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$659,900
5 Beds 3 Baths
***Open House Saturday, 9/5 11:30am - 1:30pm*** Welcome to 407 142nd Street, located in the desirable Caine Woods community of North Ocean City! This versatile coastal property offers an ideal combination of space, location, and investment potential. Enjoy an approximately 10-minute walk to the beach, making it easy to enjoy everything Ocean City has to offer. Harpoon Hanna’s is also just a 10-minute walk away, while the restaurants, shops, and attractions of Fenwick Island are within walking distance or just a quick bike ride away. The main living area features 3 bedrooms and 2 full baths, including a primary suite, a bright living room with fireplace, and an updated kitchen with soft white cabinetry, wood countertops, and stainless steel appliances. A separate second living area with its own private entrance adds tremendous flexibility, offering 2 additional bedrooms, 1 full bath, a full kitchen, and its own washer and dryer—perfect for family, friends, or guests. Outside, enjoy spacious deck and patio areas, mature trees, a balcony, and additional storage. Located in a popular North Ocean City vacation destination, the property also offers attractive short-term rental and investment potential. Whether you’re looking for a primary residence, beach getaway, or investment property, 407 142nd Street offers exceptional versatility in a fantastic coastal location.

407 142nd St, Ocean City

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$875,000
3 Beds 3 Baths
We're going to call this canal-front because technically, that's what it is. Just don't expect it to look like most canal-front homes in Ocean Pines!! Walk out back and you'll understand the difference. Instead of staring across a narrow canal at another row of homes, the water (and views) open up considerably.... with no homes blocking your view, you're given a stunning view of the Ocean Pines Golf Course, and beyond. Plus, you get the boating access you're looking for in a waterfront home. Let's move on to the house itself.... At approximately 2,500 square feet, this 3-bedroom, 3-full-bath home gives you something else that's surprisingly difficult to find on the waterfront in Ocean Pines: SPACE. There's a true two-car garage, generous living areas, a three-season room overlooking the water, and a large first-floor deck that turns the backyard into a pretty compelling reason to spend more time outside. Plus, the interior has been extensively renovated with a new kitchen, new bathrooms, new flooring, new central HVAC, and fresh paint throughout. The result, when you walk in the front door into a vaulted 2-story living room, is impressive! This is an established waterfront home that's already had the major interior updating that you don't want to have to do yourself. Out back is where everything starts coming together. The property includes a bulkhead and private dock with water suitable for boats, paddle-boarding, and kayaks....giving you the ability to keep the boat (and water toys) in your back yard. The three-season room provides another place to enjoy the waterfront when the weather doesn't cooperate... because this is Maryland and apparently we're required to experience all four seasons in the same week (you know I'm right)!. There's no 'one thing' that separates this home from other waterfront homes in the area.... It's "all the things" that make it stand out. The lot size, the quiet street, the attached garage, the renovations, the vaulted ceilings, the waterfront location, the views, and the price point! That's what makes this home at 84 Newport so interesting. Ocean Pines has grown into one of the area's most complete residential communities, with miles of waterfront, parks and recreation, pools, racquet sports, boat ramps and kayak launches, the Ocean Pines Golf Club, Yacht Club, and even its own Beach Club in Ocean City. You're positioned within an easy drive of Berlin, Ocean City, Assateague Island, shopping, restaurants, healthcare, and everything else that makes northern Worcester County such a desirable place to live. At $875,000, we're offering a waterfront home that 'offers' more than most. And we'd love to help make this your home.

84 Newport Dr, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$1,100,000
5 Beds 3 Baths
SELLERS OFFERING $100,000 CONCESSION FOR UPDATES STUNNING WATERFRONT 5 BR, 2.5 BA UPDATED 2 PWC(JET SKI) & 14K LBS BOAT LIFTs! Direct deep-water Ocean access. Recent enhancements include 50-year roof, new siding, new windows, newly built dockside deck, hot water heater & flooring. Offers with price reductions to accommodate required updates will be considered. Enjoy exceptional waterfront living in the sought-after Ocean Pines Wood Duck II community. This beautifully updated 5-bedroom, 2.5-bath coastal home offers an open-concept layout, spacious gathering areas, and direct deep-water access to the ocean with no Ocean Pines bridges to navigate. The living room, sunroom, and several bedrooms showcase stunning waterfront views, while a professionally designed walkway leads to the front entry. Inside, hardwood floors, luxury vinyl plank, and carpeting create a comfortable, polished feel. The spacious eat-in kitchen overlooks the water and connects to an oversized laundry room. Two bedrooms are located on the main level, with three additional bedrooms upstairs. A third-floor lookout, reached by spiral staircase, offers exceptional views. A two-car garage and long driveway provide ample parking. Enjoy boating, fishing, crabbing, and clamming, along with convenient access to the Ocean Pines Yacht Club, golf course, clubhouse grill, pools, racquet facilities, Ocean City Beach Club, and more. Located between 49th and 50th Streets, the Ocean Pines Beach Club offers private parking, a pool, changing areas, and direct access to the Atlantic Ocean beach. This home is ready for summer enjoyment and offers an outstanding opportunity to experience the best of coastal living.

20 E Mallard Dr E, Berlin

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

$359,900
3 Beds 2 Baths
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 large capacity washer and dryer takes care of loads of beach towels and bedding. The heat pump was replaced in 2018. Furnishings are negotiable. Ocean Pines is an award-winning, amenity-filled community, located just a short drive to the nearby beaches of Ocean City, Assateague Island National Seashore, and downtown historic Berlin!

43 Birdnest Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$525,000
3 Beds 2 Baths
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 area’s beautiful beaches, you’ll 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 you’re looking for space, privacy, and a home that has been cared for with love, this is a must-see property. Don’t miss this incredible opportunity to own a beautiful home in a highly desirable location just outside of Berlin. Schedule your private showing today!

10376 Georgetown Rd, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$580,000
4 Beds 4 Baths
Coastal living at its finest! Welcome to this exceptional three story home nestled in one of the area’s most desirable water oriented communities, just 5 miles from Ocean City, MD, and Assateague Island National Seashore Offering spacious bedrooms, 4 full bathrooms, and flexible living spaces throughout this home perfectly blends comfort, functionality, and coastal charm. The inviting open concept main level is ideal for entertaining, featuring generous living and dining areas that flow seamlessly together. Upstairs, the expansive primary suite provides a private retreat with ample space to unwind, read, or enjoy your morning coffee. Two additional bedrooms and another full bath complete the second floor. The third level offers incredible versatility and can easily serve as a fifth bedroom, guest suite, home office, media room, fitness space, or playroom tailoring to your lifestyle needs. Outside your door, enjoy resort style amenities including multiple pools, a fitness center, clubhouse, and crabbing pier , all while the HOA takes care of your lawn maintenance, giving you more time to enjoy the coastal lifestyle. Whether you’re searching for a year round residence, vacation getaway, this home offers the perfect combination of space, location, and lifestyle. Don’t miss your chance to own a piece of Maryland’s beautiful Eastern Shore.

12209 Ocean Vista Dr, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$495,900
3 Beds 3 Baths
NEW PRICE for your dream home that is waiting for you here on 2 acres! Custom built in 2006 to replace an older primary home; this quality home has 3 bedrooms- the primary is on the first floor along with a luxurious primary bath and walk-in-closet. Guest 1/2 bath. 2 additional bedrooms and bath are on the second floor. Formal Living room and dining room greeting you along the foyer entrance. Spacious Family room with pellet stove and gas fireplace add living space for all. Kitchen has a bar area for seating plus a spacious casual breakfast room and all stainless-steel appliances. Large 10x10 rear deck with awning for outdoor enjoyment. Circular paved driveway for easy access to you 2-car built in garage. 3 plus detached garages and 2 sheds make a place for all your lawn equipment and fun toys. Easy to see in the quaint village of Bishopville.

13308 Hatchery Rd, Bishopville

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

$905,000
5 Beds 4 Baths
Coastal elegance meets modern comfort in this beautifully appointed, fully furnished home built in 2023, located in the highly sought-after Bayside community. Thoughtfully designed with a light and airy coastal vibe, every detail has been carefully selected, making this stunning home truly move-in ready. Offering 5 spacious bedrooms, 4 full bathrooms, and a dedicated home office, this home provides the perfect blend of luxury, comfort, and functionality. Upon entering, you’ll find a private home office just off the foyer, creating the ideal space for working remotely, studying, or enjoying a quiet retreat. The open concept floor plan is designed for effortless entertaining, with the spacious living room flowing seamlessly into the chef-inspired kitchen featuring quartz countertops, stainless steel appliances, a gas range, an oversized island, abundant cabinetry, and a generous dining area just off the kitchen that remains connected to the heart of the home perfect for everyday meals, holiday gatherings, and entertaining family and friends. The first-floor primary suite is a peaceful retreat featuring an elegant tray ceiling, a spacious walk-in closet, an additional closet providing extra storage or the convenience of a his-and-hers setup, and a beautifully appointed en suite bathroom. A second bedroom and full bathroom are also conveniently located on the main level, providing flexibility for guests or multigenerational living. Upstairs, you’ll find three additional bedrooms, two full bathrooms, and a spacious loft currently set up as a game room, offering endless possibilities as a second family room, media room, playroom, or recreation space. Additional highlights include a tankless water heater for energy efficiency and endless hot water, a blacktop driveway, and tasteful coastal finishes throughout. Enjoy your morning coffee on the inviting front porch or unwind on the covered rear porch the perfect place for outdoor dining, entertaining, or simply relaxing after a long day. Located within walking distance of Bayside’s exceptional amenities, residents enjoy a clubhouse, fitness center, indoor and outdoor pools, basketball and tennis courts, scenic ponds, a kayak launch with storage lockers, and a crabbing pier. Perfectly situated between Assateague Island and the beaches and Boardwalk of Ocean City, this exceptional home offers the ideal combination of resort-style amenities, coastal charm, and everyday convenience. Whether you’re searching for a year-round residence, a vacation getaway, or an investment opportunity, this turnkey Bayside home is one you won’t want to miss!

12420 Coastal Marsh Dr, Berlin

Listing courtesy of Sheppard Realty Inc. Contact: (410) 723-7070

$549,900
3 Beds 2 Baths
Rare opportunity to own an expansive home on 1.24 premium acres in historic Berlin Proper! This unique property backs directly to Stephen Decatur Park and features a spacious 4BR/2.5BA main house with a large country kitchen and an attached 1-car garage. A private, separate-entrance 2BR/1BA garage apartment provides immediate guest quarters. The park-like grounds boast a pool, multiple detached garages, and ample storage for mowers, bikes, and beach toys. Located on a highly desirable street just minutes from Assateague Island's beaches and Ocean City's famous boardwalk. For ultimate privacy or development, 19 Burley is also listed for sale—buy both properties together to create your own massive estate!

17 Burley St, Berlin

Listing courtesy of Sheppard Realty Inc. Contact: 4437830299

$169,900
3 Beds 1 Baths
Discover this renovated ranch-style home in Pocomoke City. With 820 sq. ft. of well-designed living space, this 3-bedroom, 1-bathroom residence is perfect for those seeking comfort and style. Step inside to find a warm and welcoming interior adorned with crown moldings, chair railings and laminated plank flooring that add a touch of elegance. The updated country-style kitchen features granite countertops, wood cabinetry and stainless-steel appliances, making it a delightful space for culinary adventures. The cozy dining area is perfect for gatherings, while the entry-level bedrooms offer convenience and flexibility. Outside, the property features a cleared lot of 0.19 acres, complete with a front and rear yard, ideal for outdoor activities or serene relaxation. Enjoy the benefits of streetlights and sidewalks in this peaceful neighborhood, enhancing your daily strolls or evening walks. The proximity to the stunning Chesapeake Bay adds a unique allure, providing opportunities for water activities and breathtaking views. With new upgrades, this home combines modern amenities with timeless appeal. Don't miss the chance to make this property your own!

506 Laurel St, Pocomoke City

Listing courtesy of Century 21 Downtown. Contact:

$399,000
2 Beds 2 Baths
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 peace of mind with possible energy loss! Laminate hardwood flooring flows throughout the main living areas, while the tiled kitchen is equipped with a stainless-steel refrigerator and offers both functionality and style. The first-floor bedroom features sliding glass doors leading to a vinyl-tech enclosed screened porch, providing a peaceful spot to relax and enjoy the surrounding nature. Double sliders from the great room open to an expansive wraparound deck, seamlessly blending indoor and outdoor living and offering the perfect setting for entertaining or simply enjoying the tranquil wooded backdrop. Outside, you'll find an outdoor shower, storage shed, and convenient U-shaped driveway. Major updates include a roof and HVAC system that are approximately five old. Home is complete with pull down attic stairs and encapsulated crawl space. This wooded retreat can be yours now to enjoy year-round. Call for your private showing!

6 Briarcrest Dr, Ocean Pines

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

$1,300,000
4 Beds 3 Baths
Unlock exceptional income potential in the heart of downtown Ocean City with this versatile 4-bedroom, 3-bath single-family home at 106 Philadelphia Avenue. Built in 1930 and offering approximately 2,080 square feet of living space on a 3,275-square-foot lot, this property sits just two blocks from the beach and two blocks from the bay—placing you steps from the Boardwalk, restaurants, shops, nightlife, and the best of coastal living. What sets this property apart is its flexible multi-level layout designed for maximum rental returns or hybrid owner-occupant use. Each floor features its own bedrooms, full baths, and kitchen, along with independent front and rear entries. Live in one level while renting the other, or operate the entire home as a high-demand short-term vacation rental or steady year-round investment. The attic provides additional conversion potential for even more living or rental space. With parking for up to four vehicles, ceiling fans, and essential appliances including washer, dryer, range/oven, and microwave, the home is ready for immediate use. Whether you’re seeking a primary residence that generates supplemental income, a pure investment property, or a combination of both, 106 Philadelphia Avenue delivers strong income-producing potential in one of Ocean City’s most desirable downtown locations.Don’t miss this rare opportunity to own a flexible, cash-flow-friendly property in the heart of Ocean City.

106 Philadelphia Ave, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$269,900
2 Beds 2 Baths
Nestled among the trees in peaceful Nassawango Hills community of Snow Hill, Maryland, this charming log cabin offers a warm and inviting retreat surrounded by nature. Built in 1992 and situated on approximately half an acre, the home has distinctive character and natural beauty that make a log home so special. The exterior blends beautifully with its wooded surroundings, creating a private, relaxed setting that feels like a true escape from the busyness of everyday life. Inside, the exposed log construction gives the home a cozy, rustic character, while the open and comfortable living spaces make it equally suited to everyday living or a peaceful weekend getaway. The home features two bedrooms and two full bathrooms, with approximately 1,370 square feet of living space. A fireplace adds another layer of warmth and charm to the main living area, complementing the natural wood interior and the cabin’s comfortable atmosphere. One of the home’s greatest qualities is its setting. Mature woodland gives the property sense of privacy and tranquility, while its location provides convenient access to Snow Hill, Berlin, Salisbury, and Assateague ponies / beach. This is a home that feels connected to its surroundings – a place where the beauty of the outdoors, the warmth of natural wood, and the charm of a classic log cabin come together. It has the character of a genuine Eastern Shore retreat while still offering the comforts of a full-time home. There is something especially appealing about this property: it doesn’t simply look like a log cabin-it has the feeling of one. Warm, peaceful, private, surrounded by nature, 3842 Algonquin Trail in a distinctive home with a character all its own. The original blueprints indicate a three-bedroom floorplan is easily available within the existing footprint.

3842 Algonquin Trl, Snow Hill

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3023515000

$369,900
3 Beds 3 Baths
***OPEN HOUSE Saturday 08/29/26 11a-1p***Welcome to 3 Winter Quarters Drive, a beautifully crafted new construction home offering timeless Colonial style with modern finishes in a private, in-town setting. The open floor plan features wide-plank LVP flooring, a bright living space, and a stunning kitchen with off-white shaker cabinets, stainless-steel appliances, marble-look quartz countertops, and a large center island. Upstairs offers three bedrooms, including a spacious primary suite with a private bath and walk-in closet. Enjoy the welcoming front porch, low-maintenance composite rear deck, and generous yard with landscaping to be completed soon. Conveniently located near Cypress Park, the Pocomoke River, shopping, dining, and an easy drive to Wallops Island, Virginia's Eastern Shore, and Ocean City. Enjoy the perfect blend of style, comfort, and small-town living. Schedule your private showing today!

3 Winter Quarters Dr, Pocomoke City

Listing courtesy of Whitehead Real Estate Exec.. Contact: 4107494663

$669,000
3 Beds 3 Baths
This property is a beautifully crafted 2021 coastal home offering the perfect blend of modern comfort and unbeatable walk-to-marina lifestyle. Nestled in the sought after Colonial Village section of Ocean Pines. This move-in ready 3 bedroom 2 1/2 bath home features approximately 2256 ft.² of thoughtfully designed first floor owner suite with a custom closet system. The open concept floor plan is ideal for both everyday living and entertaining. Enjoy abundant southern light. Get creative with a conditioned bonus room. The possibilities are endless; TV room, office, or extra storage. Step outside to enjoy professional privacy landscaping in a rare expansive backyard. Enjoy a walk to one or both marinas, waterfront dining, walking trails, live music, or golf just minutes away. Historic downtown Berlin, shopping, OCMD and Assateague National Seashore is a short drive. This move-in ready home offers the luxury, coastal lifestyle you’re looking for.

1222 Carrollton Ln, Berlin

Listing courtesy of Sell Your Home Services. Contact: 8882193009

$9,500,000
6 Beds 5 Baths
This 37-acre Waterfront Estate in the desirable West Ocean City Community of Captains Hill stands among Worcester County’s true legacy properties. A rare combination of Coastal Luxury, privacy, acreage and future opportunity. Set on a expansive rise overlooking the bay, the Estate commands sweeping water and skyline views that shift elegantly from sunrise to the golden glow of sunset. A long driveway leads you to the 8000+ Sq Ft Coastal Residence, a grand yet serene retreat surrounded by park-like grounds and mature landscape that creates an atmosphere of total privacy. The main Estate and grounds encompass 27 acres that feature a diverse landscape designed for both beauty and functionality. Such highlights include a 3-acre freshwater pond that anchors the properties tranquil setting, an outdoor pool with surrounding deck ideal for families and entertaining, an expansive lawn for gatherings and pets, a large covered porch perfect for enjoying the broad water views and nature, covered parking entrance and a three-car garage. The residence itself offers the architectural presence and scale expected of a Coastal Estate of this magnitude, with generous living spaces, impressive ceiling heights and endless potential for customization or enhancement. In addition, this Estate offers additional parcels and development potential that allows for flexibility for future use. Included in the offering is a 2.73-acre Waterfront Lot and 20 plated lots with their own road frontage. This rare land portfolio provides exceptional opportunities, ideal for a private compound, multi-generational retreat, curated development or long-term investment that makes this property uniquely valuable. Opportunities of this size, location and versatility rarely ever come to market. With commanding views, coastal proximity, and expansive acreage, this Captain’s Hill Estate stands as one of the region’s premier offerings, a property with both present-day grandeur and limitless future potential. A Coastal Treasure without equal.

12903 Windy Dr, Ocean City

Listing courtesy of Holiday Real Estate. Contact: 4105247700

$899,000
3 Beds 3 Baths
SOLD FULLY FURNISHED!!!!! There's golf course frontage and then there's this. Set on a prime corner lot overlooking the 11th green of GlenRiddle's War Admiral Course, this home gives you a front-row seat to one of the community's signature holes. Whether you're sipping your morning coffee in the sunroom or winding down on the porch in the evening, you'll spend your day watching approach shots, birdie putts, and one of the best views GlenRiddle has to offer. Inside, the home is just as impressive. With 3,378 square feet, 3 bedrooms, 2.5 baths, and a first-floor primary suite, the layout is as practical as it is inviting. Best of all, it's being offered completely furnished, making this a true turnkey opportunity. The home has been meticulously maintained and feels virtually brand new. The current owners didn't just maintain it, they upgraded it. The first floor features a dual-fuel heat pump and gas furnace, the sunroom has its own mini-split system, there's a tankless gas water heater, premium window blinds throughout, and yes... three dishwashers, because entertaining should be easy. A brand-new epoxy garage floor was installed August 4. Life in GlenRiddle extends far beyond your front door. Residents enjoy two championship golf courses, an outdoor pool, fitness center, pickleball and tennis courts, a billiard room, marina, Ruth's Chris Steak House, and optional golf memberships, all within one of the area's most sought-after gated communities. Homes with this view don't come along often. Homes that come fully furnished, show like new, and let you move right in are even harder to find.

10001 Flotilla Ln, Berlin

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

$489,900
3 Beds 3 Baths
Located in the highly desirable Teal Bay neighborhood, this charming 3-bedroom, 3-bath home has been meticulously loved and maintained. The flexible floor plan features primary suites on both the first and second floors, along with an updated kitchen and bathrooms, a screened in porch, garage, private backyard, and encapsulated crawlspaces. Enjoy a peaceful view of the St. Martin River from the sunroom without the added cost and upkeep that comes with waterfront living. Natural light floods the home, creating a bright and welcoming atmosphere while the spacious upstairs primary suite features two walk-in closets and a private second-floor balcony. Find your serenity in this prime coastal location, just minutes from the beach with all the exceptional amenities Ocean Pines has to offer!

180 Teal Cir, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$382,000
3 Beds 2 Baths
Welcome to coastal living at its finest in sought-after Ocean Pines, Maryland! Discover this beautifully updated 3-bedroom, 2-bath home that has been completely renovated from top to bottom. Every detail has been thoughtfully refreshed, offering a true move-in-ready experience just minutes from the beaches of Ocean City. Interior Highlights Totally renovated kitchen — modern finishes, perfect for everyday living or entertaining Fully renovated bathrooms with contemporary updates New vinyl plank flooring throughout the main living areas for durability and style New carpet in the bedrooms for added comfort Inviting gas fireplace ideal for cozy evenings year-round Outdoor Living Step outside to your brand-new wrap-around deck — the perfect spot for morning coffee, evening relaxation, or entertaining friends and family while enjoying the wooded, coastal surroundings of Ocean Pines. Ocean Pines Lifestyle & Amenities As a resident of Ocean Pines, you’ll enjoy access to one of the premier residential communities on Maryland’s Eastern Shore (amenities available via optional a-la-carte memberships): Five swimming pools (including indoor and outdoor options, plus the Ocean Pines Beach Club in Ocean City) Robert Trent Jones Sr.–designed championship 18-hole golf course Premier racquet sports complex with tennis, pickleball, and platform tennis Two marinas and the scenic Yacht Club with bayfront dining Private Beach Club oceanfront facility in Ocean City (with resident parking privileges) Multiple parks, walking & biking trails, community center, farmers market, and year-round recreation programs Own police and fire departments for added peace of mind Located just a short 10–15 minute drive to Ocean City’s beaches, boardwalk, dining, and entertainment, yet nestled in a quieter, wooded community with over 3,000 acres and more than nine miles of waterfront property. Ocean Pines offers the ideal balance of resort-style amenities and relaxed Eastern Shore living.This renovated home is ready for its next owners to enjoy the best of coastal Maryland living. Don’t miss this opportunity!

6 Weeping Willow Ct, Ocean Pines

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

$657,500
4 Beds 4 Baths
Welcome to Bayside in Maryland! This stunning 4-bedroom, 3.5-bath Coastal Retreat offers the perfect blend of comfort, convenience, and resort-style living. Whether you're searching for a full-time residence or a vacation getaway, this beautifully appointed home is a must-see. Thoughtfully designed, the home features a cozy first-floor reading room and a spacious third-floor game room, providing plenty of space for relaxation and entertainment. The primary suite includes a queen-sized bed and a private ensuite bath with a luxurious soaking tub. Bedrooms 2 and 3 each feature their own private balcony complete with table and chairs—an ideal spot to enjoy your morning coffee or unwind in the evening. The home is being sold furnished and includes a fully stocked kitchen, making it move-in ready. Additional highlights include a Level 2 EV charger located in the detached two-car garage. Conveniently located directly across from the community pool and clubhouse, you'll enjoy easy access to Bayside's exceptional amenities. Residents also have access to a kayak launch and crabbing pier, perfect for enjoying the coastal lifestyle. HOA fees include access to all community amenities, as well as lawn maintenance and snow removal, allowing for truly low-maintenance living. Don't miss this opportunity to own a beautiful home in one of Maryland's premier coastal communities.

12418 Coastal Marsh Dr, Berlin

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$1,225,000
4 Beds 4 Baths
Cottage-style, picture perfect home. Located on a beautiful tidal pond with unobstructed open views of water, marsh, golf course, and offers significant privacy. (No one can build on the lot next door on right side of house.) Meticulously maintained and so many updates and improvements have been made. Kitchen offers French Vanilla-colored custom cabinetry with PLENTY of cabinet space and walk-in pantry. Island features a maple cutting board counter top and granite flanks the other counters. Great room has 20' ceiling and a wall of windows overlooking, both, the water and exquisite English country garden landscaping. Great room also offers a gas fireplace and STARK-brand carpeting featuring their "antelope" design plus Hunter-Douglas remote-controlled window blinds. Gas heat w central air on first floor and heat pump second level. Separate heat pump for the sun room! Formal dining room offers a beautiful electric fireplace with hand-painted tiles, and invites you to USE the dining room. Laundry room separates the garage from the living area of the house. THIS laundry room is definitely extra-large and the space takes full advantage of cabinet storage. Flooring in laundry room and sunroom is heated. Floors in both of these rooms are honed white limestone and mixed with Belgium blue (almost black) stone. Primary bedroom on second level offers a private balcony overlooking the natural views of wetlands, water, and wildlife. Primary bedroom is large enough to accommodate an adjoining sitting room. And next is the primary bath... the home's signature statement. Walk-in shower with a 5 X 7 hand-painted custom tile mural features a chinoiserie interpretation of the property's surrounding waterfowl and coastal landscape. Calacatta Gold marble basketweave flooring, dual shower heads, and a rain shower all by Newport Brass, and accented by a brass shower door handle developing a rich patina over time. Heated tile floors, antique delft light fixture, and claw foot soaking tub with unlacquered Newport brass fixtures including a nostalgic telephone-style hand sprayer! Two walk-in closets with California closet interiors in the primary suite and found in other closets as well. Three additional bedrooms - one with its own private full bath... Now it's YOUR TURN to look at the rest of this cottage-inspired, enchanted space because the list of amenities and features this one-of-a-kind home offers is endless. (But that list will be available for you inside the home!!)

12316 Savanna Ct, Bishopville

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

$485,000
4 Beds 2 Baths
**PRICE REDUCED** Welcome to 542 Ocean Parkway in the highly desirable community of Ocean Pines — a truly unique coastal retreat offering 4 bedrooms, 2 full bathrooms, and an unforgettable cabin-inspired design rarely found this close to the beach. Nestled among mature trees on a beautifully landscaped lot backing the golf course, this meticulously maintained home blends warmth, character, and modern upgrades. Step inside to soaring vaulted ceilings, dramatic walls of windows, rich wood finishes, and an open-concept layout filled with natural light. The spacious living area creates the perfect cozy-yet-grand atmosphere with elevated architectural detail throughout. The updated gourmet kitchen is designed for both everyday living and entertaining, featuring newer stainless steel appliances, a cooktop, built-in microwave drawer, updated cabinetry, generous prep space, and an oversized island overlooking the main living space. Both full bathrooms have been tastefully renovated with modern finishes, and the home showcases pride of ownership at every turn with all major systems and appliances having been thoughtfully updated recently. Outside, enjoy multiple decks and outdoor seating areas surrounded by peaceful wooded views, creating a private setting perfect for morning coffee, entertaining guests, or unwinding after a beach day. The property also offers exceptional curb appeal with mature landscaping, gravel drive, and a striking exterior that perfectly complements the natural surroundings. The lower level provides additional flexible living space ideal for guests, hobbies, storage, fitness, or a game room. *Recent improvements provide exceptional value and peace of mind, including a NEW HVAC system and ductwork installed just one year ago, a beautifully remodeled gourmet kitchen with updated flooring throughout the kitchen, dining area, and living room, tastefully RENOVATED bathrooms completed two years ago, a roof replaced four years ago, and UPGRADED WINDOWS and French door SLIDERS installed five years ago. As an added bonus, the home conveys with a Jack Daniel's barrel table and chairs, an electric reclining sofa and loveseat set, two large-screen TVs, and additional furnishings, making it even easier to move in and start enjoying the coastal lifestyle. The seller has updated the property with fresh PAINT and is offering a $5000 CREDIT AT CLOSING FOR CARPET. This one won't last long—schedule your showing today!

542 Ocean Pkwy, Berlin

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$565,000
3 Beds 2 Baths
Don't miss this stunning, turnkey beach ranch in the highly desirable community of Caine Woods! Whether you're searching for a year-round residence, the perfect vacation getaway, or an income-producing investment, this fully furnished 3-bedroom, 2-bath home is ready for you. Currently operating as a successful Airbnb, everything conveys, making it an effortless opportunity to enjoy or rent immediately. Ideally located on a quiet street just a few blocks from the beach and directly across from the bay, this single-family home offers the best of coastal living with no HOA and no community fees. Inside, you'll find a bright, inviting interior with three generously sized bedrooms, including a spacious primary suite with a private, updated bath. Recent improvements provide peace of mind, including two beautifully renovated bathrooms (2025), a new HVAC system (2025), brand-new washer and dryer (2026), kitchen appliances (2024), updated fixtures, shutters, interior doors, and fresh paint throughout. Step outside to the large rear deck, perfect for entertaining, grilling, or simply relaxing after a day at the beach. The tranquil backyard with a storage shed for all your beach gear and outdoor essentials. This move-in-ready coastal retreat offers an unbeatable location, thoughtful updates, and exceptional investment potential. Schedule your showing today and start enjoying the beach lifestyle!

703 141st St, Ocean City

Listing courtesy of Coldwell Banker Rowley Realtors. Contact: 3029951200

$559,900
3 Beds 2 Baths
This new construction property is a customized version of the popular Wahoo model, with groundbreaking scheduled to start in approximately 30 days. Buyers who secure this home early have a rare window of opportunity to select the custom interior finishes and make this home uniquely theirs. Core Property Overview, Floor Plan: Customized Wahoo/3 Model , Bedrooms: 3 spacious bedrooms , Bathrooms: 2 full bathrooms, Garage: Attached 2-car garage , Premium Interior & Gourmet Kitchen Custom Upscale Kitchen: Outfitted with high-end stainless steel appliances. Gas Cooking: Features a premium gas range for culinary precision. Gas Fireplace: Serves as a cozy, ambient centerpiece in the main living area. Primary Suite: Features an expansive, large primary bath with detailed custom showers. Outdoor Living Spaces Screened Porch: Built for bug-free relaxation and comfortable outdoor lounging. Outside Deck: Perfect for grilling, entertaining, and enjoying the backyard views. High-Efficiency & Structural Systems Hybrid HVAC: Dual-fuel heating and cooling system maximizes energy efficiency and cost savings. On-Demand Hot Water: A tankless water heater system delivers endless hot water instantly while lowering utility costs. Encapsulated Crawl Space: Offers premium moisture control, protects the subfloor, improves indoor air quality, and adds superior insulation.

108 Nottingham Ln, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$589,900
3 Beds 2 Baths
Step into this charming 2-story home in the heart of downtown Berlin, MD—proudly known as “America’s Coolest Small Town.” Just steps from shops, dining, and local events, this property perfectly blends small-town charm with modern convenience. Inside, you’ll find 3 comfortable bedrooms and 1.5 baths, offering an easy, functional layout for everyday living or a weekend getaway. The inviting front porch is made for sipping coffee, chatting with neighbors, and soaking in the vibrant energy of downtown life! Out back, discover your own private oasis. The fenced yard features a dedicated grilling and entertaining area, an adorable chicken coop, and a small garden ready for your herbs and flowers. Tucked neatly on the property is a 320 sq ft guest house (counted in total square footage)—ideal for hosting friends and family, creating a studio or home office, or exploring rental potential (subject to local regulations). With its unbeatable location, welcoming outdoor spaces, and bonus guest house, this downtown Berlin gem offers a rare opportunity to live, relax, and connect right in the center of it all. Newly renovated with new flooring, kitchen counters, appliances, fresh paint, and new air handler AI was used to stage furnishing in bedroom 2 and the guesthouse*

4 West St, Berlin

Listing courtesy of Sheppard Realty Inc. Contact: 4437830299

$497,500
3 Beds 3 Baths
NEW PRICE! Seller and family have worked to remove their personal items collected over their many years of ownership and enjoyment. Some minor handyman work was done, and it is now ready to see and fall in love. This is a Duane Maddy, Piney Island Builders, classic contemporary with all your "I wants". Formal Living room greets you as you enter and that leads to the large Family Room, kitchen and dining area. 12x12 screened porch and 20x12 deck for outdoor enjoyment. New roof in 2022 and Encapsulated Crawl space in 2017. In 2014, new kitchen granite countertops and all new appliances. An additional room was added that could be a Bunk Room or Office. Sold furnished with Inventory List available with the few personal items not included. Easy to see.

62 Martinique Cir, Ocean Pines

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

$524,900
3 Beds 2 Baths
This stunning ranch-style home, set on a beautifully landscaped lot, offers a harmonious blend of luxury and comfort. The interior boasts over 1,500 sq. ft. of thoughtfully designed space, featuring three bedrooms and two full bathrooms. The front bedrooms are perfect for guests or as a private office. The heart of the home is the expansive kitchen, complete with an island, stainless steel appliances, and a cozy breakfast bar, seamlessly flowing into the dining area with recessed lighting, and the house is adorned with crown molding throughout. Major renovations in 2024 have elevated this residence, including new roof, interior paint, doors, fixtures, lighting, and appliances. Enjoy the warmth of the electric fireplace in the living area, enhanced by abundant natural light from skylights and insulated windows. The primary suite features a double door entry, tray ceiling, walk-in closet and a spa-like bathroom with a walk-in shower, lighted faucets, and shiplap walls/ceiling. From the light-filled sunroom, step outside to discover a covered porch, fire pit, extensive hardscaping, pea gravel, a hot tub, and multiple patios perfect for entertaining or relaxing amidst the serene backdrop of trees, vinyl fencing, and gardens. The community offers an array of amenities, including pools, tennis courts, and walking paths, fostering an active lifestyle. Located in a vibrant neighborhood within walking distance to popular restaurants, bars and conveniences. With easy access to recreational facilities and a welcoming community atmosphere, this property is a true gem for those seeking a blend of luxury and lifestyle.

1036 Ocean Parkway, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200