Oyster Harbor Real Estate

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Newest Listings in Oyster Harbor

$584,900

1 Beds ⋅ 2 Baths ⋅ VAMX2000334 MLS

Enjoy low-maintenance waterfront living from this beautifully appointed 1-bedroom, 1.5-bath condo overlooking scenic Urbanna Creek. Built in 2012, this second-floor, elevator-accessible unit features an open living and dining area with wood flooring and a well-equipped kitchen. The light-filled sunroom offers stunning panoramic views of Urbanna Creek, creating the perfect place to relax and watch the boats go by. The waterside primary suite features luxury vinyl flooring, a walk-in closet with custom built-in shelving, and an ensuite bath. Included with the property is a deeded 40-foot boat slip (Slip #1) with approximately 9+ feet of mean low water, making it ideal for larger vessels and boating enthusiasts. Additional amenities include a dedicated lower-level storage locker (#8) and access to the community's waterfront swimming pool. A rare opportunity to enjoy the best of waterfront living with boating access, exceptional views, and easy access to everything charming downtown Urbanna has to offer.

26 Oyster Road Unit 24, Urbanna

$670,000

4 Beds ⋅ 3 Baths ⋅ MDAA2159438 MLS

Welcome to your turn-key coastal retreat in the highly sought-after water-privilege community of Oyster Harbor! Situated on a rare double lot, this beautiful 4-bedroom, 3-full-bath home offers the perfect blend of modern updates and outdoor flexibility. The main level shines with refinished hardwood floors, a freshly painted interior, and a bright, open-concept kitchen, living, and dining area. Step through the glass doors onto the elevated wrap-around deck—an entertainer's dream perfect for catching cool breezes off the Chesapeake Bay. Retreat to the private primary suite addition, featuring a cozy stone fireplace, dual closets, with a private bath. The fully finished lower level boasts brand-new wall-to-wall carpet, a spacious family room, a full bath, a fourth bedroom, den, and ample storage space. Outside, the expansive double lot provides endless possibilities for a garage, boat storage, or custom gardens. Enjoy premier community amenities including a private beach, playground, and boat slips. Don't miss this incredible opportunity to live the Coastal Annapolis Lifestyle!

3349 Arundel On The Bay Rd, Annapolis

$479,900

3 Beds ⋅ 2 Baths ⋅ MDWO2041546 MLS ⋅ None Available BLDG.

Welcome home to this beautifully renovated 3-bedroom, 2-bath home located in a sought-after community! Thoughtfully updated in 2024, this move-in-ready property features a new kitchen and baths, stylish LVP flooring, and a cozy fireplace. Situated on a desirable corner lot, the home also offers a back deck perfect for relaxing or entertaining, along with a spacious 2-car garage. Modern updates, inviting spaces, and a great location make this home a must-see!

10226 Bent Creek Rd, Ocean City

$599,899

4 Beds ⋅ 4 Baths ⋅ MDWO2041724 MLS ⋅ None Available BLDG.

Located in the popular community of Oyster harbor in West Ocean City, this 4 bedroom home offers enjoyable coastal living, The home has been freshly painted and is ready for the new buyer , step inside and enjoy the comfortable flow of this floorpan , Home features include some of the following, Granite counters, wood floors, gas fireplace, Primary bed and bath on the 1st floor , private 2nd floor bedroom and Bath, Larger attic storage, all this and a garage

10221 Bent Creek Rd, Ocean City

$929,000

4 Beds ⋅ 4 Baths ⋅ MDAA2157478 MLS

Experience resort like living in the water-oriented community of Oyster Harbor! Why choose between elegance and Chesapeake living when you can have both?! This stunning property offers the perfect blend of style and comfort with the ease of access to a plethora of sought after water-oriented community amenities! The main level features a beautiful, open kitchen with walk-in pantry, stainless steel appliances, center island, and large eat-in space. The living room is truly the heart of the home featuring a cozy gas/propane fireplace- perfect for gathering for cozy evenings at home. The upper floor is home to all four bedrooms- two of which have attached bathrooms and walk-in closets- and the upper level laundry adds convenience to daily living. The attached garage, with space for two vehicles and additional storage, provides practicality without compromising on style with a large driveway making it easy for guest parking. One of the standout features of this property is the spacious deck and large backyard- indoor/ outdoor living at its finest! The community of Oyster Harbor offers an exclusive lifestyle for water enthusiasts, with opportunities for boating, fishing, and enjoying the natural beauty of the bay. Enjoy easy access to many community amenities including: a large beach with gazebo, two tot lots (one on the beach!), three community marinas, boat ramp, fishing pier, kayak storage, and more! This home is not just a residence; it's a gateway to a lifestyle of luxury and leisure. Experience the perfect blend of modern amenities and serene surroundings in this exceptional Oyster Harbor property.

1326 Harbor Rd, Annapolis

$924,990

5 Beds ⋅ 4 Baths ⋅ MDAA2157360 MLS

Huge Price Drop + $5,000 Closing Help! New Construction Colonial Ready by End of Year* New pictures coming soon!!! Schaefer Homes presents this stunning new Colonial in the prestigious Oyster Harbor community, with completion targeted for the end of 2026. Set on a sprawling 0.62-acre lot, it offers rare space and privacy, with plenty of room for a garden retreat, entertaining terrace, or open yard. The thoughtful floor plan includes 5 spacious bedrooms and 3.5 baths, plus a showstopping gourmet kitchen with upgraded design features and premium finishes. With its classic vinyl siding exterior and modern new-construction interior, this home blends timeless charm with the quality craftsmanship Schaefer Homes is known for. Oyster Harbor is a serene, exclusive community and one of the area’s most sought-after addresses. Don’t wait. Schedule your private appointment today! *Closing cost assistance terms and conditions apply.

3268 Kitty Duvall Dr, Annapolis

$750,000

5 Beds ⋅ 5 Baths ⋅ MDAA2152934 MLS

2.625% Assumable FHA loan! Significant Price Improvement! Priced to sell, incredible value and opportunity. Excellent Condition. Welcome to this beautifully maintained custom built Tudor Style home in this small coastal community. NO HOA!! Pride of ownership shows! With a primary suite on the main level and another primary suite on the upper level, this home is perfect for Multi-Generational Living and Accessibility! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 large bedroom with a full bath and walk-in shower; and the lower level has another full bath and several areas to make additional bedrooms. The huge 1,100 sqft finished lower level has multiple rooms including a large rec room that can fit a pool table, games and a bar area; plus a family room or theatre room and private entrance! There is even space for a kitchenette! There are so many possibilities with this extra space including an apartment or in-law suite! The home is filled with natural light and scenic views throughout. Situated on almost a half of acre and only 2 blocks to the Chesapeake Bay! The lush backyard is fully fenced in and ready for entertaining and evening dinners on the updated trex deck! The lot next to the home is a county preserved wooded lot that offers privacy and attracts wildlife. Oyster Harbor offers the best of Coastal Maryland living—just minutes from historic downtown Annapolis, top-rated restaurants, shopping, and commuter routes. The home has been well cared for and maintained; only two owners since it was built! Recent updates include: HVAC, water heater, main level LVP floors that are very durable, trex deck and renovated front porch with tile, custom plantation shutters, renovated primary suite and luxury full bath, front load w/d, professionally cleaned, professionally landscaped, backyard drainage system...and more! Sellers are MOTIVATED and ready for another family to make this their home! MOVE-IN READY AND A MUST-SEE! You won't find many homes with this lot size and location for this price. Don't miss this great opportunity! Schedule your showing today.

3280 Arundel On The Bay Rd, Annapolis

$925,000

5 Beds ⋅ 5 Baths ⋅ MDAA2143700 MLS

Rare waterfront redevelopment opportunity in Annapolis. The existing structure is a complete shell and requires a full renovation or rebuild. Ideal for investors, builders, or buyers looking to design and construct a custom waterfront home from the ground up. Located along the protected waters of Oyster Cove, the property includes a deep-water pier and boat house. The existing footprint and favorable waterside placement offer strong potential to maximize views and overall design. Convenient access to the Chesapeake Bay and close proximity to Historic Downtown Annapolis by both land and water. Enjoy boating, sailing, and easy access to surrounding waterfront destinations throughout the region. Property is being sold strictly as-is. A unique opportunity for those ready to take on a full redevelopment project in a prime waterfront setting.

1254 Washington Dr, Annapolis

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the South Jersey Shore Regional Multiple Listing Service. Real Estate listings held by brokerage firms other than eXp Realty are marked with the Broker Reciprocity logo (a little black house) and detailed information about them includes the name of the listing brokers.

Information is deemed accurate but not guaranteed.

Oyster Harbor Real Estate

Newest Listings in Oyster Harbor

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