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Middletown, MD 55+ active adult communities & homes for sale - Page 6
141 communities near Middletown
572 homes near Middletown
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5 rating (1 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...]()
- $900ks
Trilogy® at Lake Frederic..., Lake Frederick, VA
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
950 homes
$300ks
- $500ks
The Flats at Heathcote Vi..., Haymarket, VA
New Construction
|
55+ age-restricted
|
Built 2026 - present
|
500 homes
$300ks
- $500ks
Parklands, White Plains, MD
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
586 homes
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$200ks
- $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only
|
55+ age-restricted
|
Built 1999 - 2013
|
740 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
$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.
5 rating (3 reviews)
![Heritage Hunt]()
$400ks
- $600ks
Heritage Hunt, Gainesville, VA
Resale Only
|
55+ age-restricted
|
Built 1998 - 2009
|
1,863 homes
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
$200ks
- $400ks
Beechfield Manors, Bowie, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
$100ks
- $600ks
Penn National, Fayetteville, PA
New and Resale
|
Age-targeted
|
Built 1968 - present
|
1,100 homes
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$300ks
- $500ks
Emerald Pointe, Hagerstown, MD
New and Resale
|
55+ age-restricted
|
Built 2008 - present
|
250 homes
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction
|
55+ age-restricted
|
Built 2021 - present
$600ks
- $700ks
The Atrium at MetroWest, Fairfax, VA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
206 homes
$400ks
- $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
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.
$300ks
- $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
122 homes
$500ks
- $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only
|
55+ age-restricted
|
Built 2019 - 2025
|
565 homes
$700ks
- $800ks
Bloomfields 55+, Frederick, MD
New Construction
|
55+ age-restricted
|
Built 2026 - present
5 rating (1 reviews)
![Four Seasons at Historic ...]()
$400ks
- $600ks
Four Seasons at Historic ..., Dumfries, VA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2010
|
801 homes
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5 rating (1 reviews)
![Gatherings at Wellington]()
$300ks
- $400ks
Gatherings at Wellington, Manassas, VA
Resale Only
|
55+ age-restricted
|
Built 2011 - 2016
|
135 homes
5 rating (2 reviews)
![Potomac Green]()
$400ks
- $800ks
Potomac Green, Ashburn, VA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2016
|
1,400 homes
$300ks
- $400ks
Spring Valley Estates, Waynesboro, PA
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
140 homes
5 rating (1 reviews)
![Carroll Vista]()
$200ks
- $300ks
Carroll Vista, Taneytown, MD
Resale Only
|
55+ age-restricted
|
Built 2004 - 2017
|
453 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)
![Two Rivers]()
$500ks
- $700ks
Two Rivers, Odenton, MD
New and Resale
|
55+ age-restricted
|
Built 2015 - present
|
800 homes
$200ks
- $300ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
450 homes
$200ks
Winifred Manor, Eldersburg, MD
Resale Only
|
55+ age-restricted
|
Built 1998 - 2002
|
152 homes
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
- $400ks
Blue Ridge, Harrisburg, PA
New and Resale
|
Age-targeted
|
Built 2020 - present
|
130 homes
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$300ks
Carroll's Creek, Gambrills, MD
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
162 homes
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
177 homes
$400ks
- $500ks
Signature Club at Greenvi..., New Market, MD
Resale Only
|
55+ age-restricted
|
Built 2003 - 2013
|
233 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.
5 rating (1 reviews)
![Gatherings at Lyndwood]()
$300ks
- $400ks
Gatherings at Lyndwood, Elkridge, MD
Resale Only
|
55+ age-restricted
|
Built 2005 - 2008
|
216 homes
$400ks
- $500ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
185 homes
$300ks
- $400ks
Sagebrook, Dover, PA
New and Resale
|
55+ age-restricted
|
Built 2020 - present
|
194 homes
$400ks
- $800ks
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?
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Questions? Call us:
(240) 663-8229
$300ks
The Village at Freedom Hi..., Hagerstown, MD
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
66 homes
5 rating (1 reviews)
![Crestwood Village]()
$200ks
- $500ks
Crestwood Village, Frederick, MD
Resale Only
|
55+ age-restricted
|
Built 1979 - 1999
|
550 homes
Belmont Bay
![620 ANGELFISH WAY, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191]()
MLS VAPW2114782 • Long & Foster Real Estate, Inc....
Central Parke at Victoria Falls
![13401 BELLE CHASSE BLVD 312, LAUREL, MD,..., Laurel, MD 20707]()
2 beds
|2 baths
|1,673 sq ft
|Condo
13401 BELLE CHASSE BLVD 312, LAUREL, MD,...
Community: Central Parke at Victoria Falls
MLS MDPG2194902 • Homecoin.com, Jonathan Minerick
Crawfords Ridge
![614 CRAWFORDS RIDGE RD, ODENTON, MD, 211..., Odenton, MD 21113]()
5 beds
|5 baths
|4,162 sq ft
614 CRAWFORDS RIDGE RD, ODENTON, MD, 211...
Community: Crawfords Ridge
MLS MDAA2135616 • Coldwell Banker Realty, Jeannin...
Birchwood at Brambleton
![43059 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148]()
3 beds
|3 baths
|2,570 sq ft
43059 GREELEY SQ, ASHBURN, VA, 20148
Community: Birchwood at Brambleton
MLS VALO2118380 • M.O. Wilson Properties, Wes W. ...
Lansdowne Woods of Virginia
![19365 CYPRESS RIDGE TER 510, LEESBURG, V..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,251 sq ft
|Condo
19365 CYPRESS RIDGE TER 510, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2117946 • Compass, Karen A Miller
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Amblebrook
![192 HIGHLAND WAY 32, GETTYSBURG, PA, 173..., Gettysburg, PA 17325]()
MLS PAAD2021964 • Iron Valley Real Estate of Cent...
Saintsbury Plaza
![2905 SAINTSBURY PLZ 213, FAIRFAX, VA, 22..., Fairfax, VA 22031]()
2 beds
|2 baths
|1,264 sq ft
|Condo
2905 SAINTSBURY PLZ 213, FAIRFAX, VA, 22...
Community: Saintsbury Plaza
MLS VAFX2296438 • Berkshire Hathaway HomeServices...
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 MDMC2214808 • Long & Foster Real Estate, Inc....
Leisure World® of Maryland
![3200 N LEISURE WORLD BLVD 906, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,720 sq ft
|Condo
3200 N LEISURE WORLD BLVD 906, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2222070 • Weichert, REALTORS, James J Hig...
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
![5 CORNISH HEATH CT 5, BALTIMORE, MD, 212..., Baltimore, MD 21208]()
3 beds
|4 baths
|3,800 sq ft
|Condo
5 CORNISH HEATH CT 5, BALTIMORE, MD, 212...
Community: The Villages At Woodholme
MLS MDBC2154928 • Cummings & Co. Realtors, Jason ...
Cadence at Lansdowne
![43887 SIREN SONG TER, LEESBURG, VA, 2017..., Leesburg, VA 20176]()
4 beds
|4 baths
|2,642 sq ft
43887 SIREN SONG TER, LEESBURG, VA, 2017...
Community: Cadence at Lansdowne
MLS VALO2116906 • Bruck Realty, Deborah L Bruck
Traditions of America at Silver Spring
![126 CONGRESS DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050]()
2 beds
|2 baths
|1,894 sq ft
|Condo
126 CONGRESS DR, MECHANICSBURG, PA, 1705...
Community: Traditions of America at Silver Spring
MLS PACB2051542 • Iron Valley Real Estate of Cent...
Leisure World® of Maryland
![15316 PINE ORCHARD DR 82-2H, SILVER SPRI..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,043 sq ft
|Condo
15316 PINE ORCHARD DR 82-2H, SILVER SPRI...
Community: Leisure World® of Maryland
MLS MDMC2222054 • Keller Williams Preferred Prope...
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Leisure World® of Maryland
![3400 GLENEAGLES DR 73-3H, SILVER SPRING,..., Silver Spring, MD 20906]()
1 beds
|1 baths
|800 sq ft
|Condo
3400 GLENEAGLES DR 73-3H, SILVER SPRING,...
Community: Leisure World® of Maryland
MLS MDMC2217096 • Weichert, REALTORS, Debra S Eig
Leisure World® of Maryland
![3387 S LEISURE WORLD BLVD 91-G, SILVER S..., Silver Spring, MD 20906]()
2 beds
|3 baths
|1,600 sq ft
|Condo
3387 S LEISURE WORLD BLVD 91-G, SILVER S...
Community: Leisure World® of Maryland
MLS MDMC2214252 • Weichert, REALTORS, Debra S Eig
Cadence at Lansdowne
![19006 CORAL REEF SQ, LEESBURG, VA, 20176, Leesburg, VA 20176]()
3 beds
|5 baths
|3,679 sq ft
19006 CORAL REEF SQ, LEESBURG, VA, 20176
Community: Cadence at Lansdowne
MLS VALO2118090 • Hunt Country Sotheby's Internat...
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.
Four Seasons at Historic Virginia
![3769 RUSSETT MAPLE CT, DUMFRIES, VA, 220..., Dumfries, VA 22025]()
5 beds
|4 baths
|3,808 sq ft
3769 RUSSETT MAPLE CT, DUMFRIES, VA, 220...
Community: Four Seasons at Historic Virginia
MLS VAPW2111930 • Jobin Realty, James (Jim) G Kan...
Gatherings at Wellington
![9200 CHARLESTON DR 404, MANASSAS, VA, 20..., Manassas, VA 20110]()
2 beds
|2 baths
|1,504 sq ft
|Condo
9200 CHARLESTON DR 404, MANASSAS, VA, 20...
Community: Gatherings at Wellington
MLS VAMN2010404 • Weichert, REALTORS, Mary Ann Be...
Montebello
![46337 REDDISH KNOB DR, STERLING, VA, 201..., Sterling, VA 20164]()
MLS VALO2118128 • TTR Sotheby's International Rea...
Cameron Grove
![13008 MEARS CT, UPPER MARLBORO, MD, 2077..., Upper Marlboro, MD 20774]()
MLS MDPG2194946 • Fairfax Realty Premier, Alethea...
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The Flats at Northside
![1249 NORTHSIDE PARK BLVD, POTOMAC, MD, 2..., Potomac, MD 20854]()
4 beds
|5 baths
|2,448 sq ft
1249 NORTHSIDE PARK BLVD, POTOMAC, MD, 2...
Community: The Flats at Northside
MLS MDMC2221818 • Compass, Diego Luis Sito
Leisure World® of Maryland
![3738 GLEN EAGLES DR, SILVER SPRING, MD, ..., Silver Spring, MD 20906]()
4 beds
|3 baths
|3,322 sq ft
3738 GLEN EAGLES DR, SILVER SPRING, MD, ...
Community: Leisure World® of Maryland
MLS MDMC2218412 • RE/MAX Realty Centre, Inc., Orl...
Leisure World® of Maryland
![15101 INTERLACHEN DR 1-806, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|990 sq ft
|Condo
15101 INTERLACHEN DR 1-806, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2221362 • Coldwell Banker Realty, Rita M ...
The Woodlands of Urbana
![3520 STARLIGHT ST 302, FREDERICK, MD, 21..., Frederick, MD 21704]()
2 beds
|2 baths
|1,489 sq ft
|Condo
3520 STARLIGHT ST 302, FREDERICK, MD, 21...
Community: The Woodlands of Urbana
MLS MDFR2078152 • Compass, Ross J Wilhelm
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.
Trilogy® at Lake Frederick
![107 CABBAGE WHITE DR, LAKE FREDERICK, VA..., Lake Frederick, VA 22630]()
4 beds
|4 baths
|3,190 sq ft
107 CABBAGE WHITE DR, LAKE FREDERICK, VA...
Community: Trilogy® at Lake Frederick
MLS VAFV2040122 • Slones Real Estate, Theodore Lo...
Cameron Grove
![14040 NEW ACADIA LN 105, UPPER MARLBORO,..., Upper Marlboro, MD 20774]()
1 beds
|1 baths
|1,013 sq ft
|Condo
14040 NEW ACADIA LN 105, UPPER MARLBORO,...
Community: Cameron Grove
MLS MDPG2194786 • Long & Foster Real Estate, Inc....
Parklands
![10327 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695]()
MLS MDCH2052328 • Samson Properties, John Michael...
Leisure World® of Maryland
![2900 N LEISURE WORLD BLVD 2-410, SILVER ..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,512 sq ft
|Condo
2900 N LEISURE WORLD BLVD 2-410, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2219958 • Weichert, REALTORS, Betty M Dar...
The Gatherings at Lakeview Community
![578 QUARRY PLACE CT, REISTERSTOWN, MD, 2..., Reisterstown, MD 21136]()
3 beds
|3 baths
|1,569 sq ft
|Condo
578 QUARRY PLACE CT, REISTERSTOWN, MD, 2...
Community: The Gatherings at Lakeview Community
MLS MDBC2154552 • Keller Williams Realty Centre, ...
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Trilogy® at Lake Frederick
![106 RHODODENDRON CT, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630]()
2 beds
|2 baths
|2,058 sq ft
106 RHODODENDRON CT, LAKE FREDERICK, VA,...
Community: Trilogy® at Lake Frederick
MLS VAFV2040094 • Keller Williams Realty, Matt Bo...
Four Seasons at Historic Virginia
![16837 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025]()
3 beds
|3 baths
|3,645 sq ft
16837 FOUR SEASONS DR, DUMFRIES, VA, 220...
Community: Four Seasons at Historic Virginia
MLS VAPW2114424 • TTR Sotheby's International Rea...
Blue Ridge
![2229 CAROLINE LN, HARRISBURG, PA, 17110, Harrisburg, PA 17110]()
MLS PADA2057346 • Turn Key Realty Group, Edwin Ti...
The Village at Freedom Hills
![13880 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740]()
2 beds
|2 baths
|1,543 sq ft
13880 PATRIOT WAY, HAGERSTOWN, MD, 21740
Community: The Village at Freedom Hills
MLS MDWA2034802 • RE/MAX Results, Shirley J Bayer
Download the Ultimate 55+ Homebuying Guide
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Carroll's Creek
![1406 WIGEON WAY 303, GAMBRILLS, MD, 2105..., Gambrills, MD 21054]()
2 beds
|2 baths
|1,334 sq ft
|Condo
1406 WIGEON WAY 303, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
MLS MDAA2138836 • Samson Properties, George H. Du...
Trilogy® at Lake Frederick
![103 CLOAK LN, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630]()
3 beds
|3 baths
|2,486 sq ft
103 CLOAK LN, LAKE FREDERICK, VA, 22630
Community: Trilogy® at Lake Frederick
MLS VAFV2040080 • LPT Realty, LLC, Matthew Lama
Willow Lawn Cottages
![1851 MELVOR LN, WINCHESTER, VA, 22601, Winchester, VA 22601]()
2 beds
|2 baths
|1,405 sq ft
1851 MELVOR LN, WINCHESTER, VA, 22601
Community: Willow Lawn Cottages
MLS VAWI2010102 • RE/MAX Roots, Roxanna D Grimes
Lansdowne Woods of Virginia
![19365 CYPRESS RIDGE TER 1115, LEESBURG, ..., Leesburg, VA 20176]()
3 beds
|2 baths
|1,475 sq ft
|Condo
19365 CYPRESS RIDGE TER 1115, LEESBURG, ...
Community: Lansdowne Woods of Virginia
MLS VALO2117564 • Compass, Karen A Miller
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Leisure World® of Maryland
![15101 INTERLACHEN DR 1-112, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,210 sq ft
|Condo
15101 INTERLACHEN DR 1-112, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2220636 • American Eagle Realty, INC, Bra...
Bloomfields 55+
![2605 BROADLEAF DR, FREDERICK, MD, 21702, Frederick, MD 21702]()
MLS MDFR2077744 • Keller Williams Realty Centre, ...
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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© 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: Apr 10, 2026.
This application does not include information on all of the properties available for sale at this time.
