Annapolis

MLS Number MDAA2066176

• Single Family
• Bedrooms 7
• Bathroom 13
• Square Feet 35,435
• Acreage 22.52

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!

Listed by Bradley R Kappel and David DeSantis of TTR Sotheby's International Realty

MLS Number MDAA2069632

• Single Family
• Bedrooms 5
• Bathroom 6
• Square Feet 6,911
• Acreage 1.1

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!

Listed by Bradley R Kappel of TTR Sotheby's International Realty

MLS Number MDAA2069634

• Single Family
• Bedrooms 7
• Bathroom 9
• Square Feet 13,495
• Acreage 3.69

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, deep-water, dedicated mooring on Aberdeen Creek, 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!

Listed by Bradley R Kappel of TTR Sotheby's International Realty

MLS Number MDAA2057622

• Single Family
• Bedrooms 5
• Bathroom 7
• Square Feet 7,663
• Acreage 25.19

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.

Listed by Linda L Patterson of Long & Foster Real Estate,Inc.

MLS Number MDAA2057626

• Land

Aggressive price reduction of over $500,000. A wonderful property at a great price. Private gated residential waterfront retreat on over 25 acres suitable for horses or farming your favorite crops or organic gardening. About 5 acres used for residence and out buildings that creates a beautiful waterfront estate. Lovely custom home with over 7400 square feet of finished living space. 5 bedrooms, 6 1/2 baths, 2 kitchens, elevator and lovely water views from almost every room. 1300 feet of waterfront on Meredith Creek with private pier & bench to watch the waterfowl. Waterside swimming pool, large patios for entertaining and large screened porch. Tennis court with large pavilion for family and friends. See waterfront listing at residential listing site MDAA2057622

Listed by Linda L Patterson of Long & Foster Real Estate,Inc.

MLS Number MDAA2062944

• Single Family
• Bedrooms 6
• Bathroom 6
• Square Feet 5,252
• Acreage 0.14

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.

Listed by Yael E Beckman and Franklin O Bolling of Coldwell Banker Realty

MLS Number MDAA2063590

• MultiFamily
• Square Feet 5,252
• Acreage 0.14
• Property SubType Other

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.

Listed by Yael E Beckman and Franklin O Bolling of Coldwell Banker Realty

MLS Number MDAA2073104

• Single Family
• Bedrooms 3
• Bathroom 2
• Square Feet 2,625
• Acreage 0.25

Beautifully renovated to thoughtfully capture the extensive water views and maximize the efficiency of every square foot of this stunning home in Eastport. Located in a quiet cul-de-sac and perfectly sited to optimize the view down the shoreline of Back Creek, this home has everything you are looking for and more! Public water and sewer, natural gas, new roof, new windows, new doors, and new kitchen; just to name a few. (see improvements list in Documents for complete list). The open floorplan creates an ease to both casual or formal entertaining and the layout provides options for either intimate seating areas in front of the cozy fireplaces or larger gatherings that can flow from indoor to outdoor seamlessly and enjoy the views. The soaring ceilings, skylights and walls of windows bring in a plethora of natural light and frame the view of the sun sparkling off the water. The Primary bedroom with custom walk-in closet, luxuriously appointed ensuite bath and adjoining screened porch is the ideal place to wake up and enjoy the morning and the perfect relaxing spot to end the day. The gourmet Kitchen with custom island and high-end finishes opens to the Living room with gas fireplace, seating area and conveniently located dining nook with built-in bench overlooking the sunken Family room and the panoramic views. The additional 2 bedrooms and beautifully designed hall bath offers plenty of space for friends and family. The finished lower level boasts several living spaces and a bonus room, providing endless opportunities to use the space in what ever way best suits your needs. This is the great location for a VRBO or Airbnb vacation rental home to generate income all year long. Explore the artful and nautical streets of Eastport to amenities like; five-star restaurants, pubs and street-end parks with hidden treasures. Not to mention you are only a few blocks away from downtown Annapolis and Naval Academy by either biking, walking across the Spa Creek drawbridge. 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. Don't let this opportunity slip away.

Listed by Bradley R Kappel of TTR Sotheby's International Realty

MLS Number MDAA2066970

• Single Family
• Bedrooms 4
• Bathroom 5
• Square Feet 3,470
• Acreage 0.46

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. Adjacent lot that is an approx 0.47 acre waterfront parcel with public sewer can be purchased separately. 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!

Listed by Shane C Hall of Compass

MLS Number MDAA2066242

• Condo
• Bedrooms 4
• Bathroom 5
• Square Feet 2,450

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.

Listed by Richard M. Curtis of Curtis Real Estate Company

MLS Number MDAA2073192

• Single Family
• Bedrooms 3
• Bathroom 4
• Square Feet 2,278
• Acreage 3.1

Welcome to your private waterfront oasis in the coveted Lindamoor on the Severn community of Annapolis, MD. This stunning 3-bedroom, 2 full bath, 2 half bath home offers unparalleled tranquility and luxury on over 3 acres of lush, wooded surroundings. The original farmhouse was built in 1897 and underwent an extensive renovation in 2009. The home was opened up and walls were removed to maximize the views and bring the property up to modern standards. The main level features a large kitchen with island and space for dining table. Additional features include granite countertops, stainless appliances and jaw dropping views. The kitchen opens to the family room where the highlight is the wall of windows to take in sweeping views of the Severn. Step inside to be greeted by the breathtaking interior featuring gorgeous water views from every angle. Living room off back of kitchen leads to laundry and mud room. Main level master features charming gas fireplace. Upstairs you will find two additional bedrooms with incredible views up and down the river. As you make your way outside, you'll be captivated by the expansive brick patio, ideal for al fresco dining and entertaining while taking in the serene river views. The private pier offers the perfect spot for launching your watercraft, and the sandy beach provides a tranquil retreat for relaxation and enjoying the waterfront lifestyle. Located in a prime waterfront location on the Severn River, this home is a true gem for those seeking privacy and natural beauty. Whether you're unwinding on the patio, strolling through the wooded grounds, or enjoying water activities from your private pier, this property offers the ultimate in waterfront living. Additional features include unfinished basement and large two car attached garage. Convenient waterside shed perfect for all your water toys. Community features wonderful waterfront beach, pier for small vessels, kayak/paddleboard launch, mooring area and more. All this plus minutes to downtown Annapolis. Don't miss the opportunity to make this remarkable home your own and experience the unparalleled beauty and tranquility of waterfront living in Annapolis, MD. Move right in or renovate to build the home of your dreams. Passing perc test in hand from 2009, just need to renew with county. PLEASE NOTE, THIS IS AN ESTATE SALE AND SOLD AS IS. SALE IS SUBJECT TO EXISTING LEASE IN PLACE UNTIL 12/31/2024. PROOF OF FUNDS REQUIRED FOR ALL SHOWINGS. NO SHOWINGS WILL BE ACCEPTED 11/18-11/25 DUE TO THE HOLIDAY AFTER THIS SHOWINGS PREFERRED 9AM-12PM MON-FRI.

Listed by Melissa L Murray of Compass

MLS Number MDAA2053852

• Single Family
• Bedrooms 4
• Bathroom 3
• Square Feet 5,814
• Acreage 1.15

Magnificent views from this South River 1.15 acre waterfront property with 200' of frontage, Property offers existing home as well as second dwelling/ home & detached garage, Value is in the land as dwellings will need to be rebuilt, Current front home is 5814 square feet & suffered previous storm damage while second dwelling is approximately 850 sq ft +-, existing pier/dock (in need of repair or replacement) on property with deep water, Septic systems will need to be replaced for any improvements and seller is in process of obtaining information regarding what type of systems can be put on property, This property may only be shown BY APPOINTMENT ONLY , Please do not enter driveway without appointment, Pictures online were taken two years ago, Some of pier decking shown in photos may be missing. Seller has had property staked but currently waiting on paperwork.

Listed by Kathleen A May of Synergy Realty