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

38 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
$200ks - $400ks
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 at Linwood
$200ks
The Village at Linwood, Linwood, NJ
Resale Only | 55+ age-restricted | Built 1988 - 1990 | 188 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 of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
Sundance Club
$500ks - $800ks
Sundance Club, Frankford, DE
New Construction | 55+ age-restricted | Built 2026 - present | 180 homes
3.7 rating (3 reviews) Spring Meadow
$200ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
Auburn Meadows
$400ks - $500ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 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
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
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
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
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
Bay Crossing
$400ks - $600ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 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 Condominiums
$100ks
Four Seasons Condominiums, Northfield, NJ
Resale Only | 55+ age-restricted | Built 1989 - 1989 | 120 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 Scenic Ha...
$600ks - $1Ms
Four Seasons at Scenic Ha..., Lewes, DE
New Construction | 55+ age-restricted | Built 2024 - present | 319 homes
5 rating (1 review) Bishop's Landing
$300ks - $500ks
Bishop's Landing, Millville, DE
New and Resale | Age-targeted | Built 2013 - present | 449 homes
3.3 rating (3 reviews) Windstone
$400ks
Windstone, Milton, DE
Resale Only | Age-targeted | Built 2017 - 2022 | 260 homes
5 rating (1 review) Independence
$400ks - $800ks
Independence, Millsboro, DE
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes
Wynndemere
$400ks - $500ks
Wynndemere, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2001 - 2011 | 62 homes
Fieldstone Village
$200ks - $300ks
Fieldstone Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2002 - present | 98 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 rating (5 reviews) Heritage Creek
$300ks - $500ks
Heritage Creek, Milton, DE
New and Resale | Age-targeted | Built 2008 - present | 400 homes
Gateway Shores
$300ks - $400ks
Gateway Shores, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 1996 - 2002 | 66 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
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.
Champions' Club
$300ks - $400ks
Champions' Club, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 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
Gatherings at Cape May
$500ks
Gatherings at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 115 homes
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
SummersGate
$300ks
SummersGate, Salisbury, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 216 homes
Cedar Bay
$200ks - $300ks
Cedar Bay, Ocean View, DE
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 72 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+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Verona Woods 66 KALLISTO CT, DOVER, DE, 19901, Dover, DE 19901
$399,000

3 beds

|

2 baths

|

1,576 sq ft

66 KALLISTO CT, DOVER, DE, 19901
Community: Verona Woods
Noble's Pond 18 MATISSE PL, DOVER, DE, 19904, Dover, DE 19904
$610,000

3 beds

|

3 baths

|

2,727 sq ft

18 MATISSE PL, DOVER, DE, 19904
Community: Noble's Pond
Heritage Shores 1 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$339,900

3 beds

|

2 baths

|

1,733 sq ft

1 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Heritage Shores 85 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$314,900

2 beds

|

2 baths

|

1,574 sq ft

85 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
New The Village at Linwood 550 CENTRAL 12D, LINWOOD, NJ, 08221, Linwood, NJ 08221
$337,500

3 beds

|

2 baths

|

1,345 sq ft

|

Condo

550 CENTRAL 12D, LINWOOD, NJ, 08221
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
New The Village at Linwood 550 CENTRAL AVE E8, LINWOOD, NJ, 08221, Linwood, NJ 08221
$267,500

2 beds

|

2 baths

|

Condo

550 CENTRAL AVE E8, LINWOOD, NJ, 08221
The Village at Linwood 550 CENTRAL AVE M10, LINWOOD, NJ, 08221, Linwood, NJ 08221
$285,000

2 beds

|

2 baths

|

1,047 sq ft

|

Condo

550 CENTRAL AVE M10, LINWOOD, NJ, 08221
The Villages at Red Mill Pond 14692 PLEASANT POND WAY, LEWES, DE, 1995..., Lewes, DE 19958
$499,999

3 beds

|

2 baths

|

2,185 sq ft

14692 PLEASANT POND WAY, LEWES, DE, 1995...
Liberty West 36782 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$479,990

3 beds

|

2 baths

|

1,976 sq ft

36782 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
Liberty West 36768 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$529,990

4 beds

|

2 baths

|

2,366 sq ft

36768 W OLD GATE DR, GEORGETOWN, DE, 199...
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.
Four Seasons at Hatteras Hills 507 KITTY HAWK WAY, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$539,990

4 beds

|

4 baths

|

2,737 sq ft

507 KITTY HAWK WAY, MAGNOLIA, DE, 19962
Noble's Pond 267 NOBLES POND XING, DOVER, DE, 19904, Dover, DE 19904
$375,000

3 beds

|

2 baths

|

1,824 sq ft

267 NOBLES POND XING, DOVER, DE, 19904
Community: Noble's Pond
Heritage Shores 48 RUDDY DUCK LN, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$430,000

4 beds

|

3 baths

|

2,757 sq ft

48 RUDDY DUCK LN, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Longacre Village 336 N RED HAVEN LN, DOVER, DE, 19901, Dover, DE 19901
$355,000

2 beds

|

2 baths

|

2,106 sq ft

336 N RED HAVEN LN, DOVER, DE, 19901
Community: Longacre Village
Four Seasons at Scenic Harbor 34604 SWAN CREEK DR, LEWES, DE, 19958, Lewes, DE 19958
$649,990

3 beds

|

2 baths

|

1,781 sq ft

34604 SWAN CREEK DR, LEWES, DE, 19958
Liberty West 36780 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$509,990

4 beds

|

2 baths

|

2,366 sq ft

36780 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
Four Seasons at Hatteras Hills 535 KITTY HAWK WAY, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$529,990

4 beds

|

2 baths

|

2,344 sq ft

535 KITTY HAWK WAY, MAGNOLIA, DE, 19962
Heritage Shores 12 CHAMPIONS DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$449,500

3 beds

|

2 baths

|

2,403 sq ft

12 CHAMPIONS DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
The Villages at Red Mill Pond 34432 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958
$450,000

3 beds

|

3 baths

|

1,484 sq ft

34432 SPRING BROOK AVE, LEWES, DE, 19958
The Village at Linwood 550 CENTRAL AVE I-2, LINWOOD, NJ, 08221, Linwood, NJ 08221
$280,000

2 beds

|

2 baths

|

977 sq ft

|

Condo

550 CENTRAL AVE I-2, LINWOOD, NJ, 08221
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 Creek 114 HERITAGE BLVD, MILTON, DE, 19968, Milton, DE 19968
$515,000

3 beds

|

3 baths

|

2,706 sq ft

114 HERITAGE BLVD, MILTON, DE, 19968
Community: Heritage Creek
Gatherings at Cape May 27 LOCHALSH LN, RIO GRANDE, NJ, 08242, Rio Grande, NJ 08242
$589,000

3 beds

|

2 baths

|

1,648 sq ft

|

Other

27 LOCHALSH LN, RIO GRANDE, NJ, 08242
Spring Meadow 18 LARKSPUR LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$299,999

2 beds

|

2 baths

|

1,500 sq ft

18 LARKSPUR LN, SMYRNA, DE, 19977
Community: Spring Meadow
The Parke at Ocean Pines 32 EASTON AVE, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$515,000

3 beds

|

2 baths

|

2,444 sq ft

32 EASTON AVE, OCEAN PINES, MD, 21811
Auburn Meadows 181 HANOVER AVE, SMYRNA, DE, 19977, Smyrna, DE 19977
$434,900

3 beds

|

2 baths

|

1,956 sq ft

181 HANOVER AVE, SMYRNA, DE, 19977
Community: Auburn Meadows
Bay Crossing 34727 MARITIME WAY, LEWES, DE, 19958, Lewes, DE 19958
$529,000

3 beds

|

3 baths

|

2,125 sq ft

34727 MARITIME WAY, LEWES, DE, 19958
Community: Bay Crossing
Noble's Pond 23 CARNEY CT, DOVER, DE, 19904, Dover, DE 19904
$420,000

3 beds

|

3 baths

|

2,915 sq ft

23 CARNEY CT, 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
Wynndemere 63 WYNNDEMERE CT, CAPE MAY COURT HOUSE, ..., Cape May Court House, NJ 08210
$429,900

2 beds

|

2 baths

|

Other

63 WYNNDEMERE CT, CAPE MAY COURT HOUSE, ...
Community: Wynndemere
Wynndemere 63 WYNNDEMERE, MIDDLE TOWNSHIP, NJ, 0821..., Middle Township, NJ 08210
$429,900

2 beds

|

2 baths

|

House

63 WYNNDEMERE, MIDDLE TOWNSHIP, NJ, 0821...
Community: Wynndemere
Four Seasons at Millville 42 COTTAGE ST, MILLVILLE, NJ, 08332, Millville, NJ 08332
$349,745

2 beds

|

2 baths

|

1,153 sq ft

42 COTTAGE ST, MILLVILLE, NJ, 08332
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 3210 DOLPHIN 3210, NORTHFIELD, NJ, 08225, Northfield, NJ 08225
$189,000

1 beds

|

1 baths

|

Condo

3210 DOLPHIN 3210, NORTHFIELD, NJ, 08225
Auburn Meadows 60 BERKS RD, SMYRNA, DE, 19977, Smyrna, DE 19977
$407,500

2 beds

|

2 baths

|

2,151 sq ft

60 BERKS RD, SMYRNA, DE, 19977
Community: Auburn Meadows
Auburn Meadows 844 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$419,000

3 beds

|

3 baths

|

2,151 sq ft

844 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Bay Crossing 35225 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958
$725,000

4 beds

|

4 baths

|

3,622 sq ft

35225 SEAPORT LOOP, LEWES, DE, 19958
Community: Bay Crossing
Heritage Shores 29 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$340,000

2 beds

|

2 baths

|

1,975 sq ft

29 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
Roesville 29 BIRMINGHAM CT, FELTON, DE, 19943, Felton, DE 19943
$425,000

2 beds

|

2 baths

|

1,833 sq ft

29 BIRMINGHAM CT, FELTON, DE, 19943
Community: Roesville
The Parke at Ocean Pines 7 BRUSH ISLAND CT, OCEAN PINES, MD, 2181..., Ocean Pines, MD 21811
$539,900

4 beds

|

3 baths

|

2,587 sq ft

7 BRUSH ISLAND CT, OCEAN PINES, MD, 2181...
Independence 29512 PATRICK HENRY CIR, MILLSBORO, DE, ..., Millsboro, DE 19966
$484,900

3 beds

|

2 baths

|

1,589 sq ft

29512 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
The Parke at Ocean Pines 1 FREEPORT LN, BERLIN, MD, 21811, Berlin, MD 21811
$559,900

4 beds

|

3 baths

|

2,587 sq ft

1 FREEPORT LN, BERLIN, MD, 21811
Liberty West 36809 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$519,990

4 beds

|

2 baths

|

2,341 sq ft

36809 W OLD GATE DR, GEORGETOWN, DE, 199...
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.



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REIN updates its listings on a daily basis. Data last updated: Nov 06, 2026.
This application does not include information on all of the properties available for sale at this time.

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