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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
3 rating (2 reviews) Spring Arbor
$300ks - $500ks
Spring Arbor, Middletown, DE
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes
Columbia Place
$800ks - $1Ms
Columbia Place, Wilmington, DE
New Construction | 55+ age-restricted | Built 2019 - present | 61 homes
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
The Cascades
$400ks - $500ks
The Cascades, Newark, DE
New Construction | 55+ age-restricted | Built 2021 - present | 113 homes
5 rating (1 reviews) Springmill
$300ks - $400ks
Springmill, Middletown, DE
Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes
3.7 rating (3 reviews) Foxfield
$300ks - $400ks
Foxfield, Garnet Valley, PA
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 520 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.
Creekside Village
$100ks - $400ks
Creekside Village, Boothwyn, PA
Resale Only | 55+ age-restricted | Built 2003 - 2018 | 346 homes
Crossings at Christiana
$200ks
Crossings at Christiana, Bear, DE
Resale Only | 55+ age-restricted | Built 2003 - 2011 | 140 homes
The Ponds at Bayberry
$300ks - $500ks
The Ponds at Bayberry, Middletown, DE
New and Resale | 55+ age-restricted | Built 2015 - present | 572 homes
4 rating (1 reviews) Village of Fountainview
$100ks - $200ks
Village of Fountainview, Newark, DE
Resale Only | 55+ age-restricted | Built 2007 - 2019 | 124 homes
Villages at Penn Ridge
$200ks - $300ks
Villages at Penn Ridge, West Grove, PA
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 184 homes
Whispering Woods
$300ks - $400ks
Whispering Woods, Middletown, DE
New and Resale | 55+ age-restricted | Built 2017 - present | 178 homes
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
1 rating (1 reviews) Brittany Hills
$300ks - $400ks
Brittany Hills, Avondale, PA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 126 homes
Village of Long Creek
$400ks
Village of Long Creek, Newark, DE
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 100 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
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.
Traditions at Inniscrone
$400ks
Traditions at Inniscrone, Avondale, PA
Resale Only | 55+ age-restricted | Built 2000 - 2013 | 167 homes
Milltown Village
$500ks
Milltown Village, Wilmington, DE
Resale Only | 55+ age-restricted | Built 2008 - 2017 | 115 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
The Village of Hershey Ru...
$200ks
The Village of Hershey Ru..., Wilmington, DE
Resale Only | 55+ age-restricted | Built 1990 - 1998 | 192 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
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
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Harrogate
$400ks
Harrogate, Landenberg, PA
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 124 homes
Harlow Pointe
$300ks - $400ks
Harlow Pointe, Landenberg, PA
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 42 homes
Parks Edge at Bayberry
$400ks - $600ks
Parks Edge at Bayberry, Middletown, DE
New Construction | 55+ age-restricted | Built 2022 - present | 210 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 Parke at Foulkstone
$400ks
The Parke at Foulkstone, Wilmington, DE
New Construction | 55+ age-restricted | Built 2024 - present | 31 homes
New Creekside Village 5000 VILLAGE WAY 5307, UPPER CHICHESTER,..., Upper Chichester, PA 19061
$299,900

2 beds

|

2 baths

|

1,452 sq ft

|

Condo

5000 VILLAGE WAY 5307, UPPER CHICHESTER,...
Community: Creekside Village
New The Ponds at Bayberry 2753 VAN CLIBURN CIR, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$589,000

3 beds

|

2 baths

|

3,750 sq ft

2753 VAN CLIBURN CIR, MIDDLETOWN, DE, 19...
New The Cascades 672 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$499,900

2 beds

|

2 baths

|

1,900 sq ft

672 MAYFIELD FALLS DR, NEWARK, DE, 19702
Community: The Cascades
New Villages at Penn Ridge 309 DEER TRACK CT, WEST GROVE, PA, 19390, West Grove, PA 19390
$384,900

2 beds

|

2 baths

|

2,480 sq ft

309 DEER TRACK CT, WEST GROVE, PA, 19390
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
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Foxfield 1679 VILLAGE AVE, GARNET VALLEY, PA, 190..., Garnet Valley, PA 19060
$598,000

2 beds

|

2 baths

|

2,959 sq ft

1679 VILLAGE AVE, GARNET VALLEY, PA, 190...
Community: Foxfield
Venue at Winchelsea 2251 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$362,800

5 beds

|

2 baths

|

2,669 sq ft

2251 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
Venue at Winchelsea 3312 ROOKERY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$549,000

2 beds

|

2 baths

|

1,873 sq ft

3312 ROOKERY LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
The Ponds at Bayberry 4007 HESTON LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$540,000

3 beds

|

2 baths

|

2,050 sq ft

4007 HESTON LN, MIDDLETOWN, DE, 19709
Traditions at Inniscrone 645 MARTIN DR, AVONDALE, PA, 19311, Avondale, PA 19311
$574,900

3 beds

|

5 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.
Springmill 506 WHISPERING TRL, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$460,000

2 beds

|

2 baths

|

2,200 sq ft

506 WHISPERING TRL, MIDDLETOWN, DE, 1970...
Community: Springmill
Spring Arbor 400 TOPIARY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$479,900

2 beds

|

2 baths

|

2,100 sq ft

400 TOPIARY LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
Venue at Winchelsea 2237 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$457,509

3 beds

|

3 baths

|

2,443 sq ft

2237 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
Traditions at Inniscrone 415 WESTVIEW DR, AVONDALE, PA, 19311, Avondale, PA 19311
$595,000

3 beds

|

4 baths

|

2,247 sq ft

415 WESTVIEW DR, AVONDALE, PA, 19311
Springmill 107 DAWN CT, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$385,000

2 beds

|

2 baths

|

2,225 sq ft

107 DAWN CT, MIDDLETOWN, DE, 19709
Community: Springmill
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
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 1003 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$541,197

3 beds

|

2 baths

|

1,913 sq ft

|

Condo

1003 ROBINSON RD, TOWNSEND, DE, 19734
Foxfield 1656 PARKVIEW CT, GARNET VALLEY, PA, 190..., Garnet Valley, PA 19060
$485,000

2 beds

|

2 baths

|

2,047 sq ft

1656 PARKVIEW CT, GARNET VALLEY, PA, 190...
Community: Foxfield
Brittany Hills 4 N HENLEY DR, AVONDALE, PA, 19311, Avondale, PA 19311
$560,000

3 beds

|

3 baths

|

3,300 sq ft

4 N HENLEY DR, AVONDALE, PA, 19311
Community: Brittany Hills
Spring Arbor 3 ESPALIER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$497,000

3 beds

|

2 baths

|

2,025 sq ft

3 ESPALIER 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.
Traditions at Whitehall 630 SALORN ST 181 BLOOMFIELD MODEL, MIDD..., Middletown, DE 19709
$576,596

2 beds

|

2 baths

|

2,053 sq ft

630 SALORN ST 181 BLOOMFIELD MODEL, MIDD...
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
Crossings at Christiana 628 KENDALL DR, BEAR, DE, 19701, Bear, DE 19701
$350,000

2 beds

|

3 baths

|

1,700 sq ft

628 KENDALL DR, BEAR, DE, 19701
The Villas at The Preserve at Robinson Farms 1105 KAYLA LN, TOWNSEND, DE, 19734, Townsend, DE 19734
$530,000

3 beds

|

3 baths

|

2,925 sq ft

1105 KAYLA LN, TOWNSEND, DE, 19734
Village of Fountainview 1000 FOUNTAINVIEW CIR 1301, NEWARK, DE, ..., Newark, DE 19713
$245,000

3 beds

|

2 baths

|

1,500 sq ft

|

Condo

1000 FOUNTAINVIEW CIR 1301, NEWARK, DE, ...
Venue at Winchelsea 2247 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$464,509

3 beds

|

3 baths

|

2,443 sq ft

2247 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
Four Seasons at Silver Maple 420 WINTERBERRY DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$585,000

3 beds

|

3 baths

|

3,100 sq ft

420 WINTERBERRY DR, MIDDLETOWN, DE, 1970...
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Village of Fountainview 2000 FOUNTAINVIEW CIR 2111, NEWARK, DE, ..., Newark, DE 19713
$180,000

1 beds

|

1 baths

|

650 sq ft

|

Condo

2000 FOUNTAINVIEW CIR 2111, NEWARK, DE, ...
Venue at Winchelsea 3030 IVYHOUSE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$599,000

3 beds

|

2 baths

|

2,151 sq ft

3030 IVYHOUSE LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
Venue at Winchelsea 3315 ROOKERY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$589,835

3 beds

|

3 baths

|

2,151 sq ft

3315 ROOKERY LN, MIDDLETOWN, DE, 19709
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.
Foxfield 1737 WISTERIA WAY, GARNET VALLEY, PA, 19..., Garnet Valley, PA 19060
$499,000

2 beds

|

2 baths

|

1,599 sq ft

1737 WISTERIA WAY, GARNET VALLEY, PA, 19...
Community: Foxfield
Columbia Place 1228 COULEE WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803
$1,525,000

3 beds

|

4 baths

|

3,975 sq ft

|

Condo

1228 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
Springmill 534 WHISPERING TRL, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$450,000

3 beds

|

2 baths

|

1,938 sq ft

534 WHISPERING TRL, MIDDLETOWN, DE, 1970...
Community: Springmill
The Ponds at Bayberry 4605 BOGART LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$795,000

5 beds

|

4 baths

|

5,325 sq ft

4605 BOGART LN, MIDDLETOWN, DE, 19709
Village of Long Creek 29 DEVALINDER DR, NEWARK, DE, 19702, Newark, DE 19702
$500,000

2 beds

|

2 baths

|

1,875 sq ft

29 DEVALINDER DR, NEWARK, DE, 19702
Traditions at Whitehall 264 BALDY LN 157 BLOOMFIELD MODEL, MIDDL..., Middletown, DE 19709
$639,999

2 beds

|

3 baths

|

2,053 sq ft

264 BALDY LN 157 BLOOMFIELD MODEL, MIDDL...
Springmill 88 SPRINGMILL DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$495,000

3 beds

|

4 baths

|

3,150 sq ft

88 SPRINGMILL DR, MIDDLETOWN, DE, 19709
Community: Springmill
Springmill 27 SPRINGMILL DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$400,000

2 beds

|

2 baths

|

2,275 sq ft

27 SPRINGMILL DR, MIDDLETOWN, DE, 19709
Community: Springmill
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
$1,003,075

3 beds

|

4 baths

|

2,800 sq ft

|

Condo

1307 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
Columbia Place 1305 COULEE WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803
$1,114,668

3 beds

|

4 baths

|

2,800 sq ft

|

Condo

1305 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
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.

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