Ocean Pines Area, MD 55+ active adult communities & homes for sale - Page 2

195 homes near Ocean Pines Area

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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

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

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

3 rating (5 reviews)

Heritage Creek

$300ks - $500ks

Heritage Creek, Milton, DE

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

The Village of Cinderberr...

$200ks - $300ks

The Village of Cinderberr..., Georgetown, DE

New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes

Forest Landing at Bethany...

$300ks - $500ks

Forest Landing at Bethany..., Frankford, DE

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

Independence

$400ks - $800ks

Independence, Millsboro, DE

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

The Village at Linwood

$200ks

The Village at Linwood, Linwood, NJ

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

Osprey Point

$300ks - $400ks

Osprey Point, Upper Township, NJ

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

Ashland

$300ks - $400ks

Ashland, Smyrna, DE

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

Auburn Meadows

$400ks - $500ks

Auburn Meadows, Smyrna, DE

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

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

Questions? Call us: (667) 285-8003

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

Legacy at Cape May

$400ks - $500ks

Legacy at Cape May, Rio Grande, NJ

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

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

Liberty West

$400ks

Liberty West, Georgetown, DE

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

Champions' Club

$300ks - $400ks

Champions' Club, Magnolia, DE

Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 homes

3.3 rating (3 reviews)

Windstone

$400ks

Windstone, Milton, DE

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

Longacre Village

$300ks

Longacre Village, Dover, DE

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

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

Questions? Call us: (667) 285-8003

Fieldstone Village

$200ks - $300ks

Fieldstone Village, Dover, DE

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

Gatherings at Cape May

$500ks

Gatherings at Cape May, Rio Grande, NJ

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

Wynndemere

$400ks

Wynndemere, Cape May Court House, NJ

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

Gateway Shores

$200ks - $300ks

Gateway Shores, Cape May Court House, NJ

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

Cedar Bay

$200ks - $300ks

Cedar Bay, Ocean View, DE

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

Roesville

$300ks

Roesville, Felton, DE

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

Four Seasons at Belle Terre

21144 CONTI ST, LEWES, DE, 19958, Lewes, DE 19958

$699,900

3 beds

2 baths

2,080 sq ft

21144 CONTI ST, LEWES, DE, 19958

Community: Four Seasons at Belle Terre

Legacy at Cape May

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

$539,000

3 beds

3 baths

2,140 sq ft

Townhouse

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

Community: Legacy at Cape May

The Villages at Red Mill Pond

34258 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958

$550,000

3 beds

2 baths

1,824 sq ft

34258 SPRING BROOK AVE, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

Wynndemere

$430,000

2 beds

2 baths

Other

40 WYNNDEMERE CT, CAPE MAY COURT HOUSE, ...

Community: Wynndemere

Longacre Village

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

$520,000

3 beds

3 baths

1,916 sq ft

392 WINESAP LN, 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

The Village of Cinderberry

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

$395,000

3 beds

2 baths

2,003 sq ft

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

Community: The Village of Cinderberry

Four Seasons Condominiums

2209 DOLPHIN 2209, NORTHFIELD, NJ, 08225, Northfield, NJ 08225

$149,900

1 beds

1 baths

Condo

2209 DOLPHIN 2209, NORTHFIELD, NJ, 08225

Community: Four Seasons Condominiums

Four Seasons Condominiums

3104 DOLPHIN 3104, NORTHFIELD, NJ, 08225, Northfield, NJ 08225

$149,900

1 beds

1 baths

Condo

3104 DOLPHIN 3104, NORTHFIELD, NJ, 08225

Community: Four Seasons Condominiums

Heritage Shores

$579,000

3 beds

3 baths

3,028 sq ft

329 HERITAGE SHORES CIR, BRIDGEVILLE, DE...

Community: Heritage Shores

Noble's Pond

1235 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904

$354,454

2 beds

2 baths

1,518 sq ft

1235 RESORT BLVD, DOVER, DE, 19904

Community: Noble's Pond

The Village of Cinderberry

26 CINDER WAY 38, GEORGETOWN, DE, 19947, Georgetown, DE 19947

$330,000

2 beds

2 baths

1,693 sq ft

26 CINDER WAY 38, GEORGETOWN, DE, 19947

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

Bishop's Landing

33285 LONE CEDAR LNDG, MILLVILLE, DE, 19..., Millville, DE 19967

$537,500

4 beds

3 baths

2,800 sq ft

33285 LONE CEDAR LNDG, MILLVILLE, DE, 19...

Community: Bishop's Landing

Champions' Club

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

$380,000

2 beds

2 baths

1,739 sq ft

11 BAY HILL RD, MAGNOLIA, DE, 19962

Community: Champions' Club

Four Seasons at Stone Harbor

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

$694,900

3 beds

3 baths

2,220 sq ft

308 OSPREY DR, CAPE MAY COURT HOUSE, NJ,...

Community: Four Seasons at Stone Harbor

Auburn Meadows

76 SADDLEFORD RD, SMYRNA, DE, 19977, Smyrna, DE 19977

$389,918

2 beds

2 baths

1,728 sq ft

76 SADDLEFORD RD, SMYRNA, DE, 19977

Community: Auburn Meadows

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

Questions? Call us: (667) 285-8003

Verona Woods

133 CASSIUS LN, DOVER, DE, 19901, Dover, DE 19901

$425,000

3 beds

2 baths

1,599 sq ft

133 CASSIUS LN, DOVER, DE, 19901

Community: Verona Woods

The Villages at Red Mill Pond

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

$555,000

3 beds

2 baths

1,855 sq ft

16511 GREENSPRING AVE, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

The Parke at Ocean Pines

3 HATTERAS ST, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811

$335,000

2 beds

2 baths

1,187 sq ft

3 HATTERAS ST, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

Noble's Pond

38 LEANDER DR, DOVER, DE, 19904, Dover, DE 19904

$469,000

2 beds

2 baths

2,242 sq ft

38 LEANDER DR, DOVER, DE, 19904

Community: Noble's Pond

Champions' Club

15 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 19..., Magnolia, DE 19962

$390,000

2 beds

2 baths

1,630 sq ft

15 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 19...

Community: Champions' Club

Forest Landing at Bethany Beach

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

$589,900

4 beds

3 baths

2,550 sq ft

Condo

36427 BUNKER CT, FRANKFORD, DE, 19945

Community: Forest Landing at Bethany Beach

The Villages at Red Mill Pond

16480 GREENSPRING AVE, LEWES, DE, 19958, Lewes, DE 19958

$619,000

4 beds

3 baths

2,477 sq ft

16480 GREENSPRING AVE, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

The Villages at Red Mill Pond

17563 CLOUD NINE DR, LEWES, DE, 19958, Lewes, DE 19958

$579,000

3 beds

2 baths

2,228 sq ft

17563 CLOUD NINE DR, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

Verona Woods

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

$440,000

3 beds

2 baths

1,356 sq ft

401 ALEZACH DR, DOVER, DE, 19901

Community: Verona Woods

Spring Meadow

39 THISTLE CT, SMYRNA, DE, 19977, Smyrna, DE 19977

$328,000

2 beds

2 baths

1,410 sq ft

39 THISTLE CT, SMYRNA, DE, 19977

Community: Spring Meadow

Four Seasons at Millville

16 TORRESDALE ST, MILLVILLE, NJ, 08332, Millville, NJ 08332

$309,000

2 beds

2 baths

1,464 sq ft

16 TORRESDALE ST, MILLVILLE, NJ, 08332

Community: Four Seasons at Millville

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

Questions? Call us: (667) 285-8003

Independence

23854 BETSY ROSS LN, MILLSBORO, DE, 1996..., Millsboro, DE 19966

$575,000

3 beds

2 baths

2,417 sq ft

23854 BETSY ROSS LN, MILLSBORO, DE, 1996...

Community: Independence

The Villages at Red Mill Pond

34273 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958

$649,000

3 beds

2 baths

2,267 sq ft

34273 SPRING BROOK AVE, LEWES, DE, 19958

Community: The Villages at Red Mill Pond

Ashland

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

$469,900

3 beds

3 baths

2,400 sq ft

7 PEGASUS LN, SMYRNA, DE, 19977

Community: Ashland

Independence

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

$509,900

3 beds

2 baths

1,675 sq ft

24032 BENJAMIN HARRISON CIR, MILLSBORO, ...

Community: Independence

The Parke at Ocean Pines

57 HATTERAS ST, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811

$389,000

3 beds

2 baths

1,408 sq ft

57 HATTERAS ST, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

The Village of Cinderberry

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

$419,000

3 beds

2 baths

1,665 sq ft

12 FRANKENBERRY DR, GEORGETOWN, DE, 1994...

Community: The Village of Cinderberry

Heritage Creek

220 FOX ST, MILTON, DE, 19968, Milton, DE 19968

$539,000

3 beds

2,485 sq ft

220 FOX ST, MILTON, DE, 19968

Community: Heritage Creek

Forest Landing at Bethany Beach

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

$575,000

4 beds

3 baths

2,400 sq ft

Condo

36725 PAR LN 98, FRANKFORD, DE, 19945

Community: Forest Landing at Bethany Beach

Heritage Shores

32 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$549,900

4 beds

3 baths

2,650 sq ft

32 WATERSIDE DR, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

Four Seasons at Hatteras Hills

62 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$509,990

3 beds

2 baths

1,951 sq ft

62 FRISCO DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

The Parke at Ocean Pines

10 CAMBRIDGE PL, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811

$699,000

4 beds

3 baths

3,080 sq ft

10 CAMBRIDGE PL, OCEAN PINES, MD, 21811

Community: The Parke at Ocean Pines

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

Questions? Call us: (667) 285-8003

Auburn Meadows

614 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977

$439,000

2 beds

2 baths

1,797 sq ft

614 VIRDIN DR, SMYRNA, DE, 19977

Community: Auburn Meadows

Four Seasons at Hatteras Hills

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

$519,990

3 beds

2 baths

1,754 sq ft

1002 BUXTON CIR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

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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

195 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: May 09, 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 2

36 communities near Ocean Pines Area

195 homes near Ocean Pines Area

3 beds

2 baths

2,080 sq ft

3 beds

3 baths

2,140 sq ft

Townhouse

3 beds

2 baths

1,824 sq ft

2 beds

2 baths

Other

3 beds

3 baths

1,916 sq ft

3 beds

2 baths

2,003 sq ft

1 beds

1 baths

Condo

1 beds

1 baths

Condo

3 beds

3 baths

3,028 sq ft

2 beds

2 baths

1,518 sq ft

2 beds

2 baths

1,693 sq ft

2 beds

2 baths

1,728 sq ft

4 beds

3 baths

2,800 sq ft

2 beds

2 baths

1,739 sq ft

3 beds

3 baths

2,220 sq ft

2 beds

2 baths

1,728 sq ft

3 beds

2 baths

1,599 sq ft

3 beds

2 baths

1,855 sq ft

2 beds

2 baths

1,187 sq ft

2 beds

2 baths

2,242 sq ft

2 beds

2 baths

1,630 sq ft

4 beds

3 baths

2,550 sq ft

Condo

4 beds

3 baths

2,477 sq ft

3 beds

2 baths

2,228 sq ft

3 beds

2 baths

1,356 sq ft