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
163
# of Listings
3
Avg # of Bedrooms
$492
Avg. $ / Sq.Ft.
$944,738
Med. List Price

Browse Annapolis Real Estate Listings

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$250,000 - $500,000

$500,000 - $1M

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$3M - $5M

Over $5M

66 Properties Found. Page 2 of 5.

New on site 3 days ago
The perfect Downtown Annapolis home and location! This great blend of old and new, melds lots of beautiful original material with modern updates like an open floor plan with a great room and an easy and convenient gas fireplace. Lots of natural light shines through the wavy glass windows and bathes each room in sunshine. The primary bedroom has a fun and functional loft, which has been used as a sleeping space and also an office. Backyard has a large deck, is completely fenced and is an ideal size for entertaining. Being on the coveted "water block" of Charles St. has many advantages. The street is one-way, so there is little through traffic which adds to the peaceful neighborhood atmosphere and provides better parking than in other parts of downtown Annapolis. The welcoming front porch has a view of the waterfront park with a floating dock to launch your kayak or hop on the water taxi. It's just a stone's throw away. Charles St. also has parking on BOTH sides of the street and is just 3 short blocks from Main St. House systems are all natural gas.
#MDAA2136158

ANNAPOLIS

79 CHARLES STREET

3 Beds

1 Baths

1,240 Sq.Ft.

$750,000

MLS#: MDAA2136158

New on site 2 days ago
Welcome to 303 Pytchley Run, located in the highly sought-after Hunt Meadow community in Annapolis. This spacious 4-bedroom, 2.5-bath home offers a wonderful blend of comfort, functionality, and timeless appeal. The thoughtfully designed layout features generous living spaces, abundant natural light, and excellent flow for both everyday living and entertaining. The home includes a two-car garage and a semi-finished basement, offering additional flexible space perfect for a home office, recreation room, fitness area, or future expansion. Upstairs, four well-sized bedrooms provide comfortable private retreats, including a spacious primary suite. Situated on a quiet street within Hunt Meadow, residents enjoy access to exceptional community amenities including a pool, tennis courts, and scenic walking paths. Ideally located just minutes from historic downtown Annapolis, Quiet Waters Park, waterfront dining, shopping, and commuter routes to Washington, DC and Baltimore. This is a rare opportunity to own in one of Annapolis’ most desirable neighborhoods.
#MDAA2136786

ANNAPOLIS

303 PYTCHLEY RUN

4 Beds

2 Baths

2,668 Sq.Ft.

$749,900

MLS#: MDAA2136786

Luxurious penthouse condo with tons of natural light and views overlooking the fountain and plaza! 1285 square feet of living space encompassing a spacious Living room with fireplace, Kitchen with granite counters and plenty of cabinet space and 2 spacious bedrooms with ensuite baths. Every room boasts views and sliding doors onto a juliet balcony, perfect for letting in the fresh air and the cool evening breeze. Neutral finishes throughout and recently new refrigerator (1.5 years old) and HVAC unit (2 years old) creates peace of mind and a move-in ready blank canvas. Simplify your life with easy lock and go living. Fabulous 24/7 live concierge services, secure and monitored building, designated parking space and storage area. Even bills are streamlined since most utilities are included in the monthly condo fee. Enjoy the plethora of amenities that the Residences at Park Place provides including outdoor pool, courtyard for entertaining and grilling, hot tub, dog park, party room with billiards table, fitness room and many social activities. Perfectly located within close proximity of everything Annapolis has to offer; walk to the shops and restaurants of West and Main Streets as well as the Historic District, City Dock and the Naval Academy. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!
#MDAA2112456

ANNAPOLIS

5 PARK PLACE 722

2 Beds

2 Baths

1,285 Sq.Ft.

$730,000

MLS#: MDAA2112456

Welcome to 3029 Solstice Lane, located in the exclusive Riva Trace community of Annapolis, Maryland—an area prized for its waterfront lifestyle and close proximity to historic downtown Annapolis. This home offers exceptional one-level living with a spacious open floor plan, soaring vaulted ceilings, and abundant natural light throughout. Brand-new carpet enhances the bright, airy interior. The living room features a cozy gas fireplace and opens to a sunroom creating a perfect space to relax and enjoy the surrounding light. The generous primary suite includes an ensuite bath with dual vanities and a walk-in shower. The unfinished lower level, complete with an egress window, provides endless possibilities for future customization. The home is also equipped with solar panels, offering the benefit of lower energy costs. This sun-filled home combines comfort, flexibility, and an ideal location. Riva Trace is a highly sought-after, well-established community ideally located just minutes from downtown Annapolis. Commuters will appreciate the easy access to Route 50 and I-97. Community amenities include water access with a dock, scenic walking trails, a basketball court, tennis and pickleball courts, and a tot lot playground—making Riva Trace one of Annapolis’s most desirable neighborhoods.
#MDAA2134476

ANNAPOLIS

3029 SOLSTICE LANE

3 Beds

2 Baths

1,894 Sq.Ft.

$729,000

MLS#: MDAA2134476

Sunlight, space, and simplicity come together in this beautifully designed corner condominium at Element at Mill Creek, Annapolis’ premier 55+ active adult community. Completed in 2025, this 1,723 sq ft, two-bedroom, two-bath residence offers exceptional privacy and an abundance of natural light, with twelve windows and direct access to a private balcony overlooking tranquil surroundings. The interior is open and welcoming, featuring 9-foot ceilings and a thoughtfully planned kitchen with gas cooking, ideal for everyday living and entertaining. The elevated position enhances both privacy and outlook, creating a peaceful, tucked-away feel while remaining easily accessible. A den located near the entry provides flexible space for work, reading, or guests, while an additional 10’ x 10’ room off the primary suite, complete with a custom-built closet, offers endless options—from a fitness room to a dressing area or personal retreat. Residents enjoy a lifestyle centered on comfort and connection, with amenities including pickleball, walking trails, a golf simulator, a dog park, and multiple indoor and outdoor gathering spaces. Conveniently located just minutes from downtown Annapolis, with easy access to shopping, dining, marinas, and major routes. A rare opportunity to own a bright corner home in one of the community’s most desirable locations.
#MDAA2134658

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 301

2 Beds

2 Baths

1,723 Sq.Ft.

$725,001

MLS#: MDAA2134658

New on site 1 day ago
An exceptional opportunity to create not one, but two custom residences in the highly sought-after community of West Annapolis. These two fully buildable lots offer the rare chance to design and construct your dream home — plus a second residence for extended family, investment, or resale. Both parcels are just weeks away from receiving grading permits, allowing construction to begin as early as this summer — a significant advantage for buyers looking to fast-track their building timeline. Lot 30 – 794 Arundel Place offers 12,320 square feet of prime homesite. Lot 32 – 700 Arundel Place features 11,680 square feet of buildable space. The current owner has completed the extensive due diligence and groundwork to subdivide and prepare these lots, saving you valuable time and expense. This is a streamlined, ready-to-build opportunity in one of Annapolis’ most desirable locations. Don't miss this rare offering in West Annapolis — secure your vision and begin building sooner than you imagined.
#MDAA2137138

ANNAPOLIS

700 ARUNDEL PLACE

None Beds

None Baths

0.55 acres

$700,000

MLS#: MDAA2137138

Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle! This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay. Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel appliances and abundant cabinet and counter space. The primary suite is also located on this level. Up the beautiful spiral staircase, you will find a loft/bedroom and an additional sitting area. Chesapeake Harbour provides residents with a swimming pool, tennis courts, a beach, and much more. You are also within walking distance of the marina, shopping, and restaurants.
#MDAA2131544

ANNAPOLIS

2106 CHESAPEAKE HARBOUR DRIVE 202

2 Beds

2 Baths

1,688 Sq.Ft.

$699,000

MLS#: MDAA2131544

Cape St. Claire Home sold with Extra Lot included! This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. Build a detached garage with extra living space or possible ADU. Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a formal dining area, features a cozy fireplace. The kitchen, with its wall of windows, brings the outdoors in, providing an abundance of natural light. The first-floor bedroom is perfect for a variety of needs, and the entryway to the family room creates an ideal space for a child’s play or reading area, or simply another comfortable living space. Just a few steps away, the family room invites you to relax or step outside onto the patio, where you can take in the beauty of the natural rear yard. Upstairs, you’ll find an additional roomy bedroom as well as the 17x15 primary bedroom, which comes with its own upgraded private bath, huge bow window and double closets. This 3-bedroom, 2-bath home has undergone numerous upgrades, including new flooring, fresh paint, granite countertops, stainless steel appliances, and updated bathrooms. Other recent improvements include new sidewalks, a new water softener system, and a newer roof. The attached 2-car garage completes this perfect package!
#MDAA2103730

ANNAPOLIS

1165 GREEN HOLLY COURT

3 Beds

2 Baths

2,218 Sq.Ft.

$695,000

MLS#: MDAA2103730

Experience the pinnacle of downtown Annapolis living at Park Place, the city’s most coveted luxury condominium address. This exquisite 2-bedroom, 2-bath residence offers a refined blend of sophistication, comfort, and effortless urban living—just steps from the waterfront, historic streets, acclaimed dining, boutiques, and cultural landmarks that define this remarkable city. Designed for a lifestyle of ease and indulgence, Park Place delivers an unmatched suite of amenities: a resort-style in-ground pool, state-of-the-art fitness center, dog park, and dedicated office and meeting spaces, all within a vibrant mixed-use community featuring its own restaurants, shops, and service-oriented businesses. Residents enjoy the peace of mind and convenience of a 24-hour concierge, security, package pickup, and dry-cleaning drop off services, elevating everyday living to something truly exceptional. This unit also comes with 2 garage parking spaces and a storage unit. More than just a condominium, Park Place is a lifestyle—where luxury, location, and convenience converge. This is not simply a place to live, but a place to thrive, offering the very best of Annapolis living in one premier, impeccably curated setting.
#MDAA2135262

ANNAPOLIS

5 PARK PLACE 102

2 Beds

2 Baths

1,208 Sq.Ft.

$687,000

MLS#: MDAA2135262

Look no further! Welcome to Chesapeake Harbour, one of Annapolis' most sought after waterfront communities. This beautifully renovated 2 BR | 2 BA | 1200 SF condo on the second level is truly turn key offering over $100K in high end improvements crafted with top of the line materials throughout. Enjoy stunning tranquil marina views from your deck and living space, creating a peaceful coastal retreat. The sumptuous Primary Suite features access to deck, a spa inspired Bath with an impressive walk in shower and custom closet with built-ins. Recent updates include new carpet throughout and a new oversized water heater, ensuring comfort and peace of mind. Residents of Chesapeake Harbour enjoy an exceptional lifestyle with front entrance security , waterfront dining at the Beacon Waterfront Bar, marina access, waterfront pools, tennis, private beach and walking trails and just minutes to Downtown Annapolis.
#MDAA2136184

ANNAPOLIS

7022 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,200 Sq.Ft.

$685,000

MLS#: MDAA2136184

This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in bedrooms. Park Place boasts numerous amenities that make it one of the best places to live in Annapolis. With an ideal location, you can walk everywhere in town to restaurants and shopping. When you enter the lobby, you will be greeted by the 24/7 staff at the front desk. The party room is perfect for larger gatherings and meetings with friends and neighbors. The Social Committee organizes plenty of events to join in and have fun with your neighbors if you feel like it. s. Grab a book from the library and relax on the back patio. The pool is fabulous, and there is a lifeguard on duty during the season. The dog park is perfect for your pet. Grills for your convenience are also located on the back patio! Walk to the Naval Academy Stadium minutes away and enjoy the lively Football season. Come and see why Park Place is the perfect place to call home!
#MDAA2122622

ANNAPOLIS

5 PARK PLACE 626

2 Beds

2 Baths

1,314 Sq.Ft.

$679,000

MLS#: MDAA2122622

Experience elevated living in this stunning 10th-floor residence at Towne Centre, Annapolis’ premier luxury condominium community. This spacious 2-bedroom, 2.5-bath unit features a separate study with French doors—perfect for a home office or library. High end finishes adorn this unit with unique pendant lighting and brilliant chandeliers. The living and dining area are open and bright with walls of windows with a private balcony and panoramic views. The gourmet kitchen features upgraded appliances, granite counters and a separate laundry room. Unwind in the expansive primary suite complete with a walk-in closet and spa-inspired bath. The second bedroom also offers a large en-suite bath and walk-in closet, ideal for guests or family. Brand new HVAC, Hot Water Heater and Refrigerator. This unit conveys 2 covered parking spaces and a storage unit. This secure building offers exceptional amenities including a fitness room, eating and living areas, a rooftop pool, BBQ area, and a gathering room showcasing sweeping views of Annapolis. Enjoy the top-rated restaurants, Whole Foods, boutique shops and Target right outside your front door. Upscale living meets unmatched convenience at Towne Centre.
#MDAA2126676

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 1001

2 Beds

2 Baths

1,648 Sq.Ft.

$675,000

MLS#: MDAA2126676

Welcome to this beautifully updated 3-bedroom, 2.5-bath Colonial nestled in the highly sought-after Arundel on the Bay community in Annapolis. This sun-drenched home features a bright and open floor plan with contemporary doors and trim, new replacement windows, and gleaming hardwood floors throughout the main level. The gourmet kitchen is a chef’s delight, showcasing 42" white shaker cabinets, absolute black countertops, brand-new stainless-steel appliances, and direct access to a screened-in porch—perfect for relaxing or entertaining. Upstairs, you'll find three spacious bedrooms and two updated full baths. The primary suite offers a beautifully appointed custom shower designed for comfort and style. Located in a waterfront community, Arundel on the Bay provides an array of amenities including a private pier, boat slips, beach access, boat ramps, playground, and scenic walking trails. Enjoy a serene yet convenient lifestyle just minutes from downtown Annapolis, shopping, and top-rated restaurants, with easy commutes to Washington, D.C., and Baltimore.
#MDAA2127094

ANNAPOLIS

3410 NEWPORT AVENUE

3 Beds

2 Baths

1,654 Sq.Ft.

$650,000

MLS#: MDAA2127094

Welcome to 40 Windwhisper Lane, Updated 4 bedroom and 2.5 bath home, including a bedroom and half bath conveniently located on the main level. Enjoy an updated kitchen and numerous renovations throughout, complemented by fresh new paint, lighting, and moldings. Other updates include the upper-level primary bathroom, New HVAC & Hot Water Heater. Outside, you’ll love the fully fenced backyard, back deck, and stone patio—perfect for entertaining, pets, or peaceful outdoor enjoyment. An unfinished lower level provides ample storage and future potential. Located just a short distance to private marinas / water access and downtown Annapolis! Enjoy easy access to waterfront dining, shops, local parks, the U.S. Naval Academy, and all the charm the historic district has to offer. Great opportunity to own a home with key updates already in place.
#MDAA2134390

ANNAPOLIS

40 WINDWHISPER LANE

4 Beds

2 Baths

1,580 Sq.Ft.

$649,000

MLS#: MDAA2134390

Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‑after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home. Step inside to discover a thoughtfully upgraded interior featuring designer touches, abundant natural light, and an open-concept layout ideal for modern living. The gourmet kitchen, spacious dining area, and inviting living room create a warm and functional environment perfect for everyday comfort or entertaining. The home offers three spacious bedrooms, two full baths, and two half baths, including a serene primary suite with generous closet space and a well-appointed en‑suite bath. Every level has been meticulously maintained, reflecting pride of ownership throughout. A new AC unit was installed in Oct 2025. The garage is painted and that floor has high temp epoxy. The street-level commercial space—previously home to a boutique yarn and knitting shop—opens the door to endless possibilities. Whether you envision a specialty retail shop, creative studio, office, or an expanded living area, this flexible zone empowers you to live, work, and play without compromise. Perfectly positioned just minutes from historic downtown Annapolis, major commuter routes, shopping, dining, and the waterfront, this home offers the ideal blend of convenience and charm.
#MDAA2132646

ANNAPOLIS

709 SKIPPERS LANE

3 Beds

2 Baths

3,016 Sq.Ft.

$637,500

MLS#: MDAA2132646

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