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

37 communities 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

$200ks - $500ks

Heritage Shores, Bridgeville, DE

New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 homes

The Village of Cinderberr...

$200ks - $300ks

The Village of Cinderberr..., Georgetown, DE

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

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

Liberty West

$400ks

Liberty West, Georgetown, DE

New Construction | Age-targeted | Built 2025 - present | 181 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

The Village at Linwood

$200ks

The Village at Linwood, Linwood, NJ

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

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

3.7 rating (3 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

Auburn Meadows

$400ks - $500ks

Auburn Meadows, Smyrna, DE

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

Osprey Point

$300ks - $400ks

Osprey Point, Upper Township, NJ

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

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

Questions? Call us: (667) 285-8003

5 rating (1 reviews)

Independence

$400ks - $800ks

Independence, Millsboro, DE

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

Ashland

$300ks - $400ks

Ashland, Smyrna, DE

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

Wynndemere

$400ks - $500ks

Wynndemere, Cape May Court House, NJ

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

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

Fieldstone Village

$200ks - $300ks

Fieldstone Village, Dover, DE

Resale Only | 55+ age-restricted | Built 2002 - present | 98 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 Stone Har...

$600ks - $700ks

Four Seasons at Stone Har..., Cape May Court House, NJ

Resale Only | 55+ age-restricted | Built 2008 - 2009 | 60 homes

Four Seasons Condominiums

$100ks

Four Seasons Condominiums, Northfield, NJ

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

4.5 rating (2 reviews)

Southern Meadow

$100ks - $200ks

Southern Meadow, Magnolia, DE

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

Four Seasons at Belle Ter...

$400ks - $600ks

Four Seasons at Belle Ter..., Lewes, DE

New Construction | 55+ age-restricted | Built 2019 - present | 269 homes

3.3 rating (3 reviews)

Windstone

$400ks

Windstone, Milton, DE

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

Roesville

$300ks

Roesville, Felton, DE

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 homes

Champions' Club

$300ks - $400ks

Champions' Club, Magnolia, DE

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

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

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

Legacy at Cape May

$400ks - $500ks

Legacy at Cape May, Rio Grande, NJ

18 MATISSE PL, 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

Independence

23730 SAMUEL ADAMS CIR, MILLSBORO, DE, 1..., Millsboro, DE 19966

$669,000

4 beds

3 baths

3,191 sq ft

23730 SAMUEL ADAMS CIR, MILLSBORO, DE, 1...

Community: Independence

Heritage Shores

1 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$344,900

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

$324,900

2 beds

2 baths

1,574 sq ft

85 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...

Community: Heritage Shores

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

$519,000

4 beds

3 baths

2,598 sq ft

110 WINGED FOOT DR, BRIDGEVILLE, DE, 199...

Community: Heritage Shores

New Auburn Meadows

60 BERKS RD, SMYRNA, DE, 19977, Smyrna, DE 19977

$426,618

2 beds

2 baths

2,151 sq ft

60 BERKS RD, SMYRNA, DE, 19977

Community: Auburn Meadows

New Auburn Meadows

844 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$439,000

3 beds

3 baths

2,151 sq ft

844 VIRDIN DR, SMYRNA, DE, 19977

Community: Auburn Meadows

New 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

New 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

New 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

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

Questions? Call us: (667) 285-8003

New 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

New The Parke at Ocean Pines

1 FREEPORT LN, BERLIN, MD, 21811, Berlin, MD 21811

$564,900

4 beds

3 baths

2,587 sq ft

1 FREEPORT LN, BERLIN, MD, 21811

Community: The Parke at Ocean Pines

New 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

New Silver Woods

331 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$464,990

3 beds

3 baths

2,267 sq ft

331 GALLAGHER DR, OCEAN VIEW, DE, 19970

Community: Silver Woods

The Village of Cinderberry

54 FRANKENBERRY DR, GEORGETOWN, DE, 1994..., Georgetown, DE 19947

$324,900

2 beds

2 baths

1,621 sq ft

Condo

54 FRANKENBERRY DR, GEORGETOWN, DE, 1994...

Community: The Village of Cinderberry

Bay Crossing

34751 MARITIME WAY, LEWES, DE, 19958, Lewes, DE 19958

$585,000

2 beds

3 baths

2,740 sq ft

34751 MARITIME WAY, LEWES, DE, 19958

Community: Bay Crossing

Noble's Pond

1281 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904

$393,562

3 beds

3 baths

1,968 sq ft

1281 RESORT BLVD, DOVER, DE, 19904

Community: Noble's Pond

Noble's Pond

1111 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904

$368,500

3 beds

3 baths

2,142 sq ft

1111 RESORT BLVD, DOVER, DE, 19904

Community: Noble's Pond

Four Seasons Condominiums

1210 DOLPHIN 1210, NORTHFIELD, NJ, 08225, Northfield, NJ 08225

$236,500

2 beds

2 baths

Condo

1210 DOLPHIN 1210, NORTHFIELD, NJ, 08225

Community: Four Seasons Condominiums

Four Seasons at Millville

29 DITMAN ST, MILLVILLE, NJ, 08332, Millville, NJ 08332

$399,900

3 beds

2 baths

1,550 sq ft

29 DITMAN ST, MILLVILLE, NJ, 08332

Community: Four Seasons at Millville

Forest Landing at Bethany Beach

36725 PAR LN 98, FRANKFORD, DE, 19945, Frankford, DE 19945

$559,000

4 beds

3 baths

2,400 sq ft

Condo

36725 PAR LN 98, FRANKFORD, DE, 19945

1,611 sq ft

42 WYNNDEMERE CT, CAPE MAY COURT HOUSE, ...

Community: Wynndemere

Gateway Shores

$353,900

2 beds

2 baths

1,088 sq ft

Condo

125 LEE LN GATEWAY SHORES COMMY, CAPE MA...

Community: Gateway Shores

The Village of Cinderberry

11 TEABERRY LN, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$359,800

3 beds

2 baths

1,648 sq ft

Condo

11 TEABERRY LN, GEORGETOWN, DE, 19947

Community: The Village of Cinderberry

Spring Meadow

53 CORNFLOWER CT, SMYRNA, DE, 19977, Smyrna, DE 19977

$345,000

3 beds

3 baths

1,764 sq ft

53 CORNFLOWER CT, SMYRNA, DE, 19977

Community: Spring Meadow

Noble's Pond

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

$379,000

3 beds

3 baths

2,306 sq ft

11 KINSALE PL, DOVER, DE, 19904

Community: Noble's Pond

Osprey Point

1731 ROUTE 9 73, SEAVILLE, NJ, 08230, Seaville, NJ 08230

$549,000

2 beds

2 baths

Townhouse

1731 ROUTE 9 73, SEAVILLE, NJ, 08230

Community: Osprey Point

Heritage Creek

100 LANTERN LN, MILTON, DE, 19968, Milton, DE 19968

$607,999

4 beds

4 baths

3,806 sq ft

100 LANTERN LN, MILTON, DE, 19968

Community: Heritage Creek

Noble's Pond

117 PEACOCK PL, DOVER, DE, 19904, Dover, DE 19904

$389,999

2 beds

2 baths

1,349 sq ft

117 PEACOCK PL, 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

Bishop's Landing

18722 OLD CANAL LN, MILLVILLE, DE, 19967, Millville, DE 19967

$499,000

3 beds

3 baths

2,180 sq ft

18722 OLD CANAL LN, MILLVILLE, DE, 19967

Community: Bishop's Landing

Silver Woods

347 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$509,990

4 beds

4 baths

2,070 sq ft

347 GALLAGHER DR, OCEAN VIEW, DE, 19970

Community: Silver Woods

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 441 days. The average price of homes for sale in this community is approximately $427,032, 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 $427,032.

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

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

37 communities

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: Oct 07, 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

37 communities near Ocean Pines Area

214 homes near Ocean Pines Area

3 beds

2 baths

1,788 sq ft

2 beds

2 baths

1,380 sq ft

3 beds

2 baths

1,576 sq ft

3 beds

2 baths

2,052 sq ft

3 beds

3 baths

2,727 sq ft

4 beds

3 baths

3,191 sq ft

3 beds

2 baths

1,733 sq ft

2 beds

2 baths

1,574 sq ft

3 beds

3 baths

2,361 sq ft

2 beds

2 baths

1,320 sq ft

4 beds

3 baths

2,598 sq ft

2 beds

2 baths

2,151 sq ft

3 beds

3 baths

2,151 sq ft

4 beds

4 baths

3,622 sq ft

2 beds

2 baths

1,975 sq ft

2 beds

2 baths

1,833 sq ft

3 beds

2 baths

1,589 sq ft

4 beds

3 baths

2,587 sq ft

4 beds

2 baths

2,341 sq ft

3 beds

3 baths

2,267 sq ft

2 beds

2 baths

1,621 sq ft

Condo

2 beds

3 baths

2,740 sq ft

3 beds

3 baths

1,968 sq ft

3 beds

3 baths

2,142 sq ft

2 beds

2 baths

Condo

3 beds