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
310
# of Listings
3
Avg # of Bedrooms
$440
Avg. $ / Sq.Ft.
$995,893
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

310 Properties Found. Page 15 of 21.

Nestled in the Cedar Ridge community, this contemporary end-of-row townhouse offers a perfect blend of comfort and convenience. With three bedrooms and two and a half bathrooms, the primary suite is generous in size and natural light. The home features a dining area and a kitchen with ample table space, ideal for gatherings. Enjoy the warmth and natural light offered by the updated windows throughout. Step outside to your private primary balcony or back deck, perfect for morning coffee or evening relaxation. The community boasts a welcoming atmosphere with amenities like a pool, playground and secure fencing, ensuring a safe environment for all. Cedar Ridge is known for its friendly neighbors and proximity to downtown Annapolis, Quiet Waters Park, multiple marinas and abundant locally owned restaurants. Experience the warmth, charm and convenience of Cedar Ridge living!
#MDAA2129680

ANNAPOLIS

1071 CEDAR RIDGE COURT

3 Beds

2 Baths

1,320 Sq.Ft.

$395,000

MLS#: MDAA2129680

Welcome to The Reserve at Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and community. Featuring gleaming hardwood floors throughout, a spacious and well-equipped kitchen with gas appliances, and plenty of storage, this home is move-in ready. The light-filled floor plan flows effortlessly, and the enclosed porch with its own ceiling fan is a true highlight—you’ll love curling up here with a book, enjoying a cup of coffee, or entertaining friends year-round. Located in the highly sought-after 55+ community of Heritage Harbour, residents enjoy an incredible array of resort-style amenities. The community features both indoor and outdoor pools, a fully equipped fitness center, golf course, tennis courts, pickleball, and walking trails. The clubhouse offers gathering spaces including an auditorium, card room, billiards room, library, and activity rooms. A waterfront lodge, on-site dining options, and a private marina with boat slips add to the lifestyle that makes Heritage Harbour one of Annapolis’ premier active adult communities. Enjoy the peace of mind of living in a vibrant, welcoming neighborhood with endless opportunities for recreation and social connection—just minutes from shopping, dining, and historic downtown Annapolis.
#MDAA2126640

ANNAPOLIS

940 ASTERN WAY 309

2 Beds

2 Baths

1,272 Sq.Ft.

$389,900

MLS#: MDAA2126640

Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Whispering Woods community. Step inside to find a recently renovated kitchen with modern finishes perfect for both everyday living and entertaining. The open space layout offers comfortable living space filled with natural light, while the upper level provides three spacious bedrooms, including a relaxing primary suite with its own bathroom. Out back you'll discover your own private retreat - a peaceful backyard with a pond and flourishing floral garden, creating the perfect setting for quiet mornings or evening gatherings. With plenty of street parking and a serene community atmosphere, this home blends comfort, convenience, and charm. All Appliances under 2 years old. The refrigerator is brand new, along with sliding glass doors. Great community for walking and biking. Great location, a true commuter’s delight - close to Annapolis, Naval Academy, Baltimore, Washington DC, Fort Meade, Chesapeake Bay Bridge, BWI Airport, and Close to major roads such as Route 50, Route 2, I-97, and more. Only minutes to downtown Annapolis, Shopping, Walking & Bike Trails, Restaurants, Social Activities, Sandy Point, Chesapeake Bay, and more. The Loan is Assumable on this home !!
#MDAA2126896

ANNAPOLIS

1116 RIVERBOAT COURT

3 Beds

2 Baths

1,310 Sq.Ft.

$384,000

MLS#: MDAA2126896

This 3 bed / 2 bath condo has everything you need a cozy fireplace, spacious layout, and no stairs! The primary suite is your retreat, while two extra bedrooms give you space for family, guests, or even a home office. Plus, you’ll love the community pool when the weather warms up.
#MDAA2126636

ANNAPOLIS

2026 GOV THOMAS BLADEN WAY 102

3 Beds

2 Baths

1,317 Sq.Ft.

$379,999

MLS#: MDAA2126636

Welcome to the ultimate Annapolis lifestyle at 2704 Summerview #103! This charming, light-filled condominium in the desirable Riva Trace community offers the a peaceful, private space and easy access to the vibrant culture of "America's Sailing Capital". Conveniently Location In Annapolis off of Bestgate Road & close to the Annapolis Mall + only a few minutes to downtown Annapolis' historic charm, the U.S. Naval Academy, and a quick commute to major cities like Baltimore and Washington D.C. The open floor plan features a spacious living room with a cozy wood-burning fireplace, a separate dining area, and a bright sunroom, creating an ideal space for entertaining or quiet relaxation. 2-bedroom, 2-bath Home includes an eat-in kitchen with lots of counter space, a luxurious master suite with a walk-in closet and a spa-like bath featuring a soaking tub and separate shower, and convenient in-unit laundry. Community Perks include a jogging/walk path, picnic areas, a baseball field, basketball, tennis & pickleboard courts & community pier. Enjoy a- low-maintenance lifestyle with the HOA covering common area maintenance, exterior building upkeep, water, and sewer, plus security features like smoke detectors and an indoor sprinkler system. Step outside your door and immerse yourself in a city known for its rich history, lively arts scene, and world-class boating. Spend weekends exploring the cobblestone streets of Historic Downtown, dining on famous Maryland blue crabs at local seafood spots, or strolling along Ego Alley watching the parade of boats. This home provides a serene escape while keeping all the excitement of Annapolis within easy reach. Discover your Annapolis dream home! Schedule your private showing today—this exceptional property won't last long. The Annapolis Lifestyle Awaits!
#MDAA2128786

ANNAPOLIS

2704 SUMMERVIEW WAY 103

2 Beds

2 Baths

1,285 Sq.Ft.

$379,990

MLS#: MDAA2128786

Discover easy, low maintenance living in this updated two bedroom, two bath condo nestled among the treetops of sought after Heritage Harbour, one of Annapolis’s premier 55+ communities. The home features fresh paint and new flooring throughout the main living areas, plus a remodeled kitchen with modern countertops, sleek cabinetry, and newer appliances. Major system updates include a replaced HVAC, water heater, washer, and dryer, so you can move right in and enjoy peace of mind. Relax on your private balcony surrounded by nature, or take advantage of convenient building amenities including an elevator, game room, and indoor/outdoor pools. Heritage Harbour residents enjoy resort-style amenities: a community lodge with a fitness room, billiards room, library, and gathering spaces; golf, tennis, pickleball, water access, boat storage, an additional community pool, and nearby shops and restaurants. Minutes from Downtown Annapolis and the Chesapeake Bay, this location offers comfort, convenience, and community all in one.
#MDAA2122918

ANNAPOLIS

930 ASTERN WAY 405

2 Beds

2 Baths

1,464 Sq.Ft.

$379,900

MLS#: MDAA2122918

Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style living and unmatched amenities. This 2-bedroom, 2-bath condo is priced to sell and provides a wonderful opportunity to make it your own. Inside, the unit offers a bright and spacious layout filled with natural light. The living room and both bedrooms open onto a private balcony with serene views of trees and woods—the perfect spot for morning coffee or evening relaxation. The condo needs a bit of TLC, but it has great bones and is priced accordingly. Features of Unit #203: Open floor plan with excellent natural light Balcony access from both bedrooms and living room Convenient parking space in the secured garage Large private storage unit located right in front of your parking space Easy in-and-out access within the garage Community Amenities at Heritage Harbour: 9-hole golf course & pro shop Indoor & outdoor swimming pools Fitness center with aerobics & exercise classes Tennis courts, pickleball, and bocce ball Community lodge with auditorium, dining room, billiards, and library Walking and biking trails throughout the neighborhood Dock & waterfront access on the South River Kayak/canoe racks and launch areas Woodworking shop & craft rooms On-site security & professional management Social clubs, classes, and community events year-round This is a chance to enjoy all the benefits of Heritage Harbour’s lifestyle at a fantastic value. With a little updating, this condo could be the perfect home for your next chapter. Don’t miss out—schedule your showing today!
#MDAA2121676

ANNAPOLIS

803 COXSWAIN WAY 203

2 Beds

2 Baths

1,190 Sq.Ft.

$379,900

MLS#: MDAA2121676

**Ask us for more details on Special Financing at 3.625% ** - Welcome to Lake Heron, one of Annapolis’ most sought-after condo communities surrounded by trees, water views, and easy access to everything the area has to offer. This bright and spacious top-level condo features two bedrooms, two full baths, and a large additional loft space that's perfect for a home office, guest area, den or library with a cozy reading nook. The main living area feels open and airy with vaulted ceilings, a wood-burning fireplace, and large windows that fill the space with natural light. The updated kitchen offers modern finishes, plenty of cabinet space, and flows easily into the dining and living area, ideal for entertaining or relaxed everyday living! Step outside to not one, but two private balconies...the perfect spots for morning coffee or unwinding at the end of the day. The primary suite includes its own balcony access, 3 large closets, and an en-suite bath. A second full bath and laundry area add convenience and comfort, with the addition of a bonus walk in storage closet in the loft! Enjoy all that Lake Heron has to offer, including a community pool, fitness center, and kayak storage. All just minutes from downtown Annapolis, Quiet Waters Park, and local marinas!
#MDAA2128776

ANNAPOLIS

1115 LAKE HERON DRIVE 3B

2 Beds

2 Baths

1,412 Sq.Ft.

$379,000

MLS#: MDAA2128776

Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two Bedrooms/Offices, two full bathrooms, and robust hardwood flooring throughout, presenting a promising canvas for renovation. Strategically located, this property is in close proximity to essential amenities and community .Public transportation is conveniently accessible with the Riva Road & Forest Drive bus station less than 700 meters away, enhancing the location. Additional features include a rear deck perfect for relaxation or casual gatherings, a useful rear shed for extra storage, and a generous off-street parking area that can accommodate up to 12 vehicles. Despite being sold as-is, with no repairs from the seller, the property's inherent potential and dual-use capability as both a residential and commercial space make it a lucrative deal. Capitalize on the chance to customize this space into a thriving business venture or a mixed-use development that promises both rental income and renovation possibilities. Dive into this project and shape it into your vision of success! Property is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. Buyer responsible for all due diligence on condition of home. So much potential! Make this your today!!
#MDAA2127802

ANNAPOLIS

40 OAK COURT

2 Beds

2 Baths

1,061 Sq.Ft.

$376,000

MLS#: MDAA2127802

Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two bedrooms/offices, two full bathrooms, and robust hardwood flooring throughout, presenting a promising canvas for renovation. Strategically located, this property is in close proximity to essential amenities and community features. Public transportation is conveniently accessible with the Riva Road & Forest Drive bus station less than 700 meters away, enhancing the location's connectivity. Additional features include a rear deck perfect for relaxation or casual gatherings, a useful rear shed for extra storage, and a generous off-street parking area that can accommodate up to 12 vehicles. Despite being sold as-is, with no repairs from the seller, the property's inherent potential and dual-use capability as both a residential and commercial space make it a lucrative deal. Capitalize on the chance to customize this space into a thriving business venture or a mixed-use development that promises both rental income and renovation possibilities. Dive into this project and shape it into your vision of success! Property is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. So much potential! Make this your today!!
#MDAA2127800

ANNAPOLIS

40 OAK COURT

None Beds

None Baths

1,061 Sq.Ft.

$376,000

MLS#: MDAA2127800

✨ Beautiful 2-Bedroom Condo with Loft and Fireplace! ✨ Welcome to this bright and spacious condo featuring 2 bedrooms, 2 bathrooms, and a stylish loft—perfect for a home office or cozy retreat. Enjoy the inviting living area with a fireplace, ideal for relaxing evenings or entertaining guests. The open floor plan offers great natural light, high ceilings, and comfortable living throughout. Conveniently located near shops, restaurants, and transportation—this home combines comfort, style, and convenience in one perfect package! Located directly across from the Eastport Shopping Center and just minutes from Downtown Annapolis and Main Street, you’ll enjoy easy access to dining, shopping, and waterfront attractions
#MDAA2128604

ANNAPOLIS

934 BAY RIDGE AVENUE 308

3 Beds

2 Baths

1,743 Sq.Ft.

$375,000

MLS#: MDAA2128604

Welcome to your next home! Located in Annapolis, this townhouse at 93 Clay St offers spacious living with its four bedrooms and three bathrooms. Designed in the stylish End Unit Attach/Row House architecture, this residence provides a blend of modern comforts and classic appeal. Inside, you're greeted with a seamless flow of carpet and laminate floors, providing a cozy yet elegant atmosphere throughout the home. The central air conditioning ensures year-round comfort, complemented by efficient electric heating. This home is perfectly equipped for modern living, featuring a convenient in-unit washer and dryer, making laundry days a breeze. The layout promotes both privacy and open living, ideal for entertaining guests or enjoying quiet family evenings. Each bedroom offers ample space, ensuring everyone has their own retreat. The bathrooms are designed with functionality in mind, providing a perfect start to your day or a relaxing end. 93 Clay St is ready to welcome you home. Don't miss the opportunity to make this delightful townhouse your own!
#MDAA2117410

ANNAPOLIS

93 CLAY STREET

4 Beds

2 Baths

2,022 Sq.Ft.

$375,000

MLS#: MDAA2117410

Welcome to 122 Roselawn Road, a beautifully renovated single-family home in the heart of Annapolis, MD. This 2-bedroom, 1-bathroom gem offers the perfect blend of modern upgrades and timeless charm. Step inside to discover fresh finishes and an open layout, making this home warm and inviting. Enjoy cooking in the gourmet kitchen featuring stainless steel appliances, ample cabinet space, and sleek countertops. The cozy living spaces are perfect for relaxing or entertaining guests. The large fenced backyard for outdoor gatherings, or creating your dream garden. Prime location situated in a peaceful neighborhood, yet close to shopping, dining, and everything Annapolis has to offer. This home is ready for you to move in and start creating memories Schedule your showing today and make 122 Roselawn Road your new address!..
#MDAA2098698

ANNAPOLIS

122 ROSELAWN ROAD

2 Beds

1 Baths

700 Sq.Ft.

$360,000

MLS#: MDAA2098698

REAL ESTATE AUCTION featuring ON SITE and SIMULCAST ONLINE BIDDING!! Online Bidding Opens - Thursday, November 20, 2025. Live On Site Auction - Friday, November 21, 2025 at 12:00 noon. List price is opening bid only. Partition related sale of a sprawling ranch home needing renovation in a well demanded area of Annapolis. The home is conveniently located close to Forest Drive, groceries, shopping, dining and access to major commuter routes. The community sits immediately north of Crab Creek, a tributary of the South River, with many surrounding homes fronting along the water. With nearly 2 acres of land and R2 zoning, the property has some potential for subdivision. The auction provides an excellent opportunity for both owner-occupants and investors looking for a renovation or new construction opportunity in a high-value location.
#MDAA2129886

ANNAPOLIS

2638 GREENBRIAR LANE

4 Beds

2 Baths

3,318 Sq.Ft.

$350,000

MLS#: MDAA2129886

Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway. The main level living room leads to an open concept kitchen, and dining area, complete with a half bath and shared laundry. Enjoy direct access to a ground-level deck, a spacious fenced yard, and a storage shed. Upstairs you’ll find the master bedroom with a walk-in closet, a second bedroom with ample storage, and a full bathroom. The home features elegant engineered wood flooring, with tile in wet areas. Enjoy recent, extensive upgrades in this home. Highlights include a new Kenmore washer/dryer, renovated bathroom with new tub, tile, vanity and toilet. Exterior improvements feature a French Drain, and concrete driveway, and a ground-level deck. Partial new fence. For those of whom commute for work or play. You'll find the location of this home is conveniently located. With easy access to RT 50, I-97, and I-95, making commutes to Annapolis, Washington D.C., and Baltimore effortless.
#MDAA2127724

ANNAPOLIS

1553 STAR PINE DRIVE

2 Beds

1 Baths

1,060 Sq.Ft.

$346,000

MLS#: MDAA2127724

1 ... 13 14 15 16 17 ... 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