Ocean Pines - Sherwood Forest Real Estate

BIGGER, BETTER… BUT you better hurry if you want to pick your own colors! Photos are actually pictures of 83 King Richard the beautiful HUNTER I model that sold !! “ The Hunter I” model is the little brother of The Hunter II currently being built at 5 Jockey Court (also pending) and now on 7 Jockey Court with a larger footprint and on a larger lot (see house plans). Crafted by Ultimate Homes, LLC, this masterfully designed 4-bedroom, 2.5-bath with den/office all in this sprawling rancher located in the prestigious new section of Triple Crown Estates in Ocean Pines. Blending timeless craftsmanship with refined modern finishes, this residence offers an elevated lifestyle just moments from the coast. Inspired Design. Exceptional Comfort, From the moment you arrive, the home’s commanding presence and architectural detail set the tone for what lies within. Built with 2x6 construction and topped with 40-year architectural shingles, the quality is evident at every turn. Inside, an expansive open-concept layout creates seamless flow between the living, dining, and kitchen spaces — ideal for both intimate gatherings and grand entertaining. Elegant Luxury Vinyl Plank flooring throughout the main living areas and a striking Electric Linear Fireplace as a contemporary focal point. Designer kitchen featuring Quartz countertops and premium finishes Spacious primary suite designed for rest and rejuvenation Thoughtfully appointed secondary bedrooms for family or guests Every detail reflects a commitment to craftsmanship and livability. Coastal Proximity. Private Serenity, perfectly situated just five miles from the vibrant shoreline of Ocean City and the natural beauty of Assateague Island, this home offers effortless access to beaches, boating, dining, and outdoor adventure — while preserving the tranquility of a refined residential setting. Fall 2026 Delivery. This is more than a home — it is a statement of lifestyle, comfort, and coastal sophistication. Experience “The Hunter II” on a bigger lot and softer than the "The Hunter". Where craftsmanship meets coastal elegance. Buy with confidence and peace of mind as the sellers are offering a 2/10 year extended home warranty through Quality Builders Warranty! Call now to pick your colors and finishes in The Hunter II some photos have been virtually staged

7 Jockey Ct, Berlin

Listing courtesy of Sheppard Realty Inc. Contact:

$353,000

3 Beds ⋅ 2 Baths

Looking for a permanent home or a vacation get away? This is it! Offering both convenience and relaxation this home has one level living with an open floor plan, vaulted ceilings, a combined dining and kitchen area, a gas fireplace for cozy evenings and a screen porch to enjoy through all the seasons. This coastal contemporary has three bedrooms and two full baths. The luxury vinyl plank flooring, vanity lights, fixtures, ceiling fans and appliances are only about a year old. Ocean Pines has all the amenities you could ever hope for: volleyball, parks, a marina, a golf course, both indoor and outdoor pools, walking trails and a variety of clubs and activities. Easy access to nearby beaches and attractions come fall in love with the magic of Ocean Pines living.

1142 Ocean Pkwy, Ocean Pines

Listing courtesy of ERA Martin Associates. Contact:

$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:

$475,000

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:

$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:

$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:

$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:

$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:

$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:

$140,000

Fantastic opportunity to build your dream home in the highly desirable community of Ocean Pines! This beautiful lot is ideally situated on a quiet cul-de-sac, offering a wonderful setting to create the home you’ve always envisioned. Enjoy being conveniently located near the many amenities Ocean Pines has to offer, including swimming pools, golf, parks, walking and biking trails, the Yacht Club, marina, dining, recreation, and more. Just a short drive to the beaches, boardwalk, shopping, and entertainment of Ocean City and the charm of historic downtown Berlin. Walking path behind the lot to the park!!! Whether you’re looking to build a primary residence, vacation getaway, or your future coastal retreat, this lot offers the perfect opportunity to enjoy the Eastern Shore lifestyle. Bring your plans and make Ocean Pines home!

24 Sassafras Ln, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$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 Pkwy, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

$359,900

3 Beds ⋅ 2 Baths

Welcome to 15 Lord Guy Terrace, a BEAUTIFULLY MAINTAINED one level home in the sought after community of Ocean Pines. 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 an ideal combination of coastal lifestyle and everyday convenience. Set on an OVERSIZED LOT with a spacious paved driveway, the property welcomes you with low maintenance landscaping, brick bordered stone beds, a charming front porch, and a convenient side porch that is perfect for outdoor dining, entertaining, or simply enjoying the coastal setting. Inside, the OPEN CONCEPT floor plan creates an easy flow between the living room, dining area, and kitchen, providing a comfortable space for both everyday living and gatherings. The owners suite is privately situated at the front of the home, while two additional bedrooms and a full bath are located toward the rear. Just off the kitchen, the SPACIOUS BONUS ROOM adds valuable flexibility and can easily serve as a second living area, home office, playroom, or potential fourth bedroom with minimal modifications. Living in Ocean Pines provides access to an impressive collection of RESORT STYLE AMENITIES, with both free and paid membership options available. Residents can enjoy 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. Whether you are looking for a full time residence, vacation getaway, or investment property, this home offers the flexibility to fit a variety of lifestyles. Everyday essentials are conveniently close, including grocery stores, pharmacies, healthcare, banks, and local restaurants. Spend the day enjoying Ocean Citys famous Boardwalk and beaches, explore the wild horses and natural beauty of Assateague Island National Seashore, or visit historic downtown Berlin for its boutiques and cafes. Golf enthusiasts will appreciate the nearby selection of courses, including Rum Pointe Seaside Golf Links, the Links at Lighthouse Sound, and Glen Riddle Golf Club. Boating, fishing, and outdoor recreation are also close at hand, while popular Delaware beach destinations including Lewes, Rehoboth Beach, Bethany Beach, and Fenwick Island are all within an approximately 20 to 50 minute drive. With its convenient location, flexible floor plan, oversized lot, and access to the many amenities of Ocean Pines, 15 Lord Guy Terrace is ready to welcome you to the coastal lifestyle!

15 Lord Guy Ter, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

Ocean Pines - Sherwood Forest Real Estate

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