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

142 homes near Ocean Pines Area

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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

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

$300Ks - $500Ks

Noble's Pond, Dover, DE

New and Resale | 55+ age-restricted | Built 2007 - present | 800 homes

5 rating (2 reviews)

Four Seasons at Millville

$300Ks

Four Seasons at Millville, Millville, NJ

New and Resale | 55+ age-restricted | Built 2008 - present | 610 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

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

Independence

$100Ks - $700Ks

Independence, Millsboro, DE

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

5 rating (1 reviews)

Bishop's Landing

$500Ks - $600Ks

Bishop's Landing, Millville, DE

New and Resale | Age-targeted | Built 2013 - present | 449 homes

3 rating (5 reviews)

Heritage Creek

$400Ks - $500Ks

Heritage Creek, Milton, DE

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

Four Seasons at Hatteras ...

$400Ks - $500Ks

Four Seasons at Hatteras ..., Magnolia, DE

New Construction | 55+ age-restricted | Built 2023 - present | 400 homes

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Champions' Club

$300Ks - $400Ks

Champions' Club, Magnolia, DE

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

Forest Landing at Bethany...

$400Ks - $500Ks

Forest Landing at Bethany..., Frankford, DE

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

Four Seasons at Belle Ter...

$600Ks - $700Ks

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

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

Auburn Meadows

$400Ks

Auburn Meadows, Smyrna, DE

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

Bay Crossing

$400Ks - $700Ks

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

5 rating (2 reviews)

Spring Meadow

$300Ks - $400Ks

Spring Meadow, Smyrna, DE

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

SummersGate

$300Ks

SummersGate, Salisbury, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 216 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 - $300Ks

The Village at Linwood, Linwood, NJ

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

The Village of Cinderberr...

$300Ks

The Village of Cinderberr..., Georgetown, DE

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

Ashland

$300Ks - $400Ks

Ashland, Smyrna, DE

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

Osprey Point

$400Ks

Osprey Point, Upper Township, NJ

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

Legacy at Cape May

$400Ks - $500Ks

Legacy at Cape May, Rio Grande, NJ

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

Southern Meadow, Magnolia, DE

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

Four Seasons Condominiums

$100Ks

Four Seasons Condominiums, Northfield, NJ

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

Gatherings at Cape May

$400Ks - $500Ks

Gatherings at Cape May, Rio Grande, NJ

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

1.7 rating (3 reviews)

Silver Woods

$400Ks

Silver Woods, Ocean View, DE

New and Resale | Age-targeted | Built 2005 - present | 111 homes

Fieldstone Village

$300Ks

Fieldstone Village, Dover, DE

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

Cedar Bay

$200Ks - $300Ks

Cedar Bay, Ocean View, DE

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

Four Seasons at Stone Har...

$500Ks - $600Ks

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

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

Noble's Pond

122 CASSELBERRY LN, DOVER, DE, 19904, Dover, DE 19904

$349,900

2 beds

2 baths

1,379 sq ft

122 CASSELBERRY LN, DOVER, DE, 19904

Community: Noble's Pond

Champions' Club

673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962

$365,000

2 beds

2 baths

1,599 sq ft

673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...

Community: Champions' Club

Village of Eastridge

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

$457,351

2 beds

2 baths

1,684 sq ft

131 HENGST FARM LN, SMYRNA, DE, 19977

Community: Village of Eastridge

Heritage Shores

$474,900

3 beds

2 baths

1,576 sq ft

338 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

Bishop's Landing

30195 BRANDYWINE DR, MILLVILLE, DE, 1996..., Millville, DE 19967

$665,000

4 beds

4 baths

3,152 sq ft

30195 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

The Villages at Red Mill Pond

18682 GOLDEN SUNRISE PL, LEWES, DE, 1995..., Lewes, DE 19958

$489,900

3 beds

2 baths

1,498 sq ft

18682 GOLDEN SUNRISE PL, LEWES, DE, 1995...

Community: The Villages at Red Mill Pond

The Villages at Red Mill Pond

17513 YELLOW BELL DR, LEWES, DE, 19958, Lewes, DE 19958

$614,900

3 beds

2 baths

2,100 sq ft

17513 YELLOW BELL DR, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

The Villages at Red Mill Pond

17547 CLOUD NINE DR, LEWES, DE, 19958, Lewes, DE 19958

$545,000

3 beds

2 baths

1,668 sq ft

17547 CLOUD NINE DR, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

Independence

24006 BENJAMIN HARRISON CIR, MILLSBORO, ..., Millsboro, DE 19966

$515,000

3 beds

2 baths

1,776 sq ft

24006 BENJAMIN HARRISON CIR, MILLSBORO, ...

Community: Independence

Silver Woods

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

$449,990

3 beds

3 baths

2,267 sq ft

205 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

Silver Woods

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

$498,990

3 beds

3 baths

2,088 sq ft

204 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

Silver Woods

138 KINGSTON AVE, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$424,990

3 beds

3 baths

2,088 sq ft

138 KINGSTON AVE, OCEAN VIEW, DE, 19970

Community: Silver Woods

Silver Woods

136 KINGSTON AVE, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$439,990

3 beds

3 baths

2,267 sq ft

136 KINGSTON AVE, OCEAN VIEW, DE, 19970

Community: Silver Woods

Noble's Pond

498 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904

$512,000

3 beds

3 baths

2,373 sq ft

498 RESORT BLVD, DOVER, DE, 19904

Community: Noble's Pond

The Village of Cinderberry

2 CASTLEBERRY LN, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$340,000

3 beds

2 baths

1,986 sq ft

2 CASTLEBERRY LN, GEORGETOWN, DE, 19947

Community: The Village of Cinderberry

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

Questions? Call us: (667) 285-8003

Heritage Shores

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

$385,000

4 beds

3 baths

2,400 sq ft

108 EMILYS PINTAIL DR, BRIDGEVILLE, DE, ...

Community: Heritage Shores

Bay Crossing

34677 VILLA CIR 504, LEWES, DE, 19958, Lewes, DE 19958

$399,900

3 beds

2 baths

1,215 sq ft

34677 VILLA CIR 504, LEWES, DE, 19958

Community: Bay Crossing

Cedar Bay

30611 CEDAR NECK RD UNIT 2204, OCEAN VIE..., Ocean View, DE 19970

$314,900

2 beds

2 baths

1,134 sq ft

Condo

30611 CEDAR NECK RD UNIT 2204, OCEAN VIE...

Community: Cedar Bay

Heritage Shores

8 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$345,900

3 beds

2 baths

1,845 sq ft

8 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

Champions' Club

34 SAHALEE CT, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$415,000

3 beds

3 baths

2,109 sq ft

34 SAHALEE CT, MAGNOLIA, DE, 19962

Community: Champions' Club

Champions' Club

314 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962

$325,000

2 beds

2 baths

1,566 sq ft

314 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...

Community: Champions' Club

Southern Meadow

104 LAVENDER DR # 10, MAGNOLIA, DE, 1996..., Magnolia, DE 19962

$185,000

2 beds

2 baths

1,750 sq ft

104 LAVENDER DR # 10, MAGNOLIA, DE, 1996...

Community: Southern Meadow

Heritage Creek

202 HAY ST, MILTON, DE, 19968, Milton, DE 19968

$448,900

3 beds

3 baths

2,046 sq ft

202 HAY ST, MILTON, DE, 19968

Community: Heritage Creek

Bay Crossing

34774 SCHOONER PASS, LEWES, DE, 19958, Lewes, DE 19958

$499,900

3 beds

3 baths

1,993 sq ft

34774 SCHOONER PASS, LEWES, DE, 19958

Community: Bay Crossing

The Villages at Red Mill Pond

17927 TORRY PINES PL, LEWES, DE, 19958, Lewes, DE 19958

$529,000

3 beds

3 baths

3,736 sq ft

17927 TORRY PINES PL, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

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

Questions? Call us: (667) 285-8003

Heritage Shores

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

$424,900

3 beds

3 baths

2,912 sq ft

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

Community: Heritage Shores

Village of Eastridge

00 FELIX VIEW CT ASTON, SMYRNA, DE, 1997..., Smyrna, DE 19977

$406,000

2 beds

2 baths

1,720 sq ft

00 FELIX VIEW CT ASTON, SMYRNA, DE, 1997...

Community: Village of Eastridge

Champions' Club

221 NICKLAUS LN, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$419,900

2 beds

2 baths

1,623 sq ft

221 NICKLAUS LN, MAGNOLIA, DE, 19962

Community: Champions' Club

Noble's Pond

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

$365,000

2 beds

2 baths

1,283 sq ft

135 CASSELBERRY LN, DOVER, DE, 19904

Community: Noble's Pond

Village of Eastridge

100 NEW VILLAGE LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$479,500

3 beds

2 baths

1,842 sq ft

100 NEW VILLAGE LN, SMYRNA, DE, 19977

Community: Village of Eastridge

Windstone

29635 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968

$399,900

3 beds

2 baths

1,732 sq ft

29635 RIVERSTONE DR, MILTON, DE, 19968

Community: Windstone

Independence

29432 ANDREW JACKSON DR, MILLSBORO, DE, ..., Millsboro, DE 19966

$715,000

3 beds

2 baths

2,900 sq ft

29432 ANDREW JACKSON DR, MILLSBORO, DE, ...

Community: Independence

Fieldstone Village

175 CLAYSTONE DR, DOVER, DE, 19901, Dover, DE 19901

$369,900

3 beds

2 baths

1,945 sq ft

175 CLAYSTONE DR, DOVER, DE, 19901

Community: Fieldstone Village

Heritage Shores

9 LINKS DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$425,000

3 beds

2 baths

1,810 sq ft

9 LINKS DR, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

Four Seasons at Hatteras Hills

179 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$534,900

3 beds

2 baths

1,778 sq ft

179 BUXTON CIR, 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

Four Seasons at Hatteras Hills

74 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$444,900

3 beds

2 baths

1,627 sq ft

74 WANCHESE DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Heritage Shores

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

$359,900

3 beds

2 baths

2,052 sq ft

46 CANVASBACK CIR, BRIDGEVILLE, DE, 1993...

Community: Heritage Shores

Bishop's Landing

33285 LONE CEDAR LNDG, MILLVILLE, DE, 19..., Millville, DE 19967

$565,000

4 beds

3 baths

2,800 sq ft

33285 LONE CEDAR LNDG, MILLVILLE, DE, 19...

Community: Bishop's Landing

Heritage Shores

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

$399,900

3 beds

2 baths

1,952 sq ft

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

Community: Heritage Shores

Bay Crossing

34953 COMPASS CV, LEWES, DE, 19958, Lewes, DE 19958

$725,000

4 beds

4 baths

4,061 sq ft

34953 COMPASS CV, LEWES, DE, 19958

Community: Bay Crossing

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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 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
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Answers from local 55+ experts

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

Call us: (667) 285-8003

142 homes near Ocean Pines Area

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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.
© 2025 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: Dec 03, 2025.
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

34 communities near Ocean Pines Area

142 homes near Ocean Pines Area

2 beds

2 baths

1,379 sq ft

2 beds

2 baths

1,599 sq ft

2 beds

2 baths

1,684 sq ft

3 beds

2 baths

1,576 sq ft

4 beds

4 baths

3,152 sq ft

3 beds

2 baths

1,498 sq ft

3 beds

2 baths

2,100 sq ft

3 beds

2 baths

1,668 sq ft

3 beds

2 baths

1,776 sq ft

3 beds

3 baths

2,267 sq ft

3 beds

3 baths

2,088 sq ft

3 beds

3 baths

2,088 sq ft

3 beds

3 baths

2,267 sq ft

3 beds

3 baths

2,373 sq ft

3 beds

2 baths

1,986 sq ft

4 beds

3 baths

2,400 sq ft

3 beds

2 baths

1,215 sq ft

2 beds

2 baths

1,134 sq ft

Condo

3 beds

2 baths

1,845 sq ft

3 beds

3 baths

2,109 sq ft

2 beds

2 baths

1,566 sq ft

2 beds

2 baths

1,750 sq ft

3 beds

3 baths

2,046 sq ft

3 beds

3 baths

1,993 sq ft

3 beds

3 baths

3,736 sq ft

3 beds