luxury property for sale Ocean Pines, United States

At the end of a quiet cul-de-sac and backed by 30+ acres of forest, 4108 Harvest Lane feels special from the moment you arrive. Mature landscaping, a brick walkway, and an expansive front lawn create a welcoming approach to a home that has been intentionally maintained by only two owners since it was built. Inside, the layout is thoughtful, functional, and designed for everyday living. Multiple gathering spaces flow across the main level, including a formal dining room with bay window, a living room anchored by a wood-burning fireplace, and a versatile den, playroom or home office. At the center of the home, the kitchen was designed for how families actually live. An oversized island handles everything from rushed school mornings to full holiday buffet dinners, while pull-out cabinetry maximizes storage and accessibility. Sliding glass doors keep the backyard visible and connected to daily life. Then there’s the four-seasons room. Wrapped in glass and connected to the kitchen and living room through French doors, this is the space people fall in love with. Whether enjoying coffee while overlooking the woods, hosting friends, or simply unwinding at the end of the day, the room brings the outdoors in while remaining comfortable year-round. Upstairs, all four bedrooms are located on the same level, a design detail many families immediately appreciate. The primary suite includes a large walk-in closet and private bath with double vanity. One secondary bedroom provides direct access to a massive unfinished attic space, approximately 650 square feet, ready to become a bonus room, gym, office, guest suite, or additional living area. Outside, the backyard delivers on every promise: fully fenced, private, level, and entirely usable. The entire yard remains visible from the kitchen, breakfast area, and four-seasons room, creating a layout that works beautifully for both entertaining and everyday family life. Tucked into the woods, a screened gazebo and firepit deck strung with bistro lights create the kind of outdoor retreat most buyers spend years searching for. Additional highlights include: • 3-car garage plus dedicated RV/boat/trailer parking pad • Three unfinished attic spaces (over 1,600sq ft in all) with exceptional storage and expansion potential • 6-zone Rain Bird irrigation system • Oversized crawlspace with built-in lighting and easy access • First-floor laundry/mudroom with sink, freezer, and custom drop zone • HVAC replaced approximately mid-2020 • Water heater replaced approximately 2018 • Septic serviced, inspected, and cleared • Roof inspected and serviced • Informal neighborhood association only, with no formal HOA restrictions Quiet street. Friendly neighbors. Almost no traffic. A setting that feels peaceful and private while still remaining conveniently close to shopping, dining, and major routes. 4108 Harvest Lane is more than just a house. It is a place designed for making memories for years to come.

Welcome to 405 E Grove St in Delmar, DE! This us it! The perfect opportunity to bring this home back to its glory! This spacious 3-bedroom, 2 -bath home offers the perfect blend of comfort, functionality, and small-town charm. Featuring a thoughtfully designed two-story layout, this home provides ample living space for everyday living and entertaining. The interior includes living and dining areas, kitchen with plenty of cabinet and counter space, and spacious bedrooms. Enjoy the convenience of public water and sewer services. Located within the town limits of Delmar, this property offers easy access to local schools, parks, restaurants, shopping, and major commuter routes. Sold As IS. Some notice needed to show,

The BEST buy in the neighborhood! Welcome to 5437 Nithsdale Drive, ideally situated within one of Wicomico County’s most prestigious and sought-after communities, just moments from Salisbury’s premier shopping, dining, healthcare, and recreational offerings. This stately 2 story Brick Colonial is nestled on a large (.72 acre) wooden lot, allowing you to enjoy the nature around you. Exuding both classical charm and practical updating ( newer roof in 2019, geothermal HVAC, brand new underground irrigation lines, and 2yr old motor), the malleable floor plan can be crafted to your liking. Upon entering the foyer you will find two rooms that can be utilized as a living room, office/study, traditional parlor room, formal dining, etc.. The kitchen boasts plenty of space, access to the spacious lanai, and effortlessly leads into what is currently being utilized as a formal living room. The remainder of the 1st level offers another large flex room, 1/2 bath, laundry area, and 2 car attached garage complete with workbench/storage shelves. Upstairs features both secondary bedrooms in addition to the prestigious primary bedroom. This owner's suite has it's own dedicated fireplace, luxurious ensuite bath, walk-in closet, and bonus room for additional storage. While the front yard features primarily mature trees, the backyard is a different story. Great for entertaining, it features include a large enclosed porch overlooking an expansive hardscape patio, open space, and Amish Built Shed. Nithsdale HOA provides a community boat ramp with access to the Wicomico River, playground, tennis, and basketball courts. Reach out with any questions or to schedule a private tour

Welcome to Captain's Cove! The Crew is a thoughtfully designed four-bedroom, two-and-a-half-bath home offers the space and flow families are looking for. The heart of the main floor is a large great room that opens to both the dining room and kitchen—perfect for everyday living and gathering with friends. The kitchen features a large island and walk-in pantry, giving you plenty of prep space and storage. Just off the two-car garage, you'll find a mudroom with a built-in bench—ideal for dropping bags and kicking off shoes. There's also a convenient powder room on the first floor for guests. Step outside to enjoy your covered back deck or relax on the front porch. The two-car garage provides plenty of room for vehicles and storage. Upstairs, four nicely sized bedrooms give everyone their own space. The primary suite is a true retreat, with a walk-in closet and a private en suite bathroom featuring double sinks, a separate stall shower, and a soaker tub. The second full bath—also with double sinks—serves the remaining bedrooms. Make your dream a reality & start enjoying all that Captain's Cove has to offer. Features include indoor & outdoor pools, a restaurant, banquette rooms, fitness center, basketball & tennis courts, boat launch, playground, security and so much more! All included in the HOA! Home is to be built and the photos of the model home plan 8937-00033 may include options. Taxes are based on the land only.

The Cutter offers 1,732 square feet of comfortable living space featuring 3 bds and 2.5 ba. It includes a convenient 1st level primary suite complete with a walk-in closet and a 5-foot shower. The open-concept common area boasts vaulted ceilings. A separate laundry closet adds functionality, while the rear screened porch and deck provide ideal spaces for outdoor enjoyment. Upstairs, a versatile loft area accompanies a full bath and 2 additional bds, offering privacy & flexibility for guests or family members. The home also includes a 1 car attached garage with an automatic door opener, and a dual-zone heating and air system for year-round comfort. Home is to be built and the photos of the model home may include options. Taxes are based on the land only. Enjoy all that Captain's Cove offers

The Mariner offers 2,083 sq ft of living space including 3 Bedrooms and 2 1/2 Baths. First Level Main Suite has a 5' Shower and walk-In closet. The living room is spacious and has vaulted ceiling. There is also a sunroom on the first floor. The 2nd & 3rd bedrooms, additional loft space and full bath are located on the second floor. The home is set up with dual zone heat and air. Optional Gas Fireplace. This home is located in Captain's Cove & features indoor & outdoor pools, a restaurant, banquette rooms, fitness center, basketball & tennis courts, boat launch, playground, security and so much more all included in the HOA! Home is to be built & the photos of the model home may include options. Taxes based on land only.

Experience peaceful waterfront living along the Delaware Bay, where nature lovers will be captivated by the ever-present wildlife and breathtaking natural surroundings. Situated on one of the largest bayfront lots in the area, this exceptional 100' x 130' property in the desirable Pierce's Point section of Cape May Court House offers a rare opportunity to own a unique waterfront retreat with two separate cottages and endless possibilities. The main residence is a charming single-story cottage featuring three bedrooms, one and a half baths, a full kitchen, and an inviting living area with sliders that frame spectacular panoramic views of the bay. Just across the expansive deck, the second cottage provides ideal guest accommodations with one bedroom, one and a half baths, an efficiency kitchen, and a second-floor living space where sweeping bay views stretch for miles. This versatile property presents a unique investment and lifestyle opportunity. Live in one cottage while generating rental income from the other, accommodate extended family and guests with privacy and comfort, or maximize income potential by renting both units. Opportunities like this are rarely available along the Delaware Bay. With direct beach access at the rear of the property, every day feels like a vacation. Launch a paddleboard or kayak, cast a fishing line, or simply relax and enjoy the tranquil waterfront setting. Pierce's Point is renowned for its spectacular Delaware Bay sunsets, providing a nightly display of vibrant colors that never disappoint. Conveniently located just a short drive from Stone Harbor, the Wildwoods, and Cape May, you'll enjoy easy access to the area's beaches, premier dining, variety of shops, and area attractions before returning home to your own private coastal retreat. Whether you're seeking a year-round residence, a vacation getaway, or an income-producing waterfront investment, this one-of-a-kind property offers the best of coastal living.

This charming bay side cottage is nestled in the peaceful enclave of Avalon Manor. A true haven at the Jersey Shore, only minutes from Avalon's beaches and downtown district. The cottage is full of natural sunlight while featuring 2 bedrooms, 1 full bath, a spacious living area, and multiple decks for outdoor entertainment. Brand new siding and roof provide added peace of mind. Beautifully updated and fully furnished with a blend of rustic and coastal finishes. Enjoy sunset views all year round without direct neighbors on either side of the property. Enhance your lifestyle with a close proximity to fishing, crabbing, boating, and much more! Immersed in a natural landscape, this private getaway is ready for your immediate use.

LOCATION and CHARM! Set on 2.32 glorious acres overlooking Dixon Creek, this beautifully and lovingly maintained 1915 residence offers timeless character, refined comfort, and exceptional waterfront living. Original hardwood floors run throughout much of the home, while expansive windows bathe the traditional floor plan in natural light and frame expansive water views from nearly every room. The main level features gracious formal living and dining rooms, a gourmet kitchen with a beautiful center island and top-tier stainless appliances, and a welcoming family room with wood-burning fireplace. Custom built-ins are thoughtfully integrated throughout the home, reflecting quality craftsmanship and attention to detail. Upstairs, the waterside primary suite offers a fireplace, dual walk-in closets and a luxurious ensuite bath with soaking tub and glass-enclosed shower. Two additional guest bedrooms include one with an ensuite bath and another with access to the hall bath. The third level provides a small loft style BR /flexible bonus room, ideal for an office or studio. Outdoor living is equally inviting, with a waterside screened porch, a poolside screened patio with wet bar, and an additional open deck off the dining room—perfect for enjoying the tranquil setting. The beautifully landscaped grounds feature mature trees, lush plantings, and extensive hardscaping, anchored by a stunning gunite pool with expansive deck and surrounding gardens. Additional structures include a charming former icehouse (currently used as a storage shed) and a larger outbuilding once used as tenant quarters. An attached 2-car garage and a full encapsulated basement offer excellent functionality and versatility. With 280 feet of natural shoreline, a private pier with two slips, boat lift, and 3.5–4' MLW, this property captures the essence of Eastern Shore waterfront living. *Septic replaced in 2020 and is for 4 bedrooms-owners have plans for proposed first floor primary suite where existing south side porch currently is.

Improved Pricing ! Make this Charming Oxford Gem your new home. This well-maintained 4-bedroom, 2.5-bath home offers a comfortable blend of classic style and Eastern Shore charm in a prime Oxford location. Whether you're looking for a first home, a retirement retreat, a weekend escape, or an investment property, this inviting residence is designed to fit a variety of lifestyles. Tucked away on a quiet cul-de-sac, it features welcoming indoor and outdoor spaces ideal for year-round living, with plenty of room to transform/grow and make it your own. Inside, the foyer opens to spacious living and dining areas featuring Brazilian cherry hardwood floors, vaulted ceilings, and abundant natural light. French doors lead to a flexible room that can serve as a first floor guest room or home office. The living room flows into a large kitchen with a bright breakfast room and an adjacent dining area, making it ideal for casual mornings and gatherings with family and friends. Just off the kitchen, a half bath and a large family room provide added convenience and direct access to a spacious backyard. Upstairs, the primary suite offers a peaceful retreat with a large walk-in closet and an en-suite bath featuring double sinks, a Jacuzzi tub, and a walk-in shower. Two additional bedrooms share a generous hall bath with double sinks and a tub-shower combination. A second-floor bonus room adds even more flexibility and can be used as a playroom, home gym, game room, or private retreat. Outdoor living is equally appealing, with a front and back decks, patio with fire pit and a fully fenced backyard. One of the largest yards in the neighborhood, with plenty of room for a pool. Located just a short walk from downtown Oxford, the home offers easy access to local shops, restaurants, the waterfront park, Oxford Market, and Scottish Highland Creamery. Move-in ready and full of character, this Eastern Shore gem delivers exceptional value. Move-in ready and full of character, this Eastern Shore gem offers the best of Oxford living at an exceptional value. Recent Upgrades include: A new roof installed in August 2025, Stainless-steel appliances less than two years old, encapsulated crawlspace.

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!

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 relaxing, entertaining and enjoying life on the water. Inside, a 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. Property is offered as part of an estate and is being sold as is.

This exceptional waterfront cottage is set on two private acres and offers sweeping sunset views over the Choptank River to the Chesapeake Bay. Completely renovated from crawl space to roof, the home features over 2,600 square feet of beautifully finished living space with three bedrooms and three full baths. The interior showcases renovated kitchen and baths, complemented by extensive custom finish-work throughout. There is a detached garage with metal roof and second floor storage and gravel circular driveway with ample parking. Improvements on this home include an encapsulated crawl space, new roof, siding, multiple premium sliding glass doors and windows, all valuable upgrades that enhance both style and energy efficiency. The grounds have been thoughtfully transformed with curated shrubs, trees, and perennials that highlight the existing landscape, concrete pool, and pergola, creating an ideal setting for outdoor relaxation and entertaining. Enjoy easy boating access just 10 minutes to Oxford and 15 minutes to Tilghman, while by land the property is ideally situated between Easton and St. Michaels. Enjoy the protection of high property elevation (no flood insurance required) with a sturdy rip-rapped shoreline, beautiful sandy bottom, and a private L pier with two new boat lifts. 24878 W. Ferry Neck Road offers the perfect blend of privacy, comfort, and Eastern Shore waterfront living on the Choptank River. Co-listed by Rob Lacaze of TTR Sotheby's International Realty and Janet Larson of Benson and Mangold.

Welcome to 107 E. Chestnut, a beautifully restored circa-1870 residence nestled in the heart of St. Michaels. From the moment you step inside, you are greeted by the perfect blend of timeless character and modern sophistication, where original architectural details have been thoughtfully preserved and seamlessly integrated with extensive renovations. The spacious entry combines an elegant living and dining area, featuring wood floors, a gas fireplace flanked by custom built-ins, and custom shutters have been added to each window. Throughout this home you will find historic charm and craftsmanship are evident at every turn. At the rear of the home is a full bath and designer kitchen that opens to the family room highlighted by soaring ceilings and an abundance of windows that fill the space with natural light year round. This inviting area flows to the screened-in porch and brick patio, creating the perfect setting for indoor-outdoor living. Beyond the patio lies a garden oasis featuring lush landscaping, colorful perennials, pond and large detached shed/storage building. The current owner has worked with the Town of St. Michaels to obtain approvals for converting this structure into a separate guest suite, and architectural plans are available for the next owner. The second level offers two generously sized bedrooms and a beautifully redesigned full bath. The rear bedroom includes an overlook of the family room, which offers additional space that could easily be transformed into a private sitting area, dressing room or walk-in closet. The front bedroom features a dedicated dressing room and oversized closet, providing the potential to create an en-suite bath. Both rooms offer cathedral ceilings with exposed rafters adding to the rooms architectural interest and charm. This is a true gem in historic St. Michaels that includes off street parking. Don't miss this exceptional opportunity to own a home in the one of the most popular towns on the Eastern Shore.

205 Cherry Street is one of the most prestigious addresses in historic St. Michaels. Originally built as a single-family residence, it currently operates as an Inn. It is being marketed both as a 7 bedroom inn and also as a single family residence, offering 5 bedrooms (including the first floor primary bedroom suite). The original living room/office with fireplaces on the first floor are currently being used as bedrooms for the inn but can easily be converted back to living areas. (see virtual images in photos). The beautiful front lawn provides a park-like setting with one-of-a-kind water-views overlooking St. Michaels Harbor. There is also a 2 bedroom, 2 bath guest cottage on the property. The property directly across the street (FKA The Hambeleton Inn) was purchased as a private residence and serves as a second home to its owner. This is a wonderful opportunity to own a landmark historic inn or primary or second home in the heart of St. Michaels.

Located about 12 miles from St Michaels, this home is in Neavitt, a charming village of 60+ houses at the end of a peninsula. It's in another, quieter world. The village has its own park and playground, a public landing with a launch for canoes, and an active community association. 6403 was renovated and expanded in 2011 and the layout adapted for modern living, with light-filled rooms, a cleverly updated floor plan, and direct views of Balls Creek. Freshly painted and with new carpeting, the house could use some further polishing but it's a great investment. Light-filled first floor primary suite Eat-in kitchen with Kraftmaid cabinets No St Michaels taxes The two adjacent properties are being renovated. Each will be valued at over $900,000 when completed!

Just 12 miles from St Michaels, this house is in a quiet community of 60+ homes at the end of a lovely peninsula. A public landing is at the end of Bozman Neavitt Road, and a community center and park are in the heart of the village. This property has been renovated and updated from the studs out. Features now include 2-3 Bedrooms 2 Full baths Living room with built-ins Light-filled kitchen with cathedral ceiling Large landscaped lot with patio A Short-term Rental application is underway. Ask owner for details. Some furniture conveys

Situated in Ocean City's coveted Goldcoast neighborhood, 2353 Asbury Avenue offers the quintessential Shore lifestyle just moments from the beach, boardwalk, and downtown shopping and dining. Set on a generous 30' x 100' lot, this beautifully appointed cottage combines timeless character with the convenience and walkability that have long made the Goldcoast one of Ocean City's most sought-after addresses. Featuring three bedrooms and two full baths, the home welcomes you with a charming front porch — the perfect spot for morning coffee. Inside, the open living and dining area is filled with natural light and highlighted by cathedral ceilings, creating a warm and welcoming gathering space. Thoughtfully curated furnishings and décor strike a relaxed coastal tone that complement the cottage's classic charm. The kitchen flows seamlessly to a screened porch and rear deck, providing multiple spaces for indoor and outdoor entertaining. A first-floor bedroom and full bath add convenience and flexibility, while the second level features two additional bedrooms connected by a Jack-and-Jill bath. The generous backyard is a rare find in the Goldcoast — ample space for summer barbecues, lawn games, and room for everyone to spread out. An outdoor shower, storage, and a recently installed roof round out the home beautifully. Offered fully furnished, this turnkey property works equally well as a summer retreat, investment property, or primary residence. With a strong rental history and established Summer 2026 bookings already in place, the home delivers immediate income potential while preserving plenty of room for personal enjoyment. The 30' x 100' lot also provides lasting value — whether through future expansion, redevelopment, or simply savoring this classic cottage for years to come. Mornings on the beach, bike rides along the boardwalk, strolls downtown, evenings on the back deck after a day in the sun — 2353 Asbury Avenue captures everything that makes OCNJ living so enduring.

PRICE IMPROVEMENT*** Welcome to waterfront living at its finest on picturesque Tilghman Island! This beautifully maintained 3,040 sq ft Colonial offers stunning open water views and a lifestyle of comfort, elegance, and ease. Boasting four spacious bedrooms and two and a half baths, this home features a flowing floor plan with natural light, generous living spaces, and a perfect blend of indoor and outdoor living. Enjoy your morning coffee while watching boats drift by, or relax in the evening with views that will take your breath away. The home is located in a sought-after waterfront community offering fantastic amenities including a clubhouse, pool, and marina—perfect for boating, entertaining, and leisure. Whether you’re looking for a peaceful full-time residence or a weekend retreat, this home checks all the boxes. Just bring your boat and your dreams! NEW ROOF & FIREPLACE 2024, NEW APPLIANCES 2019

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. 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 76+-acre waterfront estate 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. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

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. An 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.

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. 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 76+-acre waterfront estate 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. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

AUCTION BIDDING OPEN: Bidding ending June 9th. Previously Listed $3.25M Current High Bid $1.376M Showings Sunday 1-4pm, and Daily By Appt. This extraordinary 18th-century waterfront estate sits in complete seclusion along the Cohansey River with 12 acres surrounded by over 6,000 acres of preserved wilderness. Built in 1736 and eligible for the National Register of Historic Places, the renovated manor showcases rare Flemish bond brickwork, 10 bedrooms, and seven marble bathrooms. The property’s heritage includes Revolutionary War history, the Underground Railroad, and decades as a private sporting retreat for bird hunting and fishing. Located a 15-minute boat ride from Delaware Bay, the estate includes a 5,600-square-foot barn, waterfront lodge, expansive river deck, private boat ramp, and multiple historic structures. Currently operating as Eagle Manor wedding and event venue, this versatile property offers limitless potential as an executive compound, corporate retreat, wellness destination, sporting club, or private estate—a rare opportunity to acquire a preserved piece of American history. Open houses May 10th, 17th, 23rd and 31st from 1PM - 4PM.

One of the best views on the Northern Neck overlooking the Little Wicomico River with a sandy bottom, 5+ feet MLW, and 10-minute access to the peaceful beaches and fishing hot spots of the Chesapeake Bay/Potomac River. The private pier and dock have a heavy-duty boat lift, two jet ski lifts, electric and freshwater lines. The entire pier was re-boarded this year and has a new, shore-side staircase to the water for swimming and kayaking. The interior awaits you with complete serenity and classic simplicity, renovated from top to bottom with extreme attention to detail. It is a tasteful mix of classy and casual, making it the perfect river retreat with a dream kitchen, renovated baths, and bamboo floors. The one level, open floor plan offers a kitchen and living room, open to a captivating waterfront dining and seating area with access to the yard. The primary bedroom has a gorgeous ensuite bath with double sinks and two closets. Two other bedrooms share a renovated full bathroom. There is reliable high-speed broadband indoors and out, surround sound audio, and two Smart TVs, which may convey. There are also two out-buildings – one a temperature-controlled workshop with a separate 50A electric panel, storage and extra refrigerator; the other a custom-built “toy chest” for outdoor equipment. Other features: three-stage water filtration system with a high-pressure water pump, full landscape irrigation, and a recently upgraded septic system. An easy drive from either NOVA/DC or Richmond, this idyllic setting could be yours this summer, with vast views – and no matter the time of day, always both shady and sunny spots amongst a canopy of trees, and a refreshing breeze off the Chesapeake Bay. ***MORE ABOUT THE LOCATION*** By water: Solomons Island, St. Michaels, Smith Island, Tangier Island, and others are in reach. By car: a quick trip to local restaurants, freshly caught seafood, stores, and a winery. And of course, the Sunnybank Ferry can take you across the river at no charge – small town living at its best!