Ocean Pines Maryland Homes for Sale

92 total properties

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6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 1

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 2

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 3

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 4

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 5

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 6

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 7

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 8

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 9

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 10

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 11

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 12

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 13

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 14

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 15

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 16

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6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 19

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6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 41

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6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 54

6 Carriage Lane Ocean Pines, MD MLS# MDWO2033656 - Image 55

1 of 55

$699,000

Beds

3.0

Baths

1,856

Sq.Ft.

6 Carriage Lane

Ocean Pines, MD

Courtesy of RE/MAX SOLUTIONS

1407 N Chase Street Ocean Pines, MD MLS# MDWO2034398 - Image 1

1407 N Chase Street Ocean Pines, MD MLS# MDWO2034398 - Image 2

1407 N Chase Street Ocean Pines, MD MLS# MDWO2034398 - Image 3

1407 N Chase Street Ocean Pines, MD MLS# MDWO2034398 - Image 4

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1407 N Chase Street Ocean Pines, MD MLS# MDWO2034398 - Image 8

1407 N Chase Street Ocean Pines, MD MLS# MDWO2034398 - Image 9

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1407 N Chase Street Ocean Pines, MD MLS# MDWO2034398 - Image 11

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1407 N Chase Street Ocean Pines, MD MLS# MDWO2034398 - Image 105

1 of 105

$699,000

Beds

2.1

Baths

2,792

Sq.Ft.

1407 N Chase Street

Ocean Pines, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 1

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 2

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 3

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 4

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 5

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 6

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 7

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 8

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 9

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 10

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 11

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 12

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 13

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 14

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 15

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 16

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 17

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 18

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 19

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 20

505 Tidewater Cove Ocean Pines, MD MLS# MDWO2029744 - Image 21

Adult Community

1 of 21

$679,990

Beds

3.1

Baths

2,327

Sq.Ft.

505 Tidewater Cove

Ocean Pines, MD

Courtesy of HILEMAN REAL ESTATE-BERLIN

THE TIME TO SELL IS NOW!

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 1

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 2

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 3

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 4

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 5

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 6

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 7

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 8

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 9

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123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 31

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 32

123 Windjammer Road Ocean Pines, MD MLS# MDWO2030896 - Image 33

New Construction

1 of 33

$645,000

Beds

3.0

Baths

2,128

Sq.Ft.

123 Windjammer Road

Ocean Pines, MD

Courtesy of COLDWELL BANKER REALTY

4 Ebb Tide Ocean Pines, MD MLS# MDWO2033110 - Image 1

4 Ebb Tide Ocean Pines, MD MLS# MDWO2033110 - Image 2

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4 Ebb Tide Ocean Pines, MD MLS# MDWO2033110 - Image 40

1 of 40

$640,000

Beds

2.1

Baths

1,978

Sq.Ft.

4 Ebb Tide

Ocean Pines, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP

1404 N Chase Street Ocean Pines, MD MLS# MDWO2028548 - Image 1

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1404 N Chase Street Ocean Pines, MD MLS# MDWO2028548 - Image 73

Adult Community

1 of 73

$629,888

Beds

2.1

Baths

2,283

Sq.Ft.

1404 N Chase Street

Ocean Pines, MD

Courtesy of HILEMAN REAL ESTATE-BERLIN

354 Ocean Parkway Ocean Pines, MD MLS# MDWO2028854 - Image 1

354 Ocean Parkway Ocean Pines, MD MLS# MDWO2028854 - Image 2

354 Ocean Parkway Ocean Pines, MD MLS# MDWO2028854 - Image 3

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354 Ocean Parkway Ocean Pines, MD MLS# MDWO2028854 - Image 25

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354 Ocean Parkway Ocean Pines, MD MLS# MDWO2028854 - Image 47

1 of 47

$625,000

Beds

2.1

Baths

1,942

Sq.Ft.

354 Ocean Parkway

Ocean Pines, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY-WOC

20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 1

20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 2

20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 3

20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 4

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20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 6

20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 7

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20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 47

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20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 52

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20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 56

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20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 61

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20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 63

20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 64

20 Chatham Court Ocean Pines, MD MLS# MDWO2034544 - Image 65

Adult Community

1 of 65

$625,000

Beds

3.0

Baths

2,587

Sq.Ft.

20 Chatham Court

Ocean Pines, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 1

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 2

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 3

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 4

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19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 11

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 12

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19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 15

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19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 21

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19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 46

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 47

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19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 49

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19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 65

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 66

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 67

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 68

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 69

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 70

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 71

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 72

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 73

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 74

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19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 77

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 78

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 79

19 Brookside Road Ocean Pines, MD MLS# MDWO2034392 - Image 80

1 of 80

$599,999

Beds

2.1

Baths

2,544

Sq.Ft.

19 Brookside Road

Ocean Pines, MD

Courtesy of KELLER WILLIAMS REALTY DELMARVA

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 1

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 2

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 3

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 4

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 5

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 6

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 7

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 8

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 9

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 10

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 11

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 12

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 13

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 14

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 15

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 16

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 17

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 18

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 19

71 Hingham Lane Ocean Pines, MD MLS# MDWO2033068 - Image 20

Adult Community

1 of 20

$599,990

Beds

2.1

Baths

2,199

Sq.Ft.

71 Hingham Lane

Ocean Pines, MD

Courtesy of HILEMAN REAL ESTATE-BERLIN

386 Ocean Parkway Ocean Pines, MD MLS# MDWO2034070 - Image 1

386 Ocean Parkway Ocean Pines, MD MLS# MDWO2034070 - Image 2

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386 Ocean Parkway Ocean Pines, MD MLS# MDWO2034070 - Image 97

386 Ocean Parkway Ocean Pines, MD MLS# MDWO2034070 - Image 98

Virtual Tour

1 of 98

$599,990

Beds

3.0

Baths

1,566

Sq.Ft.

386 Ocean Parkway

Ocean Pines, MD

Courtesy of EXP REALTY, LLC

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 1

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 2

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 3

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 4

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 5

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 6

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 7

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 8

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 9

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 10

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 11

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 12

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 13

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 14

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 15

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 16

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 17

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 18

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 19

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 20

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 21

29 Boston Drive Ocean Pines, MD MLS# MDWO2033070 - Image 22

Adult Community

1 of 22

$594,990

Beds

3.1

Baths

2,218

Sq.Ft.

29 Boston Drive

Ocean Pines, MD

Courtesy of HILEMAN REAL ESTATE-BERLIN

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 1

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 2

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 3

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 4

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8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 11

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 12

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 13

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 14

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 15

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 16

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8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 61

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 62

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8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 72

8 Long Point Court Ocean Pines, MD MLS# MDWO2034552 - Image 73

Adult Community

1 of 73

$575,000

Beds

3.0

Baths

2,808

Sq.Ft.

8 Long Point Court

Ocean Pines, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP

4 Leslie Mews Ocean Pines, MD MLS# MDWO2034876 - Image 1

4 Leslie Mews Ocean Pines, MD MLS# MDWO2034876 - Image 2

4 Leslie Mews Ocean Pines, MD MLS# MDWO2034876 - Image 3

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4 Leslie Mews Ocean Pines, MD MLS# MDWO2034876 - Image 19

4 Leslie Mews Ocean Pines, MD MLS# MDWO2034876 - Image 20

Recently Listed

1 of 20

$575,000

Studio

Beds

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Baths

4 Leslie Mews

Ocean Pines, MD

Courtesy of COLDWELL BANKER REALTY

13 Dog Leg Court Ocean Pines, MD MLS# MDWO2033162 - Image 1

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13 Dog Leg Court Ocean Pines, MD MLS# MDWO2033162 - Image 95

1 of 95

$569,000

Beds

2.1

Baths

2,354

Sq.Ft.

13 Dog Leg Court

Ocean Pines, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP

101 Mumfords Landing Road Ocean Pines, MD MLS# MDWO2034472 - Image 1

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1 of 135

$562,500

Beds

4.0

Baths

2,607

Sq.Ft.

101 Mumfords Landing Road

Ocean Pines, MD

Courtesy of EXP REALTY, LLC

74 Birdnest Drive Ocean Pines, MD MLS# MDWO2031740 - Image 1

74 Birdnest Drive Ocean Pines, MD MLS# MDWO2031740 - Image 2

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74 Birdnest Drive Ocean Pines, MD MLS# MDWO2031740 - Image 95

1 of 95

$539,900

Beds

4.0

Baths

2,736

Sq.Ft.

74 Birdnest Drive

Ocean Pines, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - OP

289 Ocean Ocean Pines, MD MLS# MDWO2034672 - Image 1

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1 of 30

$539,900

Beds

2.0

Baths

2,034

Sq.Ft.

289 Ocean

Ocean Pines, MD

Courtesy of RE/MAX ALLEGIANCE

178 Teal Circle Ocean Pines, MD MLS# MDWO2035128 - Image 1

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178 Teal Circle Ocean Pines, MD MLS# MDWO2035128 - Image 53

178 Teal Circle Ocean Pines, MD MLS# MDWO2035128 - Image 54

Recently Listed

1 of 54

$539,900

Beds

3.1

Baths

3,028

Sq.Ft.

178 Teal Circle

Ocean Pines, MD

Courtesy of KELLER WILLIAMS REALTY DELMARVA

101 White Sail Circle Ocean Pines, MD MLS# MDWO2033804 - Image 1

101 White Sail Circle Ocean Pines, MD MLS# MDWO2033804 - Image 2

101 White Sail Circle Ocean Pines, MD MLS# MDWO2033804 - Image 3

101 White Sail Circle Ocean Pines, MD MLS# MDWO2033804 - Image 4

101 White Sail Circle Ocean Pines, MD MLS# MDWO2033804 - Image 5

101 White Sail Circle Ocean Pines, MD MLS# MDWO2033804 - Image 6

101 White Sail Circle Ocean Pines, MD MLS# MDWO2033804 - Image 7

101 White Sail Circle Ocean Pines, MD MLS# MDWO2033804 - Image 8

101 White Sail Circle Ocean Pines, MD MLS# MDWO2033804 - Image 9

101 White Sail Circle Ocean Pines, MD MLS# MDWO2033804 - Image 10

1 of 10

$529,999

Beds

2.0

Baths

1,584

Sq.Ft.

101 White Sail Circle

Ocean Pines, MD

Courtesy of COLDWELL BANKER REALTY

About Ocean Pines

Listings in Ocean Pines, MD: 112
Estimated median home price: $429,900

Ocean Pines MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Ocean Pines, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Ocean Pines, MD.

Homes for Sale by Price in Ocean Pines, MD

Price	Count
$0 - 100K	1
$100K - 200K	10
$200K - 300K	9
$300K - 400K	27
$400K - 500K	27
$500K - 600K	18
$600K - 700K	11
$700K - 800K	2
$800K - 900K	1
$900K - 1M	2
$1M - Max	4

Homes for Sale by Type in Ocean Pines, MD

Property Type	Count
Single Family	88
Townhouse	0
Condo	12
Commercial	0
Rental	6
Lots and Land	12
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 11/11/2025)

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21811

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Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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