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

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

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

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

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

Ashland

$300ks - $400ks

Ashland, Smyrna, DE

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

Independence

$400ks - $800ks

Independence, Millsboro, DE

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

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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 rating (5 reviews)

Heritage Creek

$300ks - $500ks

Heritage Creek, Milton, DE

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

Longacre Village

$300ks

Longacre Village, Dover, DE

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

Verona Woods

$300ks - $400ks

Verona Woods, Dover, DE

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

Auburn Meadows

$400ks - $500ks

Auburn Meadows, Smyrna, DE

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

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

Questions? Call us: (667) 285-8003

Liberty West

$400ks

Liberty West, Georgetown, DE

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

4.5 rating (2 reviews)

Southern Meadow

$100ks - $200ks

Southern Meadow, Magnolia, DE

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

3.7 rating (3 reviews)

Spring Meadow

$300ks - $400ks

Spring Meadow, Smyrna, DE

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

Forest Landing at Bethany...

$300ks - $500ks

Forest Landing at Bethany..., Frankford, DE

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

Osprey Point

$300ks - $400ks

Osprey Point, Upper Township, NJ

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

Bay Crossing

$400ks - $600ks

Bay Crossing, Lewes, DE

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

3.3 rating (3 reviews)

Windstone

$400ks

Windstone, Milton, DE

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

Legacy at Cape May

$400ks - $500ks

Legacy at Cape May, Rio Grande, NJ

Resale Only | 55+ age-restricted | Built 2007 - 2014 | 141 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

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

Questions? Call us: (667) 285-8003

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

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

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

Cedar Bay

$200ks - $300ks

Cedar Bay, Ocean View, DE

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 72 homes

SummersGate

$300ks

SummersGate, Salisbury, MD

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

New The Parke at Ocean Pines

6 EASTON AVE, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811

$409,000

2 beds

2 baths

1,704 sq ft

6 EASTON AVE, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

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

$314,900

2 beds

2 baths

1,320 sq ft

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

The Villages at Red Mill Pond

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

$575,000

3 beds

2 baths

2,185 sq ft

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

Community: The Villages at Red Mill Pond

Heritage Shores

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

$529,000

4 beds

3 baths

2,598 sq ft

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

Community: Heritage Shores

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

Questions? Call us: (667) 285-8003

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

$424,000

3 beds

2 baths

1,704 sq ft

76 BALTHASAR DR, DOVER, DE, 19901

Community: Verona Woods

New Windstone

16272 ASHLAR LOOP, MILTON, DE, 19968, Milton, DE 19968

$515,000

4 beds

3 baths

2,372 sq ft

16272 ASHLAR LOOP, MILTON, DE, 19968

Community: Windstone

New Village of Eastridge

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

$379,900

2 beds

2 baths

1,584 sq ft

74 FELIX VIEW CT, SMYRNA, DE, 19977

Community: Village of Eastridge

New Wynndemere

26 WYNNDEMERE CT, CAPE MAY COURT HOUSE, ..., Cape May Court House, NJ 08210

$550,000

3 beds

2 baths

1,644 sq ft

Other

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

Community: Wynndemere

Heritage Shores

$445,000

3 beds

2 baths

1,533 sq ft

336 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

Longacre Village

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

$385,000

2 beds

2 baths

1,764 sq ft

216 N RED HAVEN LN, DOVER, DE, 19901

Community: Longacre Village

Spring Meadow

594 SORRELL CIR, SMYRNA, DE, 19977, Smyrna, DE 19977

$319,900

2 beds

2 baths

1,323 sq ft

594 SORRELL CIR, SMYRNA, DE, 19977

Community: Spring Meadow

Heritage Shores

305 WATERSIDE SQ, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$349,900

2 beds

2 baths

1,508 sq ft

305 WATERSIDE SQ, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

Ashland

145 E CLARENDON DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$400,000

2 beds

2 baths

1,796 sq ft

145 E CLARENDON DR, SMYRNA, DE, 19977

Community: Ashland

Bishop's Landing

30243 BRANDYWINE DR, MILLVILLE, DE, 1996..., Millville, DE 19967

$649,900

5 beds

4 baths

3,300 sq ft

30243 BRANDYWINE DR, MILLVILLE, DE, 1996...

Community: Bishop's Landing

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

Questions? Call us: (667) 285-8003

Longacre Village

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

$330,000

3 beds

3 baths

2,231 sq ft

103 CANDOR LN, DOVER, DE, 19901

Community: Longacre Village

Independence

29664 PATRICK HENRY CIR, MILLSBORO, DE, ..., Millsboro, DE 19966

$665,000

3 beds

3 baths

2,244 sq ft

29664 PATRICK HENRY CIR, MILLSBORO, DE, ...

Community: Independence

Heritage Shores

$499,990

3 beds

3 baths

2,292 sq ft

322 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

Village of Eastridge

101 HENGST FARM LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$459,322

2 beds

3 baths

1,645 sq ft

101 HENGST FARM LN, SMYRNA, DE, 19977

Community: Village of Eastridge

Noble's Pond

1318 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904

$358,250

2 beds

2 baths

1,518 sq ft

1318 RESORT BLVD, DOVER, DE, 19904

Community: Noble's Pond

Auburn Meadows

861 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$432,570

2 beds

2 baths

2,151 sq ft

861 VIRDIN DR, SMYRNA, DE, 19977

Community: Auburn Meadows

The Village of Cinderberry

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

$380,000

3 beds

2 baths

1,372 sq ft

Condo

13 FRANKENBERRY DR, GEORGETOWN, DE, 1994...

Community: The Village of Cinderberry

Legacy at Cape May

501 TIDEWATER AVE 501, RIO GRANDE, NJ, 0..., Rio Grande, NJ 08242

$495,000

2 beds

2 baths

1,659 sq ft

Condo

501 TIDEWATER AVE 501, RIO GRANDE, NJ, 0...

Community: Legacy at Cape May

Auburn Meadows

106 BERKS RD, SMYRNA, DE, 19977, Smyrna, DE 19977

$455,000

3 beds

3 baths

2,246 sq ft

106 BERKS RD, SMYRNA, DE, 19977

Community: Auburn Meadows

Osprey Point

1731 ROUTE 9 9, SEAVILLE, NJ, 08250, Seaville, NJ 08250

$539,900

2 beds

2 baths

2,002 sq ft

Other

1731 ROUTE 9 9, SEAVILLE, NJ, 08250

Community: Osprey Point

Longacre Village

118 WINESAP LN, DOVER, DE, 19901, Dover, DE 19901

$484,900

3 beds

3 baths

3,089 sq ft

118 WINESAP LN, DOVER, DE, 19901

Community: Longacre Village

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

Questions? Call us: (667) 285-8003

The Villages at Red Mill Pond

16512 GREENSPRING AVE, LEWES, DE, 19958, Lewes, DE 19958

$649,900

4 beds

3 baths

2,400 sq ft

16512 GREENSPRING AVE, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

The Village of Cinderberry

4 FRANKENBERRY DR 138, GEORGETOWN, DE, 1..., Georgetown, DE 19947

$385,000

2 beds

2 baths

1,868 sq ft

Condo

4 FRANKENBERRY DR 138, GEORGETOWN, DE, 1...

Community: The Village of Cinderberry

Silver Woods

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

$509,990

4 beds

4 baths

2,500 sq ft

246 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

The Parke at Ocean Pines

11421 MANKLIN CREEK RD 1, BERLIN, MD, 21..., Berlin, MD 21811

$295,000

3 beds

2 baths

1,181 sq ft

Condo

11421 MANKLIN CREEK RD 1, BERLIN, MD, 21...

Community: The Parke at Ocean Pines

The Villages at Red Mill Pond

17563 CLOUD NINE DR, LEWES, DE, 19958, Lewes, DE 19958

$574,900

3 beds

2 baths

2,228 sq ft

17563 CLOUD NINE DR, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

Auburn Meadows

876 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$458,250

3 beds

3 baths

2,151 sq ft

876 VIRDIN DR, SMYRNA, DE, 19977

Community: Auburn Meadows

Liberty West

36802 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$474,990

3 beds

2 baths

1,976 sq ft

36802 W OLD GATE DR, GEORGETOWN, DE, 199...

Community: Liberty West

Liberty West

36801 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$484,990

3 beds

2 baths

1,976 sq ft

36801 W OLD GATE DR, GEORGETOWN, DE, 199...

Community: Liberty West

Heritage Shores

59 CANVASBACK CIR, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933

$479,000

3 beds

3 baths

2,784 sq ft

59 CANVASBACK CIR, BRIDGEVILLE, DE, 1993...

Community: Heritage Shores

Independence

30189 ETHAN ALLEN CT, MILLSBORO, DE, 199..., Millsboro, DE 19966

$675,000

4 beds

3 baths

2,243 sq ft

30189 ETHAN ALLEN CT, MILLSBORO, DE, 199...

Community: Independence

Spring Meadow

543 SORRELL CIR, SMYRNA, DE, 19977, Smyrna, DE 19977

$449,900

4 beds

3 baths

2,776 sq ft

543 SORRELL CIR, 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

Spring Meadow

80 WHEATSHEAF LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$395,000

2 beds

2 baths

1,382 sq ft

80 WHEATSHEAF LN, SMYRNA, DE, 19977

Community: Spring Meadow

Silver Woods

HOMESITE 109 GALLAGHER DR, OCEAN VIEW, D..., Ocean View, DE 19970

$575,164

4 beds

4 baths

2,500 sq ft

HOMESITE 109 GALLAGHER DR, OCEAN VIEW, D...

Community: Silver Woods

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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 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

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

Call us: (667) 285-8003

36 communities

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© 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: Jul 19, 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

194 homes near Ocean Pines Area

2 beds

2 baths

1,704 sq ft

3 beds

3 baths

2,361 sq ft

2 beds

2 baths

1,320 sq ft

3 beds

2 baths

2,185 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

4 beds

3 baths

2,372 sq ft

2 beds

2 baths

1,584 sq ft

3 beds

2 baths

1,644 sq ft

Other

3 beds

2 baths

1,533 sq ft

2 beds

2 baths

1,764 sq ft

2 beds

2 baths

1,323 sq ft

2 beds

2 baths

1,508 sq ft

2 beds

2 baths

1,796 sq ft

5 beds

4 baths

3,300 sq ft

3 beds

3 baths

2,231 sq ft

3 beds

3 baths

2,244 sq ft

3 beds

3 baths

2,292 sq ft

2 beds

3 baths

1,645 sq ft

2 beds

2 baths

1,518 sq ft

2 beds

2 baths

2,151 sq ft

3 beds

2 baths

1,372 sq ft

Condo

2 beds

2 baths

1,659 sq ft

Condo

3 beds

3 baths