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
391
# of Listings
3
Avg # of Bedrooms
$455
Avg. $ / Sq.Ft.
$1,131,506
Med. List Price

Browse Annapolis Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

391 Properties Found. Page 23 of 27.

Back on the Market! Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 6 Bedrooms, 4.5 Bathrooms, with > 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county). A stone's throw to downtown without the city taxes. Across from B&A bike Trail & WWII Memorial. Direct access to Rt50 without any stoplights! BroadneckHS/Severn RiverMS/ArnoldES. Agent Owner. BRING YOUR OFFERS. All reasonable offers will be considered. Also open to reasonable allowance for prefered cosmetic updates to be completed prior to closing. Open to Owner Financing or leasing it at $6500/month. Property is now vacant on combo . Agent Owner.
#MDAA2110450

ANNAPOLIS

1707 GOVERNOR RITCHIE HIGHWAY

6 Beds

4 Baths

6,196 Sq.Ft.

$6,500

MLS#: MDAA2110450

None
#MDAA2110352

ANNAPOLIS

1707 RITCHIE HIGHWAY

6 Beds

4 Baths

4,796 Sq.Ft.

$6,500

MLS#: MDAA2110352

Escape to your own private Estate. 6000+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 6 Bedrooms, 4.5 Bathrooms, with > 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county). A stone's throw to downtown without the city taxes. Across from B&A bike Trail & WWII Memorial. Direct access to Rt50 without any stoplights! BroadneckHS/Severn RiverMS/ArnoldES. Agent Owner. Must Call the Agent to show. Must be accompanied by agent. All reasonable offers will be considered.
#MDAA2110358

ANNAPOLIS

1707A GOVERNOR RITCHIE HIGHWAY

6 Beds

4 Baths

4,796 Sq.Ft.

$6,500

MLS#: MDAA2110358

Amazing waterfront residence on the Chesapeake Bay with almost 360 degree water views of the Chesapeake Bay, Fishing Creek, and South River. Enjoy a quiet and friendly neighborhood with private beaches and a pier for your boat across the street. Never hassle with bay bridge traffic and enjoy a unique location which is 5 miles to downtown Annapolis, 5 minutes to major retail and restaurants, and a 45 minute drive to downtown Baltimore and Washington DC. The open floor plan provides a great room with cathedral ceilings, hardwood floors, an updated gourmet kitchen, a dining area, and a wood burning fireplace all with panoramic bay views of the bay bride and Thomas Point Light House. A deck off the great room provides a perfect spot to enjoy the bay breeze, to watch the water life of the Chesapeake, and to see spectacular sights of the stars and moon over the bay at night. Up a few steps, you will find the large master bedroom with en-suite bath, large walk-in closet, and views of Fishing Creek through large windows. 2 additional bedrooms, a 2nd full bath, and laundry closet complete this level. Ground level foyer, 2-car attached garage, and storage shed complete the property. 2+ year lease preferred. See agent notes for Tenant responsibility.
#MDAA2117630

ANNAPOLIS

3563 NARRAGANSETT AVENUE

3 Beds

2 Baths

2,082 Sq.Ft.

$6,000

MLS#: MDAA2117630

Absolutely gorgeous fully remodeled light filled modern home! Two story sun drenched family room off kitchen w/ wood fireplace & 2 almost new sliding glass doors leading to the entertainers' dream stone patio! Main floor master suite w/ gorgeous master bathroom. Wake up every morning and sit on your stone patio as you enjoy the wildlife in your private, wooded backyard. Or watch a movie or sports while enjoying a cocktail. All the major components have been updated/replaced in this gorgeous home. Fine details throughout such as crown molding & wainscoting. Any gourmet chef's dream kitchen with granite counters, soft closing cabinets & drawers, almost new appliances, contrasting gray center island & tons of storage. Fully finished basement with media room, 6the bedroom! Also a 2 car oversized attached garage! Plus almost new roof, HVAC, water heater, water treatment system, carpet (in office, basement & living room ), appliances & much more! Windfern Forest community has a private pier w slips on a first come first served basis. Community also has a large gazebo, picnic tables & charcoal grills! Great place to call home! : )
#MDAA2113792

ANNAPOLIS

513 POST OAK ROAD

5 Beds

4 Baths

3,568 Sq.Ft.

$5,900

MLS#: MDAA2113792

Available mid July- excellent credit a must and pets are case by case. Stunning single family home in the private enclave of highly sought after Primrose Hill. This six year old custom Craftmark Home checks all the boxes for the discriminating buyer: elevator serving all three floors; spacious kitchen with oversized island; quartz countertops; custom cabinetry; open plan main level with gas fireplace; large first floor office or den; four large bedrooms on second floor, two with ensuite bathrooms; massive private primary suite (19.5’ x 21.5’) with cathedral ceiling plus room-sized primary closet; wonderful primary bath with two vanities, large walk in shower and free standing tub; nine foot ceilings throughout, including basement; full basement with unlimited possibilities: legal fifth bedroom and full bath roughed in; room for large family room, shop, and storage; oversized two car garage and two parking pad spots; energy efficient Certified Green Building; spacious outdoor community spaces, with all grounds maintained by HOA. All of this within walking distance to Pip Moyer Recreation Center, Eastport, downtown Annapolis, shopping, dining, public boat ramp, tennis and pickleball courts.
#MDAA2118236

ANNAPOLIS

57 PRIMROSE HILL LANE

4 Beds

3 Baths

3,841 Sq.Ft.

$5,900

MLS#: MDAA2118236

**MORE PHOTOS COMING SOON*** Elegant brick-front home available for lease in The Meadows, offering comfort, space, and style on a private 2.5-acre lot in a sought-after BLUE RIBBON school district. The open-concept main level includes a spacious kitchen with granite countertops, stainless appliances, and an oversized island—ideal for daily living and entertaining. The adjoining living and dining areas feature travertine floors and large windows that fill the home with natural light. Upstairs, the expansive primary suite includes a walk-in closet with custom shelving and a spa-inspired bath with dual sinks, soaking tub, and separate shower. The finished lower level provides flexible space for recreation, hobbies, or a home office, plus ample storage. Outside, enjoy a multi-level stone patio, Trex deck, and beautifully landscaped yard. The oversized garage and extra parking pad offer convenience for multiple vehicles. Easy access to commuter routes completes the package.
#MDAA2116726

ANNAPOLIS

1812 MILLRIDGE COURT

4 Beds

3 Baths

3,555 Sq.Ft.

$5,500

MLS#: MDAA2116726

Waterfront home in Oakwood Community w/ unsurpassed views of S. River and Bay. Newly renovated gourmet kitchen w/ island. Main level 2 BR 1 bath. Spacious open living area, F/R with wood-burning F/P. Hard wood FL through out. 2-Car garage w/ lots of workspace and storage. New 100 foot pier. Tranquil location, steps from Thomas Point Park. Pets case.
#MDAA2114138

ANNAPOLIS

3730 THOMAS POINT ROAD

4 Beds

2 Baths

1,932 Sq.Ft.

$5,100

MLS#: MDAA2114138

Views of the Great Chesapeake Bay come with this updated and upgraded Oyster Creek waterfront. Shared pier with a large boat slip, community beach and boat ramp for easy water access to the Bay. No smoking house and no pets allowed.
#MDAA2113692

ANNAPOLIS

1330 WASHINGTON DRIVE

3 Beds

2 Baths

1,584 Sq.Ft.

$5,000

MLS#: MDAA2113692

Waterfront home in Oakwood Community w/ unsurpassed views of S. River and Bay. Newly renovated gourmet kitchen w/ island. Main level 2 BR 1 bath. Spacious open living area, F/R with wood-burning F/P. Hard wood FL through out. 2-Car garage w/ lots of workspace and storage. New 100 foot pier. Tranquil location, steps from Thomas Point Park. Pets case-by-case.
#MDAA2114048

ANNAPOLIS

3730 THOMAS POINT ROAD

4 Beds

2 Baths

1,932 Sq.Ft.

$5,000

MLS#: MDAA2114048

693 Giddings, 3 levels of Modern luxury in the heart of West Annapolis. Designed by Hammond Wilson Architects and built by Bayview Builders. This end unit townhome is loaded with high end finishes. Custom kitchen with Quartz Countertops, stainless steel top of the line appliances. The lower level has a full bath and rec room that could be used as a 3rd bedroom. Open modern floor plan with hardwood floors throughout. Shops and restaurants right outside your front door. Walkable to downtown, Naval Academy and stadium. Water access 5 blocks away. Easy access to RT 50/97. Pets case by case, rent includes 2 parking spot. Electric car charging available.
#MDAA2116096

ANNAPOLIS

693 GIDDINGS AVENUE

2 Beds

2 Baths

1,553 Sq.Ft.

$4,600

MLS#: MDAA2116096

Street level storefront/office with tremendous visibility at the gateway to the West Annapolis shopping & office district. Current tenant is in the home decor business and will be vacating by July 7th. See photos of the superior interior finish. Neighborhood has a village type vibe featuring other boutique stores, offices and restaurants with easy access from Rt. 50. Walkable to the Historic District, USNA & Navy Marine Corps Memorial Stadium. 4 other commercial tenants & 2 residential tenants in the adjacent building at 4 Annapolis Street share the rear parking lot. Street level space has approximately 1,200 sf. Lower level has approximately 1,200 sf with direct walkout access to the 30+ space surface parking lot. Tenant pays electric, oil heat, cable and splits the quarterly water/sewer bill with the adjacent tenant...One Petticoat Lane. Landlord pays for grounds & parking lot maintenance, snow, ice & trash removal. Unique opportunity for an existing business requiring quick possession of superior built-out space.
#MDAA2116236

ANNAPOLIS

2 ANNAPOLIS STREET

None Beds

None Baths

N/A

$4,000

MLS#: MDAA2116236

Penthouse level 2 bedroom 2 bath condominium, corner unit ready for immediate occupancy. Residence at Park Place has underground parking - 2 spaces, storage space. swimming pool, party room, lounge, exercise room, library - reading area, outdoor cooking and picnic tables and chairs. A great location for an easy walk to city dock. Log in and show.
#MDAA2098014

ANNAPOLIS

5 PARK PLACE 705

2 Beds

2 Baths

1,267 Sq.Ft.

$4,000

MLS#: MDAA2098014

Sunny, multi-level 3 bedroom, 2 full bath home features NEW KITCHEN, NEW BATHS, NEW APPLIANCES, refinished hardwood floors. Dining room leads to deck in fully fenced backyard. 2 bedrooms on mezzanine level and third on upper. Lower level boasts family room and laundry/utility room. Minimum credit score of 650 required.
#MDAA2103750

ANNAPOLIS

739 WARREN DRIVE

3 Beds

2 Baths

1,740 Sq.Ft.

$3,875

MLS#: MDAA2103750

Beautiful 2 BR/2 Bath condo w/many extras in the most luxurious, secure building in downtown Annapolis. Great southern views, natural light, sliding glass doors, plantation shutters in all rooms, wood floors, gourmet kitchen , stainless appliances & granite counters, Pool, Hot Tub, Fitness Center, 24/7 live concierge/security person in lobby. Two Underground Garage Spaces with remote door openers included. Rent includes most utilities. Available June 1st, 2025 Luxury living in the heart of Annapolis, just blocks to Downtown City Dock attractions and restaurants.
#MDAA2110354

ANNAPOLIS

5 PARK PLACE 624

2 Beds

2 Baths

1,270 Sq.Ft.

$3,850

MLS#: MDAA2110354

1 ... 21 22 23 24 25 ... 27
Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password