Call us at (959) 214-4386 to learn more about active adult communities in Middlebury
Middlebury, CT 55+ active adult communities & homes for sale
137 communities near Middlebury
281 homes near Middlebury
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5 rating (2 reviews)
![Benson Woods]()
$400Ks
- $600Ks
Benson Woods, Middlebury, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
79 homes
No reviews yet
![Granite Woods]()
$600Ks
- $700Ks
Granite Woods, Middlebury, CT
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
24 homes
3 rating (2 reviews)
![Heritage Hills]()
$300Ks
- $900Ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1974 - 2006
|
2,600 homes
3.6 rating (7 reviews)
![Heritage Village]()
$100Ks
- $400Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
|
2,580 homes
No reviews yet
![Leisure Village]()
$200Ks
- $400Ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
|
1,500 homes
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(959) 214-4386
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
- $900Ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
4 rating (1 reviews)
![Jefferson Village]()
$300Ks
- $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only
|
55+ age-restricted
|
Built 1967 - 1982
|
1,000 homes
No reviews yet
![Oronoque Village]()
$400Ks
- $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
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
![Meadowbrook Pointe Athlet...]()
$800Ks
- $800Ks
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
720 homes
No reviews yet
![Leisure Knoll]()
$400Ks
- $500Ks
Leisure Knoll, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1982
|
701 homes
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
- $600Ks
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
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(959) 214-4386
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]()
$400Ks
- $400Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 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
![Dutchgate]()
$400Ks
- $400Ks
Dutchgate, Valley Stream, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2015
|
348 homes
No reviews yet
![The Waterways at Moriches]()
$400Ks
- $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
|
343 homes
No reviews yet
![The Retreat at Carmel]()
$300Ks
- $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
312 homes
3.5 rating (2 reviews)
![Foxwood Village]()
$300Ks
- $400Ks
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
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(959) 214-4386
4.6 rating (9 reviews)
![Meadowbrook Pointe Links ...]()
$600Ks
- $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
280 homes
4 rating (1 reviews)
![Vineyards at Blue Point]()
$600Ks
- $900Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
280 homes
No reviews yet
![HarborView]()
$900Ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
|
55+ age-restricted
|
Built 2002 - 2004
|
270 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
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
![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]()
$600Ks
- $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2011
|
240 homes
No reviews yet
![The Summit at Bethel]()
$600Ks
- $700Ks
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]()
$500Ks
- $700Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2007
|
228 homes
Want to learn more about 55+ communities in Middlebury?
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Questions? Call us:
(959) 214-4386
No reviews yet
![Woodridge Strathmore Terr...]()
$400Ks
- $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 1974 - 1985
|
226 homes
No reviews yet
![Regency at Wappinger]()
$700Ks
- $800Ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only
|
55+ age-restricted
|
Built 2014 - 2020
|
225 homes
5 rating (1 reviews)
![Sunrise Village]()
$400Ks
- $400Ks
Sunrise Village, Sayville, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1990
|
213 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
- $500Ks
Country Village Estates, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1993 - 2001
|
195 homes
Paris Square
![152 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647]()
MLS 25018429 • Coldwell Banker, Alpine/Closter, A...
Four Seasons at Ridgemont
![910 FOUR SEASONS LN # 910, WOODCLIFF LAK..., Woodcliff Lake, NJ 07677]()
2 beds
|2 baths
|Condo
910 FOUR SEASONS LN # 910, WOODCLIFF LAK...
Community: Four Seasons at Ridgemont
MLS 25016213 • Keller Williams Valley Realty, Sar...
Paris Square
![2301 RIO VISTA LN # 2301, NORTHVALE, NJ,..., Northvale, NJ 07647]()
MLS 25004643 • Keller Williams Valley Realty, Reg...
Heritage Hills
![331 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|1 baths
|955 sq ft
|Condo
331 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 876082 • Coldwell Banker Realty, Laura Sterli...
Jefferson Village
![73 INDEPENDENCE CT D, YORKTOWN, NY, 1059..., Yorktown, NY 10598]()
2 beds
|2 baths
|1,100 sq ft
|Condo
73 INDEPENDENCE CT D, YORKTOWN, NY, 1059...
Community: Jefferson Village
MLS 878517 • Coldwell Banker Realty, Deanna LaBar...
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Questions? Call us:
(959) 214-4386
New
Leisure Village
![312 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961]()
1 beds
|1 baths
|679 sq ft
|Condo
312 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...
Community: Leisure Village
MLS 883612 • Keller Williams Points North, Barry ...
New
The Seasons at East Meadow
![121 SPRING DR # 121, EAST MEADOW, NY, 11..., East Meadow, NY 11554]()
2 beds
|2 baths
|1,272 sq ft
|Condo
121 SPRING DR # 121, EAST MEADOW, NY, 11...
Community: The Seasons at East Meadow
MLS 884779 • Realty Pros Plus Inc, Dorothy P. Pow...
New
Jefferson Village
![120 COLUMBIA CT G, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
1 beds
|1 baths
|925 sq ft
|Condo
120 COLUMBIA CT G, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 883647 • Houlihan Lawrence Inc., Nancy Kenned...
Glenwood Village
![425 CIRCLEWOOD, RIVERHEAD, NY, 11901, Riverhead, NY 11901]()
2 beds
|2 baths
|1,086 sq ft
|Manufactured Home
425 CIRCLEWOOD, RIVERHEAD, NY, 11901
Community: Glenwood Village
MLS 880238 • Realty Connect USA LI, Margaret Tsou...
Jefferson Village
![6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059..., Yorktown Heights, NY 10598]()
2 beds
|1 baths
|1,000 sq ft
|Condo
6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...
Community: Jefferson Village
MLS 865906 • Keller Williams Realty Partner, Rose...
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
![269 BERWICK CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,048 sq ft
|Condo
269 BERWICK CT B, RIDGE, NY, 11961
Community: Leisure Village
MLS 856130 • Oversouth LLC, Deniz Ozgur
Leisure Village
![42D TRENT CT 42D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|875 sq ft
|Condo
42D TRENT CT 42D, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 876419 • Leisure Living Realty Inc, Laura Ruh...
Heritage Hills
![957 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,559 sq ft
|Condo
957 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 877859 • Houlihan Lawrence Inc., Donna O'Conn...
Leisure Village
![419 WEYMOUTH CT F, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 812541 • Howard Hanna Coach, Linda Stowell
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
New
The Greens at Half Hollow
![1000 N MADEIRA BLVD, HUNTINGTON, NY, 117..., Huntington, NY 11797]()
2 beds
|2 baths
|1,183 sq ft
|Condo
1000 N MADEIRA BLVD, HUNTINGTON, NY, 117...
Community: The Greens at Half Hollow
MLS 883421 • Douglas Elliman Real Estate, Lenny C...
Leisure Knoll
![525 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 881515 • Coldwell Banker Reliable R E, Gina M...
Leisure Village
![404B WOODBRIDGE DR 404B, BROOKHAVEN, NY,..., Brookhaven, NY 11961]()
2 beds
|1 baths
|907 sq ft
|Condo
404B WOODBRIDGE DR 404B, BROOKHAVEN, NY,...
Community: Leisure Village
MLS 867426 • Leisure Living Realty Inc, Laura Ruh...
Encore at Lake Grove
![23 SONATA CT, LAKE GROVE, NY, 11755, Lake Grove, NY 11755]()
2 beds
|2 baths
|1,697 sq ft
|Condo
23 SONATA CT, LAKE GROVE, NY, 11755
Community: Encore at Lake Grove
MLS 866679 • RE/MAX Integrity Leaders, Robert J....
Leisure Village
![377 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961]()
2 beds
|1 baths
|1,050 sq ft
|Condo
377 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...
Community: Leisure Village
MLS 875347 • Manzoni Real Estate, Ray Manzoni CBR
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
Jefferson Village
![108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,200 sq ft
|Condo
108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
MLS 884476 • William Raveis-New York, LLC, Heathe...
The Waterways at Moriches
![381 QUARRY POND CT, MORICHES, NY, 11955, Moriches, NY 11955]()
2 beds
|2 baths
|2,200 sq ft
|Condo
381 QUARRY POND CT, MORICHES, NY, 11955
Community: The Waterways at Moriches
MLS 865568 • Century 21 Cor Ace Realty Inc, James...
New
Country Village Estates
![196 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727]()
2 beds
|2 baths
|1,261 sq ft
|Condo
196 THEODORE DR, CORAM, NY, 11727
Community: Country Village Estates
MLS 880928 • RE/MAX Integrity Leaders, Peter C. G...
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...
New
Encore at Lake Grove
![203 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755]()
2 beds
|3 baths
|1,413 sq ft
|Condo
203 SYMPHONY DR, LAKE GROVE, NY, 11755
Community: Encore at Lake Grove
MLS 883136 • RE/MAX Integrity Leaders, Robert J....
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
New
The Greens at Half Hollow
![1126 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747]()
2 beds
|2 baths
|1,150 sq ft
|Condo
1126 SAVOY DR, MELVILLE, NY, 11747
Community: The Greens at Half Hollow
MLS 884448 • Signature Premier Properties, Margue...
New
Vineyards at Moriches
![4 TONI CT, CENTER MORICHES, NY, 11934, Center Moriches, NY 11934]()
2 beds
|3 baths
|2,196 sq ft
|Condo
4 TONI CT, CENTER MORICHES, NY, 11934
Community: Vineyards at Moriches
MLS 883128 • Points East Real Estate, David L. Ra...
HarborView
![100 HARBOR VIEW DR 249, PORT WASHINGTON,..., Port Washington, NY 11050]()
2 beds
|3 baths
|1,493 sq ft
|Condo
100 HARBOR VIEW DR 249, PORT WASHINGTON,...
Community: HarborView
MLS 840770 • Douglas Elliman Real Estate, Melanie...
Jefferson Village
![4 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059..., Yorktown Heights, NY 10598]()
2 beds
|1 baths
|975 sq ft
|Condo
4 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...
Community: Jefferson Village
MLS 878738 • William Raveis Real Estate, Noreen P...
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...
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.
HarborView
![100 HARBOR VIEW DR 230, PORT WASHINGTON,..., Port Washington, NY 11050]()
3 beds
|3 baths
|2,395 sq ft
|Condo
100 HARBOR VIEW DR 230, PORT WASHINGTON,...
Community: HarborView
MLS 843935 • Keller Williams Points North, Barry ...
Sunrise Village
![60 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782]()
MLS 877901 • Realty Connect USA L I Inc, Adrianne...
Leisure Village
![311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196..., Ridge, NY 11961]()
1 beds
|1 baths
|684 sq ft
|Condo
311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196...
Community: Leisure Village
MLS 879843 • Coldwell Banker American Homes, Ther...
Leisure Knoll
![151 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 878723 • Coldwell Banker American Homes, Laur...
Jefferson Village
![143 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,200 sq ft
|Condo
143 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 867675 • RE/MAX Town & Country, James D'Amato
Want to learn more about 55+ communities in Middlebury?
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Questions? Call us:
(959) 214-4386
Leisure Knoll
![145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 874449 • Century 21 Cor Ace Realty Inc, Glori...
Leisure Village
![68A ENFIELD CT # 68A, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,048 sq ft
|Condo
68A ENFIELD CT # 68A, RIDGE, NY, 11961
Community: Leisure Village
MLS 874348 • Signature Premier Properties, Rosann...
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 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
Jefferson Village
![101 VILLAGE RD A, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,555 sq ft
|Condo
101 VILLAGE RD A, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
MLS 823834 • Compass Greater NY, LLC, Catherine D...
Frequently Asked Questions
In Middlebury, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in Middlebury has 24 homes, the largest has 79 homes, and the average communities consists of 51 homes.
Yes, there are new 55+ homes available in Middlebury. The most recent communities started in Middlebury include Granite Woods, Benson Woods. There are also 2 communities in Middlebury that offer new construction homes, including Benson Woods, Granite Woods.
No, there are no gated 55+ communities in Middlebury.
On average, listings in 55+ communities in Middlebury stay on the market for around 11 days. The average price of homes for sale in these communities is approximately $569,900, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Benson Woods average around $569,900.
Want more information about active adult communities around Middlebury?
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