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

401 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...

<$100k - $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

$400Ks - $900Ks

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...

$300Ks - $500Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

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

No reviews yet

Penn National

$200Ks - $800Ks

Penn National, Fayetteville, PA

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

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400Ks - $800Ks

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 - $800Ks

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

$700Ks - $800Ks

Two Rivers, Odenton, MD

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

No reviews yet

Cameron Grove

$300Ks - $500Ks

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 - $900Ks

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 - $300Ks

Crestwood Village, Frederick, MD

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

No reviews yet

Traditions of America at ...

$500Ks - $500Ks

Traditions of America at ..., Mechanicsburg, PA

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 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...

$600Ks - $600Ks

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

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

Montebello

$600Ks - $1Ms

Montebello, Sterling, VA

New and Resale | 55+ age-restricted | Built 2022 - present | 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 - $400Ks

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 - $600Ks

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 - $500Ks

The Villages At Woodholme, Baltimore, MD

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

No reviews yet

Spring Hill

$500Ks - $800Ks

Spring Hill, Lorton, VA

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

No reviews yet

The Enclave at Ellicott H...

$400Ks - $400Ks

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

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

No reviews yet

Regency at Ashburn

$600Ks - $600Ks

Regency at Ashburn, Ashburn, VA

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

No reviews yet

The Crest of Alexandria

$900Ks - $1Ms

The Crest of Alexandria, Alexandria, VA

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

No reviews yet

Emerald Pointe

$300Ks - $400Ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - 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

Eden Brook

$300Ks - $300Ks

Eden Brook, Odenton, MD

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

1 2 3...4

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

18 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$198,500

3 beds

2 baths

1,424 sq ft

18 LANTERN LN, SHIPPENSBURG, PA, 17257

Community: Country Manor

Blue Ridge

3032 LORELAI DR, HARRISBURG, PA, 17110, Harrisburg, PA 17110

$409,900

3 beds

3 baths

1,784 sq ft

3032 LORELAI DR, HARRISBURG, PA, 17110

Community: Blue Ridge

Amblebrook

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

$377,740

2 beds

2 baths

1,518 sq ft

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

Community: Amblebrook

Amblebrook

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

$382,290

2 beds

2 baths

1,483 sq ft

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

Community: Amblebrook

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Questions? Call us: (240) 663-8229

Amblebrook

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

$349,990

3 beds

3 baths

1,915 sq ft

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

Community: Amblebrook

Amblebrook

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

$759,900

3 beds

4 baths

3,373 sq ft

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

Community: Amblebrook

Penn National

6279 OAK LEAF LN N, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222

$439,900

3 beds

2 baths

2,155 sq ft

6279 OAK LEAF LN N, FAYETTEVILLE, PA, 17...

Community: Penn National

Penn National

6963 OLD COURSE RD, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222

$424,900

3 beds

2 baths

1,860 sq ft

6963 OLD COURSE RD, FAYETTEVILLE, PA, 17...

Community: Penn National

Penn National

5860 FAIRWAY DR W APT 4, FAYETTEVILLE, P..., Fayetteville, PA 17222

$227,000

2 beds

2 baths

1,598 sq ft

Condo

5860 FAIRWAY DR W APT 4, FAYETTEVILLE, P...

Community: Penn National

Penn National

6126 WINGED FOOT CT, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222

$334,900

4 beds

3 baths

1,944 sq ft

6126 WINGED FOOT CT, FAYETTEVILLE, PA, 1...

Community: Penn National

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

Amblebrook

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

$539,900

2 beds

2 baths

1,968 sq ft

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

Community: Amblebrook

Country Manor

22 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$175,000

2 beds

2 baths

1,421 sq ft

22 LANTERN LN, SHIPPENSBURG, PA, 17257

Community: Country Manor

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

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

Questions? Call us: (240) 663-8229

Penn National

6945 AUGUSTA NATIONAL, FAYETTEVILLE, PA,..., Fayetteville, PA 17222

$425,000

3 beds

4 baths

2,055 sq ft

6945 AUGUSTA NATIONAL, FAYETTEVILLE, PA,...

Community: Penn National

Penn National

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

$424,900

3 beds

2 baths

2,046 sq ft

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

Community: Penn National

Amblebrook

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

$405,990

3 beds

2 baths

1,736 sq ft

79 CHOKEBERRY WAY, GETTYSBURG, PA, 17325

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

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

$769,000

2 beds

3 baths

3,024 sq ft

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

Community: Amblebrook

Penn National

6357 9TH VW, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222

$339,900

3 beds

2 baths

1,958 sq ft

Condo

6357 9TH VW, FAYETTEVILLE, PA, 17222

Community: Penn National

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

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

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

Questions? Call us: (240) 663-8229

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

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

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

Amblebrook

59 BIRDSEYE LN, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$519,436

4 beds

3 baths

2,637 sq ft

59 BIRDSEYE LN, GETTYSBURG, PA, 17325

Community: Amblebrook

Amblebrook

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

$522,990

3 beds

4 baths

2,181 sq ft

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

Community: Amblebrook

Amblebrook

11 ROCKY GREEN LN, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$432,990

2 beds

2 baths

1,370 sq ft

11 ROCKY GREEN LN, GETTYSBURG, PA, 17325

Community: Amblebrook

Creek View

118 GLENRIDGE DR, CARLISLE, PA, 17015, Carlisle, PA 17015

$269,710

2 beds

2 baths

1,408 sq ft

118 GLENRIDGE DR, CARLISLE, PA, 17015

Community: Creek View

New Village Crest

8245 STONE CROP DR R, ELLICOTT CITY, MD,..., Ellicott City, MD 21043

$400,000

2 beds

2 baths

1,574 sq ft

Condo

8245 STONE CROP DR R, ELLICOTT CITY, MD,...

Community: Village Crest

CobbleStone Estates

9616 COBBLE STONE CT, HAGERSTOWN, MD, 21..., Hagerstown, MD 21740

$425,000

2 beds

2 baths

1,561 sq ft

9616 COBBLE STONE CT, HAGERSTOWN, MD, 21...

Community: CobbleStone Estates

Nells Acres

6514 RIDENOUR WAY 2A, ELDERSBURG, MD, 21..., Eldersburg, MD 21784

$285,000

2 beds

2 baths

Condo

6514 RIDENOUR WAY 2A, ELDERSBURG, MD, 21...

Community: Nells Acres

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

Questions? Call us: (240) 663-8229

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-116, SILVER ..., Silver Spring, MD 20906

$219,000

2 beds

2 baths

1,115 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-116, SILVER ...

Community: Leisure World® of Maryland

The Woodlands of Urbana

9321 SORREL LN, FREDERICK, MD, 21704, Frederick, MD 21704

$615,000

3 beds

3 baths

2,277 sq ft

9321 SORREL LN, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Courtyards at Waverly Woods East

11054 CHAMBERS CT 126, WOODSTOCK, MD, 21..., Woodstock, MD 21163

$775,000

3 beds

3 baths

3,048 sq ft

Condo

11054 CHAMBERS CT 126, WOODSTOCK, MD, 21...

Community: Courtyards at Waverly Woods East

Leisure World® of Maryland

15115 INTERLACHEN DR 3-625, SILVER SPRIN..., Silver Spring, MD 20906

$182,500

1 beds

1 baths

945 sq ft

Condo

15115 INTERLACHEN DR 3-625, SILVER SPRIN...

Community: Leisure World® of Maryland

New Carroll Vista

405 CLUBSIDE DR # 303, TANEYTOWN, MD, 21..., Taneytown, MD 21787

$399,000

3 beds

3 baths

1,697 sq ft

Condo

405 CLUBSIDE DR # 303, TANEYTOWN, MD, 21...

Community: Carroll Vista

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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.

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401 homes near Middletown

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

125 communities near Middletown

401 homes near Middletown

3 beds

3 baths

2,971 sq ft

3 beds

2 baths

1,424 sq ft

3 beds

3 baths

1,784 sq ft

2 beds

2 baths

1,518 sq ft

2 beds

2 baths

1,483 sq ft

3 beds

3 baths

1,915 sq ft

3 beds

4 baths

3,373 sq ft

3 beds

2 baths

2,155 sq ft

3 beds

2 baths

1,860 sq ft

2 beds

2 baths

1,598 sq ft

Condo

4 beds

3 baths

1,944 sq ft

3 beds

3 baths

2,633 sq ft

2 beds

2 baths

1,968 sq ft

2 beds

2 baths

1,421 sq ft

2 beds

2 baths

1,733 sq ft

3 beds

4 baths

2,055 sq ft

3 beds

2 baths

2,046 sq ft

3 beds

2 baths

1,736 sq ft

2 beds

2 baths

1,482 sq ft

2 beds

3 baths

3,024 sq ft

3 beds

2 baths

1,958 sq ft

Condo

2 beds

2 baths

3 beds

2 baths

1,813 sq ft

3 beds

2 baths

1,813 sq ft

3 beds

2 baths

2,057 sq ft

4 beds