not an image

Call us at (667) 843-7291 to learn more about active adult communities in Ocean Pines

Ocean Pines, MD 55+ active adult communities & homes for sale - Page 5

186 homes near Ocean Pines

Sort by:

Relevance

Relevance

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
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
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
3 rating (5 reviews) Heritage Creek
$300ks - $500ks
Heritage Creek, Milton, DE
New and Resale | Age-targeted | Built 2008 - present | 400 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Forest Landing at Bethany...
$300ks - $500ks
Forest Landing at Bethany..., Frankford, DE
New and Resale | Age-targeted | Built 2012 - present | 280 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.
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
Ashland
$300ks - $400ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 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
Auburn Meadows
$400ks - $500ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
Bay Crossing
$400ks - $600ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
5 rating (1 reviews) Bishop's Landing
$300ks - $500ks
Bishop's Landing, Millville, DE
New and Resale | Age-targeted | Built 2013 - present | 449 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
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
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
Champions' Club
$300ks - $400ks
Champions' Club, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 homes
3.3 rating (3 reviews) Windstone
$400ks
Windstone, Milton, DE
Resale Only | Age-targeted | Built 2017 - 2022 | 260 homes
5 rating (2 reviews) Spring Meadow
$300ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
Fieldstone Village
$200ks - $300ks
Fieldstone Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2002 - present | 98 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
SummersGate
$300ks
SummersGate, Salisbury, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 216 homes
Gatherings at Cape May
$500ks
Gatherings at Cape May, Rio Grande, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 115 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.
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
Roesville
$300ks
Roesville, Felton, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 homes
Noble's Pond 368 PEACOCK PL, DOVER, DE, 19904, Dover, DE 19904
$399,892

2 beds

|

2 baths

|

1,778 sq ft

368 PEACOCK PL, DOVER, DE, 19904
Community: Noble's Pond
Southern Meadow 104 LAVENDER DR 10, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$182,500

2 beds

|

2 baths

|

1,750 sq ft

104 LAVENDER DR 10, MAGNOLIA, DE, 19962
Community: Southern Meadow
Silver Woods 380 SCRANTON LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$460,000

4 beds

|

3 baths

|

2,026 sq ft

380 SCRANTON LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Liberty West 36366 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$396,990

3 beds

|

2 baths

|

1,349 sq ft

36366 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
Noble's Pond 135 CASSELBERRY LN, DOVER, DE, 19904, Dover, DE 19904
$362,500

2 beds

|

2 baths

|

1,283 sq ft

135 CASSELBERRY 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
Heritage Shores 338 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$442,000

3 beds

|

2 baths

|

1,576 sq ft

338 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Four Seasons at Stone Harbor 100 OSPREY DR 100, CAPE MAY COURT HOUSE,..., Cape May Court House, NJ 08210
$649,000

3 beds

|

3 baths

|

2,545 sq ft

|

Townhouse

100 OSPREY DR 100, CAPE MAY COURT HOUSE,...
Heritage Shores 12 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$334,900

3 beds

|

2 baths

|

1,845 sq ft

12 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
Independence 23792 SAMUEL ADAMS CIR, MILLSBORO, DE, 1..., Millsboro, DE 19966
$699,000

4 beds

|

3 baths

|

3,142 sq ft

23792 SAMUEL ADAMS CIR, MILLSBORO, DE, 1...
Community: Independence
Ashland 2 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977
$429,900

2 beds

|

2 baths

|

1,612 sq ft

2 CYCLOPS TRL, SMYRNA, DE, 19977
Community: Ashland
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 Parke at Ocean Pines 11421 MANKLIN CREEK RD 4, BERLIN, MD, 21..., Berlin, MD 21811
$299,900

3 beds

|

2 baths

|

1,181 sq ft

|

Condo

11421 MANKLIN CREEK RD 4, BERLIN, MD, 21...
Heritage Shores 328 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$459,990

3 beds

|

2 baths

|

2,018 sq ft

328 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
The Villages at Red Mill Pond 18682 GOLDEN SUNRISE PL, LEWES, DE, 1995..., Lewes, DE 19958
$469,900

3 beds

|

1,498 sq ft

18682 GOLDEN SUNRISE PL, LEWES, DE, 1995...
Noble's Pond 16 LEXIE CT, DOVER, DE, 19904, Dover, DE 19904
$398,900

2 beds

|

2 baths

|

1,444 sq ft

16 LEXIE CT, DOVER, DE, 19904
Community: Noble's Pond
Heritage Shores 134 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$319,900

2 beds

|

2 baths

|

1,320 sq ft

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Independence 24006 BENJAMIN HARRISON CIR, MILLSBORO, ..., Millsboro, DE 19966
$489,000

3 beds

|

2 baths

|

1,825 sq ft

24006 BENJAMIN HARRISON CIR, MILLSBORO, ...
Community: Independence
Want to learn more about 55+ communities in Ocean Pines? 55places can help!
Questions? Call us: (667) 843-7291
Heritage Shores 3 AMANDAS TEAL DR, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$395,000

3 beds

|

2 baths

|

2,420 sq ft

3 AMANDAS TEAL DR, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
SummersGate 1178 KESTREL WAY, SALISBURY, MD, 21804, Salisbury, MD 21804
$439,900

4 beds

|

3 baths

|

3,000 sq ft

1178 KESTREL WAY, SALISBURY, MD, 21804
Community: SummersGate
Noble's Pond 90 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$745,995

3 beds

|

3 baths

|

3,395 sq ft

90 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Village of Eastridge 00 FELIX VIEW CT ASTON, SMYRNA, DE, 1997..., Smyrna, DE 19977
$406,000

2 beds

|

2 baths

|

1,720 sq ft

00 FELIX VIEW CT ASTON, SMYRNA, DE, 1997...
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 00 FELIX VIEW CT BAYARD CLASSIC, SMYRNA,..., Smyrna, DE 19977
$382,000

2 beds

|

2 baths

|

1,600 sq ft

00 FELIX VIEW CT BAYARD CLASSIC, SMYRNA,...
Village of Eastridge 00 FELIX VIEW CT ASBURY, SMYRNA, DE, 199..., Smyrna, DE 19977
$392,000

2 beds

|

2 baths

|

1,600 sq ft

00 FELIX VIEW CT ASBURY, SMYRNA, DE, 199...
Heritage Creek 211 PROSPECT ST, MILTON, DE, 19968, Milton, DE 19968
$484,900

3 beds

|

3 baths

|

2,046 sq ft

211 PROSPECT ST, MILTON, DE, 19968
Community: Heritage Creek
Verona Woods 258 ALEZACH DR, DOVER, DE, 19901, Dover, DE 19901
$375,000

2 beds

|

2 baths

|

1,580 sq ft

258 ALEZACH DR, DOVER, DE, 19901
Community: Verona Woods
Silver Woods 138 KINGSTON AVE, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$424,990

3 beds

|

3 baths

|

2,088 sq ft

138 KINGSTON AVE, OCEAN VIEW, DE, 19970
Community: Silver Woods
Four Seasons at Hatteras Hills 253 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$404,990

3 beds

|

2 baths

|

1,627 sq ft

253 BUXTON CIR, MAGNOLIA, DE, 19962

Frequently Asked Questions


Want more information about active adult communities around Ocean Pines?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

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

Call us: (667) 843-7291
186 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: May 09, 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