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
309
# of Listings
3
Avg # of Bedrooms
$440
Avg. $ / Sq.Ft.
$996,649
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

309 Properties Found. Page 11 of 21.

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

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.

$600,000

MLS#: MDAA2126274

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

Huge Price adjustment!!!!! Discover your slice of paradise in the heart of Annapolis! This exceptional property combines two complete homes with productive fruit trees, creating the ultimate in flexible living. It is Opened up to be one home but with little work you can close off to make this two separate living areas. Main Home (3BR/2BA): Beautiful hardwood floors flow through the large living room and bedrooms, while the spacious kitchen with Island connects to a separate dining area - perfect fro daily living and entertaining. Three comfortable bedrooms and two full baths complete this well designed space. You can close off addition very easily and make it a true In-Law suite or a nice rental apartment for extra income. In-Law suite Addition (1BR/2BA - 1200 sq ft): This isn't just and addition - It's a complete second home! Features include a large living room, Full eat-in kitchen, bedroom, two full baths, and generous laundry room. The crown jewel? An incredible 8x28 Sunroom with natural gas fireplace - your year round sanctuary with garden views. Separate entrance ensures complete privacy. Step outside to your personal orchard featuring mature pear, apple, cherry, plum and chestnut trees, plus established grapevines. Imagine morning coffee in the sunroom or out the back patio surrounded by blooming fruit trees and harvesting your own fresh produce each season. Entertaining made effortless with a sprawling 650 sq ft deck - perfect for everything from intimate dinners to large gatherings. The outdoor space flows seamlessly with nature's bounty at your fingertips. Two separate driveways ensure privacy and convenience, with circular drive serving the main house (multiple car capacity) and a dedicated 4 - car driveway for the In-law suite. Storage and workspace solved with a generous 12x24 detached garage and 8x14 shed - plenty of room for vehicles, tools, hobbies and seasonal storage. Prime Annapolis location puts you in the heart of Maryland's historic capital where waterfront charm continues to fuel demand and properties remain strong. Just a mile from downtown Annapolis for all your dining and shopping needs. Walk to Truxtun park and the Pip Moyer center that houses a gym, basketball courts, and an indoor track. You can also walk to the newly renovated tennis court and Pickleball courts with lights. Around the corner is the Truxtun park pool, Public Boat ramp and fishing pier.
#MDAA2118498

ANNAPOLIS

399 HILLTOP LANE

4 Beds

4 Baths

3,808 Sq.Ft.

$595,000

MLS#: MDAA2118498

Beautifully Updated Annapolis Home Near Navy Stadium!! Welcome to 201 Bowie Ave, a turnkey 4-bedroom, 3-full-bath home in an unbeatable location. Just a short distance to Navy Stadium, local shopping, dining, and commuter routes, this home blends convenience with comfort and style. The interior has been thoughtfully updated throughout, featuring bright, open living spaces and a modern kitchen. Offering flexible living arrangements with a full bath and bedroom on the lower level, and spacious bedrooms, beautifully finished baths, and ample storage on the main level. Step outside to a fully fenced backyard — perfect for pets, gatherings, or relaxing outdoors. Whether you’re looking for a walkable Annapolis lifestyle or an easy move-in ready home, this one checks all the boxes.
#MDAA2129020

ANNAPOLIS

201 BOWIE AVENUE

4 Beds

3 Baths

1,709 Sq.Ft.

$584,900

MLS#: MDAA2129020

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

*Move-In Ready* Well taken care of 2-story end unit colonial in Heritage Harbour - This 3 bedroom, 3.5 bath home has been recently updated with brand new paint and carpet throughout. The kitchen is sporting new flooring, cabinets, range, and microwave! The houses entry level is home to your new main floor primary with ensuite while the second floor hosts two more primary's with ensuite's, and a flex room ready for your office, craft space, or den. Entry and exit from the community is a breeze as this home sits on the corner of first street after entering the community on Mastline Dr. The communities amenities are a plenty with pools, billiards, library, water access, and fitness center to name a few as well as 90 activities, clubs, and committees for the residence to be a part of. Come be part of an active, established community offering beauty, education, and relaxation!
#MDAA2129702

ANNAPOLIS

916 SEXTANT WAY

3 Beds

3 Baths

2,640 Sq.Ft.

$579,995

MLS#: MDAA2129702

Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms, private primary bedroom with full bathroom, screened in porch/sunroom, open floor plan with lots of windows and natural light, large driveway for lots of parking, font and side porches, fenced-in yard, brand new hvac and expansion tank, etc. Owner/Agent. Situated on the picturesque Annapolis Neck peninsula just minutes from downtown Annapolis by boat or car, Oyster Harbor is a private, water-privileged community offering an extraordinary waterfront lifestyle. Residents enjoy access to 3 bodies of water—Oyster Creek, Fishing Creek, and the Chesapeake Bay—along with three marinas, a boat ramp, fishing pier, and views that span from the Chesapeake Bay Bridge to the Thomas Point Shoal Lighthouse and beyond. The community also features two playgrounds, and a welcoming sandy beach. Ideally located close to the community beach, fishing pier, marina, and playground—and with easy access to Routes 50 and 97—this move-in-ready home combines coastal charm, neighborhood warmth, and unmatched convenience. Don’t miss this chance to make your private Annapolis oasis your own—it won’t last long!
#MDAA2130140

ANNAPOLIS

3365 ARUNDEL ON THE BAY ROAD

3 Beds

2 Baths

1,232 Sq.Ft.

$575,000

MLS#: MDAA2130140

PRiCE IMPROVEMENT! COSMOPOLITAN ANNAPOLIS TOWNHOME BOASTING SKYLINE ROOFTOP DECK! ADMIRALS SQUARE DUAL ASPECT CORNER UNIT offering 2 levels of living with upscale detailing and finishes! 9-Foot ceilings, terrace-like walls of windows, a turnkey urban neutral palette, brick accent walls, and upgraded flooring to enhance any décor. The entry staircase will take you into an open concept Dining area and chef’s choice restaurant-inspired dining bar Kitchen showcasing sleek quartz & stainless steel surfaces. Adjoining the kitchen is a glass-encased living room with a gas fireplace to further enhance ambiance. Upstairs you’ll find a Generous Primary Bedroom Suite with 2-sided walk-in closet w/organizers & luxe spa Bath! The upper level also has two Additional bright ‘n’ airy Bedrooms (flexible use spaces) and a Full Bath with a double vanity. Stairs ascend to a PANORAMIC ROOFTOP VIEW DECK for alfresco dining and entertaining beneath sun & stars! Extended, rear access parking pad & 1-car garage. Minutes to Downtown City Dock harbor, the USNA, Westfield/Towne Centre Malls, eclectic restaurants & crab cake eateries, marinas/boating, and commuter RTs 50/97/2. NYC SOPHISTICATION IN TANDEM WITH RELAXED BAY LIVING!
#MDAA2121454

ANNAPOLIS

547 LEFTWICH LANE 88

3 Beds

2 Baths

2,600 Sq.Ft.

$575,000

MLS#: MDAA2121454

This updated home offers 3 bedrooms and 2 full baths, with flexible living spaces throughout. The main level features hardwood & tile floors, an updated kitchen with stainless steel appliances (including a brand-new dishwasher), white cabinetry, updated countertops, and plenty of space for a dining table. Just off the kitchen, step out to a private deck overlooking the fenced-in backyard. The main level also includes a bedroom and a full, updated bath—perfect for guests, a home office, or additional living space featuring a cozy wood-burning fireplace. Upstairs, you’ll find two spacious bedrooms, one with a walk-in closet, and a full hallway bathroom. The fully finished basement offers even more living space with a versatile room ideal for an extra bedroom, gym, or home office. A wet bar makes it perfect for entertaining or creating an independent living area for guests or in-laws. The laundry room is also located on this level. Enjoy the outdoors with a spacious fenced yard, firepit area, and storage shed. A paver driveway provides parking for 4+ vehicles and includes a 30-amp RV charger. This location is less than 3 miles from Historic Annapolis and just a mile from Quiet Waters Park. If you need to keep a boat close by, Port Annapolis Marina sits on Back Creek and offers slips as well as a pool membership availability. It’s also home to the sought-after Black Market Bakers, a neighborhood favorite. Convenient to restaurants, shops, and grocery stores, with easy access to USNA, Ft. Meade, BWI, and Washington, DC.
#MDAA2126664

ANNAPOLIS

1011 HYDE PARK DRIVE

3 Beds

2 Baths

1,928 Sq.Ft.

$575,000

MLS#: MDAA2126664

Welcome to unit 402 at The Grandview at Annapolis Towne Centre! This spacious 2BR/2BA condo offers 1,485 sq ft of upscale living with 10’ ceilings, hardwood and tile flooring, granite countertops, a gourmet kitchen, walk-in closets, and an in-unit laundry room. Enjoy a private balcony, 2 assigned garage parking spaces, and a new HVAC system (2023). The secure building features top-tier amenities including a rooftop pool, fitness center, massage room, club rooms, and concierge services. Ideally located just steps from Whole Foods, restaurants, shopping and entertainment. Convenient access to major routes including US-50, I-97, and public transit options makes commuting to DC, Baltimore, and Fort Meade a breeze. Luxury, location, and lifestyle all in one… come check it out today!
#MDAA2117220

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 402

2 Beds

2 Baths

1,485 Sq.Ft.

$567,000

MLS#: MDAA2117220

The perfect 1 level living detached home model with attached 2 car garage, 2 huge bedrooms, and 2 bathrooms. The living room has vaulted ceilings and electric fireplace. Off the dining room sliding glass doors lead to all season porch/room - perfect for morning coffee and/or reading a book. Sellers recent improvements include replacing all flooring with LVP flooring throughout main level and bedrooms, installed plantation shutters throughout, pour all new concrete at the entry way walkway at the front of the house, new hot water heater, new stove and refrigerator. Heritage Harbour is an active 55+ established community - residents can participate in over 90 activities, clubs and committees. The amenities are endless - indoor and outdoor pools, fitness center, library, boutique, activities room, woodwork shop, game rooms, coffee corner, meeting rooms, multiple tennis and pickleball courts, a nine-hole golf course, a pro shop, a clubhouse dining room, a pier with boat slips and RV and boat storage on a lot in the community. I wasn't kidding, they literally have everything you can imagine. This property does have a VA assumable loan.
#MDAA2128050

ANNAPOLIS

825 COXSWAIN WAY

2 Beds

2 Baths

1,691 Sq.Ft.

$565,000

MLS#: MDAA2128050

ON OF A KIND! This is a Penthouse and Luxury Living in an Active Adult 55+ Community ! One of a Kind, beautifully designed condo that combines luxury, comfort, and convenience. The kitchen has been re-designed and is the only one of it's kind in the building! Located on the 4th floor - Penthouse- in this active adult community, this is elevator accessible, with 1,210 finished sq. ft. in a spacious 2-bedroom, 2-bath residence with a balcony and offers a thoughtfully planned layout perfect for relaxed everyday living and easy entertaining. Step into a bright and airy home filled with natural light, featuring a private balcony, generous living space, and a versatile den/bonus room—ideal for a home office, reading nook, or guest space. The well-appointed kitchen boasts ample counter space and flows seamlessly into the dining area, making gatherings with friends and family a pleasure. Enjoy the added convenience of in-unit laundry and modern finishes throughout. This vibrant community is designed for those who value connection, comfort, and convenience. With easy access to downtown Annapolis, you'll be just minutes away from charming waterfront dining, boutique shopping, cultural attractions, and scenic views. Live the lifestyle you’ve been waiting for—refined, active, and effortlessly enjoyable.
#MDAA2120802

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 409

2 Beds

2 Baths

1,210 Sq.Ft.

$564,000

MLS#: MDAA2120802

Note the dramatic change in the list price. Open house Saturday and Sunday 1 - 3 pm. come and take another look. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 security, tennis courts, a beach and walking trails.
#MDAA2127108

ANNAPOLIS

2010 QUAY VILLAGE COURT 101

2 Beds

2 Baths

N/A

$555,000

MLS#: MDAA2127108

Welcome to this beautifully maintained 4-bedroom, 2.5-bath split foyer on a desirable corner lot in Cape St. Claire. The upper level features a bright open-concept kitchen, dining, and family room, perfect for entertaining, with access to a spacious deck for morning coffee or summer gatherings. The lower level offers a private primary suite, a second family room, and two bonus rooms ideal for a home office, gym, or extra bedrooms, plus a sliding door to the patio and fenced backyard. Additional highlights include numerous upgrades, a large side yard, and a hydroponic growing system for garden enthusiasts. Cape St. Claire offers a true lifestyle community with marinas, parks, beaches, a fishing pier, and convenient access to shopping, schools, and easy commutes to Annapolis, D.C., Baltimore, and the Eastern Shore. Schedule your showing today—this one won’t last long!
#MDAA2127586

ANNAPOLIS

1247 RAMBLEWOOD DRIVE

4 Beds

2 Baths

1,728 Sq.Ft.

$555,000

MLS#: MDAA2127586

1 ... 9 10 11 12 13 ... 21
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