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

31 communities near Bear

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Crossings at Christiana
$200Ks - $300Ks
Crossings at Christiana, Bear, DE
Resale Only | 55+ age-restricted | Built 2003 - 2011 | 140 homes
Village of Red Lion Creek
$300Ks
Village of Red Lion Creek, Bear, DE
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 85 homes
The Ponds at Bayberry
$500Ks
The Ponds at Bayberry, Middletown, DE
New and Resale | 55+ age-restricted | Built 2015 - present | 572 homes
3.7 rating (3 reviews) Foxfield
$600Ks
Foxfield, Garnet Valley, PA
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 520 homes
5 rating (1 reviews) Springmill
$400Ks
Springmill, Middletown, DE
Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes
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Creekside Village
$300Ks
Creekside Village, Boothwyn, PA
Resale Only | 55+ age-restricted | Built 2003 - 2018 | 346 homes
Venue at Winchelsea
$400Ks - $500Ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
3 rating (2 reviews) Spring Arbor
$400Ks
Spring Arbor, Middletown, DE
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes
Four Seasons at Silver Ma...
$500Ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 299 homes
Four Seasons at Baymont F...
$500Ks - $600Ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 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 Whitehall
$400Ks - $600Ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
Parks Edge at Bayberry
$500Ks - $700Ks
Parks Edge at Bayberry, Middletown, DE
New Construction | 55+ age-restricted | Built 2022 - present | 210 homes
Legacy at The Preserve at...
$500Ks - $600Ks
Legacy at The Preserve at..., Middletown, DE
New and Resale | 55+ age-restricted | Built 2016 - present | 205 homes
Riverbend
$400Ks - $500Ks
Riverbend, New Castle, DE
New Construction | 55+ age-restricted | Built 2021 - present | 200 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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The Village of Hershey Ru...
$300Ks
The Village of Hershey Ru..., Wilmington, DE
Resale Only | 55+ age-restricted | Built 1990 - 1998 | 192 homes
Villages at Penn Ridge
$200Ks - $400Ks
Villages at Penn Ridge, West Grove, PA
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 184 homes
Whispering Woods
$400Ks
Whispering Woods, Middletown, DE
New and Resale | 55+ age-restricted | Built 2017 - present | 178 homes
Traditions at Inniscrone
$500Ks
Traditions at Inniscrone, Avondale, PA
Resale Only | 55+ age-restricted | Built 2000 - 2013 | 167 homes
The Villas at The Preserv...
$400Ks - $500Ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 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.
1 rating (1 reviews) Brittany Hills
$400Ks - $500Ks
Brittany Hills, Avondale, PA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 126 homes
Harrogate
$400Ks
Harrogate, Landenberg, PA
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 124 homes
4 rating (1 reviews) Village of Fountainview
$200Ks
Village of Fountainview, Newark, DE
Resale Only | 55+ age-restricted | Built 2007 - 2019 | 124 homes
Milltown Village
$600Ks - $700Ks
Milltown Village, Wilmington, DE
Resale Only | 55+ age-restricted | Built 2008 - 2017 | 115 homes
The Cascades
$500Ks
The Cascades, Newark, DE
New Construction | 55+ age-restricted | Built 2021 - present | 113 homes
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Little Falls Village
$400Ks
Little Falls Village, Wilmington, DE
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 107 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
$500Ks
The Village of Rocky Run, Wilmington, DE
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 96 homes
Columbia Place
$900Ks - $1Ms
Columbia Place, Wilmington, DE
New Construction | 55+ age-restricted | Built 2019 - present | 61 homes
Harlow Pointe
$300Ks - $400Ks
Harlow Pointe, Landenberg, PA
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 42 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
Traditions at Inniscrone 607 MARTIN DR, AVONDALE, PA, 19311, Avondale, PA 19311
$599,000

3 beds

|

4 baths

|

3,374 sq ft

607 MARTIN DR, AVONDALE, PA, 19311
Traditions at Inniscrone 622 MARTIN DR, AVONDALE, PA, 19311, Avondale, PA 19311
$500,000

2 beds

|

2 baths

|

1,900 sq ft

622 MARTIN DR, AVONDALE, PA, 19311
New Brittany Hills 346 CARLISLE DR, AVONDALE, PA, 19311, Avondale, PA 19311
$460,000

3 beds

|

3 baths

|

2,022 sq ft

346 CARLISLE DR, AVONDALE, PA, 19311
Community: Brittany Hills
Creekside Village 40 BRENTWOOD RD, UPPER CHICHESTER, PA, 1..., Upper Chichester, PA 19061
$479,000

2 beds

|

3 baths

|

3,014 sq ft

40 BRENTWOOD RD, UPPER CHICHESTER, PA, 1...
Community: Creekside Village
Creekside Village 9 CORBETT DR, UPPER CHICHESTER, PA, 1906..., Upper Chichester, PA 19061
$449,900

2 beds

|

2 baths

|

1,885 sq ft

9 CORBETT DR, UPPER CHICHESTER, PA, 1906...
Community: Creekside Village
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Questions? Call us: (302) 492-9101
Foxfield 1695 VILLAGE AVE, GARNET VALLEY, PA, 190..., Garnet Valley, PA 19060
$689,000

3 beds

|

4 baths

|

4,300 sq ft

1695 VILLAGE AVE, GARNET VALLEY, PA, 190...
Community: Foxfield
Brittany Hills 14 S HENLEY DR, AVONDALE, PA, 19311, Avondale, PA 19311
$540,000

3 beds

|

2 baths

|

2,140 sq ft

14 S HENLEY DR, AVONDALE, PA, 19311
Community: Brittany Hills
Villages at Penn Ridge 453 E GLENVIEW DR, WEST GROVE, PA, 19390, West Grove, PA 19390
$439,900

2 beds

|

2 baths

|

1,800 sq ft

453 E GLENVIEW DR, WEST GROVE, PA, 19390
Foxfield 1702 MAGNOLIA CT, GARNET VALLEY, PA, 190..., Garnet Valley, PA 19060
$629,000

3 beds

|

3 baths

|

4,019 sq ft

1702 MAGNOLIA CT, GARNET VALLEY, PA, 190...
Community: Foxfield
Brittany Hills 400 LOSITO DR, AVONDALE, PA, 19311, Avondale, PA 19311
$519,900

2 beds

|

2 baths

|

1,800 sq ft

400 LOSITO DR, AVONDALE, PA, 19311
Community: Brittany Hills
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.
Villages at Penn Ridge 403 E GLENVIEW DR, WEST GROVE, PA, 19390, West Grove, PA 19390
$399,900

2 beds

|

2 baths

|

1,580 sq ft

403 E GLENVIEW DR, WEST GROVE, PA, 19390
Legacy at The Village of Fox Meadow 339 PIERCE RUN, NEWARK, DE, 19702, Newark, DE 19702
$455,000

4 beds

|

4 baths

|

3,558 sq ft

339 PIERCE RUN, NEWARK, DE, 19702
New The Ponds at Bayberry 624 VIVALDI DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$609,999

3 beds

|

2 baths

|

2,050 sq ft

624 VIVALDI DR, MIDDLETOWN, DE, 19709
Springmill 56 SPRINGMILL DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$474,000

2 beds

|

2 baths

|

3,450 sq ft

56 SPRINGMILL DR, MIDDLETOWN, DE, 19709
Community: Springmill
Spring Arbor 107 GAZEBO LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$409,900

2 beds

|

2 baths

|

1,675 sq ft

107 GAZEBO LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
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Questions? Call us: (302) 492-9101
Four Seasons at Baymont Farms 798 HONEY LOCUST RD, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$620,000

3 beds

|

3 baths

|

1,875 sq ft

798 HONEY LOCUST RD, MIDDLETOWN, DE, 197...
Spring Arbor 149 GAZEBO LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$410,000

2 beds

|

2 baths

|

1,825 sq ft

149 GAZEBO LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
The Ponds at Bayberry 5338 NEWMAN LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$639,000

3 beds

|

2 baths

|

1,925 sq ft

5338 NEWMAN LN, MIDDLETOWN, DE, 19709
Venue at Winchelsea 2674 FAIRLIGHT DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$399,800

5 beds

|

2 baths

|

2,669 sq ft

2674 FAIRLIGHT DR, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
The Ponds at Bayberry 4116 LAUGHTON LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$579,000

4 beds

|

3 baths

|

2,650 sq ft

4116 LAUGHTON LN, MIDDLETOWN, DE, 19709
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.
Legacy at The Village of Fox Meadow 246 ANITA CT, NEWARK, DE, 19702, Newark, DE 19702
$464,900

3 beds

|

4 baths

|

2,225 sq ft

246 ANITA CT, NEWARK, DE, 19702
The Villas at The Preserve at Robinson Farms 1019 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$454,900

3 beds

|

2 baths

|

1,637 sq ft

1019 ROBINSON RD, TOWNSEND, DE, 19734
The Villas at The Preserve at Robinson Farms 1020 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$504,900

3 beds

|

2 baths

1020 ROBINSON RD, TOWNSEND, DE, 19734
Venue at Winchelsea 3502 PIPEWELL LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$545,200

3 beds

|

3 baths

|

3,397 sq ft

3502 PIPEWELL LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
Venue at Winchelsea 3124 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$459,559

3 beds

|

3 baths

|

2,443 sq ft

3124 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
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Questions? Call us: (302) 492-9101
Venue at Winchelsea 3108 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$412,800

5 beds

|

2 baths

|

2,669 sq ft

3108 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
Venue at Winchelsea 3104 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$469,509

3 beds

|

3 baths

|

2,443 sq ft

3104 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
Venue at Winchelsea 2918 CORDWAINERS LN, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$589,995

2 beds

|

3 baths

|

3,422 sq ft

2918 CORDWAINERS LN, MIDDLETOWN, DE, 197...
Community: Venue at Winchelsea
The Village of Rocky Run 133 LYNTHWAITE FARM LN, WILMINGTON, DE, ..., Wilmington, DE 19803
$529,900

2 beds

|

3 baths

|

3,250 sq ft

|

Condo

133 LYNTHWAITE FARM LN, WILMINGTON, DE, ...
Riverbend 548 ARROWGRASS LN, NEW CASTLE, DE, 19720, New Castle, DE 19720
$447,579

3 beds

|

3 baths

|

2,278 sq ft

548 ARROWGRASS LN, NEW CASTLE, DE, 19720
Community: Riverbend
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.
Legacy at The Preserve at Deep Creek 1611 ELLINOR CT, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$649,900

3 beds

|

4 baths

|

3,525 sq ft

1611 ELLINOR CT, MIDDLETOWN, DE, 19709
The Cascades 679 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$539,900

3 beds

|

3 baths

|

2,554 sq ft

679 MAYFIELD FALLS DR, NEWARK, DE, 19702
Community: The Cascades
The Village of Hershey Run 6 COLEFAX CT, WILMINGTON, DE, 19804, Wilmington, DE 19804
$305,000

2 beds

|

2 baths

|

Condo

6 COLEFAX CT, WILMINGTON, DE, 19804
The Ponds at Bayberry 4602 BOGART LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$569,900

3 beds

|

2 baths

|

1,875 sq ft

4602 BOGART LN, MIDDLETOWN, DE, 19709
Whispering Woods 1415 WHISPERING WOODS RD, MIDDLETOWN, DE..., Middletown, DE 19709
$424,900

2 beds

|

2 baths

|

1,875 sq ft

1415 WHISPERING WOODS RD, MIDDLETOWN, DE...
Community: Whispering Woods
Want to learn more about 55+ communities in Bear? 55places can help!
Questions? Call us: (302) 492-9101
Riverbend 216 HERON CIR, NEW CASTLE, DE, 19720, New Castle, DE 19720
$524,888

3 beds

|

2 baths

|

2,390 sq ft

216 HERON CIR, NEW CASTLE, DE, 19720
Community: Riverbend
Legacy at The Village of Fox Meadow 361 PIERCE RUN, NEWARK, DE, 19702, Newark, DE 19702
$450,000

3 beds

|

3 baths

|

2,200 sq ft

361 PIERCE RUN, NEWARK, DE, 19702
Columbia Place 1115 INVERMERE RD, WILMINGTON, DE, 19803, Wilmington, DE 19803
$1,083,131

3 beds

|

4 baths

|

2,800 sq ft

|

Condo

1115 INVERMERE RD, WILMINGTON, DE, 19803
Community: Columbia Place
Village of Fountainview 5 FOUNTAINVIEW DR # 23, NEWARK, DE, 1971..., Newark, DE 19713
$255,000

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

5 FOUNTAINVIEW DR # 23, NEWARK, DE, 1971...
Parks Edge at Bayberry 3032 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$719,163

3 beds

|

2 baths

3032 BARBER LN, MIDDLETOWN, DE, 19709
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31 communities near Bear
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