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

37 communities near Ocean Pines Area

Sort by:

Relevance

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

1.7 rating (3 reviews)

Silver Woods

$400ks - $500ks

Silver Woods, Ocean View, DE

New and Resale | Age-targeted | Built 2005 - present | 111 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 at Linwood

$200ks

The Village at Linwood, Linwood, NJ

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

Liberty West

$400ks

Liberty West, Georgetown, DE

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

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.

Verona Woods

$300ks - $400ks

Verona Woods, Dover, DE

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

Longacre Village

$300ks

Longacre Village, Dover, DE

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

Osprey Point

$300ks - $400ks

Osprey Point, Upper Township, NJ

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

3 rating (5 reviews)

Heritage Creek

$300ks - $500ks

Heritage Creek, Milton, DE

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

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

Questions? Call us: (667) 285-8003

3.7 rating (3 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

Wynndemere

$400ks - $500ks

Wynndemere, Cape May Court House, NJ

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

5 rating (1 reviews)

Independence

$400ks - $800ks

Independence, Millsboro, DE

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

3.3 rating (3 reviews)

Windstone

$400ks

Windstone, Milton, DE

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

Fieldstone Village

$200ks - $300ks

Fieldstone Village, Dover, DE

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

Bay Crossing

$400ks - $600ks

Bay Crossing, Lewes, DE

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

4.5 rating (2 reviews)

Southern Meadow

$100ks - $200ks

Southern Meadow, Magnolia, DE

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

Gateway Shores

$200ks - $300ks

Gateway Shores, Cape May Court House, NJ

Resale Only | 55+ age-restricted | Built 1996 - 2002 | 66 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)

Four Seasons at Millville

$200ks

Four Seasons at Millville, Millville, NJ

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

Legacy at Cape May

$400ks - $500ks

Legacy at Cape May, Rio Grande, NJ

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

Roesville

$300ks

Roesville, Felton, DE

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

Forest Landing at Bethany...

$300ks - $500ks

Forest Landing at Bethany..., Frankford, DE

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

Cedar Bay

$200ks - $300ks

Cedar Bay, Ocean View, DE

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

Gatherings at Cape May

$500ks

Gatherings at Cape May, Rio Grande, NJ

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

New Fieldstone Village

8 PLATINUM DR, DOVER, DE, 19901, Dover, DE 19901

$314,000

2 beds

2 baths

1,380 sq ft

8 PLATINUM DR, DOVER, DE, 19901

Community: Fieldstone Village

New Verona Woods

66 KALLISTO CT, DOVER, DE, 19901, Dover, DE 19901

$399,000

3 beds

2 baths

1,576 sq ft

66 KALLISTO CT, DOVER, DE, 19901

Community: Verona Woods

Noble's Pond

18 MATISSE PL, DOVER, DE, 19904, Dover, DE 19904

$610,000

3 beds

3 baths

2,727 sq ft

18 MATISSE PL, DOVER, DE, 19904

Community: Noble's Pond

Verona Woods

79 LAERTES DR, DOVER, DE, 19901, Dover, DE 19901

$387,000

3 beds

2 baths

1,700 sq ft

79 LAERTES DR, DOVER, DE, 19901

Community: Verona Woods

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

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

Questions? Call us: (667) 285-8003

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

Heritage Shores

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

$324,900

2 beds

2 baths

1,574 sq ft

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

Community: Heritage Shores

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

New Heritage Creek

100 LANTERN LN, MILTON, DE, 19968, Milton, DE 19968

$607,999

4 beds

4 baths

3,806 sq ft

100 LANTERN LN, MILTON, DE, 19968

Community: Heritage Creek

New Noble's Pond

117 PEACOCK PL, DOVER, DE, 19904, Dover, DE 19904

$389,999

2 beds

2 baths

1,349 sq ft

117 PEACOCK PL, DOVER, DE, 19904

Community: Noble's Pond

New Silver Woods

347 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$509,990

4 beds

4 baths

2,070 sq ft

347 GALLAGHER DR, OCEAN VIEW, DE, 19970

Community: Silver Woods

New Silver Woods

349 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$499,990

4 beds

4 baths

2,500 sq ft

349 GALLAGHER DR, OCEAN VIEW, DE, 19970

Community: Silver Woods

New Silver Woods

351 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$549,990

4 beds

4 baths

2,500 sq ft

351 GALLAGHER DR, OCEAN VIEW, DE, 19970

Community: Silver Woods

New Bishop's Landing

32120 FORT DUPONT DR, MILLVILLE, DE, 199..., Millville, DE 19967

$629,000

4 beds

3 baths

2,570 sq ft

32120 FORT DUPONT DR, MILLVILLE, DE, 199...

Community: Bishop's Landing

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

Questions? Call us: (667) 285-8003

New Noble's Pond

40 MATISSE PL, DOVER, DE, 19904, Dover, DE 19904

$372,000

2 beds

2 baths

1,262 sq ft

40 MATISSE PL, DOVER, DE, 19904

Community: Noble's Pond

New Osprey Point

1731 SHORE RD 78, SEAVILLE, NJ, 08230, Seaville, NJ 08230

$519,900

2 beds

2 baths

2,000 sq ft

Other

1731 SHORE RD 78, SEAVILLE, NJ, 08230

Community: Osprey Point

New Osprey Point

1731 SHR, SEAVILLE, NJ, 08230, Seaville, NJ 08230

$519,900

2 beds

2 baths

2,000 sq ft

House

1731 SHR, SEAVILLE, NJ, 08230

Community: Osprey Point

Verona Woods

427 ALEZACH DR, DOVER, DE, 19901, Dover, DE 19901

$419,900

3 beds

2 baths

1,576 sq ft

427 ALEZACH DR, DOVER, DE, 19901

Community: Verona Woods

Verona Woods

126 LAERTES DR, DOVER, DE, 19901, Dover, DE 19901

$390,000

3 beds

2 baths

1,530 sq ft

126 LAERTES DR, DOVER, DE, 19901

Community: Verona Woods

Fieldstone Village

47 SILTSTONE DR, DOVER, DE, 19901, Dover, DE 19901

$375,000

2 beds

2 baths

2,012 sq ft

47 SILTSTONE DR, DOVER, DE, 19901

Community: Fieldstone Village

Four Seasons at Hatteras Hills

36 RODANTHE AVE, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$450,000

3 beds

2 baths

1,686 sq ft

36 RODANTHE AVE, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

The Villages at Red Mill Pond

17942 TORRY PINES PL, LEWES, DE, 19958, Lewes, DE 19958

$575,000

3 beds

2 baths

1,862 sq ft

17942 TORRY PINES PL, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

Auburn Meadows

601 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$439,500

2 beds

2 baths

1,891 sq ft

601 VIRDIN DR, SMYRNA, DE, 19977

Community: Auburn Meadows

The Villages at Red Mill Pond

34378 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958

$600,000

3 beds

2 baths

1,922 sq ft

34378 SPRING BROOK AVE, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

Noble's Pond

104 ARIEL LN, DOVER, DE, 19904, Dover, DE 19904

$365,654

2 beds

2 baths

1,518 sq ft

104 ARIEL 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

Four Seasons Condominiums

1210 DOLPHIN 1210, NORTHFIELD, NJ, 08225, Northfield, NJ 08225

$236,500

2 beds

2 baths

Condo

1210 DOLPHIN 1210, NORTHFIELD, NJ, 08225

Community: Four Seasons Condominiums

Noble's Pond

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

$359,000

2 beds

2 baths

1,283 sq ft

135 CASSELBERRY LN, DOVER, DE, 19904

Community: Noble's Pond

Liberty West

36792 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$529,990

4 beds

4 baths

2,791 sq ft

36792 W OLD GATE DR, GEORGETOWN, DE, 199...

Community: Liberty West

Liberty West

36805 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$549,990

4 beds

4 baths

2,791 sq ft

36805 W OLD GATE DR, GEORGETOWN, DE, 199...

Community: Liberty West

Southern Meadow

109 BLUEBELL DR 4, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$159,900

2 beds

2 baths

1,092 sq ft

109 BLUEBELL DR 4, MAGNOLIA, DE, 19962

Community: Southern Meadow

Noble's Pond

59 CASSELBERRY LN, DOVER, DE, 19904, Dover, DE 19904

$435,000

2 beds

2 baths

1,970 sq ft

59 CASSELBERRY LN, DOVER, DE, 19904

Community: Noble's Pond

Village of Eastridge

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

$390,000

2 beds

2 baths

1,611 sq ft

22 AZZURRI CT, SMYRNA, DE, 19977

Community: Village of Eastridge

Ashland

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

$440,000

3 beds

3 baths

2,629 sq ft

113 E CLARENDON DR, SMYRNA, DE, 19977

Community: Ashland

The Village of Cinderberry

7 BAYBERRY ST, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$305,000

2 beds

2 baths

1,568 sq ft

Condo

7 BAYBERRY ST, GEORGETOWN, DE, 19947

Community: The Village of Cinderberry

Heritage Shores

$319,000

2 beds

2 baths

1,416 sq ft

391 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

Silver Woods

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

$605,000

4 beds

3 baths

2,125 sq ft

18 THORNTON DR, OCEAN VIEW, DE, 19970

Community: Silver Woods

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

Questions? Call us: (667) 285-8003

Verona Woods

357 LAERTES DR, DOVER, DE, 19901, Dover, DE 19901

$390,000

3 beds

2 baths

1,600 sq ft

357 LAERTES DR, DOVER, DE, 19901

Community: Verona Woods

Heritage Shores

43 CHAMPIONS DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$494,900

3 beds

3 baths

2,946 sq ft

43 CHAMPIONS DR, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

Home
Maryland
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

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

37 communities

Remove Boundaries ×

Map Satellite

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: Sep 17, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

37 communities near Ocean Pines Area

213 homes near Ocean Pines Area

2 beds

2 baths

1,380 sq ft

3 beds

2 baths

1,576 sq ft

3 beds

3 baths

2,727 sq ft

3 beds

2 baths

1,700 sq ft

4 beds

3 baths

3,191 sq ft

3 beds

2 baths

1,733 sq ft

2 beds

2 baths

1,574 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

4 beds

4 baths

3,806 sq ft

2 beds

2 baths

1,349 sq ft

4 beds

4 baths

2,070 sq ft

4 beds

4 baths

2,500 sq ft

4 beds

4 baths

2,500 sq ft

4 beds

3 baths

2,570 sq ft

2 beds

2 baths

1,262 sq ft

2 beds

2 baths

2,000 sq ft

Other

2 beds

2 baths

2,000 sq ft

House

3 beds

2 baths

1,576 sq ft

3 beds

2 baths

1,530 sq ft

2 beds

2 baths

2,012 sq ft

3 beds

2 baths

1,686 sq ft

3 beds

2 baths

1,862 sq ft

2 beds

2 baths

1,891 sq ft