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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
361
# of Listings
3
Avg # of Bedrooms
$481
Avg. $ / Sq.Ft.
$1,098,732
Med. List Price

Browse Annapolis Real Estate Listings

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Over $5M

361 Properties Found. Page 4 of 25.

GET READY FOR YOUR BEST SUMMER EVER! This waterfront home is nestled in one of Annapolis’ sought-after neighborhoods. Inviting and beautiful décor punctuates views of water and private setting. Tons of windows and flooded with light! Conversational style living room opens to formal dining in a comfortable traditional layout. Stunning kitchen is surrounded by windows and features a large island, gas range, and plentiful cabinets. Kitchen dining area overlooks natural wooded vista. Stone-faced fireplace is the focal point in the bright family room that leads to a large deck and features waterviews. Rich warm wood floors flow from room-to-room throughout! Primary suite features water views, gas fireplace, plantation shutters, and a stunning bath with soaking tub, glass shower & separate sinks. Large walk-in closet has custom shelving. Full laundry on second-level. Two additional bedrooms and baths have been beautifully updated with designer touches. Lower level features a third fireplace, wet bar, and glass sliders to the back yard. Great for a fifth bedroom or an office! New custom steps and walkway lead down a gentle slope to the private dock (4 feet MLW). Your neighbors will include herons and turtles as the headwaters of Lake Ogleton offer a quiet respite for all! Whether you like to kayak or want to power or sail out to the Chesapeake Bay, you will have quick access to all the water activities Annapolis has to offer. Lake Ogleton is a water skier's heaven and the open waters of the Chesapeake are a sailor's paradise. Annapolis Roads has a private community beach and picnic area on a bluff with stunning views of the Severn River and the Chesapeake Bay. This established community is convenient to the restaurants and marinas in Eastport or to major commuter routes. New HVAC 2019, New Hot Water Heater 2020, New HVAC 2022. Annapolis Roads is a Special Tax District, and the HOA is included in the annual property owners tax.
#MDAA2111166

ANNAPOLIS

2656 QUEEN ANNE CIRCLE A

4 Beds

4 Baths

3,315 Sq.Ft.

$1,850,000

MLS#: MDAA2111166

PROPERTY BACK ON MARKET.....BUYER WITHDREW ON HOA DOCS. SEE OUR NEW PRICE...THIS IS A STEAL OF A DEAL! ABSOLUTELY STUNNING 4 BEDROOM, 4.5 BATH CUSTOM BEAUTY ON A QUIET CUL DE SAC IN HIGHLY SOUGHT AFTER FISHING CREEK FARM! LOCATED ON 1.14 ACRES (ONE OF LARGEST LOTS IN COMMUNITY), THE SELLERS HAVE SPENT HUNDREDS OF THOUSANDS OF DOLLARS ON A GORGEOUS 2025 RENOVATION WHERE NO EXPENSE WAS SPARED OR DETAIL OVERLOOKED. FEATURES INCLUDE A LOVELY NEW GOURMET KITCHEN AND LUXURIOUS NEW FULL BATHS, NEW FLOORING, LIGHTING, CUSTOM CLOSETS, WINDOW COVERINGS, ETC, ETC! THE RENOVATION WAS FEATURED IN MAGAZINES AND WON AWARDS....IT IS SPECIAL! THE MAIN LEVEL BEDROOM OWNERS SUITE FEATURES A GORGEOUS NEW BATH WITH CUSTOM TUB AND OVERSIZED WALK IN SHOWER. THE TWO STORY GREATROOM FEATURES A GAS FIREPLACE WITH NEW STONE SURROUND THAT MATCHES THE KITCHEN STONE AND HAS NEWLY REFINISHED HARDWOOD FLOORS. A HUGE TREX DECK OVERLOOKS THE PRIVATE AND PEACEFUL REAR YARD BACKING TO TREES. A FULLY FINISHED WALK OUT LOWER-LEVEL OPENS TO PATIO AND NEWER HOT TUB (2022) THAT'S BARELY BEEN USED! THREE CAR SIDE LOAD GARAGE, AND TASTEFULLY LANDSCAPED GROUNDS WITH AN UNDERGROUND SPRINKLER SYSTEM. IT'S AN EASY WALK OR GOLF CART RIDE (GOLF CART CONVEYS) TO THE COMMUNITY POOL, FULLY EQUIPPED CLUBHOUSE, MARINA, TENNIS/PICKLEBALL COURT AND BEACH. JUST MINUTES TO DOWNTOWN HISTORIC ANNAPOLIS & MAJOR COMMUTING ROUTES. ENJOY THE TRANQUILITY OF THIS AWESOME LOCATION ON YOUR COVERED FRONT PORCH AND ENJOY THE WATER VIEWS AND SUNSET. THIS IS A GREAT HOUSE!
#MDAA2111866

ANNAPOLIS

3303 HIDDEN RIVER VIEW ROAD

4 Beds

4 Baths

4,553 Sq.Ft.

$1,850,000

MLS#: MDAA2111866

Location, location, location! INVESTOR alert for an apartment unit building that can be converted to a single family home in historic Annapolis! This property is steps away from city dock and all that downtown Annapolis has to offer! Enjoy incredible views of historic Annapolis & Spa Creek. The Red Brick Inn is currently being used as a full time Airbnb, but it can easily be converted to a single family home. There are a total of three separate apartments that have all been updated in 2014 and are all separately metered. Floor plans and additional information available upon request! Don’t miss out on this one!
#MDAA2016852

ANNAPOLIS

15 NEWMAN STREET

7 Beds

None Baths

3,509 Sq.Ft.

$1,799,999

MLS#: MDAA2016852

Spa Creek Waterfront with pool and private pier with 2 boat lifts! Perched above the serene shores of Spa Creek this 3 bedroom 2 bath home offers the perfect escape for year-round living, weekend getaways, or rental opportunities. Enjoy the home as-is or bring your architect to create the waterfront home of your dreams. Imagine waking up every morning to the gentle stirrings of the water fowl as the sun casts a warm glow across the water, feeling a sense of anticipation for the day ahead. Open the sliding doors onto the expansive waterside deck surrounding the refreshing pool; the perfect place to entertain or lounge on a sunny summer day. Savor your morning coffee in the cozy sunroom overlooking the pool and creek. The open floor plan of the Dining room and Living room with cozy fireplace are laid out to capture the views and to flow easily out to the fabulous exterior spaces. The galley style kitchen has plenty of cabinets, countertops and a breakfast nook. Adjacent to the kitchen is the expansive Family room, with rustic finishes including stone floor, exposed beams and pellet stove with stone surround. 3 bedrooms are nestled on the opposite wing of the home, including a waterside bedroom with sliding glass door leading to the pool and framing the water views. Step outside and immerse yourself in the tranquil surroundings, lounge under the waterfront pergola or continue out to the private pier and spend the afternoon fishing. Store all of your waterfront toys in the expansive storage area below the pool deck. 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. The tranquility of no-wake waters will delight boating enthusiasts with endless opportunities for recreation and the location provides quick and easy access to Annapolis, the Chesapeake Bay and beyond. Embrace the simple joys of the waterfront lifestyle and make this retreat your own. Welcome Home!
#MDAA2102132

ANNAPOLIS

105 SPA DRIVE

3 Beds

2 Baths

2,671 Sq.Ft.

$1,799,000

MLS#: MDAA2102132

Welcome to 743 Rolling View Drive in the coveted waterfront community of Cape St Claire. This beautifully maintained home offers over 3,800 square feet of finished living space, including 4 bedrooms, 3.5 bathrooms, and a potential 5th bedroom in the basement. Set on over half an acre with expansive views of Deep Creek leading to the Magothy River, this is a rare opportunity for spacious, move-in-ready waterfront living. The main level features an open-concept layout with large windows framing serene water views. A custom chef’s kitchen anchors the space with Quartz and natural wood countertops, stainless steel appliances—including a double wall oven, induction cooktop, microwave, refrigerator, and dishwasher—and radiant heated floors. The kitchen flows seamlessly into the main living and dining areas, accented by hardwood flooring and wood beam details. A propane fireplace adds warmth to the adjacent library, which also includes built-in shelving and a full bath—ideal for guests or flexible living. A main-level bedroom includes a built-in Murphy bed, offering excellent functionality as an office or guest suite. Upstairs, the primary suite is a luxurious retreat with two walk-in closets and a spa-like en suite bath featuring radiant heated floors, a clawfoot soaking tub, dual vanities, and a custom mosaic tile shower with artistic tilework, including heron and rockfish detailing. Two additional bedrooms, a full hallway bath, and a convenient top-floor laundry room complete the upper level. The finished basement provides additional living space with tile flooring, a wet bar with mini fridge and storage, a half bathroom, walk-out access to the backyard, and a flexible space that could serve as a 5th bedroom or office. The mudroom entry off the detached two-car garage includes custom cubbies, heated flooring, and a built-in commercial-grade ice maker—perfect for stocking coolers or entertaining. Dual-zone HVAC ensures year-round comfort, and the roof and windows have been updated in recent years and remain in excellent condition. A whole-house generator offers added peace of mind. Outdoor living is just as impressive: a composite wraparound deck with trellis, custom stone patio with built-in fire pit, and mature landscaping create a peaceful backdrop. Follow the custom paver walkway with concrete steps down to a private pier equipped with two boat lifts, a kayak launch, water and electric hookups, and a waterfront storage shed with power. A screened-in porch at the top of the steps with electricity offers the perfect setting to unwind after a day on the water. The home also features a fenced yard, invisible pet fence, and a long driveway with ample parking. Community amenities include three private beaches, three marinas, multiple parks, a rentable clubhouse, a local shopping center, and seasonal events such as the 4th of July celebration and the Strawberry Festival. Located in the Blue Ribbon Broadneck School District, this home delivers the very best of Annapolis waterfront living. Special Buyer Incentive! Get a Lower Rate – On Us! If you choose to work with the seller’s preferred lender, you’ll receive a 1% Temporary Rate Buydown for the First Year that means lower monthly payments for you—at no cost to you as the buyer! Take advantage of this limited-time opportunity to make your new home even more affordable. Ask me for details during your visit today!
#MDAA2109136

ANNAPOLIS

743 ROLLING VIEW DRIVE

4 Beds

3 Baths

3,827 Sq.Ft.

$1,750,000

MLS#: MDAA2109136

FABULOUS PENTHOUSE. Embrace a lifestyle of unparalleled luxury and breathtaking views with this rare opportunity to own an exquisite penthouse at the GrandView in Annapolis Town Center. Perched atop the prestigious 12th floor, this sprawling residence stands as one of the most coveted penthouses, offering panoramic views that stretch for miles, complemented by two expansive balconies that provide front-row seats to the vibrant holiday events and outdoor venues of the Town Center. Step inside to discover a world of refined elegance, where light cascades through oversized windows, illuminating the dramatic 11-foot ceilings that stretch overhead, creating an atmosphere of open, airy sophistication. This penthouse boasts an expansive layout, featuring three private ensuite bedrooms, each a serene retreat of comfort and luxury. A large den offers flexibility for your lifestyle, whether as a home office, media room, or additional guest space, ensuring this home meets your every need. Newly installed 2-Zone HVAC system and new washer and dryer. The heart of this home is the open floor plan, seamlessly connecting living spaces with Brazilian cherry hardwood and ceramic tile floors underfoot, exuding warmth and timeless elegance. The gourmet kitchen is a chef's dream, outfitted with high-end appliances, sumptuous granite countertops, and a massive kitchen island, making it perfect for hosting gatherings or savoring quiet moments over coffee. GrandView isn’t just a residence; it’s a community that offers a true sense of belonging. Residents enjoy exclusive access to a rooftop sky lounge and pool, an outdoor kitchen, a state-of-the-art fitness center, and a club/party room, all designed to foster a lifestyle not just of luxury, but of wellness and social connectivity. The addition of a professionally managed concierge staff ensures every day is lived with ease, convenience, and security. Situated in the heart of Annapolis, GrandView places you just a stroll away from the finest dining, Whole Foods, Target, Life Time Fitness Club, banking, and boutique shopping. Historic downtown Annapolis, the US Naval Academy, Anne Arundel Medical Center, and Annapolis Mall are mere minutes away, making this a dream location for commuters with quick access to Route 50 and 97. Seize this unmatched opportunity to indulge in refined urban living at its most sophisticated. Schedule your showing today and take the first step into a life filled with luxury, comfort, and breathtaking beauty in this unparalleled penthouse residence.
#MDAA2103424

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 1210

3 Beds

3 Baths

3,520 Sq.Ft.

$1,750,000

MLS#: MDAA2103424

Own a Piece of Annapolis History – Don’t miss this rare opportunity to own an exquisitely restored historic home in the heart of downtown Annapolis. Welcome to The Quarter Deck on Prince George—a 4-bedroom, 2.5-bathroom retreat that blends timeless charm with modern convenience, all while boasting a proven short-term rental history. Financials are available upon request. This is the perfect opportunity for buyers looking to live in downtown Annapolis or they have a 1031 and need a quick move! As you approach, you're welcomed by vibrant hydrangeas framing the elegant exterior. Step inside to discover brand-new gleaming hardwood floors flowing through the foyer, living, and dining rooms, setting the stage for a refined yet welcoming atmosphere. The grand entryway captivates with stately columns leading into a spacious living room bathed in natural light. At its heart, a stunning double-sided brick fireplace seamlessly connects the living and dining rooms—creating the perfect ambiance for intimate gatherings or cozy evenings by the fire. Step into a chef’s dream kitchen—fully equipped and thoughtfully remodeled to blend style and functionality seamlessly. Featuring elegant granite countertops and sleek stainless steel appliances, including a gas range, dishwasher, and spacious refrigerator, this kitchen is designed for both everyday ease and culinary creativity. Whether you're preparing a gourmet feast or a quick bite, this beautifully updated space makes every cooking experience effortless and enjoyable. From the kitchen, step outside into your fully fenced private backyard oasis—a serene retreat perfect for relaxation and entertaining. Whether you're sipping your morning coffee, hosting a summer barbecue, or unwinding under the stars, this inviting outdoor space offers the perfect blend of privacy and charm. Make your way up to the second level, where comfort and convenience await. This thoughtfully designed space features two beautifully appointed bedrooms, a spacious family room perfect for relaxing or entertaining, a fully renovated full bath with modern finishes, and a dedicated laundry room for added convenience. Whether you're unwinding after a long day or gathering with loved ones, this level offers the perfect blend of style and functionality. Head up to the third level and prepare to be impressed. The expansive primary bedroom sits at the front of the home, bathed in abundant natural light, creating a bright and inviting retreat. Just steps away, indulge in the spa-like bathroom, complete with modern finishes designed for ultimate relaxation. A fourth bedroom completes this level, offering comfort and versatility to suit your needs. With its rich character, unbeatable location, and inviting warmth, this home is more than just a place to live—it’s a true Annapolis experience. Don't miss the opportunity to own a beautifully restored historic gem, just steps from the U.S. Naval Academy, City Dock, Ego Alley, and the vibrant shopping and dining scene along Main Street. Schedule your private tour today!
#MDAA2109866

ANNAPOLIS

146 PRINCE GEORGE STREET

4 Beds

2 Baths

2,550 Sq.Ft.

$1,750,000

MLS#: MDAA2109866

This modern ('85) 4 bedroom/2 full- 1 half- bath home, sits on the largest lot (1.5 acres) in the coveted Providence community, borders the USNA Golf Course, and is the largest estate lot currently available in Annapolis. The lucky buyer will become a member of the private Providence Club, a $10 million "clubhouse" which includes an 8-year new clubhouse, pool and kids play area all with unparalleled views of the Bay, and its own private marina; which is the closest marina to the Bay on the Severn River. The Providence HOA heavily-subsidizes the marina, so boatowners not only enjoy the best direct Bay access on the Severn, but slip fees (including dry, on-site winter storage) that are a fraction of market marina rates. Enjoy seamless indoor-outdoor living with a screened-in porch—the perfect setting for morning coffee, quiet conversation, or sunset wind-downs. The expansive back deck invites al fresco dining and elevated summer entertaining, framed by the tranquil beauty of this remarkable estate. Inside, the home boasts 4 bedrooms (with potential to expand to 6), 2.5 baths (option to add another full bath), hardwood floors, a modern, light-filled design, and a finished walkout basement. A front-entry garage, extended private driveway, and abundant storage spaces enhance the home's effortless livability. A truly rare opportunity in the prestigious Providence community—without comparison and without compromise. Discover the unmatched elegance, privacy, and lifestyle this estate offers. Schedule your private tour today and experience Annapolis luxury at its finest!
#MDAA2115356

ANNAPOLIS

210 PROVIDENCE ROAD

4 Beds

2 Baths

2,926 Sq.Ft.

$1,750,000

MLS#: MDAA2115356

Custom coastal craftsman home is currently under construction in Eastport - Annapolis, Maryland. This home will feature a perfect blend of classic Eastport and luxury coastal craftsman design. Permitting is complete. This expansive 3600 +/- (approx. 850 unfinished) sq. foot home will offer 4 bedrooms and 3 baths with an open floor plan concept. Truly an entertainer’s dream with hardwood floors, high ceilings, impressive millwork and trim, walk-in closets, beautiful gourmet kitchen, large rooms with multiple dining and gathering areas, and a fully finished basement. The second level of the home offers three bedrooms including the owner’s suite. The suite features a fireplace and master bath with dual vanity, frameless glass shower and soaking tub. The builder did not leave anything out, by placing an office or bedroom on the main level and washer and dryer on the second floor for convenience. The exterior of the home will include a charming front porch, back deck for hosting seasonal barbecues, and ample green space in the rear. A landscaping package is included, as well as 3 off-street parking spaces. Walkability to downtown Annapolis including premier restaurants, shopping, yacht clubs, water activities, and more... Take advantage of this rare opportunity to purchase Eastport new construction.
#MDAA2032362

ANNAPOLIS

400 JEFFERSON STREET

4 Beds

3 Baths

3,640 Sq.Ft.

$1,700,000

MLS#: MDAA2032362

Unprecedented opportunity in The Community of Chesapeake Harbour! Gated Chesapeake Harbour offers lavish Chesapeake Bayfront Annapolitan style living. The pinnacle of style and luxurious refinement now available! 4 Levels of spectacular waterfront perfection masterfully done with nothing to do but unpack your toothbrush and head to your marina front deck for happy hour and stunning summer sunsets. Fully renovated and professionally custom designed upgrades from Kitchen Encounters to Baths including Heated Bathroom Floors (all 3 Full), Robern Medicine cabinets, Hansgrohe fixtures, Miele Steam and convection ovens, Thermador Fridge, waterfall island, wine/beverage center, 15K+ of lighting fixtures, Calcutta Italian Marble surround Napolean LED fireplace, new Pella doors, HVAC, all new interior and closet doors with custom closets just to start!!! Please contact listing agent for complete list. A transformation of over $500,000 in timeless luxe finished renovations to create the space of your dreams. Offering casual elegance and extreme comfort, you will not want to leave your new home but when you do -walk to the private sandy beach to watch the Blue Angels, enjoy sunny days at the Chesapeake Bay waterfront pools, play pickleball/tennis with neighbors and meet new friends for cocktails and sunset dinners at Waterside Beacon Bar and Restaurant. Lots of social events and Beacon has live music on most weekends! Perfection awaits. It doesn’t get better than this in this premiere exclusive resort style Annapolis community. Please see the interactive floorplan under virtual tours for additional photos and information.
#MDAA2108174

ANNAPOLIS

2186 CHESAPEAKE HARBOUR DRIVE

3 Beds

3 Baths

2,719 Sq.Ft.

$1,700,000

MLS#: MDAA2108174

Unprecedented waterfront opportunity in The Community of Chesapeake Harbour! Unduplicatable Gated Chesapeake Harbour offers lavish Chesapeake Bayfront Annapolitan style living. This community could never be built today and this property completes the trifecta with perfect location and luxurious refinements. 4 Levels of spectacular waterfront perfection masterfully done. Fully renovated and professionally custom designed finishes cannot be duplicated and never at this price *Kitchen Encounters to Baths including HEATED Bathroom Floors (all 3 Full), Robern Medicine cabinets, Hansgrohe fixtures, Miele Steam and convection ovens, Thermador Fridge, waterfall island, wine/beverage center, 15K+ of lighting fixtures, Calcutta Italian Marble surround Napolean LED fireplace, new Pella doors, HVAC, all new interior and closet doors with custom closets just to start!!! A transformation of over $500,000+ in timeless luxe finished renovations to create the space of your dreams can be yours! Offering casual elegance and extreme comfort, you will not want to leave your new home but when you do -walk to the private sandy beach to watch the Blue Angels, enjoy sunny days at the Chesapeake Bay waterfront pools, play pickleball/tennis with neighbors and walk with new friends for cocktails and sunset dinners at Waterside Beacon Bar and Restaurant. Lots of social events, groups and Beacon even has live music on most weekends! Perfection awaits. It doesn’t get better than this in this timeless premiere exclusive resort style Annapolis community. Please see the virtual walk through and interactive floorplan under virtual tours for additional photos and information.
#MDAA2116414

ANNAPOLIS

2186 CHESAPEAKE HARBOUR DRIVE E

3 Beds

3 Baths

2,719 Sq.Ft.

$1,700,000

MLS#: MDAA2116414

Welcome to this exceptional 3-unit property located in the vibrant heart of downtown Annapolis—truly an investor's dream. These turnkey apartments are currently licensed for short term rentals and ready to offer a rewarding investment opportunity. Situated in the bustling core of Annapolis, this property provides unparalleled access to the city's rich array of dining, shopping, and entertainment. Guests will delight in the diverse dining scene, with popular spots like Iron Rooster, Tsunami, and Osteria 177 offering a range of culinary experiences. Located steps from Gate 1 of the United States Naval Academy makes it one of the most desirable locations for both long and short term guests. Shopping enthusiasts will find plenty to explore, from charming boutiques and gift shops to unique pottery stores. When the sun sets, Annapolis comes alive with nightlife options, including Dining Under the Stars events, live music at Rams Head Tavern, and a variety of bars and pubs for a perfect evening out. For those seeking recreation and adventure, the area offers an abundance of activities. Visitors can enjoy the serene beauty of Quiet Waters Park, take sailboat lessons, embark on fishing charters, explore ghost tours, or visit local museums. The proximity to the US Naval Academy, just a block away, adds to the allure of this sought-after tourist destination. This property not only offers a prime location but also the potential for a lucrative return on investment. Don't miss the chance to own a piece of Annapolis's thriving downtown scene.
#MDAA2103044

ANNAPOLIS

165 KING GEORGE STREET

4 Beds

None Baths

2,595 Sq.Ft.

$1,599,000

MLS#: MDAA2103044

Welcome to this exceptional 3-unit property located in the vibrant heart of downtown Annapolis—truly an investor's dream. These turnkey apartments are currently licensed for short term rentals and ready to offer a rewarding investment opportunity. Situated in the bustling core of Annapolis, this property provides unparalleled access to the city's rich array of dining, shopping, and entertainment. Guests will delight in the diverse dining scene, with popular spots like Iron Rooster, Tsunami, and Osteria 177 offering a range of culinary experiences. Located steps from Gate 1 of the United States Naval Academy makes it one of the most desirable locations for both long and short term guests. Shopping enthusiasts will find plenty to explore, from charming boutiques and gift shops to unique pottery stores. When the sun sets, Annapolis comes alive with nightlife options, including Dining Under the Stars events, live music at Rams Head Tavern, and a variety of bars and pubs for a perfect evening out. For those seeking recreation and adventure, the area offers an abundance of activities. Visitors can enjoy the serene beauty of Quiet Waters Park, take sailboat lessons, embark on fishing charters, explore ghost tours, or visit local museums. The proximity to the US Naval Academy, just a block away, adds to the allure of this sought-after tourist destination. This property not only offers a prime location but also the potential for a lucrative return on investment. Don't miss the chance to own a piece of Annapolis's thriving downtown scene and the views of the Naval Academy Chapel especially in the evening.
#MDAA2103046

ANNAPOLIS

165 KING GEORGE STREET

4 Beds

3 Baths

2,595 Sq.Ft.

$1,599,000

MLS#: MDAA2103046

New on site 3 days ago
Custom Luxury in Downtown Annapolis — Over 2,100 Sq Ft of High-End Living at West141 Welcome to Unit 304, the premier residence in the boutique West141 building and the only unit created by combining two original floor plans into one expansive home. With over 2,100 square feet of thoughtfully designed space, this is downtown Annapolis condo living at its most refined. Originally configured as a 3-bedroom, 3-bath layout, this home has been expertly redesigned to enhance both style and function. The spacious primary suite features its own private balcony, a seating area, a spa-inspired bath with double vanity, soaking tub, and oversized walk-in shower, and a large walk-in closet with custom California Closet built-ins. The second bedroom includes a private ensuite bath, perfect for guests. The third bedroom has been transformed into a high-end office with over $17,000 in custom cabinetry, shelving, and a built-in desk. Off the main living area, a flexible bonus space provides the perfect zone for a home gym, reading lounge, or guest accommodations with a sleeper sofa or Murphy bed. And for any additional guests, the luxury Graduate Hotel is located directly across the street. The kitchen is a showstopper—featuring an oversized quartz island with bar seating, stainless steel appliances, crisp white cabinetry, and designer lighting—all opening to a sunlit living and dining area accented by shiplap walls and custom built-ins. Stylish and functional upgrades include: over 2,100 sq ft of interior space • custom-built office • three California Closet systems • remote-controlled motorized shades • two private balconies (one off kitchen/dining, one off primary suite) • spacious primary suite with spa-like bath and seating area • shiplap accent walls • oversized kitchen island with quartz counters and bar seating • stainless appliances and shaker cabinetry • flexible bonus space for gym, guest, or den • second bedroom with private ensuite bath • separate laundry room with storage cabinetry • two secure garage parking spaces with a private storage unit • elevator building with controlled access • short-term rentals allowed • steps to dining, shopping, Naval Academy, and Navy Stadium • easy access to Route 50 for D.C., Baltimore, and weekend getaways. Unit 304 is truly one of a kind—offering the space and feel of a home with the convenience of low-maintenance condo living, all in the heart of Annapolis. Whether you’re looking for a primary residence, a stylish weekend escape, or a flexible investment property, West141 delivers it all. Welcome home.
#MDAA2112000

ANNAPOLIS

141 WEST STREET 304

3 Beds

3 Baths

2,012 Sq.Ft.

$1,599,000

MLS#: MDAA2112000

Welcome to 15 Chesapeake Landing, a beautifully updated townhome in one of Eastport’s premier gated waterfront communities. With Severn River views from two decks and an unbeatable location just a short walk to Downtown Annapolis, the U.S. Naval Academy, and some of the city's best restaurants, this home offers the ideal blend of luxury, lifestyle, and low-maintenance living. This four-level residence includes three bedrooms, two full baths, and one half bath, offering a flexible floor plan that lives large and adapts to your needs. The main level features a completely renovated kitchen with a 10-foot island, stainless steel appliances, and space for four to dine comfortably at the counter. Acacia hardwood floors span the upper levels, while the lower level is finished with durable luxury vinyl plank flooring. The primary suite is a true retreat, complete with two walk-in closets and a fully remodeled bathroom (2023) with high-end finishes. Outdoor living is maximized with a lower-level flagstone patio and three upgraded decks—including a newly completed railing system designed to enhance both space and views. Additional highlights include a one-car garage with extra parking, attic storage, and updated systems such as a new hot water heater (2023), new HVAC and 12 updated windows and sliding doors, most replaced within the last two years. Residents enjoy the security of a gated community and have the option to join the adjacent Annapolis Maryland Capital Yacht Club, which offers a pool, marina, clubhouse, and year-round social events. HOA dues cover landscaping, snow removal, and common area maintenance, providing a lock-and-leave lifestyle in the heart of Eastport.
#MDAA2109404

ANNAPOLIS

15 CHESAPEAKE LANDING

3 Beds

2 Baths

2,153 Sq.Ft.

$1,595,000

MLS#: MDAA2109404

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