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Bear, DE 55+ active adult communities & homes for sale
31 communities near Bear
79 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
|
144 homes
$800ks
- $1Ms
Columbia Place, Wilmington, DE
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
61 homes
$400ks
- $600ks
Venue at Winchelsea, Middletown, DE
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
336 homes
$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
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317 homes
$100ks
- $400ks
Creekside Village, Boothwyn, PA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2018
|
346 homes
$200ks
Crossings at Christiana, Bear, DE
Resale Only
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55+ age-restricted
|
Built 2003 - 2011
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140 homes
5 rating (1 reviews)
![Springmill]()
$300ks
- $400ks
Springmill, Middletown, DE
Resale Only
|
55+ age-restricted
|
Built 2000 - 2007
|
362 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
- $500ks
The Cascades, Newark, DE
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
113 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.
4 rating (1 reviews)
![Village of Fountainview]()
$100ks
- $200ks
Village of Fountainview, Newark, DE
Resale Only
|
55+ age-restricted
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Built 2007 - 2019
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124 homes
$400ks
- $600ks
Parks Edge at Bayberry, Middletown, DE
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
210 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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$300ks
- $400ks
Whispering Woods, Middletown, DE
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
178 homes
1 rating (1 reviews)
![Brittany Hills]()
$300ks
- $400ks
Brittany Hills, Avondale, PA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2007
|
126 homes
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$300ks
- $400ks
Harlow Pointe, Landenberg, PA
Resale Only
|
55+ age-restricted
|
Built 2015 - 2020
|
42 homes
$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.
$400ks
The Parke at Foulkstone, Wilmington, DE
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
31 homes
$400ks
- $500ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only
|
55+ age-restricted
|
Built 2011 - 2017
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299 homes
$300ks
- $500ks
The Ponds at Bayberry, Middletown, DE
New and Resale
|
55+ age-restricted
|
Built 2015 - present
|
572 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.
$400ks
- $500ks
Legacy at The Preserve at..., Middletown, DE
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
205 homes
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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
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194 homes
$400ks
- $500ks
The Village of Rocky Run, Wilmington, DE
Resale Only
|
55+ age-restricted
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Built 1999 - 2004
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96 homes
$500ks
Milltown Village, Wilmington, DE
Resale Only
|
55+ age-restricted
|
Built 2008 - 2017
|
115 homes
$400ks
Village of Long Creek, Newark, DE
Resale Only
|
55+ age-restricted
|
Built 2007 - 2016
|
100 homes
Want to learn more about 55+ rental communities in Bear?
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Questions? Call us:
(302) 492-9101
Download the Ultimate 55+ Homebuying Guide
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$200ks
- $300ks
Village of Red Lion Creek, Bear, DE
Resale Only
|
55+ age-restricted
|
Built 2002 - 2005
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85 homes
$300ks
- $400ks
Little Falls Village, Wilmington, DE
Resale Only
|
55+ age-restricted
|
Built 2001 - 2004
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107 homes
$400ks
Traditions at Inniscrone, Avondale, PA
Resale Only
|
55+ age-restricted
|
Built 2000 - 2013
|
167 homes
$200ks
- $300ks
Villages at Penn Ridge, West Grove, PA
Resale Only
|
55+ age-restricted
|
Built 1999 - 2004
|
184 homes
Want to learn more about 55+ communities in Bear?
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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.
New
Venue at Winchelsea
![2212 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709]()
3 beds
|3 baths
|3,397 sq ft
2212 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
MLS DENC2100434 • Atlantic Five Realty, David Vas...
New
Village of Fountainview
![3000 FOUNTAINVIEW CIR 3203, NEWARK, DE, ..., Newark, DE 19713]()
2 beds
|2 baths
|1,025 sq ft
|Condo
3000 FOUNTAINVIEW CIR 3203, NEWARK, DE, ...
Community: Village of Fountainview
MLS DENC2100414 • RE/MAX Edge, Jonathan J Park
New
Crossings at Christiana
![458 SWEETMAN DR, BEAR, DE, 19701, Bear, DE 19701]()
MLS DENC2100338 • Patterson-Schwartz-Hockessin, S...
Venue at Winchelsea
![3510 PIPEWELL LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|4 baths
|3,397 sq ft
3510 PIPEWELL LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
MLS DENC2100046 • Atlantic Five Realty, David Vas...
Springmill
![27 SPRINGMILL DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
MLS DENC2099804 • Long & Foster Real Estate, Inc....
Want to learn more about 55+ communities in Bear?
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Questions? Call us:
(302) 492-9101
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Foxfield
![3531 DOGWOOD DR, GARNET VALLEY, PA, 1906..., Garnet Valley, PA 19060]()
MLS PADE2111274 • Keller Williams Real Estate - M...
Columbia Place
![1307 COULEE WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803]()
3 beds
|4 baths
|2,800 sq ft
|Condo
1307 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
MLS DENC2099660 • RE/MAX Associates-Wilmington, B...
Columbia Place
![1305 COULEE WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803]()
3 beds
|4 baths
|2,800 sq ft
|Condo
1305 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
MLS DENC2099656 • RE/MAX Associates-Wilmington, B...
Springmill
![12 SPRINGMILL DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
MLS DENC2099632 • Patterson-Schwartz-Hockessin, D...
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.
Parks Edge at Bayberry
![3037 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
2 beds
|2 baths
|1,800 sq ft
3037 BARBER LN, MIDDLETOWN, DE, 19709
Community: Parks Edge at Bayberry
MLS DENC2099428 • Keller Williams Realty, Megan A...
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.
Harlow Pointe
![139 HARLOW POINTE CT, LANDENBERG, PA, 19..., Landenberg, PA 19350]()
MLS PACT2120444 • Patterson-Schwartz - Greenville...
The Parke at Foulkstone
![268 JAMESON WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803]()
2 beds
|3 baths
|1,935 sq ft
|Condo
268 JAMESON WAY, WILMINGTON, DE, 19803
Community: The Parke at Foulkstone
MLS DENC2099316 • Century 21 The Real Estate Stor...
Village of Long Creek
![55 DEVALINDER DR, NEWARK, DE, 19702, Newark, DE 19702]()
MLS DENC2098756 • RE/MAX Associates - Newark, Gai...
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Legacy at The Village of Fox Meadow
![218 ANITA CT, NEWARK, DE, 19702, Newark, DE 19702]()
3 beds
|3 baths
|2,025 sq ft
218 ANITA CT, NEWARK, DE, 19702
Community: Legacy at The Village of Fox Meadow
MLS DENC2099220 • BHHS Fox & Roach-Christiana, Pa...
Four Seasons at Baymont Farms
![19 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709]()
3 beds
|3 baths
|2,378 sq ft
19 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Community: Four Seasons at Baymont Farms
MLS DENC2099176 • Delaware Homes Inc, Barbara K H...
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Spring Arbor
![79 LATTICE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
MLS DENC2099100 • Keller Williams Realty, Renee E...
Foxfield
![5217 POPLAR ST, GARNET VALLEY, PA, 19060, Garnet Valley, PA 19060]()
MLS PADE2110672 • CG Realty, LLC, Joseph Anthony ...
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
![1001 SHANNON FALLS DR, NEWARK, DE, 19702, Newark, DE 19702]()
MLS DENC2099028 • EXP Realty, LLC, Scott Deputy
Venue at Winchelsea
![2243 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709]()
3 beds
|3 baths
|2,443 sq ft
2243 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
MLS DENC2099004 • Atlantic Five Realty, David Vas...
Four Seasons at Baymont Farms
![15 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709]()
2 beds
|2 baths
|1,780 sq ft
15 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Community: Four Seasons at Baymont Farms
MLS DENC2098894 • Delaware Homes Inc, Barbara K H...
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
![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 DENC2098814 • Thyme Real Estate Co LLC, Ruby ...
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Four Seasons at Silver Maple
![137 SILVER MAPLE RD, MIDDLETOWN, DE, 197..., Middletown, DE 19709]()
3 beds
|2 baths
|1,625 sq ft
137 SILVER MAPLE RD, MIDDLETOWN, DE, 197...
Community: Four Seasons at Silver Maple
MLS DENC2098642 • Patterson-Schwartz-Hockessin, S...
Four Seasons at Baymont Farms
![507 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709]()
3 beds
|3 baths
|2,700 sq ft
507 CHERRY BARK RD, MIDDLETOWN, DE, 1970...
Community: Four Seasons at Baymont Farms
MLS DENC2098450 • Keller Williams Realty, Megan A...
Traditions at Inniscrone
![101 DYLAN CIR, AVONDALE, PA, 19311, Avondale, PA 19311]()
3 beds
|3 baths
|3,098 sq ft
101 DYLAN CIR, AVONDALE, PA, 19311
Community: Traditions at Inniscrone
MLS PACT2119404 • RE/MAX Town & Country, Patricia...
Four Seasons at Baymont Farms
![505 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709]()
3 beds
|3 baths
|2,650 sq ft
505 CHERRY BARK RD, MIDDLETOWN, DE, 1970...
Community: Four Seasons at Baymont Farms
MLS DENC2098486 • Patterson-Schwartz Real Estate,...
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Traditions at Inniscrone
![604 MARTIN DR, AVONDALE, PA, 19311, Avondale, PA 19311]()
3 beds
|4 baths
|2,572 sq ft
604 MARTIN DR, AVONDALE, PA, 19311
Community: Traditions at Inniscrone
MLS PACT2119334 • Coldwell Banker Realty, Lee Ann...
Spring Arbor
![264 TRELLIS LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
MLS DENC2098306 • BHHS Fox & Roach - Hockessin, S...
Columbia Place
![1302 COULEE WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803]()
3 beds
|4 baths
|2,800 sq ft
|Condo
1302 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
MLS DENC2098252 • RE/MAX Associates-Wilmington, B...
Traditions at Whitehall
![240 BALDY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|2 baths
|2,725 sq ft
240 BALDY LN, MIDDLETOWN, DE, 19709
Community: Traditions at Whitehall
MLS DENC2097830 • BHHS Fox & Roach-Greenville, Br...
Crossings at Christiana
![238 GLADSTONE WAY, BEAR, DE, 19701, Bear, DE 19701]()
2 beds
|2 baths
|1,400 sq ft
238 GLADSTONE WAY, BEAR, DE, 19701
Community: Crossings at Christiana
MLS DENC2097914 • Montchanin Realty Group, Alan L...
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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.
The Ponds at Bayberry
![4533 CAGNEY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
4 beds
|3 baths
|3,375 sq ft
4533 CAGNEY LN, MIDDLETOWN, DE, 19709
Community: The Ponds at Bayberry
MLS DENC2097668 • Keller Williams Realty, Megan A...
Parks Edge at Bayberry
![3016 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
2 beds
|2 baths
|1,866 sq ft
3016 BARBER LN, MIDDLETOWN, DE, 19709
Community: Parks Edge at Bayberry
MLS DENC2098048 • Patterson-Schwartz-Middletown, ...
Venue at Winchelsea
![2311 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709]()
3 beds
|3 baths
|2,443 sq ft
2311 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
MLS DENC2097802 • Atlantic Five Realty, David Vas...
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 Villas at The Preserve at Robinson Farms
![929 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734]()
3 beds
|4 baths
|4,607 sq ft
929 ROBINSON RD, TOWNSEND, DE, 19734
Community: The Villas at The Preserve at Robinson Farms
MLS DENC2097602 • Crown Homes Real Estate, Melvin...
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Creekside Village
![4000 VILLAGE WAY 102 VLG 4102, UPPER CHI..., Upper Chichester, PA 19061]()
2 beds
|2 baths
|1,250 sq ft
|Condo
4000 VILLAGE WAY 102 VLG 4102, UPPER CHI...
Community: Creekside Village
MLS PADE2108008 • Enliven Real Estate, LLC, Edwar...
The Cascades
![676 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702]()
MLS DENC2097476 • Patterson-Schwartz-Newark, Jenn...
Brittany Hills
![336 CARLISLE DR, AVONDALE, PA, 19311, Avondale, PA 19311]()
MLS PACT2117692 • Weichert, Realtors - Cornerston...
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Crossings at Christiana
![244 GLADSTONE WAY, BEAR, DE, 19701, Bear, DE 19701]()
2 beds
|2 baths
|1,400 sq ft
244 GLADSTONE WAY, BEAR, DE, 19701
Community: Crossings at Christiana
MLS DENC2097394 • Patterson-Schwartz-Newark, Lind...
Creekside Village
![6000 VILLAGE WAY 6205, UPPER CHICHESTER,..., Upper Chichester, PA 19061]()
2 beds
|2 baths
|1,143 sq ft
|Condo
6000 VILLAGE WAY 6205, UPPER CHICHESTER,...
Community: Creekside Village
MLS PADE2108094 • C-21 Executive Group, Joseph Ma...
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 470 days. The average price of homes for sale in these communities is approximately $345,000, 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 $320,000.
Want more information about active adult communities around 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: Apr 09, 2026.
This application does not include information on all of the properties available for sale at this time.
