Homes with Pools for Sale in Annapolis, MD

210 homes

Sort:

Recommended

NEW 24 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Back on the market and priced to sell!!! Welcome Home to spectacular 722 Coybay Drive! This elegant brick-front Colonial is located in the amenity-rich Kingsport community, offering both luxury and convenience. Featuring 5 bedrooms, 3 full baths, and 2 half baths, this home provides abundant living space, for you and all guests, and entertaining. Inside, enjoy a well-designed layout with spacious living areas, a gourmet kitchen, and refined finishes throughout. The primary suite is a true retreat with a luxurious bath, while additional bedrooms offer flexibility for home offices, hobbies, or guest rooms. Outside, the property boasts a beautifully maintained exterior and access to the commun

$824,999

5 beds4 baths5,080 sq ft

722 Coybay Dr, Annapolis, MD 21401

Community amenities • Trails • Gourmet kitchen

(410) 255-3690

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. Currently it is utilized via short term rentals per unit. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully fu

$1,375,000

4 beds3 baths2,649 sq ft

165 King George St, Annapolis, MD 21401

Built 1900

(410) 266-9005

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
This is an estate sale and being sold "As Is. " A rancher that has been in this family for years, it does require updating--the value of this property is in the land and located in Pendennis Mount as many individuals would love to build a larger home in this community or rehab an existing home. This property is located in the well-desired subdivision of Pendennis Mount with properties selling for up to $9M on the water. . This property in not located in the "city" of Anapolis so no city property tax assessed. There is a private community access to the waters of the Severn River that has a pier and boat slips. .. . If one wants to join the Boat Club, one can join--age

$900,000

3 beds1.5 baths1,936 sq ft

16 Brice Rd, Annapolis, MD 21409

0.27 acre lot • 3 parking spots • Built 1954

(410) 255-3690

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
This beautiful end-of-row townhouse on a desirable corner lot offers 4 bedrooms, 2.5 bathrooms, and 2,042 finished square feet in the welcoming Oxford Landing community. Luxury vinyl tile flows throughout the traditional interior, which features numerous updates. Step inside the foyer that opens to the spacious combined dining and living room, complete with access to the deck and a convenient powder room. The bright eat-in kitchen includes an island, upgraded countertops, white cabinetry, generous counter space, abundant natural light, stainless steel appliances, and a pass-through window that enhances the open flow of the main level. Upstairs, luxury vinyl tile continues into three bedroom

$369,999

4 beds2.5 baths1,822 sq ft

627 Tripp Creek Ct, Annapolis, MD 21401

$82 HOA • 2 parking spots • Built 1996

(410) 465-6900

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Welcome to 1123 August Drive, an impeccably maintained Annapolis retreat offering the perfect blend of comfort, style, and Chesapeake charm. This beautifully updated home features light-filled living spaces, a modern kitchen with premium finishes, and an open floor plan ideal for everyday living and entertaining. Enter to a find a spacious living room flowing to a kitchen/dining area complete with fireplace, and an attached sunroom overlooking a woodland view. Upstairs, spacious bedrooms provide privacy and flexibility, including a serene primary suite with a walk-in closet and both a shower and soaking tub in the attached primary bath. Laundry on the bedroom level makes for easy household

$545,000

4 beds3.5 baths2,485 sq ft

1123 August Dr, Annapolis, MD 21403

Open floor plan • Finished basement • Woodland view

(410) 263-8686

Property at 3426 Narragansett Ave, Annapolis, MD 21403, 3 beds, 2 baths

$450,000

3 beds2 baths1,412 sq ft

3426 Narragansett Ave, Annapolis, MD 21403

(410) 263-8686

Property at 397 Forelands Rd, Annapolis, MD 21401, 3 beds, 3 baths

$1,998,000

3 beds3 baths2,835 sq ft

397 Forelands Rd, Annapolis, MD 21401

(410) 263-8686

Property at 54 Cornhill St, Annapolis, MD 21401, 3 beds, 2 baths

$875,000

3 beds2 baths1,376 sq ft

54 Cornhill St, Annapolis, MD 21401

(410) 224-3600

Property at 926 Yachtsman Way, Annapolis, MD 21403, 2 beds, 2 baths

$415,000

2 beds2 baths1,174 sq ft

926 Yachtsman Way, Annapolis, MD 21403

(301) 970-2447

Property at 45A E Lake Dr, Annapolis, MD 21403, 4 beds, 3.5 baths

$2,375,000

4 beds3.5 baths3,524 sq ft

45A E Lake Dr, Annapolis, MD 21403

(888) 860-7369

Property at 90 E Lake Dr, Annapolis, MD 21403, 5 beds, 5.5 baths

$3,795,000

5 beds5.5 baths4,204 sq ft

90 E Lake Dr, Annapolis, MD 21403

(888) 860-7369

Property at 524 Coover Rd, Annapolis, MD 21401, 2 beds, 2 baths

$599,000

2 beds2 baths1,823 sq ft

524 Coover Rd, Annapolis, MD 21401

(410) 224-3600

Property at 150 E Bay View Dr, Annapolis, MD 21403, 3 beds, 2 baths

$995,000

3 beds2 baths2,187 sq ft

150 E Bay View Dr, Annapolis, MD 21403

(410) 486-4504

Property at 108 Harbour Heights Dr, Annapolis, MD 21401, 2 beds, 2.5 baths

$384,900

2 beds2.5 baths1,540 sq ft

108 Harbour Heights Dr, Annapolis, MD 21401

(301) 831-5600

Property at 1984 Marconi Cir, Annapolis, MD 21401, 2 beds, 2 baths

$489,900

2 beds2 baths1,434 sq ft

1984 Marconi Cir, Annapolis, MD 21401

(410) 793-7195

Property at 419 Master Derby Ct, Annapolis, MD 21409, 4 beds, 1.5 baths

$360,000

4 beds1.5 baths1,432 sq ft

419 Master Derby Ct, Annapolis, MD 21409

(410) 533-5486

Property at 52 Primrose Hill Ln, Annapolis, MD 21403, 5 beds, 4.5 baths

$949,000

5 beds4.5 baths3,978 sq ft

52 Primrose Hill Ln, Annapolis, MD 21403

(443) 292-6767

Property at 474 Ruffian Ct, Annapolis, MD 21409, 3 beds, 2 baths

$374,950

3 beds2 baths1,232 sq ft

474 Ruffian Ct, Annapolis, MD 21409

(410) 525-5435

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

$3,395,000

4 beds3.5 baths3,750 sq ft

48A E Lake Dr, Annapolis, MD 21403

(888) 860-7369

Property at 30-A Hearthstone Ct Unit A, Annapolis, MD 21403, 2 beds, 2 baths

$300,000

2 beds2 baths1,217 sq ft

30-A Hearthstone Ct Unit A, Annapolis, MD 21403

(410) 956-3500

Property at 1031 Old Bay Ridge Rd, Annapolis, MD 21403, 4 beds, 3 baths

$739,000

4 beds3 baths2,296 sq ft

1031 Old Bay Ridge Rd, Annapolis, MD 21403

(410) 260-2800

Property at 202 Autumn Leaf Pl, Annapolis, MD 21401, 5 beds, 3.5 baths

$799,900

5 beds3.5 baths2,625 sq ft

202 Autumn Leaf Pl, Annapolis, MD 21401

(410) 729-7700

Property at P. 317 Shot Town Rd, Arnold, MD 21409, 5 beds, 4.5 baths

$2,195,000

5 beds4.5 baths4,219 sq ft

P. 317 Shot Town Rd, Arnold, MD 21409

(410) 647-8000

Property at 1943 Marconi Cir, Annapolis, MD 21401, 2 beds, 2 baths

$420,000

2 beds2 baths1,032 sq ft

1943 Marconi Cir, Annapolis, MD 21401

(443) 274-1900

$555,000

4 beds3.5 baths2,640 sq ft

911 Boom Way, Annapolis, MD 21401

(301) 652-0643

$405,000

3 beds2.5 baths1,740 sq ft

132 Quiet Waters Pl, Annapolis, MD 21403

(443) 372-7171

Property at 219 Glen Ave, Annapolis, MD 21401, 2 beds, 1.5 baths

$675,000

2 beds1.5 baths1,540 sq ft

219 Glen Ave, Annapolis, MD 21401

(410) 263-8686

Property at 1800 Severn Grove Rd, Annapolis, MD 21401, 3 beds, 3 baths

$967,000

3 beds3 baths2,281 sq ft

1800 Severn Grove Rd, Annapolis, MD 21401

(410) 260-2800

Property at 950 Bermuda Ln, Annapolis, MD 21401, 4 beds, 2.5 baths

$629,000

4 beds2.5 baths1,812 sq ft

950 Bermuda Ln, Annapolis, MD 21401

(888) 860-7369

Property at 2942 Southaven Dr, Annapolis, MD 21401, 4 beds, 2.5 baths

$949,900

4 beds2.5 baths2,142 sq ft

2942 Southaven Dr, Annapolis, MD 21401

(410) 280-5600

Property at 106 Roselawn Rd, Annapolis, MD 21403, 4 beds, 2 baths

$350,000

4 beds2 baths1,323 sq ft

106 Roselawn Rd, Annapolis, MD 21403

(410) 544-8800

Property at 133 Lake View Dr, Annapolis, MD 21403, 5 beds, 5 baths

$1,400,000

5 beds5 baths4,308 sq ft

133 Lake View Dr, Annapolis, MD 21403

(410) 280-5600

Property at 39 Southgate Ave, Annapolis, MD 21401, 5 beds, 3.5 baths

$3,750,000

5 beds3.5 baths6,789 sq ft

39 Southgate Ave, Annapolis, MD 21401

(410) 280-5600

Property at 621 Wood Lot Trail Rd, Annapolis, MD 21401, 5 beds, 3.5 baths

$894,900

5 beds3.5 baths3,970 sq ft

621 Wood Lot Trail Rd, Annapolis, MD 21401

(703) 821-1840

Property at 3 Chester Ave, Annapolis, MD 21403, 3 beds, 3 baths

$1,730,000

3 beds3 baths2,815 sq ft

3 Chester Ave, Annapolis, MD 21403

(410) 972-4000

Property at 30 Decatur Ave, Annapolis, MD 21403, 4 beds, 2 baths

$1,100,000

4 beds2 baths1,477 sq ft

30 Decatur Ave, Annapolis, MD 21403

(410) 280-5600

Property at 6 Victor Pkwy, Annapolis, MD 21403, 3 beds, 1 bath

$374,900

3 beds1 bath912 sq ft

6 Victor Pkwy, Annapolis, MD 21403

(410) 729-7700

Property at 1138 Lake Heron Dr Unit 2A, Annapolis, MD 21403, 2 beds, 2 baths

$385,000

2 beds2 baths1,103 sq ft

1138 Lake Heron Dr Unit 2A, Annapolis, MD 21403

(410) 224-2200

Property at 524 Ridge Rd, Annapolis, MD 21401, 4 beds, 3 baths

$799,000

4 beds3 baths2,944 sq ft

524 Ridge Rd, Annapolis, MD 21401

(301) 970-2447

Property at 200 Chesapeake Ave, Annapolis, MD 21403, 2 beds, 1.5 baths

$1,099,000

2 beds1.5 baths2,942 sq ft

200 Chesapeake Ave, Annapolis, MD 21403

(703) 310-6111

Property at 1007 Park Ave, Annapolis, MD 21403, 3 beds, 3 baths

$1,075,000

3 beds3 baths2,430 sq ft

1007 Park Ave, Annapolis, MD 21403

(410) 972-4000

Viewing page 1 of 6

Homes with Pools for Sale in Annapolis

There are currently 210 homes with pools for sale in Annapolis at a median listing price of $675K. 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 50 days and receive 4 offers. Popular neighborhoods include Anchorage, 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, 37 homes have been sold in Annapolis. In addition to houses in Annapolis, there were also 46 condos, 53 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

Nearby Cities

Neighborhoods

Zip Codes

Nearby Cities with Homes with Pools

Nearby Neighborhoods with Homes with Pools

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

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

Why Redfin?

Community Impact

Diversity & Inclusion

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.