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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
Angell Brook Village
![148 ANGELL BROOK DR # 148, WEST BOYLSTON..., West Boylston, MA 01583]()
2 beds
|2 baths
|1,410 sq ft
|Condo
148 ANGELL BROOK DR # 148, WEST BOYLSTON...
Community: Angell Brook Village
MLS 73336764 • ERA Key Realty Services- Spenc, Li...
The Gardens of Wilbraham
![45 IVY CIR # 45, WILBRAHAM, MA, 01095, Wilbraham, MA 01095]()
2 beds
|3 baths
|1,752 sq ft
|Condo
45 IVY CIR # 45, WILBRAHAM, MA, 01095
Community: The Gardens of Wilbraham
MLS 73328184 • Coldwell Banker Realty - Western M...
The Seasons at Salisbury
![146 FIRESIDE LN # 146, HOLDEN, MA, 01520, Holden, MA 01520]()
3 beds
|3 baths
|2,607 sq ft
|Condo
146 FIRESIDE LN # 146, HOLDEN, MA, 01520
Community: The Seasons at Salisbury
MLS 73365319 • Coldwell Banker Realty - Leominste...
Brierly Pond Village
![30 HORNE WAY # 30, MILLBURY, MA, 01527, Millbury, MA 01527]()
3 beds
|3 baths
|1,746 sq ft
|Condo
30 HORNE WAY # 30, MILLBURY, MA, 01527
Community: Brierly Pond Village
MLS 73364514 • Patti Faucher Real Estate, Patti-A...
Leisure Glen
![95 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 855002 • Coldwell Banker American Homes, Joy ...
New
The Waterways at Moriches
![476 WOODSCREEK CT, MORICHES, NY, 11955, Moriches, NY 11955]()
2 beds
|2 baths
|1,640 sq ft
|Condo
476 WOODSCREEK CT, MORICHES, NY, 11955
Community: The Waterways at Moriches
MLS 858938 • Signature Homes of New York, Rachel ...
Encore Atlantic Shores
![19 CONCERTO CT # 19, EASTPORT, NY, 11941, Eastport, NY 11941]()
2 beds
|3 baths
|2,800 sq ft
|Condo
19 CONCERTO CT # 19, EASTPORT, NY, 11941
Community: Encore Atlantic Shores
MLS L3576201 • Corcoran, Mary R. Clay
Greenwood Village
![11A DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|1,032 sq ft
|Condo
11A DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 820708 • Dream Select Realty Corp, Kimberly F...
Leisure Village
![128 EXMORE CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 854592 • Howard Hanna Coach, Alexander Golden...
Leisure Village
![314 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,278 sq ft
|Condo
314 WOODBRIDGE DR A, RIDGE, NY, 11961
Community: Leisure Village
MLS 854413 • Realty Connect USA L I Inc, Kenneth ...
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
The Villas at Narragansett
![606 NARRAGANSETT VILLAS DR # 606, LINDEN..., Lindenhurst, NY 11757]()
2 beds
|2 baths
|1,215 sq ft
|Condo
606 NARRAGANSETT VILLAS DR # 606, LINDEN...
Community: The Villas at Narragansett
MLS 858116 • Hopes Quality Home Realty LLC, Linda...
Leisure Glen
![12 SAYVILLE CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 828574 • BERKSHIRE HATHAWAY, Carole A. Dantuo...
Encore Atlantic Shores
![68 ENCORE, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941]()
2 beds
|3 baths
|3,000 sq ft
|Condo
68 ENCORE, BROOKHAVEN, NY, 11941
Community: Encore Atlantic Shores
MLS 851829 • Realty Connect USA LI Inc, Deanna Em...
New
The Greens at Half Hollow
![1006 MADEIRA BLVD, MELVILLE, NY, 11747, Melville, NY 11747]()
2 beds
|2 baths
|1,150 sq ft
|Condo
1006 MADEIRA BLVD, MELVILLE, NY, 11747
Community: The Greens at Half Hollow
MLS 858130 • Signature Premier Properties, Janice...
Greenwood Village
![5112 VILLAGE CIR 5112, BROOKHAVEN, NY, 1..., Brookhaven, NY 11949]()
2 beds
|2 baths
|1,287 sq ft
|Condo
5112 VILLAGE CIR 5112, BROOKHAVEN, NY, 1...
Community: Greenwood Village
MLS L3587229 • Gateway to The Hamptons R E, Vivia...
New
Leisure Village
![69 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 858583 • Signature Premier Properties, Mauree...
Encore at Lake Grove
![10 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755]()
2 beds
|2 baths
|1,390 sq ft
|Condo
10 SYMPHONY DR, LAKE GROVE, NY, 11755
Community: Encore at Lake Grove
MLS 853018 • RE/MAX Integrity Leaders, Robert J....
The Greens at Half Hollow
![491 BARDINI DR, MELVILLE, NY, 11747, Melville, NY 11747]()
3 beds
|3 baths
|2,500 sq ft
|Condo
491 BARDINI DR, MELVILLE, NY, 11747
Community: The Greens at Half Hollow
MLS 856220 • Signature Premier Properties, Janice...
Leisure Knoll
![145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS L3591120 • Century 21 Cor Ace Realty Inc, Glo...
Vineyards at Blue Point
![26 AVERY WAY # 26, BLUE POINT, NY, 11772, Blue Point, NY 11772]()
2 beds
|4 baths
|2,290 sq ft
|Condo
26 AVERY WAY # 26, BLUE POINT, NY, 11772
Community: Vineyards at Blue Point
MLS 848470 • Dotcom Realty Inc, Ernest F. Bonifaz...
Sunrise Village
![136 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782]()
2 beds
|2 baths
|1,664 sq ft
|Condo
136 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
MLS 834977 • Exit Realty Achieve, Salvatore Di Pu...
Vineyards at Brookfield
![56 AVERY DR N, CENTER MORICHES, NY, 1193..., Center Moriches, NY 11934]()
2 beds
|2 baths
|1,557 sq ft
|Condo
56 AVERY DR N, CENTER MORICHES, NY, 1193...
Community: Vineyards at Brookfield
MLS 839440 • Daniel Gale Sothebys Intl Rlty, Vict...
Woodridge Strathmore Terrace
![16 HEARTHSIDE DR, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766]()
1 beds
|1 baths
|924 sq ft
|Condo
16 HEARTHSIDE DR, MOUNT SINAI, NY, 11766
Community: Woodridge Strathmore Terrace
MLS 850667 • Mazzella Realty Services, Michael A....
Leisure Knoll
![371 LARCHMONT CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 849929 • RE/MAX Signature Real Estate, Anthon...
Leisure Knoll
![221 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 837048 • Coldwell Banker American Homes, Kath...
New
Leisure Village
![277 BERWICK CT UNIT D, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|875 sq ft
|Condo
277 BERWICK CT UNIT D, RIDGE, NY, 11961
Community: Leisure Village
MLS 858082 • Island Advantage Realty LLC, Jennife...
The Seasons at East Meadow
![469 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|2 baths
|1,358 sq ft
|Condo
469 SPRING DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 831827 • Realty Advisors Inc, Rebecca Spiegel
The Greens at Half Hollow
![1069 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747]()
2 beds
|2 baths
|1,140 sq ft
|Condo
1069 SAVOY DR, MELVILLE, NY, 11747
Community: The Greens at Half Hollow
MLS 844110 • Douglas Elliman Real Estate, Cynthia...
Leisure Village
![151 EASTBOURNE CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|2 baths
|1,746 sq ft
|Condo
151 EASTBOURNE CT B, RIDGE, NY, 11961
Community: Leisure Village
MLS 855623 • Liberty Chateau Realty Inc, Linh T. ...
Leisure Village
![425 BRIDGEWATER DR UNIT A A, RIDGE, NY, ..., Ridge, NY 11961]()
2 beds
|2 baths
|966 sq ft
|Condo
425 BRIDGEWATER DR UNIT A A, RIDGE, NY, ...
Community: Leisure Village
MLS 840625 • Leisure Living Realty Inc, Laura Ruh...
Encore Atlantic Shores
![82 BALLAD CT, EASTPORT, NY, 11941, Eastport, NY 11941]()
2 beds
|3 baths
|2,150 sq ft
|Condo
82 BALLAD CT, EASTPORT, NY, 11941
Community: Encore Atlantic Shores
MLS 855947 • Gateway to The Hamptons R E, Vivian ...
Greenwood Village
![132 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|1,375 sq ft
|Condo
132 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 853338 • White Mountain Rlty & Property, Jess...
New
Glenwood Village
![1661 OLD COUNTRY RD UNIT 290, RIVERHEAD,..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,152 sq ft
|Manufactured Home
1661 OLD COUNTRY RD UNIT 290, RIVERHEAD,...
Community: Glenwood Village
MLS 857323 • Joanne Kane Gigantiello, Joanne Giga...
Encore at Lake Grove
![89 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755]()
2 beds
|2 baths
|1,808 sq ft
|Condo
89 SYMPHONY DR, LAKE GROVE, NY, 11755
Community: Encore at Lake Grove
MLS 855882 • Daniel Gale Sothebys Intl Rlty, Alan...
Country Pointe Plainview
![20105 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803]()
2 beds
|2 baths
|1,474 sq ft
|Condo
20105 ASPENWOOD DR, PLAINVIEW, NY, 11803
Community: Country Pointe Plainview
MLS 854857 • Douglas Elliman Real Estate, Patrici...
Glenwood Village
![1661-563 OLD COUNTRY RD 563, RIVERHEAD, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,500 sq ft
|Manufactured Home
1661-563 OLD COUNTRY RD 563, RIVERHEAD, ...
Community: Glenwood Village
MLS 839070 • Keystone Realty USA Corp, Cynthia Mc...
Country Pointe Plainview
![18205 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803]()
2 beds
|2 baths
|1,474 sq ft
|Condo
18205 ASPENWOOD DR, PLAINVIEW, NY, 11803
Community: Country Pointe Plainview
MLS 842891 • Thomas S. Hennerty, Thomas S. Henner...
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.
The Greens at Half Hollow
![1082 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747]()
2 beds
|2 baths
|1,114 sq ft
|Condo
1082 SAVOY DR, MELVILLE, NY, 11747
Community: The Greens at Half Hollow
MLS 843525 • Daniel Gale Sothebys Intl Rlty, Dana...
Glenwood Village
![1661-506 OLD COUNTRY RD 506, RIVERHEAD, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,232 sq ft
|House
1661-506 OLD COUNTRY RD 506, RIVERHEAD, ...
Community: Glenwood Village
MLS 806946 • Dotcom Realty Inc, Ernest F. Bonifaz...
The Villages at Mount Sinai Park
![4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766]()
3 beds
|3 baths
|2,850 sq ft
|Condo
4 OAKHURST CT, MOUNT SINAI, NY, 11766
Community: The Villages at Mount Sinai Park
MLS 856049 • Douglas Elliman Real Estate, Lisa A....
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?
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near Middletown
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