Annapolis, MD Homes for Sale

About Annapolis Maryland

The city of Annapolis located in central Maryland sits on the Chesapeake Bay at the mouth of the Severn River. This Baltimore suburb is the capital city of the state situated 27 miles east of Washington, D.C. boasting 17 miles of majestic waterfront.

The proximity of Annapolis to Washington D.C. creates opportunities for students and professionals alike to bask in the cultural and historical experience beautifully preserved by both cities. Start the journey by exploring the African and American history at Maryland’s Banneker-Douglass Museum. Annapolis’ six business neighborhoods are designed for the residents’ convenience as the town is brimming with a variety of local businesses and restaurants serving superb food that are of walking distance.

Known as the Sailing Capital of the World, Annapolis is home to the elite U.S. Naval Academy and its United States Sailboat Show along with its scenic port. Take long walks along its beautiful cobbled streets and relish in the enchanting beauty of its coastlines, or hop on a short cruise or flaunt your boat at Ego Alley while sailing across the harbor of Annapolis downtown.

Annapolis showcases a handful of waterfront estates of historical value that balances the city’s goal of developing and preserving its local history. Neighborhoods in Annapolis features tranquility radiating from its charismatic townhomes, duplexes, luxurious condominiums, and even quaint cottages dotting the coastline.

Whether it be a day by the bay or a stroll in the city, your family can have the best of both worlds at arm’s reach in Annapolis.

Amenities:

Malls
Theater
Commercial Center
Pools
Library
Parks
Museums
Sports Complex
Medical Centers

School Information:

Annapolis Middle School
St. Mary Elementary School

Contact me about Annapolis, MD Homes for Sale

Annapolis, MD Homes for Sale for Sale

THE FRIARY a Trophy property in a league of its own! Set on 23 private acres overlooking a gracious bend of the Severn River with 1,500ft of prime waterfrontage, just minutes from downtown Annapolis and less than an hour from the nation's capital, lies one of the most distinctive estates offered for sale on the East Coast. A true architectural masterpiece, this exquisite 35,000+ sqft residence, is the result of a mammoth and complex renovation that brought it back to its classic Georgian style yet with an acknowledgment of the owner's contemporary tastes and interests. Formerly a Capuchin monastery, this stately brick structure offers modern amenities for comfortable family living yet easily accommodates elegant grand scale entertainment and private events. The attention to detail and emphasis on proportions and craftsmanship are unparalleled. The exterior features spectacular 270 degree river views, nine car garage, roof garden, pool pavilion, 60 feet infinity edge pool, tennis court and direct access by funicular to a 6 slip private dock with 10' MLW and boat lift. Step into the main core of the home, where 18th-century elements, like original heart pine floors & foyer arch moldings, have been flawlessly preserved. A cleverly designed limestone rotunda containing a conservatory & atrium lead to either of the house’s wings: the impeccably appointed guest wing with spacious common room, or the chapel-turned-ballroom with sweeping limestone fireplace, herringbone teak floors, & arched double doors with a picturesque terrace beyond. The extraordinary estate contains a total of seven bedrooms, eight bathrooms and eighteen fireplaces, formal dining room and formal parlor, commercial size gourmet kitchen, over sized ballroom, conservatory, family room, library, music room, indoor spa, game room, wine cellar, catering kitchen, work shop, and a secret vault. Additional structures on the property include a three bedroom, two bath-guest/staff house, an Asian tea house and mechanical facilities. Only minutes from Washington D.C. and multiple international airports, this elegant and opulent property is worlds away from the hustle and bustle of everyday life yet offers an easy commute to several major metropolitan cities. Unmatched opulence and privacy awaits on the Severn River!
1604 Winchester Road
Annapolis, Maryland
  • 7 Beds
  • 13 Baths
  • 35,435 SqFt
  • 22.520 Acres
$19,995,000
This Georgian-style estate marries the very essence of quintessential Chesapeake living with the gracious allure of Southern charm. Ideally sited on 6.12 picturesque waterfront acres along the serene shores of Duvall Creek, this home offers an unparalleled blend of luxurious living and architectural excellence. This custom-designed masterpiece underwent a complete renovation down to the studs in 2019–2020 and is the result of a collaboration between Gate One Builders and Purple Cherry Architects/Interior Design. The home boasts a wealth of exquisite features, from its designer fits and finishes to endless examples of fine craftsmanship. Custom millwork throughout includes coffered ceilings, custom moldings, lovely ceiling treatments, wide plank oak floors, and numerous arched doorways. The home was meticulously designed to highlight its exceptional waterfront location, with generously proportioned living spaces that artfully lead your eye to the breathtaking water views. Main level highlights include an open floor plan living room with gas fireplace and adjacent dining room with multiple sets of French doors that open to the waterfront terrace, creating a seamless blend of indoor and outdoor living. The gourmet kitchen and butler’s pantry are a chef's dream, with Vermont Imperial Danby marble countertops, custom alder wood island, and custom cabinetry with curated storage and display features. The family room has custom cabinetry with window seats, bookshelves, storage, and an expansive bar, which opens to a covered bluestone terrace, provides the perfect setting for relaxation, and the dramatic and refined library is a true show stopper. An elevator adds convenience and accessibility to all four levels of this magnificent home. As you ascend to the second floor, you'll discover three spacious bedrooms including the primary suite. Each bedroom is South facing, with an ensuite bathroom and waterfront balcony. The third floor presents two more bedrooms, both facing South and also featuring ensuite bathrooms. The fifth bedroom on this level is ideally suited as an upper-level office, complete with a private IPE balcony overlooking Duvall Creek and the South River. The lower level basement is a haven of wellness and relaxation, featuring a gym with a sauna for unwinding after a long day. A full bathroom, bonus room, dog washing area, and walk-up stairs to the backyard offer added versatility and convenience. The exterior of this estate is equally as impressive, featuring a fully-fenced yard, stately, secured circular drive, elegant entry and portico, two-car garage, tastefully designed hardscaping, and meticulously selected landscaping with irrigation for year-round beauty. Numerous waterfront IPE balconies each offer a haven of tranquility. The backyard is a true oasis, with a grand terrace facing the water, integrated fire pit area, and an expansive flat yard with 233’ of water frontage, perfect for outdoor activities and gatherings. A 250’ dock with 30,000-pound lift and a 7' mean low-water depth combined with location is a boater's dream, providing easy access to Annapolis and the Chesapeake Bay. With its custom finishes, spectacular water views, and meticulous attention to detail, this stunning estate offers a rare opportunity to experience waterfront living at its finest. For more in-depth details of this amazing home, please see the Features List uploaded in the documents section. Virtually tour this home with the Matterport tour and view the gorgeous video- click the video camera icon on the top left corner for both. You can also view this stunning video on You Tube!
3200 Arundel On The Bay Road
Annapolis, Maryland
  • 5 Beds
  • 8 Baths
  • 9,571 SqFt
  • 6.120 Acres
$8,295,000
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!
1524 Cedar Lane Farm Road
Annapolis, Maryland
  • 7 Beds
  • 6 Baths
  • 9,024 SqFt
  • 4.150 Acres
$6,995,000
Winchester-on-the-Severn Waterfront! This modern home is only surpassed by the all encompassing, elevated views of the Severn River. Joy Custom Design Build, one of the regions premier custom home builders just completed a total renovation of this fine estate. Exquisite finishes are the hallmark of this elegant 5 bedroom 5.5 bath brick home where no details were compromised in presenting a home of distinction. Floor to ceiling sliding LaCantina glass doors blur the line of indoor and outdoor living and showcase the water beyond. If you can look away from the view, the marble slab fireplace, beamed ceiling and wet bar truly elevate the scene in the spacious great room. The chef's gourmet kitchen is sure to impress with Wolf and Sub-Zero ultra premium appliances and is well-equipped for large parties or intimate dinners at home. With more walls of glass and expansive waterside IPE deck, the dining room and family room are thoughtfully located to take in the view and create a wonderful atmosphere for entertaining. The opposite wing of the home is dedicated to an executive level office space with built-ins and the glorious ultra-luxe primary suite which features soaring ceilings, endless views, coffee/wet bar, 2 custom walk-in closets and the most luxurious bathroom with heated porcelain floors, soaking tub, glass enclosed walk-in shower and 2 vanities. Completing the main level is the guest room with full bath, laundry room, mudroom and powder room. Upstairs enjoy framed views of the water from light-filled seating nooks, 3 bedrooms, 3 baths and multiple bonus rooms, perfect for a play room, gym or teen hang-out space. The unobstructed sweeping panoramic south facing views abound which embodies the quintessential Annapolis waterfront lifestyle. Sit back and watch the ships navigate the local waterways from the expansive IPE deck with glass railings or head out yourself from your private deep water pier with tram access. Voyage out under the Severn River bridge to Annapolis and beyond. This magnificent property stands proudly in the coveted Winchester-on-the Severn community which boasts THE best beach on the Severn River plus tons of community amenities including a boat ramp, (4) piers, marina, beach pavilion, playground, and dog beach, plus the Chase Creek swim club and the B&A Trail is right up the street. 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. If you are looking for a truly special property with EPIC water views and a great neighborhood setting, this is one opportunity you don't want to miss!
205 Winchester Beach Drive
Annapolis, Maryland
  • 5 Beds
  • 6 Baths
  • 6,911 SqFt
  • 1.100 Acres
$6,800,000
$200K Price reduction for the Fall 2023 market! Welcome to 1848 Milvale located in the Saint Margarets area of Annapolis. As you enter the home you are struck by the beautiful wide views of Mill Creek, the open floor plan, and architectural details. The dining room and living room have gorgeous coffered ceilings, cherry hardwood floors, extensive millwork, floor-to-ceiling windows, and French doors that overlook the saltwater pool, spa, and creek. The kitchen offers a huge central island, wolf range, and custom cabinetry. Off the kitchen is the family room... it's striking with its vaulted barrel ceiling, custom built-ins, bar area, gas fireplace, and curved bank of windows centering again on the views of Mill Creek. The home has 2 main-floor bedroom suites with attached baths. The waterside bedroom has a poolside door and views of the creek while the front bedroom has serene views of the cornfields across the road facing East. One of the architectural highlights of the home is the stairwell tower with its impressive wide girth access to two distinct upper-level areas. Flooded with light, the high ceiling with clerestory windows first lands at the hall library-study. This cozy nook opens to a multi-purpose suite that can be used as a 3rd bedroom, a nursery, a 2nd family room, or an often-needed teen hangout area. The tower takes a turn to the left and accesses the primary bedroom and adjoining waterside office. The primary bedroom provides his and her walk-in closets, a huge spa bath with a soaking tub, heated floors, a walk-in shower, and laundry. Off of the primary bedroom is a handsome office with custom cabinets, a gas fireplace, and a deck to enjoy your morning coffee or a sunset cocktail. The lower level is the fifth-bedroom suite. This room is both the seller's workout room and wine cellar. The utility room has a wash sink, great for gardening, and houses the water treatment systems and 2 Geo-Thermal systems. The home has beautiful hardscaping with irrigation, and a rock garden water feature in the front of the home, and in the back, there is 148 ft of water frontage with a handsome Belgium stone seawall. The pier is "like new" with 2 slips, a 15,000 lb. boat lift, and 8 MLW. The pier is in a NO WAKE ZONE on weekends .. Located on one of the most sought-after roads in Annapolis and known for its privacy and country-like living, Milvale Road winds along the banks of Mill Creek in Saint Margarets surrounded by farmland and corn fields. A perfect place to unwind and enjoy the best sunsets around! See the Virtual Tour Video Icon at top of page Floor plans are available online
1848 Milvale Road
Annapolis, Maryland
  • 5 Beds
  • 6 Baths
  • 5,855 SqFt
  • 1.020 Acres
$5,750,000
A most extraordinary property for your extraordinary buyer. Enjoy an unparalleled lifestyle focusing on upscale yet comfortable living with exquisite craftsmanship with an emphasis on seamless indoor/outdoor living. This 3.5 acre waterfront estate ideally located just a few minutes from Downtown Annapolis offers the complete waterfront package! Private pier, 2 stall horse barn, heated inground pool, fully equipped bar with multiple game rooms, movie theater, home gym, home offices, guest quarters with separate kitchen and entrance, 4+ car garage, screened porch...the list goes on and on. This extremely private parklike setting with private pier and boat lift on Aberdeen Creek affords quick access to the South River and the Chesapeake Bay... the water adventures are limitless. This sprawling 7 bedroom, 7 baths, 2 half baths home is beautifully designed and updated with top of the line finishes and well thought out amenities. The stately Southern style architecture creates amazing curb appeal and the mature landscaping provides plenty of privacy. Located on one of the most coveted streets in Annapolis, you are minutes away from everything Annapolis/Eastport has to offer yet worlds away, surrounded by horse farms, a neighborhood vineyard and multi-million dollar estates. Remodeled, renovated and expanded from 2017-2019 by Purple Cherry Architects and expertly built by Bayview Builders, the awe-inspiring 2 story Great Room, screened porch with stone fireplace and the Primary's bedroom balcony additions were completed in 2019 along with a complete renovation of the ultra-lux Gourmet Kitchen with hidden pantries, and remodeled office, formal Living Room, Dining Room, Foyer and Mudroom. An additional Bedroom and bathroom was added to create all ensuite bedrooms upstairs along with the remodel of the existing upper level kids bedrooms and bathrooms. Head to the 3rd floor of the home to find 2 additional bedrooms with shared bath. Spoil your guests with separate accommodations in the completely private guest quarters above the garage in the east wing of the home with separate entrance, Kitchen, Living Room and 3 bedrooms with Full Bath, great option for multi-generational living, long term guests or potential rental. Ideally located just minutes from downtown Annapolis and quick access to commuter roads traveling to D.C., Baltimore, Eastern Shore and beyond. For those seeking a private, serene estate that makes every day feel like vacation, this is a dream home!
3054 Rundelac Road
Annapolis, Maryland
  • 7 Beds
  • 9 Baths
  • 13,495 SqFt
  • 3.690 Acres
$5,500,000
Best of Annapolis! Welcome to 2826 Broadview Terrace, a waterfront estate sitting on 1.25 acres on Broadview Creek just off the South River in the sought after community of Broadview Estates. This home offers the ultimate Annapolis lifestyle; an exclusive cul-de-sac location, award winning landscape architecture, pool, pool house (with full kitchen/service bar, full bath, living area and a cozy bedroom) multiple patios, multiple decks, wrap around porches all with spectacular unobstructed views of the South River, approximately 150 feet of water front, an XL pier, boat house, 3 slips/lifts suitable for up to 45’, 3 jet ski lifts, and a lift to and from the home. Endless entertaining options from intimate gatherings to large scale events, this home can accommodate all, easily. Over 6000 finished square feet. 5 bedrooms, 5.5 bathrooms. Formal living and dining rooms, massive great room, lovely kitchen and breakfast room, sun room, main level Primary suite w two ensuites and private deck access. Stunning River views throughout. Flooded with natural light. Flawless blend of communal space and spaces ideal for solitude and relaxation. 5 garage spaces, parking for 15+ on lot, and plenty of cul-de-sac parking. Convenient location close to Route 50, shopping, dining, charming down town Annapolis and so much more. A very special home on an amenity rich lot overlooking Broadview Creek, truly a once in a lifetime opportunity.
2826 Broadview Terrace
Annapolis, Maryland
  • 5 Beds
  • 6 Baths
  • 6,097 SqFt
  • 1.240 Acres
$5,250,000
More details and photos to come! This modern, waterfront property will be the epitome of Annapolis living. The plans include all the amenities one could dream of including stunning views, large indoor pool with hot tub, gorgeous kitchen, huge primary suite, nanny/in-law suite, elevator, private pier, boathouse and so much more.
1254 Washington Drive
Annapolis, Maryland
  • 6 Beds
  • 8 Baths
  • 11,350 SqFt
  • 0.320 Acres
$5,000,000
Epic waterfront property with waterside pool located in coveted Bay Ridge community. Originally the community marina location, this property boasts a 220' deep-water pier with boathouse and multiple slips on one of the largest lots in the community. Recently refreshed with new paint and refinished floors on the main level, this 4200+ sqft brick rancher with walkout lower level is oriented to maximize the views from almost every room and the elevated lot creates endless panoramic views across Lake Ogleton. The breathtaking view through the walls of windows from the spacious sunken Living Room with fireplace and exposed beam trusses, captivates from the moment you enter the home. The attention to detail in the arched openings and wood moldings speaks to the quality of craftmanship throughout. The spacious dining room can accommodate large parties or a more intimate gathering and flows effortlessly to the adjacent gourmet Kitchen, Family Room and screened porch overlooking the waterside patio with in-ground pool. Crave a bird's eye view, head up to the upper deck to expand the view across the lake and glimpses of the Chesapeake Bay. With 6 bedrooms and 4.5 baths including the spacious Primary suite with separate bathrooms, walk-in closets and private balcony overlooking the lake, everyone in the family and your guests will appreciate the comfortable accommodations. The waterside pool with expansive paver patio and outdoor shower is the perfect place to gather all summer long. The coveted dock shack at the water's edge provides an additional hang out space for adults or kids! The sought-after Bay Ridge Community features a plethora of amenities including community pool with a clubhouse that overlooks the beautiful waters of the Bay, community beaches on both the River and the Bay and a community Marina with a newly renovated clubhouse. Off-the-water activities include enjoying the basketball court, playground, ball fields, pickleball courts, common areas and year-round community activities. Walk or ride your bike for miles along the water and enjoy all the benefits of the Bay Ridge lifestyle, there is no other place like it! Located just minutes from downtown Annapolis and Eastport which offer the perfect balance of small-town charm and big world sophistication. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation.
168 Lake Drive W
Annapolis, Maryland
  • 6 Beds
  • 5 Baths
  • 4,756 SqFt
  • 0.880 Acres
$4,995,000
Aggressive price reduction of over $500,000. A wonderful property at a great new price. Private gated waterfront estate sited on 25 acres featuring 1,361 feet of water frontage on Meredith Creek and private pier. Rare waterside in-ground pool, tennis court & covered pavilion. Unique custom designed home with over 7,400 square feet of finished space with generous room sizes, custom windows & doors, elevator, 2 kitchens for great entertaining and pool side parties. Serene peaceful setting surrounded by pastures & mature trees. Beautiful farmland to plant your favorite crop or try some organic gardening. Enjoy watching the waterfowl from a bench at your private pier overlooking the in-ground pool. A heated 4 car garage was converted into a large office and workshop. A large circular driveway with ample parking for guests and family.
1634 Holly Beach Farm Road
Annapolis, Maryland
  • 5 Beds
  • 7 Baths
  • 7,663 SqFt
  • 25.190 Acres
$3,995,000
The long tree lined driveway of this stunning secluded Waterfront Estate, known as Heron Watch, will take you through its beautiful 9 park-like acres, welcoming you home. On approaching the home it may look like a large Country French Cottage, with its stucco, cedar shakes and slate-looking roof. But once you enter the Foyer, through the reclaimed double entry doors and walk across the brick inlaid floor, the home explodes into an incredibly light filled California Coastal Contemporary home! The stunning Living Room, with its 2 story walls of windows on 3 sides, soaring 24ft vaulted beamed ceiling and fireplace overlooks perennial gardens and the waterfront pool with commanding views down Church Creek. ##The large waterfront Dining Room flows to the Living Room, Kitchen, Screened Porch and deck with its wrap-around walls of windows and French doors. There are 2 hidden closets for your China and Crystal and a 3rd closet with a delightful wet bar. The nautical flavored eat-in Kitchen, with teak accents, is large enough for your preference of an island or dining table under the vaulted ceiling and has plenty of bookcases for your cook books and pottery. The adjacent Screened Porch has a convenient serving pass-thru and nearby grilling patio with LP-gas connection. ##The spacious Den has a bookcase/file drawer lined wall, an electric fireplace, and more beautiful water views. The wide Gallery Hall has recessed/angled lights to shine on your favorite art, a 2 story window, a walk-in closet and a sweet little Powder room. ##The RARE and convenient Main level Owners Suite has a generous bookcase, a vaulted ceiling, 2 large walk-in closets and French doors, under the triple skylights, to a waterfront balcony. This area can easily be transformed to a much larger suite, by combining it with the adjacent Family room. ##The delightful first floor Family room/Studio overlooks the front gardens thru its French doors and incudes quad skylights, a built-in bookcase, closet and a 1/2 bath. ##The upper level Family Room’s curved balcony overlooks the Living Room with tremendous views to the water. It has built-in bookcases and a cute little Study/Sleeping Nook. The adjacent 2 dreamy water view Bedrooms are En-suite. Both also have interior windows overlooking the main Living Room. This level also has generous attic storage and a fun water view roof top deck! ##The walk-out lower level has a 4th Bedroom with a lovely floor to ceiling Bay window and a hall bath (great for pool access). The Bonus Room is a possible 5th bedroom, workout room or hobby room with lovely French doors to the patio. Continuing on this level is a Laundry room, large Storage/Utility/Work room and Garage. ##Outside you will find the 2 car carport with 2 attached garden sheds. There are tremendous amounts of perennials, including Hydrangeas, lilies, ferns, many flowering trees and shrubs, including a beautiful Cherry tree at the front door. The inviting waterfront kidney shaped pool is surrounded by Ipe decking, stone walls, gardens and a nearby outdoor shower. The pool Observation deck has wonderful views down Church Creek. Looking back at the home from the deck you will see the colorful chimney Heron Sculpture, “Aeriads”, by Mary Ann Mears! There is a gently sloping/terraced path down to the 425ft shoreline with 7ft MLW, electric at the pier and a nearby boat shed. ##This great location is minutes from Downtown Annapolis & Annapolis Towne Center, 30-45 minutes to WDC, Baltimore, BWI Airport and 1-2 hours from various Atlantic Beaches! ##Over the years the Owners tastefully remodeled and expanded the original waterfront cottage, with many thoughtful and artistic details throughout. They hope you may just find this property immediately wraps you in a relaxing comfort that welcomes you home!
842 Childs Point Road
Annapolis, Maryland
  • 4 Beds
  • 6 Baths
  • 5,726 SqFt
  • 9.930 Acres
$3,995,000
Introducing a coastal gem with artistic touches… Nestled by the waterfront, this property offers a luxurious blend of functional design and artisan craftsmanship. With approximately 2,000 sq. ft. of Timbertek decking, relax on the master bedroom's private balcony with soft down-lighting or lounge on the carefully crafted deck seating under the bow window's gentle glow. Walk along durable brick pathways, set on deep concrete foundations, leading to a driveway masterfully designed by Driveway Impressions of Annapolis. Complementing these is a picturesque stone garden and meticulously crafted stone structures by Earth Design. Inside, the radiant Australian Cypress wood floors set the stage. Hand-painted touches by renowned Annapolis artist, Cindy Fletcher Holden, grace the kitchen and living spaces. The kitchen boasts Corian counters, top-tier appliances, and British hand-painted decorative tiles. All exterior wall-mounted lights and door fixtures are crafted from Baldwin's enduring lifetime brass, a testament to the home's commitment to quality. Add in modern conveniences like a powerful generator, and tech-ready provisions, and this residence is both a haven of luxury and a masterpiece of design. Embrace this harmonious blend of comfort, artistry, and coastal living. The mean low water is over 6 feet at the private dock. Incredible views up Lake Ogleton which leads out to eh Severn River and Chesapeake Bay respectively. Sale price INCLUDES an adjacent lot that is an additional 0.47 acre waterfront parcel with public sewer hooked up to it. Engineering has not been done but the lot could be a fabulous accessory dwelling unit (ADU) for this property or an opportunity to maintain the privacy you already have. More details available upon request. Don’t miss out!
1011 Dulaney Lane
Annapolis, Maryland
  • 4 Beds
  • 5 Baths
  • 3,470 SqFt
  • 0.460 Acres
$3,800,000
Welcome to 191 Prince George St., a remarkable turnkey 5-unit building situated in the heart of historic downtown Annapolis. This flagship property boasts an unparalleled location, positioned just across from the iconic William Paca house, home to one of the signers of the Declaration of Independence. Exuding charm and elegance, this one-of-a-kind property stands out with its free-standing structure and a delightful back garden, offering a serene retreat in the midst of the bustling city. Recently renovated to the highest standards, the transformation was completed in August 2022, ensuring a modern and luxurious living experience for its residents. Each of the five units within this building has been thoughtfully designed to provide the utmost comfort and style. Featuring brand new kitchens and bathrooms, equipped with top-of-the-line professional appliances, these units offer a truly elevated living experience. Indulge in the lavishness of heated bathroom floors, while the efficient HVAC and tankless hot water systems guarantee year-round comfort. Convenience is key, with a garage and an additional tandem parking space available for residents. Furthermore, the property generates an impressive annual income through its rented units, making it a lucrative investment opportunity. Priced at $3,795,000, this remarkable property represents a rare gem within the real estate market. Additional information is readily available for interested parties, and showings are exclusively conducted by appointment only. Kindly note that proof of funds is required. Don't miss your chance to own a piece of history and experience the epitome of luxury living in downtown Annapolis. Contact us today to arrange a private viewing and explore the countless possibilities that await within 191 Prince George St.
191 Prince George Street
Annapolis, Maryland
  • 6 Beds
  • 6 Baths
  • 5,252 SqFt
  • 0.140 Acres
$3,595,000
A Symphony of Living: Experience the Perfect Blend of Location and Luxury Welcome Home. From the moment your hand graces the sleek, contemporary front entrance, a transformation begins. Suddenly, the daily hustle fades, replaced by the symphony of Annapolis life—a life where luxury meets the local, and where the comfort of community complements the refinement of individual craftsmanship. Spread across this exquisite abode are four spacious bedrooms, each a haven of tranquility and comfort. The three and a half bathrooms exude modern elegance, with designer finishes ensuring every moment spent within is one of luxury. Upon entering, the gleam of refinished oak hardwood floors in sophisticated slate grey beckons you in. Every step inside is met with state-of-the-art upgrades, from the ambient light of integrated occupancy sensors to state-of-the-art sound and safety systems. Yet, beyond the walls of this opulent dwelling, the vibrant pulse of Eastport calls. The aroma of freshly brewed delights from Oscar's Coffee calls your name, and just a stroll away, establishments like Boatyard Bar and Grill, Lewnes Steakhouse, and the sumptuous Ruth’s Chris vie for your attention. Back home, the kitchen is a gourmet dream. The 36” Wolf gas range, electric pro oven, and a monumental SubZero refrigerator stand ready to transform fresh local ingredients into culinary masterpieces. For that special touch, the lavish Silestone Rolling Fog countertop glistens, tying the dining and kitchen areas together in aesthetic harmony. Outside, whether you stand on the completely redesigned deck or the stunning balcony, the sights and sounds of Annapolis serenade you. The distant trumpets of the naval academy greet the day and bid it farewell. Chapel bells ring in melodious synchrony, blending with the sight of midshipmen steering their training vessels. On celebratory nights, fireworks from Annapolis, the eastern shore, and even Baltimore light up the sky. And every Wednesday throughout summer, the thrill of sail races unfolds against the backdrop of unparalleled sunrises and sunsets. Inside, the lavish touches continue. The powder room boasts designer accouterments, while the master bathroom offers an escape into steamy serenity, adorned with Calacatta Laza quartz stone. And for those who value adaptability, the home gym is a versatile space, waiting for your touch to shape its destiny. Built-in storage, sophisticated finishes, smart home features—they're all here. Yet, it's the seamless blend of indoor luxury with the vibrant community pulse of Eastport that truly defines this home. Here, memories aren't just made; they're lived, day in and day out. Welcome to a life of grandeur, grounded in community. Welcome home.
6 Eastern Avenue
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 2,604 SqFt
  • 0.040 Acres
$3,500,000
Experience the charm of Eastport, Annapolis in this exquisite waterfront property on Horn Point. This home has been beautifully renovated with a gourmet kitchen, new flooring, updated bathrooms and a second full kitchen. Each of the four bedrooms has its own bathroom, and three of them have direct access to the Chesapeake Bay and Severn River. You will be amazed by the breathtaking views of downtown Annapolis, Naval Academy and the Bay from every angle. It would be hard to find a better location to host family and friends for The Blue Angels, 4th of July and New Years fireworks. Multiple deepwater marinas in close proximity. Structure has the potential to add an elevator if desired. 2 separate laundry areas. Huge plate glass windows to maximize the expansive views. Last appraisal has home as estimated gross living area of 3400 sq ft. This is a rare chance to own a piece of paradise in a prime location.
8 Eastern Avenue
Annapolis, Maryland
  • 4 Beds
  • 5 Baths
  • 2,450 SqFt
$3,395,000
Exceptionally built custom waterfront home with spectacular panoramic views of Spa Creek. Attention to detail and high-end finishes are the hallmark of this wonderful home with 12 ft ceilings on the main level. Over 4,500 sqft of living space on 3 finished levels, 5 spacious bedrooms and 4 baths The open floor plan encourages indoor/outdoor living and draws you outside to relax on the spacious Ipe deck with modern stainless steel cable railing and elevated views of the water or encourage the party to spill out onto the custom stone patio below and the lush backyard that leads out to the pier that will be sure to please any boating enthusiast. Grab a water taxi directly from your dock and head down Spa Creek right into Annapolis for a night out on the town or venture off to some of the Bay's best cruising and fishing areas. Annapolis offers the perfect balance of small-town charm and big world sophistication. Welcome Home!
145 Spa Drive
Annapolis, Maryland
  • 5 Beds
  • 4 Baths
  • 5,167 SqFt
  • 0.230 Acres
$3,350,000
Recently remodeled Craftsmen cottage in Epping Forest with captivating water views across Saltworks Creek to the Severn River. New roof, remodeled bathrooms, redesigned upper level with new spacious balcony, new stairs to the new floating dock and much more has been improved on this fabulous property. This highly coveted private gated waterfront community on the Severn River offers the perfect setting to celebrate the Annapolitan lifestyle and the charming 3 bedroom, 2.5 bath home with just under 1800 sqft., provides all the necessary elements for easy waterfront living. As you walk into the home the tall ceilings and natural light from the walls of windows and doors frames the beautiful setting and highlights the lush landscaping and water views. The stunning wood floors, updated finishes and thoughtful layout create a comfortable and striking interior space. The open floor plan is perfect for entertaining with the Gourmet Kitchen, Dining Area and Living Room with fireplace all seamlessly flowing out to the waterside covered porch; the perfect place to dine al fresco or head a few steps closer to the water to the seating area and roast some marshmallows over a fire pit as you watch the activity of the boats and waterfowl on the Severn River. The upper level boasts 2 bedrooms with shared bath and spacious private balcony off the Primary's bedroom offering breathtaking elevated views and cool summer breezes. The lower level contains a family room, bedroom and full bath for all those extra guests you are sure to have! The NEW deep water floating dock with 50ft boat slip is a boating enthusiast's dream and the location provides easy access to explore all of Annapolis's waterways and beyond. Exclusive Epping Forest Gated Community offers fabulous amenities including the clubhouse with waterside bar and grill, deep-water marina, sandy beach, boat ramp, tennis courts, hiking paths plus year-round activities including: July 4th fireworks, Labor and Memorial Day festivities, oyster roast and summer camps. There's so much fun to be had in Epping Forest, great social clubs include the boat club, volleyball leagues, swim team and garden club. Come and enjoy all that Epping has to offer! 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, D.C. Annapolis living at its best! Epping Forest is a Special Tax District, ($2552.57/yr.) with binding Rules & Regulations. Welcome Home!
327 Riverview Trail
Annapolis, Maryland
  • 3 Beds
  • 3 Baths
  • 1,806 SqFt
  • 0.190 Acres
$3,000,000
Live the bucolic AND waterfront lifestyle along the shores of Meredith Creek just minutes from everything Annapolis has to offer. This legacy property was owned by the Ridout family from 1790 - 2020. This pastural property with custom home provides 15 acres of gently rolling countryside that meanders to the water's edge. The idyllic tree-lined driveway stretches between fenced fields, inviting the feeling of peace and tranquility and leads to the picturesque farmhouse. The 4 bedroom 2.5 bath home is thoughtfully laid out to enjoy the views, the breezes off the water and the serene surroundings. The wall of windows in the Living Room perfectly frames the view of both the lush landscape and the water. Cozy up next to the fireplace on a chilly evening! The spacious dining room with plentiful views flows uninterrupted into the gourmet kitchen with oversized island, lots of cabinet and counter space and adjacent breakfast nook. Great set up for entertaining! Take the gathering outside and enjoy dining al fresco on the spacious screened porch. Plentiful bedrooms on the upper level provide ample room for large family or guests. The luxurious Primary suite boasts soaring ceilings, beautiful views and ensuite bath with separate tub and shower. The unfinished lower level is great for storage or can be easily finished to suit your needs. (Building plans available for future expansion) The multiple outbuildings including 2 car garage, tack shed, pole barn and 2 run-in sheds for animals supplies everything you need to fully enjoy all the aspects of this coveted waterfront farm. Welcome Home!
1811 Whitehall Road
Annapolis, Maryland
  • 4 Beds
  • 3 Baths
  • 3,170 SqFt
  • 15 Acres
$2,985,000
Quintessential waterfront home in the heart of Eastport with water views on Back Creek with deeded boat slip. This impeccable coastal Colonial style home is beautifully appointed making it turn-key for either a forever home or a fabulous weekend escape. The highly sought-after Eastport location is conveniently walkable to everything Eastport and Annapolis has to offer. Tucked away in a small enclave of homes, this magnificent custom home with 2 car garage was custom built to the highest standards and boasts the perfect floor plan for entertaining and enjoying the views. The community pier services the 10 homes (5 single family and 5 townhomes) in the community and your deeded 50’x14’ boat slip with 8ft MLW is the largest available located right at the end of the pier for easy maneuverability. Inside, the thoughtful floorplan combines an open floor plan with cozy spaces for easy entertaining for small or large gatherings. Featuring beautiful hardwood floors, extensive millwork, gourmet Kitchen, double sided fireplace, high ceilings and walls of windows, letting in tons of light and capturing the views. The main office is perfectly located, overlooking the swim spa/plunge pool. The Primary suite boasts a spacious floor plan with private balcony, walk-in closet and luxury spa bath. A relaxing private retreat to begin and end every day. With 3 additional bedrooms, one ensuite and 2 sharing a full bath, there is plenty of room for family and friends. Need even more space? The third level with full bath and Family room/potential bedroom and the fully finished lower level with bedroom, full bath, game room, wet bar and bonus room covers a variety of living arrangements. Outside, the waterside pool, patio and deck across the back of the home is great for dining al fresco on cool summer nights and the lush backyard is perfect for entertaining. Stroll the artful and nautical streets of Eastport to amenities like: restaurants, pubs and street-end parks. Not to mention you are merely steps away from downtown Annapolis and Naval Academy attractions. From this location, just a short cruise on Back Creek and you can venture off to some of the Bay's best cruising and fishing areas or take a turn up Spa Creek and cruise into downtown Annapolis. The historic 18th-century seaport town of Annapolis, Maryland is America's sailing capital. Annapolis offers the perfect balance of small-town charm and big world sophistication. Welcome Home!
2 Little Harbor Way
Annapolis, Maryland
  • 5 Beds
  • 6 Baths
  • 6,399 SqFt
  • 0.460 Acres
$2,790,000
THIS COSMOPOLITAN CONDOMINIUM is a stunning transformation of the previous Annapolis Recreation Center, originally constructed in 1942 as a USO building. It presents a RARE OPPORTUNITY to own a modern residence within the protected Historic District of downtown Annapolis, just steps away from the City Dock waterfront & bustling Main Street! A private open air terrace offers sweeping views of Annapolis Harbor, the USNA, and the Chesapeake Bay! Experience seasonal sailboat races & regattas, international boat shows, annual Blue Angels flyovers, and holiday “Midnight Madness” shopping! THIS 2-LEVEL PENTHOUSE CONDO is the masterpiece of the Annapolis architectural firm Hammond Wilson, renowned for their award-winning designs. Some of the notable features of this property include secured off-street garage parking, new balconies and terrace, and a sophisticated interior design palette that incorporates high-end detailing, e.g., Thermador and Sub-Zero appliances, all-wood Kountry Kraft cabinets, quartz countertops, Walker Zanger tiles, and Kohler fixtures throughout. It offers 3 spacious bedrooms and 3.5 baths, with a main level primary bedroom suite showcasing two walk-in custom California Closets and luxe bath. The living room includes a gas fireplace and opens to a private terrace with IPE Deck & O.W. Lee gas fire pit providing an alfresco escape for relaxation with unmatched water & downtown vistas. On the second level, there is a large den with an additional gas fireplace accented with stone tile and custom-built ins, separate laundry room, and two more bedrooms each with private bath and views of the US Naval Academy, City Dock’s "Ego Alley" waterway, and glimpses of the Chesapeake Bay and Saint Mary's Chapel. Enjoy entertaining and serving fine wines from your wine room with an impressive automated illumination system. In essence, this grand Condominium combines HISTORICAL CHARM with MODERN LUXURY, making it an unparalleled and discerningly appealing property in the beating heart of downtown Annapolis. SIMPLY SENSATIONAL.
99 Compromise Street RESIDENCE FIVE
Annapolis, Maryland
  • 3 Beds
  • 4 Baths
  • 3,185 SqFt
$2,750,000