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

408 homes near Middletown

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The Village at Foxfield

$300Ks - $500Ks

The Village at Foxfield, Middletown, MD

Resale Only | 55+ age-restricted | Built 2003 - 2012 | 81 homes

5 rating (1 reviews)

Leisure World® of Marylan...

$100Ks - $500Ks

Leisure World® of Marylan..., Silver Spring, MD

Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes

3.7 rating (6 reviews)

Amblebrook

$300Ks - $700Ks

Amblebrook, Gettysburg, PA

New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes

5 rating (3 reviews)

Heritage Hunt

$300Ks - $800Ks

Heritage Hunt, Gainesville, VA

Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes

2 rating (1 reviews)

Birchwood at Brambleton

$500Ks - $1Ms

Birchwood at Brambleton, Ashburn, VA

New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes

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5 rating (2 reviews)

Potomac Green

$300Ks - $900Ks

Potomac Green, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes

5 rating (31 reviews)

Lansdowne Woods of Virgin...

$200Ks - $500Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes

No reviews yet

Penn National

$300Ks - $500Ks

Penn National, Fayetteville, PA

New and Resale | Age-targeted | Built 1968 - present | 1,100 homes

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400Ks - $900Ks

Trilogy® at Lake Frederic..., Lake Frederick, VA

New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes

5 rating (1 reviews)

Regency at Dominion Valle...

$400Ks - $900Ks

Regency at Dominion Valle..., Haymarket, VA

Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 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)

Four Seasons at Historic ...

$500Ks - $600Ks

Four Seasons at Historic ..., Dumfries, VA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes

5 rating (1 reviews)

Two Rivers

$600Ks - $800Ks

Two Rivers, Odenton, MD

New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes

No reviews yet

Cameron Grove

$300Ks - $400Ks

Cameron Grove, Upper Marlboro, MD

Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes

5 rating (2 reviews)

Central Parke at Victoria...

$300Ks - $400Ks

Central Parke at Victoria..., Laurel, MD

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes

No reviews yet

The Woodlands of Urbana

$400Ks - $600Ks

The Woodlands of Urbana, Urbana, MD

New Construction | 55+ age-restricted | Built 2019 - present | 565 homes

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

Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Crestwood Village

$300Ks - $400Ks

Crestwood Village, Frederick, MD

Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes

No reviews yet

Traditions of America at ...

$400Ks - $500Ks

Traditions of America at ..., Mechanicsburg, PA

New and Resale | 55+ age-restricted | Built 2008 - present | 517 homes

No reviews yet

Carter's Mill

$400Ks - $700Ks

Carter's Mill, Haymarket, VA

New Construction | 55+ age-restricted | Built 2020 - present | 480 homes

1 rating (1 reviews)

Dunbarton

$600Ks - $600Ks

Dunbarton, Bristow, VA

Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes

No reviews yet

The Courtyards at Waverly...

$700Ks - $800Ks

The Courtyards at Waverly..., Marriottsville, MD

Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes

5 rating (1 reviews)

Carroll Vista

$300Ks - $500Ks

Carroll Vista, Taneytown, MD

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes

No reviews yet

Montebello

$600Ks - $1Ms

Montebello, Sterling, VA

New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes

No reviews yet

Cedar Ridge at Piney Orch...

$300Ks - $400Ks

Cedar Ridge at Piney Orch..., Odenton, MD

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes

No reviews yet

Village Crest

$300Ks - $300Ks

Village Crest, Ellicott City, MD

New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 homes

No reviews yet

Courtyards at Waverly Woo...

$400Ks - $700Ks

Courtyards at Waverly Woo..., Woodstock, MD

Resale Only | 55+ age-restricted | Built 2006 - 2010 | 383 homes

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

Questions? Call us: (240) 663-8229

5 rating (1 reviews)

Snowden Overlook

$600Ks - $700Ks

Snowden Overlook, Columbia, MD

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes

No reviews yet

Creek View

$100Ks - $200Ks

Creek View, Carlisle, PA

New and Resale | 55+ age-restricted | Built 2004 - present | 305 homes

No reviews yet

Longstown Village

$100Ks - $200Ks

Longstown Village, York, PA

Resale Only | Age-targeted | Built 1997 - 2000 | 304 homes

No reviews yet

Heritage at St. Charles

$400Ks - $500Ks

Heritage at St. Charles, White Plains, MD

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 300 homes

No reviews yet

The Villages At Woodholme

$400Ks - $400Ks

The Villages At Woodholme, Baltimore, MD

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes

No reviews yet

Spring Hill

$500Ks - $500Ks

Spring Hill, Lorton, VA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes

No reviews yet

The Enclave at Ellicott H...

$400Ks - $600Ks

The Enclave at Ellicott H..., Ellicott City, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 homes

No reviews yet

Regency at Ashburn

$500Ks - $700Ks

Regency at Ashburn, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes

No reviews yet

Emerald Pointe

$300Ks - $400Ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes

No reviews yet

The Crest of Alexandria

$600Ks - $1Ms

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes

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

Questions? Call us: (240) 663-8229

No reviews yet

Colonial Charles

$400Ks - $500Ks

Colonial Charles, Waldorf, MD

Resale Only | 55+ age-restricted | Built 2006 - 2018 | 240 homes

No reviews yet

River Ridge

$600Ks - $600Ks

River Ridge, Woodbridge, VA

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes

No reviews yet

Signature Club at Greenvi...

$500Ks - $600Ks

Signature Club at Greenvi..., New Market, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes

No reviews yet

Roth's Farm Village

$200Ks - $200Ks

Roth's Farm Village, Spring Grove, PA

New and Resale | 55+ age-restricted | Built 2006 - present | 224 homes

No reviews yet

Eden Brook

$300Ks - $300Ks

Eden Brook, Odenton, MD

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 224 homes

1 2 3 4

Penn National

6913 OLD COURSE RD, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222

$449,900

3 beds

3 baths

2,431 sq ft

6913 OLD COURSE RD, FAYETTEVILLE, PA, 17...

Community: Penn National

Cherry Tree

679 CYPRESS DR # 76, HANOVER, PA, 17331, Hanover, PA 17331

$334,900

3 beds

2 baths

1,568 sq ft

679 CYPRESS DR # 76, HANOVER, PA, 17331

Community: Cherry Tree

Cherry Tree

612 CYPRESS DR # 51, HANOVER, PA, 17331, Hanover, PA 17331

$339,900

3 beds

2 baths

1,568 sq ft

612 CYPRESS DR # 51, HANOVER, PA, 17331

Community: Cherry Tree

Traditions of America at Silver Spring

116 INDEPENDENCE WAY, MECHANICSBURG, PA,..., Mechanicsburg, PA 17050

$569,900

3 beds

3 baths

3,032 sq ft

Condo

116 INDEPENDENCE WAY, MECHANICSBURG, PA,...

Community: Traditions of America at Silver Spring

Country Manor

84 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$181,900

2 beds

2 baths

1,438 sq ft

84 LANTERN LN, SHIPPENSBURG, PA, 17257

Community: Country Manor

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

Questions? Call us: (240) 663-8229

Sagebrook

880 SHADOWBROOKE DR, DOVER, PA, 17315, Dover, PA 17315

$392,990

2 beds

2 baths

880 SHADOWBROOKE DR, DOVER, PA, 17315

Community: Sagebrook

Amblebrook

91 CHOKEBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$406,990

3 beds

2 baths

1,813 sq ft

91 CHOKEBERRY WAY, GETTYSBURG, PA, 17325

Community: Amblebrook

Amblebrook

73 CHOKEBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$385,990

3 beds

2 baths

1,813 sq ft

73 CHOKEBERRY WAY, GETTYSBURG, PA, 17325

Community: Amblebrook

Roth's Farm Village

1389 PLEASANT VIEW DR # 224, SPRING GROV..., Spring Grove, PA 17362

$257,500

2 beds

2 baths

1,494 sq ft

1389 PLEASANT VIEW DR # 224, SPRING GROV...

Community: Roth's Farm Village

Amblebrook

43 BONESET DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$404,900

3 beds

3 baths

2,232 sq ft

43 BONESET DR, GETTYSBURG, PA, 17325

Community: Amblebrook

Amblebrook

23 HIGHLAND VIEW LN, GETTYSBURG, PA, 173..., Gettysburg, PA 17325

$519,900

2 beds

2 baths

1,733 sq ft

23 HIGHLAND VIEW LN, GETTYSBURG, PA, 173...

Community: Amblebrook

Amblebrook

73 BONESET DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$399,900

3 beds

3 baths

2,514 sq ft

73 BONESET DR, GETTYSBURG, PA, 17325

Community: Amblebrook

Traditions of America at Silver Spring

31 PRESIDENTS DR, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050

$575,000

3 beds

3 baths

2,906 sq ft

Condo

31 PRESIDENTS DR, MECHANICSBURG, PA, 170...

Community: Traditions of America at Silver Spring

Country Manor

38 COLONIAL CT, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$96,900

3 beds

2 baths

1,152 sq ft

38 COLONIAL CT, SHIPPENSBURG, PA, 17257

Community: Country Manor

Penn National

6492 BURNING TREE TER, FAYETTEVILLE, PA,..., Fayetteville, PA 17222

$369,000

5 beds

3 baths

6492 BURNING TREE TER, FAYETTEVILLE, PA,...

Community: Penn National

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

Questions? Call us: (240) 663-8229

Penn National

6512 PULLHOOK LN, FAYETTEVILLE, PA, 1722..., Fayetteville, PA 17222

$429,900

3 beds

2 baths

2,046 sq ft

6512 PULLHOOK LN, FAYETTEVILLE, PA, 1722...

Community: Penn National

Amblebrook

395 QUIET CREEK DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$699,990

2 beds

3 baths

2,735 sq ft

395 QUIET CREEK DR, GETTYSBURG, PA, 1732...

Community: Amblebrook

Amblebrook

HOMESITE 371 RUSTIC WOOD DR, GETTYSBURG,..., Gettysburg, PA 17325

$620,990

3 beds

3 baths

2,548 sq ft

HOMESITE 371 RUSTIC WOOD DR, GETTYSBURG,...

Community: Amblebrook

Amblebrook

386 LIVELY STREAM WAY, GETTYSBURG, PA, 1..., Gettysburg, PA 17325

$498,798

3 beds

2 baths

2,057 sq ft

386 LIVELY STREAM WAY, GETTYSBURG, PA, 1...

Community: Amblebrook

Amblebrook

19 GENTLE SLOPE WAY, GETTYSBURG, PA, 173..., Gettysburg, PA 17325

$549,104

3 beds

2 baths

2,057 sq ft

19 GENTLE SLOPE WAY, GETTYSBURG, PA, 173...

Community: Amblebrook

Penn National

6337 MEDINA RIDGE DR, FAYETTEVILLE, PA, ..., Fayetteville, PA 17222

$529,500

3 beds

4 baths

3,419 sq ft

6337 MEDINA RIDGE DR, FAYETTEVILLE, PA, ...

Community: Penn National

Amblebrook

41 CONEFLOWER DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$800,000

4 beds

4 baths

4,093 sq ft

41 CONEFLOWER DR, GETTYSBURG, PA, 17325

Community: Amblebrook

Amblebrook

241 QUIET CREEK DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$659,000

2 beds

2 baths

2,110 sq ft

241 QUIET CREEK DR, GETTYSBURG, PA, 1732...

Community: Amblebrook

Traditions of America at Silver Spring

423 GENERAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050

$485,000

3 beds

2 baths

2,403 sq ft

Condo

423 GENERAL DR, MECHANICSBURG, PA, 17050

Community: Traditions of America at Silver Spring

The Preserves at Cumberland Village

40 BOBOLINK DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$499,500

3 beds

3 baths

2,633 sq ft

40 BOBOLINK DR, GETTYSBURG, PA, 17325

Community: The Preserves at Cumberland Village

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Amblebrook

79 CHOKEBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$433,990

3 beds

2 baths

1,736 sq ft

79 CHOKEBERRY WAY, GETTYSBURG, PA, 17325

Community: Amblebrook

Amblebrook

215 RUSTIC WOOD DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$710,000

3 beds

3 baths

2,971 sq ft

215 RUSTIC WOOD DR, GETTYSBURG, PA, 1732...

Community: Amblebrook

Country Manor

4 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$170,000

2 beds

2 baths

1,482 sq ft

4 LANTERN LN, SHIPPENSBURG, PA, 17257

Community: Country Manor

Amblebrook

118 NEW VISTA WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$499,900

2 beds

2 baths

1,733 sq ft

118 NEW VISTA WAY, GETTYSBURG, PA, 17325

Community: Amblebrook

Traditions of America at Silver Spring

226 LOYAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050

$544,900

3 beds

2 baths

2,312 sq ft

Condo

226 LOYAL DR, MECHANICSBURG, PA, 17050

Community: Traditions of America at Silver Spring

Penn National

6529 FAIRWAY DR, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222

$325,000

3 beds

2 baths

1,225 sq ft

6529 FAIRWAY DR, FAYETTEVILLE, PA, 17222

Community: Penn National

Penn National

6796 SAINT ANNES DR, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222

$580,000

3 beds

3 baths

2,978 sq ft

6796 SAINT ANNES DR, FAYETTEVILLE, PA, 1...

Community: Penn National

Amblebrook

301 LIVELY STREAM WAY, GETTYSBURG, PA, 1..., Gettysburg, PA 17325

$500,000

2 beds

2 baths

1,733 sq ft

301 LIVELY STREAM WAY, GETTYSBURG, PA, 1...

Community: Amblebrook

Amblebrook

45 W ASTER WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$664,000

3 beds

3 baths

2,514 sq ft

45 W ASTER WAY, GETTYSBURG, PA, 17325

Community: Amblebrook

Amblebrook

104 CHOKEBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$395,990

3 beds

2 baths

1,402 sq ft

104 CHOKEBERRY WAY, GETTYSBURG, PA, 1732...

Community: Amblebrook

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

Questions? Call us: (240) 663-8229

Amblebrook

145 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325

$379,990

2 beds

2 baths

1,483 sq ft

145 GRAND OVERLOOK DR, GETTYSBURG, PA, 1...

Community: Amblebrook

Amblebrook

142 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325

$379,990

2 beds

2 baths

1,518 sq ft

142 GRAND OVERLOOK DR, GETTYSBURG, PA, 1...

Community: Amblebrook

Birchwood at Brambleton

23671 HARDESTY TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$799,990

3 beds

4 baths

2,742 sq ft

23671 HARDESTY TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Amblebrook

129 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325

$359,990

2 beds

2 baths

129 GRAND OVERLOOK DR, GETTYSBURG, PA, 1...

Community: Amblebrook

Amblebrook

113 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325

$389,990

3 beds

4 baths

2,349 sq ft

113 GRAND OVERLOOK DR, GETTYSBURG, PA, 1...

Community: Amblebrook

1 2 3 4 5 6 7 8 9 10 11

Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there is 1 small community with less than 500 homes.

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

The smallest 55+ community in Middletown has 81 homes, the largest has 81 homes, and the average community consists of 81 homes.

Are there gated 55+ communities in Middletown?

No, there are no gated 55+ communities in Middletown.

Want more information about active adult communities around Middletown?

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408 homes near Middletown

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

124 communities near Middletown

408 homes near Middletown

3 beds

3 baths

2,431 sq ft

3 beds

2 baths

1,568 sq ft

3 beds

2 baths

1,568 sq ft

3 beds

3 baths

3,032 sq ft

Condo

2 beds

2 baths

1,438 sq ft

2 beds

2 baths

3 beds

2 baths

1,813 sq ft

3 beds

2 baths

1,813 sq ft

2 beds

2 baths

1,494 sq ft

3 beds

3 baths

2,232 sq ft

2 beds

2 baths

1,733 sq ft

3 beds

3 baths

2,514 sq ft

3 beds

3 baths

2,906 sq ft

Condo

3 beds

2 baths

1,152 sq ft

5 beds

3 baths

3 beds

2 baths

2,046 sq ft

2 beds

3 baths

2,735 sq ft

3 beds

3 baths

2,548 sq ft

3 beds

2 baths

2,057 sq ft

3 beds

2 baths

2,057 sq ft

3 beds

4 baths

3,419 sq ft

4 beds

4 baths

4,093 sq ft

2 beds

2 baths

2,110 sq ft

3 beds

2 baths

2,403 sq ft

Condo

3 beds

3 baths

2,633 sq ft

3 beds