Annapolis Homes with Contemporary Style

Annapolis Homes with Contemporary Style

Welcome to Annapolis, Maryland—a city where rich history meets contemporary living. Nestled along the picturesque shores of the Chesapeake Bay, Annapolis is renowned for its charming waterfront, vibrant arts scene, and a unique blend of colonial and modern architecture. As the state capital of Maryland, this city boasts a wealth of cultural attractions, including the U.S. Naval Academy, historic sites, and an array of delightful restaurants and boutiques that line the cobblestone streets.

For those seeking a contemporary lifestyle, Annapolis offers an impressive selection of homes that embody modern design and functionality. From sleek townhomes to spacious single-family residences, contemporary homes in Annapolis are characterized by open floor plans, large windows that invite natural light, and eco-friendly features that enhance energy efficiency. These homes often boast stylish finishes, gourmet kitchens, and outdoor spaces perfect for entertaining or simply enjoying the breathtaking views of the surrounding landscapes.

Living in Annapolis means embracing a lifestyle filled with outdoor activities, including sailing, kayaking, and exploring the numerous parks and trails that dot the area. The city's vibrant community hosts an array of events throughout the year, from the famous Annapolis Boat Show to local farmers' markets, ensuring there’s always something to enjoy.

Whether you're a first-time homebuyer or looking to downsize, Annapolis offers a contemporary living experience that harmonizes with its historical charm. Discover your dream home in this enchanting city, where modern convenience meets a rich tapestry of culture and history.

Newest Annapolis Homes with Contemporary Style

$3,850,000
5 Beds 5 Baths
Discover the pinnacle of contemporary waterfront living in this extraordinary new construction residence by Cypress Homes, perfectly sited on a spectacular peninsula along the picturesque Little Magothy River. Surrounded by water on two sides and offering a rare 525 feet of waterfrontage, this remarkable property captures sweeping panoramic views extending across the Magothy River to the Chesapeake Bay beyond. This custom crafted luxury home offers an exceptional blend of refined craftsmanship, timeless elegance, and an unparalleled waterfront lifestyle. Located within the highly acclaimed Blue Ribbon Broadneck School District and just minutes from downtown Annapolis, Severna Park, Baltimore, Washington, D.C., and BWI Airport, this residence offers the perfect balance of peaceful waterfront living and everyday convenience. Designed with meticulous attention to detail, every space has been thoughtfully curated to capture the spectacular water views while offering exceptional comfort for everyday living and entertaining. The dramatic foyer immediately impresses with a stunning floor to ceiling glass wine cellar before opening to expansive living spaces where walls of glass frame the shimmering waters of the river and pool beyond. The open concept design seamlessly connects the living room with fireplace and wet bar, an elegant dining area, and a gourmet chef's kitchen featuring premium appliances, custom cabinetry, and sleek designer finishes. A private main level bedroom with an ensuite bath provides ideal accommodations for guests, extended family, or a dedicated home office. An architectural open tread staircase leads to the upper level, where four additional bedrooms and three beautifully appointed baths await. The primary suite is a true waterfront sanctuary, offering breathtaking views, a private balcony overlooking the heated saltwater pool, a spa style bath, and generous walk in closets. An additional ensuite bedroom and two spacious bedrooms connected by a shared bath provide flexibility for family and guests, while the expansive bonus room above the garage is ideal as a media room, playroom, fitness studio, or additional guest retreat. Step outside to experience a waterfront setting few can rival. Whether relaxing beside the heated saltwater pool, entertaining along the water's edge, or enjoying the serenity afforded by this rare peninsula setting, the connection to the water is ever present. Launch a kayak or paddleboard from your private pier, spend the day crabbing and fishing, or cruise the protected waters of the Little Magothy River before venturing out for endless boating adventures. Offering the rare combination of new construction, 525 feet of waterfrontage, a peninsula setting with water on two sides, luxurious finishes, panoramic water views, and an unbeatable location, this is a home designed to be enjoyed for generations. A truly remarkable opportunity to experience one of Annapolis' most extraordinary waterfront estates. Welcome home!

1100 Magothy Cir, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$900,000
4 Beds 4 Baths
Welcome to 3249 Arundel On The Bay Road, an exceptional custom contemporary estate situated on over one private acre in one of Annapolis’ most exclusive waterfront communities. Appraised at $1,097,000 in January 2026, this remarkable property offers an incredible opportunity for instant equity while delivering the luxury lifestyle today's discerning buyers seek. A dramatic two-story foyer introduces light-filled interiors enhanced by oversized windows, custom finishes, and sophisticated design throughout. The open-concept layout centers around a beautifully appointed kitchen featuring stainless steel appliances, a spacious pantry, and designer lighting, creating the perfect setting for both intimate gatherings and grand entertaining. The impressive main-level primary suite serves as a private retreat with soaring ceilings, a loft, expansive walk-in closet, and spa-inspired bath. Additional bedrooms, versatile living spaces, a finished lower level with a custom fireplace feature wall, and a spectacular rooftop deck provide exceptional comfort and flexibility for family and guests. Step outside to your secluded backyard oasis surrounded by mature privacy trees, offering the perfect backdrop for outdoor entertaining and peaceful relaxation. A two-car garage with EV charging capabilities adds modern convenience, and the seller is willing to include the home's furnishings for a truly turnkey experience. Residents of Arundel On The Bay enjoy access to private beaches, boat ramps, fishing piers, kayak storage, and breathtaking Chesapeake Bay sunsets—all just minutes from downtown Annapolis, premier dining, marinas, and yacht clubs. Rarely does a property combine privacy, luxury, and the coveted Annapolis waterfront lifestyle so effortlessly. There's nothing like it in the area!

3249 Arundel On The Bay Rd, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$665,000
3 Beds 4 Baths
COMING SOON! Pristine, freshly painted townhome in the Summer Village section of Riva Trace offers over 2,600 square feet of living space on three finished levels. Ideally positioned on the northeast side of Gingerview Lane, the back of the home opens out to private wooded views. The living room, screened porch, and primary suite overlook a thick canopy of mature trees leading to the banks of Gingerville Creek. The open floor plan features three bedrooms, three full baths, one half bath, spacious living and dining areas, and two fireplaces. The kitchen offers granite countertops, all-new stainless steel appliances (2026), attractive new tile flooring (2026), and plenty of cabinet storage. Hardwood floors extend throughout the main and upper levels, while the finished walk-out lower level has new carpeting (2026). The vaulted primary suite features a wood-burning fireplace, a separate sitting area, private deck, generous closet space, and an en-suite bath. The versatile walk-out lower level is ideal as a family room, guest suite, fourth bedroom, home office, or fitness room, complete with a wet bar with new refrigerator (2026), a full bath, laundry room, multiple closets, and plenty of storage. Additional improvements include a new HVAC air conditioning system (2025). In 2017, the owner completed extensive exterior and energy-efficiency upgrades including a 40-year roof, new skylights, replacement front windows, composite siding and trim, upgraded insulation, and the addition of a thermal break resulting in approximately R-20 wall and R-50 attic insulation. These thoughtful improvements created a remarkably energy-efficient, tightly constructed home. Parking is plentiful with an attached one-car garage (epoxy floor 2026), driveway, and ample guest parking throughout the community. Residents of Riva Trace enjoy amenities including a community dock on Gingerville Creek, kayak racks, tennis courts, walking trails, a playground, and beautifully maintained common grounds. This is an opportunity to own one of the townhomes backing to the woods and creek in this attractive community, just minutes from Historic Annapolis and convenient to Washington, D.C., and Baltimore. Interior photos and floor plans coming; expected on market by August 7 with Open Houses scheduled for August 8 and 9.

2734 Gingerview Ln, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$315,000
2 Beds 2 Baths
Tucked on a quiet court in The Landings, this move-in-ready 2-bedroom, 1.5-bath Annapolis townhome pairs easy living with rare, wooded privacy. It's about a 5-minute stroll to Truxtun Park for tennis, ball fields, trails, boat ramp and pool along Spa Creek, with Historic Downtown Annapolis, City Dock and the U.S. Naval Academy about 10 minutes away and Quiet Waters Park a short drive south. Inside, a bright white kitchen offers a butcher-block island, generous cabinetry, recessed lighting and a sunny window over the sink, flowing to a hardwood-floored living and dining area with a sliding door to the patio. Upstairs, two bedrooms showcase vaulted wood-plank ceilings, ceiling fans and ample closets. Out back, a covered paver patio, fully fenced yard and lush shade gardens create a private outdoor escape. Built in 1980 with community pool and tennis and quick access to Bay Ridge Ave, Forest Dr and Rt 50. Commute times are as follows (estimated): Minutes from the water in the Annapolis Neck/Eastport area of Anne Arundel County. About a 5-minute stroll to Truxtun Park for tennis, ball fields, trails, boat ramp, pool and Spa Creek access; roughly 10 minutes to Historic Downtown Annapolis, City Dock and the U.S. Naval Academy; about 7 minutes to Anne Arundel Medical Center; shopping within 1.3 miles; Quiet Waters Park and the Chesapeake Bay a short drive; fast Route 50, Bay Ridge Ave and Forest Dr access to Annapolis, Baltimore and D.C. Schedule a tour today!

11 Winslow Ct, Annapolis

Listing courtesy of Kelly and Co Realty, LLC. Contact: 4434919387

$875,000
3 Beds 3 Baths
Experience the ultimate waterfront lifestyle in the prestigious Harbour Village Marina at Chesapeake Harbour, where panoramic marina views and exceptional amenities create one of Annapolis' most sought-after communities. This beautifully updated 3 bedroom 3 bath waterfront condominium offers an inviting blend of elegance, comfort, and coastal charm. Wake each morning to tranquil marina views from your private balcony, spend your afternoons enjoying the private sandy beach, waterfront pool, tennis and pickleball courts, or simply watch the boats come and go from one of the area's premier marinas. Whether you're an avid boater or simply appreciate life on the water, this is waterfront living at its finest. Inside, the spacious floor plan is designed for both everyday living and effortless entertaining. The living room and primary suite each feature a gas fireplace, creating warm and inviting spaces to unwind. Multiple balconies capture beautiful marina vistas, while the updated kitchen showcases granite countertops, stainless steel appliances, and generous workspace for preparing meals or gathering with family and friends. Thoughtful upgrades throughout the home provide both style and peace of mind, including fresh interior paint, engineered hardwood flooring, updated granite countertops, designer bathroom vanities with quartz countertops, newer interior doors with brushed bronze hardware and glass door knobs, LED ceiling lighting, Lutron switches, modern 15-amp outlets with USB and USB-C charging ports, and numerous electrical improvements. The oversized two-car garage with EV charging capability adds convenience for today's lifestyle. Residents of Chesapeake Harbour enjoy an unmatched collection of waterfront amenities, including a private beach, marina, waterfront swimming pools, tennis and pickleball courts, walking paths, and the popular Beacon Waterfront Galley & Bar...all within the gated community. No other condominium community in Annapolis offers this unique combination of waterfront recreation, boating, dining, and resort-style living. Whether you're searching for a full-time residence, an elegant weekend retreat, or the perfect lock and leave waterfront home, this exceptional condominium offers a rare opportunity to enjoy the Chesapeake Bay lifestyle in one of Annapolis' most exclusive waterfront communities.

7038 Clinton Ct Unit #11B, Annapolis

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

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