Ocean Pines Area, MD 55+ active adult communities & homes for sale - Page 2

178 homes near Ocean Pines Area

Sort by:

Relevance

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

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

Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!

Questions? Call us: (667) 285-8003

Independence

$400ks - $800ks

Independence, Millsboro, DE

Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes

Bay Crossing

$400ks - $600ks

Bay Crossing, Lewes, DE

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes

Longacre Village

$300ks

Longacre Village, Dover, DE

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 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

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

3 rating (5 reviews)

Heritage Creek

$300ks - $500ks

Heritage Creek, Milton, DE

New and Resale | Age-targeted | Built 2008 - present | 400 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

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

The Village of Cinderberr...

$200ks - $300ks

The Village of Cinderberr..., Georgetown, DE

New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes

Verona Woods

$300ks - $400ks

Verona Woods, Dover, DE

Resale Only | 55+ age-restricted | Built 2020 - present | 148 homes

4.5 rating (2 reviews)

Southern Meadow

$100ks - $200ks

Southern Meadow, Magnolia, DE

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 120 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 at Linwood

$200ks

The Village at Linwood, Linwood, NJ

Resale Only | 55+ age-restricted | Built 1988 - 1990 | 188 homes

Ashland

$300ks - $400ks

Ashland, Smyrna, DE

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes

5 rating (2 reviews)

Spring Meadow

$300ks - $400ks

Spring Meadow, Smyrna, DE

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 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

Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!

Questions? Call us: (667) 285-8003

Auburn Meadows

$400ks - $500ks

Auburn Meadows, Smyrna, DE

New Construction | 55+ age-restricted | Built 2022 - present | 262 homes

Four Seasons Condominiums

$100ks

Four Seasons Condominiums, Northfield, NJ

Resale Only | 55+ age-restricted | Built 1989 - 1989 | 120 homes

Champions' Club

$300ks - $400ks

Champions' Club, Magnolia, DE

Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 homes

Osprey Point

$300ks - $400ks

Osprey Point, Upper Township, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2004 | 149 homes

SummersGate

$300ks

SummersGate, Salisbury, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 216 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

3.3 rating (3 reviews)

Windstone

$400ks

Windstone, Milton, DE

Resale Only | Age-targeted | Built 2017 - 2022 | 260 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

Wynndemere

$400ks

Wynndemere, Cape May Court House, NJ

Resale Only | 55+ age-restricted | Built 2001 - 2011 | 62 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

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

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

The Village of Cinderberry

74 CINDER WAY, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$364,900

3 beds

2 baths

1,786 sq ft

74 CINDER WAY, GEORGETOWN, DE, 19947

Community: The Village of Cinderberry

Heritage Shores

100 EMILYS PINTAIL DR, BRIDGEVILLE, DE, ..., Bridgeville, DE 19933

$419,900

3 beds

3 baths

2,879 sq ft

100 EMILYS PINTAIL DR, BRIDGEVILLE, DE, ...

Community: Heritage Shores

Village of Eastridge

95 OSCAR MILL LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$395,000

2 beds

2 baths

1,584 sq ft

95 OSCAR MILL LN, SMYRNA, DE, 19977

Community: Village of Eastridge

Bay Crossing

34807 CAPSTAN LN, LEWES, DE, 19958, Lewes, DE 19958

$527,000

2 beds

3 baths

2,100 sq ft

Condo

34807 CAPSTAN LN, LEWES, DE, 19958

Community: Bay Crossing

Heritage Creek

305 PROSPECT ST, MILTON, DE, 19968, Milton, DE 19968

$530,000

3 beds

2 baths

1,661 sq ft

305 PROSPECT ST, MILTON, DE, 19968

Community: Heritage Creek

Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!

Questions? Call us: (667) 285-8003

Independence

26453 COTTONTAIL CV, MILLSBORO, DE, 1996..., Millsboro, DE 19966

$215,000

3 beds

2 baths

1,755 sq ft

26453 COTTONTAIL CV, MILLSBORO, DE, 1996...

Community: Independence

Osprey Point

1731 ROUTE 9 11, SEAVILLE, NJ, 08230, Seaville, NJ 08230

$545,000

2 beds

2 baths

1,848 sq ft

Condo

1731 ROUTE 9 11, SEAVILLE, NJ, 08230

Community: Osprey Point

The Parke at Ocean Pines

11423 MANKLIN CREEK RD 1, OCEAN PINES, M..., Ocean Pines, MD 21811

$295,000

3 beds

2 baths

1,181 sq ft

Condo

11423 MANKLIN CREEK RD 1, OCEAN PINES, M...

Community: The Parke at Ocean Pines

Noble's Pond

11 KINSALE PL, DOVER, DE, 19904, Dover, DE 19904

$389,000

3 beds

3 baths

2,306 sq ft

11 KINSALE PL, DOVER, DE, 19904

Community: Noble's Pond

Longacre Village

147 N RED HAVEN LN, DOVER, DE, 19901, Dover, DE 19901

$339,900

2 beds

2 baths

1,280 sq ft

147 N RED HAVEN LN, DOVER, DE, 19901

Community: Longacre Village

Longacre Village

103 CANDOR LN, DOVER, DE, 19901, Dover, DE 19901

$340,000

3 beds

3 baths

2,231 sq ft

103 CANDOR LN, DOVER, DE, 19901

Community: Longacre Village

Ashland

26 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977

$425,000

3 beds

3 baths

1,848 sq ft

26 CYCLOPS TRL, SMYRNA, DE, 19977

Community: Ashland

The Village at Linwood

550 CENTRAL AVE UNIT B7, LINWOOD, NJ, 08..., Linwood, NJ 08221

$299,900

2 beds

2 baths

977 sq ft

Condo

550 CENTRAL AVE UNIT B7, LINWOOD, NJ, 08...

Community: The Village at Linwood

Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!

Questions? Call us: (667) 285-8003

Independence

29606 PATRICK HENRY CIR, MILLSBORO, DE, ..., Millsboro, DE 19966

$679,900

3 beds

2 baths

2,157 sq ft

29606 PATRICK HENRY CIR, MILLSBORO, DE, ...

Community: Independence

The Parke at Ocean Pines

8 LONG POINT CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811

$575,000

4 beds

3 baths

2,808 sq ft

8 LONG POINT CT, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

Four Seasons at Belle Terre

21336 DAUPHINE ST, LEWES, DE, 19958, Lewes, DE 19958

$640,000

3 beds

2 baths

2,087 sq ft

21336 DAUPHINE ST, LEWES, DE, 19958

Community: Four Seasons at Belle Terre

Silver Woods

266 EXETER ST, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$499,900

3 beds

3 baths

2,178 sq ft

266 EXETER ST, OCEAN VIEW, DE, 19970

Community: Silver Woods

The Parke at Ocean Pines

11427 MANKLIN CREEK RD 7, OCEAN PINES, M..., Ocean Pines, MD 21811

$299,000

3 beds

2 baths

1,181 sq ft

Condo

11427 MANKLIN CREEK RD 7, OCEAN PINES, M...

Community: The Parke at Ocean Pines

Heritage Creek

322 MARINERS CIR, MILTON, DE, 19968, Milton, DE 19968

$565,000

3 beds

2 baths

1,836 sq ft

322 MARINERS CIR, MILTON, DE, 19968

Community: Heritage Creek

Bay Crossing

34825 CAPSTAN LN, LEWES, DE, 19958, Lewes, DE 19958

$750,000

4 beds

3 baths

2,400 sq ft

34825 CAPSTAN LN, LEWES, DE, 19958

Community: Bay Crossing

Spring Meadow

219 WHEATSHEAF LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$430,000

3 beds

3 baths

3,117 sq ft

219 WHEATSHEAF LN, SMYRNA, DE, 19977

Community: Spring Meadow

Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!

Questions? Call us: (667) 285-8003

Legacy at Cape May

407 SEACREST LN 407, RIO GRANDE, NJ, 082..., Rio Grande, NJ 08242

$579,000

3 beds

3 baths

Condo

407 SEACREST LN 407, RIO GRANDE, NJ, 082...

Community: Legacy at Cape May

Heritage Shores

105 WHISTLING DUCK DR, BRIDGEVILLE, DE, ..., Bridgeville, DE 19933

$319,900

2 beds

2 baths

1,481 sq ft

105 WHISTLING DUCK DR, BRIDGEVILLE, DE, ...

Community: Heritage Shores

Noble's Pond

226 CARNEY CT, DOVER, DE, 19904, Dover, DE 19904

$362,900

3 beds

3 baths

2,142 sq ft

226 CARNEY CT, DOVER, DE, 19904

Community: Noble's Pond

Noble's Pond

247 CARNEY CT, DOVER, DE, 19904, Dover, DE 19904

$354,990

3 beds

2 baths

1,453 sq ft

247 CARNEY CT, DOVER, DE, 19904

Community: Noble's Pond

Heritage Creek

200 FOX ST, MILTON, DE, 19968, Milton, DE 19968

$539,000

3 beds

3 baths

2,018 sq ft

200 FOX ST, MILTON, DE, 19968

Community: Heritage Creek

Heritage Shores

34 ROYAL VIEW DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$519,990

3 beds

4 baths

2,702 sq ft

34 ROYAL VIEW DR, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

Independence

23843 BETSY ROSS LN, MILLSBORO, DE, 1996..., Millsboro, DE 19966

$525,000

3 beds

2 baths

2,300 sq ft

23843 BETSY ROSS LN, MILLSBORO, DE, 1996...

Community: Independence

The Villages at Red Mill Pond

34152 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958

$619,900

3 beds

2 baths

2,156 sq ft

34152 SPRING BROOK AVE, LEWES, DE, 19958

1,627 sq ft

73 WANCHESE DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Want to learn more about 55+ communities in Ocean Pines Area? 55places can help!

Questions? Call us: (667) 285-8003

Liberty West

36811 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$479,990

3 beds

2 baths

1,976 sq ft

36811 W OLD GATE DR, GEORGETOWN, DE, 199...

Community: Liberty West

Noble's Pond

631 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904

$486,500

2 beds

2 baths

1,800 sq ft

631 RESORT BLVD, DOVER, DE, 19904

Community: Noble's Pond

1 2 3 4…5

Home
Maryland
Ocean Pines Area

Frequently Asked Questions

What size 55+ communities are there in the Ocean Pines Area?

In the Ocean Pines Area, there is 1 medium community with 500-1000 homes.

How many homes are there in the smallest, largest, and average 55+ communities in the Ocean Pines Area?

The smallest 55+ community in the Ocean Pines Area has 503 homes, the largest has 503 homes, and the average community consists of 503 homes.

Are there gated 55+ communities in the Ocean Pines Area?

No, there are no gated 55+ communities in the Ocean Pines Area.

How long do listings in 55+ communities in the Ocean Pines Area typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in the Ocean Pines Area stay on the market for around 195 days. The average price of homes for sale in this community is approximately $427,581, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Parke at Ocean Pines average around $427,581.

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

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

Call us: (667) 285-8003

178 homes

Remove Boundaries ×

Map Satellite

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: Mar 14, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Ocean Pines Area, MD 55+ active adult communities & homes for sale - Page 2

36 communities near Ocean Pines Area

178 homes near Ocean Pines Area

3 beds

2 baths

1,786 sq ft

3 beds

3 baths

2,879 sq ft

2 beds

2 baths

1,584 sq ft

2 beds

3 baths

2,100 sq ft

Condo

3 beds

2 baths

1,661 sq ft

3 beds

2 baths

1,755 sq ft

2 beds

2 baths

1,848 sq ft

Condo

3 beds

2 baths

1,181 sq ft

Condo

3 beds

3 baths

2,306 sq ft

2 beds

2 baths

1,280 sq ft

3 beds

3 baths

2,231 sq ft

3 beds

3 baths

1,848 sq ft

2 beds

2 baths

977 sq ft

Condo

3 beds

2 baths

2,157 sq ft

4 beds

3 baths

2,808 sq ft

3 beds

2 baths

2,087 sq ft

3 beds

3 baths

2,178 sq ft

3 beds

2 baths

1,181 sq ft

Condo

3 beds

2 baths

1,836 sq ft

4 beds

3 baths

2,400 sq ft

3 beds

3 baths

3,117 sq ft

3 beds

3 baths

Condo

2 beds

2 baths

1,481 sq ft

3 beds

3 baths

2,142 sq ft