One of the most popular communities provided by {{page_data.agentName}}

Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.
One of the most popular communities provided by Maryland Sandbox
290
# of Listings
3
Avg # of Bedrooms
$450
Avg. $ / Sq.Ft.
$1,031,642
Med. List Price

Browse Annapolis Real Estate Listings

290 Properties Found. Page 2 of 20.

Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds;  the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for.  Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5 baths it has all the elements needed to enjoy life to the fullest; either as the perfect weekend retreat or permanent residence. The Annapolis area and the surrounding waterways are sure to entertain in every season. The upper level of the home is dedicated to the spacious Primary suite with unique sitting area and expansive roof deck.  Take in panoramic views of Spa Creek, Annapolis Harbor and Eastport.  An unparalleled vantage point for sunrise coffee or sunset cocktails.  The main level offers multiple cozy gathering areas including a formal living room with fireplace, home office and light filled gourmet kitchen with dining area.  The kitchen area flows effortlessly into the dining area and out onto the rear deck overlooking Spa Creek.  Perfect for gathers of all sizes and dining al fresco. The lower level provides an ideal retreat for family or guests with 2 spacious bedroom a full bath and a cozy family room with fireplace.  Head out to the charming covered patio to read a book or sip your evening cocktail or venture out on the water from the private pier. The amazing location is walkable to everything Annapolis has to offer and Spa Creek provides quick access to the Chesapeake Bay and beyond. Welcome Home!
#MDAA2109630

ANNAPOLIS

9 SHIPWRIGHT STREET

3 Beds

2 Baths

2,621 Sq.Ft.

$3,495,000

MLS#: MDAA2109630

Boating season is here!   Incredible opportunity - Seller will hold a 10% second mortgage at 5.87% for five years if you are putting a minimum of 20% down!  Welcome to 1576 Bay Head Road, an exceptional waterfront estate where luxury living meets the ultimate Chesapeake Bay lifestyle. Perfectly situated on a private one-acre lot along the calm, protected waters of the Little Magothy River, this 6,700+ sq. ft. custom home offers the rare opportunity to be out on the Bay in under five minutes—just in time for boating season. Whether it’s a morning fishing run, an afternoon cruise, or a sunset sail with friends, this property was designed for those who live life on the water.  Built in 2017 with meticulous attention to detail, this residence delivers refined design and modern comfort across three spacious levels. Step outside to your private 60-foot pier, fully equipped with water and electric, two boat slips, and a generous landing space perfect for docking, fishing, or simply soaking in the sunrise. The easy access to the open Bay makes this home a dream for boaters, water sports enthusiasts, or anyone craving the rhythm of coastal living.  The outdoor spaces are designed to maximize the stunning waterfront setting. Two expansive rear decks—one covered, the other with a retractable awning—offer incredible versatility for lounging in the shade or basking in the sun. Whether you're hosting summer crab feasts, sipping cocktails at sunset, or enjoying quiet mornings with a cup of coffee, these spaces become an extension of your lifestyle on the water.  Inside, soaring ceilings and walls of windows frame endless water views and flood the home with natural light. The two-story family room is a striking focal point, with dramatic volume and an open layout that seamlessly connects living, dining, and entertaining spaces. The gourmet kitchen is a chef’s dream, complete with top-of-the-line stainless appliances, a six-burner gas stove, oversized island, and breakfast area overlooking the river.  The main-level primary suite is a private sanctuary, offering sweeping water views, a spa-like en suite bath, and exquisite details like a coffered ceiling, recessed lighting, and elegant crown molding. Upstairs, additional bedrooms are generously sized and beautifully appointed, offering comfort and privacy for family or guests.  The fully finished lower level is built for entertainment and relaxation, featuring a private theater room, wet bar, home gym, office, and multiple recreation spaces—ideal for hosting gatherings or enjoying a quiet night in. 
 Additional features include dual staircases, two fireplaces, hardwood and luxury vinyl plank flooring, energy-efficient windows, and a carefully designed flow that blurs the line between indoor comfort and outdoor beauty.  At 1576 Bay Head Road, you're not just buying a home—you’re embracing a lifestyle where boating, nature, and refined living go hand in hand. The location offers the tranquility of a private riverfront retreat with the convenience of being minutes from Annapolis, major commuter routes, and everything the Chesapeake Bay has to offer.  This is your season. This is your waterfront. Come experience it for yourself.
#MDAA2109848

ANNAPOLIS

1576 BAY HEAD ROAD

6 Beds

5 Baths

6,732 Sq.Ft.

$3,475,000

MLS#: MDAA2109848

Prepare to be captivated by 1486 Downham Market, a striking architectural masterpiece perched on one of the most coveted deep-water lots in Annapolis. Perfectly situated at the mouth of Clements Creek—widely regarded as one of the safest and most protected hurricane holes on the Severn—this estate delivers a rare blend of natural beauty, luxury, and marine excellence. With a commanding 180-foot pier boasting three boat slips, 50-amp power, 40-amp prewire for future expansion, and a reinforced lift-ready piling system, this location welcomes elite vessels such as Hinckley, Viking, Boston Whaler, Pursuit, and Chris-Craft with ease—thanks to 11 feet of mean low water depth and full riparian rights. Step inside this transitional-style waterfront showpiece where sophisticated design meets everyday comfort across three expansive levels. Walls of glass frame jaw-dropping views from nearly every room, while the interior dazzles with clean lines, rich hardwood floors, and designer finishes. The chef’s kitchen is a gourmet dream, featuring commercial-grade stainless appliances, granite countertops, and gas cooking that flows into a sunlit breakfast nook, formal dining room, den, living room, and family room anchored by a dramatic two-sided stone fireplace. Upstairs, the primary suite is a sanctuary all its own—complete with a private sitting room and fireplace, a separate staircase, a custom walk-in closet, and a spa-inspired bathroom that rivals five-star resorts with its skylight, soaking tub, glass shower, and dual vanities. Additional bedrooms include an ensuite and a Jack-and-Jill layout, all drenched in natural light. The walkout lower level impresses with a rec room, wet bar, wine storage, gym, fifth bedroom, full bath, and a sunroom with floor-to-ceiling glass—perfectly prepped for a hot tub retreat. Outdoor living is elevated with expansive multi-level decks overlooking serene waters that open into the Severn River and Chesapeake Bay beyond. A brand-new septic system and cutting-edge water treatment system with reverse osmosis and UV protection ensure comfort and confidence. Located in the prestigious Downs on the Severn—offering two marinas, a clubhouse, pool, tennis and pickleball courts, and easy access to D.C., Baltimore, and historic Annapolis—this is waterfront living without compromise. Welcome to your private paradise, where timeless luxury meets deep-water yachting dreams.
#MDAA2119714

ANNAPOLIS

1486 DOWNHAM MARKET

5 Beds

4 Baths

5,260 Sq.Ft.

$3,250,000

MLS#: MDAA2119714

3015 Friends Road is perched on a stunning point of land where the South River meets the protected waters of Boyds Cove. The views down the South River towards the Chesapeake Bay are truly endless! This custom-built home with 456 ft of waterfrontage is everything you’d hope for in a modern waterfront retreat. Built in 2021, it blends contemporary design with the relaxed elegance of coastal living and every detail has been thoughtfully crafted to make life feel effortless. From the moment you walk in, you're welcomed by a soaring two-story foyer anchored by a dramatic light fixture — a striking first impression that sets the tone for the rest of the home. From there, the wall of glass overlooking the South River takes center stage and immediately lures you to the waterside.

The heart of the main level is an open-concept great room featuring the kitchen with quartz waterfall, dining area, and family room with a stylish raised gas fireplace. The spaces flow easily in a bright, airy layout designed for both easy living and entertaining. The gorgeous, oversized island is perfect for casual meals, conversations, or hosting with ease. A walk-in pantry adds function, while beautiful light fixtures lend a contemporary, curated feel throughout the space. Step onto the spacious composite waterside deck, through 8 ft doors, which offers impeccable views, al fresco dining and comfortable seating areas. The layout is as flexible as it is beautiful. There’s a main-level water view bedroom (currently set up as an office) with a full bathroom. Upstairs, the primary suite is a peaceful escape, featuring a private office or sitting room that overlooks the water. The walk-in closet has been perfectly designed to handle an extensive wardrobe. The bathroom truly feels like a spa with deep soaking tub, custom tiled shower, WC and dual sink vanity. Two more bedrooms, each with their own bathroom, provide space and privacy for everyone.

The finished, walk-out basement is a great place to hang out with friends, with its’ custom bar and space for a home theater. There’s also another bedroom, with sliding glass door to a waterside patio, and full bathroom. From the main level, there is access to an upstairs guest suite, thoughtfully designed to have a separate entrance and lots of closet space to provide guests with privacy and comfort. Outside, enjoy everything that makes living on the South River so special: a private pier tucked into a protected cove, multiple vantage points for soaking in the river views, an outdoor shower, and lush, thoughtful landscaping that frames the home beautifully. Around the corner by boat are multiple restaurants and fuel docks. This property offers the rare combination of a new home in pristine condition, panoramic views and protected pier, public water and sewer, and easy access to downtown Annapolis and Route 50.
#MDAA2114190

ANNAPOLIS

3015 FRIENDS ROAD

6 Beds

6 Baths

4,900 Sq.Ft.

$3,250,000

MLS#: MDAA2114190

Welcome to 3307 Harness Creek Road-- a Nantucket style, coastal home with spectacular water views, a private backyard oasis and two deep-water piers on protected Harness Creek. This waterside gem, with 190 ft of waterfrontage, is situated directly across from Quiet Waters Park and offers quick access to the South River and the Chesapeake Bay.
Inside, you’re greeted by the natural warmth pouring in from the numerous floor-to-ceiling windows on the main level. The foyer starts a seamless transition to the living room on one side and the kitchen on the other. A central island draped by granite countertops centers the kitchen. Casual and formal dining options make the home great for entertaining. Adjacent to the kitchen is a walk-in pantry with quartz counters, sink and additional storage. The washer and dryer are also conveniently located here. 
A cozy sitting area surrounded by bay windows shifts into the main living area. This space features many special details: a wood-burning fireplace, a window seat, and immediate access to the waterside ipe decks. Gorgeous hardwood floors are throughout the house. Closets and a powder room complete the main floor layout.
As you approach the staircase to go upstairs, you’ll notice the beautiful ribbon striped Sapele treads and one-of-a-kind detailing in the railing construction that add another creative touch to this special home. The two-story sitting area brings the natural light into the stairwell. The primary suite includes a spacious bedroom with fabulous Harness Creek and Quiet Waters Park views. The ensuite bathroom has a double-bowl vanity, soaking tub, and oversized shower with glass tile accent. There are two additional water view bedrooms upstairs and an updated hall bath. 
On a coveted street close to downtown and providing easy access to Routes 97 and 50, a short walk to the local winery, or a paddle to hiking trails in Quiet Waters Park, this home’s prime location and modern interior make it the perfect combination of boater’s heaven and entertainer’s dream. 
One of the best features of this property is the privacy in the lush, waterside yard. Adjacent to the main level living room, there is a spacious ipe wood deck with standing seam metal roof. Relax here and watch the paddlers on Harness Creek and the parade of boats and wildlife. With beautiful landscaping and hardscape, the sumptuous yard adds to the serenity of the waterfront scenery. The two private piers complete with water and electric offer tons of options for the serious boater. One pier is 46 ft and includes a 20,000 lb boat lift, 30/50 amp. electric, fresh water supply and has 5+ ft water depth. The second pier, with fresh water supply, is 76 ft long and can accommodate a sizable sailboat; here, the water is 8 ft at mean low tide. The outdoor spaces and interior detailing work in tandem to create a polished encapsulation of coastal living in Annapolis.
Major system updates include: new two zone high-efficiency 21 SEER Bosch HVAC systems (2024, 2023), treated water for irrigation, sprayed foam insulation in crawl space, new refrigerator, Dacor dual fuel range with propane cooktop, exterior landscape lighting, alarm system, freshly painted interior, new window treatments, and a new roof in 2022.
#MDAA2120606

ANNAPOLIS

3307 HARNESS CREEK ROAD

3 Beds

2 Baths

2,236 Sq.Ft.

$3,195,000

MLS#: MDAA2120606

**Open House Saturday 8/16, 11-1 pm** Welcome to 856 St Edmonds Place! Have it all with stunning views from nearly every room, deep water,  privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of  this updated  and well conceived home.  Dramatic details throughout highlight the open floorplan and entertaining is a dream! Gourmet Kitchen with high end appliances,  light filled formal dining room, soaring ceilings and imposing stone fireplace highlight the gathering room,  cozy waterside family room off the kitchen,  amazing primary suite with floor to ceiling windows and luxurious bath and oversized closet, two additional bedrooms and a full bath complete the upper level, bright and airy lower level with family room, theater, two additional bedrooms with en suite baths  and plenty of storage,  enjoy the flexibility of  an enormous  maintenance free deck and a stunning screened porch,  attached two car garage and additional detached one car garage with amazing  1 BR/1Bath updated in law suite/caretaker space,  whole house generator, new tram and steps for convenient access to your pier with covered slip, two new boat lifts and jet ski lift nestled perfectly on  Brewer Creek with quick access to the Severn River and the Chesapeake Bay! Located close to the community pool and sports courts with an an easy commute to Washington DC, BWI and Baltimore!
#MDAA2105068

ANNAPOLIS

856 ST EDMONDS PLACE

5 Beds

4 Baths

6,595 Sq.Ft.

$3,100,000

MLS#: MDAA2105068

Exceptionally built custom waterfront home with spectacular panoramic views of Spa Creek.  Enjoy the perfect vantage point for watching the Blue Angels performance, the 4th of July fireworks and all the activity up and down the creek. Attention to detail and high-end finishes are the hallmark of this wonderful home with 12 ft ceilings on the main level.  Over 5,000 sqft of living space on 3 finished levels, 5 spacious bedrooms and 4 baths. The stunning Primary suite has a private balcony with panoramic views up and down Spa Creek and the luxurious spa-like bath is stunning in its simplistic design. An open floor plan throughout the home encourages indoor/outdoor living and draws you outside to relax on the spacious Ipe deck with modern stainless steel cable railing and elevated views of the water or encourage the party to spill out onto the custom stone patio below and the lush backyard that leads out to the elevated private pier; great for keeping the dock dry in high tides; with 40,000lb boat lift, additional lift and kayak dock that will be sure to please any boating enthusiast. A quick 5 minute drive to downtown Annapolis and Eastport and 2 minutes to the Truxton Park pickleball courts or grab a water taxi directly from your dock and head down Spa Creek right into Annapolis for a night out on the town or venture off to some of the Bay's best cruising and fishing areas.  Annapolis offers the perfect balance of small-town charm and big world sophistication. Welcome Home!
#MDAA2108534

ANNAPOLIS

145 SPA DRIVE

5 Beds

4 Baths

5,201 Sq.Ft.

$2,950,000

MLS#: MDAA2108534

Welcome to 139 Spa Drive – A Stunning  Waterfront Craftsman Home on Spa Creek!

Experience the best of coastal-inspired living at this beautifully designed,  single-family home located directly on Spa Creek.  This exquisite residence offers three fully finished levels, each with expansive walls of windows that flood the home with natural light and showcase breathtaking water views.

The open-concept layout is ideal for both entertaining and everyday living. A gourmet kitchen sits at the heart of the home, complete with custom shaker cabinetry, quartz countertops, a stylish tile backsplash, premium Bosch appliances, and an oversized center island that offers ample seating and storage. The adjacent Great Room features a cozy gas fireplace and opens to a large waterside deck—perfect for enjoying the serene surroundings year-round. 

Upstairs, the luxurious primary suite offers a tranquil escape with its own private balcony overlooking Spa Creek, a second gas fireplace, and a spa-like bathroom featuring a double vanity, freestanding soaking tub, frameless glass walk-in shower, and a linen closet. The expansive, under-finished walk-in closet is a blank canvas offering endless potential to perfectly reflect your personal style and become a dream space. Two additional generously sized bedrooms each have their own beautifully appointed en suite bathrooms, and a convenient second-floor laundry room adds everyday ease.

The lower level offers approximately 1,300 square feet of finished living space, including a bright and spacious walk-out family room plumbed for a future wet bar, a full bath, an egress fourth bedroom, and two storage areas. The recreation space opens to a stone patio and professionally landscaped yard—ideal for hosting or relaxing in style.

Built with lasting quality and exceptional craftsmanship, this home features 2x6 framing, Hardie Plank siding with stone accents, Anderson high-efficiency windows, and a durable standing seam metal roof. Inside, you’ll find 9-foot ceilings throughout, solid wood interior doors, engineered hardwood floors, and detailed architectural millwork. Outdoor features include a bluestone front porch and rear patio, a paver driveway, and professionally designed landscaping. The home is equipped with three heating and cooling zones, a propane tank servicing both fireplaces and the kitchen range, and a full-house sprinkler system with recessed heads.

Whether you’re an avid boater or simply cherish the tranquility of waterfront living, this home delivers a rare combination of elegance, comfort, and direct water access. Enjoy your private, fully outfitted 90-foot slip with a 16-foot width, 54-foot finger pier, and 220-foot platform, and a mean low water depth of 4.5 feet—making this an unparalleled waterfront offering.
#MDAA2115180

ANNAPOLIS

139 SPA DRIVE

4 Beds

4 Baths

4,885 Sq.Ft.

$2,900,000

MLS#: MDAA2115180

Exquisite South River Waterfront Estate
    Coming Soon! Experience waterfront living at its finest in this rare South River estate situated at the end of a quiet cul-de-sac. Elevated above the water on a private 1.07-acre lot with 132 feet of premier frontage, this stunningly remodeled 4,900+ sq. ft. rancher offers timeless elegance, modern sophistication, and panoramic river views from nearly every room. The open-concept main level is designed for both grand entertaining and effortless everyday living. A luxurious primary suite features a spa-inspired bath, an expansive custom walk-in closet with laundry rough-in, private deck access, and a brand-new outdoor sauna overlooking the water. Two additional bedrooms and two fully remodeled baths complete the main level. At the heart of the home, the gourmet chef’s kitchen showcases a striking 6+ person island, six-burner gas stove, custom cabinetry, quartzite countertops, walk-in pantry, built-in wine fridge, and built-in microwave. The space flows seamlessly to wraparound decks and a six-person hot tub, creating the perfect setting for entertaining against a breathtaking waterfront backdrop. A stone fireplace anchors each level, highlighting spectacular river views. The walkout lower level offers three additional bedrooms and a full bath, each with sweeping river views and direct access to bluestone patios and hardscaped walkways. For boating enthusiasts, this property offers deep-water access, a 40,000 lb lift, 20,000 lb lift, 10,000 lb lift, two shore power hookups, and an additional slip accommodating a 40+ ft vessel. Just a one-minute boat ride takes you to the South River Slalom Course. The Bon Haven community enhances the lifestyle with a boat ramp, sandy beach, kayak storage, swing set, fire pit, private pier with slips, and a large waterfront gazebo for gatherings and events. The home has been meticulously updated, including the kitchen and baths, main-level hardwood floors, lower-level luxury vinyl plank, Hardie siding and new windows and doors (2 years), a 30-year architectural roof (1 year), all-new decking, extensive bluestone hardscaping, upgraded 400-amp electrical service, a new hot water heater (2 years), and a new driveway (6 months). This ideal location offers quick access to Routes 50 and 97 and is just minutes from Annapolis Town Center, Whole Foods, Safeway, Home Depot, and more. With commanding views, refined finishes, and world-class boating amenities, this South River estate is a true luxury retreat—an exceptional offering in one of the region’s most coveted waterfront communities.
#MDAA2123548

ANNAPOLIS

778 BON HAVEN DRIVE

6 Beds

4 Baths

4,900 Sq.Ft.

$2,800,000

MLS#: MDAA2123548

Previous  Buyer's financing fell thru so back on the market with a huge 200k price reduction .  Take advantage of this opportunity to  vacation at home this summer and enjoy it now!
Welcome to 22 East Lake, located in the sought-after waterfront community of Bay Ridge. This 3 bedroom 3.1 bath exceptional home blends refined sophistication with relaxed coastal living, offering the perfect space to both work and play.
This unique home offers  resort-style amenities right at your door with a Saltwater Waterside Pool and Spa that  you could never replicate on East Lake again.   It sets the tone for the ultimate Staycation.  There is an incredible chef’s kitchen, fully outfitted with top-of-the-line appliances and thoughtful design, ideal for the culinary enthusiast.
Thoughtfully renovated throughout, the home features a stunning primary suite offering huge Lake Ogleton views, walls of glass in the living room that invite the outdoors in, and a spa-inspired primary bath with a custom Wet Room that is a surprising additon unlike any other.  
If you’re looking for a home that feels luxurious, elevated, and just a little bit daring, this one’s for you. And if that's not enough the beautiful apartment with kitchenette and full bath over the fully climate-controlled garage is perfect for teens, in-laws, and overflow guests.
#MDAA2116350

ANNAPOLIS

22 EAST LAKE DRIVE

3 Beds

3 Baths

3,320 Sq.Ft.

$2,775,000

MLS#: MDAA2116350

Nestled on Chase Pond along the serene shores of the Chesapeake Bay, 2680 Claibourne Court offers an unparalleled waterfront living experience. This meticulously renovated coastal contemporary-style residence boasts 5 bedrooms, 4 full bathrooms, and seamlessly blends luxury with comfort. Set on a generous 2.62-acre waterfront lot, the property features a private pier with boat lifts and a beach, providing direct access to the bay's tranquil waters.​ The open-concept sun-bathed main level offers a living room featuring a stone fireplace with gas insert, gourmet chefs eat-in kitchen, dining room, sitting room, a generous bedroom with walk-in closet, a full bath, and rear deck the full length of the first floor. Stunning stairs open from the lower level to the crow’s nest adds a wonderful architectural feature.  The second level offers a primary suite with private balcony, beautiful bathroom featuring separate vanities, shower, soaking tub, and ample storage.  3 additional bedrooms, 1 full bath, and a large laundry room complete the second level.  The 3rd level offers two additional rooms currently used as office and exercise room.  The crow’s nest offers 360 degree striking views. The expansive lower level offers a recreation room, wet bar, full bathroom, mud/gardeners’ room, large 2-car garage, and abundance of storage.  A flag-stone patio off the rear is great for entertaining. Outdoor amenities include a private pier with boat lifts, a beach area, and lush, landscaped grounds—perfect for boating enthusiasts and nature lovers. The home also features a whole-house sound system and is elevator-ready for future convenience. Located in the highly desirable Annapolis Roads community, this peaceful retreat is just minutes from downtown Annapolis, offering convenient access to shops, restaurants, and cultural attractions—all in a stunning bayfront setting.
#MDAA2111674

ANNAPOLIS

2680 CLAIBOURNE COURT

5 Beds

4 Baths

3,415 Sq.Ft.

$2,695,000

MLS#: MDAA2111674

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 custom built-ins 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 3 seasons 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!
#MDAA2115392

ANNAPOLIS

1241 CHERRY TREE LANE

5 Beds

5 Baths

6,428 Sq.Ft.

$2,675,000

MLS#: MDAA2115392

Stunning Waterfront New Construction 0n  Back Creek in the Eastport area.  Don't miss this rare opportunity to build your dream home in one of Annapolis’s most sought-after waterfront communities. Ideally located on a quiet, picturesque corner lot in Eastport, this beautifully designed custom home will offer expansive views of Back Creek and luxury finishes throughout. Enjoy wide plank  floors, dramatic walls of glass to showcase the water views, custom built-in kitchen cabinetry, and a chef’s kitchen featuring high end appliances, quartz countertops, oversized island, and a full-height backsplash. Every detail has been thoughtfully selected to blend style, comfort, and function for modern coastal living. This home is conveniently located just close to the heart of Eastport—renowned for its strong sense of community, marinas, walkability, and vibrant dining scene. Enjoy morning strolls to your favorite coffee shop or evenings out at nearby waterfront restaurants. Located in the Parkwood Civic Association (PCA), a voluntary neighborhood group with $100 annual dues that support maintenance of local green spaces—including Hoffman Park and the community docks. PCA membership is also required to apply for a dock slip.  Contact the listing agent today or check out Whitehall Building & Co's website to schedule a tour of the model home and start customizing your waterfront residence. With construction soon underway, you could be enjoying life on the water by next boating season.
#MDAA2119986

ANNAPOLIS

703 A GLENDON AVENUE

4 Beds

4 Baths

4,800 Sq.Ft.

$2,650,000

MLS#: MDAA2119986

Indulge in resort-like living at Chesapeake Harbour, a gated community filled with amenities and stunning water views of the Chesapeake Bay. This modern and spacious 4 bedroom, 4.5 bathroom townhome spans 4 levels and just over 2,500 square feet, featuring high-end design and curated finishes. The open floor plan makes entertaining seamless and focuses the attention on the stunning  panoramic views. The gourmet kitchen is a chef's dream with island, stainless appliances, quartz counters, custom lighting, breakfast nook and tons of natural light pouring in from the skylights. Enjoy spending the days and nights cozied up around the fireplace or relaxing on the balcony in the Living room or Primary bedroom while watching the endless activities and ever-changing scenery of the expansive Chesapeake Bay. Step out the lower level patio and dip your toes in the Bay from one of many community beaches, just steps from your door.  Enjoy every room throughout the home whether you're unwinding with a good book, sipping your favorite beverage, or watching sailboats drift by, this home is the perfect spot to take in Annapolis' cherished pastimes, including Wednesday and Thursday night races, Blue Angels air show, and fireworks. Immerse yourself in the plethora of community's amenities, including tennis courts and swimming pools, both of which are just steps away from your front door. Lounge on the private sandy beach, partake in tennis or pickleball on the courts, fish off the piers, head out on your boat from the marina, or relish in picnic areas with grills. The community also offers walking/jog paths, Chase Pond, and a 24-hour attended gatehouse for security. Discover the convenience of a brand-new restaurant in the Marina, offering outdoor dining and live music on weekends. Chesapeake Harbour's prime location places you within minutes of Downtown Historic Annapolis, Eastport, dining/shopping, the US Naval Academy, and more, with an easy commute to Washington DC, Baltimore, and just 30 minutes from BWI Airport. Whether you're seeking a weekend getaway or a year-round residence, this beautiful waterfront townhouse is poised to exceed all expectations. Welcome Home!
#MDAA2103110

ANNAPOLIS

2175 CHESAPEAKE HARBOUR DRIVE

4 Beds

4 Baths

2,513 Sq.Ft.

$2,595,000

MLS#: MDAA2103110

**TEAR DOWN/NEW BUILD PACKAGE** The homesite sits on an elevated 3 acres offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Take advantage of water views without the cost of waterfront taxes! Three marinas are just minutes from your doorstep, making this an ideal location for boating enthusiasts. The proposed Luxury Wye Mills model features an open concept with the convenience of single level living as the primary suite and an additional bedroom with ensuite full bath along with laundry are all on the main level! The gourmet kitchen with an oversized island adjoins the dining room and overlooks a large family room with access via French sliders to a covered porch --- perfect for hosting family and friends! A huge walk-in pantry with coffee bar and a mudroom/powder room off of the garage complete the main level. The upper level features 2 additional bedrooms with ensuite bathrooms and walk-in closets. The basement offers a finished rec area with the option of adding 2 additional bedrooms and a full bathroom and/or finishing additional living space to create the theater room/home gym, etc of your dreams. The adjoining lot (Lot #1) is 90% approved. Both properties have met all health department
requirements, with the final piece being a public water extension along the existing house frontage. The
subdivision is not at record plat and has been taken as far as the current owner is willing to go but all of the
legwork to get it to this point will convey. PLEASE NOTE: The existing home does have a moisture issue, and the HVAC system is not currently functioning. Call agent for more info. Documentation for the subdivision
efforts can be emailed. The property does fall within the Chesapeake Bay critical area. Per the proposed
subdivision plat a forest conservation easement would be imposed with the approval of the subvision. The
home is being sold strictly as-is, where is. Any inspections for buyer's information only. Existing home without new build package listed under MLS#: MDAA2103336.

Builder is offering $10,000 towards options with use of preferred lender and title companies. HARDI-PLANK SIDING IS STANDARD! CO-PERM FINANCING REQUIRED - 100% VA CO-PERM OPTIONS AVAILABLE - BUILDER'S PREFERRED LENDER HAS GREAT RATES & A SPECIAL 5% DOWN NO PMI LOAN PROGRAM FOR BUYERS IN CERTAIN MEDICAL & PROFESSIONAL FIELDS!    PLEASE NOTE: Photos are representative of builder's work and show previously completed custom homes with options/upgrades. Buyer must be pre approved for construction to permanent financing before meeting with builder and touring homes that are under construction. Please visit Whitehall Building website for more info. **PLEASE DO NOT SHOW WITHOUT AN APPOINTMENT**
#MDAA2113364

ANNAPOLIS

1634 ORCHARD BEACH ROAD P 269

4 Beds

4 Baths

5,484 Sq.Ft.

$2,350,000

MLS#: MDAA2113364

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