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Ocean Pines, MD 55+ active adult communities & homes for sale - Page 3

170 homes near Ocean Pines

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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 (2 reviews) Heritage Shores
$300ks - $500ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 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? 55places can help!
Questions? Call us: (667) 843-7291
Independence
$400ks - $800ks
Independence, Millsboro, DE
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes
Bay Crossing
$400ks - $600ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 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
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.
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
3 rating (5 reviews) Heritage Creek
$300ks - $500ks
Heritage Creek, Milton, DE
New and Resale | Age-targeted | Built 2008 - present | 400 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
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
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The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Verona Woods
$300ks - $400ks
Verona Woods, Dover, DE
Resale Only | 55+ age-restricted | Built 2020 - present | 148 homes
5 rating (1 reviews) Bishop's Landing
$300ks - $500ks
Bishop's Landing, Millville, DE
New and Resale | Age-targeted | Built 2013 - present | 449 homes
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 (2 reviews) Spring Meadow
$300ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
4.5 rating (2 reviews) Southern Meadow
$100ks - $200ks
Southern Meadow, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 120 homes
Forest Landing at Bethany...
$300ks - $500ks
Forest Landing at Bethany..., Frankford, DE
New and Resale | Age-targeted | Built 2012 - present | 280 homes
Osprey Point
$300ks - $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? 55places can help!
Questions? Call us: (667) 843-7291
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
Auburn Meadows
$400ks - $500ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
Gateway Shores
$200ks - $300ks
Gateway Shores, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 1996 - 2002 | 66 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
3.3 rating (3 reviews) Windstone
$400ks
Windstone, Milton, DE
Resale Only | Age-targeted | Built 2017 - 2022 | 260 homes
Legacy at Cape May
$400ks - $500ks
Legacy at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 141 homes
Wynndemere
$400ks
Wynndemere, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2001 - 2011 | 62 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
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Fieldstone Village
$200ks - $300ks
Fieldstone Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2002 - present | 98 homes
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
Noble's Pond 2 FAIRMONT LN, DOVER, DE, 19904, Dover, DE 19904
$420,900

2 beds

|

2 baths

|

1,510 sq ft

2 FAIRMONT LN, DOVER, DE, 19904
Community: Noble's Pond
Noble's Pond 1 FAIRMONT LN, DOVER, DE, 19904, Dover, DE 19904
$389,900

2 beds

|

2 baths

|

1,260 sq ft

1 FAIRMONT LN, DOVER, DE, 19904
Community: Noble's Pond
Noble's Pond 498 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$512,000

3 beds

|

3 baths

|

2,373 sq ft

498 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Noble's Pond 643 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$450,400

2 beds

|

2 baths

|

1,575 sq ft

643 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Noble's Pond 5 FAIRMONT LN, DOVER, DE, 19904, Dover, DE 19904
$453,900

3 beds

|

2 baths

|

1,820 sq ft

5 FAIRMONT LN, DOVER, DE, 19904
Community: Noble's Pond
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Longacre Village 268 N RED HAVEN LN, DOVER, DE, 19901, Dover, DE 19901
$400,000

4 beds

|

3 baths

|

1,749 sq ft

268 N RED HAVEN LN, DOVER, DE, 19901
Community: Longacre Village
Silver Woods 16 THORNTON DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$675,000

3 beds

|

3 baths

|

2,324 sq ft

16 THORNTON DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Forest Landing at Bethany Beach 36509 PUTTER LN, FRANKFORD, DE, 19945, Frankford, DE 19945
$499,500

3 beds

|

3 baths

|

2,163 sq ft

|

Condo

36509 PUTTER LN, FRANKFORD, DE, 19945
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
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 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
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
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
Ashland 28 PEGASUS LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$429,900

2 beds

|

2 baths

|

1,720 sq ft

28 PEGASUS LN, SMYRNA, DE, 19977
Community: Ashland
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
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
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
Windstone 29751 PEBBLESTONE LOOP, MILTON, DE, 1996..., Milton, DE 19968
$479,900

3 beds

|

2 baths

|

1,730 sq ft

29751 PEBBLESTONE LOOP, MILTON, DE, 1996...
Community: Windstone
Liberty West 36332 GATE DR, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$379,990

3 beds

|

2 baths

|

1,349 sq ft

36332 GATE DR, GEORGETOWN, DE, 19947
Community: Liberty West
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 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
$469,990

3 beds

|

3 baths

|

2,070 sq ft

245 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
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
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
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
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
$310,000

2 beds

|

2 baths

|

1,198 sq ft

39 STARFIRE CT, DOVER, DE, 19901
Community: Longacre Village
Village of Eastridge 25 HENGST FARM LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$387,500

2 beds

|

2 baths

|

1,584 sq ft

25 HENGST FARM LN, SMYRNA, DE, 19977
Four Seasons at Hatteras Hills 58 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$559,900

4 beds

|

2 baths

|

2,344 sq ft

58 WANCHESE DR, MAGNOLIA, DE, 19962
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 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
$471,990

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
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
$499,990

3 beds

|

3 baths

|

2,267 sq ft

226 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Southern Meadow 116 LAVENDER DR 4, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$198,900

2 beds

|

2 baths

|

1,720 sq ft

116 LAVENDER DR 4, MAGNOLIA, DE, 19962
Community: Southern Meadow
Bay Crossing 35224 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958
$660,000

3 beds

|

3 baths

|

3,544 sq ft

35224 SEAPORT LOOP, LEWES, DE, 19958
Community: Bay Crossing
Windstone 29645 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$449,000

3 beds

|

2 baths

|

1,730 sq ft

29645 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone
Southern Meadow 148 DAFFODIL DR 148, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$137,500

3 beds

|

2 baths

|

1,568 sq ft

148 DAFFODIL DR 148, MAGNOLIA, DE, 19962
Community: Southern Meadow
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 Hatteras Hills 103 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$494,990

3 beds

|

2 baths

|

1,778 sq ft

103 WANCHESE DR, MAGNOLIA, DE, 19962
Liberty West 31139 TWIN VIEW WAY, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$469,990

3 beds

|

2 baths

|

1,781 sq ft

31139 TWIN VIEW WAY, GEORGETOWN, DE, 199...
Community: Liberty West
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...
SummersGate 1148 KESTREL WAY, SALISBURY, MD, 21804, Salisbury, MD 21804
$335,000

3 beds

|

2 baths

|

1,943 sq ft

1148 KESTREL WAY, SALISBURY, MD, 21804
Community: SummersGate
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Heritage Shores 16 BLUE HERON CT, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$419,900

3 beds

|

2 baths

|

1,890 sq ft

16 BLUE HERON CT, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Noble's Pond 213 NOBLES POND XING, DOVER, DE, 19904, Dover, DE 19904
$375,000

3 beds

|

2 baths

|

2,535 sq ft

213 NOBLES POND XING, DOVER, DE, 19904
Community: Noble's Pond
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