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

440 homes near Middletown

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The Village at Foxfield
$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
4.3 rating (11 reviews) Amblebrook
$300Ks - $500Ks
Amblebrook, Gettysburg, PA
New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes
5 rating (3 reviews) Heritage Hunt
$400Ks - $800Ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
2 rating (1 reviews) Birchwood at Brambleton
$400Ks - $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
$600Ks - $800Ks
Potomac Green, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes
5 rating (31 reviews) Lansdowne Woods of Virgin...
$300Ks - $400Ks
Lansdowne Woods of Virgin..., Lansdowne, VA
Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes
Penn National
$200Ks - $600Ks
Penn National, Fayetteville, PA
New and Resale | Age-targeted | Built 1968 - present | 1,100 homes
5 rating (2 reviews) Trilogy® at Lake Frederic...
$400Ks - $1Ms
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 - $700Ks
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 ...
$600Ks
Four Seasons at Historic ..., Dumfries, VA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes
5 rating (1 reviews) Two Rivers
$500Ks - $700Ks
Two Rivers, Odenton, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes
Cameron Grove
$200Ks - $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 - $600Ks
Central Parke at Victoria..., Laurel, MD
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes
The Woodlands of Urbana
$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
Crestwood Village, Frederick, MD
Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes
Traditions of America at ...
$500Ks
Traditions of America at ..., Mechanicsburg, PA
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 517 homes
Carter's Mill
$400Ks - $700Ks
Carter's Mill, Haymarket, VA
New Construction | 55+ age-restricted | Built 2020 - present | 480 homes
3 rating (2 reviews) Dunbarton
$600Ks
Dunbarton, Bristow, VA
Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes
The Courtyards at Waverly...
$300Ks - $600Ks
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
Cedar Ridge at Piney Orch...
$300Ks - $400Ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes
Montebello
$600Ks - $1Ms
Montebello, Sterling, VA
New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes
Village Crest
$300Ks - $400Ks
Village Crest, Ellicott City, MD
New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 homes
Courtyards at Waverly Woo...
$300Ks - $400Ks
Courtyards at Waverly Woo..., Woodstock, MD
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 383 homes
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Questions? Call us: (240) 663-8229
5 rating (1 reviews) Snowden Overlook
$400Ks - $700Ks
Snowden Overlook, Columbia, MD
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes
Creek View
$100Ks - $200Ks
Creek View, Carlisle, PA
New and Resale | 55+ age-restricted | Built 2004 - present | 305 homes
Longstown Village
$100Ks - $200Ks
Longstown Village, York, PA
Resale Only | Age-targeted | Built 1997 - 2000 | 304 homes
Heritage at St. Charles
$400Ks
Heritage at St. Charles, White Plains, MD
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 300 homes
Willow Run
$400Ks - $600Ks
Willow Run, Winchester, VA
New Construction | 55+ age-restricted | 300 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.
The Villages At Woodholme
$400Ks - $500Ks
The Villages At Woodholme, Baltimore, MD
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes
Spring Hill
$500Ks - $800Ks
Spring Hill, Lorton, VA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes
The Enclave at Ellicott H...
$300Ks - $600Ks
The Enclave at Ellicott H..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 homes
Regency at Ashburn
$800Ks - $900Ks
Regency at Ashburn, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes
The Crest of Alexandria
$900Ks
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
Emerald Pointe
$300Ks - $400Ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
Colonial Charles
$400Ks
Colonial Charles, Waldorf, MD
Resale Only | 55+ age-restricted | Built 2006 - 2018 | 240 homes
River Ridge
$500Ks - $700Ks
River Ridge, Woodbridge, VA
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes
Signature Club at Greenvi...
$400Ks - $900Ks
Signature Club at Greenvi..., New Market, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes
Eden Brook
$300Ks
Eden Brook, Odenton, MD
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 224 homes
The Courtyards at Waverly Woods 2350 ADAM DAVID WAY, MARRIOTTSVILLE, MD,..., Marriottsville, MD 21104
$670,000

3 beds

|

3 baths

|

3,444 sq ft

2350 ADAM DAVID WAY, MARRIOTTSVILLE, MD,...
Leisure World® of Maryland 15115 INTERLACHEN DR 3-1020, SILVER SPRI..., Silver Spring, MD 20906
$235,000

2 beds

|

2 baths

|

980 sq ft

|

Condo

15115 INTERLACHEN DR 3-1020, SILVER SPRI...
The Enclave at Ellicott Hills 2540 KENSINGTON GDNS 204, ELLICOTT CITY,..., Ellicott City, MD 21043
$405,000

3 beds

|

2 baths

|

1,740 sq ft

|

Condo

2540 KENSINGTON GDNS 204, ELLICOTT CITY,...
Emerald Pointe 19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$359,900

2 beds

|

2 baths

|

1,834 sq ft

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
The Villages At Woodholme 8330 MEADOWSWEET RD # 8330, PIKESVILLE, ..., Pikesville, MD 21208
$469,000

3 beds

|

4 baths

|

4,056 sq ft

|

Condo

8330 MEADOWSWEET RD # 8330, PIKESVILLE, ...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Emerald Pointe 13430 MARQUISE DR # 80, HAGERSTOWN, MD, ..., Hagerstown, MD 21742
$429,000

2 beds

|

3 baths

|

2,739 sq ft

13430 MARQUISE DR # 80, HAGERSTOWN, MD, ...
Community: Emerald Pointe
Central Parke at Victoria Falls 13851 BELLE CHASSE BLVD UNIT 213, LAUREL..., Laurel, MD 20707
$410,000

2 beds

|

2 baths

|

1,703 sq ft

|

Condo

13851 BELLE CHASSE BLVD UNIT 213, LAUREL...
Leisure World® of Maryland 15015 HASLEMERE CT, SILVER SPRING, MD, 2..., Silver Spring, MD 20906
$380,000

3 beds

|

2 baths

|

1,194 sq ft

|

Condo

15015 HASLEMERE CT, SILVER SPRING, MD, 2...
Ellicott's Retreat 8580 SUNELL LN, ELLICOTT CITY, MD, 21043, Ellicott City, MD 21043
$1,299,000

6 beds

|

7 baths

|

4,241 sq ft

8580 SUNELL LN, ELLICOTT CITY, MD, 21043
Community: Ellicott's Retreat
Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-1015, SILVER..., Silver Spring, MD 20906
$205,000

2 beds

|

2 baths

|

980 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-1015, SILVER...
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.
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD APT 512, SILVE..., Silver Spring, MD 20906
$239,000

2 beds

|

2 baths

|

1,260 sq ft

|

Condo

3200 N LEISURE WORLD BLVD APT 512, SILVE...
Emerald Pointe 19554 TURQUOISE DR V219, HAGERSTOWN, MD,..., Hagerstown, MD 21742
$484,900

2 beds

|

2 baths

19554 TURQUOISE DR V219, HAGERSTOWN, MD,...
Community: Emerald Pointe
Heritage Hunt 13612 RYTON RIDGE LN, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$864,900

4 beds

|

3 baths

|

4,486 sq ft

13612 RYTON RIDGE LN, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Regency at Dominion Valley 15251 ROYAL CREST DR APT 103, HAYMARKET,..., Haymarket, VA 20169
$464,900

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

15251 ROYAL CREST DR APT 103, HAYMARKET,...
Potomac Green 44420 SUNSET MAPLE DR, ASHBURN, VA, 2014..., Ashburn, VA 20147
$749,000

3 beds

|

3 baths

|

2,447 sq ft

44420 SUNSET MAPLE DR, ASHBURN, VA, 2014...
Community: Potomac Green
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Trilogy® at Lake Frederick 102 PHOEBE CT, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630
$915,000

5 beds

|

4 baths

|

4,267 sq ft

102 PHOEBE CT, LAKE FREDERICK, VA, 22630
Trilogy® at Lake Frederick 108 BUNTING CT, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630
$745,000

3 beds

|

4 baths

|

5,284 sq ft

108 BUNTING CT, LAKE FREDERICK, VA, 2263...
Lexington 7 44508 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$818,236

3 beds

|

3 baths

|

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington 7
Lexington Square 44508 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$818,236

3 beds

|

3 baths

|

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington Square
Birchwood at Brambleton 23688 BOLTON CRESCENT TER APT 204, ASHBU..., Ashburn, VA 20148
$470,000

2 beds

|

2 baths

|

1,280 sq ft

|

Condo

23688 BOLTON CRESCENT TER APT 204, ASHBU...
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.
Lexington 7 44486 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$827,046

3 beds

|

3 baths

|

3,128 sq ft

44486 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington 7
Lexington Square 44486 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$827,046

3 beds

|

3 baths

|

3,128 sq ft

44486 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington Square
Belmont Bay 680 WATERMANS DR APT 301, WOODBRIDGE, VA..., Woodbridge, VA 22191
$325,000

1 beds

|

2 baths

|

1,338 sq ft

|

Condo

680 WATERMANS DR APT 301, WOODBRIDGE, VA...
Community: Belmont Bay
Four Seasons at Historic Virginia 3758 BLOWING LEAF PL, DUMFRIES, VA, 2202..., Dumfries, VA 22025
$659,999

5 beds

|

3 baths

|

3,465 sq ft

3758 BLOWING LEAF PL, DUMFRIES, VA, 2202...
New Saintsbury Plaza 2903 SAINTSBURY PLZ 405, FAIRFAX, VA, 22..., Fairfax, VA 22031
$468,818

2 beds

|

2 baths

|

1,464 sq ft

|

Condo

2903 SAINTSBURY PLZ 405, FAIRFAX, VA, 22...
Community: Saintsbury Plaza
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
The Retreat at Poland Hill 43441 BETTYS FARM DR, CHANTILLY, VA, 201..., Chantilly, VA 20152
$945,000

4 beds

|

4 baths

|

3,553 sq ft

43441 BETTYS FARM DR, CHANTILLY, VA, 201...
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 1006, LEESBURG, ..., Leesburg, VA 20176
$529,000

3 beds

|

3 baths

|

1,720 sq ft

|

Condo

19355 CYPRESS RIDGE TER 1006, LEESBURG, ...
Lexington 7 19873 SILVERY BLUE TER, ASHBURN, VA, 201..., Ashburn, VA 20147
$899,000

4 beds

|

4 baths

|

3,711 sq ft

19873 SILVERY BLUE TER, ASHBURN, VA, 201...
Community: Lexington 7
Willow Run 114 SCENTED ROSE WAY, WINCHESTER, VA, 22..., Winchester, VA 22602
$599,990

4 beds

|

3 baths

|

2,712 sq ft

114 SCENTED ROSE WAY, WINCHESTER, VA, 22...
Community: Willow Run
Willow Run 113 SCENTED ROSE WAY, WINCHESTER, VA, 22..., Winchester, VA 22602
$629,990

4 beds

|

3 baths

|

2,909 sq ft

113 SCENTED ROSE WAY, WINCHESTER, VA, 22...
Community: Willow Run
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.
Willow Run 111 SCENTED ROSE WAY, WINCHESTER, VA, 22..., Winchester, VA 22602
$639,990

4 beds

|

3 baths

|

2,865 sq ft

111 SCENTED ROSE WAY, WINCHESTER, VA, 22...
Community: Willow Run
Willow Run 121 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602
$619,990

4 beds

|

3 baths

|

2,909 sq ft

121 HYDRANGEA WAY, WINCHESTER, VA, 22602
Community: Willow Run
Willow Run 109 TRELLIS VIEW LN, WINCHESTER, VA, 226..., Winchester, VA 22602
$499,990

4 beds

|

3 baths

|

2,168 sq ft

109 TRELLIS VIEW LN, WINCHESTER, VA, 226...
Community: Willow Run
Birchwood at Brambleton 23606 HAVELOCK WALK TER, ASHBURN, VA, 20..., Ashburn, VA 20148
$585,000

3 beds

|

3 baths

|

2,592 sq ft

|

Condo

23606 HAVELOCK WALK TER, ASHBURN, VA, 20...
Birchwood at Brambleton 23631 HAVELOCK WALK TER 404, ASHBURN, VA..., Ashburn, VA 20148
$569,000

2 beds

|

2 baths

|

1,959 sq ft

|

Condo

23631 HAVELOCK WALK TER 404, ASHBURN, VA...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Railroad Cottages 1022 RAILROAD AVE # 4, FALLS CHURCH, VA,..., Falls Church, VA 22046
$960,000

2 beds

|

3 baths

|

1,488 sq ft

|

Condo

1022 RAILROAD AVE # 4, FALLS CHURCH, VA,...
Community: Railroad Cottages
Regency at Dominion Valley 15428 CHAMPIONSHIP DR, HAYMARKET, VA, 20..., Haymarket, VA 20169
$750,000

3 beds

|

3 baths

|

3,309 sq ft

15428 CHAMPIONSHIP DR, HAYMARKET, VA, 20...
Birchwood at Brambleton 42783 FIREFLY SONATA TER, ASHBURN, VA, 2..., Ashburn, VA 20148
$760,000

2 beds

|

3 baths

|

2,406 sq ft

42783 FIREFLY SONATA TER, ASHBURN, VA, 2...
Birchwood at Brambleton 23630 WINTERDAY DR, ASHBURN, VA, 20148, Ashburn, VA 20148
$845,101

3 beds

|

4 baths

|

2,742 sq ft

23630 WINTERDAY DR, ASHBURN, VA, 20148
New Heritage Hunt 7065 HERITAGE HUNT DR 108, GAINESVILLE, ..., Gainesville, VA 20155
$400,000

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

7065 HERITAGE HUNT DR 108, GAINESVILLE, ...
Community: Heritage Hunt

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440 homes near Middletown
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