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Middletown, MD 55+ active adult communities & homes for sale - Page 5
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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(240) 663-8229
$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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(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
Spring Valley Estates
![11820 MYSTIC ROCK LN, WAYNESBORO, PA, 17..., Waynesboro, PA 17268]()
4 beds
|3 baths
|2,150 sq ft
11820 MYSTIC ROCK LN, WAYNESBORO, PA, 17...
Community: Spring Valley Estates
MLS PAFL2033406 • Real Estate Innovations, Alice ...
Spring Valley Estates
![11816 MYSTIC ROCK LN, WAYNESBORO, PA, 17..., Waynesboro, PA 17268]()
4 beds
|3 baths
|2,150 sq ft
11816 MYSTIC ROCK LN, WAYNESBORO, PA, 17...
Community: Spring Valley Estates
MLS PAFL2033404 • Real Estate Innovations, Alice ...
Leisure World® of Maryland
![3548 CHISWICK CT 36-C, SILVER SPRING, MD..., Silver Spring, MD 20906]()
2 beds
|3 baths
|1,600 sq ft
|Condo
3548 CHISWICK CT 36-C, SILVER SPRING, MD...
Community: Leisure World® of Maryland
MLS MDMC2223210 • Weichert, REALTORS, Richard D W...
Spring Valley Estates
![11802 MYSTIC ROCK LN, WAYNESBORO, PA, 17..., Waynesboro, PA 17268]()
4 beds
|3 baths
|2,150 sq ft
11802 MYSTIC ROCK LN, WAYNESBORO, PA, 17...
Community: Spring Valley Estates
MLS PAFL2033400 • Real Estate Innovations, Alice ...
Trilogy® at Lake Frederick
![105 CABBAGE WHITE DR, LAKE FREDERICK, VA..., Lake Frederick, VA 22630]()
3 beds
|4 baths
|2,910 sq ft
105 CABBAGE WHITE DR, LAKE FREDERICK, VA...
Community: Trilogy® at Lake Frederick
MLS VAFV2040334 • EXP Realty, LLC, Thu-Nguyet Thi...
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Leisure World® of Maryland
![2900 N LEISURE WORLD BLVD 312, SILVER SP..., Silver Spring, MD 20906]()
1 beds
|1 baths
|896 sq ft
|Condo
2900 N LEISURE WORLD BLVD 312, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2223058 • Evergreen Properties, Yueh Shen
The Crest of Alexandria
![6107 FAIRVIEW FARM DR 202, ALEXANDRIA, V..., Alexandria, VA 22315]()
2 beds
|2 baths
|1,658 sq ft
|Condo
6107 FAIRVIEW FARM DR 202, ALEXANDRIA, V...
Community: The Crest of Alexandria
MLS VAFX2297206 • Berkshire Hathaway HomeServices...
Four Seasons at Historic Virginia
![3749 RUSSETT MAPLE CT, DUMFRIES, VA, 220..., Dumfries, VA 22025]()
3 beds
|3 baths
|3,405 sq ft
3749 RUSSETT MAPLE CT, DUMFRIES, VA, 220...
Community: Four Seasons at Historic Virginia
MLS VAPW2115016 • KW Metro Center, Theresa M Welc...
Cedar Meadows
![108 TRUMPET VINE DR, WHITE POST, VA, 226..., White Post, VA 22663]()
MLS VAFV2040260 • ERA Oakcrest Realty, Inc., Tiff...
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.
Two Rivers
![3150 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113]()
MLS MDAA2139638 • Keller Williams Flagship, Chels...
Cameron Grove
![13600 MISSOULA CT, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774]()
MLS MDPG2195408 • Long & Foster Real Estate, Inc....
The Crest of Alexandria
![7922 ASHLAND DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315]()
4 beds
|5 baths
|3,607 sq ft
7922 ASHLAND DR, ALEXANDRIA, VA, 22315
Community: The Crest of Alexandria
MLS VAFX2296186 • Long & Foster Real Estate, Inc....
Leisure World® of Maryland
![15301 BEAVERBROOK CT 92-2B, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,030 sq ft
|Condo
15301 BEAVERBROOK CT 92-2B, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2220344 • Weichert, REALTORS, Debra S Eig
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Penn National
![5840 FAIRWAY DR #1, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222]()
2 beds
|2 baths
|1,598 sq ft
|Condo
5840 FAIRWAY DR #1, FAYETTEVILLE, PA, 17...
Community: Penn National
MLS PAFL2033366 • RE/MAX Quality Service, Inc., J...
Amblebrook
![203 HIGHLAND WAY 3, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325]()
MLS PAAD2022430 • Iron Valley Real Estate of Cent...
Cameron Grove
![12916 FOX BOW DR 107, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774]()
2 beds
|2 baths
|1,116 sq ft
|Condo
12916 FOX BOW DR 107, UPPER MARLBORO, MD...
Community: Cameron Grove
MLS MDPG2195162 • HomeSmart, Patricia A Britt
Leisure World® of Maryland
![15311 PINE ORCHARD DR 87-2A, SILVER SPRI..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,340 sq ft
|Condo
15311 PINE ORCHARD DR 87-2A, SILVER SPRI...
Community: Leisure World® of Maryland
MLS MDMC2222814 • Weichert, REALTORS, Carolyn Sim...
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
![4179 LOTUS CIR 57, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21043]()
3 beds
|3 baths
|2,450 sq ft
|Condo
4179 LOTUS CIR 57, ELLICOTT CITY, MD, 21...
Community: Village Crest
MLS MDHW2065808 • Keller Williams Lucido Agency, ...
Leisure World® of Maryland
![15320 PINE ORCHARD DR 83-1F, SILVER SPRI..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,340 sq ft
|Condo
15320 PINE ORCHARD DR 83-1F, SILVER SPRI...
Community: Leisure World® of Maryland
MLS MDMC2221670 • Harper & Ryan Real Estate, Inc....
Penn National
![6839 FAIRWAY DR, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222]()
MLS PAFL2033302 • Real Estate Excel, JON S COLLIN...
The Highlands at Blue Ridge Shadows
![18 ALBATROSS CT, FRONT ROYAL, VA, 22630, Front Royal, VA 22630]()
4 beds
|4 baths
|3,861 sq ft
18 ALBATROSS CT, FRONT ROYAL, VA, 22630
Community: The Highlands at Blue Ridge Shadows
MLS VAWR2013600 • Samson Properties, Nancy M Poe
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Cameron Grove
![13301 NEW ACADIA LN 109, UPPER MARLBORO,..., Upper Marlboro, MD 20774]()
2 beds
|2 baths
|1,430 sq ft
|Condo
13301 NEW ACADIA LN 109, UPPER MARLBORO,...
Community: Cameron Grove
MLS MDPG2195702 • Keller Williams Capital Propert...
Signature Club at Greenview
![10578 EDWARDIAN LN 133, NEW MARKET, MD, ..., New Market, MD 21774]()
3 beds
|4 baths
|3,425 sq ft
|Condo
10578 EDWARDIAN LN 133, NEW MARKET, MD, ...
Community: Signature Club at Greenview
MLS MDFR2078430 • Long & Foster Real Estate, Inc....
Leisure World® of Maryland
![3330 N LEISURE WORLD BLVD 5-610, SILVER ..., Silver Spring, MD 20906]()
1 beds
|2 baths
|930 sq ft
|Condo
3330 N LEISURE WORLD BLVD 5-610, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2222450 • Weichert, REALTORS, Carolyn Sim...
Gatherings at Lyndwood
![6155 SHADYWOOD RD 204, ELKRIDGE, MD, 210..., Elkridge, MD 21075]()
2 beds
|2 baths
|1,500 sq ft
|Condo
6155 SHADYWOOD RD 204, ELKRIDGE, MD, 210...
Community: Gatherings at Lyndwood
MLS MDHW2065858 • The KW Collective, Charlotte Sa...
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
![15300 PINE ORCHARD DR 85-2H, SILVER SPRI..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,043 sq ft
|Condo
15300 PINE ORCHARD DR 85-2H, SILVER SPRI...
Community: Leisure World® of Maryland
MLS MDMC2218026 • Compass, Rochelle A Ruffin
Carmella
![427 CARMELLA DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050]()
3 beds
|4 baths
|3,848 sq ft
|Condo
427 CARMELLA DR, MECHANICSBURG, PA, 1705...
Community: Carmella
MLS PACB2051374 • Inch & Co. Real Estate, LLC, Ap...
Penn National
![6342 PENN NATIONAL DR, FAYETTEVILLE, PA,..., Fayetteville, PA 17222]()
MLS PAFL2033152 • Coldwell Banker Realty, Doyle C...
Traditions of America at Silver Spring
![228 LOYAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050]()
3 beds
|3 baths
|3,230 sq ft
|Condo
228 LOYAL DR, MECHANICSBURG, PA, 17050
Community: Traditions of America at Silver Spring
MLS PACB2051716 • Iron Valley Real Estate of Cent...
Cameron Grove
![12916 FOX BOW DR 304, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774]()
2 beds
|2 baths
|1,301 sq ft
|Condo
12916 FOX BOW DR 304, UPPER MARLBORO, MD...
Community: Cameron Grove
MLS MDPG2192330 • T W Real Estate, Carmelita M Wh...
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(240) 663-8229
Winchester Landing
![101 MAURY, WINCHESTER, VA, 22602, Winchester, VA 22602]()
MLS VAFV2040248 • National Realty, LLC, Anita R H...
Washington Square
![133 THOMAS JEFFERSON ST, LA PLATA, MD, 2..., La Plata, MD 20646]()
2 beds
|2 baths
|1,179 sq ft
133 THOMAS JEFFERSON ST, LA PLATA, MD, 2...
Community: Washington Square
MLS MDCH2052514 • RE/MAX United Real Estate, Gary...
Leisure World® of Maryland
![3330 N LEISURE WORLD BLVD 5-807, SILVER ..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,115 sq ft
|Condo
3330 N LEISURE WORLD BLVD 5-807, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2222494 • Long & Foster Real Estate, Inc....
Leisure World® of Maryland
![3136 ADDERLEY CT 243-G, SILVER SPRING, M..., Silver Spring, MD 20906]()
2 beds
|3 baths
|1,359 sq ft
|Condo
3136 ADDERLEY CT 243-G, SILVER SPRING, M...
Community: Leisure World® of Maryland
MLS MDMC2220486 • Weichert, REALTORS, Yolanda Gua...
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 Flats at Northside
![1141 FORTUNE TER 104, POTOMAC, MD, 20854, Potomac, MD 20854]()
2 beds
|2 baths
|1,496 sq ft
|Condo
1141 FORTUNE TER 104, POTOMAC, MD, 20854
Community: The Flats at Northside
MLS MDMC2222466 • Monument Sotheby's Internationa...
The Village at Freedom Hills
![13862 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740]()
4 beds
|2 baths
|3,107 sq ft
13862 PATRIOT WAY, HAGERSTOWN, MD, 21740
Community: The Village at Freedom Hills
MLS MDWA2035014 • LPT Realty, LLC, Gemma Corley
The Woodlands of Urbana
![3422 ANGELICA WAY 103, FREDERICK, MD, 21..., Frederick, MD 21704]()
2 beds
|2 baths
|Condo
3422 ANGELICA WAY 103, FREDERICK, MD, 21...
Community: The Woodlands of Urbana
MLS MDFR2076526 • Northrop Realty, Richard Philli...
Amblebrook
![85 QUIET CREEK DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2022316 • Northrop Realty, Keri Weis
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Rosehill Manor Villas
![19601 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742]()
2 beds
|2 baths
|1,735 sq ft
19601 LAVENDER LN, HAGERSTOWN, MD, 21742
Community: Rosehill Manor Villas
MLS MDWA2035004 • Taylor Properties, Joseph P How...
Penn National
![6357 NINTH VW, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222]()
3 beds
|2 baths
|1,958 sq ft
|Condo
6357 NINTH VW, FAYETTEVILLE, PA, 17222
Community: Penn National
MLS PAFL2033288 • White Rock, Inc., Diane K Boock
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.
