533 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 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 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 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 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

Adorable Coastal Townhome with Spectacular Bay/Marina Views. These Bayfront homes rarely come available in Marina Village so don't wait on it! Enjoy Coastal living at its finest in this 3-bedroom, 2-bath townhome offering gorgeous water views and a move-in-ready interior. The first floor offers hardwood floors throughout and recently cleaned carpet upstairs. The large kitchen has granite counters, tiled backsplash and a open walled area to take in those views. Recently replaced sliding glass doors take you to the large rear deck where you will enjoy the southern exposure and activity of the marina. Upstairs you will find 2 spacious guest bedrooms, Laundry Room, 2 private balconies, including one in the 16 x15 Primary Suite with a 12 x 7 walk-in closet. Relax in the spacious, gorgeous Primary Bath which has been recently renovated with a jetted soaking tub, separate tiled shower, double vanity and tiled floors. The Marina Village HOA takes care of the yard and landscaping, and also pain

Builder-paid rate buydown or a $15K closing-cost credit instead*. With an acceptable offer, PLUS a New home 10 year Structual warranty! Brand-new and move-in ready, 6 Preakness Drive is a single-level coastal ranch in Triple Crown Estates, Ocean Pines, built by local builder Del Mar Construction. Approximately 2,200 finished square feet on a 0.29-acre lot. Vaulted ceilings open up the living room and kitchen, where you'll find shaker-style cabinetry, quartz countertops, a large center island, and a walk-in pantry. The split-bedroom floor plan places the primary suite on its own side of the home, with dual walk-in closets and a spa-style bath featuring a freestanding soaking tub, an oversized walk-in shower with floor-to-ceiling tile and frameless glass, and a double-bowl vanity. Three additional bedrooms and a full bath sit on the opposite side, The main-level laundry room includes cabinetry and a utility sink. Outside, relax on the covered front porch or the oversized screened rear de

Enjoy peaceful golf course views from this inviting 3-bedroom, 2-bath rancher overlooking the 4th hole of the Robert Trent Jones-designed golf course. Cathedral ceilings and skylights fill the home with natural light, creating a bright and airy atmosphere. The expansive living room offers plenty of space to relax or entertain, with beautiful views of the fairway. The eat-in kitchen features a breakfast bar and connects to a cozy sunroom, perfect for a home office, sitting area, or flexible guest space. A spacious mudroom, separate laundry room, and walk-in pantry provide plenty of everyday convenience and storage. Pull-down stairs in the hallway lead to a full-height attic offering additional storage possibilities. An attached two-car garage adds even more functionality. Step outside onto the deck to enjoy your morning coffee, unwind at the end of the day, or simply take in the scenic golf course setting. A wonderful opportunity to enjoy comfortable one-level living with a beautiful ba

Motivated seller, bring all offers! Move-In Ready & Furnished in Ocean Pines! New roof, vapor barrier and dehumidifier 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 was installed September 8, 2026 as well as a new vapor barrier and dehumidifier in the crawl space. This home also features on-demand hot water, adding efficiency and convenience. With three bedrooms, two full bathrooms, a spacious lot, ample

If you are seeking a home that is better than new, this is it! This immaculate approximately 3600sf. Home in The Point at Ocean Pines offers exceptional living space, extensive recent upgrades, and an incredible bonus for the boating enthusiastthe Seller has a deeded boat slip at nearby Pines Point Marina with a boat lift also listed for sale! Beautiful pond views welcome you from the wraparound front porch. Inside, the open floor plan offers everything you could want on the main level, including a luxurious Owner's Suite, private home office, first-floor laundry and a spacious gourmet kitchen designed for entertaining. The kitchen features quartz countertops with breakfast bar, subway tile backsplash, gas cooking, pendant lighting and stainless appliances. Hardwood flooring and beautiful tile complement the home's bright, coastal feel. Upstairs, a dramatic foyer with arched detail, cathedral ceiling and chandelier leads to a second Owner's Suite with en suite bath, additional bedrooms

This is the location in The Parke you've been waiting for, tucked away for serene privacy on a large 12,858 square foot, cul-de-sac lot backing to woods! This Royal Tern floor plan offers 2,587 sq. Ft. of comfortable living space, 3 bedrooms/2 full baths downstairs, and an additional 4th bedroom and full bath upstairs with loft area. The main level features a spacious living room with cathedral ceiling, ceiling fan and a sun tunnel style skylight lets in extra natural light. A double-sided gas fireplace with blower creates a warm connection to the adjoining spaces. The kitchen offers numerous upgrades just completed in 2025including a JennAir gas cooktop, new quartz countertops and subway tile backsplash. The added wall of custom cabinetry in this home provides ample storage space for all your kitchen needs. As you enter in the front door, the home layout offers a formal dining room space that boasts hardwood floors that continue throughout the hall, kitchen and breakfast area. The fro

From sunrise to sunset, this property offers breathtaking, wide-angle river vistas, while maintaining a secure, protected harbor for your watercraft and a picturesque wide lagoon for peaceful relaxation. Character, warmth, and craftsmanship define the penthouse-style layout, uniquely designed specifically to capture the panoramic water views from your elevated primary living and entertaining spaces. Crowning the roofline is a custom cupola that evokes a classic maritime-inspired charm. Quality-built with 2x6 exterior wall framing set upon an elevated 5-course masonry foundation. The family room is positioned as a vast, casual gathering hub. This large open area blends every day comfort with custom architectural elements. Newly remodeled 4 years ago, the kitchen contains tile, granite, a classic farmhouse sink, Samsung stainless steel appliances, spacious pantry, and vaulted ceilings. Sliding glass doors open to a balcony that is equipped with a spiral stairway serving as a secondary me

Welcome to Piney Island, a sought-after community offering a scenic, private setting close to everything that makes coastal living so desirable. Situated across the street from the St. Martin River and just minutes from Ocean Citys beaches, Assawoman Bay, and the charming town of Berlin, this beautifully maintained 3 bedroom, 2 1/2 Bath home is an inviting choice for year-round living or a relaxing second home. Hardwood floors complement the open floor plan, creating a warm, welcoming flow throughout the main living areas. The spacious kitchen features a large center island, perfect for casual dining, gathering, and entertaining, while a cozy fireplace adds comfort and character to the living space. The first floor primary suite offers convenient main level living with a walk-in closet and private bath. Two additional bedrooms provide space for family, guests, or a home office, and abundant storage adds everyday practicality. Enjoy your morning coffee on the welcoming front porch or un

Nows your time to be part of life in Ocean Pines! Youll love the convenience of one-level living in this updated 3 bedroom 1.5 bath rancher in Sherwood Forest. Relax or entertain in your spacious sun-drenched family room that leads into an eat-in kitchen with updated appliances and enclosed laundry room. From the kitchen, step into the spacious screened-in porch and large partially fenced back yard overlooking trees. Ocean Pines offers an exceptional array of amenities including multiple pools, boat ramps, playgrounds, walking trails, a community center, and much more. All of this is only a few miles from Ocean City where youll find the Ocean Pines beach club with a pool, restaurant, locker rooms and other activities. Ocean Pines isnt just a neighborhood its a vibrant community with something for everyone. If youre looking for an investment, this property has been partially rented generating a steady income

Welcome to Antigua 307! This welcoming 2-bedroom, 2-bathroom unit offers a blend of comfort and coastal living. Spanning 1,020 sq ft, the interior features elegant wainscoting along the entryway and primary bedroom enhancing the airy atmosphere. This south-facing unit offers sunrise views from the primary bedroom when you wake up and sunset views as you wind down in the evening. Enjoy the community amenities, including an outdoor pool and elevator access, perfect for relaxation and leisure. The property boasts direct access to a sandy beach along the Atlantic Ocean, ideal for sunbathing and water activities. With off-street parking and a well-maintained environment, this unit is a perfect retreat. The unit been run as a short-term rental for the previous 8 summer seasons and is perfectly suited for personal use or as an investment. Experience the best of coastal living in this inviting space, where comfort meets convenience. Make this your home at the beach!

Fully renovated new kitchen. New flooring. New paint. New drop ceiling with shiplap design. New ceiling fans

Just like new! And a 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

Discover a charming retreat in the desirable Ocean Pines. Huntington community. This beautifully maintained ranch-style home features an inviting open floor plan, perfect for both relaxation and entertaining. The living area seamlessly connects to the dining space, creating a warm atmosphere for gatherings. Enjoy the comfort of three well-appointed bedrooms and two full bathrooms, including a tub shower for unwinding after a long day. The kitchen is equipped with high-end electric appliances, including an oven/range and refrigerator, ensuring culinary delights are just a step away. Luxury vinyl plank flooring adds a touch of elegance throughout, while a cozy fireplace enhances the inviting ambiance. Front and rear decks are 40 ft x 12 ft totaling 960 sq ft of space. Newer roof, gutter w/gutter guards and windows. Step outside to enjoy community amenities, including pools, tennis courts, and scenic walking paths. With a prime location just minutes from the airport and a host of recreati

Price reduced x2*. 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

Nestled in the charming community of White Horse Park, this delightful 2-bedroom, 1-bathroom home built in 2017 offers a wonderful blend of comfort, convenience, and modern living. This home features an open floor plan filled with natural light, creating a warm and welcoming atmosphere. One of the largest lots in the community, this property offers plenty of outdoor space and is backed by woods, providing added privacy and a peaceful natural setting. The home is also conveniently located directly across the street from the community pool, making it easy to enjoy one of the neighborhood's most popular amenities. A concrete driveway provides convenient off-street parking. Inside, the spacious kitchen is equipped with stainless steel appliances, including a built-in microwave, stove, dishwasher, and refrigerator, making meal preparation a breeze. The home also features a new washer and dryer for added convenience. Recent updates include a new HVAC system with a warranty, providing added c

Waterfront living at its best in ocean pines! Located in desirable Wood Duck Isle I, this impressive waterfront residence offers over 4,000 sq. Ft. of living space, 6 bedrooms, 3 full baths, and over 100 feet of bulkhead with direct access to the Bay. Boaters will appreciate the 55' x 3' dock and 8,000-lb. Boat lift with remote, installed in 2021. With multiple outdoor living spaces, a 3-season room, expansive decks, and a Crows Nest boasting panoramic water views, there is no shortage of places to relax or entertain. Inside, the spacious floor plan offers generous gathering areas, a Gourmet Kitchen, hardwood floors, upgraded carpeting, and abundant storage. The upstairs bonus area features a full wet bar, creating the perfect space for entertaining, game nights, or additional living space. The encapsulated crawlspace with dehumidifier provides added peace of mind. Major updates include the roof (2018), 8,000-lb. Boat lift with remote (2021), EV charger (2024), and downstairs HVAC (202

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

Major price adjustment of $20,000! Welcome home to this lovingly cared-for, one-owner home, designed by an interior decorator. This retreat nestled among the towering trees in the desirable North Gate of Ocean Pines one of the safest places to live in Maryland and just minutes from the beautiful beaches, dining, and entertainment of Ocean City, Maryland, Assateague and Rehoboth beaches. Medical facilities, schools, yacht club, and golf course nearby. Situated on a serene, private lot backs to Briarcrest Park, this charming 2-bedroom, 2-bath home also features a spacious loft that can easily be converted into a third bedroom, home office, or flex space to suit your needs. Filled with warmth and character, the great room showcases soaring cathedral ceilings accented by stunning exposed wood beams, unique moon-shaped architectural openings, and a cozy wood-burning stove that creates the perfect gathering place. The wood stove provides ambiance and warmth on cold winter nights as well as p

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

Priced below market! Waterfront living in ocean pines with confirmed lower condo fees for 2027! *. Welcome to 3208 Points Reach, a spacious 3-bedroom, 2-bath waterfront condominium offering approximately 1,896 square feet of comfortable living space, beautiful bay views, and an expansive covered balcony. Located in the desirable Points Reach community of Ocean Pines, this light-filled residence features hardwood flooring, crown molding, a corner gas fireplace, and large glass doors that bring the waterfront setting into the main living area. The generously sized kitchen offers granite countertops, stainless steel appliances, abundant wood cabinetry, recessed lighting, and plenty of workspace. Its open layout connects seamlessly to the living and dining areas, making the home ideal for everyday living and entertaining. Step outside onto the expansive covered waterfront balcony, complete with a built-in gas grill and plenty of space for outdoor dining, entertaining, or simply relaxing wh

Beautifully maintained 2021 coastal home located in the sought-after Colonial Village section of Ocean Pines. This move-in-ready 3-bedroom, 2.5-bath home offers approximately 2,256 sq. Ft. of thoughtfully designed living space. The first floor features beautiful hardwood flooring and an inviting open-concept layout centered around a cozy gas fireplace. The beautiful kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a convenient counter bar perfect for casual dining and entertaining. The spacious first-floor primary suite features a custom walk-in closet and a beautifully appointed bath with a tiled shower, soaking tub, dual vanities, and linen closet. Upstairs, youll find two additional bedrooms, a full bath, and a versatile bonus space ideal for a home office, hobby area, or generous walk-in storage. Step outside to a professionally landscaped backyard and enjoy an exceptional location where the Ocean Pines Yacht Club, two marinas, dining, live mus

Enjoy waterfront living in this inviting 3-bedroom, 3-bath canal-front home located just a short distance from the open bay. Designed to make the most of its waterfront setting, the home features a spacious screened porch, upper-level deck, and patio with built-in seating, providing multiple places to relax, entertain, and enjoy the views. Inside, the kitchen offers tile flooring and pantry storage and opens to the dining area for easy everyday living. The upper level features a bedroom, full bath, and versatile loft space. Additional highlights include a newer roof installed in 2017, HVAC system replaced in 2018, water heater installed in 2024, and partial furnishings included. Whether you are searching for a primary residence or waterfront getaway, this home offers comfort, flexibility, and an ideal coastal lifestyle

This spacious unit, just steps to the beach, has 5 bedrooms and 4.5 baths, newer HVAC unit, replaced sliding doors with surround sound featured in the open living areas as well as wrap around balconies with views of the beach, Atlantic Ocean & Assawoman Bay. This amazing property has 3 covered assigned spaces, for no hassle parking and a building elevator for ease of trips to and from the beach. Named'Sunrise' 303, has been an occasional summer retreat for the current owners and is approximately 2622 sq. Ft. and will convey with most furniture. The Gourmet kitchen features granite counters, plenteous kitchen cabinets, built in wine cooler & icemaker, and the granite island conveniently offers a cooktop & vented stainless steel range hood so you can prepare a feast while socializing with your guests. The living area has aesthetically pleasing cork flooring, sliding doors and windows galore allowing an abundant of natural sunlight with views of the ocean and bay. This is an incredible of

Quality Craftsmanship meets exceptional care in this beautifully maintained home, built by Piney Island Builders. Neatly nestled on a large private lot backing to peaceful woods in the heart of Ocean Pines, this home offers the perfect blend of comfort, privacy, and timeless appeal. Designed for easy living, the home features a spacious first-floor primary suite, providing convenience and flexibility for everyday life. Recent updates include a newer roof, composite decking, and updated kitchen appliances, allowing you to move in with confidence. Step outside and enjoy the beautifully landscaped Backyard, where you'll find a charming treehouse and plenty of space to relax, entertain, or simply take in the serene wooded setting. Recently updated crawl space encapsulation and dehumidifier ensure peace of mind. A large garage offers ample room for vehicles, storage, and hobbies. Two more outbuildings, a large shed, and an adorable greenhouse complete the yard. This exceptional home showcas