Homes with Pools for Sale in Worcester County, MD

444 homes

Sort:

Recommended

ABOUT THIS HOME
Home with a Pool for sale in Worcester County, MD:
Nestled on a beautifully wooded lot, this spacious 2,900 sq. ft. home offers the perfect blend of privacy, comfort, and endless potential. Featuring multiple living and entertaining spaces, hardwood floors, an expansive family room filled with natural light, a spacious kitchen with large center island, a cozy sitting room with a wood-burning stove, and a versatile sunroom perfect for year-round enjoyment. The primary suite includes an updated bath with a custom tiled walk-in shower, while the backyard is your own private retreat with a private fully fenced pool, expansive deck, mature landscaping, and a detached shed. Conveniently located just minutes from downtown Berlin, Ocean City beache

$550,000

3 beds2.5 baths2,800 sq ft

10541 Shady Dr, Berlin, MD 21811

Large center island • Wooded lot • Wood-burning stove

(703) 564-4000

ABOUT THIS HOME
Home with a Pool for sale in Worcester County, MD:
PRICE REDUCTION! SHOW AND SELL!This highly sought after Osprey Model in the Parke at Ocean Pines' over 55 community is situated on a large culdesac wooded lot. It features a first floor primary bedroom with ensuite bathroom including double vanities, soaking tub and walk-in shower. The tray ceiling and and triple windows add to the ambiance of this desirable primary suite which also features a walk-in closet. The spacious foyer opens into a magnificent great room with gas fireplace. The wide open kitchen is equipped with a gas range with self cleaning oven, built-in microwave, brand new dishwasher, and refrigerator with icemaker. A beautiful sunroom with 9 foot windows and a fireplace overl

$525,000

4 beds3 baths2,357 sq ft

95 Chatham Ct, Ocean Pines, MD 21811

8,878 sq ft lot • 2 garage spots • Community pool

(410) 208-3500

OPEN SEP 12, 12PM TO 2PM

ABOUT THIS HOME
Home with a Pool for sale in Worcester County, MD:
Beautiful End Unit Condo fully furnished, re-done with new furnishings , New kitchen, New appliances, New Storm door and New Fixtures. Discover your serene retreat in the charming Ocean City bayside community. This beautifully renovated 2-bedroom, 1-bathroom apartment in the Summer Winds boasts a coastal architectural style and features modern appliances, including an ENERGY STAR dishwasher, electric oven, and convenient in-unit washer and dryer. Enjoy the warmth of laminate plank flooring throughout, creating a cozy atmosphere. The community offers delightful amenities, including a refreshing pool and easy access to the stunning bay, perfect for leisurely afternoons. The neighborhood is wa

$290,000

2 beds1 bath792 sq ft

413 Robin Dr #305, Ocean City, MD 21842

Refreshing pool • Modern appliances • $375 HOA

(844) 837-5274

ABOUT THIS HOME
Home with a Pool for sale in Worcester County, MD:
Looking for a deal at the beach? Two bedroom 1 full bath blocks from the beach and the park has an outdoor pool. Monthly fee is $168.00/ month and includes Property taxes, water & sewer, grass cutting, trash, and use of the pool. New A/C in 2025 and a new rubber roof with a 30year warranty. Come check this one out befor it is gone.

$175,000

2 beds1 bath840 sq ft

105 135th St, Ocean City, MD 21842

Outdoor pool • New a/c • New rubber roof

(410) 250-2700

ABOUT THIS HOME
Home with a Pool for sale in Worcester County, MD:
Turnkey Retreat in Ocean Pines’ Sought-After North Side, Offered Furnished Tucked away on a quiet cul-de-sac in one of Ocean Pines’ most desirable north-side neighborhoods, this charming 3-bedroom, 2-bath coastal home is move-in ready and offered fully furnished. The main living area features cathedral ceilings and an open loft, creating an airy, spacious feel perfect for relaxing or entertaining. The loft is ideal as a home office, rec room, or easily converted into a 4th bedroom. The kitchen shines with granite countertops and newer stainless appliances, all set on low-maintenance laminate flooring throughout. Unwind by the cozy pellet stove on cool evenings, relax on the scre

$419,000

3 beds2 baths1,444 sq ft

53 Grand Port Rd, Ocean Pines, MD 21811

Cathedral ceilings • Updated kitchen • Granite countertops

(410) 449-4900

Property at 3 Bay Vista Dr, Berlin, MD 21811, 2 beds, 2 baths

$337,900

2 beds2 baths1,344 sq ft

3 Bay Vista Dr, Berlin, MD 21811

(410) 255-3690

Property at 13908 N Ocean Rd Unit 5A, Ocean City, MD 21842, 2 beds, 2 baths

$319,000

2 beds2 baths1,056 sq ft

13908 N Ocean Rd Unit 5A, Ocean City, MD 21842

(410) 524-6400

Property at 205 Somerset St Unit 403B, Ocean City, MD 21842, 1 bed, 1.5 baths

$496,500

1 bed1.5 baths675 sq ft

205 Somerset St Unit 403B, Ocean City, MD 21842

(410) 524-0919

Property at 5405 Coastal Hwy #207, Ocean City, MD 21842, 2 beds, 2 baths

$387,000

2 beds2 baths1,023 sq ft

5405 Coastal Hwy #207, Ocean City, MD 21842

(302) 539-9040

Property at 6 127th St #408, Ocean City, MD 21842, 1 bed, 1 bath

$329,900

1 bed1 bath660 sq ft

6 127th St #408, Ocean City, MD 21842

(410) 520-2600

Property at 11964 W War Dancer Ln #103, Berlin, MD 21811, 3 beds, 3.5 baths

$410,000

3 beds3.5 baths2,594 sq ft

11964 W War Dancer Ln #103, Berlin, MD 21811

(443) 292-6767

Property at 19 Pintail Dr, Ocean Pines, MD 21811, 3 beds, 2 baths

$657,999

3 beds2 baths1,646 sq ft

19 Pintail Dr, Ocean Pines, MD 21811

(301) 355-6104

Property at 12105 Salt Point Rd, Bishopville, MD 21813, 4 beds, 4.5 baths

$1,149,950

4 beds4.5 baths3,290 sq ft

12105 Salt Point Rd, Bishopville, MD 21813

(302) 360-0300

Property at 12147 Landings Blvd #104, Berlin, MD 21811, 3 beds, 2.5 baths

$418,000

3 beds2.5 baths1,768 sq ft

12147 Landings Blvd #104, Berlin, MD 21811

(443) 292-6767

Property at 127 Nottingham Ln, Ocean Pines, MD 21811, 5 beds, 4 baths

$475,000

5 beds4 baths2,522 sq ft

127 Nottingham Ln, Ocean Pines, MD 21811

(410) 208-3500

Property at 2208 Points Reach #2208, Ocean Pines, MD 21811, 3 beds, 2 baths

$510,000

3 beds2 baths1,896 sq ft

2208 Points Reach #2208, Ocean Pines, MD 21811

(410) 208-3500

Property at 2 48th St #1402, Ocean City, MD 21842, 3 beds, 3 baths

$1,275,000

3 beds3 baths1,650 sq ft

2 48th St #1402, Ocean City, MD 21842

(410) 524-7000

Property at 4603 Coastal Hwy #205, Ocean City, MD 21842, 2 beds, 2 baths

$599,000

2 beds2 baths1,600 sq ft

4603 Coastal Hwy #205, Ocean City, MD 21842

(215) 627-3500

Property at 3701 Coastal Hwy Unit 324F, Ocean City, MD 21842, 1 bed, 1 bath

$345,000

1 bed1 bath616 sq ft

3701 Coastal Hwy Unit 324F, Ocean City, MD 21842

(443) 292-6767

Property at 301 14th St #205, Ocean City, MD 21842, 3 beds, 3.5 baths

$549,000

3 beds3.5 baths1,909 sq ft

301 14th St #205, Ocean City, MD 21842

(302) 360-0300

Property at 9800 Coastal Hwy #910, Ocean City, MD 21842, 2 beds, 2 baths

$725,000

2 beds2 baths1,152 sq ft

9800 Coastal Hwy #910, Ocean City, MD 21842

(410) 723-1895

Property at 404 Saint Louis Ave #12, Ocean City, MD 21842, 2 beds, 1 bath

$299,000

2 beds1 bath686 sq ft

404 Saint Louis Ave #12, Ocean City, MD 21842

(410) 520-2600

Property at 13374 Cove Landing Rd, Bishopville, MD 21813, 4 beds, 2 baths

$580,000

4 beds2 baths2,340 sq ft

13374 Cove Landing Rd, Bishopville, MD 21813

(302) 539-2900

Property at 17 Sundial Cir, Ocean Pines, MD 21811, 3 beds, 2 baths

$439,900

3 beds2 baths1,344 sq ft

17 Sundial Cir, Ocean Pines, MD 21811

(410) 208-9200

Property at 10300 Coastal Hwy #506, Ocean City, MD 21842, 2 beds, 2 baths

$574,900

2 beds2 baths1,211 sq ft

10300 Coastal Hwy #506, Ocean City, MD 21842

(410) 329-2100

Property at 9 Yeoman Ct, Ocean Pines, MD 21811, 3 beds, 2 baths

$410,000

3 beds2 baths1,440 sq ft

9 Yeoman Ct, Ocean Pines, MD 21811

(302) 227-5000

Property at 1 142nd St Unit A106, Ocean City, MD 21842, 2 beds, 2 baths

$679,500

2 beds2 baths1,078 sq ft

1 142nd St Unit A106, Ocean City, MD 21842

(302) 429-4500

Property at 6 126th St NW Unit 204S, Ocean City, MD 21842, 1 bed, 1.5 baths

$289,995

1 bed1.5 baths612 sq ft

6 126th St NW Unit 204S, Ocean City, MD 21842

(703) 349-3900

Property at 205 5th St #41, Ocean City, MD 21842, 1 bed, 1 bath

$205,000

1 bed1 bath304 sq ft

205 5th St #41, Ocean City, MD 21842

(443) 499-3839

Property at 4201 Coastal Hwy #105, Ocean City, MD 21842, 2 beds, 2 baths

$425,000

2 beds2 baths1,090 sq ft

4201 Coastal Hwy #105, Ocean City, MD 21842

(410) 524-6400

Property at 2 Coastal Dr, Berlin, MD 21811, 3 beds, 2 baths

$350,000

3 beds2 baths1,800 sq ft

2 Coastal Dr, Berlin, MD 21811

(410) 957-2220

Property at 1465 Ocean Pkwy, Berlin, MD 21811, 4 beds, 2.5 baths

$665,000

4 beds2.5 baths2,684 sq ft

1465 Ocean Pkwy, Berlin, MD 21811

(410) 208-9200

Property at 2 48th St Unit 1002 GATEWAY GRAND, Ocean City, MD 21842, 3 beds, 3 baths

$1,299,900

3 beds3 baths1,790 sq ft

2 48th St Unit 1002 GATEWAY GRAND, Ocean City, MD 21842

(410) 524-6400

Property at 414 Lark Ln Unit D203, Ocean City, MD 21842, 2 beds, 1 bath

$285,000

2 beds1 bath792 sq ft

414 Lark Ln Unit D203, Ocean City, MD 21842

(410) 723-7070

Property at 111 58th St #46, Ocean City, MD 21842, 2 beds, 2 baths

$420,000

2 beds2 baths782 sq ft

111 58th St #46, Ocean City, MD 21842

(410) 543-4545

Property at 4709 Coastal Hwy #461, Ocean City, MD 21842, 2 beds, 2 baths

$475,000

2 beds2 baths980 sq ft

4709 Coastal Hwy #461, Ocean City, MD 21842

(410) 524-0295

Property at 12101 Assawoman Dr #107, Ocean City, MD 21842, 3 beds, 2 baths

$699,900

3 beds2 baths1,360 sq ft

12101 Assawoman Dr #107, Ocean City, MD 21842

(302) 539-9040

Property at 163 Clam Shell Rd, Ocean City, MD 21842, 3 beds, 1 bath

$314,900

3 beds1 bath720 sq ft

163 Clam Shell Rd, Ocean City, MD 21842

(410) 535-6291

Property at 112 Sandy Hill Dr, Ocean City, MD 21842, 3 beds, 2 baths

$645,000

3 beds2 baths1,560 sq ft

112 Sandy Hill Dr, Ocean City, MD 21842

(703) 242-0005

Property at 119 136th St, Ocean City, MD 21842, 2 beds, 1 bath

$279,000

2 beds1 bath854 sq ft

119 136th St, Ocean City, MD 21842

(410) 208-3500

Property at 105 Assateague Ct, Ocean City, MD 21842, 2 beds, 2 baths

$479,900

2 beds2 baths1,438 sq ft

105 Assateague Ct, Ocean City, MD 21842

(410) 250-2700

Viewing page 6 of 11

Homes with Pools for Sale in Worcester County

There are currently 444 homes with pools for sale in Worcester County at a median listing price of $450K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Worcester County stay on the market for 91 days and receive 1 offers. This map is refreshed with the newest listings in Worcester County every 15 minutes.

In the past month, 146 homes have been sold in Worcester County. In addition to houses in Worcester County, there were also 475 condos, 152 townhouses, and 4 multi-family units for sale in Worcester County last month. Find your dream home in Worcester 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 Worcester County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Worcester County. If you're looking to sell your home in the Worcester County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Worcester 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 Worcester County, MD

Nearby Counties

Cities

Nearby Counties with Homes with Pools

Nearby Cities with Homes with Pools

More to explore in Worcester County, MD

How to buy a house in Worcester 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

Buy the right home at the right price near Worcester County with a local Redfin real estate agent.

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.