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Bear, DE 55+ active adult communities & homes for sale - Page 2

79 homes 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
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
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
3 rating (2 reviews) Spring Arbor
$300ks - $500ks
Spring Arbor, Middletown, DE
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes
The Ponds at Bayberry
$300ks - $500ks
The Ponds at Bayberry, Middletown, DE
New and Resale | 55+ age-restricted | Built 2015 - present | 572 homes
Columbia Place
$800ks - $1Ms
Columbia Place, Wilmington, DE
New Construction | 55+ age-restricted | Built 2019 - present | 61 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
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 Cascades
$400ks - $500ks
The Cascades, Newark, DE
New Construction | 55+ age-restricted | Built 2021 - present | 113 homes
Crossings at Christiana
$200ks
Crossings at Christiana, Bear, DE
Resale Only | 55+ age-restricted | Built 2003 - 2011 | 140 homes
The Village of Hershey Ru...
$200ks
The Village of Hershey Ru..., Wilmington, DE
Resale Only | 55+ age-restricted | Built 1990 - 1998 | 192 homes
5 rating (1 reviews) Springmill
$300ks - $400ks
Springmill, Middletown, DE
Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes
Parks Edge at Bayberry
$400ks - $600ks
Parks Edge at Bayberry, Middletown, DE
New Construction | 55+ age-restricted | Built 2022 - present | 210 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
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Questions? Call us: (302) 492-9101
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
Village of Red Lion Creek
$200ks - $300ks
Village of Red Lion Creek, Bear, DE
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 85 homes
3.7 rating (3 reviews) Foxfield
$300ks - $400ks
Foxfield, Garnet Valley, PA
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 520 homes
Traditions at Inniscrone
$400ks
Traditions at Inniscrone, Avondale, PA
Resale Only | 55+ age-restricted | Built 2000 - 2013 | 167 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.
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
Riverbend
$400ks
Riverbend, New Castle, DE
New Construction | 55+ age-restricted | Built 2021 - present | 200 homes
Village of Long Creek
$400ks
Village of Long Creek, Newark, DE
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 100 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
Little Falls Village
$300ks - $400ks
Little Falls Village, Wilmington, DE
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 107 homes
Creekside Village
$100ks - $400ks
Creekside Village, Boothwyn, PA
Resale Only | 55+ age-restricted | Built 2003 - 2018 | 346 homes
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Harlow Pointe
$300ks - $400ks
Harlow Pointe, Landenberg, PA
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 42 homes
Villages at Penn Ridge
$200ks - $300ks
Villages at Penn Ridge, West Grove, PA
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 184 homes
The Parke at Foulkstone
$400ks
The Parke at Foulkstone, Wilmington, DE
New Construction | 55+ age-restricted | Built 2024 - present | 31 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.
Milltown Village
$500ks
Milltown Village, Wilmington, DE
Resale Only | 55+ age-restricted | Built 2008 - 2017 | 115 homes
Four Seasons at Baymont Farms 21 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709
$639,990

3 beds

|

3 baths

|

2,080 sq ft

21 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Legacy at The Village of Fox Meadow 224 ANITA CT, NEWARK, DE, 19702, Newark, DE 19702
$439,900

3 beds

|

4 baths

|

3,118 sq ft

224 ANITA CT, NEWARK, DE, 19702
Traditions at Whitehall 130 BURLINA BLVD, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$575,000

2 beds

|

3 baths

|

2,275 sq ft

130 BURLINA BLVD, MIDDLETOWN, DE, 19709
Harrogate 317 HYDE PARK RD, LANDENBERG, PA, 19350, Landenberg, PA 19350
$565,000

2 beds

|

2 baths

|

1,824 sq ft

317 HYDE PARK RD, LANDENBERG, PA, 19350
Community: Harrogate
The Cascades 651 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$523,900

3 beds

|

2 baths

|

2,075 sq ft

651 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
Four Seasons at Baymont Farms 404 PAPER BIRCH ST, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$569,000

2 beds

|

2 baths

|

1,825 sq ft

404 PAPER BIRCH ST, MIDDLETOWN, DE, 1970...
The Ponds at Bayberry 2753 VAN CLIBURN CIR, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$589,000

3 beds

|

3 baths

|

3,750 sq ft

2753 VAN CLIBURN CIR, MIDDLETOWN, DE, 19...
The Cascades 672 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$490,000

2 beds

|

2 baths

|

1,900 sq ft

672 MAYFIELD FALLS DR, NEWARK, DE, 19702
Community: The Cascades
Traditions at Inniscrone 422 WESTVIEW DR, AVONDALE, PA, 19311, Avondale, PA 19311
$625,000

3 beds

|

3 baths

|

2,716 sq ft

422 WESTVIEW DR, AVONDALE, PA, 19311
Traditions at Inniscrone 645 MARTIN DR, AVONDALE, PA, 19311, Avondale, PA 19311
$569,900

3 beds

|

4 baths

|

2,781 sq ft

645 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.
Crossings at Christiana 623 KENDALL DR, BEAR, DE, 19701, Bear, DE 19701
$360,000

2 beds

|

2 baths

|

1,300 sq ft

623 KENDALL DR, BEAR, DE, 19701
The Villas at The Preserve at Robinson Farms 1003 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$533,990

3 beds

|

2 baths

|

1,913 sq ft

|

Condo

1003 ROBINSON RD, TOWNSEND, DE, 19734
Spring Arbor 3 ESPALIER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$494,500

3 beds

|

2 baths

|

2,025 sq ft

3 ESPALIER LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
Harlow Pointe 102 HARLOW POINT CT, LANDENBERG, PA, 193..., Landenberg, PA 19350
$399,900

2 beds

|

3 baths

|

1,600 sq ft

102 HARLOW POINT CT, LANDENBERG, PA, 193...
Community: Harlow Pointe
Four Seasons at Silver Maple 420 WINTERBERRY DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$549,900

3 beds

|

3 baths

|

3,100 sq ft

420 WINTERBERRY DR, MIDDLETOWN, DE, 1970...
The Ponds at Bayberry 4605 BOGART LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$765,000

5 beds

|

4 baths

|

5,325 sq ft

4605 BOGART LN, MIDDLETOWN, DE, 19709
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Columbia Place 1307 COULEE WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803
$1,028,075

3 beds

|

4 baths

|

2,800 sq ft

|

Condo

1307 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
Four Seasons at Baymont Farms 19 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709
$629,990

3 beds

|

3 baths

|

1,859 sq ft

19 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Four Seasons at Baymont Farms 15 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709
$599,990

3 beds

|

4 baths

|

2,441 sq ft

15 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Spring Arbor 264 TRELLIS LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$398,990

2 beds

|

2 baths

|

1,800 sq ft

264 TRELLIS LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
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.
Crossings at Christiana 238 GLADSTONE WAY, BEAR, DE, 19701, Bear, DE 19701
$310,000

2 beds

|

2 baths

|

1,400 sq ft

238 GLADSTONE WAY, BEAR, DE, 19701
Four Seasons at Baymont Farms 114 AUSTRIAN PINE CT, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$689,900

4 beds

|

4 baths

|

2,595 sq ft

114 AUSTRIAN PINE CT, MIDDLETOWN, DE, 19...
Traditions at Whitehall 204 BALDY LN ALRICH MODEL, MIDDLETOWN, D..., Middletown, DE 19709
$429,000

2 beds

|

3 baths

|

1,794 sq ft

204 BALDY LN ALRICH MODEL, MIDDLETOWN, D...
Traditions at Whitehall 314 CHAROLAIS ST ASHTON MODEL, MIDDLETOW..., Middletown, DE 19709
$460,000

2 beds

|

3 baths

|

1,794 sq ft

314 CHAROLAIS ST ASHTON MODEL, MIDDLETOW...
Traditions at Whitehall 204 BALDY LN ANNANDALE MODEL, MIDDLETOWN..., Middletown, DE 19709
$429,000

2 beds

|

3 baths

|

1,794 sq ft

204 BALDY LN ANNANDALE MODEL, MIDDLETOWN...
The Villas at The Preserve at Robinson Farms 1063 ROBINSON RD WHITFIELD PLAN, TOWNSEN..., Townsend, DE 19734
$496,900

3 beds

|

2 baths

|

2,826 sq ft

1063 ROBINSON RD WHITFIELD PLAN, TOWNSEN...
The Villas at The Preserve at Robinson Farms 1065 ROBINSON RD WHITFIELD RANCH PLAN, T..., Townsend, DE 19734
$475,900

3 beds

|

2 baths

|

2,449 sq ft

1065 ROBINSON RD WHITFIELD RANCH PLAN, T...
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
The Villas at The Preserve at Robinson Farms 1067 ROBINSON RD LAKELAND PLAN, TOWNSEND..., Townsend, DE 19734
$469,900

3 beds

|

2 baths

|

2,534 sq ft

1067 ROBINSON RD LAKELAND PLAN, TOWNSEND...
The Villas at The Preserve at Robinson Farms 1069 ROBINSON RD PEMBROOK PLAN, TOWNSEND..., Townsend, DE 19734
$454,900

3 beds

|

2 baths

|

2,439 sq ft

1069 ROBINSON RD PEMBROOK PLAN, TOWNSEND...
The Villas at The Preserve at Robinson Farms 1071 ROBINSON RD DELRAY PLAN, TOWNSEND, ..., Townsend, DE 19734
$441,900

3 beds

|

2 baths

|

2,004 sq ft

1071 ROBINSON RD DELRAY PLAN, TOWNSEND, ...
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 548 LONGHORN LOOP 33 CHELSEA, MIDDLETOWN..., Middletown, DE 19709
$688,893

3 beds

|

2 baths

|

2,296 sq ft

548 LONGHORN LOOP 33 CHELSEA, MIDDLETOWN...
The Villas at The Preserve at Robinson Farms 1027 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$508,990

3 beds

|

2 baths

1027 ROBINSON RD, TOWNSEND, DE, 19734
Traditions at Whitehall 204 BALDY LN BRISTOLE MODEL, MIDDLETOWN,..., Middletown, DE 19709
$546,000

3 beds

|

2 baths

|

2,441 sq ft

204 BALDY LN BRISTOLE MODEL, MIDDLETOWN,...
Traditions at Whitehall 120 BURLINA BLVD BLOOMFIELD MODEL, MIDDL..., Middletown, DE 19709
$526,000

2 beds

|

2 baths

|

2,053 sq ft

120 BURLINA BLVD BLOOMFIELD MODEL, MIDDL...
Traditions at Whitehall 204 BALDY LN BELVILLE MODEL, MIDDLETOWN,..., Middletown, DE 19709
$522,000

2 beds

|

2 baths

|

2,059 sq ft

204 BALDY LN BELVILLE MODEL, MIDDLETOWN,...
Traditions at Whitehall 204 BALDY LN COTTONWOOD MODEL, MIDDLETOW..., Middletown, DE 19709
$622,000

3 beds

|

2 baths

|

2,477 sq ft

204 BALDY LN COTTONWOOD MODEL, MIDDLETOW...
Traditions at Whitehall 204 BALDY LN CHELSEA MODEL, MIDDLETOWN, ..., Middletown, DE 19709
$607,000

3 beds

|

2 baths

|

2,296 sq ft

204 BALDY LN CHELSEA MODEL, MIDDLETOWN, ...
Traditions at Whitehall 204 BALDY LN CAYOT MODEL, MIDDLETOWN, DE..., Middletown, DE 19709
$587,000

3 beds

|

2 baths

|

2,004 sq ft

204 BALDY LN CAYOT MODEL, MIDDLETOWN, DE...
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Columbia Place 1108 INVERMERE RD, WILMINGTON, DE, 19803, Wilmington, DE 19803
$989,800

3 beds

|

4 baths

|

2,600 sq ft

|

Condo

1108 INVERMERE RD, WILMINGTON, DE, 19803
Community: Columbia Place

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