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$932,000
4 Beds ⋅ 3 Baths
OFFER DEADLINE. WATER VIEW IN ANNAPOLIS LANDING! This impeccably maintained Dutch Colonial exudes pride of ownership. While interior photos are coming soon, the exterior shots (taken Sept. 2025) showcase the home’s classic charm and curb appeal. Positioned to capture serene views, this property offers a lifestyle in a community that is as active as it is scenic. In the meantime, the following was copied from ALHA's site, describing the Community beautifully: Annapolis Landing is a diverse community of 248 single-family homes located on Beard’s Creek off the South River just outside of Annapolis and convenient to both Baltimore and Washington, D.C. Our neighborhood features tree-lined and lighted streets with sidewalks, underground utilities, naturally wooded areas, lots of open ground and two well-equipped playgrounds. Benches and picnic tables are located throughout the community and there is a private waterfront park with a multi-purpose dock, boat ramp, marina with slips for 62 boats of varying sizes, transient pier, and 58 racks for storing dinghies, kayaks and canoes. We host an annual Easter Egg Hunt, Halloween Parade & Costume Contest, End-of-Summer Block Party, and a Happy Hour at our Crab Shack on Beard's Creek. There is an active Women’s Club, which coordinates several events to give neighbors a chance to meet and socialize. The Marina Committee hosts the Spring Sock Burning & Chili Cook-Off at our waterfront park. With those spur-of-the-moment get-togethers with friends, community clean-up days and neighborhood self-help projects, you can see why we love to live here. The Annapolis Landing Homeowner’s Association, ALHA, is governed by Maryland's HOA Act in addition to the community's covenants and by-laws adopted when it was incorporated in 1978, and is managed by volunteer members. Membership is automatic and mandatory for property owners....

253 Milthorn Ct, Riva

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

Selling Office: EXP Realty, LLC.

$925,000
5 Beds ⋅ 4 Baths
Open Houses have been cancelled. Offer received. An offer deadline has been set for Friday, May 15th at 7:00 PM. Open Houses cancelled. Live the Annapolis lifestyle in this beautiful 5-bedroom, 3.5-bath colonial tucked into the highly sought-after, water-privileged community of Annapolis Landing on Beards Creek, just off the South River. This home has great curb appeal, generous room sizes, winter water views, and a layout that just makes sense for everyday living and entertaining. Natural light fills the home, highlighting the hardwood floors, fresh paint, and new carpeting throughout. The kitchen has been nicely updated with granite countertops, a center island, and new appliances, and it opens right into comfortable living spaces with a gas fireplace. Just off the main living area is a screened-in porch, perfect for relaxing, dining, or entertaining friends. Upstairs, the bedrooms are spacious. The fully finished walk-out lower level adds significant flexibility with a fifth bedroom or in-law suite, a full bath, and ample storage, ideal for guests, extended family, or a private space of your own. Step outside to a fully fenced backyard backing to woods, offering privacy and a peaceful setting, perfect for pets, play, or simply enjoying your own outdoor space. Big-ticket updates like a newer roof and HVAC have already been taken care of, so you can move right in with confidence. Annapolis Landing is such a special community. Residents have access to a private waterfront park, a marina with 62 boat slips, a boat ramp, a transient pier, and storage for kayaks, canoes, and dinghies, everything you need to enjoy the Chesapeake Bay lifestyle. There are also playgrounds, picnic areas, and community events that make it easy to feel right at home. You’re just minutes from downtown Annapolis and have an easy commute to Baltimore and Washington, D.C., which makes this location hard to beat. This is a great opportunity to enjoy South River living, winter water views, beautiful outdoor spaces, and everything Annapolis has to offer.

358 Derbyshire Ln, Riva

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$861,000
4 Beds ⋅ 3 Baths
Nestled in the coveted Annapolis Landing community along the scenic shores of Beard’s Creek, this stunning 4-bedroom, 2.5-bath colonial blends timeless craftsmanship with modern updates and an unmatched lifestyle. From the moment you step inside, you’ll be greeted by rich hardwood floors, exquisite custom moldings and trim, and thoughtfully designed spaces that set this home apart. The gourmet kitchen shines with 42” white cabinetry, granite counters, under-cabinet lighting, and stainless appliances, seamlessly flowing into a cozy family room with a gas fireplace, custom built-ins, and access to the home’s true showstopper—a massive screened porch with electronic retractable enclosures. Whether hosting summer gatherings on the deck, unwinding by the fireplace, or enjoying the view of beautifully landscaped grounds with a sprinkler system, this home was made for both entertaining and everyday comfort. Upstairs, you’ll find four spacious bedrooms, including a serene primary suite with a walk-in closet and a renovated spa-like bath featuring unique granite counters and a luxurious walk-in shower. The additional bedrooms are equally inviting, with one boasting built-in shelving, perfect for a home office or reading nook. The lower level extends the living space with a finished recreation room and walkout to the rear yard, plus an unfinished workshop area for projects and storage. A 2-car garage completes the picture. But the lifestyle doesn’t end at your doorstep. Annapolis Landing offers an unparalleled community experience with tree-lined streets, two playgrounds, and a private waterfront park featuring a marina with 62 slips, boat ramp, kayak racks, and a transient pier. Neighbors come together for crab feasts, holiday parades, chili cook-offs, and spur-of-the-moment gatherings at the beloved Crab Shack on Beard’s Creek. With convenient access to Annapolis, Baltimore, and Washington, D.C., and located within the sought-after South River school system, this home is the complete package of elegance, comfort, and community. 252 Bayshire Court isn’t just a house—it’s the lifestyle you’ve been waiting for.

252 Bayshire Ct, Riva

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Compass.

$854,300
5 Beds ⋅ 4 Baths
Live the Annapolis lifestyle in this beautifully maintained 5-bedroom, 3.5-bath colonial tucked into the coveted water-privileged community of Annapolis Landing on Beards Creek off the South River. This classic home offers timeless curb appeal, generous room sizes, and a functional layout that makes everyday living and entertaining feel effortless. The heart of the home flows out to a screened-in porch that opens onto a resort-style backyard with a sparkling pool, outdoor kitchen, and wood-burning fireplace—an incredible setting for summer pool parties, fall football gatherings, and quiet evenings under the stars. Whether you’re grilling with friends, hosting holidays, or unwinding after a day on the water, this outdoor oasis is designed to be enjoyed year-round. Annapolis Landing is a water-privileged community of 248 single-family homes with tree-lined streets, sidewalks, and beautifully maintained green spaces. Residents enjoy a private waterfront park, marina with 62 boat slips, boat ramp, transient pier, and racks for kayaks, canoes, and dinghies—everything you need to fully embrace the Chesapeake Bay boating and paddle sports lifestyle. Neighborhood playgrounds, picnic areas, and a full calendar of community events make it easy to connect with neighbors and feel right at home. All of this is just minutes to downtown Annapolis and offers convenient commuter access to Baltimore and Washington, D.C., giving you the perfect blend of coastal living and everyday convenience. 3100 Newcastle Lane is more than a house—it’s your gateway to South River waterfront living, backyard resort relaxation, and the best of the Annapolis lifestyle in one exceptional home.

3100 Newcastle Ln, Riva

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$840,000
4 Beds ⋅ 3 Baths
Nestled in the highly sought-after waterfront community of Annapolis Landing, this beautifully maintained home offers the perfect combination of comfort, quality, and lifestyle. Residents enjoy exceptional community amenities including deep-water marina facilities with boat slips on the South River, a waterfront park, playground, sport court, sidewalks, wide tree-lined streets, and an active homeowners association that helps preserve the neighborhood's appeal. Offered by its original owner, this home has been meticulously cared for and thoughtfully updated throughout the years. Recent improvements include the roof, siding, windows, doors, and HVAC system, providing peace of mind for years to come. Inside, hardwood flooring extends throughout most of the home, complemented by custom cabinetry, stainless steel appliances, and spacious living areas designed for both everyday living and entertaining. The welcoming family room features a vaulted ceiling and gas fireplace, while the adjoining three-season room provides additional living space overlooking the beautifully landscaped yard. The primary suite serves as a private retreat with a vaulted ceiling, walk-in closet, and a spacious bath featuring a soaking tub, glass-enclosed shower, and double vanity. A large unfinished basement offers endless possibilities for future expansion, workshop space, storage, or recreation. Reflecting the owner's passion for custom woodworking, the home is equipped with electrical service suitable for heavy-duty equipment and workshop use. Additional features include a whole-house generator, an electric vehicle charging station in the garage, a charming front porch, rear patio, and mature landscaping that creates a picturesque outdoor setting. This is a rare opportunity to own a lovingly maintained home in one of Annapolis' most desirable water-privileged communities, where boating, recreation, and neighborhood charm come together to create an exceptional lifestyle.

345 Derbyshire Ln, Riva

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

Selling Office: Washington Fine Properties, LLC.

$790,000
4 Beds ⋅ 3 Baths
Welcome to this beautiful and well-maintained home in the sought-after community of Annapolis Landing! Offering four bedrooms and 2.5 baths, this property boasts a gourmet kitchen with a large island, granite counters, updated stainless steel appliances, perfect for entertaining, A cozy family room with fireplace. Large finished basement with built in storage and utility room. Step outside to enjoy the spectacular fenced backyard complete with a spacious composite deck, attached outdoor shed, and lush garden spaces. Annapolis Landing is a water-privileged community with marina access and boat slips, providing the perfect blend of comfort at home and Chesapeake Bay lifestyle.

333 Brunswick Pl, Riva

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Leading Edge.

$780,000
4 Beds ⋅ 3 Baths
Welcome to 397 Westbury Drive, an impeccably updated 4-bedroom, 2.5-bath colonial in the highly sought-after, water-privileged community of Annapolis Landing. Showcasing an extensive list of meticulous recent home improvements, this property is a true turnkey standout. Step inside to a beautifully remodeled open-concept main floor featuring top-quality luxury vinyl plank flooring, upgraded wood baseboards, and custom window and door trim. The gourmet kitchen is an entertainer’s dream, boasting custom solid maple cabinets, quartz countertops with a custom backsplash, and a stunning Amish-made center island with a granite top. It comes fully equipped with a stainless steel farm sink, custom undermount lighting, and high-end GE Profile appliances, including an upgraded gas range. The kitchen flows effortlessly into the living and dining spaces, leading out through a new sliding glass door to a fantastic backyard oasis. Here, you can relax on the custom deck featuring composite decking and built-in seating, or gather around the nearby fire pit on the lush, manicured lawn. Upstairs, you will find three generously sized bedrooms alongside fully remodeled primary and second-floor bathrooms. The fully finished basement adds incredible flexibility, showcasing a custom shiplap wall feature and beautiful luxury vinyl plank flooring throughout a sprawling recreation room. This lower level also boasts a dedicated bedroom currently used as a home gym and a massive laundry room outfitted with extensive shelving, a stainless-steel utility sink, and a new washer and dryer. Major big-ticket exterior and mechanical updates have already been handled for you, giving you total peace of mind. The welcoming front facade features charming brick accents and a newly widened concrete driveway leading to a two-car garage with new LiftMaster electric openers. Additional upgrades include new house siding, new windows throughout, and extensive landscaping with front and backyard grading. Beyond the home itself, aerial views highlight Annapolis Landing as a picturesque, heavily wooded neighborhood with quiet, tree-lined streets. Located on Beard’s Creek just off the South River, this active community features a private waterfront park, a marina with 62 boat slips, a transient pier, a boat ramp, and racks for dinghies, kayaks, and canoes. Neighbors frequently gather for beloved community events like the annual Spring Sock Burning, summer raft-ups, and "Docktails" happy hours. With pristine upgrades, beautiful outdoor living spaces, and convenient commuter access to Annapolis, Baltimore, and Washington, D.C., 397 Westbury Drive isn't just a house—it's the lifestyle you've been waiting for!

397 Westbury Dr, Riva

Listing courtesy of Greater Annapolis Realty. Contact:

Selling Office: Coldwell Banker Realty.

$750,000
4 Beds ⋅ 3 Baths
Welcome to Annapolis Landing, where comfort, style, and community amenities come together in this beautifully maintained 4-bedroom, 2.5-bath home with an attached garage. Tucked away on a quiet cul-de-sac and backing to a community playground, this property offers an ideal setting for both relaxation and recreation. Inside, rich wood floors, elegant crown molding, and a cozy fireplace create a warm and inviting atmosphere. The thoughtfully designed kitchen serves as the heart of the home, featuring a spacious center island perfect for meal preparation, casual dining, and gathering with family and friends. Updated bathrooms offer modern finishes and everyday convenience. All windows were replaced with Andersen windows in 2023, providing added value, energy efficiency, and peace of mind. The finished basement provides flexible additional living space for a recreation room, home office, fitness area, or media room. Outside, the professionally landscaped yard showcases vibrant plantings, manicured garden beds, and thoughtful outdoor design that enhances the home's curb appeal and creates a picturesque setting. The fully fenced backyard and private patio provide the perfect backdrop for entertaining, outdoor dining, or simply enjoying the beautifully maintained surroundings. Residents also enjoy access to the Annapolis Landing marina, adding to the exceptional lifestyle this sought-after community provides.

3089 Scottsborough Way, Riva

Listing courtesy of Redfin Corp. Contact:

Selling Office: Corcoran McEnearney.

$600,000
3 Beds ⋅ 3 Baths
**PRICE REDUCTION** **ASSUMABLE VA LOAN @ 2.5%** Looking for a beautiful, active, and established community with monthly events for all ages, water access, AND a marina? Welcome to 399 Westbury Drive in sought after Annapolis Landing! This updated and well -maintained 3 bedroom, 2.5 bath split level home with just over 2,000 sqft of living space is full of charm, updates and plenty of storage! The main level of the home features a warm and inviting family room and dining room. The bright kitchen features new stainless steel appliances, granite countertops and access to an oversized deck. On the other side of the main level are 2 bedrooms with new carpeting, an updated hall bath, and a primary suite with updated ensuite bath. On the lower level of the home is a spacious rec room with new carpeting and new programmable pellet stove. A renovated half bath, laundry room and access to the 2-car garage are also on this level. So many updates in this home over the past three years- NEW windows and blinds throughout, a NEW HVAC system, retaining wall in yard, sod, and underground sprinkler system! Annapolis Landing offers multiple community activities and amenities including playgrounds, private waterfront park with a multi-purpose dock, boat ramp, and marina with slips on Beards Creek. Annual community events include: Halloween parade, bi-weekly food trucks at the park, ice cream socials, Santa ride through, Veterans day motorcycle ride, annual block party and more.

399 Westbury Dr, Riva

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

Selling Office: Keller Williams Flagship.