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

266

# of Listings

3

Avg # of Bedrooms

$529

Avg. $ / Sq.Ft.

$1,357,478

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

60 Properties Found. Page 3 of 4.

Exceptional Rivergate loft-style condominium offering the perfect blend of modern updates and urban convenience. This stunning two-bedroom, two-full-bath residence showcases soaring vaulted ceilings, an open-concept design, and sophisticated finishes throughout. The 2026 remodeled gourmet kitchen is highlighted by quartz countertops, stainless steel appliances, and stylish LVT flooring extending through the kitchen, dining, and living areas. The dramatic loft overlooks the main living space and provides ideal flexibility for a private office, media room, or additional lounge area. Both expansive bedroom suites feature walk-in closets and adjoining full baths, including a beautifully remodeled primary bath retreat. Step outside to the oversized balcony—perfect for outdoor entertaining or quiet evenings. A/C 2020 and newer Thompson Creek Windows. Ideally situated minutes from Downtown Annapolis, the U.S. Naval Academy, major commuter routes including 50 and 97, dining, shopping, and waterfront destinations.

ANNAPOLIS

2003 WARNERS TERRACE N 324

2 Beds

2 Baths

1,072 Sq.Ft.

$389,000

MLS#: MDAA2144518

Welcome to Conte Gardens, one of Eastport's most desirable condominium communities! This
spacious and beautifully maintained 2-bedroom, 2-bath residence offers comfort, security, and easy
low-maintenance living. With elevator access and secure building entry. This move-in-ready home is
ideally located in the heart of Eastport, just minutes from downtown Annapolis.

This light-filled condo features an open floor plan with multiple windows and a sliding glass door
leading to a charming French balcony. Terra cotta-style tile flooring throughout adds warmth and
Mediterranean character, while stainless steel appliances, gas heat, ceiling fans, and a space-saving
all-in-one washer/dryer provide everyday comfort and convenience. Lightly used and exceptionally
well cared for, this home shows beautifully.

The spacious primary bedroom offers a comfortable private retreat with two closets, plus an
additional closet that can be used for linens or extra storage. The room is large enough to
accommodate a sitting area, reading corner, or small workspace. The primary bath adds comfort and
privacy. The second bedroom is also well-sized and flexible, making it ideal for guests, family, or a
home office, with a nearby full hall bath for convenience.

The home also offers excellent everyday storage options. A large closet in the living area provides
room for household essentials, while the kitchen includes a convenient pantry. Just off the kitchen, a
small utility room houses the all-in-one washer and dryer, water heater, and HVAC system, with
additional space for cleaning supplies and other small household items.

Residents enjoy a controlled-access building with security glass entry doors and security camera
monitoring. A well-maintained common garden offers a peaceful outdoor sitting area, along with
dedicated small planting spaces where residents can grow aromatic herbs and enjoy a touch of
community gardening.

Located directly across from Eastport Shopping Center, you'll have easy access to restaurants, a
coffee shop, carryout and catering options, a pharmacy, fitness facilities, and other everyday services.
Historic Downtown Annapolis is just minutes away, offering brick-lined streets, boutique shops, cozy
cafés, award-winning restaurants, waterfront attractions, and scenic views of Annapolis Harbor.

Enjoy seasonal festivals, maritime charm, and the unique lifestyle that makes Annapolis so special.
The U.S. Naval Academy, Eastport marinas, parks, and downtown entertainment are all within easy
reach. A free shuttle service provides convenient transportation throughout Annapolis, connecting
residents to shopping, dining, cultural venues, local events, and waterfront destinations.

One assigned parking space conveys with the unit, along with guest parking in the Conte Gardens
parking lot. Rarely available, this beautifully maintained condominium offers comfort, security,
walkability, and an exceptional Eastport location.

Whether you're looking for a full-time residence, a weekend retreat, or an easy low-maintenance
lifestyle, this inviting home offers the perfect blend of convenience, charm, and community.

ANNAPOLIS

936 BAY RIDGE AVENUE 201

2 Beds

2 Baths

1,175 Sq.Ft.

$388,000

MLS#: MDAA2148540

Welcome to this meticulously updated interior townhome, fully renovated in 2022 and thoughtfully maintained since. With modern upgrades and a neutral, move‑in‑ready palette, this home is the perfect canvas for its next owner.
Step inside to find new luxury flooring, fresh neutral paint, and stylish lighting throughout. The kitchen impresses with new cabinetry, modern appliances, and clean lines designed for cooking and entertaining. Both the full and half baths have been completely renovated with contemporary finishes.
Major updates include a new roof, gutters, windows, and siding—providing peace of mind and lasting curb appeal.
This home combines modern comfort with timeless style, ready for you to move in and make it your own.

ANNAPOLIS

1410 FOXWOOD COURT

3 Beds

1 Baths

1,280 Sq.Ft.

$380,000

MLS#: MDAA2148170

#MDAA2147286

ANNAPOLIS

1808 LINCOLN DRIVE

3 Beds

1 Baths

1,008 Sq.Ft.

$375,000

MLS#: MDAA2147286

Rarely available duplex in the heart of Annapolis at an amazing price with this proximity and level of access to downtown Annapolis. The entire home has been freshly painted, with new flooring, a renovated primary bathroom, and a new dishwasher - this is truly turnkey. Once you step in, you will immediately appreciate the vaulted ceilings and wonderful flow and space of the main living area. The skylights and vaulted ceiling completely change the feel of the home with added natural light and space. You will continue to be impressed with the size of the 2 bedrooms, including the primary suite with an oversized closet and renovated shower and shower area. The backyard is spacious and cleared with a full privacy fence. You will simply not find a better place, in a better location, at this amazing price!! Don't hesitate, this one will be popular!!

ANNAPOLIS

1132 TYLER AVENUE

2 Beds

2 Baths

800 Sq.Ft.

$375,000

MLS#: MDAA2148576

#MDAA2146586

ANNAPOLIS

15 COPLEY COURT

2 Beds

1 Baths

1,704 Sq.Ft.

$374,900

MLS#: MDAA2146586

#MDAA2146804

ANNAPOLIS

1503 LODGE POLE COURT

3 Beds

1 Baths

1,120 Sq.Ft.

$367,500

MLS#: MDAA2146804

***BUYER’S FAILED TO PERFORM, THEIR LOSS IS YOUR GAIN***PROPERTY LISTED BELOW APPRAISED VALUE**

Welcome to 10A Ironstone Ct a beautifully maintained 3-bedroom townhome offering comfort, convenience, and the sought-after Annapolis lifestyle. This spacious home features a stunning top-level primary suite complete with a cozy fireplace, soaking tub, separate shower, and walk-in closet creating the perfect private retreat. Laundry is conveniently located on the bedroom level for everyday ease. Enjoy community amenities including a pool and clubhouse while being just minutes from Downtown Annapolis, waterfront dining, shopping, entertainment, and commuter routes. Whether you are looking to enjoy weekends by the water, local restaurants, boutique shopping, or an easy commute, this home offers the ideal blend of lifestyle and value. Competitively priced and ready for its next owner, schedule your tour today.

ANNAPOLIS

10 IRONSTONE COURT A

3 Beds

2 Baths

1,680 Sq.Ft.

$350,000

MLS#: MDAA2145606

Welcome to a beautifully maintained home with so many amazing features! This 2 bedroom 2 bathroom 3rd floor top level unit with over 1,080 sq ft offers a spacious, open concept layout. If you are looking for a move-in-ready property that you can be proud of, then search no further! When you walk in the front door, you will first notice the open-concept living area. The living area has so much room for entertaining. A beautiful fireplace that accents the entire space. The kitchen is beautiful with a modern style, including beautiful cabinets, countertops and matching appliances. It flows into a nice extra space for an office or eat in kitchen. This open concept has a rear porch area and a peaceful wooded scenery to enjoy nature and the outdoors. Nature is offered all around this property and many ways to enjoy it. Either walking on the wooded paths, enjoying the playgrounds, working out in the fitness center or relaxing by the pool.

Both bedrooms are a good size with quality closet space and space for large furniture. The main entrance to the building has an intercom system directly to each unit for gaining access. As part of the condominium fees, it covers for common area maintenance, exterior building maintenance, lawn maintenance, snow removal, trash services, water/sewer bill and more. To top it off and ensure you move in worry-free, the home has a new gas hot water heater (2026) and a washer/dryer in the unit. This home will have you beyond excited and stress-free! Do not miss your chance to own this unique property! You will have peace of mind knowing your new home was meticulously maintained and cared for. Not to mention move-in-ready! The location is ideal for commuting, as well as being in proximity to local shops, restaurants and walking distance to many amenities! It's time for you to call it HOME!

ANNAPOLIS

501 MATHIAS HAMMOND WAY 301

2 Beds

2 Baths

1,081 Sq.Ft.

$349,900

MLS#: MDAA2149028

Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining.

Upstairs you’ll find generously sized bedrooms including a primary suite with private bath and great closet space.

Enjoy low-maintenance living in a well-established community conveniently located near downtown Annapolis, the Naval Academy, shopping, restaurants, and major commuter routes. The 21403 area is known for its coastal lifestyle, outdoor recreation, and close proximity to the Chesapeake Bay.

Perfect for first-time buyers, investors, or anyone looking for easy living in a prime Annapolis location!

ANNAPOLIS

40 IRONSTONE COURT J

3 Beds

2 Baths

1,680 Sq.Ft.

$345,000

MLS#: MDAA2140034

Welcome to 8 Georgetown Court! This charming end of group town home offers 3 bedrooms, 1.5 bath on a quiet culdesac in the heart of Annapolis. Offering a functional layout with spacious living areas and abundant natural light, this home is perfect for both everyday living and entertaining. Enjoy generously sized bedrooms, a welcoming outdoor space, and the convenience of being just minutes from downtown Annapolis, shopping, dining, parks, and major commuter routes.Step outside to enjoy the private fenced patio, complete with a privacy fence, creating the perfect space for relaxing, entertaining, gardening, or enjoying your morning coffee. Whether you're a first time homebuyer, looking to downsize, or searching for your next investment opportunity, this home offers comfort, convenience, and value in a desirable location. Don't miss your chance to make this Annapolis gem your own!

ANNAPOLIS

8 GEORGETOWN COURT 1-8

3 Beds

1 Baths

1,106 Sq.Ft.

$330,000

MLS#: MDAA2149550

New on site 2 days ago

Welcome to 1231 Gemini Dr Unit L, a beautifully updated top-floor residence with a rare and highly desirable lofted floor plan. Offering 1 bedroom and 1 bathroom across 1,133 sq. ft., this unit stands out as one of the largest layouts in the building and has been fully renovated to deliver a clean, modern aesthetic throughout.

Soaring ceilings and recessed lighting create an open, airy feel the moment you step inside. The main living area is anchored by a stylish spiral staircase leading to the spacious loft, a versatile upper-level space ideal for a second bedroom, home office, or additional lounge area. Skylights and an additional large ceiling fan enhance the loft with natural light and comfort, while the top-floor location provides added privacy with no neighbors above.

The kitchen has been completely updated with stainless steel appliances, modern wood cabinetry, and has ample storage space. Just off the kitchen and family room, a balcony offers a comfortable outdoor retreat. The main living area also features a contemporary ceiling fan, adding both style and function for warmer months.

The bathroom has been refreshed with modern finishes, contributing to the home’s cohesive, upscale feel throughout.

Ideally located in Annapolis, the property is just minutes from downtown, offering easy access to waterfront dining, restaurants, shopping, and local entertainment. Easy access to Route 50 and the Bay Bridge. Community amenities include trash removal, as well as access to a pool and tennis courts. Condo association is FHA approved; buyer’s lender to verify eligibility.

ANNAPOLIS

1231 GEMINI DRIVE L

2 Beds

1 Baths

1,133 Sq.Ft.

$325,000

MLS#: MDAA2149672

0.65-acre corner lot along Bestgate Road in Annapolis with frontage on both Bestgate and Willey. Zoned R2, allowing for a single-family detached home. Public water and sewer connections are available through Anne Arundel County. Buyers will need to apply for service, obtain a connection permit, and pay the applicable capital facility charge along with any contractor installation costs.

The existing well and septic are assumed to be nonfunctional. All site engineering, utility applications, and permitting will be the responsibility of the buyer. Convenient location near Route 50, downtown Annapolis, and area shopping. Excellent opportunity for a custom home project or long-term hold in a highly accessible central corridor.

ANNAPOLIS

668 N BESTGATE ROAD

None Beds

None Baths

0.65 acres

$325,000

MLS#: MDAA2129812

Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along the beautiful Chesapeake Bay, Baywoods offers residents the perfect blend of waterfront beauty, maintenance-free living, and a vibrant retirement lifestyle.

Unit #202 is ideally located in the North Tower, just steps from the elevator and conveniently situated on the same floor as the Bistro, making dining and socializing easily accessible. Relax and enjoy peaceful wooded views from the spacious all-season enclosed patio, offering a private and serene setting year-round.

Residents enjoy access to a wide range of amenities, dining venues, wellness programs, social activities, walking paths, and future care services—all within a scenic Annapolis setting. Call the listing agent for details on the cooperative ownership structure, buyer qualifications, monthly fees, and to schedule a private tour. Discover why so many residents choose Baywoods to enjoy the Chesapeake Bay lifestyle while maintaining independence and peace of mind.

ANNAPOLIS

7101 BAY FRONT DRIVE 202

1 Beds

1 Baths

1,000 Sq.Ft.

$315,000

MLS#: MDAA2147982

Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the **new price**Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the efficient gas furnace and hot water heater, this well-maintained 2-bedroom, 2-bathroom condominium offers 1,065 square feet of comfortable living space with one standout feature that sets it apart: main-level access. In a building with no elevator, this ground-floor location means you'll never climb a single flight of stairs—ideal for those seeking accessibility and convenience. Step outside your front door onto a charming patio where you can enjoy your morning coffee or unwind after a day exploring everything Annapolis has to offer. This private outdoor space adds a welcoming touch to everyday living.
The real magic lies in what's just beyond your doorstep. You're within walking distance or a short drive to the Annapolis Historic District, where cobblestone streets lead to the Maryland State House, boutique shops, and acclaimed restaurants. Stroll down to City Dock for waterfront dining and sailing culture, or catch a game at Navy-Marine Corps Memorial Stadium. The U.S. Naval Academy is practically in your backyard—making this an exceptional opportunity for parents of midshipmen seeking a convenient pied-à-terre during their student's four years at the Academy.
Daily conveniences are equally close at hand: grocery stores, houses of worship, the hospital and easy transportation connections to Washington, D.C. for work or weekend adventures are here. With modest association fees and no-frills ownership, this condo delivers exceptional value in a location where proximity to history, culture, and community commands a premium. Whether you're downsizing, investing, or establishing a local home base, this main-level gem offers the freedom to live well in one of the Mid-Atlantic's most charming cities.

ANNAPOLIS

2001 WARNERS TERRACE N 102

2 Beds

2 Baths

1,065 Sq.Ft.

$309,900

MLS#: MDAA2140882

1 2 3 4

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.

I agree to be contacted by Maryland Sandbox via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

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.

I agree to be contacted by Maryland Sandbox via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

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