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 2
137 communities near Middlebury
287 homes near Middlebury
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5 rating (1 reviews)
![Sunken Pond Estates]()
$400Ks
- $500Ks
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
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
Want to learn more about 55+ communities in Middlebury?
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(959) 214-4386
No reviews yet
![Snug Harbor]()
$600Ks
- $700Ks
Snug Harbor, Amityville, NY
Resale Only
|
55+ age-restricted
|
Built 1970 - 1974
|
176 homes
No reviews yet
![Stoneleigh Woods at River...]()
$400Ks
- $600Ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2007 - 2016
|
176 homes
No reviews yet
![The Coves at Melville]()
$500Ks
- $500Ks
The Coves at Melville, Melville, NY
Resale Only
|
62+ age-restricted
|
Built 2004 - 2005
|
175 homes
No reviews yet
![Strathmore Gate East]()
$300Ks
- $300Ks
Strathmore Gate East, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1970 - 1975
|
174 homes
No reviews yet
![Beckley Farms]()
$300Ks
- $400Ks
Beckley Farms, Berlin, CT
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
170 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 Fishkill]()
$500Ks
- $500Ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 homes
No reviews yet
![South Pond Village]()
$200Ks
- $400Ks
South Pond Village, Bloomfield, CT
Resale Only
|
55+ age-restricted
|
Built 1999 - 2005
|
151 homes
No reviews yet
![The Manors at The Colony ...]()
$400Ks
- $500Ks
The Manors at The Colony ..., Shirley, NY
New Construction
|
55+ age-restricted
|
Built 2013 - present
|
150 homes
No reviews yet
![Setauket Meadows]()
$600Ks
- $700Ks
Setauket Meadows, Setauket, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2007
|
150 homes
No reviews yet
![Vineyards at Brookfield]()
$600Ks
- $600Ks
Vineyards at Brookfield, Center Moriches, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
146 homes
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No reviews yet
![Fieldstone Village]()
$500Ks
- $800Ks
Fieldstone Village, Orange, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2018
|
142 homes
No reviews yet
![North Woods of Colchester]()
$300Ks
- $400Ks
North Woods of Colchester, Colchester, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
140 homes
No reviews yet
![The Villas at Narraganset...]()
$500Ks
- $500Ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
138 homes
No reviews yet
![Village Estates]()
$500Ks
- $500Ks
Village Estates, Amityville, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2008
|
138 homes
No reviews yet
![The Seasons at Plainview]()
$600Ks
- $700Ks
The Seasons at Plainview, Plainview, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2007
|
134 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 Hollows at Blue Hill]()
$1Ms
- $1Ms
The Hollows at Blue Hill, Pearl River, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
126 homes
No reviews yet
![Windcrest East]()
$600Ks
- $600Ks
Windcrest East, Calverton, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
126 homes
No reviews yet
![Fairview at Oxford Greens]()
$500Ks
- $600Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 homes
3.5 rating (2 reviews)
![Harvest Pointe]()
$800Ks
- $3Ms
Harvest Pointe, Cutchogue, NY
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
124 homes
No reviews yet
![Newbury Village]()
$400Ks
- $500Ks
Newbury Village, Brookfield, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
120 homes
Want to learn more about 55+ communities in Middlebury?
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Questions? Call us:
(959) 214-4386
No reviews yet
![The Seasons at Seaford]()
$700Ks
- $700Ks
The Seasons at Seaford, Seaford, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2017
|
112 homes
No reviews yet
![Windmill Gate]()
$300Ks
- $400Ks
Windmill Gate, Oakdale, NY
Resale Only
|
55+ age-restricted
|
Built 1989 - 1991
|
110 homes
No reviews yet
![Four Seasons at Ridgemont]()
$800Ks
- $1Ms
Four Seasons at Ridgemont, Montvale, NJ
Resale Only
|
55+ age-restricted
|
Built 2011 - 2014
|
108 homes
No reviews yet
![The Gardens of Wilbraham]()
$300Ks
- $400Ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
108 homes
No reviews yet
![Meadowbrooke Pointe East ...]()
$700Ks
- $700Ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction
|
62+ age-restricted
|
Built 2019 - present
|
104 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
![O'Meara Farm]()
$400Ks
- $400Ks
O'Meara Farm, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 1998 - 2005
|
104 homes
No reviews yet
![Liberty at Newtown]()
$300Ks
- $400Ks
Liberty at Newtown, Newtown, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
96 homes
No reviews yet
![The Bel Aire at East Mead...]()
$400Ks
- $400Ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
95 homes
No reviews yet
![Pond Spring Village]()
$300Ks
- $300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
92 homes
No reviews yet
![Founders Village]()
$500Ks
- $500Ks
Founders Village, Southold, NY
Resale Only
|
55+ age-restricted
|
Built 1981 - 1985
|
92 homes
Want to learn more about 55+ communities in Middlebury?
55places can help!
Questions? Call us:
(959) 214-4386
No reviews yet
![Vineyards at Moriches]()
$600Ks
- $700Ks
Vineyards at Moriches, Center Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
92 homes
No reviews yet
![The Vineyards at Mount Si...]()
$800Ks
- $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
91 homes
No reviews yet
![Glassbury Court at Cold S...]()
$700Ks
- $700Ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
90 homes
No reviews yet
![Castle Heights of Cheshir...]()
$500Ks
- $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2022
|
88 homes
5 rating (1 reviews)
![Paris Square]()
$400Ks
- $700Ks
Paris Square, Northvale, NJ
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
88 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?
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