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$249,000
Lot #165 – River Run, Berlin, Maryland - A Rare Opportunity to Build in One of the Eastern Shore’s Most Coveted Golf Communities. Just Released - Lot #165 in River Run, a pristine new homesite in one of the most desirable and well-preserved golf course communities on Maryland’s Eastern Shore. Never before offered for public sale, this exceptional lot represents a rare opportunity to secure a premier homesite in a section of the community that has remained undeveloped since River Run was first established. Tucked into a quiet and secluded enclave, Lot #165 is bordered by mature trees and surrounded by natural beauty. From this vantage point, future homeowners will enjoy tranquil water views across the street and sweeping golf course vistas to the south. Whether you're designing a vacation getaway, a retirement retreat, or a year-round residence, this lot offers the ideal canvas to bring your dream home to life. In addition to the exceptional location, we are proud to offer a unique opportunity through an exclusive partnership with Capstone Homes—one of the resort area's most respected and established builders. Each of the final lots in this phase of River Run has been carefully evaluated and spec’d with a selection of thoughtfully designed home plans by Capstone Homes, allowing you to choose from multiple floor plans at exceptional package prices. This turnkey approach gives you the confidence of working with a premier builder, paired with the flexibility to customize the home to suit your lifestyle. River Run is more than just a neighborhood—it's a lifestyle community centered around the natural beauty of coastal Maryland and the leisure of golf course living. Anchored by a Gary Player Signature Golf Course, River Run offers a scenic and challenging layout that winds through woodlands, water features, and open fairways. It’s a course that’s as enjoyable to play as it is to live alongside. Homeowners in River Run also enjoy access to a private community clubhouse, complete with a sparkling outdoor pool, tennis courts, and The Star Restaurant, a local favorite known for its relaxing atmosphere and delicious food. Whether you’re unwinding after a round of golf or meeting friends for dinner and drinks, the amenities here help make every day feel like a vacation. - The Best of Both Worlds: Secluded, Yet Connected - River Run’s location in Berlin, Maryland puts you within easy reach of everything that makes the Eastern Shore so special. The community is just minutes from the charming historic downtown Berlin, named one of "America’s Coolest Small Towns," where you’ll find boutique shopping, farmers markets, art galleries, and acclaimed restaurants. Even more, the white-sand beaches of Ocean City are just a short drive away, offering sun-soaked days by the surf, a lively boardwalk, entertainment venues, and endless family fun. Also nearby is Assateague Island, famous for its wild ponies, hiking trails, and serene natural beauty. Whether you crave outdoor adventure, golf, relaxation, or time with friends and family, River Run offers a peaceful retreat with unmatched convenience to all that the Maryland coast has to offer. Don’t Miss This Final Chapter in River Run Lot #165 is part of the final release of homesites in River Run—a once-in-a-generation opportunity to become part of a premier golf course community that blends privacy, natural beauty, and resort-style living. With home-and-lot packages available through Capstone Homes, now is the time to start building your future in one of the Eastern Shore’s most treasured communities. For details on available floorplans, pricing, construction requirements, and next steps, contact the listing agent today. *This lot has an estimated 7500 sq-ft building envelope, with a maximum 3800 sq-foot 'lot-coverage-area' (footprint) within that envelope*

Lot #165 River Run Ln, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$699,900
4 Beds 4 Baths
Fresh Look. Fresh Price. Fresh Opportunity. **Now Offered at $699,900 — Recently Reduced by $25,000!** Sometimes the perfect home simply needs the right moment to shine...and that moment is now. Freshly power washed and beautifully maintained, this furnished 4-bedroom, 3.5-bath home with minimal exclusions is ready for its next chapter. Nestled on a quiet cul-de-sac in Glen Riddle, it offers the perfect combination of comfort, privacy, and convenience—just minutes from Ocean City, Assateague Island, golf, dining, shopping, and everything the Eastern Shore has to offer. Step inside to soaring cathedral ceilings, an open-concept floor plan, two spacious primary suites, and a versatile loft ideal for guests, a home office, or additional living space. Whether you're searching for a primary residence, vacation getaway, or retirement retreat, this home is designed to fit your lifestyle from day one. Even better, many of the big-ticket updates have already been completed for you, including the roof, HVAC system, water heater, LED lighting, driveway maintenance, and more—giving you peace of mind and allowing you to focus on enjoying your new home and coastal lifestyle. With a **$25,000 price improvement**, this home has been strategically repositioned to offer exceptional value in one of the Eastern Shore's most sought-after golf course communities. If you've toured this home before, it's worth another look. If you've been waiting for the right opportunity in Glen Riddle, this is the one. **Fresh Look. Fresh Price. Fresh Opportunity. Don't miss your chance to make this beautiful home yours!**

10103 War Admiral Ln, Berlin

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600

$3,900,000
6 Beds 6 Baths
Most waterfront properties give you a view. This one gives you an entire Peninsula. Set on 6.39 private acres in the prestigious South Point Farms community, this extraordinary waterfront estate offers more than 700 feet of direct bayfront and a setting that feels worlds away from everything, yet minutes from the best of the Eastern Shore. Properties like this are not simply waterfront. They are surrounded by it. From its rare peninsula-style position, the estate captures sweeping, unobstructed water views in nearly every direction. Sunrises over the bay. Evening light reflecting across open water. Quiet mornings where the only sound is the tide moving along the shoreline. The custom built property was designed to blur the line between indoor comfort and outdoor living. Anchoring the estate is a 4,165 square foot main residence, thoughtfully positioned to take full advantage of the panoramic waterviews and endless skyline. Inside, nearly every room faces the bay. Soaring ceilings frame a grand great room with a traditional fireplace, while the chef’s kitchen, dining area, and sitting spaces flow naturally toward the surrounding decks and water views. The main-home offers four bedrooms, four and a half baths, two dedicated home offices, and multiple gathering spaces designed for both everyday living and large waterfront entertaining. Step outside and the experience continues. IPE Brazilian hardwood decks stretch along the waterfront side of the home, creating an ideal setting for sunset dinners, crab feasts, and long summer evenings overlooking the bay. A thoughtfully placed bay-facing 'bonus' garage provides convenient storage for boating gear, waterfront equipment or a perfect place for a home gym. Just steps away from the main-house is the 1,619 square foot guest-home, creating a private retreat for visiting family and friends. Two bedrooms, a full bath with sauna, a vaulted wood ceiling family room with fireplace, and a professional-grade kitchen allow guests to settle in comfortably for extended stays. The guest house overlooks the estate’s 50' x 24' bay-facing in-ground pool, where wide water views become the perfect backdrop for both relaxing and entertaining. A fully conditioned oversized-garage and game room adds another layer of entertainment space and is attached to the back of the guest house. For boaters, the waterfront infrastructure is equally impressive. A 250 foot private pier extends into the bay, providing quick access to open water, with more than enough room for your boat and your wave-runners. More than 700 feet of newly installed rip-rap shoreline protects the property while preserving its natural beauty. The grounds themselves are as memorable as the waterfront. Professionally landscaped acreage surrounds the home, highlighted by a half-acre deep-water pond, expansive lawn areas, and a circular drive that creates a grand yet welcoming arrival. And while the estate feels remarkably private, the location keeps you connected to the region’s most celebrated destinations. Assateague Island National Seashore is just minutes away, offering protected beaches, wild ponies, and miles of untouched coastline. The shops, restaurants, and charm of Historic Downtown Berlin, consistently ranked among America’s best small towns, are nearby. And when you want the energy of the coast, the beaches, boardwalk, and marinas of Ocean City are only a short drive away. Waterfront estates of this scale, privacy, and peninsula positioning rarely become available in Worcester County, or anywhere on Marylands Eastern Shore. Especially not with this combination of acreage, infrastructure, and proximity to the coast. For those who understand what a property like this represents, it is more than a home. It is a legacy waterfront setting that simply cannot be recreated.

5711 Waterside Dr, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$349,900
3 Beds 2 Baths
New Price! Everything Recently Updated. Three bedroom, two bath home in Mystic Harbor. Neighborhood offers residents a variety of amenities including a community pool, playground, trash pick up, sport court, and boat/RV storage for homeowners . The community also has a clubhouse, and homeowners association (HOA) that manages common areas, including snow removal, grass cutting and trash services. Kitchen has all new appliances . stove, refrigerator, dishwasher, and a new sink. Bathrooms are like new! New carpet throughout along and hardwood floors in the living room All new front porch and updated side porch accessed from the kitchen. Just installed, All NEW HVAC system! This home is like new in all respects. A few minutes from Ocean City, and Historic Berlin Maryland. Vacant and available to show anytime. Call listing agent for access.

1 Cutlass Dr, Berlin

Listing courtesy of Bruce Howe Realty. Contact: (410) 251-3535

$225,000
Now is your chance business owners and investors. ALERT-- Take a look at the newly adjusted price and this unique opportunity to own a a B-1 zoned lot in the heart of Berlin's Town Center District. This pie- shaped lot conveys with two EDU's and will allow for various uses including retail, service establishments, hair salons, florist, restaurants, cafes (to include outdoor dining), mixed use business with a short-term rental/Airbnb, antique or gift shops, etc. This zoning also allows for residential dwellings above street level floors where street level floors are utilized for business, retail or other uses. (See the town B-1 zoning code definition for more info.) The property was most recently operated as The Berlin Commons, a privately owned community green space. The seller is willing to share their renderings for a proposed building upon request.

21 Jefferson St, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$399,900
Rare, waterfront acreage in the middle of it all! This 7.12 Acres sits back off of the road on high ground with water access for kayaks, paddle board or a jon boat. Approximately 3 acres have been cleared and grass has been planted. Electric and water are already on site and the perk for septic is approved and on file. The central location has you just 9 minutes to a boat ramp, 9 minutes from the Ocean City Airport, 5 minutes to downtown Berlin (voted one of the coolest small towns on America), 14 minutes to the world famous Ocean City beach and boardwalk, 8 minutes to Ocean Downs Casino, 8 minutes to Assateague Island where the ponies run free and 53 minutes to all the tax free shopping at Tangier Outlets in tax free Delaware. There is a small building ( available at an additional cost ) that has an indoor and outdoor shower, set up to keep you comfortable while you build your dream home! It's 2026 and time to start the next chapter in your life. This property is waiting for you and after all....You Deserve It! Owner has requested all showings to be approved and that buyers are accompanied by a realtor. Thank you.

10727 Seahawk Rd, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$1,090,000
Owner Financing at PRIME available! Rare Opportunity: Build Your Dream Home on a Prime Waterfront Lot! Seize the chance to create your ideal residence on this exceptional 0.73-acre waterfront lot, nestled on an expansive sandy beach within the highly sought-after gated community of Glen Riddle. Enjoy panoramic views of the Ocean City skyline, and breathtaking vistas of Turville and Hearing Creek, as well as the Assawoman Bay. Glen Riddle is an amenity-rich community, featuring: Two championship golf courses, outdoor pool, The Ruth Chis Clubhouse, tennis courts, fitness center, billiard room, golf memberships, Jogging and walking paths, and a community room. Don’t miss this rare chance to live in luxury with unparalleled views and exclusive amenities!

10312 Thirty Knots Ln, Berlin

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$299,000
Building Envelop Survey as well as Wetland Delineation Just Completed!!!!!!!! Welcome to Lot 27 in the South Point community of Indian Creek. This isn't just land; it's your future slice of paradise! With 8.1 acres, 1.43 of which are buildable, you've got the perfect canvas to bring the coastal home of your dreams to life. And talk about a room with a view—you'll have water access to Newport Bay and Sinepuxent Bay right in your backyard. Feeling social? You're joining a welcoming, tight-knit community of just 32 lots and custom homes. Yet with this much space, your peace and quiet is also guaranteed. Plus, you're only a quick drive from Assateague Island's natural beauty and the fun vibes at Ocean City Golf & Yacht Club. The best of both worlds! You'll share a 300-foot dock with Lot 26 that's suitable for kayaking, paddle-boarding and relaxing. And no worries about paperwork; a perk test has already been completed, and the county has it on record. So, if you're tired of the daily hustle and want to come home to a place that's all your own, Lot 27 is waiting for you. Grab this chance to make your dream home a reality in a place that truly offers the best of both worlds. Minimum Home Sqft size is 2500 first floor and 3000 Minimum total home size

Lot 27 Newport Bay Dr, Berlin

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$314,900
Motivated Sellers Perk test has been completed and county has it on file. This is a rare opportunity to own a gorgeous, 4.43 acre estate lot in the beautiful South Point community of Indian Creek. If you are looking for tranquil surroundings with peace and quiet from the daily hustle and bustle of life, this is the ideal location to build the luxury, custom coastal home of your dreams. Indian Creek is a private enclave of 32 lots and custom homes just minutes from Assateague Island and Ocean City Golf & Yacht Club; 8 miles from Ocean City, and a little over a mile to the public boat ramp. This property is 90% clear of trees. The property is flat with a shared pond and creek access via large, 100' dock to enjoy paddle boarding, kayaking and canoeing.

11334 Newport Bay Dr, Berlin

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500