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

35 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
$300Ks - $500Ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 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 (3 reviews) Village of Eastridge
$300Ks - $400Ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
Four Seasons at Hatteras ...
$400Ks - $500Ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
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Bay Crossing
$500Ks - $600Ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes
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
Independence
$100Ks - $700Ks
Independence, Millsboro, DE
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes
Champions' Club
$300Ks - $400Ks
Champions' Club, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 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.
The Village of Cinderberr...
$300Ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Four Seasons Condominiums
$100Ks - $200Ks
Four Seasons Condominiums, Northfield, NJ
Resale Only | 55+ age-restricted | Built 1989 - 1989 | 120 homes
4.5 rating (2 reviews) Southern Meadow
$100Ks
Southern Meadow, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 120 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
Auburn Meadows
$400Ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
Verona Woods
$300Ks - $400Ks
Verona Woods, Dover, DE
Resale Only | 55+ age-restricted | Built 2020 - present | 148 homes
Forest Landing at Bethany...
$400Ks - $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
The Village at Linwood
$300Ks
The Village at Linwood, Linwood, NJ
Resale Only | 55+ age-restricted | Built 1988 - 1990 | 188 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.
3.3 rating (3 reviews) Windstone
$400Ks
Windstone, Milton, DE
Resale Only | Age-targeted | Built 2017 - 2022 | 260 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.
Four Seasons at Belle Ter...
$600Ks - $700Ks
Four Seasons at Belle Ter..., Lewes, DE
New Construction | 55+ age-restricted | Built 2019 - present | 269 homes
Ashland
$400Ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes
5 rating (1 reviews) Bishop's Landing
$500Ks
Bishop's Landing, Millville, DE
New and Resale | Age-targeted | Built 2013 - present | 449 homes
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SummersGate
$400Ks
SummersGate, Salisbury, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 216 homes
Longacre Village
$200Ks - $300Ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
3 rating (5 reviews) Heritage Creek
$400Ks - $500Ks
Heritage Creek, Milton, DE
New and Resale | Age-targeted | Built 2008 - present | 400 homes
Cedar Bay
$200Ks - $300Ks
Cedar Bay, Ocean View, DE
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 72 homes
5 rating (2 reviews) Four Seasons at Millville
$300Ks
Four Seasons at Millville, Millville, NJ
New and Resale | 55+ age-restricted | Built 2008 - present | 610 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 at Stone Har...
$600Ks
Four Seasons at Stone Har..., Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2009 | 60 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.
Gatherings at Cape May
$400Ks - $500Ks
Gatherings at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 115 homes
Osprey Point
$400Ks
Osprey Point, Upper Township, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 149 homes
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Wynndemere
$400Ks
Wynndemere, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2001 - 2011 | 62 homes
Gateway Shores
$200Ks - $300Ks
Gateway Shores, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 1996 - 2002 | 66 homes
Fieldstone Village
$300Ks
Fieldstone Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2002 - present | 98 homes
Legacy at Cape May
$400Ks - $500Ks
Legacy at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 141 homes
Roesville
$300Ks
Roesville, Felton, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 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 (2 reviews) Spring Meadow
$300Ks - $400Ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
New Ashland 125 E CLARENDON DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$344,900

2 beds

|

2 baths

|

1,466 sq ft

125 E CLARENDON DR, SMYRNA, DE, 19977
Community: Ashland
New Village of Eastridge 115 HENGST FARM LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$467,489

2 beds

|

2 baths

|

1,760 sq ft

115 HENGST FARM LN, SMYRNA, DE, 19977
New Village of Eastridge 131 HENGST FARM LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$457,351

2 beds

|

2 baths

|

1,684 sq ft

131 HENGST FARM LN, SMYRNA, DE, 19977
New The Village at Linwood 550 CENTRAL AVE UNIT E8, LINWOOD, NJ, 08..., Linwood, NJ 08221
$359,000

2 beds

|

2 baths

|

Condo

550 CENTRAL AVE UNIT E8, LINWOOD, NJ, 08...
New Village of Eastridge 123 HENGST FARM LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$487,603

2 beds

|

2 baths

|

1,581 sq ft

123 HENGST FARM LN, 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
New The Village of Cinderberry 3 BAYBERRY ST 2, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$335,000

2 beds

|

2 baths

|

1,359 sq ft

3 BAYBERRY ST 2, GEORGETOWN, DE, 19947
New Ashland 28 PEGASUS LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$445,900

2 beds

|

2 baths

|

1,720 sq ft

28 PEGASUS LN, SMYRNA, DE, 19977
Community: Ashland
New Noble's Pond 798 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$349,811

3 beds

|

2 baths

|

1,453 sq ft

798 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
New Heritage Shores 397 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$399,000

3 beds

|

3 baths

|

1,910 sq ft

397 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
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.
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 Four Seasons at Belle Terre 21204 DAUPHINE ST, LEWES, DE, 19958, Lewes, DE 19958
$749,900

4 beds

|

4 baths

|

3,088 sq ft

21204 DAUPHINE ST, LEWES, DE, 19958
New Auburn Meadows 43 ARDMONT DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$401,818

2 beds

|

2 baths

|

1,778 sq ft

43 ARDMONT DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Bay Crossing 34743 MARITIME WAY, LEWES, DE, 19958, Lewes, DE 19958
$533,900

3 beds

|

3 baths

|

2,125 sq ft

34743 MARITIME WAY, LEWES, DE, 19958
Community: Bay Crossing
The Villages at Red Mill Pond 34426 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958
$470,000

3 beds

|

2 baths

|

2,044 sq ft

34426 SPRING BROOK AVE, LEWES, DE, 19958
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Windstone 29751 PEBBLESTONE LOOP, MILTON, DE, 1996..., Milton, DE 19968
$485,000

3 beds

|

2 baths

|

1,730 sq ft

29751 PEBBLESTONE LOOP, MILTON, DE, 1996...
Community: Windstone
The Villages at Red Mill Pond 34491 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958
$619,900

3 beds

|

2 baths

|

2,148 sq ft

34491 SPRING BROOK AVE, LEWES, DE, 19958
Silver Woods 245 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$489,990

3 beds

|

3 baths

|

2,070 sq ft

245 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Want to learn more about 55+ rental communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Windstone 29522 FIELDSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$499,999

4 beds

|

3 baths

|

2,300 sq ft

29522 FIELDSTONE DR, MILTON, DE, 19968
Community: Windstone
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 of Cinderberry 27 BAYBERRY ST, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$365,000

2 beds

|

2 baths

|

1,649 sq ft

27 BAYBERRY ST, GEORGETOWN, DE, 19947
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 168 TYBALT LN, DOVER, DE, 19901, Dover, DE 19901
$420,000

3 beds

|

2 baths

|

1,404 sq ft

168 TYBALT LN, DOVER, DE, 19901
Community: Verona Woods
Spring Meadow 543 SORRELL CIR, SMYRNA, DE, 19977, Smyrna, DE 19977
$440,000

2 beds

|

2 baths

|

2,776 sq ft

543 SORRELL CIR, SMYRNA, DE, 19977
Community: Spring Meadow
The Village at Linwood 550 CENTRAL AVE UNIT I7, LINWOOD, NJ, 08..., Linwood, NJ 08221
$355,000

2 beds

|

2 baths

|

977 sq ft

|

Condo

550 CENTRAL AVE UNIT I7, LINWOOD, NJ, 08...
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 37099 FAIRWAY DR, FRANKFORD, DE, 19945, Frankford, DE 19945
$599,000

4 beds

|

3 baths

|

2,400 sq ft

|

Condo

37099 FAIRWAY DR, FRANKFORD, DE, 19945
Longacre Village 39 STARFIRE CT, DOVER, DE, 19901, Dover, DE 19901
$315,000

2 beds

|

2 baths

|

1,198 sq ft

39 STARFIRE CT, DOVER, DE, 19901
Community: Longacre Village
The Parke at Ocean Pines 35 HATTERAS ST, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$389,000

2 beds

|

3 baths

|

1,803 sq ft

|

Condo

35 HATTERAS ST, OCEAN PINES, MD, 21811
Heritage Shores 21 WHITE PELICAN CT, BRIDGEVILLE, DE, 19..., Bridgeville, DE 19933
$450,000

3 beds

|

3 baths

|

2,458 sq ft

21 WHITE PELICAN CT, BRIDGEVILLE, DE, 19...
Community: Heritage Shores
Village of Eastridge 25 HENGST FARM LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$399,000

2 beds

|

2 baths

|

1,584 sq ft

25 HENGST FARM LN, SMYRNA, DE, 19977
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 31 ARDMONT DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$405,050

2 beds

|

2 baths

|

1,936 sq ft

31 ARDMONT DR, SMYRNA, DE, 19977
Community: Auburn Meadows
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.
Noble's Pond 208 CARNEY CT, DOVER, DE, 19904, Dover, DE 19904
$359,990

3 beds

|

3 baths

|

2,142 sq ft

208 CARNEY CT, DOVER, DE, 19904
Community: Noble's Pond
Four Seasons at Hatteras Hills 29 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$514,900

3 beds

|

2 baths

|

1,951 sq ft

29 WANCHESE DR, MAGNOLIA, DE, 19962
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 11427 MANKLIN CREEK RD UNIT 7, OCEAN PIN..., Ocean Pines, MD 21811
$299,900

3 beds

|

2 baths

|

1,181 sq ft

|

Condo

11427 MANKLIN CREEK RD UNIT 7, OCEAN PIN...
Four Seasons at Hatteras Hills 58 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$564,900

4 beds

|

2 baths

|

2,344 sq ft

58 WANCHESE DR, MAGNOLIA, DE, 19962
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
Silver Woods 218 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$469,990

3 beds

|

3 baths

|

2,267 sq ft

218 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Silver Woods 220 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$464,990

3 beds

|

3 baths

|

2,088 sq ft

220 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.
Silver Woods 222 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$424,990

3 beds

|

3 baths

|

2,088 sq ft

222 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Silver Woods 226 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$509,990

3 beds

|

3 baths

|

2,267 sq ft

226 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
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
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.
Bay Crossing 35224 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958
$670,000

3 beds

|

3 baths

|

3,544 sq ft

35224 SEAPORT LOOP, LEWES, DE, 19958
Community: Bay Crossing
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
Windstone 29645 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$465,000

3 beds

|

2 baths

|

1,730 sq ft

29645 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone
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



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