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

204 homes near Ocean Pines Area

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5 rating (2 reviews)

Heritage Shores

$300ks - $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

The Village at Linwood

$200ks

The Village at Linwood, Linwood, NJ

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

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

5 rating (3 reviews)

Village of Eastridge

$300ks - $400ks

Village of Eastridge, Smyrna, DE

New Construction | 55+ age-restricted | Built 2014 - present | 189 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

Liberty West

$400ks

Liberty West, Georgetown, DE

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

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Longacre Village

$300ks

Longacre Village, Dover, DE

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

Auburn Meadows

$400ks - $500ks

Auburn Meadows, Smyrna, DE

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

Ashland

$300ks - $400ks

Ashland, Smyrna, DE

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

3.7 rating (3 reviews)

Spring Meadow

$300ks - $400ks

Spring Meadow, Smyrna, DE

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

3 rating (5 reviews)

Heritage Creek

$300ks - $500ks

Heritage Creek, Milton, DE

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

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

Questions? Call us: (667) 285-8003

4.5 rating (2 reviews)

Southern Meadow

$100ks - $200ks

Southern Meadow, Magnolia, DE

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

3.3 rating (3 reviews)

Windstone

$400ks

Windstone, Milton, DE

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

Osprey Point

$300ks - $400ks

Osprey Point, Upper Township, NJ

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

Independence

$400ks - $800ks

Independence, Millsboro, DE

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

Legacy at Cape May

$400ks - $500ks

Legacy at Cape May, Rio Grande, NJ

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

Verona Woods

$300ks - $400ks

Verona Woods, Dover, DE

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

Champions' Club

$300ks - $400ks

Champions' Club, Magnolia, DE

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

Four Seasons at Belle Ter...

$400ks - $600ks

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

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

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

Questions? Call us: (667) 285-8003

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

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

Fieldstone Village

$200ks - $300ks

Fieldstone Village, Dover, DE

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

Four Seasons Condominiums

$100ks

Four Seasons Condominiums, Northfield, NJ

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

Roesville

$300ks

Roesville, Felton, DE

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

Forest Landing at Bethany...

$300ks - $500ks

Forest Landing at Bethany..., Frankford, DE

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

Gatherings at Cape May

$500ks

Gatherings at Cape May, Rio Grande, NJ

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

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

Champions' Club

78 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 19..., Magnolia, DE 19962

$459,000

3 beds

3 baths

2,267 sq ft

78 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 19...

Community: Champions' Club

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

The Parke at Ocean Pines

116 CENTRAL PARKE E, OCEAN PINES, MD, 21..., Ocean Pines, MD 21811

$625,000

4 beds

3 baths

2,808 sq ft

116 CENTRAL PARKE E, OCEAN PINES, MD, 21...

Community: The Parke at Ocean Pines

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

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

Questions? Call us: (667) 285-8003

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

$529,000

4 beds

3 baths

2,598 sq ft

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

Community: Heritage Shores

Verona Woods

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

$399,000

3 beds

2 baths

1,704 sq ft

76 BALTHASAR DR, DOVER, DE, 19901

Community: Verona Woods

New Heritage Shores

71 CHAMPIONS DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$465,000

3 beds

2 baths

2,264 sq ft

71 CHAMPIONS DR, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

New The Village of Cinderberry

27 BAYBERRY ST, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$349,900

2 beds

2 baths

1,649 sq ft

27 BAYBERRY ST, GEORGETOWN, DE, 19947

Community: The Village of Cinderberry

New Four Seasons at Belle Terre

21153 CONTI ST, LEWES, DE, 19958, Lewes, DE 19958

$634,900

3 beds

2 baths

2,710 sq ft

21153 CONTI ST, LEWES, DE, 19958

Community: Four Seasons at Belle Terre

New Noble's Pond

112 FAIRMONT LN, DOVER, DE, 19904, Dover, DE 19904

$492,000

3 beds

3 baths

2,310 sq ft

112 FAIRMONT LN, DOVER, DE, 19904

Community: Noble's Pond

New Four Seasons at Hatteras Hills

90 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$516,990

3 beds

2 baths

1,778 sq ft

90 FRISCO DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Wynndemere

$499,900

2 beds

2 baths

1,338 sq ft

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

Community: Wynndemere

Windstone

29662 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968

$499,000

4 beds

3 baths

2,532 sq ft

29662 RIVERSTONE DR, MILTON, DE, 19968

Community: Windstone

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

Questions? Call us: (667) 285-8003

Bishop's Landing

33298 LONE CEDAR LNDG 5802, MILLVILLE, D..., Millville, DE 19967

$489,900

4 beds

3 baths

2,600 sq ft

33298 LONE CEDAR LNDG 5802, MILLVILLE, D...

Community: Bishop's Landing

Liberty West

36372 GATE DR, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$475,000

3 beds

2 baths

1,985 sq ft

36372 GATE DR, GEORGETOWN, DE, 19947

Community: Liberty West

Longacre Village

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

$519,000

4 beds

3 baths

2,533 sq ft

391 N RED HAVEN LN, DOVER, DE, 19901

Community: Longacre Village

The Village at Linwood

550 CENTRAL I-16, LINWOOD, NJ, 08221, Linwood, NJ 08221

$269,500

2 beds

2 baths

977 sq ft

Condo

550 CENTRAL I-16, LINWOOD, NJ, 08221

Community: The Village at Linwood

The Village at Linwood

550 CENTRAL J3, LINWOOD, NJ, 08221, Linwood, NJ 08221

$399,000

3 beds

3 baths

Condo

550 CENTRAL J3, LINWOOD, NJ, 08221

Community: The Village at Linwood

Silver Woods

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

$499,900

3 beds

3 baths

2,299 sq ft

219 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

Heritage Shores

16 BLUE HERON CT, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$349,000

3 beds

2 baths

1,890 sq ft

16 BLUE HERON CT, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

The Parke at Ocean Pines

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

$449,900

3 beds

3 baths

1,866 sq ft

30 CHATHAM CT, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

Bay Crossing

34920 VESSEL CV, LEWES, DE, 19958, Lewes, DE 19958

$759,900

4 beds

4 baths

3,502 sq ft

34920 VESSEL CV, LEWES, DE, 19958

Community: Bay Crossing

Four Seasons at Hatteras Hills

43 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$539,990

3 beds

3 baths

1,951 sq ft

43 FRISCO DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Four Seasons at Millville

121 COTTAGE ST, MILLVILLE, NJ, 08332, Millville, NJ 08332

$339,900

2 beds

2 baths

1,594 sq ft

121 COTTAGE ST, MILLVILLE, NJ, 08332

Community: Four Seasons at Millville

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

Questions? Call us: (667) 285-8003

The Parke at Ocean Pines

6 FEDERAL HL, BERLIN, MD, 21811, Berlin, MD 21811

$499,900

3 beds

3 baths

2,422 sq ft

6 FEDERAL HL, BERLIN, MD, 21811

Community: The Parke at Ocean Pines

The Village of Cinderberry

3 BAYBERRY ST 2, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$314,999

2 beds

2 baths

1,518 sq ft

3 BAYBERRY ST 2, GEORGETOWN, DE, 19947

Community: The Village of Cinderberry

Noble's Pond

334 CARPER DR, DOVER, DE, 19904, Dover, DE 19904

$384,900

3 beds

3 baths

2,142 sq ft

334 CARPER DR, DOVER, DE, 19904

Community: Noble's Pond

Noble's Pond

20 LACEY LN, DOVER, DE, 19904, Dover, DE 19904

$449,990

3 beds

3 baths

2,386 sq ft

20 LACEY LN, DOVER, DE, 19904

Community: Noble's Pond

Auburn Meadows

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

$454,596

3 beds

3 baths

2,151 sq ft

844 VIRDIN DR, SMYRNA, DE, 19977

Community: Auburn Meadows

Four Seasons at Millville

113 WHARTON ST, MILLVILLE, NJ, 08332, Millville, NJ 08332

$315,000

2 beds

2 baths

1,487 sq ft

113 WHARTON ST, MILLVILLE, NJ, 08332

Community: Four Seasons at Millville

Legacy at Cape May

2308 TIDEWATER AVE 2308, RIO GRANDE, NJ,..., Rio Grande, NJ 08242

$490,000

2 beds

2 baths

1,649 sq ft

Condo

2308 TIDEWATER AVE 2308, RIO GRANDE, NJ,...

Community: Legacy at Cape May

Heritage Shores

$429,990

3 beds

2 baths

1,892 sq ft

324 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

Heritage Shores

87 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933

$350,000

3 beds

2 baths

1,640 sq ft

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

Community: Heritage Shores

Liberty West

36813 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$429,000

3 beds

2 baths

1,821 sq ft

36813 W OLD GATE DR, GEORGETOWN, DE, 199...

Community: Liberty West

Auburn Meadows

850 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$429,895

2 beds

2 baths

1,728 sq ft

850 VIRDIN DR, SMYRNA, DE, 19977

Community: Auburn Meadows

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

Questions? Call us: (667) 285-8003

Noble's Pond

106 LEANDER DR, DOVER, DE, 19904, Dover, DE 19904

$365,000

2 beds

2 baths

1,249 sq ft

106 LEANDER DR, DOVER, DE, 19904

Community: Noble's Pond

The Village at Linwood

550 CENTRAL AVE E-15, LINWOOD, NJ, 08221, Linwood, NJ 08221

$285,000

2 beds

2 baths

977 sq ft

Condo

550 CENTRAL AVE E-15, LINWOOD, NJ, 08221

Community: The Village at Linwood

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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?

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

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204 homes

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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: Aug 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

37 communities near Ocean Pines Area

204 homes near Ocean Pines Area

4 beds

3 baths

3,191 sq ft

3 beds

3 baths

2,267 sq ft

3 beds

2 baths

1,733 sq ft

4 beds

3 baths

2,808 sq ft

2 beds

2 baths

1,704 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

3 beds

2 baths

1,704 sq ft

3 beds

2 baths

2,264 sq ft

2 beds

2 baths

1,649 sq ft

3 beds

2 baths

2,710 sq ft

3 beds

3 baths

2,310 sq ft

3 beds

2 baths

1,778 sq ft

2 beds

2 baths

1,338 sq ft

4 beds

3 baths

2,532 sq ft

4 beds

3 baths

2,600 sq ft

3 beds

2 baths

1,985 sq ft

4 beds

3 baths

2,533 sq ft

2 beds

2 baths

977 sq ft

Condo

3 beds

3 baths

Condo

3 beds

3 baths

2,299 sq ft

3 beds

2 baths

1,890 sq ft

3 beds

3 baths

1,866 sq ft

4 beds

4 baths

3,502 sq ft

3 beds