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Middletown, MD 55+ active adult communities & homes for sale - Page 2
143 communities near Middletown
663 homes near Middletown
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$300ks
- $600ks
Belmont Bay, Woodbridge, VA
New and Resale
|
Age-targeted
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Built 2007 - present
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155 homes
$300ks
The Village at Freedom Hi..., Hagerstown, MD
New and Resale
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55+ age-restricted
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Built 2007 - present
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66 homes
$300ks
- $600ks
The Enclave at Ellicott H..., Ellicott City, MD
Resale Only
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55+ age-restricted
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Built 2003 - 2013
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280 homes
$400ks
- $600ks
Spring Hill, Lorton, VA
Resale Only
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55+ age-restricted
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Built 2006 - 2014
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282 homes
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction
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55+ age-restricted
|
Built 2022 - present
|
177 homes
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$400ks
- $500ks
Hawthorne Greene, La Plata, MD
Resale Only
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55+ age-restricted
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Built 2018 - 2022
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74 homes
$400ks
- $600ks
River Ridge, Woodbridge, VA
Resale Only
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55+ age-restricted
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Built 1998 - 2002
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238 homes
$400ks
- $800ks
The Crest of Alexandria, Alexandria, VA
New and Resale
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55+ age-restricted
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Built 2017 - present
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250 homes
5 rating (1 reviews)
![Ellicott's Retreat]()
$300ks
- $400ks
Ellicott's Retreat, Ellicott City, MD
Resale Only
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55+ age-restricted
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Built 2017 - 2022
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160 homes
$300ks
- $400ks
Cedar Meadows, White Post, VA
Resale Only
|
55+ age-restricted
|
Built 2010 - 2022
|
129 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.
$100ks
- $200ks
Timber Villa, Elizabethtown, PA
Resale Only
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55+ age-restricted
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Built 1971 - 1999
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102 homes
$400ks
Suffield Meadows, Warrenton, VA
Resale Only
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55+ age-restricted
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Built 2005 - 2011
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112 homes
$400ks
- $600ks
The Highlands at Blue Rid..., Front Royal, VA
Resale Only
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55+ age-restricted
|
Built 2017 - 2019
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42 homes
$300ks
- $400ks
Heritage Highlands, Lovettsville, VA
Resale Only
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55+ age-restricted
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Built 2017 - 2020
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80 homes
$300ks
Village Crest, Ellicott City, MD
New and Resale
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55+ age-restricted
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Built 2005 - 2010
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406 homes
3 rating (2 reviews)
![Dunbarton]()
$300ks
- $500ks
Dunbarton, Bristow, VA
Resale Only
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55+ age-restricted
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Built 2000 - 2009
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479 homes
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$200ks
- $300ks
Liberty Grove, Manassas, VA
Resale Only
|
55+ age-restricted
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Built 2005 - 2005
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61 homes
$300ks
- $400ks
Spring Valley Estates, Waynesboro, PA
New Construction
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55+ age-restricted
|
Built 2019 - present
|
140 homes
$200ks
Roth's Farm Village, Spring Grove, PA
New and Resale
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55+ age-restricted
|
Built 2006 - present
|
224 homes
$300ks
Gatherings at Forest Glen, Odenton, MD
Resale Only
|
55+ age-restricted
|
Built 2008 - 2013
|
189 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
- $1Ms
The Courtyards at Waverly..., Marriottsville, MD
Resale Only
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55+ age-restricted
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Built 2012 - 2018
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462 homes
$200ks
Meadowview Village, Harrisburg, PA
Resale Only
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55+ age-restricted
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Built 2002 - 2016
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108 homes
$400ks
- $500ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction
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55+ age-restricted
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Built 2021 - present
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185 homes
$700ks
Doroly Gardens, Sykesville, MD
New Construction
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55+ age-restricted
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Built 2023 - present
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28 homes
$200ks
- $300ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only
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55+ age-restricted
|
Built 2003 - 2006
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450 homes
$300ks
- $500ks
Emerald Pointe, Hagerstown, MD
New and Resale
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55+ age-restricted
|
Built 2008 - present
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250 homes
$300ks
- $400ks
Gatherings at Jefferson P..., Ellicott City, MD
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
74 homes
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3.7 rating (3 reviews)
![Four Seasons at Ashburn V...]()
$300ks
- $400ks
Four Seasons at Ashburn V..., Ashburn, VA
Resale Only
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55+ age-restricted
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Built 2005 - 2005
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80 homes
$900ks
- $800ks
Maple Highlands, Fulton, MD
New Construction
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55+ age-restricted
|
Built 2024 - present
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34 homes
$300ks
- $600ks
Montebello, Sterling, VA
New and Resale
|
55+ age-restricted
|
Built 2022 - present
|
450 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
- $300ks
Woodbrook Village, Winchester, VA
Resale Only
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55+ age-restricted
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Built 1999 - 2001
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81 homes
$400ks
- $500ks
The Village at Harvest Ri..., Winchester, VA
Resale Only
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55+ age-restricted
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Built 2005 - 2016
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82 homes
$300ks
Cross Creek Village, Winchester, VA
Resale Only
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55+ age-restricted
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Built 2001 - 2004
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90 homes
$300ks
- $600ks
Central Parke at Lowes Is..., Sterling, VA
Resale Only
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55+ age-restricted
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Built 2003 - 2005
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181 homes
$300ks
- $800ks
Regency at Ashburn, Ashburn, VA
Resale Only
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55+ age-restricted
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Built 2013 - 2020
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268 homes
The Enclave at Hines Farm, Laurel, MD
Resale Only
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55+ age-restricted
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Built 2025 - present
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63 homes
$400ks
- $600ks
HiddenBrooke, West Springfield, VA
Resale Only
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55+ age-restricted
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Built 2004 - 2005
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91 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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$800ks
Vistas at Lansdowne, Lansdowne, VA
Resale Only
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55+ age-restricted
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Built 2015 - 2020
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120 homes
$600ks
- $700ks
Lexington 7, Ashburn, VA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2020
|
113 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.
Amblebrook
![371 QUIET CREEK DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325]()
MLS PAAD2026018 • Iron Valley Real Estate of Cent... • Iron Valley Real Estate of Central PA
Amblebrook
![44 ROLLING HLS, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2025758 • Iron Valley Real Estate of Cent... • Iron Valley Real Estate of Central PA
Amblebrook
![59 BIRDSEYE LN, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2025578 • Iron Valley Real Estate of Cent... • Iron Valley Real Estate of Central PA
Trilogy® at Lake Frederick
![100 SCOTER CT, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630]()
3 beds
|4 baths
|4,247 sq ft
100 SCOTER CT, LAKE FREDERICK, VA, 22630
Community: Trilogy® at Lake Frederick
MLS VAFV2044118 • Colony Realty, Paul J Gallagher... • Colony Realty
Heritage Hunt
![7065 HERITAGE HUNT DR 108, GAINESVILLE, ..., Gainesville, VA 20155]()
2 beds
|2 baths
|1,292 sq ft
|Condo
7065 HERITAGE HUNT DR 108, GAINESVILLE, ...
Community: Heritage Hunt
MLS VAPW2125268 • MYVAHOME.COM LLC, Curtis Scott • MYVAHOME.COM LLC
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Trilogy® at Lake Frederick
![109 EMPEROR DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630]()
4 beds
|4 baths
|3,859 sq ft
109 EMPEROR DR, LAKE FREDERICK, VA, 2263...
Community: Trilogy® at Lake Frederick
MLS VAFV2041588 • Colony Realty, Paul J Gallagher... • Colony Realty
Amblebrook
![321 HIGHLAND WAY 160, GETTYSBURG, PA, 17..., Gettysburg, PA 17325]()
MLS PAAD2021796 • Iron Valley Real Estate of Cent... • Iron Valley Real Estate of Central PA
New
Leisure World® of Maryland
![3100 N LEISURE WORLD BLVD 612, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,325 sq ft
3100 N LEISURE WORLD BLVD 612, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2258094 • Compass, Leslie C Friedson • Compass
New
Heritage Hunt
![6900 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155]()
MLS VAPW2132024 • REALTYPEOPLE, Michael T Gorman • REALTYPEOPLE
New
Lansdowne Woods of Virginia
![19355 CYPRESS RIDGE TER 905, LEESBURG, V..., Leesburg, VA 20176]()
1 beds
|2 baths
|874 sq ft
|Condo
19355 CYPRESS RIDGE TER 905, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2137996 • AMPLUS REALTY, LLC., Young-ae B... • AMPLUS REALTY, LLC.
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
Amblebrook
![117 ELDERBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325]()
MLS PAAD2026088 • D.R. Horton Realty of Pennsylva... • D.R. Horton Realty of Pennsylvania
New
![1761 OLD MEADOW RD 102, MCLEAN, VA, 2210..., Mclean, VA 22102]()
Cindy Certified
New
Potomac Green
![20630 HOPE SPRING TER 303, ASHBURN, VA, ..., Ashburn, VA 20147]()
2 beds
|2 baths
|1,347 sq ft
|Condo
20630 HOPE SPRING TER 303, ASHBURN, VA, ...
Community: Potomac Green
MLS VALO2137546 • Keller Williams Realty, Nancy L... • Keller Williams Realty
New
![210 E SECOND ST 401, FREDERICK, MD, 2170..., Frederick, MD 21701]()
Cindy Certified
New
The Flats at Heathcote Village by Del Webb
![5988 SUNSTONE LN, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
3 beds
|3 baths
|2,625 sq ft
5988 SUNSTONE LN, HAYMARKET, VA, 20169
Community: The Flats at Heathcote Village by Del Webb
MLS VAPW2131924 • Monument Sotheby's Internationa... • Monument Sotheby's International Realty
New
![1611 POTOMAC SHORES PKWY 402, DUMFRIES, ..., Dumfries, VA 22026]()
Cindy Certified
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New
Leisure World® of Maryland
![14905 PENNFIELD CIR 2A, SILVER SPRING, M..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,391 sq ft
|Condo
14905 PENNFIELD CIR 2A, SILVER SPRING, M...
Community: Leisure World® of Maryland
MLS MDMC2258846 • Weichert, REALTORS, Ledio Baboc... • Weichert, REALTORS
New
Crestwood Village
![6874 BUTTONWOOD CT, FREDERICK, MD, 21703, Frederick, MD 21703]()
2 beds
|2 baths
|1,164 sq ft
6874 BUTTONWOOD CT, FREDERICK, MD, 21703
Community: Crestwood Village
MLS MDFR2090268 • Maryland Elite Realtors, Cassan... • Maryland Elite Realtors
New
Leisure World® of Maryland
![2921 N LEISURE WORLD BLVD 1-216, SILVER ..., Silver Spring, MD 20906]()
1 beds
|2 baths
|803 sq ft
|Condo
2921 N LEISURE WORLD BLVD 1-216, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2258802 • RLAH @properties, Larry B Priga... • RLAH @properties
New
Trilogy® at Lake Frederick
![145 COWBIRD, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630]()
3 beds
|2 baths
|1,771 sq ft
145 COWBIRD, LAKE FREDERICK, VA, 22630
Community: Trilogy® at Lake Frederick
MLS VAFV2045274 • Keller Williams Realty, Karl Ac... • Keller Williams Realty
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
Birchwood at Brambleton
![42724 CUSHING TER, ASHBURN, VA, 20148, Ashburn, VA 20148]()
3 beds
|4 baths
|3,735 sq ft
42724 CUSHING TER, ASHBURN, VA, 20148
Community: Birchwood at Brambleton
MLS VALO2137794 • Samson Properties, Tracy A Weng... • Samson Properties
Maple Highlands
![8547 LALLYBROCH LN, FULTON, MD, 20759, Fulton, MD 20759]()
4 beds
|4 baths
|4,939 sq ft
|Condo
8547 LALLYBROCH LN, FULTON, MD, 20759
Community: Maple Highlands
MLS MDHW2074770 • The KW Collective, Charlotte Sa... • The KW Collective
Regency at Dominion Valley
![15508 HAGEN WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
3 beds
|3 baths
|4,050 sq ft
15508 HAGEN WAY, HAYMARKET, VA, 20169
Community: Regency at Dominion Valley
MLS VAPW2131846 • Samson Properties, Allie Chambe... • Samson Properties
Colonial Charles
![10652 SHADOW PARK CT, WALDORF, MD, 20603, Waldorf, MD 20603]()
MLS MDCH2059892 • The Agency DC, Cher L Castillo • The Agency DC
Ballenger Run
![5312 CRAPE MYRTLE DR, FREDERICK, MD, 217..., Frederick, MD 21703]()
MLS MDFR2089976 • Compass, Janelle Harwood • Compass
Leisure World® of Maryland
![3330 N LEISURE WORLD BLVD 5-422, SILVER ..., Silver Spring, MD 20906]()
1 beds
|2 baths
|930 sq ft
|Condo
3330 N LEISURE WORLD BLVD 5-422, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2258412 • Weichert, REALTORS, Richard D W... • Weichert, REALTORS
Cindy Certified
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Birchwood at Brambleton
![42874 FIREFLY SONATA TER 409, ASHBURN, V..., Ashburn, VA 20148]()
3 beds
|2 baths
|2,149 sq ft
|Condo
42874 FIREFLY SONATA TER 409, ASHBURN, V...
Community: Birchwood at Brambleton
MLS VALO2137190 • Keller Williams Realty, Jean K ... • Keller Williams Realty
Willow Run
![225 HYDRANGEA WAY, WINCHESTER, VA, 22602, Winchester, VA 22602]()
MLS VAFV2045242 • D R Horton Realty of Virginia L... • D R Horton Realty of Virginia LLC
Bloomfields 55+
![2641 BROADLEAF DR, FREDERICK, MD, 21702, Frederick, MD 21702]()
MLS MDFR2090174 • Keller Williams Realty Centre, ... • Keller Williams Realty Centre
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.
Bloomfields 55+
![2603 - C BLAZING STAR ST, FREDERICK, MD,..., Frederick, MD 21702]()
4 beds
|4 baths
|4,062 sq ft
2603 - C BLAZING STAR ST, FREDERICK, MD,...
Community: Bloomfields 55+
MLS MDFR2089890 • Keller Williams Realty Centre, ... • Keller Williams Realty Centre
Bloomfields 55+
![2603 - D BLAZING STAR ST, FREDERICK, MD,..., Frederick, MD 21702]()
4 beds
|4 baths
|4,501 sq ft
2603 - D BLAZING STAR ST, FREDERICK, MD,...
Community: Bloomfields 55+
MLS MDFR2089884 • Keller Williams Realty Centre, ... • Keller Williams Realty Centre
Bloomfields 55+
![2603 - B BLAZING STAR ST, FREDERICK, MD,..., Frederick, MD 21702]()
3 beds
|3 baths
|3,821 sq ft
2603 - B BLAZING STAR ST, FREDERICK, MD,...
Community: Bloomfields 55+
MLS MDFR2089864 • Keller Williams Realty Centre, ... • Keller Williams Realty Centre
Bloomfields 55+
![2603 - A BLAZING STAR ST, FREDERICK, MD,..., Frederick, MD 21702]()
3 beds
|3 baths
|3,387 sq ft
2603 - A BLAZING STAR ST, FREDERICK, MD,...
Community: Bloomfields 55+
MLS MDFR2089862 • Keller Williams Realty Centre, ... • Keller Williams Realty Centre
Leisure World® of Maryland
![3005 S LEISURE WORLD BLVD 702, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,093 sq ft
|Condo
3005 S LEISURE WORLD BLVD 702, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2258542 • EXP Realty, LLC, Daniel A Linar... • EXP Realty, LLC
Trilogy® at Lake Frederick
![121 FOAM FLOWER DR, LAKE FREDERICK, VA, ..., Lake Frederick, VA 22630]()
3 beds
|2 baths
|2,089 sq ft
121 FOAM FLOWER DR, LAKE FREDERICK, VA, ...
Community: Trilogy® at Lake Frederick
MLS VAFV2045202 • Samson Properties, Yvonne R Hol... • Samson Properties
Leisure World® of Maryland
![3210 N LEISURE WORLD BLVD 301, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,544 sq ft
|Condo
3210 N LEISURE WORLD BLVD 301, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2258218 • Weichert, REALTORS, Richard D W... • Weichert, REALTORS
Cindy Certified
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Cindy Certified
Leisure World® of Maryland
![15115 INTERLACHEN DR 3-601, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,115 sq ft
|Condo
15115 INTERLACHEN DR 3-601, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2258388 • Real Broker, LLC, James Michael... • Real Broker, LLC
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?
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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: Oct 09, 2026.
This application does not include information on all of the properties available for sale at this time.
