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Bear, DE 55+ active adult communities & homes for sale

31 communities near Bear

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Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 homes
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Columbia Place
$800ks - $1Ms
Columbia Place, Wilmington, DE
New Construction | 55+ age-restricted | Built 2019 - present | 61 homes
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
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3 rating (2 reviews) Spring Arbor
$300ks - $500ks
Spring Arbor, Middletown, DE
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes
The Cascades
$400ks - $500ks
The Cascades, Newark, DE
New Construction | 55+ age-restricted | Built 2021 - present | 113 homes
Creekside Village
$100ks - $400ks
Creekside Village, Boothwyn, PA
Resale Only | 55+ age-restricted | Built 2003 - 2018 | 346 homes
2.4 rating (5 reviews) Legacy at The Village of ...
$400ks
Legacy at The Village of ..., Newark, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 194 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.
5 rating (1 reviews) Springmill
$300ks - $400ks
Springmill, Middletown, DE
Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Crossings at Christiana
$200ks
Crossings at Christiana, Bear, DE
Resale Only | 55+ age-restricted | Built 2003 - 2011 | 140 homes
The Village of Rocky Run
$400ks - $500ks
The Village of Rocky Run, Wilmington, DE
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 96 homes
3.7 rating (3 reviews) Foxfield
$300ks - $400ks
Foxfield, Garnet Valley, PA
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 520 homes
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Traditions at Inniscrone
$400ks
Traditions at Inniscrone, Avondale, PA
Resale Only | 55+ age-restricted | Built 2000 - 2013 | 167 homes
Village of Long Creek
$400ks
Village of Long Creek, Newark, DE
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 100 homes
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Questions? Call us: (302) 492-9101
Parks Edge at Bayberry
$400ks - $600ks
Parks Edge at Bayberry, Middletown, DE
New Construction | 55+ age-restricted | Built 2022 - present | 210 homes
Riverbend
$400ks
Riverbend, New Castle, DE
New Construction | 55+ age-restricted | Built 2021 - present | 200 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.
The Ponds at Bayberry
$300ks - $500ks
The Ponds at Bayberry, Middletown, DE
New and Resale | 55+ age-restricted | Built 2015 - present | 572 homes
Four Seasons at Silver Ma...
$400ks - $500ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 299 homes
Legacy at The Preserve at...
$400ks - $500ks
Legacy at The Preserve at..., Middletown, DE
New and Resale | 55+ age-restricted | Built 2016 - present | 205 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Whispering Woods
$300ks - $400ks
Whispering Woods, Middletown, DE
New and Resale | 55+ age-restricted | Built 2017 - present | 178 homes
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4 rating (1 reviews) Village of Fountainview
$100ks - $200ks
Village of Fountainview, Newark, DE
Resale Only | 55+ age-restricted | Built 2007 - 2019 | 124 homes
The Parke at Foulkstone
$400ks
The Parke at Foulkstone, Wilmington, DE
New Construction | 55+ age-restricted | Built 2024 - present | 31 homes
Little Falls Village
$300ks - $400ks
Little Falls Village, Wilmington, DE
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 107 homes
Village of Red Lion Creek
$200ks - $300ks
Village of Red Lion Creek, Bear, DE
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 85 homes
Want to learn more about 55+ rental communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
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.
Milltown Village
$500ks
Milltown Village, Wilmington, DE
Resale Only | 55+ age-restricted | Built 2008 - 2017 | 115 homes
The Village of Hershey Ru...
$200ks
The Village of Hershey Ru..., Wilmington, DE
Resale Only | 55+ age-restricted | Built 1990 - 1998 | 192 homes
Harrogate
$400ks
Harrogate, Landenberg, PA
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 124 homes
1 rating (1 reviews) Brittany Hills
$300ks - $400ks
Brittany Hills, Avondale, PA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 126 homes
Harlow Pointe
$300ks - $400ks
Harlow Pointe, Landenberg, PA
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 42 homes
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Villages at Penn Ridge
$200ks - $300ks
Villages at Penn Ridge, West Grove, PA
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 184 homes
New Harlow Pointe 139 HARLOW POINTE CT, LANDENBERG, PA, 19..., Landenberg, PA 19350
$399,900

2 beds

|

2 baths

|

1,830 sq ft

139 HARLOW POINTE CT, LANDENBERG, PA, 19...
Community: Harlow Pointe
New The Parke at Foulkstone 268 JAMESON WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803
$649,613

2 beds

|

3 baths

|

1,935 sq ft

|

Condo

268 JAMESON WAY, WILMINGTON, DE, 19803
New Village of Long Creek 55 DEVALINDER DR, NEWARK, DE, 19702, Newark, DE 19702
$504,900

2 beds

|

2 baths

|

1,950 sq ft

55 DEVALINDER DR, NEWARK, DE, 19702
Legacy at The Village of Fox Meadow 218 ANITA CT, NEWARK, DE, 19702, Newark, DE 19702
$415,000

3 beds

|

3 baths

|

2,025 sq ft

218 ANITA CT, NEWARK, DE, 19702
Four Seasons at Baymont Farms 19 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709
$580,400

3 beds

|

3 baths

|

2,378 sq ft

19 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
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Questions? Call us: (302) 492-9101
Spring Arbor 79 LATTICE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$499,000

2 beds

|

2 baths

|

2,275 sq ft

79 LATTICE LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
Foxfield 5217 POPLAR ST, GARNET VALLEY, PA, 19060, Garnet Valley, PA 19060
$409,999

2 beds

|

2 baths

|

1,350 sq ft

5217 POPLAR ST, GARNET VALLEY, PA, 19060
Community: Foxfield
The Cascades 1001 SHANNON FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$539,900

3 beds

|

2 baths

|

2,050 sq ft

1001 SHANNON FALLS DR, NEWARK, DE, 19702
Community: The Cascades
Venue at Winchelsea 2220 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$559,775

3 beds

|

3 baths

|

3,397 sq ft

2220 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
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.
Venue at Winchelsea 2243 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$474,809

3 beds

|

3 baths

|

2,443 sq ft

2243 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Four Seasons at Baymont Farms 15 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709
$504,400

2 beds

|

2 baths

|

1,780 sq ft

15 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Whispering Woods 1428 WHISPERING WOODS RD, MIDDLETOWN, DE..., Middletown, DE 19709
$423,000

2 beds

|

2 baths

|

1,275 sq ft

1428 WHISPERING WOODS RD, MIDDLETOWN, DE...
Community: Whispering Woods
Four Seasons at Silver Maple 137 SILVER MAPLE RD, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$519,900

3 beds

|

2 baths

|

1,625 sq ft

137 SILVER MAPLE RD, MIDDLETOWN, DE, 197...
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Questions? Call us: (302) 492-9101
Four Seasons at Baymont Farms 507 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$615,000

3 beds

|

3 baths

|

2,700 sq ft

507 CHERRY BARK RD, MIDDLETOWN, DE, 1970...
Traditions at Inniscrone 101 DYLAN CIR, AVONDALE, PA, 19311, Avondale, PA 19311
$469,000

3 beds

|

3 baths

|

3,098 sq ft

101 DYLAN CIR, AVONDALE, PA, 19311
Want to learn more about 55+ rental communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Four Seasons at Baymont Farms 505 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$565,000

3 beds

|

3 baths

|

2,650 sq ft

505 CHERRY BARK RD, MIDDLETOWN, DE, 1970...
Traditions at Inniscrone 604 MARTIN DR, AVONDALE, PA, 19311, Avondale, PA 19311
$585,000

3 beds

|

4 baths

|

2,572 sq ft

604 MARTIN DR, AVONDALE, PA, 19311
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.
Spring Arbor 264 TRELLIS LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$425,000

2 beds

|

2 baths

|

1,800 sq ft

264 TRELLIS LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
Columbia Place 1302 COULEE WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803
$1,048,583

3 beds

|

4 baths

|

2,800 sq ft

|

Condo

1302 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
Columbia Place 1304 COULEE WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803
$1,114,499

3 beds

|

4 baths

|

2,800 sq ft

|

Condo

1304 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Traditions at Whitehall 240 BALDY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$625,000

3 beds

|

2 baths

|

2,725 sq ft

240 BALDY LN, MIDDLETOWN, DE, 19709
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Crossings at Christiana 238 GLADSTONE WAY, BEAR, DE, 19701, Bear, DE 19701
$330,000

2 beds

|

2 baths

|

1,400 sq ft

238 GLADSTONE WAY, BEAR, DE, 19701
The Ponds at Bayberry 4533 CAGNEY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$725,000

4 beds

|

3 baths

|

3,375 sq ft

4533 CAGNEY LN, MIDDLETOWN, DE, 19709
Venue at Winchelsea 3114 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$344,650

3 beds

|

2 baths

|

2,669 sq ft

3114 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
Parks Edge at Bayberry 3016 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$615,000

2 beds

|

2 baths

|

1,866 sq ft

3016 BARBER LN, MIDDLETOWN, DE, 19709
Want to learn more about 55+ rental communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
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.
Riverbend 219 HERON CIR, NEW CASTLE, DE, 19720, New Castle, DE 19720
$495,000

3 beds

|

3 baths

|

2,375 sq ft

219 HERON CIR, NEW CASTLE, DE, 19720
Community: Riverbend
Venue at Winchelsea 2311 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$479,890

3 beds

|

3 baths

|

2,443 sq ft

2311 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
The Villas at The Preserve at Robinson Farms 929 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$595,000

3 beds

|

4 baths

|

4,607 sq ft

929 ROBINSON RD, TOWNSEND, DE, 19734
Creekside Village 4000 VILLAGE WAY 4102, MARCUS HOOK, PA, ..., Marcus Hook, PA 19061
$319,900

2 beds

|

2 baths

|

1,250 sq ft

|

Condo

4000 VILLAGE WAY 4102, MARCUS HOOK, PA, ...
Community: Creekside Village
The Cascades 676 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$495,000

2 beds

|

2 baths

|

1,764 sq ft

676 MAYFIELD FALLS DR, NEWARK, DE, 19702
Community: The Cascades
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Brittany Hills 336 CARLISLE DR, AVONDALE, PA, 19311, Avondale, PA 19311
$475,000

2 beds

|

2 baths

|

1,563 sq ft

336 CARLISLE DR, AVONDALE, PA, 19311
Community: Brittany Hills
Crossings at Christiana 244 GLADSTONE WAY, BEAR, DE, 19701, Bear, DE 19701
$362,500

2 beds

|

2 baths

|

1,400 sq ft

244 GLADSTONE WAY, BEAR, DE, 19701
Creekside Village 6000 VILLAGE WAY 6205, UPPER CHICHESTER,..., Upper Chichester, PA 19061
$284,999

2 beds

|

2 baths

|

1,143 sq ft

|

Condo

6000 VILLAGE WAY 6205, UPPER CHICHESTER,...
Community: Creekside Village
Traditions at Inniscrone 504 BELLEMEAD CIR, AVONDALE, PA, 19311, Avondale, PA 19311
$600,000

3 beds

|

3 baths

|

3,464 sq ft

504 BELLEMEAD CIR, AVONDALE, PA, 19311
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.
Traditions at Whitehall 234 BALDY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$719,900

3 beds

|

3 baths

|

3,725 sq ft

234 BALDY LN, MIDDLETOWN, DE, 19709
Want to learn more about 55+ rental communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Four Seasons at Baymont Farms 114 AUSTRIAN PINE CT, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$715,000

4 beds

|

4 baths

|

2,595 sq ft

114 AUSTRIAN PINE CT, MIDDLETOWN, DE, 19...
Legacy at The Preserve at Deep Creek 230 ANGLESEY DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$584,900

2 beds

|

3 baths

|

2,475 sq ft

230 ANGLESEY DR, MIDDLETOWN, DE, 19709
Spring Arbor 148 GAZEBO LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$479,900

3 beds

|

2 baths

|

1,650 sq ft

148 GAZEBO LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Venue at Winchelsea 3027 IVYHOUSE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$564,495

3 beds

|

3 baths

|

2,356 sq ft

3027 IVYHOUSE LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
The Village of Rocky Run 123 LYNTHWAITE FARM LN # 35, WILMINGTON,..., Wilmington, DE 19803
$555,000

2 beds

|

3 baths

|

2,525 sq ft

|

Condo

123 LYNTHWAITE FARM LN # 35, WILMINGTON,...

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