luxury house for sale Bishopville, United States

72 hr Kick out Clause. Home can still be shown. Tucked along the canal in the sought after community of Ocean Pines, this charming A-frame retreat blends rustic cottage character with the laid back waterfront lifestyle you’ve been dreaming of. With soaring vaulted ceilings, oversized windows, and an open layout designed to capture natural light and tranquil water views, this home is ready for relaxing weekends, family gatherings and entertaining after a day on the water. Step outside to enjoy the expansive wraparound deck overlooking the canal, the perfect place for morning coffee or evening sunsets. Boaters will appreciate the shared dock with a dedicated private slip for the home, offering easy access to the water. A cozy fireplace adds warmth and charm to the inviting living space, while the garage provides additional storage for all your beach and boating essentials. The main level features two bedrooms, a full bathroom, and a convenient laundry closet. Upstairs, the loft overlooks both the water and the main living area, creating a bright and airy retreat. The primary suite is also located on the upper level and showcases more dramatic vaulted ceilings that enhance the home’s unique architectural style. Located in Ocean Pines, residents can enjoy access to an incredible lineup of amenities including pools, parks, golf, marinas, trails, a beach club, and more, all just a short drive from the beaches, dining, and entertainment of Ocean City!

Step into the serenity of this captivating waterfront retreat and elevate your lifestyle to new heights of luxury. Boasting 1,704 square feet of immaculate living space, this three-bedroom, two-bathroom residence presents an unrivaled combination of comfort, elegance, and natural beauty. As you enter, bask in the welcoming ambiance that seamlessly blends with the picturesque surroundings. Engage in an open-air flow between the living, dining, and kitchen areas with the home's carefully designed layout. The heavenly abode is complemented by soaring cathedral ceilings and abundant natural light, creating the ultimate sanctuary for tranquility and warmth. Stunning waterfront views greet you from the four-season room, offering a perfect space to unwind and forget the hustle and bustle of life. Continue feeling cozy throughout the abode- snuggle up by the gas fireplace for ultimate relaxation on cooler evenings. Embrace the true essence of waterfront living with the outdoor waterfront deck which is an idyllic spot for entertainment and allows you to have convenient access to the Saint Martin's River for all of your water activities. Benefit from its elevated position on the lot, ensuring peace of mind as flood insurance is not required. The sellers have previously utilized the shared dock access to house their 18-foot boat, exemplifying the exceptional convenience of this home. And that's not all- it offers you superior access to the renowned Ocean City with its myriad of dining, entertaining, and recreational options. Experience the unparalleled joys of coastal living with this remarkable waterfront home. Don't miss the rare opportunity to make this exquisite property your own. Contact us today to arrange a private viewing and embark on your journey to owning this ultimate waterfront lifestyle.

If you are looking for space, you’ve found it in this home nestled on a serene wooded lot in Ocean Pines! This two-story home features 4 bedrooms, 3 full baths, a 2-car garage, and a versatile sunroom. The bright and airy living space boasts soaring ceilings and tons of windows that allow natural light to fill the inside. The thoughtfully designed floorplan includes a main-level primary bedroom with en-suite bath and spacious walk-in closet. Upstairs you will find three additional bedrooms each with large closets. Bonus…there is easy access to a large floored attic for extra storage. Outdoor living is just as inviting, with an enormous deck overlooking the private backyard — the perfect spot to relax or entertain after a day at the beach. The yard also features a powered storage shed for hobbies, tools, or extra workspace. Freshly painted throughout, the home is clean, bright, and move-in ready. While some TLC and updates could further enhance its value, the home is priced with that in mind. Sellers are also offering a $5,000 credit toward new appliances! Savvy investors can enjoy this property immediately and make updates over time adding tremendous value!

Located in the award-winning Bayside community, this beautifully maintained end-unit coastal townhome offers a thoughtful layout, generous living space, and comes fully furnished for immediate enjoyment. Featuring three bedrooms, two-and-a-half baths, and a highly desirable first-floor primary suite, this home blends comfort, functionality, and coastal style. The main level welcomes you with a formal dining room, ideal for hosting and gatherings, while the open kitchen with center island anchors the living space for effortless entertaining and everyday living. A dedicated laundry room with sink adds a level of convenience rarely found in townhome living. The first-floor primary suite serves as a private retreat with an en-suite bath and spacious walk-in closet. Upstairs, a large loft-style living area offers flexible space for a family room, office, or guest lounge, along with two additional bedrooms and a full bath, providing excellent separation and privacy for family and visitors. Outdoor living is equally inviting with a large private patio, perfect for dining al fresco, entertaining, or unwinding after a day at the beach. Bayside is known for its true Americana-style coastal lifestyle, offering an unmatched collection of amenities including multiple outdoor pools, an indoor pool, fitness centers, walking and biking trails, playgrounds, dog parks, and community events throughout the year. Golf enthusiasts will appreciate the Jack Nicklaus Signature Golf Course, while dining options include on-site restaurants and waterfront venues overlooking the bay and Ocean City skyline. One of Bayside’s most celebrated features is the Freeman Arts Pavilion, bringing nationally recognized artists, concerts, and performances right to your neighborhood. Residents also enjoy kayaking, paddleboarding, private beach access at The Point, and the convenience of community shuttle service connecting amenities and beach access during the season. Conveniently located off Route 54 and just minutes from the Delaware and Maryland beaches, Bayside offers a rare combination of resort amenities, coastal charm, and an active year-round lifestyle. This is an exceptional opportunity to experience Bayside living at its finest.

Comfort, privacy, and waterfront living come together in this fully renovated three-level contemporary home, ideally positioned along one of the quietest canals in Ocean Pines with direct access to the bay and beaches of Ocean City. Offering 4 bedrooms, 3.5 baths, and approximately 3,250 square feet, this exceptional residence has been thoughtfully updated to provide the perfect blend of coastal comfort, functionality, and entertaining space. Designed with an open-concept layout, the home features soaring vaulted ceilings, skylights, and expansive windows that fill the interior with natural light while showcasing tranquil water views from all three levels. Multiple gathering areas throughout the home allow family and guests to comfortably spread out, including a spacious great room, waterfront den, and bar area adjacent to the kitchen. The middle level also offers a private guest suite with en suite bath for those wishing to avoid stairs, an additional powder room, laundry room, and direct access to the oversized multi-car garage with front and rear access points. Upstairs, the primary suite serves as a true private retreat, spanning approximately 768 square feet and featuring its own three-season porch overlooking the water. This luxurious space includes a large walk-in closet, natural gas fireplace, and beautifully renovated spa-style bath complete with extensive cabinetry, dual-person Jacuzzi soaking tub, and walk-in wall-jet shower. Two additional bedrooms, two porches, and another full bath complete the upper level. The ground level offers even more flexibility with two freshly renovated waterfront rooms ideal for entertaining, relaxing after a day on the water, or hosting the perfect crab feast. Walls of windows and sliding glass doors provide panoramic canal views and direct access to one of the largest waterfront backyards in Ocean Pines. The oversized .35-acre lot includes a full-length fenced yard, expansive private bulkhead, maintenance-free dock with fish cleaning station, hardscape walkways, and ample room for kayaking, crabbing, pets, and outdoor gatherings. Extensive 2026 renovations include a full interior repaint, all new luxury vinyl plank flooring, carpet, and ceramic tile throughout, remodeled kitchen and baths, a fully renovated third level with dedicated mini-split HVAC system, updated plumbing and lighting fixtures, new vanities with quartz and marble countertops, updated toilets, ceiling fans, and more. Additional highlights include three-zone heating and cooling, instant hot water system, air purification system, dehumidification system, fire and alarm monitoring with cameras, oversized garage with 9-foot door for possible boat storage, and parking accommodations for up to 6+ vehicles. The home also offers a full concrete crawlspace with convenient interior access to mechanical systems including the furnace, plumbing, dehumidifier, air purification equipment, and AirBoss controls. Pride of ownership is evident throughout, with the roof and multi-zone HVAC systems regularly cleaned and professionally serviced. Move-in ready and meticulously maintained, this rare waterfront offering combines peaceful coastal living with convenient access to the bay, ocean, dining, marinas, and entertainment of the greater Ocean City area.

Experience effortless coastal living in this luxury, fully furnished two-story villa just steps from Bayside's world-class amenities. This beautifully appointed home features three spacious bedrooms, 2.5 baths, and a bright open-concept floor plan designed for entertaining. The gourmet kitchen offers an oversized island with seating, double ovens, and flows seamlessly into the dining and family rooms. Relax on the screened porch or private patio on a premium homesite located on a quiet no-through street. Additional features include luxury vinyl plank flooring, custom-tiled showers, generous walk-in closets, energy-efficient construction, a one-car garage, and double driveway. Enjoy the award-winning Bayside lifestyle with the Jack Nicklaus Signature Golf Course, heated driving range, indoor and outdoor pools, the Health & Aquatic Center, fitness center, tennis, pickleball, basketball, walking trails, dog park, kayak launch, beach shuttle, and year-round activities. Residents also enjoy Signatures Restaurant, waterfront dining at 38 Degrees, the Bayside Institute, and the nearby Freeman Arts Pavilion. Move right in and start enjoying resort-style living at its finest.

Welcome to 3 Boston Drive in Ocean Pines, a spacious split level home perfectly situated on a corner lot with endless potential. Offering 3 bedrooms and 3 full bathrooms, this home provides a flexible layout designed to fit a variety of lifestyles! The main level features a spacious kitchen with easy access to the back deck, creating the perfect space for outdoor dining, entertaining, or simply enjoying the fully fenced backyard. Downstairs, the versatile lower level offers a cozy wood burning fireplace, a full bathroom, and flexible living space that can be customized to suit your needs, whether you envision a family room, home office, guest suite, or recreation area. Sliding doors open directly to a patio within the fenced backyard, providing another inviting outdoor space to relax or entertain! Outside, the corner lot is complemented by an attractive arched driveway and additional side parking, providing plenty of room for vehicles, boats, or guests. Located in the sought after Ocean Pines community, residents enjoy an impressive array of amenities including pools, parks, walking trails, marinas, golf, a yacht club, beach club and more. Best of all, you're just a short drive from the beaches, boardwalk, dining, and entertainment of Ocean City, making this home an ideal primary residence, vacation getaway, or investment opportunity!

Turnkey Schell Brothers townhome in the highly sought-after Bayside community—an excellent investment opportunity with strong rental potential. Ideally located on a quiet alcove backing to private woods, with golf course views from the front balcony, this home offers privacy and premium positioning. The open-concept layout features hardwood flooring, custom lighting, crown molding, and a gas fireplace, with seamless indoor-outdoor living via a screened porch and private paver patio with built-in planters and propane grill hookup—highly desirable for guests and renters alike. The upgraded kitchen includes painted maple cabinetry, granite countertops, stainless steel appliances, tile backsplash, and bar seating. The spacious owner's suite offers a private deck, large closet, and spa-style bath with dual vanities and a tiled glass shower. Two additional bedrooms—including one with a covered porch and sunset views—provide flexible accommodations for maximizing occupancy. Additional highlights include a one-car garage with epoxy flooring and storage. Located in a premier resort community offering golf, pools, fitness center, tennis, pickleball, trails, water activities, dining, and entertainment—making this an attractive option for vacation rentals or year-round enjoyment!

Welcome to this beautifully appointed coastal-style townhome in the award-winning Bayside resort community. Designed for effortless living and entertaining, this light-filled home features an open floor plan enhanced by hardwood flooring, tray and vaulted ceilings, crown molding, wainscoting, plantation shutters, expansive windows, and a cozy fireplace. The spacious dining area with a custom chandelier flows seamlessly into the gourmet kitchen, complete with granite countertops, 42-inch cabinetry, stainless steel appliances, a gas cooktop, center island, and peninsula breakfast bar. The inviting living room with vaulted ceilings opens to a sunroom with a fireplace and French door leading to a private screened porch. Outside, a paver patio with garden walls overlooks a peaceful wooded setting, creating the perfect backdrop for outdoor relaxation and entertaining. The main-level owner's suite offers a spacious walk-in closet and a luxurious ensuite bath with dual vanities and a tiled walk-in shower. Upstairs, a generous loft provides additional living space, along with two guest bedrooms, including one with a private balcony, and a full bath. Enjoy the exceptional Bayside lifestyle with resort-inspired amenities, including multiple outdoor pools, tennis and pickleball courts, fitness and aquatic centers, walking and biking trails, kayak storage, a fishing pier, clubhouse, dining venues, seasonal beach shuttle service, and the renowned Jack Nicklaus Signature Golf Course. Conveniently located just minutes from Fenwick Island and Delaware's beautiful beaches, this home offers the perfect blend of luxury, comfort, and coastal resort living

Priced to sell! This updated 3-bedroom, 2-bath coastal retreat is offered fully-furnished and ready for immediate enjoyment! Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home showcases true pride of ownership with many recent upgrades including a brand NEW kitchen!! New entry doors welcome you into a bright, modern living space centered around the completely renovated kitchen. The family chef will love the stylish new cabinetry, quartz countertops, sleek backsplash, and stainless steel appliances that combine both beauty and functionality. Spacious living and dining areas provide plenty of room to relax, gather, and entertain guests with ease. A versatile three-season room extends the living space and creates the perfect transition between indoors and outdoors. Overlooking the large yard, this inviting space offers peaceful views of mature trees that provide both privacy and a lush natural setting. The home also features a huge driveway with abundant off-street parking, along with a one-car garage for added convenience. All three bedrooms are generously sized and updated with new flooring, while the entire home has been freshly painted and tastefully decorated in a charming beach-inspired style. Simply move in and start enjoying coastal living from day one! Located in the vibrant community of Ocean Pines, residents enjoy an impressive array of amenities including indoor and outdoor pools, tennis and pickleball courts, parks, walking trails, golf, boating, and the famous Ocean Pines Yacht Club and Beach Club!

Welcome to 22072 Seaport Square, a beautifully appointed Schell Jasmine model in the highly sought-after Bayside community! This stunning 4-bedroom, 3.5-bath home offers the perfect blend of luxury, comfort, and coastal charm. Step inside to an open-concept floor plan filled with natural light and upscale finishes throughout. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a gas cooktop, granite countertops, glass tile backsplash, pantry, and a spacious two-tier island—perfect for entertaining family and friends.The main-level primary suite is a private retreat with elegant tray ceilings, dual walk-in closets, and a spa-inspired bath complete with a tiled shower, frameless glass door, bench seating, double vanity, and refined finishes. Additional highlights include a vaulted sunroom, powder room, laundry room, and a dramatic great room with soaring ceilings and a striking switchback staircase. Upstairs, you'll find a versatile loft, two spacious guest bedrooms with a shared bath, plus a private en-suite bedroom—ideal for guests or multigenerational living. Located in the amenity-rich Bayside community and just minutes from Fenwick Island, Bethany Beach, and Ocean City beaches, this exceptional home is perfect as a primary residence, vacation getaway, or investment opportunity. ?? Now offered at a newly refined price—don't miss your chance to own in one of the area's premier coastal communities!

Welcome to a rare waterfront masterpiece on a premier point lot in Ocean Pines. Located at 26 W Mallard Drive on a quiet cul-de-sac, this exceptional direct bayfront coastal-style home offers breathtaking, unobstructed views of the Isle of Wight Bay and the Ocean City skyline. Built in 1983 and impeccably maintained, the residence spans just over 5,000 sq. ft. with 8 bedrooms and 8.5 baths, ideal for large gatherings or multi-generational living. Designed to maximize waterfront living, the home features multiple balconies and expansive decks, an outdoor summer kitchen, hot tub, private pier with boat lift, and generous outdoor entertaining spaces perfect for hosting unforgettable bayfront gatherings. Inside, an elevator servicing up to the third level adds convenience and accessibility. The chef's kitchen is outfitted with 42 cabinetry, granite countertops, stainless steel appliances, multiple ovens, and a GE induction cooktop, complemented by an abundance of storage and prep space. Additional highlights include six refrigerators, a dedicated laundry room, 200-amp whole-house generator, storm shutters, four storage sheds, and an encapsulated crawlspace with dehumidifier and sump pump. Situated within amenity-rich Ocean Pines, residents enjoy access to parks and recreation, aquatics, championship golf, marina, beach club, and more. This extraordinary bayfront property combines space, luxury, and lifestyle-an unparalleled opportunity on Maryland's Eastern Shore.

Welcome to one of Ocean Pines’ most extraordinary waterfront estates, where luxury, recreation, and coastal living come together in a truly one-of-a-kind offering. Situated on a beautifully positioned waterfront homesite with 75 feet of newly bulkheaded shoreline, this remarkable residence encompasses approximately 9,200 square feet of thoughtfully designed living space with 5 bedrooms, 5.5+ baths, and an unmatched collection of resort-style amenities. Designed for entertaining on every level, the home features a spectacular 63-foot indoor pool with a 7-foot depth, private locker room, movie theater, expansive game room with wet bar, sunroom, and an oversized chef’s kitchen that opens seamlessly into light-filled living and dining spaces framed by soaring ceilings and walls of glass overlooking the water. The outdoor living experience is equally impressive. Enjoy expansive waterfront decking, an enclosed brick courtyard with a charcoal grill, multiple spaces for gathering, a rooftop observation deck with panoramic views, and direct boating access from your private dock featuring an 8,000-pound boat lift. Whether hosting family and friends or enjoying a quiet evening overlooking the water, every space has been designed to embrace the coastal lifestyle. Additional highlights include a two-car garage, generous driveway and guest parking, and the home is offered fully furnished (with select exclusions), allowing you to begin enjoying it from day one. Properties of this caliber are exceptionally rare. Whether you’re searching for an extraordinary primary residence, an unforgettable coastal retreat or the ultimate waterfront investment property, 23 Mallard Drive East delivers a lifestyle few properties can match. Schedule your private showing today and discover what life on the water was meant to be!

The opportunity to own the premier property in Ocean Pines comes around only once in a blue moon. Situated on a point lot on Leigh Drive with the most unobstructed views in the Tern's Landing neighborhood. The 3 level Mediterranean masterpiece has been tastefully curated blending elevated style, design, and architecture. Privately nestled at the end of a cul-de-sac, this 4-bedroom home promotes an indoor-outdoor lifestyle with balconies and decks on every level to admire the panoramic views of Ocean City. Posh customizations including Walker Zanger tiles, Emtek doorknobs, Ralph Lauren pure wool carpet, Kohler faucets, Subzero and Bosch appliances to name a few. Featuring an expansive primary suite with secluded balcony and telescope lookout. Maintenance free exterior with Techo-Bloc pavers and 200 feet of vinyl bulkhead with dock and boat lift. This home radiates coastal luxury and sophistication. Call today for more information!

Welcome to this cozy home, where coastal living is simplified in a spacious single-story layout located in the sought-after community of Shady Park. Offering over 1,100 sq. ft. of effortless one-level living, this residence features 2 large bedrooms and 2 full bathrooms in a desirable split-floor plan designed for maximum privacy. The interior boasts a light-filled open-concept layout with an entry-level primary suite and main-floor laundry, ensuring a comfortable, stair-free lifestyle. Outdoor enthusiasts will appreciate the private driveway with ample parking and the community’s premier water amenities, including an exclusive boat ramp and kayak launch providing direct access to the Creek and the Little Assawoman Bay. Located just 4 miles from the Beaches of Fenwick Island and Ocean City, this Shady Park gem offers the perfect balance of peaceful neighborhood charm and coastal adventure.

EXQUISITE ESTATE ON 17 ACRES.. Experience the rare combination of refined living, privacy, and self-sufficiency with this exceptional custom-built estate situated on approximately 17 beautiful acres. Ideally located just 9 miles from Fenwick Island, Bethany Beach, and Ocean City, Maryland, this remarkable property offers the perfect blend of peaceful seclusion and convenient access to the area's beaches, dining, shopping, and entertainment. This thoughtfully designed 3,700 sq. ft. home features 3 bedrooms, 2 full and 3 half- baths with upscale finishes, generous living spaces, and timeless design throughout. Panoramic windows fill the home with natural light while seamlessly connecting the interior to the serenity and privacy of the surrounding landscape. The oversized three-car garage further enhances the home's appeal. Designed for today's flexible lifestyle, the home includes two executive offices, making remote work effortless. Whether working from home full-time or managing business remotely, this estate offers the ideal live/work environment. The full-house, partially-finished lower level (accessible via elevator) offers additional space for storage, gym, recreation, workshop, or future customization to meet your interests and needs. Outdoor living opportunities abound with a spacious veranda (accessible from every room) overlooking the garden areas perfect for growing your own vegetables and creating a more sustainable lifestyle. A stocked pond, apple orchard, and expansive grounds with 3 acres of woods are just steps from your door.. Nature lovers will appreciate the fishing and hunting opportunities available both on the property and nearby. After a day outdoors, unwind and recharge in the home's private sauna.Complementing the residence is a substantial 30x70 pole barn with electric doors and full bath, and a separate guest cabin with utilities. This property offers exceptional flexibility for agricultural pursuits, workshop space, recreational vehicles, equestrian use, hobby farming, fitness/wellness activities, creative studios, or a multitude of possibilities to fit your desired lifestyle. Rarely does a property offer this level of acreage, infrastructure, investment opportunity, privacy, and proximity to the beaches in one extraordinary coastal location. Don't miss this extraordinary opportunity—schedule your private tour today!

Welcome to this beautifully maintained 3-bedroom, 2-bath home in the highly sought-after Montego Bay community of North Ocean City. Featuring a desirable split-bedroom floor plan, this home offers both comfort and privacy for everyday living or coastal getaways. The bright and spacious eat-in kitchen features abundant countertop space, ample cabinetry, and plenty of room to gather, making it the heart of the home. It flows seamlessly into the main living area, where soaring ceilings create an open, airy feel. The living room is complemented by a formal dining area, perfect for entertaining, and a second entrance that provides convenient access to the home. Privately situated off the main living space, the primary suite offers a peaceful retreat with a large walk-in closet and an en suite bath complete with a relaxing soaking tub and separate walk-in shower. Two additional bedrooms provide comfortable accommodations for family and guests, while a dedicated laundry area with a full-size washer and dryer adds everyday convenience. Step outside to enjoy the welcoming sun-drenched front deck, perfect for morning coffee, outdoor dining, or relaxing after a day at the beach. A storage shed provides space for all your beach gear, and the two-car concrete driveway offers convenient off-street parking. Sold fully furnished, this home is move-in ready and ideal as a primary residence, vacation getaway, or investment property. Montego Bay offers exceptional amenities, including swimming pools, tennis courts, a 9-hole miniature golf course, a scenic bayfront boardwalk with fishing piers, canal-front fishing and crabbing areas, an 8-acre wildlife sanctuary with walking trails, and a community park. With city water, sewer, and trash collection, plus a convenient North Ocean City location close to the beach, restaurants, shopping, and entertainment, this home offers the perfect blend of comfort and coastal living. Don't miss this opportunity to own your own beach retreat!

Presenting this finest and elegant, custom-built waterfront home, situated in the finest neighborhood in OC. This is truly an entertainer's paradise. You will find an open floor plan, that is wrapped in windows, offering majestic views. There are 4 BR and 3 BA, and a 35 Ft pier. First floor there are 2 guest rooms and can easily sleep 8 Guests. The main level is host to a large living room with Panoramic views. Gourmet Kitchen with all SS Appliances. This is a wonderful once in a life time opportunity to own the best of ocean city, Maryland. Come home to coastal living at its finest. Qualified Buyers Only, no Solicitation ! This is a LIMITED SERVICE LISTING: Do NOT contact the listing agent. Contact the OWNER/SELLER directly.

Experience Coastal Living in this Beautiful Townhome in the sought after Dune House in North Ocean City. LOW CONDO FEES OF $234 MONTHLY. This spacious 3 Level residence features 3 Bedrooms and 2 Full Bathrooms offering the perfect blend of comfort and sea side charm. Designed for both relaxation and entertaining, the home boasts 3 private decks-ideal for enjoying ocean breezes, morning coffee and gorgeous morning sunrises. The multi level layout provides ample space for family and guests, while large windows invite in natural light and showcase stunning Ocean Views. Located directly along the dunes, this property offers access to a private beach area, creating a peaceful and exclusive coastal retreat. Whether you are looking for a vacation property, investment property or a year round residence, this ocean front townhome delivers the ultimate beach lifestyle. This home has private parking for up to 3 vehicles, including one covered parking space and a private outdoor shower. Located within walking distance to Restaurants, Parks and Shops. HVAC and Water Heater were replaced 5 years ago. Brand New Carpet Throughout and New Luxury Vinyl Plank in the Foyer. Brand New in Box Fire TV Omni QLED 55 4K with Alexa. There are 2 TV's in the Unit. No Special Assessments.

For the very first time, Dagsboro's most recognizable home has arrived on the public market. This quintessential 1920s American Foursquare with its signature porte-cochère is as storied, charming, and full of personality as the white-hot town it calls home. You've driven past it. Everyone has. Now it's your opportunity to call it home! Perfectly positioned in the heart of downtown Dagsboro — steps from Porto's beloved flavors, a short stroll to the legendary Clayton Theatre, and just minutes from coffee, Jaynes Reliable, the botanical gardens and the local gems that give this community its undeniable soul — this property sits at the crossroads of small-town charm and serious opportunity. And with Bethany Beach just a quick drive away - you are connected to small town and sea. Welcomed by the wraparound porch, made for slow summer evenings, sweet tea in hand, waving to neighbors who have always admired this home from the street. Step inside and be instantly transported — but with all the modern upgrades you'd expect. Warm, thoughtfully refinished red oak hardwood floors flow beneath crisp white walls in a living room that is grand in scale and spirit. A local craftsman's custom crown molding, bespoke radiator covers, and a beautifully trimmed fireplace pay reverent homage to the home's historic character. Twin symmetrical curved alcove shelves usher you into a bayed dining room appointed with a built-in corner hutch, a vintage chandelier dripping with charm, and glass pocket doors. You will also notice original glass doorknobs throughout the home and substantial wood millwork original to the home has been lovingly maintained. The large eat-in kitchen impresses with vaulted ceilings that flood the space with light and air, abundant cabinetry, a center island, dual sinks, and solid surface countertops. Just off the kitchen, an all-season sunroom offers serene views of the landscaped courtyard — your own private oasis. Before heading upstairs, discover a stunning library/study adorned with custom milled, illuminated built-ins — designed and carefully executed by a local carpenter. This home could easily be converted into a primary bedroom on this level. A spacious bathroom with a soaking tub is conveniently adjacent. The second floor delivers a generously proportioned primary suite, three additional bedrooms, and a full bath. A full staircase leads to the floored attic, ready to be finished into an additional bedroom and bath. Below, a full basement provides ample storage. Outside, the possibilities multiply: a charming tiny house with plumbing for a full bath, and a substantial barn featuring two garage doors and a large second-floor — perfectly suited for a two-bedroom apartment (with applicable zoning and local approvals). Set on around 2 acres zoned TC (Town Center), this 2.13 -acre landmark property is as versatile as it is beautiful — continue its legacy as a private residence, or reimagine it as a coffee shop, boutique, law office, wellness studio, bed & breakfast, or any number of commercial uses. The bones? Impeccable. The opportunity? Unmatched. Dagsboro is an ever growing downtown town with close proximity to the nearby cities of Georgetown, Berlin, Ocean City, Salisbury Maryland and the nearby coastal towns of Bethany Beach and Fenwick Island.

Welcome to 38453 Caroll Drive, a beautifully maintained 2020 townhome located in the Bishops Landing community. Offering 3 bedrooms, 2.5 bathrooms, and a layout designed for modern coastal living, this home combines style, comfort, and exceptional investment potential. Bishops Landing HOA allows short-term rentals which presents a unique opportunity for both personal enjoyment and income generation. Inside, you'll find an open-concept floor plan that seamlessly connects the living, dining, and kitchen areas, creating an inviting space for everyday living and entertaining. Thoughtful upgrades throughout—including designer accent walls, luxury vinyl plank flooring, tile finishes, recessed lighting, and abundant natural light—give the home a true model-home feel. The gourmet kitchen is a standout feature, complete with upgraded countertops, a large center island, stainless steel appliances, and ample workspace for cooking and gathering. Just beyond, the dining and living areas offer the perfect setting for hosting family and friends. The primary suite provides a peaceful retreat with shiplap accents and a private en-suite bath featuring modern finishes. A convenient powder room completes the first floor. Upstairs, a versatile loft offers additional living space ideal for a media room, home office, or guest lounge. Two generously sized guest bedrooms provide flexibility for visitors, hobbies, or remote work. Step outside to your private patio, perfect for enjoying morning coffee or relaxing after a day at the beach. The attached garage, featuring a durable epoxy-coated floor, provides both parking and additional storage space, while the driveway offers room for guests. Residents of Bishops Landing enjoy an impressive array of resort-style amenities, including three swimming pools, two clubhouses with fitness centers, dog parks, a seasonal beach shuttle, and more. Community services such as lawn care, snow removal, and trash collection make ownership virtually maintenance-free. Whether you're searching for a primary residence, vacation getaway, or investment property, 38453 Caroll Drive offers an exceptional combination of luxury, convenience, community, and rental potential. This home is being sold fully furnished making it truly turnkey - drop your bags and start enjoying the coastal life!

OPEN SUNDAY, 7/19, 11AM TO 1PM**Welcome to 38057 Cross Gate Road in sought-after Bishop's Landing—just minutes to Bethany Beach and the Delaware coast! This beautifully upgraded 3-bedroom, 2.5-bath townhome offers the perfect blend of coastal living, comfort, and style—ideal as a primary residence, second home, or beach getaway.??From the charming front porch and stone-accented façade to the lush landscaping with hydrangeas, this home delivers standout curb appeal. Unlike typical builder-grade properties, this meticulously maintained home has never been rented and features numerous high-end upgrades throughout.??Step inside to a bright, open-concept floor plan with wide plank luxury vinyl flooring, 9' ceilings, crown molding, recessed lighting, and custom plantation shutters. The gourmet kitchen is designed to impress with granite countertops, white cabinetry, glass tile backsplash, large center island with seating, pantry, and premium stainless steel appliances including a 5-burner gas range.??The spacious living and dining areas flow seamlessly to a newly finished stone patio, perfect for outdoor entertaining, grilling, or relaxing after a day at the beach. A formal dining space with wainscoting adds versatility for gatherings and holidays.??Upstairs, the primary suite retreat features a tray ceiling, walk-in closet with custom shelving, and a luxurious ensuite bath with double vanity and walk-in shower. Two additional generously sized bedrooms, a full bath, and a convenient laundry room with full-size washer/dryer complete the second level.??Additional highlights include a garage with extra refrigerator/freezer, custom storage solutions, and space for all your beach gear, plus a functional drop zone/mud area just off the garage.??Located in the amenity-rich community of Bishop's Landing, residents enjoy resort-style pools, clubhouse with fitness center, tennis courts, walking trails, dog park, playgrounds, and community events. Just minutes to Bethany Beach, Ocean View dining, shopping, and coastal attractions.??Whether you're searching for a Delaware beach home, coastal investment property, or year-round residence, this move-in ready home checks every box.

Welcome to Fenwick Acres — an extraordinary oceanfront retreat where every day begins with a breathtaking Atlantic sunrise and ends with a spectacular sunset over the Little Assawoman Bay. Situated on a rare 60+/- foot-wide oceanfront homesite within the exclusive gated community of Fenwick Acres, this exceptional coastal residence offers sweeping, unobstructed views of both the Atlantic Ocean and Little Assawoman Bay. Bordering Fenwick Island State Park, the property enjoys protected natural vistas, enhanced privacy, and an unmatched sense of tranquility. Thoughtfully designed for both relaxed coastal living and effortless entertaining, the home offers five bedrooms, four full baths, and one half bath across three spacious levels. The second floor serves as the primary sleeping level, featuring four well-appointed bedrooms and three full bathrooms, including two private ensuite bedrooms and two additional bedrooms connected by a Jack-and-Jill bath. One bedroom also includes a private sauna, creating a peaceful retreat after a day on the beach. A spacious laundry room and generous storage closet complete this level. The top floor is the heart of the home, showcasing an open-concept living space filled with natural light from expansive windows, glass doors, and skylights. A soaring white pine cathedral ceiling crowns the great room, where a dramatic double-sided wood-burning fireplace creates a warm and inviting gathering space. The updated kitchen features an oversized island and seamlessly connects to the dining and living areas, all opening onto an expansive oceanfront deck designed to capture panoramic water views and coastal breezes. The owner's suite is located on this level and has access to the oceanfront deck, an ensuite bathroom, and double sided fireplace. Additional outdoor living spaces include bay-facing decks on two levels, providing front-row seats to unforgettable sunsets each evening. Exceptional amenities throughout the home include an elevator servicing all three levels, whirlpool tubs, a Lutron RadioRA lighting system, security system, electric storm shutters, Ring doorbells, generator, EuroCave wine storage, outdoor shower, and more than 600 square feet of enclosed storage, including a separate room ideal for a game room, fitness area, or additional flex space. The home has been meticulously maintained and thoughtfully updated, with renovations by Beachwood Builders, new heat pumps installed in 2024 and 2025, and numerous additional recent improvements. Beautifully landscaped grounds featuring fountains and accent lighting complement the low-maintenance exterior, while a substantial protective dune enhances both privacy and peace of mind. This is a truly rare opportunity to own one of Fenwick Island's premier oceanfront properties—where luxury, privacy, and the beauty of the Delaware coast come together in an unforgettable setting. Take the video and 3D tours!

Located next to Fenwick Island State park hosting a plethora of wildlife, this stunning custom home will take your breath away with its unobstructed views of wildlife, the ocean and the bay! This home went through a total makeover in 2017 to include roof, siding, hurricane grade windows, decking and deck railings. Built to take advantage of both ocean views and bay views, this home abounds with natural light and outdoor living space. As you enter the home, the first floor has an independent apartment with two ensuite bedrooms, kitchenette, family room and outdoor access. This apartment can be locked so that both guest and owner can maintain private living spaces. Your guests even enjoy a separate laundry located just outside the apartment! Walk upstairs or jump in the elevator and step out onto the main living floor where you are immediately overwhelmed with ocean views from the expansive front windows. Your eyes will take in the views and then notice the beautifully custom hand painted walls! The upgraded kitchen includes a Wolf Stove, a wine bar, an additional dishwasher, a professional size refrigerator and freezer and plenty of island seating for friends and family. In addition, you have plenty of seating in the adjoining dining room, a family room with custom furniture and a theatre room with surround sound and a remote screen and projector. This floor also hosts a half bath and an additional two bedrooms with a jack and jill bathroom. Up one more floor and you will find the recently expanded primary suite with a full office area, custom cabinets in the primary bath and bedroom, a beautiful walk-in tiled shower and a private deck with bay and ocean views. On the same floor is a sitting area and small balcony to enjoy a quiet cup of coffee, read a book, or look out at the beautiful sunrise over the ocean. Across the sitting room there is an additional spacious ensuite bedroom. Wait there is more! Head on up to the roof-top deck with outdoor grill, refrigerator, hot-tub and a half bath and you can enjoy 360 degree views of water and nature. Need parking? The driveway is extensive and lined with a gorgeous stone retaining wall for a grand entrance. More parking is available in the open garage underneath the house. There is also a large walk-in storage room with plenty of cabinets and space for your beach toys. This one-of-a-kind house will not disappoint! Make your appointment for an exclusive tour today.