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

36 communities near Ocean Pines Area

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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

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

The Village of Cinderberr...

$200ks - $300ks

The Village of Cinderberr..., Georgetown, DE

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

The Village at Linwood

$200ks

The Village at Linwood, Linwood, NJ

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

3 rating (5 reviews)

Heritage Creek

$300ks - $500ks

Heritage Creek, Milton, DE

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

Forest Landing at Bethany...

$300ks - $500ks

Forest Landing at Bethany..., Frankford, DE

New and Resale | Age-targeted | Built 2012 - present | 280 homes

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Verona Woods

$300ks - $400ks

Verona Woods, Dover, DE

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

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

4.5 rating (2 reviews)

Southern Meadow

$100ks - $200ks

Southern Meadow, Magnolia, DE

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

5 rating (2 reviews)

Spring Meadow

$300ks - $400ks

Spring Meadow, Smyrna, DE

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

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

3.3 rating (3 reviews)

Windstone

$400ks

Windstone, Milton, DE

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

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

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

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

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

Longacre Village

$300ks

Longacre Village, Dover, DE

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

Fieldstone Village

$200ks - $300ks

Fieldstone Village, Dover, DE

Resale Only | 55+ age-restricted | Built 2002 - present | 98 homes

Gatherings at Cape May

$500ks

Gatherings at Cape May, Rio Grande, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 115 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

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

New The Villages at Red Mill Pond

14692 PLEASANT POND WAY, LEWES, DE, 1995..., Lewes, DE 19958

$599,900

3 beds

2 baths

2,185 sq ft

14692 PLEASANT POND WAY, LEWES, DE, 1995...

Community: The Villages at Red Mill Pond

Four Seasons at Millville

57 DITMAN ST, MILLVILLE, NJ, 08332, Millville, NJ 08332

$436,000

3 beds

2 baths

1,720 sq ft

57 DITMAN ST, MILLVILLE, NJ, 08332

Community: Four Seasons at Millville

Heritage Shores

110 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933

$549,000

4 beds

3 baths

2,598 sq ft

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

Community: Heritage Shores

Four Seasons at Millville

16 TORRESDALE ST, MILLVILLE, NJ, 08332, Millville, NJ 08332

$309,000

2 beds

2 baths

1,464 sq ft

16 TORRESDALE ST, MILLVILLE, NJ, 08332

Community: Four Seasons at Millville

Verona Woods

76 BALTHASAR DR, DOVER, DE, 19901, Dover, DE 19901

$434,000

3 beds

2 baths

1,704 sq ft

76 BALTHASAR DR, DOVER, DE, 19901

Community: Verona Woods

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

Questions? Call us: (667) 285-8003

Verona Woods

302 ALEZACH DR, DOVER, DE, 19901, Dover, DE 19901

$439,900

3 beds

2 baths

1,800 sq ft

302 ALEZACH DR, DOVER, DE, 19901

Community: Verona Woods

The Parke at Ocean Pines

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

$549,900

4 beds

3 baths

2,808 sq ft

8 LONG POINT CT, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

Noble's Pond

135 CASSELBERRY LN, DOVER, DE, 19904, Dover, DE 19904

$359,000

2 beds

2 baths

1,283 sq ft

135 CASSELBERRY LN, 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

New The Village at Linwood

550 CENTRAL AVE C-3, LINWOOD, NJ, 08221, Linwood, NJ 08221

$274,500

2 beds

2 baths

977 sq ft

Condo

550 CENTRAL AVE C-3, LINWOOD, NJ, 08221

Community: The Village at Linwood

New Four Seasons Condominiums

1105 DOLPHIN 1105, NORTHFIELD, NJ, 08225, Northfield, NJ 08225

$175,000

1 beds

1 baths

792 sq ft

Condo

1105 DOLPHIN 1105, NORTHFIELD, NJ, 08225

Community: Four Seasons Condominiums

New The Village of Cinderberry

7 FRANKENBERRY DR, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$385,000

3 beds

2 baths

1,670 sq ft

7 FRANKENBERRY DR, GEORGETOWN, DE, 19947

Community: The Village of Cinderberry

New Four Seasons at Hatteras Hills

37 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$509,990

3 beds

3 baths

1,778 sq ft

37 FRISCO DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

New Noble's Pond

86 COUNTRY CLUB DR, DOVER, DE, 19904, Dover, DE 19904

$438,000

3 beds

2 baths

2,514 sq ft

86 COUNTRY CLUB DR, DOVER, DE, 19904

Community: Noble's Pond

New Heritage Shores

12 LINKS DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$425,000

3 beds

2 baths

1,795 sq ft

12 LINKS DR, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

New Silver Woods

248 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$484,990

3 beds

3 baths

2,070 sq ft

248 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

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 M12, LINWOOD, NJ, 08221, Linwood, NJ 08221

$295,000

3 beds

2 baths

1,345 sq ft

Condo

550 CENTRAL AVE M12, LINWOOD, NJ, 08221

Community: The Village at Linwood

Windstone

29817 SANDSTONE DR, MILTON, DE, 19968, Milton, DE 19968

$524,900

3 beds

2 baths

2,165 sq ft

29817 SANDSTONE DR, MILTON, DE, 19968

Community: Windstone

Village of Eastridge

88 FELIX VIEW CT, SMYRNA, DE, 19977, Smyrna, DE 19977

$483,500

2 beds

3 baths

2,040 sq ft

88 FELIX VIEW CT, SMYRNA, DE, 19977

Community: Village of Eastridge

Heritage Shores

2 WHISTLING DUCK DR, BRIDGEVILLE, DE, 19..., Bridgeville, DE 19933

$420,000

3 beds

2 baths

2,200 sq ft

2 WHISTLING DUCK DR, BRIDGEVILLE, DE, 19...

Community: Heritage Shores

Auburn Meadows

44 SADDLEFORD DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$458,900

3 beds

3 baths

2,151 sq ft

44 SADDLEFORD DR, SMYRNA, DE, 19977

Community: Auburn Meadows

Forest Landing at Bethany Beach

37109 FAIRWAY DR, FRANKFORD, DE, 19945, Frankford, DE 19945

$499,900

4 beds

3 baths

1,950 sq ft

Condo

37109 FAIRWAY DR, FRANKFORD, DE, 19945

Community: Forest Landing at Bethany Beach

The Village at Linwood

550 CENTRAL G-4, LINWOOD, NJ, 08221, Linwood, NJ 08221

$290,000

2 beds

2 baths

977 sq ft

Condo

550 CENTRAL G-4, LINWOOD, NJ, 08221

Community: The Village at Linwood

The Villages at Red Mill Pond

34438 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958

$575,000

3 beds

2 baths

2,082 sq ft

34438 SPRING BROOK AVE, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

The Parke at Ocean Pines

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

$599,900

4 beds

3 baths

2,808 sq ft

7 LONG POINT CT, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

Spring Meadow

603 SORRELL CIR, SMYRNA, DE, 19977, Smyrna, DE 19977

$345,000

3 beds

2 baths

1,589 sq ft

603 SORRELL CIR, SMYRNA, DE, 19977

Community: Spring Meadow

The Parke at Ocean Pines

95 CHATHAM CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811

$549,900

4 beds

3 baths

2,357 sq ft

95 CHATHAM CT, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

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

Questions? Call us: (667) 285-8003

Heritage Shores

32 RUDDY DUCK LN, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$425,000

2 beds

2 baths

1,896 sq ft

32 RUDDY DUCK LN, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

The Villages at Red Mill Pond

30418 COHENS DR, LEWES, DE, 19958, Lewes, DE 19958

$549,000

3 beds

2 baths

1,956 sq ft

30418 COHENS DR, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

The Village at Linwood

550 CENTRAL C-4, LINWOOD, NJ, 08221, Linwood, NJ 08221

$265,000

2 beds

2 baths

977 sq ft

Condo

550 CENTRAL C-4, LINWOOD, NJ, 08221

Community: The Village at Linwood

Four Seasons Condominiums

4308 DOLPHIN 4308, NORTHFIELD, NJ, 08225, Northfield, NJ 08225

$265,000

2 beds

2 baths

1,130 sq ft

Condo

4308 DOLPHIN 4308, NORTHFIELD, NJ, 08225

Community: Four Seasons Condominiums

Roesville

453 ASTON VILLA DR, FELTON, DE, 19943, Felton, DE 19943

$353,000

3 beds

2 baths

1,818 sq ft

453 ASTON VILLA DR, FELTON, DE, 19943

Community: Roesville

Heritage Creek

210 HERITAGE BLVD, MILTON, DE, 19968, Milton, DE 19968

$475,000

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

$430,000

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

$690,000

4 beds

3 baths

2,200 sq ft

Condo

308 OSPREY 308 - TOWNHOUSE, CAPE MAY COU...

Community: Four Seasons at Stone Harbor

Four Seasons at Stone Harbor

308 OSPREY CT NO, CAPE MAY COURT HOUSE, ..., Cape May Court House, NJ 08210

$690,000

4 beds

3 baths

2,220 sq ft

Townhouse

308 OSPREY CT NO, CAPE MAY COURT HOUSE, ...

Community: Four Seasons at Stone Harbor

Heritage Creek

205 HERITAGE BLVD, MILTON, DE, 19968, Milton, DE 19968

$549,900

4 beds

4 baths

3,384 sq ft

205 HERITAGE BLVD, MILTON, DE, 19968

Community: Heritage Creek

Heritage Shores

60 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933

$329,000

2 beds

2 baths

1,735 sq ft

60 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...

Community: Heritage Shores

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

Questions? Call us: (667) 285-8003

Heritage Shores

$354,000

2 beds

2 baths

1,416 sq ft

391 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

Wynndemere

$460,000

2 beds

2 baths

1,515 sq ft

Other

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

Community: Wynndemere

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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 418 days. The average price of homes for sale in this community is approximately $426,032, 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 $426,032.

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

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

Call us: (667) 285-8003

36 communities

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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: Jun 05, 2026.
This application does not include information on all of the properties available for sale at this time.

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

36 communities near Ocean Pines Area

197 homes near Ocean Pines Area

3 beds

2 baths

2,185 sq ft

3 beds

2 baths

1,720 sq ft

4 beds

3 baths

2,598 sq ft

2 beds

2 baths

1,464 sq ft

3 beds

2 baths

1,704 sq ft

3 beds

2 baths

1,800 sq ft

4 beds

3 baths

2,808 sq ft

2 beds

2 baths

1,283 sq ft

2 beds

2 baths

1,320 sq ft

2 beds

2 baths

977 sq ft

Condo

1 beds

1 baths

792 sq ft

Condo

3 beds

2 baths

1,670 sq ft

3 beds

3 baths

1,778 sq ft

3 beds

2 baths

2,514 sq ft

3 beds

2 baths

1,795 sq ft

3 beds

3 baths

2,070 sq ft

3 beds

2 baths

1,345 sq ft

Condo

3 beds

2 baths

2,165 sq ft

2 beds

3 baths

2,040 sq ft

3 beds

2 baths

2,200 sq ft

3 beds

3 baths

2,151 sq ft

4 beds

3 baths

1,950 sq ft

Condo

2 beds

2 baths

977 sq ft

Condo

3 beds

2 baths

2,082 sq ft