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.


Commercial Center
Sports Complex
Medical Centers

School Information:

Annapolis Middle School
St. Mary Elementary School

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
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
Exquisite St Margaret's waterfront estate sited on an  elevated 2  acre wooded lot with deep water on Mill Creek, sparkling water views and a  salt water pool. Located at the end of a private cul-de-sac that abuts a 120 acre farm preserved in a land trust,  you will find a private circular driveway with an oversized side entrance garage providing ample parking for guests that leads to a spacious, stately,  custom Williamsburg Colonial built  in 1988.  The residence features  6 bedrooms, 5 full and 2 half baths and even includes a 2 Bedroom apartment above the garage providing  ample space for in laws,  a nanny or a private office retreat.  The home boasts refinished pine floors,  4 fireplaces, crown moldings, spacious living spaces and a great floor plan for entertainment. The kitchen is equipped with an oversized island, stainless steel appliances,  granite counters and cherry cabinets. The family room addition was completed in 2008 and opens to the pool patio and a deck with long  waterview's. An elegant formal Dining Room and Living Room with wood burning fireplaces and a spacious main level library provides ample space for elegant living. The second floor features the primary suite with sitting room, spacious bath,  walk in closet and private waterside balcony that was added in 2008. Two additional bedrooms share a spacious recently renovated bath along with a 4th ensuite bedroom. Two additional bedrooms,  a full bath, a common work area and cedar closet complete the 3rd floor. The lower level recreation room, bar, and custom wine cellar have waterview's and an outside entrance in the front and rear.
1865 Milvale Road
Annapolis, Maryland
  • 6 Beds
  • 7 Baths
  • 7,637 SqFt
  • 2.010 Acres
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
Come explore the shores of Bay Ridge.  As Annapolis's premiere waterfront community, Bay Ridge boasts an Olympic-sized swimming pool, a marina with 120 slips, and a private clubhouse.  Serving as home to the Chesapeake Bay Foundation, this community stewards and embodies all of the finer aspects of living on the Chesapeake.  With miles of shoreline, private beaches, and breathtaking views, Bay Ridge has become the preferred place for generations of families to call home.  Annual parades, festivals, and community events fill the calendars of the welcoming residents and guests alike.  This neighborhood is where everyone wants to call home.  Completed in the Fall of 2022, this home has served as a model for Whitehall Building & Company, Annapolis' largest waterfront home builder.  Comprising 5k sq. ft. of space under roof, it includes 4k sq. ft. of finished space, an oversized 3-car garage, 5BR, and 5.5 baths.  The Elevator, walls of windows, and well-appointed finishes of this luxury residence will appeal to buyers from all generations. Completing this offering is a well-groomed, large .44 acre meticulous yard with WIFI irrigation leading to a new pier and 10k lb remote-controlled boat lift.  Please note the required 12-month lease back will generate additional income saving you the time and energy required to permit, design, and build a comparable new home. (See video.  Sale includes both 90 and 92 E Lake lots)
90 Lake Drive E
Annapolis, Maryland
  • 5 Beds
  • 6 Baths
  • 4,204 SqFt
  • 0.440 Acres
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
Introducing a truly exceptional residence in the coveted Wardour neighborhood – a 9000+ square foot haven of luxury living across 3 spacious levels. This stunning home boasts a grand 2-story marble entry with a curved staircase, setting the tone for the refined elegance that awaits. The traditional floor plan offers a cozy family room with exquisite molding details and luxurious Living room with stunning architectural details including coffered ceiling and you'll find comfort and warmth with fireplaces gracing both spaces. The heart of this home is the expansive kitchen featuring high-end appliances, an abundance of cabinets and counter space and large curved island, ideal for culinary enthusiasts.  The adjoining dining room and the breakfast nook in the kitchen provide plenty of gathering space for the largest of dinner parties. The music room/sunroom bathes in natural light, creating an inviting atmosphere for relaxation. Step outside to your own paradise – a heated, saltwater pool surrounded by expansive decking and an integrated hot tub, perfect for entertaining or unwinding in style. The finished basement adds to the allure, offering a bedroom, full bath, and an additional 2400 sqft of livable space. Upstairs, discover a haven of tranquility with 5 bedrooms.  With soaring ceilings and tons of natural light the bedrooms are sure to please a large family or guests. Two bedrooms enjoy private ensuites while the additional 2 bedrooms share a well appointed bathroom with enormous shower.  The primary bedroom suite is a masterpiece of luxury. Cozy up in front of the fireplace on a chilly evening, relax in the sitting area and unwind after a long day in the spa-like bathroom with dual vanities, walk-in shower, make-up area. Wardour's charm extends beyond the property lines, with a voluntary HOA providing access to the Severn River and a community beach. This home is a testament to refined living, where every detail has been carefully considered to create a residence that exceeds expectations. Welcome home – where luxury meets lifestyle.
211 Norwood Road
Annapolis, Maryland
  • 6 Beds
  • 7 Baths
  • 9,220 SqFt
  • 0.980 Acres
This exclusive waterfront townhome on Spa Creek/Annapolis Harbor offers what can be considered the best views in Eastport, offering unobstructed views of the Naval Academy, the city skyline, Capital Dome, the Yacht Club, and more across the Harbor, with the Severn River to the East. These views can be enjoyed from almost every room in the house, as well as from two private balconies, the teak deck and courtyard. Enjoy your 50" deep water slip (10 ft MLW) just steps from your back door. Inside you will find over 2800 sq ft of magnificently renovated, light filled space, complete with radiant heat wide plank oak flooring throughout, floor to ceiling transom windows, Waterworks hardware, custom lighting, power retractable blinds, built-ins, and much more. The designer kitchen offers honed marble counters, an expansive island, top of the line appliances including a La Cornue French range, abundant cabinet space, wine cooler, and built-in refrigeration drawers. The luxurious owners suite offers stunning water views, luxe bathroom, beautiful walk-in closet, and a private waterside balcony. The upper level family room is simply incredible, offering a Lepage retractable door system leading to a deck perched above the water for optimal views of the boat parade, fireworks, Blue Angel flyovers, and other Annapolis happenings. This level is completed by a gorgeous guest suite that can sleep a family of four. A one car garage is complimented by two additional driveway spaces, and there is guest parking in the private lot as well. This magnificent property offers turnkey luxury in one of Eastport's most desirable locations.
306 First Street
Annapolis, Maryland
  • 2 Beds
  • 3 Baths
  • 2,881 SqFt
  • 0.040 Acres
Jenkins Lane is a private and exquisite property on deep water, Whitehall Creek with easy access to the Chesapeake Bay. The electronic gated entrances takes you down a tree lined driveway covering over 5 acres leading to a side entrance oversized 2 car garage with plenty of ample parking for guests. There is over 900 feet of waterfront that is all bulkheaded. The private pier has a 10,000 pound boat lift, 3 slips, water, electric and 6 feet MLW.  The grounds are well designed, with large patio and waterside salt water pool. The unobstructed and sweeping views of the creek are difficult to duplicate anywhere with picturesque sunsets included! This recently renovated home offers an open floor plan with chefs kitchen, premium SS appliances and large island.  There is a screen porch with a spa/hot tub located just outside. The lower level boast a large entertainment area with full bar, wine closet, new full bath and plenty of storage space to store your belongings.
This is truly a special property that has a .66 of an acre potentially buildable lot included with the sale.
543 Jenkins Lane
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 2,705 SqFt
  • 4.950 Acres
Exceptional Waterfront Estate in Annapolis: A Rare Boater's Paradise
Prime Waterfront Location: Discover this boater’s dream house, uniquely positioned on Clements Creek at the junction of Severn River. Featuring a deep water pier with an impressive 11-foot depth, it's ideal for large sail or power boats. This rare opportunity offers the only waterfront home in the Downs for sale in nearly 3 years, situated on a large, nearly 2-acre parcel.
Stunning Architectural Design: The home greets you with a stunning entry, showcasing floor-to-ceiling windows that open up to a panoramic water view. Non-load bearing wall in the kitchen offers the potential to open the kitchen into the living room.  With 7 rooms, including the main living area and master bedroom, providing direct water views, this home blends luxury with nature seamlessly.
Elegant Interiors & Thoughtful Renovations: Enjoy expansive outdoor living with over 2000 sq feet of decking, updated in 2022 with new wire railings and deck surface. The home underwent a significant renovation in 2016, featuring architect-designed windows imported from California to maximize views. The south-facing main room and kitchen are bathed in sunlight, complemented by new hardwood flooring (2019) and a brand new Jack and Jill bathroom.
Luxurious Master Suite & Modern Amenities: The master suite boasts a custom-designed bath, closet, and dressing room with heated flooring, a skylight, an extended double-sided glass shower with adjustable jets, a soaking tub, and double vanity sinks. 
Gourmet Kitchen & Formal Dining: The chef-style kitchen, overlooking the water, includes new appliances, Italian designer tiles, and ample cupboard space. The property also features a beautiful hexagonal formal dining room and a cozy den with a three-sided pier fireplace, added in 2021, which enhances the ambiance.
Landscape & Exterior Features: Rivendell Landscapers recently renovated the landscape, adding retaining walls and flood protection. The exterior was refinished in 2016 with a metal roof, faux cedar shake siding, Allura cement board on the south face, and cedar vertical siding. Parking for 14 cars is available, along with a custom automated 2-car garage door.
Efficient Systems & Community Amenities: The home includes a new heat pump (2020), independent dual zone heating/cooling, and an updated water treatment system (2021). The prestigious Downs Homeowners Association offers several amenities including a pool, clubhouse, two marinas, tennis courts, and a swim team.
Additional Luxuries: Notable features include a long pier with capacity for 3 large boats, a sophisticated water treatment system, two separate staircases, elevator ready, a walk-in cement vault, refrigerated wine storage, and full riparian rights.
This property represents a blend of luxury, convenience, and unparalleled waterfront living, offering a unique opportunity to own a piece of the Chesapeake Bay's finest residential properties.
1486 Downham Market
Annapolis, Maryland
  • 6 Beds
  • 5 Baths
  • 5,020 SqFt
  • 1.860 Acres
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
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.
702 Warren Drive
Annapolis, Maryland
  • 3 Beds
  • 2 Baths
  • 2,625 SqFt
  • 0.250 Acres
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.
400 Ferry Point Road
Annapolis, Maryland
  • 4 Beds
  • 3 Baths
  • 5,814 SqFt
  • 1.150 Acres
Welcome to 139 Spa Drive, a Beautiful, Newly Constructed WATERFRONT Coastal-
Inspired Single Family Craftsman home with one-car garage located on Spa Creek. Entertain friends and
family in style and comfort from your spectacular, open floor plan offering massive walls of windows on
each of three fully finished levels overlooking Spa Creek and your private pier. The custom kitchen
features shaker cabinets, quartz countertops, custom tile backsplash, a full complement of Bosch
appliances and a massive center island with seating and storage. Spend your fall and winter cozied up in
the Great Room with access to a large deck overlooking a panoramic view of Spa Creek. The upper level
includes a luxurious primary suite with a waterside balcony, gas fireplace, walk-in closet (ask about the
additional upgrade options) and a spa-inspired primary bath with double vanity, free-standing soaking
tub, frameless glass walk-in shower, and linen closet. There are two additional spacious bedrooms each
with beautifully appointed bathrooms and a coveted 2nd-floor laundry room with storage. The 1,300 sq ft
finished lower level is perfect for entertaining. The sun-filled, oversized walk-out recreation/family room
is plumbed for a wet bar (ask about ice maker and beverage chiller allowance) and walks out to patio and
professionally landscaped yard. Just think, no more docking at the marina or stopping at the store to get
ice for your boat cooler! The lower level also includes a full bath, egressed 4th bedroom, and 2 storage
areas. Seller is offering allowances toward the purchase of a washer and dryer, wet bar in the basement
and primary walk-in closet fixtures. Custom features include 2x6 construction, exterior Hardi Plank siding
and stone accents, Anderson high-efficiency windows, metal roof, 9 ft ceilings throughout, solid wood
interior doors, extensive architectural detailing, engineered hardwood floors, paver driveway, bluestone
front porch and rear patio, 3 separate zones for heating and A/C, propane tank fueling the two gas
fireplaces as well as the kitchen range, full house sprinkler system with recessed heads, front and rear
professionally landscaped yard with indigenous MD plants. Boating enthusiasts will enjoy the 90 ft. long
and 16 ft. wide slip with 54 ft. finger pier plus 220 ft. platform, equipped with power and water with a 4.5
ft. MLW. The bulkhead to be replaced during pier renovations with like-kind materials. Permits in hand
and design available for review (included) Lifestyle amenities include walkability, biking, boating to fine
dining and shops. Easy commute to Washington DC and Baltimore. 
  4 year Old Republic Home Warranty
139 Spa Drive
Annapolis, Maryland
  • 4 Beds
  • 5 Baths
  • 4,628 SqFt
  • 0.210 Acres
Exquisite Contemporary Colonial home in the highly coveted Downs on the Severn community! This stunning residence is situated on a premium 1 acre lot with captivating water views of Clements Creek and the community marina, offering a truly idyllic setting. Inside, the home boasts impeccable attention to detail, highlighted by gleaming wood floors, cozy fireplaces, stacked stone accents and walls of windows framing the water and nature views. The thoughtful floor plan provides the best of both worlds with the formal areas; home office, dining room and living room transitioning into an open floor plan showcasing the family room, gourmet kitchen and breakfast nook . The perfect layout for gatherings large or small. Spacious, light-filled kitchen with large island and high-end appliances will please even the most seasoned chef.  Enjoy the cool summer breezes from the screened porch or relax year round on the expansive decks on all three levels, providing ample space for outdoor enjoyment by family and guests. Step into your private oasis as the backyard beckons with a refreshing heated pool, expansive pool deck, and a beautiful view; perfect for lounging. Create lifelong memories in the comfort of your own outdoor haven. Ascend the stairs to discover generously sized bedrooms, including the luxurious primary suite with water views, fireplace, private balcony and a generously sized spa-like bathroom with natural light pouring in from the skylight. The fully finished lower level adds another layer of luxury, offering an additional 1,800+ sqft of living space.  The party ready wet bar with plentiful seating, sliding doors opening out to the pool deck, full bath, exercise room, cozy fireplace and tons of storage is the epitome of indulgence. Completing this magnificent property is lush mature landscaping, a 3-car garage with motor court, close proximity to the marina for the boating enthusiast and the joy of being part of a wonderful community filled with amenities. Embrace the ultimate in waterfront living with access to a clubhouse, tennis/pickleball courts, a community pool and 2 deep water marinas,  – all part of the desirable amenities within this water-privileged community. Seize the opportunity to make this exceptional residence your home. Welcome Home!
833 Coachway
Annapolis, Maryland
  • 4 Beds
  • 5 Baths
  • 6,791 SqFt
  • 1 Acres
Fabulous waterfront property on desirable Childs Point Road provides the perfect setting for your new dream home. It is a bucolic drive past estate homes to this very special location. The owners have built an incredible dock complex with room for several power and/or sailboats. The water depth is 8 ft and it’s a 12-minute ride to the mouth of the South River (where it meets the Bay). It's also fun to poke around the creeks on the South River, or tie up at a local crab house that is literally a five-minute ride by boat. With 178 ft of waterfrontage on Church Creek, 924 Childs Point has had a perc test for a 3500+ SF home and engineering showing a waterside pool. Spend a day on the Chesapeake Bay and come home to your luxurious new home. Close to town but in a very serene and private setting, this property will be the basis for years of waterfront enjoyment.
924 Childs Point Road
Annapolis, Maryland
  • 3 Beds
  • 3 Baths
  • 3,005 SqFt
  • 1.120 Acres
Just a stone's throw away from Historic downtown Annapolis is "Paradise Found."  1.486 acres w/ a spacious custom built home waiting for your finishing touches.  From the time you enter the front door, you can see the water.  There are 3 levels, including a full basement with a waterfront walk out.  All stories have high ceilings & are pre-engineered with Radiant Heat.  There are 2 geo-thermal heatpumps.  The trim work in this home is incredible, designed & built specifically for this site. Note the 9+' arches, custom doors & open floor plan. Some of the wood was milled from this lot.  The rooms are all very large w/ windows galore,  rendering lots of natural light & wonderful views.  The front yard has been prepped for a putting green & has a sprinkler system.  The wrap around porch accesses the home in 2 spots, great for a separate home office entry.  The super sized gourmet kitchen offers a 6 burner gas range, dbl wall ovens, Sub-Zero refrig., new Bosch dishwasher, icemaker & more, w/  gathering places, storage, desk area, granite & Corian counters, flowing into casual dining, formal dining, family room & outside porch, all overlooking the waterfront. The large formal living room also faces the waterfront.  There are 3 garage bays & doors & a playground all set up. Enjoy the fire pit & pull up your kayaks & paddle boards at the water's edge.  Sellers have a current AAC pier permit.   Great location!  Close by boat, car, golf cart, bike, etc to fishing pier, marinas, 2 seafood restaurants, Navy Golf Course, local stores & downtown fun.  Sellers regret leaving before their dream home is complete.   Rear upper porch is in the process of being replaced at Seller's expense.  There is a rough in for a luxurious water view primary bath & a few other unfinished projects.
357 Forest Beach Road
Annapolis, Maryland
  • 6 Beds
  • 4 Baths
  • 5,196 SqFt
  • 1.490 Acres
The charm of Bay Ridge "Water-View"  in the 1930's transformed to fit todays lifestyle situated on a fantastic .34 acre lot. Fabulous Kitchen Re-Design, Total Reconstructed Living Room w/Coffered Ceiling engineered  for weight bearing  of Hot Tub above, Master Bedroom Re-Design including new loft area  & Upper-Level roof Deck with GREAT WATER-VIEW! Exquisite custom Mater Bathroom &  Shared Bathroom 2nd level, Hardwood Flooring, Spacious rooms, See Home Improvements List in MLS Documents for FURTHER DETAILS!,  plus decks off kitchen and overlooking the spacious backyard  for entertaining etc.  MUST SEE! DON'T MISS THIS OPPORTUNITY!    The Bay Ridge Lifestyle is unmatched in all of Maryland! STEPS to COMMUNITY  POOL/Clubhouse w/ Watercraft storage racks , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA W/TRAILS AND  ACCESS TO BLACKWALNUT CREEK, A TRUE GEM!  Walk to Community Marina, Playground, Basketball/Pickel Ball court, Kayak racks ,Baseball/Soccer, Lacrosse Field!! Whether you're a SUP enthusiast, Dog Walker, Hiker,(PRIVATE Trails in the BIG WOODS!), Runner, this Neighborhood has it all! ,Call LA  who Lives in the Neighborhood and is the TRUE Bay Ridge Specialist for further details, Joining the Bay Ridge Civic Association is Voluntary.
7 Herndon Avenue
Annapolis, Maryland
  • 5 Beds
  • 4 Baths
  • 3,745 SqFt
  • 0.340 Acres
Introducing a Unique Waterfront Home Opportunity in Annapolis

We are excited to present an exceptional real estate offering in Annapolis that combines the beauty of waterfront living with the expertise of Caruso Homes, one of the leading names in luxury home construction. This exclusive project brings together two lots, providing the perfect canvas for constructing your dream waterfront home. To make this opportunity even more enticing, buyers have the advantage of qualifying for a construction-to-perm loan.

Kingsport II Craftsman: A Blend of Elegance and Versatility

The Kingsport II Craftsman is an updated and enhanced version of our most sought-after estate home, known for its versatility and timeless appeal. Starting at a generous 3,436 square feet, this home can be expanded up to an impressive 7,288 square feet, offering abundant space for luxurious living. With its customizable features and thoughtful design, the Kingsport II Craftsman truly allows you to bring your vision to life.

Exquisite Exterior Options

The home offers a range of exterior elevations to suit your personal taste, including traditional, brick and stone combination, and craftsman styles. Each elevation exudes its own unique charm, adding character and elegance to your waterfront oasis.

Unparalleled Interior Grandeur

Step inside the Kingsport II Craftsman and be greeted by a breathtaking two-story foyer, setting the tone for the grandeur that awaits. The two-story family room provides a stunning focal point, creating an inviting space for relaxation and entertainment. For those in need of additional accommodation, an optional in-law suite is available to suit your specific needs.

Gourmet Kitchen and Luxurious Owner's Retreat

Upgrade your culinary experience with options to transform your kitchen into a gourmet or chef's haven. Immerse yourself in luxury within the owner's retreat, where you can design your own personal sanctuary. Features such as a sitting area, fireplace, multiple walk-in closets, and the choice of our most exciting Caribbean or California spa bath await your indulgence.

Endless Possibilities for Customization

The Kingsport II Craftsman offers boundless opportunities to personalize your home to perfection. Create your ideal basement for entertaining with options such as a theater room, wet bar, and a den or 5th bedroom. Our team will guide you through the customization process, ensuring that every detail reflects your unique style and preferences.

Pricing and Customization

The listed price includes the Lot Price, House Base Price, Selected Options, and estimated engineering, site work, permits, and utility connections, collectively referred to as "Lot Finishing Costs." It is important to note that upgraded options and custom changes are additional. Please keep in mind that some of the photos may showcase optional features that are not included in the base price.

Don't miss this extraordinary opportunity to own a waterfront home in Annapolis that seamlessly combines luxury, craftsmanship, and natural beauty. Contact us today to explore the endless possibilities and make this elegant home your own.
1009 Dulaney Lane
Annapolis, Maryland
  • 5 Beds
  • 5 Baths
  • 0.470 Acres
A contemporary jewel box on Fishing Creek overlooking the Chesapeake Bay! Every detail throughout the home was meticulously thought out and beautifully executed to create a gem of a home that takes advantage of the endless views. The interior gleams with curated, modern finishes with stunning features including 2 story living room with tons of natural light, wide staircase and coveted rooftop terrace. As you arrive at the property, take in the tranquility of being nestled between the South River and Fishing Creek in the wonderful Oakwood community on the Thomas Point peninsula.  Conveniently located just steps from the entrance to Thomas Point park allows you to enjoy acres of nature trails, picnic areas and pavilion right out your door. The contemporary architecture, lush landscaping and stone walkway welcome you into the home. The warm wood floors, high ceilings, natural sunlight and open floor plan greet you with a sense of serenity.  The home features an amazing gourmet Kitchen with granite countertops and island. The visually pleasing design coupled with the high end appliances are sure to please everyone. The only view more inspiring than the kitchen is the endless water views across Fishing Creek out to the Chesapeake Bay that can be enjoyed from almost every room in the house. Cozy up around the fireplace in the living room on a chilly winter evening or open the sliding glass door on a warm summer night to let in the cool breezes from the water. The main level office with adjacent full bath can easily house overnight guests and the 2 bedrooms on the upper level with shared full bath makes this property perfect for year round residents or weekend getaways. Supplementing the interior is over 1,000 sqft of exterior living space including the deck, patio and amazing rooftop terrace. Enjoy the outdoors by throwing a crab feast on the paver stone patio and the rear deck while soaking up the sun, watching the boating activity on the Bay and around the Thomas Point lighthouse in the distance.  Host amazing gathering on the roof top terrace and gaze at the stars and the twinkling lights across the Bay late into the night. Enjoy the waterfront lifestyle and feel like you are on vacation every day! Welcome Home!
3803 Thomas Point Road
Annapolis, Maryland
  • 3 Beds
  • 2 Baths
  • 1,968 SqFt
  • 0.330 Acres