Call us at (240) 663-8229 to learn more about active adult communities in Middletown
Middletown, MD 55+ active adult communities & homes for sale
141 communities near Middletown
582 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
Parklands, White Plains, MD
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
586 homes
$300ks
- $500ks
The Flats at Heathcote Vi..., Haymarket, VA
New Construction
|
55+ age-restricted
|
Built 2026 - present
|
500 homes
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5 rating (3 reviews)
![Heritage Hunt]()
$400ks
- $600ks
Heritage Hunt, Gainesville, VA
Resale Only
|
55+ age-restricted
|
Built 1998 - 2009
|
1,863 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
$200ks
- $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only
|
55+ age-restricted
|
Built 1999 - 2013
|
740 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
- $1Ms
The Flats at Northside, Potomac, MD
New Construction
|
Age-targeted
|
Built 2025 - present
|
143 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.
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
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(240) 663-8229
$300ks
- $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
122 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.
5 rating (2 reviews)
![Potomac Green]()
$400ks
- $800ks
Potomac Green, Ashburn, VA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2016
|
1,400 homes
$700ks
- $800ks
Bloomfields 55+, Frederick, MD
New Construction
|
55+ age-restricted
|
Built 2026 - present
$600ks
- $700ks
The Atrium at MetroWest, Fairfax, VA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
206 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.
$500ks
- $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only
|
55+ age-restricted
|
Built 2019 - 2025
|
565 homes
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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
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
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 (1 reviews)
![Crestwood Village]()
$200ks
- $500ks
Crestwood Village, Frederick, MD
Resale Only
|
55+ age-restricted
|
Built 1979 - 1999
|
550 homes
Want to learn more about 55+ rental communities in Middletown?
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(240) 663-8229
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5 rating (1 reviews)
![Two Rivers]()
$500ks
- $700ks
Two Rivers, Odenton, MD
New and Resale
|
55+ age-restricted
|
Built 2015 - present
|
800 homes
$300ks
- $400ks
Blue Ridge, Harrisburg, PA
New and Resale
|
Age-targeted
|
Built 2020 - present
|
130 homes
$200ks
- $300ks
Winifred Manor, Eldersburg, MD
Resale Only
|
55+ age-restricted
|
Built 1998 - 2002
|
152 homes
5 rating (1 reviews)
![Carroll Vista]()
$200ks
- $300ks
Carroll Vista, Taneytown, MD
Resale Only
|
55+ age-restricted
|
Built 2004 - 2017
|
453 homes
$400ks
- $600ks
Traditions of America at ..., Mechanicsburg, PA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
517 homes
Want to learn more about 55+ communities in Middletown?
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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.
$300ks
- $400ks
Spring Valley Estates, Waynesboro, PA
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
140 homes
$400ks
- $500ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
185 homes
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
177 homes
$200ks
- $300ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
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.
5 rating (1 reviews)
![Gatherings at Lyndwood]()
$300ks
- $400ks
Gatherings at Lyndwood, Elkridge, MD
Resale Only
|
55+ age-restricted
|
Built 2005 - 2008
|
216 homes
Want to learn more about 55+ rental communities in Middletown?
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Questions? Call us:
(240) 663-8229
$300ks
Village Crest, Ellicott City, MD
New and Resale
|
55+ age-restricted
|
Built 2005 - 2010
|
406 homes
$300ks
Carroll's Creek, Gambrills, MD
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
162 homes
$300ks
- $400ks
Sagebrook, Dover, PA
New and Resale
|
55+ age-restricted
|
Built 2020 - present
|
194 homes
Want to learn more about 55+ communities in Middletown?
55places can help!
Questions? Call us:
(240) 663-8229
$400ks
- $800ks
The Crest of Alexandria, Alexandria, VA
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
250 homes
New
Leisure World® of Maryland
![15107 INTERLACHEN DR 2-119, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|950 sq ft
|Condo
15107 INTERLACHEN DR 2-119, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2227084 • Weichert, REALTORS, D. Lynn Pug...
New
Heritage Hunt
![13972 REAL QUITE CT, GAINESVILLE, VA, 20..., Gainesville, VA 20155]()
MLS VAPW2116016 • Keller Williams Realty, Kimberl...
New
Signature Club at Greenview
![5816 DREXAL AVE, NEW MARKET, MD, 21774, New Market, MD 21774]()
5 beds
|3 baths
|4,926 sq ft
5816 DREXAL AVE, NEW MARKET, MD, 21774
Community: Signature Club at Greenview
MLS MDFR2080276 • Blue Crab Real Estate, LLC., Da...
New
Birchwood at Brambleton
![23651 HAVELOCK WALK TER 304, ASHBURN, VA..., Ashburn, VA 20148]()
2 beds
|2 baths
|1,229 sq ft
|Condo
23651 HAVELOCK WALK TER 304, ASHBURN, VA...
Community: Birchwood at Brambleton
MLS VALO2120324 • Long & Foster Real Estate, Inc....
New
Fairway Overlook
![5940 DEBORAH JEAN DR, ELKRIDGE, MD, 2107..., Elkridge, MD 21075]()
4 beds
|3 baths
|2,784 sq ft
5940 DEBORAH JEAN DR, ELKRIDGE, MD, 2107...
Community: Fairway Overlook
MLS MDHW2067014 • The Pinnacle Real Estate Co., P...
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
(240) 663-8229
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55places can help!
Questions? Call us:
(240) 663-8229
New
Leisure World® of Maryland
![15101 INTERLACHEN DR 1-526, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,210 sq ft
|Condo
15101 INTERLACHEN DR 1-526, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2227028 • Samson Properties, Eve R Marini...
New
Ellicott's Retreat
![8911 CARLS CT Q, ELLICOTT CITY, MD, 2104..., Ellicott City, MD 21043]()
2 beds
|2 baths
|1,624 sq ft
|Condo
8911 CARLS CT Q, ELLICOTT CITY, MD, 2104...
Community: Ellicott's Retreat
MLS MDHW2066990 • Realty ONE Group Capital, Sarah...
New
Traditions of America at Silver Spring
![528 ALLEGIANCE DR, MECHANICSBURG, PA, 17..., Mechanicsburg, PA 17050]()
2 beds
|2 baths
|1,822 sq ft
528 ALLEGIANCE DR, MECHANICSBURG, PA, 17...
Community: Traditions of America at Silver Spring
MLS PACB2052094 • Keller Williams of Central PA, ...
New
Leisure World® of Maryland
![15115 INTERLACHEN DR 3-515, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,115 sq ft
|Condo
15115 INTERLACHEN DR 3-515, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2226060 • Weichert, REALTORS, Betty M Dar...
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
Liberty Grove
![8600 LIBERTY TRL 204, MANASSAS, VA, 2011..., Manassas, VA 20110]()
2 beds
|3 baths
|1,743 sq ft
|Condo
8600 LIBERTY TRL 204, MANASSAS, VA, 2011...
Community: Liberty Grove
MLS VAMN2010708 • Weichert, REALTORS, Patricia S ...
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
Heritage Hunt
![6907 BROADLEAF TER, GAINESVILLE, VA, 201..., Gainesville, VA 20155]()
MLS VAPW2109688 • Samson Properties, Natalie H Mc...
New
The Crest of Alexandria
![6101 FAIRVIEW FARM DR 207, ALEXANDRIA, V..., Alexandria, VA 22315]()
2 beds
|2 baths
|1,499 sq ft
|Condo
6101 FAIRVIEW FARM DR 207, ALEXANDRIA, V...
Community: The Crest of Alexandria
MLS VAFX2300974 • Long & Foster Real Estate, Inc....
New
Birchwood at Brambleton
![23665 HAVELOCK WALK TER 406, ASHBURN, VA..., Ashburn, VA 20148]()
1 beds
|2 baths
|1,229 sq ft
|Condo
23665 HAVELOCK WALK TER 406, ASHBURN, VA...
Community: Birchwood at Brambleton
MLS VALO2120928 • Compass, Kristin Meyer
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(240) 663-8229
New
Potomac Green
![44351 OAKMONT MANOR SQ, ASHBURN, VA, 201..., Ashburn, VA 20147]()
MLS VALO2120076 • RE/MAX Distinctive Real Estate,...
New
Gatherings at Jefferson Place
![8901 BRAUERTON RD 301, ELLICOTT CITY, MD..., Ellicott City, MD 21043]()
2 beds
|2 baths
|1,480 sq ft
|Condo
8901 BRAUERTON RD 301, ELLICOTT CITY, MD...
Community: Gatherings at Jefferson Place
MLS MDHW2066928 • Cummings & Co. Realtors, Concet...
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New
Potomac Green
![44435 CRUDEN BAY DR, ASHBURN, VA, 20147, Ashburn, VA 20147]()
MLS VALO2120922 • Redfin Corporation, Rheema H Zi...
New
Country Manor
![25 COLONIAL CT, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257]()
MLS PACB2052586 • Coldwell Banker Realty, Lisa Ma...
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
![67 CHOKEBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2022826 • Iron Valley Real Estate Gettysb...
New
The Retreat at Poland Hill
![25614 PRESTON PARK TER, CHANTILLY, VA, 2..., Chantilly, VA 20152]()
3 beds
|3 baths
|2,450 sq ft
25614 PRESTON PARK TER, CHANTILLY, VA, 2...
Community: The Retreat at Poland Hill
MLS VALO2120820 • EXP Realty, LLC, Christopher Cr...
New
The Flats at Heathcote Village by Del Webb
![6156 AMBER LN, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
3 beds
|3 baths
|2,625 sq ft
6156 AMBER LN, HAYMARKET, VA, 20169
Community: The Flats at Heathcote Village by Del Webb
MLS VAPW2116834 • Monument Sotheby's Internationa...
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
The Flats at Heathcote Village by Del Webb
![6156 AMBER LN 2, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
3 beds
|3 baths
|3,424 sq ft
6156 AMBER LN 2, HAYMARKET, VA, 20169
Community: The Flats at Heathcote Village by Del Webb
MLS VAPW2116832 • Monument Sotheby's Internationa...
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New
The Flats at Heathcote Village by Del Webb
![6152 AMBER LN, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
3 beds
|3 baths
|2,763 sq ft
6152 AMBER LN, HAYMARKET, VA, 20169
Community: The Flats at Heathcote Village by Del Webb
MLS VAPW2116830 • Monument Sotheby's Internationa...
New
The Flats at Heathcote Village by Del Webb
![6152 AMBER LN 2, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
3 beds
|3 baths
|3,531 sq ft
6152 AMBER LN 2, HAYMARKET, VA, 20169
Community: The Flats at Heathcote Village by Del Webb
MLS VAPW2116828 • Monument Sotheby's Internationa...
New
Leisure World® of Maryland
![15100 INTERLACHEN DR 4-521, SILVER SPRIN..., Silver Spring, MD 20906]()
3 beds
|3 baths
|1,530 sq ft
|Condo
15100 INTERLACHEN DR 4-521, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2226868 • Long & Foster Real Estate, Inc....
New
Parklands
![3917 GLACIER BAY PL, WHITE PLAINS, MD, 2..., White Plains, MD 20695]()
MLS MDCH2053344 • Infinitas Realty Group, Amanda ...
Want to learn more about 55+ rental communities in Middletown?
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(240) 663-8229
Download the Ultimate 55+ Homebuying Guide
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New
Snowden Overlook
![8861 SHINING OCEANS WAY 27, COLUMBIA, MD..., Columbia, MD 21045]()
3 beds
|4 baths
|4,233 sq ft
|Condo
8861 SHINING OCEANS WAY 27, COLUMBIA, MD...
Community: Snowden Overlook
MLS MDHW2066746 • RE/MAX Advantage Realty, Greg M...
New
Regency at Creekside
![6198 CHANCELLORSVILLE DR, GAINESVILLE, V..., Gainesville, VA 20155]()
3 beds
|3 baths
|3,247 sq ft
6198 CHANCELLORSVILLE DR, GAINESVILLE, V...
Community: Regency at Creekside
MLS VAPW2112620 • Pearson Smith Realty, LLC, Deni...
New
Leisure World® of Maryland
![15107 INTERLACHEN DR 2-1006, SILVER SPRI..., Silver Spring, MD 20906]()
2 beds
|2 baths
|990 sq ft
|Condo
15107 INTERLACHEN DR 2-1006, SILVER SPRI...
Community: Leisure World® of Maryland
MLS MDMC2220558 • Weichert, REALTORS, Carolyn Sim...
New
Crestwood Village
![5738 BOX ELDER CT, FREDERICK, MD, 21703, Frederick, MD 21703]()
MLS MDFR2079412 • Bach Real Estate, Sharon A Olan...
Want to learn more about 55+ communities in Middletown?
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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
Two Rivers
![3024 WOODCHUCK WAY, ODENTON, MD, 21113, Odenton, MD 21113]()
MLS MDAA2141520 • Coldwell Banker Realty, Thomas ...
New
Heritage Hunt
![13891 CHELMSFORD DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155]()
3 beds
|2 baths
|1,424 sq ft
|Condo
13891 CHELMSFORD DR, GAINESVILLE, VA, 20...
Community: Heritage Hunt
MLS VAPW2115642 • CENTURY 21 New Millennium, Star...
New
Penn National
![6606 BENT OAK DR, FAYETTEVILLE, PA, 1722..., Fayetteville, PA 17222]()
MLS PAFL2033870 • White Rock, Inc., Diane K Boock
New
Leisure World® of Maryland
![15401 BASSETT LN 2B, SILVER SPRING, MD, ..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,157 sq ft
|Condo
15401 BASSETT LN 2B, SILVER SPRING, MD, ...
Community: Leisure World® of Maryland
MLS MDMC2226622 • TTR Sotheby's International Rea...
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
Scot's Glen
![10776 MCGREGOR DR, COLUMBIA, MD, 21044, Columbia, MD 21044]()
3 beds
|4 baths
|3,124 sq ft
|Condo
10776 MCGREGOR DR, COLUMBIA, MD, 21044
Community: Scot's Glen
MLS MDHW2066462 • The KW Collective, Trent C Glad...
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New
Penn National
![3819 FARMSTEAD DR, FAYETTEVILLE, PA, 172..., Fayetteville, PA 17222]()
MLS PAFL2032918 • White Rock, Inc., Honor A Kelle...
New
Leisure World® of Maryland
![14515 FISKE DR 160-A, SILVER SPRING, MD,..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,193 sq ft
|Condo
14515 FISKE DR 160-A, SILVER SPRING, MD,...
Community: Leisure World® of Maryland
MLS MDMC2218148 • Weichert, REALTORS, Raquel Silv...
New
Cedar Meadows
![103 BLEEDING HEART DR, WHITE POST, VA, 2..., White Post, VA 22663]()
MLS VAFV2039392 • Dandridge Realty Group, LLC, Ro...
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New
Amblebrook
![94 ELDERBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2022858 • D.R. Horton Realty of Pennsylva...
New
Leisure World® of Maryland
![2904 N LEISURE WORLD BLVD 207, SILVER SP..., Silver Spring, MD 20906]()
1 beds
|1 baths
|896 sq ft
|Condo
2904 N LEISURE WORLD BLVD 207, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2224390 • Houwzer, LLC, Din A Khaled
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 13, 2026.
This application does not include information on all of the properties available for sale at this time.
