Ocean Pines Area, MD 55+ active adult communities & homes for sale - Page 3

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

498 RESORT BLVD, 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

643 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904

$450,400

2 beds

2 baths

1,575 sq ft

643 RESORT BLVD, DOVER, DE, 19904

Community: Noble's Pond

Noble's Pond

5 FAIRMONT LN, DOVER, DE, 19904, Dover, DE 19904

$453,900

3 beds

2 baths

1,820 sq ft

5 FAIRMONT LN, DOVER, DE, 19904

Community: Noble's Pond

Longacre Village

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

$400,000

4 beds

3 baths

1,749 sq ft

268 N RED HAVEN LN, DOVER, DE, 19901

Community: Longacre Village

Silver Woods

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

$675,000

3 beds

3 baths

2,324 sq ft

16 THORNTON DR, OCEAN VIEW, DE, 19970

Community: Silver Woods

Forest Landing at Bethany Beach

36509 PUTTER LN, FRANKFORD, DE, 19945, Frankford, DE 19945

$499,500

3 beds

3 baths

2,163 sq ft

Condo

36509 PUTTER LN, FRANKFORD, DE, 19945

Community: Forest Landing at Bethany Beach

Village of Eastridge

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

$467,489

2 beds

2 baths

1,760 sq ft

115 HENGST FARM LN, SMYRNA, DE, 19977

Community: Village of Eastridge

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

The Village at Linwood

550 CENTRAL AVE E8, LINWOOD, NJ, 08221, Linwood, NJ 08221

$359,000

2 beds

2 baths

Condo

550 CENTRAL AVE E8, LINWOOD, NJ, 08221

Community: The Village at Linwood

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

Questions? Call us: (667) 285-8003

Village of Eastridge

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

$487,603

2 beds

2 baths

1,581 sq ft

123 HENGST FARM LN, SMYRNA, DE, 19977

Community: Village of Eastridge

The Village of Cinderberry

3 BAYBERRY ST 2, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$335,000

2 beds

2 baths

1,359 sq ft

3 BAYBERRY ST 2, GEORGETOWN, DE, 19947

Community: The Village of Cinderberry

Ashland

28 PEGASUS LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$429,900

2 beds

2 baths

1,720 sq ft

28 PEGASUS LN, SMYRNA, DE, 19977

Community: Ashland

Heritage Shores

$399,000

3 beds

3 baths

1,910 sq ft

397 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

Four Seasons at Belle Terre

21204 DAUPHINE ST, LEWES, DE, 19958, Lewes, DE 19958

$749,900

4 beds

4 baths

3,088 sq ft

21204 DAUPHINE ST, LEWES, DE, 19958

Community: Four Seasons at Belle Terre

Windstone

29751 PEBBLESTONE LOOP, MILTON, DE, 1996..., Milton, DE 19968

$479,900

3 beds

2 baths

1,730 sq ft

29751 PEBBLESTONE LOOP, MILTON, DE, 1996...

Community: Windstone

Liberty West

36332 GATE DR, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$379,990

3 beds

2 baths

1,349 sq ft

36332 GATE DR, GEORGETOWN, DE, 19947

Community: Liberty West

The Villages at Red Mill Pond

34491 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958

$619,900

3 beds

2 baths

2,148 sq ft

34491 SPRING BROOK 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

Silver Woods

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

$469,990

3 beds

3 baths

2,070 sq ft

245 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

The Village of Cinderberry

27 BAYBERRY ST, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$365,000

2 beds

2 baths

1,649 sq ft

27 BAYBERRY ST, GEORGETOWN, DE, 19947

Community: The Village of Cinderberry

Verona Woods

168 TYBALT LN, DOVER, DE, 19901, Dover, DE 19901

$420,000

3 beds

2 baths

1,404 sq ft

168 TYBALT LN, DOVER, DE, 19901

Community: Verona Woods

Forest Landing at Bethany Beach

37099 FAIRWAY DR, FRANKFORD, DE, 19945, Frankford, DE 19945

$599,000

4 beds

3 baths

2,400 sq ft

Condo

37099 FAIRWAY DR, FRANKFORD, DE, 19945

Community: Forest Landing at Bethany Beach

Longacre Village

39 STARFIRE CT, DOVER, DE, 19901, Dover, DE 19901

$310,000

2 beds

2 baths

1,198 sq ft

39 STARFIRE CT, DOVER, DE, 19901

Community: Longacre Village

Village of Eastridge

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

$387,500

2 beds

2 baths

1,584 sq ft

25 HENGST FARM LN, SMYRNA, DE, 19977

Community: Village of Eastridge

Four Seasons at Hatteras Hills

58 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$559,900

4 beds

2 baths

2,344 sq ft

58 WANCHESE DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

The Village of Cinderberry

14 MULBERRY ST, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$345,000

2 beds

2 baths

1,591 sq ft

14 MULBERRY ST, 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

Silver Woods

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

$471,990

3 beds

3 baths

2,267 sq ft

218 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

Silver Woods

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

$464,990

3 beds

3 baths

2,088 sq ft

220 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

Silver Woods

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

$424,990

3 beds

3 baths

2,088 sq ft

222 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

Silver Woods

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

$499,990

3 beds

3 baths

2,267 sq ft

226 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

Southern Meadow

116 LAVENDER DR 4, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$198,900

2 beds

2 baths

1,720 sq ft

116 LAVENDER DR 4, MAGNOLIA, DE, 19962

Community: Southern Meadow

Bay Crossing

35224 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958

$660,000

3 beds

3 baths

3,544 sq ft

35224 SEAPORT LOOP, LEWES, DE, 19958

Community: Bay Crossing

Windstone

29645 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968

$449,000

3 beds

2 baths

1,730 sq ft

29645 RIVERSTONE DR, MILTON, DE, 19968

Community: Windstone

Southern Meadow

148 DAFFODIL DR 148, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$137,500

3 beds

2 baths

1,568 sq ft

148 DAFFODIL DR 148, MAGNOLIA, DE, 19962

Community: Southern Meadow

Four Seasons at Hatteras Hills

103 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$494,990

3 beds

2 baths

1,778 sq ft

103 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

Liberty West

31139 TWIN VIEW WAY, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$469,990

3 beds

2 baths

1,781 sq ft

31139 TWIN VIEW WAY, GEORGETOWN, DE, 199...

Community: Liberty West

Four Seasons Condominiums

2209 DOLPHIN AVE # 2209, NORTHFIELD, NJ,..., Northfield, NJ 08225

$160,000

1 beds

1 baths

Condo

2209 DOLPHIN AVE # 2209, NORTHFIELD, NJ,...

Community: Four Seasons Condominiums

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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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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: 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 - Page 3

36 communities near Ocean Pines Area

178 homes near Ocean Pines Area

2 beds

2 baths

1,820 sq ft

2 beds

2 baths

1,750 sq ft

2 beds

2 baths

1,510 sq ft

2 beds

2 baths

1,260 sq ft

3 beds

3 baths

2,373 sq ft

2 beds

2 baths

1,575 sq ft

3 beds

2 baths

1,820 sq ft

4 beds

3 baths

1,749 sq ft

3 beds

3 baths

2,324 sq ft

3 beds

3 baths

2,163 sq ft

Condo

2 beds

2 baths

1,760 sq ft

2 beds

2 baths

1,684 sq ft

2 beds

2 baths

Condo

2 beds

2 baths

1,581 sq ft

2 beds

2 baths

1,359 sq ft

2 beds

2 baths

1,720 sq ft

3 beds

3 baths

1,910 sq ft

4 beds

4 baths

3,088 sq ft

3 beds

2 baths

1,730 sq ft

3 beds

2 baths

1,349 sq ft

3 beds

2 baths

2,148 sq ft

3 beds

3 baths

2,070 sq ft

2 beds

2 baths

1,649 sq ft

3 beds

2 baths

1,404 sq ft

4 beds

3 baths

2,400 sq ft

Condo