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Middletown, MD 55+ active adult communities & homes for sale - Page 4
141 communities near Middletown
561 homes near Middletown
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$400ks
- $700ks
Carter's Mill, Haymarket, VA
New Construction
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55+ age-restricted
|
Built 2020 - present
|
480 homes
$300ks
Gatherings at Ellicott Mi..., Ellicott City, MD
Resale Only
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55+ age-restricted
|
Built 2013 - 2018
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127 homes
$300ks
- $400ks
Guilford Mews, Jessup, MD
New and Resale
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55+ age-restricted
|
Built 2010 - present
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26 homes
$200ks
- $300ks
Cherry Tree, Hanover, PA
New Construction
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55+ age-restricted
|
Built 2018 - present
|
100 homes
1 rating (1 reviews)
![Legacy at Cherry Tree]()
$400ks
- $500ks
Legacy at Cherry Tree, Laurel, MD
Resale Only
|
55+ age-restricted
|
Built 2010 - 2015
|
120 homes
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$500ks
- $700ks
Courts of Clarksburg, Clarksburg, MD
Resale Only
|
55+ age-restricted
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Built 2016 - 2020
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140 homes
$300ks
- $400ks
JerMae Estates, Thurmont, MD
Resale Only
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55+ age-restricted
|
Built 2003 - 2008
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108 homes
$600ks
- $900ks
Regency at Belmont, Ashburn, VA
New Construction
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55+ age-restricted
|
Built 2021 - present
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145 homes
$400ks
- $500ks
Gatherings® at Quarry Pla..., Reisterstown, MD
Resale Only
|
55+ age-restricted
|
Built 2014 - 2017
|
135 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.
$800ks
Vistas at Lansdowne, Lansdowne, VA
Resale Only
|
55+ age-restricted
|
Built 2015 - 2020
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120 homes
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
$500ks
- $600ks
Enclave at Park Forest, Elkridge, MD
Resale Only
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55+ age-restricted
|
Built 2016 - 2018
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45 homes
$400ks
- $500ks
The Enclave at Ellicott S..., Ellicott City, MD
Resale Only
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55+ age-restricted
|
Built 2009 - 2012
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69 homes
$400ks
- $500ks
CobbleStone Estates, Hagerstown, MD
New and Resale
|
55+ age-restricted
|
Built 2015 - present
|
66 homes
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$200ks
Meadowview Village, Harrisburg, PA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2016
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108 homes
$300ks
- $400ks
Gatherings at Jefferson P..., Ellicott City, MD
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
74 homes
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$500ks
- $600ks
Boxwood Villas, Urbana, MD
Resale Only
|
55+ age-restricted
|
Built 2019 - 2021
|
92 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.
$300ks
- $400ks
Ballenger Run, Frederick, MD
Resale Only
|
55+ age-restricted
|
Built 2019 - 2020
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36 homes
$300ks
- $500ks
The Villas of Rock Oak, Odenton, MD
Resale Only
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55+ age-restricted
|
Built 2004 - 2006
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38 homes
$300ks
- $600ks
Belmont Bay, Woodbridge, VA
New and Resale
|
Age-targeted
|
Built 2007 - present
|
155 homes
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New
Leisure World® of Maryland
![3210 N LEISURE WORLD BLVD 416, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,505 sq ft
|Condo
3210 N LEISURE WORLD BLVD 416, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2218842 • Weichert, REALTORS, Raquel Silv...
New
The Village at Harvest Ridge
![126 HARVEST RIDGE DR, WINCHESTER, VA, 22..., Winchester, VA 22601]()
3 beds
|2 baths
|2,834 sq ft
126 HARVEST RIDGE DR, WINCHESTER, VA, 22...
Community: The Village at Harvest Ridge
MLS VAFV2040774 • Long & Foster Real Estate, Inc....
New
Trilogy® at Lake Frederick
![104 GROSBEAK CT, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630]()
3 beds
|3 baths
|2,933 sq ft
104 GROSBEAK CT, LAKE FREDERICK, VA, 226...
Community: Trilogy® at Lake Frederick
MLS VAFV2039340 • Keller Williams Realty, Matt Bo...
New
CobbleStone Estates
![9723 COBBLE STONE CT, HAGERSTOWN, MD, 21..., Hagerstown, MD 21740]()
2 beds
|2 baths
|2,260 sq ft
9723 COBBLE STONE CT, HAGERSTOWN, MD, 21...
Community: CobbleStone Estates
MLS MDWA2035426 • Real Estate Innovations, Susan ...
New
Spring Hill
![8970 FASCINATION CT 215, LORTON, VA, 220..., Lorton, VA 22079]()
2 beds
|2 baths
|1,558 sq ft
|Condo
8970 FASCINATION CT 215, LORTON, VA, 220...
Community: Spring Hill
MLS VAFX2295904 • Samson Properties, Georgina P W...
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New
Heritage Hunt
![13520 NORWICK PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155]()
MLS VAPW2111482 • Samson Properties, Natalie H Mc...
New
Village Crest
![8270 STONE CROP DR A, ELLICOTT CITY, MD,..., Ellicott City, MD 21043]()
2 beds
|2 baths
|1,574 sq ft
|Condo
8270 STONE CROP DR A, ELLICOTT CITY, MD,...
Community: Village Crest
MLS MDHW2066694 • RE/MAX Advantage Realty, Greg M...
New
The Woodlands of Urbana
![3225 THORNAPPLE DR, FREDERICK, MD, 21704, Frederick, MD 21704]()
3 beds
|3 baths
|1,816 sq ft
3225 THORNAPPLE DR, FREDERICK, MD, 21704
Community: The Woodlands of Urbana
MLS MDFR2079850 • IMPACT Maryland Real Estate, St...
New
Parklands
![3908 GLACIER BAY PL, WHITE PLAINS, MD, 2..., White Plains, MD 20695]()
MLS MDCH2053244 • Keller Williams Preferred Prope...
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
Cedar Ridge at Piney Orchard
![8601 ROAMING RIDGE WAY 304, ODENTON, MD,..., Odenton, MD 21113]()
2 beds
|2 baths
|1,500 sq ft
|Condo
8601 ROAMING RIDGE WAY 304, ODENTON, MD,...
Community: Cedar Ridge at Piney Orchard
MLS MDAA2140798 • RE/MAX Leading Edge, Sandra K W...
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New
Leisure World® of Maryland
![3330 N LEISURE WORLD BLVD 5-1027, SILVER..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,138 sq ft
|Condo
3330 N LEISURE WORLD BLVD 5-1027, SILVER...
Community: Leisure World® of Maryland
MLS MDMC2225782 • RLAH @properties, Jayme E Park
New
Carmella
![1006 WINTERGREEN DR, MECHANICSBURG, PA, ..., Mechanicsburg, PA 17050]()
3 beds
|3 baths
|2,538 sq ft
|Condo
1006 WINTERGREEN DR, MECHANICSBURG, PA, ...
Community: Carmella
MLS PACB2052408 • Iron Valley Real Estate of Cent...
New
Heritage Hunt
![6852 TRED AVON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155]()
MLS VAPW2115964 • Keller Williams Realty Advantag...
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New
Cameron Grove
![13506 MISSOULA CT, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774]()
MLS MDPG2198084 • Tek-Align Realty, LLC, Minassie...
New
Leisure World® of Maryland
![15020 EARDLEY CT 281G, SILVER SPRING, MD..., Silver Spring, MD 20906]()
1 beds
|1 baths
|666 sq ft
|Condo
15020 EARDLEY CT 281G, SILVER SPRING, MD...
Community: Leisure World® of Maryland
MLS MDMC2225842 • Weichert, REALTORS, Joseph D Pe...
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New
Potomac Green
![20598 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147]()
MLS VALO2120322 • Long & Foster Real Estate, Inc....
New
The Crest of Alexandria
![7753 BELVALE DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315]()
4 beds
|4 baths
|2,888 sq ft
7753 BELVALE DR, ALEXANDRIA, VA, 22315
Community: The Crest of Alexandria
MLS VAFX2296586 • Redfin Corporation, Matthew Dav...
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 Highlands at Blue Ridge Shadows
![48 HICKORY SHAFT CT, FRONT ROYAL, VA, 22..., Front Royal, VA 22630]()
3 beds
|2 baths
|1,763 sq ft
48 HICKORY SHAFT CT, FRONT ROYAL, VA, 22...
Community: The Highlands at Blue Ridge Shadows
MLS VAWR2013914 • Keller Williams Realty, Alicia ...
New
Ballenger Run
![6443 AUTUMN OLIVE DR, FREDERICK, MD, 217..., Frederick, MD 21703]()
MLS MDFR2079720 • RE/MAX Results, Sue P Collins
New
Leisure World® of Maryland
![14801 PENNFIELD CIR 206, SILVER SPRING, ..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,312 sq ft
|Condo
14801 PENNFIELD CIR 206, SILVER SPRING, ...
Community: Leisure World® of Maryland
MLS MDMC2224690 • NextHome Envision, Catelin Schw...
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New
Lansdowne Woods of Virginia
![19355 CYPRESS RIDGE TER 219, LEESBURG, V..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,500 sq ft
|Condo
19355 CYPRESS RIDGE TER 219, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2119234 • Compass, Karen A Miller
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New
Heritage Hunt
![13700 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155]()
MLS VAPW2114682 • Pearson Smith Realty, LLC, Cher...
New
Leisure World® of Maryland
![3210 N LEISURE WORLD BLVD 519, SILVER SP..., Silver Spring, MD 20906]()
1 beds
|2 baths
|885 sq ft
|Condo
3210 N LEISURE WORLD BLVD 519, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2225530 • Samson Properties, Eve R Marini...
New
Leisure World® of Maryland
![3411 S LEISURE WORLD BLVD 90-E, SILVER S..., Silver Spring, MD 20906]()
2 beds
|3 baths
|1,600 sq ft
|Condo
3411 S LEISURE WORLD BLVD 90-E, SILVER S...
Community: Leisure World® of Maryland
MLS MDMC2225508 • RE/MAX Realty Services, Charles...
New
Lansdowne Woods of Virginia
![19350 MAGNOLIA GROVE SQ 403, LEESBURG, V..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,168 sq ft
|Condo
19350 MAGNOLIA GROVE SQ 403, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2120272 • Keller Williams Realty, Suzanne...
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Download the Ultimate 55+ Homebuying Guide
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New
Amblebrook
![102 WOOLGRASS LN, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2022742 • RE/MAX Advantage Realty, Charle...
New
Patapsco Overlook
![17 CLAY LODGE LN 304, CATONSVILLE, MD, 2..., Catonsville, MD 21228]()
2 beds
|2 baths
|1,422 sq ft
|Condo
17 CLAY LODGE LN 304, CATONSVILLE, MD, 2...
Community: Patapsco Overlook
MLS MDBC2157864 • Cummings & Co. Realtors, Morgan...
New
Four Seasons at Historic Virginia
![17322 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025]()
3 beds
|2 baths
|1,802 sq ft
17322 FOUR SEASONS DR, DUMFRIES, VA, 220...
Community: Four Seasons at Historic Virginia
MLS VAPW2114982 • Samson Properties, Ashley Kopec...
New
Birchwood at Brambleton
![42920 FIREFLY SONATA TER 203, ASHBURN, V..., Ashburn, VA 20148]()
3 beds
|2 baths
|1,712 sq ft
|Condo
42920 FIREFLY SONATA TER 203, ASHBURN, V...
Community: Birchwood at Brambleton
MLS VALO2120184 • Samson Properties, Meg Elizabet...
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Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New
Lansdowne Woods of Virginia
![19375 CYPRESS RIDGE TER 1111, LEESBURG, ..., Leesburg, VA 20176]()
3 beds
|2 baths
|1,475 sq ft
|Condo
19375 CYPRESS RIDGE TER 1111, LEESBURG, ...
Community: Lansdowne Woods of Virginia
MLS VALO2116242 • Samson Properties, Andrew M Nor...
New
Trilogy® at Lake Frederick
![104 RHODODENDRON CT, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630]()
3 beds
|3 baths
|2,457 sq ft
104 RHODODENDRON CT, LAKE FREDERICK, VA,...
Community: Trilogy® at Lake Frederick
MLS VAFV2040680 • Keller Williams Realty, Matt Bo...
New
Amblebrook
![74 GRAND OVERLOOK DR, GETTYSBURG, PA, 17..., Gettysburg, PA 17325]()
MLS PAAD2022492 • Tesla Realty Group, LLC, Mary Y...
New
Leisure World® of Maryland
![15401 BASSETT LN 45-2C, SILVER SPRING, M..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,237 sq ft
|Condo
15401 BASSETT LN 45-2C, SILVER SPRING, M...
Community: Leisure World® of Maryland
MLS MDMC2225408 • Weichert, REALTORS, Colleen M C...
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
Leisure World® of Maryland
![3200 N LEISURE WORLD BLVD 803, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,495 sq ft
|Condo
3200 N LEISURE WORLD BLVD 803, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2225460 • RE/MAX Realty Services, John P....
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New
Walden Woods
![9837 WILDERNESS LN, LAUREL, MD, 20723, Laurel, MD 20723]()
MLS MDHW2066628 • Cummings & Co. Realtors, Janet ...
Liberty Grove
![8610 LIBERTY TRL 305, MANASSAS, VA, 2011..., Manassas, VA 20110]()
2 beds
|3 baths
|1,518 sq ft
|Condo
8610 LIBERTY TRL 305, MANASSAS, VA, 2011...
Community: Liberty Grove
MLS VAMN2010576 • Keller Williams Realty, Jennife...
Parklands
![10071 SHENANDOAH LN, WHITE PLAINS, MD, 2..., White Plains, MD 20695]()
MLS MDCH2053060 • Builder Solutions Realty, Terri...
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Amblebrook
![96 ELDERBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2022756 • D.R. Horton Realty of Pennsylva...
Vistas at Lansdowne
![19400 LANSDOWNE WOODS BLVD 101, LEESBURG..., Leesburg, VA 20176]()
2 beds
|2 baths
|2,041 sq ft
|Condo
19400 LANSDOWNE WOODS BLVD 101, LEESBURG...
Community: Vistas at Lansdowne
MLS VALO2120042 • Samson Properties, Phyllis Ann ...
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.
On average, listings in 55+ community in Middletown stay on the market for around 58 days. The average price of homes for sale in this community is approximately $550,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Village at Foxfield average around $550,000.
Want more information about active adult communities around Middletown?
Want to learn more about 55+ communities in Middletown?
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REIN updates its listings on a daily basis. Data last updated: Apr 10, 2026.
This application does not include information on all of the properties available for sale at this time.
