363 properties for sale in Holiday Harbor, District 6 Northern Worcester County Maryland

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

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

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

Motivated seller just reduced another $100k and offering 5% owner financing. Call listing agent for details! Bring your buyers and offers for this beautiful new construction home nestled within the prestigious Lighthouse Sound community! This exceptional 2025 new construction residence offers the perfect blend of coastal elegance, natural beauty, and modern luxury. Set on an expansive 1.22-acre private oasis homesite, the property is surrounded by lush trees, tidal wetlands, and open lowlands, delivering daily wildlife sightings and breathtaking sunset views over the bay and the scenic landscape of Worcester County. Designed for both refined living and effortless entertaining, the open-concept layout seamlessly connects the gourmet kitchen to the inviting family room. The kitchen is a true showpiece, featuring solid surface countertops, an oversized island, butler's pantry, built-in drawer microwave, gas oven/range, and a premium refrigerator with on-demand hot water. A cozy gas firepl

Live where every day can feel like vacation! Welcome to 44 Birdnest Drive, a turnkey 3-bedroom, 2-bath home tucked into a quiet, wooded setting in Ocean Pinesoffering the perfect mix of privacy, recreation, and coastal living just minutes from the beach. Inside, the open floor plan and vaulted ceilings create a bright, spacious feel, with generously sized bedrooms and plenty of room to settle in. The kitchen features granite countertops and stainless steel appliances. Both bathrooms have updated vanities, with a custom tiled shower in the primary bath and tiled tub surround in the guest bath. Convenient laundry and a new roof in 2024 add to the easy, low-maintenance lifestyle. Step outside to a concrete patio and a backyard that feels like your own little retreat. Surrounded by trees, theres room to grill, gather around a fire pit, or simply relax and enjoy the peaceful settingit has that camping-at-the-shore feel without leaving home. And just beyond the backyard is Huntington Park, w

Imagine the possibilities with this to-be-built custom home by award-winning Bay to Beach Builders, known for their Amish craftsmanship and exceptional attention to detail. The Fenwick, a stunning elevated coastal home designed for those who love life by the water. Offering 2,029 heated square feet, this three-story home features 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout that maximizes both space and views. The main living areas feature an open-concept great room, kitchen, and dining space designed for entertaining, while additional bedrooms and flexible living space provide comfort for family and guests. The Fenwick is built to embrace the beauty of coastal living while providing the durability and craftsmanship Bay to Beach Builders is known for Located in Cape Isle of Wight in West Ocean City, this homesite offers direct access to the open bay and the Ocean City inlet, making it a great location for enjoying boating, fishing, and the coastal lifestyle. The adjace

Brimming with Coastal charm, this beautifully maintained three-bedroom, two-and-a-half-bath home enjoys a peaceful cul-de-sac setting surrounded by mature trees and lush landscaping. Charming architectural details, an inviting covered front porch, and a lovely wooded lot create wonderful curb appeal, while inside, soaring ceilings and expansive living spaces offer a relaxed coastal atmosphere. A dramatic cathedral-ceiling living room welcomes you with exposed beams and a gas fireplace, creating a wonderfully open and airy gathering space. The spacious living room flows seamlessly into the dining area, while the kitchen enjoys an open connection to the dining space yet remains comfortably tucked away. Just off the dining area, a versatile flex room offers an inviting setting for a home office, den, or hobby space, with beautiful French doors allowing the room to be opened to adjoining living areas or closed for privacy. Beyond, an expansive sunroom serves as a spectacular second family

Check out this inviting getaway with peaceful and happy vibes! Located on a quaint street within a short walking distance to 6.6 acre Huntington Park, featuring playground equipment and open space. You will find engineered hardwood floors and vaulted ceilings throughout the main living areas. The split bedroom floor plan places the primary suite on one side of the house and the extra bedrooms on the opposite side, with the central living areas acting as a noise buffer and privacy wall. Beautiful granite countertops, a large center island and two separate breakfast bars are featured in the spacious and bright kitchen, but the showcase of this lovely home is definitely the huge rear screened porch that measures 20 x 14, the perfect setting for crab feasts or gathering with friends and family. A double door welcomes you into the primary suite, while one of the guest bedrooms is brightened by an arched window with a window seat and vaulted ceilings, which could double as a home office. A l

A fantastic price, home warranty coverage through July 2029, plus, it recently passed a home inspection! Welcome to 2 Moonraker Rd, a bright, airy, and beautiful contemporary home in Ocean Pines with many recent upgrades, including a new HVAC system in 2026. Step inside to find a soaring two-story foyer and flowing LVP floors, just installed at the beginning of 2026. The two-story ceilings continue into the family room with abundundant windows, allowing plenty of natural light, and a gas fireplace for those chilly winter days. The eat-in kitchen boasts coastal white cabinetry with new tile backsplash(2022), all newer stainless steel appliances (2022), a breakfast bar perfect for those quick morning meals, and a spacious dining room flowing off the kitchen, making entertaining a breeze. The first-floor owner's suite is a generous size and offers a large walk-in closet and an en-suite bath with double vanity with new counter tops and new faucets, a tub/shower combo with a jet tub, a wate

Welcome to 10220 Shingle Landing Road, an impressive estate offering over 5,600 square feet of living space on more than 4.5 beautifully landscaped acres. Located in an exclusive setting of just five estate-sized homesites, this exceptional property offers privacy, space, and versatilityall just a few miles from the beaches of Ocean City. This expansive home features 6 bedrooms and 5.5 bathrooms, along with an attached 3-car garage and a separate 3-car detached garage. The detached garage includes a spacious second floor offering tremendous potential for a game room, home office, studio, recreation space, or other future use. The outdoor living area is truly a highlight, featuring a 40' x 20' in-ground pool with waterfall, hot tub hookup, gorgeous stone patio, and gas fire pitcreating the perfect setting for entertaining or relaxing at home. The beautifully maintained grounds feature extensive landscaping and an impressive irrigation system with more than 80 sprinkler heads across 10 z

Offer deadline friday 9/18 @ 12pm. Exceptional Properties. Exceptional Clients. Coastal living starts here! Tucked away in the sought-after Cape Isle of Wight neighborhood of West Ocean City, this beautifully well maintained 2-bedroom, 2-bath home offers just under 1,300 square feet of bright, airy living space thoughtfully designed for easy single-level living. Set on a desirable corner lot just under a quarter acre, there's plenty of room to enjoy the laid-back Eastern Shore lifestyle. The generous lot also offers potential flexibility for future improvements or expansion, subject to applicable zoning, permitting, and county approvals. Thoughtfully renovated from top to bottom in 2017, the home pairs modern finishes and updated functionality with an open, airy design that feels fresh, comfortable, and current. The open-concept interior features vaulted ceilings, luxury vinyl plank flooring, and a spacious kitchen with granite countertops and an oversized center island perfect for gat

2500.00 towards buyer's closing cost given at settlement if a full price contract is accepted by the seller. *. This charming Salt Box-style home, built in 1989, offers a perfect blend of comfort and modern living. With 1,539 sq. ft. Step inside to discover a warm ambiance highlighted by beautiful wood floors and cozy carpeting. The traditional floor plan seamlessly connects the kitchen and dining areas, making it perfect for entertaining. The kitchen is equipped with energy-efficient appliances, including a self-cleaning oven and built-in microwave, ensuring both convenience and sustainability. The exterior boasts extensive hardscaping, a hot tub for unwinding, a fire pit for relaxing evenings and a community pool that invites you to enjoy sunny days. The property sits on a generous 0.24-acre lot, providing ample outdoor space for activities and gardening. Parking is a breeze with a detached garage and a spacious driveway. Located in a vibrant community, this home is surrounded by par

Motivated seller just reduced another $100k and offering 5% owner financing. Call listing agent for details! Bring your buyers and offers for this beautiful new construction home nestled within the prestigious Lighthouse Sound community! This exceptional 2025 new construction residence offers the perfect blend of coastal elegance, natural beauty, and modern luxury. Set on an expansive 1.22-acre private oasis homesite, the property is surrounded by lush trees, tidal wetlands, and open lowlands, delivering daily wildlife sightings and breathtaking sunset views over the bay and the scenic landscape of Worcester County. Designed for both refined living and effortless entertaining, the open-concept layout seamlessly connects the gourmet kitchen to the inviting family room. The kitchen is a true showpiece, featuring solid surface countertops, an oversized island, butlers pantry, built-in drawer microwave, gas oven/range, and a premium refrigerator with on-demand hot water. A cozy gas firepla

Welcome to 12549 Torquay Rd; a beautifully remodeled waterfront home, located in the highly desired neighborhood of Cape Isle of Wight. Entering the front, you're greeted with a large kitchen, which features brand new stainless steel appliances, Quartz countertops, a separate dinning area, and an open floor plan that flows into the living room. The primary suite has a nice waterfront view, a tile shower, large freestanding soaking tub, and a walk in closet. Renovations were completed in 2022, which included a new roof, new appliances, flooring, water softener, and tankless water heater. The backyard leads directly to the canal with a 33 foot attached dock, and an 8 foot floating dock with ladder; perfect for launching paddleboards and kayaks. The decorative details throughout this home give it added charm, a rustic beach vibe, and makes it a bit more unique than others. You'll love what you see, come on in and check it out

Beautiful 3 bedroom 3 bath first floor condo with open floor plan with new crawlspace being finished in the highly sought after River Run gated community. (Garage was converted into the third bed and bath Note: Square footage is more, garage conversion has not been included square footage) Plenty of storage and parking with a nice back deck overlooking the golf course! Updated luxury vinyl plank flooring, fresh paint, updated bathrooms and granite countertops. Bonus, you are steps away from the pool, restaurant, fitness center and pier. River Run boasts a beautiful 18-hole golf course, pro-shop, restaurant/pub, exercise facility, tennis courts, docks, kayak launch, and a community pool, all on campus. An absolute bonus for this location is that the location is an only 10 minutes into the town of Berlin, with easy access to get wherever you need to go! This community is just minutes from Ocean City beaches. The River Run Golf Club & Community offers tranquil scenery, great amenities and

Discover unmatched coastal living in this 5bedroom, 4.5bath waterfront retreat, perfectly positioned on a picturesque point along Greys Creek off Assawoman Bay. Offering 330 feet of private waterfront, this property delivers sweeping water views, unforgettable sunsets, and a rare blend of privacy, space, and tranquilityjust minutes from the ocean yet worlds away from the bustle. A gated entrance leads to an extended driveway and an impressive oversized 3car garage, designed with high ceilings ideal for vehicle stacking, storage, or hobby space. For boating enthusiasts, this is truly a boaters paradisecomplete with a private pier, boat lift, and effortless access to the creek and bay. Inside, the home is crafted for comfort and efficiency, featuring geothermal heating and cooling and generous square footage for hosting, relaxing, or working from home. Multiple rooms capture serene water views, including a striking panorama of the Ocean City skyline in the distance. Outdoor living shines

Brand new kitchen cabinets, stainless steel appliances, LVP flooring, carpet, and more! French Doors lead from the dining area to rear deck and yard. Guest bath includes ceramic tile floors, walls, and glass block. Primary bath features a tiled shower stall. Fresh paint, storage shed, vinyl siding and front entry deck. Located in the amenity-filled community of Ocean Pines, which is just a short drive to the beaches of Ocean City, Assateague Island National Seashore, and historic downtown Berlin!

Nestled on approximately over one acre, this charming property offers the perfect blend of privacy, tranquility, and convenience. Ideally located just minutes from downtown Berlin, shopping, dining, and the areas beautiful beaches, youll enjoy the best of country living with easy access to everything the Eastern Shore has to offer. Lovingly maintained over the years, this unique home is filled with warmth and character. The spacious four-season sunroom is the perfect place to relax and enjoy the beauty of every season, while the detached garage provides additional storage, workspace, or parking. Start your mornings with a cup of coffee on the inviting front porch as you take in the peaceful surroundings and quiet setting. If youre looking for space, privacy, and a home that has been cared for with love, this is a must-see property. Dont miss this incredible opportunity to own a beautiful home in a highly desirable location just outside of Berlin. Schedule your private showing today! Se

Welcome to River Run, a gated golf course community in Berlin, Maryland! This gorgeous, turnkey 4-bedroom, 3-full-bath duplex with a spacious loft offers beautiful views of the Gary Player-designed River Run Golf Course, overlooking the green on the par-5 3rd hole. Tucked away in a private setting, this beautifully updated home is the perfect place to relax and enjoy the best of coastal living. The inviting enclosed porch, outdoor patio, and second-floor balcony provide multiple spaces to unwind while taking in the peaceful golf course views. Inside, you'll find stunning tile work in the updated bathrooms and the convenience of two primary suites, with one on each level. The versatile loft features a built-in desk, making it ideal for a home office, reading nook, or additional living space. River Run offers an incredible lineup of community amenities, including a bar and restaurant, swimming pool, fitness center, and pickleball and tennis courts. Conveniently located with easy access t

A coastal A-frame with character, extensive renovations, and access to one of the Eastern Shores most amenity-rich communities. Welcome to 49 Bramblewood Drive in Ocean Pines. This 3-bedroom, 1.5-bath home has been thoughtfully renovated from top to bottom while keeping the charm that makes an A-frame so distinctive. Inside, youll find all new flooring and walls, tongue-and-groove ceilings, shiplap and board-and-batten details, plus fully remodeled kitchen and baths. A loft area adds even more flexible space for guests, a home office, or a cozy retreat. The improvements go far beyond the finishes, with a new roof and soffit, new hot water heater, new front window, new front and rear doors, whole-house water filtration system, and brand-new front and rear decks. Then theres the Ocean Pines lifestyle. Residents have access to multiple pools, parks, playgrounds, racquet sports and pickleball, golf, the Yacht Club and marina, boat access, and even the Ocean Pines Beach Club in Ocean City.

Welcome to the beautiful River Run community, where life is good, and picturesque views of the golf course and the Saint Martins River surround you. Nicely landscaped grounds and a spacious front porch welcome you to the skylight-brightened foyer, leading to the 2-story cathedral ceiling in the delightful kitchen, featuring granite countertops and smudge proof stainless steel GE appliances. Luxury vinyl plank flooring shows off the living areas, including a dining area with triple window, and a living room with gas fireplace and sliding doors to the rear patio, overlooking the 9th fairway of the Gary Player designed River Run golf course. Sliding doors lead to a cozy screened porch from the first floor primary suite, which includes 2 organizer closets, gorgeous ceramic tile flooring, double granite vanity, and a 3x6 walk-in tiled shower. You will find another bedroom, full bath, laundry room, and single car garage with workbench and cabinets to complete the lower level. Extra Bonus. Go

This beautiful rancher has been remodeled, renovated and upgraded by the acclaimed design company, Woven Sand Studios. New LVP flooring, lighting, bathrooms, bedrooms and an open floorplan kitchen was designed with the next owner in mind. 81 Ocean Parkway is coastal with a touch of farmhouse, and best of all, the beautiful furnishings convey to the next owner. The home boasts a new roof installed in July 2026 and a new stone parking pad for additional parking with enough space for a large boat or RV. Located just inside the North Gate makes this home easily accessible. This beautiful home is the definition of move in ready!

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 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 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