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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
164
# of Listings
2
Avg # of Bedrooms
$502
Avg. $ / Sq.Ft.
$965,657
Med. List Price

Browse Annapolis Real Estate Listings

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67 Properties Found. Page 2 of 5.

Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit laundry. Just a short walk to Historic Downtown Annapolis, this property is ideal for investors or enjoying one unit while renting the other. Experience the best of Eastport living—steps from restaurants, marinas, and the waterfront lifestyle. The downstairs is a licensed short-term rental, and the upstairs is a licensed long-term rental. May be subject to all future rentals.
#MDAA2128698

ANNAPOLIS

320 CHESTER AVENUE

2 Beds

2 Baths

1,176 Sq.Ft.

$779,000

MLS#: MDAA2128698

Experience upscale urban living in this stunning 3rd-floor Everest model at Grandview, ideally located on the retail boulevard side of Annapolis Town Center. This residence offers a true city feel with unbeatable walkability to premier shopping and dining. The open-concept living and dining area features bamboo flooring, a dramatic tray ceiling, and floor-to-ceiling glass doors leading to a private balcony filled with natural light. Elegant French doors open to a versatile bonus room, ideal as a home office or third bedroom. The kitchen is designed for both entertaining and everyday living, showcasing stone and granite countertops, a professional-grade double oven, and a peninsula breakfast bar. A spacious laundry room and additional storage cage add convenience. Two luxury bedroom suites each feature custom closet organizers. The primary suite includes a spa-inspired bath with a soaking tub and walk-in shower, while the second suite offers a double-sink vanity and walk-in shower—perfect for guests or flexible living. Enjoy resort-style amenities including concierge services, fitness center, and a rooftop pool with social lounges, plus two assigned garage parking spaces. Walk to Whole Foods, Target, and top restaurants like True Food Kitchen and Cooper’s Hawk. Minutes from Historic Downtown Annapolis, Anne Arundel Medical Center, Annapolis Mall, with easy access to Route 50 and I-97. A must-see for those seeking a luxury, maintenance-free lifestyle.
#MDAA2135756

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 309

2 Beds

2 Baths

1,681 Sq.Ft.

$770,000

MLS#: MDAA2135756

Nestled in the serene enclave of Rolling Knolls, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, set against a backdrop of lush trees and tranquil woods. Spanning an impressive 0.85 acres, the property is a private retreat, perfectly situated at the end of a peaceful cul-de-sac, ensuring both seclusion and a sense of community. Step inside to discover an inviting open floor plan that seamlessly connects the living spaces, ideal for both entertaining and everyday living. Fully Remodeled 2025. Including but not limited to a Brand new roof,Kitchen, Flooring, Appliances,Siding,Windows, bathrooms, and much much more! The well-appointed kitchen flows effortlessly into the dining area, creating a perfect setting for gatherings with loved ones. The layout is thoughtfully designed, featuring an entry-level bedroom that offers convenience and flexibility, while the formal dining room adds a touch of sophistication for special occasions. Retreat to the luxurious primary bath. Additional bathroom features include a stall shower and a tub-shower combination, ensuring comfort and convenience for all. The fully finished basement presents endless possibilities, whether it be a home gym, entertainment area, or additional living space. With ample storage and a dedicated laundry area, this home is designed for modern living. Outside, the expansive lot is a nature lover's dream, with mature trees providing shade and privacy. The peaceful surroundings create a serene escape, perfect for enjoying morning coffee or evening sunsets. The oversized attached garage and private paved driveway offer ample parking and easy access. This property is not just a home; it's a lifestyle. Experience the tranquility of wooded views and the luxury of spacious living in a community that values privacy and nature. Embrace the opportunity to make this exceptional residence your own, where every detail has been crafted for comfort and elegance.
#MDAA2131464

ANNAPOLIS

524 RIDGE ROAD

4 Beds

3 Baths

2,944 Sq.Ft.

$769,900

MLS#: MDAA2131464

Welcome to 3029 Solstice Lane, located in the exclusive Riva Trace community of Annapolis, Maryland—an area prized for its waterfront lifestyle and close proximity to historic downtown Annapolis. This home offers exceptional one-level living with a spacious open floor plan, soaring vaulted ceilings, and abundant natural light throughout. Brand-new carpet enhances the bright, airy interior. The living room features a cozy gas fireplace and opens to a sunroom creating a perfect space to relax and enjoy the surrounding light. The generous primary suite includes an ensuite bath with dual vanities and a walk-in shower. The unfinished lower level, complete with an egress window, provides endless possibilities for future customization. The home is also equipped with solar panels, offering the benefit of lower energy costs. This sun-filled home combines comfort, flexibility, and an ideal location. Riva Trace is a highly sought-after, well-established community ideally located just minutes from downtown Annapolis. Commuters will appreciate the easy access to Route 50 and I-97. Community amenities include water access with a dock, scenic walking trails, a basketball court, tennis and pickleball courts, and a tot lot playground—making Riva Trace one of Annapolis’s most desirable neighborhoods.
#MDAA2134476

ANNAPOLIS

3029 SOLSTICE LANE

3 Beds

2 Baths

1,894 Sq.Ft.

$739,000

MLS#: MDAA2134476

Luxurious penthouse condo with tons of natural light and views overlooking the fountain and plaza! 1285 square feet of living space encompassing a spacious Living room with fireplace, Kitchen with granite counters and plenty of cabinet space and 2 spacious bedrooms with ensuite baths. Every room boasts views and sliding doors onto a juliet balcony, perfect for letting in the fresh air and the cool evening breeze. Neutral finishes throughout and recently new refrigerator (1.5 years old) and HVAC unit (2 years old) creates peace of mind and a move-in ready blank canvas. Simplify your life with easy lock and go living. Fabulous 24/7 live concierge services, secure and monitored building, designated parking space and storage area. Even bills are streamlined since most utilities are included in the monthly condo fee. Enjoy the plethora of amenities that the Residences at Park Place provides including outdoor pool, courtyard for entertaining and grilling, hot tub, dog park, party room with billiards table, fitness room and many social activities. Perfectly located within close proximity of everything Annapolis has to offer; walk to the shops and restaurants of West and Main Streets as well as the Historic District, City Dock and the Naval Academy. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!
#MDAA2112456

ANNAPOLIS

5 PARK PLACE 722

2 Beds

2 Baths

1,285 Sq.Ft.

$730,000

MLS#: MDAA2112456

Sunlight, space, and simplicity come together in this beautifully designed corner condominium at Element at Mill Creek, Annapolis’ premier 55+ active adult community. Completed in 2025, this 1,723 sq ft, two-bedroom, two-bath residence offers exceptional privacy and an abundance of natural light, with twelve windows and direct access to a private balcony overlooking tranquil surroundings. The interior is open and welcoming, featuring 9-foot ceilings and a thoughtfully planned kitchen with gas cooking, ideal for everyday living and entertaining. The elevated position enhances both privacy and outlook, creating a peaceful, tucked-away feel while remaining easily accessible. A den located near the entry provides flexible space for work, reading, or guests, while an additional 10’ x 10’ room off the primary suite, complete with a custom-built closet, offers endless options—from a fitness room to a dressing area or personal retreat. Residents enjoy a lifestyle centered on comfort and connection, with amenities including pickleball, walking trails, a golf simulator, a dog park, and multiple indoor and outdoor gathering spaces. Conveniently located just minutes from downtown Annapolis, with easy access to shopping, dining, marinas, and major routes. A rare opportunity to own a bright corner home in one of the community’s most desirable locations.
#MDAA2134658

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 301

2 Beds

2 Baths

1,723 Sq.Ft.

$725,000

MLS#: MDAA2134658

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

.Heritage Harbour – A Premier 55+ Community! Enjoy active adult living with abundant amenities in this beautifully refreshed rancher, offering luxury and comfort in perfect design harmony. Lush natural surroundings envelop the home, providing exceptional privacy just minutes from everything Annapolis has to offer. This turnkey 3-bedroom, 2-bath home features a vaulted living room that flows seamlessly into the dining area—ideal for both everyday living and entertaining. The pleasing kitchen includes an eat-in area and ample workspace. The spacious primary suite offers an attractively appointed en-suite bath and a walk-in closet. An extended family room opens to a private patio, perfect for relaxing or entertaining guests. Recent updates include new flooring and a fresh, neutral paint palette throughout. A two-car garage provides generous parking and additional storage. This home offers excellent privacy during the spring, summer, and fall seasons, enhanced by beautiful ornamental grasses. The golf course located behind the home is a putting area, with play directed away from the property.
#MDAA2134084

ANNAPOLIS

2572 GOLFERS RIDGE ROAD

3 Beds

2 Baths

1,994 Sq.Ft.

$690,000

MLS#: MDAA2134084

New on site 3 days ago
Great Eastport location! This desirable two-bedroom, two-bath 1104 sq. ft. end unit condo is perfectly situated in the heart of Eastport, offering exceptional walkability to neighborhood favorites, downtown Annapolis, and the waterfront. Located on the second floor, the home features an open, light-filled layout with views overlooking the local boatyards, The Chart House restaurant and marinas. At night the unit glows with the setting sun and Saint Mary's Chapel stands tall in the night sky. Step outside onto a large, oversized balcony, ideal for morning coffee or evening relaxation while taking in the maritime surroundings. The spacious primary suite includes an ensuite bath and walk-in closet, providing comfort and privacy. A second bedroom and full bath offer flexibility for guests or a home office. The condo also includes a deeded garage parking space, a rare and valuable amenity in Eastport and an elevator building. Whether you’re looking for a full-time residence or a low-maintenance retreat, you simply can’t beat this location—steps to dining, shopping, and all that Annapolis living has to offer.
#MDAA2133954

ANNAPOLIS

100 SEVERN AVENUE 206

2 Beds

2 Baths

1,104 Sq.Ft.

$689,500

MLS#: MDAA2133954

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.

$679,000

MLS#: MDAA2122622

Experience elevated living in this stunning 10th-floor residence at Towne Centre, Annapolis’ premier luxury condominium community. This spacious 2-bedroom, 2.5-bath unit features a separate study with French doors—perfect for a home office or library. High end finishes adorn this unit with unique pendant lighting and brilliant chandeliers. The living and dining area are open and bright with walls of windows with a private balcony and panoramic views. The gourmet kitchen features upgraded appliances, granite counters and a separate laundry room. Unwind in the expansive primary suite complete with a walk-in closet and spa-inspired bath. The second bedroom also offers a large en-suite bath and walk-in closet, ideal for guests or family. Brand new HVAC, Hot Water Heater and Refrigerator. This unit conveys 2 covered parking spaces and a storage unit. This secure building offers exceptional amenities including a fitness room, eating and living areas, a rooftop pool, BBQ area, and a gathering room showcasing sweeping views of Annapolis. Enjoy the top-rated restaurants, Whole Foods, boutique shops and Target right outside your front door. Upscale living meets unmatched convenience at Towne Centre.
#MDAA2126676

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 1001

2 Beds

2 Baths

1,648 Sq.Ft.

$675,000

MLS#: MDAA2126676

OPEN HOUSE FRIDAY 5-7PM & SATURDAY 11AM - 1PM. Welcome to 40 Windwhisper Lane, a beautifully maintained and thoughtfully renovated home offering 4 bedrooms and 2.5 bathrooms, including a bedroom and half bath conveniently located on the main level. Enjoy an updated kitchen and numerous renovations throughout, complemented by fresh new paint, lighting, and moldings. Other updates include the upper level primary bathroom, New HVAC & Hot Water Heater. Outside, you’ll love the fully fenced backyard, back deck, and stone patio—perfect for entertaining, pets, or peaceful outdoor enjoyment. An unfinished lower level provides ample storage and future potential. Located just a short distance to private marinas / water access and downtown Annapolis! Enjoy easy access to waterfront dining, shops, local parks, the U.S. Naval Academy, and all the charm the historic district has to offer. Great opportunity to own a home with key updates already in place - hurry to this one!
#MDAA2134390

ANNAPOLIS

40 WINDWHISPER LANE

4 Beds

2 Baths

1,580 Sq.Ft.

$675,000

MLS#: MDAA2134390

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

This stunning split-level home in Whitehall Beach, offers a perfect blend of modern comfort and natural beauty. The Home features 3 spacious bedrooms and 2.5 baths, including a primary bath with elegant finishes. The open floor plan seamlessly connects the living and dining areas, enhanced by recessed lighting, vinyl plank flooring with access to the large rear deck overlooking the private yard. Enjoy cooking & entertaining in the well-equipped kitchen with stainless appliances and 2nd wall over. The property boasts a comfy spacious living room just steps from the kitchen with cozy wood burning fireplace, beautiful plank tile flooring, half bath and access to the back yard. This home features a second lower level with front load washer, dryer, utility sink, work bench, and lots of storage space to boot. Step outside to relax on the deck or patio, spacious fenced back yard and custom-built storage shed that backs to trees for privacy. The lot features a large gravel driveway for boat lovers and plenty of room for 4 cars. Ideal for water enthusiasts the location provides easy access to Whitehall Creek for canoeing and fishing.
#MDAA2134248

ANNAPOLIS

735 WHITEHALL BEACH ROAD

3 Beds

2 Baths

2,406 Sq.Ft.

$650,000

MLS#: MDAA2134248

Welcome to a lovely place to call home that is located one block from the water in the highly desirable community of Cape Saint Claire in the Broad Neck school district. The main level is a bright and open concept with a cozy wood-burning fireplace in the living area, double french doors that lead to a quaint, quiet, very private, and low maintenance stone patio surrounded by the beauty and sounds of nature. The kitchen is beautiful as well as functional. You'll find granite countertops and a large island with lots of storage space. Hardwood floors are throughout on the main level. All three bedrooms on the upper level have custom closet systems to maximize space, and there are two full baths. There is a large lower level multi-use room that could function as a recreation/media room, gym or a home office that has a half bath for convenience. Fresh neutral paint color throughout. There is room to expand in the unfinished basement and there is off street parking in the driveway for multiple vehicles. The community offers private beaches, several picnic and play areas, a fishing pier, three marinas with abundant boat slips, swimming, crabbing, local community shops, a community grocery store and a beautiful waterfront clubhouse for your next event or large gathering. Experience life near the water, fun community activities and events, nearby parks, public beaches, close access to major commuting routes, shopping, the Annapolis Mall and the Naval Academy. Agents, see Agent Remarks for a full list of updates/renovations. Don't miss this opportunity!
#MDAA2125156

ANNAPOLIS

1138 RAMBLEWOOD DRIVE

3 Beds

2 Baths

1,925 Sq.Ft.

$650,000

MLS#: MDAA2125156

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