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Middletown, CT 55+ active adult communities & homes for sale
121 communities near Middletown
243 homes near Middletown
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5 rating (3 reviews)
![Founders Ridge]()
$400Ks
- $500Ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 homes
No reviews yet
![Sonoma Woods]()
$300Ks
- $300Ks
Sonoma Woods, Middletown, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2015
|
68 homes
No reviews yet
![Bartlett Hollow]()
$200Ks
- $400Ks
Bartlett Hollow, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2015 - present
|
25 homes
3.6 rating (7 reviews)
![Heritage Village]()
$200Ks
- $500Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
|
2,580 homes
No reviews yet
![Leisure Village]()
$200Ks
- $500Ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
|
1,500 homes
No reviews yet
![The Greens at Half Hollow]()
$600Ks
- $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only
|
55+ age-restricted
|
Built 1994 - 2005
|
1,200 homes
No reviews yet
![Rivington]()
$400Ks
- $1Ms
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
No reviews yet
![Oronoque Village]()
$300Ks
- $600Ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
No reviews yet
![The Village at Oxford Gre...]()
$500Ks
- $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
835 homes
No reviews yet
![Leisure Knoll]()
$200Ks
- $500Ks
Leisure Knoll, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1982
|
701 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.
No reviews yet
![Country Pointe Plainview]()
$1Ms
- $1Ms
Country Pointe Plainview, Plainview, NY
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
660 homes
5 rating (1 reviews)
![Fairfield at St. James]()
$400Ks
- $500Ks
Fairfield at St. James, St. James, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1989
|
653 homes
No reviews yet
![Leisure Glen]()
$400Ks
- $500Ks
Leisure Glen, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 2010
|
646 homes
No reviews yet
![Spring Lake Village]()
$200Ks
- $300Ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
|
640 homes
4 rating (8 reviews)
![Glenwood Village]()
$100Ks
- $400Ks
Glenwood Village, Riverhead, NY
New and Resale
|
55+ age-restricted
|
Built 1959 - present
|
588 homes
3.7 rating (3 reviews)
![Greenwood Village]()
$100Ks
- $200Ks
Greenwood Village, Manorville, NY
Resale Only
|
55+ age-restricted
|
Built 1980 - 2000
|
512 homes
No reviews yet
![The Seasons at East Meado...]()
$500Ks
- $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
404 homes
No reviews yet
![Regency at Prospect]()
$300Ks
- $400Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
No reviews yet
![The Waterways at Moriches]()
$500Ks
- $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
|
343 homes
3.5 rating (2 reviews)
![Foxwood Village]()
$200Ks
- $300Ks
Foxwood Village, Calverton, NY
Resale Only
|
55+ age-restricted
|
Built 1986 - 2007
|
294 homes
1 rating (1 reviews)
![Plymouth Estates at Mount...]()
$500Ks
- $500Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
|
285 homes
4 rating (1 reviews)
![Vineyards at Blue Point]()
$700Ks
- $900Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
280 homes
4.6 rating (9 reviews)
![Meadowbrook Pointe Links ...]()
$600Ks
- $600Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
280 homes
No reviews yet
![The Club at Melville]()
$500Ks
- $500Ks
The Club at Melville, Melville, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2017
|
261 homes
No reviews yet
![The Seasons at Elwood]()
$800Ks
- $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only
|
55+ age-restricted
|
Built 2018 - 2020
|
256 homes
No reviews yet
![Meadow Brook Estates]()
$500Ks
- $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2020
|
246 homes
5 rating (1 reviews)
![Encore Atlantic Shores]()
$700Ks
- $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2011
|
240 homes
No reviews yet
![The Summit at Bethel]()
$700Ks
- $800Ks
The Summit at Bethel, Bethel, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2021
|
235 homes
4.9 rating (14 reviews)
![Chatfield Farms]()
$500Ks
- $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
231 homes
5 rating (1 reviews)
![Encore at Lake Grove]()
$600Ks
- $600Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2007
|
228 homes
No reviews yet
![Woodridge Strathmore Terr...]()
$300Ks
- $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 1974 - 1985
|
226 homes
5 rating (1 reviews)
![Sunrise Village]()
$400Ks
- $500Ks
Sunrise Village, Sayville, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1990
|
213 homes
No reviews yet
![Brierly Pond Village]()
$400Ks
- $500Ks
Brierly Pond Village, Millbury, MA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2013
|
199 homes
No reviews yet
![Saddle Lakes]()
$400Ks
- $400Ks
Saddle Lakes, Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2000 - 2002
|
196 homes
No reviews yet
![Country Village Estates]()
$400Ks
- $400Ks
Country Village Estates, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1993 - 2001
|
195 homes
5 rating (1 reviews)
![Sunken Pond Estates]()
$400Ks
- $400Ks
Sunken Pond Estates, Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2003 - 2005
|
194 homes
5 rating (1 reviews)
![Westhampton Pines]()
$900Ks
- $1Ms
Westhampton Pines, Westhampton, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 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.
5 rating (1 reviews)
![The Villages at Mount Sin...]()
$700Ks
- $800Ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2007
|
185 homes
No reviews yet
![The Powder Forest Homes]()
$600Ks
- $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2016
|
182 homes
5 rating (1 reviews)
![Newtown Woods]()
$400Ks
- $400Ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 homes
Leisure Glen
![8 FLANDERS CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 842580 • Coldwell Banker American Homes, Rose...
Country Pointe Plainview
![15305 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803]()
2 beds
|2 baths
|1,547 sq ft
|Condo
15305 ASPENWOOD DR, PLAINVIEW, NY, 11803
Community: Country Pointe Plainview
MLS 828331 • Douglas Elliman Real Estate, Ronni B...
Glenwood Village
![1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,270 sq ft
|Mobile Home
1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 827152 • Douglas Elliman Real Estate, Allison...
Leisure Village
![79 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 852954 • Coldwell Banker M&D Good Life, Micha...
Leisure Knoll
![187 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 839439 • Coldwell Banker American Homes, Joy ...
Leisure Village
![156 FALMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,085 sq ft
|Condo
156 FALMOUTH CT A, RIDGE, NY, 11961
Community: Leisure Village
MLS 848587 • Baez Real Estate, Inc., Alex V. Baez
Greenwood Village
![22 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|920 sq ft
|Condo
22 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 841313 • Gateway to The Hamptons R E, Vivian ...
The Waterways at Moriches
![107 E MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955]()
2 beds
|2 baths
|2,141 sq ft
|Condo
107 E MIDLAND POND CT, MORICHES, NY, 119...
Community: The Waterways at Moriches
MLS 829455 • Douglas Elliman Real Estate, Jo Ann ...
Leisure Village
![256 NEWCASTLE CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,184 sq ft
|Condo
256 NEWCASTLE CT B, RIDGE, NY, 11961
Community: Leisure Village
MLS 851233 • Coldwell Banker M&D Good Life, Micha...
Glenwood Village
![1661 OLD COUNTRY RD UNIT 25, RIVERHEAD, ..., Riverhead, NY 11901]()
2 beds
|1 baths
|784 sq ft
|Manufactured Home
1661 OLD COUNTRY RD UNIT 25, RIVERHEAD, ...
Community: Glenwood Village
MLS 851625 • Bagshaw Real Estate L.L.C, Noreen Gu...
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.
Eagles Walk at East Quogue
![1404 AERIE WAY # 1404, EAST QUOGUE, NY, ..., East Quogue, NY 11942]()
2 beds
|2 baths
|1,250 sq ft
|Condo
1404 AERIE WAY # 1404, EAST QUOGUE, NY, ...
Community: Eagles Walk at East Quogue
MLS L3587512 • Kerrigan Country Realty, Melanie K...
Leisure Village
![29 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 850381 • Howard Hanna Coach, Denise Savelli
Leisure Village
![489 FAIRWAY CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 851206 • Vintage American Realty LLC, Edana M...
Glenwood Village
![1661-308 OLD COUNTRY RD 308, RIVERHEAD, ..., Riverhead, NY 11901]()
2 beds
|1 baths
|840 sq ft
|Mobile Home
1661-308 OLD COUNTRY RD 308, RIVERHEAD, ...
Community: Glenwood Village
MLS L3583691 • Realty Connect USA L I Inc, Fengxi...
Leisure Village
![122 EXMORE CT D, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 849561 • Leisure Living Realty Inc, Catherine...
Leisure Glen
![460 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 830412 • RE/MAX Integrity Leaders, Karen L. R...
Leisure Village
![373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,171 sq ft
|Condo
373 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
MLS 845085 • Center 24 Realty Corp, Heidi S. Will...
Vineyards at Blue Point
![212 ISABELLA LN, BLUE POINT, NY, 11772, Blue Point, NY 11772]()
2 beds
|3 baths
|1,569 sq ft
|Condo
212 ISABELLA LN, BLUE POINT, NY, 11772
Community: Vineyards at Blue Point
MLS 849077 • Patriot Realty of Long Island, Micha...
Leisure Village
![232 BLACKPOOL CT E, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,050 sq ft
|Condo
232 BLACKPOOL CT E, RIDGE, NY, 11961
Community: Leisure Village
MLS 848703 • Daniel Gale Sothebys Intl Rlty, Holl...
Vineyards at Brookfield
![49 AVERY DR N, CENTER MORICHES, NY, 1193..., Center Moriches, NY 11934]()
2 beds
|2 baths
|1,557 sq ft
|Condo
49 AVERY DR N, CENTER MORICHES, NY, 1193...
Community: Vineyards at Brookfield
MLS 838787 • Brookhampton Realty, Steven Monzegli...
Leisure Village
![114 EXMORE CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 846256 • Signature Premier Properties, Patric...
The Waterways at Moriches
![569 MIRROR POND CT # 569, MORICHES, NY, ..., Moriches, NY 11955]()
2 beds
|3 baths
|1,875 sq ft
|Condo
569 MIRROR POND CT # 569, MORICHES, NY, ...
Community: The Waterways at Moriches
MLS 848436 • Douglas Elliman Real Estate, Jo Ann ...
Country Village Estates
![11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727]()
2 beds
|2 baths
|1,386 sq ft
|Condo
11 THEODORE DR, CORAM, NY, 11727
Community: Country Village Estates
MLS 848469 • Signature Premier Properties, Lori S...
The Seasons at East Meadow
![315 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|2 baths
|1,272 sq ft
|Condo
315 SPRING DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 848654 • Caruso & Boughton Realty Inc, Peter ...
Leisure Knoll
![385 LARCHMONT CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 842321 • Signature Premier Properties, Sandra...
Glenwood Village
![1661 OLD COUNTRY RD 189, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,036 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 189, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 844862 • Bagshaw Real Estate L.L.C, Noreen Gu...
Country Village Estates
![36 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727]()
2 beds
|2 baths
|1,186 sq ft
|Condo
36 THEODORE DR, CORAM, NY, 11727
Community: Country Village Estates
MLS 842034 • Coldwell Banker American Homes, Ange...
The Waterways at Moriches
![521 HIGHLAND CT # 521, MORICHES, NY, 119..., Moriches, NY 11955]()
2 beds
|2 baths
|1,839 sq ft
|Condo
521 HIGHLAND CT # 521, MORICHES, NY, 119...
Community: The Waterways at Moriches
MLS 838254 • Douglas Elliman Real Estate, Jo Ann ...
The Seasons at Seaford
![1 SPRING DR, SEAFORD, NY, 11783, Seaford, NY 11783]()
2 beds
|2 baths
|1,408 sq ft
|Condo
1 SPRING DR, SEAFORD, NY, 11783
Community: The Seasons at Seaford
MLS 835964 • Douglas Elliman Real Estate, Patrici...
The Waterways at Moriches
![414 LINDSAY LN, MORICHES, NY, 11955, Moriches, NY 11955]()
2 beds
|2 baths
|2,141 sq ft
|Condo
414 LINDSAY LN, MORICHES, NY, 11955
Community: The Waterways at Moriches
MLS 835585 • Realty Connect USA LLC, Roseann Bisc...
The Seasons at Plainview
![75 AUTUMN DR, PLAINVIEW, NY, 11803, Plainview, NY 11803]()
2 beds
|2 baths
|1,379 sq ft
|Condo
75 AUTUMN DR, PLAINVIEW, NY, 11803
Community: The Seasons at Plainview
MLS 830431 • Daniel Gale Sothebys Intl Rlty, Neil...
Westhampton Pines
![151 ALEXANDRA WAY, WESTHAMPTON, NY, 1197..., Westhampton, NY 11977]()
3 beds
|3 baths
|2,350 sq ft
|Condo
151 ALEXANDRA WAY, WESTHAMPTON, NY, 1197...
Community: Westhampton Pines
MLS 826258 • Kerrigan Country Realty, Elaine S. B...
The Waterways at Moriches
![270 DOCKSIDE CT # 270, MORICHES, NY, 119..., Moriches, NY 11955]()
2 beds
|2 baths
|2,230 sq ft
|Condo
270 DOCKSIDE CT # 270, MORICHES, NY, 119...
Community: The Waterways at Moriches
MLS 820841 • Douglas Elliman Real Estate, Jo Ann ...
Vineyards at Moriches
![52 TONI CT # 52, CENTER MORICHES, NY, 11..., Center Moriches, NY 11934]()
2 beds
|3 baths
|2,196 sq ft
|Condo
52 TONI CT # 52, CENTER MORICHES, NY, 11...
Community: Vineyards at Moriches
MLS 832395 • Hampton Estates Realty LLC, Craig J....
Leisure Village
![305 TORQUAY CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 846186 • Coldwell Banker American Homes, Kerr...
Leisure Village
![332 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,000 sq ft
|Condo
332 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
MLS 843763 • Leisure Living Realty Inc, Paulina R...
Leisure Glen
![5 WAINSCOTT CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 843711 • Leisure Living Realty Inc, Laura Ruh...
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 Village
![312C WOODBRIDGE DR 312C, BROOKHAVEN, NY,..., Brookhaven, NY 11961]()
1 beds
|1 baths
|679 sq ft
|Condo
312C WOODBRIDGE DR 312C, BROOKHAVEN, NY,...
Community: Leisure Village
MLS 842478 • Leisure Living Realty Inc, Laura Ruh...
Leisure Village
![160 FALMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 837488 • Leisure Living Realty Inc, Paulina R...
Leisure Knoll
![2 LAMONT CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 830934 • Coldwell Banker American Homes, Joy ...
Frequently Asked Questions
In Middletown, there are no large communities, no medium communities, and 3 small communities with less than 500 homes.
The smallest 55+ communities in Middletown has 25 homes, the largest has 75 homes, and the average communities consists of 56 homes.
Yes, there are new 55+ homes available in Middletown. The most recent communities started in Middletown include Founders Ridge, Bartlett Hollow, Sonoma Woods. There are also 2 communities in Middletown that offer new construction homes, including Founders Ridge, Bartlett Hollow.
Yes, there is gated 55+ communities in Middletown. Approximately 33.3% of 55+ communities in the area are gated. For instance, Bartlett Hollow is a gated communities with 25 homes.
On average, listings in 55+ communities in Middletown stay on the market for around 376 days. The average price of homes for sale in these communities is approximately $512,753, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Founders Ridge average around $512,753.
Want more information about active adult communities around Middletown?
243
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near Middletown
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