Ocean Pines - Pinehurst Homes under $400,000

Ocean Pines - Pinehurst Homes under $400,000

Welcome to Ocean Pines - Pinehurst, a charming subdivision nestled in the heart of Ocean Pines, Maryland. This delightful community offers the perfect blend of coastal living and suburban comfort, making it an ideal choice for families, retirees, and anyone looking to embrace the serene lifestyle that the Eastern Shore has to offer.

Ocean Pines - Pinehurst is renowned for its picturesque landscapes, featuring lush greenery and tranquil waterways that invite residents to explore the great outdoors. With a variety of recreational amenities, including parks, walking trails, and community pools, this subdivision is designed for those who appreciate an active lifestyle. Additionally, the nearby beaches and vibrant local attractions provide endless opportunities for relaxation and entertainment.

One of the standout features of Ocean Pines - Pinehurst is its affordability. With homes available for under $400,000, this community makes it possible to enjoy the coastal lifestyle without breaking the bank. These charming residences often boast modern amenities, spacious layouts, and inviting outdoor spaces, perfect for hosting gatherings or enjoying quiet evenings with family.

Residents of Ocean Pines - Pinehurst also benefit from a strong sense of community, with regular events and activities that foster connections among neighbors. Whether you’re looking to downsize, invest in a vacation home, or find your first property, this subdivision offers a welcoming environment that is hard to resist.

Discover the beauty and charm of Ocean Pines - Pinehurst today, and make your dream of coastal living a reality!

Newest Ocean Pines - Pinehurst Homes under $400,000

35 Tail Of The Fox Dr, Ocean Pines
$389,900
3 Beds ⋅ 2 Baths
Welcome to 35 Tail of the Fox Drive, nestled in the desirable community of Ocean Pines! This inviting 3 bedrooms, 2-bath ranch style home offers comfortable one-level living with a blend of modern updates and peaceful wooded setting. Step inside to discover a bright and welcoming interior featuring a spacious family room that bring in natural light an create an open, airy feel. The upgraded kitchen features beautiful quartz countertops, providing a stylish and functional space for everyday cooking and entertaining. The thoughtfully designed layout offers comfortable living spaces and room to make this home your own. Outside, enjoy the privacy of the approximately one-third-acre wooded lot, relax on the deck, or take advantage of the additional storage offered by the backyard shed. Located in the amenity-rich Ocean Pines community, residents can enjoy a variety of recreational opportunities, with shopping, dinning, golf, and the beautiful beaches of Ocean City just a shore drive away. Whether you're looking for a year-round residence, a weekend gateway, or a place to enjoy the relaxed Eastern Shore lifestyle, this home offers a wonderful possibilities!

35 Tail Of The Fox Dr, Ocean Pines

Listing courtesy of RE/MAX Advantage Realty. Contact:

832 Ocean Pkwy, Ocean Pines
$369,900
4 Beds ⋅ 2 Baths
Nestled in the serene community of Ocean Pines, this charming ranch-style home offers a perfect blend of comfort & luxury, ideal for those seeking a tranquil lifestyle. With 1,248sq' of living space, this home features 4 BR's & 2 full BA's, providing ample room for relaxation & entertaining. Step inside to discover an inviting freshly painted interior with upgraded countertops, laminated floors & newer windows that enhance the home's warmth. The entry-level BR's are perfect for guests or as a private office, while the walk-in closet offers generous storage solutions. Enjoy cozy evenings by the wood-burning fireplace, that adds character & charm to the vaulted ceiling in the LR. Ceiling fans throughout ensure a comfortable atmosphere year-round. The kitchen is equipped with SS appliances, quartz counter tops, tile backsplash, DW, microwave, & an electric range. The stacked W/D adds convenience to your daily routine. Outside, the property is surrounded by mature trees that provide a sense of privacy and tranquility. The back yard has a wooden fence which is perfect for privacy or your pets. The storage sheds offer additional space for your outdoor equipment or seasonal items. The front & rear decks invite you to unwind & enjoy the natural beauty of your surroundings, perfect for morning coffee or evening gatherings. With off-street parking for up to four vehicles & a gravel driveway, convenience is at your fingertips. As part of the Ocean Pines community, residents have access to many amenities, including a beach club, boat ramp, community center, tennis courts & a clubhouse. Enjoy leisurely days at the indoor & outdoor pools or engage in friendly matches at the tennis center. The nearby golf course & marina provide endless opportunities for recreation and relaxation. This home is not just a residence; it's a lifestyle choice that embraces the beauty of nature while offering modern comforts. Make this your next home in Ocean Pines!

832 Ocean Pkwy, Ocean Pines

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

80 Cresthaven Dr, Berlin
$399,000
3 Beds ⋅ 2 Baths
Welcome to 80 Cresthaven Drive in the desirable community of Ocean Pines! This beautifully refreshed three-bedroom, two-bath home offers a wonderful blend of comfort, character, and thoughtful updates. Recent improvements include a new roof in 2023, HVAC replacement in 2022, freshly painted interior and exterior, reclaimed hardwood flooring in the living room and kitchen, updated bathroom vanities, new light fixtures, and additional lighting throughout. The inviting living room features a charming wood-burning fireplace, creating the perfect gathering spot on cool evenings and adding warmth and character to the home. Just beyond the living space, the large screened-in porch provides an ideal setting for morning coffee, relaxing evenings, entertaining friends, or gathering for a classic Maryland crab feast. Located in Ocean Pines, residents can enjoy an impressive variety of amenities, many of which are available à la carte for an additional fee. This flexible approach allows you to choose the amenities that fit your lifestyle without having to pay for everything the community has to offer. Conveniently located just a short drive from the beaches of Ocean City and the charming town of Berlin, Maryland—“America’s Coolest Small Town”—this home puts you close to everything the Eastern Shore has to offer. Whether you’re looking for a year-round residence, weekend retreat, or coastal getaway, 80 Cresthaven Drive offers the perfect combination of comfort, updates, and coastal lifestyle.

80 Cresthaven Dr, Berlin

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

55 Martinique Cir, Ocean Pines
$387,500
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained rancher in the desirable community of Ocean Pines! Offering 1,456 square feet of comfortable one-level living, this 3-bedroom, 2-bath home features a spacious open floor plan, tasteful updates, and LVP flooring throughout. Large windows fill the living spaces with natural light, while the generously sized kitchen offers plenty of cabinet and counter space along with stainless steel appliances, making it ideal for both everyday living and entertaining. A dedicated laundry room adds convenience and functionality. Step outside and enjoy your own private backyard retreat, complete with a full fence, spacious deck, shed, and firepit, creating the perfect setting for outdoor gatherings, relaxing evenings, and entertaining friends and family. A covered front porch welcomes you home, while the large driveway provides ample parking. As an Ocean Pines resident, you'll have access to an impressive array of community amenities, including multiple swimming pools, a recreation and parks system, fitness center, tennis and pickleball courts, basketball courts, playgrounds, marinas, boat ramps, walking and biking trails, and more. The community also offers several dining options, a golf course, yacht club, and beach club, providing plenty of opportunities to enjoy an active coastal lifestyle close to home. Ideally located just minutes from Ocean City, Assateague Island, and the charming town of Berlin, this home offers the perfect combination of comfort, convenience, and coastal living. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this Ocean Pines rancher is ready to welcome you home!

55 Martinique Cir, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact:

6 Weeping Willow Ct, Ocean Pines
$370,000
3 Beds ⋅ 2 Baths
MOTIVATED SELLER MAKE AN OFFER!! 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:

10 Gloucester Rd, Ocean Pines
$375,000
3 Beds ⋅ 2 Baths
Welcome to this well-maintained home in the desirable Nantucket section of Ocean Pines, offering the perfect blend of comfort, functionality, and low-maintenance living. Situated on a nicely wooded lot with just the right amount of privacy, the yard is easy to maintain while still offering plenty of opportunity for gardening or additional landscaping. Enjoy relaxing on the inviting front porch or unwind in the fenced backyard featuring a fire pit and seating area, perfect for entertaining or quiet evenings at home. Inside, this gently used second home has been meticulously cared for. The flexible floor plan includes a main-level bedroom and full bathroom, making it ideal for guests or first-floor living. The combined living and dining area is anchored by a cozy wood-burning fireplace, while engineered hardwood flooring runs throughout the home with beautifully stained oak stairs adding warmth and character. The kitchen offers abundant Thomasville cabinetry, generous storage, and a practical layout designed for everyday living. Just off the Kitchen area, you will find the spacious four-season room provides endless possibilities as a home office, TV room, reading nook, hobby space, or additional gathering area. Additional features include: • HVAC replaced in 2020 • Nest smart thermostat • Main-level laundry • One-car garage with built-in storage and dehumidifier • Crawlspace dehumidifier • Updated shower fixtures • Freshly painted upstairs bathroom with a modern LED vanity mirror featuring adjustable brightness and color temperature Whether you're looking for a full-time residence, weekend getaway, or beach retreat, this home offers comfort, thoughtful updates, and the Ocean Pines lifestyle just minutes from Ocean City beaches, dining, golf, marinas, and shopping. This home has a brand new roof!!

10 Gloucester Rd, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

850 Ocean Pkwy, Ocean Pines
$299,900
4 Beds ⋅ 3 Baths
BIG PRICE REDUCTION! MOTIVATED SELLER! BRING ALL OFFERS! OVERSIZED FLOOR PLAN! You'll feel like you're in the mountains in this Extra Large Home on an Extra Large lot that backs to Parkland! The second level contains the main living areas, including a tiled backsplash kitchen, a living room with two story ceilings, balcony access, and rustic wooden walls. A large 16x12 Bedroom and 11x8 Bath complete the main floor. Enter the carpeted stairway to a loft area, two additional bedrooms and a full bath on the upper level, overlooking the living room. Accommodate the in-laws / grandparents / large families in the Lower Level living quarters with an additional bedroom, bath, laundry room, kitchen and living area. A one car garage will store all of your beach gear, toys, and tools! Easy access from the South entrance to Ocean Pines. Enjoy top-notch amenities and a short drive to the beaches of Ocean City and Assateague National Seashore. Sold in As-Is condition.

850 Ocean Pkwy, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact:

Start Your Search

How much is your home worth?

Get instant property value now!