Pending Listings in Annapolis, MD

145 homes

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UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Annapolis, MD:
This charming Rancher features a spacious Living Rm with vaulted ceilings & cozy fireplace, an updated kitchen & seating leading to the deck for your morning coffee, great for entertaining! A walk-out basement waiting for your finishing touches, & possible 4th bedroom. Enjoy this relaxed lifestyle in this desirable water privileged community offering access to beaches & boat ramps. Just a 10 minute drive to downtown Annapolis for shopping, dining, and commuter routes.

$455,000

3 beds2 baths1,196 sq ft

1095 Skyway Dr, Annapolis, MD 21409

9,000 sq ft lot • $1 HOA • Community pool

(410) 224-2200

UNDER CONTRACTVIDEO TOUR

ABOUT THIS HOME
Pending Listing in Annapolis, MD:
Timeless Style. Modern Comfort. Coveted Location. Welcome to 5 Arlie Drive, a beautifully updated five-bedroom, three-and-a-half-bath home tucked away at the end of a quiet cul-de-sac in Pendennis Mount—one of Annapolis’ most desirable and well-established communities. Built in 1998, this property stands out as a rare example of a newer home that offers the character of Annapolis living with the comfort and functionality of modern construction. Step inside to over 3,500 square feet of finished living space, where light-filled rooms and thoughtful updates blend everyday luxury with effortless livability. The remodeled kitchen features quartz countertops, stainless steel appliance

$999,999

5 beds3.5 baths3,502 sq ft

5 Arlie Dr, Annapolis, MD 21409

0.41 acre lot • 2 garage spots • Car-dependent

(410) 263-8686

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Annapolis, MD:
Welcome to 401 Fair Hill Court in Hunt Meadow — one of Annapolis’ most desirable communities! This beautifully maintained 4-bedroom, 2.5-bath colonial is perfectly situated on a quiet cul-de-sac corner lot. Featuring a classic brick front, a two-car garage, and lush professional landscaping, the home offers undeniable curb appeal. Recent updates include a brand-new architectural roof, a stylish new front door, and a freshly refinished deck overlooking the private backyard — perfect for outdoor entertaining or peaceful relaxation. Inside, you’ll find hardwood floors throughout the main level and stairs, a bright kitchen with stainless steel appliances, and updated bat

$774,900

4 beds2.5 baths2,840 sq ft

401 Fair Hill Ct, Annapolis, MD 21403

0.45 acre lot • $76 HOA • 2 garage spots

(410) 263-9105

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Annapolis, MD:
Welcome to 1004A Harbor Drive, a beautifully renovated 4-bedroom, 3.5-bath home in the desirable water-privileged community of Annapolis Roads. This stunning property offers the perfect combination of modern updates, classic charm, and resort-style outdoor living with a fully fenced backyard and in-ground pool. Inside, you'll find refinished hardwood floors, vaulted ceilings with skylights, and natural light throughout the open-concept main level. The spacious dining area flows seamlessly into a cozy sitting space and a show-stopping chef’s kitchen featuring a massive center island, quartz countertops, Frigidaire appliances, and ample storage, perfect for both everyday living and ente

$839,000

4 beds3.5 baths2,618 sq ft

1004-A Harbor Dr, Annapolis, MD 21403

0.37 acre lot • Garage • Pool

(443) 292-6767

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Annapolis, MD:
This sophisticated 4-bedroom, 3-full-bath and 1-half-bath, residence offers gracious living and effortless entertaining just moments from water access and neighborhood amenities. With upper-level and lower level laundries, a master suite that features a vaulted ceiling, a spa-style jetted tub and a walk-in closet, this charming colonial was thoughtfully planned for modern comfort. The heart of the home is a chef’s kitchen anchored by a generous island. The kitchen is equipped with two sinks, stainless Viking appliances, a six-burner gas range with designer hood, and a pot filler above the cooktop. Pendant and recessed lighting brighten the space. A double-sided gas fireplace ties toge

$625,000

4 beds3.5 baths2,192 sq ft

1245 Hilltop Dr, Annapolis, MD 21409

9,100 sq ft lot • $1 HOA • 2 garage spots

(410) 972-4000

Property at 1009 Pinecrest Dr, Annapolis, MD 21403, 4 beds, 3 baths

$725,000

4 beds3 baths2,426 sq ft

1009 Pinecrest Dr, Annapolis, MD 21403

(410) 263-8686

Property at 1179 Neptune Pl, Annapolis, MD 21409, 4 beds, 2.5 baths

$590,000

4 beds2.5 baths1,870 sq ft

1179 Neptune Pl, Annapolis, MD 21409

(410) 263-8686

Property at 1676 Saint Albans Sq, Annapolis, MD 21401, 3 beds, 3.5 baths

$969,000

3 beds3.5 baths2,719 sq ft

1676 Saint Albans Sq, Annapolis, MD 21401

(410) 263-3400

Property at 10-E Ironstone Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$350,000

3 beds2.5 baths1,620 sq ft

10-E Ironstone Ct, Annapolis, MD 21403

(410) 429-7425

Property at 201 Burgundy Ln, Annapolis, MD 21401, 3 beds, 3.5 baths

$695,000

3 beds3.5 baths2,950 sq ft

201 Burgundy Ln, Annapolis, MD 21401

(888) 860-7369

Property at 1168 St George Dr, Annapolis, MD 21409, 4 beds, 3 baths

$579,900

4 beds3 baths2,035 sq ft

1168 St George Dr, Annapolis, MD 21409

(443) 454-1470

Property at 15 Skippers Ct, Annapolis, MD 21403, 2 beds, 2 baths

$445,000

2 beds2 baths1,354 sq ft

15 Skippers Ct, Annapolis, MD 21403

(855) 450-0442

Property at 5 Spa Creek Landing Lndg Unit A1, Annapolis, MD 21403, 1 bed, 1.5 baths

$525,000

1 bed1.5 baths1,002 sq ft

5 Spa Creek Landing Lndg Unit A1, Annapolis, MD 21403

(410) 263-8686

Property at 8 Rockwell Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths1,450 sq ft

8 Rockwell Ct, Annapolis, MD 21403

(410) 263-8686

Property at 1920 Baltimore Annapolis Blvd, Annapolis, MD 21409, 3 beds, 2.5 baths

$749,000

3 beds2.5 baths1,404 sq ft

1920 Baltimore Annapolis Blvd, Annapolis, MD 21409

(410) 263-8686

Property at 9 Tolson St, Annapolis, MD 21401, 4 beds, 2.5 baths

$1,475,000

4 beds2.5 baths3,102 sq ft

9 Tolson St, Annapolis, MD 21401

(410) 263-3400

Property at 1002 Covington Way, Annapolis, MD 21401, 5 beds, 5.5 baths

$1,350,000

5 beds5.5 baths8,955 sq ft

1002 Covington Way, Annapolis, MD 21401

(410) 429-7425

Property at 1961 Sigfrid Ct, Annapolis, MD 21401, 4 beds, 3 baths

$699,000

4 beds3 baths2,828 sq ft

1961 Sigfrid Ct, Annapolis, MD 21401

(410) 263-8686

Property at 349 Dewey Dr, Annapolis, MD 21401, 4 beds, 4 baths

$2,275,000

4 beds4 baths3,900 sq ft

349 Dewey Dr, Annapolis, MD 21401

(410) 729-7700

Property at 3509 Narragansett Ave, Annapolis, MD 21403, 3 beds, 2.5 baths

$1,675,000

3 beds2.5 baths2,349 sq ft

3509 Narragansett Ave, Annapolis, MD 21403

(410) 280-5600

Property at 948 Yachtsman Way, Annapolis, MD 21403, 3 beds, 2.5 baths

$468,000

3 beds2.5 baths1,586 sq ft

948 Yachtsman Way, Annapolis, MD 21403

(410) 263-3400

Property at 600 Sixth St, Annapolis, MD 21403, 3 beds, 4 baths

$2,350,000

3 beds4 baths3,343 sq ft

600 Sixth St, Annapolis, MD 21403

(410) 263-8686

Property at 1415 Lehman Ct, Annapolis, MD 21409, 4 beds, 3.5 baths

$645,000

4 beds3.5 baths1,892 sq ft

1415 Lehman Ct, Annapolis, MD 21409

(410) 263-8686

Property at 882 Stonehurst Ct, Annapolis, MD 21409, 3 beds, 2.5 baths

$479,000

3 beds2.5 baths2,424 sq ft

882 Stonehurst Ct, Annapolis, MD 21409

(443) 292-6767

Property at 214 Wardour Dr, Annapolis, MD 21401, 3 beds, 2.5 baths

$1,649,000

3 beds2.5 baths2,876 sq ft

214 Wardour Dr, Annapolis, MD 21401

(410) 263-8686

Property at 39 Cornhill St, Annapolis, MD 21401, 3 beds, 1.5 baths

$1,095,000

3 beds1.5 baths1,946 sq ft

39 Cornhill St, Annapolis, MD 21401

(410) 280-5600

Property at 98 Carroll Dr, Annapolis, MD 21403, 2 beds, 1 bath

$425,000

2 beds1 bath936 sq ft

98 Carroll Dr, Annapolis, MD 21403

(410) 729-7700

Property at 772 Ballast Way, Annapolis, MD 21401, 3 beds, 3 baths

$630,000

3 beds3 baths2,704 sq ft

772 Ballast Way, Annapolis, MD 21401

(443) 901-2200

Property at 905 Beacon Way, Annapolis, MD 21401, 2 beds, 2 baths

$489,000

2 beds2 baths1,394 sq ft

905 Beacon Way, Annapolis, MD 21401

(703) 378-8810

Property at 1182 Tyler Ave, Annapolis, MD 21403, 4 beds, 2 baths

$399,000

4 beds2 baths1,364 sq ft

1182 Tyler Ave, Annapolis, MD 21403

(410) 224-2200

Property at 120 Cranes Crook Ln, Annapolis, MD 21401, 2 beds, 3.5 baths

$535,000

2 beds3.5 baths2,069 sq ft

120 Cranes Crook Ln, Annapolis, MD 21401

(888) 455-6040

Property at 701 Sonne Dr, Annapolis, MD 21401, 4 beds, 3.5 baths

$740,000

4 beds3.5 baths2,568 sq ft

701 Sonne Dr, Annapolis, MD 21401

(443) 221-4120

Property at 20-A Amberstone Ct Unit 20A, Annapolis, MD 21403, 2 beds, 2 baths

$329,000

2 beds2 baths1,202 sq ft

20-A Amberstone Ct Unit 20A, Annapolis, MD 21403

(443) 333-8535

Property at 1230 Crummell Ave, Annapolis, MD 21403, 4 beds, 2.5 baths

$1,149,900

4 beds2.5 baths2,555 sq ft

1230 Crummell Ave, Annapolis, MD 21403

(443) 573-9200

Property at 48 Chesapeake Lndg, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,499,000

4 beds3.5 baths2,180 sq ft

48 Chesapeake Lndg, Annapolis, MD 21403

(484) 406-3004

Property at 229 Bowen Ct, Annapolis, MD 21401, 4 beds, 2.5 baths

$849,900

4 beds2.5 baths4,221 sq ft

229 Bowen Ct, Annapolis, MD 21401

(443) 454-1470

Property at 210 Canterwood Ct, Annapolis, MD 21409, 5 beds, 4 baths

$1,375,000

5 beds4 baths3,612 sq ft

210 Canterwood Ct, Annapolis, MD 21409

(410) 263-3400

Property at 602 Wayward Dr, Annapolis, MD 21401, 3 beds, 3 baths

$515,000

3 beds3 baths1,936 sq ft

602 Wayward Dr, Annapolis, MD 21401

(410) 224-2200

Property at 144 Island View Dr, Annapolis, MD 21401, 4 beds, 2.5 baths

$615,000

4 beds2.5 baths1,612 sq ft

144 Island View Dr, Annapolis, MD 21401

Property at 2671 Cunningham Hole Rd, Annapolis, MD 21401, 3 beds, 2 baths

$695,000

3 beds2 baths1,814 sq ft

2671 Cunningham Hole Rd, Annapolis, MD 21401

(410) 280-5600

Property at 14 Jefferson Pl, Annapolis, MD 21401, 6 beds, 4 baths

$1,250,000

6 beds4 baths2,568 sq ft

14 Jefferson Pl, Annapolis, MD 21401

(410) 263-3400

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Pending Listings in Annapolis

There are currently 145 pending listings for sale in Annapolis at a median listing price of $649K. 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 47 days and receive 4 offers. Popular neighborhoods include Anchorage, West Annapolis, Gingerville, Admiral Heights, and Wardour. This map is refreshed with the newest listings in Annapolis every 15 minutes.

In the past month, 42 homes have been sold in Annapolis. In addition to houses in Annapolis, there were also 54 condos, 45 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.

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