Oyster Harbor Homes for Sale

Oyster Harbor Homes for Sale

Welcome to Oyster Harbor, a hidden gem nestled in the heart of Maryland's picturesque landscape. This charming subdivision offers a unique blend of serene living and vibrant community life, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat while still enjoying convenient access to urban amenities.

Oyster Harbor is characterized by its stunning waterfront views and lush, green surroundings. The homes here are thoughtfully designed, showcasing a variety of architectural styles that cater to diverse tastes. From cozy single-family homes to spacious modern residences, there is something for everyone. Many properties feature expansive yards, perfect for outdoor gatherings, gardening, or simply enjoying the tranquility of nature.

For those looking to make Oyster Harbor their home, the real estate market offers a selection of homes for sale that cater to different budgets and preferences. Whether you’re a first-time buyer or looking to upgrade, you’ll find charming properties equipped with modern amenities and inviting spaces perfect for family life.

Beyond the homes, Oyster Harbor boasts a welcoming community atmosphere. Residents enjoy access to local parks, recreational facilities, and waterfront activities, making it easy to embrace an active lifestyle. The subdivision is conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

If you’re ready to discover the beauty and charm of Oyster Harbor, explore the homes for sale today and take the first step toward your dream lifestyle in this idyllic Maryland community!

Newest Oyster Harbor Homes for Sale

4 Beds ⋅ 3 Baths

Discover elegance at 1227 Cross Road in Annapolis, Maryland, a stunning 2023-built home in the water-privileged Oyster Harbor community, elevated by upgrades made by the current owner since purchase. Enter through grand double doors into an open foyer with hickory hardwood floors, soaring ceilings, and crown molding. The great room impresses with a coffered ceiling, ceiling fan, fireplace, and large windows that flood the space with natural light. The gourmet kitchen is an entertainer’s dream, featuring a 5-foot quartz island, double oven, prep sink, breakfast nook, expansive walk-in pantry, and a butler’s pantry/wet bar upgraded by the owner for effortless hosting. The formal dining room, with its trey ceiling and designer windows, adds sophistication. A main-level office or in-law suite includes a full bath, ceiling fan, and custom California Closets added post-purchase for enhanced organization. Ascend the stunning, light-filled staircase, a true architectural centerpiece to the second floor. Here, a versatile loft/flex space is perfect for a family room, home office, or play area. Two additional bedrooms with ceiling fans and owner-installed California Closet systems offer comfort, with one boasting private bath access and a walk-in closet. The primary suite is a retreat, featuring recessed lighting, a trey ceiling, a spacious dressing/sitting area, a luxurious 6x6 shower, and a large walk-in closet with a California Closet upgrade. A laundry center, enhanced by the owner with custom cabinetry, granite countertops, and a Blanco sink, adds convenience. The oversized 2-car garage features 12-foot ceilings, an owner-applied epoxy floor, and a 240V electric vehicle hookup. A mudroom with custom storage cabinetry, added post-purchase, welcomes you from the garage. Additional owner upgrades include gutter guards, Cat6 wiring, pre-installed security system wiring, and a 1,500 sq ft conditioned crawl space for storage. Outdoors, relax on the 13x10 screened porch with recessed lighting, a thoughtful owner addition. Recent updates include kitchen backsplash subway tile, wet bar backsplash subway tile, fireplace surround and painting throughout. Enjoy Oyster Harbor’s waterfront amenities, including a boat ramp, pier, private beach, and opportunities for kayaking, fishing, and paddleboarding. With the current owner’s thoughtful upgrades since 2023, this Annapolis gem combines modern luxury with unparalleled functionality. View the full HD Video Tour and contact listing agent for a private in person tour.

1227 Cross Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (703) 745-1212

5 Beds ⋅ 5 Baths

Significant Price Improvement! Priced to sell, incredible value. 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. OPEN HOUSE SATURDAY 9/12 1-3PM.

3280 Arundel On The Bay Rd, Annapolis

Listing courtesy of The KW Collective. Contact: 4435741600

4 Beds ⋅ 3 Baths

Construction has began on this beautiful Schaefer Homes, design!! Ready in November! Discover an unparalleled opportunity to own a luxurious, newly constructed Colonial masterpiece in the prestigious Oyster Harbor community. This exquisite residence, set to be completed in 2026, boasts a sprawling 0.62-acre lot, offering ample space for outdoor entertaining and serene relaxation. With 4 spacious bedrooms and 2.5 elegantly designed bathrooms, this home is a canvas for your dream lifestyle. The architectural elegance of vinyl siding complements the sophisticated interior layout with stunning gourmet kitchen and upgraded design features! Embrace the exclusive lifestyle that comes with living in Oyster Harbor, where luxury meets tranquility. This is more than a home; it's an invitation to a life of elegance and comfort. Don't miss your chance to make this dream a reality!

3268 Kitty Duvall Dr, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

3 Beds ⋅ 2 Baths

Stunning Oyster Harbor – Coastal Charm Meets Comfort This gorgeous property blends comfort, charm, and the best of coastal living. Nestled in the highly desirable Oyster Harbor community, residents enjoy water privileges and access to a sandy beach, picnic area, fishing pier, and playground—all just a short walk from the front door. Additional amenities include a community marina, boat ramp, and storage racks for kayaks and paddle boards, creating the ultimate waterfront lifestyle just minutes from downtown Annapolis. The home itself is designed for both entertaining and everyday enjoyment. An enormous screened-in porch and a spacious, fully fenced backyard provide plenty of room to garden, relax in a hammock, or host gatherings. After a day at the beach, the outdoor shower is the perfect convenience. Inside, the property features three bedrooms, two full bathrooms, and hardwood floors throughout the main level. Don’t miss the opportunity to live in this beautiful home and vibrant waterfront community—where comfort, charm, and lifestyle come together seamlessly.

1252 Creek Dr, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

5 Beds ⋅ 5 Baths

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

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

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