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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Questions? Call us:
(860) 854-7490
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
Leisure Knoll
![385 LARCHMONT CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 842321 • Signature Premier Properties, Sandra...
Leisure Knoll
![2 LAMONT RD # 2, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS L3568605 • Coldwell Banker American Homes, Ka...
New
Harmony Place
![6 FIDELITY DR # 2, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
6 FIDELITY DR # 2, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73399780 • Harbor Classic Realty, Karin Ander...
The Seasons at Salisbury
![43 BLOSSOM SQ # 43, HOLDEN, MA, 01520, Holden, MA 01520]()
2 beds
|3 baths
|2,202 sq ft
|Condo
43 BLOSSOM SQ # 43, HOLDEN, MA, 01520
Community: The Seasons at Salisbury
MLS 73392924 • RE/MAX Vision, Sue-Anne Bock
Brierly Pond Village
![30 HORNE WAY # 30, MILLBURY, MA, 01527, Millbury, MA 01527]()
3 beds
|2 baths
|1,746 sq ft
|Condo
30 HORNE WAY # 30, MILLBURY, MA, 01527
Community: Brierly Pond Village
MLS 73381803 • Patti Faucher Real Estate, Patti-A...
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The Village at Orchard Meadows
![75 ORCHARD MEADOW DR # 75, SHREWSBURY, M..., Shrewsbury, MA 01545]()
2 beds
|2 baths
|1,370 sq ft
|Condo
75 ORCHARD MEADOW DR # 75, SHREWSBURY, M...
Community: The Village at Orchard Meadows
MLS 73347681 • Coldwell Banker Realty - Worcester...
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 73397613 • Coldwell Banker Realty - Western M...
The Village at Orchard Meadows
![17 CORTLAND GROVE DR # 17, SHREWSBURY, M..., Shrewsbury, MA 01545]()
2 beds
|2 baths
|1,580 sq ft
|Condo
17 CORTLAND GROVE DR # 17, SHREWSBURY, M...
Community: The Village at Orchard Meadows
MLS 73390630 • Coldwell Banker Realty - Worcester...
Adams Farm
![40 ADAMS FARM RD # 40, SHREWSBURY, MA, 0..., Shrewsbury, MA 01545]()
2 beds
|3 baths
|2,757 sq ft
|Condo
40 ADAMS FARM RD # 40, SHREWSBURY, MA, 0...
Community: Adams Farm
MLS 73376018 • Mathieu Newton Sotheby's Internati...
The Village at Orchard Meadows
![78 ORCHARD MEADOW DR # 78, SHREWSBURY, M..., Shrewsbury, MA 01545]()
2 beds
|2 baths
|1,370 sq ft
|Condo
78 ORCHARD MEADOW DR # 78, SHREWSBURY, M...
Community: The Village at Orchard Meadows
MLS 73336526 • RE/MAX Vision, Mark Consolmagno
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.
Brierly Pond Village
![47 HORNE WAY # 47, MILLBURY, MA, 01527, Millbury, MA 01527]()
2 beds
|3 baths
|1,746 sq ft
|Condo
47 HORNE WAY # 47, MILLBURY, MA, 01527
Community: Brierly Pond Village
MLS 73374782 • Isos Realty, LLC, Konstantina Cho...
Whitney Glen
![34 WHITNEY GLN # 34, WESTPORT, CT, 06880, Westport, CT 06880]()
2 beds
|3 baths
|1,400 sq ft
|Condo
34 WHITNEY GLN # 34, WESTPORT, CT, 06880
Community: Whitney Glen
MLS 24075720 • Coldwell Banker Realty, Darlene Le...
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
![231 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
231 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24087742 • Berkshire Hathaway NE Prop., Scott...
Heritage Village
![917 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
917 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24084124 • Berkshire Hathaway NE Prop., Scott...
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Heritage Village
![170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24108314 • Complete Real Estate, Anthony La P...
Founders Ridge
![UNIT 2-45 WEBSTER LN, MIDDLETOWN, CT, 06..., Middletown, CT 06457]()
2 beds
|2 baths
|1,555 sq ft
UNIT 2-45 WEBSTER LN, MIDDLETOWN, CT, 06...
Community: Founders Ridge
MLS 24069640 • Berkshire Hathaway NE Prop., Phyll...
Spring Lake Village
![9 VILLAGE RD # 9, SOUTHINGTON, CT, 06489, Southington, CT 06489]()
2 beds
|2 baths
|1,264 sq ft
|Condo
9 VILLAGE RD # 9, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
MLS 24105649 • Century 21 AllPoints Realty, Betty...
Spring Lake Village
![543 S FARMS TER # 543, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|3 baths
|1,782 sq ft
|Condo
543 S FARMS TER # 543, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24102912 • Coldwell Banker Realty, Philip Gia...
Heritage Village
![133 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
133 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24100967 • William Raveis Real Estate, Ron Ne...
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
Heritage Village
![4 HERITAGE CRST A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,735 sq ft
|Condo
4 HERITAGE CRST A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24109465 • Venture Real Estate, Inc., Patrick...
Oronoque Village
![518 IROQUOIS LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,426 sq ft
|Condo
518 IROQUOIS LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24109128 • West View Properties, LLC, Zachary...
Newtown Woods
![17 BROOKSIDE CT # 17, NEWTOWN, CT, 06470, Newtown, CT 06470]()
2 beds
|3 baths
|1,879 sq ft
|Condo
17 BROOKSIDE CT # 17, NEWTOWN, CT, 06470
Community: Newtown Woods
MLS 24104269 • Keller Williams Realty, Rudy Marci...
Pond Spring Village
![136 PONDVIEW CIR # 136, BEACON FALLS, CT..., Beacon Falls, CT 06403]()
2 beds
|2 baths
|1,328 sq ft
|Condo
136 PONDVIEW CIR # 136, BEACON FALLS, CT...
Community: Pond Spring Village
MLS 24104304 • eXp Realty, Nicholas Greene
Heritage Village
![900 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
900 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24108935 • Berkshire Hathaway NE Prop., Jacqu...
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(860) 854-7490
Heritage Village
![345 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
345 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24098283 • Coldwell Banker Realty, Chris York
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...
Regency at Woodbridge
![13 HERITAGE LN # 64, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,239 sq ft
|Condo
13 HERITAGE LN # 64, WOODBRIDGE, CT, 065...
Community: Regency at Woodbridge
MLS 24096886 • Thomas Jacovino, Lauren Logiacco
Regency at Woodbridge
![15 HERITAGE LN # 63, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,486 sq ft
|Condo
15 HERITAGE LN # 63, WOODBRIDGE, CT, 065...
Community: Regency at Woodbridge
MLS 24096880 • Thomas Jacovino, Lauren Logiacco
Regency at Woodbridge
![5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,006 sq ft
|Condo
5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24097354 • Thomas Jacovino, Lauren Logiacco
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
![701 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
701 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24092610 • William Raveis Real Estate, Joan K...
Oronoque Village
![92 SEMINOLE LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
3 beds
|3 baths
|1,438 sq ft
|Condo
92 SEMINOLE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24106121 • Oronoque Real Estate, Monica Dalto...
Regency at Woodbridge
![11 HERITAGE LN # 65, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,028 sq ft
|Condo
11 HERITAGE LN # 65, WOODBRIDGE, CT, 065...
Community: Regency at Woodbridge
MLS 24104779 • Thomas Jacovino, Lauren Logiacco
Regency at Woodbridge
![29 HERITAGE LN # 56, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,239 sq ft
|Condo
29 HERITAGE LN # 56, WOODBRIDGE, CT, 065...
Community: Regency at Woodbridge
MLS 24064372 • Thomas Jacovino, Lauren Logiacco
Regency at Woodbridge
![3 HERITAGE LN # 69, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|Condo
3 HERITAGE LN # 69, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24066347 • Thomas Jacovino, Lauren Logiacco
Want to learn more about 55+ communities in Portland?
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Heritage Village
![143 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
143 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24099094 • Joseph Bette REALTORS Inc, Justin ...
Oronoque Village
![186 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
3 beds
|3 baths
|1,438 sq ft
|Condo
186 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24108004 • Ellison Homes Real Estate, Stephan...
Sonoma Woods
![46 SONOMA LN # 46, MIDDLETOWN, CT, 06457, Middletown, CT 06457]()
2 beds
|3 baths
|2,515 sq ft
|Condo
46 SONOMA LN # 46, MIDDLETOWN, CT, 06457
Community: Sonoma Woods
MLS 24108024 • Executive Real Estate Inc., Amy Ri...
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
![192 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
192 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24102203 • Coldwell Banker Realty, Krista Pet...
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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near Portland
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