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$310,000
2 Beds 2 Baths
Your perfect beach escape is finally here. Welcome to Windward Landing South, Unit 204—a second-floor, 2-bedroom, 2-bath condo that checks every box for the coastal lifestyle. Tucked away on the bayside yet just a short distance to the beach, this condo offers the best of both worlds. The bright, open living room flows effortlessly onto a spacious balcony overlooking the canal—an ideal spot to start your mornings or wind down after a day spent at the beach or relaxing by the outdoor pool. Designed for easy entertaining, the open kitchen features a breakfast bar and connects seamlessly to the dining area, offering plenty of space to gather with family and friends. Both bedrooms are spacious, with the primary suite featuring balcony access and an upgraded ensuite bath for added comfort. Boaters, this one’s for you—boat slips are available for just $100 per year (as available), making it easy to enjoy endless days on the water. Each unit also includes its own private storage/utility closet conveniently located just across the hall. The location is hard to beat, with quick access to Ocean City favorites like the Greene Turtle, Gold Coast Mall, Starbucks, Tail Chasers, and so many other local favorites. Whether you’re going out for dinner, grabbing coffee, or heading to the beach, everything you love is right nearby. If you’re dreaming of your own slice of beach life, this condo delivers it all. Come see why Windward Landing South 204 feels like vacation the moment you walk in.

170 Captains Quarters Rd Unit #204, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$239,000
2 Beds 2 Baths
This cozy 2 bedroom, 2 bath condo is nestled in the sought-after waterside community of Deep Harbour. As you enter, you'll be greeted by a bright and spacious living area that flows seamlessly into the kitchen, equipped with modern appliances, sleek countertops, and ample cabinet space. The primary features a private en-suite bath and plenty of closet space, while the second bedroom offers versatility for guests or a home office. Outside, enjoy a private balcony with creek views, or take a stroll along the public riverwalk that outlines the community, with downtown restaurants and shopping just minutes away. Deep Harbour is a gated community with secure assigned garage parking, keypad/fob front building entry, and nearby boat ramps. Enjoy access to a community pool, nearby parks, playgrounds, the Fishing Pier, and the Harriet Tubman Museum & Educational Center in Cambridge. Nature lovers will appreciate the nearby Blackwater National Wildlife Refuge and its Visitor Center. Storage unit included.

900 Marshy Cv Unit #411, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$425,000
4 Beds 4 Baths
PRICE IMPROVEMENT*** Discover the charm of Lakelands at Easton, where community spirit meets modern living in this stunning coastal-style townhouse. Built in 2010, this beautifully maintained home boasts 4 spacious bedrooms and 3.5 bathrooms, offering ample space for relaxation and entertainment. The inviting exterior features well-kept sidewalks that encourage evening strolls and friendly neighborly chats. Step outside to enjoy the community amenities, including basketball courts and a refreshing outdoor pool, perfect for summer gatherings and active lifestyles. The vibrant neighborhood is designed for connection, with parks nearby that provide green spaces for picnics, playdates, and outdoor activities. The community's commitment to safety and convenience is evident, with public services readily accessible, making daily life a breeze. Inside, the home features a cozy gas fireplace, ideal for creating warm memories during chilly evenings. The improved basement offers additional living space, while the attached garage and driveway provide ample parking for guests. With a lot size of 0.09 acres, this property strikes the perfect balance between manageable upkeep and outdoor enjoyment. Embrace a lifestyle where community, comfort, and convenience come together seamlessly in Lakelands at Easton. Don't miss your chance to make this delightful townhouse your new home! **New AC 2024, Five New windows with warranty, New Roof Ridge top peak and vents through Marasun 2025, Gas Fireplace-all new parts 2026, 2019 Replaced wood Decking with Trex decking, Only One of 4 units that has 4 bedrooms.**

29197 Superior Cir, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

$285,000
1 Beds 1 Baths
Here is your opportunity to own a piece of Ocean City, Maryland. This top-floor penthouse condo at Ocean Point III offers breathtaking views from the private balcony, creating the perfect setting to watch beautiful sunrises while enjoying the fresh salt air. With its elevated location, the condo is filled with an abundance of natural light, enhancing the open, airy layout and relaxed coastal feel throughout. The interior features a spacious living area ideal for entertaining or unwinding after a day at the beach. The updated bathroom includes upgraded flooring, a new vanity, a tub/shower combination, luxury vinyl plank flooring, and a stylish barn door located in the hallway, adding both character and function. Thoughtful updates and coastal-inspired finishes make this home move-in ready. This versatile condo is ideal as a second home, an investment property, or a comfortable primary residence, offering flexibility to suit a variety of lifestyles and ownership goals. Perfectly located in the heart of Ocean City, the condo is in close proximity to the Ocean City Convention Center, shopping, dining, entertainment, public transportation, and local amusements. You’re also just a short distance from Ocean City’s famous 3-mile Boardwalk, beaches, and all the attractions that make this coastal destination so desirable. Adding to its appeal, Ocean City, Maryland has been ranked among the Top 10 beaches nationwide, making this an exceptional place to invest, relax, or call home. Ocean Point III offers the ideal blend of comfort, convenience, and coastal living making this penthouse condo a standout opportunity to enjoy everything Ocean City has to offer.

9 41st St Unit #320, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000

$349,000
2 Beds 1 Baths
Reduced to Sell!Supplemental Income ready to be earned for 2026, hottest summer predicted by Almanac! Investor Alerts! These Units rent very well due to Ocean block and location across from Convention center. Also selling this units #1, #2 & Unit #4 , Lets make a Deal! The interior is completely redone. Bring your best offer as this is a Charming and updated Investment (or 2nd Home) condo located on 40th and Ocean Block. Private parking, walk to many attractions including OC Convention Center, Seacrets, Fagers Island and many more popular restaurants! Enjoy the beach just steps away or rent out with potential earnings of $40k+! This home is fully furnished with Central Air and LOW Condo fees with no assessments! Lower Level with Huge Porch and Ocean Breezes, convenient 1 Assigned Parking Spaces. Low maintenance & Ready for Move in or rental occupancy! This is a great Investment opportunity!

15 40th St Unit #12, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$259,900
5 Beds 2 Baths
Turnkey, fully renovated, and perfectly positioned in West Ocean City—this one checks every box.This fully renovated 5-bedroom, 2-bath home has been thoughtfully updated from top to bottom and is ready for immediate enjoyment or investment. Improvements include added bedrooms, updated siding and window trim, a refreshed kitchen, upgraded electrical and plumbing, renovated bathrooms, new flooring, added closet space, interior A/C units, new furnishings and TVs, and fresh paint throughout—every detail has been addressed. Enjoy outdoor living with a shaded front deck plus additional rear decking, offering multiple spaces to relax or entertain. Tucked away at the back of Delmarva Park, this home offers a quiet setting while still being moments from everything Ocean City and West Ocean City have to offer. Boaters will love the proximity to the West Ocean City fishing harbor—with room to store a boat on the property—while beachgoers and commuters will appreciate the nearby Park & Ride just steps away. A rare combination of privacy, convenience, and move-in-ready condition makes this property a standout opportunity.

9916 Golf Course Rd Unit #54, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$564,000
5 Beds 4 Baths
TILGHMAN ISLAND. Welcome to this beautiful and spacious 5-bedroom, 3.5-bath single-family home located in the highly sought-after Tilghman on Chesapeake community. Designed for modern comfort and relaxed island living, this home offers an open-concept floor plan filled with abundant natural light and elegant finishes throughout. The gourmet kitchen is a true centerpiece, featuring granite countertops, stylish modern appliances, a large center island, and an oversized walk-in pantry—perfect for both everyday cooking and entertaining. The kitchen flows seamlessly into the living and dining areas, where a stunning gas fireplace creates a warm and inviting atmosphere for daily living and special gatherings. Upstairs, you will find a thoughtfully designed layout offering comfort and privacy. The expansive primary suite is a true retreat, complete with two separate walk-in closets and a luxurious en-suite bath. An additional generously sized ensuite bedroom provides excellent flexibility for family or guests, while the remaining bedrooms offer ample space and versatility for a home office, gym, or guest accommodations. Situated in the tranquil Tilghman on Chesapeake community, residents enjoy access to exceptional amenities, including a community pool, clubhouse, and deep-water boat slips available through the HOA. Ideally located near the Chesapeake Bay and surrounding tributaries, this home offers unparalleled access to boating, deep-water fishing, crabbing, and scenic coastal adventures. Miles of open bike trails and the peaceful charm of Tilghman Island complete the experience, making this property the perfect blend of luxury, comfort, and true Bay living.

5559 Trafalgar Cir, Tilghman

Listing courtesy of Meredith Fine Properties. Contact: 4107149166

$11,000,000
4 Beds 5 Baths
Presenting "Middleville" (est. 1880), one of the largest waterfront farm and residential estates currently available in the State of Maryland. Spanning over 662 pristine acres in Talbot County, this once-in-a-lifetime landholding features 1.8 miles of shoreline and a world-class infrastructure for luxury living and elite conservation. The Residences & Amenities: The centerpiece of the Estate is the Tidewater Colonial Main Residence, meticulously renovated in 2025. Blending Coastal Charm with modern luxury, the home features: Gourmet Kitchen, equipped with custom cabinetry and top-tier luxury appliances. Waterfront Great Room, an architectural masterpiece with floor-to-ceiling glass offering expansive views of the Chesapeake Bay. Owner’s Wing, a first-floor primary suite featuring dual bathrooms and dual walk-in closets. Refined Finishes: Time-period hardwood flooring throughout, four brick wood-burning fireplaces, and durable HardiePlank siding with a metal roof. Outdoor Living: A tree-lined drive leads to a resort-style grounds featuring a swimming pool, pool house, built-in hot tub, and dedicated pickleball and basketball courts. Estate Infrastructure: 3-car garage, geothermal heating, backup generator, professional hardscaping and multiple barns and storage buildings . Additional Housing: The compound includes three private guest houses and a dedicated caretaker’s residence . The Land & Conservation: Comprised of five distinct parcels, the acreage is a diverse blend of productive agriculture and natural sanctuary. Acreage Breakdown: 390+/- acres of fertile, income-producing cropland and 175+/- acres of mature forest. Waterfowl & Wildlife: A premier destination for sportsmen, the property includes a 7+ acre stocked fishpond/waterfowl holding and six well-fed, water-controlled waterfowl impoundments designed for quality game management. Shoreline & Pier: Over 1,200 feet of shoreline revetment protects the coast. The private pier is equipped with two boat lifts and additional mooring capacity. Middleville is a "turn-key" legacy estate on Maryland’s Eastern Shore, offering a rare fusion of historic significance, 2025 modern luxury, and vast natural resources. In an era where land is the ultimate luxury, this is a unique opportunity to secure one of the region's most significant holdings.

29245 Howell Point Rd, Trappe

Listing courtesy of Holiday Real Estate. Contact: 4105247700

$400,000
4 Beds 4 Baths
Spacious three-level Rivermarsh townhouse offering significantly more finished living space than most new construction options in the community, with the added benefit of immediate availability. Located adjacent to the Hyatt Regency Chesapeake Bay Resort, this home delivers a coastal, resort-style lifestyle without the wait, uncertainty, or upgrade costs often associated with new builds. The main level features an open-concept layout connecting the living, dining, kitchen, and den areas, ideal for everyday living and entertaining. A fireplace anchors the den, and a screened-in balcony provides peaceful golf course views. Upstairs, the primary suite includes an en suite bath and walk-in closet, along with two additional bedrooms and a full hall bath. Laundry is conveniently located on this level. The lower level was designed as a fourth bedroom with a private en suite bath and offers flexibility as a guest suite, home office, or private retreat. An oversized, finished garage with ample lighting adds storage and functionality rarely found in nearby new construction. Residents enjoy access to community amenities and close proximity to marina life, golf, waterfront dining, and all that Cambridge and the Eastern Shore have to offer. This home presents a rare opportunity to secure more space, more flexibility, and immediate occupancy in a premier resort-adjacent setting.

2804 Persimmon Pl Unit #D3, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,099,900
3 Beds 3 Baths
PRICE IMPROVEMENT! Experience an exceptional waterfront lifestyle in this newly constructed custom home, thoughtfully designed with luxury, comfort, and breathtaking water views in mind. Situated on over 2 private acres with approximately 340 feet of waterfront, this one-of-a-kind residence offers a rare opportunity to own a truly distinctive property in Southern Maryland. Inside, you’ll find high-end finishes, an open-concept floor plan, a gourmet chef’s kitchen, an elevator serving multiple levels, two gas fireplaces, spacious balconies, skylights, dual-zone HVAC, and two laundry areas for ultimate convenience. Wake up to spectacular sunrises, enjoy boating, fishing, kayaking, or simply relax while taking in the peaceful waterfront setting from your own backyard. Unlike older waterfront homes, this newly built residence offers the peace of mind that comes with modern construction, energy efficiency, and premium craftsmanship. The adjacent 3.36-acre waterfront lot is also available for purchase, creating an extraordinary opportunity for additional privacy, a future guest home (subject to approvals), or a multi-generational waterfront estate. Conveniently located within driving distance of Washington, DC, Northern Virginia, and Annapolis, this home is ideal as a primary residence, luxury weekend retreat, or vacation getaway. Significant price improvement. Schedule your private tour today and discover one of Southern Maryland’s most exceptional waterfront opportunities.

16242 Thomas Rd, Piney Point

Listing courtesy of Realty ONE Group Capital. Contact: (202) 932-5100

$295,000
1 Beds 1 Baths
Centrally located and well-maintained ocean block 1-bedroom, 1-bath condo just a half block from the beach in Ocean City, MD, an ideal opportunity for vacation rental investors or personal beach use. Situated within walking distance to the Ocean City Convention Center, boardwalk, amusements, shopping, dining, entertainment, and a nearby grocery store, this prime location consistently attracts strong rental demand throughout the season. The condo features luxury vinyl plank flooring, granite countertops, and a thoughtfully designed layout that maximizes comfort and functionality. Easy beach access and proximity to top attractions make this unit highly appealing to short-term renters seeking convenience and a true beachside experience. Whether you’re looking to expand your rental portfolio, generate seasonal income, or secure a low-maintenance coastal retreat, this property checks all the boxes. A proven location, desirable upgrades, and walkable access to everything Ocean City has to offer make this a must-see investment opportunity.

9 46th St Unit #22, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000

$282,000
2 Beds 1 Baths
Welcome to Atlantic Mist II, Unit 103, a charming boutique condominium nestled in quiet North Ocean City. This adorable, turn-key, fully furnished two-bedroom, one-bath condo is conveniently located on the first floor, offering easy and comfortable living. The seller fully renovated the home down to the studs in 2024, including all new drywall. The beautifully updated kitchen features modern appliances, upgraded cabinetry, and quartz countertops, complemented by updated lighting, three ceiling fans, custom drapes, and blinds. The newly renovated bathroom carries the same cabinetry and countertop sink, creating a cohesive and polished look throughout. Additional highlights include custom paint, waterproof plank flooring, central air and heat, and an in-unit washer and dryer. The beach cottage décor adds a warm, welcoming feel. Enjoy being just four short blocks from the ocean, with shopping, dining, entertainment, and Fenwick Island all within easy walking distance. The property offers low taxes and low condominium fees, along with a private parking lot and additional off-street parking. Ideal as a second home or investment property, this condo generated $22,215.69 in gross short-term rental income in 2025, professionally managed by Vacasa. Directions: From Coastal Highway, turn bayside at 143rd Street. Go two blocks back behind the yellow house, facing Sinepuxent Avenue.

204 143rd St Unit #103, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$2,100,000
5 Beds 4 Baths
SELLERS WILL BUY YOUR RATE DOWN 2% IF YOU CAN SETTLE WITIN 60 DAYS, CONSTRUCTION IS 90% COMPLETE. Stunning New Waterfront Construction in Bowleys Quarters... Welcome to 1105 Chester Road, an exceptional brand-new construction offering 4,000 sq. ft. of luxury living space in the sought-after waterfront community of Bowleys Quarters. Designed with a perfect blend of modern style and timeless craftsmanship, this home showcases 5 spacious bedrooms, 4 full bathrooms, and a half bathroom making it ideal for both everyday living and entertaining. The exterior boasts board-and-batten siding in Carbon, accented with black windows, doors, and trim, and complemented by natural wood porch posts and a stone veneer façade. A two-story addition expands the living space, while a stamped concrete patio with outdoor kitchen and fireplace provides the ultimate setting for gatherings. Step outside to your private waterfront retreat featuring a bulkhead shoreline and a 100-foot gray pier with pilings, perfect for boating, fishing, and enjoying wide water views. With a boat slip included, you can launch directly from your property and explore the Chesapeake Bay. Inside, you’ll find expansive open-concept living areas, high ceilings, and an abundance of natural light. The gourmet kitchen is designed for both style and function, while the generous bedrooms and spa-like bathrooms offer comfort and privacy for family and guests alike. This is a rare opportunity to own a brand-new waterfront estate in one of Maryland’s most desirable boating communities. Main image is a rendering, drawings are available upon request.

1105 Chester Rd, Baltimore

Listing courtesy of RE/MAX Components. Contact: 4105613017

$559,900
4 Beds 4 Baths
Welcome to Sailors Watch #23, where the laid-back West Ocean City lifestyle takes center stage. This 4-bedroom, 3.5-bath townhome is perfectly positioned to enjoy everything that makes this area so desirable—from waterfront dining and local hot spots to quick access to beaches, bays, and charming small towns. With four decks and a one-car garage, this home is designed for coastal living, offering multiple outdoor spaces to start your morning with coffee, unwind after a day on the water, or entertain under the sky. The main level is designed for effortless entertaining, highlighted by an upgraded kitchen with a large center island, stainless steel appliances, and direct access to a deck. The kitchen overlooks a generous dining area with plenty of room to gather family and friends and flows seamlessly into the living room, creating an open and inviting layout. You’re just minutes from West Ocean City favorites like Bad Monkey, Sunset Grille, Harborside, local boutiques, marinas, and waterfront attractions. Spend your days boating, fishing, or exploring nearby Assateague Island, then head into Downtown Berlin for its historic charm or Ocean City’s beaches and boardwalk for classic seaside fun—all just a short drive away. Whether you’re searching for a primary home, a weekend getaway, or a smart investment, 9823 Golf Course Rd #23 offers the lifestyle, location, and flexibility that make West Ocean City living so special.

9823 Golf Course Rd Unit #23, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$575,000
3 Beds 2 Baths
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 area—perfect 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 24’ x 20’ two-car garage/workshop offers excellent space for hobbies, storage, or a home workshop. Additional features include a 325-gallon propane tank servicing the home. Experience the best of country living with the convenience of being just minutes from Ocean City and the charm of downtown Berlin. This lovingly maintained property is a rare opportunity to enjoy space, comfort, and modern updates in a peaceful rural setting.

11901 Back Creek Rd, Bishopville

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com

$1,409,900
Huge Price Drop This bayfront, income-producing multi-unit property on 75th Street in Ocean City, MD presents a rare opportunity to own a unique compound overlooking Assawoman Bay. Situated on two parcels, Tax ID #2410086868 and Tax ID #2410086841, the property includes three separate buildings offering exceptional water views from each structure and strong rental performance potential. The complex consists of one two-bedroom house, two three-bedroom units, and one four-bedroom unit, totaling twelve bedrooms and nine full bathrooms. Each unit is designed to maximize views and functionality, creating an ideal setup for vacation rentals, multi-generational use, or a private waterfront retreat. The property has been substantially improved with a new roof and new siding on two of the three buildings, raised foundations, extensive interior renovations, and the addition of a storage unit, making this a turnkey opportunity with reduced future capital needs. Unit A offers three bedrooms and two bathrooms, sleeps up to ten guests, features central air conditioning, and showcases excellent bay views. Unit B includes two bedrooms and one bathroom with wall air conditioning and baseboard heat and presents a clear value-add opportunity for future redevelopment on the existing raised foundation. Unit C features a large updated kitchen, four spacious bedrooms, three full bathrooms, central air and heat, and expansive bay views, comfortably sleeping up to twelve guests. Unit D has been nicely updated with granite countertops, large bedrooms and bathrooms, three bedrooms and three full baths, central air conditioning, excellent water views, and sleeps up to ten. All units are furnished in a coastal style and include laminate flooring, updated countertops, large flat-screen televisions, refrigerators, and microwaves. The property also features a community washer and dryer on site, an outdoor shower, on-site storage, and a large driveway with thirteen off-street parking spaces, allowing guests to park once and walk to nearby midtown shops, restaurants, and the beach. Located just blocks from the ocean with direct bay access only steps away for paddleboarding or kayaking, this property delivers both the lifestyle renters seek and the income investors value. With large decks, stunning bay sunsets, and a flexible multi-building layout, this is a rare midtown Ocean City waterfront compound offering immediate income and long-term upside. Professional photos to follow.

112 / 114 75th St, Ocean City

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

$799,900
3 Beds 4 Baths
Newly Available Phase II @ Sanibel Seas NEW CONSTRUCTION! This is a Premiere Location Townhome with Southern Exposure Overlooking our 60' x 42' HEATED Outdoor Pool! Enjoy your 3 Decks Year Round with this Southern Exposure Location. You will appreciate the wood flooring in entry, stairs, halls, living, dining and kitchen, and quality lighting and fan fixtures throughout . Top Floor Living Space will STUN with vaulted ceilings and amazing space. Gourmet Kitchen with all Soft Closing White Coastal Cabinets including Pantry with drawers and under cabinet lighting, Wine Rack and Bin Storage, all GE Stainless Steel Appliances and Beautiful Quartz Countertops and Glass Tile Backsplash. Dining is off Kitchen and attached to Huge Living Space with Half Bath making it perfect for entertaining. Large Decks on Every Level too! The community boasts a 60' x 42' HEATED Outdoor Pool, Fenced Area with Lounge Chairs and Gazebo with Ceiling Fans and Shade. Located in Caine Woods Community with Green Space, Parks and Designated Bike Route for miles of enjoyment away from Coastal Hwy and direct path to Northside Park for all your Free Summer Fun. Don't forget to ask about our LOW CONDO FEES with NO surprise assessments. Find the PEACE of New Construction!

109 Sanibel Ct Unit #A, Ocean City

Listing courtesy of Mary McCracken Realty, Inc. Contact: 4107231895

$824,900
5 Beds 4 Baths
Brand new construction now completed ready for the summer season! This impressive home offers over 3,400 square feet of living space with 5 bedrooms, 3.5 baths, and a bonus room, providing exceptional flexibility for today’s lifestyle. Located on a quiet cul-de-sac in Triple Crown Estates, a community known for its larger lot sizes, this property features a generous 125’ x 100’ homesite. The home offers two primary suites — one on each level. The first-floor primary suite features a beautifully tiled shower, while all full bathrooms are equipped with double-bowl vanities. The stunning kitchen showcases quartz countertops and stainless steel appliances and flows seamlessly into the dining area, which opens to a screened porch and deck, perfect for indoor-outdoor living. The family room is warm and inviting with a linear electric fireplace and a beam-accented vaulted ceiling. Additional highlights include 9’ ceilings on the first floor, LVP flooring throughout the first floor and staircase, a dedicated laundry room, and an 80-gallon hot water heater. The fully insulated, oversized two-car garage features 12’ ceilings, offering excellent potential for additional storage space. The bonus room is separately conditioned with its own split HVAC system, making it ideal for a media room, home office, playroom, or guest retreat. Enjoy all that Ocean Pines has to offer, including multiple pools, golf course, marina, yacht club, beach club in Ocean City, parks, walking trails, and year-round community amenities. Builder Registration #9569.

10 Jockey Ct, Ocean Pines

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

$1,590,000
4 Beds 4 Baths
JUST REDUCED $100K and OFFERING 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 fireplace anchors the living space, while walls of windows flood the home with natural light and frame the peaceful surroundings. The main level offers a private bedroom suite with full bath, ideal for guests or multigenerational living, along with a convenient laundry room and access to the attached two-car garage with paved driveway. Upstairs, the grand primary suite is a serene retreat, complete with spa-inspired bath, soaking tub, walk-in shower, and a private deck where sunsets and coastal wildlife create a daily backdrop. Each additional bedroom features walk-in closets, providing both comfort and functionality. Outdoor living is equally impressive, with expansive multi-level decking perfect for relaxing or entertaining while enjoying the tranquil setting. Located adjacent to The Links at Lighthouse Sound golf course, the home is surrounded by natural beauty and premier recreational opportunities. Just minutes away, residents enjoy Isle of Wight Nature Park, Assawoman Bay water activities, and easy access to the beaches and boardwalks of Ocean City, Maryland. Dining favorites such as Grove Market Restaurant & Smokehouse and Lighthouse Sound Restaurant are extremely close and convenient while there is also an abundance of various coastal culinary options from casual to fine dining - just minutes from your new home. In addition, the close proximity to Delaware adds additional convenience for shopping, dining, and many tax-free excursions. Meticulously crafted and truly move-in ready, this home offers years of worry-free living in a setting that perfectly balances luxury, privacy, and coastal lifestyle. Experience refined waterfront-inspired living where every detail has been thoughtfully designed to elevate everyday life. There is no sign on the property. An agent must accompany ALL showings.

12738 Heathland Dr, Bishopville

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$5,350,000
4 Beds 6 Baths
Envisioned for a premier waterfront setting along the Tred Avon River, this exceptional TO-BE-BUILT coastal residence by award-winning firm - Pacquin Design Build, presents a rare opportunity to create a refined Eastern Shore retreat on a remarkable 4.18-acre homesite within the exclusive Morgan’s Point community of Oxford. Thoughtfully designed in classic shingle-style architecture, the proposed home is perfectly oriented to capture sweeping river views, abundant natural light, and a seamless connection between indoor and outdoor living. The proposed floor plan balances timeless elegance with everyday comfort, featuring open yet well-defined living spaces that flow effortlessly toward the waterfront. A chef’s kitchen anchors the main level, opening to inviting gathering areas and expansive terraces overlooking the river. Walls of glass frame the ever-changing water views, while a main-level bedroom suite offers flexibility for guests or convenient single-level living. The upper level is designed as a private retreat, highlighted by a serene primary suite with elevated river views and additional bedrooms thoughtfully arranged for family and guests. Outdoors, the concept plan showcases a resort-inspired setting with a waterfront pool, generous patios, and sweeping lawn leading to approximately 389 feet of rip-rap shoreline. Boating, paddleboarding, and relaxed days by the water are central to the lifestyle this property affords. The lot is fully usable, offers ample mean low water depth, has an approved perc, and does not require flood insurance, making it an ideal canvas for a custom estate, family compound, or legacy retreat. Lot can be purchased separately for $2,250,000 (MDTA2012470) Set within the natural beauty and refined charm of Talbot County, and just moments from the Chesapeake Bay, this extraordinary offering combines privacy, scale, and location. A rare chance to bring a bespoke coastal vision to life on one of the Eastern Shore’s most desirable riverfront parcels—perfect as a year-round residence or second-home sanctuary. Located in the tranquil town of Oxford, this estate offers privacy and serenity while remaining conveniently close to shopping, dining, entertainment, medical facilities, and the Chesapeake Bay. Major commuter routes provide easy access to Washington, DC; Northern Virginia; Annapolis; and Philadelphia, with four major airports: BWI (71 miles), DC (74 miles), Dulles (112 miles), and Philadelphia (113 miles). Embrace the Eastern Shore lifestyle and live the Bay Life in unparalleled luxury!

Morgans Point Dr, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$1,950,000
4 Beds 2 Baths
*huge price adjustment* Some properties come along once in a generation. This is one of them. Tucked within the coveted Holland Point community of North Beach, Maryland, this rare and expansive waterfront compound offers something the Chesapeake Bay area simply does not produce anymore — significant water frontage, a grandfathered private dock that is the longest in North Beach, and the kind of breathing room and flexibility that coastal dreamers spend a lifetime searching for. From sunrise to sunset, the views across the bay are nothing short of extraordinary. Whether you’re casting a line off the dock, pulling in with your boat after a day on the water, or simply sitting on the porch watching the last light melt into the Chesapeake, this property delivers the full Bay experience in a way few others can. The main waterfront residence has been thoughtfully updated where it counts — featuring a refreshed kitchen, dining area, and bath — and opens into a generously scaled living area designed for effortless entertaining. Multiple bedrooms, each with its own in-room sink, offer a charming nod to a bygone era of gracious hosting, while a spacious family room positioned closest to the water keeps you connected to the views at every turn. Step outside to a lovely enclosed wraparound patio that flows naturally to the oversized dock — the perfect perch for avid boaters and sunset watchers alike. What truly sets this compound apart is what’s included beyond the main house. A second improved waterfront property, directly adjacent, comes with the sale — featuring a substantial garage base suitable for boats and vehicles, and an upper level that opens into a bright, airy great room with a full bath and flexible space ideal for guests, a studio, or a private home office. Completely self-contained, it functions as its own retreat while remaining part of your larger compound. Together, these two properties create something genuinely rare on the Chesapeake — a compound with room to spread out, house your toys, welcome your people, and savor coastal living exactly on your own terms. Whether your vision is multigenerational living, a boater’s paradise, a creative haven, or simply an extraordinary primary or vacation retreat, this Holland Point compound has the bones, the footprint, and the waterfront to make it all possible. Opportunities like this do not come twice.

852 Bay Front Ave, North Beach

Listing courtesy of Compass. Contact: (703) 229-8935

$515,000
2 Beds 3 Baths
Four Seasons @ Kent Island - 55+ Community - Price Improvement + Seller to Credit $4000 towards Capital Contribution Fee * Turn-key & Lovely 2nd Floor Condo in Elevator Building with 1 Car Garage plus 1 Car Outdoor Parking and Private, Secure Indoor Storage Area. This Chester Model offers 1900 sf with pond view and winter water views of Macum Creek. Enter to find an expansive, open floor plan featuring a beautiful white Kitchen with quartz counters, propane gas cooktop with range hood, wall oven + microwave combo and a huge Island that accommodates plenty of bar seating. Spacious Bedroom suites each with private full baths and generous closet spaces. The Primary bath has His 'n Her's double sinks with Moen fixtures, comfort height vanities, large vanity mirrors, medicine cabinets and a walk-in tiled shower with seat. The Primary bedroom features 2 closets; one walk-in-closet and one generous wall closet, a ceiling fan and a single French door to access the balcony. The 2nd Bedroom is large enough to hold a traditional sized bedroom set and features a tub/shower combo in the bath. The open Great Room is large, bright and has serene pond views and winter water views of Macum Creek with oversized sliders to a covered balcony. You will love the convenient laundry room located off the foyer area that accommodates the included full-sized GE washer and dryer. Elevator down to the Lobby level to your private garage and a just a few steps down the corridor is your private, keyed storage closet. This condo building features a secure lobby entrance and is impeccably decorated and maintained. Additionally, the 2nd floor has a common Club Room/Meeting Room great for socializing with your neighbors or as additional entertainment space. It features Public Water, Public Sewer, individually metered propane gas heat and cooking. All residents have access to the community amenities which include a huge 20,000 sf Club House with Billiards Room, Casual Lounge Area, Fitness Center, Party and Meeting rooms, and fabulous Indoor Heated Pool & Spa. Outside awaits a resort-like Pool, Cabana House, Private Beach Area, Outdoor Concert Space, Pier for Fishing and taking in the magnificent Chester River views & Kayak launch and Walking Trails. Pickle Ball enthusiasts you are in luck as there are Tennis Courts and Pickle Ball Courts for all, and grand kids can be entertained at a small Playground Area. Come tour today and see why this is THE place to be in Kent Island for 55+ living!

4000 Herons Nest Way Unit #22, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

$350,000
3 Beds 2 Baths
Welcome to Jocelyn Manor, your downtown Ocean City oasis just moments from it all. Ideally located only a couple of blocks from the white sandy beaches and the iconic Ocean City Boardwalk, this 3 Bedroom, 2 Bath condo also sits close to the bay at the opposite end of the street. Restaurants, bars, shops, and endless entertainment surround you, placing you right in the heart of this vibrant coastal destination. This inviting first-floor condo offers three bedrooms and two baths and comfortably sleeps up to eleven guests, making it ideal for personal use, rental income, or a combination of both. The open floor plan is bright and functional, featuring ceramic tile flooring throughout the main living areas, stainless steel appliances, and a kitchen equipped with a dishwasher and refrigerator with ice maker. An in-unit washer and dryer add everyday convenience. The condo is being sold partially furnished and has a solid rental history with excellent potential for increased income in future seasons. Located on the back side of the building, the unit provides easy access to the community pool and sun deck, just steps from your door. It’s the perfect place to relax when beach conditions aren’t ideal or to unwind after a day in the sun. On-site parking adds to the convenience, and bay-side activities are only a few blocks away, including a public fishing and crabbing pier and a newly renovated waterfront park. With a little personal customization, this condo could be your ideal beach retreat or a standout investment property. The condo fee includes basic cable TV, hot water, water and sewer, master hazard insurance, flood insurance, and all common area maintenance, allowing for easy, low-maintenance coastal living. Whether you’re looking for a beach getaway, an income-producing property, or both, Jocelyn Manor offers an unbeatable location and a relaxed Ocean City lifestyle.

207 8th St Unit #102C, Ocean City

Listing courtesy of Northrop Realty. Contact: 4105310321

$949,990
4 Beds 4 Baths
Presenting an amazing Lot-Home Package in the waterfront community of River Run! Built by award-winning builder, Capstone Homes, this custom Hannah floor plan on lot 168 with golf course views will be the first of its kind. The Hannah is Capstone's modernized farmhouse floorplan and boasts an elegant two-story great room, first floor primary suite, office space, and a spacious kitchen layout conveniently located off the oversized mudroom. Capstone has designed this particular Hannah to feature numerous premium options, beginning with the second floor, which has been expanded to include 300+ sq feet of finished bonus room and a third full bathroom. Capstone Homes goes a step above the competition by offering standard what most consider upgrades. Boasting an enhanced exterior with metal roof accents, garage trellis and brick foundation, the additional features in this Hannah go above and beyond. It starts with a Gourmet Kitchen with a Quartz countertop and full-height backsplash, in-cabinet hood vent and gas cooktop. All bathrooms feature top-of-the-line floor tile, Moen plumbing fixtures, and Quartz vanity tops, plus the luxury primary bath has a tiled Roman shower with mud pan and seat with a frameless glass shower door. To top it off, the cosmetic details are a step above with wainscoting in the foyer and hall, railing with square spindles, fireplace trim and custom lighting. The composite deck provides a place for outdoor entertaining overlooking the golf course. River Run Community and Golf Club offers something for everyone, from an award-winning golf course, to kayak launch and restaurant; you'll enjoy the comradery of a community with the convenience of being just minutes to the beach. Founded in 2006, this family-owned and operated local builder is committed to building quality homes throughout Sussex County, Delaware and is proud to be expanding to Worcester County! Ground Breaking in Summer 2025 and completion expected late Spring 2026, just in time to enjoy the season in your new custom home. Call Chris today to request a full list of Capstone’s standard features, upgrades and floor plans, or visit the River Run sales office. Capstone Homes - Guiding you home, every step of the way.

11818 River Run Ln, Berlin

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300

$550,000
3 Beds 3 Baths
Embrace the Coastal Life you deserve! If you are Seeking a Direct Ocean Front Building, to spend your days making memories at the Beach... This Is It! The Atlantis Condominium, is Just what you have been searching for! The Atlantis Condominium, is A One-Of-A-Kind Building, conveniently located in North Ocean City, MD. This sought out, Spacious, Three Bedroom, Two Full Bathrooms, and One-half bathroom, is a rare Gem! Offering Spectacular Direct Ocean Front VIEWS, from the living room balcony and the second balcony off the Primary Bedroom! The other two bedrooms feature astonishing Bay views, as well! Spend hours gazing at the Ocean Waves from the Two Balconies! Living room Balcony is enhanced with Over-sized windows, allowing the Sun to Shine in with plenty of natural light, while Indulging in the Sweet Salty Breeze! Sizable Primary Bedroom features a Breathtaking Direct Ocean Front View with a separate balcony! So, Relax, Unwind, and Recharge! Second Bedroom features a uniquely curved style window with a picturesque view of the Bay. Modern kitchen equipped with stainless steel appliances, granite countertop, plenty of custom wood cabinets, ample counter space with a convenient breakfast bar to entertain and dine. Well maintained and shows pride of ownership! Comes completely furnished! Fresh paint, and custom flooring. Nautical themed decor sets the beach vibes! Nice furnishings compliment the open floor plan. Washer & Dryer. The Atlantis Condominium has Onsite Security, and a year-round maintenance team contributes to the well managed building. Large well-maintained outdoor community pool, equipped with bathrooms and outdoor showers when you come off the beach, and pet area!! Condo fees included flood and hazard insurance plus WIFI and Direct TV streaming. Excellent rental potential or just keep it for yourself. You deserve it!

10300 Coastal Hwy Unit #1610, Ocean City

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707

$694,950
3 Beds 3 Baths
Located in the highly sought-after **Piney Island** community—an established neighborhood known for its custom-built homes and timeless curb appeal—this beautifully maintained residence, crafted by respected local builder **OR White Builders**, offers a rare opportunity to own in one of the area’s most desirable settings. Now back on the market due to previous buyer financing, this exceptional home is ready for its next chapter. Offering three bedrooms and two-and-a-half baths, the home reflects true pride of ownership with quality craftsmanship and thoughtful design throughout. Gleaming hardwood floors welcome you into an inviting open floor plan designed for both comfortable everyday living and effortless entertaining. The spacious kitchen features a center island with sit-down bar seating, seamlessly connecting to the main gathering areas and creating the perfect place for casual dining, conversation, or hosting guests. A separate living room anchored by a cozy gas fireplace provides an ideal retreat for quiet evenings and seasonal gatherings alike. The first-floor primary suite delivers comfort and convenience with a private bath featuring double vanities, a soaking tub, separate shower, and walk-in closet. Upstairs, two additional bedrooms share a full bath, offering flexible accommodations for family, guests, or a home office setup. One of the home’s standout features is the expansive floored attic space above the garage—perfect for additional storage, hobby space, or future possibilities. Outdoor living is equally impressive with mature landscaping, classic English boxwoods, and attractive brick hardscaping that enhance the home’s exceptional curb appeal. Relax on the charming front porch complete with swing, entertain on the rear brick patio with grilling area, or enjoy the spacious backyard featuring a children’s playset and Amish-built storage shed. An oversized blacktop driveway offers generous parking for family and visitors. This is more than just a home—it’s an opportunity to become part of a well-established community where sidewalks, beautifully maintained homes, and neighborhood pride create lasting value and an unmatched lifestyle. Homes in Piney Island are rarely available, making this a truly special offering. Settle into a lifestyle, not just a home.

10641 Piney Island Dr, Bishopville

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com

$2,249,000
8 Beds 9 Baths
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.

26 West Mallard, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211