Featured Properties

Some or all of the listings below are provided by the Annapolis Church Circle office.
$1,700,000
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Annapolis Area Residential Home

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400 Jefferson Street Annapolis, MD 21403

4 Bed
3 Baths
3640 sqft
MLS# MDAA2032362
Virtual Tour
Custom coastal craftsman home is currently under construction in Eastport - Annapolis, Maryland. This home will feature a perfect blend of classic Eastport and luxury coastal craftsman design. Permitting is complete. This expansive 3600 +/- (approx. 850 unfinished) sq. foot home will offer 4 bedrooms and 3 baths with an open floor plan concept. Truly an entertainer’s dream with hardwood floors, high ceilings, impressive millwork and trim, walk-in closets, beautiful gourmet kitchen, large rooms with multiple dining and gathering areas, and a fully finished basement. The second level of the home offers three bedrooms including the owner’s suite. The suite features a fireplace and master bath with dual vanity, frameless glass shower and soaking tub. The builder did not leave anything out, by placing an office or bedroom on the main level and washer and dryer on the second floor for convenience. The exterior of the home will include a charming front porch, back deck for hosting seasonal barbecues, and ample green space in the rear. A landscaping package is included, as well as 3 off-street parking spaces. Walkability to downtown Annapolis including premier restaurants, shopping, yacht clubs, water activities, and more... Take advantage of this rare opportunity to purchase Eastport new construction.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Brian Jacobs
$12,975,000
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Severna Park Area Residential Home

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938 Old County Road Severna Park, MD 21146

6 Bed
11 Baths
15737 sqft
MLS# MDAA2104218
Virtual Tour
This remarkable, gated 20-acre waterfront estate with its French inspired main residence, is nestled high on the banks of the Severn River, just minutes from downtown Annapolis and less than an hour from Washington, DC. Enjoy coveted western exposures and year-round sunsets from the elegant stone home, adjacent guest house with pool and carriage house, offering 23,000+ sqft of interior living space. All complemented by lush, rolling lawn and formal gardens, mature trees and natural fauna.The main house boasts 10 sets of French doors leading to established gardens and an expansive terrace, 2-story foyer with limestone and marble inlays, 6 bedrooms, 2-story great room with 18th century French carved limestone mantle, a formal dining room, a gourmet kitchen with two large marble topped islands, and a library and music room, each with fireplaces and an updated home automation system. The open gallery and sitting area on the second floor offer a dramatic view across the great room to the gardens and water. The primary suite is generous and includes a fireplace, separate sitting room and a waterside balcony with expansive views of the Severn River. In addition, the lower level features a family room with stone fireplace, billiards room and bar, a magnificent stone wine cellar with tasting room, media room, full home gym with bath and sauna, plus a full bedroom suite. A separate wing offers an art studio/craft room and a motor court with two three-car garages. The water side of the home features a manicured lawn and gardens, expansive patio, outdoor kitchen area, hot tub, gardening shed, chicken coop, and raised flower beds.The 6,000 sqft guest house is the ideal setting for great outdoor festivities around the pool with its covered veranda, outdoor fireplace and bar, gazebo and water views. It features a relaxing living and dining area that shares a large stone fireplace. It offers three bedrooms, two full baths, two half baths, and a full catering kitchen with Viking appliances. A lovely breezeway connects the guest house to the carriage house with a three-car garage.Extending from the estate’s 900-foot shoreline is a 350-foot pier (8-9 'MLW) providing four deep-water boat slips (including two that are 60-feet long) and two boat lifts. Enjoy days crabbing on the pier, water skiing on the river, sailing on the Chesapeake Bay, and boating to Annapolis, “America’s Sailing Capital.”
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Day Weitzman
$6,750,000
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Annapolis Area Residential Home

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803 Coachway Annapolis, MD 21401

6 Bed
9 Baths
11045 sqft
MLS# MDAA2105620
Virtual Tour
This Severn River Waterfront Estate is a rare and breathtaking Annapolis retreat. Experience the ultimate in waterfront living in this exquisite residence, a true masterpiece offering unparalleled panoramic water views. Nestled on a pristine one-acre site in the prestigious Point of The Downs, this custom-built legacy home has been meticulously updated to perfection, creating the ideal setting for unforgettable family gatherings, holidays, and retreats. Spanning four levels of immaculate living space, this residence boasts designer finishes throughout. The grand chef’s kitchen is a showstopper, featuring elegant white cabinetry, a Sub-Zero refrigerator, a custom bar area, and multiple dining spaces. The luxurious primary suite is a private sanctuary, offering breathtaking water views. Two home offices provide the perfect work-from-home setup, while an elevator ensures seamless access to all levels. Indulge in exceptional amenities designed for both relaxation and entertainment. Six gas fireplaces create warmth and ambiance, while the in-home theater offers the ultimate cinematic experience. A private gym, sauna, and steam room provide a space for wellness and rejuvenation. Outside, the PebbleTec waterside pool, hot tub and outdoor fireplace create a resort-style atmosphere perfect for entertaining or unwinding. For boating enthusiasts, the private deep-water pier features an eight-foot mean low water depth, three slips, and two lifts with 12,000- and 20,000-pound capacities. A three-car garage with 2 electric charging stations and circular driveway provide ample parking for residents and guests alike. This is more than just a home—it’s a lifestyle. Don’t miss this rare opportunity to own one of Annapolis’ finest waterfront estates on the Severn River.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Georgie Berkinshaw
$6,350,000
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Annapolis Area Condominium

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287 State Street 2 Annapolis, MD 21403

3 Bed
3 Baths
2949 sqft
MLS# MDAA2102850
Virtual Tour
South Annapolis Yacht Center is located on Spa Creek overlooking the beautiful skyline of Historic Annapolis. This award winning residence features an elegant interior design that brings the feel of the adjoining waterway into the living area. Patrick Sutton thoughtfully did the interior design and Bret Anderson of Pyramid Builders constructed this magical 3 bedroom, 3 bath waterfront residence. A bright open floor plan, perfect for entertaining, connects to the wrap around deck overlooking the water. The kitchen features a six burner La Cornue range with matching hood, Sub-Zero refrigerator with custom freezer draws, wine cooler and a large luxe marble center island all overlooking the water. The Primary Suite enjoys beautiful views of Spa Creek & Annapolis, a large dressing room with rosewood cabinets and a luxurious spa like bath. The Primary suite walls are fully upholstered with a wool herringbone material and braided leather trim giving the space a warm comfortable feel. There are 2 additional ensuite bedrooms with one doubling as a den/in home office. There are 2 gas fireplaces, one in the main living area and one on the waterfront deck. There is a rented 1 car garage (across the street, $700/mo) and a storage unit in the lower level of the building. Access to this fabulous residence is via an elevator that opens directly into the unit. Enjoy watching the Christmas Boat Parade, Commissioning Week Blue Angels Show and the 4th of July Fireworks from the waterfront deck. The adjoining world class marina not only is a perfect spot to keep your boat but a great view to watch some of the most beautiful yachts on the East Coast. The prime Spa Creek location, the quality of construction and the award winning interior design puts this property in a league of its own. CHECK OUT THE 3D FLOOR PLAN.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / George Turner
$3,500,000
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Annapolis Area Residential Home

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1576 Bay Head Road Annapolis, MD 21409

6 Bed
6 Baths
6732 sqft
MLS# MDAA2109848
Virtual Tour
Boating season is here! Welcome to 1576 Bay Head Road, an exceptional waterfront estate where luxury living meets the ultimate Chesapeake Bay lifestyle. Perfectly situated on a private one-acre lot along the calm, protected waters of the Little Magothy River, this 6,700+ sq. ft. custom home offers the rare opportunity to be out on the Bay in under five minutes—just in time for boating season. Whether it’s a morning fishing run, an afternoon cruise, or a sunset sail with friends, this property was designed for those who live life on the water. Built in 2017 with meticulous attention to detail, this residence delivers refined design and modern comfort across three spacious levels. Step outside to your private 60-foot pier, fully equipped with water and electric, two boat slips, and a generous landing space perfect for docking, fishing, or simply soaking in the sunrise. The easy access to the open Bay makes this home a dream for boaters, water sports enthusiasts, or anyone craving the rhythm of coastal living. The outdoor spaces are designed to maximize the stunning waterfront setting. Two expansive rear decks—one covered, the other with a retractable awning—offer incredible versatility for lounging in the shade or basking in the sun. Whether you're hosting summer crab feasts, sipping cocktails at sunset, or enjoying quiet mornings with a cup of coffee, these spaces become an extension of your lifestyle on the water. Inside, soaring ceilings and walls of windows frame endless water views and flood the home with natural light. The two-story family room is a striking focal point, with dramatic volume and an open layout that seamlessly connects living, dining, and entertaining spaces. The gourmet kitchen is a chef’s dream, complete with top-of-the-line stainless appliances, a six-burner gas stove, oversized island, and breakfast area overlooking the river. The main-level primary suite is a private sanctuary, offering sweeping water views, a spa-like en suite bath, and exquisite details like a coffered ceiling, recessed lighting, and elegant crown molding. Upstairs, additional bedrooms are generously sized and beautifully appointed, offering comfort and privacy for family or guests. The fully finished lower level is built for entertainment and relaxation, featuring a private theater room, wet bar, home gym, office, and multiple recreation spaces—ideal for hosting gatherings or enjoying a quiet night in.Additional features include dual staircases, two fireplaces, hardwood and luxury vinyl plank flooring, energy-efficient windows, and a carefully designed flow that blurs the line between indoor comfort and outdoor beauty. At 1576 Bay Head Road, you're not just buying a home—you’re embracing a lifestyle where boating, nature, and refined living go hand in hand. The location offers the tranquility of a private riverfront retreat with the convenience of being minutes from Annapolis, major commuter routes, and everything the Chesapeake Bay has to offer. This is your season. This is your waterfront. Come experience it for yourself.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Wendy "Wendy T." Oliver
$2,650,000
Coming Soon

Annapolis Area Residential Home

Coming Soon

3412 Hidden River View Road Annapolis, MD 21403

5 Bed
6 Baths
5671 sqft
COMING SOON! CASUAL ELEGANCE BEST DESCRIBES THIS COASTAL STYLE HOME IN THE SOUGHT AFTER COMMUNITY OF FISHING CREEK FARM. THIS HOME IS AN ENTERTAINERS DREAM! THIS 5 BEDROOM, 5 BATH HOME HAS IT ALL! EXQUISITE DETAILS THROUGHOUT, RESORT STYLE HEATED POOL WITH WATERFALLS, OUTDOOR SHOWER, OUTDOOR FIREPLACE THAT LEADS TO A GREAT ENTERTAINING AREA UNDER THE DECK OFF THE POOL WITH WET BARS, HIGH TOPS, OUT DOOR TV'S, OUTDOOR KITCHEN/GRILL AND HEATERS BUILT INTO THE CEILING. THIS SUN-DRENCHED HOME HAS CUSTOM MOLDINGS, WALLS OF WINDOWS, FRENCH DOORS AND A FABULOUS SCREENED PORCH THAT LEADS TO A GREAT ENTERTAINING DECK WITH SOME WATERVIEWS AND GREAT SUNSETS. THE MAIN LEVEL IS BEAUTIFUL W/GORMET KITCHEN, HOME OFFICE AND 6TH BEDROOM IF NEEDED. THE PRIMARY BEDROOM IS GORGEOUS WITH A NEW PRIMARY BATH WITH WATERVIEWS FROM THE TUB! THERE IS A GREAT ROOM WITH BUILT IN BUNKS THAT MAKE YOU FEEL LIKE YOU ARE IN NANTUCKET WHERE KIDS CAN HANGOUT, WATCH MOVIES AND HAVE AMAZING SLEEP OVERS! THE LOWER LEVEL IS A GAMEROOM PARADISE WITH A POOL TABLE, DARTS, VIDEO GAMES, FAMILY ROOM WITH ANOTHER BEDROOM AND FULL BATH THAT WOULD BE A GREAT IN-LAW OR AU PAIR SUITE WITH FULL KITCHENETTE. THIS LOWER LEVEL WALKOUT LEVEL LEADS THE THE PATIO OFF THE POOL. THIS IS ONE OF MY FAVORITE HOUSE IN ANNAPOLIS! HOP YOUR GOLF CAR TO DRIVE AROUND THE CORNER TO THE COMMUNITY MARINA, POOL, TENNIS/PICKLEBALL, BEACH. BOAT MOORING CONVEYS AND POSSIBLE JET SKI LIFT. THEO THOMPSON WAS THE AMAZING DESIGNER FOR THIS HOME. OWNERS WILL CONSIDER SELLING FURNISHED. MORE PHOTO'S TO COME!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Pamela Tierney
$2,295,000
Active

Grasonville Area Residential Home

Active

39 Prospect Bay Drive W Grasonville, MD 21638

5 Bed
4 Baths
4420 sqft
MLS# MDQA2013266
Experience luxury waterfront living in Prospect Bay! This five bedroom home blends timeless design with modern updates, offering the perfect balance of elegance and everyday functionality on the Eastern Bay. Thoughtfully renovated inside and out, it showcases stunning water views, high-end finishes, and a layout ideal for both daily living and entertaining.Step inside to soaring ceilings, premium materials, and a flexible space perfect as a playroom or office. The open-concept main area impresses with panoramic bay views and a fully renovated gourmet kitchen featuring top-of-the-line appliances, custom cabinetry, and a spacious island that flows seamlessly into the dining and living spaces. A sleek gas fireplace adds warmth and style.Off the kitchen, an oversized two-car garage connects to a new 30'x25' bonus room above—ideal as a media room, game room, or guest retreat. A mudroom with built-ins and a spacious laundry room provide practical access to the outdoors for easy poolside cleanup. A second laundry area is near the main-level primary suite.The primary suite is a true retreat, reoriented to capture water views, and enhanced with a walk-in closet and spa-like en-suite bath with an oversized shower. Upstairs are three more bedrooms—including two new additions—a significantly expanded full bath, and a private balcony. Every bathroom has been updated, and all flooring replaced with high-quality materials for a cohesive, modern look.Outside, enjoy a newly re-sided exterior, a newer roof, and an expansive deck wrapping around the new in-ground pool. A second deck leads to a private outdoor shower. The rebuilt pier includes a boat lift, two jet ski lifts, and upgraded utilities. A new circular driveway adds to the home’s impressive curb appeal.Prospect Bay is the premier golf community on the Eastern Shore offering 18-hole course, pickle ball, tennis, private clubhouse with restaurant and bar, driving range, pool, and more!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Biana Arentz