Homes with Pools for Sale in Ocean Pines, MD

106 homes

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NEW 4 HRS AGOFLOOR PLAN

$222,000

1 bed1 bath660 sq ft

Gated community • Outdoor pool • Community marina

392 Timberline Cir, Ocean Pines, MD 21811

(302) 360-0300

COMING SOONFLOOR PLAN

$399,900

4 beds3 baths1,728 sq ft

7,500 sq ft lot • Community pool • Built 1988

25 Royal Oaks Dr, Ocean Pines, MD 21811

(443) 856-2211

ABOUT THIS HOME
Home with a Pool for sale in Ocean Pines, MD:
Welcome to this charming waterfront chalet-style home, ideally situated on an 80-ft. bulkheaded lot in a quiet cul-de-sac with direct access to St. Martins River. Enjoy exceptional outdoor living with a 50x8 dock and boat lift, spacious 24x15 screened porch, and expansive deck overlooking the wide canal. The 5.6x8 attached shed adds plenty of space to store items. New siding, A/C units, and a new roof from 2025, offering peace of mind for years to come. Conveniently located just minutes from Ocean City’s beautiful beaches, golf, dining, swimming, and local attractions, this property offers the perfect blend of waterfront living, recreation, and coastal convenience.

$625,000

3 beds2 baths1,500 sq ft

Boat lift • 80 ft bulkheaded lot • New siding

12 Cove Ln, Ocean Pines, MD 21811

(410) 547-1116

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Ocean Pines, MD:
Welcome to this beautifully maintained rancher in the desirable community of Ocean Pines! Offering 1,456 square feet of comfortable one-level living, this 3-bedroom, 2-bath home features a spacious open floor plan, tasteful updates, and LVP flooring throughout. Large windows fill the living spaces with natural light, while the generously sized kitchen offers plenty of cabinet and counter space along with stainless steel appliances, making it ideal for both everyday living and entertaining. A dedicated laundry room adds convenience and functionality. Step outside and enjoy your own private backyard retreat, complete with a full fence, spacious deck, shed, and firepit, creating the perfect se

$419,900

3 beds2 baths1,456 sq ft

Open floor plan • Full fence • Lvp flooring

55 Martinique Cir, Ocean Pines, MD 21811

(410) 524-0919

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Ocean Pines, MD:
Welcome to this well‑maintained contemporary home tucked away in the heart of Sherwood Forest in Ocean Pines. This 3BR, 2BA home with a loft comes partially furnished and features numerous upgrades, including a new heat pump, electric hot water heater, newer roof, new siding, and a front deck with an awning. Inside, enjoy Silestone countertops, SS apps, plus a beautifully updated bathroom with a walk‑in shower, vanity & LVP flooring. Outside, you’ll find an enclosed outdoor shower, paved driveway, and a shed with electric—perfect for storage or projects. Make this your next home in Ocean Pines!

$379,900

3 beds2 baths1,440 sq ft

New heat pump • New siding • Newer roof

17 King Richard Rd, Ocean Pines, MD 21811

(410) 208-3500

Property at 6 Harborview Dr, Ocean Pines, MD 21811, 3 beds, 3 baths

$650,000

3 beds3 baths1,400 sq ft

6 Harborview Dr, Ocean Pines, MD 21811

(410) 208-9200

Property at 857 Ocean Pkwy, Ocean Pines, MD 21811, 3 beds, 2 baths

$360,000

3 beds2 baths1,608 sq ft

857 Ocean Pkwy, Ocean Pines, MD 21811

(410) 208-3500

Property at 150 Sandyhook Rd, Ocean Pines, MD 21811, 3 beds, 2 baths

$425,000

3 beds2 baths1,344 sq ft

150 Sandyhook Rd, Ocean Pines, MD 21811

(443) 856-2211

Property at 270 Windjammer Rd, Ocean Pines, MD 21811, 3 beds, 2 baths

$345,000

3 beds2 baths960 sq ft

270 Windjammer Rd, Ocean Pines, MD 21811

(443) 292-6767

Property at 38 Pintail Dr, Ocean Pines, MD 21811, 2 beds, 2 baths

$799,000

2 beds2 baths1,904 sq ft

38 Pintail Dr, Ocean Pines, MD 21811

(410) 208-3500

Property at 101 White Sail Cir, Ocean Pines, MD 21811, 3 beds, 2 baths

$499,000

3 beds2 baths1,584 sq ft

101 White Sail Cir, Ocean Pines, MD 21811

(410) 524-0919

Property at 61 Skipjack Cir, Berlin, MD 21811, 1 bed, 1 bath

$155,000

1 bed1 bath406 sq ft

61 Skipjack Cir, Berlin, MD 21811

(443) 292-6767

Property at 11423 Manklin Creek Rd #2, Ocean Pines, MD 21811, 3 beds, 2 baths

$289,999

3 beds2 baths1,181 sq ft

11423 Manklin Creek Rd #2, Ocean Pines, MD 21811

(410) 749-1818

Property at 38 Fairway Ln, Berlin, MD 21811, 3 beds, 2 baths

$200,000

3 beds2 baths1,040 sq ft

38 Fairway Ln, Berlin, MD 21811

(410) 828-4838

Property at 386 Ocean Pkwy, Ocean Pines, MD 21811, 3 beds, 3 baths

$579,990

3 beds3 baths1,566 sq ft

386 Ocean Pkwy, Ocean Pines, MD 21811

(888) 860-7369

Property at 9 Holly Ct, Berlin, MD 21811, 3 beds, 2 baths

$399,999

3 beds2 baths1,618 sq ft

9 Holly Ct, Berlin, MD 21811

(410) 524-0919

Property at 22 Capetown Rd, Ocean Pines, MD 21811, 4 beds, 2.5 baths

$424,900

4 beds2.5 baths1,512 sq ft

22 Capetown Rd, Ocean Pines, MD 21811

(410) 723-3600

Property at 35 Tail Of The Fox Dr, Ocean Pines, MD 21811, 3 beds, 2 baths

$405,000

3 beds2 baths1,398 sq ft

35 Tail Of The Fox Dr, Ocean Pines, MD 21811

(888) 219-3009

Property at 84 Newport Dr, Ocean Pines, MD 21811, 3 beds, 3 baths

$875,000

3 beds3 baths2,501 sq ft

84 Newport Dr, Ocean Pines, MD 21811

(410) 524-6400

Property at 180 Teal Cir, Ocean Pines, MD 21811, 3 beds, 3 baths

$499,900

3 beds3 baths1,638 sq ft

180 Teal Cir, Ocean Pines, MD 21811

(443) 856-2211

Property at 72 Newport Dr, Ocean Pines, MD 21811, 3 beds, 2 baths

$499,900

3 beds2 baths1,506 sq ft

72 Newport Dr, Ocean Pines, MD 21811

(302) 539-1777

Property at 43 Birdnest Dr, Ocean Pines, MD 21811, 3 beds, 2 baths

$369,900

3 beds2 baths1,160 sq ft

43 Birdnest Dr, Ocean Pines, MD 21811

(410) 208-9200

Property at 122 Skipjack Cir, Berlin, MD 21811, 3 beds, 1 bath

$189,900

3 beds1 bath680 sq ft

122 Skipjack Cir, Berlin, MD 21811

(410) 208-9200

Property at 11 Seafarer Ln, Ocean Pines, MD 21811, 3 beds, 2 baths

$474,900

3 beds2 baths1,539 sq ft

11 Seafarer Ln, Ocean Pines, MD 21811

(302) 360-0300

Property at 7 Royal Oaks Dr, Ocean Pines, MD 21811, 3 beds, 2.5 baths

$364,900

3 beds2.5 baths1,440 sq ft

7 Royal Oaks Dr, Ocean Pines, MD 21811

(410) 543-4545

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

$398,999

3 beds2 baths1,738 sq ft

3 Starboard Ct, Ocean Pines, MD 21811

(410) 213-7040

Property at 1218 Ocean Pkwy, Ocean Pines, MD 21811, 3 beds, 2 baths

$364,900

3 beds2 baths1,284 sq ft

1218 Ocean Pkwy, Ocean Pines, MD 21811

(443) 552-7579

Property at 62 Martinique Cir, Ocean Pines, MD 21811, 3 beds, 3 baths

$497,500

3 beds3 baths1,948 sq ft

62 Martinique Cir, Ocean Pines, MD 21811

(410) 208-3500

Property at 12540 River Run Ln #102, Berlin, MD 21811, 4 beds, 3 baths

$424,900

4 beds3 baths1,969 sq ft

12540 River Run Ln #102, Berlin, MD 21811

(443) 856-2211

Property at 3 Rabbit Run Ln, Ocean Pines, MD 21811, 3 beds, 2 baths

$419,900

3 beds2 baths1,420 sq ft

3 Rabbit Run Ln, Ocean Pines, MD 21811

(866) 987-3937

Property at 1150 Ocean Pkwy, Ocean Pines, MD 21811, 4 beds, 3.5 baths

$724,900

4 beds3.5 baths2,200 sq ft

1150 Ocean Pkwy, Ocean Pines, MD 21811

(410) 524-6400

Property at 23 Mallard Dr E, Ocean Pines, MD 21811, 5 beds, 5.5 baths

$2,490,000

5 beds5.5 baths9,200 sq ft

23 Mallard Dr E, Ocean Pines, MD 21811

(410) 524-0919

Property at 50 Chatham Ct, Ocean Pines, MD 21811, 3 beds, 2 baths

$409,900

3 beds2 baths1,528 sq ft

50 Chatham Ct, Ocean Pines, MD 21811

(410) 208-3500

Property at 10312 Plantation Ln, Berlin, MD 21811, 5 beds, 3.5 baths

$1,975,000

5 beds3.5 baths3,130 sq ft

10312 Plantation Ln, Berlin, MD 21811

(410) 524-6400

Property at 125 Skipjack Cir, Berlin, MD 21811, 2 beds, 1 bath

$224,900

2 beds1 bath748 sq ft

125 Skipjack Cir, Berlin, MD 21811

(410) 524-6400

Property at 24 Stacy Ct, Ocean Pines, MD 21811, 4 beds, 2.5 baths

$1,300,000

4 beds2.5 baths3,316 sq ft

24 Stacy Ct, Ocean Pines, MD 21811

(443) 856-2211

Property at 74 Wood Duck Dr, Ocean Pines, MD 21811, 4 beds, 2.5 baths

$949,000

4 beds2.5 baths2,934 sq ft

74 Wood Duck Dr, Ocean Pines, MD 21811

(410) 641-5000

Property at 38 Battersea Rd, Ocean Pines, MD 21811, 4 beds, 3 baths

$899,900

4 beds3 baths3,896 sq ft

38 Battersea Rd, Ocean Pines, MD 21811

(410) 524-6400

Property at 10 Gloucester Rd, Ocean Pines, MD 21811, 3 beds, 2 baths

$375,000

3 beds2 baths1,456 sq ft

10 Gloucester Rd, Ocean Pines, MD 21811

(443) 856-2211

Property at 953 Yacht Club Dr, Ocean Pines, MD 21811, 3 beds, 2.5 baths

$479,900

3 beds2.5 baths1,784 sq ft

953 Yacht Club Dr, Ocean Pines, MD 21811

(443) 856-2211

Property at 582 Ocean Pkwy, Ocean Pines, MD 21811, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths1,392 sq ft

582 Ocean Pkwy, Ocean Pines, MD 21811

(410) 520-2600

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Homes with Pools for Sale in Ocean Pines

There are currently 106 homes with pools for sale in Ocean Pines at a median listing price of $439K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Ocean Pines stay on the market for 60 days and receive 1 offers. Popular neighborhoods include Glen Riddle, Ocean Pines Terns Landing, and White Horse Park. This map is refreshed with the newest listings in Ocean Pines every 15 minutes.

In the past month, 38 homes have been sold in Ocean Pines. In addition to houses in Ocean Pines, there were also 8 condos, 12 townhouses, and 0 multi-family units for sale in Ocean Pines last month. Find your dream home in Ocean Pines 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 Ocean Pines are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Ocean Pines. Our Ocean Pines real estate stats and trends will give you more information about home buying and selling trends in Ocean Pines. If you're looking to sell your home in the Ocean Pines area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Ocean Pines with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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