Call us at (240) 663-8229 to learn more about active adult communities in Middletown
Middletown, MD 55+ active adult communities & homes for sale
123 communities near Middletown
438 homes near Middletown
Sort by:
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
- $1Ms
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
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
- $600Ks
Lansdowne Woods of Virgin..., Lansdowne, VA
Resale Only
|
55+ age-restricted
|
Built 1998 - 2017
|
1,200 homes
No reviews yet
![Penn National]()
$200Ks
- $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
- $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]()
$600Ks
- $900Ks
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
5 rating (1 reviews)
![Crestwood Village]()
$200Ks
- $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...]()
$400Ks
- $900Ks
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
- $300Ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
450 homes
No reviews yet
![Village Crest]()
$300Ks
- $600Ks
Village Crest, Ellicott City, MD
New and Resale
|
55+ age-restricted
|
Built 2005 - 2010
|
406 homes
No reviews yet
![Courtyards at Waverly Woo...]()
$600Ks
- $700Ks
Courtyards at Waverly Woo..., Woodstock, MD
Resale Only
|
55+ age-restricted
|
Built 2006 - 2010
|
383 homes
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
- $400Ks
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]()
$800Ks
- $800Ks
Spring Hill, Lorton, VA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2014
|
282 homes
No reviews yet
![The Enclave at Ellicott H...]()
$300Ks
- $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]()
$500Ks
- $700Ks
Regency at Ashburn, Ashburn, VA
Resale Only
|
55+ age-restricted
|
Built 2013 - 2020
|
268 homes
No reviews yet
![The Crest of Alexandria]()
$600Ks
- $900Ks
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
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...]()
$400Ks
- $600Ks
Signature Club at Greenvi..., New Market, MD
Resale Only
|
55+ age-restricted
|
Built 2003 - 2013
|
233 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
![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
No reviews yet
![The Retreat at Poland Hil...]()
$700Ks
- $900Ks
The Retreat at Poland Hil..., Chantilly, VA
Resale Only
|
55+ age-restricted
|
Built 2020 - 2022
|
219 homes
Leisure World® of Maryland
![3100 N LEISURE WORLD BLVD 507, SILVER SP..., Silver Spring, MD 20906]()
3 beds
|3 baths
|1,735 sq ft
|Condo
3100 N LEISURE WORLD BLVD 507, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2177590 • RE/MAX Realty Services, Debra E...
The Village at Cabin Branch
![13240 PETREL ST # 106, CLARKSBURG, MD, 2..., Clarksburg, MD 20871]()
1 beds
|1 baths
|1,203 sq ft
|Condo
13240 PETREL ST # 106, CLARKSBURG, MD, 2...
Community: The Village at Cabin Branch
MLS MDMC2173752 • Keller Williams Realty Centre, ...
Gatherings at Cabin Branch
![13240 PETREL ST # 106, CLARKSBURG, MD, 2..., Clarksburg, MD 20871]()
1 beds
|1 baths
|1,203 sq ft
|Condo
13240 PETREL ST # 106, CLARKSBURG, MD, 2...
Community: Gatherings at Cabin Branch
MLS MDMC2173752 • Keller Williams Realty Centre, ...
The Village at Cabin Branch
![13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871]()
2 beds
|2 baths
|1,529 sq ft
|Condo
13210 PETREL ST UNIT 3304, CLARKSBURG, M...
Community: The Village at Cabin Branch
MLS MDMC2132350 • Keller Williams Realty Centre, ...
Gatherings at Cabin Branch
![13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871]()
2 beds
|2 baths
|1,529 sq ft
|Condo
13210 PETREL ST UNIT 3304, CLARKSBURG, M...
Community: Gatherings at Cabin Branch
MLS MDMC2132350 • Keller Williams Realty Centre, ...
Village Crest
![8280 STONE CROP DR E, ELLICOTT CITY, MD,..., Ellicott City, MD 21043]()
2 beds
|2 baths
|1,330 sq ft
|Condo
8280 STONE CROP DR E, ELLICOTT CITY, MD,...
Community: Village Crest
MLS MDHW2051408 • RE/MAX Advantage Realty, Greg M...
Cameron Grove
![13301 NEW ACADIA LN 207, UPPER MARLBORO,..., Upper Marlboro, MD 20774]()
2 beds
|2 baths
|1,304 sq ft
|Condo
13301 NEW ACADIA LN 207, UPPER MARLBORO,...
Community: Cameron Grove
MLS MDPG2150894 • RE/MAX One, Jennifer N Lesesne
Leisure World® of Maryland
![3330 N LEISURE WORLD BLVD APT 808, SILVE..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,195 sq ft
|Condo
3330 N LEISURE WORLD BLVD APT 808, SILVE...
Community: Leisure World® of Maryland
MLS MDMC2177388 • Long & Foster Real Estate, Inc....
Leisure World® of Maryland
![3431 S LEISURE WORLD BLVD 88-2B, SILVER ..., Silver Spring, MD 20906]()
2 beds
|1 baths
|1,035 sq ft
|Condo
3431 S LEISURE WORLD BLVD 88-2B, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2178366 • Weichert, REALTORS, Richard D W...
Cameron Grove
![9 BRASWELL CT, UPPER MARLBORO, MD, 20774, Upper Marlboro, MD 20774]()
MLS MDPG2150678 • EXP Realty, LLC, Kimberlee Rand...
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.
Winifred Manor
![2013 RUDY SERRA DR 2D, ELDERSBURG, MD, 2..., Eldersburg, MD 21784]()
2 beds
|2 baths
|1,000 sq ft
|Condo
2013 RUDY SERRA DR 2D, ELDERSBURG, MD, 2...
Community: Winifred Manor
MLS MDCR2026992 • Keller Williams Realty Centre, ...
Gatherings at Cabin Branch
![13220 PETREL ST UNIT 4104, CLARKSBURG, M..., Clarksburg, MD 20871]()
2 beds
|2 baths
|1,529 sq ft
|Condo
13220 PETREL ST UNIT 4104, CLARKSBURG, M...
Community: Gatherings at Cabin Branch
MLS MDMC2178326 • Keller Williams Realty Centre, ...
The Village at Cabin Branch
![13220 PETREL ST UNIT 4104, CLARKSBURG, M..., Clarksburg, MD 20871]()
2 beds
|2 baths
|1,529 sq ft
|Condo
13220 PETREL ST UNIT 4104, CLARKSBURG, M...
Community: The Village at Cabin Branch
MLS MDMC2178326 • Keller Williams Realty Centre, ...
Gatherings at Forest Glen
![8609 WINTERGREEN CT UNIT 408, ODENTON, M..., Odenton, MD 21113]()
2 beds
|2 baths
|1,400 sq ft
|Condo
8609 WINTERGREEN CT UNIT 408, ODENTON, M...
Community: Gatherings at Forest Glen
MLS MDAA2113448 • Academy Realty Inc., Kyriacos P...
The Village at Cabin Branch
![13220 PETREL ST UNIT 4105, CLARKSBURG, M..., Clarksburg, MD 20871]()
2 beds
|2 baths
|1,529 sq ft
|Condo
13220 PETREL ST UNIT 4105, CLARKSBURG, M...
Community: The Village at Cabin Branch
MLS MDMC2167600 • Keller Williams Realty Centre, ...
Gatherings at Cabin Branch
![13220 PETREL ST UNIT 4105, CLARKSBURG, M..., Clarksburg, MD 20871]()
2 beds
|2 baths
|1,529 sq ft
|Condo
13220 PETREL ST UNIT 4105, CLARKSBURG, M...
Community: Gatherings at Cabin Branch
MLS MDMC2167600 • Keller Williams Realty Centre, ...
Leisure World® of Maryland
![3431 S LEISURE WORLD BLVD 88-3D, SILVER ..., Silver Spring, MD 20906]()
1 beds
|1 baths
|800 sq ft
|Condo
3431 S LEISURE WORLD BLVD 88-3D, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2171524 • Weichert, REALTORS, Mary Ann Ri...
Ballenger Run
![5303 CRAPE MYRTLE DR, FREDERICK, MD, 217..., Frederick, MD 21703]()
MLS MDFR2063608 • Long & Foster Real Estate, Inc....
The Enclave at Ellicott Hills
![2500 KENSINGTON GDNS UNIT 407, ELLICOTT ..., Ellicott City, MD 21043]()
3 beds
|2 baths
|1,770 sq ft
|Condo
2500 KENSINGTON GDNS UNIT 407, ELLICOTT ...
Community: The Enclave at Ellicott Hills
MLS MDHW2049718 • RE/MAX Realty Group, Linda A Ka...
Gatherings® at Quarry Place
![601 QUICKSILVER CT 105, REISTERSTOWN, MD..., Reisterstown, MD 21136]()
2 beds
|2 baths
|1,465 sq ft
|Condo
601 QUICKSILVER CT 105, REISTERSTOWN, MD...
Community: Gatherings® at Quarry Place
MLS MDBC2119522 • Long & Foster Real Estate, Inc....
Leisure World® of Maryland
![3200 N LEISURE WORLD BLVD 115, SILVER SP..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,489 sq ft
|Condo
3200 N LEISURE WORLD BLVD 115, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2177852 • RLAH @properties, Ashley Veith
Nells Acres
![6518 RIDENOUR WAY 2D, SYKESVILLE, MD, 21..., Sykesville, MD 21784]()
MLS MDCR2026946 • Cummings & Co. Realtors, James ...
Leisure World® of Maryland
![3330 N LEISURE WORLD BLVD 5-511, SILVER ..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,195 sq ft
|Condo
3330 N LEISURE WORLD BLVD 5-511, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2168604 • RE/MAX Realty Centre, Inc., Ell...
Leisure World® of Maryland
![3310 N LEISURE WORLD BLVD 230, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,420 sq ft
|Condo
3310 N LEISURE WORLD BLVD 230, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2166296 • RE/MAX Realty Group, Mary W You...
Villas at Cattail Creek
![15256 CALLAWAY CT 40, GLENWOOD, MD, 2173..., Glenwood, MD 21738]()
4 beds
|4 baths
|4,314 sq ft
|Condo
15256 CALLAWAY CT 40, GLENWOOD, MD, 2173...
Community: Villas at Cattail Creek
MLS MDHW2052566 • Northrop Realty, Alicyn DelZopp...
Leisure World® of Maryland
![2904 N LEISURE WORLD BLVD APT 303, SILVE..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,497 sq ft
|Condo
2904 N LEISURE WORLD BLVD APT 303, SILVE...
Community: Leisure World® of Maryland
MLS MDMC2173840 • Weichert, REALTORS, Ledio Baboc...
Leisure World® of Maryland
![3310 N LEISURE WORLD BLVD 325, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,115 sq ft
|Condo
3310 N LEISURE WORLD BLVD 325, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2175118 • Century 21 Redwood Realty, Marc...
Gatherings at Forest Glen
![8611 WINTERGREEN CT UNIT 406, ODENTON, M..., Odenton, MD 21113]()
2 beds
|2 baths
|1,600 sq ft
|Condo
8611 WINTERGREEN CT UNIT 406, ODENTON, M...
Community: Gatherings at Forest Glen
MLS MDAA2109594 • Keller Williams Select Realtors...
Leisure World® of Maryland
![2921 N LEISURE WORLD BLVD 1-224, SILVER ..., Silver Spring, MD 20906]()
1 beds
|2 baths
|803 sq ft
|Condo
2921 N LEISURE WORLD BLVD 1-224, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2176192 • Weichert, REALTORS, James J Hig...
Patapsco Overlook
![19 CLAY LODGE LN UNIT 104, CATONSVILLE, ..., Catonsville, MD 21228]()
2 beds
|2 baths
|1,422 sq ft
|Condo
19 CLAY LODGE LN UNIT 104, CATONSVILLE, ...
Community: Patapsco Overlook
MLS MDBC2117598 • Monument Sotheby's Internationa...
Leisure World® of Maryland
![3330 N LEISURE WORLD BLVD 5-1017, SILVER..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,115 sq ft
|Condo
3330 N LEISURE WORLD BLVD 5-1017, SILVER...
Community: Leisure World® of Maryland
MLS MDMC2171036 • Long & Foster Real Estate, Inc....
Emerald Pointe
![19443 SAPPHIRE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742]()
MLS MDWA2027952 • Long & Foster Real Estate, Inc....
Signature Club at Greenview
![10828 DEWEY WAY, NEW MARKET, MD, 21774, New Market, MD 21774]()
4 beds
|4 baths
|2,658 sq ft
10828 DEWEY WAY, NEW MARKET, MD, 21774
Community: Signature Club at Greenview
MLS MDFR2063296 • LPT Realty, LLC, Chance W Stem
Leisure World® of Maryland
![15115 INTERLACHEN DR 3-1020, SILVER SPRI..., Silver Spring, MD 20906]()
2 beds
|2 baths
|980 sq ft
|Condo
15115 INTERLACHEN DR 3-1020, SILVER SPRI...
Community: Leisure World® of Maryland
MLS MDMC2163426 • Long & Foster Real Estate, Inc....
Leisure World® of Maryland
![15100 INTERLACHEN DR 4-417, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,317 sq ft
|Condo
15100 INTERLACHEN DR 4-417, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2172038 • Weichert, REALTORS, Debra S Eig
The Reserve at New Windsor
![2810 UNION SQUARE RD # 2, NEW WINDSOR, M..., New Windsor, MD 21776]()
3 beds
|3 baths
|2,044 sq ft
|Condo
2810 UNION SQUARE RD # 2, NEW WINDSOR, M...
Community: The Reserve at New Windsor
MLS MDCR2024550 • EXP Realty, LLC, Corey N Campbe...
Leisure World® of Maryland
![3400 GLENEAGLES DR 73-3E, SILVER SPRING,..., Silver Spring, MD 20906]()
1 beds
|1 baths
|800 sq ft
|Condo
3400 GLENEAGLES DR 73-3E, SILVER SPRING,...
Community: Leisure World® of Maryland
MLS MDMC2174498 • RE/MAX Realty Services, Frances...
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
![4415 SUMMER GRAPE RD # 4415, BALTIMORE, ..., Baltimore, MD 21208]()
3 beds
|4 baths
|4,378 sq ft
|Condo
4415 SUMMER GRAPE RD # 4415, BALTIMORE, ...
Community: The Villages At Woodholme
MLS MDBC2125734 • Monument Sotheby's Internationa...
Emerald Pointe
![13342 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742]()
MLS MDWA2028384 • Homecoin.com, Jonathan Minerick
The Villages At Woodholme
![8522 MOUNTAINHOLLY DR # 8522, PIKESVILLE..., Pikesville, MD 21208]()
3 beds
|4 baths
|3,811 sq ft
|Condo
8522 MOUNTAINHOLLY DR # 8522, PIKESVILLE...
Community: The Villages At Woodholme
MLS MDBC2116388 • ExecuHome Realty, Harold A Kell...
Frequently Asked Questions
In Middletown, there is 1 small community with less than 500 homes.
The smallest 55+ community in Middletown has 81 homes, the largest has 81 homes, and the average community consists of 81 homes.
No, there are no gated 55+ communities in Middletown.
Want more information about active adult communities around Middletown?
438
homes
near Middletown
Remove Boundaries ×
Map
Satellite
Want to learn more about 55+ communities in Middletown?
