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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

382

# of Listings

3

Avg # of Bedrooms

$479

Avg. $ / Sq.Ft.

$1,089,696

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

382 Properties Found. Page 13 of 26.

Nestled in the gated waterfront condo community of Chesapeake Harbor, this home offers an array of resort-style amenities, including two pools, a private beach, two fishing piers, kayak storage, jogging paths, a gym, a marina, tennis and pickleball courts, and an on-site waterfront restaurant. Inside, you'll find a spacious primary bedroom featuring a cozy reading nook, a large walk-in closet, new carpet, and access to a private deck. The updated primary bathroom boasts a soaking tub and a separate shower. The open loft, complete with a closet and hardwood floors, offers versatility as a home office or can easily be used as a second bedroom. The living room features soaring ceilings, a gas fireplace, hardwood floors, and a wall of windows with a French door leading to a serene deck—all showcasing stunning water views of the marina and bay. The generous kitchen is equipped with updated stainless steel appliances, while the two-car garage, along with additional crawl space, provides ample storage. Additionally, the HVAC system and hot water heater were recently replaced. Conveniently located near public transportation and major commuter routes, this home offers easy access to downtown Annapolis, NSA/Fort Meade, Washington, D.C., Baltimore City, shopping, and recreational activities. Professional photos will be completed the first week of March.

ANNAPOLIS

2014 SAMS WAY 8A

2 Beds

2 Baths

1,923 Sq.Ft.

$624,900

MLS#: MDAA2104396

IMMEDIATE DELIVERY! Experience luxury living in this exquisite NEW CORNER UNIT bathed in natural light! GARAGE Parking Included! Delight in a true Chefs Kitchen with gorgeous cabinetry, gas cooktop and 11-foot peninsula. Large living & dining areas are perfect for entertaining and a sumptuous Primary Suite awaits... All in an amenity-rich 55+ community convenient to Rt. 50. Live minutes to downtown Annapolis, waterfront dining, shopping, Sandy Point and Bay Bridge. This home with private balcony enjoys a second floor elevation. Turnkey luxury includes window treatments and full-size washer & dryer. Virtual staging used to show space & layout.

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 112

2 Beds

2 Baths

1,621 Sq.Ft.

$624,410

MLS#: MDAA2095474

Waterfront living in Eastport—renovated, reimagined, and ready to enjoy. This light-filled condo has been smartly reconfigured to maximize both space and views, with a custom-installed picture window that pulls in natural light and frames Spa Creek beautifully. The open-concept layout flows easily from kitchen to living area to the oversized private deck—where waterfront living truly shines.

The deck offers front-row views of Spa Creek and the marina, with plenty of room for both dining and lounging. It’s been upgraded with a custom awning system that encloses all sides for shade and shelter, plus water-resistant polypropylene flooring for year-round function and durability. Inside, the updated kitchen features custom cabinetry, Corian countertops, and stainless steel appliances. Solid hardwood bamboo flooring runs throughout, laid over Bella Premium underlayment for extra comfort and sound absorption.

Two newer Mitsubishi mini-split HVAC units handle heating and cooling efficiently. Additional updates include in-unit washer/dryer, smart built-in cabinetry, induction stovetop, and thoughtfully updated fixtures and finishes throughout. The unit includes secure building storage, plus general and assigned parking—conveniently located close to the entry for easy unloading.

This secure condo community offers some of the lowest monthly fees in Eastport and a truly prime location—right on the edge of Spa Creek, at the end of a dead end street, so it is nice and quite, right next to Burnside Park. The list of amenities includes a waterfront pool, clubroom, fitness studio with showers, an outdoor grilling/dining area overlooking the water and kayak storage as well as a launch point. A deep-water marina is just steps away, and you’re minutes from downtown via water taxi. Pet-friendly and short-term rental–friendly—ask for details.

ANNAPOLIS

301 BURNSIDE STREET A 202

1 Beds

1 Baths

513 Sq.Ft.

$609,000

MLS#: MDAA2113826

#MDAA2104116

ANNAPOLIS

14 DORSEY AVENUE A

None Beds

None Baths

0.12 acres

$600,000

MLS#: MDAA2104116

*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.

ANNAPOLIS

14 DORSEY AVENUE A

4 Beds

2 Baths

2,037 Sq.Ft.

$600,000

MLS#: MDAA2116188

Enjoy the "Land of Pleasant Living" in this ranch style home on a beautiful 1 acre lot in the Broadneck area. Imagine the possibilities in making this house your home with space to spare. The home contains a separate and well thought out in-law suite with 2 entrances and potential for rental income. The main portion of the house includes a front porch, pristine wood floors and an approximately 1,250 sf unfinished basement with 2 separate areas and a brick accent wall. Roof and gutters replaced 6 years ago, gutter guards added 2 years ago and the furnace is less than 10 years old. One year home warranty included.
The home is situated on a mostly fenced level acre with surrounding trees for privacy and has plenty of space to park a boat or camper. Tucked away so you feel as if it's your own private retreat yet close to Annapolis, Sandy Point State Park, easy access to Rte. 50, Washington, Baltimore and the Eastern Shore. Enjoy the nearby and soon to be completed Broadneck Peninsula Trail where you can head east to Sandy Point State Park and Safe Harbor Podickory Point or west to shops/restaurants and the B and A Trail.
This is a unique property in an area where a house with land is rarely available. A nice, solid house providing the opportunity for rental income to offset expenses. Come take a look!

ANNAPOLIS

1410 STEPNEY ROAD

5 Beds

2 Baths

2,054 Sq.Ft.

$600,000

MLS#: MDAA2100308

Welcome to this beautifully maintained one-level home nestled in the highly sought-after 55+ Heritage Harbour community. Designed for comfort and ease of living, this spacious end unit offers seamless indoor-outdoor flow and a tranquil setting perfect for relaxed living. As you enter, you are welcomed by a formal living room and dining room; flowing in to the open-concept kitchen and family room offering an inviting space for everyday living and entertaining. This home features a large owner's suite and a versatile office/guest room—ideal for hosting visitors or creating a quiet workspace.
Step outside into the sunroom, perfect for enjoying morning coffee or evening breezes while taking in the serenity and tranquility of this well-maintained neighborhood. The attached two-car garage provides convenient storage and easy access.
Don’t miss the opportunity to make this lovely home yours!
Residents of Heritage Harbour enjoy an exceptional array of amenities designed for an active, social, and engaging lifestyle. The list of Heritage Harbour amenities and services is vast, including: a 9-hole, par 3 golf course with pro shop, tennis courts, indoor and outdoor pools, fitness center with exercise classes, sauna, and whirlpool, billiard room, restaurant, library, meeting rooms, auditorium with stage and dance floor, wood shop and craft room, pier with boat slips and kayak storage, RV storage, and a pond - the popular site of remote control boat races. Activities Abound. There’s no excuse for boredom when you live in Heritage Harbour. Residents have access to all kinds of clubs, meetings, and activities, including community college classes on site, bus service to nine standard Annapolis locations and many other special trips, community dances and plays, the Harbour Lights newsletter and HHTV television channel, model boat races, billiard tournaments, community management and leadership, bocce, horseshoes, and lawn games. A Prime Location. The community is located about 10 minutes from Anne Arundel Medical Center and Annapolis Mall. For those who like to snowbird in warmer locations, the Baltimore Washington International airport is about 30 minutes away.
Recent upgrades include: new refrigerator, stove, disposal, and dishwasher, new HVAC, new water heater, polybutylene pipe replacement, new primary bath toilet, patio, privacy fence, and holly trees, fireplace cleaned and serviced.

ANNAPOLIS

701 BALLAST WAY

2 Beds

2 Baths

1,894 Sq.Ft.

$600,000

MLS#: MDAA2114118

2 Separate units. The house is not suitable to provide interior access to the Lower Level. The Lower unit is only rear accessible. The two units are 17A and 17B. Separate meters are in place. Three beds and one bath upper level. One bed and one bath lower level. Both levels have Kitchens. some updating needed

ANNAPOLIS

17 ELLIOTT ROAD

4 Beds

2 Baths

1,728 Sq.Ft.

$599,990

MLS#: MDAA2100582

Amazing waterfront opportunity on SPA CREEK IN EASTPORT! Perfect for weekend get-a-ways or a primary residence. Enjoy gorgeous sunsets on your private balcony as well as all the boats and activity on Spa Creek. This 1,052 square foot condo features one bedroom, one bathroom, and an additional loft area offering space for an additional bedroom or office. The great room and dining area have hardwood flooring. This condo has a new HVAC system, new windows, sliding glass doors, updated bathroom, new washer and dryer, and an upgraded electrical panel. Amenities include community clubhouse, outdoor pool, tennis and pickleball courts, EV charging station, and Kayak/Canoe storage racks. The dock and deep water pier are owned by the Community and are available for yearly rent. A short water taxi ride takes you to downtown Annapolis. Easy living in one of the most sought after locations in Annapolis. Call TODAY for your private tour and start enjoying all waterfront living in Annapolis has to offer.

ANNAPOLIS

6 PRESIDENT POINT DRIVE A3

1 Beds

1 Baths

1,052 Sq.Ft.

$599,900

MLS#: MDAA2110124

Live like you’re always on vacation. Chesapeake Harbour is a private, gated waterfront community offering an easy, resort-style lifestyle with marina access, private beach, tennis courts, pools, and on-site waterfront dining. Wake up to Bay breezes, walk your dog along scenic paths, or launch a kayak from the shore—it’s all here.

Located in the heart of Maryland’s capital, Annapolis blends small-town charm with historic character and coastal living. Just 30 minutes from Washington, D.C. and Baltimore, and under an hour to Northern Virginia, you can enjoy the ease of a relaxed pace without ever being far from the city.

This open concept, modern residence features sought after convenience of walk-out main level living—perfect for pets, entertaining, or simply enjoying the convenience of no stairs. Whether full-time or part-time, this is effortless living at its best

ANNAPOLIS

7044 HARBOUR VILLAGE COURT T1

2 Beds

2 Baths

1,250 Sq.Ft.

$599,900

MLS#: MDAA2102356

#MDAA2105152

ANNAPOLIS

406 EDGEMERE DRIVE

4 Beds

2 Baths

2,200 Sq.Ft.

$599,000

MLS#: MDAA2105152

New on site 3 days ago

#MDAA2114500

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 807

2 Beds

2 Baths

1,246 Sq.Ft.

$599,000

MLS#: MDAA2114500

First floor 1 Bedroom, 1 Bath condo is a perfect "home away from home" or a great primary residence that is easy to maintain, no outside maintenance worries. This waterfront community "The Point", located on Spa Creek is a water taxi ride to Annapolis to shop, dine, and enjoy all the festivities, events and local Annapolis vibe. Recent upgrades include: new carpet, freshly painted, renovated bathroom and new kitchen appliances. Wood burning fireplace with marble tile, custom built ins, recessed lighting. Waterfront views from every room. Pella sliders in the living room area lead to a covered deck, a perfect spot to relax, unwind catch a view of an amazing sunset. Another nice feature of this condo is a front patio located off the dining area that allows for extra outdoor private space. The community offers many amenities for those that enjoy outdoor lifestyle living. Deep water boat slips, community clubhouse, outdoor pool, tennis/pickleball courts, EV charging, kayak/canoe rack. A short bike ride, walk or water taxi to Annapolis shopping, restaurants and more. Estate Sale - Seller to review all offers - Motivated!!!

ANNAPOLIS

5 PRESIDENT POINT DRIVE A1

1 Beds

1 Baths

923 Sq.Ft.

$599,000

MLS#: MDAA2088748

Welcome Home!
Step into this beautiful, freshly painted, move-in ready brick front town home offering 3 bedrooms, 2 full baths, and 2 half baths in the sought -after Deep Creek Village on the Broadneck Peninsula. Nestled just off College Parkway and Bellerive Drive, this home combines space, style and location!
The main entry level welcomes you with a spacious foyer leading to a large rec room (possible 4th bedroom), half bath, laundry room, and access to the garage.
Upstairs enjoy an open concept floor plan with gleaming hardwood floors throughout the living room, dining room, kitchen, and sunroom. The chef’s kitchen features granite countertops, stainless steel appliances, gas cook top, wall oven, ample cabinetry, and a large pantry- perfect for entertaining or family gatherings. There’s even bonus space off the kitchen ideal for a home office, playroom, or cozy breakfast nook.
Retreat upstairs to the luxurious owner’s suite with two walk in closets and a spa-like bath featuring double sinks, a soaking tub, and a separate shower with bench. Two additional generously sized bedrooms and a full bath complete this level.
Community Perks:
Deep Creek Village offers a tot lot, green space, walking trails, and a vibrant HOA with community events. Located in the prestigious Broadneck School District, just minutes to shopping, dining, and major routes-RT 50/RT 2 for quick access to Annapolis, DC, Baltimore or the Eastern Shore!
Don’t Wait- schedule your showing today!
This gem won’t last long!

ANNAPOLIS

527 DEEP CREEK VIEW

3 Beds

2 Baths

2,786 Sq.Ft.

$599,000

MLS#: MDAA2111274

Welcome to your next home by the Chesapeake Bay. Wake up to amazing sunrises and have your morning coffee and evening wine sitting on your deck that has views of the Chesapeake Bay.
This two bedroom, two bath condo with plenty upgrades is the perfect setting for your next home. Upon entering, you are greeted by a bright and open space with skylights that flood the home with natural light. Sliding glass doors off of the family room leads you to a spacious deck that is shared with the primary suite. The primary suite has views of the bay and has its own upgraded primary bath with a walk in closet. Hardwood floors throughout the home with the exception of the kitchen which boasts ceramic tile..The kitchen has granite countertops and back splash, stainless steel appliances and a beverage bar ( installed 2023) that includes a temp controlled wine fridge. Off of the kitchen is a small deck, perfect for a quiet breakfast.
The property also includes a versatile loft that can be utilized as an additional bedroom or a home office, offering flexibility to suit your lifestyle.
In addition to the luxurious home features, residents of Chesapeake Harbour enjoy access to a wealth of community amenities, including a pool, tennis courts, jogging trails, a marina and marina club, private lake and much more! Chesapeake Harbour is conveniently located, minutes from downtown Annapolis and the US Naval Academy, and short drive to D.C., Baltimore and BWI. Convenient to everything that Annapolis has to offer, including shopping, dining and entertainment. Chesapeake Harbour also offers their own restaurant on the property for those nights that you do not want to drive.

This is an exceptional opportunity to experience resort-style living in a picturesque waterfront setting. Don't miss your chance to make this stunning condo your new home.

ANNAPOLIS

2012 QUAY VILLAGE COURT 202

3 Beds

2 Baths

1,502 Sq.Ft.

$599,000

MLS#: MDAA2115108

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