Oyster Harbor Real Estate

Oyster Harbor Real Estate

Welcome to Oyster Harbor, a hidden gem nestled in the picturesque landscapes of Maryland. This charming subdivision offers a unique blend of tranquility and community living, making it an ideal destination for families, retirees, and anyone seeking a serene lifestyle.

Oyster Harbor is known for its stunning waterfront properties, many of which boast breathtaking views of the Chesapeake Bay. Imagine waking up to the gentle sound of waves lapping against the shore and enjoying your morning coffee while watching the sunrise over the water. The community is designed with nature in mind, featuring lush green spaces, walking trails, and access to private beaches, perfect for leisurely strolls or picnics with loved ones.

The neighborhood fosters a strong sense of community, where neighbors become friends and local events bring everyone together. From summer barbecues to holiday celebrations, there’s always something happening in Oyster Harbor. Families will appreciate the top-rated schools nearby, ensuring that children receive an excellent education while enjoying the benefits of a close-knit community.

Conveniently located, Oyster Harbor is just a short drive from the vibrant towns of Annapolis and Easton, where you can explore a variety of shops, restaurants, and cultural attractions. Whether you’re seeking outdoor adventures, fine dining, or historical sites, everything you need is within reach.

Discover the charm of Oyster Harbor, where coastal living meets community spirit. Come and explore your future home in this idyllic Maryland subdivision, where every day feels like a vacation!

Newest Listings in Oyster Harbor

1233 Washington Dr, Annapolis
$1,475,000
5 Beds ⋅ 5 Baths
*All professional photos expected by 11/11 or 11/12.* Brand-new construction completed in 2026 by a local custom home builder, this stunning home in Oyster Harbor offers the finishes and attention to detail of a custom-built home, without the time and decisions that come with building one yourself. From the moment you step inside, you'll notice the thoughtful design and craftsmanship, starting with a one-of-a-kind glass-enclosed wine room just off the entry. Wide-plank white oak hardwood flooring, 9-foot ceilings, and 8-foot doors in select areas add to the home's open, upscale feel. The kitchen is an absolute showstopper, featuring custom-painted cabinetry with soft-close doors, crown molding, a custom range hood and shelving, KitchenAid appliances, Kohler fixtures, a Zellige tile backsplash, and beautiful Calacatta Miraggio Cove quartz countertops. An oversized island comfortably seats five or more, while a separate coffee/espresso bar and walk-in pantry provide even more functionality. Just off the kitchen, a main-level bedroom offers the flexibility of a guest suite or second primary suite. Upstairs, the spacious primary suite features Pottery Barn sconce lighting, an oversized walk-in closet, and a spa-like bathroom complete with Kohler fixtures, electronic shower controls, and an illuminated shower niche. The two additional bedrooms share a beautifully finished Jack-and-Jill bathroom with custom tilework, and the laundry room is conveniently located on the upper level. The finished lower level features a custom-built entertainment center with space for a future bar, creating another great area to relax or entertain, as well as another bedroom and access to the backyard. Outdoor living is just as impressive, with multiple front balconies, including a screened balcony off the primary suite, and an expansive rear deck off the kitchen. Enjoy partial views of Oyster Creek from both the primary bedroom and main living area. Located in the highly sought-after Annapolis-community of Oyster Harbor, residents enjoy direct water access, a community beach, boat ramp, boat slips, kayak storage, playground, gazebo, and picnic areas. Oyster Harbor operates as a Special Community Benefit District, with community fees collected through Anne Arundel County property taxes rather than a separate HOA fee. A rare opportunity to own a brand-new, thoughtfully designed home in one of Annapolis's established waterfront communities.

1233 Washington Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

12818 Whisper Trace Dr, West Ocean City
$574,999
3 Beds ⋅ 2 Baths
Nestled in the prestigious Oyster Harbor community, this exquisite ranch-style residence offers a harmonious blend of comfort and luxury. Spanning 1,629 square feet, this home features three spacious bedrooms and two well-appointed bathrooms, ensuring ample space for relaxation and privacy. Step inside to discover a warm and inviting interior adorned with rich hardwood floors and plush carpeting. A charming gas fireplace adds a touch of elegance, creating a serene ambiance for those cooler evenings. The living room flows seamlessly into a water-view dining room and an inviting all-seasons room overlooking the water as well! The kitchen is a culinary delight, equipped with modern appliances including a dishwasher, microwave, and electric oven/range, complemented by an eat-in area that invites casual dining. Enjoy the tranquility of your corner lot, complete waterfront landscaping that enhances the natural beauty of the surroundings. The property boasts stunning views of a serene pond, providing a picturesque backdrop for outdoor living. Relax on the expansive deck or patio, ideal for al fresco dining or simply soaking in the peaceful atmosphere. With an attached oversized garage complete with a workshop space, and additional off-street parking, convenience is at your fingertips. The community amenities include a sparkling outdoor pool, perfect for those warm summer days. Experience the exclusive lifestyle that this remarkable property offers, where luxury meets comfort in a truly enchanting setting.

12818 Whisper Trace Dr, West Ocean City

Listing courtesy of Coldwell Banker Realty. Contact:

1326 Harbor Rd, Annapolis
$929,000
4 Beds ⋅ 4 Baths
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

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

3280 Arundel On The Bay Rd, Annapolis
$750,000
5 Beds ⋅ 5 Baths
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

Listing courtesy of The KW Collective. Contact:

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