Homes with Pools for Sale in Dorchester County, MD

311 homes

Sort:

Recommended

ABOUT THIS HOME
Home with a Pool for sale in Dorchester County, MD:
Prepare to fall in love! More than just a house- this is a home, lovingly cared for and thoughtfully designed. It offers the perfect blend of comfort, character and privacy. Experience the peace, and tranquility of this secluded, move-in-ready waterfront retreat. Ideally located, just a short distance from historic Cambridge, the Hyatt Regency Chesapeake Bay Golf Resort and within an easy reach of Easton, Oxford, and St. Michaels. Only minutes from Blackwater Wildlife Refuge, where you can explore the outdoors, spot eagles’ nests, or enjoy canoeing, biking, and hiking trails. Beautifully updated and meticulously maintained, this 3-bedroom, 2-bath home offers over 2,300 square feet of

$875,000

3 beds2 baths2,120 sq ft

1318 Bell Ln, Woolford, MD 21677

0.89 acre lot • 2 garage spots • Built 1950

(410) 673-3344

ABOUT THIS HOME
Home with a Pool for sale in Dorchester County, MD:
Beautifully remodeled 2 BR, 2 BA home located just outside the Cambridge city limits—enjoy lower taxes while still benefiting from public water and sewer service! Completely renovated in 2021, this home features a redesigned open-concept floor plan with modern style and thoughtful details throughout. The stunning kitchen boasts white cabinetry, granite countertops with a leather finish, subway tile backsplash, stainless steel appliances including a gas range and vent hood, a farm sink, and a breakfast bar. The dining area flows seamlessly into the bright, sunny living room—both with crown molding and luxury vinyl plank flooring. The spacious primary suite offers a walk-in closet

$325,000

2 beds2 baths1,191 sq ft

104 Richardson Dr, Cambridge, MD 21613

Stunning kitchen • Granite countertops • Breakfast bar

(410) 228-2525

ABOUT THIS HOME
Home with a Pool for sale in Dorchester County, MD:
Welcome to 4909 Ravenwood Road, a charming and well-maintained home nestled in a peaceful Salem setting. This property offers the perfect blend of comfort and practicality with two spacious living areas, giving you flexible space for relaxation or entertaining. The cozy fireplace adds warmth and charm, while built-ins in the living room provide both character and functionality. The home has been thoughtfully improved since 2013, including updated electrical work, new drywall, and a new roof installed in 2020, ensuring peace of mind for years to come. A full attic offers ample storage options, and the separate laundry room adds everyday convenience. Enjoy outdoor living on the large rear dec

$299,900

3 beds2 baths1,638 sq ft

4909 Ravenwood Rd, Vienna, MD 21869

New drywall • Cozy fireplace • New roof

(410) 543-4545

ABOUT THIS HOME
Home with a Pool for sale in Dorchester County, MD:
Welcome to The Tides at River Marsh, where coastal Eastern Shore living meets resort-style amenities. This brand-new 3 BR, 2 BA Latitude model by DRB Homes is perfectly positioned along the 16th fairway of the River Marsh Golf Course, part of the Hyatt Regency Chesapeake Bay Resort community with optional access to the golf course, spa, and marina. Designed with an open, airy layout, the home features a great room concept with vaulted ceiling, gas fireplace, and seamless flow into the gourmet kitchen. The kitchen offers white cabinetry with gold hardware, glass-front accents, quartz countertops, farm sink, stainless steel appliances, gas cooktop, wall oven, center island with breakfast bar,

$525,000

3 beds2 baths1,810 sq ft

2707 Marsh Elder Dr, Cambridge, MD 21613

8,040 sq ft lot • 2 garage spots • Community pool

(410) 228-2525

ABOUT THIS HOME
Home with a Pool for sale in Dorchester County, MD:
Beautifully maintained townhome where pride of ownership shines throughout. The seller has thoughtfully updated and enhanced the home, making it truly move in ready. Step inside to find updated flooring on the lower level, modern lighting fixtures, and a bright, refreshed kitchen featuring a newer refrigerator and microwave. A washer and dryer is also now included with the sale for added convenience. Both the front and back yards have received landscaping upgrades, creating inviting outdoor spaces you’ll enjoy year round. The newly installed rear fence offers additional privacy and charm and by the way, the Tree in the front yard is a fruit producing tree, a Plum Tree. What really set

$235,000

3 beds2.5 baths2,534 sq ft

103 Canvasback Way, Cambridge, MD 21613

Landscaping upgrades • Newer microwave • Updated flooring

(443) 225-9975

Property at 405 Leonards Ln, Cambridge, MD 21613, 4 beds, 2 baths

$234,000

4 beds2 baths1,608 sq ft

405 Leonards Ln, Cambridge, MD 21613

(410) 271-1265

Property at HOMESITE 53 Marsh Elder Rd, Cambridge, MD 21613, 3 beds, 3 baths

$599,990

3 beds3 baths2,256 sq ft

HOMESITE 53 Marsh Elder Rd, Cambridge, MD 21613

(240) 457-9391

Property at 406 Charles St, Hurlock, MD 21643, 3 beds, 2 baths

$289,900

3 beds2 baths— sq ft

406 Charles St, Hurlock, MD 21643

(410) 228-9333

Property at 5549 Bonnie Brook Rd, Cambridge, MD 21613, 2 beds, 2 baths

$444,000

2 beds2 baths1,512 sq ft

5549 Bonnie Brook Rd, Cambridge, MD 21613

(410) 413-3575

Property at 1117 High St, Cambridge, MD 21613, 3 beds, 2 baths

$269,900

3 beds2 baths1,232 sq ft

1117 High St, Cambridge, MD 21613

(410) 531-0321

Property at 105 Mako Dr, Cambridge, MD 21613, 4 beds, 2.5 baths

$394,900

4 beds2.5 baths2,302 sq ft

105 Mako Dr, Cambridge, MD 21613

(410) 312-0000

Property at 802 Allen St, Cambridge, MD 21613, 2 beds, 1.5 baths

$240,000

2 beds1.5 baths784 sq ft

802 Allen St, Cambridge, MD 21613

(240) 965-0053

Property at 809 Truman St, Cambridge, MD 21613, 3 beds, 2 baths

$204,999

3 beds2 baths1,066 sq ft

809 Truman St, Cambridge, MD 21613

(855) 450-0442

Property at 1639 Terrapin Cir, Cambridge, MD 21613, 4 beds, 2.5 baths

$336,900

4 beds2.5 baths2,010 sq ft

1639 Terrapin Cir, Cambridge, MD 21613

(410) 543-4545

Property at 1403 Town Point Rd, Cambridge, MD 21613, 4 beds, 2.5 baths

$477,900

4 beds2.5 baths1,890 sq ft

1403 Town Point Rd, Cambridge, MD 21613

(302) 360-0300

Property at 519 Seaway Ln #157, Cambridge, MD 21613, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths2,059 sq ft

519 Seaway Ln #157, Cambridge, MD 21613

(410) 228-2525

Property at 2212 Winterberry Ln Unit I, Cambridge, MD 21613, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths— sq ft

2212 Winterberry Ln Unit I, Cambridge, MD 21613

(410) 822-6665

Property at 123 Teal Ln, Cambridge, MD 21613, 4 beds, 2.5 baths

$369,900

4 beds2.5 baths2,994 sq ft

123 Teal Ln, Cambridge, MD 21613

(443) 225-9975

Property at Marsh Elder Dr #53, Cambridge, MD 21613, 3 beds, 3 baths

$599,990

3 beds3 baths2,256 sq ft

Marsh Elder Dr #53, Cambridge, MD 21613

Listing provided by Zillow

Property at 5332 Ragged Point Rd, Cambridge, MD 21613, 6 beds, 4.5 baths

$1,500,000

6 beds4.5 baths4,488 sq ft

5332 Ragged Point Rd, Cambridge, MD 21613

(410) 228-2525

Property at 3844 Wrights Wharf Rd, Hurlock, MD 21643, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths2,016 sq ft

3844 Wrights Wharf Rd, Hurlock, MD 21643

(410) 228-9333

Property at 128 Mariners Way, Cambridge, MD 21613, 4 beds, 2.5 baths

$300,000

4 beds2.5 baths1,903 sq ft

128 Mariners Way, Cambridge, MD 21613

(888) 838-9044

Property at 5936 Newhart Mill Rd, Rhodesdale, MD 21659

$158,900

— beds— baths— sq ft

5936 Newhart Mill Rd, Rhodesdale, MD 21659

(410) 934-3478

Property at 1301 Broadview Dr, Cambridge, MD 21613, 4 beds, 3.5 baths

$2,500,000

4 beds3.5 baths4,736 sq ft

1301 Broadview Dr, Cambridge, MD 21613

(410) 228-2525

Property at 2 Oriole Dr, Cambridge, MD 21613, 2 beds, 1.5 baths

$295,000

2 beds1.5 baths1,536 sq ft

2 Oriole Dr, Cambridge, MD 21613

(443) 225-4100

Property at 1606 Osprey Cir, Cambridge, MD 21613, 5 beds, 3 baths

$395,000

5 beds3 baths2,591 sq ft

1606 Osprey Cir, Cambridge, MD 21613

(410) 221-8000

Property at 306 Belvedere Ave, Cambridge, MD 21613, 4 beds, 2 baths

$434,900

4 beds2 baths2,816 sq ft

306 Belvedere Ave, Cambridge, MD 21613

(410) 228-9333

Property at 5 Oakley St #102, Cambridge, MD 21613, 2 beds, 2 baths

$325,000

2 beds2 baths1,158 sq ft

5 Oakley St #102, Cambridge, MD 21613

(410) 228-2525

Property at 1 Kiowa Rd, Cambridge, MD 21613, 3 beds, 2 baths

$350,000

3 beds2 baths1,690 sq ft

1 Kiowa Rd, Cambridge, MD 21613

(410) 543-4545

Property at 5608 Riverton Rd, Cambridge, MD 21613, 7 beds, 3.5 baths

$860,000

7 beds3.5 baths3,218 sq ft

5608 Riverton Rd, Cambridge, MD 21613

(855) 687-2765

Property at 206 Maryland Ave, Cambridge, MD 21613, 5 beds

$235,000

5 beds— baths2,484 sq ft

206 Maryland Ave, Cambridge, MD 21613

(410) 673-3344

Property at 2723 Marsh Elder Dr, Cambridge, MD 21613, 4 beds, 3 baths

$489,990

4 beds3 baths— sq ft

2723 Marsh Elder Dr, Cambridge, MD 21613

(410) 822-6665

Property at 1529 Deep Water Rd, Woolford, MD 21677, 4 beds, 2.5 baths

$480,000

4 beds2.5 baths2,072 sq ft

1529 Deep Water Rd, Woolford, MD 21677

(240) 456-0016

Property at 7221 Hubbard Rd, Federalsburg, MD 21632, 3 beds, 2 baths

$339,000

3 beds2 baths1,300 sq ft

7221 Hubbard Rd, Federalsburg, MD 21632

(443) 988-0483

Property at 120 Mariners Way, Cambridge, MD 21613, 4 beds, 2.5 baths

$340,000

4 beds2.5 baths2,220 sq ft

120 Mariners Way, Cambridge, MD 21613

Property at 935 Susquehanna Rd, Madison, MD 21648, 3 beds, 2.5 baths

$305,000

3 beds2.5 baths2,512 sq ft

935 Susquehanna Rd, Madison, MD 21648

(443) 660-9229

Property at 6006 Corey Way, Hurlock, MD 21643, 4 beds, 2 baths

$349,900

4 beds2 baths1,700 sq ft

6006 Corey Way, Hurlock, MD 21643

(302) 629-4514

Property at 5304 Cassons Neck Rd, Cambridge, MD 21613, 7 beds, 4.5 baths

$1,350,000

7 beds4.5 baths3,584 sq ft

5304 Cassons Neck Rd, Cambridge, MD 21613

(410) 525-5435

Property at 825 Ames Ct, Cambridge, MD 21613, 3 beds, 2 baths

$232,000

3 beds2 baths1,210 sq ft

825 Ames Ct, Cambridge, MD 21613

(443) 324-6001

Property at 511 High St, Cambridge, MD 21613

$55,000

— beds— baths792 sq ft

511 High St, Cambridge, MD 21613

(410) 754-7000

Property at 701 Goldsborough Ave, Cambridge, MD 21613, 1 bed, 1 bath

$135,000

1 bed1 bath684 sq ft

701 Goldsborough Ave, Cambridge, MD 21613

(833) 335-7433

Viewing page 2 of 8

Homes with Pools for Sale in Dorchester County

There are currently 311 homes with pools for sale in Dorchester County at a median listing price of $325K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dorchester County stay on the market for 85 days and receive 1 offers. This map is refreshed with the newest listings in Dorchester County every 15 minutes.

In the past month, 40 homes have been sold in Dorchester County. In addition to houses in Dorchester County, there were also 13 condos, 35 townhouses, and 3 multi-family units for sale in Dorchester County last month. Find your dream home in Dorchester County 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 Dorchester County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dorchester County. If you're looking to sell your home in the Dorchester County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dorchester County 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 Dorchester County, MD

More to explore in Dorchester County, MD

How to buy a house in Dorchester County, 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.

Homes with Pools for Sale in Dorchester County, MD

Homes with Pools for Sale in Dorchester County

More real estate resources for Dorchester County, MD

Nearby Counties

Cities

Nearby Counties with Homes with Pools

Nearby Cities with Homes with Pools

More to explore in Dorchester County, MD

How to buy a house in Dorchester County, MD

Popular Markets in Maryland