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Middletown, MD 55+ active adult communities & homes for sale - Page 3
135 communities near Middletown
436 homes near Middletown
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$200Ks
- $300Ks
Nells Acres, Sykesville, MD
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
103 homes
$200Ks
Timber Villa, Elizabethtown, PA
Resale Only
|
55+ age-restricted
|
Built 1971 - 1999
|
102 homes
$300Ks
Cherry Tree, Hanover, PA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
100 homes
$100Ks
- $200Ks
Albert Courts, Thurmont, MD
Resale Only
|
55+ age-restricted
|
Built 1991 - 2001
|
100 homes
5 rating (1 reviews)
![Four Seasons at Vint Hill]()
$600Ks
Four Seasons at Vint Hill, Warrenton, VA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2006
|
100 homes
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$600Ks
- $700Ks
Walden Woods, Laurel, MD
Resale Only
|
55+ age-restricted
|
Built 2015 - 2020
|
97 homes
5 rating (1 reviews)
![Villas at Cattail Creek]()
$600Ks
Villas at Cattail Creek, Glenwood, MD
Resale Only
|
55+ age-restricted
|
Built 2004 - 2006
|
93 homes
$300Ks
- $500Ks
The Preserves at Cumberla..., Gettysburg, PA
Resale Only
|
55+ age-restricted
|
Built 2010 - present
|
93 homes
$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.
$500Ks
HiddenBrooke, West Springfield, VA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
91 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.
$300Ks
- $400Ks
Cross Creek Village, Winchester, VA
Resale Only
|
55+ age-restricted
|
Built 2001 - 2004
|
90 homes
$400Ks
- $500Ks
Hickory Crest, Columbia, MD
Resale Only
|
55+ age-restricted
|
Built 2000 - 2002
|
88 homes
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$400Ks
The Reserve at New Windso..., New Windsor, MD
Resale Only
|
55+ age-restricted
|
Built 2016 - 2021
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83 homes
$500Ks
- $600Ks
The Village at Harvest Ri..., Winchester, VA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2016
|
82 homes
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$300Ks
Woodbrook Village, Winchester, VA
Resale Only
|
55+ age-restricted
|
Built 1999 - 2001
|
81 homes
3.7 rating (3 reviews)
![Four Seasons at Ashburn V...]()
$400Ks
Four Seasons at Ashburn V..., Ashburn, VA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2005
|
80 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
Heritage Highlands, Lovettsville, VA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2020
|
80 homes
$400Ks
Patapsco Overlook, Catonsville, MD
Resale Only
|
55+ age-restricted
|
Built 2010 - 2017
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80 homes
$200Ks
- $300Ks
Washington Square, La Plata, MD
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
78 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.
$400Ks
The Villages at Broadland..., Ashburn, VA
New and Resale
|
55+ age-restricted
|
Built 2013 - present
|
78 homes
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$400Ks
Hawthorne Greene, La Plata, MD
Resale Only
|
55+ age-restricted
|
Built 2018 - 2022
|
74 homes
$700Ks
Cadence at Lansdowne, Lansdowne, VA
Resale Only
|
55+ age-restricted
|
Built 2020 - 2024
|
74 homes
$400Ks
Gatherings at Jefferson P..., Ellicott City, MD
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
74 homes
$700Ks
- $800Ks
Scot's Glen, Columbia, MD
Resale Only
|
55+ age-restricted
|
Built 2006 - 2012
|
73 homes
Want to learn more about 55+ rental communities in Middletown?
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Questions? Call us:
(240) 663-8229
Download the Ultimate 55+ Homebuying Guide
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$400Ks
- $500Ks
The Enclave at Ellicott S..., Ellicott City, MD
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
69 homes
$300Ks
The Village at Freedom Hi..., Hagerstown, MD
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
66 homes
$400Ks
- $500Ks
CobbleStone Estates, Hagerstown, MD
New and Resale
|
55+ age-restricted
|
Built 2015 - present
|
66 homes
$400Ks
- $500Ks
Greenvale Mews, Westminster, MD
Resale Only
|
55+ age-restricted
|
Built 2013 - 2016
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65 homes
The Enclave at Hines Farm, Laurel, MD
Resale Only
|
55+ age-restricted
|
Built 2025 - present
|
63 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(240) 663-8229
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.
$400Ks
Gatherings at Potomac Sta..., Leesburg, VA
New Construction
|
55+ age-restricted
|
Built 2023 - 2024
|
55 homes
$300Ks
Liberty Place, Sykesville, MD
Resale Only
|
55+ age-restricted
|
Built 2023 - present
|
54 homes
$400Ks
- $500Ks
Castlefield, Manchester, MD
Resale Only
|
55+ age-restricted
|
Built 2008 - 2022
|
53 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.
$600Ks
- $700Ks
Robinson Manor, Gainesville, VA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
50 homes
Want to learn more about 55+ rental communities in Middletown?
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$300Ks
- $400Ks
Villas at Cattail, Hanover, PA
Resale Only
|
55+ age-restricted
|
Built 2007 - 2013
|
48 homes
$500Ks
- $600Ks
Enclave at Park Forest, Elkridge, MD
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
45 homes
$300Ks
- $400Ks
The Signature at Broadlan..., Ashburn, VA
Resale Only
|
55+ age-restricted
|
Built 2018 - 2020
|
45 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(240) 663-8229
$400Ks
- $700Ks
The Highlands at Blue Rid..., Front Royal, VA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2019
|
42 homes
Penn National
![6337 MEDINA RIDGE DR, FAYETTEVILLE, PA, ..., Fayetteville, PA 17222]()
MLS PAFL2031894 • Help-U-Sell Keystone Realty, LL...
Blue Ridge
![3052 LORELAI DR, HARRISBURG, PA, 17110, Harrisburg, PA 17110]()
MLS PADA2049714 • Coldwell Banker Realty, JIM BED...
Traditions of America at Silver Spring
![238 COLONIAL DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050]()
2 beds
|2 baths
|1,861 sq ft
|Condo
238 COLONIAL DR, MECHANICSBURG, PA, 1705...
Community: Traditions of America at Silver Spring
MLS PACB2049936 • Iron Valley Real Estate of Cent...
New
Amblebrook
![134 GENTLE SLOPE WAY, GETTYSBURG, PA, 17..., Gettysburg, PA 17325]()
MLS PAAD2021432 • Keller Williams Keystone Realty...
Amblebrook
![104 CHOKEBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325]()
MLS PAAD2017680 • D.R. Horton Realty of Pennsylva...
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(240) 663-8229
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(240) 663-8229
Country Manor
![81 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257]()
MLS PACB2046206 • Coldwell Banker Realty, Lisa Ma...
New
Timber Villa
![295 DOGWOOD DR, ELIZABETHTOWN, PA, 17022, Elizabethtown, PA 17022]()
MLS PALA2082370 • Berkshire Hathaway HomeServices...
New
Blue Ridge
![2268 CAROLINE LN, HARRISBURG, PA, 17110, Harrisburg, PA 17110]()
MLS PADA2054396 • Howard Hanna Company-Harrisburg...
New
Penn National
![6732 SAINT ANNES DR, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222]()
MLS PAFL2032314 • White Rock, Inc., Diane K Boock
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.
Penn National
![6788 SAINT ANNES DR, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222]()
MLS PAFL2031404 • White Rock, Inc., Diane K Boock
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.
Blue Ridge
![2231 CAROLINE LN, HARRISBURG, PA, 17110, Harrisburg, PA 17110]()
MLS PADA2052916 • Joy Daniels Real Estate Group, ...
Country Manor
![21 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257]()
MLS PACB2046792 • Coldwell Banker Realty, Kelly A...
Villas at Cattail
![24 ST MICHAELS WAY, HANOVER, PA, 17331, Hanover, PA 17331]()
MLS PAAD2021490 • Century 21 Realty Services, McK...
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(240) 663-8229
Traditions of America at Silver Spring
![75 PRESIDENTS DR, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050]()
3 beds
|3 baths
|2,978 sq ft
|Condo
75 PRESIDENTS DR, MECHANICSBURG, PA, 170...
Community: Traditions of America at Silver Spring
MLS PACB2048548 • Berkshire Hathaway HomeServices...
Amblebrook
![128 BIRDSEYE LN, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2021062 • Builder Solutions Realty, Terri...
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Amblebrook
![113 GENTLE SLOPE WAY GENTLE SLOPE WAY 29..., Gettysburg, PA 17325]()
MLS PAAD2019826 • Builder Solutions Realty, Terri...
Penn National
![6881 OLD COURSE RD, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222]()
MLS PAFL2032174 • RE/MAX Realty Agency, Inc., Nic...
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.
Penn National
![6230 GREENBRIAR TER, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222]()
MLS PAFL2032126 • Kandor Real Estate, Kristyn B. ...
Spring Valley Estates
![11797 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268]()
3 beds
|3 baths
|1,850 sq ft
11797 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Community: Spring Valley Estates
MLS PAFL2031076 • Real Estate Innovations, Alice ...
Timber Villa
![58 TIMBER VILLA, ELIZABETHTOWN, PA, 1702..., Elizabethtown, PA 17022]()
3 beds
|3 baths
|2,882 sq ft
|Condo
58 TIMBER VILLA, ELIZABETHTOWN, PA, 1702...
Community: Timber Villa
MLS PALA2081518 • RE/MAX Evolved, Nancy Downs
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.
Meadowview Village
![197 MEADOWVIEW DR, HARRISBURG, PA, 17111, Harrisburg, PA 17111]()
2 beds
|2 baths
|1,384 sq ft
|Condo
197 MEADOWVIEW DR, HARRISBURG, PA, 17111
Community: Meadowview Village
MLS PADA2052638 • Iron Valley Real Estate of Cent...
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Penn National
![3826 FARMSTEAD DR, FAYETTEVILLE, PA, 172..., Fayetteville, PA 17222]()
MLS PAFL2029312 • White Rock, Inc., Diane K Boock
Penn National
![5860 FAIRWAY DR W APT 4, FAYETTEVILLE, P..., Fayetteville, PA 17222]()
2 beds
|2 baths
|1,598 sq ft
|Condo
5860 FAIRWAY DR W APT 4, FAYETTEVILLE, P...
Community: Penn National
MLS PAFL2028656 • White Rock, Inc., Diane K Boock
Traditions of America at Silver Spring
![99 FEDERAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050]()
3 beds
|3 baths
|2,348 sq ft
|Condo
99 FEDERAL DR, MECHANICSBURG, PA, 17050
Community: Traditions of America at Silver Spring
MLS PACB2049598 • Iron Valley Real Estate of Cent...
Carmella
![226 CARMELLA DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050]()
2 beds
|2 baths
|1,615 sq ft
|Condo
226 CARMELLA DR, MECHANICSBURG, PA, 1705...
Community: Carmella
MLS PACB2045630 • Coldwell Banker Realty, MARY E ...
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Download the Ultimate 55+ Homebuying Guide
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Amblebrook
![93 ELDERBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2019618 • D.R. Horton Realty of Pennsylva...
Traditions of America at Silver Spring
![265 FOUNDERS WAY, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050]()
2 beds
|2 baths
|2,189 sq ft
|Condo
265 FOUNDERS WAY, MECHANICSBURG, PA, 170...
Community: Traditions of America at Silver Spring
MLS PACB2048116 • Joy Daniels Real Estate Group, ...
Amblebrook
![114 ELDERBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325]()
MLS PAAD2020462 • D.R. Horton Realty of Pennsylva...
Amblebrook
![207 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325]()
MLS PAAD2021056 • Kelly and Co Realty, LLC, Kelly...
Amblebrook
![211 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325]()
MLS PAAD2020280 • Kelly and Co Realty, LLC, Kelly...
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(240) 663-8229
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.
Amblebrook
![179 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325]()
MLS PAAD2021054 • Kelly and Co Realty, LLC, Kelly...
Traditions of America at Silver Spring
![86 PRESIDENTS DR, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050]()
2 beds
|2 baths
|2,036 sq ft
|Condo
86 PRESIDENTS DR, MECHANICSBURG, PA, 170...
Community: Traditions of America at Silver Spring
MLS PACB2048074 • Coldwell Banker Realty, Jennife...
Amblebrook
![53 GENTLE SLOPE WAY, GETTYSBURG, PA, 173..., Gettysburg, PA 17325]()
MLS PAAD2021066 • Builder Solutions Realty, Terri...
Amblebrook
![318 RUSTIC WOOD DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325]()
MLS PAAD2018842 • Trish Rowe Realty, LLC, Trish R...
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.
Spring Valley Estates
![11802 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268]()
4 beds
|3 baths
|2,150 sq ft
11802 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Community: Spring Valley Estates
MLS PAFL2027046 • Real Estate Innovations, Alice ...
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Amblebrook
![122 ELDERBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325]()
MLS PAAD2018904 • D.R. Horton Realty of Pennsylva...
Amblebrook
![118 NEW VISTA WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2016928 • Iron Valley Real Estate Gettysb...
Spring Valley Estates
![11816 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268]()
4 beds
|3 baths
|2,150 sq ft
11816 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Community: Spring Valley Estates
MLS PAFL2031876 • Real Estate Innovations, Alice ...
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Spring Valley Estates
![11820 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268]()
4 beds
|3 baths
|2,150 sq ft
11820 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Community: Spring Valley Estates
MLS PAFL2031874 • Real Estate Innovations, Alice ...
Spring Valley Estates
![11798 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268]()
4 beds
|3 baths
|2,150 sq ft
11798 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Community: Spring Valley Estates
MLS PAFL2026870 • Real Estate Innovations, Alice ...
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: Jan 28, 2026.
This application does not include information on all of the properties available for sale at this time.
