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luxury real estate for sale Annapolis, United States (page 2)

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49
Video

House with pool Annapolis (United States)

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

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$2,395,000
3bedrooms
5bathrooms
land 647

By Ttr Sotheby's International Realty

46
Video

Property Annapolis (United States)

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

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$2,685,000
5bedrooms
5bathrooms
land 1,174

By Ttr Sotheby's International Realty

Contract pending
50

Property with pool Annapolis (United States)

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

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$950,000
6bedrooms
6bathrooms
land 931

By Ttr Sotheby's International Realty

28
Video

House with pool Annapolis (United States)

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!

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$619,000
2bedrooms
3bathrooms
land 243

By Ttr Sotheby's International Realty

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49

House with terrace Annapolis (United States)

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

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$568,000
3bedrooms
5bathrooms
land 81

By Ttr Sotheby's International Realty

46
Video

House Annapolis (United States)

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.

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$2,250,000
5bedrooms
7bathrooms
land 1.3ha

By Ttr Sotheby's International Realty

50
Video

House Annapolis (United States)

Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake.

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$6,995,000
4bedrooms
6bathrooms
land 2,064

By Ttr Sotheby's International Realty

50

Property with pool Annapolis (United States)

Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy access to the patio and expansive backyard. Whether hosting summer gatherings or enjoying a quiet evening outdoors, the spacious front and rear yards provide room to relax, play, and take in the peaceful surroundings. Designed for both convenience and versatility, the main level includes a spacious primary suite, while a second upper-level primary suite enjoys sweeping water views and creates an ideal retreat for owners or guests. Two additional bedrooms share a well-appointed hall bath, providing ample space for family and friends. The partially finished lower level offers additional living space, generous storage, and easily accessible crawl spaces. Life in Fishing Creek Farm extends far beyond the property itself. Residents enjoy one of Annapolis' most coveted waterfront communities, complete with a community marina, swimming pool, sandy beach, tennis and pickleball courts, and year-round social activities. Located on the Annapolis Neck peninsula between the South River and the Chesapeake Bay, this special neighborhood offers a peaceful waterfront setting just minutes from downtown Annapolis, Eastport, and major commuting routes to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., and the Eastern Shore. A wonderful opportunity to enjoy the Chesapeake lifestyle in one of Annapolis' most desirable communities. Welcome Home!

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$1,750,000
4bedrooms
5bathrooms
land 2,388

By Ttr Sotheby's International Realty

50
Video

House Annapolis (United States)

Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Crestron Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, BlueStar range, radiant heated floors in all bedroom bathrooms and much more. Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence. Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation. The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber. What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home. A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!

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$12,950,000
6bedrooms
9bathrooms
land 2.6ha

By Ttr Sotheby's International Realty

50
Video

House with terrace Annapolis (United States)

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!

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$10,850,000
4bedrooms
7bathrooms

By Ttr Sotheby's International Realty

46
Video

House Annapolis (United States)

A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and sophistication. Set on just under a half acre of level waterfront, the property showcases one of the most complete private pier systems in the area: a heavily built main pier, two floating docks, and three boat lifts (16,000lb, 8,000lb, and 2,500lb), plus lighting, water, 30/50-amp shore power, Tide Slide moorings, and 6' MLW at the 70' T-head. A charming boathouse and waterside deck capture the magic of Spa Creek from morning to sunset. Outdoor living is exceptional. A stunning 40' x 20' PebbleTec saltwater pool—rebuilt in 2024—anchors a series of Ipe decks and natural stone patios and decks designed for effortless entertaining. The outdoor kitchen with piped natural gas grill, refrigerator, and sink extends gatherings well into the warm months, while covered and uncovered spaces offer year-round enjoyment. The exterior speaks to enduring quality with Carderock stone foundations, mahogany trim and ceilings, Loewen windows, Canadian cedar siding, copper gutters and flashings, and custom mahogany entry doors. A detached heated and cooled two-car garage includes a beautifully finished upper level with kitchenette, laundry, living/sleeping area, and private bath—ideal for guests or an au pair. Inside, the home is defined by warm natural luxury featuring a stunning barrel vaulted mahogany ceiling with cove lighting. Additional curated details include: mahogany doors, black bronze hardware, 5 Cumaru flooring, custom cabinetry, and extensive millwork throughout. The chef’s kitchen features Sub-Zero and Wolf appliances with granite and soapstone surfaces. The main level Primary suite with inspiring view of pool and waterfront provides convenience and options for aging in place. The lower-level recreation spaces provide a relaxed retreat with a private bedroom suite, family room, wet bar, gym and full laundry room. An abundance of thoughtful design is presented throughout the home with multiple wet bars, radiant heated tile floors in five bathrooms and the main-level bar, and four separate laundry areas. Less than half a mile from Church Circle, this residence delivers the rare ability to live on the water while enjoying the full walk-everywhere lifestyle of historic Annapolis. This is Spa Creek living at its finest: sophisticated, effortless, and undeniably special. Welcome Home!

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$12,500,000
5bedrooms
7bathrooms
land 2,023

By Ttr Sotheby's International Realty

47
Video

House Annapolis (United States)

This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, 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. If you are looking for a truly special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!

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$7,500,000
5bedrooms
7bathrooms
land 1.1ha

By Ttr Sotheby's International Realty

Contract pending
42
Video

Property Annapolis (United States)

Striking modern craftsman located in Eastport! This beautifully constructed home boasts 3 levels of living space including the finished basement with great room, bonus room and full bath. The community of Green Acres is a private, water privileged neighborhood with a waterfront park just steps from the home. Located on Back Creek the residents enjoy boat slips, canoe/kayak storage and vibrant community gatherings. The inviting front porch with balcony above welcomes you as you step onto the property. The high ceilings, plethora of windows for natural light and wide open floor plan set the tone for this wonderful home. The main level features a thoughtful layout and elegant details including a formal living room and dining room which flows to the stunning 2 story Family room with coffered ceiling. The adjacent breakfast nook and gourmet kitchen boasts a massive island; perfect for entertaining. The sunroom off the kitchen is an ideal location to relax or entertain and offers a smooth transition to access the outdoor patio; perfect for alfresco dining. Head upstairs to enjoy the spacious Primary bedroom ensuite with coved ceiling, walk-in closet and luxurious spa-like bathroom. 3 additional bedrooms on this level, one with a spacious balcony overlooking the front yard, provides plenty of space for family and friends. The quaint community of Green Acres provides a community waterfront common area to gather, swim, fish, launch a kayak or tie up a small vessel. The close proximity to downtown Eastport encourages you to stroll the artful and nautical streets to amenities like; five-star restaurants, pubs and shopping. Not to mention you are merely steps away from downtown Annapolis and Naval Academy by either walking across the Spa Creek drawbridge or motoring in the water taxi. From this location, you are also close to some of the Bay's best cruising and fishing areas. Attractive destinations such as Baltimore's Inner Harbor, St. Michael's, Oxford, and Solomon's Island are only a short cruise away. Annapolis offers the perfect balance of small-town charm and big world sophistication. Located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft.Meade/NSA and Washington, DC. Welcome Home!

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$1,125,000
4bedrooms
4bathrooms
land 850

By Ttr Sotheby's International Realty

Buy this luxury land in Annapolis (United States) - Aerial view of a large wooded lot
1

Land Annapolis (United States)

23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support 14 residential lots.

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$1,995,000
94,413

By Ttr Sotheby's International Realty

50

House Annapolis (United States)

Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated. It is evident from the moment you walk in the front door that no expense was spared with this stunning home. Curated with premium quality, top of the line materials, combined with the tranquil views, exquisite design, and top-tier finishes, 1524 Cedar Lane Farm Road is truly one-of-a-kind and showcases unparalleled craftsmanship. The property both inside and out is an absolute entertainer's dream. The lush lawn and landscaping gracefully extends to the water's edge and leads to the well-appointed multi-slip IPE pier with boat lifts, 2 jet ski lifts, upgraded power, water and great lighting including underwater LED fishing lights. Inside, this stunning home boasts an awe-inspiring Great Room with soaring ceilings, architectural beams, and panoramic water views and features brushed Teak hardwood flooring, renovated high-end gourmet Kitchen with marble counters, 10 burner Wolf range, 5 fireplaces, Restoration Hardware lighting, renovated bathrooms throughout and much more! Fall asleep to captivating, sweeping views from the Primary's suite, enjoy watching the early morning wildlife activity on the water. Located on Whitehall Creek which flows out to Whitehall Bay and beyond to the Chesapeake Bay, you are perfectly located to take advantage of the Bay's best cruising and fishing areas. Attractive destinations such as the Annapolis Harbor, Baltimore's Inner Harbor, St. Michaels, Oxford, and Solomon's Island are only a short cruise away and just minutes from 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!

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$6,995,000
7bedrooms
6bathrooms
land 1.7ha

By Ttr Sotheby's International Realty

30

House with garden Annapolis (United States)

A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends timeless architectural beauty with sophisticated modern livability. The main property features 4,474 square feet of refined above-grade living space, complemented by a fully legal, licensed lower-level apartment that offers immense versatility for multi-generational living or premium rental income. In total, the property features six bedrooms, 4.5 bathrooms, and beautifully curated living spaces defined by rich period details, soaring ceilings, and remarkable craftsmanship. Six fully rebuilt, functional wood-burning fireplaces (three equipped with gas starters) serve as stunning architectural focal points throughout the home. Equally captivating are the enchanting outdoor spaces. Here, manicured grounds, lush landscaping, vibrant flower beds, and a serene koi pond create a private garden retreat rarely found downtown. Set on a prime 7,324-square-foot lot along one of the city's most coveted historic streets, the property offers tranquility just moments from the waterfront and bustling downtown scene. Zoned as a two-family residence, this remarkable property represents a rare, premium investment or a luxurious private estate. Residents will enjoy an unmatched lifestyle, surrounded by boutique shopping, acclaimed waterfront dining, art galleries, historic landmarks, and the unmistakable charm of Annapolis Harbor. Elegant, iconic, and rich with history, 16 Maryland Avenue represents downtown Annapolis living at its absolute finest.

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$3,449,000
500
6bedrooms
4bathrooms

By Annonceur International

30

House with pool Annapolis (United States)

Experience one of the few Annapolis waterfront estates where you can leave your private dock and arrive at City Dock in minutes. Ideally situated on Spa Creek, this exceptional property captures the essence of Annapolis waterfront living with panoramic water views, unobstructed views of the Annapolis skyline, and endless opportunities for boating, kayaking, paddleboarding, and entertaining. Cruise by boat to downtown Annapolis, waterfront restaurants, ice cream shops, and the historic City Dock, or enjoy spectacular views of the Blue Angels, fireworks, and the annual boat parade from your own private retreat. Set within an exclusive enclave of only three prominent waterfront residences, this property offers a rare combination of privacy, convenience, and lifestyle. The waterside heated saltwater pool, expansive Ipe deck, and beautifully landscaped grounds create the perfect setting for entertaining family and friends. Host sunset dinners, summer gatherings, or relaxed afternoons outdoors while enjoying the water views and the sparkling lights of the Annapolis skyline. Surrounded by lush boxwoods and specimen plantings, the grounds provide a peaceful escape just minutes from downtown. Architecturally distinctive and thoughtfully updated, the residence combines refined design with comfortable waterfront living. Extensive renovations by Pyramid Builders showcase exceptional craftsmanship, including a dramatic marble foyer, floor-to-ceiling windows, solid wood doors, and rich stained black oak flooring. The gourmet kitchen features Sub-Zero refrigeration, a white six-burner Viking cooktop, high-gloss Premier cabinetry, Neolith porcelain countertops, designer lighting, and a striking floating staircase. A custom marble-topped bar provides an ideal space for entertaining. Offering 4-5 bedrooms, 5 full baths, and 1 half bath, including a desirable first-floor bedroom suite, the home provides flexibility for family and guests. A two-car garage, generous parking, and deep-water pier complete this exceptional Annapolis waterfront offering. This is more than a home-it is a rare opportunity to experience the very best of Annapolis living, where boating, entertaining, and downtown charm come together in one extraordinary setting.

… 
$11,500,000
563
5bedrooms
5bathrooms

By Annonceur International

67 listings near Annapolis

Nearby
50

House with pool Arnold (United States)

***PLEASE READ FOR OPEN HOUSE ON 8/23 FROM 2-4 PM*** Please park past 182 Severn Way for street parking OR at the community beach at the end of Severn Way to walk on the coast. There will be directional signs leading to the property. Thank you! Nestled along Chase Creek in the sought-after Pines on the Severn community, this utterly charming waterfront cottage is the definition of storybook living. Overflowing with character, warmth, and thoughtful updates, 1448 Westway offers the rare combination of cozy cottage appeal and exceptional outdoor-lifestyle amenities, just minutes from Downtown Annapolis and Route 50. Inside, knotty pine walls create a timeless cottage feel, while the exquisitely lit enclosed porch provides the perfect setting for morning coffee, reading, or entertaining year-round. The updated kitchen features granite countertops, upgraded wood cabinetry, recently installed refrigerator, and quality finishes. Additional recent improvements include double-paned, energy-efficient windows, top rated Mitsubishi AC units, and all recently updated lower level doors. Upstairs you will find updated ceilings, carpeting and the addition of a spacious walk-in closet. Bathrooms include updated toilets, charming checkerboard tile flooring, and a recently installed upstairs shower. Step outside to enjoy an exceptional waterfront setting with approximately 75 feet non-riparian waterfront along Chase Creek, one of the highest quality bodies of water in all of the Severn River. The beautifully crafted ipe wooden rear stairway and deck overlook the water and lead down to a stunning stone patio ideal for outdoor entertaining. The outdoor breezeway connects to a large freshly painted basement offering abundant storage, gardening space, and a dedicated kayak/canoe rack. After boating, paddleboarding, or beach days, unwind in the convenient outdoor shower. Property offers BRAND NEW roof and kitchen skylight, refinished kitchen flooring, newly built/stained front deck, repainted enclosed porch flooring, and freshly painted upper level spaces as well as the spacious basement. The basement presents an excellent opportunity for future finishing. Its side and rear entrances, along with an elongated window, add convenience and versatility to the space. Pines on the Severn offers an unmatched lifestyle with community amenities including a sandy beach, boat slips, floating dock, boat ramp, canoe/kayak storage, playground, ball fields, tennis and basketball courts, community pool, and easy access to the B&A Trail. A truly special property blending waterfront charm, community lifestyle, and modern updates in one unforgettable cottage retreat. Deeded 9'x18' parking space on neighboring pad plus readily available on‑street parking around the corner on Severn Way and at the level community beach parking area a short flat walk from the cottage. Special Notes: This property is part of a Special Community Benefits District (SCBD) that transfers $589 annually from paid local taxes to the Pines Community Improvement Association (PCIA) instead of HOA fees.

… 
$695,000
2bedrooms
2bathrooms
land 607

By Ttr Sotheby's International Realty

Nearby
30

House with pool Edgewater (United States)

A truly exceptional waterfront offering, this is one of the finest opportunities to come to market on Glebe Bay. Set on a spectacular 1.71-acre point lot with more than 400 feet of pristine shoreline, this private estate enjoys panoramic water views, gentle topography, and an unparalleled setting at the end of a quiet cul-de-sac. Whether you're seeking an elegant waterfront home to enjoy immediately or envision transforming it into a custom luxury estate, this remarkable property offers endless possibilities. Lovingly maintained over the years, the residence is comfortable and full of character today, while also presenting an outstanding opportunity to renovate, update, or create a custom showcase that takes full advantage of its extraordinary setting. Designed for an exceptional waterfront lifestyle, the property features a private pier with boat and jet ski lifts, a waterside in-ground pool, and a screened porch that invites relaxed entertaining while overlooking Glebe Bay, a premier tributary of the South River. The existing home offers over three finished levels, including a desirable main-level primary suite, luxurious hardwood floors, four spacious bedrooms upstairs, and a fully finished walkout lower level with a full bath, ideal for guests, an au pair, or extended family. While the interiors reflect the current owner's distinctive style, the home's generous footprint provides an outstanding foundation for reimagining the space to today's luxury standards. A detached three-car garage with a full stand-up attic adds tremendous flexibility for storage, a studio, guest quarters, or future expansion. Properties with this combination of acreage, shoreline, privacy, and protected water are increasingly rare. This is a remarkable opportunity to create a legacy waterfront estate in one of Anne Arundel County's most coveted locations. Great value lies in this extraordinary homesite.

… 
$3,300,000
386
5bedrooms
4bathrooms

By Annonceur International

Nearby
49

Property with pool Edgewater (United States)

Water views, lock and leave low maintenance and turn key updates. If these are on your check list of must haves, this is the one. This luxuriously updated home with water views from every room is the one you have been searching for. From the moment you come through the front hall, you will see Almshouse Creek on the South River. Set within the gated enclave of South River Landing, 1010 S River Landing Road is a beautifully updated brick residence offering one of the community's most coveted assets: a deeded 35-foot slip with a 10,000-pound electric lift and direct water access to the South River. In a community where slips are scarce and sought-after, this property delivers the full Chesapeake Bay lifestyle without compromise. Meander out your back door and its a short walk to the marina one block over. This main level has been thoughtfully reimagined, anchored by a fully remodeled kitchen fully updated for you with the most discerning taste. The showpiece of the home, the kitchen is outfitted with Miele appliances, a double oven with microwave and convection combination, a cabinet-front dishwasher, quartz countertops, and a skylight that draws natural light deep into the space. This is the designer, chef's kitchen living on on your inspiration board come to life. Beautiful hardwood flooring carries through the main level, connecting the kitchen to the dining area and into the living room, where vaulted ceilings and a wood-burning fireplace command the space. The next highly coveted feature is the main-level owner's suite. This suite opens to the deck overlooking the water and features a skylit bath with soaking tub, walk-in shower, double vanity, and marble accents. A second bedroom with private balcony and full bath are located on the opposite side of the main level, alongside a dedicated laundry room affording you nice privacy when entertaining overnight guests. The tastefully finished lower level expands the home's footprint considerably, offering a family room anchored by a gas fireplace, a third bedroom suite with beautiful water views and ensuite bath, game room, and bonus room suited for a home office, or gym. Newly installed wide-plank, white oak flooring elevates and lightens the space. Custom built ins frame the den offering plenty of book shelves and a perfect spot for gathering around the television on movie nights. The outdoors is again accessible onto a terrace for ease of entertaining, grilling or lazing the day away on a hammock. A finished, climate controlled storage room completes the level. Outdoor living is what this home is all about. A deck, accessible from both the living room and primary suite, provides a natural extension of the main living spaces and lovely views of the water and marina. The second main level bedroom has their own private deck, a feature your guests will love. A front courtyard enclosed by wrought iron fencing and framed by a pergola creates a gracious arrival, while a patio off the lower level adds a fourth private outdoor space. An irrigation system maintains the landscaping, and a whole-house Generac generator ensures uninterrupted peace of mind. The large, detached, two-car garage houses a huge unfinished storage area above. A wonderful bonus space, use it for storage or finish for additional living quarters. Community amenities in South River Landing are unparalleled in this area. They include a newly refurbished pool, marina, tennis courts, rare, gated 24 hr security, with lawn/garden maintenance (including mulch, weeding & trim) covered by the condominium association. The location places residents within easy reach of Annapolis, Baltimore, and Washington, D.C. This residence stands as a unique combination of water views, finished detail, an ideal floor plan, deeded water access, security, and community amenities in one of the South River's most established waterfront enclaves. This is the unicorn property you thought you'd never find.

… 
$1,495,000
3bedrooms
3bathrooms

By Ttr Sotheby's International Realty

Nearby
45

Land Edgewater (United States)

Fantastic buildable lot just two houses from the water. Here is your opportunity to build your perfect home! Outstanding lot with water view in amenity rich, water privileged Woodland Beach. Lot is cleared and ready to build. New home should have a nice water views and great sunsets! Woodland Beach has 3 miles of shoreline bounding Almshouse Creek and Glebe Bay with five sandy beaches each with swimming platforms, crabbing and fishing piers, boat and kayak/SUP launches, parks and playgrounds, a Community Center, private security and low cost boat pier and kayak rack rentals . Blue ribbon award winning schools, walk to shopping, dining, and schools. Quick access to downtown Annapolis and close to commuter routes to DC and Baltimore! An ideal location for year round living or a vacation home without going over the Bay Bridge!

… 
$150,000
364

By Ttr Sotheby's International Realty

Nearby
46

Property with garden Arnold (United States)

Set on nearly one acre in Arnold, this is a rare combination of space, extensive updates, and exceptional garage and workshop capacity. Renovated in 2024, the home features five bedrooms, three full baths, one half bath, and a finished walkout lower level with direct access to the fenced backyard. One of the property’s standout features is the newly constructed 36' x 48' detached shop, complementing the attached two-car garage and providing four total garage spaces. Whether used for additional vehicles, a workshop, storage, hobbies, or equipment, the added space creates flexibility that is difficult to find in the area. Inside, the 2024 renovation refreshed the home throughout, creating a cohesive, move in ready interior across multiple levels of living space. The finished walkout lower level adds even more usable space and connects directly to the expansive backyard. Located on the Broadneck Peninsula, the home is convenient to Route 50, Downtown Annapolis, the U.S. Naval Academy, local marinas, waterfront dining, parks, and the Baltimore & Annapolis Trail, with easy connections toward Baltimore and Washington, D.C. With nearly an acre of land, a fully renovated interior, a fenced backyard, and substantial garage and shop space, 136 Collington Court brings together features that are extremely hard to find in Arnold.

… 
$899,900
5bedrooms
4bathrooms
land 3,764

By Ttr Sotheby's International Realty

Nearby
Contract pending
50

House Edgewater (United States)

Direct water views of Glebe Creek make this a rare opportunity to own one of Woodland Beach's water view homes. Just moments from the South River and Chesapeake Bay combined with extensive updates throughout and access to the community's beaches, docks, kayak launches, and waterfront amenities. The flexible floor plan includes four bedrooms, two full bathrooms, two main level bedrooms, and two separate living spaces, each anchored by its own fireplace. The kitchen features a gas stove, brand new stainless steel appliances and was enhanced in recent years. The main level also offers a remodeled bathroom, a large laundry room with ample storage and newer cabinetry. Upstairs are two additional bedrooms, including one with a private en suite bathroom, spacious closet and a built in dresser. New carpet was installed in 2026, and the sunroom received new flooring in 2025. Major improvements include six mini split systems (2021), a tankless water heater, updated light fixtures, crown molding, enhanced landscaping, and numerous additional updates throughout. Outside, the property is framed by beautifully landscaped front gardens. A carport and driveway provide ample off street parking, while the backyard is designed for enjoying the outdoors with mature landscaping, seasonal flowering plantings, a concrete patio great for a bon fire area, a kayak storage rack, and a large storage shed. Woodland Beach residents enjoy access to five community beaches, community docks, slips, kayak launches, fishing piers, playgrounds, basketball courts, picnic areas, baseball field and community clubhouse. Conveniently located near Historic London Town & Gardens, Quiet Waters Park, Triton Beach, Mayo Beach Park, downtown Annapolis, waterfront dining, shopping, Route 2, Route 214, Route 50, I-97, BWI Airport, Baltimore, and Washington, D.C.

… 
$550,000
4bedrooms
2bathrooms
land 486

By Ttr Sotheby's International Realty

Nearby
Contract pending
50

House Mayo (United States)

Welcome to 3650 Bay Drive, an exceptional waterfront retreat on the coveted shores of Turkey Point Island in Edgewater. Set on a rare double lot with 150 feet of waterfront, a private beach, and sweeping western sunset views, this impeccably maintained home offers the ultimate Chesapeake Bay lifestyle. Built in 2012 and designed for effortless main-level living, this turn-key four-bedroom, three-and-a-half-bath residence offers 3,125 square feet of beautifully appointed living space. The open-concept design seamlessly connects the living and dining areas to a gourmet kitchen featuring a dramatic marble island, custom cabinetry, new Sub-Zero refrigerator, GE appliances, and gas cooking—perfect for everyday living and elegant entertaining. The main-level primary suite is a private waterfront sanctuary with direct access to the expansive waterside deck, panoramic views, and a luxurious spa-inspired bath including heated floors. A second ensuite bedroom, along with two additional bedrooms, provides comfortable accommodations for family and guests. Exceptional craftsmanship is evident throughout with rich oak hardwood floors, classic moldings, hurricane-rated windows, plantation shutters, Hardie Plank siding, and a 50-year architectural roof. Energy-efficient geothermal heating and cooling provides comfort and cost savings plus a whole house generator that insures peace of mind year round. The lower level offers an additional 3,125 square feet of flexible space, including a large utility room, workshop, full bath, and the opportunity to create additional living areas with direct walkout access to the waterfront. The oversized two-car garage includes a hydraulic lift accommodating a third vehicle. Outside, mature landscaping, irrigation, gentle bay breezes, and expansive outdoor spaces create a serene setting where every day feels like a vacation. The updated private pier features two slips with approximately 5-6 feet of MLW, providing excellent access to the Chesapeake Bay. Enjoy boating, private beach days, and unforgettable sunsets from your own backyard. Located in the welcoming waterfront community of Turkey Point Island, this rare offering combines privacy, quality craftsmanship, modern comfort, and the timeless beauty of waterfront living. This listing will be active starting Monday June 29 thru Friday, July 3rd and temporarily off for the July 4th holiday weekend. It will be back on the market on July 5th.

… 
$2,100,000
4bedrooms
4bathrooms
land 1,295

By Ttr Sotheby's International Realty

Nearby
15

House Mayo (United States)

Build your own piece of the Chesapeake Bay lifestyle in Turkey Point. This lot offers water views across the Chesapeake Bay, South River, and Ramsey Bay, creating a beautiful setting for a future home. Surrounded by water, Turkey Point offers multiple community beach access points, a community pier, and Cloud Field, a large community play and recreation area. Boating, fishing, crabbing, kayaking, paddleboarding, and days along the shoreline are all part of what makes this peninsula such a special place. This lot is being offered for sale with the adjacent lot at 3727 Ramsey Drive, providing the opportunity to own two neighboring parcels and create a larger footprint.

… 
$225,000
land 567

By Ttr Sotheby's International Realty

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