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

401 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...
<$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
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 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
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 - $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
Emerald Pointe 19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$375,000

2 beds

|

2 baths

|

1,834 sq ft

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
Courts of Clarksburg 21822 BONESET WAY, GERMANTOWN, MD, 20876, Germantown, MD 20876
$624,999

2 beds

|

2 baths

|

1,540 sq ft

21822 BONESET WAY, GERMANTOWN, MD, 20876
Leisure World® of Maryland 15115 INTERLACHEN DR 3-516, SILVER SPRIN..., Silver Spring, MD 20906
$150,000

1 beds

|

1 baths

|

850 sq ft

|

Condo

15115 INTERLACHEN DR 3-516, SILVER SPRIN...
Cameron Grove 12916 FOX BOW DR 306, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774
$330,000

2 beds

|

2 baths

|

1,278 sq ft

|

Condo

12916 FOX BOW DR 306, UPPER MARLBORO, MD...
Community: Cameron Grove
New Gatherings at Cabin Branch 13230 PETREL ST UNIT 2208, CLARKSBURG, M..., Clarksburg, MD 20871
$574,990

2 beds

|

2 baths

|

1,702 sq ft

|

Condo

13230 PETREL ST UNIT 2208, CLARKSBURG, M...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
New The Village at Cabin Branch 13230 PETREL ST UNIT 2208, CLARKSBURG, M..., Clarksburg, MD 20871
$574,990

2 beds

|

2 baths

|

1,702 sq ft

|

Condo

13230 PETREL ST UNIT 2208, CLARKSBURG, M...
New The Village at Cabin Branch 13230 PETREL ST UNIT 2104, CLARKSBURG, M..., Clarksburg, MD 20871
$549,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13230 PETREL ST UNIT 2104, CLARKSBURG, M...
New Gatherings at Cabin Branch 13230 PETREL ST UNIT 2104, CLARKSBURG, M..., Clarksburg, MD 20871
$549,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13230 PETREL ST UNIT 2104, CLARKSBURG, M...
New Leisure World® of Maryland 14801 PENNFIELD CIR 210, SILVER SPRING, ..., Silver Spring, MD 20906
$435,000

3 beds

|

3 baths

|

1,633 sq ft

|

Condo

14801 PENNFIELD CIR 210, SILVER SPRING, ...
The Village at Cabin Branch 13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871
$474,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...
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.
Gatherings at Cabin Branch 13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871
$474,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...
Leisure World® of Maryland 3005 S LEISURE WORLD BLVD 421, SILVER SP..., Silver Spring, MD 20906
$375,000

2 beds

|

2 baths

|

1,601 sq ft

|

Condo

3005 S LEISURE WORLD BLVD 421, SILVER SP...
Albert Courts 102 STULL CT, THURMONT, MD, 21788, Thurmont, MD 21788
$309,000

3 beds

|

3 baths

|

1,920 sq ft

102 STULL CT, THURMONT, MD, 21788
Community: Albert Courts
Winifred Manor 2032 RUDY SERRA DR C, ELDERSBURG, MD, 21..., Eldersburg, MD 21784
$295,000

2 beds

|

2 baths

|

1,066 sq ft

|

Condo

2032 RUDY SERRA DR C, ELDERSBURG, MD, 21...
Community: Winifred Manor
New The Courtyards at Waverly Woods 2507 SOPHIA CHASE DR, MARRIOTTSVILLE, MD..., Marriottsville, MD 21104
$750,000

3 beds

|

4 baths

|

3,604 sq ft

2507 SOPHIA CHASE DR, MARRIOTTSVILLE, MD...
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
New Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-415, SILVER ..., Silver Spring, MD 20906
$95,000

2 beds

|

2 baths

|

980 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-415, SILVER ...
Leisure World® of Maryland 2904 N LEISURE WORLD BLVD 211, SILVER SP..., Silver Spring, MD 20906
$230,000

2 beds

|

2 baths

|

1,041 sq ft

|

Condo

2904 N LEISURE WORLD BLVD 211, SILVER SP...
Signature Club at Greenview 10576 EDWARDIAN LN 132, NEW MARKET, MD, ..., New Market, MD 21774
$599,900

3 beds

|

4 baths

|

2,549 sq ft

|

Condo

10576 EDWARDIAN LN 132, NEW MARKET, MD, ...
New Leisure World® of Maryland 15107 INTERLACHEN DR 2-108, SILVER SPRIN..., Silver Spring, MD 20906
$239,000

2 beds

|

2 baths

|

1,120 sq ft

|

Condo

15107 INTERLACHEN DR 2-108, SILVER SPRIN...
Nells Acres 1909 LENNOX DR 90, ELDERSBURG, MD, 21784, Eldersburg, MD 21784
$349,900

3 beds

|

2 baths

|

1,620 sq ft

|

Condo

1909 LENNOX DR 90, ELDERSBURG, MD, 21784
Community: Nells Acres
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 3500 FOREST EDGE DR 15-1F, SILVER SPRING..., Silver Spring, MD 20906
$159,000

1 beds

|

2 baths

|

946 sq ft

|

Condo

3500 FOREST EDGE DR 15-1F, SILVER SPRING...
The Courtyards at Waverly Woods 2316 ANDERSON HILL ST, MARRIOTTSVILLE, M..., Marriottsville, MD 21104
$650,000

4 beds

|

4 baths

|

3,359 sq ft

2316 ANDERSON HILL ST, MARRIOTTSVILLE, M...
Central Parke at Victoria Falls 13601 BELLE CHASSE BLVD 210, LAUREL, MD,..., Laurel, MD 20707
$414,990

2 beds

|

2 baths

|

1,703 sq ft

|

Condo

13601 BELLE CHASSE BLVD 210, LAUREL, MD,...
Central Parke at Victoria Falls 13501 BELLE CHASSE BLVD UNIT 414, LAUREL..., Laurel, MD 20707
$419,990

2 beds

|

2 baths

|

1,875 sq ft

|

Condo

13501 BELLE CHASSE BLVD UNIT 414, LAUREL...
Patapsco Overlook 19 CLAY LODGE LN UNIT 104, CATONSVILLE, ..., Catonsville, MD 21228
$469,500

2 beds

|

2 baths

|

1,422 sq ft

|

Condo

19 CLAY LODGE LN UNIT 104, CATONSVILLE, ...
Community: Patapsco Overlook
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
Leisure World® of Maryland 2901 S LEISURE WORLD BLVD 303, SILVER SP..., Silver Spring, MD 20906
$315,000

2 beds

|

2 baths

|

1,288 sq ft

|

Condo

2901 S LEISURE WORLD BLVD 303, SILVER SP...
New Leisure World® of Maryland 15310 PINE ORCHARD DR 84-3C, SILVER SPRI..., Silver Spring, MD 20906
$239,900

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15310 PINE ORCHARD DR 84-3C, SILVER SPRI...
Leisure World® of Maryland 3500 FOREST EDGE DR 15-2F, SILVER SPRING..., Silver Spring, MD 20906
$194,500

1 beds

|

2 baths

|

946 sq ft

3500 FOREST EDGE DR 15-2F, SILVER SPRING...
New Leisure World® of Maryland 15101 GLADE DR 10-3D, SILVER SPRING, MD,..., Silver Spring, MD 20906
$235,000

2 beds

|

2 baths

|

1,273 sq ft

|

Condo

15101 GLADE DR 10-3D, SILVER SPRING, MD,...
Leisure World® of Maryland 15115 INTERLACHEN DR 3-412, SILVER SPRIN..., Silver Spring, MD 20906
$249,900

2 beds

|

2 baths

|

1,225 sq ft

|

Condo

15115 INTERLACHEN DR 3-412, SILVER SPRIN...
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 The Enclave at Ellicott Hills 2540 KENSINGTON GDNS 204, ELLICOTT CITY,..., Ellicott City, MD 21043
$448,000

3 beds

|

2 baths

|

1,740 sq ft

|

Condo

2540 KENSINGTON GDNS 204, ELLICOTT CITY,...
Leisure World® of Maryland 15101 INTERLACHEN DR 1-914, SILVER SPRIN..., Silver Spring, MD 20906
$325,000

3 beds

|

2 baths

|

1,640 sq ft

|

Condo

15101 INTERLACHEN DR 1-914, SILVER SPRIN...
Walden Woods 9726 KNOWLEDGE DR, LAUREL, MD, 20723, Laurel, MD 20723
$724,500

4 beds

|

4 baths

|

2,460 sq ft

9726 KNOWLEDGE DR, LAUREL, MD, 20723
Community: Walden Woods
New Leisure World® of Maryland 2904 N LEISURE WORLD BLVD APT 216, SILVE..., Silver Spring, MD 20906
$275,000

2 beds

|

2 baths

|

1,321 sq ft

|

Condo

2904 N LEISURE WORLD BLVD APT 216, SILVE...
Carroll Vista 35 TROPHY CUP DR # 448, TANEYTOWN, MD, 2..., Taneytown, MD 21787
$460,000

3 beds

|

4 baths

|

2,370 sq ft

|

Condo

35 TROPHY CUP DR # 448, TANEYTOWN, MD, 2...
Community: Carroll Vista
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (240) 663-8229
New Leisure World® of Maryland 2900 N LEISURE WORLD BLVD APT 209, SILVE..., Silver Spring, MD 20906
$305,000

2 beds

|

2 baths

|

1,261 sq ft

|

Condo

2900 N LEISURE WORLD BLVD APT 209, SILVE...
Eden Brook 1014 SAMANTHA LN APT 301, ODENTON, MD, 2..., Odenton, MD 21113
$354,990

2 beds

|

2 baths

|

1,608 sq ft

|

Condo

1014 SAMANTHA LN APT 301, ODENTON, MD, 2...
Community: Eden Brook
Colonial Charles 10588 SHOOTING STAR LN, WALDORF, MD, 206..., Waldorf, MD 20603
$450,500

2 beds

|

2 baths

|

2,220 sq ft

10588 SHOOTING STAR LN, WALDORF, MD, 206...
Community: Colonial Charles
Colonial Charles 10469 STARLIGHT PL, WALDORF, MD, 20603, Waldorf, MD 20603
$519,999

4 beds

|

3 baths

|

3,719 sq ft

10469 STARLIGHT PL, WALDORF, MD, 20603
Community: Colonial Charles
Leisure World® of Maryland 3210 N LEISURE WORLD BLVD APT 402, SILVE..., Silver Spring, MD 20906
$305,000

2 beds

|

2 baths

|

1,320 sq ft

|

Condo

3210 N LEISURE WORLD BLVD APT 402, SILVE...

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401 homes near Middletown
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