luxury houses for sale Annapolis, United States

Bay Ridge Waterfront! Built by Pilli Custom Homes and beautifully curated by Erin Paige Pitts Interiors, this exceptional waterfront residence blends timeless architecture, impeccable craftsmanship, and extraordinary attention to detail. Rich custom millwork, extensive crown molding, elegant wainscoting, and coffered ceilings create an atmosphere of refined luxury throughout. A welcoming bluestone walkway and front porch opens to the foyer, while a dramatic circular foyer at the foot of the staircase serves as the heart of the home, seamlessly connecting the formal dining room, elegant club room, and expansive kitchen and family room. Designed for effortless entertaining and everyday living, the chef's kitchen opens to the spacious family room featuring coffered ceilings and a striking fireplace. Just beyond, the waterside deck expands the living space with a swim spa, outdoor kitchen, and an exterior half bath, thoughtfully positioned so guests coming from boating, swimming, or relaxing by the water never need to enter the home. These exceptional amenities create the perfect setting for entertaining while embracing the waterfront lifestyle. Off the 2-car garage, the thoughtfully designed mudroom offers a built-in workspace, abundant storage, and a convenient powder room. A private main-level guest suite with an ensuite bath provides ideal accommodations for guests or multigenerational living. The upper level offers four spacious bedrooms, including two with private ensuite baths, while two additional bedrooms share a beautifully appointed bath. One bedroom has been transformed into a custom dressing room and can easily be converted back if desired. A large bonus room above the garage, complete with its own powder room, provides endless flexibility as a media room, playroom, home gym, or studio. The luxurious primary suite is a true retreat, featuring sweeping Lake Ogleton views from its wraparound balcony, a private office, spacious walk-in closet, and a spa-inspired bath with heated floors, soaking tub, oversized walk-in shower with built-in bench, and designer finishes. The top level is designed for entertaining with an expansive recreation room and a dramatic spiral staircase leading to one of the home's most remarkable features, a private rooftop deck perched among the highest elevations in Bay Ridge, offering breathtaking panoramic views and the perfect setting for morning coffee, sunset cocktails, or evening stargazing. Outside, the waterfront experience is equally impressive with a newly constructed pier featuring upgraded electrical service, LED lighting, three boat lifts, including an impressive 40,000-pound lift, and convenient waterside shed, providing exceptional accommodations for a variety of vessels and effortless access to the Chesapeake Bay. Bay Ridge offers an unmatched waterfront lifestyle with a community pool and clubhouse overlooking the Chesapeake Bay, sandy beaches on both the Bay and the river, a marina with a newly renovated clubhouse, playgrounds, basketball courts, ball fields, and miles of scenic waterfront roads for walking and biking. An active social calendar and year-round events make Bay Ridge one of Annapolis' most sought-after communities. Just minutes from Historic Downtown Annapolis and Eastport, enjoy award-winning restaurants, boutique shopping, marinas, and waterfront parks, with convenient access to Routes 50 and 97 for commuting to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., or Maryland's Eastern Shore. Welcome Home!

Tucked within the gated waterfront community of Epping Forest, this charming Craftsman bungalow captures the ease and appeal of Annapolis waterfront living with the rare advantage of true one-level living. Perfectly positioned on one of the community’s largest and flattest lots, the property offers a difficult-to-find combination of privacy, outdoor space, and low-maintenance comfort just moments from the Severn River and downtown Annapolis. Inside, the three-bedroom, two-bath residence is filled with warmth and character. Heated floors provide year-round comfort, while dual fireplaces, including one gas and one wood-burning, create inviting gathering spaces throughout the home. The sun-filled great room features transom windows, abundant natural light, and French doors that open seamlessly to the outdoor living areas, creating an effortless connection between indoors and out. The surrounding grounds have been thoughtfully designed to embrace every season of Chesapeake Bay living. Mature landscaping, a dedicated vegetable garden, outdoor fireplace, cedar outdoor shower, and expansive patio create a setting equally suited for quiet mornings or entertaining after a day on the water. Seasonal winter views of the Severn River further enhance the property’s appeal and reinforce its connection to the waterfront lifestyle that defines Annapolis and Anne Arundel County. Life in Epping Forest extends far beyond the home itself. Residents enjoy access to one of Annapolis’ most established and sought-after waterfront communities, complete with a private clubhouse with waterfront dining, deep-water marina, sandy beach, boat ramp, tennis courts, scenic walking trails, and a vibrant calendar of neighborhood events and clubs. The location also offers convenient access to downtown Annapolis, the U.S. Naval Academy, Washington, D.C., Baltimore, and major commuter routes. This is a rare opportunity to own a turnkey home in one of Annapolis’ premier gated waterfront communities, where the Chesapeake Bay lifestyle is part of everyday living. Epping Forest is a Special Tax District. Annual tax: $1,583.64. Community is governed by binding Rules and Regulations.

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!

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.

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!

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!

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.

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!

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.

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!

Experience timeless elegance in this exceptional colonial home, built in 2018 and sited on over two-thirds of an acre with protected conservation land ensuring lasting privacy. Thoughtfully and tastefully updated to reflect modern styles, every detail of this residence exudes sophistication, from its open floor plan to its refined finishes and light-filled interiors. The main level showcases a stunning great room with fireplace, a chef’s kitchen designed for culinary excellence with a quartz-topped island, custom cabinetry, generous eat-in space, a powder room, and a beautifully designed custom bar area perfect for entertaining. Upstairs, the lavish primary suite is a true retreat with a spa-inspired bath featuring a large shower and soaking tub, dual vanities, and two expansive custom walk-in closets. Three additional bedrooms and two full baths complete the level. The finished lower level offers a private guest suite with full bath and an expansive recreation space ideal for gatherings. Step outside to a resort-style sanctuary: a heated gunite saltwater pool with tanning ledge, integrated spa with cascading waterfall, retractable awning over the deck, and extensive hardscaping and landscaping. Additional features include an in-ground trampoline, playground, a large fully fenced and irrigated lawn, and a sizable custom shed for extra storage. An oversized attached two-car garage provides both practicality and convenience. Perfectly located - just a three-minute walk to Hillsmere Elementary, three miles from Historic Downtown Annapolis, and offering effortless access to Route 50, I-97, BWI, Fort Meade, and Washington, DC - this property seamlessly combines elegance, privacy, and convenience. 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!

Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river from nearly every vantage point. Expansive ipe decks with sleek cable railing extend the living space outdoors, creating the perfect setting for sunset entertaining or quiet mornings overlooking the water. The primary suite is a true retreat, complete with a private balcony overlooking the Severn; an idyllic perch for enjoying elevated river views and summer breezes. On the lower level, a covered flagstone patio offers an additional outdoor haven, ideal for relaxed evenings, gathering with friends or stepping directly out toward the waterfront. Inside, beautifully appointed gathering spaces flow easily from the gourmet kitchen to the dining and living areas, offering both comfortable everyday living and gracious entertaining. Three spacious bedrooms, three full baths and two half baths are thoughtfully distributed across four finished levels, providing flexibility for guests, work from home needs or additional recreation space. The private pier with deep water and two lifts, including a dedicated jet ski lift, invites endless days on the Severn, with quick access to Annapolis waterways and beyond. Ideally positioned close to Epping Forest’s renowned amenities, residents enjoy a clubhouse with waterside dining, marina, sandy beach, boat ramp, tennis courts, walking trails and a vibrant calendar of social events. An additional 0.115-acre parcel on Sherwood Trail (Tax ID: 224010114205) conveys with the sale and offers convenient supplemental parking, providing easy access for the many guests who will be sure to come visit. A rare opportunity to embrace panoramic river views, exceptional community amenities and the quintessential Annapolitan waterfront lifestyle. Epping Forest is a Special Tax District ($3,059.47 annually) with binding Rules and Regulations. 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.

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!

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 .

Seller has set an offer deadline of 4:00pm on Monday July 27th. Previous Buyers move from California fell through. Home is back on the market and ready for you! Wake up to panoramic views of the Magothy River from this beautifully updated home in the sought-after waterfront community of Cape St. Claire. Expansive windows fill the home with natural light while showcasing breathtaking water views from many of the primary living spaces. The stunning remodeled kitchen features quartz countertops, stainless steel appliances, custom cabinetry, a dry bar, and an open layout that flows seamlessly into the dining and living areas. Hardwood flooring, beautifully renovated bathrooms, updated stair railings, fresh paint, and designer finishes create a home that is both elegant and inviting. Offering a highly desirable layout with two main-level bedrooms and a private upper-level primary suite, the home provides exceptional flexibility for guests, multigenerational living, or a dedicated home office. The spacious primary retreat features a sitting area, custom walk-in closet, spa-inspired bath, and private balcony overlooking the Magothy River. The finished lower level provides additional flexible living space, abundant storage, and walk-out access to the backyard. Outdoor living shines with an expansive Ipe wood deck with glass railings, a hot tub, beautifully landscaped grounds, and stairs leading toward the shoreline—perfect for entertaining or simply enjoying the ever-changing waterfront scenery. With more than $250,000 invested in improvements over the past four years, this home combines timeless design with modern efficiency. Major updates include a complete kitchen renovation, three remodeled bathrooms, hardwood flooring, dual high-efficiency Carrier HVAC systems, updated electrical service with a Level 2 EV charger, reverse osmosis and whole-house water filtration systems, well pump replacement, waterproofing improvements, custom primary closet, backyard fencing, and much more. Conveniently located just minutes from downtown Annapolis, Broadneck schools, shopping, dining, commuter routes, and the Chesapeake Bay Bridge, this is a rare opportunity to own an extensively updated home with spectacular water views in one of Anne Arundel County's most beloved waterfront communities.

Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon Haven community, this exceptional South River residence offers breathtaking water views and the rare opportunity to embrace the very best of the Chesapeake lifestyle. Designed to maximize its spectacular setting, the home seamlessly blends indoor and outdoor living. Expansive windows fill the interior with natural light, while the wraparound deck creates the perfect backdrop for morning coffee, sunset entertaining, or simply taking in the river's peaceful rhythm. Every day here feels like a vacation. Offering three bedrooms and two full baths, the home presents endless possibilities. Maintain its timeless, traditional character or reimagine the layout with a more open, modern design to suit today's lifestyle. An oversized two-car attached garage provides ample space for parking, storage, and all of your waterfront gear. Step outside to your own private waterfront pier, where boating, kayaking, paddleboarding, fishing, and waterfront entertaining become part of everyday life. With easy access to the Chesapeake Bay, waterfront dining, and historic downtown Annapolis, 783 Sonne Drive offers an exceptional combination of privacy, recreation, and convenience in a very desirable waterfront community.

Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is designed for both everyday living and entertaining, featuring a formal dining room, private office, dramatic two-story family room with a fireplace, and a sunroom connected by French doors that fills the home with natural light. The gourmet kitchen serves as the heart of the home with an oversized center island, custom cabinetry, granite countertops, a spacious breakfast area, and a butler’s pantry, creating an ideal space for gatherings large and small. The main level also features a spacious primary suite with an en-suite bath, providing flexibility for a variety of living arrangements. An additional office, laundry room, and powder room complete the main level. Upstairs, a second primary suite offers a private retreat with a sitting area and en-suite bath. Three additional bedrooms each feature their own private en-suite bathrooms, providing comfort and privacy throughout the upper level. The walkout lower level expands the home’s living and entertaining space with a large recreation room, second kitchen, half bath, and abundant storage. Completed in 2023, the backyard was transformed into an exceptional outdoor living space featuring a heated saltwater pool, expansive patio, outdoor fireplace, and a fully equipped outdoor kitchen designed for entertaining and enjoying an outdoor lifestyle. Recent improvements include a new roof (2025), two new HVAC systems (2022), new wood front and garage doors, a Tesla EV charger, and a lawn irrigation system. Located in the desirable Wyatts Hill community with no HOA, this home offers convenient access to Historic Annapolis, BWI Airport, Fort Meade, Baltimore, Washington, D.C., and major commuter routes including I-97 and Route 50.

You’ve experienced Eastport. You’ve admired the effortless ease of its residents, and now you’re . Embrace that coveted, walkable, waterfront lifestyle. This enchanting, fully reimagined cottage offers it in abundance. Storybook curb appeal? Effortlessly. A seamless blend of timeless character and refined modern luxury? Absolutely. A short stroll to coffee, cocktails, and the beloved Eastport-A-Rockin’ Festival? Naturally. There is a reason the white picket fence endures as a symbol of the American dream. There is an undeniable allure to a home that feels as though it has been lifted from the pages of a classic novel. Set within Eastport’s sought-after Maritime District and enhanced by an owner’s discerning eye for elevated, thoughtfully curated finishes, this residence is as captivating as it is distinctive. Inside, graceful curved archways, authentic hardwood floors, and sophisticated lighting create an atmosphere of understated elegance. Custom tilework, a beautifully appointed kitchen with travertine flooring, and bathrooms adorned with refined marble surfaces reflect a commitment to quality and design. Coastal charm and contemporary sensibility are artfully balanced, resulting in a home that feels both timeless and impeccably current. Mornings unfold with quiet indulgence: a leisurely walk to Bakers & Co. for a chocolate almond croissant, followed by a scenic stroll to Oscar’s Coffee at Horn Point Marina. There, you linger over an iced coconut milk latte, exchanging greetings with neighbors before continuing on to Horn Point Park, where the shoreline invites both relaxation and play. Eastport’s celebrated dining scene may beckon, but today is reserved for hosting. Friends arrive via water taxi from the Historic District, and your home becomes the gathering place. With three bedrooms, two full baths, and a heated and air-conditioned sunroom that effortlessly transforms into a charming sleeping porch, every guest is welcomed in comfort. As evening settles in, conversation flows easily—perhaps around the fire pit beneath the stars, or within the enclosed rear sunroom, where sliding doors open wide to invite in music, laughter, and the gentle Chesapeake breeze. The following morning begins with a simple pleasure: a walk across the street to Diehl’s Produce for fresh, seasonal ingredients. Brunch is served in the formal dining room, where everyone gathers once more before heading to the marina for an afternoon sail. This is the essence of Eastport living—refined, relaxed, and richly rewarding. All that remains is your story.

Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5 baths it has all the elements needed to enjoy life to the fullest; either as the perfect weekend retreat or permanent residence. The Annapolis area and the surrounding waterways are sure to entertain in every season. The upper level of the home is dedicated to the spacious Primary suite with unique sitting area and expansive roof deck. Take in panoramic views of Spa Creek, Annapolis Harbor and Eastport. An unparalleled vantage point for sunrise coffee or sunset cocktails. The main level offers multiple cozy gathering areas including a formal living room with fireplace, home office and light filled gourmet kitchen with dining area. The kitchen area flows effortlessly into the dining area and out onto the rear deck overlooking Spa Creek. Perfect for gathers of all sizes and dining al fresco. The lower level provides an ideal retreat for family or guests with 2 spacious bedroom a full bath and a cozy family room with fireplace. Head out to the charming covered patio to read a book or sip your evening cocktail or venture out on the water from the private pier. The amazing location is walkable to everything Annapolis has to offer and Spa Creek provides quick access to the Chesapeake Bay and beyond. Welcome Home!

Fabulous end unit in highly sought-after Murray Hill! 100% turnkey home is ready for new owners! Just a block from great restaurants, shopping, Maryland Hall for the Creative Arts, water access to coveted Spa Creek, waterfront walking trails, and playgrounds. Easy stroll to the Navy Stadium and a free circulator bus to the City Dock! In the Heart of Annapolis' Arts District, 707 Shelton Avenue offers beautifully designed living space across three finished levels. An open floor plan welcomes you to a bright, airy living room complete with a cozy gas fireplace, abundant natural light, and high ceilings. The gourmet kitchen features stainless steel appliances, granite countertops, and a central island with storage and seating. Just off the kitchen is a perfectly sized dining area, ideal for both everyday living and entertaining. The second level offers a spacious primary suite with a huge walk-in closet and a well-appointed en suite bath featuring a soaking tub, double vanity, and separate shower. Two generously sized bedrooms share a full hall bath, and the laundry is conveniently located on this level as well. The stunning top-floor loft features vaulted ceilings, incredible storage, a full bath, and its own heating and cooling system for optimal efficiency. This versatile space works beautifully as a second primary suite, bunk room, or essential home office. The lower level offers an opportunity to finish to your needs and includes a rough-in bath and an egress window, allowing it to function safely as a fifth bedroom, or a large home office, hobby room, or rec room. 707 Shelton comes with the rare bonus of two private parking spaces, plus plenty of additional community parking. Enjoy quick access to Route 50 and all major commuter routes. Come live the lifestyle you deserve. The very best of Downtown Living!