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

Set on 23 private acres overlooking a gracious bend of the Severn River, 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. Of stunning architectural beauty, this unusual home, modeled after the James River Plantations, is the result of a mammoth and complex renovation that brought it back to its classic Georgian style yet with an acknowledgment of the owners' 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. Featuring spectacular 270 degree river views, the extraordinary estate contains a total of seven bedrooms, eight bathrooms and eleven fireplaces, formal dining room and formal parlor, commercial size gourmet kitchen, oversized ballroom, conservatory, family room, library, music room, indoor spa, game room, wine cellar, catering kitchen, work shop, a secret vault, nine car garage, roof garden, pool pavilion, 60-foot infinity edge pool, tennis court and direct access by funicular to a 6 slip private dock with boat lift.  Additional structures on the property accommodate a three bedroom, two bath-guest/staff house, an Asian tea house and mechanical facilities.
1604 Winchester Road
Annapolis, Maryland
  • 7 Beds
  • 13 Baths
  • 35,435 SqFt
  • 22.520 Acres
This Grand French Manor, curated with imported materials from Bourdeaux, stands proudly on the banks of the Severn River just minutes away from downtown Annapolis and the Chesapeake Bay.  Deceptively ample in scale, and tucked away on a quiet dead-end street in the premier residential enclave of Wardour, one of Annapolis' most sought-after neighborhoods.  This trophy home is in a league of its own, achieving unparalleled scale and quality which seamlessly merges into the backdrop of an already exceptionally rare 1.6-acre expanse with 185' of private water frontage. Beyond the gates sits a circular arrival court with a beautiful central fountain and three-car garage. With unsurpassed attention to architectural details, this magnificent home welcomes guests to a sun-drenched foyer with soaring ceilings centered by breathtaking views of Weems Creek and the waterside pool area.  Spanning 10,000 square feet with seven bedrooms, five full baths, and two half baths - the newly updated interior includes dramatic entertaining areas, complete with three fireplaces, 700 bottle wine cellar and stunning water views from almost every room.  Interior design inspired by former Ralph Lauren stylist, Isaac Mizrahi, Calvin Klein, and Donna Karan designers.  The exquisite NEW chef style kitchen is appointed with "Waterworks" ultra-premium cabinetry and hardware, massive center island and commercial grade appliances.  The covered terrace which overlooks the NEW 25' x 50' pool and in-ground hot tub is the perfect place for al fresco dining while enjoying glorious sunset views. This extraordinary residence is surrounded by classic gardens with paved areas ideal for outdoor living and entertaining.  Strategically placed landscape lighting illuminates the double gated entry, circular drive, sparkling fountain and waterside lounge area, setting an impressive stage for the elegance within. The deep-water dock (8ft water depth) is equipped with a 40,000 boat lift, dingy lift and a floating pier, perfect for the boating enthusiast plus the Weems Creek setting provides quick access by boat to the Annapolis Harbor and the Chesapeake Bay.  Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, DC and just a few short blocks to West Annapolis' charming commercial district's restaurants & shops.  This true "Legacy" property offers the complete package: privacy, convenience, security, beauty and comfort.  To explore the property without leaving your home, be sure to view the HD Video Tour: https://youtu.be/vUs31sMXPQU
225 Wardour Drive
Annapolis, Maryland
  • 7 Beds
  • 7 Baths
  • 9,944 SqFt
  • 1.590 Acres
Every property tells a story,  Stonewater is unique and distinctive, perfectly situated on nine gated completely private acres. This dream home was carefully designed by renowned Architect Wayne Good. For two years the original owners lived in the adorable guest cottage watching their mansion come to life, one handcrafted door, molding, and beam at a time.  Each stone was individually chosen and strategically placed to bring out the grand English Tudor feel from across the pond.  Individual fireplace mantels were selected from England dating back to the late 1600's. Each work of art was then shipped over and placed around the delicate design of each room.  Every detail crafted and carried out by prominent builders Smith & Orwig can be noted in the plaster ceilings to the carefully placed outlets.  Along with traditional Tudor style you will find rare wide plank quarter-sawn oak floors.  Moving outside, the family decided just as in the grand style of the home, they would have the largest pool in Anne Arundel County, and they did.  The waterfront sits eighty five feet above sea level, no tram needed here.  The dock offers seven boat slips with eight to ten feet of water and a boat house that can never be permitted again.  The current owner has loved and enjoyed this home. And is now ready to hand over the reins to someone who will appreciate the quality and architecture as he has.
869 Childs Point Road
Annapolis, Maryland
  • 9 Beds
  • 9 Baths
  • 12,459 SqFt
  • 9.340 Acres
Each home tells a story,  Silver Maple Manor is a waterfront and equestrian estate, perfectly situated on 7.92 acres. This dream home was artfully designed by renowned Architect Scarlett Breeding and lovingly built by West River Builders in 2002. This perfectly maintained home shows like new construction. Every detail was thoughtfully chosen to highlight the views and grandeur of the entire property. You will find only the finest in materials throughout the house, no detail was spared. The waterfront offers four large boat slips with two boat lifts. The boathouse is a work of art in itself, adorable handcrafted shutters, magnificent cedar construction and a level of cabinetry rarely found in many main houses. The water depth allows for both sail and powerboats, with ample room for both plus friends. The barn also spared no expense, plenty of room for future stalls, conditioned tack room or overnight additional guest suite. The barn includes a traditional hayloft and has a separate and larger driveway for horse trailers. This home is perfectly designed for entertaining with ample parking and plenty patio and glamorous screened in porch space. Easy commute to all Washington DC area airports and minutes to Historic Annapolis.
948 Melvin Road
Annapolis, Maryland
  • 6 Beds
  • 8 Baths
  • 9,681 SqFt
  • 7.920 Acres
From its privileged position on the South River, this extraordinary residence offers commanding views and water access by a private pier, dock, and five lifts that are all just steps away. Offering an exquisitely private setting and idyllic location, this waterfront property offers perfected recreation, relaxation, and luxury living all at once.Enjoy panoramic water views, spectacular sunsets from a wrap-around deck and a tram ride to the water~s edge from every level.  The walk-out lower level provides full daylight, private entry and water access. The expansive interior lower level has one luxury bedroom suite and a second could easily be added with plenty of full daylight living space to spare for a total of four bedrooms.Thoughtfully designed and completely remodeled by a local architect, this modified rancher now offers a light-filled open plan, nautical details, feature lighting and upgrades at every turn.  Work at home, play at home, and find respite at home on the South River.  Come home to perfected living, supreme privacy, endless amenities and luxury upgrades for living and entertaining at every turn. Seller is confident a pool can be built as well!
2920 Southwater Point Drive
Annapolis, Maryland
  • 3 Beds
  • 4 Baths
  • 5,559 SqFt
  • 1.780 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 4, 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.  Contact listing agent to find out more, request pricing, or to schedule a visit.  With only a limited amount of Residences remaining, NOW is the time to own your waterfront escape!  To explore the property without leaving your home, be sure to view the HD video tour: https://youtu.be/g-yd_BtI81M
279 State Street
Annapolis, Maryland
  • 3 Beds
  • 4 Baths
  • 4,637 SqFt
  • 0.140 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; gourmet kitchen; tall ceilings; and walls of glass to showcase water views from the elevated setting overlooking Spa Creek. The (SAYC) - Triplex, Unit 1 offers over 4,000 SQFT of Luxe-living space with 3 bdrms, 4 baths, chef's 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.  Contact listing agent to find out more, request pricing, or to schedule a visit.  With only a limited amount of Residences remaining, NOW is the time to own your waterfront escape!  To explore the property without leaving your home, be sure to view the HD video tour: https://youtu.be/g-yd_BtI81M
287 State Street 1
Annapolis, Maryland
  • 3 Beds
  • 4 Baths
  • 4,022 SqFt
From sunrise to sunset....inspiring water views, majestic blue herons, Bells of St. Mary's and a panorama of historic domes across your horizon,  this elegant waterfront home is the perfect blend of comfortable Southern charm and fresh Coastal living.  Tucked away on a quiet enclave of homes on one of Eastport's most coveted streets, this classic home is located on picturesque Spa Creek.   Featuring stunning views from almost every room,  several open decks and a delightful screened porch this property is ideal for entertaining, hosting special events and enjoying the unparalleled waterfront lifestyle.  You will experience the joy of watching graceful sailboats quietly slip by; cruising powerboats, stand-up paddle boarders; kayakers;  small tour boats, and seasonal water taxis with pickups from your pier taking you to City Dock, restaurants and other locations.
Enter the home from the classic Southern front porch to a grand foyer that opens up to views of  a glistening waterfront setting.  Open space, grandeur, and natural light beckon into the elegant but comfortable rooms with warm hardwood floors and tasteful design.  The open kitchen and living rooms reflect the charming ambience of this quintessential home - custom designed to capture the alluring waterviews.  A cozy study offers a woodburning fireplace and built-in bookcases.  Another fireplace in the living room offers endless hours of stoking a fire and gazing at  the creek winter waterviews, a spectacular scene, not to be missed.
The kitchen is outfitted with granite counters and the perfect eat-in bar for great entertaining flow.  A main floor bedroom and full bath gives your flexibility for guests or a back-up bedroom when steps are not an option!
The spacious master bedroom suite opens with French doors to a wrap-around balcony for morning coffee or an evening libation.  The master bath features marble floors and vanities, walk-in closet, soaking tub for two, separate shower and a coffee station/wet bar with fridge/icemaker.    A small room that adjoins the master suite can be used as an extra bedroom, office or sitting room and has doors to the balcony. The second floor also features a guest bedroom with a joining boutique bath and shower, a laundry room and extra closets.
Additional quality features include custom crown moulding, regal fireplaces, newly refaced kitchen cabinets, refinished hardwood floors, Casablanca fans, copper downspouts and a superior sound system with speakers in almost all rooms and outside decks.
The property has two deep water boat slips, an electric boat lift and 83 feet of waterfrontage that is protected with recently updated bulkheading. There is a tram to transport people and boating gear from the upper backyard to the waterfront and also new stairs.  A boat shed provides storage for boat and garden equipment. Out your door and down the steps/or tram and you can be crabbing, fishing, kayaking, sailing or power boating or heading out to restaurants or visiting friends on your boat from your dock.
With a premium location in Eastport, this property is in close proximity to local restaurants, maritime museum, locals clubs and downtown Annapolis.  And for the dog owners, this is a dog town....treats on many front stoops while walking your four-legged friend.   Eastport is a friendly community where people meet and greet while walking, biking or boating.   
904 Creek Drive is urban living on a quiet street with a vibrant waterfront scene that will delight with every season.
904 Creek Drive
Annapolis, Maryland
  • 4 Beds
  • 3 Baths
  • 2,846 SqFt
  • 0.280 Acres
Premier custom designed Southern Living style waterfront residence provides privacy within an elegant setting. Two offices, 5 bedrooms, 6 full baths, two half baths, 2 laundry rooms, and an oversized 3-car garage. Private pier with multiple slips, two boat lifts, 10+ feet of depth, 138 feet of shoreline on the protected waters of Church Creek located just off the South River. Watch the sunrise from the bluestone covered front porch, and entertain family & guest in the rear courtyard, featuring a heated pool, outdoor fireplace, built-in grilling station and ample space for hosting events. Three finished levels above grade with 6,700 sq. Ft. of finished space, plus a 2,700 sq.Ft. unfinished basement that includes a full bath rough-in, and wood burning fireplace. Timeless, impeccably well thought-out details, and built with only the finest materials. A full virtual tour of this home is available by going to:  https://youtu.be/fYfnYhu_Vvk
838 Childs Point Road
Annapolis, Maryland
  • 5 Beds
  • 8 Baths
  • 6,700 SqFt
  • 3.920 Acres
Annapolis, Severn River Waterfront in the community of Wardour....minutes from City Dock but you feel like you are in your own private oasis. This home was designed by local architect, Robert Hammond and has had only two owners. The enchanting pergola at the entrance sets the tone for the architectural surprises throughout the home. The courtyard is most charming with the small pond and mature landscaping, offering a quiet place to relax or entertain your dinner guests. This architecturally pleasing home has sweeping water views of the Severn River with a private pier and it's own sandy beach. The interior features vaulted ceilings, windows galore, French Doors, Bead Board Ceiling, exposed beams, and Hammond signature curved staircases to the upper and lower levels. Main level bedroom and bathroom w/walk in closet; the soaring, bead board ceiling in the LR  is spectacular w/exposed beams and 2 brand new skylights & a wood burning fireplace...easy access to the waterside deck and LR wet bar. The Kitchen is big enough for a table and chairs, large pantry and a desk area. Preparing a meal at the island or standing over the sink is a pleasure as you watch Severn River water activity or just watch the clouds shift and change. The Dining Room, positioned next to the courtyard, is large and has a built in buffet area.  The master suite is on the second floor w/master bathroom, walk in closet, built-ins, office area and Water Views. The LL features a large Family room w/wood burning fireplace, completely walk out... 3 bedrooms and 2 bathrooms. The circular driveway and 2 car garage provide ample parking. There is also a huge attic that can be accessed from the garage or the second floor and the laundry is on the main level.  Unique, lovely setting and a place to gather....our homes mean so much right now....this is a special one.
6 Louden Lane
Annapolis, Maryland
  • 5 Beds
  • 5 Baths
  • 4,846 SqFt
  • 0.470 Acres
"Olde Bloomfield" plantation, located in the heart of Annapolis, is prominently positioned on a 3+ acre bluff overlooking the South River.  This waterfront estate has been lovingly remodeled to maintain the best features of the original Federal period home while incorporating numerous modern amenities.   Guests are greeted by the boxwood lined circular arrival court which features a beautiful central fountain and a three-car garage.  This property offers the complete waterfront package complete with a 25' x 55' waterside pool, pool house, deep water pier, tree-lined private lawn and over 80 feet of waterfrontage.  This plantation was once part of a late 17th century land grant known as "Brampton." Historians believe that prominent Annapolitan Allen Quynn, who purchased Brampton in 1791, built the home around the turn of the century.  The Federal style architecture includes exterior detailing such as bricks laid in the Flemish bond style, stone lintels decorated with a key-block, and dentil molding.  The current owners built an appropriately-scaled addition, designed by renowned architect Cathy Cherry, that updated the home with a family room, two bedroom suites, and the three-car garage.  The older part of the home included a formal living room, dining room, sunroom, kitchen and three bedrooms/four bathrooms.  With the addition, some space was re-configured to create an upstairs laundry room, additional walk-in closet, powder room & dedicated dog shower.  The lower level has an exercise room, 2nd laundry room, and lots of storage.  Just across the waterside lawn is the large pool, with plenty of decking and a custom outdoor kitchen for optimal entertaining.  There's also a pool house with changing rooms. The private pier with 5ft water depth is perfect for the boating enthusiast plus this setting provides quick access by boat to the nearby waterfront restaurants and the Chesapeake Bay.  Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C.  Gracious and grand, this waterfront estate is the perfect setting to celebrate the waterfront lifestyle.   The adjacent 1-acre waterfront lot (2931 Riva Road) which has a new pier with 6-boat slips and 250 of waterfrontage is also available for purchase.  To explore "Olde Bloomfield" plantation without leaving your home, be sure to view the HD Video Tour: https://youtu.be/avKJ2SHQEg8
2905 Good Luck Lane
Annapolis, Maryland
  • 4 Beds
  • 7 Baths
  • 7,103 SqFt
  • 3.150 Acres
Private Waterfront Estate located in Annapolis with unsurpassed views of Whitehall Creek.  Perfectly situated on 4 acres with 600 feet of shoreline, this exclusive residence is the ideal spot to enjoy a home for all seasons with boating, swimming, and iconic Maryland Crab Picking. Cooler months will be welcomed by 5 indoor fireplaces and outdoor fire pit perfect for a waterside roast after the big game. Entertaining for 5 or 500 with grand interior spaces opening to expansive outside patios, sweeping lawn, tennis, shuffleboard,  private pier, and waterside Pebble Sheen pool. French inspired architecture thoughtfully adorned with Gothic beams accenting the soaring ceilings, formal and informal entertaining spaces artfully designed with walls of windows and doors that draw your attention to the verdant landscape and endless water views. State-of-the-art kitchen features Wolf, Miele, Sub-Zero & Fisher Paykel with massive island and stone fireplace. Dual Subzero Refrigerators, 3 Dishwashers, Double Ovens, 6 burner and griddle gas stovetop with pot filler, ice maker and miles of counter space to prepare a feast. The family room with spiral stairs to hang out loft, pool table area, fireplace and walls of glass doors that lead to the screen porch allow for hang out, games, TV or just relaxing. The upper level gallery leads to the grand owner~s retreat with marbled spa inspired his and hers vanities, custom designed closets, and floor to ceiling shower with water flowing from all directions to relax, cleanse, and rejuvenate. 4 additional generously size bedrooms and 2 bath, an office, 2nd laundry and plenty of storage round out the upper level. Don~t forget your workout with water views and sauna with corresponding main level bedroom and bath ideal for au-pair, in-law, or guests. Possibilities are endless in this Annapolis Estate, perfect for full time living or weekend retreat.
1524 Cedar Lane Farm Road
Annapolis, Maryland
  • 6 Beds
  • 7 Baths
  • 9,024 SqFt
  • 4.150 Acres
Once in a Life time Opportunity in Sherwood Forest - Views up, down and across the Severn River. Home rebuilt in 1994 by Winchester Construction with tons of high end touches.  Water view elevator to access all 3 levels.  Remote control screens that lower with a touch of a bottom,  Heated floors in Master Bedroom, Master Bathroom and lower level.  Custom Kitchen Cabinets with build it TV on counter top.  Whole house automatic generator.   New steel retaining wall installed to stabilize the hill side.  Sherwood Forest is a gated private community consisting of 341 homes.  The community amenities include a Large Multi-Purpose Club House, General Store, 9 Hole Golf Course, 6 Tennis Courts, Marina, Beaches, Swimming Pool, Basketball Court, Bowling Alley, Pickle Ball Courts, Archery Pit, Nature Lab and a very popular Children~s Summer Camp Program.  Fields exist throughout the neighborhood for Lacrosse, Soccer, Football, Softball, Volley Ball and Badminton.  The outer forest has 5+ Miles of walking and mountain biking trails thru the beautiful natural wooded scenery.  There is a ~2 mile loop around the waterfront with views of the Severn River and Brewers Pond.  Golf Carts are the transportation of choice thru out the neighborhood.  The social calendar offers many activities such as the 3rd of July Fireworks, 4th of July Parade, Summer Dances, 5K Race, Corn Roast, Clam Bake, Tennis and Golf Tournaments and many more~ The Holidays are always special with events for Adults and Children. A one-time $15,000 membership fee to join the Sherwood Forest Club is required as part of your Real Estate Transaction.
804 Robinhood Road
Annapolis, Maryland
  • 4 Beds
  • 5 Baths
  • 3,984 SqFt
  • 0.160 Acres
Forever Southern View looking straight down the Chesapeake Bay in a Private Rural Annapolis setting just 12 minutes from dowtown!  Custom designed home, (one of a kind), built solid by McGrath Brothers.  Contemporary Waterfront Farm House with 2 x 6 construction, foam insulation, Anderson Double Paned Hurricane Rated Windows,  Hardi Plank Siding with Azek trim and Whole House Generac Generator.  Home is architecturally pleasing with Custom Designed/Installed Kitchen Cabinetry, Kitchen Bar, and Fireplace Mantel.  You'll find Hardwood Floors throughout (no carpet), Crown Molding throughout entire main level and in Master Bedroom, Custom Built-In Book shelves in Main Floor Office, Transom Windows throughout first floor, and Natural Stone Surround Wood fireplace.   Cooking is a delight in this kitchen with the Wolf Range that includes 4 burner gas cooktop + built in center griddle and electric oven, under counter Double Drawer Fisher Paykel dishwashers, under counter Microwave Drawer, and plenty of cabinetry for storage plus pantry.  Every room gets exceptional natural light including the first floor office with built-in bookshelves and plenty of room for a large reading chair and desk space.  The Bonus Bedroom above the garage includes it's own bath and an abundance of space with two alcoves ideal for  work-out equipment/sewing area/student desk areas, or craft area.  The upper level includes 3 bedrooms (one without a closet but room for an armoir) a hall bath and bedroom level laundry with Commercial Technology front loading washer/dryer, a folding area with cabinet above,  a utility sink and a built in ironing board.  The master bedroom and bath encompass the front width of the house with an Amazing elevated view.  The Master bath has two vanities, an elevated soaking tub, and generous walk-in steam shower with full length glass doors.  Water life includes endless boat activity of all sizes and is ideal for paddle boarding, kayaking, motor boating, sailing, fishing and crabbing. Wildlife includes the Osprey and Humming Birds in Summer, the Canadian Geese in Winter, Bald Eagles and Song Birds throughout the year.
1409 Sharps Point Road
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 2,960 SqFt
  • 0.710 Acres
1902 Carrollton Road is an enchanting waterfront home overlooking the Severn River with a private, deep-water pier. This stunning contemporary home is an architectural accomplishment that merges a sense of space and light with function. As you step inside the home the soaring ceilings and myriad windows invite you to admire the water views. The open floor plan and skylights flood the space with light. Relax on the spacious ipe decks and, when the wind picks up, head down to your pier with 12 ft water depth for even the deepest draft sailboat. The property feels quite private, with lush landscaping, yet it is an easy bike ride into Annapolis or a short drive to major commuting routes to both Baltimore and Washington D.C. Plus, it's just over 3 hours to New York City! The home offers both private spaces and gracious entertaining areas, all with incomparable views. The private entrance porch leads to a light-filled foyer from which you are beckoned towards the water by the architecture. As you step into the two-story atrium, you face a literal wall of windows overlooking the Severn River. This center viewpoint organizes the top two levels of the home. The formal living room, to the left, has a raised, wood-burning fireplace and access to a waterside balcony. There is a complementary waterside den on the right that also has a water view balcony. The den opens to a large multi-purpose room: it can serve as a formal dining room for larger gatherings or as a media room/home office. Light oak hardwood floors unify these rooms in addition to the views and abundance of natural light. There also is a guest bedroom and full bath on this level. From the bridge landing above, the center viewpoint separates the owner's suite on one side from the other bedrooms. This "private" floor offers a luxurious owner's suite; there's a water view bedroom with double-sided fireplace, vaulted ceiling, hardwood floors, and sitting room. Multiple closets are organized around a comfortable dressing area. The owner's bathroom is a temple to relaxation ~ soak in the jetted tub, with marble surround (you can even see the bedroom fireplace from here!). There is an oversized shower and separate Philippe Starck designed pedestal sinks. The two additional bedrooms on this level, both spacious and one overlooking the Severn River, share a hall bathroom. The laundry is also on this level. More fun spaces with superb views are found on the kitchen, dining, and family room level. The comfortable family room shares a double-sided, wood-burning fireplace with the casual dining area. Both rooms open to the waterside Ipe decks overlooking the river. The gourmet kitchen has Bosch stainless steel appliances, limestone countertops, and sleek white cabinetry. There is a full bathroom on this level, as well as a wine cellar. The floorplan really lends itself to waterfront living, as there are multiple doors to access the porch and decks, and full-length windows that bring the views inside. One of the highlights of this property is the incredible pier complex. With 12 ft water depth, the private pier can accommodate almost any size boat. The community of Pendennis Mount is nestled along the shores of the Severn River and offers wonderful boating options ~ head up the river to explore scenic creeks or head down river and be on the Chesapeake Bay in 15 minutes.
1902 Carrollton Road
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 4,410 SqFt
  • 0.590 Acres
Welcome to 1291 Hollywood Avenue, a stunning waterfront retreat on the Annapolis Neck. Situated right on Fishing Creek, this point lot has both space and expansive views that take your breath away. In addition to the house, the 1.03 acre parcel has roughly 310 feet of shoreline, a serene waterside pool, ample yard space, a crab shack, and a deepwater pier with 5 slips and 8 feet MLW - all with southern exposure.This spacious custom build boasts over 7,200 square feet with five bedrooms, several living areas and entertaining spaces, a massive open concept waterside kitchen and dining area. The whole property has tastefully updated features that include custom closets throughout, a beautiful wine cellar, a separate mudroom, several reading nooks, play spaces for the littles, and modifications done to accent the view from your kitchen and master bedroom. Everything has been thought of. Located just 5 miles from downtown Annapolis, with easy access to Route 50 and I-97.
1291 Hollywood Avenue
Annapolis, Maryland
  • 6 Beds
  • 5 Baths
  • 6,788 SqFt
  • 1.030 Acres
THE  VIEWS!  TUCKED AWAY ON 1.16 ACRES, THIS  7/8 BEDROOM , 4.5 BATH COLONIAL WAS REBUILT FROM TOP TO BOTTOM!  YOU WILL LOVE THE REMARKABLE PRIVACY AND SECLUSION OF THIS SPARKLING GEM,  WITH APPROX 8200 SQ FT OF FINISHED LUXURIOUS LIVING SPACES.  3000 SQ FT OF IPE DECKING W/ ELECTRIC AWNINGS OVERLOOK A MAGNIFICENT NATURAL SETTING OF WATER, GARDENS AND WILDLIFE.  TAKE A DIP IN THE HEATED WATERSIDE POOL W/ SPA.  THE CHEF IN THE FAMILY WILL ENJOY THE FULLY EQUIPPED GOURMET KITCHEN W/ A VIKING RANGE, POT FILLER, SUB ZERO REFRIGERATOR/FREEZER & WINE REFRIGERATOR.  REVERSE OSMOSIS WATER CONDITIONING SYSTEM IN KITCHEN. HUGE MAIN LEVEL OFFICE OR STUDY W/ BUILT INS & FIRPELACE.  FULLY FINISHED WALK OUT LL W/ REC ROOM, TWO  BEDROOMS AND LOVELY FULL BATH.    EXQUISITE OWNERS RETREAT WITH A SUPER BATH & HIS/HERS DRESSING AREAS THAT BELONGS IN A MAGAZINE!   INCREDIBLE VIEWS FROM ALMOST EVERY ROOM.  3 CAR SIDE LOAD GARAGE. EXTENSIVE PERENNIAL GARDENS, MANICURED LAWNS, MATURE TREES AND LUSH LANDSCAPING W/22 ZONE  UNDERGROUND SPRINKLER SYSTEM. GENERATOR.  WHOLE HOUSE SOUND SYSTEM  WITH SPEAKERS  INSIDE AND OUT.  FOUR FIREPLACES, BRAZILIAN CHERRY HARDWOOD FLOORS.  IDEALLY LOCATED IN A COMMUNITY OF FINE HOMES W/ POOL, MARINA, LAUNCH RAMP, CLUBHOUSE, TENNIS/PICKLE BALL COURT AND BEACH.  JUST MINUTES TO DOWNTOWN ANNAPOLIS AND MAJOR COMMUTING ROUTES WITH CONVENIENT PROXIMITY TO THREE MAJOR AIRPORTS.  NON RIPARIAN.   COME AND ENJOY THE LAND OF PLEASANT LIVING.
3416 Hidden River View Road
Annapolis, Maryland
  • 7 Beds
  • 5 Baths
  • 8,200 SqFt
  • 1.160 Acres
Located in sought after Winchester-on-the-Severn, this timeless Cape Cod is perfectly situated on one of the most prominent overlooks in Annapolis. With sweeping views of the Severn River and tailored, cascading gardens offering a Spring burst of color, this home is a "must have". Over 4,900 finished square feet with water views from almost every room of the home. Winchester-on-the-Severn amenities include a private beach on the Severn River, boat ramp, piers, marina, beach pavilion, and playground.~Nearby Route 50 provides easy access~to Baltimore and Washington, D.C.
205 Winchester Beach Drive
Annapolis, Maryland
  • 4 Beds
  • 5 Baths
  • 4,926 SqFt
  • 1.100 Acres
NEW PRICE....Spa Creek Water Views from this Refined, Beautiful Historic Annapolis home with unparalleled finishes in a prime location. There is no other property in the Historic District that is finished to this level of workmanship, quality and details....NYC sophisticated combined with the Annapolis lifestyle is a winning combination. The covered, front porch, has lovely views of Spa Creek and is great for relaxing but also the perfect spot to visit with neighbors. The hardscape of the back patio is lovely with mature hollies providing privacy and a wonderful place to entertain your guests or have morning coffee. Custom woodwork through, crafted in New York, Jerusalem Limestone square tile floors with various inlay materials, including honey onyx. Fluted millwork door frames and columns, red oak wide plank hardwood floors....some with parquet border surround, Custom plantation shutters, Custom, cut out balustrade railing with inset gilded orbs. Too many details to list but they are amazing.The master suite on the second floor is huge with a sitting area and his/her private bathrooms with two very large walk-in closets.  The guest bedroom on the same level has an en suite bathroom and faces the park. The third floor is flex space with 1-2 bedrooms and a full bathroom. This is also great space for kids to play.The 2 car garage is detached and is finished on the second level with a lovely, private guest suite.Tie up your boat at the public dock and enjoy Swan Park. Walk to town, City Dock....enjoy the Annapolis lifestyle in all ways possible from this outstanding home.
9 South Street
Annapolis, Maryland
  • 5 Beds
  • 6 Baths
  • 4,500 SqFt
  • 0.130 Acres
The epitome of luxurious waterfront living awaits in this sensational custom-built residence. Timeless elegance, classic charm and a host of contemporary features combine with show-stopping views over South River to create a unique home that truly must be seen to be believed.From the prestigious cul-de-sac location to the striking curb appeal, landscaped gardens and grand double door entry, you will fall in love with this property even before stepping inside. The layout is set over 7,230sqft and boasts five bedrooms and 6.5 baths along with sprawling indoor and outdoor living spaces.This is a rare and highly sought-after opportunity to secure your own spectacular slice of South River waterfront.Gleaming wood floors and a stunning two-story entry welcome you inside while decorated ceilings, on-trend muted color tones and an abundance of natural light are on show throughout. Oversized windows perfectly frame views over the water from most rooms in the house including the spacious living room and the formal dining.The gourmet eat-in kitchen is ready and waiting for the avid cook, complete with sweeping Silestone countertops and a center island with breakfast bar seating. A suite of GE Monogram appliances will make preparing meals an absolute pleasure plus there~s a stunning tiled backsplash, gorgeous cabinetry, dual sinks and a generous walk-in pantry.Opulent and beautifully appointed, the master suite is your own private oasis with water views, a wet bar and dual custom walk-in closets. At the end of the day, you can retreat to the luxurious master bath with standalone tub and a walk-in shower along with a private water closet. The remaining second-floor bedrooms all have ensuites while the finished basement houses an additional bedroom and two full baths. There~s a well-equipped second-floor laundry room, plantation shutters and an attached garage plus the home is run on geothermal energy and has a backup whole-house generator.Two fireplaces guarantee a cozy ambience on cool winter nights while outside you can host friends on the screened porch and admire the breathtaking outlook, relax on the covered patio or gather around the custom-built fire pit. There~s also a private pier and an electric boat lift making it easy to enjoy a day out on the water.
203 Cape Saint John Road
Annapolis, Maryland
  • 5 Beds
  • 7 Baths
  • 7,230 SqFt
  • 0.580 Acres

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