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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
$200ks - $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
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 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
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
3 rating (5 reviews) Heritage Creek
$300ks - $500ks
Heritage Creek, Milton, DE
New and Resale | Age-targeted | Built 2008 - present | 400 homes
Independence
$400ks - $800ks
Independence, Millsboro, DE
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes
Forest Landing at Bethany...
$300ks - $500ks
Forest Landing at Bethany..., Frankford, DE
New and Resale | Age-targeted | Built 2012 - present | 280 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 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 Belle Ter...
$400ks - $600ks
Four Seasons at Belle Ter..., Lewes, DE
New Construction | 55+ age-restricted | Built 2019 - present | 269 homes
Auburn Meadows
$400ks - $500ks
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
Osprey Point
$300ks - $400ks
Osprey Point, Upper Township, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 149 homes
The Village at Linwood
$200ks
The Village at Linwood, Linwood, NJ
Resale Only | 55+ age-restricted | Built 1988 - 1990 | 188 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!
Questions? Call us: (667) 285-8003
Ashland
$300ks - $400ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes
Bay Crossing
$400ks - $600ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes
Champions' Club
$300ks - $400ks
Champions' Club, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 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
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.
4.5 rating (2 reviews) Southern Meadow
$100ks - $200ks
Southern Meadow, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 120 homes
Legacy at Cape May
$400ks - $500ks
Legacy at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 141 homes
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
Wynndemere
$400ks
Wynndemere, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2001 - 2011 | 62 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
5 rating (2 reviews) Spring Meadow
$300ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
Roesville
$300ks
Roesville, Felton, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 homes
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
3.3 rating (3 reviews) Windstone
$400ks
Windstone, Milton, DE
Resale Only | Age-targeted | Built 2017 - 2022 | 260 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
SummersGate
$300ks
SummersGate, Salisbury, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 216 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.
Fieldstone Village
$200ks - $300ks
Fieldstone Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2002 - present | 98 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
Four Seasons Condominiums
$100ks
Four Seasons Condominiums, Northfield, NJ
Resale Only | 55+ age-restricted | Built 1989 - 1989 | 120 homes
Gatherings at Cape May
$500ks
Gatherings at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 115 homes
Gateway Shores
$200ks - $300ks
Gateway Shores, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 1996 - 2002 | 66 homes
Cedar Bay
$200ks - $300ks
Cedar Bay, Ocean View, DE
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 72 homes
New Heritage Shores 16 GADWALL CIR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$380,000

3 beds

|

3 baths

|

1,728 sq ft

16 GADWALL CIR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
New Heritage Shores 99 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$405,500

4 beds

|

3 baths

|

3,091 sq ft

99 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
New The Village at Linwood 550 CENTRAL N8, LINWOOD, NJ, 08221, Linwood, NJ 08221
$298,000

2 beds

|

2 baths

|

Condo

550 CENTRAL N8, LINWOOD, NJ, 08221
New Four Seasons at Belle Terre 19149 CHARTRES ST 27, LEWES, DE, 19958, Lewes, DE 19958
$759,900

4 beds

|

3 baths

|

3,400 sq ft

19149 CHARTRES ST 27, LEWES, DE, 19958
New Windstone 29671 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$464,900

3 beds

|

2 baths

|

1,821 sq ft

29671 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
New Heritage Shores 52 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$369,000

2 beds

|

2 baths

|

1,716 sq ft

52 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
New Fieldstone Village 130 CLAYSTONE DR, DOVER, DE, 19901, Dover, DE 19901
$405,000

3 beds

|

2 baths

|

3,236 sq ft

130 CLAYSTONE DR, DOVER, DE, 19901
Community: Fieldstone Village
New Noble's Pond 169 WINDING CARRIAGE LN, DOVER, DE, 1990..., Dover, DE 19904
$400,000

3 beds

|

3 baths

|

1,820 sq ft

169 WINDING CARRIAGE LN, DOVER, DE, 1990...
Community: Noble's Pond
New Legacy at Cape May 1505 TIDEWATER AVE 1505, RIO GRANDE, NJ,..., Rio Grande, NJ 08242
$579,000

3 beds

|

3 baths

|

2,000 sq ft

|

Townhouse

1505 TIDEWATER AVE 1505, RIO GRANDE, NJ,...
Community: Legacy at Cape May
New Auburn Meadows 69 HEARTHINGTON HOLW, SMYRNA, DE, 19977, Smyrna, DE 19977
$429,990

3 beds

|

3 baths

|

2,151 sq ft

69 HEARTHINGTON HOLW, 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.
New Auburn Meadows 77 HEARTHINGTON HOLW, SMYRNA, DE, 19977, Smyrna, DE 19977
$417,115

3 beds

|

3 baths

|

1,936 sq ft

77 HEARTHINGTON HOLW, SMYRNA, DE, 19977
Community: Auburn Meadows
Champions' Club 90 SHADOW CREEK RD, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$350,000

3 beds

|

2 baths

|

1,600 sq ft

90 SHADOW CREEK RD, MAGNOLIA, DE, 19962
Community: Champions' Club
Osprey Point 1731 ROUTE 9 OSPREY POINT, SEAVILLE, NJ,..., Seaville, NJ 08230
$569,000

2 beds

|

2 baths

|

Condo

1731 ROUTE 9 OSPREY POINT, SEAVILLE, NJ,...
Community: Osprey Point
Osprey Point 1731 ROUTE 9 149, SEAVILLE, NJ, 08230, Seaville, NJ 08230
$569,000

2 beds

|

2 baths

|

Condo

1731 ROUTE 9 149, SEAVILLE, NJ, 08230
Community: Osprey Point
Legacy at Cape May 1607 TIDEWATER AVE 1607, RIO GRANDE, NJ,..., Rio Grande, NJ 08242
$569,000

3 beds

|

3 baths

|

2,140 sq ft

|

Townhouse

1607 TIDEWATER AVE 1607, RIO GRANDE, NJ,...
Community: Legacy at Cape May
Independence 29597 PATRICK HENRY CIR, MILLSBORO, DE, ..., Millsboro, DE 19966
$649,900

3 beds

|

3 baths

|

2,540 sq ft

29597 PATRICK HENRY CIR, MILLSBORO, DE, ...
Community: Independence
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Longacre Village 75 N RED HAVEN LN, DOVER, DE, 19901, Dover, DE 19901
$339,000

2 beds

|

2 baths

|

1,280 sq ft

75 N RED HAVEN LN, DOVER, DE, 19901
Community: Longacre Village
Heritage Shores 110 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933
$569,900

4 beds

|

3 baths

|

2,598 sq ft

110 WINGED FOOT DR, BRIDGEVILLE, DE, 199...
Community: Heritage Shores
The Villages at Red Mill Pond 34174 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958
$615,000

3 beds

|

2 baths

|

1,988 sq ft

34174 SPRING BROOK AVE, LEWES, DE, 19958
Osprey Point 1731 ROUTE 9 98, OCEAN VIEW, NJ, 08230, Ocean View, NJ 08230
$549,000

2 beds

|

2 baths

|

Condo

1731 ROUTE 9 98, OCEAN VIEW, NJ, 08230
Community: Osprey Point
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 30 LOCHALSH LN, RIO GRANDE, NJ, 08242, Rio Grande, NJ 08242
$575,000

2 beds

|

2 baths

|

2,206 sq ft

|

Other

30 LOCHALSH LN, RIO GRANDE, NJ, 08242
Silver Woods 8 OLD FORGE DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$799,995

3 beds

|

3 baths

|

3,026 sq ft

8 OLD FORGE DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Forest Landing at Bethany Beach 8 OLD FORGE DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$799,995

3 beds

|

3 baths

|

3,026 sq ft

8 OLD FORGE DR, OCEAN VIEW, DE, 19970
Ashland 25 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977
$399,900

2 beds

|

2 baths

|

1,612 sq ft

25 CYCLOPS TRL, SMYRNA, DE, 19977
Community: Ashland
Village of Eastridge 131 LUPINE DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$430,000

2 beds

|

2 baths

|

2,303 sq ft

131 LUPINE DR, SMYRNA, DE, 19977
Silver Woods 37252 BRENDA LN, FRANKFORD, DE, 19945, Frankford, DE 19945
$515,000

3 beds

|

3 baths

|

1,715 sq ft

37252 BRENDA LN, FRANKFORD, DE, 19945
Community: Silver Woods
Four Seasons at Belle Terre 21144 CONTI ST, LEWES, DE, 19958, Lewes, DE 19958
$699,900

3 beds

|

2 baths

|

2,080 sq ft

21144 CONTI ST, LEWES, DE, 19958
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Legacy at Cape May 2305 TIDEWATER AVE 2305, RIO GRANDE, NJ,..., Rio Grande, NJ 08242
$539,000

3 beds

|

3 baths

|

2,140 sq ft

|

Townhouse

2305 TIDEWATER AVE 2305, RIO GRANDE, NJ,...
Community: Legacy at Cape May
The Villages at Red Mill Pond 34258 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958
$550,000

3 beds

|

2 baths

|

1,824 sq ft

34258 SPRING BROOK AVE, LEWES, DE, 19958
Wynndemere 40 WYNNDEMERE CT, CAPE MAY COURT HOUSE, ..., Cape May Court House, NJ 08210
$430,000

2 beds

|

2 baths

|

Other

40 WYNNDEMERE CT, CAPE MAY COURT HOUSE, ...
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.
Longacre Village 392 WINESAP LN, DOVER, DE, 19901, Dover, DE 19901
$520,000

3 beds

|

3 baths

|

1,916 sq ft

392 WINESAP LN, DOVER, DE, 19901
Community: Longacre Village
The Village of Cinderberry 46 FRANKENBERRY DR, GEORGETOWN, DE, 1994..., Georgetown, DE 19947
$395,000

3 beds

|

2 baths

|

2,003 sq ft

46 FRANKENBERRY DR, GEORGETOWN, DE, 1994...
Four Seasons Condominiums 2209 DOLPHIN 2209, NORTHFIELD, NJ, 08225, Northfield, NJ 08225
$149,900

1 beds

|

1 baths

|

Condo

2209 DOLPHIN 2209, NORTHFIELD, NJ, 08225
Four Seasons Condominiums 3104 DOLPHIN 3104, NORTHFIELD, NJ, 08225, Northfield, NJ 08225
$149,900

1 beds

|

1 baths

|

Condo

3104 DOLPHIN 3104, NORTHFIELD, NJ, 08225
Heritage Shores 329 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$589,000

3 beds

|

3 baths

|

3,028 sq ft

329 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Noble's Pond 1235 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$375,000

2 beds

|

2 baths

|

1,518 sq ft

1235 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Auburn Meadows 264 HYDE AVE, SMYRNA, DE, 19977, Smyrna, DE 19977
$450,000

2 beds

|

2 baths

|

2,435 sq ft

264 HYDE AVE, SMYRNA, DE, 19977
Community: Auburn Meadows
The Village of Cinderberry 26 CINDER WAY 38, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$330,000

2 beds

|

2 baths

|

1,693 sq ft

26 CINDER WAY 38, GEORGETOWN, DE, 19947
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Windstone 16779 BROOKSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$459,000

3 beds

|

2 baths

|

2,000 sq ft

16779 BROOKSTONE DR, MILTON, DE, 19968
Community: Windstone
Heritage Shores 78 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$349,800

2 beds

|

2 baths

|

1,728 sq ft

78 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.



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REIN updates its listings on a daily basis. Data last updated: Apr 25, 2026.
This application does not include information on all of the properties available for sale at this time.

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