Middletown, DE 55+ active adult communities & homes for sale - Page 2

73 homes near Middletown

Sort by:

Relevance

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

Four Seasons at Baymont F...

$400ks - $500ks

Four Seasons at Baymont F..., Middletown, DE

New Construction | Age-targeted | Built 2019 - present | 288 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

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (302) 279-7380

Ashland

$300ks - $400ks

Ashland, Smyrna, DE

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes

The Cascades

$400ks - $500ks

The Cascades, Newark, DE

New Construction | 55+ age-restricted | Built 2021 - present | 113 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

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

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.

4 rating (1 reviews)

Village of Fountainview

$100ks - $200ks

Village of Fountainview, Newark, DE

Resale Only | 55+ age-restricted | Built 2007 - 2019 | 124 homes

5 rating (1 reviews)

Springmill

$300ks - $400ks

Springmill, Middletown, DE

Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes

Riverbend

$400ks

Riverbend, New Castle, DE

New Construction | 55+ age-restricted | Built 2021 - present | 200 homes

Village of Long Creek

$400ks

Village of Long Creek, Newark, DE

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 100 homes

Whispering Woods

$300ks - $400ks

Whispering Woods, Middletown, DE

New and Resale | 55+ age-restricted | Built 2017 - present | 178 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

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (302) 279-7380

Parks Edge at Bayberry

$400ks - $600ks

Parks Edge at Bayberry, Middletown, DE

New Construction | 55+ age-restricted | Built 2022 - present | 210 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

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

Traditions at Whitehall

240 BALDY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$575,000

3 beds

2 baths

2,725 sq ft

240 BALDY LN, MIDDLETOWN, DE, 19709

Community: Traditions at Whitehall

Crossings at Christiana

238 GLADSTONE WAY, BEAR, DE, 19701, Bear, DE 19701

$325,000

2 beds

2 baths

1,400 sq ft

238 GLADSTONE WAY, BEAR, DE, 19701

Community: Crossings at Christiana

Venue at Winchelsea

3114 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709

$344,650

3 beds

2 baths

2,669 sq ft

3114 PETT LEVEL DR, MIDDLETOWN, DE, 1970...

Community: Venue at Winchelsea

Riverbend

219 HERON CIR, NEW CASTLE, DE, 19720, New Castle, DE 19720

$459,500

3 beds

3 baths

2,375 sq ft

219 HERON CIR, NEW CASTLE, DE, 19720

Community: Riverbend

The Cascades

676 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702

$495,000

2 beds

2 baths

1,764 sq ft

676 MAYFIELD FALLS DR, NEWARK, DE, 19702

Community: The Cascades

Want to learn more about 55+ communities in Middletown? 55places can help!

Questions? Call us: (302) 279-7380

Ashland

26 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977

$425,000

3 beds

3 baths

1,848 sq ft

26 CYCLOPS TRL, SMYRNA, DE, 19977

Community: Ashland

Four Seasons at Baymont Farms

114 AUSTRIAN PINE CT, MIDDLETOWN, DE, 19..., Middletown, DE 19709

$695,000

4 beds

4 baths

2,595 sq ft

114 AUSTRIAN PINE CT, MIDDLETOWN, DE, 19...

Community: Four Seasons at Baymont Farms

Legacy at The Preserve at Deep Creek

230 ANGLESEY DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$535,000

2 beds

3 baths

2,475 sq ft

230 ANGLESEY DR, MIDDLETOWN, DE, 19709

Community: Legacy at The Preserve at Deep Creek

Spring Arbor

148 GAZEBO LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$425,000

3 beds

2 baths

1,650 sq ft

148 GAZEBO LN, MIDDLETOWN, DE, 19709

Community: Spring Arbor

Springmill

304 DAY LILLY WAY, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$410,000

2 beds

2 baths

1,500 sq ft

304 DAY LILLY WAY, MIDDLETOWN, DE, 19709

Community: Springmill

Legacy at The Village of Fox Meadow

433 PIERCE RUN, NEWARK, DE, 19702, Newark, DE 19702

$395,000

3 beds

4 baths

2,625 sq ft

433 PIERCE RUN, NEWARK, DE, 19702

Community: Legacy at The Village of Fox Meadow

Traditions at Whitehall

204 BALDY LN ALRICH MODEL, MIDDLETOWN, D..., Middletown, DE 19709

$429,000

2 beds

3 baths

1,794 sq ft

204 BALDY LN ALRICH MODEL, MIDDLETOWN, D...

Community: Traditions at Whitehall

Traditions at Whitehall

314 CHAROLAIS ST ASHTON MODEL, MIDDLETOW..., Middletown, DE 19709

$460,000

2 beds

3 baths

1,794 sq ft

314 CHAROLAIS ST ASHTON MODEL, MIDDLETOW...

Community: Traditions at Whitehall

Traditions at Whitehall

204 BALDY LN ANNANDALE MODEL, MIDDLETOWN..., Middletown, DE 19709

$429,000

2 beds

3 baths

1,794 sq ft

204 BALDY LN ANNANDALE MODEL, MIDDLETOWN...

Community: Traditions at Whitehall

The Villas at The Preserve at Robinson Farms

1063 ROBINSON RD WHITFIELD PLAN, TOWNSEN..., Townsend, DE 19734

$496,900

3 beds

2 baths

2,826 sq ft

1063 ROBINSON RD WHITFIELD PLAN, TOWNSEN...

Community: The Villas at The Preserve at Robinson Farms

The Villas at The Preserve at Robinson Farms

1065 ROBINSON RD WHITFIELD RANCH PLAN, T..., Townsend, DE 19734

$475,900

3 beds

2 baths

2,449 sq ft

1065 ROBINSON RD WHITFIELD RANCH PLAN, T...

825 sq ft

Condo

3000 FOUNTAINVIEW CIR 3411, NEWARK, DE, ...

Community: Village of Fountainview

Ashland

2 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977

$429,900

2 beds

2 baths

1,612 sq ft

2 CYCLOPS TRL, SMYRNA, DE, 19977

Community: Ashland

Traditions at Whitehall

548 LONGHORN LOOP 33 CHELSEA, MIDDLETOWN..., Middletown, DE 19709

$688,893

3 beds

2 baths

2,296 sq ft

548 LONGHORN LOOP 33 CHELSEA, MIDDLETOWN...

Community: Traditions at Whitehall

The Villas at The Preserve at Robinson Farms

1027 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734

$514,173

3 beds

2,441 sq ft

204 BALDY LN BRISTOLE MODEL, MIDDLETOWN,...

1,859 sq ft

13 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...

Community: Four Seasons at Baymont Farms

1 2

Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there are no large communities, 1 medium community with 500-1000 homes, and 9 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Middletown?

The smallest 55+ communities in Middletown has 178 homes, the largest has 572 homes, and the average communities consists of 301 homes.

Are there new 55+ homes available in Middletown?

Yes, there are new 55+ homes available in Middletown. The most recent communities started in Middletown include Venue at Winchelsea, Parks Edge at Bayberry, Traditions at Whitehall. There are also 7 communities in Middletown that offer new construction homes, including The Ponds at Bayberry, Parks Edge at Bayberry, Whispering Woods.

Are there gated 55+ communities in Middletown?

Yes, there are gated 55+ communities in Middletown. Approximately 20.0% of 55+ communities in the area are gated. For instance, Four Seasons at Silver Maple is a gated communities with 299 homes, and Four Seasons at Baymont Farms is another gated communities with 288 homes.

How long do listings in 55+ communities in Middletown typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Middletown stay on the market for around 516 days. The average price of homes for sale in these communities is approximately $506,744, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in The Ponds at Bayberry average around $569,900, while homes in Parks Edge at Bayberry average around $538,900.

Want more information about active adult communities around Middletown?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Middletown?

Call us: (302) 279-7380

73 homes

Remove Boundaries ×

Map Satellite

Middletown, DE 55+ active adult communities & homes for sale - Page 2

19 communities near Middletown

73 homes near Middletown

3 beds

2 baths

2,725 sq ft

2 beds

2 baths

1,400 sq ft

3 beds

2 baths

2,669 sq ft

3 beds

3 baths

2,375 sq ft

2 beds

2 baths

1,764 sq ft

3 beds

3 baths

1,848 sq ft

4 beds

4 baths

2,595 sq ft

2 beds

3 baths

2,475 sq ft

3 beds

2 baths

1,650 sq ft

2 beds

2 baths

1,500 sq ft

3 beds

4 baths

2,625 sq ft

2 beds

3 baths

1,794 sq ft

2 beds

3 baths

1,794 sq ft

2 beds

3 baths

1,794 sq ft

3 beds

2 baths

2,826 sq ft

3 beds

2 baths

2,449 sq ft

3 beds

2 baths

2,534 sq ft

3 beds

2 baths

2,439 sq ft

3 beds

2 baths

2,004 sq ft

2 beds

2 baths

1,900 sq ft

2 beds

2 baths

825 sq ft

Condo

2 beds

2 baths

1,612 sq ft

3 beds

2 baths

2,296 sq ft

3 beds

2 baths

3 beds

2 baths

1,637 sq ft

2 beds

3 baths