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
277
# of Listings
3
Avg # of Bedrooms
$505
Avg. $ / Sq.Ft.
$1,381,189
Med. List Price

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277 Properties Found. Page 11 of 19.

Permits in hand and ready to go. An exceptional opportunity to create not one, but TWO custom residences in the highly sought-after community of West Annapolis. These two fully buildable lots offer the rare chance to design and construct your dream home — plus a second residence for extended family, investment, or resale. Both parcels are just weeks away from receiving grading permits, allowing construction to begin as early as this summer — a significant advantage for buyers looking to fast-track their building timeline. Lot 30 – 704 Arundel Place offers 12,320 square feet of prime homesite. Lot 32 – 700 Arundel Place features 11,680 square feet of buildable space. The current owner has completed the extensive due diligence and groundwork to subdivide and prepare these lots, saving you valuable time and expense. This is a streamlined, ready-to-build opportunity in one of Annapolis’ most desirable locations. Don't miss this rare offering in West Annapolis — secure your vision and begin building sooner than you imagined.
#MDAA2137138

ANNAPOLIS

700 ARUNDEL PLACE

None Beds

None Baths

0.55 acres

$700,000

MLS#: MDAA2137138

Step into sophisticated comfort in this exceptional third-floor corner residence, a 2024-built condominium offering 1,723 square feet of thoughtfully designed space filled with natural light and showcasing designer finishes, premium upgrades, and meticulous attention to detail throughout. Located within a desirable 55+ active adult community, the open, well-appointed floor plan includes two spacious bedrooms, two full baths, and a private study—perfect for today’s flexible lifestyle. The gourmet kitchen stands out with high-end appliances, upgraded cabinetry, and elegant finishes, ideal for both everyday living and entertaining. Freshly painted and professionally styled, the home features new designer lighting and custom closet systems for added sophistication and functionality. Step outside to a private balcony—perfect for enjoying warm summer days, morning coffee, or evening relaxation. A rare highlight is the combination of two highly sought-after features: a private storage unit, reserved garage parking, an uncommon offering that adds significant value. Enjoy the added benefit of a low condo fee, enhancing both affordability and long-term value. Residents enjoy resort-style amenities, including pickleball courts, scenic walking trails, a golf simulator, dog park, and inviting indoor and outdoor gathering spaces with grilling areas, all ideally located with a quick drive to downtown Annapolis, waterfront dining, shopping, and the Bay Bridge. Impeccably maintained and move-in ready, this residence offers a unique opportunity to own a beautifully upgraded home with exceptional parking and storage in a vibrant, amenity-rich community.
#MDAA2143488

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 311

2 Beds

2 Baths

1,723 Sq.Ft.

$699,999

MLS#: MDAA2143488

Beautifully maintained and filled with natural light, this inviting home offers an open floor plan with vaulted ceilings, hardwood floors, and comfortable living spaces designed for both relaxing and entertaining. The spacious primary suite features a private sitting area and en-suite bath, while the cozy fireplace and rear deck create the perfect setting for everyday living. A fenced backyard backing to trees provides added privacy and a peaceful outdoor retreat. Located in the sought-after water-privileged Bay Highlands community with beaches, marina, boat ramp, playgrounds, and easy access to Downtown Annapolis.
#MDAA2142452

ANNAPOLIS

1180 BAY HIGHLANDS DRIVE

3 Beds

2 Baths

1,758 Sq.Ft.

$699,900

MLS#: MDAA2142452

New on site 3 days ago
Professional photos coming Friday! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods. Inside, you'll find updated finishes, an inviting floor plan, and comfortable living spaces designed for everyday living and entertaining alike. Step outside to enjoy the screened porch overlooking a fully fenced backyard, complete with a large storage shed and plenty of room for pets, play, gardening, or gatherings with family and friends. A spacious driveway provides abundant off-street parking for multiple vehicles, boats, or trailers. Living in Hillsmere Shores means much more than owning a home—it’s a lifestyle. Residents enjoy access to a private marina with South River access, a community pool (additional membership), sandy beach, waterfront pavilions, playgrounds, kayak launches, and boat ramps. The neighborhood is also adjacent to Quiet Waters Park and just minutes from downtown Annapolis, shopping, dining, and commuter routes. Whether you're looking for your first home, your forever home, or the perfect place to enjoy Annapolis waterfront living, 108 Maple Drive offers an incredible opportunity at $699,900.
#MDAA2149008

ANNAPOLIS

108 MAPLE DRIVE

3 Beds

3 Baths

2,140 Sq.Ft.

$699,900

MLS#: MDAA2149008

Filled with light and exceptional in both scale and setting, Unit 202 is one of the coveted end units at The Reserve—offering 2,113 square feet of beautifully designed living space. The result is a home that feels open, airy, and serene, with sunlight flowing throughout the day and tranquil views of surrounding woodland creating a true sense of retreat. Designed for both comfort and ease, this 3-bedroom, 3-bath floor plan is among the largest in the building, providing the space and flexibility that today’s buyers seek. A standout feature is the expansive four-season sunroom, a bright and inviting extension of the living area that can be enjoyed year-round—perfect for morning coffee, reading, or simply taking in the peaceful natural surroundings. Elegant, high-end finishes elevate the interior, including 9-foot ceilings, engineered wood flooring throughout, crown moldings, and plantation shutters. The updated kitchen and baths offer a fresh, modern feel, while a new heat pump adds comfort and efficiency. A garage parking space plus an additional assigned space ensure convenience for daily living. Beyond the home itself, Heritage Harbour offers a lifestyle unlike any other in Annapolis. This vibrant 55+ active adult community is centered around a spectacular waterfront clubhouse (The Lodge) and features indoor and outdoor pools, tennis and pickleball courts, a fitness center, and a scenic executive golf course. Residents can explore creative pursuits in the woodworking shop, join clubs and social activities, or simply enjoy the sense of community that makes Heritage Harbour so special. Condo and HOA fees include access to this full suite of amenities, making it easy to embrace the lifestyle from day one. Ideally located just minutes from historic downtown Annapolis, this home blends peaceful, resort-style living with easy access to dining, shopping, and the Chesapeake Bay. Rarely does an end unit of this size and quality become available. Showings are by appointment only—schedule your private tour today and experience the exceptional lifestyle that awaits.
#MDAA2143292

ANNAPOLIS

940 ASTERN WAY 202

3 Beds

3 Baths

2,113 Sq.Ft.

$699,000

MLS#: MDAA2143292

Motivated Seller - Bring all offers! Beautiful, well maintained, quality one level living home with basement with water privileges at the end of Lake Ogleton, delivering the ultimate move-in ready experience. Fantastic location on private lane with lots of “New” in 2026 including new roof, skylight with remote shade, kitchen window, heat pump, hot water heater, carpet, sliding glass door, freshly painted, exterior steps to basement, gutters and more. Updated large modern kitchen with vaulted ceiling and skylight, newer stainless-steel appliances, attractive tile backsplash, quartz countertops, generous breakfast/lunch bar opens to the family room with a charming wood burning fireplace. Step into the expansive screened-in porch perfect for relaxing, entertaining and Maryland crab feasts. Elegant wood style flooring throughout. Separate dining room has vaulted ceiling. Large living room with vaulted ceiling could also easily serve as a bonus room, office or playroom. Bedrooms feature brand new carpet. Updated full hall bathroom includes a granite vanity and a large walk-in shower. Master bathroom has designer tile backsplash in tub/shower area with a large built-in shelf. Double sink marble vanity with designer tile border above it. Attractive ceiling fans with lights. Basement has great potential to finish into a recreation room. Water softener system is owned. Well insulated. Spacious garage. Large driveway with ample parking. Public water and sewer hookup available. Situated just minutes from historic downtown Annapolis, shopping, restaurants, water activities, theater, US Naval Academy, marinas, medical facilities, schools and more. Ideal for commuters to Washington DC, Baltimore, Fort Meade, Bay Bridge and beyond. This home checks every box. This is the Annapolis lifestyle at its best — beautifully updated, move in ready, and perfectly situated
#MDAA2145814

ANNAPOLIS

1132 BAY RIDGE ROAD

3 Beds

2 Baths

1,644 Sq.Ft.

$699,000

MLS#: MDAA2145814

EXCITING PRICE IMPROVEMENT! Welcome to 34 Enclave Court, a beautifully appointed and spacious townhome in one of Annapolis's most desirable and convenient locations. Built in 2019 by K. Hovnanian, this meticulously maintained residence offers over 2,700 square feet of refined living space across three thoughtfully designed levels-all within walking distance of Downtown Annapolis, the Naval Academy, and major commuter routes. Perfectly positioned on a premium lot backing to trees, the home provides exceptional privacy and a peaceful, natural setting. The main level showcases a bright, open-concept layout featuring upgraded luxury vinyl plank flooring, 9-foot ceilings, and a stunning gourmet kitchen. Highlights include Dallas White granite countertops, stainless steel appliances, and an impressive 12-foot center island with ample seating-ideal for both entertaining and everyday living. The adjoining dining area provides a dedicated space for gatherings, while a convenient half bath adds everyday functionality. Elegant plantation shutters, designer blinds, and upgraded brushed nickel fixtures are seamlessly integrated throughout the home, creating a cohesive and timeless aesthetic. Step outside to the large spacious private deck, perfect for hosting guests or unwinding while overlooking the serene wooded backdrop. Upstairs, the luxurious primary suite offers a generous walk-in closet and a spa-inspired bath complete with comfort-height vanities and a frameless glass shower. Two additional well-sized bedrooms, a third full bath, and a convenient upper-level laundry room complete this floor. The entry level provides a versatile recreation room with walk-out access to a private paver patio-ideal for a home office, gym, or additional living space. This level also features a full designer bath and direct interior access to the two-car front-load garage. Located in the low-maintenance Enclave at Spa community, residents enjoy HOA-covered lawn care, trash service, and snow removal. With its modern finishes, smart home features, private outdoor living spaces, and close proximity to restaurants, shopping, and Spa Creek, 34 Enclave Court presents an exceptional opportunity for anyone seeking the very best of Annapolis living.
#MDAA2145350

ANNAPOLIS

34 ENCLAVE COURT

3 Beds

3 Baths

2,556 Sq.Ft.

$699,000

MLS#: MDAA2145350

PRICE IMPROVEMENT! MOTIVATED SELLERS!! Experience refined living in this stunning second-floor corner residence, a brand-new 2024-built condominium offering 1,723 square feet of beautifully designed living space filled with natural light. Formerly the community’s model home, this exceptional residence showcases designer finishes, thoughtful upgrades, and meticulous attention to detail throughout. The well-designed floor plan features two spacious bedrooms, two full bathrooms, and a private study—offering the perfect balance of comfort, style, and functionality. The gourmet kitchen is a true centerpiece, featuring high-end appliances, premium cabinetry, and sophisticated finishes, ideal for both everyday living and entertaining. The residence has been professionally decorated and freshly painted, with brand-new designer lighting installed throughout, creating a cohesive and elevated aesthetic. Custom closet organizers add both style and practicality. What truly sets this home apart—and makes it one of the most valuable opportunities in the community—is the rare combination of THREE premium features that are nearly impossible to find together: a private storage unit, a reserved garage parking space, and an additional dedicated parking space with a pre-installed EV charger. These highly sought-after upgrades are extremely limited and represent an estimated value of $47,000+, offering both convenience and long-term investment appeal. Residents enjoy access to an impressive collection of resort-style amenities within this highly sought-after community, including pickleball courts, scenic walking trails, a golf simulator, a dedicated dog park, and expansive indoor and outdoor gathering spaces with grilling areas—perfect for entertaining, relaxing, and connecting with neighbors. Move-in ready and impeccably maintained, this luxury residence presents a rare opportunity to own a former model home with unmatched parking and storage advantages, while enjoying modern design, exceptional amenities, and a vibrant lifestyle in one of the area’s most desirable communities.
#MDAA2138456

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 211

2 Beds

2 Baths

1,723 Sq.Ft.

$698,999

MLS#: MDAA2138456

How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. Some of the recent updates include New HVAC -2025, New Metal Roof-2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the right size for a lovely gathering. The second floor has two bedrooms, a full bath with a conveniently located washer and dryer. Bonus-Plantation shutters throughout this charming home! The perfect location to enjoy your new Annapolis Life! This one will not last!
#MDAA2145798

ANNAPOLIS

34 PINKNEY STREET

2 Beds

1 Baths

1,040 Sq.Ft.

$695,000

MLS#: MDAA2145798

Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the outdoor. Inside, you’ll find a thoughtfully designed floor plan featuring: 2 bedrooms, 2 baths, den/home office, hardwood floors throughout (no carpet!), newer appliances, granite countertops, 10-foot coffered ceilings and custom window treatments. Storage cage and prime parking! Additional highlights include two assigned garage parking spaces and access to luxury amenities such as concierge services, a fully equipped fitness center, and a rooftop pool. Live just steps from everything the Annapolis Town Center has to offer — including Whole Foods Market, Target, banking, and some of Annapolis’ best restaurants and nightlife. You’re also just minutes from Historic Downtown Annapolis, Annapolis Mall, Anne Arundel Medical Center, and have easy access to Route 50 and I-97 — making commuting a breeze. MUST SEE UNIT! All showings scheduled through ShowingTime.
#MDAA2139904

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 403

2 Beds

2 Baths

1,602 Sq.Ft.

$695,000

MLS#: MDAA2139904

Experience luxury living in this spacious, newly built corner residence overlooking a serene forest retention area. This beautifully designed home includes garage parking and is located in an amenity-rich 55+ community. Enjoy unbeatable convenience just minutes from downtown Annapolis, with easy access to waterfront dining, boutique shopping, Sandy Point State Park, and the iconic Chesapeake Bay Bridge. Inside, the home offers 1,723 square feet of thoughtfully designed living space, featuring: 2 bedrooms plus a versatile den, 2 full bathrooms, a private sitting room off the owner’s suite and interior garage parking with dedicated storage space. Open, light-filled layout ideal for both relaxing and entertaining. This is the perfect place to begin your next chapter in comfort, style, and convenience.
#MDAA2147896

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 301

2 Beds

2 Baths

1,723 Sq.Ft.

$689,900

MLS#: MDAA2147896

WELCOME HOME! Tucked into the sought-after Deep Creek Village community, this spacious 3-bedroom, 3 full bath, 1 half bath townhome offers almost 3,000 finished square feet of beautifully designed living space and backs to a peaceful forest conservation area, creating a private, tucked-away feel that is hard to find. On the main floor, hardwood floors and an open-concept layout create the perfect setting for both everyday living and entertaining. At the top of the stairs is a light-filled combination dining room and sitting area. The designer kitchen is truly the heart of the home, featuring a large center island, granite countertops, stainless steel appliances, gas cooktop, wall oven, pantry, and abundant cabinetry. A thoughtfully added morning room expands the living space and offers endless possibilities as a sitting area, breakfast nook, playroom, or home office. Just beyond the kitchen, French doors lead to an expansive rear deck overlooking mature trees and protected green space. The private wooded backdrop creates a sense of tranquility rarely found in townhome living. The upper level features a spacious owner's retreat complete with two walk-in closets, a spa-inspired bath, and a flexible sitting area that could easily accommodate a Peloton, reading nook, or home office. Two additional bedrooms, a hall bath, and upper floor laundry room offer space, convenience, and flexibility. The versatile lower level features access to the 2-car garage, a full bathroom and an expansive recreation room. Whether you envision a media room, home gym, playroom, office, or guest space, this level offers the flexibility today's buyers are looking for. Deep Creek Village residents enjoy walking trails, community green space, organized social gatherings and a tot lot, all while being conveniently located just minutes from Route 50, downtown Annapolis, shopping, restaurants, marinas, and commuter routes to Washington, D.C. and Baltimore. Located within the highly regarded Broadneck School District.
#MDAA2147892

ANNAPOLIS

525 DEEP CREEK VIEW

3 Beds

3 Baths

2,980 Sq.Ft.

$679,000

MLS#: MDAA2147892

Hidden Cove has no Age Restrictions. Fully updated and move-in ready, this impressive 5-bedroom, 3.5-bath home offers a finished lower level complete with a bedroom and full bath—ideal for guests, extended living, or a private retreat. The 2022 renovated kitchen is the heart of the home, featuring quartz countertops, soft-close cabinetry, and premium Samsung appliances, seamlessly connecting to the main living and dining areas. All three full bathrooms have been tastefully updated within the past four years, including a spa-inspired primary suite showcasing a soaking tub, rainfall shower, heated towel rack, dual LED vanities, and a cozy electric fireplace heater. Major system upgrades provide peace of mind, including a new electrical panel (2022), Bosch dual-fuel HVAC system (2023), new luxury vinyl plank flooring (2023), all windows replaced, and water heater (2020). Smart home enhancements include a security system, sensors, and hardwired detectors. The finished lower level is designed for both function and entertaining, featuring a dry bar with full refrigerator and cleverly concealed storage. A dedicated home office with Restoration Hardware furnishings adds both style and productivity, while Elfa closet systems throughout maximize organization. Outdoor living is equally impressive with over $30,000 in hardscaping, including an engineered retaining wall, paver patio with gazebo, main-level deck, and a private wooded backdrop. Additional highlights include an upgraded garage with built-in cabinetry, utility sink, and EV wiring. Condo classification offers the benefit of reduced exterior maintenance and sometimes lower insurance costs. Located in the non-age restricted section of Heritage Harbour, residents still have the option to enjoy access to the community’s extensive amenities. Amenities include golf course membership, indoor and outdoor pools, tennis courts, fitness center, clubhouse, boat ramp, water access, and a wide range of social and recreational offerings with a voluntary membership to Heritage Harbour. This home delivers the perfect combination of space, upgrades, and lifestyle.
#MDAA2141470

ANNAPOLIS

2576 HIDDEN COVE ROAD 154

5 Beds

3 Baths

3,326 Sq.Ft.

$658,900

MLS#: MDAA2141470

Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle! This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay. Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel appliances and abundant cabinet and counter space. The primary suite is also located on this level. Up the beautiful spiral staircase, you will find a loft/bedroom and an additional sitting area. Chesapeake Harbour provides residents with a swimming pool, tennis courts, a beach, and much more. You are also within walking distance of the marina, shopping, and restaurants.
#MDAA2131544

ANNAPOLIS

2106 CHESAPEAKE HARBOUR DRIVE 202

2 Beds

2 Baths

1,688 Sq.Ft.

$650,000

MLS#: MDAA2131544

Welcome home to this thoughtfully redesigned home in Eastport just blocks from Spa Creek and minutes to downtown Annapolis. This beautifully updated 3-bedroom, 3-bath residence offers approximately 1,600 finished square feet across two levels, combining a functional layout with quality finishes and extensive upgrades throughout. The main level features a bright living room and an updated kitchen with quartz countertops, shaker cabinetry, stainless steel appliances, and a dining area. A main-level bedroom and full bath provide flexibility for guests or a home office. A dedicated laundry and utility space leads to the rear addition, where the private primary suite includes vaulted ceilings, a walk-in closet, and an en-suite bath with double vanities, custom tile, and a walk-in shower. The upper level offers a finished attic suite with a third bedroom, full bath, and bonus flex space suitable for an office or additional living area. Interior features include durable flooring, recessed lighting, and a cohesive, modern design. Exterior highlights include a fully fenced backyard with new sod and a concrete patio, ideal for outdoor enjoyment. The property also features professional landscaping, a new asphalt driveway for off-street parking, and durable exterior materials including Hardie Plank siding, Andersen 200 Series windows, and a new architectural shingle roof. Major system upgrades include 200-amp electric service, new plumbing, dual-zone HVAC, and a whole-house sprinkler system. Conveniently located near restaurants, marinas, parks, downtown Annapolis, and Truxton Park.
#MDAA2148332

ANNAPOLIS

1210 PRESIDENT STREET

3 Beds

3 Baths

1,586 Sq.Ft.

$650,000

MLS#: MDAA2148332

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