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

34 communities near Ocean Pines Area

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5 rating (2 reviews) The Parke at Ocean Pines
$200Ks - $600Ks
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 - $400Ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 homes
5 rating (2 reviews) Four Seasons at Millville
$300Ks - $300Ks
Four Seasons at Millville, Millville, NJ
New and Resale | 55+ age-restricted | Built 2008 - present | 610 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
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Roesville
$300Ks - $300Ks
Roesville, Felton, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 homes
Independence
$100Ks - $700Ks
Independence, Millsboro, DE
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes
5 rating (1 reviews) Bishop's Landing
$500Ks - $600Ks
Bishop's Landing, Millville, DE
New and Resale | Age-targeted | Built 2013 - present | 449 homes
Four Seasons at Hatteras ...
$400Ks - $500Ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
3 rating (5 reviews) Heritage Creek
$400Ks - $500Ks
Heritage Creek, Milton, DE
New and Resale | Age-targeted | Built 2008 - 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
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 - $400Ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
3.3 rating (3 reviews) Windstone
$400Ks - $400Ks
Windstone, Milton, DE
Resale Only | Age-targeted | Built 2017 - 2022 | 260 homes
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Bay Crossing
$400Ks - $700Ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes
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
SummersGate
$300Ks - $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
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.
The Village at Linwood
$200Ks - $300Ks
The Village at Linwood, Linwood, NJ
Resale Only | 55+ age-restricted | Built 1988 - 1990 | 188 homes
The Village of Cinderberr...
$300Ks - $300Ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Ashland
$300Ks - $400Ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes
Osprey Point
$400Ks - $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
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
4.5 rating (2 reviews) Southern Meadow
$100Ks - $100Ks
Southern Meadow, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 120 homes
Four Seasons Condominiums
$100Ks - $100Ks
Four Seasons Condominiums, Northfield, NJ
Resale Only | 55+ age-restricted | Built 1989 - 1989 | 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
1.7 rating (3 reviews) Silver Woods
$400Ks - $400Ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
Fieldstone Village
$300Ks - $300Ks
Fieldstone Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2002 - present | 98 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.
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 - $400Ks
Wynndemere, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2001 - 2011 | 62 homes
Four Seasons at Stone Har...
$500Ks - $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 30 FORT SUMTER, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$375,000

2 beds

|

2 baths

|

1,688 sq ft

30 FORT SUMTER, OCEAN PINES, MD, 21811
SummersGate 1178 KESTREL WAY, SALISBURY, MD, 21804, Salisbury, MD 21804
$477,500

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 20 CHATHAM CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$625,000

5 beds

|

3 baths

|

2,587 sq ft

20 CHATHAM CT, OCEAN PINES, MD, 21811
The Parke at Ocean Pines 8 LONG POINT CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$575,000

4 beds

|

3 baths

|

2,808 sq ft

8 LONG POINT CT, OCEAN PINES, MD, 21811
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
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...
Heritage Shores 103 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933
$399,900

3 beds

|

2 baths

|

1,952 sq ft

103 WINGED FOOT DR, BRIDGEVILLE, DE, 199...
Community: Heritage Shores
Independence 29688 PATRICK HENRY CIR, MILLSBORO, DE, ..., Millsboro, DE 19966
$659,900

3 beds

|

2 baths

|

2,156 sq ft

29688 PATRICK HENRY CIR, MILLSBORO, DE, ...
Community: Independence
The Villages at Red Mill Pond 17547 CLOUD NINE DR, LEWES, DE, 19958, Lewes, DE 19958
$545,000

3 beds

|

2 baths

|

1,668 sq ft

17547 CLOUD NINE DR, LEWES, DE, 19958
Four Seasons at Belle Terre 21160 CONTI ST, LEWES, DE, 19958, Lewes, DE 19958
$759,900

5 beds

|

3 baths

|

3,630 sq ft

21160 CONTI ST, LEWES, DE, 19958
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.
Silver Woods HOMESITE 12 MERRICK WAY, OCEAN VIEW, DE,..., Ocean View, DE 19970
$434,990

3 beds

|

3 baths

|

2,201 sq ft

HOMESITE 12 MERRICK WAY, OCEAN VIEW, DE,...
Community: Silver Woods
Heritage Shores 8 GADWALL CIR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$365,000

3 beds

|

3 baths

|

2,200 sq ft

8 GADWALL CIR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Bay Crossing 34774 SCHOONER PASS, LEWES, DE, 19958, Lewes, DE 19958
$499,900

3 beds

|

3 baths

|

1,993 sq ft

34774 SCHOONER PASS, LEWES, DE, 19958
Community: Bay Crossing
The Villages at Red Mill Pond 17927 TORRY PINES PL, LEWES, DE, 19958, Lewes, DE 19958
$529,000

3 beds

|

3 baths

|

3,736 sq ft

17927 TORRY PINES PL, LEWES, DE, 19958
Silver Woods HOMESITE 22 GALLAGHER DR, OCEAN VIEW, DE..., Ocean View, DE 19970
$479,990

3 beds

|

3 baths

|

2,070 sq ft

HOMESITE 22 GALLAGHER DR, OCEAN VIEW, DE...
Community: Silver Woods
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Forest Landing at Bethany Beach HOMESITE 22 GALLAGHER DR, OCEAN VIEW, DE..., Ocean View, DE 19970
$479,990

3 beds

|

3 baths

|

2,070 sq ft

HOMESITE 22 GALLAGHER DR, OCEAN VIEW, DE...
Forest Landing at Bethany Beach HOMESITE 18 GALLAGHER DR, OCEAN VIEW, DE..., Ocean View, DE 19970
$499,990

4 beds

|

4 baths

|

2,443 sq ft

HOMESITE 18 GALLAGHER DR, OCEAN VIEW, DE...
Silver Woods HOMESITE 18 GALLAGHER DR, OCEAN VIEW, DE..., Ocean View, DE 19970
$499,990

4 beds

|

4 baths

|

2,443 sq ft

HOMESITE 18 GALLAGHER DR, OCEAN VIEW, DE...
Community: Silver Woods
New Heritage Shores 100 EMILYS PINTAIL DR, BRIDGEVILLE, DE, ..., Bridgeville, DE 19933
$424,900

3 beds

|

3 baths

|

2,912 sq ft

100 EMILYS PINTAIL DR, BRIDGEVILLE, DE, ...
Community: Heritage Shores
Bay Crossing 34953 COMPASS CV, LEWES, DE, 19958, Lewes, DE 19958
$725,000

4 beds

|

4 baths

|

4,061 sq ft

34953 COMPASS CV, LEWES, DE, 19958
Community: Bay Crossing
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.
Village of Eastridge 00 FELIX VIEW CT ASTON, SMYRNA, DE, 1997..., Smyrna, DE 19977
$406,000

2 beds

|

2 baths

|

1,720 sq ft

00 FELIX VIEW CT ASTON, SMYRNA, DE, 1997...
Champions' Club 221 NICKLAUS LN, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$419,900

2 beds

|

2 baths

|

1,623 sq ft

221 NICKLAUS LN, MAGNOLIA, DE, 19962
Community: Champions' Club
Noble's Pond 135 CASSELBERRY LN, DOVER, DE, 19904, Dover, DE 19904
$365,000

2 beds

|

2 baths

|

1,283 sq ft

135 CASSELBERRY LN, DOVER, DE, 19904
Community: Noble's Pond
Champions' Club 314 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962
$330,000

2 beds

|

2 baths

|

1,566 sq ft

314 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...
Community: Champions' Club
The Village of Cinderberry 2 CASTLEBERRY LN, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$340,000

3 beds

|

2 baths

|

1,986 sq ft

2 CASTLEBERRY LN, GEORGETOWN, DE, 19947
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Bay Crossing 34729 MARITIME WAY, LEWES, DE, 19958, Lewes, DE 19958
$565,000

3 beds

|

3 baths

|

2,761 sq ft

34729 MARITIME WAY, LEWES, DE, 19958
Community: Bay Crossing
Bishop's Landing 30195 BRANDYWINE DR, MILLVILLE, DE, 1996..., Millville, DE 19967
$665,000

4 beds

|

4 baths

|

3,152 sq ft

30195 BRANDYWINE DR, MILLVILLE, DE, 1996...
Community: Bishop's Landing
Silver Woods 138 KINGSTON AVE, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$424,990

3 beds

|

3 baths

|

2,088 sq ft

138 KINGSTON AVE, OCEAN VIEW, DE, 19970
Community: Silver Woods
Silver Woods 207 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$474,990

3 beds

|

3 baths

|

2,178 sq ft

207 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Auburn Meadows 1012 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$414,896

3 beds

|

2 baths

|

1,878 sq ft

1012 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
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.
Auburn Meadows 1000 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$429,510

3 beds

|

3 baths

|

2,386 sq ft

1000 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Champions' Club 673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962
$370,000

2 beds

|

2 baths

|

1,599 sq ft

673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...
Community: Champions' Club
Independence 26446 COTTONTAIL CV, MILLSBORO, DE, 1996..., Millsboro, DE 19966
$150,000

3 beds

|

2 baths

|

1,344 sq ft

26446 COTTONTAIL CV, MILLSBORO, DE, 1996...
Community: Independence
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
Ashland 26 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977
$435,000

3 beds

|

3 baths

|

1,848 sq ft

26 CYCLOPS TRL, SMYRNA, DE, 19977
Community: Ashland
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Noble's Pond 247 CARNEY CT, DOVER, DE, 19904, Dover, DE 19904
$354,900

3 beds

|

2 baths

|

1,453 sq ft

247 CARNEY CT, DOVER, DE, 19904
Community: Noble's Pond
Noble's Pond 208 CARNEY CT, DOVER, DE, 19904, Dover, DE 19904
$371,647

3 beds

|

3 baths

|

2,142 sq ft

208 CARNEY CT, DOVER, DE, 19904
Community: Noble's Pond
Noble's Pond 631 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$487,900

2 beds

|

2 baths

|

1,800 sq ft

631 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Village of Eastridge 100 NEW VILLAGE LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$479,500

3 beds

|

2 baths

|

1,842 sq ft

100 NEW VILLAGE LN, SMYRNA, DE, 19977
Windstone 29635 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$399,900

3 beds

|

2 baths

|

1,732 sq ft

29635 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone



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34 communities near Ocean Pines Area
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REIN updates its listings on a daily basis. Data last updated: Nov 16, 2025.
This application does not include information on all of the properties available for sale at this time.

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