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Chesapeake Bay Waterfront with Breathtaking Views. Experience exceptional waterfront living in this custom-built 5,240 sq ft residence, beautifully situated on an elevated bluff in the sought-after Great Oak Community of Chestertown, Maryland. Offering 5 bedrooms and 3.5 baths, this remarkable home captures sweeping Chesapeake Bay views and unforgettable sunsets from nearly every room. The property features 150 feet of riprap-protected shoreline and direct water access via a brand-new private 140ft pier complete with lighting, water service in four locations, a 12,000-lb boat lift, and two jet ski lifts—perfect for boating and waterfront recreation. Inside, the home impresses with 9-foot ceilings and hardwood floors throughout most of the main level. Designed for entertaining, the gourmet kitchen showcases luxury appliances, a distinctive chef’s cutting-board countertop, and new LVP flooring. The grand great room is a true showpiece, featuring a floor-to-ceiling brick wood-burning fireplace, vaulted shiplap pine ceiling, exposed beams, and views of the Bay! Additional living spaces include an elegant formal dining room, a spacious gathering room, and a casual dining area highlighted by a gas fireplace. The first-floor primary suite offers privacy and comfort with a walk-in closet and an updated bath featuring new flooring, a corner soaking tub, and dual vanities. Two additional bedrooms, a full bath, and a laundry room complete the main level. The second floor provides two generously sized bedrooms, a large living area, a full bath, and an 18’ x 22’ unfinished bonus room/man cave with a separate staircase offering access to the garage or exterior—ideal for future expansion or customization. Notable features include a new roof, an oversized two-car garage with workbench, a small basement housing a state-of-the-art temperature- and humidity-controlled wine cellar, a Culligan whole-house water filtration system, and two hot water heaters. One of the home’s most captivating spaces is the expansive screened-in porch, stretching across much of the waterfront side of the home. With three ceiling fans and panoramic Chesapeake Bay views, it offers the perfect setting for relaxing or entertaining year-round. Whether you’re seeking a serene waterfront retreat or a home designed for memorable gatherings, this exceptional coastal property delivers. Just minutes from historic Chestertown, home to Washington College, waterfront dining, farmers’ markets, parks, festivals, and river cruises. Conveniently located near Safe Harbor Great Oak Marina and approximately 90 minutes from Washington, D.C. and Philadelphia. Schedule your private showing and experience Chesapeake Bay living at its finest
#MDKE2005898

CHESTERTOWN

10800 CLIFF ROAD

5 Beds

3 Baths

5,241 Sq.Ft.

$1,495,000

MLS#: MDKE2005898

A true diamond in the rough, 10108 Ormond Road presents an extraordinary opportunity in the heart of Potomac Village, just a half-mile from the area's vibrant retail and dining center. Custom-designed and built in 1973, this timeless rambler-style home is being offered for sale for the very first time. Nestled on a picturesque 0.85-acre lot, the residence boasts over 3,600 square feet of main-level living space, with an equally expansive lower level, ready to be reimagined and personalized. Designed to seamlessly integrate indoor and outdoor living, the home’s defining feature is a continuous wall of sliding glass doors that spans the entire back of the house— from kitchen through Great Room, den and primary suite. This integrative design ensures that nearly every space enjoys sweeping views of the expansive backyard, filling the home with natural light and a sense of openness. A grand foyer welcomes you into the home flanked by a gracious formal dining room and an elegant formal living room. At the heart of the home, the Great Room impresses with vaulted ceilings, skylights, a fireplace, and seamless indoor-outdoor flow to an expansive patio, ideal for entertaining or quiet retreat. The renovated kitchen features solid wood cabinetry, granite countertops, gas cooking and a center island, all opening to a skylit breakfast room drenched in sunlight with private backyard views. The bedroom wing of the home offers exceptional space and versatility. A home office with a fireplace, adorned with a striking copper hood, serves as a quiet retreat with sliding doors to the patio and a private connecting doorway to the primary suite. The primary suite itself is large, offering the perfect footprint for a newly designed spa-like bath and an enviable walk-in closet. Down the hall, three additional generously sized bedrooms and two full baths provide comfort and flexibility. Rounding out the main level is a powder room, a spacious laundry/mudroom, and an oversized two-car garage, ensuring convenience and ease of living. The lower level of the home is equally expansive, offering endless possibilities for recreation, work, or additional living space. A grand rec room, large enough to accommodate multipurpose areas, serves as the focal point of this level. Adjacent to it, a private den offers the potential to be transformed into a home gym or media room, while a separate bedroom suite with a full bath provides ideal accommodations for guests or extended family. Additional features include a cedar closet, multiple storage rooms, and a powder room for added convenience. The lower level can be accessed via two separate staircases from the main level as well as a walk-up exterior entrance, offering flexibility and privacy. With its unmatched location, expansive layout, and limitless potential, 10108 Ormond Road presents a rare opportunity to transform a custom-built Potomac Village estate into a modern masterpiece, just moments from shops, dining, and major commuter routes.
#MDMC2165852

POTOMAC

10108 ORMOND ROAD

5 Beds

4 Baths

4,033 Sq.Ft.

$1,495,000

MLS#: MDMC2165852

You found it! An oceanfront condo that combines an extraordinary residence with an extraordinary building... in an extraordinary location. (We apologize for the possible overuse of "extraordinary".... but we felt it was warranted in this case). That's exactly what you'll find at Carly E #301. Located within OC's premier oceanfront boutique condominium, this beautifully furnished third-floor residence offers nearly 2,000 square feet of luxury living. That makes it one of the largest three-bedroom oceanfront floorplans you'll find anywhere on the island. Add an oceanfront end-unit location, soaring ceilings, a gourmet Viking kitchen with a gas range, a gas fireplace, electric storm shutters, and panoramic Atlantic views, and you begin to understand what we're so excited about. With only nine residences in the entire building, owners enjoy a level of privacy that's difficult to find in Ocean City. There are fewer neighbors, less elevator traffic, quieter common areas, and a true boutique atmosphere that simply feels different from larger high-rise buildings. Add a beautifully maintained indoor atrium pool, controlled-access elevator lobby, covered parking, private storage lockers, and one of the strongest, most respected condominium associations in Ocean City, and you're in thin air, with not a lot of competition to speak of. Inside residence #301, "quality" is all you'll see. Expansive wood work, custom finishes, high ceilings, views overlooking the Atlantic Ocean, and an open (oversized) floorplan.... all combine to create a luxury retreat unlike anything else at the beach. The gourmet kitchen is designed for people who actually enjoy cooking, featuring premium Viking stainless steel appliances, a gas range that's rarely found in Ocean City condominiums, generous workspace, and beautiful cabinetry that anchors the heart of the home. The spacious oceanfront balcony quickly becomes your favorite room without walls. Sunrise coffee. Afternoon sea breezes. Evenings spent listening to the waves. It's the kind of outdoor living space that reminds you why you chose the ocean in the first place. ------ Location matters just as much. Positioned on 63rd Street at the base of the Route 90 Bridge, you'll enjoy one of the easiest arrival experiences anywhere in Ocean City. Instead of driving the length of the island every Friday or Saturday, you're home within minutes of crossing the bridge. At the same time, you'll enjoy one of Ocean City's widest, least crowded stretches of beach, while remaining just a short walk from some of the area's favorite restaurants, shopping, and entertainment. This residence is currently a successful weekly rental through Central Reservations, providing the next owner with the flexibility to continue generating income while enjoying one of Ocean City's premier oceanfront addresses. Some luxury properties impress you the day you walk through the front door. The very best ones continue impressing you every time you come back. Carly E #301 is one of those rare places. ****UPDATED AND ADDITIONAL PHOTOS TO BE ADDED BY 7/26
#MDWO2039778

OCEAN CITY

6301 ATLANTIC AVENUE 301 CARLY E

3 Beds

3 Baths

1,984 Sq.Ft.

$1,495,000

MLS#: MDWO2039778

Open house
A significant price reduction has been made on this stunning home! Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek and parking on both sides of street, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation and completely fenced in. Features 2 ensuite Bedrooms and a 3rd enclosed Bedroom easily adapted into a private home office or gym while still preserving the home's architectural flow. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living.
#MDAA2154154

ANNAPOLIS

100 MARKET STREET

3 Beds

2 Baths

2,245 Sq.Ft.

$1,495,000

MLS#: MDAA2154154

NEW YEAR ON IT’S WAY AND NOW IS TIME TO PLAN YOUR NEW LIFE. THIS FARM WOULD BER A GREAT PLACE TO START. ‘BIG BUCKS,, GAGGLE OF TURKEYS, WOOD DUCKS & GEESE. Narrow fields, hedgerows and curved woods giving lots of cover near the ponds and impoundments gives hunting sites spread throughout. Home was moved approx 20 years siting onto a new foundation then renovated to enjoy the views and ready for its new owners. Horses, we have some fencing, turn in shed, 4 stall to the rear of 3 level barn giving you plenty of room for storage of hay, straw and feed. And think how much fun to ride through and impoundment? Almost adjoins the 4,000 Millington Wildlife Preserve, with riding trails. Remember this area is protected from the surrounding farms becoming communities and the end of your dreams. Haven’t you work Hard all these Years? Reward yourself now with unique Opportunity while it’s available. LOOKING FOR EXTRA INCOME? RECENT ZONING CHANGE NOW PERMITS Farm Wedding SITE ** IMAGINE A NEW CLASIC BARN AND MAYBE EVEN A GAZIBO BOTH OVERLOOKING THE LARGEST POND INCLUDING LANDSCAPING, PARKING AND OTHER FEATURES TO THIS UNIQE PROPERTY. COOLEST THING, YOU ARE LANDLORD, LET WEDDING PLANNERS DEAL WITH REST. PHIL RIORDAN AGENT MEREDITH FINE PROPERTIES
#MDKE2006694

GOLTS

13235 KNOTTS LANE

3 Beds

2 Baths

1,893 Sq.Ft.

$1,495,000

MLS#: MDKE2006694

Welcome to 4007 Wintersweet Court in the sought-after Preserve at Smalls Nursery community in Rockville, MD. This impressive Craftmark Homes, Kenwood model offers 6 bedrooms, 5.5 bathrooms, approximately 7,938 square feet of living space on a .44-acre lot. From the moment you arrive, the home makes a stunning impression with Calvert stone walls on each side as you enter the driveway with lantern lights, custom stone mailbox, and front exterior lighting, highlighting the beautiful stone front, brick garage side, and vinyl siding exterior. The home has been freshly painted throughout. Step inside to a welcoming foyer featuring a beautiful spiral staircase that leads into the heart of the home. The grand family room offers soaring ceilings and a striking stone gas fireplace, creating the perfect gathering space. The main level also includes a formal living room, elegant dining room, sunroom filled with natural light, and a private office with custom built-in shelving. The gourmet kitchen is designed for both everyday living and entertaining, featuring a Viking gas cooktop, gorgeous custom hood, double Thermador wall ovens, warming drawer, built-in microwave, and a Sub-Zero refrigerator with custom wood panels matching the cabinetry. A large center island easily seats six stools, complemented by a separate table area for casual dining. The kitchen also includes a butler’s pantry with shelving and a wine refrigerator for added storage and entertaining convenience. Just off the kitchen is a winterized porch with heat and air conditioning, perfect for year-round enjoyment. The fully finished walk-out basement provides additional living space and features a dedicated wine cellar, along with plenty of room for recreation, guests, or a home gym. The owner’s suite is a true retreat, offering his and her closets and a private sitting room with custom built-ins and a charming window seat. The spa-like owner’s bath includes a separate soaking tub, spacious shower, and two separate sink areas. Outdoor living is just as inviting with a Trex deck and a beautiful flagstone patio with a built-in seating wall, perfect for relaxing or entertaining, all within a fully fenced backyard. Residents enjoy walking trails and a playground just steps away, with convenient access to ICC (MD-200), the Rockville Metro (approximately 6–7 miles away), shopping, dining, and parks.
#MDMC2214306

ROCKVILLE

4007 WINTERSWEET COURT

6 Beds

5 Baths

7,152 Sq.Ft.

$1,494,900

MLS#: MDMC2214306

Where timeless elegance meets modern luxury, this extraordinary Howard County Tudor is the home dreams are made of. Meticulously renovated from top to bottom with impeccable attention to detail, this exceptional residence offers refined living, grand entertaining spaces, and resort-style outdoor amenities. A breathtaking two-story foyer welcomes you with rich exposed brick accents, soaring ceilings, and dual coat closets, setting the stage for the sophistication found throughout. The dramatic great room is the centerpiece of the home, showcasing 18-foot ceilings, expansive windows that flood the space with natural light, and a stunning wood-burning fireplace that creates an atmosphere of warmth and grandeur. Designed for both elegant entertaining and everyday living, the formal dining room provides the perfect setting for memorable gatherings, while the distinguished library, complete with custom built-in cabinetry, offers an ideal executive home office or private reading retreat. The spectacular gourmet kitchen is a chef's masterpiece, featuring premium finishes, abundant cabinetry, and an open-concept design that flows effortlessly into the inviting family room, where a second wood-burning fireplace creates the perfect backdrop for intimate evenings with family and friends. The upper level is a luxurious sanctuary, featuring brand-new plush carpeting throughout and four generously proportioned bedrooms. The lavish primary suite serves as a private retreat, complete with a spa-inspired bath boasting an oversized walk-in shower, dual vanities, designer finishes, and a spacious walk-in closet designed to accommodate every wardrobe. The fully finished lower level elevates the home's entertainment offerings with luxury vinyl plank flooring, a stylish wet bar complete with a wine refrigerator, a temperature-controlled wine cellar, a potential fifth bedroom, generous storage, and an included pool table—creating the ultimate destination for game nights, celebrations, and unforgettable gatherings. Step outside to your own private oasis. An expansive deck overlooks a beautifully landscaped backyard framed by mature trees, offering exceptional privacy. The stunning in-ground pool and spa transform the outdoor space into a five-star retreat, perfect for relaxing summer afternoons, elegant al fresco dining, or entertaining on a grand scale. Perfectly blending classic Tudor architecture with sophisticated contemporary finishes, this remarkable residence offers an unparalleled lifestyle in one of Howard County's most coveted communities. Every space has been thoughtfully curated to deliver comfort, elegance, and luxury at every turn.
#MDHW2070782

COLUMBIA

11725 MIDDLE PATUXENT COURT

5 Beds

3 Baths

4,817 Sq.Ft.

$1,494,900

MLS#: MDHW2070782

Ground up new build from CM Conlan Builders. 9 ft ceilings on first floor, bespoke luxury finishes. Call listing agent Kevin Kehoe @ 301-512-7069 for more info.
#MDMC722606

KENSINGTON

10119 CRESTWOOD ROAD

5 Beds

4 Baths

4,900 Sq.Ft.

$1,493,000

MLS#: MDMC722606

*RIGHT ON THE CRESCENT TRAIL.Stately home on most desirable street w/marvelous views of Parkland and the Trail.Superb Living and Entertaining spaces,recently refin.hardwood floors, freshly painted, large deck+ day-light walkout lower level Recr.Room,4 Bedrooms/3Baths on 2nd level, 2-car Garage on main level, In move-in condition and in a divine setting.
#1002518355

BETHESDA

5105 RANDALL LANE

5 Beds

4 Baths

4,690 Sq.Ft.

$1,490,000

MLS#: 1002518355

PRIME REDEVELOPMENT OPPORTUNITY - This property offers an existing building that could be utilized or raised for new development. The property consists of .93 acres on the highly traveled Bel Air Rd in an already highly developed area in the Heart of Fallston. The traffic count exceeds 30,000 per day. The property has 173 ft of road frontage and is 235 ft deep. The level lot offers numerous opportunities for anyone looking to redevelop. The opportunities are endless with CI Zoning. The current status is the existing building offers 5,934 square feet and is tenant occupied in short term leases with an income of approximately $3,100 per month. Tenants would stay if allowed. There is also 3 other vacant units that could be leased out at purchasers discretion. See documents for further information on the property and call for details and site visits.
#MDHR2027622

FALLSTON

2101 BEL AIR ROAD

None Beds

None Baths

5,934 Sq.Ft.

$1,490,000

MLS#: MDHR2027622

This thoroughly and comprehensively updated mid-century contemporary home boasts an above average lot size (approximately 0.6 acre) with mature trees providing privacy and acting as an effective noise shield. It's nested at an elevated position up on a hill with a private driveway and captivating seasonal views of Potomac River. The highly sought-after Glen Echo Heights is a quiet neighborhood oasis with a rustic feel that at the same time, offers driving proximity to D.C, the larger Bethesda area and Northern Virginia. The C&O canal park and neighborhood pool (with transferable membership) are both within a short walking distance. This two-level dwelling possesses the unmistakable hallmarks of classic mid-century-style: cathedral ceilings, extra- large picture windows and open spaces. The house also features a spacious balcony/deck suitable for entertaining dozens of guests and providing serene views of the woods. While carefully preserving the authentic look of the house, the owners have performed an array of improvements over the years, inside and out, among them: installed custom Pella wood frame windows, etched glass and/or mirror accented doors, replaced the roof (plus added modern insulation), re-insulated the walls, replaced two HVAC units and added a split AC/heat pump for bedrooms, as well as a tankless water heater; upgraded the electrical panel and installed a central vacuum. All kitchen and laundry appliances were also upgraded (full List of Improvements is in the Documents section of this listing). Come see this gem of a house! It promises an opportunity to live in harmony with nature and modern living space in one of the region's most desirable enclaves.
#MDMC2181222

BETHESDA

7019 MACARTHUR BOULEVARD

4 Beds

3 Baths

2,202 Sq.Ft.

$1,490,000

MLS#: MDMC2181222

ENTERED FOR COMP PURPOSES ONLY.
#1002422549

POTOMAC

9735 BEMAN WOODS WAY

4 Beds

4 Baths

N/A

$1,490,000

MLS#: 1002422549

Custom-Built Bayfront Home in Sunset Island – Panoramic Views & Luxury Living in the Carolina style home, where the views are magnificent. Welcome to 4 Beach Side Mews, a one-of-a-kind Bayfront single-family home located in the exclusive, gated community of Sunset Island. Everything about this 4-story coastal retreat speaks to custom design and thoughtful craftsmanship, from its expansive balconies to its stunning 180-degree views of the Assawoman Bay. This home offers flexible living space across four levels, each designed for comfort, entertainment, and luxury. The ground level features a custom-finished garage with central vac, parking for four vehicles plus a golf cart, an outdoor shower, a den/home office, and a full bath—perfect for guests or a private workspace. A convenient elevator provides access to all levels. The second floor includes a spacious owner’s suite and a guest bedroom, each with a private bath and walk in closets. The laundry room is also located on this level for added convenience. The third floor is the heart of the home, offering some of the best views in Sunset Island. This level boasts a great room with a fireplace, a gourmet kitchen with high-end finishes and custom, built-in cabinetry, an oversized dining area, and a screened porch ideal for al fresco dining. Front & rear decks on this level provide plenty of space for lounging and soaking in the breathtaking scenery. The top level is a true showstopper: a second great room or loft-style entertainment space complete with a built-in bar, full bath with walk-in shower, and access to a sun deck offering panoramic views of the Assawoman Bay. Whether you're entertaining guests or enjoying quiet evenings at home, this space is an unforgettable highlight of the property. But the greatest feature of all? The views. With 10-foot-wide southerly exposed decks on multiple levels, this home was designed to capture every sunrise, sunset, and sparkling water view that Sunset Island has to offer. Community amenities include indoor and outdoor pools, three private Bayfront beaches, a fitness center with sauna, a clubhouse, on-site restaurant, fishing/crabbing pier, jogging paths, beautiful landscaping, and a staffed security gate. This is more than a home—it’s a lifestyle. Whether you're seeking a year-round residence or a luxury coastal retreat, 4 Beach Side Mews offers a unique opportunity to own a truly special property in one of Ocean City’s most desirable waterfront communities.
#MDWO2031616

OCEAN CITY

4 BEACH SIDE MEWS

2 Beds

3 Baths

3,822 Sq.Ft.

$1,490,000

MLS#: MDWO2031616

Welcome to one of Woodberry Farms’ most exceptional homes. Offering over 5,600 finished square feet on a beautifully landscaped 0.47-acre corner lot, this one-of-a-kind Whittington floor plan is the only one of its kind in sought-after Woodberry Farms. Ideally located in the heart of Severna Park, you'll enjoy easy access to Annapolis, Baltimore, Washington, D.C., and award-winning Blue Ribbon Severna Park schools. Designed for both everyday living and elegant entertaining, this four-bedroom, four-and-a-half-bath home blends timeless style with luxurious updates throughout. The stunning gourmet kitchen is the centerpiece of the home, featuring an oversized quartz island, custom white cabinetry, KitchenAid stainless steel appliances, designer tile backsplash, and generous gathering space. Brand-new wide-plank hardwood flooring extends throughout the main level, both staircases, and the upper hallway. A private office provides the perfect space for working from home, reading, or quiet relaxation. Upstairs, the luxurious owner's suite is a true retreat with a newly renovated spa-inspired bath featuring a Delta steam shower, Japanese soaking tub, premium fixtures, and a custom walk-in closet. Three additional spacious bedrooms each offer walk-in closets with custom built-ins and plantation shutters. The finished walk-out lower level is an entertainer's dream, complete with custom wet and dry bars, wine and beverage refrigeration, a commercial ice maker, and flexible living space with the potential for a fifth bedroom or second owner's suite. Outside, discover a private resort-style backyard featuring a heated saltwater gunite pool with PebbleTec finish, Baja shelf, rock waterfall, synchronized LED lighting, natural gas fire bowls, Ipe Brazilian hardwood decking, a saltwater hot tub, outdoor grilling area, and a Four Seasons glass conservatory with fireplace and climate control—creating an extraordinary outdoor living experience in every season. Meticulously maintained and extensively updated with premium mechanical systems, smart home technology, and exceptional finishes throughout, this truly unique residence offers luxury living at its finest in one of Severna Park's most desirable communities.
#MDAA2150368

SEVERNA PARK

59 SIMMONS LANE

4 Beds

4 Baths

5,612 Sq.Ft.

$1,490,000

MLS#: MDAA2150368

You said it HAD to be perfect. That you were NOT going to compromise. Good news! THIS is the one you've been waiting for, and it’s not every day that a home like this comes along. Perfectly positioned on a peaceful peninsula where the West River meets South Creek, this elegant retreat offers panoramic water views from every single room. No, really! EVERY. SINGLE. ROOM. From the moment you step inside, you’ll understand what we mean when we say: breathtaking. Whether you're hosting lively gatherings, quiet evenings with close friends, or simply soaking in the serenity with a cup of coffee, this home is designed to be enjoyed. Start your mornings with the sunrise glistening over the water, right from your kitchen window. In the evenings, unwind in the glass-enclosed sunroom and watch the sun dip below the horizon—it's a front-row seat to nature’s nightly masterpiece. Upstairs, you’ll find a generous 1,000-square-foot space ready for whatever your lifestyle needs—an artist’s loft, private guest quarters, au pair suite, retreat for your college student, or even an income-producing Airbnb. The possibilities are as expansive as the views. If you've been searching for the rare blend of tranquility, luxury, and versatility in a waterfront home, this one checks EVERY box. If you were waiting for the PERFECT one with NO compromising, this is it.
#MDAA2118912

WEST RIVER

1045 BACK BAY BEACH ROAD

3 Beds

3 Baths

2,985 Sq.Ft.

$1,490,000

MLS#: MDAA2118912

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