Ocean Pines - Somerset Homes with Pool

Ocean Pines - Somerset Homes with Pool

Welcome to Ocean Pines - Somerset, a stunning subdivision nestled in the heart of Worcester County, Maryland. This charming community offers the perfect blend of coastal living and suburban comfort, making it an ideal choice for families, retirees, and anyone looking to enjoy a serene lifestyle by the sea.

Ocean Pines boasts a variety of beautiful homes, many of which feature private pools, providing residents with the perfect oasis for relaxation and entertainment. Imagine lounging poolside on a warm summer day, hosting barbecues with friends, or enjoying a peaceful evening swim under the stars. The homes in this subdivision are thoughtfully designed, offering spacious layouts and modern amenities that cater to today’s lifestyle.

Beyond the inviting residences, Ocean Pines - Somerset is rich in recreational opportunities. Residents can take advantage of the community's numerous amenities, including parks, walking trails, and access to the stunning beaches of the Eastern Shore. The nearby Ocean Pines Golf Club offers a challenging course for golf enthusiasts, while the community center hosts a variety of events and activities throughout the year, fostering a strong sense of camaraderie among neighbors.

With its prime location, Ocean Pines - Somerset provides easy access to local dining, shopping, and entertainment options, ensuring that you’re never far from the action. Whether you’re seeking a peaceful retreat or an active lifestyle, this subdivision has it all. Come discover the charm of Ocean Pines - Somerset, where your dream home with a pool awaits!

Newest Ocean Pines - Somerset Homes with Pool

$530,000
3 Beds ⋅ 2 Baths
NEW PRICE 11 Burr Drive, is a meticulously cared-for home sold beautifully furnished and thoughtfully updated for effortless living. From the moment you arrive, the home’s inviting curb appeal captures your attention with beautifully landscaped grounds, a charming brick paver walkway, and brick steps leading to the welcoming entrance. Mature landscaping, an herb garden, and a spacious backyard create a peaceful outdoor setting to enjoy year-round. Pride of ownership is evident throughout, with many capital improvements including a brand-new roof, (2026) a new driveway in 2025, interior whole house painted (2026) , leaf-filter gutter protection, Ring doorbells at both front and rear entrances, a newer electric water heater, new LED garage lighting, and a backyard shed with a new roof for additional storage. Preventive maintenance inspections are performed twice annually by B&G, providing peace of mind. Inside, this warm and welcoming home has been thoughtfully refreshed with freshly painted interior walls, ceilings, and trim in soft neutral tones, along with newly painted exterior doors and shutters for added curb appeal. The spacious living room is bathed in natural light and showcases soaring vaulted ceilings, two skylights with retractable shades, and a cozy gas fireplace, creating an inviting setting for both everyday living and entertaining. Designed with both comfort and entertaining in mind, the dining area flows seamlessly into the spacious kitchen, which features gas cooking, beautiful trim-topped cabinetry, a double sink, pantry, bay window bump-out, and ample space for casual dining. Just beyond, the stunning three-season room offers a high vaulted ceiling, ceiling fan, and an easy-breezy stacked window system, allowing you to enjoy the surrounding mature trees and landscaping in every season with convenient access to the outdoor deck. The thoughtfully designed floor plan offers privacy for both owners and guests. The primary suite is privately tucked behind the living area and features an en suite bath complete with dual sink vanity, soaking tub, stall shower, walk-in closet, and private water closet. Two additional bedrooms are located at the front of the home and can be separated from the main living space with a pocket door, creating an ideal guest retreat serviced by a full hall bath. Located within the highly desirable Ocean Pines resort community, residents enjoy an exceptional lifestyle with amenities that include a championship golf course, scenic nature trails, five pools with aquatics programs, marinas, yacht and beach clubs, a premier racquet sports complex, year-round community activities, farmers and artisans markets, a beachfront restaurant in Ocean City, and so much more. This lovingly maintained home offers the perfect combination of comfort, convenience, and resort-style living.

11 Burr Hill Dr, Berlin

Listing courtesy of Northrop Realty. Contact: (302) 539-2900
$417,900
3 Beds ⋅ 2 Baths
Welcome home to this beautifully maintained 3-bedroom, 2-bath home in the premier bayside community of Ocean Pines. Designed with an open floor plan, this home features an updated kitchen, newer roof and skylights, encapsulated crawlspace and a bright sunroom that opens to a private rear deck overlooking the peaceful backyard. The spacious primary suite is your own private retreat, offering a large wall of closets, private in suite bath, and French doors leading to the rear deck—perfect for enjoying your morning coffee. Two additional guest bedrooms and a full hall bath provide plenty of space for family and visitors. The open living and dining areas flow seamlessly into the updated kitchen, creating an ideal setting for everyday living and entertaining. The rear sunroom is filled with natural light and offers the perfect place to relax while taking in the beauty of the private backyard. A one-car garage provides ample storage for your beach gear, bikes, and outdoor toys. Ocean Pines offers an exceptional lifestyle with multiple outdoor pools, an indoor pool, boat launches, a marina with available boat slips, tennis and pickleball courts, a clubhouse, and a championship golf course. Located just minutes from the beaches of Ocean City, homeowners also have the opportunity to join the exclusive oceanfront Beach Club. Enjoy nearby fine dining, shopping, marinas, and breathtaking sunrises and sunsets, making this coastal retreat the perfect place to call home.

26 Burr Hill Dr, Ocean Pines

Listing courtesy of RE/MAX Eagle Realty. Contact: 3026591320
$345,000
3 Beds ⋅ 2 Baths
Price Reduction, Motivated Seller! Welcome to this charming 3-bedroom, 2-bath home in the heart of Ocean Pines, sitting well back from the road and surrounded by natural beauty! Gently used as a vacation home by the owner for many years, this property has been very well maintained, with service contracts on all major systems for peace of mind. A new roof was added in 2019, newer windows providing efficiency and comfort, newer protective gutter guards, and storage is abundant with a pull-down attic with flooring. Tucked away in a tranquil wooded setting, this home offers fantastic privacy while still being close to everything the Eastern Shore has to offer. There’s ample room to build a garage or park your boat here, giving you great options to expand (see updated survey). Inside, you’ll find spacious bedrooms and a warm living area complete with a cozy fireplace—perfect for relaxing evenings or gathering with friends. The open layout creates excellent entertaining space, while the front porch, back deck and patio, and outside shower (with both hot and cold water) invite you to enjoy coastal living at its best. This home truly combines comfort, convenience, and community—ready for you to make it your own! Ocean Pines amenities are second to none, including: five pools, a racquet center with pickleball, tennis & paddle courts; several kayak launches; a yacht club with dining and a marina, and many parks right at your fingertips. Beyond the neighborhood, you’re just minutes from the historic town of Berlin, MD, and a short drive to the beaches of Ocean City and Assateague.

32 Whaler Ln, Ocean Pines

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000
$499,999
4 Beds ⋅ 3 Baths
A fantastic new price and home warranty coverage for 3 years! Welcome to 2 Moonraker Rd, a bright, airy, and beautiful contemporary home in Ocean Pines with many recent upgrades, including a new HVAC system in 2026. Step inside to find a soaring two-story foyer and flowing LVP floors, just installed at the beginning of 2026. The two-story ceilings continue into the family room with abundundant windows, allowing plenty of natural light, and a gas fireplace for those chilly winter days. The eat-in kitchen boasts a coastal white kitchen with new tile backsplash(2022), all newer stainless steel appliances (2022), a breakfast bar perfect for those quick morning meals, and a spacious dining room flowing off the kitchen, making entertaining a breeze. The first-floor mastersuite is a generous size and offers a large walk-in closet and an en-suite bath with double vanity with new counter tops and new faucets, a tub/shower combo with a jet tub, a water closet for privacy, and a linen closet for additional storage. Also on the first floor is the full laundry room with newer washer and dryer as well as a powder room, giving this home easy one-level living. On the second floor you'll enjoy three guest bedrooms, each quite spacious and with abundant closet space, as well as a full guest bathroom. One of the guest bedrooms could easily be converted to a second master suite as it has a large walk-in closet and an adjoining den that butts up to the guest bathroom, making it easy to convert to a bathroom if desired. Or keep it as a home office, studio, craft room, play room, the options are endless! Enjoy outdoor living with a roomy screened porch with high ceilings, perfect for relaxing and entertaining. This home also offers a spacious side and back yard that is full fenced with a beautiful decorative wood fence (installed in 2024) that comes with an oversized gate for easy access, a fire pit, and recently installed landscaping around the fence and along the road to give added privacy. There is plenty of space to play, relax, and even garden! This section of Ocean Pines is peaceful and tranquil with little to no thru-traffic. The community of Ocean Pines is reknowned for all that it has to offer, from the low HOA fees to the grand amenities package that you can join, including three outdoor pools, an indoor pool, a beach club in Ocean City with an oceanfront pool and clubhouse, a golf club with a Robert Trent Jones Championship course, marinas with boat slips available, plentiful sports courts including tennis, basketball, volleyball, pickelball, and baseball and soccer fields, numerous playgrounds throughout the community, and a community center with popular farmer's market. What are you waiting for? Schedule your private tour today! *Some photos have been virtually staged to show different options.*

2 Moonraker Rd, Ocean Pines

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (302) 539-9040
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