Call us at (667) 285-8003 to learn more about active adult communities in Ocean Pines Area

Ocean Pines Area, MD 55+ active adult communities & homes for sale - Page 4

204 homes near Ocean Pines Area

Sort by:

Relevance

Relevance

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
$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
The Village at Linwood
$200ks
The Village at Linwood, Linwood, NJ
Resale Only | 55+ age-restricted | Built 1988 - 1990 | 188 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
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
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 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
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 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.
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 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
Auburn Meadows
$400ks - $500ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
Ashland
$300ks - $400ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 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
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
4.5 rating (2 reviews) Southern Meadow
$100ks - $200ks
Southern Meadow, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 120 homes
3.3 rating (3 reviews) Windstone
$400ks
Windstone, Milton, DE
Resale Only | Age-targeted | Built 2017 - 2022 | 260 homes
Osprey Point
$300ks - $400ks
Osprey Point, Upper Township, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 149 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.
Legacy at Cape May
$400ks - $500ks
Legacy at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 141 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
Champions' Club
$300ks - $400ks
Champions' Club, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 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
Bay Crossing
$400ks - $600ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 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
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
Gateway Shores
$200ks - $300ks
Gateway Shores, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 1996 - 2002 | 66 homes
Wynndemere
$400ks
Wynndemere, Cape May Court House, NJ
Resale Only | 55+ age-restricted | Built 2001 - 2011 | 62 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
Four Seasons Condominiums
$100ks
Four Seasons Condominiums, Northfield, NJ
Resale Only | 55+ age-restricted | Built 1989 - 1989 | 120 homes
Roesville
$300ks
Roesville, Felton, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 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
Gatherings at Cape May
$500ks
Gatherings at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 115 homes
The Villages at Red Mill Pond 34438 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958
$549,900

3 beds

|

2 baths

|

2,082 sq ft

34438 SPRING BROOK AVE, LEWES, DE, 19958
The Parke at Ocean Pines 7 LONG POINT CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$559,900

4 beds

|

3 baths

|

2,808 sq ft

7 LONG POINT CT, OCEAN PINES, MD, 21811
The Parke at Ocean Pines 95 CHATHAM CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$525,000

4 beds

|

3 baths

|

2,357 sq ft

95 CHATHAM CT, OCEAN PINES, MD, 21811
The Villages at Red Mill Pond 30418 COHENS DR, LEWES, DE, 19958, Lewes, DE 19958
$535,000

3 beds

|

2 baths

|

1,956 sq ft

30418 COHENS DR, LEWES, DE, 19958
The Village at Linwood 550 CENTRAL C-4, LINWOOD, NJ, 08221, Linwood, NJ 08221
$255,000

2 beds

|

2 baths

|

977 sq ft

|

Condo

550 CENTRAL C-4, LINWOOD, NJ, 08221
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Four Seasons Condominiums 4308 DOLPHIN 4308, NORTHFIELD, NJ, 08225, Northfield, NJ 08225
$239,900

2 beds

|

2 baths

|

1,130 sq ft

|

Condo

4308 DOLPHIN 4308, NORTHFIELD, NJ, 08225
Heritage Creek 210 HERITAGE BLVD, MILTON, DE, 19968, Milton, DE 19968
$450,000

3 beds

|

3 baths

|

1,714 sq ft

210 HERITAGE BLVD, MILTON, DE, 19968
Community: Heritage Creek
Verona Woods 401 ALEZACH DR, DOVER, DE, 19901, Dover, DE 19901
$399,900

3 beds

|

2 baths

|

1,356 sq ft

401 ALEZACH DR, DOVER, DE, 19901
Community: Verona Woods
Four Seasons at Stone Harbor 308 OSPREY 308 - TOWNHOUSE, CAPE MAY COU..., Cape May Court House, NJ 08210
$655,000

4 beds

|

3 baths

|

2,200 sq ft

|

Condo

308 OSPREY 308 - TOWNHOUSE, CAPE MAY COU...
Four Seasons at Stone Harbor 308 OSPREY CT 308, CAPE MAY COURT HOUSE,..., Cape May Court House, NJ 08210
$655,000

3 beds

|

3 baths

|

2,220 sq ft

|

Townhouse

308 OSPREY CT 308, CAPE MAY COURT HOUSE,...
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 Shores 60 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$310,000

2 beds

|

2 baths

|

1,735 sq ft

60 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Heritage Shores 391 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$319,400

2 beds

|

2 baths

|

1,416 sq ft

391 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Southern Meadow 106 FOXTAIL LN 32, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$165,000

2 beds

|

2 baths

|

1,384 sq ft

106 FOXTAIL LN 32, MAGNOLIA, DE, 19962
Community: Southern Meadow
Noble's Pond 631 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$479,900

2 beds

|

2 baths

631 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Village of Eastridge 54 OSCAR MILL LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$415,000

2 beds

|

2 baths

|

2,218 sq ft

54 OSCAR MILL LN, SMYRNA, DE, 19977
The Village of Cinderberry 2 HUCKLEBERRY DR 59, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$344,900

2 beds

|

2 baths

|

1,628 sq ft

2 HUCKLEBERRY DR 59, GEORGETOWN, DE, 199...
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Windstone 34670 VILLA CIR 2206, LEWES, DE, 19958, Lewes, DE 19958
$349,900

2 beds

|

2 baths

|

986 sq ft

|

Condo

34670 VILLA CIR 2206, LEWES, DE, 19958
Community: Windstone
Four Seasons at Hatteras Hills 1005 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$530,000

4 beds

|

4 baths

|

2,800 sq ft

1005 BUXTON CIR, MAGNOLIA, DE, 19962
Noble's Pond 300 NOBLES POND XING, DOVER, DE, 19904, Dover, DE 19904
$499,000

3 beds

|

3 baths

|

2,475 sq ft

300 NOBLES POND XING, DOVER, DE, 19904
Community: Noble's Pond
SummersGate 922 TURNSTONE CIR, SALISBURY, MD, 21804, Salisbury, MD 21804
$374,500

3 beds

|

3 baths

|

2,260 sq ft

922 TURNSTONE CIR, SALISBURY, MD, 21804
Community: SummersGate
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 260 EXETER ST, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$469,000

3 beds

|

3 baths

|

2,299 sq ft

260 EXETER ST, OCEAN VIEW, DE, 19970
Community: Silver Woods
Noble's Pond 145 LEANDER DR, DOVER, DE, 19904, Dover, DE 19904
$466,450

2 beds

|

2 baths

|

1,746 sq ft

145 LEANDER DR, DOVER, DE, 19904
Community: Noble's Pond
Spring Meadow 26 WHEATSHEAF LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$399,999

3 beds

|

2 baths

|

2,090 sq ft

26 WHEATSHEAF LN, SMYRNA, DE, 19977
Community: Spring Meadow
Heritage Creek 227 LANTERN LN, MILTON, DE, 19968, Milton, DE 19968
$465,000

3 beds

|

3 baths

|

2,018 sq ft

227 LANTERN LN, MILTON, DE, 19968
Community: Heritage Creek
Bay Crossing 35223 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958
$699,900

4 beds

|

2 baths

|

4,200 sq ft

35223 SEAPORT LOOP, LEWES, DE, 19958
Community: Bay Crossing
The Village at Linwood 550 CENTRAL N8, LINWOOD, NJ, 08221, Linwood, NJ 08221
$289,000

2 beds

|

2 baths

|

Condo

550 CENTRAL N8, LINWOOD, NJ, 08221
Four Seasons at Belle Terre 19149 CHARTRES ST 27, LEWES, DE, 19958, Lewes, DE 19958
$650,000

4 beds

|

3 baths

|

3,963 sq ft

19149 CHARTRES ST 27, LEWES, DE, 19958
Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!
Questions? Call us: (667) 285-8003
Heritage Shores 52 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$349,900

2 beds

|

2 baths

|

1,716 sq ft

52 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Noble's Pond 169 WINDING CARRIAGE LN, DOVER, DE, 1990..., Dover, DE 19904
$349,900

3 beds

|

3 baths

|

2,112 sq ft

169 WINDING CARRIAGE LN, DOVER, DE, 1990...
Community: Noble's Pond
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.
Ashland 25 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977
$379,900

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
$415,000

2 beds

|

2 baths

|

2,303 sq ft

131 LUPINE DR, SMYRNA, DE, 19977
Legacy at Cape May 2305 TIDEWATER AVE 2305, RIO GRANDE, NJ,..., Rio Grande, NJ 08242
$499,999

3 beds

|

3 baths

|

2,140 sq ft

|

Townhouse

2305 TIDEWATER AVE 2305, RIO GRANDE, NJ,...
Community: Legacy at Cape May
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
$379,900

3 beds

|

2 baths

|

2,003 sq ft

46 FRANKENBERRY DR, GEORGETOWN, DE, 1994...
Heritage Shores 329 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$509,000

3 beds

|

3 baths

|

3,028 sq ft

329 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
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
Bishop's Landing 33285 LONE CEDAR LNDG, MILLVILLE, DE, 19..., Millville, DE 19967
$499,900

4 beds

|

3 baths

|

2,800 sq ft

33285 LONE CEDAR LNDG, 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 133 CASSIUS LN, DOVER, DE, 19901, Dover, DE 19901
$423,900

3 beds

|

2 baths

|

1,599 sq ft

133 CASSIUS LN, DOVER, DE, 19901
Community: Verona Woods
The Villages at Red Mill Pond 16511 GREENSPRING AVE, LEWES, DE, 19958, Lewes, DE 19958
$549,000

3 beds

|

2 baths

|

1,855 sq ft

16511 GREENSPRING AVE, LEWES, DE, 19958
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.



Frequently Asked Questions


Connect with an agent
Want to learn more about 55+ communities in the Ocean Pines Area?
  • Insights and market stats
  • Instant new home alerts
  • Answers from local 55+ experts

Call us now: (667) 285-8003

Thanks! A local 55+ expert will be in touch shortly.

Want to learn more about 55+ communities in Ocean Pines Area?

Call us: (667) 285-8003
204 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Aug 19, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top