luxury real estate for sale Maryland, United States (page 17)

Welcome to 200 Wye Road, an exceptional waterfront estate set on over two private acres along the Wye River, directly across from the protected natural beauty of Wye Island. Here, scale, setting, and thoughtful design converge to create a truly elevated Eastern Shore lifestyle. Spanning more than 8,100 square feet across three finished levels, the residence offers a refined yet highly livable floor plan designed to capture water views from nearly every room. Expansive living spaces, a formal dining room with handpainted custom wallpaper from the U.K., and a reimagined gourmet kitchen create an environment equally suited for everyday living and large-scale entertaining. The kitchen has been thoughtfully redesigned with updated cabinetry, statement lighting, and a full suite of premium appliances, including Wolf, Sub-Zero, and Bosch. The home offers exceptional flexibility, including an optional first-floor primary suite, a dedicated home gym, two laundry rooms, and an oversized mudroom designed for seamless day-to-day living. Two wood-burning fireplaces add warmth and character, enhancing the home’s sense of comfort and timeless appeal. The primary suite serves as a private retreat, complete with two walk-in closets and a fully renovated, spa-inspired bath featuring heated flooring, a soaking tub, a glass-enclosed shower, and its own gas fireplace, delivering a level of comfort and detail rarely found. Since 2024, the property has undergone extensive upgrades that enhance both performance and long-term value, including a new Owens Corning roof with a transferable warranty, three fully replaced Trane HVAC systems, a whole-home water filtration system, and comprehensive renovations throughout the bathrooms and interior spaces. Outdoor living is where the property truly distinguishes itself. A newly renovated 20x40 waterfront pool with a pebble finish and automatic cover anchors the setting, complemented by expansive hardscaping, manicured grounds, and multiple areas designed for entertaining or quiet relaxation. The shoreline has been improved with 250 feet of stone rip rap, and the deep-water dock is outfitted with new electrical service and lighting, featuring a new 25,000 lb boat lift and a 12,000 lb one along with two additional slips, providing effortless access to the Wye River and beyond. Whether enjoying sunrise coffee on the screened porch, hosting summer gatherings by the pool, or heading out by boat to St. Michaels or the Kent Narrows, this property offers a lifestyle defined by ease, privacy, and connection to the water. Conveniently located in Queenstown, just minutes from shopping, dining, and Route 50, with easy access to Annapolis and Easton, 200 Wye Road represents a rare opportunity to own a turnkey waterfront estate in one of the Eastern Shore’s most sought-after settings.

“Henrys Delight” – Timeless Fieldstone Farmhouse with Modern Luxury & Private Pool Welcome to Henrys Delight, a beautifully renovated fieldstone farmhouse with Colonial Revival influence, seamlessly blending historic charm with modern luxury in the heart of Timonium. This exceptional property offers 5 bedrooms, 2.5 bathrooms, and 3,586 square feet of thoughtfully updated living space, set on picturesque wooded grounds designed for both relaxation and entertaining. From the moment you arrive, the home's character is undeniable. A recently renovated front porch with a standing-seam metal roof, newly repointed stone façade, new windows, and fresh interior and exterior paint on both the home and barn create a striking first impression. Inside, a welcoming foyer showcases original hardwood floors and timeless craftsmanship. The versatile living room—ideal as a home office—features abundant natural light, custom built-ins, and a classic fireplace, offering both warmth and functionality. The expansive dining room is perfect for hosting and flows seamlessly into the beautifully updated kitchen (August 2020). Designed with both style and practicality in mind, the kitchen features quartz countertops, abundant cabinetry, and modern finishes, making it a true centerpiece for everyday living and entertaining. Just off the kitchen, the spacious family room impresses with a dramatic fireplace and walls of natural light, creating a comfortable yet stunning gathering space. A convenient half bath and oversized pantry complete the main level. Upstairs, you'll find four generously sized bedrooms and two full bathrooms. The primary suite serves as a private retreat with two walk-in closets, new designer carpet (2025), and a luxuriously updated en-suite bath (January 2021). Additional bedrooms offer hardwood flooring, large windows, and ample storage, while one provides flexibility as a home office or den. A fully renovated guest bath (2017) completes this level. The third floor adds even more versatility with a fifth bedroom, ideal for guests, creative space, or remote work. The unfinished basement provides excellent storage. Step outside to your own private oasis. The beautifully landscaped grounds feature a new flagstone patio with fire pit, outdoor speakers, and uplighting, a gardening shed, and a sparkling in-ground pool—perfect for enjoying warm summer days and evenings under the stars. Functionality meets convenience with a 4-car barn featuring new siding, a standing-seam roof, and exterior lighting, as well as a separate heated gym and electric vehicle readiness. A long, newly paved driveway ensures ample parking for guests and gatherings. Despite its serene, retreat-like setting, Henrys Delight is ideally located just minutes from shopping, dining, grocery stores, and major commuter routes—offering the perfect balance of privacy and convenience.

Welcome to 1102 Washingtonville Drive, an exceptional custom residence tucked within a gated Roland Park community, where timeless design meets modern luxury. This 4-bedroom, 3.5-bath home is thoughtfully designed for both everyday living and elevated entertaining. From the moment you enter, you'll appreciate the airy feel created by 9-foot ceilings and the striking presence of 8-foot solid wood doors throughout. Every detail has been carefully curated, showcasing high-end custom finishes that set this home apart. The first-floor primary suite offers true convenience and comfort, complete with oversized custom walk in closets and a well-appointed en-suite bath. Each additional bedroom is generously sized, all featuring expansive custom storage solutions. The fully finished lower level is a standout, designed with entertaining in mind. Enjoy a designer bar equipped with beverage and wine refrigerators, stylish accent walls, and durable luxury vinyl plank flooring. This level also offers incredible flexibility with a potential 5th bedroom, a spacious family room, and a full bathroom—ideal for guests or multi-generational living. Outdoor living is just as impressive, with wraparound decks that create a private, serene setting perfect for relaxing or hosting. A detached garage connected by a charming breezeway adds both function and character. Situated directly across from a private park and just minutes from top-rated schools and downtown, this location truly offers the best of both convenience and exclusivity. With abundant storage, designer touches throughout, and a layout that adapts to your lifestyle, this is a rare opportunity to own a one-of-a-kind home in one of Baltimore's most desirable communities.

Welcome to this fabulous waterfront estate historically known as The POD. Set behind the gates of an extraordinary 7+ acre waterfront compound, The POD offers a rare blend of privacy, scale, and resort-caliber living along Forked Creek and the Severn River. Beautifully constructed and thoughtfully curated, the property unfolds as a true lifestyle destination, where every detail has been designed to elevate both everyday living and grand entertaining. A long, illuminated drive framed by mature crape myrtles leads to expansive, meticulously landscaped grounds. Outdoor living takes center stage with sweeping wraparound decks, multiple gathering spaces, and a heated saltwater pool surrounded by travertine stone, gazebo, and fire features. An outdoor kitchen, complete with EVO grill, gas burners, refrigeration, and bar seating, creates the perfect setting for waterfront entertaining, while the year-round spa and low-maintenance turf with putting green enhance the ease of ownership. The private pier is a standout, offering multiple slips, lifts, floating dock access, and approximately 10 feet of water depth. An exceptional experience that is ideal for boating enthusiasts seeking effortless access to the Severn River and beyond. Inside, the main residence spans approximately 8,000 square feet, where refined finishes and architectural details are complemented by a light-filled, flowing layout. A grand foyer introduces the home, leading to elegant living and dining spaces, a chef’s kitchen equipped with premium appliances, and a welcoming sunroom overlooking the pool and waterfront. The main level Primary suite with private balcony, fireplace and spa-like bath is the perfect retreat after a day in the pool or on the water. A conveniently located elevator provides seamless access to all 3 levels. Designed for both relaxation and recreation, the lower level transforms into a true entertainment hub, featuring a nightclub-inspired lounge with full bar, a state-of-the-art theater, and dedicated fitness and recreation spaces. Head upstairs where an additional 3 bedrooms, 2 baths and an awe-inspiring office with wrap around deck offer comfort and flexibility for family and guests. A separate guest house offers additional accommodations with its own kitchen, living spaces, 3 bedrooms 2 baths and private comforts, an ideal retreat for extended stays or hosting with ease. Advanced infrastructure and smart home technology, including whole-house automation, security, generator, and climate systems, ensure modern convenience is fully integrated into this exceptional offering. The POD is more than a home, it is a private waterfront retreat designed for those who value space, privacy, and a seamless connection to the water. A truly resort-inspired setting, this property offers an unparalleled opportunity to experience the waterfront lifestyle in its most complete and effortless form. Welcome Home!

Significant Price Refinement ($190,500)! Turnkey triplex opportunity in the heart of Station North offering stabilized income with upside potential. This fully renovated and fully furnished three-unit property features (3) one-bedroom, one-bath apartments with luxury vinyl plank flooring, exposed brick, granite countertops, stainless steel appliances, in-unit laundry, central air, separate gas and electric meters (owner pays water), basement storage, and a rear parking pad accommodating up to four vehicles. The 2025 T12 reflects: • Gross Operating Income: $38,621.57 • Total Operating Expenses: $7,205.40 • Net Operating Income (NOI): $31,416.17 Please note the 2025 income reflects vacancy and turnover periods, along with several one-time expenses including HVAC maintenance, door replacement, and make-ready costs. Current rent roll has improved: • Unit 2: Leased as of early February at $1,450/month • Unit 3: Leased as of early February at $1,450/month • Unit 1: Currently vacant, previously leased at $2,050/month At full stabilization based on prior lease amounts, the property supports approximately $4,950/month, or $59,400 annually in gross rental income. Located steps from Penn Station, near MICA, minutes to I-83 and Downtown, and within walking distance to two Johns Hopkins shuttle stops, this location continues to drive strong rental demand from medical professionals, graduate students, faculty, and downtown employees. Ideal for: • Buy-and-hold investors • Furnished mid-term rental strategy • House hackers seeking income offset • Portfolio investors targeting Station North growth Full T12, expense breakdown, and pro forma analysis available upon request. Situated just steps from the $50,000,000 Penn Station redevelopment, 1628 N Calvert St offers exceptional upside in a rapidly growing corridor. Easy-to-rent units, top-of-market rents, strong appreciation potential, and flexible rental strategies make this an outstanding addition to any portfolio. Schedule your showing today and capitalize on one of Baltimore's most dynamic investment locations. Buyer to pay a short sale negotiation fee of $6,000.00 or 2% of the purchase price, whichever is greater, upon closing. Subject to third party approval. Unit 2 and 3 are currently rented.

WATERFRONT NEW CONSTRUCTION - The Ellington” by Greenspring Homes at Water's Edge on Sue Creek This adorable To-Be-Built home is waiting for you to make it your own - pick your favorite colors, finishes, and little details to create your dream space. The layout features 3 bedrooms, 2.5 baths and a bright, open floor plan perfect for relaxing or entertaining. The best part≠ Use your own private dock located in your backyard or walk through the private community gate directly into the marina with waterfront dining and boat slips. ***$25,000 Closing Cost Incentive when you use Greenspring Homes' preferred lender & title company***

103 Sutton is perfectly situated just a stone’s throw from the vibrant heart of Downtown Chestertown. This exquisite 4+ bedroom residence is designed to cater to the diverse needs of today’s Buyers, offering a harmonious blend of comfort, style, and functionality. This home is ideal for those upsizing or seeking multi-generational living. * Originally built as the community model home – and meticulously maintained since – it has ALL the extras: generous breakfast nook bump out, gas fireplace, gleaming hardwood floors, upgraded carpet, oversized windows, granite countertops, stainless appliances, dedicated home office, and a finished basement with a full bath and expansive wet bar. * As you step inside, you’ll be greeted by a two-story foyer flooded with light, dining room and den or family room. The gourmet kitchen that is a chef’s paradise, featuring high-end appliances, custom hardwood cabinetry, and a small island for an ideal triangle of space for meal prep. The open concept layout flows effortlessly into the breakfast nook and living room, providing the perfect setting for family gatherings and celebrations with friends. Click on the propane fireplace for a cozy night watching the sunset or snow flurries outside the tall windows. * The spacious primary suite is an escape through a double door entry – featuring a lighted tray ceiling, a large walk-in closet, en suite bath with soaking tub, glass shower, and a separate water closet. Three additional bedrooms all have custom trim work, generous closets, and large windows. * The finished basement is a standout feature, complete with a stylish wet bar with stone walls that transforms it into the ultimate entertainment zone, perfect for hosting game nights or movie marathons. The backyard feels private with mature trees and a gentle slope, ideal for play space. * The proximity to local parks, playgrounds, restaurants, and shopping ensures that all your family’s needs are met within minutes. Additionally, the Coventry Farms neighborhood fosters a sense of community all while being a convenient distance from Middletown, DE, Philadelphia, PA, Washington DC, Baltimore, MD, and points beyond. * This home is not just a place to live; it’s a lifestyle waiting to be embraced. Don’t miss the opportunity to make this stunning property your own. Schedule your private tour today and experience firsthand what this exceptional home has to offer.

A striking new construction at 11520 Luvie Ct in Potomac’s prestigious Merry Go Round Farm, this 9,000 sq. ft. modern estate is set on a prominent .73-acre north-facing lot within the nation’s only equestrian community along the Potomac River. Surrounded by 202 acres of protected land and 8.8 miles of scenic bridle trails along the C&O Canal, the home offers rare privacy and natural beauty. Designed by world-renowned architect Jim Rill and built by award-winning AARDEN Homes, the residence features soaring ceilings, expansive walls of glass, and refined Western Maryland stone. Highlights include an Architectural Digest–worthy primary suite and a versatile loggia gym overlooking tranquil horse-filled surroundings in this exclusive, once-in-a-lifetime enclave.

Bolton Farm, available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 114+-acre waterfront estate with two deeded lots has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. The adjacent 37+-acre waterfront parcel (included in the total acreage) has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

This gorgeous 2-bedroom and den, 2 full and one-half bath, second-floor residence at The Ritz-Carlton Residences, combines more than 2900 square feet of beautifully finished interior space with two large private balconies overlooking the harbor and main garden. As one of the most spacious floor plans in the building, this residence features an inviting design that feels open while providing separation of space. The incredible kitchen and dining area with beautiful views is a wonderful gathering spot with a stunning kitchen that features Viking appliances, a center island with bar seating, and one of the only full-sized kitchen pantries in the building. The living room centers on a gas fireplace and offers a wet bar as well as access to a private balcony with more gorgeous views. An expansive den, perfect as a family room, home office, or library, flows seamlessly into the living room and kitchen, offering exceptional versatility for both everyday living and entertaining. The very private primary suite is a substantial size with room for a sitting area or office and walks-out to a covered balcony looking out to the water. The suite features an abundance of closet space and a luxury primary bathroom with a dual sink vanity, a soaking tub and glass-enclosed shower, and a private water closet that includes a bidet. The second bedroom is also generously sized and has its own en-suite bath. A powder room, full-size laundry, and thoughtful storage complete the interior. Two deeded parking spaces and a separate storage area are included. Residents enjoy exclusive access to on-site fine dining, a full-service marina, and a state-of-the-art medical and wellness spa, along with 24/7 concierge, valet, doorman, and porter services that define The Ritz-Carlton standard. Additional lifestyle amenities include an indoor pool, fitness center, theater, six private guest suites, and elegantly appointed event and entertaining spaces nestled within manicured gardens. Perfectly positioned on the Baltimore Promenade, with direct access to the waterfront, water taxis, and cultural landmarks, this home is just minutes from the city's art scene, stadiums, Penn Station, and BWI Airport. Schedule your private showing today.

7112 Natelli Woods Lane, a stately new construction designed by GTM Architects. Envisioned as a seamless union of timeless elegance and modern luxury, this 13,000+ square foot estate rests on two sweeping acres of manicured landscape. A striking all-glass and steel pivot front door leads into a dramatic foyer, flanked by a formal study and grand dining room. The interiors are defined by bespoke finishes, including 9-foot Barausse Italian doors throughout, custom Italian cabinetry by Stossa Metropolis in the kitchen and bar, and meticulously tailored closets by ARAAN of Italy. The heart of the home—an exquisite chef’s kitchen with Miele appliances—flows effortlessly into a soaring family room with 22-foot ceilings, setting the stage for refined entertaining. Ambiance is perfected by a state-of-the-art Lutron lighting system, offering over 15 million combinations, paired with custom automated Lutron shades. A butler’s pantry, scullery, elevator, and stylish powder room add convenience. The main level features a lavish primary suite retreat with a spa-inspired bath, sitting room, and access to a covered porch. Additional highlights include a laundry room, pool bath, and five-car garage. A 30'x15' covered porch with arches, columns, heating, and a dual-sided fireplace invites all-season enjoyment with a view of the pool beyond. Upstairs, discover five secondary bedroom suites, an optional second primary suite, and a sunlit family lounge overlooking the grounds. The fully finished lower level is designed for indulgent recreation with a cinema, bar lounge, golf simulator, gym, billiards area, and a private guest suite.

Your Own Private Island; A 90-Minute Drive from Washington DC Even if our own experience was different, most of us can envision care-free summer days at the shore. Games on the beach, hiking in the forest; only coming back to the house at sunset when it was obvious that we were late for dinner. Now you and your family can create your own summer wonderland with the purchase of an idyllic island located in a sheltered cove of the Chesapeake Bay. Tippity Wichity Island includes a charming and spacious three-bedroom home with a focus on connection to the lush grounds and surrounding water. Each bedroom provides direct outside access. One side of the home features two bedrooms, one of which is the primary, and a full bath. The primary bedroom provides a prominent view of the St. Mary’s River through sliding glass doors giving way to a private porch. The third bedroom and additional full bath are located on the opposite end of the living area for guest privacy. The open “great” room of the home serves as the central gathering place, providing ample space for living, dining, and entertaining. The room is accentuated by a wood-burning fireplace in the center and large windows offering views down the river on one side and access to the back porch, garden, and grounds on the other. While each of the numerous porches offer a unique view and tranquility, the highlight is the screened-in “gazebo” porch. The space welcomes outdoor dining year-round or a shaded respite with the ebb and flow of the river in the background. The Island itself is just under 5 acres highlighted by the dock with boat lift, permitted riprap shoreline and living shoreline with a small beach, soft launch for kayaks/canoes, scenic nature trail and multiple storage structures. The river is clean and temperate, but a heated in-ground swimming pool sits adjacent to the house in its own private garden location. Although much has been written about the erosion of islands in the Chesapeake, Tippity Wichity sits four meters above the high-water line and is protected from all but the most calamitous storms. Mean low water at the boat dock is approximately six feet, which allows for many sail and powerboat options. Nestled squarely in the St. Mary’s River Sanctuary, the Island provides a scenic outpost for nature enthusiasts and the avid outdoorsperson to pursue the abundant wild game and fish down the river, across the mouth of the Potomac, and into the fabled Chesapeake Bay. This incredible property could also serve as a corporate/non-profit retreat or sporting lodge. The property enjoys an easement across farmland on the bank of the River for access to a dock. In addition, the Island itself is just a 5-10 minute boat ride from St. Mary’s College, an historic liberal arts college in St. Mary’s City. In addition to shopping and dining options, the town/College and nearby Leonardtown offer ample opportunities for entertainment, including an outdoor summer concert series and the Governor’s Cup yacht race.

Welcome to Mostly Porches an exceptional coastal retreat with captivating views of the harbor, perfectly situated on a spacious .41 acre corner lot just around the corner from the shops and restaurants of St. Michaels. Built in 2018 with virtually maintenance-free construction, this beautifully designed home offers the ideal blend of comfort, style, and convenience in a rare St. Michaels setting. Inside the floor plan is filled with an abundance of natural light and enhanced by soaring cathedral ceilings, creating an airy and inviting atmosphere ideal for both every day living and perfect for entertaining. The main living area incorporates the living, dining and kitchen and offers easy access to the extensive porches the home features, including the screened-in porch with a gas fireplace and views of the harbor. In the great room there is also a hidden pantry along the dining area wall with plenty of shelving and storage. Custom built-in bookcases line the living area wall to the left of the propane fireplace which incorporates a built-in 90 lb per day nugget ice-maker. The gourmet kitchen is centered around a large island and features SS Thermador appliances including a duel fuel range with a six burner gas cooktop and electric oven, and an under counter wine fridge and under counter beverage fridge in the island. The contemporary design features the primary suite, 2nd bedroom, office/den, full bath and utility closet all on the main level. A standout out feature of this property is the 2nd level private guest suite, which is a licensed income-producing vacation rental, offering flexibility for guest or the opportunity for supplemental income. This private enclave includes a small sitting area, private bath and kitchenette with under counter refrigerator drawer, under counter freezer drawer, Keurig coffee maker, counter top microwave, and free standing shelves. The property also includes an attached 2 car garage, fire pit, raised garden beds with drip irrigation, and full irrigation system in the yard plus an oversized attached 2 car garage. With its desirable location close to all St. Michaels has to offer, exceptional amenities, and low-maintenance design, this is a rare opportunity to own one of the town's newer build homes with water views and income producing opportunity.

Discover this gorgeous home in the highly sought-after White Hall Forest community! Situated on THE BEST LOT in the community — premium homesite — this stunning home is nestled on a tranquil, private cul-de-sac, offering exceptional privacy and breathtaking surroundings. Newly renovated with meticulous attention to detail, this spacious home offers 6 BEDROOMS, 3.5 luxurious baths, a 2-car garage, and over 3000+ sq ft of beautifully designed living space. The main level shines with gleaming hardwood floors and an expansive layout featuring a welcoming foyer, formal living and dining rooms, a great room with a cozy fireplace, a private office, and a gourmet kitchen. Step through the sliding doors to a large deck, perfect for outdoor entertaining and relaxation. The owner's suite offers a spa-like bath for ultimate comfort, while the fully finished walk-out basement provides incredible additional living space. Conveniently located minutes from National Harbor, major commuter routes, and all the best the area has to offer. This is a rare opportunity to own one of the finest homes in White Hall Forest — a must-see property that won't last long! Priced to Sell

**Listing price is for ALL FOUR available units for sale as an investment package! Pricing for each unit and their details are below. 117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects of the building. The Sellers salvaged much of the original moldings, doors and trim to be reused and repurposed throughout the spaces to instill its original character wherever possible. The waterfront offers a floating dock, a BBQ patio & picnic area, kayak and paddle board storage, and the building amenities include off street parking and extra storage space. Choose a unit for yourself and rent the rest of them to cover your payments OR invest and rent them all for a profit! The possibilities with this iconic Chestertown address are endless. ALL - Purchase one for your weekend pied-à-terre on the Shore! Or… invest in the whole package for $1,600,000! BrightMLS: MDKE2006158 1A – Listed for $685,000: three bedrooms and three bathrooms spanning two floors. A walkout lower level to the waterfront, a sweeping covered porch overlooking the Chester River, a four-season sunroom, and a spacious Primary Suite with a walk-in closet and en suite bath with double vanity and tile and glass shower. The modern kitchen offers ample storage, granite countertops, cork tile flooring, and stainless appliances. Two more bedrooms and two additional full baths round out the expansive offerings that are an incomparable setting for Downtown Chestertown waterfront! BrightMLS: MDKE2006162 1B – Listed $200,000: the most cozy setting! One bed one bath Garden Level apartment. Exposed bricks, original fireplace structural detailing, and water views and access directly outside the door. BrightMLS: MDKE2006164 2A – Listed for $375,000: a two bedroom, one bath suite with 12+ foot ceilings, rooms flooded with light from the tall windows, and stunning Chester River views from every living space. The claw foot tub adds vintage whimsy to a space with modern updates throughout. BrightMLS: MDKE2006166 2B - Listed for $350,000: a one bedroom, one bath with soaring ceilings, gleaming original hardwood floors, the largest bedroom in the building and the most square footage per unit above the main level. Water views from the living & dining room make this spot irresistible. BrightMLS: MDKE2006168 *Condo Association will not allow for vacation/short term rentals (6+ month minimum leases); however, the viability of each space for long term tenancy promises to be lucrative.

117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects of the building. The Sellers salvaged much of the original moldings, doors and trim to be reused and repurposed throughout the spaces to instill its original character wherever possible. The waterfront offers a floating dock, a BBQ patio & picnic area, kayak and paddle board storage, and the building amenities include off street parking and extra storage space. Choose a unit for yourself and rent the rest of them to cover your payments OR invest and rent them all for a profit! The possibilities with this iconic Chestertown address are endless. 2A – Listed for $375,000: a two bedroom, one bath suite with 12+ foot ceilings, rooms flooded with light from the tall windows, and stunning Chester River views from every living space. The claw foot tub adds vintage whimsy to a space with modern updates throughout. BrightMLS: MDKE 1A – Listed for $685,000: three bedrooms and three bathrooms spanning two floors. A walkout lower level to the waterfront, a sweeping covered porch overlooking the Chester River, a four-season sunroom, and a spacious Primary Suite with a walk-in closet and en suite bath with double vanity and tile and glass shower. The modern kitchen offers ample storage, granite countertops, cork tile flooring, and stainless appliances. Two more bedrooms and two additional full baths round out the expansive offerings that are an incomparable setting for Downtown Chestertown waterfront! BrightMLS: MDKE2006162 1B – Listed $200,000: the most cozy setting! One bed one bath Garden Level apartment. Exposed bricks, original fireplace structural detailing, and water views and access directly outside the door. BrightMLS: MDKE2006164 2B - Listed for $350,000: a one bedroom, one bath with soaring ceilings, gleaming original hardwood floors, the largest bedroom in the building and the most square footage per unit above the main level. Water views from the living & dining room make this spot irresistible. BrightMLS: MDKE ALL - Purchase one for your weekend pied-à-terre on the Shore! Or… invest in the whole package for $1,600,000! BrightMLS: MDKE2006158 *Condo Association will not allow for vacation/short term rentals (6+ month minimum leases); however, the viability of each space for long term tenancy promises to be lucrative.

117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects of the building. The Sellers salvaged much of the original moldings, doors and trim to be reused and repurposed throughout the spaces to instill its original character wherever possible. The waterfront offers a floating dock, a BBQ patio & picnic area, kayak and paddle board storage, and the building amenities include off street parking and extra storage space. Choose a unit for yourself and rent the rest of them to cover your payments OR invest and rent them all for a profit! The possibilities with this iconic Chestertown address are endless. 2B - Listed for $350,000: a one bedroom, one bath with soaring ceilings, gleaming original hardwood floors, the largest bedroom in the building and the most square footage per unit above the main level. Water views from the living & dining room make this spot irresistible. BrightMLS: MDKE2006168 1A – Listed for $685,000: three bedrooms and three bathrooms spanning two floors. A walkout lower level to the waterfront, a sweeping covered porch overlooking the Chester River, a four-season sunroom, and a spacious Primary Suite with a walk-in closet and en suite bath with double vanity and tile and glass shower. The modern kitchen offers ample storage, granite countertops, cork tile flooring, and stainless appliances. Two more bedrooms and two additional full baths round out the expansive offerings that are an incomparable setting for Downtown Chestertown waterfront! BrightMLS: MDKE2006162 1B – Listed $200,000: the most cozy setting! One bed one bath Garden Level apartment. Exposed bricks, original fireplace structural detailing, and water views and access directly outside the door. BrightMLS: MDKE2006164 2A – Listed for $375,000: a two bedroom, one bath suite with 12+ foot ceilings, rooms flooded with light from the tall windows, and stunning Chester River views from every living space. The claw foot tub adds vintage whimsy to a space with modern updates throughout. BrightMLS: MDKE2006166 ALL - Purchase one for your weekend pied-à-terre on the Shore! Or… invest in the whole package for $1,600,000! BrightMLS: MDKE2006158 *Condo Association will not allow for vacation/short term rentals (6+ month minimum leases); however, the viability of each space for long term tenancy promises to be lucrative.

117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects of the building. The Sellers salvaged much of the original moldings, doors and trim to be reused and repurposed throughout the spaces to instill its original character wherever possible. The waterfront offers a floating dock, a BBQ patio & picnic area, kayak and paddle board storage, and the building amenities include off street parking and extra storage space. Choose a unit for yourself and rent the rest of them to cover your payments OR invest and rent them all for a profit! The possibilities with this iconic Chestertown address are endless. 1B – Listed $200,000: the most cozy setting! One bed one bath Garden Level apartment. Exposed bricks, original fireplace structural detailing, and water views and access directly outside the door. BrightMLS: MDKE2006164 1A – Listed for $685,000: three bedrooms and three bathrooms spanning two floors. A walkout lower level to the waterfront, a sweeping covered porch overlooking the Chester River, a four-season sunroom, and a spacious Primary Suite with a walk-in closet and en suite bath with double vanity and tile and glass shower. The modern kitchen offers ample storage, granite countertops, cork tile flooring, and stainless appliances. Two more bedrooms and two additional full baths round out the expansive offerings that are an incomparable setting for Downtown Chestertown waterfront! BrightMLS: MDKE2006162 2A – Listed for $375,000: a two bedroom, one bath suite with 12+ foot ceilings, rooms flooded with light from the tall windows, and stunning Chester River views from every living space. The claw foot tub adds vintage whimsy to a space with modern updates throughout. BrightMLS: MDKE2006166 2B - Listed for $350,000: a one bedroom, one bath with soaring ceilings, gleaming original hardwood floors, the largest bedroom in the building and the most square footage per unit above the main level. Water views from the living & dining room make this spot irresistible. BrightMLS: MDKE2006164 ALL - Purchase one for your weekend pied-à-terre on the Shore! Or… invest in the whole package for $1,600,000! BrightMLS: MDKE2006158 *Condo Association will not allow for vacation/short term rentals (6+ month minimum leases); however, the viability of each space for long term tenancy promises to be lucrative.

117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects of the building. The Sellers salvaged much of the original moldings, doors and trim to be reused and repurposed throughout the spaces to instill its original character wherever possible. The waterfront offers a floating dock, a BBQ patio & picnic area, kayak and paddle board storage, and the building amenities include off street parking and extra storage space. Choose a unit for yourself and rent the rest of them to cover your payments OR invest and rent them all for a profit! The possibilities with this iconic Chestertown address are endless. 1A – Listed for $685,000: three bedrooms and three bathrooms spanning two floors. A walkout lower level to the waterfront, a sweeping covered porch overlooking the Chester River, a four-season sunroom, and a spacious Primary Suite with a walk-in closet and en suite bath with double vanity and tile and glass shower. The modern kitchen offers ample storage, granite countertops, cork tile flooring, and stainless appliances. Two more bedrooms and two additional full baths round out the expansive offerings that are an incomparable setting for Downtown Chestertown waterfront! BrightMLS: MDKE2006162 1B – Listed $200,000: the most cozy setting! One bed one bath Garden Level apartment. Exposed bricks, original fireplace structural detailing, and water views and access directly outside the door. BrightMLS: MDKE2006164 2A – Listed for $375,000: a two bedroom, one bath suite with 12+ foot ceilings, rooms flooded with light from the tall windows, and stunning Chester River views from every living space. The claw foot tub adds vintage whimsy to a space with modern updates throughout. BrightMLS: MDKE2006166 2B - Listed for $350,000: a one bedroom, one bath with soaring ceilings, gleaming original hardwood floors, the largest bedroom in the building and the most square footage per unit above the main level. Water views from the living & dining room make this spot irresistible. BrightMLS: MDKE2006168 ALL - Purchase one for your weekend pied-à-terre on the Shore! Or… invest in the whole package for $1,600,000! BrightMLS: MDKE2006158 *Condo Association will not allow for vacation/short term rentals (6+ month minimum leases); however, the viability of each space for long term tenancy promises to be lucrative.

Escape to this rare waterfront retreat on Brooks Creek in Cambridge, offering Two Thousand ft of water frontage with sandy beaches, Private pier and Pond. The property features a Four Bedroom, Two and One half Bath Colonial-style main home plus a Three Bedroom, Two Bath guest house with great potential. Enjoy a large barn, pond, and multiple outbuildings, ideal for hobbies, storage, or fishing. With serene views, abundant space, and endless opportunities, this property blends waterfront living with country charm.

Well-maintained first-level 2-bedroom, 1-bath condominium located in the desirable Breckenridge Condominium community in Montgomery County. The unit features one larger primary bedroom and one smaller secondary bedroom, a functional living and dining layout, and ample storage throughout. Washer and dryer in unit, along with all new appliances, new HVAC system, and new hot water heater, provide exceptional value and peace of mind. One reserved parking space conveys. Community amenities include a swimming pool, tennis courts, playground, grilling area, and clubhouse. Conveniently located near shopping, dining, major commuter routes, and public transportation. An excellent opportunity for owner-occupants or investors alike in the heart of Gaithersburg

Exceptional 2.18 acre residential lot. Ready to go with approved 4 Bedroom perc. Locate in the very desirable Sailors Retreat neighborhood with a beautiful setting and high-end homes. This parcel offers a high elevation (Zone X). Build your dream home on this last remaining parcel in this coveted neighborhood. See conceptual house plans and site plan in the photos. House plans are available. Click on the movie camera icon for the Virtual Tour*

Envisioned for a premier waterfront setting along the Tred Avon River, this exceptional TO-BE-BUILT coastal residence by award-winning firm - Pacquin Design Build, presents a rare opportunity to create a refined Eastern Shore retreat on a remarkable 4.18-acre homesite within the exclusive Morgan’s Point community of Oxford. Thoughtfully designed in classic shingle-style architecture, the proposed home is perfectly oriented to capture sweeping river views, abundant natural light, and a seamless connection between indoor and outdoor living. The proposed floor plan balances timeless elegance with everyday comfort, featuring open yet well-defined living spaces that flow effortlessly toward the waterfront. A chef’s kitchen anchors the main level, opening to inviting gathering areas and expansive terraces overlooking the river. Walls of glass frame the ever-changing water views, while a main-level bedroom suite offers flexibility for guests or convenient single-level living. The upper level is designed as a private retreat, highlighted by a serene primary suite with elevated river views and additional bedrooms thoughtfully arranged for family and guests. Outdoors, the concept plan showcases a resort-inspired setting with a waterfront pool, generous patios, and sweeping lawn leading to approximately 389 feet of rip-rap shoreline. Boating, paddleboarding, and relaxed days by the water are central to the lifestyle this property affords. The lot is fully usable, offers ample mean low water depth, has an approved perc, and does not require flood insurance, making it an ideal canvas for a custom estate, family compound, or legacy retreat. Lot can be purchased separately for $2,250,000 (MDTA2012470) Set within the natural beauty and refined charm of Talbot County, and just moments from the Chesapeake Bay, this extraordinary offering combines privacy, scale, and location. A rare chance to bring a bespoke coastal vision to life on one of the Eastern Shore’s most desirable riverfront parcels—perfect as a year-round residence or second-home sanctuary. Located in the tranquil town of Oxford, this estate offers privacy and serenity while remaining conveniently close to shopping, dining, entertainment, medical facilities, and the Chesapeake Bay. Major commuter routes provide easy access to Washington, DC; Northern Virginia; Annapolis; and Philadelphia, with four major airports: BWI (71 miles), DC (74 miles), Dulles (112 miles), and Philadelphia (113 miles). Embrace the Eastern Shore lifestyle and live the Bay Life in unparalleled luxury!

Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuring a central stone fireplace and a private meeting room, all adorned with custom millwork throughout. Overlooking the 100' x 200' indoor dressage arena are stunning glass-enclosed observation areas on both the first and second floors, that are brilliantly filled with natural light and character. This impressive space includes twin service bars, a conveniently located commercial-grade kitchen, and a spacious area ideal for entertaining. An ornate wide-plank staircase leads to a lofted second level with private office suites, an exercise room, and a lounge area. The barn itself is thoughtfully designed, featuring barreled ceilings, six grooming/wash stalls, two well-appointed tack rooms, a central eat-in kitchen/break area, a laundry room, and a three-season sitting room offering panoramic views through grand window walls on two sides. The barn's layout seamlessly flows through a bank of 31 spacious (mostly 14' x 14') stalls, curving into an additional wing with even more accommodations. Complementing the equestrian facilities is a beautifully appointed 9,000-square-foot brick manor home of Georgian architectural style, offering four bedrooms and 3 full & 2 half bathrooms. This wonderful home features an updated kitchen, brick and antique wood flooring, beamed ceilings, a sunken living room, multiple fireplaces, a spacious game room, and a detached three-car garage. The extensive grounds are thoughtfully and professionally landscaped. It artfully blends traditional character with modern conveniences—perfectly suited for today's lifestyle. Also included within this breathtaking property is a luxurious guest home featuring a chef's kitchen and an enclosed timber-framed pavilion over a heated indoor pool. Additionally, there is a 15-stall center-aisle block barn with a six-horse Kraft Eurocizer, as well as numerous ancillary operational buildings, including a fully functional brick office building—and numerous double-fenced fields and paddocks with approximately 10 miles of four-rail post-and-board fencing offering unparalleled views throughout the farm. RiverEdge is set within one of Maryland's largest agricultural preservation areas and is protected by a conservation easement, ensuring its beauty and legacy for generations to come. The property includes 4 parcels: 0802016206 - 109.4 acres, 0802019078 - 186.7 acres, 0802029049 - 106 acres, and 0802029537 - 109.4 acres.

UNDER CONTRACT also in Residential duplicate listing. Traditional Farmhouse on 16 Rolling Acres in Baltimore County's Hereford Zone- OPEN HOUSE January 11, 2026 Discover timeless country charm and modern comfort in this beautifully situated traditional farmhouse surrounded by 16 gently rolling acres of pastures, open fields, meandering creek and mature trees. Perfectly located in the sought-after Hereford Zone, this property offers peace, privacy, and space to roam—all just a short drive from conveniences. Step inside to 3,100 + square feet of bright, open living space featuring vaulted ceilings, a brick fireplace, and large picture windows that frame the serene views. The spacious wraparound deck invites you to unwind and take in the landscape, while the sunroom adjacent to the deck provides year-round relaxation. Upstairs, the primary suite is a retreat of its own, with a private balcony, a walk-in closet, and en-suite bath. Additional bedroom include bathrooms as well and access to attic, an office with a walk-in closet offers flexible space to make your own. The first floor features a warm and welcoming living room, dining room, kitchen, mudroom, and additional bedroom for main-level living convenience. A large walkout basement provides extra storage and easy access to side and rear fenced yard. Four(4) fenced pastures and hay barn with two+ stalls sets you up wonderful arena for your horses or other animals. This property offers something for everyone with a four-car garage with drive-through doors—ideal for equipment, vehicles, or hobbyists. Buyer to verify uses and zoning. This is a rare find—a classic farmhouse embraced by the natural beauty of Baltimore County, offering privacy, and versatility. OPEN HOUSE CANCELED.......12/14/25