Ocean Pines Homes under $500,000

Ocean Pines Homes under $500,000

Welcome to Ocean Pines, Maryland—a hidden gem nestled along the picturesque shores of the Eastern Shore. This vibrant community, located in Worcester County, offers a perfect blend of coastal charm and suburban tranquility, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle by the water.

Ocean Pines is renowned for its stunning natural beauty, featuring lush landscapes and scenic waterways that invite outdoor enthusiasts to explore. Whether you enjoy boating, fishing, or simply taking leisurely strolls along the waterfront, this community has it all. With a variety of recreational facilities, including pools, parks, and golf courses, residents can stay active and engaged year-round.

One of the most appealing aspects of Ocean Pines is the availability of homes priced under $500,000. This makes it an attractive option for first-time homebuyers or those looking to downsize without sacrificing quality of life. Here, you’ll discover a diverse range of properties, from cozy single-family homes to charming townhouses, all designed to cater to various lifestyles and budgets.

Living in Ocean Pines means embracing a laid-back coastal lifestyle, where the ocean and bay are just a short drive away. The community is also conveniently located near the vibrant attractions of Ocean City, offering a wealth of dining, shopping, and entertainment options.

If you’re looking for a welcoming community with affordable homes and an abundance of outdoor activities, Ocean Pines is the perfect place to call home. Discover your dream home in this idyllic setting today!

Newest Ocean Pines Homes under $500,000

12 Juneway Ln, Ocean Pines
$319,000
2 Beds ⋅ 1 Baths
Welcome to 12 June Way Lane, a stylish 2-bedroom, 1-bath home in Ocean Pines, MD, just minutes from the beaches of Ocean City. As you walk in, you'll notice the modern coastal white shiplap on the walls and the vinyl plank flooring throughout the home which gives it that elevated feel. The kitchen has beautiful granite countertops and new appliances (2025) with an accent island giving lots of countertop space. One highlight is the gorgeous bathroom, where two small baths were combined into one spacious, fully upgraded bathroom with tiled bath area. Large bath closet with custom rolling barn doors. The owners have also taken care of the major items: roof (2021), all 8 windows (2025), washer and dryer (2025), a new internal HVAC outdoor fan (2026) and a new water heater (2026). There is a covered deck and nice screen in patio that runs the entire side of the home making it a great place to gather with friends and potentially add some space if finished off. Some exterior wood decking, stairs and railings need repairs with soft wood and estimates are in the works. The open backyard with a dedicated fire pit area ready to be setup for those fall hang out nights make this one stand out. Tree lined towards the back give a nice private feel. Could be a perfect full-time home, a weekend getaway or an investment property. Ocean Pines offers many amenities free and paid like a private oceanfront Beach Club in Ocean City, outdoor pools and an indoor aquatic center, and the Ocean Pines Golf Club. There are also tennis and pickleball courts, marinas, the Yacht Club, walking trails and a seasonal farmers market. With Berlin and Ocean City a short drive away, it’s an easy-living spot in a highly sought after community. Schedule your showing today! Professional photos coming soon.

12 Juneway Ln, Ocean Pines

Listing courtesy of Real Broker, LLC. Contact:

199 Ocean Pkwy, Ocean Pines - Berlin
$400,000
3 Beds ⋅ 2 Baths
Highly Desirable / Rarely Available Newer Home in Ocean Pines! Welcome to this Lovingly Maintained Coastal Rancher featuring 3 Large Bedrooms and 2 Full Baths. Designed with an Open Floorplan, this home offers a tranquil oasis of a backyard. Enjoy morning coffee in your relaxing screened in porch offering wonderful natural light. The oversized garage will handle your car as well as all your beach bikes, tools and toys. Located just minutes from Ocean City, Maryland, homeowners have the opportunity to join the exclusive oceanfront Beach Club (Never need to worry about beach parking again)! This home is a true MUST SEE

199 Ocean Pkwy, Ocean Pines - Berlin

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

1300 Ocean Pkwy, Ocean Pines
$175,000
3 Beds ⋅ 3 Baths
OPEN HOUSE, MONDAY. NOVEMBER 2, 2026 12:00 PM - 1:00 PM List price is Opening Bid at the Online auction to be conducted on Auctioneers website. Bidding begins Saturday, October 31, & ends Thursday, November 5, 2026 @ 12:00 PM. Important Notice: There is a computer program glitch affecting auctions scheduled November 2-5. The auction time displayed in the top-right corner of each Featured Listing is incorrect by one hour. Please be sure to verify the correct auction start time in the listing details. Single-family home located in the Ocean Pines community of Berlin, Maryland, featuring three bedrooms, dedicated office space, two full bathrooms, and one half bath. The property offers separate living and dining rooms, a partially covered rear deck, a private driveway, and an attached one-car garage. Ocean Pines offers community recreational amenities, including golf, swimming pools, marinas, parks, and trails, with convenient access to Ocean City and downtown Berlin. Main Level • Living room with wood flooring and decorative electric-style fireplace • Dining room with wood flooring • Kitchen with tile flooring • Laundry area with direct access to the garage • Primary bedroom w/en-suite bath with Jacuzzi tub and separate shower • Office with no flooring and access to the partially covered rear deck • One half bathroom Upper Level • Two bedrooms with carpet flooring • One full bathroom Exterior & Mechanical Features • Screened in rear porch leading to open deck • Moderately sized rear yard • Private driveway • Attached one-car garage with side exterior access • Forced hot air heating system located in the garage • Air-conditioning condenser located on the right side of the house • Electric water heater • Electric panel and meter Ocean Pines Community • Located in Ocean Pines, Worcester County, Maryland • Community amenities include golf, swimming pools, marinas, parks, walking and biking trails, and racquet sports • Convenient driving distance to Ocean City beaches and attractions • Close to downtown Berlin, with shops, restaurants, and historic attractions Note per seller: The upper level exhibits discoloration, believed to be related to the property being closed off without air conditioning. No active leaks have been found.

1300 Ocean Pkwy, Ocean Pines

Listing courtesy of Alex Cooper Auctioneers, Inc.. Contact:

24b Pines Point B Unit BSB24, Ocean Pines
$89,000
An excellent opportunity for boaters! Enjoy your days cruising, fishing, and exploring all the Eastern Shore has to offer with this 24 ft deeded boat slip in Pines Point Marina. No residency required! Includes a 13,000LB Hurricane cat 5 rated ultra high speed boat lift (installed 2024) with box remote, dock box and attached dock step. Marina amenities include water, electric, pump-out access, on-site parking, nearby fuel and boat ramp, provision store stocked with all boating necessities and bathrooms.

24b Pines Point B Unit BSB24, Ocean Pines

Listing courtesy of Samson Properties. Contact:

38 Fairway Ln, Berlin
$349,000
3 Beds ⋅ 2 Baths
Nestled in a charming and peaceful pocket of Ocean Pines, this inviting one-level rancher offers 3 bedrooms and 2 full baths. The home features beautiful hardwood floors, granite countertops, and an updated primary bathroom with a custom-tiled shower. Step outside onto the back deck overlooking a private backyard that backs to a wooded setting, creating a peaceful retreat for relaxing or entertaining. The convenient single-level layout offers comfortable, easy living with everything you need on one floor. A wonderful opportunity to enjoy all that Ocean Pines has to offer at an attractive price. Schedule your showing today!

38 Fairway Ln, Berlin

Listing courtesy of Bunting Realty. Contact:

36 Fairway Ln, Ocean Pines
$449,000
3 Beds ⋅ 2 Baths
Price Adjustment! Welcome to this inviting 3-bedroom, 2-bath ranch-style home in the desirable Ocean Pines community. Recently refreshed with new carpet and fresh paint throughout, along with a new roof, this home offers a great combination of comfort and functionality. The floor plan connects the living, dining, and kitchen areas, while skylights bring plenty of natural light into the home. A cozy gas fireplace adds warmth and character to the main living space. The spacious primary suite features a walk-in closet and private bath. Step outside to enjoy the screened porch with vinyl tech windows and spacious deck, offering a great spot for relaxing, grilling, or entertaining. An attached two-car garage and concrete driveway provide plenty of parking and additional storage. Enjoy all that Ocean Pines has to offer, including pools, parks, sports courts, walking and biking trails, golf, marinas, and more. With a functional single-level layout, fresh updates, and inviting indoor and outdoor living spaces, this home is ready to welcome its next owners. A must see on your tour of homes call now for your private showing!

36 Fairway Ln, Ocean Pines

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

63 Newport Dr, Ocean Pines
$399,000
4 Beds ⋅ 3 Baths
Nestled in the charming community of Ocean Pines, this delightful 4-bedroom, 2.5-bathroom home offers a perfect blend of comfort and convenience. With 1,660 square feet of living space, this traditional-style residence is designed for both relaxation and entertaining. The inviting fireplace serves as a cozy focal point, perfect for gathering with loved ones on chilly evenings. The roof 2023 and windows were replaced in 2018; a New water heater in 2025; the living room was remodeled in 2023; the dining and kitchen flooring were replaced in 2026; the stove and dishwasher are newer, and the bathrooms have all been newly renovated. The owner installed Blink security cameras that are ready to be switched over. Ocean Pines is more than just a neighborhood; it's a vibrant community brimming with amenities. Enjoy sunny days at the community beach or take a stroll along the scenic bike trails. For the active lifestyle, the area boasts baseball fields, basketball courts, tennis courts, and pickleball courts, ensuring there's always something to do. The community center and library provide spaces for social gatherings and learning, while the dog park is perfect for furry friends to play. With community pools, both indoor and outdoor, residents can enjoy refreshing swims year-round. The Ocean Pines Golf Club adds an extra touch of leisure, with membership options available for golf enthusiasts. This home is not just a place to live; it's a gateway to a lifestyle filled with community spirit and recreational opportunities. Experience the warmth and charm of Ocean Pines, where every day feels like a vacation.

63 Newport Dr, Ocean Pines

Listing courtesy of ERA Martin Associates. Contact:

150 Sandyhook Rd, Ocean Pines
$389,999
3 Beds ⋅ 2 Baths
MOTIVATED SELLER, BRING ALL OFFERS!! Move-In Ready & Furnished in Ocean Pines! NEW ROOF, VAPOR BARRIER AND DEHUMIDIFIER INSTALLED 09/08/26! Welcome to 150 Sandyhook Road, a beautifully situated 3-bedroom, 2-bath home on a generous .47-acre lot in desirable Ocean Pines. Offered fully furnished and move-in ready, this home makes it easy to start enjoying the Eastern Shore lifestyle from day one. Relax and entertain from the inviting screened-in porch, perfect for morning coffee, afternoon drinks, or gathering with friends and family. The property also features an oversized insulated garage with built-in storage cabinets, providing plenty of room for vehicles, bikes, beach gear, tools, and recreational equipment. Major peace-of-mind update- A new roof was installed September 8, 2026 as well as a new vapor barrier and dehumidifier in the crawl space. This home also features on-demand hot water, adding efficiency and convenience. With three bedrooms, two full bathrooms, a spacious lot, ample garage storage, and furnishings included, this property is an ideal choice for a year-round residence, second home, or coastal getaway. And then there's Ocean Pines! The community offers an impressive array of amenities, including multiple pools, golf, tennis, pickleball, marinas, parks, trails, and access to the Ocean Pines Beach Club in Ocean City. Just bring your suitcase and start enjoying everything Ocean Pines and the Eastern Shore have to offer!

150 Sandyhook Rd, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

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