luxury real estate for sale Annapolis, United States

Tucked away on a private cul-de-sac in one of Annapolis's most coveted enclaves, this exceptional residence offers the refined living the Chesapeake Bay region is celebrated for. From the moment you arrive, beautifully manicured landscaping and an elegant facade set the tone for what awaits inside. Hardwood floors flow throughout the main level, anchoring an open floor plan where formal and informal living spaces are thoughtfully balanced. A gracious formal living room with a fireplace provides an elegant setting for entertaining, while the informal living room, anchored by a second fireplace, offers the kind of relaxed comfort that makes a house feel like a home. The heart of it all is a stunning two-story great room off the kitchen, where soaring ceilings soar overhead and natural light pours in from every angle; a breathtaking space that never loses its ability to impress. The chef-inspired eat-in kitchen is equally spectacular, appointed with a large center island, Corian countertops, gas cooktop, and dual wall ovens. Whether hosting an intimate dinner party or a festive gathering, this kitchen performs flawlessly. Recessed lighting throughout the main level lends a polished, gallery-like ambiance at every turn. The coveted first-floor primary suite is a true sanctuary, offering a generous walk-in closet and the ease of single-level living at its finest. First-floor laundry adds an everyday luxury that discerning buyers will immediately appreciate. Upstairs, two spacious bedrooms share a well-appointed full bath, while a versatile loft overlooks the living spaces below, equally suited as a private home office, library, or lounge. The finished lower level is nothing short of spectacular. Custom built-in bookcases, a third fireplace, a full bath, and a wet bar make this space ideal for entertaining, relaxing, or hosting overnight guests in style. A whole-home generator ensures uninterrupted comfort in every season. Outside, a paver patio and deck extend your living and entertaining space into the serene, landscaped backyard; the perfect backdrop for al fresco dining, morning coffee, or simply savoring the beauty of an Annapolis evening. A two-car garage completes this picture of thoughtful convenience. This is Annapolis living at its finest; where classic elegance, modern comfort, and Chesapeake Bay charm converge into something truly special.

704 Caleb Lane 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 and oversized two-car garage provide ample parking and 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.

With just one look, you will fall in love! Vacation every day in your stunning two-level condo with exceptional views and amazing privacy! Wonderful open floor plan and walls of glass make you feel like you are on a boat and create outstanding views from every room. Exceptional features include smart technology throughout, a wood-burning fireplace, soaring ceilings, GE Cafe appliances (new in 2024), electric blinds, separate dining area with a glass wall that beautifully reflects the water and accentuates the gorgeous natural light. Designer-selected tones throughout the home reflect the changing moods of the outdoors — soft greys and grey blues echo the water and sky, while subtle sunrise-inspired oranges and purples bring warmth and character to the interiors. Cherry wood floors and rich wood accents create a seamless connection between indoor living and the surrounding waterfront setting. The unit has been redesigned to increase the storage, creating ample closet space. Every day is a new opportunity to experience an incredible sunrise over the Chesapeake Bay Bridge and Eastern Shore, follow the tankers and watch the boat races. Chesapeake Harbour is a gated waterfront resort with outstanding water access, including private beaches, boat launch, and great piers for gathering with friends and neighbors to watch the races or cast a fishing line. Choose which of the two waterside community pools suits your mood (one is heated), enjoy a game of tennis on the multiple available courts, or launch your boat or board from the sandy beach and glide across the water. Take one of the many community paths to the marina (slips at Chesapeake Harbour Marina are available for a fee and NOT part of the HOA) or stop in for drinks or dinner at The Beacon harborside restaurant. Better still, stay home where you have the best view in the community and just relax. This amazing haven is located within a few short minutes of fun Eastport, Downtown Annapolis and its many offerings, dozens of scrumptious close-by neighborhood restaurants, 5 minutes from multiple breathtaking parks (Quiet Waters, Thomas Point, EO Moyer, Carr's), and it truly feels like a world away from it all! Bonus-100% turnkey-furniture included! Ask for more details!

Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where every day feels like a retreat yet conveniences are just minutes away. The main level welcomes with a gracious foyer flanked by formal living and dining rooms, highlighted by custom millwork, crown molding, wainscoting, and hardwood floors. The formal living room features a classic gas fireplace, while the private office with built-ins and the inviting family room with a coffered ceiling provide versatile spaces for work and relaxation. The gourmet kitchen impresses with high-end appliances, a large center island, casual dining area overlooking the backyard, and wet bar adjoining the dining room. A well-designed mudroom off the two-car garage and side entry enhances everyday function. Upstairs, three spacious ensuite bedrooms complement the luxurious primary suite, which offers a serene sitting room with gas fireplace, private balcony, and spa-like bath. The top floor is a flexible open space with full bath, perfect as an office, playroom, studio, or lounge. The lower level is an entertainer’s retreat with a full bar, open gathering space anchored by a wood-burning fireplace, and a room prepped to become a wine cellar. A full bath and additional bedroom complete this versatile level. Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, DC and just a few short blocks to West Annapolis' charming commercial district's restaurants & shops. Welcome Home!

An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett Breeding and flawlessly built by Pyramid Builders. A complete refit elevated the home to an uncompromising standard where timeless architecture and modern sophistication exist in perfect harmony. An enchanting winding crushed gravel driveway framed by Belgian block curbing sets the tone for the remarkable experience that awaits. Perfectly positioned with western exposure, the property captures breathtaking sunsets as golden light melts into the horizon across the river and the surrounding landscape. Professionally designed landscaping creates a lush resort like setting that enhances the home’s striking architectural presence. Inside, high lacquered woodwork, bespoke millwork, hidden passage doors, attention to detail, and coffered ceilings create an atmosphere of refined sophistication. Ultra luxe Chesneys fireplace surrounds anchor multiple living spaces with warmth and elegance, while expansive walls of glass frame sweeping water views and seamlessly connect the indoors with the surrounding waterfront setting. A richly appointed wood-clad office with custom built ins offers an executive retreat designed for both privacy and inspiration. At the heart of the residence, the extraordinary St. Charles kitchen rivals those found in internationally celebrated estates, featuring Premier custom cabinetry, a statement Le Cornue range and island, exquisite fixtures, and an artisan-crafted focal point range hood, all designed for elevated entertaining and effortless daily living. Outdoor living reaches resort caliber with an elevated spa and a spectacular four sided overflow vanishing edge pool, where the waterline sits flush with the pool edge, creating a seamless visual connection to the river beyond. Exotic Ipe hardwood decking surrounds the pool and expansive rear terrace, while pergolas and a screened porch provide beautifully designed spaces for entertaining and relaxation. A new private pier, private beach, and panoramic river and pond views complete this extraordinary waterfront lifestyle. The upper level offers four luxurious ensuite bedrooms, including a phenomenal primary suite with sweeping water views, barrel ceiling, a fireside sitting room, a boutique inspired dressing gallery, and a spa quality bath with a soaking tub overlooking the water. Integrated Control4 home automation delivers effortless comfort and convenience throughout. Tucked away on the coveted Annapolis Neck peninsula, Wimbledon Farms offers a rare blend of tranquility, exclusivity, and convenience. Just moments from Downtown Annapolis and major commuter routes, the setting feels worlds away, defined by peaceful surroundings and an unmistakable sense of retreat. Encompassing only 19 estate homesites, this intimate waterfront enclave is gracefully bordered by Harness Creek and the South River, creating a breathtaking backdrop for both sunrise and sunset vistas. Residents enjoy a warm yet private community atmosphere, highlighted by occasional neighborhood gatherings and an expansive marina on protected Harness Creek, a prized deep water haven known for its calm, sheltered waters and exceptional boating access. Welcome Home!

Welcome to your beautifully reimagined home in sought-after Hillsmere Shores—where timeless design meets effortless, move-in-ready living. This thoughtfully renovated 4-bedroom, 2-bath residence has been completely refreshed from top to bottom. At the heart of the home, a brand-new kitchen showcases modern finishes, stylish cabinetry, and all-new appliances, creating a space that’s as functional as it is inviting. Both bathrooms have been fully redesigned with clean, enduring finishes, while other major updates add everyday peace of mind. The sellers approached this renovation with intention—selecting quality materials and classic design choices built to stand the test of time. The result is a home that feels fresh, cohesive, and—most importantly—ready for its next owners to simply move in and enjoy without the burden of immediate updates or repairs. Beyond the home itself, enjoy all that Hillsmere Shores has to offer. This water-privileged community, located just minutes from downtown Annapolis, features a voluntary HOA through the Hillsmere Shores Improvement Association, giving residents the option to access an incredible array of amenities. Lifestyle here centers around the South River and Chesapeake Bay, with community offerings that include: a private marina with boat slips and direct water access, multiple boat ramps and kayak launches, sandy beach with pavilions and waterfront gathering spaces, and more! Residents also enjoy proximity to Quiet Waters Park, along with nearby shopping, dining, and everyday conveniences—blending natural beauty with accessibility. With its combination of thoughtful upgrades, lasting quality, and access to one of Annapolis’ most beloved waterfront communities, this home offers a rare opportunity to enjoy the best of Hillsmere Shores from day one.

ALL OFFERS ARE DUE ON 6/1 BY 9PM. Welcome to 1689 Alice Court, a distinctive Mid-Century Modern Acorn Deck House tucked away on a wooded cul-de-sac in the community of Saefern in Annapolis. Blending architectural character, thoughtful updates and a serene natural setting, this home offers a rare combination of design, privacy and community lifestyle. Inside the home the layout is warm, inviting and ideal for everyday living and entertaining. The beautifully updated kitchen features quartz countertops, a large island, stainless steel appliances, an induction cooktop, and a wall oven. From there the space flows seamlessly into the dining and living areas creating an easy connection between cooking, gathering and relaxing. A charming guest powder room at the end of the hall is convenient for guests. The spacious primary suite offers a peaceful retreat with two closets, a private bathroom with a walk-in shower, and an attached sitting room. This versatile bonus space is perfect for a home office, reading room, nursery, dressing area or private lounge. The finished lower level offers even more room to spread out. This additional living space features two bedrooms, a full bathroom, a comfortable family room with fireplace, and a laundry/utility room. Outdoor living is a true highlight of the property. A multi-level wraparound deck, a balcony off the family room, and peaceful wooded views create the feeling of a private retreat surrounded by nature. A two-car carport and two storage sheds provide additional convenience and extra storage. Residents of the desirable Saefern community enjoy wonderful amenities by joining the voluntary Saefern Saddle and Yacht club. This membership offers privileges at the community swimming pool, walking trails, tennis courts, horse stables, a fishing pond, several marinas (with slips for every home) water access to the Severn River and more. Located near both Saltworks Creek and Clements Creek, this property is ideal for enjoying boating, kayaking, and other water recreation. Hop on the boat and cruise into town with ease for dinner with friends. Conveniently located just a short drive by car or boat from downtown Annapolis, shopping, dining, and major commuter routes, this home offers the perfect combination of privacy, design, nature, and the Chesapeake Bay lifestyle. Schedule your private tour today! See agent remarks and disclosures for additional information about the community association.

This exceptional 4 bedroom, 2 full baths, 2 half bath Coastal Contemporary residence captures the essence of Eastport living, where walkability, water access, and a vibrant coastal lifestyle come together seamlessly. Ideally situated just moments from marinas, restaurants, shopping, and the charm of downtown, the home is surrounded by the waterways that define this coveted location, offering effortless access to everything that makes Eastport so special. Inside, soaring ceilings, beautiful hardwood flooring, and an open, light-filled floor plan create an inviting and functional living environment. The well-appointed kitchen features quality cabinetry, quartz countertops, JennAir appliances, and custom built-ins that blend everyday convenience with elevated design. A thoughtfully integrated dumbwaiter enhances ease between levels, while heated floors in the entryway and guest bath add a subtle layer of comfort. Outdoor living is equally compelling, with a spacious wraparound deck designed for entertaining and a wine balcony off the primary suite that embodies relaxation and captures serene water views—perfect for quiet mornings or evening relaxation. The landscaped yard offers a peaceful retreat, highlighted by a pond with a cascading waterfall that adds both ambiance and privacy. Additional features include a reverse osmosis water filtration system, multiple gas fireplaces, and efficient, well-maintained systems that support comfortable, low-maintenance living. Rounding out the property is the rare advantage of a 2-car garage with built-in storage above, along with a private driveway—an invaluable feature in Eastport where parking is often at a premium. Combining location, lifestyle, and thoughtful design, this residence presents a unique opportunity to enjoy the best of Annapolis living. 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 additional storage, and interior access for everyday convenience. 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!

Tucked along the protected waters of Ramsgate Harbor with direct access through the canal to the South River and the Chesapeake Bay beyond, this exceptional waterfront retreat captures the essence of relaxed coastal living. Set on beautifully landscaped grounds with approximately 100 feet of waterfrontage, the property is designed to embrace the outdoors at every turn, from the heated saltwater pool and expansive waterside entertaining areas to the private pier ready for boating adventures and sunset cruises. The main level is thoughtfully arranged for both everyday comfort and effortless entertaining. A well-appointed galley kitchen with high-end appliances flows seamlessly into the adjacent family room with fireplace, while the expansive living and dining areas open directly to the covered waterside deck, creating a seamless indoor-outdoor connection overlooking the pool and tranquil harbor views. Whether hosting summer gatherings or enjoying a quiet morning coffee with the breeze off the water, the setting is both inviting and unforgettable. The upper level offers four bedrooms and two full baths, including a spacious waterfront primary suite with vaulted ceilings, a beautifully appointed ensuite bath, and calming water views that create a true private retreat. The walkout lower level adds exceptional flexibility with two additional bedrooms, a full bath, laundry room, and a recreation room with doors leading directly to the covered patio and pool area. A cozy fireplace beneath the covered patio creates the perfect year-round gathering space after a day on the boat or evenings spent poolside. Completing the property is a three-car garage, circular driveway, and lush mature landscaping that enhances the privacy and natural beauty of this waterfront setting. The amenities-rich Watergate community offers a marina, pavilion, and playground just moments away, adding to the exceptional lifestyle this property provides. Ideally situated off of the South River allowing for quick cruises to waterfront destinations like Mike’s Crab House, Historic Annapolis Harbor, the Chesapeake Bay, and countless waterfront restaurants and destinations beyond. Welcome Home!

How many times have you strolled Annapolis' streets and thought, I wish I lived here!? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. 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! The perfect location to enjoy your new Annapolis Life! This one will not last!

MAJOR PRICE REDUCTION. Total living square footage is approximately 2,020. Property offers two spaces for off street parking, with a separate concrete pad for a boat. Eastport living is all about energy and convenience, this charming coastal home has it in abundance. Enjoy a rare double lot complete with new wood fencing creating a private outdoor space, new roof, windows, interior upgrades and thoughtful finishes. Additional upgrades include a tankless water heater, for an endless supply. You'll find a light filled space and recently refinished gleaming hardwood floors throughout. Outside and you're across form Annapolis Athletic Club and less than a mile to local pubs, Historic Annapolis and The Naval Academy. Where character and comfort come together. Easy commute to Washington DC and major airports. *Four bedroom, with the fourth being a flex space office/guest room*

Perfectly positioned in the heart of Eastport, this outstanding turnkey residence captures the essence of the Annapolis lifestyle, where charming neighborhood streets, waterfront parks, marinas, acclaimed restaurants, coffee shops, and downtown Annapolis are all just moments from your front door. Lovingly cared for throughout the years, the home blends timeless character with the comfort and functionality today’s buyers desire. Designed for both everyday living and effortless entertaining, the spacious kitchen flows seamlessly into the inviting family room, where French doors open to a beautiful screened porch ideal for relaxing after a day on the water or gathering with friends on warm summer evenings. The luxurious primary suite offers a peaceful retreat with a tray ceiling, custom spa-like bath, and oversized walk-in closet. Three additional bedrooms provide charm and flexibility, while the finished third level with hardwood flooring creates the perfect bonus space for a home office, playroom, studio, or guest overflow. Additional highlights include second-floor laundry, plantation shutters throughout, beautifully landscaped grounds, and an oversized fenced backyard with a paver patio that extends the living space outdoors. Rare off-street parking for three cars adds exceptional convenience in this highly walkable Eastport location. Life in Eastport is all about embracing the charm and energy of Annapolis’ treasured waterfront lifestyle. Stroll the artful, nautical streets lined with acclaimed restaurants, lively pubs, yacht clubs, marinas, and tucked-away waterfront parks, or make your way into downtown Annapolis and the Naval Academy by crossing the Spa Creek drawbridge or hopping aboard the water taxi. Whether enjoying waterfront dining, launching a paddleboard, attending local events, or simply taking in the vibrant harbor atmosphere, this location offers an unmatched blend of coastal charm and walkable convenience. For boating enthusiasts, some of the Chesapeake Bay’s best cruising and fishing destinations await just beyond your dock, with easy access to celebrated waterfront towns including St. Michaels, Oxford, Solomons, and Baltimore’s Inner Harbor. Perfectly positioned just minutes from Routes 50 and 97, commuting to Baltimore, BWI, Ft. Meade/NSA, and Washington, DC is equally effortless. 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.

Welcome to this exceptional residence offering timeless elegance and modern comfort in every detail. Step inside to an open and airy floor plan filled with natural light, complemented by rich hickory hardwood flooring throughout the main level. Designed for both everyday living and effortless entertaining, the heart of the home is a gourmet chef's kitchen featuring a spacious island, stunning marble countertops, and high-end finishes. The main level also showcases an elegant formal dining room adorned with classic wainscoting, crown molding, and chair rail detailing—perfect for hosting memorable gatherings. Just beyond, a beautiful sunroom with slate flooring provides a tranquil retreat, overlooking the meticulously landscaped backyard. Outdoor living is equally impressive with an expansive mahogany deck off the sunroom, complete with a built-in fire pit—ideal for relaxing evenings or entertaining guests. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite featuring a gorgeously updated, spa-inspired bath designed for comfort and relaxation. The finished lower level expands the home's versatility, offering a spacious great room ideal for recreation, media, or entertaining, along with a dedicated workshop—perfect for hobbies, projects, or additional storage. This home seamlessly blends sophistication, warmth, and functionality, offering an exceptional lifestyle in a highly desirable setting. Complete with Nest smart home technology and a portable generator hookup, this home is as smart and sturdy as it is beautiful.

Welcome to 130 Summer Village Drive, a beautifully maintained three-bedroom, two-and-one-half bath townhome located in the highly sought-after Riva Trace community of Annapolis. Nestled within the desirable Summer Village section, this residence offers a rare blend of comfort, charm, and low-maintenance living surrounded by mature landscaping and exceptional community amenities. The main level features an inviting and functional layout enhanced by hardwood flooring, abundant natural light, and thoughtfully designed living spaces. A spacious living and dining area flows seamlessly into a cozy sitting space anchored by a striking two-sided fireplace, creating warmth and character throughout the home. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and an ideal setup for everyday living and entertaining. Just beyond the main living area, the rear deck provides a peaceful outdoor retreat perfect for morning coffee or unwinding among the natural surroundings. Upstairs, the spacious primary suite serves as a private retreat complete with its own balcony, walk-in closet, and an ensuite bath. Two additional bedrooms and a full hall bath provide comfortable accommodations for family, guests, or flexible workspace needs. The finished lower level adds valuable additional living space and features a custom bar area ideal for entertaining, movie nights, or game-day gatherings. A one-car garage and additional storage space add convenience and functionality. Residents of Riva Trace enjoy coveted water privileges and access to a community dock, along with tennis courts, walking trails, and beautifully maintained common grounds. Ideally located just minutes from Downtown Annapolis, shopping, dining, and major commuter routes, this home offers the perfect balance of tranquility, convenience, and the Chesapeake Bay lifestyle within one of the area’s most desirable communities.

Set within the gated community of The Vineyards of Annapolis, 211 Zinfandel Lane is an all-brick end-unit townhome offering three finished levels and over 3,300 square feet of living space. The home features four bedrooms, three-and-a-half baths, and a long list of recent updates including fresh paint, new carpet, new appliances, an updated kitchen backsplash, and modern bathroom fixtures. Two new exterior deck and patio doors bring in natural light and open the main level to easy outdoor access, while the gas fireplace anchors the living area. A built-in garage, end-unit layout, and the privacy of a well-maintained gated community round out the property. Located minutes from downtown Annapolis, the waterfront, dining, and shopping, 211 Zinfandel Lane offers a strong combination of space, updates, and location.

Welcome to one of Annapolis’ most coveted addresses, perfectly positioned within the vibrant waterfront community of Bay Ridge, where the rhythm of daily life is defined by the water, the shoreline, and a true sense of connection. Set on a level, manicured lot with sweeping Chesapeake Bay views, this property offers a front row seat to ever changing scenery, from passing sailboats to colorful skies stretching across the horizon. With sandy beach access just across the street, the Bay becomes an extension of your everyday lifestyle, ideal for spontaneous swims, paddleboarding at sunrise, or unwinding along the shoreline at day’s end. Inside, the home is thoughtfully designed to complement its surroundings. The remodeled kitchen and updated baths blend comfort and style, while the great room with its panoramic water views serves as the heart of the home, seamlessly connecting indoor living with the beauty just beyond. A cozy fireplace creates the perfect setting for cooler evenings, and a dedicated home office provides flexibility for modern living. Outdoor spaces further elevate the experience. The covered patio invites slow mornings with coffee as boats glide by and evenings under the stars with the Bay as your backdrop. After a day spent on the beach or out on the water, the outdoor shower offers a simple, refreshing return to home. The conditioned garage adds versatility, easily accommodating a home gym, studio, or additional recreational space. The sought-after Bay Ridge Community features a plethora of amenities including community pool with a clubhouse that overlooks the beautiful waters of the Bay, community beaches on both the River and the Bay and a community Marina with a newly renovated clubhouse. Off-the-water activities include enjoying the basketball court, playground, ball fields, pickleball courts, common areas and year-round community activities. Walk or ride your bike for miles along the water and enjoy all the benefits of the Bay Ridge lifestyle, there is no other place like it! Located just minutes from downtown Annapolis and Eastport which offer the perfect balance of small-town charm and big world sophistication. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!

Move in ready Tidewater Colony townhome. Just completely painted throughout, complete new deck, recent carpeting and new architectural roof. This home shows beautifully! Hardwood flooring throughout the main level with updated kitchen. Living room with gas fireplace, newer slider that leads to a spacious deck. Upstairs features three generous size bedrooms, two full baths, lots of closet space and a large primary bathroom with two sinks, soaking tub and walk in shower. The lower level has a bedroom/family room with full bath. New Maytag washer and dryer on the lower level. Community offers amazing amenities, including pool, tennis, clubhouse, exercise room, playgrounds, walking paths and all very convenient for commuting routes, shopping, dining and downtown Annapolis.

Charming end unit in the Greenbriar II neighborhood of Annapolis offers delightful amenities in a central and convenient location. 44 Belle Court is just a 10-minute drive from Downtown Annapolis, a short walk to the Village Greens Shopping Center, and offers incredibly convenient access to Route 665. Directly across the street is a community park featuring a clubhouse, fun playground, basketball court, and a multi-functional court. The back deck is a perfect spot to unwind, grill, or convene with friends, with the bonus of not feeling cramped by other units. This townhouse is granted 2 parking spaces directly in front of the property and has plenty of street parking for visitors. The entire first level has newer LVP flooring. The windows are also recently installed. Washer and Dryer off the eat-in kitchen. Revel in all that Annapolis has to offer in this spectacular location in this perfect Annapolis home! NOTE: Community is a special tax district where the annual HOA fees are collected directly from the taxes. Annual fee is $700.

The Henry Brown House, Circa 1860, is a distinguished residence once associated with Charles Hammond and Richard Harwood, with earlier ties to William Paca. Ideally positioned on prestigious King George Street in the heart of Historic Downtown Annapolis, this exceptional home offers a rare blend of heritage and modern luxury. Amazing view overlooking Ogle Hall. The home has been thoughtfully updated with a new roof, gutters, siding, and beautifully redesigned kitchen and bathrooms. Every detail has been carefully considered, from freshly painted interiors and updated doors and hardware to the stunning heart of pine floors that anchor the home in warmth and character. The residence offers four spacious bedrooms and three full bathrooms two with heated floors, complemented by a second-floor den and convenient second-floor laundry. Two fireplaces add inviting ambiance, while the third floor features a charming coffee bar with beverage cooler. The lower level includes an additional refrigerator/freezer for added functionality and a workbench for home projects. Comfort is ensured year-round with three sources of heat, a gas boiler for radiant heat and two additional HVAC systems. A termite and full home inspection was completed in May of 2026, offering peace of mind. The professional landscaped grounds are enhanced with irrigation and elegant lighting, creating a picturesque outdoor setting. Located just steps from boutiques, fine dining, City Dock, and marinas-with direct access to the U.S. Naval Academy. This home places you at the center of Annapolis living. Convenient to Rt 50 and Rt 97 provide easy access to Washington, DC and Baltimore. A truly rare offering where historic significance meets refined modern living.

Experience the ease of waterfront living on Oyster Creek, where direct access to the Chesapeake Bay places boating, waterfront dining, and endless days on the water just beyond your private pier. Thoughtfully designed to embrace its picturesque setting, this beautifully appointed residence offers an ideal blend of modern coastal style, comfortable gathering spaces, and seamless indoor-outdoor living. The main level features a bright open floor plan filled with natural light and anchored by a sleek gourmet kitchen with an oversized island, abundant cabinetry, and effortless flow into the dining and living areas. Expansive sliding glass doors frame peaceful water views and open to a full-width waterside deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while overlooking the creek. Upstairs, the waterside primary suite serves as a private retreat with balcony access overlooking Oyster Creek, a spa-inspired bath with a freestanding soaking tub, walk-in shower, and tranquil design that creates a true sense of escape. An additional waterside bedroom and full bath complete the upper level, offering comfortable accommodations for family and guests alike. The walk-out lower level expands the home’s versatility with a spacious family room, an additional bedroom and full bath, and direct access to the covered waterside patio and beautifully landscaped lawn leading to the private pier. Designed for boating enthusiasts, the pier is equipped with a boat lift and two jet ski lifts, making it effortless to enjoy everything the Chesapeake Bay lifestyle has to offer. Located within the sought after Oyster Harbor community, residents enjoy exceptional amenities just moments away, including water access for launching boats and kayaks, a swimming beach, volleyball courts, and gathering spaces designed for connection and celebration. Here, every day feels like a getaway. From morning coffee on the balcony to sunset cruises and weekends spent on the water, this exceptional Oyster Creek property delivers the waterfront lifestyle so many aspire to, all within a peaceful and scenic setting just moments from the open Bay. Welcome Home!

Seller offering up to $25,000 Closing Cost/Rate Buy Down help for the right offer! 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! There is even a free circulator bus to the City Dock! In the Heart of Annapolis' Arts District, 701 Shelton Avenue offers over 3,400 square feet of beautifully designed living space across four fully finished levels. This incredible home is completely turnkey, featuring newly refinished hardwood floors, new carpet, LVP flooring, updated fixtures, and fresh paint throughout. 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. Up the newly refinished stairs, 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 finished lower level also includes a full bath and an egress window, allowing it to function safely as a fifth bedroom, hobby room, or rec room. 701 Shelton also offers 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!

Standing proudly along the South River, just minutes from downtown Annapolis and the open waters of the Chesapeake Bay, this custom-built 2015 shingle-style residence captures the essence of refined waterfront living with a seamless balance of elegance, comfort, and connection to the outdoors. Thoughtfully designed and bathed in natural light, the home is positioned to take full advantage of its spectacular, ever-changing views, while an energy-efficient geothermal system provides exceptional year-round comfort and sustainability. The main level is anchored by a beautifully appointed primary suite, offering a private retreat with a custom-designed closet and a spa-inspired bath. A soaking tub perfectly positioned to overlook the pool and waterfront creates a serene daily ritual, complemented by a walk-in shower and refined finishes throughout. The living spaces flow effortlessly from the kitchen to the dining area and living room, creating an inviting setting for both intimate gatherings and larger-scale entertaining, all enhanced by walls of windows that frame the surrounding landscape and water views from every room Upstairs, two ensuite bedrooms each enjoy sweeping views of the South River, along with private balconies that invite quiet mornings and sunset reflections. The home’s thoughtful layout ensures both privacy and connection, with each space designed to highlight the remarkable setting. Outdoors, the experience is equally compelling. The inviting waterside pool and multiple stone patios serve as the centerpiece for summer living, surrounded by impeccable, professionally curated landscaping that enhances both beauty and privacy. At the water’s edge, a charming auxiliary structure offers endless flexibility, ideal as a studio, creative retreat, or convenient storage for waterfront essentials. With 219 feet of shoreline and just under an acre of beautifully sited land, this exceptional waterfront setting is designed for those who truly embrace life on the water. A private deep-water, multi-slip pier equipped with two boat lifts makes it effortless to head out at a moment’s notice, whether for an early morning cruise, an afternoon of fishing and watersports, or a sunset run along the South River into the open expanse of the Chesapeake Bay. From leisurely days spent boating and exploring nearby coves to hosting friends dockside or simply enjoying the ever-changing views, this property offers a seamless connection to a lifestyle defined by freedom, adventure, and the enduring appeal of waterfront living. Set within the sought-after Wild Rose Shores community on Ferry Point, this exceptional property delivers a rare combination of newer construction, thoughtful design, and an elevated waterfront lifestyle in one of the Annapolis area’s most desirable settings. Welcome Home!

The Seasons change the views. Tremendous price reduction. A great opportunity just before the summer. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 hour security, swimming pools, tennis courts, a beach and walking trails. Bay Ridge Rd. to Route 50 and 97 to DC and Baltimore. Easy to show, just call Showings to log in.