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

253

# of Listings

3

Avg # of Bedrooms

$405

Avg. $ / Sq.Ft.

$830,016

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

253 Properties Found. Page 16 of 17.

Welcome to Chesapeake Harbour! This beautifully updated Marina VIEW 2-bedroom, 2-bath condo offers the perfect mix of comfort, style, and easy living in one of Annapolis’s most sought-after waterfront communities.
Inside, you’ll find a fresh and modern vibe with a little fresh paint accented with ceiling fans throughout, new bamboo flooring, and a delightfully unique wooden fireplace mantel adding a cozy, custom touch to the living space. The open layout flows effortlessly from the living room to the dining area and kitchen, making it great for entertaining or just relaxing at home.
The kitchen has been upgraded with a new countertop, sink and faucet, and new dishwasher, plus stainless-steel appliances including a self-cleaning oven and built-in microwave. There are even a new washer and dryer tucked away for convenience. Both bathrooms have been refreshed with stylish upgrades, giving the whole place a clean, contemporary feel.
The primary suite is a peaceful retreat with its own en-suite bath and plenty of closet space. The second bedroom and bath are perfect for guests, a home office, or whatever suits your lifestyle.
Step out onto your private balcony to enjoy views of the marina and Chesapeake Bay—ideal for morning coffee or evening wine. And when you're ready to get out and about, the community has it all: a private beach, two pools, tennis courts, jogging paths, and 24/7 gated security. Need an EV charge for your car. It's here. Take a stroll along walking path along the marina and enjoy a meal at the on-site restaurant. There’s even water access for boating enthusiasts!
With off-street parking and services like lawn care and exterior maintenance included, this home makes it easy to enjoy the good life without the hassle.
Whether you're looking for a weekend getaway or a full-time residence, this Chesapeake Harbour gem feels like a vacation every day.
Tenant pays for all utilities. Pets are case by case.
Also for sale See MLS listing MD AA2123516

ANNAPOLIS

7002 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,319 Sq.Ft.

$2,500

MLS#: MDAA2131486

Welcome to 40 Amberstone Ct, a spacious and well-appointed townhouse nestled in the coveted Annapolis Overlook community—just minutes from downtown Annapolis, the waterfront, and all the charm of the Bay. This 3-bedroom, 2.5-bath home provides approx. 1,694 square feet of living space across three levels, offering both room to spread out and easy, low-maintenance living. The main floor features an updated kitchen with an updated gas stove and sleek appliances, plus a powder room for guests. Two additional bedrooms and full bath sit just one floor up, while the top level is dedicated to the generous owner’s suite, complete with walk-in closet and spa-style bath. Enjoy community perks like a pool, fitness center, and assigned parking, while enjoying very convenient access to local shopping, dining, walking trails and the water’s edge. Ideal for professionals, small families, or anyone seeking a blend of comfort and location—schedule your viewing today!

ANNAPOLIS

40 AMBERSTONE COURT N

3 Beds

2 Baths

1,694 Sq.Ft.

$2,500

MLS#: MDAA2130488

Great Unit in Arundel Plaza. Was recently used for a Health Spa and Hair Salon. Call agent for details

ANNAPOLIS

108 OLD SOLOMONS ISLAND ROAD L6

None Beds

None Baths

948 Sq.Ft.

$2,500

MLS#: MDAA2130708

Discover comfort and convenience at 13 Silverwood Circle Unit 12 — a bright and inviting 3-bed, 2-bath condo tucked into the peaceful Fairwinds community. The open layout flows effortlessly from the large living room to the dining area and out to the private balcony overlooking the tree-lined grounds. With three true bedrooms, you’ll have plenty of room for guests, a home office, or creating the perfect retreat. Life at Fairwinds is all about easy living. Enjoy the large pool, tennis courts, playgrounds, and lush green spaces that make the neighborhood feel like a getaway. Just minutes from shops, restaurants, commuter routes, and the historic waterfront — this home is perfectly positioned for the Annapolis lifestyle. Email Listing Agent for Application Link.

ANNAPOLIS

13 SILVERWOOD CIRCLE 12

3 Beds

2 Baths

1,436 Sq.Ft.

$2,500

MLS#: MDAA2131388

Amazing Annapolis location! Rarely available in Tidewater Colony, beautiful 2 bedroom 2 bath 1st level end unit condo with lovely hardwood floors throughout. The open-concept includes a kitchen that overlooks the living room, two tier upgraded countertops, nice dining space and stainless steel appliances. The spacious light filled living room centers around a cozy gas fireplace, perfect for the winter season. The most unique feature of this home, is sliding glass doors opening to your very own private fenced yard - all maintained by the community. The generous owners suite includes a sitting area, walk in closet and en-suite bath. The second bedroom provides space for guests or an in home office, with access to its own private full bath. Plus the condo features an in-unit laundry room. The community boasts resort-style amenities such as swimming pool, fitness center, tennis/pickle ball courts, BBQ/Grill Picnic areas, walking trails, a rentable clubhouse for special events. Located just off Rt. 50, minutes from Westfield Annapolis Mall, Trader Joes, AAMC, Whole Foods and major commuter routes. With easy access to the charm and excitement of Historic Downtown Annapolis & Naval Academy. Available immediately.

ANNAPOLIS

2015 GOV THOMAS BLADEN WAY 104

2 Beds

2 Baths

1,079 Sq.Ft.

$2,450

MLS#: MDAA2131312

#MDAA2131346

ANNAPOLIS

2004 PEGGY STEWART WAY 204

2 Beds

2 Baths

1,063 Sq.Ft.

$2,450

MLS#: MDAA2131346

Welcome home to this beautifully maintained 3-bedroom, 2-bath condo in the desirable Annapolis Overlook community! This spacious top-floor unit offers an open and inviting layout with abundant natural light throughout. The large living room with wood burning fireplace flows seamlessly into the dining area and updated kitchen — perfect for entertaining or relaxing after a long day. Enjoy the private balcony for morning coffee or evening unwind time. The primary suite includes a spacious closet and private bath, while two additional bedrooms offer flexibility for guests, a home office, or hobbies. Community amenities include a swimming pool, fitness center, and clubhouse, plus exterior maintenance, lawn care, and snow removal are all included — low-maintenance living at its best! Fantastic location just minutes to downtown Annapolis, Quiet Waters Park, shopping, dining, and commuter routes (Rt 50, I-97, and Riva Rd). This home is move-in ready and waiting for you! Available immediately — schedule your private tour today!

ANNAPOLIS

10 AMBERSTONE COURT L L

3 Beds

2 Baths

1,254 Sq.Ft.

$2,400

MLS#: MDAA2130764

Turn-key home ready for move-in! New carpet and paint! Kitchen w/ granite! Owner's bedroom with private bath! Living room with wood burning fireplace! Nice size additional bedrooms! Patio! Fenced in back yard! New windows! New washer and dryer! Great community and close to shopping, dining, parks & the bay! To submit an application for this property please use this link: https://provisionproperty.managebuilding.com/Resident/rental-application/new

ANNAPOLIS

8 GENTRY COURT

3 Beds

2 Baths

1,500 Sq.Ft.

$2,350

MLS#: MDAA2128298

Wardour Bluffs is an exclusive boutique community of just 27 townhome-style apartments in highly desirable West Annapolis—located literally next door to the United States Naval Academy. Residents enjoy a peaceful, secure neighborhood setting surrounded by green lawns and mature trees, all within an easy walk of local shops and eateries including Graul’s Market, Naval Bagels, Chessie’s Wharf, Bella Italia Pizzeria, Evelyn’s, Rutabaga, Bean Rush Café, and many other unique spots.
It’s also a short stroll to Annapolis City Dock, St. John’s College, and the Naval Academy Bridge overlooking the Severn River. Water access to Weems Creek and the Severn River is close by at Tucker Street and Jonas Green Park.
This is Annapolis living at its finest.
(Washer and dryer may be available in the unit. Please check with the listing agents for additional information.)

ANNAPOLIS

26 SOUTH MONROE ROAD 26

2 Beds

1 Baths

800 Sq.Ft.

$2,350

MLS#: MDAA2132612

One level living at it's best! Spacious Windgate condo with second floor security and limited access building features wood floors and stainless steal appliances, and Corian countertops! Also showcases 2 Master Bedrooms with walk-in closets, laundry off kitchen, cozy gas fireplace in Living Room and access to private deck. Conveniently located to hospital, major commuter routes to the Eastern Shore Beaches, Annapolis, Baltimore or Washington, DC! Super close to restaurants, shopping & more! Professional Property Manager.

ANNAPOLIS

2003 PHILLIPS TERRACE 6

2 Beds

2 Baths

1,129 Sq.Ft.

$2,300

MLS#: MDAA2127702

Welcome to **7-b Heritage Court**, a beautifully updated townhome tucked away in one of Annapolis’ most convenient and desirable locations. This light-filled home offers the perfect blend of comfort, style, and accessibility—just minutes from Downtown Annapolis, the Naval Academy, major commuter routes, shopping, dining, and the waterfront.

Step inside to an inviting main level featuring **fresh paint**, **new flooring**, and a bright, open layout ideal for both everyday living and entertaining. The kitchen offers ample cabinetry, great counter space, and direct flow into the dining and living areas.

Upstairs, you’ll find **2 spacious bedrooms** with generous closet space and a well-appointed full bath. The primary bedroom provides excellent natural light and room for a king or queen setup.

Additional features include:
• **In-unit washer and dryer**
• **Ample parking +visitor parking
• **Central heating and cooling**
• **Low-maintenance flooring throughout**

This home offers peaceful living while keeping you close to all that Annapolis has to offer. Ideal for professionals, families, or anyone seeking a clean, comfortable, and well-maintained rental.

ANNAPOLIS

7 HERITAGE COURT B 120

2 Beds

1 Baths

960 Sq.Ft.

$2,200

MLS#: MDAA2132518

Welcome to **12 Heritage Court**, a beautifully updated townhome tucked away in one of Annapolis’ most convenient and desirable locations. This light-filled home offers the perfect blend of comfort, style, and accessibility—just minutes from Downtown Annapolis, the Naval Academy, major commuter routes, shopping, dining, and the waterfront.

Step inside to an inviting main level featuring **fresh paint**, **new flooring**, and a bright, open layout ideal for both everyday living and entertaining. The kitchen offers ample cabinetry, great counter space, and direct flow into the dining and living areas. Sliding doors lead to a **private fenced backyard**, perfect for morning coffee, grilling, or relaxing outdoors.

Upstairs, you’ll find **2 spacious bedrooms** with generous closet space and a well-appointed full bath. The primary bedroom provides excellent natural light and room for a king or queen setup.

Additional features include:
• **In-unit washer and dryer**
• **Ample parking +visitor parking
• **Central heating and cooling**
• **Low-maintenance flooring throughout**

Located in a quiet cul-de-sac, this home offers peaceful living while keeping you close to all that Annapolis has to offer. Ideal for professionals, families, or anyone seeking a clean, comfortable, and well-maintained rental.

ANNAPOLIS

12 HERITAGE COURT

2 Beds

1 Baths

992 Sq.Ft.

$2,200

MLS#: MDAA2132514

AVAILABLE NOW!!. Wonderfully spacious Penthouse unit with loft. 2 full bathrooms and 2 bedrooms. Vaulted ceilings in living room and master bedroom. Kitchen opens to breakfast bar and dining area plus a loft!! Large balcony, full size washer/dryer. HVAC and water heater less than one year old. Longer lease preferred. Tucked in at the back of the cul de sac with easy access to 50, DC, AAMC and Downtown Annapolis. Sorry No Pets

ANNAPOLIS

805 LATCHMERE COURT 302

2 Beds

2 Baths

1,236 Sq.Ft.

$2,200

MLS#: MDAA2128392

Turnkey Living in Riva Commons! Step into this beautifully updated, move-in ready condo featuring luxury vinyl plank flooring, a stylish eat-in kitchen with granite countertops, and spacious bedrooms designed for comfort. Enjoy your morning coffee or evening unwind on the private balcony, with in-unit laundry for added convenience. Freshly painted and impeccably maintained, this home offers effortless access to downtown Annapolis, Baltimore, D.C., and all the shopping, dining, and nightlife that define the Chesapeake Bay lifestyle. Commuinity pool!

ANNAPOLIS

2574 RIVA ROAD 19A

2 Beds

1 Baths

872 Sq.Ft.

$2,195

MLS#: MDAA2127518

Freshly Painted Condo! Updated Kitchen With Stainless Steel Appliances, Granite Counter Tops. Gleaming Hardwood Floors. Primary Bedroom with His and Her Closets. Full Size Washer and Dryer. New Window Blinds. Large Closet in Hallway for Extra Storage. Walk Out From Kitchen to Side Yard. Walk To Everything. This Updated Condo is Located Steps Away from the USNA Stadium, and a Short Walk/Bike Ride to the Heart of Downtown Annapolis! Walking Distance to West Annapolis, Grauls Grocery Store, Coffee Shop, Dry Cleaners, Naval Bagel and So Much More! This Condo is Truly a Gem and You Can't Beat The Location. Storage Closet and ASSIGNED PARKING! Available Now!

ANNAPOLIS

717 GLENWOOD STREET 47

2 Beds

1 Baths

896 Sq.Ft.

$2,150

MLS#: MDAA2123486

1 ... 14 15 16 17

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 $$

Buyers resources

BUYERS RESOURCES

Sellers resources

SELLERS RESOURCES

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

First Name

Last Name

Email

Phone

MLS Property Number

Your message

What is 3 + 4 ?

Reason for contacting?

Buying a home

Selling a home

Other

I agree to receive email communication and understand I can unsubscribe at any time.

Update Your Temporary Password

Accessibility Menu

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Email address (Must be valid)

Already have an account ? Login here

Continue your home search

Email address

First name First Name

Last name Last Name

Phone number (Optional)

Password

I agree to receive communications and understand I can unsubscribe at any time.

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service