Featured Properties

Some or all of the listings below are provided by the Annapolis Church Circle office.
$3,475,000
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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! Incredible opportunity - Seller will hold a 10% second mortgage at 5.87% for five years if you are putting a minimum of 20% down! 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
$3,250,000
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Annapolis Area Residential Home

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1486 Downham Market Annapolis, MD 21401

5 Bed
5 Baths
5260 sqft
MLS# MDAA2119714
Virtual Tour
Prepare to be captivated by 1486 Downham Market, a striking architectural masterpiece perched on one of the most coveted deep-water lots in Annapolis. Perfectly situated at the mouth of Clements Creek—widely regarded as one of the safest and most protected hurricane holes on the Severn—this estate delivers a rare blend of natural beauty, luxury, and marine excellence. With a commanding 180-foot pier boasting three boat slips, 50-amp power, 40-amp prewire for future expansion, and a reinforced lift-ready piling system, this location welcomes elite vessels such as Hinckley, Viking, Boston Whaler, Pursuit, and Chris-Craft with ease—thanks to 11 feet of mean low water depth and full riparian rights. Step inside this transitional-style waterfront showpiece where sophisticated design meets everyday comfort across three expansive levels. Walls of glass frame jaw-dropping views from nearly every room, while the interior dazzles with clean lines, rich hardwood floors, and designer finishes. The chef’s kitchen is a gourmet dream, featuring commercial-grade stainless appliances, granite countertops, and gas cooking that flows into a sunlit breakfast nook, formal dining room, den, living room, and family room anchored by a dramatic two-sided stone fireplace. Upstairs, the primary suite is a sanctuary all its own—complete with a private sitting room and fireplace, a separate staircase, a custom walk-in closet, and a spa-inspired bathroom that rivals five-star resorts with its skylight, soaking tub, glass shower, and dual vanities. Additional bedrooms include an ensuite and a Jack-and-Jill layout, all drenched in natural light. The walkout lower level impresses with a rec room, wet bar, wine storage, gym, fifth bedroom, full bath, and a sunroom with floor-to-ceiling glass—perfectly prepped for a hot tub retreat. Outdoor living is elevated with expansive multi-level decks overlooking serene waters that open into the Severn River and Chesapeake Bay beyond. A brand-new septic system and cutting-edge water treatment system with reverse osmosis and UV protection ensure comfort and confidence. Located in the prestigious Downs on the Severn—offering two marinas, a clubhouse, pool, tennis and pickleball courts, and easy access to D.C., Baltimore, and historic Annapolis—this is waterfront living without compromise. Welcome to your private paradise, where timeless luxury meets deep-water yachting dreams.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Wendy "Wendy T." Oliver
$2,900,000
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Severna Park Area Residential Home

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143 Boone Trail Severna Park, MD 21146

4 Bed
4 Baths
3056 sqft
MLS# MDAA2117854
Virtual Tour
Blending timeless coastal charm with modern luxury, this delightful Cap Cod Waterfront home located in the community of Linstead offers captivating curb appeal, exceptional water views, stylish high-end finishes, and direct access to the Severn River via Yantz Creek. Nestled on a landscaped 0.21-acre lot with 40 feet of water frontage, the property features a private pier with 5 ft MLW, a 20,000-lb boat lift, and jet ski lift, along with a boathouse topped by a scenic rooftop deck and a dedicated waterside entertaining space. Originally built in 1971, the home underwent a stunning transformation in 2016 resulting in over 3,000 sq ft of refined living space. The upper-level features 3 bedrooms and 2 full baths, including a luxurious primary ensuite with a marble double vanity, soaking tub, glass-enclosed shower, walk-in closet, and water closet. A main-level 4th bedroom or office with an adjacent full bath adds flexible living space. The open-concept main level is the heart of the home, showcasing hardwood floors, coffered ceilings in the dining area, vaulted ceilings in the great room, crown molding, and walls of windows that flood the space with natural light and panoramic water views and balcony access. The chef’s kitchen is outfitted with custom cabinetry, quartz countertops, eat-in island, wall oven, a French La Cornue gas range, and a cozy breakfast nook overlooking the water. A charming front den with built-in bookcases and a fireplace adds warmth and character. The finished lower level offers a family/rec room, 2nd fireplace, full bath, laundry area, and direct access to 2-car garage with EV charging. Just outside, a covered patio leads to the boathouse, outdoor entertaining area and pier. The voluntary community association offers amenities like private beaches, a pier, pavilion, firepit, playground, summer beach camps, and regular social events. Located just minutes from downtown Severna Park and a short drive to Annapolis and major commuter routes, this home truly captures the essence of waterfront living in a picturesque close-knit neighborhood.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Ashley Stanwick
$2,200,000
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Annapolis Area Residential Home

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192 Duke Of Gloucester Annapolis, MD 21401

6 Bed
4 Baths
3415 sqft
MLS# MDAA2122834
Virtual Tour
Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles.Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area.No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, updated flooring throughout and more. The result is a turnkey home where historic character meets modern sophistication & luxury.The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat, this is an Annapolis treasure ready for its next chapter.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Brian Jacobs
$2,198,000
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Annapolis Area Residential Home

Active

1307 Beachview Road Annapolis, MD 21403

4 Bed
5 Baths
3690 sqft
MLS# MDAA2123232
Virtual Tour
This waterfront Annapolis retreat in the sought-after Fishing Creek Farm community is one you don't want to miss! Perfectly sited on a quiet cul-de-sac, this home is ready to move into and elegantly designed for both everyday living and entertaining. Extensively renovated with over $500,000 in architectural and interior upgrades, the residence offers almost 3,700 square feet of thoughtfully designed space. The bright, open chef’s kitchen boasts custom cabinetry, marble countertops, designer backsplash, and top-of-the-line appliances—perfect for preparing intimate family meals or hosting large gatherings.Step outside to the expansive deck, and enjoy waterfront views and breathtaking sunsets over Fishing Creek. The first floor includes a guest bedroom with full bath and an extra half bath, while the serene primary suite upstairs features water views and a beautifully renovated bathroom. Two additional en suite bedrooms complete the second level, complemented by updated baths, and fresh carpeting. Pull down stairs lead to additional attice storage as well as under the stairwell, and the eaves in the loft.Don't miss the versatile loft above the garage that provides the perfect space for a home office, gym, or recreation room and lots of storage accessed off the back deck. Pull down attic stairs for additional storage. Invisible fence. Access to community beaches from 3 spots: across the street, from Southbreeze and from Cherry Tree. And, at high tide, you can access the water in front of the house with your kayak!Living in Fishing Creek Farm offers more than a home—it’s a lifestyle. Residents enjoy resort-style amenities, including a private community beach with fire pit, pool, tennis and pickle ball courts, walking trails, and an active marina.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Georgie Berkinshaw
$2,198,000
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Annapolis Area Townhome

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2135 Sand Castle Court Annapolis, MD 21403

3 Bed
5 Baths
3082 sqft
MLS# MDAA2124438
This spectacular end-unit townhome in the gated waterfront community of Chesapeake Harbour offers stunning panoramic views of the Chesapeake Bay and Bay Bridge. With 3,082 sq. ft. across four finished levels and a private elevator, this residence blends luxury, comfort, and convenience.Highlights include a wraparound main-level deck perfect for entertaining, a living room with fireplace and custom built-ins, and a gourmet kitchen with SubZero refrigerator, GE double ovens, granite and Corian countertops, and skylights. The primary suite boasts a private deck with breathtaking Bay views, three closets, and a new (2024) spa-inspired bath with custom cabinetry, soaking tub, and walk-in shower. The loft level offers unmatched views of the Bay along with a full bath, while the finished lower level provides a wet bar, full bath, workshop, and access to a one-car garage with storage plus parking for two additional vehicles.Major updates include lower-level HVAC (2022), 80-gallon water heater (2021), freshly painted interiors (2025), and multiple window/door replacements.The community of Chesapeake Harbour offers an incredible array of amenities including: gated and guarded security, professional management, two community pools (one with bay views), tennis courts, walking trails, beaches, a jetty pier, marina, community grills and public waterfront restaurant. Condo and HOA takes care of landscaping, trash/snow removal, Comcast, and flood insurance. HOA maintains siding, decks, roof (replacement scheduled for 2026), gutters, and annual fireplace/termite inspections.Enjoy resort-style living with stunning water views just minutes from Downtown Annapolis in one of the most desirable waterfront communities.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Georgie Berkinshaw
$2,149,000
Pending

Grasonville Area Residential Home

Pending

7 Parsons Island View Grasonville, MD 21638

4 Bed
4 Baths
3281 sqft
MLS# MDQA2014752
Welcome to waterfront luxury living in the coveted golf course community of Prospect Bay. This one-level home combines timeless design, modern updates, and resort-style amenities on 1.39 acres. With water views from nearly every room, breathtaking sunset views, and beautiful landscaping throughout, every moment at home feels like a retreat.The heart of the home is an entertainer’s dream—an open-concept living area featuring a propane stacked stone fireplace, expansive windows, and seamless flow to the outdoors. The gourmet kitchen is fully updated with an oversized island, 8-burner stove, and top-of-the-line appliances, while the adjoining living space opens to a patio designed for al fresco dining and sunset views. A bright sunroom with floor-to-ceiling windows frames the poolside fire pit, perfect for gathering with family and friends.The primary suite is a private sanctuary with floor to ceiling windows offering water views, direct deck access, a walk-in closet, and a spa-like bath with dual sinks. Two additional spacious bedrooms in the main house share an updated hall bathroom. Guests are equally pampered with their own detached cottage—complete with bedroom, bathroom, kitchenette, and private patio overlooking the water.Outdoors, the amenities rival a private resort. A spacious deck leads to a 20x40ft infinity pool, a hot tub and sweeping Bay views, while a private pier with a 10,000lb lift the potential for endless boating adventures. The lush landscaping provides both beauty and privacy, with mature trees offering the perfect balance of sun and shade.Additional features include a two-car garage with ample storage and workshop space, laundry area off the garage, and multiple indoor/outdoor living spaces designed for both relaxation and entertaining. This is more than a home—it’s a lifestyle of elegance, comfort, and waterfront tranquility in one of the area’s most sought-after communities. 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
$1,999,900
Active

Ocean City Area Condominium

Active

301 14th Street 308/309 Ocean City, MD 21842

6 Bed
8 Baths
3850 sqft
MLS# MDWO2030840
Virtual Tour
Unparalleled Coastal Luxury in Ocean City's Laguna Vista! Step into an Ocean City masterpiece—an expansive condo that redefines luxury living on historic 14th Street. Located at 301 14th Street, Units 308/309, this stunning residence at Laguna Vista is the epitome of space and elegance, offering just shy of 4,000 square feet of vacation living space. Created by merging two adjacent units into one, this property boasts 6 bedrooms, 6 full baths, and 2 half baths across a sprawling, light-filled layout. Whether you're looking for a grand family retreat or a perfect setting for corporate gatherings, this unique property delivers all the space you need without the maintenance of a detached summer home. Breathtaking water views of Harbour Island Marina Basin set the stage for serene mornings and unforgettable sunsets from your large, private balconies. Inside, you'll find high-end finishes including laminate plank flooring, ceramic tile, and granite countertops that exude modern sophistication. Crown molding and high ceilings enhance the sense of openness, while two gas fireplaces create cozy gathering spots for cool coastal evenings. The dual full kitchens are fully equipped, each with electric ranges, dishwashers, microwaves, refrigerators, and two sets of washers and dryers—perfect for hosting large groups with ease. Designed for year-round comfort, the building offers indoor heated pool access, an exercise room, under-building assigned parking with space for four cars (two assigned spaces and two guest passes), and a secured lobby with two elevators for convenience and peace of mind. Laguna Vista is a well-maintained, highly desired building with a quarterly condo fee of $5,000. This fee covers Common Area Maintenance, Exterior Building Maintenance, Insurance, Management, Parking Fee, Pier/Dock Maintenance, Pool(s), Reserve Funds, Water, and Cable, ensuring truly hassle-free living. Prime Location in Ocean City! This incredible residence is just a five-minute stroll to Ocean City’s famous beaches and boardwalk. Enjoy the best of coastal living with local gems like Rod & Reel at Harbour Island, FishTales Restaurant and Marina, and a vibrant boardwalk experience—all within a couple of blocks! Far enough to enjoy peace and quiet without the boardwalk riffraff, yet close enough to indulge in Ocean City’s best attractions. The unit is Move-In Ready and has been lovingly maintained by a private family. Original owners and never a rental, making it the perfect opportunity for personal use or future rental potential. Enjoy front-row access to the White Marlin Open every August, the Air Show, and the dazzling Fourth of July fireworks. For boaters, a slip is available for rent, adding even more coastal lifestyle options.Live where Ocean City’s vibrant lifestyle meets luxurious comfort—your perfect summer escape or year-round sanctuary awaits at Laguna Vista. Don’t miss this rare opportunity to own a piece of Ocean City paradise!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Wendy "Wendy T." Oliver
$1,875,000
Active

Edgewater Area Residential Home

Active

1207 Bay View Court Edgewater, MD 21037

4 Bed
5 Baths
5000 sqft
MLS# MDAA2121696
Virtual Tour
1207 Bay View Court isn’t just a waterfront home—it’s a boater’s paradise and a lifestyle sanctuary. Perfectly positioned on a scenic, protected cove off the South River, this exceptional property offers 5’ MLW at the private dock, making it a rare find for serious boaters and water lovers alike. Depart from your backyard and reach the South River in just 15 minutes or be cruising the Chesapeake Bay within 30—your gateway to endless waterfront adventures. The dock is fully outfitted for your fleet: one slip accommodates a 40’ boat, three lifts support 36', 18', and 16' vessels, and there’s even a dedicated jet ski lift—this is the ultimate setup for the boating enthusiast who wants it all. Inside, the home blends original charm with thoughtful modern expansion across two spacious levels. The main floor offers two bedrooms, 2.5 baths, two kitchens, a full laundry room, and flexible spaces perfect for multi-generational living, extended guest stays, or a private in-law suite. The gourmet kitchen opens to a sunlit dining area and family room with walls of glass that capture the water like a painting. Enjoy cozy evenings by the pellet stove framed by a dramatic stone surround, or greet the sunrise in the waterside Florida room—every space invites you to slow down and savor the view.Upstairs is where the fun unfolds. A massive great room with soaring vaulted ceilings and a full bar is made for entertaining—whether it’s a holiday bash, Sunday football, or sunset cocktails with friends. Two more bedrooms, two full baths, a second laundry area, and hardwood floors throughout add comfort and style at every turn. Outside, multiple waterside decks are perfect for summer crab feasts and sunset dinners, while the oversized two-car garage, carport, and abundant parking make gatherings effortless. Living here means embracing a waterfront lifestyle—launching paddleboards with the kids, cruising out for a day on the Bay, or dining al fresco under the stars. Located in a sought-after Edgewater community with top-rated schools and a warm neighborhood feel, 1207 Bay View Court is more than a home—it’s the place where every memory begins on the water and ends with a smile..
Listing Courtesy of BRIGHT IDX / Coldwell Banker Realty / Wendy "Wendy T." Oliver