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Bear, DE 55+ active adult communities & homes for sale
31 communities near Bear
81 homes near Bear
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$400ks
- $500ks
Traditions at Whitehall, Middletown, DE
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
250 homes
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction
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55+ age-restricted
|
Built 2017 - present
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144 homes
$400ks
- $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction
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Age-targeted
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Built 2019 - present
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288 homes
$400ks
- $600ks
Venue at Winchelsea, Middletown, DE
New Construction
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55+ age-restricted
|
Built 2024 - present
|
336 homes
$300ks
- $400ks
Whispering Woods, Middletown, DE
New and Resale
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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
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55+ age-restricted
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Built 2007 - 2019
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124 homes
3 rating (2 reviews)
![Spring Arbor]()
$300ks
- $500ks
Spring Arbor, Middletown, DE
Resale Only
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55+ age-restricted
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Built 2007 - 2018
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317 homes
$300ks
- $500ks
The Ponds at Bayberry, Middletown, DE
New and Resale
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55+ age-restricted
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Built 2015 - present
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572 homes
$400ks
- $500ks
The Cascades, Newark, DE
New Construction
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55+ age-restricted
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Built 2021 - present
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113 homes
$400ks
- $500ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only
|
55+ age-restricted
|
Built 2011 - 2017
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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.
$800ks
- $1Ms
Columbia Place, Wilmington, DE
New Construction
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55+ age-restricted
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Built 2019 - present
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61 homes
$200ks
Crossings at Christiana, Bear, DE
Resale Only
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55+ age-restricted
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Built 2003 - 2011
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140 homes
1 rating (1 reviews)
![Brittany Hills]()
$300ks
- $400ks
Brittany Hills, Avondale, PA
Resale Only
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55+ age-restricted
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Built 2002 - 2007
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126 homes
2.4 rating (5 reviews)
![Legacy at The Village of ...]()
$400ks
Legacy at The Village of ..., Newark, DE
Resale Only
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55+ age-restricted
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Built 2008 - 2014
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194 homes
$200ks
The Village of Hershey Ru..., Wilmington, DE
Resale Only
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55+ age-restricted
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Built 1990 - 1998
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192 homes
$400ks
- $600ks
Parks Edge at Bayberry, Middletown, DE
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
210 homes
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(302) 492-9101
3.7 rating (3 reviews)
![Foxfield]()
$300ks
- $400ks
Foxfield, Garnet Valley, PA
Resale Only
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55+ age-restricted
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Built 2004 - 2013
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520 homes
$200ks
- $300ks
Village of Red Lion Creek, Bear, DE
Resale Only
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55+ age-restricted
|
Built 2002 - 2005
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85 homes
$400ks
Traditions at Inniscrone, Avondale, PA
Resale Only
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55+ age-restricted
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Built 2000 - 2013
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167 homes
$400ks
- $500ks
Legacy at The Preserve at..., Middletown, DE
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
205 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
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55+ age-restricted
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Built 2000 - 2007
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362 homes
$400ks
Harrogate, Landenberg, PA
Resale Only
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55+ age-restricted
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Built 2005 - 2010
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124 homes
$400ks
Riverbend, New Castle, DE
New Construction
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55+ age-restricted
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Built 2021 - present
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200 homes
$300ks
- $400ks
Harlow Pointe, Landenberg, PA
Resale Only
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55+ age-restricted
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Built 2015 - 2020
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42 homes
$200ks
- $300ks
Villages at Penn Ridge, West Grove, PA
Resale Only
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55+ age-restricted
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Built 1999 - 2004
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184 homes
$100ks
- $400ks
Creekside Village, Boothwyn, PA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2018
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346 homes
$500ks
Milltown Village, Wilmington, DE
Resale Only
|
55+ age-restricted
|
Built 2008 - 2017
|
115 homes
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Questions? Call us:
(302) 492-9101
$400ks
Village of Long Creek, Newark, DE
Resale Only
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55+ age-restricted
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Built 2007 - 2016
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100 homes
$400ks
- $500ks
The Village of Rocky Run, Wilmington, DE
Resale Only
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55+ age-restricted
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Built 1999 - 2004
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96 homes
$300ks
- $400ks
Little Falls Village, Wilmington, DE
Resale Only
|
55+ age-restricted
|
Built 2001 - 2004
|
107 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.
$400ks
The Parke at Foulkstone, Wilmington, DE
New Construction
|
55+ age-restricted
|
Built 2024 - present
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31 homes
New
Village of Fountainview
![1000 FOUNTAINVIEW CIR 1306, NEWARK, DE, ..., Newark, DE 19713]()
2 beds
|2 baths
|Condo
1000 FOUNTAINVIEW CIR 1306, NEWARK, DE, ...
Community: Village of Fountainview
MLS DENC2109750 • EXP Realty, LLC, Carol M Quattr... • EXP Realty, LLC
New
Venue at Winchelsea
![3307 ROOKERY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|3 baths
|2,151 sq ft
3307 ROOKERY LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
MLS DENC2109738 • Atlantic Five Realty, David Vas... • Atlantic Five Realty
New
The Villas at The Preserve at Robinson Farms
![929 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734]()
3 beds
|4 baths
|3,350 sq ft
929 ROBINSON RD, TOWNSEND, DE, 19734
Community: The Villas at The Preserve at Robinson Farms
MLS DENC2109548 • Crown Homes Real Estate, Melvin... • Crown Homes Real Estate
New
Brittany Hills
![338 CARLISLE DR, AVONDALE, PA, 19311, Avondale, PA 19311]()
MLS PACT2133428 • Keller Williams Real Estate -Ex... • Keller Williams Real Estate -Exton
New
Springmill
![352 DAYLILLY WAY, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
MLS DENC2104838 • Empower Real Estate, LLC, Marc ... • Empower Real Estate, LLC
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Village of Fountainview
![1000 FOUNTAINVIEW CIR 1411, NEWARK, DE, ..., Newark, DE 19713]()
2 beds
|2 baths
|825 sq ft
|Condo
1000 FOUNTAINVIEW CIR 1411, NEWARK, DE, ...
Community: Village of Fountainview
MLS DENC2109030 • Redfin Corporation, Rasheed Wil... • Redfin Corporation
Venue at Winchelsea
![3162 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709]()
3 beds
|3 baths
|2,443 sq ft
3162 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
MLS DENC2109042 • Atlantic Five Realty, David Vas... • Atlantic Five Realty
Village of Red Lion Creek
![272 W RED LION DR, BEAR, DE, 19701, Bear, DE 19701]()
2 beds
|2 baths
|2,075 sq ft
272 W RED LION DR, BEAR, DE, 19701
Community: Village of Red Lion Creek
MLS DENC2108362 • Coldwell Banker Realty, Lacinda... • Coldwell Banker Realty
Venue at Winchelsea
![2638 FAIRLIGHT DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|2 baths
|2,443 sq ft
2638 FAIRLIGHT DR, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
MLS DENC2108520 • EXP Realty, LLC, Katina Geralis • EXP Realty, LLC
Crossings at Christiana
![626 KENDALL DR, BEAR, DE, 19701, Bear, DE 19701]()
MLS DENC2108876 • Crown Homes Real Estate, John R... • Crown Homes Real Estate
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 Village of Hershey Run
![6 CARTWRIGHT CT 95, WILMINGTON, DE, 1980..., Wilmington, DE 19804]()
2 beds
|2 baths
|1,502 sq ft
6 CARTWRIGHT CT 95, WILMINGTON, DE, 1980...
Community: The Village of Hershey Run
MLS DENC2108862 • Redfin Corporation, Sherri Lynn... • Redfin Corporation
Whispering Woods
![352 TRANQUILITY WAY, MIDDLETOWN, DE, 197..., Middletown, DE 19709]()
3 beds
|3 baths
|2,500 sq ft
352 TRANQUILITY WAY, MIDDLETOWN, DE, 197...
Community: Whispering Woods
MLS DENC2108800 • Compass, Andrea L Harrington • Compass
Brittany Hills
![4 N HENLEY DR, AVONDALE, PA, 19311, Avondale, PA 19311]()
MLS PACT2132630 • Weichert, Realtors - Cornerston... • Weichert, Realtors - Cornerstone
Venue at Winchelsea
![3164 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709]()
3 beds
|3 baths
|2,443 sq ft
3164 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
MLS DENC2108612 • Atlantic Five Realty, David Vas... • Atlantic Five Realty
Foxfield
![1638 BOXWOOD RD, GARNET VALLEY, PA, 1906..., Garnet Valley, PA 19060]()
MLS PADE2121062 • EXP Realty, LLC, Cheryl Lee O'D... • EXP Realty, LLC
Village of Fountainview
![1000 FOUNTAINVIEW CIR 407, NEWARK, DE, 1..., Newark, DE 19713]()
2 beds
|2 baths
|1,067 sq ft
|Condo
1000 FOUNTAINVIEW CIR 407, NEWARK, DE, 1...
Community: Village of Fountainview
MLS DENC2108306 • Patterson-Schwartz - Greenville... • Patterson-Schwartz - Greenville
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The Cascades
![511 DAVIS FALLS DR, NEWARK, DE, 19702, Newark, DE 19702]()
MLS DENC2108272 • Patterson-Schwartz-Newark, Cath... • Patterson-Schwartz-Newark
Four Seasons at Silver Maple
![239 SILKY DOGWOOD LN, MIDDLETOWN, DE, 19..., Middletown, DE 19709]()
3 beds
|2 baths
|2,325 sq ft
239 SILKY DOGWOOD LN, MIDDLETOWN, DE, 19...
Community: Four Seasons at Silver Maple
MLS DENC2107742 • Crown Homes Real Estate, Corey ... • Crown Homes Real Estate
Spring Arbor
![623 GARDEN GATE DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709]()
MLS DENC2108110 • Coldwell Banker Realty, Jason P... • Coldwell Banker Realty
Four Seasons at Silver Maple
![171 SILVER MAPLE RD, MIDDLETOWN, DE, 197..., Middletown, DE 19709]()
3 beds
|2 baths
|3,558 sq ft
171 SILVER MAPLE RD, MIDDLETOWN, DE, 197...
Community: Four Seasons at Silver Maple
MLS DENC2108054 • Patterson-Schwartz-Middletown, ... • Patterson-Schwartz-Middletown
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
![272 ANGLESEY DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|3 baths
|3,303 sq ft
272 ANGLESEY DR, MIDDLETOWN, DE, 19709
Community: Legacy at The Preserve at Deep Creek
MLS DENC2107852 • RE/MAX Advantage Realty, Richar... • RE/MAX Advantage Realty
Springmill
![100 DAWN CT, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
MLS DENC2107936 • Patterson-Schwartz-Middletown, ... • Patterson-Schwartz-Middletown
The Ponds at Bayberry
![4534 CAGNEY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
4 beds
|3 baths
|3,025 sq ft
4534 CAGNEY LN, MIDDLETOWN, DE, 19709
Community: The Ponds at Bayberry
MLS DENC2107832 • Compass, Andrea L Harrington • Compass
The Cascades
![678 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702]()
MLS DENC2107724 • Patterson-Schwartz-Newark, Jenn... • Patterson-Schwartz-Newark
Venue at Winchelsea
![3034 IVYHOUSE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|4 baths
|2,151 sq ft
3034 IVYHOUSE LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
MLS DENC2107686 • Atlantic Five Realty, David Vas... • Atlantic Five Realty
Four Seasons at Baymont Farms
![112 AUSTRIAN PINE CT, MIDDLETOWN, DE, 19..., Middletown, DE 19709]()
3 beds
|4 baths
|2,441 sq ft
112 AUSTRIAN PINE CT, MIDDLETOWN, DE, 19...
Community: Four Seasons at Baymont Farms
MLS DENC2107688 • Delaware Homes Inc, Barbara K H... • Delaware Homes Inc
Four Seasons at Baymont Farms
![13 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709]()
3 beds
|3 baths
|1,859 sq ft
13 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Community: Four Seasons at Baymont Farms
MLS DENC2107684 • Delaware Homes Inc, Barbara K H... • Delaware Homes Inc
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Venue at Winchelsea
![3314 ROOKERY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|4 baths
|2,151 sq ft
3314 ROOKERY LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
MLS DENC2107606 • Atlantic Five Realty, David Vas... • Atlantic Five Realty
Creekside Village
![18 DRESNER CIR, UPPER CHICHESTER, PA, 19..., Upper Chichester, PA 19061]()
2 beds
|2 baths
|2,101 sq ft
|Condo
18 DRESNER CIR, UPPER CHICHESTER, PA, 19...
Community: Creekside Village
MLS PADE2119670 • Coldwell Banker Realty, Karen R... • Coldwell Banker Realty
The Ponds at Bayberry
![4200 CROSBY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
4 beds
|3 baths
|2,700 sq ft
4200 CROSBY LN, MIDDLETOWN, DE, 19709
Community: The Ponds at Bayberry
MLS DENC2106702 • Walker Realty Group, Laura Walk... • Walker Realty Group
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.
Brittany Hills
![315 CARLISLE DR, AVONDALE, PA, 19311, Avondale, PA 19311]()
MLS PACT2130306 • EXP Realty, LLC, Neil Douen • EXP Realty, LLC
Whispering Woods
![1428 WHISPERING WOODS RD, MIDDLETOWN, DE..., Middletown, DE 19709]()
2 beds
|2 baths
|1,275 sq ft
1428 WHISPERING WOODS RD, MIDDLETOWN, DE...
Community: Whispering Woods
MLS DENC2106260 • Compass, Dustin Oldfather • Compass
Four Seasons at Baymont Farms
![506 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709]()
4 beds
|4 baths
|2,525 sq ft
506 CHERRY BARK RD, MIDDLETOWN, DE, 1970...
Community: Four Seasons at Baymont Farms
MLS DENC2106630 • Keller Williams Realty, Megan A... • Keller Williams Realty
Whispering Woods
![529 CONTEMPLATION WAY, MIDDLETOWN, DE, 1..., Middletown, DE 19709]()
3 beds
|3 baths
|2,375 sq ft
529 CONTEMPLATION WAY, MIDDLETOWN, DE, 1...
Community: Whispering Woods
MLS DENC2105858 • BHHS Fox & Roach - Hockessin, E... • BHHS Fox & Roach - Hockessin
Parks Edge at Bayberry
![2817 BERNSTEIN CIR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709]()
MLS DENC2106040 • Blenheim Marketing LLC, Brittan... • Blenheim Marketing LLC
Traditions at Whitehall
![216 BALDY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|2 baths
|2,925 sq ft
216 BALDY LN, MIDDLETOWN, DE, 19709
Community: Traditions at Whitehall
MLS DENC2105896 • Patterson-Schwartz-Hockessin, J... • Patterson-Schwartz-Hockessin
Foxfield
![1666 WISTERIA WAY, GARNET VALLEY, PA, 19..., Garnet Valley, PA 19060]()
MLS PADE2118292 • Century 21 The Real Estate Stor... • Century 21 The Real Estate Store
Foxfield
![1670 HANCE LN, GARNET VALLEY, PA, 19060, Garnet Valley, PA 19060]()
MLS PADE2117152 • Compass Pennsylvania, LLC, Cass... • Compass Pennsylvania, LLC
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(302) 492-9101
Village of Fountainview
![2000 FOUNTAINVIEW CIR 2106, NEWARK, DE, ..., Newark, DE 19713]()
1 beds
|1 baths
|650 sq ft
2000 FOUNTAINVIEW CIR 2106, NEWARK, DE, ...
Community: Village of Fountainview
MLS DENC2105264 • CR Realty, Candice Santoro • CR Realty
Traditions at Inniscrone
![647 MARTIN DR, AVONDALE, PA, 19311, Avondale, PA 19311]()
3 beds
|3 baths
|1,712 sq ft
647 MARTIN DR, AVONDALE, PA, 19311
Community: Traditions at Inniscrone
MLS PACT2128258 • Beiler-Campbell Realtors-Kennet... • Beiler-Campbell Realtors-Kennett Square
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.
Frequently Asked Questions
In Bear, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in Bear has 85 homes, the largest has 140 homes, and the average communities consists of 112 homes.
No, there are no gated 55+ communities in Bear.
On average, listings in 55+ communities in Bear stay on the market for around 561 days. The average price of homes for sale in these communities is approximately $345,685, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Village of Red Lion Creek average around $370,000, while homes in Crossings at Christiana average around $321,371.
Want more information about active adult communities around Bear?
Want to learn more about 55+ communities in Bear?
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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 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: Aug 22, 2026.
This application does not include information on all of the properties available for sale at this time.
