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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!
…By Ttr Sotheby's International Realty
Welcome to Chartridge, where comfortable living, neighborhood charm, and an exceptional Severna Park lifestyle come together! This expanded Patrick Henry model offers inviting living spaces, thoughtful updates, and a beautiful backyard that's ready for everything from summer barbecues to quiet evenings outdoors. Step inside to discover hardwood floors throughout the main level and a traditional floor plan that has been thoughtfully opened up where it matters most. The formal living and dining rooms offer wonderful spaces for entertaining. The heart of the home is the updated kitchen, featuring stainless steel appliances, additional cabinetry, and an open connection to the expanded family room anchored by a cozy wood-burning fireplace. Upstairs, you'll find three generously sized bedrooms and two full baths, including a primary suite with an updated vanity and tiled shower. The finished lower level adds even more versatility, offering the perfect spot for a recreation room, home office, fitness space, or whatever suits your lifestyle. And then there's the backyard! Set on a level 0.23-acre lot, the outdoor space is a standout feature. Enjoy morning coffee on the composite deck, host friends for a cookout, or simply appreciate the privacy and room to spread out. A storage shed, an insulated and drywalled garage, and additional attic storage add to the home's appeal. Beyond its inviting spaces, this home offers peace of mind with numerous significant improvements, including a new roof in 2020, HVAC in 2021, replacement siding, windows, and garage door, plus newer kitchen and laundry appliances. But what truly makes this home special is its location within the sought-after Chartridge community! Enjoy neighborhood amenities including adult and children's swimming pools, a grilling area, sports fields, volleyball, horseshoes, and a community pond. With the neighborhood playground just across the street, recreational opportunities are practically at your doorstep. And with shopping, restaurants, and everyday conveniences just minutes away, it's easy to see why Chartridge continues to be such a desirable Severna Park neighborhood.
…By Monument Sotheby's International Realty
An extraordinary opportunity to own one of Annapolis' most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of owning your own private marina in your backyard with dockside parking. Perfectly positioned to capture breathtaking panoramic vistas, this elegant Nantucket-inspired residence is filled with natural light, featuring walls of glass that showcase the ever-changing waterfront from nearly every room. Multiple balconies and an expansive waterside terrace invite effortless indoor-outdoor living, creating exceptional spaces for entertaining or simply enjoying the beauty of life on the water. A dockside workshop is a great opportunity to work and enjoy waterfront living. The thoughtfully designed floor plan includes spacious living areas, a versatile 1800 square feet (approximate) lower level with an in-law suite or private guest accommodations, and endless opportunities to personalize the home to suit your lifestyle. This home even has a koi pond in the front yard. Whether you're an avid yachtsman, seeking a multigenerational waterfront retreat, or searching for a truly one-of-a-kind Annapolis property, this exceptional offering combines luxury, privacy, and an unmatched boating lifestyle in one remarkable setting.
…By Annonceur International
Welcome to Dreams Landing, one of Annapolis's most desirable water-privileged condominium communities. Offering beautiful views of the Severn River, this charming two-bedroom, one-bath residence combines the tranquility of waterside living with an exceptional collection of community amenities. Move-in ready and thoughtfully updated, the residence features hardwood flooring throughout, an updated kitchen with upgraded countertops, cabinetry, and stainless steel appliances, and a beautifully renovated bathroom with a walk-in shower. The primary bedroom offers comfortable space, while the versatile second bedroom is perfect for guests, a home office, or both. Perched along a hillside overlooking the Severn River, Dreams Landing offers a picturesque setting of the Severn River. At the heart of the community, a sparkling swimming pool is surrounded by two expansive decks with breathtaking, elevated views of the river. These inviting spaces provide the perfect backdrop for relaxing afternoons, entertaining friends, and enjoying the community's cherished social gatherings. Boating enthusiasts will appreciate the community marina, which offers slips for vessels of various sizes and convenient access to the Chesapeake Bay. Additional amenities include a fitness center, a woodworking shop, and a private storage unit included with the residence. Beyond its exceptional amenities, Dreams Landing is known for its welcoming atmosphere and strong sense of community. Whether spending the day on the water, relaxing poolside, or simply watching the boats pass along the Severn River, residents enjoy a lifestyle that captures the very best of Annapolis living. Experience the charm, convenience, and exceptional water privileges of Dreams Landing. Schedule your private showing today!
…By Ttr Sotheby's International Realty
Discover an exceptional blend of sophisticated design, resort-inspired living, and everyday convenience in this beautifully appointed Annapolis residence. Tucked along a quiet street yet remarkably close to everything that makes Annapolis so desirable, this distinctive home offers the perfect balance of privacy and accessibility. From the vibrant restaurants, boutiques, and waterfront attractions of Historic Downtown Annapolis to the charm of nearby neighborhoods and marinas, the very best of the Annapolis lifestyle is just moments away. Designed with both elegant entertaining and comfortable everyday living in mind, the home welcomes you with striking architectural details, beautifully curated finishes, and thoughtfully designed spaces throughout. The main level features gracious formal living and dining areas, complemented by a butler's pantry that makes hosting effortless. At the heart of the home, a beautifully appointed kitchen opens seamlessly to the casual dining area and inviting family room, where accordion glass doors overlook the backyard retreat with serene pool as the focal point The outdoor living experience is truly exceptional. A stunning private pool serves as the centerpiece of a beautifully designed backyard, framed by lush landscaping and mature greenery that create a wonderful sense of seclusion. An expansive covered patio with comfortable lounging and dining areas, ceiling fans, and a fully equipped outdoor kitchen provides the perfect setting for everything from leisurely summer afternoons to memorable evenings entertaining family and friends. The seamless connection between the interior living spaces and poolside retreat creates an atmosphere reminiscent of a private luxury resort. Upstairs, an open loft with a bar area provides an additional gathering space, ideal for relaxing or entertaining or can easily be transformed into an additional bedroom and bath. The luxurious primary suite offers a peaceful escape, complete with an expansive walk-in closet and beautifully appointed spa-inspired bath featuring a curbless walk-through shower. A private balcony overlooking the pool adds another inviting place to unwind. Two additional bedrooms share a well-appointed full bath, offering comfortable accommodations for family or guests. The finished lower level provides remarkable versatility, with a spacious living room, kitchenette, bedroom, and full bath creating an ideal arrangement for extended family, overnight guests, or multigenerational living. A dedicated wine cellar adds a sophisticated touch, while an additional bonus room, currently utilized as a conference room, offers endless possibilities as a private home theater, media lounge, or recreation space. With its elegant interiors, exceptional outdoor amenities, and peaceful setting just minutes from the energy and excitement of Annapolis, this remarkable residence offers an extraordinary opportunity to experience luxury living without compromising convenience. Welcome Home!
…By Ttr Sotheby's International Realty
Discover the beauty of waterfront living at 2014 Poplar Ridge Road, where picturesque creek views, exceptional boating amenities, and thoughtfully updated living spaces come together to create an inviting waterfront retreat. This beautifully maintained waterfront residence offers five bedrooms and three full bathrooms, thoughtfully blending comfort, functionality, and the relaxed elegance of life on the water. An inviting open floor plan creates a seamless flow between the home's spacious living and entertaining areas, while soaring vaulted ceilings lend an airy, expansive feel to the main living space. A generously sized dining area provides the perfect setting for hosting family and friends, while the beautiful sunroom offers a peaceful retreat surrounded by captivating waterfront views. The primary bedroom is equally impressive, featuring stunning views of the water that provide a picturesque backdrop to both mornings and evenings. Numerous updates throughout the home further enhance its appeal, creating a welcoming retreat where everyday living feels like a getaway. With an abundance of natural light, generous gathering spaces, and breathtaking water views from multiple rooms, this home beautifully captures the essence of waterfront living. Step outside to the shaded waterfront deck, an idyllic setting for morning coffee, afternoon relaxation, or entertaining family and friends while taking in the peaceful surroundings. For boating enthusiasts, the property truly shines. A private dock featuring a boat and jet ski lift provides the convenience of keeping your vessels just steps from your door, making spontaneous days on the water an effortless part of everyday life. A separate boathouse offers additional storage for boating equipment, kayaks, paddleboards, and all the essentials for enjoying the waterfront lifestyle. Whether spending the afternoon cruising the local waterways, gathering with friends on the deck, or simply enjoying the tranquility of the creek, this property offers a lifestyle defined by relaxation, recreation, and connection to the water. 2014 Poplar Ridge Road presents a wonderful opportunity to experience the very best of Chesapeake Bay living. Schedule a showing today!
…By Ttr Sotheby's International Realty
Experience the timeless charm of waterfront living along the protected waters of Burley Creek, where beautifully landscaped grounds, a distinctive boathouse and exceptional boating amenities create an idyllic Chesapeake Bay retreat. Located in the sought-after Beechwood on the Burley community, this captivating Cape Cod combines classic architectural character with thoughtful modern improvements, offering a wonderful balance of everyday comfort and effortless waterfront entertaining. The waterfront is truly the heart of this remarkable property. Approximately 75 feet of shoreline, a private pier, boathouse with upgraded boat lift, and kayak launch invite endless opportunities to embrace life on the water. Exceptional docking accommodations include two deep-water slips capable of accommodating vessels up to 70 and 50 feet, a rare and desirable feature for the avid boating enthusiast. Extensive improvements include a reconfigured pier with new pilings, decking, and electrical service, along with a relocated boat lift beneath the boathouse. Whether setting out for a day on the Chesapeake Bay, enjoying a peaceful morning paddle, or gathering with friends along the shoreline, every day offers an extraordinary connection to the water. Inside, inviting living spaces blend traditional craftsmanship with modern conveniences. Rich hardwood flooring, architectural details, and impressive stone fireplaces create warmth and character throughout. The spacious family room opens to a screened porch, extending the living space outdoors, while the distinctive dining room and family room features vaulted ceilings, exposed beams, wet bar and a charming reading nook. The beautifully appointed kitchen offers granite countertops, and updated appliances. The main-level primary suite provides comfort and convenience with custom built-in cabinetry and an updated ensuite bath. Upstairs, two additional bedrooms, full bath and a bonus room feature vaulted ceilings and dormer windows offer welcoming accommodations for family and guests. The finished lower level features a second stone fireplace in the great room and multi-purpose room, creating another inviting destination for entertaining and relaxation. Outdoor living continues with a beautiful new stone patio, landscaped grounds, and multiple spaces to appreciate the peaceful waterfront setting. Additional improvements include updated HVAC systems, water treatment, fencing, and expanded parking. A detached two-car garage adds convenience. Residents of Beechwood on the Burley have access through the voluntary community association to a waterfront park, community pier, playground, and kayak storage. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis and Severna Park. Convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. Welcome Home!
…By Ttr Sotheby's International Realty
Discover a captivating blend of contemporary charm and traditional elegance in this stunning 3-bedroom, 3-bathroom home nestled in the desirable Round Bay community. The kitchen features a spacious island, ideal for casual meals, while the dining area invites delightful dinner parties under the glow of recessed lighting. Step into the inviting living space, where a warm fireplace creates a cozy ambiance for those chilly evenings. The main floor laundry adds convenience to your daily routine, while the walk-in closets provide ample storage for all your needs. With a mix of hardwood, ceramic tile, and plush carpeting, every room exudes comfort and style. Embrace the allure of waterfront amenity living with access to the Severn River. Enjoy a variety of water activities, from fishing and swimming to sailing and waterskiing, all just steps from your door. The community features a remarkable dock with multiple slips, perfect for boating enthusiasts. With a generous 0.35-acre lot and an attached 2-car garage, this home offers both space and functionality. Experience the perfect blend of indoor comfort and outdoor adventure in this exceptional property-your dream home awaits!
…By Monument Sotheby's International Realty
Now is the time to take a fresh look at this beautifully designed 2022-built home, where modern style, thoughtful details, and a peaceful wooded setting come together. Move-in ready and filled with natural light, this home offers the space and flexibility buyers are looking for—without the wait or expense of new construction. Step inside to an open two-story foyer and into the inviting main living area with vaulted ceilings. Nine-foot ceilings throughout the home, charming cottage-style windows, and an open layout create an airy, comfortable feel. LVP flooring flows throughout the living room, kitchen, and wide hallway, making everyday living and entertaining effortless. The kitchen is a standout, featuring granite countertops, soft-close cabinetry, oil-rubbed bronze fixtures, and a center island with seating. There’s plenty of room for a dining table, creating an easy gathering space for family and friends. The main level offers three bedrooms including a spacious owner’s suite with two closets providing excellent storage, while the distinctive en-suite bath features dual sinks, granite countertops, a walk-in shower, custom wall trim. The two additional bedrooms feature custom molding, decorative wall treatments, and stylish finishes. The hall bath includes a granite vanity and shower/tub combination. And there’s even more living space downstairs! The lower level features a large recreation room with sliding glass doors to the backyard, a flexible fourth bedroom perfect for guests, a home office, gym, or hobby room, plus another full bath. This versatile lower level gives you room to spread out, work from home, entertain, or accommodate overnight guests. Outside, raised garden beds are ready for your favorite flowers, herbs, and vegetables. The mature, wooded backdrop provides a peaceful sense of privacy and a beautiful setting to enjoy year-round.
…By Ttr Sotheby's International Realty
Owner financing available. This home offers a flexible layout paired with contemporary finishes. The entry level features a half bath and laundry area. Upstairs, the kitchen with stainless steel appliances opens to the dining and living areas, creating an easy flow for everyday living and entertaining. The upper level includes four rooms currently used as bedrooms, two full baths, including a primary suite with a generous closet and private ensuite bath, plus a convenient desk nook. Additional features include updated siding, roof, a detached garage, a newly added partial privacy fence, and a county-assisted holding tank pumping program that helps reduce ongoing pumping costs. Added Value: This property is currently enrolled in the county assisted holding tank pumping program. Under the current program, the owner's annual pumping costs average approximately $150 - $200 per year (with the program), compared to costs that can be substantially higher for many privately maintained systems. Details on the program can be verified with the county. Conveniently located near Bacon Ridge Natural Area and downtown Annapolis, with easy access to shopping, dining, and major commuter routes
…By Ttr Sotheby's International Realty
$10,000 in Closing Cost Assistance or Rate Buy Down for Qualifying Offer. Extensively renovated from the inside out, this beautiful rancher offers the feel and finish of a brand-new home with all living spaces on the main level. Major 2026 improvements include a new roof, siding, insulation, electric HVAC system, 200-amp electrical panel, flooring, kitchen and bathrooms. This was a true transformation, with the home comprehensively updated throughout. The result is a stunning, move-in-ready home with a fresh, modern feel, with all your needs on one level, and virtually every major component newly addressed. The home features a bright, comfortable layout with all-new flooring, a beautifully renovated kitchen with new cabinetry and countertops, and two completely renovated bathrooms, including a second full bath added during the renovation. The spacious primary suite offers two closets and a beautifully appointed ensuite bathroom. A convenient mudroom with a dedicated laundry area includes a brand-new washer and dryer, while additional storage closets throughout the home provide practical everyday organization. A separate unfinished basement provides abundant space that is perfect for storage or a workshop, and is conveniently accessed through an exterior door. Outside, enjoy a fenced backyard, refreshed gravel driveway, new front steps and railing, and newly landscaped flower beds. Ideally located for everyday convenience, with grocery stores, shopping, restaurants and other amenities just minutes away. Local schools are nearby, while Routes 100, 97, 695, 295 and I-95 provide easy access to Arundel Mills, Fort Meade, NSA, Annapolis and Baltimore. Beautifully transformed from the inside out, this home offers beautiful finishes, modern comforts and a truly turnkey living experience.
…By Monument Sotheby's International Realty
***Owner financing available at 6%*** Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this extensively renovated home offers an exceptional combination of location, character, and modern comfort. Offering approximately 4,099 square feet of finished living space, the home features three bedrooms, a dedicated office, four bathrooms, and a versatile floor plan designed for both everyday living and entertaining. A welcoming front porch sets the tone, while James Hardie siding, Andersen 400 Series windows, low-maintenance exterior materials, and extensive improvements provide the benefits of a thoughtfully updated home while preserving its classic Eastport character. Inside, hardwood floors, high ceilings, substantial trim work, a fireplace creates warmth and architectural interest. Generous living and dining spaces flow naturally into the kitchen and family room, creating an inviting setting for entertaining or relaxed everyday living. Dual staircases provide access from both the front and rear portions of the home and add a distinctive architectural element to the floor plan. Upstairs, the spacious primary suite serves as a private retreat with a spa-inspired bath featuring a soaking tub, frameless glass shower, and dual vanity. Two additional bedrooms provide comfortable accommodations, while a separate office offers an ideal space for working from home. Convenient second-floor laundry completes the upper level. The fully finished lower level significantly expands the home's versatility, offering generous space for a recreation room, home gym, media room, or potential fourth bedroom. Full egress provides added flexibility for buyers who need additional sleeping accommodations, while ample storage enhances the functionality of the space. Outside, a large rear deck overlooks the generously sized yard, providing plenty of room for outdoor dining, entertaining, gardening, or simply relaxing at home. Three off-street parking spaces are an exceptional convenience in Eastport, while the property also offers potential for a future garage, accessory dwelling unit, and/or pool, subject to applicable approvals. Beyond the property itself is the lifestyle that makes this location so special. Leave the car at home and explore Eastport's restaurants, marinas, yacht clubs, and waterfront destinations, or stroll across the Spa Creek Bridge into historic downtown Annapolis and City Dock. Spend the morning on the water, meet friends for dinner in Eastport, or walk downtown for an evening along the harbor—all just minutes from your front door. 400 Jefferson Street offers the space and amenities of a substantially renovated home paired with the walkability, waterfront culture, and unmistakable character of Eastport. This is Annapolis living at its best.
…By Ttr Sotheby's International Realty
This beautiful 3-bedroom home, with an upper level loft and additional private deck, was built in 2021 and offers the feel of new construction with high-end, builder-selected finishes throughout. The open-concept interior showcases a stylish kitchen, stainless steel appliances, a large island, and plenty of cabinet and pantry storage. With flexible living spaces across all levels, its perfect for both everyday living and entertaining. Enjoy the privacy of a lot that backs to a quiet, wooded area, offering a peaceful natural setting rarely found so close to everyday conveniences. A garage plus additional parking pad offers ample space for vehicles and guests. Recent upgrades include a newly replaced upper-level mini split system (May 2025), ensuring efficient comfort for years to come. Conveniently located near restaurants, retail, coffee shops, and commuter routes you won't want to miss this move-in-ready gem!
…By Monument Sotheby's International Realty
Price Improvement Incredibly maintained home in the sought-after water-privileged community of Beechwood on the Burley. This two-level home offers comfortable living, a spacious outdoor setting, and an ideal Broadneck Peninsula location just minutes from downtown Annapolis and with easy access to Route 50. The established community offers water access, a marina, playground, and peaceful neighborhood setting, with convenient back-road access to downtown Annapolis. Inside, the home has been well maintained and thoughtfully updated with refinished hardwood floors, fresh paint, updated lighting, and new carpet. The upper level features a comfortable open-concept layout with a living room that flows into the dining area and kitchen. Granite countertops, beautiful cabinetry, and a center island with seating create a welcoming kitchen with plenty of workspace. Sliding glass doors open to a composite deck overlooking the flat, fully fenced backyard, where mature landscaping provides privacy and a lovely backdrop for outdoor living. The primary suite features a private ensuite bath, accompanied by two additional bedrooms and a full hall bath. The lower level adds valuable living space with a family room centered around a propane gas fireplace, an office/fourth bedroom, laundry room, and access to the attached garage. Ample storage throughout adds to the home's everyday functionality. Beechwood on the Burley is a voluntary HOA community with access to a waterfront park, community dock with slips, playground, and picnic area along the water. The neighborhood's quiet roads and surrounding farmland create a peaceful setting for walking, running, and cycling, while the home's location provides easy access to Annapolis, Broadneck schools, shopping, dining, and major commuter routes.
…By Monument Sotheby's International Realty
Welcome home to this charming end-unit townhome located in the desirable Kings Ransom community of Odenton! This two-level home offers 3 bedrooms, 1 full bath, and 1 half bath, with a comfortable and functional layout perfect for everyday living. One of the standout features of this home is the added privacy and natural light that comes with being an end unit. Step outside to enjoy the spacious, fully fenced backyard, complete with a large deck—an ideal setting for outdoor dining, entertaining, grilling, or simply relaxing at the end of the day. Conveniently located in Anne Arundel County, this home offers easy access to shopping, dining, commuter routes, and everything the Odenton area has to offer. Whether you're a first-time buyer, downsizing, or simply looking for a home with great outdoor space, this 3-bedroom Odenton townhome is ready to welcome its next owner!
…By Monument Sotheby's International Realty
Refined city living meets effortless Annapolis charm in this exceptional end-unit townhome, perfectly positioned in the heart of the Arts District. From this coveted location, some of Downtown Annapolis’ best restaurants, boutiques, Maryland Hall for the Creative Arts, Spa Creek waterfront, scenic trails, playgrounds, and Navy Stadium are all just moments away. The complimentary City Circulator makes exploring the waterfront and City Dock remarkably easy, while convenient access to Route 50 keeps commuting a breeze. Spanning approximately 3,400 square feet over four beautifully finished levels, this sophisticated residence offers an exceptional combination of space, versatility, and custom character. Fresh interior paint creates a crisp, inviting backdrop, while upgraded lighting and carefully selected wallpaper accents in the primary suite and powder room bring an elevated designer aesthetic to the home. The main level is designed for both everyday living and entertaining, with an open-concept floor plan, dramatic ceilings, and an abundance of natural light. The gracious living room centers around a gas fireplace, creating a warm and inviting gathering space. The adjoining kitchen features granite countertops, stainless steel appliances, a substantial center island with seating and storage, and effortless connection to the dining area. Upstairs, the private primary suite offers a serene retreat complete with a generous walk-in closet and beautifully appointed en suite bath featuring a soaking tub, dual vanity, and separate shower. Two additional bedrooms, a full bath, and conveniently located laundry complete the second level. The extraordinary top-floor loft expands the possibilities even further, featuring vaulted ceilings, exceptional storage, a full bath, and a dedicated brand new heating and cooling mini-split system. Equally suited for a second primary suite, guest quarters, home office, creative studio, or comfortable lounge, this versatile space adapts beautifully to a variety of lifestyles. The fully finished lower level adds another dimension to the home with an additional bedroom, full bath, and egress window, offering an ideal private retreat for guests, a home office, recreation space, or extended-stay accommodations. The property also includes two assigned parking spaces, complemented by additional community parking. With its distinctive end-unit setting, impressive scale, thoughtful custom finishes, and enviable proximity to the very best of Downtown Annapolis, this is a home that delivers the quintessential Annapolis lifestyle - with room to live, work, entertain, and enjoy it all. Welcome Home!
…By Ttr Sotheby's International Realty
A rare sense of privacy defines this distinctive waterfront residence in the gated enclave of Bayberry Hill, where striking architecture, mature trees, a waterside pool, and sweeping views come together in an extraordinary Annapolis setting. Surrounded by a lush natural landscape and oriented toward the water, the property feels like a private retreat. Peaceful and secluded, yet designed to embrace every aspect of waterfront living. The approach sets the tone, winding through established landscaping past a tranquil pond with water feature and across a charming footbridge to the entrance. Inside, soaring wood-clad ceilings, skylights, dramatic stonework, and expansive walls of glass create a warm, sophisticated aesthetic with a subtle mid-century influence. At the heart of the home, the impressive great room is anchored by a floor-to-ceiling stone fireplace, while abundant windows frame the landscape and fill the interiors with natural light. Thoughtfully designed living spaces unfold throughout the home, offering an effortless balance of intimate retreats and areas for gathering. Just off the gourmet kitchen, a glass-enclosed waterside family room feels immersed in the surrounding scenery and opens directly to the expansive deck, an inviting extension of the interior for dining, entertaining, or simply enjoying the changing seasons. A beautifully appointed wine cellar with custom wood storage, stone detailing, and a dedicated tasting area adds another memorable dimension. The spacious primary suite is its own private sanctuary, featuring vaulted ceilings, a sitting area, dedicated workspace, private side patio, and direct access to the waterside deck. The spa-inspired bath continues the connection to the setting with dual vanities, an oversized soaking tub positioned beneath windows overlooking the water, and a generous walk-in shower. Designed with recreation and relaxation in mind, the lower level opens directly to the pool and waterfront beyond. A spacious recreation and game room with a fireplace and custom finishes creates a welcoming gathering space, while two ensuite bedrooms with generous closets and beautiful pool and water views provide comfortable accommodations for family and guests. Outdoors, the property truly comes to life. A series of decks and terraces step toward the shoreline, creating inviting spaces beneath the mature canopy for morning coffee, summer gatherings, or quiet evenings by the water. The waterside swimming pool and expansive surrounding deck become a natural centerpiece, complemented by a separate hot tub tucked into the landscape. At the shoreline, a private pier with multiple slips and boat lifts makes boating, paddling, and spontaneous days on the water part of everyday life. Bayberry Hill offers the exclusivity of a gated waterfront community with water access and tennis/pickleball courts, while remaining conveniently connected to Downtown Annapolis, BWI, major commuting routes, and Washington, D.C. Distinctive in both architecture and setting, this is a waterfront retreat where privacy, nature, and an exceptional lifestyle exist in perfect harmony. Welcome Home!
…By Ttr Sotheby's International Realty
Poised along the shores of the Chesapeake Bay, 2260 Lake Drive offers an exceptional waterfront lifestyle defined by sweeping views, thoughtful design, and direct access to the water. Set on nearly half an acre with approximately 100 feet of Bay frontage, this beautifully maintained residence features four bedrooms, two full and one half baths, and more than 3,100 square feet of living space, all designed to make the most of its remarkable setting. At the heart of the home, soaring ceilings, exposed beams, and walls of windows frame breathtaking views of the Chesapeake. The gourmet kitchen features custom cabinetry and granite countertops and flows seamlessly into the dining and living spaces, where a fireplace creates an inviting gathering place without competing with the ever-changing waterfront backdrop. Just off the kitchen, an expansive deck with a hot tub extends the living space outdoors and offers a front-row seat to sunrise over the Bay. The primary suite is a private sanctuary with Bay views, a full bath, office area, and convenient laundry. Additional bedrooms offer generous proportions and abundant natural light, while flexible spaces throughout the home provide options for a home office, fitness area, or additional gathering space. On the third level, a screened porch offers an elevated retreat for quiet mornings or evenings overlooking the water. Outdoor living unfolds across multiple levels, each offering a different way to enjoy the Chesapeake setting. In addition to the deck off the kitchen and upper-level screened porch, a lower-level patio creates another inviting outdoor space with direct access to the garage, providing a natural connection between the home, waterfront lawn, and everyday recreation. Outside, the property truly comes into its own. A maintenance-free composite pier extends into more than six feet of water and is equipped with a 10,000-pound boat lift and jet ski lift, making days on the Chesapeake effortless. An expansive waterfront lawn provides room to entertain, relax, and take in the scenery, while the home's elevated design captures panoramic views from multiple levels. From quiet mornings watching the sunrise to afternoons spent boating and evenings overlooking the Bay, 2260 Lake Drive is more than a waterfront home; it is an opportunity to experience the Chesapeake at its finest.
…By Ttr Sotheby's International Realty
Why wait to build when you can move right in? Welcome to 126 Stilly Way, a beautifully finished, nearly new home in Annapolis’ Parkside Preserve. Built in 2024 and offering more than 4,400 square feet of finished living space across three levels, this home combines the appeal of newer construction with the convenience of having the finishing touches already in place. The bright, open main level features a beautifully appointed kitchen with white cabinetry, quartz countertops, stainless steel appliances, gas cooking, double wall ovens, tiled backsplash, and an oversized center island. The kitchen flows seamlessly into the spacious family room, anchored by a gas fireplace with custom built-ins. A separate dining room provides additional space for entertaining. Upstairs, the primary suite features a tray ceiling, walk-in closets, and private bath with dual vanities, soaking tub, and oversized glass-enclosed shower. Three additional bedrooms each with their own walk-in closets and well-appointed baths complete the upper level. The finished lower level adds exceptional flexibility, with an expansive recreation area, wet bar with beverage refrigerator, full bath, and the potential to create a true fifth bedroom while still maintaining plenty of additional living and entertaining space. What truly sets this home apart is how much has already been done. Window treatments are installed, the lower level is finished, the yard is established, and the home is ready to enjoy from day one. Enjoy the benefits of a newer home without waiting on a construction timeline or tackling the many finishing touches that often come after settlement. A covered front porch, HardiePlank and brick exterior, level backyard, and attached two-car garage complete the property. Located just moments from Quiet Waters Park and convenient to Downtown Annapolis, shopping, dining, and major commuter routes, 126 Stilly Way offers the opportunity to enjoy newer construction with the added benefit of a home that is already finished, established, and truly move-in ready.
…By Ttr Sotheby's International Realty
Coastal charm and thoughtful craftsmanship come together in this beautifully renovated cottage in the sought-after Edgewater Beach community. Surrounded by mature trees, perfectly sited on a double lot and filled with natural light, the home offers a peaceful, private setting with seasonal glimpses of Beards Creek and conveniently located access path leading to the water’s edge. Inside, an open floor plan creates an inviting sense of space, enhanced by skylights and a classic brick fireplace with glass doors that adds warmth and character to the main living area. The beautifully renovated kitchen is both stylish and exceptionally functional, showcasing quality craftsmanship and thoughtful details throughout. A distinctive 12' long Bubinga wood live-edge countertop anchors the generous island with abundant seating, while two wall ovens, a built-in pantry, microwave, and ample storage make the space equally suited for everyday living and entertaining. Just outside the main living space, an expansive deck extends the home outdoors, creating a natural setting for dining, entertaining, or simply relaxing beneath the surrounding tree canopy. The seamless connection between indoors and out adds to the home’s relaxed feel and provides a peaceful backdrop throughout the seasons. Two bedrooms are located on the main level, one currently styled as an office, and share a beautifully renovated hall bath. Upstairs, the entire level is dedicated to a spacious and private primary suite. Tucked away from the main living spaces, this serene retreat features a walk-in closet and spa-like ensuite bath with a freestanding jetted tub and separate walk-in shower, creating a wonderful sense of privacy and escape. Located right at the edge of the property a serene path winds through the trees to the shoreline providing a wonderful spot to sit at the water's edge or launch a kayak. The Edgewater Beach community offers a boat ramp, boat slips, kayak storage, pavilion, playground, and additional amenities that make enjoying the South River lifestyle easy. Charming, beautifully updated, and rich with character, this special cottage combines thoughtful renovations, inviting indoor/outdoor living, privacy, and community water access in a peaceful coastal setting. Welcome Home!
…By Ttr Sotheby's International Realty
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!
…By Ttr Sotheby's International Realty
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!
…By Ttr Sotheby's International Realty
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 with convenient resident-only parking right out front, 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.
…By Monument Sotheby's International Realty
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.
…By Ttr Sotheby's International Realty
This spacious split-level home set on over a third of an acre features three main-floor bedrooms, two full baths (one of which is ensuite to the primary bedroom), and hardwood flooring. The vaulted living/dining room opens to a big deck overlooking a fully-fenced back yard. Downstairs, the fourth bedroom can be used as a TV room, office, or home gym. The lower-level includes a spacious family room with wood-burning fireplace, half bath, bonus room, laundry room, and plenty of storage space. The family room opens to the back yard. Numerous property improvements include a newer HVAC (2024), kitchen appliances (2022), replacement windows and sliding doors, and fresh paint throughout. The roof and gutters are less than five years old. Admiral Heights is a popular water-privileged community close to the Navy Marine Corps Stadium and just a mile and a half from downtown Annapolis. The neighborhood consists of more than 600 homes and features community amenities including a pool, a swim club, docks, parks, and kayak/canoe storage on Weems Creek. NOTE: Home is empty - many photos show virtual staging. Also, seller conducted a thorough home inspection in September 2026; a copy of this report is available upon request.
…By Ttr Sotheby's International Realty
Celebrate the Eastport lifestyle in this beautifully crafted home, ideally positioned on the coveted Eastport Peninsula. Built in 2015 and thoughtfully designed for easy, low-maintenance living, the home blends classic Craftsman character with beautifully appointed spaces and modern amenities, making this home equally suited for a full-time residence or an Annapolis retreat. Thoughtful details are found throughout, including two spacious primary suites with ensuite baths and walk-in closets and a versatile loft level offering additional living/guest space with full bath. Natural light fills the interiors, while glimpses of Back Creek from various vantage points offer a subtle reminder of the home's maritime surroundings. The true highlight awaits above on the coveted roof deck, where elevated views open across Back Creek and create an incredible outdoor living space. Whether gathering with friends, unwinding at the end of the day, or simply watching the activity on the water, this private perch captures the essence of life in Eastport. Outside, professional landscaping with irrigation and uplighting creates an inviting setting while keeping maintenance to a minimum. HardiePlank siding and timeless architectural details complement the home's Craftsman style and make it as appealing outside as it is within. Located in the heart of Eastport's maritime district, this home puts the best of Annapolis just outside your door. Stroll to neighborhood favorites including Davis' Pub, Leeward Market, the Annapolis Maritime Museum, waterfront parks, marinas, and restaurants, or make your way across the bridge to Historic Downtown Annapolis. Morning walks along the water, afternoons on the Bay, and evenings spent enjoying Eastport's restaurants and neighborhood gathering spots are all part of everyday life here. Welcome Home!
…By Ttr Sotheby's International Realty
Experience the Annapolis waterfront lifestyle from this charming A-frame cottage, where days on the water begin just steps from your door. Designed for relaxed coastal living, the 2-bedroom, 2-bath home features a light-filled, open interior with soaring vaulted ceilings and an inviting sense of space. Outside, the property becomes your private gateway to the South River. A private pier offers two deep-water slips, including one with a boat lift, while a dedicated kayak launch makes it effortless to explore the surrounding waterways. Bulkheaded shoreline, a storage shed, and ample outdoor space complete a setting designed for life along the Annapolis waterfront. Spend mornings enjoying coffee overlooking the water, afternoons boating, kayaking, or paddleboarding, and evenings unwinding on the South River as the sun sets across the waterfront. Whether you're searching for a full-time residence, weekend retreat, or Annapolis boating getaway, this is an opportunity to embrace a lifestyle centered around the Chesapeake Bay
…By Ttr Sotheby's International Realty
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