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

37 communities near Ocean Pines Area

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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
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Sundance Club
$500ks - $800ks
Sundance Club, Frankford, DE
New Construction | 55+ age-restricted | Built 2026 - present | 180 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
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
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
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.
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
Verona Woods
$300ks - $400ks
Verona Woods, Dover, DE
Resale Only | 55+ age-restricted | Built 2020 - present | 148 homes
3.7 rating (3 reviews) Spring Meadow
$300ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
3 rating (5 reviews) Heritage Creek
$300ks - $500ks
Heritage Creek, Milton, DE
New and Resale | Age-targeted | Built 2008 - present | 400 homes
Auburn Meadows
$400ks - $500ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Legacy at Cape May
$400ks - $500ks
Legacy at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 141 homes
Osprey Point
$300ks - $400ks
Osprey Point, Upper Township, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 149 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
Independence
$400ks - $800ks
Independence, Millsboro, DE
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 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
Bay Crossing
$400ks - $600ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes
Forest Landing at Bethany...
$300ks - $500ks
Forest Landing at Bethany..., Frankford, DE
New and Resale | Age-targeted | Built 2012 - present | 280 homes
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
Roesville
$300ks
Roesville, Felton, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 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
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
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
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.
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
Gateway Shores
$200ks - $300ks
Gateway Shores, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 1996 - 2002 | 66 homes
Gatherings at Cape May
$500ks
Gatherings at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 115 homes
Four Seasons Condominiums
$100ks
Four Seasons Condominiums, Northfield, NJ
Resale Only | 55+ age-restricted | Built 1989 - 1989 | 120 homes
Cedar Bay
$200ks - $300ks
Cedar Bay, Ocean View, DE
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 72 homes
SummersGate
$300ks
SummersGate, Salisbury, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 216 homes
Wynndemere
$400ks
Wynndemere, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2001 - 2011 | 62 homes
The Parke at Ocean Pines 116 CENTRAL PARKE E, OCEAN PINES, MD, 21..., Ocean Pines, MD 21811
$625,000

4 beds

|

3 baths

|

2,808 sq ft

116 CENTRAL PARKE E, OCEAN PINES, MD, 21...
The Parke at Ocean Pines 6 EASTON AVE, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$409,000

2 beds

|

2 baths

|

1,704 sq ft

6 EASTON AVE, OCEAN PINES, MD, 21811
Auburn Meadows 101 HANOVER AVE, SMYRNA, DE, 19977, Smyrna, DE 19977
$475,000

3 beds

|

3 baths

|

2,361 sq ft

101 HANOVER AVE, SMYRNA, DE, 19977
Community: Auburn Meadows
Heritage Shores 134 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$300,000

2 beds

|

2 baths

|

1,320 sq ft

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Heritage Shores 110 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933
$529,000

4 beds

|

3 baths

|

2,598 sq ft

110 WINGED FOOT DR, BRIDGEVILLE, DE, 199...
Community: Heritage Shores
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Verona Woods 76 BALTHASAR DR, DOVER, DE, 19901, Dover, DE 19901
$399,000

3 beds

|

2 baths

|

1,704 sq ft

76 BALTHASAR DR, DOVER, DE, 19901
Community: Verona Woods
New The Village of Cinderberry 3 BAYBERRY ST 2, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$314,999

2 beds

|

2 baths

|

1,518 sq ft

3 BAYBERRY ST 2, GEORGETOWN, DE, 19947
New Noble's Pond 334 CARPER DR, DOVER, DE, 19904, Dover, DE 19904
$389,250

3 beds

|

3 baths

|

2,142 sq ft

334 CARPER DR, DOVER, DE, 19904
Community: Noble's Pond
New Noble's Pond 20 LACEY LN, DOVER, DE, 19904, Dover, DE 19904
$459,250

3 beds

|

3 baths

|

2,386 sq ft

20 LACEY LN, DOVER, DE, 19904
Community: Noble's Pond
New Noble's Pond 1330 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$353,250

2 beds

|

2 baths

|

1,518 sq ft

1330 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
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 844 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$470,896

3 beds

|

3 baths

|

2,151 sq ft

844 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Four Seasons at Millville 113 WHARTON ST, MILLVILLE, NJ, 08332, Millville, NJ 08332
$315,000

2 beds

|

2 baths

|

1,487 sq ft

113 WHARTON ST, MILLVILLE, NJ, 08332
Legacy at Cape May 2308 TIDEWATER AVE 2308, RIO GRANDE, NJ,..., Rio Grande, NJ 08242
$490,000

2 beds

|

2 baths

|

1,649 sq ft

|

Condo

2308 TIDEWATER AVE 2308, RIO GRANDE, NJ,...
Community: Legacy at Cape May
Heritage Shores 324 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$439,990

3 beds

|

2 baths

|

1,892 sq ft

324 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Heritage Shores 87 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$350,000

3 beds

|

2 baths

|

1,640 sq ft

87 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Liberty West 36813 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$429,000

3 beds

|

2 baths

|

1,821 sq ft

36813 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Auburn Meadows 850 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$439,250

2 beds

|

2 baths

|

1,728 sq ft

850 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Noble's Pond 106 LEANDER DR, DOVER, DE, 19904, Dover, DE 19904
$365,000

2 beds

|

2 baths

|

1,249 sq ft

106 LEANDER DR, DOVER, DE, 19904
Community: Noble's Pond
The Village at Linwood 550 CENTRAL AVE E-15, LINWOOD, NJ, 08221, Linwood, NJ 08221
$285,000

2 beds

|

2 baths

|

977 sq ft

|

Condo

550 CENTRAL AVE E-15, LINWOOD, NJ, 08221
Gateway Shores 161 LEE LN 161, CAPE MAY COURT HOUSE, NJ..., Cape May Court House, NJ 08210
$425,000

2 beds

|

2 baths

|

1,404 sq ft

|

Condo

161 LEE LN 161, CAPE MAY COURT HOUSE, NJ...
Community: Gateway 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.
Gatherings at Cape May 5 GLEN COVE CT, RIO GRANDE, NJ, 08242, Rio Grande, NJ 08242
$549,900

3 beds

|

2 baths

|

1,648 sq ft

|

Other

5 GLEN COVE CT, RIO GRANDE, NJ, 08242
Champions' Club 306 NICKLAUS LN, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$435,000

2 beds

|

2 baths

|

1,890 sq ft

306 NICKLAUS LN, MAGNOLIA, DE, 19962
Community: Champions' Club
Village of Eastridge 197 LUPINE DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$525,000

3 beds

|

4 baths

|

3,331 sq ft

197 LUPINE DR, SMYRNA, DE, 19977
Longacre Village 108 N RED HVN, DOVER, DE, 19901, Dover, DE 19901
$495,000

3 beds

|

2 baths

|

2,176 sq ft

108 N RED HVN, DOVER, DE, 19901
Community: Longacre Village
The Village of Cinderberry 14 MULBERRY ST, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$342,000

2 beds

|

2 baths

|

1,591 sq ft

14 MULBERRY ST, GEORGETOWN, DE, 19947
Silver Woods 309 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$487,990

3 beds

|

3 baths

|

2,088 sq ft

309 GALLAGHER DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Bishop's Landing 38652 LONGS CHAPEL LN, MILLVILLE, DE, 19..., Millville, DE 19967
$699,900

5 beds

|

3 baths

|

2,900 sq ft

38652 LONGS CHAPEL LN, MILLVILLE, DE, 19...
Community: Bishop's Landing
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Verona Woods 125 BALTHASAR DR, DOVER, DE, 19901, Dover, DE 19901
$439,900

3 beds

|

2 baths

|

1,528 sq ft

125 BALTHASAR DR, DOVER, DE, 19901
Community: Verona Woods
The Villages at Red Mill Pond 18680 GOLDEN SUNRISE PL, LEWES, DE, 1995..., Lewes, DE 19958
$799,900

5 beds

|

4 baths

|

3,902 sq ft

18680 GOLDEN SUNRISE PL, LEWES, DE, 1995...
Silver Woods 321 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$460,990

3 beds

|

3 baths

|

2,088 sq ft

321 GALLAGHER DR, 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 317 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$451,990

3 beds

|

3 baths

|

2,088 sq ft

317 GALLAGHER DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Silver Woods 333 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$435,990

3 beds

|

3 baths

|

2,088 sq ft

333 GALLAGHER DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Silver Woods 315 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$465,990

3 beds

|

3 baths

|

2,267 sq ft

315 GALLAGHER DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Silver Woods 329 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$447,990

3 beds

|

3 baths

|

2,267 sq ft

329 GALLAGHER DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Windstone 16272 ASHLAR LOOP, MILTON, DE, 19968, Milton, DE 19968
$515,000

4 beds

|

3 baths

|

2,372 sq ft

16272 ASHLAR LOOP, MILTON, DE, 19968
Community: Windstone
Sundance Club 36034 LOOKOUT RUN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$769,900

3 beds

|

3 baths

|

2,720 sq ft

|

Condo

36034 LOOKOUT RUN, OCEAN VIEW, DE, 19970
Community: Sundance Club
Sundance Club 36030 LOOKOUT RUN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$704,900

4 beds

|

3 baths

|

2,720 sq ft

|

Condo

36030 LOOKOUT RUN, OCEAN VIEW, DE, 19970
Community: Sundance Club
Sundance Club 36026 LOOKOUT RUN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$684,900

4 beds

|

3 baths

|

2,156 sq ft

|

Condo

36026 LOOKOUT RUN, OCEAN VIEW, DE, 19970
Community: Sundance Club
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Sundance Club 36014 LOOKOUT RUN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$654,900

3 beds

|

3 baths

|

2,082 sq ft

|

Condo

36014 LOOKOUT RUN, OCEAN VIEW, DE, 19970
Community: Sundance Club
Sundance Club 36020 LOOKOUT RUN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$654,900

3 beds

|

3 baths

|

2,193 sq ft

|

Condo

36020 LOOKOUT RUN, OCEAN VIEW, DE, 19970
Community: Sundance Club
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: Aug 07, 2026.
This application does not include information on all of the properties available for sale at this time.

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