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Middletown, MD 55+ active adult communities & homes for sale - Page 2
141 communities near Middletown
582 homes near Middletown
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3 rating (2 reviews)
![Leisure World® of Marylan...]()
<$100k
- $800ks
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
- $700ks
Amblebrook, Gettysburg, PA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
2,000 homes
5 rating (2 reviews)
![Trilogy® at Lake Frederic...]()
$300ks
- $1Ms
Trilogy® at Lake Frederic..., Lake Frederick, VA
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
950 homes
$300ks
- $500ks
Parklands, White Plains, MD
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
586 homes
$300ks
- $500ks
The Flats at Heathcote Vi..., Haymarket, VA
New Construction
|
55+ age-restricted
|
Built 2026 - present
|
500 homes
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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
5 rating (3 reviews)
![Heritage Hunt]()
$400ks
- $600ks
Heritage Hunt, Gainesville, VA
Resale Only
|
55+ age-restricted
|
Built 1998 - 2009
|
1,863 homes
$200ks
- $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only
|
55+ age-restricted
|
Built 1999 - 2013
|
740 homes
$100ks
- $600ks
Penn National, Fayetteville, PA
New and Resale
|
Age-targeted
|
Built 1968 - present
|
1,100 homes
$400ks
- $600ks
Traditions of America at ..., Mechanicsburg, PA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
517 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.
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction
|
55+ age-restricted
|
Built 2021 - present
5 rating (1 reviews)
![Two Rivers]()
$500ks
- $700ks
Two Rivers, Odenton, MD
New and Resale
|
55+ age-restricted
|
Built 2015 - present
|
800 homes
$500ks
- $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only
|
55+ age-restricted
|
Built 2019 - 2025
|
565 homes
$400ks
- $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
135 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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(240) 663-8229
$300ks
- $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
122 homes
$300ks
- $400ks
Spring Valley Estates, Waynesboro, PA
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
140 homes
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
177 homes
$600ks
- $1Ms
The Flats at Northside, Potomac, MD
New Construction
|
Age-targeted
|
Built 2025 - present
|
143 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.
$200ks
- $400ks
Beechfield Manors, Bowie, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
5 rating (1 reviews)
![Regency at Dominion Valle...]()
$300ks
- $1Ms
Regency at Dominion Valle..., Haymarket, VA
Resale Only
|
55+ age-restricted
|
Built 2001 - 2017
|
855 homes
$600ks
Cadence at Lansdowne, Lansdowne, VA
Resale Only
|
55+ age-restricted
|
Built 2020 - 2024
|
74 homes
$400ks
- $500ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
185 homes
$300ks
- $500ks
Emerald Pointe, Hagerstown, MD
New and Resale
|
55+ age-restricted
|
Built 2008 - present
|
250 homes
$700ks
- $800ks
Bloomfields 55+, Frederick, MD
New Construction
|
55+ age-restricted
|
Built 2026 - present
$300ks
- $400ks
Sagebrook, Dover, PA
New and Resale
|
55+ age-restricted
|
Built 2020 - present
|
194 homes
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Questions? Call us:
(240) 663-8229
5 rating (1 reviews)
![Snowden Overlook]()
$300ks
- $600ks
Snowden Overlook, Columbia, MD
Resale Only
|
55+ age-restricted
|
Built 2005 - 2010
|
350 homes
$400ks
- $800ks
The Crest of Alexandria, Alexandria, VA
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
250 homes
$600ks
- $700ks
The Atrium at MetroWest, Fairfax, VA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
206 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 (2 reviews)
![Central Parke at Victoria...]()
$300ks
- $500ks
Central Parke at Victoria..., Laurel, MD
Resale Only
|
55+ age-restricted
|
Built 2004 - 2011
|
609 homes
$300ks
Carroll's Creek, Gambrills, MD
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
162 homes
3 rating (2 reviews)
![Dunbarton]()
$300ks
- $500ks
Dunbarton, Bristow, VA
Resale Only
|
55+ age-restricted
|
Built 2000 - 2009
|
479 homes
5 rating (1 reviews)
![Willow Lawn Cottages]()
$300ks
Willow Lawn Cottages, Winchester, VA
Resale Only
|
55+ age-restricted
|
Built 1999 - 2004
|
120 homes
$500ks
- $1Ms
Montebello, Sterling, VA
New and Resale
|
55+ age-restricted
|
Built 2022 - present
|
450 homes
5 rating (2 reviews)
![Potomac Green]()
$400ks
- $800ks
Potomac Green, Ashburn, VA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2016
|
1,400 homes
5 rating (1 reviews)
![Carroll Vista]()
$300ks
Carroll Vista, Taneytown, MD
Resale Only
|
55+ age-restricted
|
Built 2004 - 2017
|
453 homes
$300ks
- $400ks
Winchester Landing, Winchester, VA
Resale Only
|
55+ age-restricted
|
Built 2023 - 2025
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
(240) 663-8229
$300ks
- $600ks
Cortland Park, Mechanicsburg, PA
New and Resale
|
55+ age-restricted
|
Built 2020 - present
|
104 homes
5 rating (1 reviews)
![Crestwood Village]()
$200ks
- $500ks
Crestwood Village, Frederick, MD
Resale Only
|
55+ age-restricted
|
Built 1979 - 1999
|
550 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.
Vistas at Lansdowne
![44238 SILVERPALM GROVE TER, LEESBURG, VA..., Leesburg, VA 20176]()
3 beds
|5 baths
|3,891 sq ft
44238 SILVERPALM GROVE TER, LEESBURG, VA...
Community: Vistas at Lansdowne
MLS VALO2130232 • Keller Williams Realty, Jean K ...
Leisure World® of Maryland
![3830 GLEN EAGLES DR, SILVER SPRING, MD, ..., Silver Spring, MD 20906]()
4 beds
|4 baths
|4,374 sq ft
3830 GLEN EAGLES DR, SILVER SPRING, MD, ...
Community: Leisure World® of Maryland
MLS MDMC2243676 • Samson Properties, Carmen M Mur...
Leisure World® of Maryland
![2904 N LEISURE WORLD BLVD 308, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,500 sq ft
|Condo
2904 N LEISURE WORLD BLVD 308, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2233554 • Samson Properties, Carmen M Mur...
Amblebrook
![185 LIVELY STREAM WAY, GETTYSBURG, PA, 1..., Gettysburg, PA 17325]()
MLS PAAD2024440 • RE/MAX Advantage Realty, Charle...
Gatherings at Forest Glen
![8609 WINTERGREEN CT 208, ODENTON, MD, 21..., Odenton, MD 21113]()
2 beds
|2 baths
|1,400 sq ft
|Condo
8609 WINTERGREEN CT 208, ODENTON, MD, 21...
Community: Gatherings at Forest Glen
MLS MDAA2150180 • CENTURY 21 New Millennium, Mark...
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Spring Hill
![8406 MOUNTAIN LARKSPUR DR DR, LORTON, VA..., Lorton, VA 22079]()
MLS VAFX2317436 • Acquire Real Estate LLC, Willia...
Carmella
![425 CARMELLA DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050]()
3 beds
|3 baths
|2,479 sq ft
|Condo
425 CARMELLA DR, MECHANICSBURG, PA, 1705...
Community: Carmella
MLS PACB2055756 • Coldwell Banker Realty, JIM BED...
Leisure World® of Maryland
![2900 N LEISURE WORLD BLVD 211, SILVER SP..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,466 sq ft
|Condo
2900 N LEISURE WORLD BLVD 211, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2241962 • Long & Foster Real Estate, Inc....
Trilogy® at Lake Frederick
![111 SWITCHGRASS WAY, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630]()
3 beds
|3 baths
|2,530 sq ft
111 SWITCHGRASS WAY, LAKE FREDERICK, VA,...
Community: Trilogy® at Lake Frederick
MLS VAFV2042970 • NextHome Realty Select, Michell...
Leisure World® of Maryland
![3310 N LEISURE WORLD BLVD 108-6, SILVER ..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,195 sq ft
|Condo
3310 N LEISURE WORLD BLVD 108-6, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2243480 • Coldwell Banker Realty, Rita 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.
Ballenger Run
![5307 CRAPE MYRTLE DR, FREDERICK, MD, 217..., Frederick, MD 21703]()
MLS MDFR2084812 • Compass, Aaron Jeweler
Carroll's Creek
![1403 WIGEON WAY 302, GAMBRILLS, MD, 2105..., Gambrills, MD 21054]()
2 beds
|2 baths
|1,343 sq ft
|Condo
1403 WIGEON WAY 302, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
MLS MDAA2148030 • RE/MAX Leading Edge, Kyle F McC...
The Preserves at Cumberland Village
![33 BOBOLINK DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
3 beds
|3 baths
|2,046 sq ft
33 BOBOLINK DR, GETTYSBURG, PA, 17325
Community: The Preserves at Cumberland Village
MLS PAAD2024374 • Jeff A. Shaffer Real Estate, In...
Penn National
![6147 MERION DR, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222]()
MLS PAFL2035210 • Iron Valley Real Estate of Cham...
Regency at Dominion Valley
![5245 ARMOUR CT, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
2 beds
|3 baths
|2,782 sq ft
5245 ARMOUR CT, HAYMARKET, VA, 20169
Community: Regency at Dominion Valley
MLS VAPW2124266 • Real Property Management Pros, ...
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Gatherings at Cabin Branch
![13439 PETREL ST, CLARKSBURG, MD, 20871, Clarksburg, MD 20871]()
4 beds
|4 baths
|4,162 sq ft
13439 PETREL ST, CLARKSBURG, MD, 20871
Community: Gatherings at Cabin Branch
MLS MDMC2243460 • RE/MAX Realty Centre, Inc., See...
The Village at Cabin Branch
![13439 PETREL ST, CLARKSBURG, MD, 20871, Clarksburg, MD 20871]()
4 beds
|4 baths
|4,162 sq ft
13439 PETREL ST, CLARKSBURG, MD, 20871
Community: The Village at Cabin Branch
MLS MDMC2243460 • RE/MAX Realty Centre, Inc., See...
Leisure World® of Maryland
![3561 S LEISURE WORLD BLVD 24-1B, SILVER ..., Silver Spring, MD 20906]()
2 beds
|1 baths
|1,200 sq ft
|Condo
3561 S LEISURE WORLD BLVD 24-1B, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2243382 • RE/MAX Realty Services, Charles...
Regency at Ashburn
![20851 SABER JET PL, ASHBURN, VA, 20147, Ashburn, VA 20147]()
MLS VALO2121940 • Keller Williams Realty, Jennife...
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.
Village Crest
![8254 ACADEMY RD 8, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21043]()
4 beds
|4 baths
|4,072 sq ft
|Condo
8254 ACADEMY RD 8, ELLICOTT CITY, MD, 21...
Community: Village Crest
MLS MDHW2070864 • EXP Realty, LLC, Lee R. Tessier
Two Rivers
![3108 WOODCHUCK WAY, ODENTON, MD, 21113, Odenton, MD 21113]()
MLS MDAA2142362 • Blackwell Real Estate, LLC, Deb...
Leisure World® of Maryland
![3301 S LEISURE WORLD BLVD 99-2E, SILVER ..., Silver Spring, MD 20906]()
1 beds
|1 baths
|800 sq ft
|Condo
3301 S LEISURE WORLD BLVD 99-2E, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2243106 • Weichert, REALTORS, Eskedar Hai...
The Woodlands of Urbana
![3112 CEDAR GROVE TER, IJAMSVILLE, MD, 21..., Ijamsville, MD 21754]()
3 beds
|3 baths
|3,331 sq ft
3112 CEDAR GROVE TER, IJAMSVILLE, MD, 21...
Community: The Woodlands of Urbana
MLS MDFR2084186 • The Agency DC, Nurit Coombe
Signature Club at Greenview
![10562 EDWARDIAN LN 125, NEW MARKET, MD, ..., New Market, MD 21774]()
4 beds
|4 baths
|3,549 sq ft
|Condo
10562 EDWARDIAN LN 125, NEW MARKET, MD, ...
Community: Signature Club at Greenview
MLS MDFR2083868 • Viviano Realty, Carla Viviano
Four Seasons at Historic Virginia
![17021 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025]()
2 beds
|2 baths
|2,202 sq ft
17021 FOUR SEASONS DR, DUMFRIES, VA, 220...
Community: Four Seasons at Historic Virginia
MLS VAPW2124002 • Long & Foster Real Estate, Inc....
Lansdowne Woods of Virginia
![19385 CYPRESS RIDGE TER 903, LEESBURG, V..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,509 sq ft
|Condo
19385 CYPRESS RIDGE TER 903, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2129824 • Samson Properties, Andrew M Nor...
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Leisure World® of Maryland
![3310 N LEISURE WORLD BLVD 1011-6, SILVER..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,195 sq ft
|Condo
3310 N LEISURE WORLD BLVD 1011-6, SILVER...
Community: Leisure World® of Maryland
MLS MDMC2242246 • Compass, Jonathan T Karpa
Winchester Landing
![106 HARDY, WINCHESTER, VA, 22602, Winchester, VA 22602]()
MLS VAFV2042996 • MarketPlace REALTY, Lori Oaks
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
![4300 SCOTCH ROSE CT 4300, PIKESVILLE, MD..., Pikesville, MD 21208]()
3 beds
|4 baths
|3,594 sq ft
|Condo
4300 SCOTCH ROSE CT 4300, PIKESVILLE, MD...
Community: The Villages At Woodholme
MLS MDBC2166634 • Compass, Holly K Poulos
Dunbarton
![12036 RUTHERGLEN PL, BRISTOW, VA, 20136, Bristow, VA 20136]()
MLS VAPW2123918 • RE/MAX Realty Centre, Inc., Her...
Bethany Glen
![9800 BLUE IVY WAY, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21042]()
MLS MDHW2070734 • Keller Williams Lucido Agency, ...
Central Parke at Victoria Falls
![7409 NEAR THICKET WAY, LAUREL, MD, 20707, Laurel, MD 20707]()
4 beds
|3 baths
|2,163 sq ft
7409 NEAR THICKET WAY, LAUREL, MD, 20707
Community: Central Parke at Victoria Falls
MLS MDPG2207204 • Berkshire Hathaway HomeServices...
Regency at Ashburn
![44589 YORK CREST TER 405, ASHBURN, VA, 2..., Ashburn, VA 20147]()
2 beds
|2 baths
|1,491 sq ft
|Condo
44589 YORK CREST TER 405, ASHBURN, VA, 2...
Community: Regency at Ashburn
MLS VALO2129622 • Samson Properties, Tammy L Irby
Potomac Green
![20590 HOPE SPRING TER 203, ASHBURN, VA, ..., Ashburn, VA 20147]()
2 beds
|2 baths
|1,347 sq ft
|Condo
20590 HOPE SPRING TER 203, ASHBURN, VA, ...
Community: Potomac Green
MLS VALO2128724 • Keller Williams Realty, Orna Si...
The Village at Cabin Branch
![22325 CABIN BRANCH AVE, CLARKSBURG, MD, ..., Clarksburg, MD 20871]()
3 beds
|4 baths
|2,538 sq ft
22325 CABIN BRANCH AVE, CLARKSBURG, MD, ...
Community: The Village at Cabin Branch
MLS MDMC2242084 • Long & Foster Real Estate, Inc....
Cameron Grove
![13004 CROCKER PL, UPPER MARLBORO, MD, 20..., Upper Marlboro, MD 20774]()
MLS MDPG2208806 • Long & Foster Real Estate, Inc....
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Eden Brook
![1011 SAMANTHA LN 302, ODENTON, MD, 21113, Odenton, MD 21113]()
2 beds
|2 baths
|1,609 sq ft
|Condo
1011 SAMANTHA LN 302, ODENTON, MD, 21113
Community: Eden Brook
MLS MDAA2149822 • Long & Foster Real Estate, Inc....
Winchester Landing
![113 WERTLAND PL, WINCHESTER, VA, 22602, Winchester, VA 22602]()
MLS VAFV2042900 • ERA Oakcrest Realty, Inc., Laur...
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.
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 111 days. The average price of homes for sale in this community is approximately $600,106, 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 $600,106.
Want more information about active adult communities around Middletown?
Want to learn more about 55+ communities in Middletown?
582
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© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jul 10, 2026.
This application does not include information on all of the properties available for sale at this time.
