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
287 homes near Middlebury
Sort by:
Relevance
No reviews yet
![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
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
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
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
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
![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
![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
![77 Sunset Lane]()
$400Ks
- $700Ks
77 Sunset Lane, Ridgefield, CT
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
54 homes
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
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
![Villas at Seminary Hill]()
$400Ks
- $400Ks
Villas at Seminary Hill, Carmel, NY
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
50 homes
No reviews yet
![Gloria Commons]()
$200Ks
- $300Ks
Gloria Commons, Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2015
|
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
![Harbor View Estates]()
$400Ks
- $600Ks
Harbor View Estates, Copiague, NY
New Construction
|
55+ age-restricted
|
Built 2017 - 2018
|
40 homes
No reviews yet
![Forest Mews]()
$300Ks
- $400Ks
Forest Mews, Avon, CT
Resale Only
|
55+ age-restricted
|
Built 2001 - 2004
|
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
![Bidwell Village]()
$300Ks
- $400Ks
Bidwell Village, Coventry, CT
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
37 homes
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
Leisure Knoll
![2 LAMONT RD # 2, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS L3568605 • Coldwell Banker American Homes, Ka...
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 ...
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...
Leisure Village
![135 EASTBOURNE CT UNIT C, RIDGE, NY, 119..., Ridge, NY 11961]()
2 beds
|1 baths
|1,118 sq ft
|Condo
135 EASTBOURNE CT UNIT C, RIDGE, NY, 119...
Community: Leisure Village
MLS 854336 • Coldwell Banker American Homes, Joy ...
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
Leisure Knoll
![460 SUMMERWOOD CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 841946 • Realty Connect USA L I Inc, Michele ...
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
Jefferson Village
![156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
1 beds
|1 baths
|850 sq ft
|Condo
156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 823393 • Houlihan Lawrence Inc., Nancy Kenned...
Meadowbrook Pointe Athletic Club & Spa
![450 PACING WAY, WESTBURY, NY, 11590, Westbury, NY 11590]()
2 beds
|2 baths
|1,328 sq ft
|Condo
450 PACING WAY, WESTBURY, NY, 11590
Community: Meadowbrook Pointe Athletic Club & Spa
MLS 849917 • Realty Connect USA LLC, Nancy J. Pel...
Leisure Knoll
![176 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 840567 • Coldwell Banker American Homes, Donn...
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.
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 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 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 Knoll
![385 LARCHMONT CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 842321 • Signature Premier Properties, Sandra...
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
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...
HarborView
![100 HARBOR VIEW DR 439, PORT WASHINGTON,..., Port Washington, NY 11050]()
2 beds
|3 baths
|1,420 sq ft
|Condo
100 HARBOR VIEW DR 439, PORT WASHINGTON,...
Community: HarborView
MLS 838453 • Evelyn Richards Inc, Maria Giacalone
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 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.
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 ...
The Gardens of Wilbraham
![39 IVY CIR # 39, WILBRAHAM, MA, 01095, Wilbraham, MA 01095]()
1 beds
|2 baths
|1,218 sq ft
|Condo
39 IVY CIR # 39, WILBRAHAM, MA, 01095
Community: The Gardens of Wilbraham
MLS 73276030 • Witalisz & Associates, Inc., JoAnn...
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...
Paris Square
![152 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647]()
MLS 25018429 • Coldwell Banker, Alpine/Closter, A...
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
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...
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...
HarborView
![100 HARBOR VIEW DR 335, PORT WASHINGTON,..., Port Washington, NY 11050]()
3 beds
|3 baths
|2,216 sq ft
|Condo
100 HARBOR VIEW DR 335, PORT WASHINGTON,...
Community: HarborView
MLS 862122 • Evelyn Richards Inc, Maria Giacalone
Leisure Glen
![6 BROOKVILLE CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 858951 • Signature Premier Properties, Elaine...
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
![346 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|2 baths
|1,300 sq ft
|Condo
346 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
MLS 837450 • Leisure Living Realty Inc, Paulina R...
Leisure Village
![192 VENTRY CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 867626 • Realty One Group First, Magdalena Ko...
Leisure Village
![411A WEYMOUTH CT # 411A, RIDGE, NY, 1196..., Ridge, NY 11961]()
2 beds
|1 baths
|1,000 sq ft
|Condo
411A WEYMOUTH CT # 411A, RIDGE, NY, 1196...
Community: Leisure Village
MLS 867323 • Leisure Living Realty Inc, Laura Ruh...
Villas at Seminary Hill
![2203 PANKIN DR, CARMEL, NY, 10512, Carmel, NY 10512]()
2 beds
|2 baths
|1,275 sq ft
|Condo
2203 PANKIN DR, CARMEL, NY, 10512
Community: Villas at Seminary Hill
MLS 857438 • Briante Realty Group, LLC, Kathleen ...
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...
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
The Greens at Half Hollow
![569 BARDINI DR, MELVILLE, NY, 11747, Melville, NY 11747]()
2 beds
|3 baths
|1,942 sq ft
|Condo
569 BARDINI DR, MELVILLE, NY, 11747
Community: The Greens at Half Hollow
MLS 873204 • SRG Residential LLC, David L. Cohen
New
Encore Atlantic Shores
![226 SONATA CT, EASTPORT, NY, 11941, Eastport, NY 11941]()
2 beds
|2 baths
|1,605 sq ft
|Condo
226 SONATA CT, EASTPORT, NY, 11941
Community: Encore Atlantic Shores
MLS 873046 • Coldwell Banker Reliable R E, Kather...
New
Leisure Village
![75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961]()
2 beds
|1 baths
|1,278 sq ft
|Condo
75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196...
Community: Leisure Village
MLS 867044 • Leisure Living Realty Inc, Laura Ruh...
Leisure Knoll
![365 SHEFFIELD CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 872940 • Coldwell Banker American Homes, Anto...
Village Estates
![26 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701]()
2 beds
|2 baths
|1,243 sq ft
|Condo
26 SARAH CT, AMITYVILLE, NY, 11701
Community: Village Estates
MLS 866208 • EXIT Realty Premier, Nancy A. Fraser
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
communities
near Middlebury
Remove Boundaries ×
Map
Satellite
Want to learn more about 55+ communities in Middlebury?
