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
270
# of Listings
3
Avg # of Bedrooms
$425
Avg. $ / Sq.Ft.
$922,557
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

270 Properties Found. Page 9 of 18.

Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout, and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a kitchen and grilling area—perfect for entertaining. The unit comes with a storage space as well as parking. Additional perks include a dog park and easy access to restaurants and shopping. A fabulous in-town location you won’t want to miss!
#MDAA2123662

ANNAPOLIS

5 PARK PLACE 107

2 Beds

2 Baths

1,272 Sq.Ft.

$625,000

MLS#: MDAA2123662

New on site today
Welcome to this beautifully maintained 3 level end unit garage townhome in the sought after community of Admirals View. This sunny and spacious 3 BR, 4 BA residence offers the perfect combination of comfort, style and convenience. Step inside to find gleaming hardwood floors on lower and main levels, complemented by neutral carpeting on the upper level. The bright, open kitchen features granite countertops, stainless steel appliances, abundant cabinetry, laundry, and a French door leading to the deck, ideal for morning coffee. Thoughtful details are found throughout including elegant millwork, decorative windows and custom window treatments. The lower level provides additional living space and gas fireplace, perfect for a family room, home office or guest area. Situated in a quiet, secluded townhome community yet conveniently located off Admiral Cochran Drive, this home offers easy access to commuter routes, shopping, dining and all that Annapolis has to offer. A rate opportunity to own a stylish, well appointed home in a prime location. Don't miss out.
#MDAA2131964

ANNAPOLIS

328 BULWARK ALLEY

3 Beds

2 Baths

2,000 Sq.Ft.

$619,900

MLS#: MDAA2131964

Existing / Assumable-VA Loan at a favorable 2.5% interest rate! Welcome to Annapolis Townes at Neal Farm — where luxury living meets everyday convenience. This stunning 4-level 2019-built end-unit townhome, owned and impeccably maintained by the original owner, offers one of the most desirable locations in the community, backing to the serene, park-like green space for added privacy and views. Featuring 3 spacious bedrooms, 3 full baths, and 2 half baths, this home blends thoughtful upgrades with effortless style across every floor. The entry level includes a flexible room ideal for a home office, fitness space, or den, along with a convenient half bath and access to the oversized two-car garage—complete with ceiling-mounted storage racks, keeping seasonal or bulky items neatly tucked away and out of sight. Upstairs, the main living level is an entertainer’s dream, centered around a spectacular oversized granite island that anchors the gourmet kitchen. Custom cabinetry, gas cooking, and generous prep and storage space make it perfect for casual gatherings or culinary ambitions. The adjoining dining and living areas flow seamlessly, with a gas fireplace framed by custom built-in cabinetry and shelving on both sides for a high-end designer finish. Step outside to the spacious second-level deck, ideal for morning coffee or evening cocktails. The bedroom level features two suites, including a luxurious primary suite with a custom-designed walk-in closet system for superior organization. Laundry is conveniently located on this level. The top floor offers the perfect guest retreat or private escape, complete with an additional bedroom, full bath, and a large rooftop deck with ample room for lounge seating and sunset views over the community. Additional highlights include dual-zone HVAC, multiple outdoor living spaces, and plentiful natural light from the end-unit configuration. Just steps from Annapolis Towne Centre, shopping, dining, Whole Foods, fitness studios, and commuter routes to D.C., Baltimore, and BWI, this home delivers not just a residence—but a lifestyle. End-unit. Park views. Designer upgrades. Prime Annapolis location. Don’t wait—this one checks every box.
#MDAA2129076

ANNAPOLIS

606 JAMES WALKER PLACE

3 Beds

3 Baths

2,272 Sq.Ft.

$605,000

MLS#: MDAA2129076

**Just Reduced and Open Sunday 11AM-1PM!** Elegant and refined, this home is the upscale Annapolis residence you've been dreaming of! The current owners have upgraded this home throughout for gracious living just minutes from Downtown Annapolis, Eastport, marinas, and restaurants. Standout features include a gourmet kitchen, high ceilings, upgraded wood floors, and a fourth-floor loft suite. This end-unit townhome also boasts a back deck and a tree-lined front view. On first entering the open-plan kitchen, the beautiful cabinetry, tile backsplash, and natural light may catch your eye, but it is touches like under-cabinet lighting and pull-out cabinet organizers that you'll appreciate as they enhance your daily experience. Stunning and durable solid teak flooring warms the main living room. From the stone kitchen flooring to the premium Tuftex of California carpets, you'll enjoy high-quality and stain-resistant floor coverings throughout the home. A complete list of the many thoughtful and efficient upgrades is available! The modern, functional layout includes an entry-level recreation room, a light-filled main level with an island kitchen, dining space, and an expansive living room, a peaceful third level with a primary suite and two additional bedrooms, and a private fourth-level loft with a full bath and skylights. Storage abounds, from the primary walk-in closet and a loft-level storage area, to 72' of deep custom-built shelving in the garage. With nothing to do but move in, you'll have plenty of time to explore Annapolis' array of restaurants and shops, ramble through downtown fairs and festivals, cheer on Navy athletics, or easily reach your boat with numerous full-service marinas nearby. The community of Village Greens is conveniently located near Routes 50 and 97 for easy commutes to Baltimore, DC, Fort Meade/NSA, and BWI Airport. 122 Waterline Court is sure to satisfy both the discerning design lover and the adventurous spirit in you! Welcome Home.
#MDAA2130040

ANNAPOLIS

122 WATERLINE COURT

4 Beds

3 Baths

2,450 Sq.Ft.

$605,000

MLS#: MDAA2130040

Dreaming of a life by the water, with Bay views? Now’s your chance to make it a reality in the coveted, amenity-rich community of Chesapeake Harbour. This serene top-floor 2-bedroom, 2-bath retreat offers sweeping views of the sparkling bay and an easy, light-filled layout designed for comfort. The sunlit living room with its cozy wood-burning fireplace flows effortlessly into the dining area and spacious eat-in kitchen, where you’ll find generous counter space and a large pantry. The updated primary suite includes a walk-in closet and full bath, while the versatile loft upstairs is perfect for a quiet home office, a movie night hideaway, or even a third bedroom. For peace of mind, the A/C has been recently updated, in April 2025 with a 5 year warranty. Step outside and take in the scenery—sip your morning coffee from the enclosed front balcony, or unwind for the evening on the rear balcony overlooking tranquil green space with a view of the Bay. When you’re ready to explore, the community has everything you need to relax and recharge: boating, fishing, swimming, or enjoying a meal by the marina at the new Beacon restaurant—all just a short stroll from your door. Come and make your appointment today to experience the Chesapeake Harbour lifestyle for yourself.
#MDAA2124556

ANNAPOLIS

2010 QUAY VILLAGE COURT 201

2 Beds

2 Baths

1,489 Sq.Ft.

$600,000

MLS#: MDAA2124556

*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.
#MDAA2116188

ANNAPOLIS

14 DORSEY AVENUE A

4 Beds

2 Baths

2,762 Sq.Ft.

$600,000

MLS#: MDAA2116188

Welcome to 224 Darlow Drive! This is a wonderful home in the 55+ Adult Living Community of Highland Woods. It consists of 2 bedrooms, 2 full baths on one level and has an open concept floor plan. It has 9' ceilings, and an adjacent family room to the kitchen that has wood flooring, a ceiling fan and a corner natural gas fireplace for the cooler evenings. Also included are lots of windows bringing in plenty of light into the home, distinctive woodwork and crown moldings. The 2-car front entrance garage with off-street driveway parking enters into the laundry room where the washer/dryer/laundry tub are located. The hall bath has ceramic floors with a tub/shower unit as well as an entrance into bedroom #2. The spacious Primary bedroom features wood flooring, a walk-in closet, a large window wall and a private bathroom. The Primary bath has ceramic flooring, double vanity sinks, a whirlpool tub, separate 4' shower with grab bar and a private toilet room also fitted with a grab bar. The unfinished lower level provides expansion spaces, a full bath rough-in and walk out. Enjoy your relaxed lifestyle in Annapolis with the HOA-provided lawn maintenance and easy access to Rt. 50.
#MDAA2131664

ANNAPOLIS

724 DARLOW DRIVE

2 Beds

2 Baths

3,800 Sq.Ft.

$600,000

MLS#: MDAA2131664

Amazing location, minutes to Annapolis and the Bay Bridge. Easy commute to DC. Incredible opportunity to own a beautiful parcel of land on desirable Shot Town Road area where large estates abound. Build a sprawling estate or possible subdivision potential of three smaller lots. If you can imagine yourself here and need additional resources to build your dream home please call for more information.
#MDAA2113200

ANNAPOLIS

SHOT TOWN ROAD

None Beds

None Baths

7.83 acres

$600,000

MLS#: MDAA2113200

This colonial-style residence, situated in the desirable Murray Hill subdivision, offers a blend of classic architecture and modern amenities. Built in 1900, this detached home features a traditional floor plan with 2,280 square feet of finished living space, ideal for both entertaining and everyday living. Interior highlights include three spacious bedrooms and a well-appointed full bathroom featuring a tub shower. The kitchen, designed with a country aesthetic, is equipped with stainless steel appliances and a breakfast area, perfect for casual dining. Hardwood floors and carpeted areas enhance the warmth of the living spaces, while ceiling fans and centralized air conditioning provide comfort. The exterior boasts a corner lot with sidewalks, enhancing the neighborhood's walkability. A welcoming porch invites relaxation, while the attached two-car garage offers convenience and additional storage. Located in an urban setting, this property provides easy access to local amenities and services. The proximity to Acton Cove allows for water-oriented activities, enhancing the lifestyle appeal of this home. This residence combines historical charm with modern functionality, making it an excellent choice for those seeking an opportunity in a vibrant community.
#MDAA2128268

ANNAPOLIS

34 LAFAYETTE AVENUE

3 Beds

1 Baths

3,000 Sq.Ft.

$599,900

MLS#: MDAA2128268

Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. While the zoning is C2P which allows both professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single or two unit residential dwelling. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommodate a luxurious board room. The space has a large kitchen, an expansive multi-purpose room and large living area. The lower level includes a spacious reception area, 3 private offices & 1/2 bath. Surrounded by historic charm, waterfront attractions, and top-tier dining and retail, this is a once-in-a-generation chance to make a lasting mark on downtown Annapolis. Sold as-is. Check local zoning for commercial use, but it is set up and zoned for two professional offices. Also listed as a multifamily property: MDAA2121808
#MDAA2130584

ANNAPOLIS

212 DUKE OF GLOUCESTER STREET

None Beds

None Baths

2,304 Sq.Ft.

$599,900

MLS#: MDAA2130584

Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. While the zoning is C2P which allows both professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single- or two-unit residential dwelling. The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommodate a luxurious 1- or 2-bedroom residential unit. The space has a large kitchen, an expansive multi-purpose room and large living area. The lower level currently includes a spacious reception area; 3 private offices & 1/2 bath and can easily be converted into another 1- or 2-bedroom apartment. Surrounded by historic charm, waterfront attractions, and top-tier dining and retail, this is a once-in-a-generation chance to make a lasting mark on downtown Annapolis. Sold as-is. Also listed for Commerical Sale: MDAA2120582
#MDAA2130582

ANNAPOLIS

212 DUKE OF GLOUCESTER STREET

None Beds

None Baths

2,300 Sq.Ft.

$599,900

MLS#: MDAA2130582

✨ Waterfront Living at Its Finest ✨ Welcome to your marina-front pearl in the coveted Chesapeake Harbour community with a 24-hour guarded gate. This 1-bedroom, 1.5-bath terrace-level condo blends coastal charm with resort-style amenities — All centered around one of the most breathtaking views in Annapolis. The Unit has been completely rehabbed from its original owners. Complete unit flooring, paint, electrical fixtures, and some lighting were updated. Complete renovations of the Kitchen, baths, and separate Laundry Room. All new stainless steel appliances and warranties are in place. The buyer may choose kitchen cabinet hardware From your updated kitchen or your private patio, enjoy sweeping views of the marina extending all the way to the Bay Bridge. Watch stunning sunrises and sunsets, admire the Bay Bridge illuminated at night, and take in the constant rhythm of the Chesapeake waves. 🏝 Community Highlights Dining: On-site Beacon Waterfront Galley & Bar Relaxation & Recreation: 2 pools with bay views, private sandy beach, scenic walking & biking trails Activities: Fishing piers, kayak launch, tennis, pickleball, playgrounds, and picnic areas Convenience: EV charging stations, gated security, and ample parking For Boaters: Chesapeake Harbour Marina with 81 wet slips, water, electricity, WiFi, and a full-service yacht facility 📍 Ideally located just minutes from Historic Downtown Annapolis, with easy access to Baltimore and Washington, D.C., Chesapeake Harbour is a hidden waterfront gem. This home offers the perfect blend of luxury coastal living and everyday convenience. Don’t miss your chance to own one of the premier marina-view properties in Chesapeake Harbour.
#MDAA2131520

ANNAPOLIS

7036 HARBOUR VILLAGE COURT T1

1 Beds

1 Baths

1,000 Sq.Ft.

$594,000

MLS#: MDAA2131520

New on site today
Lovely and spacious 3-bedroom townhome in the sought-after Admirals View community! This beautifully maintained home features 2 full baths and 2 half baths, a gourmet kitchen with granite countertops, stainless steel appliances, double ovens, and an extra-large pantry. Enjoy effortless indoor/outdoor living with a deck off the kitchen, perfect for grilling and entertaining. The open main level offers gorgeous hardwood floors, a gas fireplace, and a large family room filled with natural light. The upper level includes a generous primary suite with a soaking tub, huge walk-in closets, built-ins, and a California Closet system for exceptional organization. Additional highlights include a new washer and dryer, an attached garage, and abundant storage throughout. Ideally located minutes to downtown Annapolis and close to major highways including Rt. 97 and Rt. 50, offering an easy commute to D.C., Baltimore, and surrounding areas. Truly a fantastic opportunity to own in one of the area’s most desirable locations!
#MDAA2132398

ANNAPOLIS

321 BULWARK ALLEY

3 Beds

2 Baths

2,000 Sq.Ft.

$590,000

MLS#: MDAA2132398

Welcome to 2707 Judson Place in Riva Woods. This inviting home sits on a private, fenced corner lot in one of Annapolis’s most peaceful communities. Thoughtfully updated, it offers spacious indoor living and a modern outdoor retreat. Inside, two large open living areas feature hardwood floors and abundant natural light. The kitchen includes stainless steel appliances, pantry storage, and a cozy eat-in nook framed by big front windows. A 21x21 heated sunroom adds versatility, perfect for a gym, playroom, workshop, or studio. Upstairs, three bedrooms and two full baths provide comfort and flexibility. The primary suite offers a walk-in closet and custom built-in storage. The lower level provides another bright gathering space with direct access to the backyard. Outside, a brand-new two-level patio creates a perfect setting for entertaining or relaxing, while simplified landscaping adds beauty with minimal upkeep. Highlights include energy-efficient windows, a newer roof with upgraded gutters, two floored attics for storage, and ample driveway parking. Conveniently located near schools, shopping, dining, and Historic Annapolis, this home combines everyday ease with a tranquil setting. With a voluntary HOA, 2707 Judson Place is ready to welcome its next owners.
#MDAA2126274

ANNAPOLIS

2707 JUDSON PLACE

3 Beds

2 Baths

2,156 Sq.Ft.

$590,000

MLS#: MDAA2126274

Location Location location!! Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5 bedrooms and two full bath. This home is almost 2,000 sf. finished. Entire home was fully renovated in 2025. The finished basement features a laundry room, family room, 2 spacious bedrooms, and one full bathroom. The whole top level features 3 bedrooms, one full bath, open concept style kitchen with island that opens to the dining space and large living room. New HVAC, plumbing and electrical system. Move-in ready, fully furnished!! This home really offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.
#MDAA2130284

ANNAPOLIS

1002 TYLER AVENUE

5 Beds

2 Baths

1,920 Sq.Ft.

$580,000

MLS#: MDAA2130284

1 ... 7 8 9 10 11 ... 18
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

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

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

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

Already have an account ? Login here

Continue your home search

Already have an account ? Login here