Homes with Parking for Sale in Annapolis, MD

147 homes + 1 early access

Sort:

Recommended

ABOUT THIS HOME
Home with Parking for sale in Annapolis, MD:
There are waterfront homes. .. and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned at the mouth of Clements Creek, one of the Severn River's most sought-after natural hurricane holes, this remarkable estate offers the security and protection that experienced boaters value most. The impressive 180-foot private pier is a destination in itself, featuring three slips, 50-amp shore

$2,999,900

5 beds4.5 baths5,260 sq ft

50 amp shore power • Full riparian rights • Gourmet kitchen

1486 Downham Market, Annapolis, MD 21401

(410) 263-8686

VIDEO TOUR

ABOUT THIS HOME
Home with Parking for sale in Annapolis, MD:
An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett Breeding and flawlessly built by Pyramid Builders. A complete refit elevated the home to an uncompromising standard where timeless architecture and modern sophistication exist in perfect harmony. An enchanting winding crushed gravel driveway framed by Belgian block curbing sets the tone for the remarkable

$10,850,000

4 beds5.5 baths8,264 sq ft

1.56 acre lot • 3 garage spots • Pool

3344 Harness Creek Rd, Annapolis, MD 21403

(410) 280-5600

ABOUT THIS HOME
Home with Parking for sale in Annapolis, MD:
Price Improvement! Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to re

$799,000

4 beds3 baths2,229 sq ft

0.29 acre lot • Garage • Community pool

100 Oak Dr, Annapolis, MD 21403

(410) 268-8400

ABOUT THIS HOME
Home with Parking for sale in Annapolis, MD:
Rare waterfront redevelopment opportunity in Annapolis. The existing structure is a complete shell and requires a full renovation or rebuild. Ideal for investors, builders, or buyers looking to design and construct a custom waterfront home from the ground up. Located along the protected waters of Oyster Cove, the property includes a deep-water pier and boat house. The existing footprint and favorable waterside placement offer strong potential to maximize views and overall design. Convenient access to the Chesapeake Bay and close proximity to Historic Downtown Annapolis by both land and water. Enjoy boating, sailing, and easy access to surrounding waterfront destinations throughout the regio

$1,000,000

5 beds4.5 baths9,960 sq ft

Protected waters • Deep-water pier • Convenient access

1254 Washington Dr, Annapolis, MD 21403

(240) 497-1700

ABOUT THIS HOME
Home with Parking for sale in Annapolis, MD:
Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive WATER ACCESS community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including gardening, relaxing on the rooftop deck, or sitting under the ceiling fans on the large front porch. Each of the five spacious bedrooms offers comfort and style, while four full bathrooms feature premium tile work, modern vanities, and spa-like amenities. All the while, enjoying the water access com

$999,999

5 beds4 baths3,255 sq ft

Rooftop deck • Premium tile work • Large front porch

767 Bon Haven Dr, Annapolis, MD 21401

(410) 224-2200

Property at 48A E Lake Dr, Annapolis, MD 21403, 4 beds, 3.5 baths

$3,395,000

4 beds3.5 baths4,029 sq ft

48A E Lake Dr, Annapolis, MD 21403

(888) 860-7369

Property at 700 N Holly Dr, Annapolis, MD 21409, 4 beds, 2.5 baths

$999,900

4 beds2.5 baths2,072 sq ft

700 N Holly Dr, Annapolis, MD 21409

(202) 243-7700

Property at 1105 Boucher Ave, Annapolis, MD 21403, 3 beds, 2.5 baths

$1,285,000

3 beds2.5 baths1,928 sq ft

1105 Boucher Ave, Annapolis, MD 21403

(410) 263-3400

Property at 217 Lockwood Ct, Annapolis, MD 21403, 5 beds, 3 baths

$4,500,000

5 beds3 baths4,107 sq ft

217 Lockwood Ct, Annapolis, MD 21403

(410) 263-3400

Property at 607 Melvin Ave, Annapolis, MD 21401, 2 beds, 2 baths

$899,000

2 beds2 baths1,102 sq ft

607 Melvin Ave, Annapolis, MD 21401

(410) 263-8686

Property at 21 Boucher Pl, Annapolis, MD 21403, 3 beds, 3.5 baths

$749,999

3 beds3.5 baths1,784 sq ft

21 Boucher Pl, Annapolis, MD 21403

(410) 263-8686

Property at 16 Maryland Ave, Annapolis, MD 21401, 6 beds, 4.5 baths

$3,449,000

6 beds4.5 baths4,474 sq ft

16 Maryland Ave, Annapolis, MD 21401

(410) 263-8686

Property at 602 James Walker Pl, Annapolis, MD 21401, 3 beds, 4 baths

$584,900

3 beds4 baths2,272 sq ft

602 James Walker Pl, Annapolis, MD 21401

(301) 970-2447

Property at 116 Bonny Way, Annapolis, MD 21403, 3 beds, 3.5 baths

$685,000

3 beds3.5 baths2,392 sq ft

116 Bonny Way, Annapolis, MD 21403

(410) 268-8696

Property at 633 Snow Goose Ln, Annapolis, MD 21409, 4 beds, 3 baths

$559,900

4 beds3 baths2,044 sq ft

633 Snow Goose Ln, Annapolis, MD 21409

(410) 255-3690

Property at 3403 Hidden River View Rd, Annapolis, MD 21403, 4 beds, 4 baths

$1,750,000

4 beds4 baths3,836 sq ft

3403 Hidden River View Rd, Annapolis, MD 21403

(410) 280-5600

Property at 220 West St, Annapolis, MD 21401, 3 beds, 2 baths

$849,899

3 beds2 baths1,540 sq ft

220 West St, Annapolis, MD 21401

(410) 312-0000

Property at 2035 Maidstone Farm Rd, Annapolis, MD 21409, 5 beds, 6.5 baths

$8,750,000

5 beds6.5 baths7,105 sq ft

2035 Maidstone Farm Rd, Annapolis, MD 21409

(410) 263-8686

Property at 92 Clifford Blvd, Annapolis, MD 21401, 4 beds, 2.5 baths

$739,000

4 beds2.5 baths2,252 sq ft

92 Clifford Blvd, Annapolis, MD 21401

(410) 429-7425

Property at 3733 Thomas Point Rd, Annapolis, MD 21403, 5 beds, 4.5 baths

$2,685,000

5 beds4.5 baths5,082 sq ft

3733 Thomas Point Rd, Annapolis, MD 21403

(410) 280-5600

Property at 2644 Claibourne Rd, Annapolis, MD 21403, 6 beds, 4 baths

$1,294,880

6 beds4 baths3,702 sq ft

2644 Claibourne Rd, Annapolis, MD 21403

(410) 729-7700

Property at 1524 Cedar Lane Farm Rd, Annapolis, MD 21409, 7 beds, 5.5 baths

$6,995,000

7 beds5.5 baths9,024 sq ft

1524 Cedar Lane Farm Rd, Annapolis, MD 21409

(410) 280-5600

Property at 708 Sydney Ter, Annapolis, MD 21401, 3 beds, 3 baths

$715,000

3 beds3 baths2,296 sq ft

708 Sydney Ter, Annapolis, MD 21401

(301) 970-2447

Property at 3268 Kitty Duvall Dr, Annapolis, MD 21403, 4 beds, 2.5 baths

$974,990

4 beds2.5 baths3,846 sq ft

3268 Kitty Duvall Dr, Annapolis, MD 21403

(301) 702-4200

Property at 2562 Carrollton Rd, Annapolis, MD 21403, 7 beds, 8.5 baths

$6,500,000

7 beds8.5 baths9,026 sq ft

2562 Carrollton Rd, Annapolis, MD 21403

(410) 266-0600

Property at 1132 Bay Ridge Rd, Annapolis, MD 21403, 3 beds, 2.5 baths

$650,000

3 beds2.5 baths1,644 sq ft

1132 Bay Ridge Rd, Annapolis, MD 21403

(443) 221-4120

Property at 371 Carriage Park Way, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,157,456

4 beds3.5 baths6,724 sq ft

371 Carriage Park Way, Annapolis, MD 21401

(410) 729-7700

Property at 103 Norma Aly, Annapolis, MD 21403, 4 beds, 4 baths

$699,000

4 beds4 baths2,500 sq ft

103 Norma Aly, Annapolis, MD 21403

(410) 263-8686

Property at 125 S Winchester Rd, Annapolis, MD 21409, 5 beds, 6 baths

$7,500,000

5 beds6 baths11,269 sq ft

125 S Winchester Rd, Annapolis, MD 21409

(410) 280-5600

Property at 1353 Yorktown Rd, Annapolis, MD 21409, 4 beds, 3.5 baths

$1,119,000

4 beds3.5 baths3,100 sq ft

1353 Yorktown Rd, Annapolis, MD 21409

(410) 560-3556

Property at 8 Spa View Cir, Annapolis, MD 21401, 5 beds, 5.5 baths

$11,500,000

5 beds5.5 baths6,061 sq ft

8 Spa View Cir, Annapolis, MD 21401

(410) 263-8686

Property at 5 Franklin St, Annapolis, MD 21401, 5 beds, 6.5 baths

$12,500,000

5 beds6.5 baths5,993 sq ft

5 Franklin St, Annapolis, MD 21401

(410) 280-5600

Property at 11 S Acton Pl, Annapolis, MD 21401, 4 beds, 3.5 baths

$7,250,000

4 beds3.5 baths3,658 sq ft

11 S Acton Pl, Annapolis, MD 21401

(844) 551-7325

Property at 1915 Towne Centre Blvd #1105, Annapolis, MD 21401, 3 beds, 3.5 baths

$1,575,000

3 beds3.5 baths3,368 sq ft

1915 Towne Centre Blvd #1105, Annapolis, MD 21401

(410) 263-8686

Property at 2002 Dakota Pl Unit 2A, Annapolis, MD 21403, 2 beds, 2.5 baths

$619,000

2 beds2.5 baths1,915 sq ft

2002 Dakota Pl Unit 2A, Annapolis, MD 21403

(410) 280-5600

Property at 66 Franklin St #418, Annapolis, MD 21401, 2 beds, 2.5 baths

$995,000

2 beds2.5 baths1,800 sq ft

66 Franklin St #418, Annapolis, MD 21401

(410) 260-2800

Property at 19 Boucher Pl, Annapolis, MD 21403, 3 beds, 3.5 baths

$799,000

3 beds3.5 baths1,800 sq ft

19 Boucher Pl, Annapolis, MD 21403

(410) 260-2800

Property at 7101 Bay Front Dr #202, Annapolis, MD 21403, 1 bed, 1.5 baths

$315,000

1 bed1.5 baths1,000 sq ft

7101 Bay Front Dr #202, Annapolis, MD 21403

(410) 544-4000

Property at 112 Stilly Way, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,119,290

4 beds3.5 baths4,336 sq ft

112 Stilly Way, Annapolis, MD 21403

Listing provided by Zillow

Property at 5 Park Pl #431, Annapolis, MD 21401, 1 bed, 1 bath

$475,000

1 bed1 bath839 sq ft

5 Park Pl #431, Annapolis, MD 21401

(410) 263-3400

Property at 1217 Hampton Rd, Annapolis, MD 21409, 4 beds, 2.5 baths

$896,000

4 beds2.5 baths2,700 sq ft

1217 Hampton Rd, Annapolis, MD 21409

(410) 849-9008

Viewing page 3 of 4

Homes with Parking for Sale in Annapolis

There are currently 148 homes with parking homes for sale in Annapolis at a median listing price of $653K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Annapolis stay on the market for 60 days and receive 1 offers. Popular neighborhoods include Downtown Height District, West Annapolis, Gingerville, Admiral Heights, and Old Annapolis Neck. This map is refreshed with the newest listings in Annapolis every 15 minutes.

In the past month, 49 homes have been sold in Annapolis. In addition to houses in Annapolis, there were also 49 condos, 57 townhouses, and 1 multi-family unit for sale in Annapolis last month. Annapolis is a minimally walkable city in Maryland with a Walk Score of 48. Annapolis is home to approximately 37,699 people and 25,456 jobs. Find your dream home in Annapolis using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Annapolis are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Annapolis. Our Annapolis real estate stats and trends will give you more information about home buying and selling trends in Annapolis. If you're looking to sell your home in the Annapolis area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Annapolis with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Annapolis, MD

Zip Codes

Nearby Cities

Neighborhoods

Nearby Cities with Homes with Parking

Nearby Neighborhoods with Homes with Parking

More to explore in Annapolis, MD

How to buy a house in Annapolis, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

11 Redfin agents serving Annapolis

343

Deals*

4.8

Satisfaction

2510

Homes closed*

* Data from the last year

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.