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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

The historic Fairview Manor Estate offers a rare opportunity to own a distinguished piece of Maryland’s heritage on ≈ 6 acres of park-like grounds.
Originally part of the ≈ 1,000-acre Fairview Plantation, this storied property was home to generations of the Bowie-Duckett-Oden family, among the most prominent in Maryland’s early economic, political, and social history. 
Fairview’s history reflects both the accomplishments and injustices of Maryland’s early years. The estate stands today as a reminder of that complex past and an opportunity for thoughtful stewardship that honors its full legacy while restoring one of the state’s most significant historic properties.
Built circa 1790 in a transitional Federal/Greek Revival style, the manor house displays enduring architectural integrity—masonry walls, original long-leaf heart-pine floors, soaring 12-foot ceilings, ten fireplaces, carved marble mantels, and handcrafted millwork. 
Gracefully sited on a terraced hilltop overlooking acres of an expansive south facing front lawn, the estate combines privacy, proportion, and presence. The property is adjacent to the vibrant and thriving Fairwood community but not a part of its HOA.
A full restoration has paused - the property to be sold "as is". The property is eligible for public historic preservation grants, offering financial support for restoration. Fairview now awaits a discerning new steward to restore and reimagine this landmark estate for generations to come.
The original 10-acre estate has been subdivided into two separate lots. The new plat is recorded in PGC land records Plat Book ME 270 as Plat # 81. This listing is for Lot 1 only which includes the Fairview Manor House and outbuildings.  
Private property – no trespassing on any part of property.  Showings are by appointment and require escorting by Seller’s representative. Proof of funds required to schedule a showing tour. Buyer responsible for due diligence for current and potential  permitted uses.
#MDPG2180108

BOWIE

4600 FAIRVIEW VISTA DRIVE

6 Beds

4 Baths

6,000 Sq.Ft.

$1,494,000

MLS#: MDPG2180108

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

Welcome to your dream lakefront retreat at Deep Creek Lake! This newly remodeled three-bedroom, three-and-a-half-bathroom residence offers the perfect blend of luxury and lakeside living.

Step inside to discover a fully transformed interior where modern elegance meets comfortable living. The open-concept design creates a seamless flow between living spaces, perfect for entertaining or relaxing with family. 

The true magic of this property lies in its exceptional outdoor spaces. Your private dock slip awaits, offering immediate access to the waters of Deep Creek Lake. The expansive deck serves as an ideal setting for outdoor dining, sunset watching, or simply soaking in the breathtaking lake views. Whether you're an avid water sports enthusiast or someone who appreciates the tranquility of lakefront living, this property delivers the best of both worlds.

Located in a prime position on Deep Creek Lake, you're just minutes from Deep Creek Lake State Park, local dining favorites, and year-round recreational activities. The property's proximity to restaurants like Firewater Kitchen & Bar and the popular Honi Honi Bar means entertainment is never far away.

This turnkey property represents a rare opportunity to own a fully renovated lakefront home in one of Maryland's most sought-after vacation destinations. Don't miss the chance to make this stunning waterfront retreat your own piece of paradise.
#MDGA2009104

SWANTON

468 PRITTS ROAD

3 Beds

3 Baths

2,132 Sq.Ft.

$1,490,468

MLS#: MDGA2009104

*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

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

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

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

ENTERED FOR COMP PURPOSES ONLY.
#1002422549

POTOMAC

9735 BEMAN WOODS WAY

4 Beds

4 Baths

N/A

$1,490,000

MLS#: 1002422549

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

Lovely horse property.  Beautiful custom built all brick large estate home. 4/5 bedrooms, 4 full baths, first floor master trey ceiling master bath shower and jetted tub.  Office with french doors, fully equipped kitchen natural cherry cabinets, open family room, Formal dining with butler pantry. mud room with washer dryer hook ups. 2 staircases. Upstairs 3 bedrooms 2 baths large bonus/ play room. Full unfinished basement, partially studded and rough in bath.
Horse barn 7 -12x12 stalls 6 - 6x12  stalls. Board fence around barn and front paddocks.  18 open fenced acres, 5 wooded acres. 36x48 machine shed. Water and electric to barn and machine shed. Outside barn and drone photos will be taken on Saturday and uploaded Sunday. The property is occupied and an appointment must be made to show, dogs on the property need to be contained.
#MDFR2045542

WALKERSVILLE

10490 HARP ROAD

4 Beds

4 Baths

3,588 Sq.Ft.

$1,490,000

MLS#: MDFR2045542

Welcome to 140 Winsome Circle, a sought-after end-unit elevator townhome in the acclaimed Grosvenor Heights community, built by award-winning EYA Homes. This one-of-a-kind home is the only residence in the community that sits directly next to a protected forested area, providing exceptional privacy, lush views, and a true connection to nature—just minutes from the heart of Bethesda

Thoughtfully designed and impeccably maintained, this four-bedroom, 3.5-bath home spans over 3,000 of above grade square feet across four levels, with ten-foot ceilings and a light-filled open floor plan.

The main living level impresses with 14 floor-to-ceiling windows with accompanying transoms which flood the space with natural light. The gourmet kitchen features a quartz island with pendant lighting and seating for four, and is outfitted with premium Bosch appliances, including a five-burner gas cooktop, convection oven, wall oven, and paneled refrigerator and dishwasher. An Aqua Crest kitchen drinking water filter adds a refined touch for everyday convenience.

The adjoining living and dining areas include custom built-ins, a gas fireplace with granite surround, and access to a private rear deck overlooking the trees. The main living level also includes a discreetly positioned half bath for added convenience.

Upstairs, the serene primary suite includes two custom walk-in closets and a spa-inspired bath. Two additional bedrooms, one of which features a charming Juliet balcony, share a full hall bath. A spacious laundry room with built-in storage and a utility sink completes the level. On the entry floor, a fourth bedroom or flexible office space with an en suite bath provides an ideal setup for guests or working from home.

The show stopping rooftop terrace is an entertainer’s dream, thoughtfully designed for year-round enjoyment. It features custom deck tiles, stainless steel cabinetry, a prep sink, a built-in Sedona gas grill with dedicated hookup, and a Viking beverage refrigerator ideal for cooking, serving, and relaxing outdoors. A wet bar and flat-screen TV (which conveys with the home) complete the space. For added comfort and versatility, the terrace includes a motorized awning for shade and a motorized privacy screen at the wet bar. Whether you're hosting a lively gathering or unwinding under the stars, this elevator-accessed rooftop offers the perfect blend of luxury and function.

Additional highlights include a private two-car garage, custom closets, whole-house AV wiring with Sonos, programmable Lutron lighting consoles, and elevator access to all four levels.

Ideally located, residents of Grosvenor Heights enjoy an active community and easy access to a wide array of nearby amenities. Stroll through the lush green walking paths of Fleming Park, the Bethesda Trolley Trail, and Rock Creek Trail. Minutes to Grosvenor-Strathmore Metro, Wildwood Shopping Center, Pike & Rose, and the Music Center at Strathmore. Convenient to I-495 and I-270, and districted into some of Montgomery County’s top-rated public schools.

140 Winsome Circle offers the rare combination of modern luxury, privacy, serene surroundings, and unmatched convenience. This is Bethesda living at its best.
#MDMC2181130

BETHESDA

140 WINSOME CIRCLE

4 Beds

3 Baths

2,743 Sq.Ft.

$1,490,000

MLS#: MDMC2181130

This exceptional corner Penthouse at The Vue boasts panoramic, unobstructed water and city views from every angle. Spanning nearly 3,900 square feet of interior and exterior living space, this impressive  three-bedroom, three-and-a-half-bath condo has been beautifully renovated to create a modern, move-in ready masterpiece. Featuring oversized glass French doors, high ceilings, two private terraces, and stunning vistas from every room, this residence is a true gem. Inside, you'll find lavish finishes including wide plank hardwood floors, designer lighting, custom tile, and a gas fireplace that sets an elegant tone for both daily living and entertaining. The living and dining areas flow seamlessly into the open Chef's kitchen with a spacious center waterfall quartz island, seamless quartz backsplash, custom cabinets, and top-of-the-line Viking and SubZero appliances. The primary suite is a haven of luxury with a walk-in closet and terrace access, while the primary bath features an oversized glass-enclosed shower with dual shower heads and a floating double vanity. Two additional bedrooms offer abundant natural light and skyline views, each with its own renovated en-suite bath. The professionally landscaped terraces flank the living space providing incredible outdoor living. This residence achieves the rare feat of being grandly scaled for entertaining while offering private and intimate spaces for day-to-day living, together with an indoor/outdoor lifestyle that exceeds all expectations. Two premier garage parking spaces convey. The Vue is ideally situated in Baltimore's most sought after neighborhood, steps from the city's finest restaurants, boutique shops, Whole Foods, Starbucks, the Inner Harbor, waterfront, and nightlife. The condo fee covers AC, heat, water, security, and concierge services. Take the elevator to the 2nd floor to access the MAC gym and Harbor East Cinemas adding to the convenience and luxury of this remarkable property.
#MDBA2162464

BALTIMORE

675 PRESIDENT STREET 2805

3 Beds

3 Baths

3,900 Sq.Ft.

$1,490,000

MLS#: MDBA2162464

Welcome to the Plantations, a luxury community in West Ocean City. This exceptional 4-bedroom, 4.5-bathroom townhome covers 3 stories, comes fully furnished, and offers the ultimate coastal living experience.

On the first floor, you'll find a spacious living area and a bedroom with a full private bathroom. On the second floor, the primary suite boasts captivating views of Assateague Island from its private balcony, has an extra large walk-in closet, and a luxurious bathroom with two vanities and a tiled shower. The remaining two bedrooms on the second floor are equally luxurious, each with a private bathroom. 

The third story features soaring ceilings, an open-concept floor plan, and two private balconies, along with a state-of-the-art gourmet kitchen with granite countertops, stainless steel appliances, and ample storage and counter space. This third floor is perfect for entertaining, with a spacious and open living room flooded with natural sunlight and a private balcony with tranquil views of Assateague Island.

Additionally, the townhouse includes an elevator for easy access to all three levels of living space and a 2-car garage for vehicle storage. Also available is an optional membership to access the pool, clubhouse, and gym amenities at the adjacent Marsh Harbour Community. 

Don't miss this opportunity to own a piece of paradise near top-notch restaurants, shopping, entertainment and beaches, centrally located in West Ocean City.
#MDWO2022456

OCEAN CITY

12920 CARMEL 6

4 Beds

4 Baths

3,130 Sq.Ft.

$1,490,000

MLS#: MDWO2022456

Private driveway leads you down this wooded lane that gradually approaches this stunning waterfront estate. ''Southern Living'' - architectural style in this custom built home with approximately 4,700 sq. ft. of living space.  First floor master suite, additional 4 bedrooms, bonus room and 3.5 baths.  Generous gourmet kitchen with all the bells and whistles including an ample sized gathering area.  Boasting over 13 acres with approximately 1,000' of water frontage with private dock, it's like owning your very own peninsula.  Waterfront screened gazebo and quaint custom built potting shed are a couple more fine touches.  Just think, 10 minutes away from the hustle and bustle of Ocean city and quick access to Rt13, Rt113 & Rt50.  Call  today for private showing
#1000515580

BERLIN

11146 SPRING BRANCH LANE

5 Beds

3 Baths

4,773 Sq.Ft.

$1,490,000

MLS#: 1000515580

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