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

178 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

$300ks - $500ks

Heritage Shores, Bridgeville, DE

New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 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

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

Independence

$400ks - $800ks

Independence, Millsboro, DE

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

Bay Crossing

$400ks - $600ks

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

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

Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

Liberty West

$400ks

Liberty West, Georgetown, DE

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

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

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

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

Verona Woods

$300ks - $400ks

Verona Woods, Dover, DE

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

4.5 rating (2 reviews)

Southern Meadow

$100ks - $200ks

Southern Meadow, Magnolia, DE

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

Forest Landing at Bethany...

$300ks - $500ks

Forest Landing at Bethany..., Frankford, DE

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

The Village at Linwood

$200ks

The Village at Linwood, Linwood, NJ

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

Ashland

$300ks - $400ks

Ashland, Smyrna, DE

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

5 rating (2 reviews)

Spring Meadow

$300ks - $400ks

Spring Meadow, Smyrna, DE

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

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

Questions? Call us: (667) 285-8003

Auburn Meadows

$400ks - $500ks

Auburn Meadows, Smyrna, DE

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

Osprey Point

$300ks - $400ks

Osprey Point, Upper Township, NJ

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

SummersGate

$300ks

SummersGate, Salisbury, MD

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

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

Legacy at Cape May

$400ks - $500ks

Legacy at Cape May, Rio Grande, NJ

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

Wynndemere

$400ks

Wynndemere, Cape May Court House, NJ

Resale Only | 55+ age-restricted | Built 2001 - 2011 | 62 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

Gatherings at Cape May

$500ks

Gatherings at Cape May, Rio Grande, NJ

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

Fieldstone Village

$200ks - $300ks

Fieldstone Village, Dover, DE

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

Roesville

$300ks

Roesville, Felton, DE

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

550 CENTRAL AVE M-14, LINWOOD, NJ, 08221, Linwood, NJ 08221

$359,000

2 beds

2 baths

1,047 sq ft

Condo

550 CENTRAL AVE M-14, LINWOOD, NJ, 08221

Community: The Village at Linwood

New Forest Landing at Bethany Beach

36451 DOG LEG CT, FRANKFORD, DE, 19945, Frankford, DE 19945

$599,000

4 beds

3 baths

2,750 sq ft

Condo

36451 DOG LEG CT, FRANKFORD, DE, 19945

Community: Forest Landing at Bethany Beach

New Heritage Shores

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

$330,000

2 beds

2 baths

1,569 sq ft

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

Community: Heritage Shores

New Four Seasons at Hatteras Hills

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

$519,990

3 beds

2 baths

1,778 sq ft

30 FRISCO DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

New Champions' Club

295 NICKLAUS LN, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$485,000

3 beds

3 baths

3,058 sq ft

295 NICKLAUS LN, MAGNOLIA, DE, 19962

Community: Champions' Club

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

Questions? Call us: (667) 285-8003

New Wynndemere

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

$479,900

3 beds

2 baths

1,611 sq ft

1 WYNNDEMERE CT, CAPE MAY COURT HOUSE, N...

Community: Wynndemere

New Noble's Pond

267 NOBLES POND XING, DOVER, DE, 19904, Dover, DE 19904

$427,350

3 beds

2 baths

1,824 sq ft

267 NOBLES POND XING, DOVER, DE, 19904

Community: Noble's Pond

New Heritage Shores

14 GADWALL CIR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$375,000

3 beds

2 baths

1,720 sq ft

14 GADWALL CIR, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

New Silver Woods

27 THORNTON DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$495,000

3 beds

2 baths

1,472 sq ft

27 THORNTON DR, OCEAN VIEW, DE, 19970

Community: Silver Woods

New Champions' Club

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

$439,900

2 beds

2 baths

1,916 sq ft

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

Community: Champions' Club

New Osprey Point

1731 ROUTE 9 S 122, SEAVILLE, NJ, 08230, Seaville, NJ 08230

$645,000

2 beds

2 baths

Condo

1731 ROUTE 9 S 122, SEAVILLE, NJ, 08230

Community: Osprey Point

Four Seasons at Belle Terre

23298 BOURBON CIR, LEWES, DE, 19958, Lewes, DE 19958

$849,000

4 beds

4 baths

3,100 sq ft

23298 BOURBON CIR, LEWES, DE, 19958

Community: Four Seasons at Belle Terre

Independence

33245 TIDEWATER CV, MILLSBORO, DE, 19966, Millsboro, DE 19966

$185,000

3 beds

2 baths

1,092 sq ft

33245 TIDEWATER CV, MILLSBORO, DE, 19966

Community: Independence

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

Questions? Call us: (667) 285-8003

Verona Woods

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

$449,000

3 beds

2 baths

1,488 sq ft

76 BALTHASAR DR, DOVER, DE, 19901

Community: Verona Woods

Heritage Shores

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

$330,000

2 beds

2 baths

1,659 sq ft

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

Community: Heritage Shores

Bishop's Landing

30255 BRANDYWINE DR, MILLVILLE, DE, 1996..., Millville, DE 19967

$645,000

4 beds

4 baths

2,900 sq ft

30255 BRANDYWINE DR, MILLVILLE, DE, 1996...

Community: Bishop's Landing

Village of Eastridge

22 AZZURRI CT, SMYRNA, DE, 19977, Smyrna, DE 19977

$385,000

2 beds

2 baths

1,611 sq ft

22 AZZURRI CT, SMYRNA, DE, 19977

Community: Village of Eastridge

Silver Woods

HOMESITE 77 LACKAWANNA LN, OCEAN VIEW, D..., Ocean View, DE 19970

$529,990

3 beds

3 baths

2,070 sq ft

HOMESITE 77 LACKAWANNA LN, OCEAN VIEW, D...

Community: Silver Woods

Village of Eastridge

209 LUPINE DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$462,000

2 beds

2 baths

1,762 sq ft

209 LUPINE DR, SMYRNA, DE, 19977

Community: Village of Eastridge

Verona Woods

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

$450,000

3 beds

2 baths

1,800 sq ft

302 ALEZACH DR, DOVER, DE, 19901

Community: Verona Woods

Spring Meadow

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

$439,900

2 beds

2 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

Heritage Creek

322 ARCH ST, MILTON, DE, 19968, Milton, DE 19968

$430,000

3 beds

3 baths

2,207 sq ft

322 ARCH ST, MILTON, DE, 19968

Community: Heritage Creek

Four Seasons at Belle Terre

19165 CHARTRES ST, LEWES, DE, 19958, Lewes, DE 19958

$765,000

3 beds

3 baths

2,518 sq ft

19165 CHARTRES ST, LEWES, DE, 19958

Community: Four Seasons at Belle Terre

Auburn Meadows

951 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$429,980

2 beds

2 baths

1,778 sq ft

951 VIRDIN DR, SMYRNA, DE, 19977

Community: Auburn Meadows

Bay Crossing

34701 MAINSAIL CT, LEWES, DE, 19958, Lewes, DE 19958

$549,900

2 beds

3 baths

2,700 sq ft

34701 MAINSAIL CT, LEWES, DE, 19958

Community: Bay Crossing

Noble's Pond

1193 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904

$359,354

2 beds

2 baths

1,518 sq ft

1193 RESORT BLVD, DOVER, DE, 19904

Community: Noble's Pond

Auburn Meadows

94 SADDLEFORD RD, SMYRNA, DE, 19977, Smyrna, DE 19977

$454,890

3 beds

3 baths

2,151 sq ft

94 SADDLEFORD RD, SMYRNA, DE, 19977

Community: Auburn Meadows

Liberty West

36798 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$489,900

4 beds

2 baths

2,366 sq ft

36798 W OLD GATE DR, GEORGETOWN, DE, 199...

Community: Liberty West

Four Seasons at Hatteras Hills

43 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$509,990

3 beds

2 baths

1,778 sq ft

43 WANCHESE DR, 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

Longacre Village

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

$350,000

2 beds

2 baths

1,194 sq ft

74 N RED HAVEN LN, DOVER, DE, 19901

Community: Longacre Village

Noble's Pond

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

$610,000

3 beds

3 baths

3,393 sq ft

212 SKIPPING STONE LN, DOVER, DE, 19904

Community: Noble's Pond

The Villages at Red Mill Pond

16517 GREENSPRING AVE, LEWES, DE, 19958, Lewes, DE 19958

$599,900

4 beds

3 baths

2,450 sq ft

16517 GREENSPRING AVE, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

Gateway Shores

148 LEE LN 148, CAPE MAY COURT HOUSE, NJ..., Cape May Court House, NJ 08210

$330,000

1 beds

1 baths

Condo

148 LEE LN 148, CAPE MAY COURT HOUSE, NJ...

Community: Gateway Shores

Spring Meadow

64 LARKSPUR LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$335,000

2 beds

3 baths

1,358 sq ft

64 LARKSPUR LN, SMYRNA, DE, 19977

Community: Spring Meadow

Independence

29480 ANDREW JACKSON DR, MILLSBORO, DE, ..., Millsboro, DE 19966

$599,900

4 beds

3 baths

2,510 sq ft

29480 ANDREW JACKSON DR, MILLSBORO, DE, ...

Community: Independence

Independence

23855 BETSY ROSS LN, MILLSBORO, DE, 1996..., Millsboro, DE 19966

$599,900

3 beds

2 baths

2,200 sq ft

23855 BETSY ROSS LN, MILLSBORO, DE, 1996...

Community: Independence

Bay Crossing

34725 MARITIME WAY, LEWES, DE, 19958, Lewes, DE 19958

$560,000

2 beds

3 baths

2,520 sq ft

34725 MARITIME WAY, LEWES, DE, 19958

Community: Bay Crossing

Longacre Village

45 HARCREST CT, DOVER, DE, 19901, Dover, DE 19901

$350,000

3 beds

3 baths

2,228 sq ft

45 HARCREST CT, 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

Four Seasons at Hatteras Hills

87 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$539,990

4 beds

4 baths

2,737 sq ft

87 WANCHESE DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Four Seasons at Belle Terre

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

$675,000

3 beds

2 baths

2,611 sq ft

21153 CONTI ST, LEWES, DE, 19958

Community: Four Seasons at Belle Terre

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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
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

178 homes

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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: Mar 14, 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

178 homes near Ocean Pines Area

2 beds

2 baths

1,047 sq ft

Condo

4 beds

3 baths

2,750 sq ft

Condo

2 beds

2 baths

1,569 sq ft

3 beds

2 baths

1,778 sq ft

3 beds

3 baths

3,058 sq ft

3 beds

2 baths

1,611 sq ft

3 beds

2 baths

1,824 sq ft

3 beds

2 baths

1,720 sq ft

3 beds

2 baths

1,472 sq ft

2 beds

2 baths

1,916 sq ft

2 beds

2 baths

Condo

4 beds

4 baths

3,100 sq ft

3 beds

2 baths

1,092 sq ft

3 beds

2 baths

1,488 sq ft

2 beds

2 baths

1,659 sq ft

4 beds

4 baths

2,900 sq ft

2 beds

2 baths

1,611 sq ft

3 beds

3 baths

2,070 sq ft

2 beds

2 baths

1,762 sq ft

3 beds

2 baths

1,800 sq ft

2 beds

2 baths

2,776 sq ft

3 beds

3 baths

2,207 sq ft

3 beds

3 baths

2,518 sq ft

2 beds

2 baths

1,778 sq ft

2 beds

3 baths

2,700 sq ft