luxury houses with terrace for sale Easton, United States

Fairmiles, one of Talbot County’s most distinguished waterfront estates, enjoys an extraordinary setting along the coveted Miles River. This Federal-style manor blends timeless elegance with the warmth and charm of Maryland’s Eastern Shore. Rarely does an estate offer such an intimate connection to the water. The residence and waterside swimming pool are remarkably close to the protected shoreline, capturing sweeping, ever- changing river views from nearly every room. Each season unveils its own captivating beauty: summer yachts gracefully navigating the river, autumn’s brilliant palette of changing colors, the enchanting glow of Christmas trees illuminating with neighboring piers, and the fresh blossoms of spring. Together, these ever-changing scenes create a remarkable waterfront experience throughout the year. A private dock with an impressive eight feet of mean low water (MLW) depth offers exceptional opportunities for accommodating deep-draft vessels. Ideally situated between historic Easton and St. Michaels, Fairmiles combines privacy, natural beauty, and refined waterfront living with convenient access to exceptional dining, shopping, and cultural attractions. For the discerning traveler, Easton Airport is approximately ten minutes away, offering convenient private aviation access and fixed-base operator (FBO) services. By appointment only. Listing agents must accompany all showings. Do not enter the property without an appointment.

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.

Welcome home to 28641 Hope Circle, an elegant 4BR/3.5BA Federal-style residence nestled in the highly sought after Village section of Cooke’s Hope. Spanning 4,772 sq ft of meticulously maintained living space, this property blends timeless Eastern Shore charm with modern luxury. The thoughtful layout offers unmatched flexibility, featuring dual primary suites with one on the main level and one on the upper level, making it perfect for multi-generational living or an exceptional guest arrangement. The upper primary suite serves as a true sanctuary boasting a luxury bath and a private outdoor deck overlooking the serene surroundings. A welcoming foyer leads to formal dining room (currently being used as a living room) with custom wainscoting, and a private home office/study complete with high-end built-in cabinetry. The heart of the home flows into a sunlit breakfast area, a bright laundry room, and a spacious mudroom with custom coat and shoe organizational shelving. From there, a second staircase leads to an incredible, fully equipped media/theater room featuring reclining stadium seating, a movie projector, and an integrated screen. Expanding the living space even further, a fully finished, heated and air-conditioned third-floor bonus room provides endless possibilities for a yoga studio, playroom, gym, or hobby shop. Outside your door, enjoy the prestigious Cooke’s Hope lifestyle, which offers miles of scenic walking trails, a fitness center, tennis courts, a kayak launch, and the community’s signature pastures home to resident Belted Galloway cows, all while being just minutes from historic downtown Easton’s premiers dining and shopping.

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.

JUST LISTED in Downtown Historic Easton! Fall in love with 25 S. Hanson St., a masterfully restored 1910 colonial farmhouse that balances timeless charm with contemporary luxury. What you'll love: an incredible wraparound front porch perfect for morning coffee or evening wine, a state-of-the art kitchen featuring premium countertops, beautifully refinished hardwood floors throughout, an unfinished basement with endless possibilities, an unbeatable downtown location where evertyhing is just minutes away.

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.

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

Refined waterfront offering on Maryland’s Eastern Shore, 7871 Avon Court has been completely transformed into a sophisticated modern farmhouse blending timeless design and convenience. Thoughtfully renovated to a like-new standard, the residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths and a private office/flex space. Dramatic vaulted living spaces, wide-plank flooring, custom finishes and a beautifully reimagined kitchen create interiors that feel both elevated and inviting. Expansive windows frame views of the Tred Avon River from nearly every room, seamlessly connecting the home to its exceptional waterfront setting. Set on a high-bank waterfront site with approximately 360± feet of shoreline and 3± feet MLW, the property is ideally suited for boating, kayaking, paddleboarding and waterfront entertaining. Private pier, sandy beach, mature trees and expansive lawn create a rare park-like setting just minutes from downtown Easton and within easy reach of Washington, Northern Virginia, Philadelphia and surrounding Mid-Atlantic destinations. A compelling waterfront retreat offering privacy, style and effortless Eastern Shore living. Room for pool subject approvals.

Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and direct access to some of the Eastern Shore’s finest boating and sporting waters. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage. Thoughtfully renovated in 2019, with numerous additional upgrades completed in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath(with sauna). The spacious living room is anchored by a brick fireplace with pellet stove insert, custom built-ins, and sliding doors opening to the waterside patio, creating a seamless connection to the remarkable setting. A well-appointed kitchen with stainless steel appliances and granite countertops adjoins the separate dining room, where spectacular water views provide a memorable backdrop for gatherings. Two other main-level rooms offer flexibility for an office, family room, exercise room, or other living needs, while a generous laundry room with built-ins and a secondary staircase adds everyday convenience. Upstairs are two additional guest bedrooms and two en-suite baths along with an adjoining bonus room ideal for guests or hobbies, and a second staircase. A true sportsman’s paradise, the property offers deep water, excellent fishing, private hunting, and endless opportunities for boating and recreation. The private pier, completed in 2023, features three slips, a boat lift, and a jet ski lift. With approximately 7' MLW, a newly riprapped shoreline, sandy beach, new BAT septic system installed in 2019, and a new roof completed in 2026, this exceptional waterfront retreat is perfectly suited for those seeking the very best of Eastern Shore living. *Approximately 24 acres are enrolled in a Forest Stewardship Plan. * Please do not drive in without an appointment-security monitoring.

Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon.

Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety OR with reduced acreage including the main residence, if the buyer so chooses. Options include selling main residence with 20+ acres, 40+ acres, and 100+ acres. **CALL listing agent for more information! The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility. The 12,000+ sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect Peter Jay Zweig and exemplifies the pinnacle of luxury living. Built by Ilex Construction, striking architectural details and unparalleled craftsmanship are demonstrated throughout, seamlessly integrating with the breathtaking beauty of the landscape. This magnificent home is filled with an abundance of natural light and boasts panoramic views, thanks to soaring glass walls that overlook the tranquil waters of Pickering Creek, expansive fields, and picturesque vineyards. The thoughtfully curated interior includes spacious living areas, a stunning owner's wing that offers privacy and comfort, and a separate guest wing that features a full kitchen, providing ideal accommodations for family and visitors. High-end features abound, including a gourmet kitchen, recreation room complete with kitchen and bar for entertaining, full exercise room, 5 car garages, elevator, heated limestone floors, Venetian plaster walls, and multiple outdoor decks. At every turn, this property exudes the loving care it has received. Outside, the resort-style amenities include a large, heated infinity pool, complete with waterfall and hot tub, stunning pool pavilion with full outdoor kitchen, stone fireplace, and two TV’s and AV system. Along with the waterside tennis/pickleball court, tranquil koi pond, and private pier with 4-5’MLW, the opportunities for outdoor fun and relaxation are boundless. In addition is the beautifully renovated 4-bedroom guesthouse with views of the vineyards, providing comfortable accommodations for family and friends. A well-equipped 9-stall barn includes a tack room/office, kitchenette, and a riding ring, complemented by 20 acres of fenced pastures. There is also a 3-4 BR caretaker's home, a fully outfitted greenhouse, large equipment barn complete with an office and full workshop, and hay barn for storage. The property also offers excellent hunting opportunities, making it a versatile retreat for outdoor enthusiasts. The highlights of this extraordinary property continue through every acre, including sweeping landscapes and hardscapes, 200 acres of working farmland, 5 acres of vineyards, and a 6-acre stocked pond with private island. Unparalleled in its mix of tranquility and luxury, the opportunity to experience the very best of the Eastern Shore’s refined lifestyle and natural beauty is only possible at Stock Range Farm. Please don't drive in driveway as there are security cameras and alarm. All appointments must be made with listing agent and additional information and details are available upon request.

Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been completely renovated from top to bottom, showcasing impeccable finishes, custom millwork, and thoughtfully designed spaces throughout. Sunlight pours through large windows that frame panoramic views of the creek and surrounding landscape. The home features two luxurious primary suites, each offering a private retreat with refined finishes, spa-inspired baths, and generous closets. Two additional bedrooms share a beautifully designed ensuite bathroom, while a first-floor bunk room with its own bath provides the perfect space for guests. Outside, the saltwater pool overlooks the water, surrounded by manicured lawns and mature trees that extend to the shoreline. A long, tree-lined driveway creates an impressive approach to the home, setting the tone for the peaceful retreat that awaits. Located just minutes by car to Easton and St. Michaels—and even closer by boat—this Hunting Creek estate captures the very best of the Chesapeake Bay lifestyle: elegance, tranquility, and effortless connection to the water.