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
208
# of Listings
3
Avg # of Bedrooms
$514
Avg. $ / Sq.Ft.
$1,088,715
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

57 Properties Found. Page 4 of 4.

New on site today
Welcome to effortless waterfront living in the sought-after Severn House community! This charming 1-bedroom, 1-bath condo offers the perfect blend of tranquility and Annapolis lifestyle—whether you're paddleboarding out for your morning coffee, hopping on the water taxi for an evening in town, or enjoying sunset cruises from your own rented boat slip. Spend your days lounging by the waterfront pool, hosting crab feasts with friends, or simply soaking in the peaceful surroundings. Tucked away on the third floor and backing to woods, this unit offers rare privacy and a quiet retreat from the buzz of downtown—while still being just minutes away. The condo fee covers gas, water, sewer, and basic cable—making for easy, low-maintenance living (just pay electric). A dedicated basement storage unit adds extra convenience. Located close to Eastport Shopping Center, restaurants, coffee shops, the gym, and the farmers market, this is your opportunity to enjoy the best of coastal Annapolis living—every single day.
#MDAA2140406

ANNAPOLIS

796 FAIRVIEW AVENUE F 796 F

1 Beds

1 Baths

756 Sq.Ft.

$315,000

MLS#: MDAA2140406

Step into this beautifully updated 3-bedroom, 2-bath condo that blends modern comfort with style and convenience. Located on the 3rd floor, this light-filled home offers a peaceful retreat with spacious living and thoughtful upgrades throughout. The open concept living room, dining room, and kitchen creates an inviting flow, anchored by a cozy fireplace. The renovated kitchen (2022) features a stylish farmhouse sink, spacious granite countertops, stainless steel appliances, and contemporary cabinetry—ideal for everyday cooking or hosting. Brand-new windows (2021) allow natural light to pour in, enhancing the warm and welcoming atmosphere. The primary bedroom includes its own private en-suite bathroom and offers direct access to a walkout patio overlooking the community pool—perfect for morning coffee or winding down in the evening. Each bedroom offers generous closet space, and the home provides comfortable, updated bathroom finishes throughout. An added bonus is the HVAC system with approximately 10 years of remaining warranty, offering long-term peace of mind. Enjoy a community designed for easy living with access to a swimming pool, and pet-friendly amenities, including pet waste stations located conveniently nearby. Situated just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, waterfront dining, marinas, shopping, parks, and major commuter routes, this home places you at the center of everything Annapolis has to offer. Whether you're a first-time buyer, downsizing, or searching for a serene home near the water, this condo offers the perfect balance of comfort, modern upgrades, and coastal charm. Your Next Chapter Starts Here—Tour This Home Today.
#MDAA2129788

ANNAPOLIS

10 SANDSTONE COURT L

3 Beds

2 Baths

1,333 Sq.Ft.

$310,000

MLS#: MDAA2129788

Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking, maintenance/replacement of all appliances and HVAC. You've earned this!
#MDAA2128842

ANNAPOLIS

7101 BAY FRONT DRIVE 301

1 Beds

1 Baths

1,000 Sq.Ft.

$300,000

MLS#: MDAA2128842

New on site 2 days ago
Welcome to this beautifully maintained 2-bedroom, 2-bath condominium in the desirable Annapolis Overlook community, offering 1,376 square feet of comfortable living space. This inviting home features warm wood flooring and a cozy wood-burning fireplace, creating the perfect setting for both everyday living and relaxing evenings. Step outside onto your private balcony and enjoy peaceful wooded views—an ideal spot for morning coffee or unwinding at the end of the day. Residents of Annapolis Overlook also enjoy access to a community pool and work out room, adding to the convenience and lifestyle appeal. Just a short stroll away is Quiet Waters Park featuring Hiking, Biking Trails, Canoe Rentals, a Dog Park and a great spot for Ice Skating weddings and special events! Located just minutes from downtown Annapolis, the scenic waterfront, and the renowned United States Naval Academy, this home offers unbeatable proximity to shopping, dining, and entertainment. Whether you’re looking for a primary residence, weekend getaway, or investment opportunity, this property checks all the boxes with its location, layout, amenities, and charm. Don’t miss your chance to own in one of Annapolis’ most sought-after areas! 2 assigned parking spaces #30 and #12. Plenty of Additional parking right down the street.
#MDAA2139932

ANNAPOLIS

30 HEARTHSTONE COURT J J

2 Beds

2 Baths

1,376 Sq.Ft.

$295,000

MLS#: MDAA2139932

New on site 2 days ago
Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath with den condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and storage! Extra storage area included in basement ! Master bedroom has full bath ! Updated kitchen ! New light fixtures including eyeball lights! New glass door in shower of master bath! Granite countertops in kitchen! Stack washer/dryer nearly new. Awesome enclosed patio for private grilling! Amenities in Fairwinds include swimming pool, tennis courts and tot lot. (Agents: Day Sleeper some days; see remarks for Agen Private for good date for showings)
#MDAA2139798

ANNAPOLIS

5 SILVERWOOD CIRCLE 1

2 Beds

2 Baths

N/A

$293,500

MLS#: MDAA2139798

Welcome home to this spacious two bedroom two full bath condo with a loft. Stainless appliances in the kitchen, the stove is brand new, fine cabinets and granite countertops. Hardwood flooring in the living room and dining room, and a nice balcony though the living room slider. The primary bedroom has a large walk-in closet and attached full bath. And, the second bedroom is across the hall from the second full bath. Go up the spiral staircase to a huge family room area. The bathrooms were renovated in 2024 and the washer and dryer were replaced in 2024 as well. There are two (dual) HVAC systems, one for the lower level (replaced in 2022) and one for the loft (replaced 2019). A new roof was installed 2026, and is maintained by the condo association. The community has a great outdoor pool for summertime, and across Hilltop Dr is plenty of recreational opportunity at The Pip Moyer Rec Center and Truxton Park. Great price for a great location!
#MDAA2126114

ANNAPOLIS

300 HILLTOP LANE 300I

2 Beds

2 Baths

1,321 Sq.Ft.

$290,000

MLS#: MDAA2126114

New on site today
Welcome to this rare 3 bedroom, 1.5 bath end of group townhome in the Hilltop neighborhood just outside of downtown Annapolis. This neighborhood is conveniently located near everything that Annapolis has to offer and has its own community swimming pool and playground. Entering into this end of group townhome brings you to the main floor with LVP flooring throughout. There is a living room area, and a convenient first floor powder room which then flows back into a kitchen/dining area. The kitchen has all new appliances, and seller is willing to offer a $2500 seller credit towards a refrigerator and washer/dryer. Sliders off of the dining area open out into the private fully fenced rear yard. Taking the stairs up to the fully carpeted second floor brings you to a full bath with tub/shower combo, as well as three bedrooms. One of these bedrooms is a larger primary suite with double closets. This home has been fully updated with new paint and flooring, is move in ready and waiting on you to come see it today!
#MDAA2140996

ANNAPOLIS

91 HERITAGE COURT

3 Beds

1 Baths

1,134 Sq.Ft.

$285,000

MLS#: MDAA2140996

Take advantage of the opportunity to own this beautifully maintained two-bedroom, two full bath condo in Annapolis. Offering convenient one-level living, this home combines comfort, updates, and an ideal location. The kitchen is thoughtfully appointed with granite countertops, stainless steel appliances, updated LED lighting, and additional seating space—perfect for casual dining or entertaining. Hardwood flooring and crown molding add warmth and character to the living and dining areas. Step outside to your private patio, ideally situated near the community pool and grills, creating an easy extension of your living space. The spacious primary suite features a large walk-in closet and a private bath with walk-in shower. Both bedrooms offer newly installed carpet (2026). A second full bath with tub and shower provides flexibility for guests or family. The separate laundry room includes a washer and dryer, plus valuable storage space. The monthly condo association fee adds exceptional value, covering water, sewer, oil for the hot water heater, trash and recycling, snow removal, grounds maintenance, and pool membership. The association also maintains the hot water heater and installed a new roof in 2026, offering additional peace of mind. Ideally located just minutes from downtown Annapolis and Quiet Waters Park, this home offers the perfect blend of low-maintenance living and access to everything Annapolis has to offer.
#MDAA2138190

ANNAPOLIS

300 HILLTOP LANE 300B

2 Beds

2 Baths

1,078 Sq.Ft.

$285,000

MLS#: MDAA2138190

Welcome to 1113 Primrose Court #204 in the ultra convenient community of The Landing at Spa Creek! Step into a recently refreshed building with secure keypad entry and head up to this spacious second floor, 2 bedroom, 1 bath condo. Inside, you’ll be delighted by the light filled living room and open floor plan, perfect for everyday living and entertaining. The updated kitchen features a large island, stylish backsplash, and stainless steel appliances, with plenty of room for a dining area. Just off the living room, enjoy your private balcony, an ideal spot for morning coffee or evening relaxation. The primary bedroom offers generous space and ample closet storage, while the second bedroom works beautifully for guests, a home office, or flex space. A tastefully updated hall bathroom serves the home. Storage is easy with a coat closet, two additional hall closets, and a dedicated storage locker in the building's basement. Parking is simple with an assigned space conveniently located near the unit, plus guest parking on the side of the building. The HVAC system was replaced approximately two years ago, and water and gas are included in the condo fee. Residents of The Landing at Spa Creek enjoy fantastic amenities, including a community pool, clubhouse, fitness center, and a public boat ramp at the end of Primrose Drive. The location is hard to beat, walkable to Truxtun Park, tennis and pickleball courts, and the Pip Moyer Recreation Center, and just a short bike ride to historic downtown Annapolis. Commuting is easy with quick access to USNA, NSA Annapolis, Fort Meade, Baltimore, Washington D.C., and BWI Airport. Schedule your showing today and experience easy Annapolis living!
#MDAA2138170

ANNAPOLIS

1113 PRIMROSE COURT 204

2 Beds

1 Baths

922 Sq.Ft.

$279,000

MLS#: MDAA2138170

Welcome to easy Annapolis living at 300 Hilltop Lane! This well-maintained 2-bedroom, 2-bath second-level condo offers over 1,000 square feet of comfortable living space with a bright, open layout perfect for everyday living and entertaining. The spacious living and dining area features beautiful hardwood flooring and abundant natural light, creating a warm and inviting atmosphere. The kitchen is equipped with granite countertops, stainless steel appliances, and ample cabinet space. Just off the main living area, enjoy a bright enclosed balcony/sunroom—an ideal spot for morning coffee, reading, or relaxing year-round. The primary suite includes a private full bath and generous closet space, while the second bedroom provides flexibility for guests, a home office, or both. A second full bathroom and in-unit laundry add convenience to everyday living. Recent improvements include a newly replaced roof for the building, providing added peace of mind. Residents also enjoy access to the community pool, perfect for relaxing during the warmer months. Conveniently located close to shopping, dining, and all that historic Annapolis has to offer.
#MDAA2136792

ANNAPOLIS

300 HILLTOP LANE H

2 Beds

2 Baths

1,082 Sq.Ft.

$275,000

MLS#: MDAA2136792

Welcome to 930 Astern Way — a spacious and beautifully updated 1-bedroom, 1½-bath condominium located in the sought-after 55+ community of Heritage Harbour. This bright and inviting unit has been thoughtfully refreshed with luxury vinyl plank flooring, an updated kitchen, and renovated bathrooms, offering modern comfort and low-maintenance living. The open layout creates an airy feel, with abundant natural light flowing throughout the home. The generously sized bedroom includes a private full bath, while the additional half bath is perfect for guests. Whether you’re relaxing at home or entertaining friends, this condo provides both comfort and style. One of the standout features of this building is the incredible convenience: residents enjoy access to a gym located right in the building, along with both an indoor pool and an outdoor pool — allowing you to swim and stay active year-round without ever leaving your immediate community. Beyond the building, Heritage Harbour offers unmatched resort-style amenities at the Lodge, including another indoor and outdoor pool, fitness center, golf course, tennis and pickleball courts, kayak storage, walking paths, on-site restaurant, woodworking shop, community library, and countless clubs and social activities. This vibrant waterfront community is known for its active lifestyle and welcoming atmosphere. If you’re looking for bright, updated living combined with exceptional amenities and convenience, 930 Astern Way delivers it all.
#MDAA2137360

ANNAPOLIS

930 ASTERN WAY 304

1 Beds

1 Baths

1,152 Sq.Ft.

$275,000

MLS#: MDAA2137360

NEW PRICE !!! Welcome to Annapolis! This beautifully updated 3-bedroom, 1 full and 1 half-bath townhome offers a fantastic opportunity to own in one of Maryland’s most historic and charming locations. Fully renovated from top to bottom, this home features updated bathrooms, a renovated kitchen with brand-new stainless steel appliances, new LVP flooring on both levels, a new washer and dryer, a new hot water heater, new baseboard heaters, and a new window AC unit. The home has also been freshly painted throughout and includes updated plumbing. The HOA is only $26 per month. Ideally located in the heart of Annapolis, just minutes from the Capitol building, the Naval Academy, waterfront, shopping, and restaurants. Move-in ready, a must see!
#MDAA2138362

ANNAPOLIS

57 TOWN PINES COURT

3 Beds

1 Baths

1,037 Sq.Ft.

$275,000

MLS#: MDAA2138362

1 2 3 4
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?

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

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