Call us at (860) 854-7490 to learn more about active adult communities in Portland
Portland, CT 55+ active adult communities & homes for sale
120 communities near Portland
246 homes near Portland
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![Bartlett Hill]()
$500Ks
- $500Ks
Bartlett Hill, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2011
|
82 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
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
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
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No reviews yet
![Rivington]()
$400Ks
- $900Ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 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
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
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)
![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
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
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No reviews yet
![Regency at Prospect]()
$400Ks
- $400Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 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
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
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
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.
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
![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]()
$600Ks
- $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2011
|
240 homes
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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
No reviews yet
![Woodridge Strathmore Terr...]()
$400Ks
- $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 1974 - 1985
|
226 homes
5 rating (1 reviews)
![Sunrise Village]()
$400Ks
- $400Ks
Sunrise Village, Sayville, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1990
|
213 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
![Brierly Pond Village]()
$400Ks
- $400Ks
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
- $500Ks
Country Village Estates, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1993 - 2001
|
195 homes
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
Want to learn more about 55+ communities in Portland?
55places can help!
Questions? Call us:
(860) 854-7490
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
- $600Ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 homes
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
Heritage Village
![20 HERITAGE CRST D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,420 sq ft
|Condo
20 HERITAGE CRST D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24105878 • Century 21 AllPoints Realty, Lee L...
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...
Heritage Village
![648 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
648 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24109045 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![16 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
16 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24085195 • Joseph Bette REALTORS Inc, Cynthia...
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 ...
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The Powder Forest Homes
![3 PROSPECT RDG, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
4 beds
|4 baths
|2,557 sq ft
3 PROSPECT RDG, SIMSBURY, CT, 06070
Community: The Powder Forest Homes
MLS 24098219 • Berkshire Hathaway NE Prop., Ellen...
Heritage Village
![1000 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
1000 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24091531 • Around Town Real Estate LLC, James...
Heritage Village
![607 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
607 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24090077 • Joseph Bette REALTORS Inc, Justin ...
Newtown Woods
![411 BROOKSIDE CT # 411, NEWTOWN, CT, 064..., Newtown, CT 06470]()
2 beds
|2 baths
|1,483 sq ft
|Condo
411 BROOKSIDE CT # 411, NEWTOWN, CT, 064...
Community: Newtown Woods
MLS 24091809 • Higgins Group Real Estate, Amanda ...
Heritage Village
![9 HERITAGE CIR D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,071 sq ft
|Condo
9 HERITAGE CIR D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24090141 • Berkshire Hathaway NE Prop., Lori ...
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
![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...
The Village at Oxford Greens
![403 MULLIGAN DR # 403, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|2 baths
|2,080 sq ft
|Condo
403 MULLIGAN DR # 403, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24097841 • Around Town Real Estate LLC, Andre...
Heritage Village
![1005 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
1005 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24103141 • Coldwell Banker Realty, Cindy Seve...
O'Meara Farm
![1 PRIMROSE LN # 1, FARMINGTON, CT, 06032, Farmington, CT 06032]()
3 beds
|3 baths
|2,062 sq ft
|Condo
1 PRIMROSE LN # 1, FARMINGTON, CT, 06032
Community: O'Meara Farm
MLS 24101570 • KW Legacy Partners, Robert O'Meara
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...
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Questions? Call us:
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Heritage Village
![687 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
687 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24099123 • Berkshire Hathaway NE Prop., Miche...
Heritage Village
![1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24104085 • Berkshire Hathaway NE Prop., Rober...
O'Meara Farm
![8 MULBERRY LN # 8, FARMINGTON, CT, 06032, Farmington, CT 06032]()
3 beds
|3 baths
|1,896 sq ft
|Condo
8 MULBERRY LN # 8, FARMINGTON, CT, 06032
Community: O'Meara Farm
MLS 24098169 • Berkshire Hathaway NE Prop., Lyle ...
The Village at Oxford Greens
![644 CHAMPIONSHIP DR # 644, OXFORD, CT, 0..., Oxford, CT 06478]()
2 beds
|3 baths
|2,197 sq ft
|Condo
644 CHAMPIONSHIP DR # 644, OXFORD, CT, 0...
Community: The Village at Oxford Greens
MLS 24096492 • Coldwell Banker Realty, Joseph Pau...
O'Meara Farm
![7 SUNFLOWER TER # 7, FARMINGTON, CT, 060..., Farmington, CT 06032]()
MLS 24102780 • KW Legacy Partners, Robert O'Meara
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
![93 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
93 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24107779 • Regency Real Estate, LLC, Jason Ma...
Meadow Brook Estates
![306 SPRUCE HILL DR, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|1,586 sq ft
|Condo
306 SPRUCE HILL DR, OXFORD, CT, 06478
Community: Meadow Brook Estates
MLS 24092226 • Rupwani Associates, Rosalie Averil...
Heritage Village
![876 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
876 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24093072 • William Raveis Real Estate, Donna ...
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...
The Powder Forest Homes
![30 CARSON WAY # 30, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
3 beds
|4 baths
|1,862 sq ft
30 CARSON WAY # 30, SIMSBURY, CT, 06070
Community: The Powder Forest Homes
MLS 24101997 • Berkshire Hathaway NE Prop., Jenni...
Want to learn more about 55+ communities in Portland?
55places can help!
Questions? Call us:
(860) 854-7490
Heritage Village
![78 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
78 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24098464 • Coldwell Banker Realty, Maryanne B...
Heritage Village
![264 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
264 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24084870 • Joseph Bette REALTORS Inc, Deborah...
Heritage Village
![93 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
93 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24077722 • Coldwell Banker Realty, Richelle W...
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
![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
![699 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
699 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24092608 • William Raveis Real Estate, Joan K...
Heritage Village
![53 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
53 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24083817 • Joseph Bette REALTORS Inc, Cynthia...
Heritage Village
![96 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
96 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24085409 • Joseph Bette REALTORS Inc, Justin ...
Benson Woods
![112 PERIWINKLE DR # 112, MIDDLEBURY, CT,..., Middlebury, CT 06762]()
2 beds
|3 baths
|2,593 sq ft
|Condo
112 PERIWINKLE DR # 112, MIDDLEBURY, CT,...
Community: Benson Woods
MLS 24085335 • BHGRE Bannon & Hebert, Mary Ann He...
Want to learn more about 55+ communities in Portland?
55places can help!
Questions? Call us:
(860) 854-7490
Heritage Village
![224 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|3 baths
|1,572 sq ft
|Condo
224 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24082989 • Berkshire Hathaway NE Prop., Maria...
Heritage Village
![389 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
389 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24085017 • William Raveis Real Estate, Tom Gr...
Heritage Village
![191 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
191 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24069539 • Joseph Bette REALTORS Inc, Catheri...
Heritage Village
![957A HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
957A HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24071514 • William Raveis Real Estate, Pat Ca...
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 ...
Frequently Asked Questions
In Portland, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in Portland has 56 homes, the largest has 82 homes, and the average communities consists of 69 homes.
Yes, there is gated 55+ communities in Portland. Approximately 50.0% of 55+ communities in the area are gated. For instance, Bartlett Hill is a gated communities with 82 homes.
Want more information about active adult communities around Portland?
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