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Ocean Pines, MD 55+ active adult communities & homes for sale

31 communities near Ocean Pines

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5 rating (2 reviews) The Parke at Ocean Pines
$200Ks - $300Ks
The Parke at Ocean Pines, Ocean Pines, MD
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 503 homes
5 rating (2 reviews) Heritage Shores
$300Ks - $500Ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 homes
5 rating (2 reviews) Noble's Pond
$300Ks - $500Ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 homes
2.8 rating (4 reviews) The Villages at Red Mill ...
$400Ks - $600Ks
The Villages at Red Mill ..., Lewes, DE
New and Resale | Age-targeted | Built 2009 - present | 520 homes
Roesville
$300Ks
Roesville, Felton, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 homes
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Independence
$100Ks - $700Ks
Independence, Millsboro, DE
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes
5 rating (1 reviews) Bishop's Landing
$500Ks
Bishop's Landing, Millville, DE
New and Resale | Age-targeted | Built 2013 - present | 449 homes
3 rating (5 reviews) Heritage Creek
$400Ks - $500Ks
Heritage Creek, Milton, DE
New and Resale | Age-targeted | Built 2008 - present | 400 homes
Four Seasons at Hatteras ...
$400Ks - $500Ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Champions' Club
$300Ks - $400Ks
Champions' Club, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Forest Landing at Bethany...
$400Ks - $500Ks
Forest Landing at Bethany..., Frankford, DE
New and Resale | Age-targeted | Built 2012 - present | 280 homes
Four Seasons at Belle Ter...
$600Ks - $700Ks
Four Seasons at Belle Ter..., Lewes, DE
New Construction | 55+ age-restricted | Built 2019 - present | 269 homes
Auburn Meadows
$400Ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
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3.3 rating (3 reviews) Windstone
$400Ks
Windstone, Milton, DE
Resale Only | Age-targeted | Built 2017 - 2022 | 260 homes
Bay Crossing
$400Ks - $700Ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes
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Longacre Village
$200Ks - $300Ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
5 rating (2 reviews) Spring Meadow
$300Ks - $400Ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
SummersGate
$300Ks
SummersGate, Salisbury, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 216 homes
5 rating (3 reviews) Village of Eastridge
$300Ks - $400Ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
The Village of Cinderberr...
$300Ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Ashland
$400Ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes
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Osprey Point
$400Ks
Osprey Point, Upper Township, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 149 homes
Legacy at Cape May
$400Ks - $500Ks
Legacy at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 141 homes
4.5 rating (2 reviews) Southern Meadow
$100Ks
Southern Meadow, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 120 homes
Gatherings at Cape May
$400Ks - $500Ks
Gatherings at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 115 homes
Want to learn more about 55+ rental communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
1.7 rating (3 reviews) Silver Woods
$400Ks - $500Ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
Fieldstone Village
$300Ks
Fieldstone Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2002 - present | 98 homes
Cedar Bay
$200Ks - $300Ks
Cedar Bay, Ocean View, DE
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 72 homes
Gateway Shores
$200Ks - $300Ks
Gateway Shores, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 1996 - 2002 | 66 homes
Wynndemere
$400Ks
Wynndemere, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2001 - 2011 | 62 homes
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Four Seasons at Stone Har...
$600Ks
Four Seasons at Stone Har..., Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2009 | 60 homes
The Parke at Ocean Pines 11427 MANKLIN CREEK RD UNIT 2, OCEAN PIN..., Ocean Pines, MD 21811
$274,900

3 beds

|

2 baths

|

1,181 sq ft

|

Condo

11427 MANKLIN CREEK RD UNIT 2, OCEAN PIN...
New SummersGate 912 TURNSTONE CIR, SALISBURY, MD, 21804, Salisbury, MD 21804
$430,000

3 beds

|

3 baths

|

2,859 sq ft

912 TURNSTONE CIR, SALISBURY, MD, 21804
Community: SummersGate
SummersGate 1178 KESTREL WAY, SALISBURY, MD, 21804, Salisbury, MD 21804
$459,500

4 beds

|

3 baths

|

3,000 sq ft

1178 KESTREL WAY, SALISBURY, MD, 21804
Community: SummersGate
The Parke at Ocean Pines 11425 MANKLIN CREEK RD UNIT 2, OCEAN PIN..., Ocean Pines, MD 21811
$280,000

3 beds

|

2 baths

|

1,181 sq ft

|

Condo

11425 MANKLIN CREEK RD UNIT 2, OCEAN PIN...
The Parke at Ocean Pines 11 HATTERAS ST, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$327,500

2 beds

|

2 baths

|

1,195 sq ft

11 HATTERAS ST, OCEAN PINES, MD, 21811
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Want to learn more about 55+ rental communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
The Parke at Ocean Pines 11421 MANKLIN CREEK RD UNIT 4, BERLIN, M..., Berlin, MD 21811
$299,900

3 beds

|

2 baths

|

1,181 sq ft

|

Condo

11421 MANKLIN CREEK RD UNIT 4, BERLIN, M...
The Villages at Red Mill Pond 31454 VIVID VIEW DR, LEWES, DE, 19958, Lewes, DE 19958
$624,900

3 beds

|

2 baths

|

2,392 sq ft

31454 VIVID VIEW DR, LEWES, DE, 19958
Four Seasons at Stone Harbor 308 OSPREY DR, CAPE MAY COURT HOUSE, NJ,..., Cape May Court House, NJ 08210
$635,000

4 beds

|

3 baths

|

2,220 sq ft

|

Townhouse

308 OSPREY DR, CAPE MAY COURT HOUSE, NJ,...
Four Seasons at Stone Harbor 3 WHIMBREL WAY, CAPE MAY COURT HOUSE, NJ..., Cape May Court House, NJ 08210
$575,000

3 beds

|

3 baths

|

2,087 sq ft

|

Condo

3 WHIMBREL WAY, CAPE MAY COURT HOUSE, NJ...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Gateway Shores 147 LEE LN # 147, CAPE MAY COURT HOUSE, ..., Cape May Court House, NJ 08210
$309,900

2 beds

|

2 baths

|

1,160 sq ft

|

Condo

147 LEE LN # 147, CAPE MAY COURT HOUSE, ...
Community: Gateway Shores
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Four Seasons at Stone Harbor 100 OSPREY DR # 100, CAPE MAY COURT HOUS..., Cape May Court House, NJ 08210
$699,000

3 beds

|

3 baths

|

2,545 sq ft

|

Townhouse

100 OSPREY DR # 100, CAPE MAY COURT HOUS...
Osprey Point 1731 ROUTE 9 28, OCEAN VIEW, NJ, 08230, Ocean View, NJ 08230
$549,900

2 beds

|

2 baths

|

2,002 sq ft

|

Condo

1731 ROUTE 9 28, OCEAN VIEW, NJ, 08230
Community: Osprey Point
Silver Woods 393 SCRANTON LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$454,900

3 beds

|

3 baths

393 SCRANTON LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
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Questions? Call us: (667) 843-7291
Four Seasons at Belle Terre 21227 DAUPHINE ST, LEWES, DE, 19958, Lewes, DE 19958
$659,900

3 beds

|

2 baths

|

2,002 sq ft

21227 DAUPHINE ST, LEWES, DE, 19958
New Windstone 29645 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$475,000

3 beds

|

2 baths

|

1,730 sq ft

29645 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone
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Auburn Meadows 303 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$459,000

2 beds

|

2 baths

|

2,176 sq ft

303 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Independence 29432 ANDREW JACKSON DR, MILLSBORO, DE, ..., Millsboro, DE 19966
$715,000

3 beds

|

2 baths

|

2,900 sq ft

29432 ANDREW JACKSON DR, MILLSBORO, DE, ...
Community: Independence
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Independence 29688 PATRICK HENRY CIR, MILLSBORO, DE, ..., Millsboro, DE 19966
$649,900

3 beds

|

2 baths

|

2,156 sq ft

29688 PATRICK HENRY CIR, MILLSBORO, DE, ...
Community: Independence
New The Village of Cinderberry 14 MULBERRY ST, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$345,000

2 beds

|

2 baths

|

1,591 sq ft

14 MULBERRY ST, GEORGETOWN, DE, 19947
Windstone 29575 FIELDSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$450,000

3 beds

|

2 baths

|

2,056 sq ft

29575 FIELDSTONE DR, MILTON, DE, 19968
Community: Windstone
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Silver Woods 136 KINGSTON AVE, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$443,990

3 beds

|

3 baths

|

2,267 sq ft

136 KINGSTON AVE, OCEAN VIEW, DE, 19970
Community: Silver Woods
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Questions? Call us: (667) 843-7291
New Silver Woods 226 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$503,990

3 beds

|

3 baths

|

2,267 sq ft

226 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
New Silver Woods 218 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$466,990

3 beds

|

3 baths

|

2,267 sq ft

218 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
New Silver Woods 220 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$459,990

3 beds

|

3 baths

|

2,088 sq ft

220 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
New Silver Woods 222 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$448,990

3 beds

|

3 baths

|

2,088 sq ft

222 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Want to learn more about 55+ rental communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Southern Meadow 104 LAVENDER DR # 10, MAGNOLIA, DE, 1996..., Magnolia, DE 19962
$185,000

2 beds

|

2 baths

|

1,750 sq ft

104 LAVENDER DR # 10, MAGNOLIA, DE, 1996...
Community: Southern Meadow
New Southern Meadow 148 DAFFODIL DR # 148, MAGNOLIA, DE, 199..., Magnolia, DE 19962
$144,900

3 beds

|

2 baths

|

1,568 sq ft

148 DAFFODIL DR # 148, MAGNOLIA, DE, 199...
Community: Southern Meadow
Four Seasons at Hatteras Hills 179 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$534,900

3 beds

|

2 baths

|

1,778 sq ft

179 BUXTON CIR, MAGNOLIA, DE, 19962
Silver Woods 207 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$424,990

3 beds

|

3 baths

|

2,178 sq ft

207 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Heritage Shores 9 LINKS DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$415,000

3 beds

|

2 baths

|

1,810 sq ft

9 LINKS DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Villages at Red Mill Pond 17513 YELLOW BELL DR, LEWES, DE, 19958, Lewes, DE 19958
$604,900

3 beds

|

2 baths

|

2,100 sq ft

17513 YELLOW BELL DR, LEWES, DE, 19958
New Heritage Shores 79 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$394,900

2 beds

|

2 baths

|

2,033 sq ft

79 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Silver Woods 205 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$449,990

3 beds

|

3 baths

|

2,267 sq ft

205 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Silver Woods 204 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$498,990

3 beds

|

3 baths

|

2,088 sq ft

204 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
New Bay Crossing 35224 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958
$670,000

4 beds

|

3 baths

|

2,972 sq ft

35224 SEAPORT LOOP, LEWES, DE, 19958
Community: Bay Crossing
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Champions' Club 85 BAY HILL RD, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$325,000

2 beds

|

2 baths

|

1,967 sq ft

85 BAY HILL RD, MAGNOLIA, DE, 19962
Community: Champions' Club
New Southern Meadow 116 LAVENDER DR # 4, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$199,000

2 beds

|

2 baths

|

1,720 sq ft

116 LAVENDER DR # 4, MAGNOLIA, DE, 19962
Community: Southern Meadow
Noble's Pond 812 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$449,320

3 beds

|

3 baths

|

2,151 sq ft

812 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
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Noble's Pond 1175 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$357,800

2 beds

|

2 baths

|

1,518 sq ft

1175 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Champions' Club 673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962
$365,000

2 beds

|

2 baths

|

1,599 sq ft

673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...
Community: Champions' Club

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