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

142 homes near Ocean Pines Area

Sort by:

Relevance

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

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.

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

Ashland

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

$339,997

2 beds

2 baths

1,504 sq ft

117 E CLARENDON DR, SMYRNA, DE, 19977

Community: Ashland

Bay Crossing

35179 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958

$685,000

3 beds

3 baths

3,918 sq ft

35179 SEAPORT LOOP, LEWES, DE, 19958

Community: Bay Crossing

The Village of Cinderberry

4 ELDERBERRY ST, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$319,000

2 beds

2 baths

1,646 sq ft

4 ELDERBERRY ST, GEORGETOWN, DE, 19947

Community: The Village of Cinderberry

Village of Eastridge

76 VOLPE WAY, SMYRNA, DE, 19977, Smyrna, DE 19977

$389,000

2 beds

2 baths

1,639 sq ft

76 VOLPE WAY, SMYRNA, DE, 19977

Community: Village of Eastridge

Heritage Shores

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

$429,900

4 beds

3 baths

3,091 sq ft

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

Community: Heritage Shores

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

Questions? Call us: (667) 285-8003

Heritage Shores

3 AMANDAS TEAL DR, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933

$420,000

3 beds

2 baths

2,420 sq ft

3 AMANDAS TEAL DR, BRIDGEVILLE, DE, 1993...

Community: Heritage Shores

Village of Eastridge

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

$487,803

2 beds

2 baths

1,581 sq ft

123 HENGST FARM LN, SMYRNA, DE, 19977

Community: Village of Eastridge

Silver Woods

392 SCRANTON LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$479,990

3 beds

3 baths

2,267 sq ft

392 SCRANTON LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

Independence

29738 OLIVER WOLCOTT DR, MILLSBORO, DE, ..., Millsboro, DE 19966

$637,900

4 beds

3 baths

3,284 sq ft

29738 OLIVER WOLCOTT DR, MILLSBORO, DE, ...

Community: Independence

Forest Landing at Bethany Beach

36725 PAR LN # 98, FRANKFORD, DE, 19945, Frankford, DE 19945

$569,900

4 beds

3 baths

2,400 sq ft

Condo

36725 PAR LN # 98, FRANKFORD, DE, 19945

Community: Forest Landing at Bethany Beach

Four Seasons at Belle Terre

19161 CHARTRES ST, LEWES, DE, 19958, Lewes, DE 19958

$698,000

3 beds

3 baths

2,580 sq ft

19161 CHARTRES ST, LEWES, DE, 19958

Community: Four Seasons at Belle Terre

Village of Eastridge

00 FELIX VIEW CT BAYARD CLASSIC, SMYRNA,..., Smyrna, DE 19977

$382,000

2 beds

2 baths

1,600 sq ft

00 FELIX VIEW CT BAYARD CLASSIC, SMYRNA,...

Community: Village of Eastridge

Ashland

7 PEGASUS LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$469,900

3 beds

3 baths

1,944 sq ft

7 PEGASUS LN, SMYRNA, DE, 19977

Community: Ashland

Village of Eastridge

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

$430,000

2 beds

2 baths

2,303 sq ft

131 LUPINE DR, SMYRNA, DE, 19977

Community: Village of Eastridge

Champions' Club

515 NICKLAUS LN, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$375,000

2 beds

2 baths

1,636 sq ft

515 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

Heritage Shores

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

$375,000

2 beds

2 baths

1,697 sq ft

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

Community: Heritage Shores

Independence

23862 SAMUEL ADAMS CIR, MILLSBORO, DE, 1..., Millsboro, DE 19966

$569,900

4 beds

4 baths

2,320 sq ft

23862 SAMUEL ADAMS CIR, MILLSBORO, DE, 1...

Community: Independence

Four Seasons at Belle Terre

19217 CHARTRES ST, LEWES, DE, 19958, Lewes, DE 19958

$699,900

3 beds

2 baths

2,490 sq ft

19217 CHARTRES ST, LEWES, DE, 19958

Community: Four Seasons at Belle Terre

Bishop's Landing

32107 FORT DUPONT DR, MILLVILLE, DE, 199..., Millville, DE 19967

$699,000

4 beds

5 baths

3,102 sq ft

32107 FORT DUPONT DR, MILLVILLE, DE, 199...

Community: Bishop's Landing

Champions' Club

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

$339,000

2 beds

2 baths

1,696 sq ft

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

Community: Champions' Club

Heritage Shores

$499,990

3 beds

2 baths

2,018 sq ft

328 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

Four Seasons at Hatteras Hills

253 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$399,900

3 beds

2 baths

1,627 sq ft

253 BUXTON CIR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Heritage Shores

12 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933

$349,900

3 beds

2 baths

1,845 sq ft

12 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993...

Community: Heritage Shores

Southern Meadow

192 DAFFODIL DR # 36, MAGNOLIA, DE, 1996..., Magnolia, DE 19962

$192,500

2 beds

2 baths

1,720 sq ft

192 DAFFODIL DR # 36, MAGNOLIA, DE, 1996...

Community: Southern Meadow

Heritage Shores

$424,990

3 beds

2 baths

1,792 sq ft

312 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

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

Questions? Call us: (667) 285-8003

Heritage Shores

$449,990

3 beds

2 baths

2,018 sq ft

318 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

The Village of Cinderberry

25 BAYBERRY ST # 13, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$310,000

3 beds

2 baths

1,690 sq ft

Condo

25 BAYBERRY ST # 13, GEORGETOWN, DE, 199...

Community: The Village of Cinderberry

Champions' Club

11 BAY HILL RD, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$385,000

2 beds

2 baths

1,739 sq ft

11 BAY HILL RD, MAGNOLIA, DE, 19962

Community: Champions' Club

Silver Woods

385 SCRANTON LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$449,990

3 beds

3 baths

2,178 sq ft

385 SCRANTON LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

Noble's Pond

$420,900

2 beds

2 baths

1,510 sq ft

2 NOBLES POND XING, DOVER, DE, 19904

Community: Noble's Pond

Village of Eastridge

00 FELIX VIEW CT BRENFORD, SMYRNA, DE, 1..., Smyrna, DE 19977

$402,000

3 beds

2 baths

1,740 sq ft

00 FELIX VIEW CT BRENFORD, SMYRNA, DE, 1...

Community: Village of Eastridge

Village of Eastridge

00 FELIX VIEW CT BAYARD, SMYRNA, DE, 199..., Smyrna, DE 19977

$395,000

2 beds

2 baths

1,580 sq ft

00 FELIX VIEW CT BAYARD, SMYRNA, DE, 199...

Community: Village of Eastridge

Village of Eastridge

00 FELIX VIEW CT ASBURY, SMYRNA, DE, 199..., Smyrna, DE 19977

$392,000

2 beds

2 baths

1,600 sq ft

00 FELIX VIEW CT ASBURY, SMYRNA, DE, 199...

Community: Village of Eastridge

Heritage Creek

211 PROSPECT ST, MILTON, DE, 19968, Milton, DE 19968

$494,900

3 beds

3 baths

2,046 sq ft

211 PROSPECT ST, MILTON, DE, 19968

Community: Heritage Creek

Noble's Pond

$447,900

2 beds

2 baths

1,820 sq ft

4 NOBLES POND XING, DOVER, DE, 19904

1,195 sq ft

11 HATTERAS ST, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

1 2 3…4

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 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

142 homes near Ocean Pines Area

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.
© 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.

Call Us Call Us

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

1,504 sq ft

3 beds

3 baths

3,918 sq ft

2 beds

2 baths

1,646 sq ft

2 beds

2 baths

1,639 sq ft

4 beds

3 baths

3,091 sq ft

3 beds

2 baths

2,420 sq ft

2 beds

2 baths

1,581 sq ft

3 beds

3 baths

2,267 sq ft

4 beds

3 baths

3,284 sq ft

4 beds

3 baths

2,400 sq ft

Condo

3 beds

3 baths

2,580 sq ft

2 beds

2 baths

1,600 sq ft

3 beds

3 baths

1,944 sq ft

2 beds

2 baths

2,303 sq ft

2 beds

2 baths

1,636 sq ft

2 beds

2 baths

1,697 sq ft

4 beds

4 baths

2,320 sq ft

3 beds

2 baths

2,490 sq ft

4 beds

5 baths

3,102 sq ft

2 beds

2 baths

1,696 sq ft

3 beds

2 baths

2,018 sq ft

3 beds

2 baths

1,627 sq ft

3 beds

2 baths

1,845 sq ft

2 beds

2 baths

1,720 sq ft

3 beds

2 baths

1,792 sq ft

3 beds