Call us at (959) 214-4386 to learn more about active adult communities in Middlebury
Middlebury, CT 55+ active adult communities & homes for sale - Page 3
137 communities near Middlebury
294 homes near Middlebury
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![The Vineyards at Miller P...]()
$600Ks
- $600Ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
85 homes
No reviews yet
![Bartlett Hill]()
$500Ks
- $500Ks
Bartlett Hill, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2011
|
82 homes
No reviews yet
![Baldwin Station]()
$400Ks
- $400Ks
Baldwin Station, Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2001 - 2003
|
82 homes
No reviews yet
![Kensington Estates]()
$1Ms
- $1Ms
Kensington Estates, Woodbury, NY
New Construction
|
55+ age-restricted
|
Built 2019 - 2021
|
80 homes
No reviews yet
![Shaker Heights]()
$400Ks
- $500Ks
Shaker Heights, Enfield, CT
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
77 homes
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No reviews yet
![Stone Ridge Estates]()
$500Ks
- $600Ks
Stone Ridge Estates, Dix Hills, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2013
|
76 homes
5 rating (3 reviews)
![Founders Ridge]()
$500Ks
- $600Ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 homes
No reviews yet
![Breton Hills]()
$500Ks
Breton Hills, Glen Cove, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
72 homes
No reviews yet
![The Polo Club at Islandia]()
$600Ks
- $600Ks
The Polo Club at Islandia, Islandia, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
72 homes
No reviews yet
![Long Hill Village]()
$300Ks
- $400Ks
Long Hill Village, Trumbull, CT
Resale Only
|
55+ age-restricted
|
Built 1997 - 1999
|
71 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
![Regency at Woodbridge]()
$500Ks
- $700Ks
Regency at Woodbridge, Woodbridge, CT
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
70 homes
No reviews yet
![The Village at Hunt Glen]()
$300Ks
- $300Ks
The Village at Hunt Glen, Granby, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
69 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
![Stoneleigh Woods at Carme...]()
$400Ks
- $400Ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2012 - 2017
|
68 homes
No reviews yet
![Eagles Walk at East Quogu...]()
$500Ks
- $500Ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
67 homes
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No reviews yet
![Hopmeadow Place]()
$200Ks
- $300Ks
Hopmeadow Place, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2005
|
66 homes
No reviews yet
![Glassbury Court at Hunter...]()
$500Ks
- $700Ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only
|
55+ age-restricted
|
Built 2007 - 2014
|
64 homes
No reviews yet
![Whitney Glen]()
$500Ks
- $600Ks
Whitney Glen, Westport, CT
Resale Only
|
55+ age-restricted
|
Built 1982 - 1982
|
62 homes
No reviews yet
![RiverWalk]()
$500Ks
- $600Ks
RiverWalk, Branford, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
60 homes
No reviews yet
![Woodcrest at Jacobs Hill]()
$300Ks
- $300Ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2006
|
58 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
![Autumn Fields]()
$200Ks
- $300Ks
Autumn Fields, Enfield, CT
Resale Only
|
55+ age-restricted
|
Built 2004 - 2006
|
56 homes
No reviews yet
![The Village at Buckingham]()
$300Ks
- $400Ks
The Village at Buckingham, Avon, CT
Resale Only
|
55+ age-restricted
|
Built 2002 - 2006
|
56 homes
No reviews yet
![The Views at Pomona]()
$200Ks
- $400Ks
The Views at Pomona, Pomona, NY
Resale Only
|
55+ age-restricted
|
Built 2011 - 2011
|
56 homes
No reviews yet
![The Atrium of Portland]()
<$100k
- $100Ks
The Atrium of Portland, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2004 - 2004
|
56 homes
No reviews yet
![77 Sunset Lane]()
$400Ks
- $700Ks
77 Sunset Lane, Ridgefield, CT
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
54 homes
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No reviews yet
![Evergreen]()
$400Ks
- $500Ks
Evergreen, Cromwell, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
52 homes
No reviews yet
![Regency Meadows]()
$500Ks
- $500Ks
Regency Meadows, Trumbull, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2005
|
51 homes
No reviews yet
![Eastport Meadows]()
$400Ks
- $400Ks
Eastport Meadows, Eastport, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2016
|
50 homes
No reviews yet
![Gloria Commons]()
$200Ks
- $300Ks
Gloria Commons, Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2015
|
50 homes
No reviews yet
![Villas at Seminary Hill]()
$400Ks
- $400Ks
Villas at Seminary Hill, Carmel, NY
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
50 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
![The Residences at Butterf...]()
$500Ks
- $600Ks
The Residences at Butterf..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2018 - 2023
|
49 homes
No reviews yet
![Bramble Ridge]()
$400Ks
- $500Ks
Bramble Ridge, Suffield, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2015
|
47 homes
No reviews yet
![Chimney Hill]()
$500Ks
- $700Ks
Chimney Hill, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
|
44 homes
No reviews yet
![Village Vistas]()
$800Ks
- $1Ms
Village Vistas, Port Jefferson, NY
Resale Only
|
55+ age-restricted
|
Built 2013 - 2017
|
43 homes
No reviews yet
![Wolfe Landing]()
$500Ks
- $600Ks
Wolfe Landing, Clarkstown, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
43 homes
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
No reviews yet
![Forest Mews]()
$300Ks
- $400Ks
Forest Mews, Avon, CT
Resale Only
|
55+ age-restricted
|
Built 2001 - 2004
|
40 homes
No reviews yet
![Harbor View Estates]()
$400Ks
- $600Ks
Harbor View Estates, Copiague, NY
New Construction
|
55+ age-restricted
|
Built 2017 - 2018
|
40 homes
No reviews yet
![Clockmaker's Hill]()
$100Ks
- $100Ks
Clockmaker's Hill, Winsted, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2014
|
38 homes
No reviews yet
![Hidden Harbor Estates]()
$500Ks
- $600Ks
Hidden Harbor Estates, Copiague, NY
Resale Only
|
55+ age-restricted
|
Built 2010 - 2015
|
38 homes
No reviews yet
![Billingsgate]()
$400Ks
- $600Ks
Billingsgate, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
37 homes
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...
Leisure Village
![305 TORQUAY CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 846186 • Coldwell Banker American Homes, Kerr...
Leisure Knoll
![2 LAMONT CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 830934 • Coldwell Banker American Homes, Joy ...
HarborView
![100 HARBOR VIEW DR APT 623, PORT WASHING..., Port Washington, NY 11050]()
1 beds
|2 baths
|1,161 sq ft
|Condo
100 HARBOR VIEW DR APT 623, PORT WASHING...
Community: HarborView
MLS 829350 • Evelyn Richards Inc, Maria Giacalone
Greenwood Village
![48 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|960 sq ft
|Condo
48 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 821669 • Brookhampton Realty, Kevin N. Loiaco...
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Leisure Knoll
![2 LAMONT RD # 2, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS L3568605 • Coldwell Banker American Homes, Ka...
New
Heritage Village
![106 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
106 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24101757 • Berkshire Hathaway NE Prop., Jacqu...
New
Heritage Village
![29 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
29 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24101380 • Berkshire Hathaway NE Prop., Miche...
Spring Lake Village
![6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648..., Southington, CT 06489]()
3 beds
|3 baths
|1,471 sq ft
|Condo
6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648...
Community: Spring Lake Village
MLS 24061909 • RE/MAX RISE, Michael Albert
Heritage Village
![740 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
740 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24092035 • Coldwell Banker Realty, Maryanne B...
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
Newtown Woods
![231 BROOKSIDE CT 231, NEWTOWN, CT, 06470, Newtown, CT 06470]()
2 beds
|2 baths
|1,483 sq ft
|Condo
231 BROOKSIDE CT 231, NEWTOWN, CT, 06470
Community: Newtown Woods
MLS 24101795 • RJ Real Estate, James Wright
Rivington
![802 CENTER MEADOW LN # 802, DANBURY, CT,..., Danbury, CT 06810]()
MLS 24098944 • Berkshire Hathaway NE Prop., Bonni...
Heritage Village
![760 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
760 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24074339 • Keller Williams Realty, Lou Capell...
Heritage Village
![685 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
685 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24094536 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![57 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
57 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24098902 • Berkshire Hathaway NE Prop., Bonni...
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(959) 214-4386
Heritage Village
![79 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
79 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24091089 • Keller Williams Realty, Gabby Addi...
New
The Village at Oxford Greens
![89 LINKS WAY # 89, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|2 baths
|2,008 sq ft
|Condo
89 LINKS WAY # 89, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24100251 • William Pitt Sotheby's Int'l, Tom ...
New
Heritage Village
![12 HERITAGE CRST E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,447 sq ft
|Condo
12 HERITAGE CRST E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24101373 • William Raveis Real Estate, Kerri ...
Heritage Village
![128 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
128 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24086942 • Berkshire Hathaway NE Prop., Joan ...
Rivington
![19 MILL RD # 19, DANBURY, CT, 06810, Danbury, CT 06810]()
MLS 24088160 • RE/MAX One, Shannon Muscara
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
Oronoque Village
![156 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,175 sq ft
|Condo
156 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24100780 • William Raveis Real Estate, Joseph...
Bartlett Hollow
![39 BARTLETT HOLW # 39, MIDDLETOWN, CT, 0..., Middletown, CT 06457]()
2 beds
|3 baths
|3,147 sq ft
|Condo
39 BARTLETT HOLW # 39, MIDDLETOWN, CT, 0...
Community: Bartlett Hollow
MLS 24100370 • William Raveis Real Estate, Siobha...
Heritage Village
![419 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
419 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24097056 • Joseph Bette REALTORS Inc, Deborah...
Meadow Brook Estates
![326 SPRUCE HILL DR # 326, OXFORD, CT, 06..., Oxford, CT 06478]()
2 beds
|3 baths
|1,683 sq ft
|Condo
326 SPRUCE HILL DR # 326, OXFORD, CT, 06...
Community: Meadow Brook Estates
MLS 24081360 • Coldwell Banker Realty, Jay Barone
Heritage Village
![644 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
644 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24088213 • Berkshire Hathaway NE Prop., Kathy...
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New
Heritage Village
![926 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
926 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24100579 • Joseph Bette REALTORS Inc, Cynthia...
Heritage Village
![881 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
881 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24098891 • Joseph Bette REALTORS Inc, Deborah...
Rivington
![1022 COUNTRY VIEW RD # 1022, DANBURY, CT..., Danbury, CT 06810]()
2 beds
|2 baths
|1,330 sq ft
|Condo
1022 COUNTRY VIEW RD # 1022, DANBURY, CT...
Community: Rivington
MLS 24093428 • Coldwell Banker Realty, Pamela Dos...
Heritage Village
![894 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
894 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24085128 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![1042 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,071 sq ft
|Condo
1042 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24080741 • Berkshire Hathaway NE Prop., Miche...
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.
Heritage Village
![953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24098833 • Realty ONE Group Connect, Paul Duh
Heritage Village
![134 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
134 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24100995 • Berkshire Hathaway NE Prop., Miche...
Founders Ridge
![20 WEBSTER LN # 20, MIDDLETOWN, CT, 0645..., Middletown, CT 06457]()
2 beds
|2 baths
|1,548 sq ft
|Condo
20 WEBSTER LN # 20, MIDDLETOWN, CT, 0645...
Community: Founders Ridge
MLS 24095287 • William Raveis Real Estate, Britta...
Heritage Village
![1036 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
1036 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24100449 • William Raveis Real Estate, Ruth Z...
O'Meara Farm
![8 MULBERRY LN # 8, FARMINGTON, CT, 06032, Farmington, CT 06032]()
MLS 24098894 • Berkshire Hathaway NE Prop., Lyle ...
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
Park Glen
![15 HARMONY TRL # 15, NEW MILFORD, CT, 06..., New Milford, CT 06776]()
2 beds
|4 baths
|2,720 sq ft
|Condo
15 HARMONY TRL # 15, NEW MILFORD, CT, 06...
Community: Park Glen
MLS 24086114 • Coldwell Banker Realty, Bill Hunni...
Heritage Village
![976 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
976 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24096690 • William Pitt Sotheby's Int'l, Lind...
New
Oronoque Village
![646 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,434 sq ft
|Condo
646 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24102309 • RE/MAX Right Choice, Alexander Cra...
The Summit at Bethel
![81 GREAT HILL DR # 81, BETHEL, CT, 06801, Bethel, CT 06801]()
3 beds
|3 baths
|2,447 sq ft
|Condo
81 GREAT HILL DR # 81, BETHEL, CT, 06801
Community: The Summit at Bethel
MLS 24087672 • Redfin Corporation, Luke Julius Jo...
Spring Lake Village
![472 CARRIAGE DR # 472, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|2 baths
|1,188 sq ft
|Condo
472 CARRIAGE DR # 472, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24099055 • K. Fortuna Realty, Meagan Warnock
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?
137
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