576 properties for sale in Dagsboro town

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Welcome to 6 Preakness Drive, a stunning newly constructed coastal ranch in the highly desirable Triple Crown community of Ocean Pines, Berlin, Maryland. Built by respected local builder Del Mar Construction, this thoughtfully designed home offers approximately 2,200 +/. Square feet of refined living space plus a spacious 518-square-foot attached garage. Step inside to an impressive open-concept layout where vaulted ceilings in the living room and kitchen create a bright, airy atmosphere perfect for both everyday living and entertaining. The heart of the home is a beautifully appointed kitchen featuring shaker-style cabinetry, quartz countertops, and ample space for a large center island, all seamlessly connected to the dining and living areas. The split-bedroom floor plan provides ideal privacy, with a luxurious primary suite tucked away on one side of the home. This retreat features dual walk-in closets and a spa-inspired en-suite bath complete with a standalone soaking tub, an overs

WATERFRONT beach retreat with recent updates! Welcoming, light + airy contemporary with a great rental history [approx $49,000/year] on a wide, deep-water canal w/private pier. Located in incredibly amenity-rich Ocean Pines. Multiple parks + pools, marinas, boat launches, beaches, robust recreation programs, walking trails, golf, yacht club, and so much more. Just 5 miles from Ocean City, where OP residents have an oceanfront Beach Club. BBQ or laze the day away on your own'sandy beach' in your fenced backyard overlooking the water. Enjoy'second season' on the covered porch. Inside. Tons of room to roam. And plenty of spots to sleep! Living room w/new LVP flooring, vaulted ceiling, decorative/exposed beams, opens into the kitchen. Bright and cheery kitchen with new fridge, new LVP floor. Formal dining room seats a houseful and boasts a new LVP floor. One Primary bedroom with attached bath is on the 1st floor + features an attached office / flex room currently housing bunk-beds. Bedroom

Move-In Ready & Furnished in Ocean Pines! New roof will be installed 09/08/26! Welcome to 150 Sandyhook Road, a beautifully situated 3-bedroom, 2-bath home on a generous. 47-acre lot in desirable Ocean Pines. Offered fully furnished and move-in ready, this home makes it easy to start enjoying the Eastern Shore lifestyle from day one. Relax and entertain from the inviting screened-in porch, perfect for morning coffee, afternoon drinks, or gathering with friends and family. The property also features an oversized insulated garage with built-in storage cabinets, providing plenty of room for vehicles, bikes, beach gear, tools, and recreational equipment. Major peace-of-mind update. A new roof is scheduled to be installed September 8, 2026. The home also features on-demand hot water, adding efficiency and convenience. With three bedrooms, two full bathrooms, a spacious lot, ample garage storage, and furnishings included, this property is an ideal choice for a year-round residence, second ho

Welcome to this gorgeous 5-bedroom, 3-full-bath single-family home offering over 3,000 square feet of beautifully designed one-level living, ideally situated on a quiet cul-de-sac in the heart of Ocean Pines! The spacious open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating the perfect space for relaxing with family in front of the cozy gas fireplace. The home also offers two separate study/office rooms, each featuring built-in bookcases and French doors, providing quiet and private spaces for working from home, studying, or hobbies. A dedicated game/movie room takes entertaining to the next level with a large-screen TV, custom bar area, and wall outlet for a second TV. The spacious primary suite features a walk-in closet and French doors leading to the rear deck. The recently renovated ensuite bathroom is a true retreat, complete with a large soaking tub and separate shower. Other recent updates (approximately 12 years) include stainless steel ki

This brand new construction by Gemcraft Homes offers a rear screened porch, and is located on an extra-large cul-de-sac lot overlooking the Ocean Pines Golf Course! The Nottingham is a modern ranch-style home with 3 bedrooms, 2 baths, and a 2 car garage. The expansive Great Room area with 9' ceilings and gas fireplace opens to the Kitchen, that is ready for entertaining and cooking comforting meals for family and friends. An open dinette and large kitchen island offer an abundance of space for informal dining. The private Owners Suite includes an ensuite bath featuring a double vanity, water closet, and walk-in closet. For upgraded luxury, the Venetian Owner's Bath includes a Ceramic Tile Base shower with Glass Door, Granite Vanity Top, Rectangular Sink Bowls, and a Tall Vanity with Drawer Base. Two additional bedrooms with a hall bath and laundry room complete the floor plan. The award winning community of Ocean Pines is located just a short drive away from Ocean City's beaches and bo

ONCE UPON A TIME in a sweeping coastal vista with an architectural world-class design, there is a TIMELESS, premiere Lighthouse Sound estate. Truly an unparalleled level of both privacy and prestige. Fashioned in the classic Shingle-Style design, otherwise known as'Coastal Seaside Architecture'. Many expensive homes are large, but few expensive homes are proportioned this well. The symmetry here creates a feeling of both permanence and luxury. The (installed summer 2026) roof is exceptionally interesting with its multiple gables that adds both character and ceiling height inside. Copper accent roofs feature standing seams. The rooftop Widow's Watch, or observation deck, (OR crow's nest! )is an amazing feature. Especially when YOU are up there taking a good look at the 360-degree views of the bay, or fireworks displays, or enjoying your favorite beverage. All rooms in this house feature exquisite hand-crafted architectural elements and views of the natural, coastal habitats. Enter into

Welcome to this lovely custom-built three-bedroom, two-bath rancher set on a peaceful 2-acre homesite with a fully fenced backyard. Designed for comfortable one-level living, this meticulously maintained home reflects true pride of ownership throughout. Recent updates include new flooring, fresh paint, and an updated crawl space, offering peace of mind and move-in readiness. The country-style kitchen is equipped with Whirlpool appliances and a propane-fueled stove, opening naturally to the dining areaperfect for everyday living and entertaining. The warm and inviting living room features a natural wood-burning stove, creating a cozy atmosphere during cooler months. A tankless water heater powered by propane provides efficiency and endless hot water. Step outside to the oversized rear deck, complete with a propane grill hookup, ideal for outdoor gatherings. Enjoy resort-style relaxation with the 15 x 8 x 5 swim spa, all while taking in the privacy of the expansive backyard. A detached 2

A truly rare opportunity in the heart of Midtown Ocean City! Just one block from the beach, 104 Bering Rd offers an exceptional property featuring two separate homes on one lota unique offering that's seldom available in Ocean City. Whether you're looking for a primary residence with guest accommodations, a vacation retreat for extended family, or an investment with incredible flexibility, the possibilities are endless. Lovingly maintained by a caring owner, this property blends classic Old Ocean City coastal charm with thoughtful modern updates. Its prime Midtown location puts you within walking distance of restaurants, shopping, entertainment, 94th Street Park, and just around the corner from the Caribbean Dr. Public boat ramp. The MAIN HOME offers approximately 1,508 sq. Ft. with 3 bedrooms and 2.5 baths. Step inside to a bright sunroom with tile flooring and abundant natural light. The cozy living room features a gas fireplace, while the beautifully updated kitchen (2021) boasts gr

Welcome to this exquisite contemporary waterfront home nestled in the highly desirable community of Ocean Pines. Situated on a serene tidal creek, this stunning property offers a wonderfully private setting with scenic views of the water and preserved trees that shall remain undisturbed. Enjoy the charm of this quiet waterway from the deck or numerous rooms. Inside, the large windows create a bright and inviting atmosphere throughout. The home has gleaming cherry floors that add warmth and elegance to the open floor plan. The gourmet kitchen is a chefs dream, featuring stainless steel appliances, quartz countertops, a stylish backsplash, and a spacious island perfect for entertaining. The home also boasts a cozy wood stove, ideal for chilly evenings. The recent renovations combine modern updates with tasteful design. The expansive wraparound deck, offers spectacular views of the water and access to the private pierperfect for relaxing, kayaking, canoeing and water sports. Living in Oce

Luxury Living Redefined in The Parke at Ocean Pines Experience an exceptional standard of coastal luxury in this beautifully reimagined Sandpiper 4 Bedroom 3 bath home, ideally situated in The Parke at Ocean Pines, the area's premier 55+ community. Just minutes from the pristine beaches, award-winning restaurants, championship golf, marinas, and world-famous Boardwalk of Ocean City, this extraordinary residence offers the perfect balance of sophistication, comfort, and an active coastal lifestyle. From the moment you enter, you are welcomed by an elegant interior showcasing soaring cathedral ceilings, rich hardwood flooring with decorative inlays, crown molding, custom electrical enhancements, and an abundance of natural light. Designed for gracious entertaining and effortless everyday living, the thoughtfully crafted floor plan features four spacious bedrooms, three beautifully appointed baths, a formal living room, elegant dining room, and an impressive great room anchored by a strik

Price reduction! Adorable and affordable! Built by American Homes, this charming, well-maintained 3-bedroom, 2-bath rancher is ideally located near the Swim & Racquet Club pool and White Horse Park. The bright, open floor plan features cathedral ceilings, a combined Living, kitchen and dining area, and a separate laundry room off the kitchen. Relax on the inviting front porch or enjoy the spacious rear deck. Recent updates include fresh paint, roof replacement with warranty (2019), newer HVAC, newer washer and dryer, and refrigerator, new microwave stove and dishwasher. Newly LVP flooring in the living room, dining room, and kitchen, new carpet in bedrooms. New bathroom flooring and raised toilets. Encapsulated crawlspace. Enjoy this low-maintenance home near the White Horse park, pool and recreation center

Welcome to 14 Trinity Place. Located just inside South Ocean Pines at the end of a quiet cul de sac, this home features a spacious and functional layout with several living spaces and home offices. Step inside to the family style kitchen with great lighting and ample cabinet space. The kitchen was upgraded with stainless GE electric double oven range, LG side-by-side refrigerator and new dishwasher in 2024. Hardwood floor flows from the dining room into the main living room with vaulted ceilings and wood burning stove. Just off the living room and bright sunroom you have two sliding glass doors that connect you to the large, composite sun deck. The impressive first-floor owners suite has so much to offer, featuring a walk-in closet, two attached office spaces and direct access to the back deck. The primary bathroom boasts dual sink vanity, shower and jetted tub. The home has seen several big updates, including a new roof installed in 2023 by Spicer Bros with a 30-year warranty, giving

Beautifully maintained and gently used as a second home, this home offers nearly 1,700 square feet of comfortable living space in the amenity-filled community of Ocean Pines. Built in 2013 and situated on a generously sized 10,923-square-foot lot, the property enjoys a private wooded backyard setting. The open floor plan features cathedral ceilings, laminate flooring and spacious kitchen with solid surface countertops, stainless steel appliances, a breakfast bar, and abundant cabinet space. The large primary suite includes a private bath with double vanities, while the laundry room is conveniently located just off the attached two-car garage. Hot water heater was replaced in 2022. Enjoy outdoor living from the screened porch and adjoining deck. Additional features include a fully encapsulated crawlspace, low-maintenance exterior, and move-in-ready condition. Conveniently located near Ocean Pines' many amenities, including pools, parks, marina facilities, yacht club, golf course, walkin

Professional Pictures are coming soon! Nestled in the exclusive bayfront enclave of Bay Point Plantation, this beautiful coastal residence epitomizes luxury living, offering spectacular views of the Ocean City skyline. Built with intention for energy efficiency in 2011 featuring three separate Geothermal HVAC systems, this detached architectural masterpiece boasts over 4,500sqft with five spacious bedrooms and four full bathrooms with a 5th bathroom fully plumbed-in for future installation. Step inside to discover an expansive open floor plan that invites natural light to dance across the room from the floor-to-ceiling glass sliders that illuminate the natural beauty of Turville Creek with panoramic views of Ocean City's High Rise Row as its backdrop. The heart of the home is the gourmet kitchen, featuring an eat-in area perfect for casual dining, while the adjacent living spaces are enhanced by an elegant gas fireplace, creating a warm and inviting atmosphere for gatherings. Adjoining

Welcome to 542 Ocean Parkway in the highly desirable community of Ocean Pines a truly unique coastal retreat offering 4 bedrooms, 2 full bathrooms, and an unforgettable cabin-inspired design rarely found this close to the beach. Nestled among mature trees on a beautifully landscaped lot backing the golf course, this meticulously maintained home blends warmth, character, and modern upgrades. Step inside to soaring vaulted ceilings, dramatic walls of windows, rich wood finishes, and an open-concept layout filled with natural light. The spacious living area creates the perfect cozy-yet-grand atmosphere with elevated architectural detail throughout. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring newer stainless steel appliances, a cooktop, built-in microwave drawer, updated cabinetry, generous prep space, and an oversized island overlooking the main living space. Both full bathrooms have been tastefully renovated with modern finishes, and the h

Discover this stunning waterfront home in the desirable community of Ocean Pines Terns Landing, perfectly situated for effortless bay or ocean access. Offering modern upgrades, thoughtful details, and exceptional outdoor living spaces, this property is move-in ready and built for both relaxation and entertaining. Recent Updates & Impressive Features Include: New roof (2023). New deck railings and awning for shaded outdoor enjoyment (2023). Updated owners suite bath (2023) featuring a beautiful granite countertop with new sinks, and toilet. Custom barn door and a spacious California walk-in closet (2024) in the owners suite. Fully equipped laundry room with cabinets, sink, and granite countertop. Gourmet kitchen enhanced with remote-controlled over-cabinet lighting (2024). Tinted windows and newly refurbished thresholds. Easily accessible walk-in attic for extra storage. Conditioned garage for year-round comfort. Mature arborvitaes trees providing wonderful privacy. Waterfront Amenities

Welcome to this beautifully maintained, gently lived-in home in the sought-after River Run community. Thoughtfully cared for and showcasing pride of ownership at every turn, this charming ranch offers the perfect blend of comfort, style, and easy one-level living. The open floor plan features beautiful vaulted ceilings that add character while creating a bright, airy feel throughout the main living area. The spacious kitchen offers upgraded countertops, stainless steel appliances, a large center island, abundant cabinet space, and an instant hot water dispenserperfect for preparing your morning coffee or tea. Plantation shutters and custom shades add timeless style throughout. Gather around the cozy gas fireplace in the living room during the cooler months, while the private primary suite offers a relaxing retreat complete with an oversized electric fireplace, creating the perfect ambiance to unwind at the end of the day. Relax on the screened porch or patio while enjoying peaceful pon

Boaters & Beach Lovers Dream! 'Terns Landing' Coastal Style Waterfront home with beach inspired elements! Prime location with easy access to the bay and beach, this property is the ideal retreat! Your vessel awaits you on your updated boat lift with effortless access to the bay at your back door. Ease and comfort abound as you cross the threshold of this stunning 3-bedroom (with room for a fourth), 3.5-bathroom home with seamlessly flowing premium LVP flooring throughout. The bright open floor plan immediately greet you with its neutral color palette and floor to ceiling windows. Custom motorized shades and multi room audio system are just a few pleasures you'll find in this exquisite property. The efficient gas fireplace will serve as a picturesque backdrop to many living room gatherings, or as the centerpiece for a few minutes of solitary tranquility. Creating beautiful meals will be a joyful experience in the recently updated chef-inspired kitchen, which flows easy into the dining r

Beautiful oceanfront views await you from this two-bedroom, two-bathroom condominium at the highly sought-after Sea Terrace! This spacious, yet cozy unit comes fully furnished. At the Sea Terrace, there are plenty of ways to unwind, whether it be enjoying the heated pool or large sun deck, taking a short walk to several local restaurants, or maybe you want to take advantage of the direct beach-to-building access and stroll on the beach. Being in a prime location, the possibilities are endless! The building also offers several other amenities: a ground floor storage unit for all your beach necessities, a fitness center, an on-site management team, and indoor bicycle storage. Condo fees include: Basic cable TV package, high speed Wi-Fi, and a bi-annual HVAC service contract

Discover the perfect blend of luxury, comfort, and convenience in this pristine three-bedroom, three-bath condominium with over 1,600 Sq Ft. In the highly desirable Coral Seas building in midtown Ocean City. Original hand-painted art murals adorn the walls to elevate your living experience and enjoyment. Rarely does an opportunity arise to own a spacious residence offering three generously sized bedrooms, each paired with its own convenient bathroom. The Primary bedroom enjoys private access to the large balcony. This residence has it all making it ideal for full-time residence, a luxurious vacation retreat, or an exceptional investment property. Designed for effortless coastal living, the expansive open floor plan features a large living room with a cozy fireplace, that flows seamlessly into the dining area and well-appointed kitchen, creating the perfect space for entertaining loved ones and friends. Step outside onto the oversized private balcony and unwind while enjoying limited vi

MUST-SEE beach-style home in the highly-acclaimed community of Ocean Pines! This 3-bedroom/2.5-bathroom, fully-furnished, turnkey house, with select items excluded, situated on a 0.20-acre serene, natural setting, with both an indoor and outdoor staircase to access inside. Within the main door, a foyer entrance allows for beach gear and other storage, before heading up the stairs to the elegant, open living-space. Here, LVP flooring guides you between the amply-sized modern kitchen, complete with quartz countertops and stainless-steel appliances, the cozy living-room, and the spacious dining-area. From here, the living and entertainment space continues, with sliding-glass doors giving the invitation to enjoy the MASSIVE screened-in porch (also accessed by a separate door from the kitchen). Family and friends can then transition into a full nature-immersion, as the opposite screen-door gives way to the large deck, easily serving as the party center, or a peaceful spot for coffee and bir