luxury houses for sale Anne Arundel County, United States

Discover the pinnacle of contemporary waterfront living in this extraordinary new construction residence by Cypress Homes, perfectly sited on a spectacular peninsula along the picturesque Little Magothy River. Encompassed by water on two sides and boasting an exceptional 525 feet of waterfrontage, this remarkable property captures sweeping panoramic views extending across the Magothy River to the Chesapeake Bay beyond. This custom-designed luxury home offers an exceptional blend of refined craftsmanship, timeless elegance, and an unparalleled waterfront lifestyle. Located within the highly acclaimed Blue Ribbon Broadneck School District and just minutes from downtown Annapolis, Severna Park, Baltimore, Washington, D.C., and BWI Airport, this remarkable property offers the perfect balance of peaceful waterfront living and everyday convenience. Designed with meticulous attention to detail, every space has been thoughtfully curated to capture the spectacular water views while offering exceptional comfort for everyday living and entertaining. The dramatic foyer immediately impresses with a stunning floor-to-ceiling glass wine cellar before opening to expansive living spaces where walls of glass frame the shimmering waters of the river and poo beyond. The open-concept design seamlessly connects the living room with fireplace and wet bar, elegant dining area, and gourmet chef's kitchen featuring premium appliances, custom cabinetry, and sleek designer finishes. A private main-level bedroom with an ensuite bath provides ideal accommodations for guests, extended family, or a dedicated home office. An architectural open-tread staircase leads to the upper level, where four additional bedrooms and three beautifully appointed baths await. The luxurious primary suite is a true waterfront sanctuary, offering breathtaking views,, a private balcony overlooking the heated saltwater pool, a spa-inspired bath, and generous walk-in closets. An additional ensuite bedroom and two spacious bedrooms connected by a shared bath provide flexibility for family and guests, while the expansive bonus room above the garage is ideal as a media room, playroom, fitness studio, or additional guest retreat. Step outside to experience an extraordinary waterfront setting unlike few others. Whether relaxing beside the heated saltwater pool, entertaining along the water's edge, or enjoying the serenity afforded by this rare peninsula setting, the connection to the water is ever present. Launch a kayak or paddleboard from your private pier, spend the day crabbing and fishing, or cruise the protected waters of the Little Magothy River before venturing out for endless boating adventures. Offering the rare combination of exceptional new construction, 525 feet of waterfrontage, a peninsula setting with water on two sides, luxurious finishes, panoramic water views, and an unbeatable location, this is a home designed to be enjoyed for generations. A truly remarkable opportunity to experience one of Annapolis' most exceptional waterfront estates. Welcome Home!

Rich in history, timeless in character, and unmatched in location, this extraordinary waterfront estate traces its origins to the early 1900s as the historic Girton House Hotel. Perfectly positioned on nearly five private acres at the tip of Curtis Point, where the West River meets the Chesapeake Bay, the property later became the beloved Danes on the Bay restaurant, a cherished local landmark. Today, this remarkable estate offers an exceptional blend of historic significance, architectural character, and one of the Chesapeake Bay’s most spectacular waterfront settings. Encompassing more than 9,000 square feet of living space, this waterfront estate is gracefully sited on a premier point of land, with over 250 feet of protected shoreline and a private deep-water pier with approximately six plus feet of mean low water depth, ideally suited for both elegant sailing vessels and substantial power yachts. Located just 20 miles from historic Annapolis and approximately 45 miles from Washington, D.C., the residence offers an extraordinary balance of secluded waterfront luxury and effortless access to major metropolitan destinations. Commanding sweeping vistas of the Chesapeake Bay and West River, the estate features multiple boat lifts, eight bedrooms, and an array of expansive, thoughtfully designed entertaining spaces. A truly rare offering, it stands among the most compelling values for a luxury waterfront estate in the region.

A great opportunity to enjoy one of the most sought-after lifestyle communities around in this spacious Colonial home, perfectly sited on a rare 0.35-acre lot, one of the largest homesites in the neighborhood. Offering timeless appeal and exceptional potential, this home is ready to be enjoyed immediately or transformed into the custom residence you've always envisioned with thoughtful updates and modern finishes. The traditional floor plan features 4 bedrooms, 3.5 baths, a 2-car garage, welcoming front porch, and generous living spaces. A large unfinished walk-out basement provides endless possibilities for future expansion, recreation, or storage. The layout with formal Living and Dining which flows into the open Kitchen , Family room and breakfast nook creates a fantastic atmosphere for entertaining or easy every day living. The soaring ceiling with walls of windows and fireplace in the 2 story family room is awe-inspiring and a focal point of the home. Step outside to what may be the best the most private and expansive backyard in the community. A peaceful outdoor setting with ample room for entertaining, gardening, play, or simply relaxing in a relaxing environment. Life here extends far beyond the property itself. Residents enjoy an outstanding array of community amenities including water access with community piers for launching canoes and kayaks, a large swimming pool and hot tub with clubhouse, scenic walking trails, and multiple playgrounds, creating an exceptional setting for recreation and connection. Whether you're looking for a home you can move right into or a property with the space and location to create something truly special, this is a rare opportunity to own in this desirable neighborhood. Just a few minutes drive to downtown Annapolis, close to restaurants, groceries and shops and an easy commute to Baltimore and Washington DC. Welcome Home!

Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped in history, the property reflects an evolution of craftsmanship spanning centuries, with the original portion dating to the mid 1800s, an expansion in the late 1800s, and a thoughtfully integrated addition in 1921. Sold fully furnished, the interiors are curated with elegant period pieces that complement the home’s character and provide a seamless, move-in-ready experience. Enjoy peace of mind with the updated electrical and plumbing in 1990 , new hot water heater in January of 2024, new shake shingle roof in April 2026 and 2 new heat pumps in March 2025 Inside, classic architectural details unfold across the main level, where two gracious parlors—each anchored by a fireplace—offer inviting spaces for both intimate gatherings and relaxed everyday living. A welcoming entry hall with an open staircase sets the tone, leading to a charming dining room with its own fireplace and a convenient pass-through to the kitchen, blending historic ambiance with functional flow. The upper levels provide flexibility and space, with four bedrooms and two full baths on the second floor, while an additional bedroom occupies the top level—ideal for guests, a private retreat, or creative workspace. Below, the basement offers practical utility space and storage. Just moments from the shops, restaurants, and waterfront attractions of downtown, as well as the United States Naval Academy, this residence invites you to fully immerse yourself in the vibrant Annapolis lifestyle. From morning walks along tree-lined streets to evenings enjoying the energy of the harbor, this is a home where history, location, and livability converge in a truly special way. Welcome Home!

Nestled along one of the most prestigious streets in Historic Annapolis, 268 King George Street presents a rare opportunity to own a beautifully renovated residence just steps from the U.S. Naval Academy, St. John's College, City Dock, Main Street, Spa Creek, and the Chesapeake Bay. Offering the perfect blend of historic charm and sophisticated modern living, this exceptional home places you at the center of everything that makes Downtown Annapolis one of Maryland's most desirable destinations. A welcoming covered front porch sets the tone for the home, providing the perfect place to relax, greet neighbors, or enjoy the charm of one of Annapolis' most iconic streets. Inside, timeless architectural details, including rich heart pine floors, soaring ceilings, elegant moldings, and oversized windows, are beautifully complemented by thoughtful, high-end renovations. Designed for both everyday living and effortless entertaining, the main level features elegant formal spaces, including a gracious dining room anchored by a beautiful fireplace and a spacious living room filled with natural light. The gourmet kitchen is appointed with premium appliances, custom cabinetry, generous workspace, and opens seamlessly to a sun-filled four-seasons room, creating an inviting gathering space for family and friends. Upstairs, the luxurious primary suite offers a peaceful retreat highlighted by two walk-in closets with custom built-in organization systems, providing exceptional storage rarely found in Historic Annapolis homes. The beautifully renovated bathrooms showcase designer-inspired tilework, custom vanities, and sophisticated finishes that blend timeless style with modern comfort. Additional bedrooms offer generous accommodations, while the private third-floor suite provides the ideal space for guests, a home office, fitness studio, or additional living area.Outside, a beautifully landscaped courtyard offers remarkable privacy and a tranquil setting for outdoor dining, entertaining, or quiet evenings in the heart of downtown. From your front door, enjoy easy access to award-winning restaurants, boutique shopping, waterfront parks, marinas, sailing, museums, galleries, and the vibrant energy of City Dock. Whether you're looking for a full-time residence or an exceptional Annapolis retreat, 268 King George Street offers an extraordinary opportunity to experience luxury living in one of Maryland's most treasured historic waterfront communities.

Welcome to 402 Joyce Road, a beautifully maintained brick rancher offering the ease of one-level living with the added flexibility of a full lower level. Thoughtfully cared for and filled with natural light, this home features three spacious bedrooms, a full bathroom on the main level, an additional full bathroom in the lower level, hardwood flooring, and a warm, inviting living room centered around a wood-burning fireplace. The kitchen flows easily into the main living spaces, while the expansive lower level offers a recreation area, the second full bathroom, abundant storage, workshop space, and flexibility for a variety of uses. Outside, enjoy a private backyard complete with a fire pit, perfect for relaxing evenings or entertaining family and friends. A newer roof provides added peace of mind, and the convenient location places you just minutes from shopping, restaurants, BWI Airport, Fort Meade, major commuter routes, and everything the Baltimore, Annapolis, and Columbia corridors have to offer.

This home offers a flexible layout paired with contemporary finishes. The entry level features a half bath and laundry area. Upstairs, the kitchen with stainless steel appliances opens to the dining and living areas, creating an easy flow for everyday living and entertaining. The upper level includes four rooms currently used as bedrooms, two full baths, including a primary suite with a generous closet and private ensuite bath, plus a convenient desk nook. Additional features include updated siding, roof, a detached garage, a newly added partial privacy fence, and a county-assisted holding tank pumping program that helps reduce ongoing pumping costs. Added Value: This property is currently enrolled in the county assisted holding tank pumping program. Under the current program, the owner's annual pumping costs average approximately $150 - $200 per year (with the program), compared to costs that can be substantially higher for many privately maintained systems. Details on the program can be verified with the county. Conveniently located near Bacon Ridge Natural Area and downtown Annapolis, with easy access to shopping, dining, and major commuter routes

This beautifully updated, move-in ready 6-bedroom, 5 bathroom home is ideally located on a cul-de-sac in highly sought-after Harbor Hills waterfront community.  Upon moving in in 2019 the owners made several upgrades to the interior and exterior of the house.  In 2021 the first floor area was completely renovated to open up kitchen and sunroom to the rest of the house.  The kitchen is a true show stopper and perfect for entertaining and family gatherings with a quartz island with seating for 6.  The kitchen is equipped with a beautiful farm sink as well as a prep sink in the island for ease.  Quality appliances throughout including a 36 inch column Thermador refrigerator and 18 inch Thermador freezer for plenty of space for a family. Upon entering the home from the detached garage there is a completely renovated mudroom with custom cabinets and lockers for storage for 4, shiplap throughout that continues through the first floor into the kitchen and sunroom.  The mudroom is also equipped with a  stackable washer and dryer for those pool towels when you come in from the pool area.  A separate laundry room on the other side of the house has a full size washer and dryer, brand new flooring, tons of storage cabinets, as well as a pantry.  The first floor has a guest bedroom and full bathroom, as well as formal dining room.  Upstairs are 4 bedrooms including the primary suite with two walk in closets.  In 2019 new windows were installed throughout, 61 in total.  New roof installed in 2025 on the home and detached garage as well as new columns on the detached garage.  The detached garage has shelves for storage in the main area and tons of storage on the second floor including a separate area with infrared heating panels installed for a hot yoga room, could be converted to work out room or office.  Fully finished basement with new floors and fresh paint, also includes a bonus room with access to outdoor patio. Step outside from one of your many entry and exit points to a true-backyard oasis.  A beautifully designed pool with plenty of space for relaxing and entertaining.  Beyond that is a fully lighted sport court for endless days with basketball or pickleball.  A perfect space for outdoor entertaining for the adults, kids, and their friends to play. Harbor Hills enriches everyday life with an exceptional array of amenities. Residents enjoy a community pool and clubhouse that serve as the hub for social gatherings, along with tennis courts and a baseball field for recreation. The waterfront setting offers a beach, boat ramp, and marina for easy access to the water, while the waterfront pavilion provides the perfect backdrop for sunset evenings and community events. A playground and open spaces complete the setting, creating a neighborhood designed for connection, activity, and enjoyment. Experience a lifestyle defined by the balance of privacy, recreation, and community where every day feels like a retreat and every season brings something to enjoy Welcome Home!

Tucked along a quiet one-way street in the heart of Historic Downtown Annapolis, this charming residence offers the perfect blend of character, convenience, and an exceptional in-town lifestyle. Leave the car behind and enjoy easy access to waterfront parks, City Dock, award-winning restaurants, boutiques, coffee shops, the Naval Academy, and all of the events that make downtown Annapolis such a sought-after place to call home. A rare one-car garage provides coveted off-street parking and is complemented by a versatile finished space on the entry level—complete with its own private entrance and half bath—making it ideal for a home office, studio, fitness room, or countless other possibilities. Upstairs, the light-filled main level is warm and inviting, featuring an updated kitchen with granite countertops and high-end appliances that flows seamlessly into the cozy living room centered around a fireplace. Just beyond, the adjoining sunroom creates a bright and relaxing space with access to a private balcony, perfect for morning coffee or unwinding after a day on the water or exploring town. The spacious bedroom enjoys an attached bath that also functions as a convenient powder room for guests, creating a thoughtful and efficient layout. Whether you're searching for a full-time residence, an easy lock-and-leave weekend getaway, or the perfect Annapolis pied-à-terre, this delightful home offers an opportunity to enjoy one of the city's most desirable downtown locations with the rare luxury of a garage. Welcome Home!

Priced to attract serious buyers and offering exceptional value in Hillsmere Shores, this is an opportunity you won’t want to miss. The motivated sellers have thoughtfully transformed this 4-bedroom, 2-bath home into a move-in-ready retreat where timeless design meets modern convenience. Completely renovated from top to bottom, the heart of the home is a stunning brand-new kitchen featuring stylish cabinetry, contemporary finishes, and all-new appliances. Both bathrooms have been fully redesigned with clean, classic aesthetics, while extensive additional updates provide confidence and peace of mind for years to come. Every renovation was completed with intention, using quality materials and enduring design choices rather than quick cosmetic fixes. The result is a home that feels cohesive, fresh, and truly turnkey—allowing its next owners to move in and immediately enjoy everything it has to offer. Beyond the front door, discover the unmatched lifestyle of sought-after Hillsmere Shores. Just minutes from downtown Annapolis, this water-privileged community offers a voluntary HOA through the Hillsmere Shores Improvement Association, providing optional access to outstanding amenities including a private marina with boat slips, multiple boat ramps and kayak launches, a sandy community beach with pavilions and waterfront gathering spaces, and more. Residents also enjoy convenient access to Quiet Waters Park, shopping, dining, and everyday essentials, creating the perfect balance of natural beauty and modern convenience. With extensive updates already completed, exceptional community amenities, and sellers ready to make a deal, this beautifully renovated home represents one of the best opportunities to enjoy the Hillsmere Shores lifestyle from day one.

COMING SOON! Pristine, freshly painted townhome in the Summer Village section of Riva Trace offers over 2,600 square feet of living space on three finished levels. Ideally positioned on the northeast side of Gingerview Lane, the back of the home opens out to private wooded views. The living room, screened porch, and primary suite overlook a thick canopy of mature trees leading to the banks of Gingerville Creek. The open floor plan features three bedrooms, three full baths, one half bath, spacious living and dining areas, and two fireplaces. The kitchen offers granite countertops, all-new stainless steel appliances (2026), attractive new tile flooring (2026), and plenty of cabinet storage. Hardwood floors extend throughout the main and upper levels, while the finished walk-out lower level has new carpeting (2026). The vaulted primary suite features a wood-burning fireplace, a separate sitting area, private deck, generous closet space, and an en-suite bath. The versatile walk-out lower level is ideal as a family room, guest suite, fourth bedroom, home office, or fitness room, complete with a wet bar with new refrigerator (2026), a full bath, laundry room, multiple closets, and plenty of storage. Additional improvements include a new HVAC air conditioning system (2025). In 2017, the owner completed extensive exterior and energy-efficiency upgrades including a 40-year roof, new skylights, replacement front windows, composite siding and trim, upgraded insulation, and the addition of a thermal break resulting in approximately R-20 wall and R-50 attic insulation. These thoughtful improvements created a remarkably energy-efficient, tightly constructed home. Parking is plentiful with an attached one-car garage (epoxy floor 2026), driveway, and ample guest parking throughout the community. Residents of Riva Trace enjoy amenities including a community dock on Gingerville Creek, kayak racks, tennis courts, walking trails, a playground, and beautifully maintained common grounds. This is an opportunity to own one of the townhomes backing to the woods and creek in this attractive community, just minutes from Historic Annapolis and convenient to Washington, D.C., and Baltimore. Interior photos and floor plans coming; expected on market by August 7 with Open Houses scheduled for August 8 and 9.

Beautifully renovated throughout, this exceptional 6-bedroom, 4-bath residence with separate guest quarters offers the perfect blend of timeless charm and modern comfort on picturesque Gibson Island. Designed for effortless entertaining and everyday living, the home is truly move-in ready. Filled with natural light, the spacious living room features a redesigned wood-burning fireplace and flows seamlessly into the dining room, creating an inviting setting for both everyday living and special occasions. At the heart of the home, the expansive open-concept kitchen and family room, enhanced by new appliances and beautiful hardwood floors, opens directly to a private patio, an ideal space for outdoor dining, morning coffee, or summer gatherings. Thoughtfully designed with privacy in mind, the home's flexible layout provides comfortable spaces for everyone to gather or retreat. The main-level primary suite enjoys tranquil water views, while the additional living spaces easily accommodate family, guests, or a home office.  Outside, a serene Japanese garden surrounds the property, offering peaceful places to relax and enjoy the island's natural beauty. Additional highlights include a two-car garage, abundant storage, a greenhouse, and covered walkways that thoughtfully connect the property's living spaces.  With extensive recent improvements including a new roof, renovated bathrooms, updated lighting, refinished interiors, and countless thoughtful enhancements throughout—this home combines classic Gibson Island character with the ease and confidence of modern updates. Just in time for summer, this exceptional property offers a rare opportunity to enjoy the beauty, privacy, and distinctive lifestyle of Gibson Island.

This is the perfect pied-à-terre and an excellent investment property with its extremely successful long-term rental history! Lots of recent updates, including New HVAC -2025 and new metal roof- 2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the right size for a lovely gathering. The second floor has two bedrooms, a full bath with a conveniently located washer and dryer. Bonus: Plantation shutters throughout this charming home! Wondering about parking? Pinkney Street residents can pull directly in front of their homes to load or unload their cars. Residential street parking (for a nominal annual fee) allows 24/7 parking and new regulations have eased and increased parking for Downtown Residents. Ask about garage parking options! 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer!

Welcome to 1325 Bluegrass Way in the highly sought-after community of Saddlebrooke. Gracious and inviting, this stunning brick-front traditional home is perfectly positioned in a setting that is truly unmatched. Originally built by Koch Homes, this expansive four-bedroom, four-and-a-half-bath Colonial offers an exceptional blend of timeless elegance, warmth, natural light, and open living spaces. The sellers of this stunning home are offering it significantly furnished for the next owners. A new roof was added in 2025 and the HVAC systems were also recently updated. The main level features a traditional yet functional layout with gleaming hardwood floors, a private home office, a gourmet chef's kitchen, and a spacious family room anchored by a cozy brick fireplace. Step outside and enjoy the expansive rear deck complete with a gazebo and beautiful western-facing views, in addition to the lower lever patio, overlook mature trees—an ideal setting for relaxing evenings or entertaining guests. The dramatic two-story foyer leads to an impressive owner's suite, a princess suite with a private en-suite bath, and two generously sized secondary bedrooms connected by a shared bath. The fully finished walk-out lower level provides even more flexible living space with a large recreation and family room, a full bath, and a dedicated work area. To help ease the energy impacts, this home features Solar Panels that reduce electricity bills and monthly expenses. Residents of Saddlebrooke enjoy access to an included community pool membership just steps away, a neighborhood playground, and direct access to the new WB&A Trail Extension. Conveniently located with easy access to BWI Airport, Amtrak, Annapolis, Baltimore, and the MARC Train Station, this exceptional home offers the perfect combination of comfort, convenience, and lifestyle. Come experience the life you deserve at this beautiful Anne Arundel County home.

Welcome to a rare waterfront retreat tucked away in a secluded, wooded cove in the highly sought-after Linstead community, in the heart of Severna Park. Perfectly blending timeless coastal elegance with modern luxury, this exceptional residence offers breathtaking water views from nearly every room and an unparalleled lifestyle on the Severn River. Originally renovated in 2014 and thoughtfully expanded and enhanced in 2017, the home was designed to maximize comfort and connection to the surrounding waterfront. From the moment you step through the front door, you are greeted by sweeping panoramic views of the water, creating an immediate sense of tranquility and escape. The entry landing opens to an expansive, light-filled living room with walls of windows and access to a private waterfront deck—an ideal setting for morning coffee or evening sunsets. Adjacent to the living area, the gourmet white kitchen seamlessly flows into the sun-drenched dining room, a stunning owner-designed addition that beautifully combines style, functionality, and captivating views. Also on this level is one of the home's three bedrooms, complete with an en-suite bath, generous closet space, and convenient access to the laundry area. Just a few steps above, the second level features an inviting waterfront sitting area with a balcony overlooking the cove, echoing the dramatic scale and openness of the living room below. The luxurious primary suite serves as a private sanctuary, offering its own waterfront deck, walk-in closet, and spa-inspired en-suite bath. An additional spacious bedroom and beautifully appointed full bath complete this level. The top-floor expansion introduces two versatile bonus rooms—one showcasing stunning water views and the other featuring a private balcony retreat. A stylish half bath completes the space, making it ideal for a home office, artist's studio, fitness area, or guest accommodations. Outdoor living is equally impressive. Beneath the main level, a covered waterfront patio creates the perfect backdrop for al fresco dining and entertaining, with ample overflow space for larger gatherings. A reimagined storage area offers endless possibilities for a home gym, recreation room, or custom entertainment space. From every level of the home and patio, the landscape gently cascades toward the shoreline, framing serene water views at every turn. In 2024, the owners completed extensive shoreline and structural improvements, including the installation of state-of-the-art sediment control fabric, new seeding for erosion management, and a foundation anchoring system designed to preserve the integrity and beauty of this remarkable waterfront setting for years to come. Completing the property's exceptional amenities are direct water access for swimming and kayaking, an outdoor shower, a 100-foot pier, and a powered vertical boat lift—offering effortless enjoyment of the Chesapeake lifestyle. Located in the prestigious Linstead neighborhood, this extraordinary home provides convenient access to the Severn River, top-rated Severna Park schools, and the very best of waterfront living. Whether enjoying sunrise coffee from your private balcony or unwinding with sunset views across the cove, this residence offers a rare opportunity to experience luxury waterfront living at its finest. A truly exceptional offering—schedule your private tour today.

This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited have city approvals secured and are awaiting permits to be pulled. Cypress Homes, a well-known local builder, is prepared to construct the proposed 5-bedroom, 5.5-bath home designed for connection and comfort.  Featuring an exquisite exterior design, generously sized rooms, a thoughtful floor plan, and a harmonious connection between indoor and outdoor living. The main level features a stunning great room with 2 story fireplace, a gourmet kitchen, and a luxurious primary suite with a spa-like bath. The upper level boasts 2 bedrooms each with ensuite baths. The lower level has endless potential, currently offering 2 additional ensuite bedrooms with private patios, a recreation room, and a gym. The conveniently located elevator accesses all levels. The generous yard, screened porch, and multiple decks invite outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. Welcome Home!

****PLEASE READ FOR SUNDAY'S OPEN HOUSE ON 8/2- PARK EITHER ON THE STREET PAST 182 SEVERN WAY OR AT THE COMMUNITY BEACH AT THE END OF SEVERN WAY AND WALK ALONG THE COAST* Nestled along Chase Creek in the sought-after Pines on the Severn community, this utterly charming waterfront cottage is the definition of storybook living. Overflowing with character, warmth, and thoughtful updates, 1448 Westway offers the rare combination of cozy cottage appeal and exceptional outdoor-lifestyle amenities, just minutes from Downtown Annapolis and Route 50. Inside, knotty pine walls create a timeless cottage feel, while the exquisitely lit enclosed porch provides the perfect setting for morning coffee, reading, or entertaining year-round. The updated kitchen features granite countertops, upgraded wood cabinetry, recently installed refrigerator, and quality finishes. Additional recent improvements include double-paned, energy-efficient windows, top rated Mitsubishi AC units, and all recently updated lower level doors. Upstairs you will find updated ceilings, carpeting and the addition of a spacious walk-in closet. Bathrooms include updated toilets, charming checkerboard tile flooring, and a recently installed upstairs shower. Step outside to enjoy an exceptional waterfront setting with approximately 75 feet non-riparian waterfront along Chase Creek, one of the highest quality bodies of water in all of the Severn River. The beautifully crafted ipe wooden rear stairway and deck overlook the water and lead down to a stunning stone patio ideal for outdoor entertaining. The outdoor breezeway connects to a large freshly painted basement offering abundant storage, gardening space, and a dedicated kayak/canoe rack. After boating, paddleboarding, or beach days, unwind in the convenient outdoor shower. Property offers BRAND NEW roof and kitchen skylight, refinished kitchen flooring, newly built/stained front deck, repainted enclosed porch flooring, and freshly painted upper level spaces as well as the spacious basement. The basement presents an excellent opportunity for future finishing. Its side and rear entrances, along with an elongated window, add convenience and versatility to the space. Pines on the Severn offers an unmatched lifestyle with community amenities including a sandy beach, boat slips, floating dock, boat ramp, canoe/kayak storage, playground, ball fields, tennis and basketball courts, community pool, and easy access to the B&A Trail. A truly special property blending waterfront charm, community lifestyle, and modern updates in one unforgettable cottage retreat. Deeded 9'x18' parking space on neighboring pad plus readily available on‑street parking around the corner on Severn Way and at the level community beach parking area a short flat walk from the cottage. Special Notes: This property is part of a Special Community Benefits District (SCBD) that transfers $589 annually from paid local taxes to the Pines Community Improvement Association (PCIA) instead of HOA fees.

Welcome to 617 Wayward Drive in the highly sought-after Rolling Knolls community of Annapolis. Situated on a spacious corner lot, this well-maintained home offers exceptional outdoor space with a large driveway, fully fenced backyard, and two storage sheds providing ample room for hobbies, tools, and equipment. Inside, you’ll find 3 generously sized bedrooms and 2 full bathrooms, including a beautifully renovated primary bath and updates to the hall bath. The bedrooms feature large closets, providing comfortable everyday living and abundant storage. The heart of the home is the brand-new kitchen, thoughtfully designed with extensive cabinetry, abundant countertop space, and a bright eat-in area perfect for casual dining and entertaining. The lower level offers incredible flexibility and untapped potential. A built-in bar with sink creates the perfect gathering space, while two separate finished rooms can easily accommodate a home gym, office, media room, playroom, guest space, or hobby area. One room features walk-out access to the driveway, bringing in natural light and enhancing functionality. A large utility room and oversized laundry area provide even more storage and workspace. With its generous lot, extensive updates, versatile floor plan, and desirable Annapolis location, this home offers the perfect combination of comfort, convenience, and opportunity. Enjoy the convenience of nearby Rolling Knolls Elementary School, as well as easy access to shopping, dining, parks, and major commuter routes. Welcome Home!

Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most sought-after waterfront communities. Designed to embrace its natural surroundings, the home is filled with light and features soaring ceilings, warm wood architectural details, and expansive windows that bring the outdoors in. The dramatic living room is anchored by a striking brick fireplace and flows into the dining area and kitchen, creating an inviting space for gathering. Three sets of sliding glass doors open to the expansive balcony, seamlessly blending indoor and outdoor living while framing peaceful water and woodland views. Just beyond, the enclosed porch with vaulted ceilings provides a year-round place to relax while taking in the peaceful water and woodland views. The thoughtfully designed main level offers two bedrooms, including a spacious primary suite with a private sitting area and ensuite bath, along with a second bedroom that is served by a full hall bath, ideal for guests, family, or a home office. The walkout lower level expands the living space with a generous family room featuring a second fireplace, a built-in bar area, and access to the adjoining sunroom and patio, creating the perfect setting for entertaining. Two additional bedrooms are located on this level, including one with a private ensuite bath and private patio. An additional bedroom offers flexible accommodations for guests or multigenerational living. Life in Saefern is about much more than the home itself. Membership in the renowned Saefern Saddle & Yacht Club (SSYC) includes a boat slip, marina, swimming pool, tennis and pickleball courts, horse stables, dog park, playground, and an active community lifestyle. Just minutes from Historic Annapolis, the U.S. Naval Academy, shopping, dining, and convenient commuter routes to Washington, D.C. and Baltimore, this is a rare opportunity to invest in a home with outstanding bones, water views, and the chance to create something truly special. Welcome Home!

Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!

Two houses for the price of one! 704 Caleb Lane includes an amazing garden apartment, perfect for an in-law or au pair! It is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingsport community of Annapolis. The spacious, open floor plan is enhanced by the many value-added updates in the home, including the renovated kitchen, roof (2022), HVAC systems (2025 and 2022), and water heater (2022). The light-filled walk-out lower level is a complete in-law/au pair suite that includes a kitchen, both a full AND a half bath, a 2nd laundry, and not one but two bedrooms! A huge bonus and sheer perfection for guests, multigenerational living, a theater room, or an extended entertaining space. The stunning main-level kitchen is designed to impress, featuring sparkling granite countertops, a massive center island, custom cabinetry, and convenient access via a fun and functional secondary staircase. The kitchen opens seamlessly to the dramatic two-story Great Room, highlighted by a cozy gas fireplace, soaring windows, and elegant custom wood blinds that run throughout the main level. Beautifully maintained hardwood floors run throughout the home, adding warmth and timeless appeal. Outside, the pristine driveway with ample parking and an oversized two-car garage with built-in cabinets and fantastic storage space for gardening, landscaping, and recreational needs. Situated on nearly a quarter-acre lot, the property is the best location in the neighborhood, just two short blocks from the community pool, clubhouse, playgrounds, water access for kayaking and fishing, and scenic walking and biking trails. This exceptional property offers the perfect blend of comfort, elegance, and convenience. Located only 10 minutes from Downtown Annapolis, this home provides the tranquility of private community living without sacrificing easy access to shopping, dining, and waterfront attractions. This elegant home truly checks every box — offering exceptional space, thoughtful upgrades, outstanding community amenities, and an unbeatable Annapolis location.

Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an attached 2 car garage with interior access and additional parking out front, a rare and coveted amenity in the neighborhood. The entry level features an eat-in kitchen with white cabinets and counters, powder room and laundry room with a few steps up to the living room. The thoughtfully designed split-level layout creates a natural separation between the home’s functional spaces and its main entertaining areas, allowing gatherings to flow effortlessly while keeping day-to-day tasks discreetly tucked away. The dramatic living area where soaring ceilings, gas fireplace with custom built-ins, and walls of windows fill the space with natural light while framing the harbor views. Step outside to the expansive full-width waterside deck, the perfect setting for morning coffee, evening cocktails, or simply enjoying the marina activity and views stretching toward the Chesapeake Bay. Upstairs, the spacious primary suite offers a balcony, an ensuite bath with new cabinet and drawer fronts, and a peaceful retreat for relaxing after a long day. A loft-style flex space overlooks the living room below and can easily function as a second bedroom, home office, or additional lounge area, complemented by a full hall bath. Life in Chesapeake Harbour feels like a year-round vacation with an unmatched collection of resort-style amenities, including two waterfront pools, a private sandy beach, exclusive fitness center for a small enclave of residents, tennis and pickleball courts, fishing piers, walking and jogging paths, picnic areas with grills, scenic Chase Pond, and the security of a 24-hour attended gatehouse. The newly opened waterfront marina restaurant adds to the vibrant atmosphere with outdoor dining and live music on weekends. Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, waterfront dining, shopping, and historic attractions, this exceptional residence also offers easy access to Washington, DC, Baltimore, and Baltimore/Washington International Thurgood Marshall Airport. Whether you are searching for a full-time residence or a lock-and-leave waterfront retreat, this home offers the very best of the Annapolis waterfront lifestyle. Welcome Home!

Sophisticated Annapolis Townhouse with 4 elegantly finished levels,topped off with a fun skyline rooftop deck!! 9-foot ceilings, terrace-like walls of windows, a neutral palette, and upgraded flooring to enhance any décor AND at least one bath on every level! Enter into a wonderful, versatile space from the garage or front door, which makes an excellent office or study. Kitchen features sleek quartz & stainless steel with an eat-at counter. Lots of pretty cabinets for great storage. The perfectly designed dining area is illuminated by the banks of bay windows for a warm and welcoming place to dine with friends and family. Upstairs, you’ll find a generous primary bedroom suite with 2 walk-in closets and a luxe spa bath! The laundry, featuring a full-size washer and dryer, is ideally located outside the primary suite. The 2nd bedroom on this level has an ensuite bath. On the upper level, you will find the 3rd bedroom and 3rd full bath, plus a bonus room with double doors to the fabulous rooftop deck! The deck faces west for stunning sunsets, alfresco dining and entertaining beneath sun & stars! Extended, rear access parking pad & 1-car garage. Minutes to Downtown City Dock, the USNA, great shopping, dozens of restaurants & eateries, movies, Trader Joe's, Fresh Fields, great fitness centers, marinas/, BWI and commuter Routes 50/97/32 .