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

408 homes near Middletown

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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
Trilogy® at Lake Frederick 116 GROSBEAK CT, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630
$589,900

2 beds

|

2 baths

|

2,047 sq ft

116 GROSBEAK CT, LAKE FREDERICK, VA, 226...
Birchwood at Brambleton 42791 MACBETH TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$855,000

3 beds

|

3 baths

|

3,026 sq ft

42791 MACBETH TER, ASHBURN, VA, 20148
Vistas at Lansdowne 19400 LANSDOWNE WOODS BLVD 110, LEESBURG..., Leesburg, VA 20176
$550,000

2 beds

|

2 baths

|

1,680 sq ft

|

Condo

19400 LANSDOWNE WOODS BLVD 110, LEESBURG...
Community: Vistas at Lansdowne
Abrams Chase 112 AMBERFIELD CT, WINCHESTER, VA, 22602, Winchester, VA 22602
$499,500

2 beds

|

2 baths

|

1,609 sq ft

112 AMBERFIELD CT, WINCHESTER, VA, 22602
Community: Abrams Chase
Trilogy® at Lake Frederick 142 RUFFED GROUSE CT, LAKE FREDERICK, VA..., Lake Frederick, VA 22630
$750,000

3 beds

|

3 baths

|

2,937 sq ft

142 RUFFED GROUSE CT, LAKE FREDERICK, VA...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Heritage Hunt 5943 AFFIRMED PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155
$639,900

3 beds

|

3 baths

|

2,335 sq ft

5943 AFFIRMED PL, GAINESVILLE, VA, 20155
Community: Heritage Hunt
Potomac Green 44390 CEDAR HEIGHTS DR, ASHBURN, VA, 201..., Ashburn, VA 20147
$869,000

3 beds

|

3 baths

|

2,683 sq ft

44390 CEDAR HEIGHTS DR, ASHBURN, VA, 201...
Community: Potomac Green
Saintsbury Plaza 2903 SAINTSBURY PLZ APT 302, FAIRFAX, VA..., Fairfax, VA 22031
$572,000

3 beds

|

3 baths

|

1,586 sq ft

|

Condo

2903 SAINTSBURY PLZ APT 302, FAIRFAX, VA...
Community: Saintsbury Plaza
New Lexington Square 44478 COALPORT TER, ASHBURN, VA, 20147, Ashburn, VA 20147
$999,296

4 beds

|

4 baths

|

4,009 sq ft

44478 COALPORT TER, ASHBURN, VA, 20147
Community: Lexington Square
New Lexington 7 44478 COALPORT TER, ASHBURN, VA, 20147, Ashburn, VA 20147
$999,296

4 beds

|

4 baths

|

4,009 sq ft

44478 COALPORT TER, ASHBURN, VA, 20147
Community: Lexington 7
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.
The Retreat at Poland Hill 43441 BETTYS FARM DR, CHANTILLY, VA, 201..., Chantilly, VA 20152
$974,950

4 beds

|

4 baths

|

3,553 sq ft

43441 BETTYS FARM DR, CHANTILLY, VA, 201...
Potomac Green 44516 BLUERIDGE MEADOWS DR, ASHBURN, VA,..., Ashburn, VA 20147
$903,000

3 beds

|

3 baths

|

2,703 sq ft

44516 BLUERIDGE MEADOWS DR, ASHBURN, VA,...
Community: Potomac Green
Belmont Bay 680 WATERMANS DR APT 301, WOODBRIDGE, VA..., Woodbridge, VA 22191
$384,500

1 beds

|

2 baths

|

1,215 sq ft

|

Condo

680 WATERMANS DR APT 301, WOODBRIDGE, VA...
Community: Belmont Bay
Trilogy® at Lake Frederick 102 PHACELIA WAY, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630
$415,000

3 beds

|

4 baths

|

2,200 sq ft

102 PHACELIA WAY, LAKE FREDERICK, VA, 22...
Four Seasons at Historic Virginia 17275 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025
$599,900

3 beds

|

2 baths

|

2,551 sq ft

17275 FOUR SEASONS DR, DUMFRIES, VA, 220...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Trilogy® at Lake Frederick 118 MILKWEED DR, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630
$494,900

2 beds

|

2 baths

|

1,632 sq ft

118 MILKWEED DR, LAKE FREDERICK, VA, 226...
Heritage Hunt 13404 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$875,000

4 beds

|

4 baths

|

4,069 sq ft

13404 FIELDSTONE WAY, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Heritage Hunt 6848 TRED AVON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155
$749,000

3 beds

|

3 baths

|

2,520 sq ft

6848 TRED AVON PL, GAINESVILLE, VA, 2015...
Community: Heritage Hunt
Montebello 46394 ROSE RIVER TER, STERLING, VA, 2016..., Sterling, VA 20164
$774,900

2 beds

|

2 baths

|

1,688 sq ft

46394 ROSE RIVER TER, STERLING, VA, 2016...
Community: Montebello
Four Seasons at Historic Virginia 16453 SPARKLING BROOK LOOP, DUMFRIES, VA..., Dumfries, VA 22025
$649,900

3 beds

|

3 baths

|

2,468 sq ft

16453 SPARKLING BROOK LOOP, DUMFRIES, VA...
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.
Heritage Hunt 13882 CINCH LN, GAINESVILLE, VA, 20155, Gainesville, VA 20155
$835,000

3 beds

|

4 baths

|

3,192 sq ft

13882 CINCH LN, GAINESVILLE, VA, 20155
Community: Heritage Hunt
Liberty Grove 8600 LIBERTY TRL UNIT 303, MANASSAS, VA,..., Manassas, VA 20110
$370,000

2 beds

|

3 baths

|

1,743 sq ft

|

Condo

8600 LIBERTY TRL UNIT 303, MANASSAS, VA,...
Community: Liberty Grove
Potomac Green 20559 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147
$880,000

3 beds

|

3 baths

|

2,267 sq ft

20559 CRESCENT POINTE PL, ASHBURN, VA, 2...
Community: Potomac Green
Heritage Hunt 13890 CHELMSFORD DR APT 313, GAINESVILLE..., Gainesville, VA 20155
$369,900

2 beds

|

2 baths

|

1,206 sq ft

|

Condo

13890 CHELMSFORD DR APT 313, GAINESVILLE...
Community: Heritage Hunt
New Potomac Green 44357 OAKMONT MANOR SQ, ASHBURN, VA, 201..., Ashburn, VA 20147
$675,000

3 beds

|

3 baths

|

2,060 sq ft

44357 OAKMONT MANOR SQ, ASHBURN, VA, 201...
Community: Potomac Green
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Gatherings at Wellington 9204 CHARLESTON DR 201, MANASSAS, VA, 20..., Manassas, VA 20110
$369,900

2 beds

|

2 baths

|

1,417 sq ft

|

Condo

9204 CHARLESTON DR 201, MANASSAS, VA, 20...
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 521, LEESBURG, V..., Leesburg, VA 20176
$475,000

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

19355 CYPRESS RIDGE TER 521, LEESBURG, V...
New Birchwood at Brambleton 23630 HAVELOCK WALK TER UNIT 317, ASHBUR..., Ashburn, VA 20148
$545,000

3 beds

|

2 baths

|

1,518 sq ft

|

Condo

23630 HAVELOCK WALK TER UNIT 317, ASHBUR...
Central Parke at Lowes Island 20745 ROYAL PALACE SQ 102, STERLING, VA,..., Sterling, VA 20165
$425,000

2 beds

|

2 baths

|

1,692 sq ft

|

Condo

20745 ROYAL PALACE SQ 102, STERLING, VA,...
Potomac Green 20600 HOPE SPRING TER 202, ASHBURN, VA, ..., Ashburn, VA 20147
$445,000

2 beds

|

2 baths

|

1,347 sq ft

|

Condo

20600 HOPE SPRING TER 202, ASHBURN, VA, ...
Community: Potomac Green
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.
Trilogy® at Lake Frederick 123 MALLARD DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630
$550,000

2 beds

|

2 baths

|

1,779 sq ft

123 MALLARD DR, LAKE FREDERICK, VA, 2263...
Four Seasons at Historic Virginia 16073 DANCING LEAF PL, DUMFRIES, VA, 220..., Dumfries, VA 22025
$570,000

3 beds

|

2 baths

|

1,739 sq ft

16073 DANCING LEAF PL, DUMFRIES, VA, 220...
Birchwood at Brambleton 23640 BOLTON CRESCENT TER # 13-105, ASHB..., Ashburn, VA 20148
$624,990

3 beds

|

2 baths

|

1,568 sq ft

|

Condo

23640 BOLTON CRESCENT TER # 13-105, ASHB...
Four Seasons at Virginia Crossing 13970 ENGLEFIELD DR UNIT 207, WOODBRIDGE..., Woodbridge, VA 22193
$559,900

2 beds

|

2 baths

|

1,811 sq ft

|

Condo

13970 ENGLEFIELD DR UNIT 207, WOODBRIDGE...
Regency at Dominion Valley 15691 ALDERBROOK DR, HAYMARKET, VA, 2016..., Haymarket, VA 20169
$920,000

2 beds

|

3 baths

|

4,124 sq ft

15691 ALDERBROOK DR, HAYMARKET, VA, 2016...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Spring Hill 8861 WHITE ORCHID PL, LORTON, VA, 22079, Lorton, VA 22079
$838,900

3 beds

|

3 baths

|

2,342 sq ft

8861 WHITE ORCHID PL, LORTON, VA, 22079
Community: Spring Hill
Heritage Hunt 6769 ARTHUR HILLS DR, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$875,000

4 beds

|

4 baths

|

5,410 sq ft

6769 ARTHUR HILLS DR, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Four Seasons at Ashburn Village 21025 ROCKY KNOLL SQ 103, ASHBURN, VA, 2..., Ashburn, VA 20147
$445,000

2 beds

|

2 baths

|

1,359 sq ft

|

Condo

21025 ROCKY KNOLL SQ 103, ASHBURN, VA, 2...
Birchwood at Brambleton 23640 BOLTON CRESCENT TER # 13-302, ASHB..., Ashburn, VA 20148
$559,990

2 beds

|

2 baths

|

1,413 sq ft

|

Condo

23640 BOLTON CRESCENT TER # 13-302, ASHB...
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 203, LEESBURG, V..., Leesburg, VA 20176
$399,000

2 beds

|

2 baths

|

1,251 sq ft

|

Condo

19355 CYPRESS RIDGE TER 203, LEESBURG, V...

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408 homes near Middletown
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