds ⋅ 4 Baths
* HIGHLY MOTIVATED seller — looking to close before Labor Day. All offers welcome! * Situated on 2+ private acres, you'll find this home truly has it all! Beautifully built in 2018 and impeccably maintained inside and out, its timeless stone-front façade is as elegant as it is enduring — the perfect setting for the whole family or comfortable multi-generational living. Inside, a bright and open modern layout welcomes you. The heart of the home is a large eat-in kitchen complete with a large pantry and a charming breakfast nook, flowing into a dramatic two-story living room anchored by a gorgeous stone fireplace. Everyday living is made effortless with a well-appointed mudroom and a laundry room featuring a built-in bench and generous storage. The main level also offers a private office, a formal dining room, and a versatile room that could easily serve as a bedroom. Multiple staircases lead to the second level, where four spacious bedrooms await. The luxurious primary suite is a true retreat, boasting a large sitting area with double-sided fireplace, a built-in wet bar, two oversized walk-in closets, and an open, spa-like en-suite. The walkout-level basement expands your possibilities with an upscale kitchenette, a large open living area, an exceptionally spacious bedroom, walk-in closet, and a full en-suite — ideal as a private apartment or an in-law suite. Large windows fill the space with an abundance of natural light. Outside and beyond, the home continues to impress with a very generous 3-car garage, a large back deck overlooking a peaceful, serene backyard, and a third-story bonus room with tons of possibilities. Added conveniences include a whole-house generator, a lawn sprinkler system, and an invisible fence — thoughtful touches that deliver comfort and peace of mind. This is a rare opportunity to own a home that blends space, style, and flexibility on private acreage. Don't miss it!

3640 Estelle Ct, Chesapeake Beach

Listing courtesy of Curtis Real Estate Company. Contact:

$749,900
4 Beds ⋅ 5 Baths
COASTAL LUXURY MEETS EVERYDAY VACATION LIVING in Windward Key on the Chesapeake Bay. Experience the ultimate waterfront lifestyle in this four-level townhome nestled in the sought-after Windward Key community in the heart of Chesapeake Beach. Whether you are searching for a full-time residence or the perfect weekend retreat, this exceptional home offers resort-style living with water views and upscale amenities throughout. Designed for both comfort and entertaining, the home features 4 bedrooms, 4 full baths, and 1 half bath across four spacious levels filled with natural light. The main living level showcases a well-appointed kitchen, dining area, and expansive great room with a cozy gas fireplace — all enhanced by water views and an open, airy feel. The upper level hosts the primary suite along with two additional bedrooms, while vaulted ceilings create an inviting sense of space and elegance. The top level offers exceptional flexibility with its own full bath, wet bar, and private deck, ideal for a home office, guest suite, lounge, or entertainment space overlooking the Bay. The entry level provides additional finished living space with a full bath, perfect for guests, recreation, fitness, or flex living. Direct access to the attached one-car garage adds convenience and functionality. Outdoor living is elevated with multiple decks on every level, creating seamless indoor-outdoor enjoyment and endless opportunities to relax and take in the coastal setting. Residents of Windward Key enjoy exclusive amenities including a waterfront pool overlooking the Chesapeake Bay and a private beach. Located within walking distance to restaurants, shops, parks, boardwalks, marinas, nature trails, and local entertainment, this is Chesapeake coastal living at its finest.

8076 Windward Key Dr, Chesapeake Beach

Listing courtesy of RE/MAX Realty Group. Contact:

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