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Call us at (302) 279-7380 to learn more about active adult communities in Middletown

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

19 communities near Middletown

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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
Ashland
$300ks - $400ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (302) 279-7380
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 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
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
Four Seasons at Silver Ma...
$400ks - $500ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 299 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.
Crossings at Christiana
$200ks
Crossings at Christiana, Bear, DE
Resale Only | 55+ age-restricted | Built 2003 - 2011 | 140 homes
The Cascades
$400ks - $500ks
The Cascades, Newark, DE
New Construction | 55+ age-restricted | Built 2021 - present | 113 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
The Ponds at Bayberry
$300ks - $500ks
The Ponds at Bayberry, Middletown, DE
New and Resale | 55+ age-restricted | Built 2015 - present | 572 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (302) 279-7380
Whispering Woods
$300ks - $400ks
Whispering Woods, Middletown, DE
New and Resale | 55+ age-restricted | Built 2017 - present | 178 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
Parks Edge at Bayberry
$400ks - $600ks
Parks Edge at Bayberry, Middletown, DE
New Construction | 55+ age-restricted | Built 2022 - present | 210 homes
New 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
New 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
New The Ponds at Bayberry 4007 HESTON LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$540,000

3 beds

|

2 baths

|

2,050 sq ft

|

Condo

4007 HESTON LN, MIDDLETOWN, DE, 19709
New 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
New 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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (302) 279-7380
New 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
New 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
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
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.
Ashland 45 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977
$430,000

3 beds

|

3 baths

|

1,597 sq ft

45 CYCLOPS TRL, SMYRNA, DE, 19977
Community: Ashland
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...
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
Spring Arbor 153 GAZEBO LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$415,000

2 beds

|

2 baths

|

1,632 sq ft

153 GAZEBO LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
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, ...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (302) 279-7380
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
Legacy at The Village of Fox Meadow 378 PIERCE RUN, NEWARK, DE, 19702, Newark, DE 19702
$420,000

3 beds

|

2 baths

|

1,800 sq ft

378 PIERCE RUN, NEWARK, DE, 19702
Four Seasons at Silver Maple 420 WINTERBERRY DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$595,000

3 beds

|

3 baths

|

3,100 sq ft

420 WINTERBERRY DR, MIDDLETOWN, DE, 1970...
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, ...
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.
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
Ashland 25 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977
$399,900

2 beds

|

2 baths

|

1,612 sq ft

25 CYCLOPS TRL, SMYRNA, DE, 19977
Community: Ashland
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...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (302) 279-7380
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
Parks Edge at Bayberry 3037 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$495,000

2 beds

|

2 baths

|

1,800 sq ft

3037 BARBER 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.
Ashland 7 PEGASUS LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$469,900

3 beds

|

3 baths

|

2,400 sq ft

7 PEGASUS LN, SMYRNA, DE, 19977
Community: Ashland
Four Seasons at Baymont Farms 19 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709
$577,900

3 beds

|

3 baths

|

2,378 sq ft

19 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Spring Arbor 79 LATTICE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$495,000

2 beds

|

2 baths

|

2,275 sq ft

79 LATTICE LN, MIDDLETOWN, DE, 19709
Community: Spring Arbor
The Cascades 1001 SHANNON FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$514,900

3 beds

|

2 baths

|

2,050 sq ft

1001 SHANNON FALLS DR, NEWARK, DE, 19702
Community: The Cascades
Venue at Winchelsea 2243 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$468,109

3 beds

|

3 baths

|

2,443 sq ft

2243 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
Four Seasons at Baymont Farms 15 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709
$499,900

2 beds

|

2 baths

|

1,780 sq ft

15 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Whispering Woods 1428 WHISPERING WOODS RD, MIDDLETOWN, DE..., Middletown, DE 19709
$423,000

2 beds

|

2 baths

|

1,275 sq ft

1428 WHISPERING WOODS RD, MIDDLETOWN, DE...
Community: Whispering Woods
Four Seasons at Silver Maple 137 SILVER MAPLE RD, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$485,000

3 beds

|

2 baths

|

1,625 sq ft

137 SILVER MAPLE RD, MIDDLETOWN, DE, 197...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (302) 279-7380
Four Seasons at Baymont Farms 507 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$615,000

3 beds

|

3 baths

|

2,700 sq ft

507 CHERRY BARK RD, MIDDLETOWN, DE, 1970...
Spring Arbor 264 TRELLIS LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$425,000

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.

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