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

282

# of Listings

3

Avg # of Bedrooms

$504

Avg. $ / Sq.Ft.

$1,381,763

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

282 Properties Found. Page 11 of 19.

New on site 3 days ago

Wake up to exceptional views of the Magothy and Lake Claire from this meticulously maintained raised rancher in the highly sought-after waterfront community of Cape St. Claire. Recent renovations have been completed, allowing a new family to move right in and begin enjoying everything this property has to offer. With the community marina just a block away, you'll enjoy the rare combination of water views from home and the convenience of walking to your boat in minutes.
Designed to embrace its coastal setting, the main level opens to an oversized waterside deck that serves as a natural extension of the living space—perfect for outdoor dining, entertaining, or simply unwinding as boats pass by on the river. Downstairs, a spacious screened porch creates the ideal setting for summer crab feasts and relaxing with friends.
The flexible lower-level layout includes a second kitchen and full bathroom, making it well-suited for an in-law suite, au pair quarters, guest accommodations, or multigenerational living.
Cape St. Claire is one of Annapolis' most desirable waterfront communities, offering residents access to beaches, marinas, a fishing pier, boat ramp, parks, playgrounds, and a vibrant calendar of community events. Located within the highly regarded Broadneck School District and just minutes from downtown Annapolis, the neighborhood blends the best of Chesapeake Bay living with everyday convenience and easy commuter access to Washington, D.C., Baltimore, and Fort Meade.
Whether you're searching for a full-time residence or a weekend retreat, this is a rare opportunity to enjoy the lifestyle, views, and community that make Cape St. Claire one of Annapolis’ most sought-after waterfront destinations.
Please don't forget to check out the I-Guide and virtual tour! Feel free to contact me directly for a personal tour.

ANNAPOLIS

1000 LAKEVIEW LANE

3 Beds

2 Baths

2,000 Sq.Ft.

$700,000

MLS#: MDAA2148602

OPEN Sat and Sunday 12-3 === WATERFRONT= ONE BEDROOM "C" FLOOR PLAN = EXTRA WIDE CONDO: Four pane sliders in living room and there are 4 glass pane windows in master bedroom == Master has a private exit door to a beach front patio == Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the bay == two community sports courts - one by Chase Pond. Onsite Gourmet Cafe - the 'Beacon' overlooking a privately owned 200 slip Marina and just an oyster shell path stroll to the private 1600-foot sandy bayfront beach with a small craft storage area... The front entrance is secured 24/7/365 and the security team walks the premises daily... HOA and CONDO fees are very affordable compared to other areas. Direct entrance walkway already in place from car park for handicap adaptable--- can further level entrance steps to kitchen...

ANNAPOLIS

2020 QUAY VILLAGE COURT T1

1 Beds

1 Baths

1,000 Sq.Ft.

$700,000

MLS#: MDAA2146176

Permits in hand and ready to go. 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 – 704 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.

ANNAPOLIS

700 ARUNDEL PLACE

None Beds

None Baths

0.55 acres

$700,000

MLS#: MDAA2137138

Step into sophisticated comfort in this exceptional third-floor corner residence, a 2024-built condominium offering 1,723 square feet of thoughtfully designed space filled with natural light and showcasing designer finishes, premium upgrades, and meticulous attention to detail throughout. Located within a desirable 55+ active adult community, the open, well-appointed floor plan includes two spacious bedrooms, two full baths, and a private study—perfect for today’s flexible lifestyle. The gourmet kitchen stands out with high-end appliances, upgraded cabinetry, and elegant finishes, ideal for both everyday living and entertaining. Freshly painted and professionally styled, the home features new designer lighting and custom closet systems for added sophistication and functionality. Step outside to a private balcony—perfect for enjoying warm summer days, morning coffee, or evening relaxation. A rare highlight is the combination of two highly sought-after features: a private storage unit, reserved garage parking, an uncommon offering that adds significant value. Enjoy the added benefit of a low condo fee, enhancing both affordability and long-term value. Residents enjoy resort-style amenities, including pickleball courts, scenic walking trails, a golf simulator, dog park, and inviting indoor and outdoor gathering spaces with grilling areas, all ideally located with a quick drive to downtown Annapolis, waterfront dining, shopping, and the Bay Bridge. Impeccably maintained and move-in ready, this residence offers a unique opportunity to own a beautifully upgraded home with exceptional parking and storage in a vibrant, amenity-rich community.

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 311

2 Beds

2 Baths

1,723 Sq.Ft.

$699,999

MLS#: MDAA2143488

Beautifully maintained and filled with natural light, this inviting home offers an open floor plan with vaulted ceilings, hardwood floors, and comfortable living spaces designed for both relaxing and entertaining. The spacious primary suite features a private sitting area and en-suite bath, while the cozy fireplace and rear deck create the perfect setting for everyday living. A fenced backyard backing to trees provides added privacy and a peaceful outdoor retreat. Located in the sought-after water-privileged Bay Highlands community with beaches, marina, boat ramp, playgrounds, and easy access to Downtown Annapolis.

ANNAPOLIS

1180 BAY HIGHLANDS DRIVE

3 Beds

2 Baths

1,758 Sq.Ft.

$699,900

MLS#: MDAA2142452

New on site 1 day ago

Professional photos coming Friday! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods.

Inside, you'll find updated finishes, an inviting floor plan, and comfortable living spaces designed for everyday living and entertaining alike. Step outside to enjoy the screened porch overlooking a fully fenced backyard, complete with a large storage shed and plenty of room for pets, play, gardening, or gatherings with family and friends. A spacious driveway provides abundant off-street parking for multiple vehicles, boats, or trailers.

Living in Hillsmere Shores means much more than owning a home—it’s a lifestyle. Residents enjoy access to a private marina with South River access, a community pool (additional membership), sandy beach, waterfront pavilions, playgrounds, kayak launches, and boat ramps. The neighborhood is also adjacent to Quiet Waters Park and just minutes from downtown Annapolis, shopping, dining, and commuter routes.

Whether you're looking for your first home, your forever home, or the perfect place to enjoy Annapolis waterfront living, 108 Maple Drive offers an incredible opportunity at $699,900.

ANNAPOLIS

108 MAPLE DRIVE

3 Beds

3 Baths

2,140 Sq.Ft.

$699,900

MLS#: MDAA2149008

Filled with light and exceptional in both scale and setting, Unit 202 is one of the coveted end units at The Reserve—offering 2,113 square feet of beautifully designed living space. The result is a home that feels open, airy, and serene, with sunlight flowing throughout the day and tranquil views of surrounding woodland creating a true sense of retreat.
Designed for both comfort and ease, this 3-bedroom, 3-bath floor plan is among the largest in the building, providing the space and flexibility that today’s buyers seek. A standout feature is the expansive four-season sunroom, a bright and inviting extension of the living area that can be enjoyed year-round—perfect for morning coffee, reading, or simply taking in the peaceful natural surroundings.
Elegant, high-end finishes elevate the interior, including 9-foot ceilings, engineered wood flooring throughout, crown moldings, and plantation shutters. The updated kitchen and baths offer a fresh, modern feel, while a new heat pump adds comfort and efficiency. A garage parking space plus an additional assigned space ensure convenience for daily living.
Beyond the home itself, Heritage Harbour offers a lifestyle unlike any other in Annapolis. This vibrant 55+ active adult community is centered around a spectacular waterfront clubhouse (The Lodge) and features indoor and outdoor pools, tennis and pickleball courts, a fitness center, and a scenic executive golf course. Residents can explore creative pursuits in the woodworking shop, join clubs and social activities, or simply enjoy the sense of community that makes Heritage Harbour so special. Condo and HOA fees include access to this full suite of amenities, making it easy to embrace the lifestyle from day one.
Ideally located just minutes from historic downtown Annapolis, this home blends peaceful, resort-style living with easy access to dining, shopping, and the Chesapeake Bay.
Rarely does an end unit of this size and quality become available.
Showings are by appointment only—schedule your private tour today and experience the exceptional lifestyle that awaits.

ANNAPOLIS

940 ASTERN WAY 202

3 Beds

3 Baths

2,113 Sq.Ft.

$699,000

MLS#: MDAA2143292

EXCITING PRICE IMPROVEMENT! Welcome to 34 Enclave Court, a beautifully appointed and spacious townhome in one of Annapolis's most desirable and convenient locations. Built in 2019 by K. Hovnanian, this meticulously maintained residence offers over 2,700 square feet of refined living space across three thoughtfully designed levels-all within walking distance of Downtown Annapolis, the Naval Academy, and major commuter routes. Perfectly positioned on a premium lot backing to trees, the home provides exceptional privacy and a peaceful, natural setting.
The main level showcases a bright, open-concept layout featuring upgraded luxury vinyl plank flooring, 9-foot ceilings, and a stunning gourmet kitchen. Highlights include Dallas White granite countertops, stainless steel appliances, and an impressive 12-foot center island with ample seating-ideal for both entertaining and everyday living. The adjoining dining area provides a dedicated space for gatherings, while a convenient half bath adds everyday functionality. Elegant plantation shutters, designer blinds, and upgraded brushed nickel fixtures are seamlessly integrated throughout the home, creating a cohesive and timeless aesthetic. Step outside to the large spacious private deck, perfect for hosting guests or unwinding while overlooking the serene wooded backdrop.
Upstairs, the luxurious primary suite offers a generous walk-in closet and a spa-inspired bath complete with comfort-height vanities and a frameless glass shower. Two additional well-sized bedrooms, a third full bath, and a convenient upper-level laundry room complete this floor.
The entry level provides a versatile recreation room with walk-out access to a private paver patio-ideal for a home office, gym, or additional living space. This level also features a full designer bath and direct interior access to the two-car front-load garage.
Located in the low-maintenance Enclave at Spa community, residents enjoy HOA-covered lawn care, trash service, and snow removal. With its modern finishes, smart home features, private outdoor living spaces, and close proximity to restaurants, shopping, and Spa Creek, 34 Enclave Court presents an exceptional opportunity for anyone seeking the very best of Annapolis living.

ANNAPOLIS

34 ENCLAVE COURT

3 Beds

3 Baths

2,556 Sq.Ft.

$699,000

MLS#: MDAA2145350

#MDAA2145814

ANNAPOLIS

1132 BAY RIDGE ROAD

3 Beds

2 Baths

1,644 Sq.Ft.

$699,000

MLS#: MDAA2145814

#MDAA2138456

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 211

2 Beds

2 Baths

1,723 Sq.Ft.

$698,999

MLS#: MDAA2138456

How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. Some of the recent updates include New HVAC -2025, New Metal Roof-2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the right size for a lovely gathering. The second floor has two bedrooms, a full bath with a conveniently located washer and dryer. Bonus-Plantation shutters throughout this charming home! The perfect location to enjoy your new Annapolis Life! This one will not last!

ANNAPOLIS

34 PINKNEY STREET

2 Beds

1 Baths

1,040 Sq.Ft.

$695,000

MLS#: MDAA2145798

Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the outdoor. Inside, you’ll find a thoughtfully designed floor plan featuring: 2 bedrooms, 2 baths, den/home office, hardwood floors throughout (no carpet!), newer appliances, granite countertops, 10-foot coffered ceilings and custom window treatments. Storage cage and prime parking!
Additional highlights include two assigned garage parking spaces and access to luxury amenities such as concierge services, a fully equipped fitness center, and a rooftop pool. Live just steps from everything the Annapolis Town Center has to offer — including Whole Foods Market, Target, banking, and some of Annapolis’ best restaurants and nightlife. You’re also just minutes from Historic Downtown Annapolis, Annapolis Mall, Anne Arundel Medical Center, and have easy access to Route 50 and I-97 — making commuting a breeze. MUST SEE UNIT! All showings scheduled through ShowingTime.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 403

2 Beds

2 Baths

1,602 Sq.Ft.

$695,000

MLS#: MDAA2139904

Experience luxury living in this spacious, newly built corner residence overlooking a serene forest retention area. This beautifully designed home includes garage parking and is located in an amenity-rich 55+ community. Enjoy unbeatable convenience just minutes from downtown Annapolis, with easy access to waterfront dining, boutique shopping, Sandy Point State Park, and the iconic Chesapeake Bay Bridge.
Inside, the home offers 1,723 square feet of thoughtfully designed living space, featuring: 2 bedrooms plus a versatile den, 2 full bathrooms, a private sitting room off the owner’s suite and interior garage parking with dedicated storage space. Open, light-filled layout ideal for both relaxing and entertaining. This is the perfect place to begin your next chapter in comfort, style, and convenience.

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 301

2 Beds

2 Baths

1,723 Sq.Ft.

$689,900

MLS#: MDAA2147896

****BEST VALUE IN RIVA TRACE. THIS HOME HAS BEEN TREATED WITH TENDER LOVING CARE AND HAS HAD MANY RECENT UPGRADES****It is impossible to detail every upgrade to this lovely property and here are just a few: Hardie Board siding, new Trex decking, all baths totally renovated, new hybrid water heater, replacement double hung windows, maintenance free PVC trim, hardwood or ceramic tile throughout the house, patio with firepit, large Liebherr side by side fridge, custom container store closets, plus an energy efficient certificate from BGE for all of the improvements. Complete list of all upgrades in the document file. Note: Installing a washer & dryer by the primary suite would allow for complete 1st floor living!! This property is one of a kind and is ready for your choosiest buyers to just move right in !!
Note: property has a TOTAL sq ft of 3,374sf including below finished area rooms :-)
****Motivated clients are offering a $4k Selling Broker Bonus for an acceptable offer by June 30th, 2026!****

ANNAPOLIS

114 SPRING PLACE WAY

4 Beds

3 Baths

2,615 Sq.Ft.

$689,000

MLS#: MDAA2143290

WELCOME HOME! Tucked into the sought-after Deep Creek Village community, this spacious 3-bedroom, 3 full bath, 1 half bath townhome offers almost 3,000 finished square feet of beautifully designed living space and backs to a peaceful forest conservation area, creating a private, tucked-away feel that is hard to find.
On the main floor, hardwood floors and an open-concept layout create the perfect setting for both everyday living and entertaining. At the top of the stairs is a light-filled combination dining room and sitting area. The designer kitchen is truly the heart of the home, featuring a large center island, granite countertops, stainless steel appliances, gas cooktop, wall oven, pantry, and abundant cabinetry. A thoughtfully added morning room expands the living space and offers endless possibilities as a sitting area, breakfast nook, playroom, or home office. Just beyond the kitchen, French doors lead to an expansive rear deck overlooking mature trees and protected green space. The private wooded backdrop creates a sense of tranquility rarely found in townhome living.
The upper level features a spacious owner's retreat complete with two walk-in closets, a spa-inspired bath, and a flexible sitting area that could easily accommodate a Peloton, reading nook, or home office. Two additional bedrooms, a hall bath, and upper floor laundry room offer space, convenience, and flexibility.
The versatile lower level features access to the 2-car garage, a full bathroom and an expansive recreation room. Whether you envision a media room, home gym, playroom, office, or guest space, this level offers the flexibility today's buyers are looking for.
Deep Creek Village residents enjoy walking trails, community green space, organized social gatherings and a tot lot, all while being conveniently located just minutes from Route 50, downtown Annapolis, shopping, restaurants, marinas, and commuter routes to Washington, D.C. and Baltimore. Located within the highly regarded Broadneck School District.

ANNAPOLIS

525 DEEP CREEK VIEW

3 Beds

3 Baths

2,980 Sq.Ft.

$679,000

MLS#: MDAA2147892

1 ... 9 10 11 12 13 ... 19

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

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

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