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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
191
# of Listings
3
Avg # of Bedrooms
$516
Avg. $ / Sq.Ft.
$1,054,763
Med. List Price

Browse Annapolis Real Estate Listings

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Over $5M

75 Properties Found. Page 3 of 5.

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 entire 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. Additional highlights include a private 9' x 4' storage unit, one reserved garage parking space, and an additional reserved parking space with a pre-installed EV charger—a rare and valuable convenience. 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 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.

$719,999

MLS#: MDAA2138456

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

ONE LEVEL LIVING IN A HIGHLY DESIRABLE LOCATION W/IN THE 55+ COMMUNITY OF HERITAGE HARBOUR * COME SEE ALL THIS AMENITY RICH NEIGHBORHOOD HAS TO OFFER; WATER ACCESS, CANOEING/KAYAKING, POOLS - INSIDE AND OUT, FITNESS CENTER, GOLF, TENNIS, PICKLEBALL, LIBRARY, CLASSES, CLUBS . . . . IT'S TIME TO START ENJOYING YOUR LIFE! YOU WILL NOT FIND A MORE COVETED LOCATION IN HERITAGE HARBOUR. THIS HOME IS SET BACK AT THE VERY END OF A QUIET CUL-DE-SAC WITH AN INCREDIBLY PRIVATE REAR YARD SURROUNDED BY PICTURESQUE LANDSCAPING. SHINING BRIGHTLY ON APPROACH THE SIDING AND STONE WORK HAS JUST BEEN POWER-WASHED, GUTTERS CLEANED & LANDSCAPING TRIMMED. IN ADDITION TO A 2 CAR GARAGE THERE IS PLENTY OF OFF STREET PARKING. INSIDE YOU WILL FIND AN OPEN FLOOR PLAN WITH EASY TO CARE FOR FLOORING; BOTH HARDWOODS AND CERAMIC TILE. THE INTERIOR HAS BEEN FRESHLY PAINTED AND ALL ELECTRICAL OUTLETS, SWITCHES AND COVER PLATES REPLACED. THIS POPULAR FLOOR PLAN OFFERS 3 BEDROOMS, 2 FULL BATHS, A HUGE LIVING & DINING ROOM W/ A FIREPLACE, PLUS A BONUS ROOM TO BE USED ACCORDING TO YOUR LIFESTYLE. YOU WILL LOVE SPENDING TIME IN THE BRIGHT, EXPANSIVE KITCHEN WITH CHEERY, WHITE CABINETRY & GRANITE COUNTERTOPS AS WELL AS A BUILT IN ISLAND COMFORTABLE FOR SEATING 4 PEOPLE. THERE IS CONVENIENT ACCESS TO THE KITCHEN FROM THE GARAGE FOR UNLOADING GROCERIES AND TO THE LAUNDRY AREA WHICH SEEMS TO BE A DAILY TASK! PERHAPS THE MOST UNIQUE ASPECT OF THIS HOME IS IT'S PRIVATE REAR YARD. YOU WILL FIND A BEAUTIFUL, ARCHED, STONE PATIO AND RETAINING WALL OFFERING AN OASIS OF PEACE SURROUNDED BY MATURE LANDSCAPING WHICH WILL BE BURSTING WITH GROWTH & COLOR IN 6 - 8 WEEKS. YOU'LL HAVE EASY ACCESS TO DC, BALTIMORE, HISTORIC ANNAPOLIS, THE CHESAPEAKE BAY, ANNE ARUNDEL MEDICAL CENTER, SHOPPING & RESTAURANTS. YOU REALLY CAN HAVE IT ALL & YOU DESERVE IT!
#MDAA2137484

ANNAPOLIS

2568 FOREST KNOLL

3 Beds

2 Baths

1,798 Sq.Ft.

$699,000

MLS#: MDAA2137484

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.

$699,000

MLS#: MDAA2131544

New on site today
Open House this Saturday 11-1. Stunning End-Unit Townhome in the Broadneck School District with Two-Car Garage! Built just 12 years ago and impeccably maintained, this expansive 3,000+ square foot, three-level townhome offers the perfect blend of style, space, and functionality. The light-filled main level features an open-concept layout designed for both everyday living and effortless entertaining. At the heart of the home is an oversized granite kitchen island, complemented by a custom backsplash and upgraded fixtures. Two spacious living areas on either side of the kitchen and dining space provide flexibility for lounging, hosting, or creating a dedicated office or play area. Step outside onto the deck to enjoy al fresco dining and beautiful sunset views. A stylish powder room completes the main level. Upstairs, you’ll find three generously sized bedrooms, a conveniently located laundry room, and a full hallway bath. The expansive primary suite features two walk-in closets and a luxurious en-suite bath with a large dual shower. Premium hardwood flooring enhances the foyer, stairs, and kitchen, adding warmth and elegance throughout. The lower level offers a large, versatile recreation room with abundant natural light and direct walk-out access to a backyard green space. This level also includes a storage room with a rough-in for a future full bathroom, offering excellent potential for customization—whether you envision a guest suite, home bar, or additional living space. Deep Creek Village amenities include a children’s playground, access to wooded walking trails, and an HOA that fosters a true sense of community. Conveniently located near local shopping, with easy access via the walking path along College Parkway
#MDAA2139512

ANNAPOLIS

402 DUCK BILL LANE

3 Beds

2 Baths

3,130 Sq.Ft.

$689,000

MLS#: MDAA2139512

Experience the pinnacle of downtown Annapolis living at Park Place, the city’s most coveted luxury condominium address. This exquisite 2-bedroom, 2-bath residence offers a refined blend of sophistication, comfort, and effortless urban living—just steps from the waterfront, historic streets, acclaimed dining, boutiques, and cultural landmarks that define this remarkable city. Designed for a lifestyle of ease and indulgence, Park Place delivers an unmatched suite of amenities: a resort-style in-ground pool, state-of-the-art fitness center, dog park, and dedicated office and meeting spaces, all within a vibrant mixed-use community featuring its own restaurants, shops, and service-oriented businesses. Residents enjoy the peace of mind and convenience of a 24-hour concierge, security, package pickup, and dry-cleaning drop off services, elevating everyday living to something truly exceptional. This unit also comes with 2 garage parking spaces and a storage unit. More than just a condominium, Park Place is a lifestyle—where luxury, location, and convenience converge. This is not simply a place to live, but a place to thrive, offering the very best of Annapolis living in one premier, impeccably curated setting.
#MDAA2135262

ANNAPOLIS

5 PARK PLACE 102

2 Beds

2 Baths

1,208 Sq.Ft.

$687,000

MLS#: MDAA2135262

Look no further! Welcome to Chesapeake Harbour, one of Annapolis' most sought after waterfront communities. This beautifully renovated 2 BR | 2 BA | 1200 SF condo on the second level is truly turn key offering over $100K in high end improvements crafted with top of the line materials throughout. Enjoy stunning tranquil marina views from your deck and living space, creating a peaceful coastal retreat. The sumptuous Primary Suite features access to deck, a spa inspired Bath with an impressive walk in shower and custom closet with built-ins. Recent updates include new carpet throughout and a new oversized water heater, ensuring comfort and peace of mind. Residents of Chesapeake Harbour enjoy an exceptional lifestyle with front entrance security , waterfront dining at the Beacon Waterfront Bar, marina access, waterfront pools, tennis, private beach and walking trails and just minutes to Downtown Annapolis.
#MDAA2136184

ANNAPOLIS

7022 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,200 Sq.Ft.

$685,000

MLS#: MDAA2136184

Cape St. Claire Home sold with Extra Lot included! This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. Build a detached garage with extra living space or possible ADU. Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a formal dining area, features a cozy fireplace. The kitchen, with its wall of windows, brings the outdoors in, providing an abundance of natural light. The first-floor bedroom is perfect for a variety of needs, and the entryway to the family room creates an ideal space for a child’s play or reading area, or simply another comfortable living space. Just a few steps away, the family room invites you to relax or step outside onto the patio, where you can take in the beauty of the natural rear yard. Upstairs, you’ll find an additional roomy bedroom as well as the 17x15 primary bedroom, which comes with its own upgraded private bath, huge bow window and double closets. This 3-bedroom, 2-bath home has undergone numerous upgrades, including new flooring, fresh paint, granite countertops, stainless steel appliances, and updated bathrooms. Other recent improvements include new sidewalks, a new water softener system, and a newer roof. The attached 2-car garage completes this perfect package!
#MDAA2103730

ANNAPOLIS

1165 GREEN HOLLY COURT

3 Beds

2 Baths

2,218 Sq.Ft.

$650,000

MLS#: MDAA2103730

This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in bedrooms. Park Place boasts numerous amenities that make it one of the best places to live in Annapolis. With an ideal location, you can walk everywhere in town to restaurants and shopping. When you enter the lobby, you will be greeted by the 24/7 staff at the front desk. The party room is perfect for larger gatherings and meetings with friends and neighbors. The Social Committee organizes plenty of events to join in and have fun with your neighbors if you feel like it. s. Grab a book from the library and relax on the back patio. The pool is fabulous, and there is a lifeguard on duty during the season. The dog park is perfect for your pet. Grills for your convenience are also located on the back patio! Walk to the Naval Academy Stadium minutes away and enjoy the lively Football season. Come and see why Park Place is the perfect place to call home!
#MDAA2122622

ANNAPOLIS

5 PARK PLACE 626

2 Beds

2 Baths

1,314 Sq.Ft.

$649,999

MLS#: MDAA2122622

New on site today
**Professional Photos Coming ** Delightful Cape Cod-style bungalow! Walkable to town and the Naval Academy Stadium. Charming and Classic! From the minute you enter through the solid wood front door, you will be greeted with refinished hardwood floors. Lovely screened porch, perfect for summer evenings. Dedicated dining space leads to bright galley kitchen with Bertazzoni gas stove and stainless hood, glass front cabinets, reclaimed butcher block counter and a window over the sink overlooking the deck, patio and yard. Two bedrooms on main floor flank the exquisitely tiled glass shower. The second floor features a third bedroom that features a large, open bathroom and closet. Custom closets and custom roller shades. Antique hardware in the style of the home. Rear deck off of kitchen is perfect for entertaining. Sunny fenced back yard is level and ready for active play or peace and quiet -- perfect for your lifestyle touches. Basement (outdoor access) is partially finished with a studio area and darkroom with plumbing along and ample storage. Charming one car garage with cathedral ceiling, or use this space to create a guest cottage, she-shed or man-cave. Driveway fits three cars and street parking is available. WEST ANNAPOLIS ELEMENTARY (buyer must verify this). Newer plumbing, electrical with panel box and wiring, Newer roof, newer Simonton reflections 5500 series windows. Newer Energy Star efficient appliances including washer/dryer, range, and refrigerator. Newer hot water heater. Newer vintage fixtures. Fenced back yard and professional landscaping.
#MDAA2136458

ANNAPOLIS

723 GLENWOOD STREET

3 Beds

2 Baths

1,900 Sq.Ft.

$649,000

MLS#: MDAA2136458

Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and living areas—perfect for everyday living and entertaining. Just off the living room, enjoy an enclosed deck that adds extra flexible space and a great place to relax or entertain. This level also includes three spacious bedrooms and an updated full bathroom. Downstairs, the home continues to impress with tiled flooring throughout, heated floors, and a large primary suite with a private full bathroom, plus walkout access to an enclosed patio featuring a heated exercise pool or hot tub. Outside, the property offers a large cleared lot with beautiful landscaping, an irrigation system, and a shed for additional storage. Hillsmere Shores is known for its exceptional community amenities including a marina, multiple boat ramps and kayak launches, a beach, playground, and access to Quiet Waters Park, with the Key School conveniently located right across the street. An electric vehicle charger is also included, adding even more value and convenience—this move-in ready home is a rare opportunity to enjoy a renovated property and an unmatched Annapolis lifestyle.
#MDAA2126696

ANNAPOLIS

100 CARROLL DRIVE

4 Beds

2 Baths

1,935 Sq.Ft.

$649,000

MLS#: MDAA2126696

Rare Opportunity in an Amazing Annapolis Neighborhood! Welcome to 79 Windwhisper. A beautiful 4 bedroom, 2500 sq foot, 3.5 bath home with an office, located in one of Annapolis’ most desirable neighborhoods. This well-maintained property offers numerous recent updates, including new carpet, hardwood flooring on main level, updated bathrooms, flooring, fresh paint interior and exterior, a new refrigerator, and a new dishwasher, making it move-in ready. The home features a fully finished basement, providing plenty of additional living or entertainment space, along with the convenience of a garage. Enjoy the Chesapeake lifestyle with a private neighborhood marina just a short walk away, perfect for kayaking and paddleboarding. Outdoor lovers will also appreciate being less than 2 miles from Quiet Waters Park, offering trails, waterfront views, and year-round recreation. Ideally located near the U.S. Naval Academy and just 3 miles from Historic Downtown Annapolis, you’ll have easy access to waterfront dining, shopping, and local events. Professional landscaping is already scheduled and fully paid for, with improvements to be completed in April, adding even more curb appeal to this wonderful property. Don’t miss this rare opportunity to own in an exceptional Annapolis location!
#MDAA2138392

ANNAPOLIS

79 WINDWHISPER LANE

4 Beds

3 Baths

2,560 Sq.Ft.

$639,999

MLS#: MDAA2138392

Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‑after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home. Step inside to discover a thoughtfully upgraded interior featuring designer touches, abundant natural light, and an open-concept layout ideal for modern living. The gourmet kitchen, spacious dining area, and inviting living room create a warm and functional environment perfect for everyday comfort or entertaining. The home offers three spacious bedrooms, two full baths, and two half baths, including a serene primary suite with generous closet space and a well-appointed en‑suite bath. Every level has been meticulously maintained, reflecting pride of ownership throughout. A new AC unit was installed in Oct 2025. The garage is painted and that floor has high temp epoxy. The street-level commercial space—previously home to a boutique yarn and knitting shop—opens the door to endless possibilities. Whether you envision a specialty retail shop, creative studio, office, or an expanded living area, this flexible zone empowers you to live, work, and play without compromise. Perfectly positioned just minutes from historic downtown Annapolis, major commuter routes, shopping, dining, and the waterfront, this home offers the ideal blend of convenience and charm.
#MDAA2132646

ANNAPOLIS

709 SKIPPERS LANE

3 Beds

2 Baths

3,016 Sq.Ft.

$637,500

MLS#: MDAA2132646

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!
#MDAA2137264

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 310

2 Beds

2 Baths

1,558 Sq.Ft.

$632,400

MLS#: MDAA2137264

Welcome to this beautifully updated 3-bedroom, 2.5-bath Colonial nestled in the highly sought-after Arundel on the Bay community in Annapolis. This sun-drenched home features a bright and open floor plan with contemporary doors and trim, new replacement windows, and gleaming hardwood floors throughout the main level. The gourmet kitchen is a chef’s delight, showcasing 42" white shaker cabinets, absolute black countertops, brand-new stainless-steel appliances, and direct access to a screened-in porch—perfect for relaxing or entertaining. Upstairs, you'll find three spacious bedrooms and two updated full baths. The primary suite offers a beautifully appointed custom shower designed for comfort and style. Located in a waterfront community, Arundel on the Bay provides an array of amenities including a private pier, boat slips, beach access, boat ramps, playground, and scenic walking trails. Enjoy a serene yet convenient lifestyle just minutes from downtown Annapolis, shopping, and top-rated restaurants, with easy commutes to Washington, D.C., and Baltimore.
#MDAA2127094

ANNAPOLIS

3410 NEWPORT AVENUE

3 Beds

2 Baths

1,654 Sq.Ft.

$630,000

MLS#: MDAA2127094

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