Call us at (240) 663-8229 to learn more about active adult communities in Middletown

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

408 homes near Middletown

Sort by:

Relevance

Relevance

No reviews yet 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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
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
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) 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
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.
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
Country Manor 46 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257
$199,000

3 beds

|

2 baths

|

1,778 sq ft

46 LANTERN LN, SHIPPENSBURG, PA, 17257
Community: Country Manor
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
Spring Valley Estates 11798 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$388,900

4 beds

|

3 baths

|

2,035 sq ft

11798 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Amblebrook 342 RUSTIC WOOD DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$460,000

2 beds

|

2 baths

|

1,860 sq ft

342 RUSTIC WOOD DR, GETTYSBURG, PA, 1732...
Community: Amblebrook
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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Amblebrook 85 QUIET CREEK DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$635,000

2 beds

|

2 baths

|

2,220 sq ft

85 QUIET CREEK DR, GETTYSBURG, PA, 17325
Community: Amblebrook
Penn National 6279 OAK LEAF LN N, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222
$449,000

3 beds

|

2 baths

|

2,155 sq ft

6279 OAK LEAF LN N, FAYETTEVILLE, PA, 17...
Community: Penn National
Traditions of America at Silver Spring 80 PRESIDENTS DR, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050
$574,900

3 beds

|

3 baths

|

3,090 sq ft

80 PRESIDENTS DR, MECHANICSBURG, PA, 170...
Spring Valley Estates 11802 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$388,900

4 beds

|

3 baths

|

2,035 sq ft

11802 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Spring Valley Estates 11797 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$364,900

3 beds

|

3 baths

|

1,850 sq ft

11797 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
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.
Amblebrook 318 RUSTIC WOOD DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$499,900

2 beds

|

2 baths

|

1,860 sq ft

318 RUSTIC WOOD DR, GETTYSBURG, PA, 1732...
Community: Amblebrook
Amblebrook 125 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325
$349,990

3 beds

|

3 baths

|

1,915 sq ft

125 GRAND OVERLOOK DR, GETTYSBURG, PA, 1...
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
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
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
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Potomac Green 44497 MALTESE FALCON SQ, ASHBURN, VA, 20..., Ashburn, VA 20147
$715,000

3 beds

|

3 baths

|

2,118 sq ft

44497 MALTESE FALCON SQ, ASHBURN, VA, 20...
Community: Potomac Green
New Trilogy® at Lake Frederick 112 FLYCATCHER WAY, LAKE FREDERICK, VA, ..., Lake Frederick, VA 22630
$645,500

3 beds

|

3 baths

|

2,745 sq ft

112 FLYCATCHER WAY, LAKE FREDERICK, VA, ...
Potomac Green 20640 HOPE SPRING TER 203, ASHBURN, VA, ..., Ashburn, VA 20147
$439,000

2 beds

|

2 baths

|

1,347 sq ft

|

Condo

20640 HOPE SPRING TER 203, ASHBURN, VA, ...
Community: Potomac Green
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER UNIT 401, LEESBU..., Leesburg, VA 20176
$464,000

3 beds

|

2 baths

|

1,534 sq ft

|

Condo

19365 CYPRESS RIDGE TER UNIT 401, LEESBU...
Trilogy® at Lake Frederick 135 BURKWOOD TER, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630
$419,999

3 beds

|

4 baths

|

2,332 sq ft

135 BURKWOOD TER, LAKE FREDERICK, VA, 22...
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.
New Birchwood at Brambleton 42874 FIREFLY SONATA TER APT 107, ASHBUR..., Ashburn, VA 20148
$519,000

2 beds

|

2 baths

|

1,268 sq ft

|

Condo

42874 FIREFLY SONATA TER APT 107, ASHBUR...
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER UNIT 921, LEESBU..., Leesburg, VA 20176
$479,000

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

19355 CYPRESS RIDGE TER UNIT 921, LEESBU...
Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 1117, LEESBURG, ..., Leesburg, VA 20176
$450,000

2 beds

|

2 baths

|

1,380 sq ft

|

Condo

19375 CYPRESS RIDGE TER 1117, LEESBURG, ...
Lexington 7 44490 COALPORT TER, ASHBURN, VA, 20147, Ashburn, VA 20147
$964,990

4 beds

|

4 baths

|

4,109 sq ft

44490 COALPORT TER, ASHBURN, VA, 20147
Community: Lexington 7
Lexington Square 44490 COALPORT TER, ASHBURN, VA, 20147, Ashburn, VA 20147
$964,990

4 beds

|

4 baths

|

4,109 sq ft

44490 COALPORT TER, ASHBURN, VA, 20147
Community: Lexington Square
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 212, LEESBURG, V..., Leesburg, VA 20176
$449,000

3 beds

|

2 baths

|

1,475 sq ft

|

Condo

19375 CYPRESS RIDGE TER 212, LEESBURG, V...
Potomac Green 20610 HOPE SPRING TER 205, ASHBURN, VA, ..., Ashburn, VA 20147
$525,000

2 beds

|

2 baths

|

1,632 sq ft

|

Condo

20610 HOPE SPRING TER 205, ASHBURN, VA, ...
Community: Potomac Green
Trilogy® at Lake Frederick 112 VICEROY WAY, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630
$709,000

3 beds

|

3 baths

|

3,564 sq ft

112 VICEROY WAY, LAKE FREDERICK, VA, 226...
Birchwood at Brambleton 23640 BOLTON CRESCENT TER # 13-305, ASHB..., Ashburn, VA 20148
$699,990

3 beds

|

2 baths

|

1,969 sq ft

|

Condo

23640 BOLTON CRESCENT TER # 13-305, ASHB...
Birchwood at Brambleton 23640 BOLTON CRESCENT TER # 13-303, ASHB..., Ashburn, VA 20148
$699,990

3 beds

|

2 baths

|

2,053 sq ft

|

Condo

23640 BOLTON CRESCENT TER # 13-303, ASHB...
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.
Four Seasons at Historic Virginia 3704 CHAPMAN MILL TRL, DUMFRIES, VA, 220..., Dumfries, VA 22025
$600,000

3 beds

|

2 baths

|

1,986 sq ft

3704 CHAPMAN MILL TRL, DUMFRIES, VA, 220...
Potomac Green 20449 ROSSES POINT CT, ASHBURN, VA, 2014..., Ashburn, VA 20147
$875,000

3 beds

|

3 baths

|

2,452 sq ft

20449 ROSSES POINT CT, ASHBURN, VA, 2014...
Community: Potomac Green
The Crest of Alexandria 7922 ASHLAND DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315
$1,100,000

4 beds

|

5 baths

|

3,607 sq ft

7922 ASHLAND DR, ALEXANDRIA, VA, 22315
Heritage Hunt 13736 CHARISMATIC WAY, GAINESVILLE, VA, ..., Gainesville, VA 20155
$900,000

3 beds

|

4 baths

|

4,257 sq ft

13736 CHARISMATIC WAY, GAINESVILLE, VA, ...
Community: Heritage Hunt
Montebello 46410 BLACKROCK SUMMIT TER, STERLING, VA..., Sterling, VA 20164
$799,999

3 beds

|

3 baths

|

2,521 sq ft

46410 BLACKROCK SUMMIT TER, STERLING, VA...
Community: Montebello
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Heritage Hunt 13891 CHELMSFORD DR APT 201, GAINESVILLE..., Gainesville, VA 20155
$380,000

2 beds

|

2 baths

|

1,206 sq ft

|

Condo

13891 CHELMSFORD DR APT 201, GAINESVILLE...
Community: Heritage Hunt
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 903, LEESBURG, V..., Leesburg, VA 20176
$449,000

2 beds

|

2 baths

|

1,251 sq ft

|

Condo

19355 CYPRESS RIDGE TER 903, LEESBURG, V...
The Crest of Alexandria 6107 FAIRVIEW FARM DR 306, ALEXANDRIA, V..., Alexandria, VA 22315
$649,000

2 beds

|

2 baths

|

1,519 sq ft

|

Condo

6107 FAIRVIEW FARM DR 306, ALEXANDRIA, V...
Trilogy® at Lake Frederick 103 TITMOUSE CT, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630
$849,000

4 beds

|

4 baths

|

4,474 sq ft

103 TITMOUSE CT, LAKE FREDERICK, VA, 226...
Trilogy® at Lake Frederick 105 HARVESTER DR, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630
$809,900

5 beds

|

5 baths

|

5,420 sq ft

105 HARVESTER DR, LAKE FREDERICK, VA, 22...

Frequently Asked Questions


Want more information about active adult communities around Middletown?

Global - Lead Form - Buyer or Renter

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

408 homes near Middletown
Remove Boundaries ×
Map Satellite

Want to learn more about 55+ communities in Middletown?

Call us: (240) 663-8229

Call Us Call Us
Scroll to Top