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

36 communities near Ocean Pines Area

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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
$200ks - $300ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 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
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
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
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
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Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
Independence
$400ks - $800ks
Independence, Millsboro, DE
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes
3 rating (5 reviews) Heritage Creek
$300ks - $500ks
Heritage Creek, Milton, DE
New and Resale | Age-targeted | Built 2008 - present | 400 homes
Bay Crossing
$400ks - $600ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 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.
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.
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
Four Seasons at Belle Ter...
$400ks - $600ks
Four Seasons at Belle Ter..., Lewes, DE
New Construction | 55+ age-restricted | Built 2019 - present | 269 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
The Village at Linwood
$200ks
The Village at Linwood, Linwood, NJ
Resale Only | 55+ age-restricted | Built 1988 - 1990 | 188 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
Forest Landing at Bethany...
$300ks - $500ks
Forest Landing at Bethany..., Frankford, DE
New and Resale | Age-targeted | Built 2012 - present | 280 homes
Want to learn more about 55+ rental communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Ashland
$300ks - $400ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 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.
5 rating (1 reviews) Bishop's Landing
$300ks - $500ks
Bishop's Landing, Millville, DE
New and Resale | Age-targeted | Built 2013 - present | 449 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.
Verona Woods
$300ks - $400ks
Verona Woods, Dover, DE
Resale Only | 55+ age-restricted | Built 2020 - present | 148 homes
4.5 rating (2 reviews) Southern Meadow
$100ks - $200ks
Southern Meadow, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 120 homes
5 rating (2 reviews) Spring Meadow
$400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Auburn Meadows
$400ks - $500ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
Osprey Point
$300ks - $400ks
Osprey Point, Upper Township, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 149 homes
Champions' Club
$300ks - $400ks
Champions' Club, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 homes
SummersGate
$300ks
SummersGate, Salisbury, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 216 homes
3.3 rating (3 reviews) Windstone
$400ks
Windstone, Milton, DE
Resale Only | Age-targeted | Built 2017 - 2022 | 260 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.
Four Seasons Condominiums
$100ks
Four Seasons Condominiums, Northfield, NJ
Resale Only | 55+ age-restricted | Built 1989 - 1989 | 120 homes
Want to learn more about 55+ rental communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
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.
Cedar Bay
$200ks - $300ks
Cedar Bay, Ocean View, DE
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 72 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 Area? 55places can help!
Questions? Call us: (667) 285-8003
Gateway Shores
$200ks - $300ks
Gateway Shores, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 1996 - 2002 | 66 homes
Four Seasons at Stone Har...
$600ks - $700ks
Four Seasons at Stone Har..., Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2009 | 60 homes
5 rating (2 reviews) Four Seasons at Millville
$200ks
Four Seasons at Millville, Millville, NJ
New and Resale | 55+ age-restricted | Built 2008 - present | 610 homes
Legacy at Cape May
$400ks - $500ks
Legacy at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 141 homes
Fieldstone Village
$200ks - $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.
Gatherings at Cape May
$500ks
Gatherings at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 115 homes
Roesville
$300ks
Roesville, Felton, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 homes
New Ashland 7 PEGASUS LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$469,900

3 beds

|

3 baths

|

2,400 sq ft

7 PEGASUS LN, SMYRNA, DE, 19977
Community: Ashland
New Independence 24032 BENJAMIN HARRISON CIR, MILLSBORO, ..., Millsboro, DE 19966
$519,900

3 beds

|

2 baths

|

1,675 sq ft

24032 BENJAMIN HARRISON CIR, MILLSBORO, ...
Community: Independence
New The Parke at Ocean Pines 11531 MANKLIN CREEK RD, OCEAN PINES, MD,..., Ocean Pines, MD 21811
$399,000

3 beds

|

2 baths

|

1,408 sq ft

11531 MANKLIN CREEK RD, OCEAN PINES, MD,...
New The Parke at Ocean Pines 14 AUDUBON CIR, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$449,000

3 beds

|

2 baths

|

1,788 sq ft

14 AUDUBON CIR, OCEAN PINES, MD, 21811
New The Parke at Ocean Pines 57 HATTERAS ST, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$399,000

3 beds

|

2 baths

|

1,408 sq ft

57 HATTERAS ST, OCEAN PINES, MD, 21811
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Want to learn more about 55+ rental communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
New Roesville 36 SUNDERLAND RD, FELTON, DE, 19943, Felton, DE 19943
$424,900

3 beds

|

2 baths

|

2,037 sq ft

36 SUNDERLAND RD, FELTON, DE, 19943
Community: Roesville
New The Village of Cinderberry 12 FRANKENBERRY DR, GEORGETOWN, DE, 1994..., Georgetown, DE 19947
$419,000

3 beds

|

2 baths

|

1,665 sq ft

12 FRANKENBERRY DR, GEORGETOWN, DE, 1994...
New The Parke at Ocean Pines 5 CHATHAM CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$475,000

3 beds

|

2 baths

|

1,788 sq ft

5 CHATHAM CT, OCEAN PINES, MD, 21811
New Heritage Creek 220 FOX ST, MILTON, DE, 19968, Milton, DE 19968
$550,000

3 beds

|

4 baths

|

2,485 sq ft

220 FOX ST, MILTON, DE, 19968
Community: Heritage Creek
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.
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.
New Forest Landing at Bethany Beach 36725 PAR LN 98, FRANKFORD, DE, 19945, Frankford, DE 19945
$579,900

4 beds

|

3 baths

|

2,400 sq ft

|

Condo

36725 PAR LN 98, FRANKFORD, DE, 19945
New Heritage Shores 32 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$575,000

4 beds

|

3 baths

|

2,650 sq ft

32 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Four Seasons at Hatteras Hills 62 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$509,990

3 beds

|

2 baths

|

1,951 sq ft

62 FRISCO DR, MAGNOLIA, DE, 19962
Noble's Pond 1317 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$394,056

3 beds

|

3 baths

|

2,142 sq ft

1317 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
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 10 CAMBRIDGE PL, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$699,000

4 beds

|

3 baths

|

3,080 sq ft

10 CAMBRIDGE PL, OCEAN PINES, MD, 21811
Auburn Meadows 614 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$449,000

2 beds

|

2 baths

|

1,797 sq ft

614 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Four Seasons at Hatteras Hills 1002 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$519,990

3 beds

|

2 baths

|

1,754 sq ft

1002 BUXTON CIR, MAGNOLIA, DE, 19962
Want to learn more about 55+ rental communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Heritage Shores 42 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$329,000

2 beds

|

2 baths

|

1,683 sq ft

42 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
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.
Windstone 29649 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$419,000

3 beds

|

2 baths

|

1,702 sq ft

29649 RIVERSTONE 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.
The Village at Linwood 550 CENTRAL AVE H-12, LINWOOD, NJ, 08221, Linwood, NJ 08221
$314,900

2 beds

|

2 baths

|

977 sq ft

|

Condo

550 CENTRAL AVE H-12, LINWOOD, NJ, 08221
Noble's Pond 24 SKIPPING STONE LN, DOVER, DE, 19904, Dover, DE 19904
$524,990

3 beds

|

3 baths

|

2,151 sq ft

24 SKIPPING STONE LN, DOVER, DE, 19904
Community: Noble's Pond
The Village at Linwood 550 CENTRAL AVE M-14, LINWOOD, NJ, 08221, Linwood, NJ 08221
$359,000

2 beds

|

2 baths

|

1,047 sq ft

|

Condo

550 CENTRAL AVE M-14, LINWOOD, NJ, 08221
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 36451 DOG LEG CT, FRANKFORD, DE, 19945, Frankford, DE 19945
$599,000

4 beds

|

3 baths

|

2,750 sq ft

|

Condo

36451 DOG LEG CT, FRANKFORD, DE, 19945
Heritage Shores 100 WHISTLING DUCK DR, BRIDGEVILLE, DE, ..., Bridgeville, DE 19933
$330,000

2 beds

|

2 baths

|

1,569 sq ft

100 WHISTLING DUCK DR, BRIDGEVILLE, DE, ...
Community: Heritage Shores
Four Seasons at Hatteras Hills 30 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$519,990

3 beds

|

2 baths

|

1,778 sq ft

30 FRISCO DR, MAGNOLIA, DE, 19962
Champions' Club 295 NICKLAUS LN, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$485,000

3 beds

|

3 baths

|

3,058 sq ft

295 NICKLAUS LN, MAGNOLIA, DE, 19962
Community: Champions' Club
Wynndemere 1 WYNNDEMERE CT, CAPE MAY COURT HOUSE, N..., Cape May Court House, NJ 08210
$479,900

3 beds

|

2 baths

|

1,611 sq ft

1 WYNNDEMERE CT, CAPE MAY COURT HOUSE, N...
Community: Wynndemere
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.
Noble's Pond 267 NOBLES POND XING, DOVER, DE, 19904, Dover, DE 19904
$427,350

3 beds

|

2 baths

|

1,824 sq ft

267 NOBLES POND XING, DOVER, DE, 19904
Community: Noble's Pond
Want to learn more about 55+ rental communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
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.
Heritage Shores 14 GADWALL CIR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$375,000

3 beds

|

2 baths

|

1,720 sq ft

14 GADWALL CIR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Silver Woods 27 THORNTON DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$495,000

3 beds

|

2 baths

|

1,472 sq ft

27 THORNTON DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Champions' Club 390 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962
$439,900

2 beds

|

2 baths

|

1,916 sq ft

390 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...
Community: Champions' Club
Osprey Point 1731 ROUTE 9 S 122, SEAVILLE, NJ, 08230, Seaville, NJ 08230
$645,000

2 beds

|

2 baths

|

Condo

1731 ROUTE 9 S 122, SEAVILLE, NJ, 08230
Community: Osprey Point
Four Seasons at Belle Terre 23298 BOURBON CIR, LEWES, DE, 19958, Lewes, DE 19958
$849,000

4 beds

|

4 baths

|

3,100 sq ft

23298 BOURBON CIR, LEWES, DE, 19958
Independence 33245 TIDEWATER CV, MILLSBORO, DE, 19966, Millsboro, DE 19966
$185,000

3 beds

|

2 baths

|

1,092 sq ft

33245 TIDEWATER CV, MILLSBORO, DE, 19966
Community: Independence
Verona Woods 76 BALTHASAR DR, DOVER, DE, 19901, Dover, DE 19901
$449,000

3 beds

|

2 baths

|

1,488 sq ft

76 BALTHASAR DR, DOVER, DE, 19901
Community: Verona 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.
Heritage Shores 109 WHISTLING DUCK DR, BRIDGEVILLE, DE, ..., Bridgeville, DE 19933
$330,000

2 beds

|

2 baths

|

1,659 sq ft

109 WHISTLING DUCK DR, BRIDGEVILLE, DE, ...
Community: Heritage Shores
Bishop's Landing 30255 BRANDYWINE DR, MILLVILLE, DE, 1996..., Millville, DE 19967
$645,000

4 beds

|

4 baths

|

2,900 sq ft

30255 BRANDYWINE DR, MILLVILLE, DE, 1996...
Community: Bishop's Landing
Silver Woods HOMESITE 77 LACKAWANNA LN, OCEAN VIEW, D..., Ocean View, DE 19970
$529,990

3 beds

|

3 baths

|

2,070 sq ft

HOMESITE 77 LACKAWANNA LN, OCEAN VIEW, D...
Community: Silver Woods
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.
Village of Eastridge 209 LUPINE DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$462,000

2 beds

|

2 baths

|

1,762 sq ft

209 LUPINE DR, SMYRNA, DE, 19977
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Want to learn more about 55+ rental communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Verona Woods 302 ALEZACH DR, DOVER, DE, 19901, Dover, DE 19901
$450,000

3 beds

|

2 baths

|

1,800 sq ft

302 ALEZACH DR, DOVER, DE, 19901
Community: Verona Woods
Spring Meadow 543 SORRELL CIR, SMYRNA, DE, 19977, Smyrna, DE 19977
$439,900

2 beds

|

2 baths

|

2,776 sq ft

543 SORRELL CIR, SMYRNA, DE, 19977
Community: Spring Meadow



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