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 16 of 21.

Oxford Landing, Annapolis Great opportunity in sought-after Oxford Landing! This 3-bedroom, 2.5-bath townhouse offers solid value with many recent updates and room for your personal touch. The kitchen features granite counters, wood cabinetry, a beverage center, and stainless appliances. Hardwood floors, gas heat, and a newer roof add to the appeal. Enjoy a spacious rec room in the full basement and relax outdoors on the Trex-style deck. Freshly painted and ready for your own ideas. DIY with new carpet on the upper level and build in some equity as recent sales are pricing in the mid $360k to $371k range. A little sweat equity can save you thousands. a
#MDAA2129504

ANNAPOLIS

604 TRIPP CREEK COURT

3 Beds

2 Baths

1,770 Sq.Ft.

$345,000

MLS#: MDAA2129504

One level living at it's best! Spacious Windgate condo showcases private main building door with intercom system, 2 Master Bedrooms with walk-in closets, laundry off kitchen, cozy gas fireplace in Living Room with access to private patio. New fridge, washer & dryer in '24 and brand new paint and flooring throughout! Conveniently located to major commuter routes, dining, shopping & more!
#MDAA2128112

ANNAPOLIS

2000 PHILLIPS TERRACE 4

2 Beds

2 Baths

1,113 Sq.Ft.

$335,000

MLS#: MDAA2128112

A SECOND $10,000 price drop. Seller wants it SOLD! Tucked into one of Annapolis' best water-access condo communities, 794C Fairview Avenue offers the ideal blend of waterfront lifestyle and low-maintenance living. This impeccably kept one-bedroom, one-bath condo comes with a deeded 30-foot boat slip on the sought-after Back Creek—included in the condo fee and ready for your next adventure. The slip features a finger pier, making it easy to board and disembark. Not planning to boat? The slip can also be sold to a neighboring homeowner. Inside, the home is clean, bright, and move-in ready, with a full-size private deck that backs to trees—offering peace, privacy, and a daily dose of nature. The Severn House community brings even more to the table: a waterfront pool, kayak and paddleboard storage, easy access to Back Creek, and beautifully maintained grounds. And because the condo fee covers everything from groundskeeping to building insurance, this home really is maintenance-free. Enjoy a relaxed walk or bike ride to Eastport and all that downtown Annapolis has to offer—this is waterfront living without the hassle. Welcome to the Good Life!
#MDAA2124180

ANNAPOLIS

794 FAIRVIEW AVENUE C 794 C

1 Beds

1 Baths

756 Sq.Ft.

$329,900

MLS#: MDAA2124180

Fully renovated in 2002, plumbing, electric, kitchen, baths, laundry on 2nd floor (bedroom level). Renovation provided excellent closet space, nice size kitchen, living room. Water view of College Creek from 2nd floor! Recorded plat and deed indicate the lot goes to the shores of College Creek! Walk-up floored attic is a bonus that can be finished or used for storage. Walk to downtown historic district, only 3 1/2 blocks to Calvert Street! Access to Rideout St in back beyond rear fence gate (see subdivision drawing).
#MDAA2128414

ANNAPOLIS

192 CLAY STREET

2 Beds

1 Baths

1,244 Sq.Ft.

$325,000

MLS#: MDAA2128414

0.65-acre corner lot along Bestgate Road in Annapolis with frontage on both Bestgate and Willey. Zoned R2, allowing for a single-family detached home. Public water and sewer connections are available through Anne Arundel County. Buyers will need to apply for service, obtain a connection permit, and pay the applicable capital facility charge along with any contractor installation costs. The existing well and septic are assumed to be nonfunctional. All site engineering, utility applications, and permitting will be the responsibility of the buyer. Convenient location near Route 50, downtown Annapolis, and area shopping. Excellent opportunity for a custom home project or long-term hold in a highly accessible central corridor.
#MDAA2129812

ANNAPOLIS

668 N BESTGATE ROAD

None Beds

None Baths

0.65 acres

$325,000

MLS#: MDAA2129812

Rare Opportunity – Serene .62-Acre Homesite Near Downtown Annapolis Build the custom home of your dreams on this peaceful, wooded .62-acre lot tucked away on a private gravel lane. With a flat topography, access to public sewer, and significant preliminary engineering already completed, this property offers a rare blend of natural beauty and readiness for development. Enjoy the tranquility of a quiet, wooded setting while staying just minutes from downtown Annapolis. You're close to shopping, dining, marinas, and cultural amenities—yet worlds away from the hustle and bustle.
#MDAA2117728

ANNAPOLIS

3268 KITTY DUVALL DRIVE

None Beds

None Baths

0.62 acres

$324,000

MLS#: MDAA2117728

This townhome in Fairwinds is a lovely gem in a community conveniently located near shopping, grocery, and restaurants. Newer paint and carpet, ready to move in. Open concept family and dining rooms. Kitchen features stainless appliances, granite counters and updated cabinets. Private patio with concrete spaces for dining outside as well as spaces to plant your favorite garden - gate access to parking in rear if you don't want to use the parking lot on Georgetown Rd. Storage shed attached to home with room for bicycles and personal items. The community has a pool, tennis court, and playground.
#MDAA2127212

ANNAPOLIS

7 GEORGETOWN COURT

3 Beds

1 Baths

1,086 Sq.Ft.

$314,900

MLS#: MDAA2127212

New on site 4 days ago
Discover exceptional turn-key living in this beautifully refreshed top-level condo in the sought-after Annapolis Overlook community. Bright, inviting, and thoughtfully designed, this home is completely move-in ready so you can focus on lifestyle, not projects. Step into the two-story foyer as you are ushered upstairs into the open main living area of the home boasting a soaring cathedral ceiling with a sleek contemporary lighted ceiling fan, beautiful new luxury vinyl plank flooring. A cozy double-sided woodburning fireplace adds warmth and charm and creates the perfect spot for gathering and relaxation. The updated kitchen with gleaming granite countertops, stylish painted cabinetry with modern hardware, updated lighting, and newer appliances is sure to please, while a breakfast bar and the open dining area make entertaining family and friends and breeze. A second bedroom off the living room makes an excellent guest suite or home office and features new sliding glass doors that open to a private balcony overlooking lush common area, ideal for enjoying morning coffee or relaxing at the end of the day. The light filled primary suite boasts a wall of windows, a new private glass door to the balcony, and an upgraded ensuite bath with chic porcelain tile flooring, updated lighting, and a new tub/shower. A third spacious bedroom, a stylish hall bath with upgraded lighting and new porcelain tile flooring, and an in-unit washer and dryer complete this amazing home. A new HVAC in 2020 and new windows and washer and dryer provide peace of mind. Enjoy resort-style amenities including a clubhouse, outdoor pool, fitness center, and lush common grounds all just steps from your door. The location is a standout: just minutes from Downtown Annapolis, with easy access to dining, shopping, recreation, and commuter routes. If you’ve been searching for the perfect blend of comfort, convenience, and coastal style, this is it. 🌟
#MDAA2129536

ANNAPOLIS

20 SANDSTONE COURT J

3 Beds

2 Baths

1,254 Sq.Ft.

$305,000

MLS#: MDAA2129536

New on site today
None
#MDAA2130320

ANNAPOLIS

10 GREYSTONE COURT I 1

2 Beds

2 Baths

1,229 Sq.Ft.

$299,999

MLS#: MDAA2130320

Welcome to 26 Pleasant Street: a charming 2-bedroom, 1-bath home in the heart of Annapolis, just steps from West Street’s restaurants, shops, and nightlife. Whether you’re looking for a primary residence, weekend getaway, or investment, this home offers incredible flexibility. This turnkey property is not only move-in ready but also a proven licensed Airbnb performer, with nearly $40,000 in earnings in 2024 and over $22,000 already booked through August 2025. Inside, the main level features a spacious family room, dining area, and kitchen that opens to a deck and fenced backyard, perfect for entertaining. Upstairs, you’ll find two bedrooms, a full bath, and a bonus loft area for an office or guest space. Don’t miss your chance to own an Annapolis gem with walkable lifestyle perks and a track record of short-term rental success.
#MDAA2125926

ANNAPOLIS

26 PLEASANT STREET

2 Beds

1 Baths

972 Sq.Ft.

$299,900

MLS#: MDAA2125926

Below market foreclosure. This two-bedroom two-bathroom rambler is the Best Buy in Annapolis. Property can easily be converted back to a three-bedroom home. Price is approved of the banks contract. As is condition. Cash only this will not qualify for traditional financing. Please call listing agent for details.
#MDAA2129952

ANNAPOLIS

217 BOWIE AVENUE

3 Beds

2 Baths

1,032 Sq.Ft.

$299,000

MLS#: MDAA2129952

Welcome to Spa Cove Living! Discover affordable elegance in this beautifully updated 2-bedroom, 2-bath condo in the sought-after Landings at Spa Creek Community. Low Utility Bills - Heat/Cooking & Water Included in low Condo Fee. This move-in ready home offers the perfect blend of comfort, convenience, and Annapolis lifestyle. Wow Price at $305,000 Low Utility Bill - Low Condo Fee Includes Heat/Cooking, Water, Trash & Club House Amenities with short walk to Spa Creek Water Taxi Step inside to find a sunlit open floor plan, freshly painted interiors, and new carpet throughout. The chef’s kitchen features sleek quartz countertops, modern wood cabinetry, and stainless-steel appliances—ideal for entertaining or quiet nights in. The spacious living and dining areas open seamlessly to a private balcony with serene wooded and courtyard views. The primary suite is a true retreat with an updated full bath and dual vanities, while the large second bedroom boasts two closets and easy access to the hall bath and laundry. Additional highlights include reserved parking, private storage unit, and Gas Heat, Trash and Water included in the Condo Fee. At Spa Cove, you’ll enjoy resort-style amenities: Sparkling pool with Sunning Deck Clubhouse with Fireplace, Kitchen, and Library Nearby New Pickleball/Tennis Courts Walking Paths, Canoe/Kayak Storage, Boat Ramp & Pier Water Taxi Access to Downtown Annapolis Directly Across the Street, Truxtun Park offers 80+ Acres of Recreation—Hiking Trails, Ball Fields, Playgrounds, a Skate Park, and the brand-new 80,000 sq. ft. Recreation Center with Indoor Gym, Climbing Wall, and Fitness Facilities. All this Just Minutes from Downtown Annapolis, the City Dock, U.S. Naval Academy, Shopping, Dining, and Commuter Routes (Rt. 50 & I-97). Why rent when you can own in Annapolis for $305K! Don’t Miss this Opportunity—Schedule Your Private Showing Today and Experience the Best of Spa Creek Living!
#MDAA2125874

ANNAPOLIS

1004 PRIMROSE ROAD 203

2 Beds

2 Baths

1,020 Sq.Ft.

$298,500

MLS#: MDAA2125874

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). 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

MAJOR PRICE ADJUSTMENT on this lovely flat lot in a private, convenient neighborhood. This lot was subdivided many years ago and used by the present owners for picnics and famly gatherings. Please contact the listing agent with any questions. And drive by but do not walk the lot without prior authorization. Please contact the listing agent regarding the potential availability of the house next door.
#MDAA2116978

ANNAPOLIS

29 COLLISON ROAD

None Beds

None Baths

0.29 acres

$250,000

MLS#: MDAA2116978

Updated. Previously listed tenant occupied. Now vacant, new paint, carpet and full bath. Please take a second look. First floor has an open living / dining room combo with wood fireplace and patio door to a nice deck. Upstairs has two bedrooms with lots of closets and new bath. Well priced in an excellent location near many popular community amenities for purchasers seeking an active lifestyle. Home is a great first home, or rental in an investor friendly community. For purchasers seeking to rent, lister willing to provide rental and management services free for the first year. Call for more information. Across the street from Truxton Park with includes "The Pip Moyer Recreation Center, ball fields, tennis and pickleball courts, a skateboard park, swim center and boat ramp are spread across the park. But what is often overlooked are the trails that wind through the park. To walk a two mile loop through the woods and along the creek, park behind the rec center near a fun new playground and look for a wooded trail head that is closer to the Salvation Army side. The trail is easy to follow. The path goes through the woods and down a slope until you see a pump station. The new pool is in the woods to your right. Continue on until you reach a driveable path coming from the direction of the pool. If you turn left you can cross a wooden bridge and walk on Silopanna until it reaches the Spa Creek Trail which passes the Chesapeake Children’s Museum and ultimately the trail that surrounds Bates Middle School. Following this trail can add significantly to your walk."
#MDAA2128836

ANNAPOLIS

290 HILLTOP LANE M

2 Beds

1 Baths

1,024 Sq.Ft.

$239,950

MLS#: MDAA2128836

1 ... 14 15 16 17 18 ... 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