Call us at (240) 663-8229 to learn more about active adult rental communities in Middletown
Middletown, MD 55+ rental communities & homes for rent
1 communities near Middletown
447 homes near Middletown
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$2,422.50
- - $3,854.50 / mo
Base rent from $2,369
Overture Fair Ridge, Fairfax, VA
New Construction
|
62+ age-restricted
|
200 rental 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.
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
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.
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
(240) 663-8229
New
Birchwood at Brambleton
![43065 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148]()
3 beds
|3 baths
|2,538 sq ft
43065 GREELEY SQ, ASHBURN, VA, 20148
Community: Birchwood at Brambleton
MLS VALO2116732 • M.O. Wilson Properties, Wes W. ...
New
Courtyards at Waverly Woods East
![2805 ENGLISH BOND CT 91, WOODSTOCK, MD, ..., Woodstock, MD 21163]()
|
3,056 sq ft
|Condo
2805 ENGLISH BOND CT 91, WOODSTOCK, MD, ...
Community: Courtyards at Waverly Woods East
MLS MDHW2063254 • TTR Sotheby's International Rea...
New
Leisure World® of Maryland
![15100 INTERLACHEN DR 4-908, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,115 sq ft
|Condo
15100 INTERLACHEN DR 4-908, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2211562 • McConnell Realty LLC, James R M...
New
Potomac Green
![20726 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147]()
MLS VALO2116590 • United Real Estate Horizon, Cat...
New
Four Seasons at Historic Virginia
![4079 GREAT HARVEST CT, DUMFRIES, VA, 220..., Dumfries, VA 22025]()
3 beds
|3 baths
|2,662 sq ft
4079 GREAT HARVEST CT, DUMFRIES, VA, 220...
Community: Four Seasons at Historic Virginia
MLS VAPW2113186 • LPT Realty, LLC, Joseph A. Dede...
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(240) 663-8229
Want to learn more about 55+ rental communities in Middletown?
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Questions? Call us:
(240) 663-8229
New
Regency at Creekside
![6061 TROTTERS POINT LN, GAINESVILLE, VA,..., Gainesville, VA 20155]()
3 beds
|3 baths
|3,788 sq ft
6061 TROTTERS POINT LN, GAINESVILLE, VA,...
Community: Regency at Creekside
MLS VAPW2113202 • Serhant, Katherine Massetti
New
The Preserves at Cumberland Village
![148 WOODHAVEN DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
3 beds
|2 baths
|2,055 sq ft
148 WOODHAVEN DR, GETTYSBURG, PA, 17325
Community: The Preserves at Cumberland Village
MLS PAAD2021988 • Jeff A. Shaffer Real Estate, In...
New
Birchwood at Brambleton
![23639 GOLDEN EMBERS SQ 105, ASHBURN, VA,..., Ashburn, VA 20148]()
3 beds
|2 baths
|2,053 sq ft
|Condo
23639 GOLDEN EMBERS SQ 105, ASHBURN, VA,...
Community: Birchwood at Brambleton
MLS VALO2115990 • Pearson Smith Realty, LLC, Debr...
New
Cedar Ridge at Piney Orchard
![8612 FLUTTERING LEAF TRL 402, ODENTON, M..., Odenton, MD 21113]()
3 beds
|2 baths
|1,900 sq ft
|Condo
8612 FLUTTERING LEAF TRL 402, ODENTON, M...
Community: Cedar Ridge at Piney Orchard
MLS MDAA2137590 • RE/MAX Leading Edge, F. Aidan S...
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New
Regency at Belmont
![19899 HARRISON TRACE TER, ASHBURN, VA, 2..., Ashburn, VA 20147]()
3 beds
|4 baths
|3,243 sq ft
19899 HARRISON TRACE TER, ASHBURN, VA, 2...
Community: Regency at Belmont
MLS VALO2116352 • EXP Realty, LLC, Jin Lee Wickwi...
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
Gatherings at Wellington
![9204 CHARLESTON DR 202, MANASSAS, VA, 20..., Manassas, VA 20110]()
3 beds
|2 baths
|2,006 sq ft
|Condo
9204 CHARLESTON DR 202, MANASSAS, VA, 20...
Community: Gatherings at Wellington
MLS VAMN2010310 • Long & Foster, Kristy M Odendha...
New
Leisure World® of Maryland
![3100 N LEISURE WORLD BLVD 108, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,520 sq ft
|Condo
3100 N LEISURE WORLD BLVD 108, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2218646 • Weichert, REALTORS, Maria Leiva...
New
Leisure World® of Maryland
![15115 INTERLACHEN DR 3-607, SILVER SPRIN..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,530 sq ft
|Condo
15115 INTERLACHEN DR 3-607, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2218622 • EXP Realty, LLC, Yuliia Kryshen
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New
Amblebrook
![371 QUIET CREEK DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325]()
MLS PAAD2022042 • Inch & Co. Real Estate, LLC, BR...
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New
Leisure World® of Maryland
![3182 ADDERLEY CT 240-E, SILVER SPRING, M..., Silver Spring, MD 20906]()
2 beds
|3 baths
|1,359 sq ft
|Condo
3182 ADDERLEY CT 240-E, SILVER SPRING, M...
Community: Leisure World® of Maryland
MLS MDMC2218372 • Berkshire Hathaway HomeServices...
New
The Enclave at Ellicott Hills
![2550 KENSINGTON GDNS 207, ELLICOTT CITY,..., Ellicott City, MD 21043]()
3 beds
|2 baths
|1,800 sq ft
|Condo
2550 KENSINGTON GDNS 207, ELLICOTT CITY,...
Community: The Enclave at Ellicott Hills
MLS MDHW2062808 • Samson Properties, Robert J Che...
Download the Ultimate 55+ Homebuying Guide
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New
Signature Club at Greenview
![5811 UPTON CIR 49, NEW MARKET, MD, 21774, New Market, MD 21774]()
4 beds
|4 baths
|3,501 sq ft
5811 UPTON CIR 49, NEW MARKET, MD, 21774
Community: Signature Club at Greenview
MLS MDFR2077412 • RE/MAX Realty Centre, Inc., Pat...
New
Penn National
![6967 FAIRWAY OAKS, FAYETTEVILLE, PA, 172..., Fayetteville, PA 17222]()
MLS PAFL2032876 • White Rock, Inc., Honor A Kelle...
New
Trilogy® at Lake Frederick
![105 TURNSTONE LN, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630]()
4 beds
|4 baths
|5,247 sq ft
105 TURNSTONE LN, LAKE FREDERICK, VA, 22...
Community: Trilogy® at Lake Frederick
MLS VAFV2039338 • Keller Williams Realty, Matt Bo...
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
Willow Run
![124 TRELLIS VIEW LN, WINCHESTER, VA, 226..., Winchester, VA 22602]()
MLS VAFV2039756 • D R Horton Realty of Virginia L...
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New
Winifred Manor
![2010 RUDY SERRA DR D, SYKESVILLE, MD, 21..., Sykesville, MD 21784]()
MLS MDCR2032756 • Taylor Properties, James C Fish...
New
Village Crest
![4104 LOTUS CIR 3, ELLICOTT CITY, MD, 210..., Ellicott City, MD 21043]()
3 beds
|4 baths
|3,544 sq ft
|Condo
4104 LOTUS CIR 3, ELLICOTT CITY, MD, 210...
Community: Village Crest
MLS MDHW2064630 • Keller Williams Lucido Agency, ...
New
Trilogy® at Lake Frederick
![108 RHODODENDRON CT, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630]()
3 beds
|4 baths
|3,931 sq ft
108 RHODODENDRON CT, LAKE FREDERICK, VA,...
Community: Trilogy® at Lake Frederick
MLS VAFV2039688 • Keller Williams Realty, Matt Bo...
New
Leisure World® of Maryland
![9610 DEWITT DR SH205, SILVER SPRING, MD,..., Silver Spring, MD 20910]()
1 beds
|1 baths
|1,013 sq ft
|Condo
9610 DEWITT DR SH205, SILVER SPRING, MD,...
Community: Leisure World® of Maryland
MLS MDMC2218024 • Redfin Corp, Claudia E MacDonal...
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
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
Traditions of America at Silver Spring
![288 FOUNDERS WAY, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050]()
2 beds
|2 baths
|2,984 sq ft
|Condo
288 FOUNDERS WAY, MECHANICSBURG, PA, 170...
Community: Traditions of America at Silver Spring
MLS PACB2050758 • Iron Valley Real Estate of Cent...
New
Leisure World® of Maryland
![15101 INTERLACHEN DR 1-705, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|980 sq ft
|Condo
15101 INTERLACHEN DR 1-705, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2218102 • Keller Williams Preferred Prope...
New
Traditions of America at Silver Spring
![617 REPUBLIC WAY, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050]()
3 beds
|2 baths
|1,834 sq ft
617 REPUBLIC WAY, MECHANICSBURG, PA, 170...
Community: Traditions of America at Silver Spring
MLS PACB2050942 • Coldwell Banker Realty, Kristy ...
New
Regency at Dominion Valley
![5417 ZOYSIA CT, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
4 beds
|4 baths
|4,036 sq ft
5417 ZOYSIA CT, HAYMARKET, VA, 20169
Community: Regency at Dominion Valley
MLS VAPW2113030 • Corcoran McEnearney, Susan B Th...
New
Leisure World® of Maryland
![3310 N LEISURE WORLD BLVD 504-6, SILVER ..., Silver Spring, MD 20906]()
3 beds
|3 baths
|1,530 sq ft
|Condo
3310 N LEISURE WORLD BLVD 504-6, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2218312 • Samson Properties, Eve R Marini...
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.
New
Leisure World® of Maryland
![15002 EARDLEY CT 282-B, SILVER SPRING, M..., Silver Spring, MD 20906]()
2 beds
|3 baths
|1,359 sq ft
|Condo
15002 EARDLEY CT 282-B, SILVER SPRING, M...
Community: Leisure World® of Maryland
MLS MDMC2218202 • Weichert, REALTORS, Maria Leiva...
New
Bethany Glen
![9979 BAKER LN, ELLICOTT CITY, MD, 21042, Ellicott City, MD 21042]()
MLS MDHW2064944 • Keller Williams Lucido Agency, ...
New
Heritage at St. Charles
![11265 YELLOWSTONE CT, WHITE PLAINS, MD, ..., White Plains, MD 20695]()
3 beds
|2 baths
|2,010 sq ft
11265 YELLOWSTONE CT, WHITE PLAINS, MD, ...
Community: Heritage at St. Charles
MLS MDCH2050754 • Coldwell Banker Premier, Kathry...
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
Cameron Grove
![13502 LEESBURG PL, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774]()
MLS MDPG2192590 • Cummings & Co. Realtors, Maria ...
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New
Signature Club at Greenview
![5915 JACOBEAN PL, NEW MARKET, MD, 21774, New Market, MD 21774]()
4 beds
|4 baths
|3,454 sq ft
|Condo
5915 JACOBEAN PL, NEW MARKET, MD, 21774
Community: Signature Club at Greenview
MLS MDFR2076818 • RE/MAX Realty Centre, Inc., Mar...
New
Central Parke at Victoria Falls
![13122 BROOKTREE LN, LAUREL, MD, 20707, Laurel, MD 20707]()
3 beds
|3 baths
|1,302 sq ft
13122 BROOKTREE LN, LAUREL, MD, 20707
Community: Central Parke at Victoria Falls
MLS MDPG2191268 • Long & Foster Real Estate, Inc....
New
Robinson Manor
![14712 GRAND CRU LOOP, GAINESVILLE, VA, 2..., Gainesville, VA 20155]()
3 beds
|3 baths
|2,270 sq ft
14712 GRAND CRU LOOP, GAINESVILLE, VA, 2...
Community: Robinson Manor
MLS VAPW2112920 • Keller Williams Realty/Lee Beav...
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New
Abrams Chase
![105 AMBERFIELD CT, WINCHESTER, VA, 22602, Winchester, VA 22602]()
MLS VAFV2039578 • Samson Properties, Cynthia Butl...
New
Leisure World® of Maryland
![3005 S LEISURE WORLD BLVD APT 702, SILVE..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,093 sq ft
|Condo
3005 S LEISURE WORLD BLVD APT 702, SILVE...
Community: Leisure World® of Maryland
MLS MDMC2218188 • EXP Realty, LLC, Daniel A Linar...
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: Feb 27, 2026.
This application does not include information on all of the properties available for sale at this time.
