TTR Sotheby's International Realty
17 Goldsborough Street, 21601 Easton (United States)
Listings of the agency
Listings for sale: 1 to 20 / 53
- 50
House with pool and terrace Easton (United States)
“Serenity” – Beautifully situated along the coveted Miles River, this exceptional 3BR/2.5BA waterfront residence offers a peaceful retreat surrounded by lush landscaping, mature trees, gentle breezes, and breathtaking water views. Thoughtfully positioned to embrace its picturesque setting, the property offers an inviting blend of comfortable elegance, natural beauty, and relaxed Eastern Shore living. Inside, abundant natural light and captivating water views create an immediate sense of welcome. The spacious combination living and dining room features a woodburning fireplace and transitions seamlessly into the waterside sunroom, where expansive windows frame stunning views of the Miles River. The adjacent gourmet kitchen is beautifully appointed with premium appliances, a charming breakfast nook, and picturesque water views, creating an ideal setting for both everyday living and entertaining. A comfortable study/sitting room with custom built-ins and a conveniently located powder room complete the main level. Upstairs, the spacious primary suite is a private sanctuary, offering extraordinary panoramic views of the river, dual walk-in closets, and an ensuite bath featuring a jetted soaking tub and separate walk-in shower. Two additional bedrooms and a full bath provide comfortable accommodation for family and guests. Outside, the beautifully landscaped grounds provide a tranquil setting for enjoying the best of waterfront living. A gunite swimming pool surrounded by expansive decking creates an inviting space for outdoor entertaining, relaxation, and taking in the surrounding natural beauty. Adding exceptional versatility and appeal is a separate guest cottage, offering two bedrooms, full and half baths, inviting living room with woodburning fireplace, and a full kitchen. With 183’ +/- of natural and riprapped shoreline, a private pier with boat lift, two slips, and a floating dock, the property offers effortless access to the Miles River and beyond. “Serenity” is a truly special waterfront offering, where spectacular views, beautiful surroundings, and timeless Eastern Shore charm come together to create an exceptional place to call home.
…$2,425,0004bedrooms5bathroomsland 0.8haBy Ttr Sotheby's International Realty
- 50
House with pool and garden Easton (United States)
Fabulous home in Oaklands, ideally located along the highly desirable Oxford Road corridor! Beautifully updated and designed for effortless entertaining, this four-bedroom Colonial offers light-filled interiors, hardwood floors, geothermal heating and cooling and exceptional indoor-outdoor living. The living room features a fireplace flanked by custom built-ins and a large bay window. A separate family room provides a more relaxed setting with exposed wood beams and raised-hearth brick fireplace. At the heart of the home, the renovated kitchen features an oversized island, abundant cabinetry, a gas range, generous storage and a dining area. Just beyond, the light-filled sunroom is a standout with a wet bar, beamed ceiling and custom built-ins making it an inviting space for gatherings throughout the year. Upstairs, the oversized primary suite includes an updated ensuite bath and expansive walk-in closet. The second bedroom features hardwood floors and its own sitting area, while two additional bedrooms and an updated full bath complete the second floor. Outside, the backyard is an entertainer’s dream, featuring a saltwater in-ground pool, outdoor kitchen, fire pit and an impressive 1,532 square feet of terraced patio space. Two sheds offer additional storage and versatility, while a separate pump house accommodates the pool equipment. An oversized attached two-car garage provides ample space for vehicles, storage and hobbies. A 26 kW whole-house generator provides added comfort and peace of mind. Residents of Oaklands also enjoy community water access and use of the community pier, completing this exceptional Oxford Road property. Please do not go down driveway without an appointment.
…$1,120,0004bedrooms3bathroomsland 0.8haBy Ttr Sotheby's International Realty
- 35Video
House with pool and garden Chester (United States)
Situated on one of the largest lots in sought-after Gibson’s Grant, this 4-bedroom, 3.5-bath home offers space, flexibility, and room to grow. High ceilings and an open layout create an airy feel, with an oversized kitchen flowing seamlessly into the family room and a separate main-level office for work or quiet retreat. The main level also features a formal dining room and living room. Upstairs, the spacious primary suite features a sitting area, two walk-in closets, and en-suite bath, alongside three additional bedrooms and two full bathrooms. The unfinished walkout basement includes a rough-in for a future bath. Outside, enjoy a fenced backyard complete with a patio and built-in fire pit—perfect for gathering year-round. Community amenities include swimming pool, clubhouse, fitness center, walking trails, community pier, picnic area, and kayak launch. Centrally located on Kent Island. Only 5 minutes to the Bay Bridge.
…$799,9004bedrooms4bathroomsland 0.1haBy Ttr Sotheby's International Realty
- 45Video
House with pool and garden Easton (United States)
Significant price reduction! Holly House | Miles River Waterfront Holly House is a distinctive waterfront property on the Upper Miles River, set on five beautifully landscaped acres with approximately 400 feet of private shoreline, expansive water views, and western sunsets. The contemporary French-inspired brick residence offers primarily one-level living with a gracious living room, formal dining room, den, spacious kitchen, sunroom, private office, study/optional bedroom, large primary suite with two baths and separate walk-in closets, two additional en-suite bedrooms, powder room, unfinished basement, and attached two-car garage. This is home has appr 3800 sq ft on one level and almost 1900 sq ft in unfinished basement! The grounds are well suited to both entertaining and everyday waterfront living, with an 8-foot-deep swimming pool, expansive riverfront terrace, private 150-foot pier, tennis court, and oversized outbuilding. Conveniently located near Easton, Holly House also offers easy access by boat and by car to St. Michaels, providing the best of Eastern Shore living with both towns close at hand. Easy access to the airport, Rt 50, and the new hospital. Holly House offers a substantial Miles River waterfront setting with an established residence, beautifully maintained grounds, and a range of amenities for enjoying the property as it stands today.
…$2,395,0004bedrooms5bathroomsland 2haBy Ttr Sotheby's International Realty
- 40
House with pool Cambridge (United States)
Welcome to Deep Harbour, a desirable gated waterfront community offering a marina and community swimming pool! This beautifully updated and spacious three-level townhouse features 3 bedrooms, 2 full baths, 2 half baths, and an abundance of natural light throughout. With extensive recent renovations and upgrades, this home is truly move-in ready! The entry level welcomes you with a covered front porch, a versatile bedroom/office space ideal for working from home, a convenient half bath, and access to the attached two-car garage. The second level is designed for comfortable everyday living and entertaining. The inviting family room features custom built-ins with an electric fireplace and sliding glass doors leading to a front balcony. The beautifully renovated kitchen is sure to impress, featuring a large center island with seating, granite countertops, and all-new appliances. The adjoining dining area opens to a spacious rear deck, providing the perfect extension of your living space for outdoor dining, relaxing, or entertaining. The third level offers two bedrooms, including the spacious primary suite with a private bath featuring a soaking tub, separate shower, and double vanities. One additional bedroom and a second full bath complete this level. Recent improvements include a beautifully renovated kitchen and bathrooms, all-new luxury vinyl plank flooring throughout, fresh interior paint, a new HVAC system, and a new roof. These extensive updates offer modern style, comfort, and added peace of mind. Enjoy the benefits of living in a gated waterfront community featuring a marina, swimming pool, and convenient access to local waterfront restaurants, shopping, and entertainment. With its thoughtful layout, extensive upgrades, generous living space, and desirable location, this home offers the perfect combination of modern comfort, convenience, and low-maintenance living. Don't miss this wonderful opportunity to make Deep Harbour your new home!
…$379,0003bedrooms4bathroomsBy Ttr Sotheby's International Realty
- 30
House with garden Shady Side (United States)
Now is the time to take a fresh look at this beautifully designed 2022-built home, where modern style, thoughtful details, and a peaceful wooded setting come together. Move-in ready and filled with natural light, this home offers the space and flexibility buyers are looking for—without the wait or expense of new construction. Step inside to an open two-story foyer and into the inviting main living area with vaulted ceilings. Nine-foot ceilings throughout the home, charming cottage-style windows, and an open layout create an airy, comfortable feel. LVP flooring flows throughout the living room, kitchen, and wide hallway, making everyday living and entertaining effortless. The kitchen is a standout, featuring granite countertops, soft-close cabinetry, oil-rubbed bronze fixtures, and a center island with seating. There’s plenty of room for a dining table, creating an easy gathering space for family and friends. The main level offers three bedrooms including a spacious owner’s suite with two closets providing excellent storage, while the distinctive en-suite bath features dual sinks, granite countertops, a walk-in shower, custom wall trim. The two additional bedrooms feature custom molding, decorative wall treatments, and stylish finishes. The hall bath includes a granite vanity and shower/tub combination. And there’s even more living space downstairs! The lower level features a large recreation room with sliding glass doors to the backyard, a flexible fourth bedroom perfect for guests, a home office, gym, or hobby room, plus another full bath. This versatile lower level gives you room to spread out, work from home, entertain, or accommodate overnight guests. Outside, raised garden beds are ready for your favorite flowers, herbs, and vegetables. The mature, wooded backdrop provides a peaceful sense of privacy and a beautiful setting to enjoy year-round.
…$514,0004bedrooms3bathroomsland 0.1haBy Ttr Sotheby's International Realty
- 50
House with garden Chestertown (United States)
Welcome to Mile Tree Village, one of Chestertown’s most desirable neighborhoods, where this beautifully maintained 1994 brick rambler sits proudly at the end of a quiet cul-de-sac on more than a half acre lot. Offering 3 bedrooms, 2.5 baths, and over 2,100 square feet of thoughtfully designed main level living, this home combines timeless Eastern Shore appeal in an absolutely turnkey package. * A freshly sealed asphalt drive curves to a welcoming front entry, where a classic brick facade sets a warm, distinctive tone. A two-car attached garage provides direct entry and everyday convenience. * Inside, the open kitchen—complete with breakfast area—flows seamlessly into a spacious family room, perfect for everyday living. A separate dining room makes entertaining easy. The family room is an elegant space for gatherings, while a dedicated sunroom and screened-in porch invite you to enjoy the serene, park-like backyard in every season. The large deck offers an additional outdoor retreat with tranquil wooded views. * The generous primary suite features an en-suite bath, while two additional bedrooms makes for flexible bedroom accommodations for family, guests, or a quiet work-from-home office space. A convenient half bath and main-floor laundry round out the practical layout. A full basement offers abundant storage and endless potential for an artist’s studio, workshop, recreation room, or finished expansion. * With its pristine landscaping, mature plantings, and verdant views, this exceptional home is a rare find. And the location is second to none—just minutes from historic downtown Chestertown. Stroll tree-lined streets to discover specialty shops, art galleries, restaurants, and the Saturday Farmers Market at Fountain Park. Washington College, the nation’s tenth-oldest college, anchors the community with year-round cultural events, lectures, and performances. Outdoor enthusiasts will love the nearby Rail Trail, Sultana Lawrence Wetlands Preserve, marinas, and public boat launches providing easy access to the Chester River and Chesapeake Bay. First Friday celebrations, waterfront festivals, and a vibrant arts scene make Chestertown one of the Eastern Shore’s most beloved places to call home.
…$730,0003bedrooms3bathroomsland 0.3haBy Ttr Sotheby's International Realty
- 39Video
House with terrace Oxford (United States)
Motivated Seller and Improved Pricing! Whether seeking a year-round residence or a peaceful Eastern Shore getaway, Oxford offers a truly special place to call home. Discover this home and the exceptional opportunity to enjoy life in historic Oxford, Maryland. This inviting three- to four-bedroom home is located on a quiet cul-de-sac in the Jacks Point neighborhood, just a short distance from the waterfront. Vaulted ceilings and an open-concept layout create a bright, airy feel, while continuous Brazilian cherry hardwood floors add warmth and character throughout. The first-floor living space offers a generous foyer, flexible office or guest space, a separate dining room, a living room, a half bath, and an eat-in kitchen. The main second floor includes three bedrooms and two full baths, while a separate staircase provides access to a bonus room that can serve as a playroom, entertainment space, or private retreat. Beyond these rooms, a garage conversion completed before the current owner’s 2007 purchase expands the home with a large, light-filled family room and a separate storage area with interior and exterior access, providing ample room for lawn, garden, athletic, and marine equipment. The well maintained 28-year-old home has received steady updates, including a new roof in 2025, new appliances in 2024, first-floor HVAC system replacement in 2022, an encapsulated crawlspace, and more. It is move-in ready and priced to give the next owner flexibility to personalize the finishes and pursue future updates. Set on a quarter-acre lot with a fully fenced yard, the property offers ample space for outdoor living, a swimming pool, a shed, or an expanded garden. Endless possiblities! Just steps from the Oxford Community Center, Jacks Point Marina, Play Ball Dog Park, and the town center, the home also places shops, cafés, the museum, library, ice cream shop, yacht club and ferry within easy reach. The relaxed rhythm of Oxford life begins just beyond your front door.
…$599,9994bedrooms3bathroomsland 0.1haBy Ttr Sotheby's International Realty
- 50
House Cambridge (United States)
ONE PROPERTY, ENDLESS POSSIBILITIES! Discover the flexibility and potential of this charming Colonial, ideally positioned along Maryland Avenue at the gateway to historic downtown Cambridge! Whether you're searching for a spacious single-family residence, a place to live and operate your business, or a unique investment opportunity, this property offers the versatility to make your vision a reality. Currently configured as two separate units, this property offers the potential to be converted back into a spacious single-family home with minimal renovations, providing a total of seven bedrooms, two full baths, and one half bath. Prefer to maintain the existing layout? Consider the possibility of living in one unit while utilizing the other for a professional office or business space. With its prominent location and flexible floor plan, the opportunities are worth exploring, subject to applicable zoning requirements and approvals. The main-level unit features three bedrooms, one full bath, an eat-in kitchen, living room, and laundry area. The upper unit spans the second and third floors and offers four bedrooms, one full bath, one half bath, an eat-in kitchen, living room, and laundry closet. Both units have been refreshed with paint, luxury vinyl plank flooring, and carpeting, including new carpet in the upper unit. Beautiful views of the marina and Choptank River from the upper floors provide an added bonus! A spacious covered front porch welcomes you with classic Colonial charm, while ample parking adds convenience for residents, guests, or potential business use. The property is fully electric, including appliances, water heaters, and HVAC, and features central air conditioning. LOCATION IS EVERYTHING! Situated in Cambridge's Downtown Waterfront District with Gateway zoning, this property enjoys prominent Maryland Avenue frontage and excellent traffic exposure along one of the main entrances into the city. Just steps away, the Richardson Maritime Museum celebrates the area's rich maritime history on approximately four acres of waterfront property, where the historic presidential yacht Sequoia awaits restoration. Nearby Yacht Maintenance Company and the Franklin Street public boat ramp offer additional connections to the area's boating community and beautiful waterways. Downtown Cambridge's restaurants, shops, attractions, and waterfront amenities are also conveniently located nearby. With its distinctive location, flexible floor plan, water views, and multiple possibilities for future use, this property is more than just a place to call home—it's an opportunity to create something uniquely your own! Live Here. Work Here. Invest Here. The Choice Is Yours!
…$350,0006bedrooms2bathroomsland 0.1haBy Ttr Sotheby's International Realty
- 50Video
House with pool and garden Easton (United States)
PRESQUILE MANOR HOUSE – An extraordinary waterfront estate steeped in history, architectural distinction, and timeless elegance. Magnificently positioned along the Wye River with breathtaking panoramic views and coveted western exposure, this distinguished circa-1800 manor house offers an exceptional combination of historic character, refined luxury, and unparalleled waterfront living. Originally part of the historic Lloyd family holdings, the 10.48-acre estate has been meticulously renovated by renowned Peter Zimmerman Architects and West & Callahan Construction, reflecting an extraordinary commitment to preserving its architectural heritage while incorporating the finest modern appointments. The magnificent 7BR/6FB/3HB manor house showcases exquisite craftsmanship throughout, with exceptional millwork, beautifully proportioned rooms, soaring ceilings, rich hardwood floors, elegant fireplaces, and graceful architectural details. Expansive windows fill the interiors with natural light while framing spectacular views of the river and surrounding grounds. A stunning curved staircase with a beautifully crafted wood handrail serves as an architectural centerpiece. Gracious formal living and dining rooms provide elegant spaces for entertaining, while inviting gathering areas offer warmth and comfort for everyday living. The extraordinary gourmet kitchen features extensive custom cabinetry, an expansive center island, premium appliances, and beautifully appointed finishes. Seven generously appointed bedrooms and beautifully renovated baths provide exceptional comfort and privacy for family and guests. Throughout the residence, sophisticated finishes and thoughtful design reflect a remarkable balance between the home's distinguished history and contemporary luxury living. Beyond the residence, the spectacular grounds provide a setting of extraordinary beauty and tranquility. Expansive lawns sweep toward the river, complemented by magnificent mature trees, formal gardens, and beautifully maintained landscaping. A waterside swimming pool offers an idyllic setting for relaxation and outdoor entertaining, while a private tennis court adds to the property's outstanding recreational amenities. Extensive riprapped shoreline and a coveted deepwater boathouse provide exceptional access to the Wye River and surrounding Chesapeake Bay waterways. Sweeping river vistas and magnificent western sunsets create a breathtaking backdrop for this remarkable waterfront retreat. Rarely does a property of such historical significance, architectural refinement, and exceptional waterfront presence become available. Presquile Manor House represents a remarkable opportunity to own one of the Wye River's most distinguished estates, where centuries of history, extraordinary craftsmanship, and the natural beauty of Maryland's Eastern Shore come together in a truly exceptional offering. The estate is approached by an impressive, tree-lined entrance drive extending across approximately 7.1 additional acres, with access secured by a perpetual easement.
…$7,850,0007bedrooms8bathroomsland 4.2haBy Ttr Sotheby's International Realty
- 12
House with pool and terrace Rock Hall (United States)
New construction opportunity in Rock Hall with time to make it your own. The current plans feature a 1,650-square-foot ranch-style home with 3 bedrooms, 2 bathrooms, a front porch, and rear deck, all situated on a .79-acre lot within town limits. The open living areas include a large kitchen with white cabinetry, quartz countertops, stainless steel appliances, and upgraded LVP flooring that continues through the living and dining rooms. The primary bedroom features a walk-in closet and en-suite bathroom with dual vanity and shower. Two additional bedrooms have upgraded carpet and share a guest bathroom with a tub/shower. Additional features include an energy efficiency heat pump, a conditioned crawl space and public water and sewer. There is still time to select finishes and add your own personal touches. Buyers may also have the option to make changes to the current plans or choose a different style of home, subject to new permit approval. Located just two blocks from Rock Hall Harbor and close to Haven Harbour and Swan Creek, the property puts boating, marinas, restaurants, shops, and the waterfront all within easy reach. It’s a convenient in-town location for enjoying the laid-back, waterfront lifestyle that makes Rock Hall such a popular Eastern Shore destination.
…$599,9003bedrooms2bathroomsland 0.3haBy Ttr Sotheby's International Realty
- 1
House with garden Centreville (United States)
Contemporary waterfront home with completely remodeled interior on just under an acre along the Corsica River. The open-concept design features water views from every room and an elegant kitchen with a large island, Wolf range, and quartz countertops. The main-level primary suite includes a walk-in closet and spa-like bathroom, while a second main-level bedroom has its own full bath and sitting room. The family room seamlessly flows to the dining area. Upstairs offers a third bedroom, loft space ideal for an office or sitting area, and a half bath with potential to expand to a full bath. Outside, an expansive deck overlooks the pool, native landscaping, and river. A private pier with boat lift and approximately 4 feet MLW makes it easy to enjoy life on the water. Additional features include a two-car attached garage and conditioned crawl space. Located close to downtown Centreville’s restaurants, shopping, and schools, with convenient access to Routes 301 and 50.
…$1,675,0003bedrooms4bathroomsland 0.4haBy Ttr Sotheby's International Realty
- 43
House with pool and terrace Easton (United States)
Easton Club - Comfort and Convenience! Beautiful natural light, a spacious end-unit setting and the ease of first-floor living. This four-bedroom, three-bath townhouse features a generous great room with gas fireplace opening to the kitchen and dining area with Corian countertops—an inviting space for everyday living and entertaining. The first-floor primary suite offers a private bath with walk-in shower and dual vanities, while an additional main-level bedroom, full bath and laundry add to the convenience. Upstairs, two bedrooms, a family room and a large storage room provide plenty of space and flexibility. Enjoy outdoor living on the patio and in the fenced yard, with a corner lot and attached one-car garage completing the property. Ideally located along the desirable Oxford Road corridor, Easton Club offers a community pool and tennis/pickleball court, just a short drive from downtown Easton and Oxford.
…$489,0004bedrooms3bathroomsland 0haBy Ttr Sotheby's International Realty
- 50
House with pool and garden Easton (United States)
Beautifully positioned on 2.41 acres overlooking the coveted Miles River, this exceptional 4BR/4.5BA coastal residence offers sweeping water views, light-filled interiors, beautifully cultivated gardens, and an impressive array of waterfront amenities. From the moment you enter, your eye is drawn through the home to the Miles River beyond, with abundant natural light creating a serene and inviting setting. Beautiful hardwood floors, crown molding, recessed lighting, and thoughtfully appointed interiors enhance the home’s refined yet relaxed coastal character. The waterside living room is centered around a gas fireplace, with sliding doors opening to the expansive back deck and framing the river beyond. The gourmet kitchen features premium appliances, a breakfast bar, beverage bar with wine storage, and spacious eat-in dining area, ideal for both everyday living and entertaining. The formal dining room accommodates up to 14 and is beautifully appointed with chandelier lighting, crown molding, and chair rail. A powder room and large laundry room with an adjoining full bath add convenience to the main level. The main-level primary suite is a private retreat, offering a generously sized bedroom with doors opening to the back deck, an expansive walk-in closet with custom built-ins, and a luxurious bath with dual-sink vanity, glass-enclosed walk-in shower, and jetted tub. Upstairs are three additional bedrooms, including one with an ensuite bath, while two guest bedrooms share a full hall bath. A large bonus room with separate exterior access provides excellent storage and additional possibilities. An oversized attached two-car garage includes a dedicated workshop area. Equally impressive are the grounds, where mature trees, lush landscaping, colorful flowering gardens, and beautifully maintained garden beds create an exceptional setting throughout the seasons. Extensive hardscaping complements the landscape and leads to the waterfront amenities, including an in-ground pool surrounded by an expansive patio and pool deck, along with a large deck overlooking the river. Beyond, 308’ of riprapped shoreline, a private pier with two slips and floating dock, approximately 3.5' MLW, and wide-open Miles River vistas complete this extraordinary Eastern Shore waterfront property, designed to be enjoyed equally indoors and out. Remarks - Office Private 4000 left
…$2,750,0004bedrooms5bathroomsland 1haBy Ttr Sotheby's International Realty
- 49Video
House with pool and garden Oxford (United States)
Major Price Improvement! Western sunsets and timeless waterfront living define this beautifully restored home on Town Creek in Oxford. A waterside pool, expansive entertaining deck, gazebo and private pier create an exceptional setting for enjoying life on the water. Fabulous gourmet kitchen and inviting family room with a custom built-in bar anchor the home, while warm pine floors add warmth and character throughout. Three bedrooms and three full baths include a spacious waterfront primary suite with a private second-story deck overlooking Town Creek—the perfect place to unwind while taking in spectacular western sunsets. Just moments from Oxford's waterfront park, marina, restaurants and the Oxford-Bellevue Ferry, this distinctive property is privately sited outside the Historic District and features a private pier with approximately 4 + feet of mean low water, providing easy access for boating, kayaking and paddleboarding. Sold As Is
…$1,399,0003bedrooms3bathroomsland 0.1haBy Ttr Sotheby's International Realty
- 50Video
House with pool and garden Easton (United States)
THE HELM – Spectacularly positioned on an elevated private point overlooking Peachblossom Creek, The Helm is an exceptional 5BR/4FB/2HB waterfront residence offering extraordinary panoramic views and an unparalleled sense of privacy. Approached by a private drive and surrounded by mature trees and established landscaping, the property feels wonderfully secluded while embracing its natural Eastern Shore setting. Inside, light-filled interiors are thoughtfully designed to capture the beauty of the setting, with water views from nearly every room. The welcoming foyer features skylights that fill the space with natural light. Beyond, the dramatic living room showcases a beamed vaulted ceiling, custom built-ins, wood-burning fireplace, and breathtaking 180-degree views. The formal dining room features a vaulted ceiling and sliding glass doors opening to the rear patio, while the gourmet kitchen is beautifully appointed with premium appliances, a generous center island with breakfast bar, dining area, wood-burning fireplace, and captivating views. A butler’s pantry, separate beverage center, laundry room, and powder room add convenience to the main level. The spacious main-level primary suite is a private waterside retreat, featuring a vaulted ceiling, skylights, custom built-ins, expansive windows and sliding glass doors, and a generous sitting area centered around a wood-burning fireplace. The beautifully updated ensuite bath offers dual vanities, a tub/shower, and glass-enclosed walk-in shower. A separate main-level guest wing includes an additional bedroom with beamed vaulted ceiling and wood-burning fireplace, along with a nearby full bath. Upstairs, three additional guest bedrooms are complemented by an updated full hall bath with glass-enclosed walk-in shower and a separate half bath. The extraordinary waterfront setting truly distinguishes The Helm. Sweeping views surround the property, with a combination of bulkheaded and natural shoreline extending along approximately 1,346 feet of waterfront. A gunite pool creates an inviting setting for outdoor living and entertaining, with the Eastern Shore breeze adding to the appeal. The private dock features two slips and 6' MLW, easily accommodating a large sailboat. A detached three-bay garage provides generous space for vehicles, boating equipment, pool gear, and property maintenance needs. With its extraordinary point location, extensive shoreline, deep water, light-filled interiors, and panoramic setting, The Helm presents a rare opportunity to experience exceptional Eastern Shore waterfront living. Conveniently located between Easton and Oxford and just minutes from Talbot Country Club.
…$3,150,0005bedrooms6bathroomsland 0.9haBy Ttr Sotheby's International Realty
- 41
House with garden and terrace Chestertown (United States)
Some houses are finished. This one is full of opportunity. Built circa 1920, this Victorian sits in one of Downtown Chestertown's most desirable neighborhoods — and it's waiting for someone who can see what it is meant to become. The hard work and the expensive work have already been done: new cedar siding, blown-in insulation, and original hardwood floors throughout. What remains is the fun part. The kitchen and baths are a genuine blank slate, ready for your design, your finishes, your vision. And the bones… remarkable. Solid construction, generous proportions, and historic detail at every turn — the kind of craftsmanship that simply isn't built anymore, and can't be bought back once it's gone. Start with a house of real character and your renovation adds value instead of merely keeping up. Upstairs, five generous bedroom and two full baths. A rare third-floor primary suite offers space and privacy set apart from the rest of the home — a true owner's retreat, a guest wing, or a quiet work-from-home floor of its own. Outside, a fully fenced backyard is ready for pets, play, and entertaining, a large shed could easily become a garage, studio, or workshop. The driveway provides off-street parking, a definite bonus for Chestertown. And the location is the whole point. You're roughly three blocks from everything Chestertown offers — the shops, restaurants and galleries along High Street, the Chester River waterfront, the farmers market, and the historic charm of one of the Eastern Shore's best-loved small towns. Bring your contractor, or be your own. Come see the possibility.
…$325,0005bedrooms2bathroomsland 0.1haBy Ttr Sotheby's International Realty
- 33Video
House with pool Easton (United States)
Built in 2022, this Bridgeport model in Easton Village offers low-maintenance living with a flexible floor plan and plenty of space for guests. The main level features a primary bedroom with a large walk-in closet and en-suite bath, along with a second bedroom and full bathroom. The kitchen is finished with Admiral Blue cabinetry, quartz countertops, and stainless steel appliances and opens to the great room with vaulted ceilings and a gas fireplace. An office area just off the great room provides a dedicated space for working from home. A screened porch off the rear of the home provides additional space for relaxing or entertaining. Upstairs, a spacious loft offers flexible living space along with a third bedroom and full bathroom, creating a private area for guests, an office, or additional family room. The home also includes a two-car rear-load garage and stone exterior accents. Easton Village offers a convenient location just minutes from St. Michaels and downtown Easton, shopping, restaurants, healthcare, parks, and the area's arts and entertainment. Community amenities include a pool, clubhouse with fitness center, kayak launch, and community pier overlooking the Tred Avon River. The combination of main-level living, flexible guest space, community amenities, and a convenient Easton location makes this home well suited for both full-time and part-time living.
…$699,9003bedrooms3bathroomsland 0.1haBy Ttr Sotheby's International Realty
- 35Video
House with garden Worton (United States)
Custom-built rancher situated on more than 1.8 acres in the Kentfield community of Worton. Designed for one-floor living, the home offers a spacious, functional layout along with an unfinished basement that provides plenty of room for storage, a workshop, or other possibilities. The large kitchen features a breakfast area, generous cabinet and counter space, and a center island with propane cooktop. The living room includes built-in cabinetry, a propane fireplace, and a slider door leading to the screened porch overlooking the private backyard. The living room opens to the dining area and entry, creating an easy flow through the main living spaces. The primary suite includes an en-suite bath with two walk-in closets, dual vanities, a separate shower, and jetted tub. Two additional bedrooms share a full hall bath, while a separate office offers flexible space and could serve as a fourth bedroom. The two car, side entry garage has access to the basement. Outside, the large backyard is surrounded by mature trees and includes split-rail fencing, a storage shed, and covered pergola. The 1.8+ acre lot offers plenty of room for a future pool, larger outbuilding, gardens, or additional outdoor living space. Located near Still Pond Creek and just five minutes from Worton Elementary School and Kent County High School, the property offers a peaceful setting while remaining convenient to both Chestertown and Rock Hall. Middletown, Delaware is approximately 35 minutes away. Schedule a showing today.
…$535,0003bedrooms3bathroomsland 0.7haBy Ttr Sotheby's International Realty
- 50
House with garden East New Market (United States)
Custom-built new construction on 3.73 acres along the Choptank River, offering a truly unique waterfront setting with views of the river, a peaceful backwater slough and a picturesque pond. With water and open landscape in nearly every direction, this property offers a sense of space and tranquility that is hard to duplicate. Step inside to an open, light-filled floor plan where thoughtful design and custom details are evident throughout. Wide-plank wood flooring flows through the main living areas, while vaulted ceilings and a striking fireplace create a dramatic focal point in the great room. Expansive glass doors open directly to a large patio, extending the living space outdoors and providing another place to enjoy the surrounding landscape and water views. The gourmet kitchen is a standout with custom cabinetry, an oversized island, stainless steel appliances, double wall ovens and a cleverly concealed butler’s pantry offering exceptional storage and prep space. Just off the eat-in kitchen area, a spacious screened porch takes full advantage of the peaceful setting and provides the perfect spot for outdoor dining, entertaining or simply relaxing and enjoying the view. Offering 3 spacious bedrooms and 3.5 baths, each bedroom has its own private ensuite bath, providing comfort and privacy for both owners and guests. The second-floor bedroom creates an especially inviting retreat with a private balcony overlooking the Choptank River and surrounding property. Distinctive tile selections, contemporary finishes and thoughtful architectural details throughout give this home a character all its own. Outdoor living is an integral part of this special property. Enjoy morning coffee on the screened porch, gather with friends on the patio, or retreat to the upstairs balcony to take in the river views. Nature lovers will appreciate the abundant birdlife, with eagles, osprey and other native birds frequently seen throughout the area. And as the day comes to a close, settle in for the spectacular sunsets that make the name “Sunset Cove” especially fitting. The waterfront lifestyle continues with a shared community pier on the Choptank River. Slips are planned, with one reserved for this property, providing future access for boating, fishing, crabbing and exploring the waterways of the Eastern Shore. An attached two-car garage, paved driveway and generous acreage complete this exceptional property. Custom new construction, 3.73 acres, remarkable water views, outdoor living spaces and future boat slip access come together in a setting that truly captures the beauty and lifestyle of Maryland’s Eastern Shore. Shown by appointment only.
…$1,495,0003bedrooms4bathroomsland 1.5haBy Ttr Sotheby's International Realty
Contact the agency
By confirming this form, I agree to the General Usage Terms & Conditions of Figaro Properties.
The data entered into this form is required to allow our partner Sotheby’s International Realty to respond to your contact request by phone, email or SMS concerning this real estate advertisement and, if necessary, to allow Figaro Classifieds and the companies belonging to its parent Group to provide you with the services to which you have subscribed, e.g. creating and managing your account, sending you similar real estate advertisements by email, proposing services and advice related to your real estate project.