Ocean Pines Area, MD 55+ active adult communities & homes for sale - Page 5

214 homes near Ocean Pines Area

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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

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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

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

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

The Villages at Red Mill Pond

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

$549,900

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

$525,000

4 beds

3 baths

2,808 sq ft

7 LONG POINT CT, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

The Parke at Ocean Pines

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

$519,900

3 beds

3 baths

2,357 sq ft

95 CHATHAM CT, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

The Villages at Red Mill Pond

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

$515,000

3 beds

2 baths

1,956 sq ft

30418 COHENS DR, 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

Verona Woods

401 ALEZACH DR, DOVER, DE, 19901, Dover, DE 19901

$380,900

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

$640,000

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 308, CAPE MAY COURT HOUSE,..., Cape May Court House, NJ 08210

$640,000

3 beds

3 baths

2,220 sq ft

Townhouse

308 OSPREY CT 308, CAPE MAY COURT HOUSE,...

Community: Four Seasons at Stone Harbor

Heritage Shores

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

$310,000

2 beds

2 baths

1,735 sq ft

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

Community: Heritage Shores

Noble's Pond

631 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904

$479,900

2 beds

2 baths

631 RESORT BLVD, DOVER, DE, 19904

Community: Noble's Pond

Village of Eastridge

54 OSCAR MILL LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$405,000

2 beds

2 baths

2,218 sq ft

54 OSCAR MILL LN, SMYRNA, DE, 19977

Community: Village of Eastridge

The Village of Cinderberry

2 HUCKLEBERRY DR 59, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$334,900

2 beds

2 baths

1,628 sq ft

2 HUCKLEBERRY DR 59, GEORGETOWN, DE, 199...

Community: The Village of Cinderberry

Windstone

34670 VILLA CIR 2206, LEWES, DE, 19958, Lewes, DE 19958

$349,900

2 beds

2 baths

986 sq ft

Condo

34670 VILLA CIR 2206, LEWES, DE, 19958

Community: Windstone

Four Seasons at Hatteras Hills

1005 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$499,999

4 beds

4 baths

2,800 sq ft

1005 BUXTON CIR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Spring Meadow

26 WHEATSHEAF LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$399,500

3 beds

2 baths

2,090 sq ft

26 WHEATSHEAF LN, SMYRNA, DE, 19977

Community: Spring Meadow

The Villages at Red Mill Pond

36396 BABBLING BROOK WAY, LEWES, DE, 199..., Lewes, DE 19958

$569,900

4 beds

3 baths

2,700 sq ft

36396 BABBLING BROOK WAY, LEWES, DE, 199...

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 Creek

227 LANTERN LN, MILTON, DE, 19968, Milton, DE 19968

$450,000

3 beds

3 baths

2,018 sq ft

227 LANTERN LN, MILTON, DE, 19968

Community: Heritage Creek

Bay Crossing

35223 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958

$667,500

4 beds

2 baths

4,200 sq ft

35223 SEAPORT LOOP, LEWES, DE, 19958

Community: Bay Crossing

Heritage Shores

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

$349,900

2 beds

2 baths

1,716 sq ft

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

Community: Heritage Shores

Osprey Point

1731 ROUTE 9 98, OCEAN VIEW, NJ, 08230, Ocean View, NJ 08230

$549,000

2 beds

2 baths

Condo

1731 ROUTE 9 98, OCEAN VIEW, NJ, 08230

Community: Osprey Point

Ashland

25 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977

$369,900

2 beds

2 baths

1,612 sq ft

25 CYCLOPS TRL, SMYRNA, DE, 19977

Community: Ashland

Village of Eastridge

131 LUPINE DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$415,000

2 beds

2 baths

2,303 sq ft

131 LUPINE DR, SMYRNA, DE, 19977

Community: Village of Eastridge

Legacy at Cape May

2305 TIDEWATER AVE 2305, RIO GRANDE, NJ,..., Rio Grande, NJ 08242

$479,000

3 beds

3 baths

2,140 sq ft

Townhouse

2305 TIDEWATER AVE 2305, RIO GRANDE, NJ,...

Community: Legacy at Cape May

Longacre Village

392 WINESAP LN, DOVER, DE, 19901, Dover, DE 19901

$499,000

3 beds

3 baths

1,916 sq ft

392 WINESAP LN, DOVER, DE, 19901

Community: Longacre Village

The Village of Cinderberry

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

$355,000

3 beds

2 baths

2,003 sq ft

46 FRANKENBERRY DR, GEORGETOWN, DE, 1994...

Community: The Village of Cinderberry

Heritage Shores

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

$349,800

2 beds

2 baths

1,728 sq ft

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

Community: Heritage Shores

The Villages at Red Mill Pond

16511 GREENSPRING AVE, LEWES, DE, 19958, Lewes, DE 19958

$520,000

3 beds

2 baths

1,855 sq ft

16511 GREENSPRING AVE, 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

Forest Landing at Bethany Beach

36427 BUNKER CT, FRANKFORD, DE, 19945, Frankford, DE 19945

$574,900

4 beds

3 baths

2,550 sq ft

Condo

36427 BUNKER CT, FRANKFORD, DE, 19945

Community: Forest Landing at Bethany Beach

Independence

24032 BENJAMIN HARRISON CIR, MILLSBORO, ..., Millsboro, DE 19966

$479,900

3 beds

2 baths

1,675 sq ft

24032 BENJAMIN HARRISON CIR, MILLSBORO, ...

Community: Independence

Four Seasons at Hatteras Hills

1002 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$479,990

3 beds

2 baths

1,754 sq ft

1002 BUXTON CIR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Heritage Shores

100 WHISTLING DUCK DR, BRIDGEVILLE, DE, ..., Bridgeville, DE 19933

$304,900

2 beds

2 baths

1,569 sq ft

100 WHISTLING DUCK DR, BRIDGEVILLE, DE, ...

Community: Heritage Shores

Four Seasons at Hatteras Hills

30 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$449,990

3 beds

3 baths

1,778 sq ft

30 FRISCO DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Heritage Shores

109 WHISTLING DUCK DR, BRIDGEVILLE, DE, ..., Bridgeville, DE 19933

$305,000

2 beds

2 baths

1,659 sq ft

109 WHISTLING DUCK DR, BRIDGEVILLE, DE, ...

Community: Heritage Shores

Noble's Pond

212 SKIPPING STONE LN, DOVER, DE, 19904, Dover, DE 19904

$499,000

3 beds

3 baths

3,393 sq ft

212 SKIPPING STONE LN, DOVER, DE, 19904

Community: Noble's Pond

Osprey Point

1731 ROUTE 9 11, SEAVILLE, NJ, 08230, Seaville, NJ 08230

$499,900

2 beds

2 baths

1,848 sq ft

Condo

1731 ROUTE 9 11, SEAVILLE, NJ, 08230

Community: Osprey Point

Heritage Shores

105 WHISTLING DUCK DR, BRIDGEVILLE, DE, ..., Bridgeville, DE 19933

$289,900

2 beds

2 baths

1,481 sq ft

105 WHISTLING DUCK DR, BRIDGEVILLE, DE, ...

Community: Heritage Shores

Noble's Pond

04 FAIRMONT LN, DOVER, DE, 19904, Dover, DE 19904

$450,900

2 beds

2 baths

1,820 sq ft

04 FAIRMONT LN, DOVER, DE, 19904

Community: Noble's Pond

Noble's Pond

03 FAIRMONT LN, DOVER, DE, 19904, Dover, DE 19904

$442,900

2 beds

2 baths

1,750 sq ft

03 FAIRMONT LN, 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

Noble's Pond

02 FAIRMONT LN, DOVER, DE, 19904, Dover, DE 19904

$423,900

2 beds

2 baths

1,510 sq ft

02 FAIRMONT LN, DOVER, DE, 19904

Community: Noble's Pond

Noble's Pond

01 FAIRMONT LN, DOVER, DE, 19904, Dover, DE 19904

$392,900

2 beds

2 baths

1,260 sq ft

01 FAIRMONT LN, DOVER, DE, 19904

Community: Noble's Pond

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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
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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

214 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: Oct 07, 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 - Page 5

37 communities near Ocean Pines Area

214 homes near Ocean Pines Area

3 beds

2 baths

2,200 sq ft

3 beds

2 baths

2,082 sq ft

4 beds

3 baths

2,808 sq ft

3 beds

3 baths

2,357 sq ft

3 beds

2 baths

1,956 sq ft

3 beds

2 baths

1,356 sq ft

4 beds

3 baths

2,200 sq ft

Condo

3 beds

3 baths

2,220 sq ft

Townhouse

2 beds

2 baths

1,735 sq ft

2 beds

2 baths

2 beds

2 baths

2,218 sq ft

2 beds

2 baths

1,628 sq ft

2 beds

2 baths

986 sq ft

Condo

4 beds

4 baths

2,800 sq ft

3 beds

2 baths

2,090 sq ft

4 beds

3 baths

2,700 sq ft

3 beds

3 baths

2,018 sq ft

4 beds

2 baths

4,200 sq ft

2 beds

2 baths

1,716 sq ft

2 beds

2 baths

Condo

2 beds

2 baths

1,612 sq ft

2 beds

2 baths

2,303 sq ft

3 beds

3 baths

2,140 sq ft

Townhouse

3 beds

3 baths

1,916 sq ft

3 beds

2 baths