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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
308
# of Listings
3
Avg # of Bedrooms
$440
Avg. $ / Sq.Ft.
$998,180
Med. List Price

Browse Annapolis Real Estate Listings

308 Properties Found. Page 10 of 21.

Beautiful 2 bedroom 2 bath condo in Park Place. This unit faces the fountain and courtyard. Stainless appliances, beautiful hardwood floors. Top tier amenities in The Residence at Park Place makes this the ideal location for in town living. A 24-hour staffed from desk in lobby. Secured lobby with controlled access. Outdoor pool with lifeguard during the season. Hot tub, Party Room, club room, library, Gym, Dog Park, garden courtyard with grills. An active social committee organizes events and gatherings. Secure underground parking garage with 2 deeded parking spaces. Enjoy the historic charm of Annapolis combined with modern luxury! Walk to restaurants and shopping.
 There is a one time Move- in Fee.
#MDAA2125914

ANNAPOLIS

5 PARK PLACE 602

2 Beds

2 Baths

1,213 Sq.Ft.

$675,000

MLS#: MDAA2125914

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.

$665,000

MLS#: MDAA2127094

This move-in-ready 4-bedroom home blends classic character with tasteful modern touches throughout. The kitchen features sleek surfaces and opens to a cozy dining area with a fireplace. Gleaming floors span the main level, including a versatile bonus room that could easily serve as a 5th bedroom. The main-level half bath has been updated and is prepped for an easy conversion to a full bath. Upstairs, the spacious primary suite offers ample room to add an additional bath if desired.

Additional highlights include solid wood panel doors, custom trim work throughout, and a brand-new HVAC system complemented by newer mini-split units in the upstairs bedrooms for personalized comfort. The foundation has been recently waterproofed, offering peace of mind and a dry, well-maintained lower level. Outside, enjoy a freshly landscaped fenced yard and an oversized, fully refinished garage. The walk-up, unfinished basement includes a rough-in for another full bathroom—perfect for future expansion, recreation, or storage.

All this, plus community water access, beach, and pier on the South River.
#MDAA2128432

ANNAPOLIS

508 HARBOR DRIVE

4 Beds

1 Baths

2,400 Sq.Ft.

$650,000

MLS#: MDAA2128432

Welcome to the luxury condominium community known as the Residence at Park Place in Annapolis.  This two bedroom, two bathroom condo has been lovingly cared for during the owner's tenure.  This airy, light and bright second floor condo offers expansive views of the scenic front courtyard and fountain,  The open floor plan integrates the living and dining areas creating a spacious environment.  The remodeled gourmet kitchen/dining area boasts of granite countertops, stainless steel appliances, a gas range, plenty of cabinetry for storage and a built-in glass door closet in the dining area. Primary bedroom offers a built-in desk, built-in Murphy bed, a walk-in closet and ensuite bath with a double vanity and tub/shower.  The second spacious and bright bedroom also offers an ensuite bath with walk-in shower, closet area and shelving behind professional curtains and built-in bookcases.  Park Place offers an array of amenities including 24 hour concierge service, secure lobby, outdoor pool, hot tub, fitness center, party room w/full kitchen and pool table, a library, a garden area, backyard court, outdoor grill & dining area, etc.  This condo also comes with two parking places.  Park Place is located within walking distance to nearby restaurants or hopping on the free downtown circulator bus to visit the restaurants and specialty stores or just sit by the city dock and enjoy the views.
#MDAA2124954

ANNAPOLIS

5 PARK PLACE 224

2 Beds

2 Baths

1,188 Sq.Ft.

$647,000

MLS#: MDAA2124954

Stunning sunsets and year-round magnificent water views are the backdrop for this top floor corner unit at sought-after President Point.  The large deck overlooks Spa Creek and all of its daily charm as sailboats, classic cruisers and water taxi ease by in a panorama that is classic Annapolis.  This one-bedroom condo features an east facing kitchen and a second deck overlooking trees and quiet neighboring homes.  The spacious primary bedroom of this end unit faces the pool and has a large picture window with more water views.  While the large living room and dining area are perfect for relaxing and entertaining, the cozy nook with a wood-burning fireplace and provides extra space for media viewing or an office.  The kitchen has plenty of storage with wood cabinets and counter space and includes a new washer and dryer.  There is a spiral staircase up to a loft that can be used for guests and can fit two twin beds or one queen bed.....or can serve as a separate office space.  So much light from the clerestory windows in the loft that beams down on the living room.   Each unit has a spacious 4'x8' storage cage.   The Point community offers a waterside swimming pool, clubhouse, picnic area, marina with slips, kayak racks and launch platform....all right on Spa Creek!  It's a quick paddle or boat ride out to The Severn.  Seasonal water taxi pickups at the community dock to downtown.  An easy walk to Eastport restaurants, maritime museum  and to Spa Creek Bridge to Main Street stores and dining establishments.
#MDAA2129960

ANNAPOLIS

4 PRESIDENT POINT DRIVE A3

2 Beds

1 Baths

923 Sq.Ft.

$635,000

MLS#: MDAA2129960

Buyer's home contingency fell through. Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year round. Take a stroll around the marina or decide if you want to lounge at one of the 2 pools, play tennis or pickle ball, or take your kayak out and watch the sunrise over the Bay Bridge, the choices are endless. Enjoy visiting The Beacon where you can grab a drink at the outdoor bar, Proud Mary's or go inside for brunch or dinner as you watch the boats bob in the marina. Looking for more options? Historic downtown Annapolis's fantastic restaurants and shopping are just a stone's throw away making every day feel like a vacation. Enjoy the tranquility of a pet-friendly environment and embrace the best of both a coastal retreat and vibrant city life!
#MDAA2120052

ANNAPOLIS

2108 CHESAPEAKE HARBOUR DRIVE E 201

3 Beds

3 Baths

1,700 Sq.Ft.

$630,000

MLS#: MDAA2120052

This colonial-style residence, situated in the desirable Murray Hill subdivision, offers a blend of classic architecture and modern amenities. Built in 1900, this detached home features a traditional floor plan with 2,280 square feet of finished living space, ideal for both entertaining and everyday living. Interior highlights include three spacious bedrooms and a well-appointed full bathroom featuring a tub shower. The kitchen, designed with a country aesthetic, is equipped with stainless steel appliances and a breakfast area, perfect for casual dining. Hardwood floors and carpeted areas enhance the warmth of the living spaces, while ceiling fans and centralized air conditioning provide comfort. The exterior boasts a corner lot with sidewalks, enhancing the neighborhood's walkability. A welcoming porch invites relaxation, while the attached two-car garage offers convenience and additional storage. Located in an urban setting, this property provides easy access to local amenities and services. The proximity to Acton Cove allows for water-oriented activities, enhancing the lifestyle appeal of this home. This residence combines historical charm with modern functionality, making it an excellent choice for those seeking an opportunity in a vibrant community.
#MDAA2128268

ANNAPOLIS

34 LAFAYETTE AVENUE

3 Beds

1 Baths

3,000 Sq.Ft.

$629,900

MLS#: MDAA2128268

This beautiful home is ideally situated in a quiet cul de sac just minutes from shopping, dining, and vibrant downtown Annapolis. First floors opens to beautiful hardwood floors with wood burning fireplace in LR, kitchen with new appliances, freshly painted, upstairs with new carpeting and large closets, Master with adjoining bath, finished basement with laundry room with washer and dryer and storage, 1 car garage, fenced yard, lovely landscaping, close to schools, new roof 2019. Lovely laid out floor plan. This is a must see!!!
#MDAA2124730

ANNAPOLIS

111 JANWALL STREET

3 Beds

2 Baths

2,106 Sq.Ft.

$629,900

MLS#: MDAA2124730

This impeccably maintained 2-bedroom, 2.5-bath Everest floor plan offers high-end living, privacy, and a prime location. Enjoy a professionally managed building with secure entry, welcoming staff, and exceptional amenities. Boasting rich hardwood floors and 10' recessed ceilings finished with fine crown trim, the home is filled with natural light from oversized windows with plantation shutters. The open-concept living and dining areas flow into a gourmet kitchen with granite countertops, ample storage, and custom "pull-out" cabinetry. Two spacious bedroom suites, each with walk-in California Closets and spa-like baths with dual vanities, are positioned for privacy. A well-placed half bath is convenient for guests and enhances everyday functionality. Additional features include an in-unit laundry room, a separate office, and a private balcony for sunset views. Amenities include a rooftop pool, hot tub, grill area, and outdoor dining with panoramic views of Annapolis — one of the rarest offerings in the area. Two assigned garage spaces  (one conveniently close to the elevator) provide unmatched convenience. Located on the quiet side of the building, you’re still moments from Whole Foods, Target, Lifetime Fitness, Rise Up Coffee, dining, shopping, and seasonal events. Easy access to Routes 50, 97, and 2 puts downtown Annapolis, the Naval Academy, marinas, and medical facilities just minutes away.

Unit 301 offers the serene, convenient, and luxurious lifestyle you’ve been searching for.
#MDAA2123224

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 301

2 Beds

2 Baths

1,684 Sq.Ft.

$625,000

MLS#: MDAA2123224

Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout,  and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a kitchen and grilling area—perfect for entertaining.  The unit comes with a storage space as well as parking. Additional perks include a dog park and easy access to restaurants and shopping. A fabulous in-town location you won’t want to miss!
#MDAA2123662

ANNAPOLIS

5 PARK PLACE 107

2 Beds

2 Baths

1,272 Sq.Ft.

$625,000

MLS#: MDAA2123662

Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. While the zoning is C2P which allows both professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single or two unit residential dwelling. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. 

The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommodate a luxurious board room. The space has a large kitchen, an expansive multi-purpose room and large living area. The lower level includes a spacious reception area, 3 private offices & 1/2 bath.

Surrounded by historic charm, waterfront attractions, and top-tier dining and retail, this is a once-in-a-generation chance to make a lasting mark on downtown Annapolis. Sold as-is.

Check local zoning for commercial use, but it is set up and zoned for two professional offices. Also listed as a multifamily property: MDAA2121808
#MDAA2120582

ANNAPOLIS

212 DUKE OF GLOUCESTER STREET

None Beds

None Baths

2,304 Sq.Ft.

$615,000

MLS#: MDAA2120582

***Sellers offering $7,500 credit to buyers for an accepted offer by 11/9/25.  ***Start the New Year in this beautifully renovated Annapolis gem — featuring the largest floor plan in the neighborhood!
Fully updated in 2023, this home offers the feel of new construction with all-new ductwork and HVAC systems for enhanced comfort and efficiency.
The gourmet kitchen is a chef’s dream, showcasing a spacious center island, granite countertops, soft-close 42" cabinetry, stainless steel appliances, and a sleek range hood. Sunlight fills the space through glass doors that open to a newer deck overlooking a fully fenced backyard — perfect for private outdoor living and entertaining.
The main level includes two generously sized bedrooms and a full bath. Upstairs, you'll find two additional bedrooms and two full baths, including a luxurious primary suite. This retreat features a custom walk-in closet with built-ins and a versatile bonus den — ideal for a cozy lounge or home office. The spa-inspired primary bath offers a double vanity and an oversized soaking tub for ultimate relaxation.
The partially finished basement provides flexible space for recreation, gaming, or storage. Plus, enjoy peace of mind with a brand-new sewer line installed in 2025.
Experience the best of Annapolis living in this exceptional home. Schedule your private tour today!
#MDAA2128802

ANNAPOLIS

1020 HYDE PARK DRIVE

4 Beds

3 Baths

2,600 Sq.Ft.

$615,000

MLS#: MDAA2128802

Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. 

 While the zoning is C2P which allows both professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single- or two-unit residential dwelling. The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommodate a luxurious 1- or 2-bedroom residential unit. The space has a large kitchen, an expansive multi-purpose room and large living area. The lower level currently includes a spacious reception area; 3 private offices & 1/2 bath and can easily be converted into another 1- or 2-bedroom apartment. 

Surrounded by historic charm, waterfront attractions, and top-tier dining and retail, this is a once-in-a-generation chance to make a lasting mark on downtown Annapolis. Sold as-is.

Also listed for Commerical Sale: MDAA2120582
#MDAA2121808

ANNAPOLIS

212 DUKE OF GLOUCESTER STREET

None Beds

None Baths

2,300 Sq.Ft.

$615,000

MLS#: MDAA2121808

Welcome to Annapolis Townes at Neal Farm — where luxury living meets everyday convenience.
This stunning 4-level 2019-built end-unit townhome, owned and impeccably maintained by the original owner, offers one of the most desirable locations in the community, backing to the serene, park-like green space for added privacy and views. Featuring 3 spacious bedrooms, 3 full baths, and 2 half baths, this home blends thoughtful upgrades with effortless style across every floor.
The entry level includes a flexible room ideal for a home office, fitness space, or den, along with a convenient half bath and access to the oversized two-car garage—complete with ceiling-mounted storage racks, keeping seasonal or bulky items neatly tucked away and out of sight.
Upstairs, the main living level is an entertainer’s dream, centered around a spectacular oversized granite island that anchors the gourmet kitchen. Custom cabinetry, gas cooking, and generous prep and storage space make it perfect for casual gatherings or culinary ambitions. The adjoining dining and living areas flow seamlessly, with a gas fireplace framed by custom built-in cabinetry and shelving on both sides for a high-end designer finish. Step outside to the spacious second-level deck, ideal for morning coffee or evening cocktails.
The bedroom level features two suites, including a luxurious primary suite with a custom-designed walk-in closet system for superior organization. Laundry is conveniently located on this level.
The top floor offers the perfect guest retreat or private escape, complete with an additional bedroom, full bath, and a large rooftop deck with ample room for lounge seating and sunset views over the community.
Additional highlights include dual-zone HVAC, multiple outdoor living spaces, and plentiful natural light from the end-unit configuration.
Just steps from Annapolis Towne Centre, shopping, dining, Whole Foods, fitness studios, and commuter routes to D.C., Baltimore, and BWI, this home delivers not just a residence—but a lifestyle.
End-unit. Park views. Designer upgrades. Prime Annapolis location. Don’t wait—this one checks every box.
#MDAA2129076

ANNAPOLIS

606 JAMES WALKER PLACE

3 Beds

3 Baths

2,272 Sq.Ft.

$605,000

MLS#: MDAA2129076

*TO BE BUILT / READY TO BE CUSTOMIZED. CONSTRUCTION STARTING SOON* Starting at a base price of $600k. Reach out to Chase Kincer today for customization options!
In addition to the builder's warranty, there is a 5-year roof warranty.
Listing Photos are just for representation purposes of the same spec house.
#MDAA2116188

ANNAPOLIS

14 DORSEY AVENUE A

4 Beds

2 Baths

2,762 Sq.Ft.

$600,000

MLS#: MDAA2116188

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