Ocean Pines - Sherwood Forest Homes for Sale

Ocean Pines - Sherwood Forest Homes for Sale

Welcome to Ocean Pines - Sherwood Forest, a hidden gem nestled in the heart of Worcester County, Maryland. This charming subdivision offers a unique blend of tranquility and community spirit, making it the perfect place to call home. Surrounded by lush greenery and just a stone's throw from the stunning Atlantic coastline, residents here enjoy the best of both worlds: serene living and vibrant beach life.

Ocean Pines - Sherwood Forest is renowned for its beautiful homes, many of which feature modern designs, spacious layouts, and picturesque views. Whether you’re seeking a cozy cottage or a sprawling family residence, this community has something to suit every taste and lifestyle. With homes for sale that cater to a variety of budgets, it’s an ideal spot for first-time buyers, families, or retirees looking for a peaceful retreat.

One of the standout features of this subdivision is its commitment to community and recreation. Residents have access to a wealth of amenities, including scenic parks, walking trails, and recreational facilities. The nearby Ocean Pines Association offers a range of activities, from swimming pools and golf courses to boating and fishing opportunities, ensuring there’s always something to do.

Additionally, the location provides easy access to local shops, restaurants, and entertainment options, allowing residents to enjoy the best of coastal living. With its friendly atmosphere, diverse housing options, and proximity to the beach, Ocean Pines - Sherwood Forest is a wonderful place to create lasting memories. Discover your dream home in this enchanting subdivision today!

Newest Ocean Pines - Sherwood Forest Homes for Sale

$334,900
3 Beds ⋅ 2 Baths
Now’s your time to be part of life in Ocean Pines! You’ll love the convenience of one-level living in this updated 3 bedroom 1.5 bath rancher in Sherwood Forest. Relax or entertain in your spacious sun-drenched family room that leads into an eat-in kitchen with updated appliances and enclosed laundry room. From the kitchen, step into the spacious screened-in porch and large partially fenced back yard overlooking trees. Ocean Pines offers an exceptional array of amenities including multiple pools, boat ramps, playgrounds, walking trails, a community center, and much more. All of this is only a few miles from Ocean City where you’ll find the Ocean Pines beach club with a pool, restaurant, locker rooms and other activities. Ocean Pines isn���t just a neighborhood it’s a vibrant community with something for everyone. If you’re looking for an investment, this property has been partially rented generating a steady income.

1228 Ocean Pkwy, Ocean Pines

Listing courtesy of The KW Collective. Contact: 4435741600
$485,000
3 Beds ⋅ 2 Baths
This well maintained home on a quiet cul de sac in the south gate of Ocean Pines features an open floor plan. The main level is bright with cathedral ceilings in the living room, a dining area off of the large kitchen with updated appliances and a 2nd sitting area, a first floor primary suite with high ceilings and walk in closet. You will also find on the first floor a laundry room with utility sink, a half bath, access to the attached garage with bonus storage area and a large 4 seasons room with a gas fireplace that leads to the back deck. The second level features 2 additional bedrooms, a full bathroom and a small bonus room along with storage area. Roof and skylight were replaced in 2022.

13 Catalpa Ln, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$394,500
3 Beds ⋅ 2 Baths
Welcome to 14 Willow Way in Ocean Pines! Situated on a peaceful cul-de-sac, this beautifully updated 3-bedroom, 2-bath home offers inviting living spaces and an impressive list of recent upgrades. The main level features LVP flooring throughout, a spacious living area with a beautiful cathedral ceiling, and an updated kitchen showcasing quartz countertops, newer appliances, and a stunning glass tile backsplash. Enjoy seamless indoor-outdoor living from the screened porch, which overlooks the fully fenced backyard and large concrete patio—ideal for entertaining, relaxing, or enjoying warm summer evenings. Two storage sheds provide plenty of space for bikes, tools, beach gear, and more. A brand-new roof adds peace of mind, while the home's thoughtful updates and desirable cul-de-sac setting make it an excellent opportunity to enjoy the Ocean Pines lifestyle. Don't miss your chance to make this beautifully maintained home your own!

14 Willow Way, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200
$510,500
3 Beds ⋅ 2 Baths
Enjoy effortless one-level living in this furnished 3-bedroom, 2-bath home featuring an open floor plan filled with natural light. The spacious living and dining area offers vaulted ceilings, new LVP flooring, and a wall of sliders overlooking the wooded backyard. The kitchen provides abundant cabinetry, generous counter space, a pantry, and a breakfast bar that connects easily with the main living area. The primary suite includes two closets, private access to the inviting three-season room, and an en-suite bath with a dual-sink vanity, walk-in shower, and soaking tub. Outside, the impressive 38'x12' composite deck, added in 2022, offers plenty of space for relaxing and entertaining. Additional improvements include a newer roof, all new windows in 2024, a new water heater in 2025, and new gutters with gutter guards. A two-car garage with an epoxy-coated floor and a concrete driveway complete this well-maintained, move-in-ready home.

21 Castle Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200
$399,900
4 Beds ⋅ 3 Baths
Welcome to 25 Royal Oaks Drive, a beautifully updated Ocean Pines home offering the perfect blend of comfort, flexibility, and coastal living. This spacious 4-bedroom, 3-full-bath residence offers 1,728 square feet of thoughtfully designed living space and is situated on a 7,500-square-foot lot. Step inside to find a bright and inviting interior with a versatile layout designed for everyday living and entertaining. The main level features a comfortable living area, well-appointed kitchen and dining space, and a sliding door leading to the rear deck—an ideal spot for morning coffee, outdoor dining, or relaxing with friends and family. The upper level offers private bedroom accommodations, including a spacious primary suite, while the lower level provides exceptional flexibility with a large bonus room, full bath, laundry area, and walk-out access to the backyard. Use the lower-level space as a fourth bedroom, guest suite, home office, recreation room, or second living area—the possibilities are yours. Numerous updates over the years include the roof, windows, flooring, doors, and appliances, providing a move-in-ready opportunity for the next owner. The outdoor space adds even more appeal, with a rear deck and backyard offering room to enjoy the relaxed Eastern Shore lifestyle. Located in desirable Ocean Pines, this home provides access to an impressive array of community amenities, including pools, beach areas, golf, tennis, pickleball, walking paths, marina facilities, playgrounds, recreation areas, and more. Enjoy the best of coastal Maryland living while remaining just minutes from Ocean City, beaches, dining, shopping, and entertainment. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, 25 Royal Oaks Drive offers the space, flexibility, and location to make your Eastern Shore lifestyle a reality.

25 Royal Oaks Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$379,900
3 Beds ⋅ 2 Baths
Welcome to this well‑maintained contemporary home tucked away in the heart of Sherwood Forest in Ocean Pines. This 3BR, 2BA home with a loft comes partially furnished and features numerous upgrades, including a new heat pump, electric hot water heater, newer roof, new siding, and a front deck with an electric awning. Inside, enjoy Corian countertops, new cabinets, tile backsplash, SS apps, plus a beautifully updated bathroom with a walk‑in shower, vanity & LVP flooring. Outside, you’ll find an enclosed outdoor shower, paved driveway, and a shed with electric—perfect for storage or projects. Make this your next home in Ocean Pines!

17 King Richard Rd, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$410,000
3 Beds ⋅ 2 Baths
Welcome Home to 9 Holly Court, tucked away at the end of a quiet cul-de-sac in south Ocean Pines. Upon entry, you are greeted by an open living space featuring LVP flooring, skylights, and a soaring vaulted ceiling. The upgraded kitchen offers granite countertops and stainless steel appliances and opens to a second Great Room featuring a wood-burning fireplace, additional skylights, and sliding glass doors leading outside. The first floor also includes an attached garage and spacious primary suite with a walk-in closet and private ensuite bath. Upstairs, you’ll find two additional bedrooms and a full bathroom. Outside, the oversized lot offers plenty of open space for entertaining and enjoying the coastal lifestyle. Ocean Pines offers resort-style amenities including pools, golf, tennis, pickleball, marina, parks, trails and a private oceanfront beach club, all just minutes from Ocean City and Berlin. Whether you have been searching for a second home at the beaches, primary residence, or an addition to your investment portfolio- don't delay. Please reach out anytime with questions, or to schedule a private tour.

9 Holly Ct, Berlin

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919
$724,900
4 Beds ⋅ 4 Baths
Welcome to the Ballyliffin Model, a beautifully crafted custom home built by Celtic Nations Contracting. Offering approximately 2,200 square feet, this thoughtfully designed home features four bedrooms, 3½ baths, two en-suite bedrooms, and exceptional custom details throughout. Step inside to a spacious family room highlighted by an awesome fireplace, custom built-ins, a flat-frame TV, and decorative faux ceiling beams that add warmth and character. The family room flows seamlessly into the open-concept kitchen and dining area, creating the perfect space for everyday living and entertaining. The stunning coastal-inspired kitchen features quartz countertops, stainless steel appliances, a large farmhouse sink, floating shelves, and a generous island, all complemented by stylish finishes and thoughtful design. The first-floor en suite offers a beautifully designed custom closet and dressing area, along with a spacious private bath featuring distinctive tilework and a warm, relaxing ambiance. Upstairs, a second en-suite bedroom includes another custom closet and a gorgeous private bath with a walk-in shower and exquisite tilework. Two additional bedrooms feature built-in desks, adding both style and functionality. A spacious bonus area creates an additional gathering space complete with a mini bar, flat-frame TV, and direct access to the balcony—an ideal setting for entertaining family and guests. Everywhere you look, custom craftsmanship and carefully selected details enhance the charm and character of this exceptional home. Nestled on a level, private lot surrounded by mature trees, the outdoor living space is equally inviting, featuring a large screened porch, attractive landscaping, and plenty of room to relax or entertain. This beautifully finished home is ready for you to begin enjoying the Eastern Shore lifestyle in the desirable Ocean Pines community.

1150 Ocean Pkwy, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$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
$379,900
3 Beds ⋅ 2 Baths
Welcome to 15 Lord Guy Terrace, a beautifully maintained one-level home in Ocean Pines. Ideally located just minutes from the beaches of Ocean City and Assateague Island, charming downtown Berlin, championship golf courses, marinas, shopping, dining, and year-round entertainment, this home offers the perfect blend of coastal living and everyday convenience. Situated on an oversized lot with a spacious paved driveway, the property features low-maintenance landscaping with brick-bordered stone beds, a welcoming front porch, and a side porch ideal for outdoor dining and entertaining. Inside, the open-concept layout connects the living room, dining area, and kitchen, creating an inviting space for gathering. The owner's suite is privately positioned at the front of the home, while two guest bedrooms and a full bath are located at the rear. A spacious bonus room off the kitchen provides exceptional flexibility as a second living area, home office, playroom, or potential fourth bedroom with minimal modifications. Ocean Pines offers an impressive selection of resort-style amenities with both free and paid membership options are available. The amenities include swimming pools, parks, playgrounds, walking trails, a championship golf course, marina, yacht club, pickleball and tennis courts, a community garden, and a vibrant community center. This home is an excellent choice for a primary residence, vacation getaway, or investment property. Daily conveniences—including grocery stores, pharmacies, healthcare, banks, and local restaurants—are just minutes away. Enjoy easy access to Ocean City's famous Boardwalk and beaches, Assateague Island National Seashore's wild horses and natural beauty, historic downtown Berlin's boutiques and cafés, numerous nearby golf courses, like Rum Pointe Seaside Golf Links, the Links at Lighthouse Sound, and Glen Riddle Golf Club, boating, fishing, and outdoor recreation, as well as Delaware beach destinations like Lewes, Rehoboth Beach, Bethany Beach, and Fenwick Island all within a 20-50 minute drive.

15 Lord Guy Terrace, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$349,900
3 Beds ⋅ 3 Baths
A lovely home, a great location, and a great price! Tucked in the serene confines of Sherwood Forest, and yet only a short distance to South Gate of Ocean Pines, this charming 3 Bedroom, 2.5 bath home features 2 FIRST FLOOR bedrooms. One first floor bedroom features an en suite half bath, the full bath is in the hall for both bedrooms to share. Upstairs there is a bedroom, full bath, and a large bonus room with plenty of possibility. Just some of the many features in this home are an open floor plan, updated kitchen with stainless steel appliances, updated bathrooms, gas fireplace, and beautiful LVP floors through the living room, sunroom, and kitchen. Outside there is a deck on the front of the home, a balcony in the rear. Plus a paved driveway and a storage shed. This home is just what you are looking for, schedule a showing today!

7 Royal Oaks Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$369,900
3 Beds ⋅ 2 Baths
Motivated sellers just made another a price reduction! All spruced up and ready to go! Fresh paint and new carpet throughout this 1 level contemporary coastal custom-built 3-bedroom 2 bath home in the community of Ocean Pines. Delightful 14 x 12 screened porch plus a 12 x 12 deck for enjoying the good life here at the beach. Spacious Primary bedroom with a vaulted ceiling has a walk-in-closet and access to the primary bath with a walk-in shower. 8x7 attached shed for all you bike, lawn equipment and beach toys. Gutter guards installed. Asphalt paved driveway for plenty of parking for you, family and friends. 5 x7 laundry room with washer and dryer. HVAC is approximately 5 years old. The complete package is easy to see and ready for your immediate enjoyment.

31 Footbridge Trl, Ocean Pines

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