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

Annapolis, MD Homes for Sale for Sale

Upon approaching this luxurious property, the sense of privacy and peacefulness takes hold and you are immediately entranced by the unmistakable beauty of the home and property.  An impressive collaboration between Purple Cherry Architects and Pyramid Builders, this Ultra-Luxe masterpiece combines the finest materials, craftsmanship and design to create a home unlike any other.  Aptly named Aqua Terra this home embraces views of Harness Creek and the neighboring Great Frogs vineyard. The varying views are continually in the forefront with every room possessing a private balcony to either gaze at the picturesque vineyards or take in the panoramic water views across Harness Creek. Perfectly positioned to minimize the exposure from the road yet expertly sited to take in the endless views from inside the property, you will feel cocooned in a private, luxurious, resort-like oasis. Enjoy the high-quality amenities including the multi-tiered patio with integrated firepit, water feature overlooking the water views and adjacent magnificent glass cube pool house with fire element, and inground saltwater pool and spa.  If you can take your eyes off the views, the exquisite interior steals the show! Beautifully curated with the highest quality products and finishes, the use of expansive glass panels including the 16ft. foldaway glass wall that opens up the high-end chef’s kitchen and dining area to the expansive screened-in porch, connecting the interior to the stunning exterior. It's obvious that no expense was spared, this striking details delight on every level of the home. The main floor inspires with wide-plank walnut floors, luxurious furnishings, stone feature walls, 27 ft custom designed chandelier and stunning floating staircase with glass railings, all accented by Douglas fir ceilings, beams and woodwork throughout. The craftsmanship, materials and hidden room in the main level office is beyond compare! The lower level provides all the activities you would expect in a property of this magnitude. Enjoy the indoor pool, sauna, exercise room, state of the art wine cellar and multi-purpose entertainment room with direct access to the exterior and the lower level garage. Every family member and guest will feel pampered by the upper level oversized bedrooms with ensuite baths and private balconies from every room. The Primary’s bedroom suite features 2 fireplaces, sitting room, intricate wood-paneled cathedral ceiling, private balcony and spa-like bath. The multi-slip deep-water dock with 8ft water depth is equipped with a boat lift,  jet ski lifts plus water and electric, perfect for the boating enthusiast and this Harness Creek setting provides quick access by boat to the Annapolis Harbor and the Chesapeake Bay. Located across the cove from Quiet Waters Park and across the street from the county's only vineyard  the serene peaceful views are preserved for a lifetime.
3235 Harness Creek Road
Annapolis, Maryland
  • 4 Beds
  • 8 Baths
  • 11,902 SqFt
  • 3.540 Acres
DO NOT TRESPASS on this private property.  SHOWING APPOINTMENT IS REQUIRED
Standing proudly on the banks of Annapolis’s South River, this classic shingle-style residence provides the ideal setting to enjoy the Annapolis waterfront lifestyle. It’s evident that no expense was spared with this stunning home – Purple Cherry Architects was both the architect and interior designer and the builder was GYC Group. Curated with the finest materials and finishes, this trophy home is in a league of its own. The awe inspiring architectural features create the quintessential look and feel of the perfect Annapolis waterfront retreat. Prominently situated on 2+ acres, this glorious site offers abundant privacy and 185' of premium South River water frontage which flows directly out to the Chesapeake Bay.  Savor the sunsets as they melt into the river from this prime western facing vista.  The exterior features gambrel roofs, diagonal divided lites in the windows and capped oval windows creating a delightful presence from the street and from the water.  Luxe finishes on the exterior including a cedar shake roof, shingle walls, and copper accents exude a sense of elegance, which carries into the interior. The craftsmanship of the extensive moldings, woodwork and built-in cabinetry sets the tone for this beautifully curated home.  The essence of Annapolis and romance of the sea is reinforced with maritime details throughout the home. Upon entry, visitors are met with a handcrafted compass inlay indicating true north while the extensive millwork—curved beadboard ceilings and built-in cabinetry and bookcases—evoke the character of shipbuilding. Upstairs, the children’s bunk room features boat-themed furnishings and beds complete with portholes. Host extravagant parties gathered around the spacious screened porch and spill out onto the pool deck and the luscious lawn to the waters edge or entertain with gourmet meals in the fully equipped and stunningly beautiful chef's Kitchen.  The main level Owner's suite with fireplace, luxurious bath and spectacular closet provides a quiet retreat for the owners and offers wonderful views across the water.   The 2nd level with elevator access features 6 bdrms plus 4 baths.  Completing this majestic property is the new stone rip-rap shoreline plus a deep-water private pier (9ft MLW) with multiple boat slips, a 10,000lb boat lift and a jet ski lift; everything a boating enthusiast needs plus the South River location is ideal for accessing the Annapolis Harbor and the Chesapeake Bay.  This magnificent residence is 100% move-in ready and being sold fully furnished.  The .56 acre lot which sits adjacent to this property conveys with the sale which offers the perfect location to construct a large garage, tennis court or possibly a guest house.  Located in the highly coveted Wild Rose Shores community on desirable Ferry Point, this property has everything you are looking for and more!
2701 Willow Hill Road
Annapolis, Maryland
  • 7 Beds
  • 6 Baths
  • 8,035 SqFt
  • 2.250 Acres
Exquisite 2 acre elevated vista with panoramic sparkling water views offers the ideal picturesque setting adorned with multi-million-dollar estates, sailboats, yachts and waterfowl. With walls of windows, skylights, and soaring ceilings this contemporary home is bathed in natural light and surrounded by captivating water views of the South River.  Staycation in style and soak up the sun on the private sandy beach with southern exposure.  Beautiful contemporary-style home with versatile floor plan that highlights the stunning location and frames the views from every room. Upon entering the home, the appreciation of the style and architecture captures your interest and as you walk into the open floor plan, the awe-inspiring fireplace, soaring ceilings and skylights accentuate the light and airy feel of the interior with light wood floors and walls and windows galore, creating a perfect backdrop to savor the spectacular scenery across the river . The main level features plenty of living spaces including the Great room, Family Room, Gourmet Kitchen, with adjacent sunroom/breakfast nook and spacious Primary's suite with ensuite bath, 2 walk-in closets and sliding glass doors out to the rear deck which provides views out to the waterfront. Head down to the lower-level walkout to find 3/4 bedrooms, 2 full baths and the waterside Game room with wet bar and fireplace. The perfect setup for either a vacation home with lots of guests or year-round family home. Relax on the spacious rear decks on the main level and enjoy the views or step out onto the patio from the lower level and directly access the private deck with hot tub or head down to the private sandy beach.  This property boasts seamless indoor/outdoor living which enhances the enjoyment of the waterfront lifestyle.  The yard is expansive and offers the ideal location to construct a pool; see rendering in photos.  Wimbledon Farms, on the Annapolis Neck peninsula, provides easy access to downtown Annapolis or to major commute routes yet the peacefulness of the area makes it feel like you are way out in the country. With only 19 homesites, the community is bounded by Harness Creek and the South River for sunrise and sunset views. There are periodic get-togethers and there is a large community marina on Harness Creek; a known protected and sheltered cove. This is the ONE! Don't let this opportunity slip away.
3363 Harness Creek Road
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 5,126 SqFt
  • 2.040 Acres
For those who seek a serene backdrop to an extraordinary life. Luxury Living on Spa Creek. With exclusivity and serenity, the South Annapolis Yacht Centre Residences combines premier waterfront living with spectacular contemporary design. Enjoy breathtaking views of Spa Creek, the Annapolis Harbor and the historic skyline of downtown Annapolis. This property offers a unique opportunity to own a beautiful waterfront custom home, artfully designed and curated by Pyramid Builders with the finest materials. Key features include: open floor plans; chef's gourmet kitchen; tall ceilings; and walls of glass to showcase water views from the elevated setting overlooking Spa Creek. The (SAYC) - Residence 5, is a single-family, detached home with over 4,600 SQFT of Luxe-living space with 3/4 bdrms, 4 baths, gourmet kitchen, gas fireplace, private elevator and multiple indoor/outdoor living areas.  A balanced combination of clean, modern materials invites natural light to flow through each Residence, creating a sophisticated open space feel. Enjoy endless options as each of the Residences are completely customizable. Pyramid Builders has been building custom homes for over three decades, delivering uncompromising craftsmanship, which ensures your legacy will live on for generations. The South Annapolis Yacht Centre provides an elegant boutique lifestyle in a marina village setting comprised of 11 Residences and a full-service marina.  SAYC is part of the rich Annapolis maritime heritage with 74 new deep water slips (12ft MLW+) to accommodate boats up to 140ft, extensive electrical supply options, waterfront boardwalk, travel lift & direct access to essential marine services. Enjoy the Eastport Lifestyle. Stroll the artful and nautical streets to amenities like; restaurants, pubs and street-end parks. Not to mention you are merely steps away from downtown Annapolis and Naval Academy attractions. Each Residence features waterfront decks & terraces, the perfect outdoor setting for dining al fresco and enjoying glorious sunsets over Spa Creek. Truly an ideal setting for watching the Blue Angels, 4th of July fireworks and the Parade of Lights. Absolutely the best Annapolis has to offer!  From this location, you are 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. 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. Come home to your Haven!  The South Annapolis Yacht Center is located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft.Meade/NSA and Washington, DC.
279 State Street
Annapolis, Maryland
  • 3 Beds
  • 4 Baths
  • 4,637 SqFt
  • 0.140 Acres
A boater's delight in the heart of Eastport! Waterfront homes like this rarely hit the market! This incredible 2018 Craftsman style home in Eastport offers 79 feet of water frontage, new, raised bulkhead (2021) and completely reconfigured FIVE SLIP, 70-foot, deep water pier by Dan Lerian (2021) on protected Back Creek. Situated on .23 flat acres, you're just steps away from your pier with endless activities on the water. The pier has held a 44ft sailboat and 66 ft Sabre comfortably. This home comes FULLY FURNISHED, complete with $163,000 worth of hardly touched, stunning, coastal furniture and artwork. The spacious eat-in kitchen and open floor plan on the main level with two living rooms and easy access to the rear deck allow for seamless entertaining and views from almost every room. To complete the main level, the room just off of the foyer can be used as an office, music room, or playroom. The configuration of this home can work for families of many sizes. With 3 to 4 bedrooms upstairs, a complete 2-level au pair or in-law suite above the detached garage with a separate entrance, and a fully finished lower level with walk out to the waterfront, the options are numerous. The owner's suite on the upper level offers views from the bedroom with balcony as well as the stunning primary bath and office. This home has achieved spacious yet cozy throughout. Tax records are incorrect, the home offers 3200 square feet above grade. 

Walk to everything Eastport has to offer! Enjoy the live music at the non-political Eastport Democratic Club, swim or play tennis at Safe Harbour Marina, stroll to the many pubs and restaurants like Davis' Pub, Forward Brewing, Boatyard, Baker's & Co. and many more. Welcome Home!
717 Chester Avenue
Annapolis, Maryland
  • 4 Beds
  • 6 Baths
  • 4,573 SqFt
  • 0.230 Acres
Seamlessly blending into the waterfront of Eastport in the maritime district of Annapolis, Maryland sits this multi-award winning modern masterpiece. Brought to life by Grid Architects, 908 Creek Drive evokes a one with nature vibration so many have attempted yet few have accomplished.  Deliberately designed to showcase the two greatest loves of the owners, sailing and art, the home is an elegant backdrop for each. The living space, shielded from the bustle of the street, gently nudges you to the rear decks and the water below. The award winning design is sleek and minimal, yet cozy and welcoming all at once. The use of natural woods throughout adds a warmth to the crisp, white walls and entire facades of glass. The floating stair beckons to the second level sleeping quarters and an office that spills out to the vegetated roof. Every element of the home was carefully considered and constructed of the finest materials while deliberate in its sustainability. The ease of life in this space is obvious as it stirs the soul to breathe in the salt air and contemplate a waterside lounge by the fire or a sail up the Bay.  Take advantage of views of Spa Creek for most of the year when foliage is not full while still maintaining a sense of privacy that is often hard to come by in city dwelling.  The proximity to all Annapolis has to offer by foot or boat makes this location ideal.  Garage parking for two cars with additional space in the driveway is almost unheard of in Downtown Annapolis! The fully retracting glass walls bring the outdoors in and more than double the entertaining space when all the way open on a gorgeous day or night.  This home oozes entertaining ambiance.  Think, "chic movie set" entertaining...And for the practical side of life, there is an excessive amount of storage.  The seamless design is meant to create a feeling free from clutter, yet you will not be lacking in places to neatly tuck items away with the well planned, custom, modular storage in the pantry and primary suite, the vertical storage in the garage and the massive climate controlled crawl space in the lower level.  This lower level would easily become extended finished space for a guest suite, wine cellar, theatre room or more. A full laundry room on the bedroom level is rare and oh so convenient.  A truly luxurious modern masterpiece to be envied by many and experienced by few. Riparian waterfront & private pier. 
Noteworthy features of the home: steel framing and steel elements throughout, hand troweled concrete countertops and hearth, radiant heat flooring in bathrooms, state of the art appliances and systems, Rinnai tankless water heater, wood burning fireplace, second floor laundry, custom wood and steel work throughout, a well designed pantry, amazing primary suite with spa bath and incredible closet, custom lighting, expansive balconies and decking, vegetative roofing, remote Lutron lighting and shades (very cool), security and camera system, deep water dock with electric and water, 8,000 lb boat lift, separate floating dock with paddle board stand, tandem 2 car garage, partially finished basement with room to expand, ample storage, unique plantings and metal landscape elements.
908 Creek Drive
Annapolis, Maryland
  • 3 Beds
  • 3 Baths
  • 2,396 SqFt
  • 0.200 Acres
AMAZING  VIEWS  FROM THIS GORGEOUS  WATERFRONT HOME IN THE SOUGHT AFTER COMMUNITY OF BAY RIDGE!  THIS COASTAL STYLE HOME IS SITUATED PERFECTLY ON LAKE OGLETON WITH HUGE VIEWS OUT TO THE BAY AND EXPANSIVE WATER SIDE YARD.  CASUAL ELEGANCE BEST DESCRIBES THIS SUN-DRENCHED HOME  WITH WALLS OF WINDOWS THROUGHOUT  & OFFERS 5 BEDROOMS, 4 FULL BATHS, GOURMET KITCHEN, TWO HOME OFFICES, CUSTOM MOLDINGS AND THE LIST GOES ON AND ON.  THIS HOME IS AN ENTERTAINERS DREAM.  WONDERFUL FLOW ONTO AN OVERSIZED DECK WITH AMPLE SPACE TO EAT CRABS OR BARBEQUE THEN MOVE TO THE SITTING AREA THAT OFFERS REMOTE SCREENS THAT LOWER TO THE DECK TO ENJOY LATE EVENINGS OVERLOOKING THE BAY.  125 FOOT PIER W/12,500 POUND BOATLIFT PLUS 1,500 POUND JET SKI LIFT.   PERMITS IN HAND TO EXTEND THE PIER ANOTHER 16 FT IF DESIRED.  THERE IS A R/O WATER SYSTEM AND WHOLE HOUSE GENERATOR & IRRIGATION.  TWO CAR GARAGE WITH PARKING FOR 5-6 CARS IN THE DRIVEWAY.   COME LIVE THE BAY RIDGE LIFESTYLE WITH COMMUNITY POOL(SWIM TEAM), BEACHES, MARINA, PLAYGROUND, 4TH OF JULY PARADES & MORE!  EASY COMMUTE TO BALT/DC AND QUICK DRIVE TO DOWNTOWN ANNAPOLIS
140 Lake Drive E
Annapolis, Maryland
  • 5 Beds
  • 4 Baths
  • 4,028 SqFt
  • 0.650 Acres
This custom, contemporary, waterfront estate was completely rebuilt from top to bottom in 2013 to dramatically bring the Chesapeake Bay into your everyday life.  Perfectly situated on just under an acre in sought after Beacon Hill, the home fits seamlessly into the row of stunning properties on aptly named ‘Shipsview’ Road.  The panoramic views of the Chesapeake Bay shipping channel, the Baltimore Light, and both Gibson and Kent Islands are unsurpassed from almost every room in the house.  The Northeasterly exposure spares the home from the strong heat of the afternoon sun creating an optimal climate both indoors and out.  The elegant mahogany entry doors welcome you into the vaulted great room with soaring windows that display the incredible views.  The curved staircase with custom iron railing and crystal chandelier add to the drama upon entry.  The sprawling layout consists of two wings making it an ideal set up for multigenerational living or hosting guests in comfort and privacy.  The wing to the West offers a main level waterside primary suite, a second large main level bedroom and a full hall bath.  Up the beautiful curved wooden stairway you will find two large water-view bedrooms adjoined by a spa bath.    Back on level one the large, eat-in, gourmet kitchen spills effortlessly into the great room and shares a fireplace with the cozy family room.  The stunning bay views are on full display throughout each of these spaces.  The wing to the East, accessed by a rear stair, is home to the second level primary suite with incredible views, a fireplace, a luxurious bath, two walk-in closets, a hall powder room and a charming office or 6th bedroom.  The main level back hallway is lined with floor to ceiling storage cabinetry and leads to the two-car garage with insulation, dry wall, custom lighting, custom floor treatment, a work bench, and an additional storage closet. A large laundry room features a chute from one of the primary closets above; the ultimate in convenience! The lower-level bonus space is ideal for a gym, music room or play room and the utility room adds even more storage.  The home is equipped with several modern conveniences such as a 4 zoned geothermal heating system, built in roller screens and a whole house generator. Beyond the rear deck the lush green lawn rolls gently to a custom stone sea wall and the ideal waterside dining spot. You will host quite a few memorable moments here in the years to come!  The private pier (undergoing replacement) includes a covered slip perfect for your bay run about. Location, craftsmanship, thoughtful layout, water views from almost every room and a private pier on the bay are just a few of the reasons you will not want to miss this truly one of a kind, waterfront gem. Tax record incorrect; actual square footage approximately 5,400 sq ft
1527 Shipsview Road
Annapolis, Maryland
  • 5 Beds
  • 5 Baths
  • 6,064 SqFt
  • 0.800 Acres
Whitehall Farm is a coastal farmhouse situated on 15 acres of rolling pastures on the water of Meredith Creek flowing into the Chesapeake Bay.  This estate had been in the same family since 1790 up until 2020 and was once a working farm and later a horse farm.  A long tree-lined idyllic driveway leads to a custom home that was built in 2001 with 4 large bedrooms, 2 and a half baths, a light filled living room with a wood burning fireplace and a wall of windows overlooking the lush, landscaped backyard, The dining room is open and flows into the chef's kitchen with a large island and a breakfast room.  Enjoy the water breeze as you have coffee on your screened in porch and watch the boats go by.  The second floor offers a large bedroom suite with cathedral ceilings and three additional bedrooms.   Excellent opportunity to keep horses at your home with two fenced pastures.  In season, the pastures are landing sites for geese. There is a 30' x 40' pole barn located on the property which would be perfect for storing boats and equipment. There is approx. 186 feet of water frontage on Meredith Creek.  An oversized 2 car garage with room for a wood shop, 2 stall horse run-in, tack room, small animal run-in, whole house generator, kitchen garden and an overabundance of storage...just to name a few of the many features of this beautiful home.  Building plans available for future expansion.  A short drive to City Dock and all that Annapolis has to offer.  Enjoy the peace and tranquility of nature in a very private setting.
1811 Whitehall Road
Annapolis, Maryland
  • 4 Beds
  • 3 Baths
  • 3,170 SqFt
  • 15 Acres
Unique Custom contemporary home boasts 5 levels, walls of windows with most rooms with waterfront views and every bedroom with private waterfront deck and water views. 
Rebuilt from foundation up in 1990 to maximize the panoramic water views of BROAD CREEK AND THE SOUTH RIVER...the rising sun, rising moon and setting sun.

 Sited on PORTER POINT this home commands the views of the South River to the Chesapeake Bay.  Deep water pier (8'-10' MHW), multiple boat slips with 10K boat lift is located on a protected cove on Broad Creek.  Waterside Gunite Free Form heated inground pool with built in color changing lights that brighten up the nighttime entertaining at poolside deck/patios. Enjoy practicing your golf game with the private Putting Green.  Hot tub on lower level deck off family room.  Whole house generator

 The community has easy access to downtown Historic Annapolis, 20 minutes to BWI Airport, 25 minutes to Washington DC and just as easy commute to Baltimore City... no bridge traffic 

Private setting off a long private driveway in a quiet community away from the rush of traffic yet near everything!!

Geo Thermal HVAC (3 units) replaced 2 years ago
2929 Southaven Drive
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 5,124 SqFt
  • 4.900 Acres
PRICE REDUCTION... This Coastal Living style home is all-encompassing Annapolis. You will love the selections, craftsmanship, layout and space that are all part of the most recent renovation. When it comes to waterfront its all about the views, and here is your 10 out of 10 view spanning from the Severn River, to the Chesapeake Bay Bridge all the way to the Eastern Shore. Located just minutes from your own private pier to Downtown Annapolis & Ego Ally by boat. While the house is non-riparian, it certainly feels otherwise with the sandy beach just a few steps right outside your door. The private pier is where you get the riparian waterfront, as an additional lot (2533 Carrollton) which is included as part of this sale, offers 25 feet of prime shoreline on Lake Ogleton where the water is deep and there is room for multiple boats. Enjoy watching the sailboats race without ever having to leave home. Launch your paddle board from the beach or set your feet in the sand, sit back and you may see a pod of dolphins swim past or the Pride of Baltimore sailing by, as the views are ever changing & always stunning. Located on a quiet and peaceful street and 1 of 5 properties at "Lands End"  where you have the best of both worlds; expansive water-views & a private pier on the protected waters of Lake Ogleton. The community of Annapolis Roads is part of a special tax district and includes some great amenities: small boat storage, boat ramp with pier, beaches, and a park that overlooks the bay and offers a playground, grill, pavilion, fire pit and picnic tables. Make sure to visit the video tour of the property!
2519 Carrollton Road
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 4,187 SqFt
  • 0.580 Acres
Under Contract Sight Unseen. Enjoy sparkling panoramic views of the Chesapeake Bay from this classic home in Bay Ridge.  Charming original details are found throughout including wood floors, moldings and the most wonderful wrap around porches in Annapolis.  The primary bedroom has unsurpassed views, a large bath, walk-in closet and access to the amazing 2nd level wraparound porch.  The house has only been owned by two families and has been lovingly maintained and updated. The lot, on the best location in the community, is among the biggest and features a beautiful garden with mature landscaping and perennials.  Just steps to a sandy beach, a few blocks to the fabulous pool right on the Bay or ride your golf cart to the marina and club house, playground, or ball courts including a pickle ball area. Detached garage and excellent storage. There’s something for every interest and age group in Bay Ridge, from the annual Fourth of July Parade, September Jamboree, historic events to the many clubs and activities arranged by the residents. Find out why it is the hottest neighborhood in Annapolis!
57 Bay Drive
Annapolis, Maryland
  • 3 Beds
  • 4 Baths
  • 1,800 SqFt
  • 0.370 Acres
Spectacular panoramic waterfront views in Annapolis' premier Bay Ridge community!!!  300 feet of stone revetment on waterfront property make bulkhead repairs obsolete!!  Dock has 5+ deep water slips with electric, boat lift and water.  New roof and gutters 2021.  A one of a kind property on the protected side of the peninsula!!
31 Sands Avenue
Annapolis, Maryland
  • 6 Beds
  • 4 Baths
  • 2,370 SqFt
  • 0.400 Acres
OPEN HOUSE SUNDAY, JUNE 5TH FROM 12-2 PM.   THIS 4 BEDROOM, 4 BATH COASTAL CRAFTSMAN WATERFRONT HOME HAS IT ALL!  
DESIGNED BY CATHY PURPLE CHERRY, THIS SPARKLING GEM FEATURES PANORAMIC WATER  VIEWS OF THE CHESAPEAKE BAY.  SELLERS HAVE INVESTED SIGNIFICANT $$ IN THE RENOVATION, AND IT SHOWS!
THE MULTI SLIP PIER HAS A NEWER 20,000 POUND BOAT LIFT, AND WAS LIFTED 4 FEET.  NEWER RIP RAP (APPROXIMATELY $50K).  4' + MLW,  (BUYER TO VERIFY.)   FEMA FLOOD INSURANCE $475 PER YR  AND IS ASSUMABLE FOR THE NEW BUYER!  SIT ON THE DECK OR IN YOUR WATERFRONT HOT TUB AND WATCH THE WILDLIFE PLAY AND THE BOATS RACE! FULLY FENCED LEVEL REAR YARD, AND A PRIVATE SANDY BEACH TOO. 
 MOST OF THE APPLIANCES ARE NEWER IN THE GOURMET KITCHEN, WHICH FEATURES A WOLF GAS COOKTOP, DOUBLE OVENS, TRASH COMPACTOR & BUILT IN ICE MAKER.  SPACIOUS FAMILY ROOM W/ A GAS FIREPLACE, AND NEWER CUSTOM BUILT INS WITH EXTRA STORAGE.  MAIN LEVEL BEDROOM SUITE (ALL BEDROOMS ENSUITE) WHICH IS CURRENTLY BEING USED AS A HOME OFFICE. GLEAMING HARDWOOD FLOORS  &  VAULTED CEILINGS.  CUSTOM WINDOW COVERINGS.   EXQUISITE OWNERS SUITE W/ A GAS FIREPLACE & DECK OVERLOOKING THE WATER.  "HIS AND HERS" CUSTOM CALIFORNIA CLOSETS WITH BUILT IN SAFE IN EACH CLOSET.  LOVELY SUPER BATH  WITH A JETTED SOAKING TUB AND  OVERSIZED MULTI HEAD SHOWER.  
BUILT IN SPEAKERS, SECURITY SYSTEM, NEWER EXTERIOR LIGHTING & DRAINAGE SYSTEM.
PUBLIC WATER & SEWER!  UPSTAIRS LAUNDRY ROOM W/ FRONT LOADING W & D. DETACHED TWO CAR GARAGE WITH EXTRA STORAGE.  LOTS OF BELLS & WHISTLES HERE!
IDEALLY LOCATED ON A QUIET STREET JUST MINUTES TO DOWNTOWN HISTORIC ANNAPOLIS & MAJOR COMMUTING ROUTES.  CONVENIENT PROXIMITY TO THREE MAJOR AIPORTS, SHOPPING, RESTAURANTS  ETC.  COME AND ENJOY THE LAND OF PLEASANT LIVING!
7015 Bay Front Drive
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 3,985 SqFt
  • 0.200 Acres
Glorious modern farmhouse stands proudly on prestigious Homewood Road. Over half an acre on the most coveted street in Annapolis. This is a rare opportunity to own a water view, water access, nearly new construction home in the Ferry Farms community, with an emphasis on seamless indoor-outdoor living.
Located just over the Naval Academy Bridge and adjacent to Greenbury Point and the USNA golf course, Ferry Farms allows quick access to downtown Annapolis, but in a quiet waterfront neighborhood setting on the Broadneck peninsula and without city property taxes. 
The previous home was torn down and this completely custom home was rebuilt in 2018, specifically designed for contemporary and comfortable coastal living. A large front porch overlooking the Severn River welcomes visitors to relax in a rocking chair and watch the boats sail by. The main section of the home is an open but intimate floor plan, designed for natural light and flow, with water views from all rooms in the front of the home. The gourmet kitchen is the beautiful star of this central area, with a perfect balance of utility, quality, and clever design. Off the main living area, a den with floor-to-ceiling glass offers views of both the river side and the garden side of the home. Remote blackout shades and French doors provide privacy when needed. The main floor continues on to a laundry and pantry room, with a work surface for folding and ironing, a utility sink, and extra kitchen storage. The door to the two-car garage is adjacent to the laundry space for convenience.
The right side of the home, consisting of a living room, bathroom, wet bar, and large loft room/4th bedroom, was designed as a flexible space to accommodate multi-generational living or working from home. Currently used as a home office, guest suite, and bonus room for video game tournaments, this apartment-style space is distinct from the rest of the home. The full bathroom and a wet bar with sink, refrigerator, and microwave allow guests or family independence and privacy.
The main floor owner’s suite is a warm and light-filled room, featuring a vaulted ceiling with white oak wrapped beams, up-lighting, and remote-controlled woven shades. The owner’s bathroom suite features a heated floor, a wide bank of cabinetry and counter space, two sinks, a private water closet, and an oversized walk-in shower. Two separate owner’s closets were designed to the inch by Closet America. 
Upstairs contains two bedrooms with generous closet spaces and dormer sitting areas, and a full bathroom with two vanities and a separate shower area.
The rear of the home features a wide porch with room for casual seating and outdoor dining, along with connecting bluestone pathways, a patio conversation area, and a majestic oak tree shading the grassy yard. The driveway enters behind the home from Ferry Farms Rd. with a two-car garage and plenty of off-street parking. 
The basement is an unfinished, conditioned space, with adequate head height and a large window egress.  Create a workout space, rec room, or possibly a 5th bedroom, if desired. The connecting stairway is open to be more attractive and to allow better flow between floors.
Take advantage of the two neighborhood options for launching a paddleboard or kayak, one across the street, and one at the end of Homewood Rd. There is a voluntary HOA. 
This home is a perfect weekend getaway or full-time residence. Commutable to DC or Baltimore metro areas, but a world away!
Buyer to verify square footage - reliable, but not guaranteed.
2018 Homewood Road
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 3,293 SqFt
  • 0.630 Acres
This Annapolis waterfront brick home is nestled on a private point of land on Lake Ogleton and has a deep-water pier (MLW 6ft) for 3-boat slips with floating dock. Located in the desirable waterfront community of Anchorage, this property is a rare find as they seldom come up for sale. There is quick water access to the Chesapeake Bay and the Severn River, and the property is 35 miles from Washington D.C., and 32 miles from Baltimore.

With 5-bedrooms and 3.5 bathrooms, and approximately 4,500 square feet of finished living area, this home has windows framing 180-degree panoramic water views and lots of natural light. The open layout floor plan features a gourmet kitchen with granite countertops, breakfast bar, and stainless-steel high-end appliances including a six burner Capital gas range, pot filler, prep sink microwave drawer, and warming oven. Numerous renovations include: enlargement and replacement of all windows, upgraded kitchen and bathrooms, owner’s bedroom expansion, custom built-ins, gas fireplace, breezeway build out with mud room, office space, butler’s pantry, fully finished lower level with bedroom, bathroom and recreation room with wet bar, deck expansion, and a refinished dock among others. Beautifully sanded and re-finished hardwood floors throughout the main and upper levels pull it all together.

The exterior offers plenty of room for entertaining, with a spacious waterside deck, fully fenced slate patio and beautiful landscaping – a gardener’s dream. The oversized two-car garage has space for three vehicles. Anchorage community amenities include: 49-slip marina on Lake Ogleton, swimming pool; a half basketball court; and racks for kayaks and paddleboards. It is a 10-minute drive from the Annapolis Historic district and less than five minutes from the 340-acre Quiet Waters Park.

This is a rare opportunity to purchase this waterfront gem located in one of the most sought-after Annapolis waterfront communities.
3102 Landfall Lane
Annapolis, Maryland
  • 5 Beds
  • 4 Baths
  • 4,460 SqFt
  • 0.420 Acres
Breathtaking Vistas from the edge of the Chesapeake Bay!  Luxurious end unit 4-level townhome with elevator.  Spectacular upgrades include gourmet kitchen and 4.5 updated bathrooms.  Hardwood floors throughout, 2 cozy fireplaces, lower level with custom wet bar and walk out to community beach.  Primary suite showcases custom cabinetry by skilled craftsmen, walk-in shower and double vanities.  Fourth level with full bath, 2 large walk-in closets.   Gated Community with numerous amenities including pool, tennis, marina, beaches and much more.  Association responsible for roof, siding, decks and stairs.
2157 Sand Castle Court
Annapolis, Maryland
  • 3 Beds
  • 5 Baths
  • 3,136 SqFt
Prime waterfront and panoramic views of the Chesapeake Bay and the Severn River located on arguably one of the best streets in the City of Annapolis! Southeastern exposure on Back Creek, this diamond in the rough is nestled between multi million dollar homes waiting for a renovation.  Proposed exterior drawings for a renovation available from Hammond Wilson Architects. Call listing agent for copies and details.
Value is in the land, location and views.  Rip wrap added five years ago. Located on the Horn Point Shoal with MLW of 2-3 Feet Property sold "AS IS". No repairs to be made by Sellers. Access to house only for extremely serious buyers. 
23 Eastern Avenue also for sale. MLS MDAA2032568
25.5 Eastern Avenue
Annapolis, Maryland
  • 3 Beds
  • 1 Baths
  • 1,254 SqFt
  • 0.130 Acres
Prime waterfront and panoramic views of the Chesapeake Bay, the Severn River and the mouth of Back Creek  located on arguably one of the best streets in the City of Annapolis! Southeastern exposure on Back Creek, this diamond in the rough is nestled between multi million dollar homes waiting for a renovation.  Proposed exterior drawings for a renovation available from Hammond Wilson Architects. Call listing agent for copies.
This property has two structures on it. Located on the Horn Point Shoal with MLW of 2-3 Feet.  Value is in the land, location and views.  Rip wrap added five years ago.
Property sold "As Is".
25 Eastern Ave also for sale. MDAA2032854
23 Eastern Avenue
Annapolis, Maryland
  • 2 Beds
  • 1 Baths
  • 1,984 SqFt
  • 0.140 Acres
One of the most beautiful homes in Downtown Annapolis is available for the first time in  50 years! Extraordinarily inviting & comfortable, this gracious home is the perfect blend of old & new. Large open rooms are highlighted by soaring ceilings and gorgeous original wide plank heart pine floors. Every room has exquisite detail such as crown molding, arched doorways, original trim, shutters, French doors and lovely mantles. Each bedrooms is charming and has its own special appeal and personality. Banks of windows along the back of the home open to the deep private garden with mature plantings and lovely landscaping---an absolutely perfect place to entertain or just relax with a book. The English basement features storage and two outstanding bonus rooms including the "Pub Room" with the fireplace and oven of the original kitchen.  Enjoy appealing views from every window together with panoramic vistas across all of Annapolis' unique steeples and domes to the Eastern Shore. Home is surprisingly tranquil and quiet and there are many great upgrades and updates. Even a private driveway for several cars and also deeded access to lower backyard from a private road off Newman Street.  All just steps to the City Dock & marinas and a few short blocks to The Academy.
114 Duke Of Gloucester Street
Annapolis, Maryland
  • 5 Beds
  • 4 Baths
  • 4,831 SqFt
  • 0.240 Acres

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