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

A true legacy property, known as Lydia's Rest, available for the first time in over 100 years. Over 550ft of prime South River waterfrontage with breathtaking western facing sunset exposure.  Construct your dream waterfront estate on this magnificent property!  Bring your architect and experience this ultra-private, 13+ acre parcel with endless views and stunning sunsets first-hand. There is a reason the highest sale ever in Anne Arundel county recently occurred right across the street from this magnificent property, this is one of the most coveted streets in all of Annapolis and Lydia's Rest is one of the last expansive, untouched waterfront properties of its kind.  This glorious elevated site encompasses over 13+ acres, offers abundant privacy and premium South River water frontage which flows directly out to the Chesapeake Bay.  (The existing circa 1690 home is uninhabitable)  The sparkling panoramic water views offer the ideal setting which is surrounded by multi-million-dollar estates, sailboats and yachts, creating a sky's the limit, once in a lifetime opportunity to develop the property to fulfill your own individual vision of what life on the Annapolis waterfront should look like.  Located just minutes from downtown Annapolis and quick access to commuter roads traveling to D.C., Baltimore, Eastern Shore and beyond.  Don't let this one slip away!
3240 Harness Creek Road
Annapolis, Maryland
  • 1 Beds
  • 1 Baths
  • 1,433 SqFt
  • 13.510 Acres
Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated. It is evident from the moment you walk in the front door that no expense was spared with this stunning home. Curated with premium quality, top of the line materials, combined with the tranquil views, exquisite design, and top-tier finishes, 1524 Cedar Lane Farm Road is truly one-of-a-kind and showcases unparalleled craftsmanship. The property both inside and out is an absolute entertainer's dream.  The lush lawn and landscaping gracefully extends to the water's edge and leads to the well-appointed multi-slip IPE pier with boat lifts, 2 jet ski lifts, upgraded power, water and great lighting including underwater LED fishing lights.  Inside, this stunning home boasts an awe-inspiring Great Room with soaring ceilings, architectural beams, and panoramic water views and features brushed Teak hardwood flooring, renovated high-end gourmet Kitchen with marble counters, 10 burner Wolf range, 5 fireplaces, Restoration Hardware lighting, renovated bathrooms throughout and much more! Fall asleep to captivating, sweeping views from the Primary's suite, enjoy watching the early morning wildlife activity on the water. Located on Whitehall Creek which flows out to Whitehall Bay and beyond to the Chesapeake Bay, you are perfectly located to take advantage of the Bay's best cruising and fishing areas. Attractive destinations such as the Annapolis Harbor, Baltimore's Inner Harbor, St. Michaels, Oxford, and Solomon's Island are only a short cruise away and just minutes from accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation.  Welcome Home!
1524 Cedar Lane Farm Road
Annapolis, Maryland
  • 7 Beds
  • 6 Baths
  • 9,024 SqFt
  • 4.150 Acres
Unparalleled beauty, craftsmanship and views abound from this Mill Creek custom waterfront home. Built in 2010, this 6000+ sq. ft  Geothermal home was beautifully designed with no expense sparred. As you enter the straight out views of Mill Creek overlooking  the salt water, waterside pool, the coffered ceilings, gorgeous trim work and cherry floors takes your breath away. Located on one of the most sought-after roads in Annapolis and known for it's privacy and country-like living, Milvale road winds along the banks of Mill Creek in Saint Margarets surrounded by farm land and corn fields. The home sits on a gently sloping hill  facing West with 180 degree views of Mill Creek, offering unbelievable sunsets. The home has 148 ft. of water frontage, a deep-water pier with 8ML water and a 15,000 lb. lift along with 2 slips. While only one creek away from Annapolis Harbor and minutes by car to downtown Annapolis, this is the best of the best in waterfront living.
1848 Milvale Road
Annapolis, Maryland
  • 4 Beds
  • 6 Baths
  • 5,855 SqFt
  • 1.020 Acres
Welcome to 1541 Cedar Lane Farm Road in Annapolis, Maryland.  At nearly 14,000 finished square feet, this exquisite home is situated on almost 16 acres with approximately 400 feet of waterfrontage on Whitehall Creek with multi slip deep water pier and two boat lifts.   
From the moment you enter the grand entrance with double Mahogany doors, you will notice the abundance of natural light from the large windows.  An elegant, curved staircase connects the two-story foyer to the second level and gallery.  Just off the foyer is a large formal dining room, able to accommodate large dinner parties.  This room is serviced by a butler pantry area with refrigeration and sink.  The main living area is a great room with 24-foot ceilings, stone fireplace, and walls of windows with remote blinds overlooking the swimming pool and water.  This room is large enough to accommodate multiple seating areas.  French doors lead to covered deck. Adjacent is the billiard room, which features beautiful millwork, wet bar with refrigeration and ice machine. There is also a large storage closet or secondary pantry.  Down the hall there is a library with and walk in closet and powder room.
The very spacious chef’s kitchen has tons of cabinet and counter space.  Featuring two dishwashers, Sub Zero refrigeration, six burner, dual fuel Viking Stove with grill and griddle, warming drawer and professional hood. 42” cabinets, granite countertops, under cabinet lighting, built-in desk area, two sinks and breakfast bar make this space convenient and comfortable. The generous eat in area will accommodate a table for large gatherings.  Just beyond the kitchen is the sunroom with walls of windows overlooking the pool and water.  There is also an exercise room (equipment included) with sauna and full bathroom.  Completing this level is a main level laundry with cabinets and full-size freezer, a very generous walk-in pantry and second powder room.
The huge primary suite with Vaulted ceilings, fireplace, French doors leading to deck overlooking lawn, pool and water. His and her walk-in cedar closets, jetted soak tub and oversized shower with two shower heads and body jets. Built in coffee bar with microwave and refrigerator.
There are four additional guest suites all with walk in closets and full bathrooms.  There is also a second level laundry room and large cedar closet. A second stairway also connects these levels.   Completing the finished living space is a spacious self-contained apartment over the garage.  With a sperate entrance and connecting doors to the main residence, this space would be ideal for an au pair or extended family.  This unit is comprised of primary suite, living and dining space, full kitchen, and storage.
The lower level is approximately 6200 square feet with 10-foot ceilings.  Currently unfinished, this area has been partially framed and can easily be become a future media room and recreation room. There is a rough in for full bathroom and ample storage. The oversized 4 car garage also has 2 additional bays for golf cart (included) and boat/lawn equipment as well as a large workshop space with workbenches and cabinets.  Outside is a beautiful pool area with hot tub, waterfalls and pavilion and pergola.  A service bar with refrigeration is perfect for outdoor entertaining.  Extensive hardscape and landscaping allow for wonderful outdoor living.  There is also a large screened waterside Gazebo, horseshoe pit and volleyball net.  As expected, the systems in this property are just as impressive. The primary heat source is propane in floor radiant heat throughout the main and second levels. In addition, there are 5 HVAC units with 7 zones.  Two central vacuum systems, 15 zone irrigation system and whole house generator and invisible dog fence.  The pier has electric, water two boat lifts. The roof has 40-year architectural shingles.
1541 Cedar Lane Farm Road
Annapolis, Maryland
  • 6 Beds
  • 9 Baths
  • 13,987 SqFt
  • 15.440 Acres
A most extraordinary property for your extraordinary buyer. Enjoy an unparalleled lifestyle focusing on upscale yet comfortable living with exquisite craftsmanship with an emphasis on seamless indoor/outdoor living. This 3.5 acre waterfront estate ideally located just a few minutes from Downtown Annapolis offers the complete waterfront package! Private pier, 2 stall horse barn, heated inground pool, fully equipped bar with multiple game rooms, movie theater, home gym, home offices, guest quarters with separate kitchen and entrance, 4+ car garage, screened porch...the list goes on and on. This extremely private parklike setting with private pier and boat lift on Aberdeen Creek affords quick access to the South River and the Chesapeake Bay... the water adventures are limitless. This sprawling 9 bedroom, 9 bathroom home is beautifully designed and updated with top of the line finishes and well thought out amenities.  The stately Southern style architecture creates amazing curb appeal and the mature landscaping provides plenty of privacy.  Located on one of the most coveted streets in Annapolis, you are minutes away from everything Annapolis/Eastport has to offer yet worlds away, surrounded by horse farms, a neighborhood vineyard and multi-million dollar estates.  Remodeled, renovated and expanded from 2017-2019 by Purple Cherry Architects and expertly built by Bayview Builders, the awe-inspiring 2 story Great Room, screened porch with stone fireplace and the Primary's bedroom balcony additions were completed in 2019 along with a complete renovation of the ultra-lux Gourmet Kitchen with hidden pantries, and remodeled office, formal Living Room, Dining Room, Foyer and Mudroom.  An additional Bedroom and bathroom was added to create all ensuite bedrooms upstairs along with the remodel of the existing upper level kids bedrooms and bathrooms. Head to the 3rd floor of the home to find 2 additional bedrooms with shared bath.  Spoil your guests with separate accommodations in the completely private guest quarters above the garage in the east wing of the home with separate entrance, Kitchen, Living Room and 3 bedrooms with Full Bath, great option for multi-generational living, long term guests or potential rental.  Ideally located just minutes from downtown Annapolis and quick access to commuter roads traveling to D.C., Baltimore, Eastern Shore and beyond.  For those seeking a private, serene estate that makes every day feel like vacation, this is a dream home!
3054 Rundelac Road
Annapolis, Maryland
  • 9 Beds
  • 9 Baths
  • 13,495 SqFt
  • 3.690 Acres
Joy Custom Design Build - TO-BE-BUILT Package. Construct your dream waterfront home on this stunning .78 acre private lot elevated high above the Severn River with 100 ft of waterfrontage and private pier. The lot and existing structure are available for purchase for $2,475,000 (MDAA2035544) The front and rear facade renderings and floor plans are a representation of a home to be built, which may include certain builder options. The current design includes over 6,100 sqft of living space on 3 levels with 5 bedrooms, 5 baths and 3 half baths and is curated with ultra luxe premium grade finishes.  The expansive gourmet chef’s kitchen opens to the Family Room which features accordion glass doors, perfectly designed for seamless indoor/outdoor living onto the waterside patio overlooking scenic Severn River.  Sweeping panoramic views abound which provide the best of both worlds in waterfront living.  Sit back and watch the ships navigate the local waterways or head out yourself, under the Severn River bridge to Annapolis and beyond.  Soak up breathtaking sunsets from the western facing vista. Access the private deep water pier (6 ft water depth) via the new hillside tram, no need to navigate a ton of steps. Winchester-on-the-Severn is a fabulous community with public water, natural gas and the best private beach on the Severn River. The community amenities are second to none, 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 unique property with stunning water views and a great neighborhood setting, this is one opportunity you don't want to miss!
225 Riverside Drive
Annapolis, Maryland
  • 5 Beds
  • 8 Baths
  • 6,115 SqFt
  • 0.780 Acres
Exceptional opportunity to secure a true legacy property on Arbutus Banks in the heart of Annapolis.  This highly desirable private and gracious setting offers breathtaking western facing views across Crab Creek.  Surrounded by mature trees and perfectly elevated to provide optimal viewing opportunities. The main residence is ideally sited on a 5+ acre parcel, with over 300 ft of prime Crab Creek waterfrontage.   The home exudes the cool contemporary mid-century style and feels open and airy, with high ceilings and walls of glass to capture the views of the water and the pasture.  Over 4,000 sqft of living space with 4 bedrooms and 3 baths on the main level and a huge waterside deck perfect for entertaining and easy living.  Step outside and you'll find a true waterfront oasis, complete with a heated saltwater pool, pool house which functions as a guest house plus a massive barn which previously housed horses.  The private deep water pier (8 ft+ MLW) sits on protected water and is decked out with 3 boat lifts, water and electric, everything a boating enthusiast needs plus the Crab Creek out to the South River location is ideal for accessing the Annapolis Harbor and the Chesapeake Bay.  Ideally located just minutes from downtown Annapolis and quick access to commuter roads traveling to D.C., Baltimore, Eastern Shore and beyond. Welcome Home!
917 Arbutus Road
Annapolis, Maryland
  • 5 Beds
  • 4 Baths
  • 4,680 SqFt
  • 5.030 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
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
A rare opportunity in the highly coveted community of Bay Ridge. Enjoy 2+ acres and 400+ ft of waterfront. Located down a long gravel driveway, a private retreat in close proximity to all that Annapolis has to offer. Expansive lawn gently slopes down to water with sweeping views. Protected, deep water dock buffeted on one side by undisturbed wetlands provides access to the Chesapeake Bay. Custom boat house with boat lift and waterside salt water pool. Separate, 2-story screened structure by the water perfect for summer crab feasts. Four bedroom, three bath light-filled contemporary with soaring ceilings. Completely remodeled gourmet kitchen connects to great room with wood burning fireplace and full zinc-topped wet bar perfect for entertaining. Radiant floor heating in foyer, kitchen, and primary bath. Partially finished basement with walk-out family room and lots of storage. This home has been thoughtfully updated and renovated with attention to detail throughout. Includes new, detached 2-car climate-controlled garage with electric vehicle charger. New generator with extended running fuel powers entire home. Easy access to Eastern Shore, Washington, DC, and Baltimore.
197 Lake Drive W
Annapolis, Maryland
  • 4 Beds
  • 3 Baths
  • 4,400 SqFt
  • 1.910 Acres
Spa Creek Waterfront in Eastport! Celebrate the Annapolitan lifestyle and enjoy unparalleled private deep water access all year long. Waterfront properties like this rarely come to market and this property has the potential to accommodate a waterside pool! This captivating contemporary home with fabulous views of Wells Cove and Spa Creek is exactly what you have been looking for. Perfectly sited on a spacious over 1/2 acre flat lot with 100 ft of waterfrontage on Wells Cove, the multiple slips, 2 lifts (8,000lb and dingy lift) and floating dock with 6 ft water depth, provides the ideal setup for the boating enthusiast. This highly sought-after Eastport location is conveniently walkable to everything Eastport and Annapolis has to offer. Tucked away down a private driveway, this magnificent custom home with 2 car garage was custom built to the highest standards and boasts the perfect floor plan for enjoying the water views from almost every room in the home. Custom designed by award winning local architect Joseph Boggs, the beautifully curated finishes artfully blend the contemporary and coastal feel of this original design with casual comfort and the thoughtful floorplan combines an open floor plan with cozy spaces for easy entertaining for small or large gatherings. This ideal property is a true waterfront escape. Featuring beautiful light wood floors, extensive millwork, 3 fireplaces (2 gas and 1 wood-burning), high ceilings and walls of windows that capture the water views from almost every room, additionally the waterside deck and patio across the entirety of the back of the home is great for dining al fresco on cool summer nights. With 4 bedrooms (one currently shown as a Gym) 3.5 baths, multiple office/sitting areas and the loft space overlooking the Primary's bedroom and Spa Creek, there is ample space for family and friends to spread out. The Primary’s suite on the upper level encompasses a large portion of the waterside of the home, captures panoramic views of the water and surrounding neighborhood and boasts an impressively designed ensuite bath with freestanding soaking tub, 2 separate vanities, large walk-in shower and 2 large walk-in closets.  The additional Primary suite on the main level provides the flexibility for a variety of living arrangements. The 3rd floor loft offers 480 sqft of additional space with captivating views and endless possibilities. Outside, the expansive level waterside yard provides plenty of options for entertaining or running around with kids/pets and the mature landscaping along the property gives you lots of privacy. Stroll the artful and nautical streets of Eastport to amenities like: restaurants, pubs and street-end parks. Not to mention you are merely steps away from downtown Annapolis and Naval Academy attractions. From this location, just a short cruise down Spa Creek and you can venture off to some of the Bay's best cruising and fishing areas. The historic 18th-century seaport town of Annapolis, Maryland is America's sailing capital. Annapolis offers the perfect balance of small-town charm and big world sophistication. Welcome Home!
203 President Street
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 4,346 SqFt
  • 0.560 Acres
EXPANSIVE AMAZING VIEWS FROM THIS INCREDIBLE COASTAL COTTAGE STYLE HOME IN THE SOUGHT AFTER COMMUNITY OF BAY RIDGE! CASUAL ELEGANCE BEST DESCRIBES THIS GORGEOUS HOME.  VIEWS, VIEWS AND MORE VIEWS! NO EXPENSE WAS SPARED WITH THIS TOP OF THE LINE RENOVATION(TAKE DOWN TO THE STUDS), NEW EVERYTHING!  FEATURES INCLUDE 3 BEDROOMS, 3 FULL BATHS, CUSTOM  MILL TRIM  WORK, HUNTER WINDOWS & DOORS, BEAUTIFUL WIDE PLANK WHITE OAK FLOORS &  MORE.  GORGEOUS  GOURMET KITCHEN W/QUARTZ COUNTERTOPS, WOLF RANGE, SUB ZERO REFRIGERATOR, 350 BOTTLE WINE FRIG, CUSTOM DRAWERS AND THE LIST GOES ON AND ON!  THERE IS A DETACHED OFFICE/HOME GYM OR GUEST QUARTERS  THAT EXPANDS THE LIVING SPACE.  AMAZING BEACH IN FRONT OF YOUR HOME TO SIT & WATCH THE WAVES, SAILBOATS, SWIM, BONFIRE. COMMUNITY POOL, MARINA. BEACHES-LIVE THE BAY RIDGE LIFESTYLE JUST MINUTES FROM DOWNTOWN ANNAPOLIS!
54 River Drive
Annapolis, Maryland
  • 3 Beds
  • 3 Baths
  • 2,361 SqFt
  • 0.200 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 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
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. Usually a move into town comes with compromise; no lawn, no privacy and no parking. Make no compromises; this home has all three! In addition to the incredible design, architectural awards were also given for the use of the land in maximizing the living space within the lot.  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
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
AMAZING ANNAPOLIS WATERFRONT... 506 Tulip Road in Wild Rose Shores is a magical experience.   It is a very private wooded lot with a brick-laced walkway to the inviting front porch.  Once inside there is an open foyer,  with a palladium window above, leading to the main 19x 21 living room with an Italian marble fireplace.  There are ten-foot ceilings on the main level.    The spacious two-story 12x21 dining room is open to the second floor above and is adjacent to the family room with a fireplace.  The kitchen,  pantry, and powder room are off the family room.  There are ten 8-foot doors leading from the first floor to the 40x20 brick patio with fire pit, and atrium thermopane doors. As you leave the main level from the back of the house through the family room, you walk through French doors that take you to a deck, patio, and a delightful path to the private pier and waterfront heaven.  There is also a two bedroom/one bath guest suite, Aupair, granny's quarters, or children's wing on the main level plus a laundry room.  Upstairs is amazing with its two private bedrooms that share a bath and then a spectacular Owner's Retreat with a bedroom which is 15x32 which has a private fireplace, private 17x11 sunroom, super bath (whirlpool soak tub, large shower,2 vanities), and 1 huge walk-in closet and one 7' closet.   This spacious home also includes a finished lower level with a 26x27 rec room with walkout, a full bath, and a 13x13 gym, plus a utility/storage area.  The oversized two-car garage is accessed through the lower level.   The house is delightful but the waterfrontage is idyllic.  There is a 180 ft pier with lighting and electric.  There is absolute privacy at the water's edge.  The pier has a 40000 pound lift and an 8000 pound lift.  There is a  high-end water conditioning system.   The property is  professionally landscaped.
506 Tulip Road
Annapolis, Maryland
  • 5 Beds
  • 5 Baths
  • 6,756 SqFt
  • 0.920 Acres
UNDER CONTRACT OF SALE TAKING BACK UP CONTRACTS
DO NOT DRIVE DOWN DRIVEWAY WITHOUT AN APPOINTMENT....DRIVEWAY HAS ALARM

PRICE REDUCTION  $375000 OFF ORIGINAL LIST PRICE OF $2875000
 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 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 10,000LB 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. Geo Thermal HVAC newly installed 2 yrs ago.

 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 

COMMUNITY ASSOCIATION IS VOLUNTARY $75.00    NO RESTRICTIVE CONVENANTS

Private setting off a long private driveway in a quiet community away from the rush of traffic yet near everything!!
2929 Southaven Drive
Annapolis, Maryland
  • 4 Beds
  • 4 Baths
  • 5,124 SqFt
  • 4.900 Acres
OPEN HOUSE SUNDAY OCT 2nd 12:00-3:00 p.m.
YES, you can have a waterfront home AND plenty of land! Come fall in love with the entire 15 acres of Whitehall Farm this Sunday!


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.
This home settled September 15, 2020.  The county did not record the sale until April, 2022
1811 Whitehall Road
Annapolis, Maryland
  • 4 Beds
  • 3 Baths
  • 3,170 SqFt
  • 15 Acres
Exquisite Savannah Style custom-built home in sought after, amenities-rich, Fishing Creek Farm community in Annapolis. This non-riparian waterfront home is nestled between 2 bodies of water providing endless water views from almost every room of the house. Wake up early to watch the wildlife and the sunrise over Cherry Tree Cove from the rear screened porch or enjoy peaceful water views and sunsets over Duvall Creek from the relaxing front porch. Upon entering the home the generous Foyer opens onto the formal Living Room with fireplace and the spacious Dining Room which flows into the beautiful Gourmet  Kitchen filled with high-end appliances and charm. The adjacent spacious Family Room and expansive screened porch overlooking the lush backyard and sparkling water of Cherry Tree Cove are perfect for entertaining. With 5 bedrooms and 5.5 baths including a private and conveniently located guest suite above the garage, there is plenty of space for a large family and the many guests that are sure to come visit in this stunning setting.  The fully finished basement boasts an additional living space, game room, play area, full bath and wet bar.  The free-standing Office/Studio area provides endless possibilities. The sought after community of Fishing Creek Farm offers a community pool, tennis courts, marina, beach and much more, all just a quick stroll from this amazing property. Located just minutes from downtown Annapolis and Eastport which offer the perfect balance of small-town charm and big world sophistication. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation.  Welcome Home!
1241 Cherry Tree Lane
Annapolis, Maryland
  • 5 Beds
  • 6 Baths
  • 6,428 SqFt
  • 0.530 Acres
Experience the quintessential Annapolis waterfront lifestyle from this charming 4 bedroom 3 bath property located on a stunning .78 acre private lot elevated high above the Severn River with 100 ft of waterfrontage and private pier.  This sought after property is in the coveted Winchester on the Severn community which boasts tons of community amenities and is located in the award-winning Broadneck school district. The privacy and sweeping panoramic views abound which provide the best of both worlds in waterfront living.  Sit back and watch the ships navigate the local waterways or head out yourself, under the Severn River bridge to Annapolis and beyond.  Soak up breathtaking sunsets from the western facing vista.  Winchester-on-the-Severn is a fabulous community with public water, natural gas and the best private beach on the Severn River. The community amenities are second to none, 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 unique property with stunning water views and a great neighborhood setting, this is one opportunity you don't want to miss!
225 Riverside Drive
Annapolis, Maryland
  • 4 Beds
  • 3 Baths
  • 2,963 SqFt
  • 0.780 Acres