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Portland, CT 55+ active adult communities & homes for sale
120 communities near Portland
239 homes near Portland
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![Bartlett Hill]()
$300Ks
- $400Ks
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]()
$200Ks
- $500Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
|
2,580 homes
No reviews yet
![Leisure Village]()
$200Ks
- $500Ks
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
No reviews yet
![Rivington]()
$400Ks
- $1Ms
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
No reviews yet
![Oronoque Village]()
$300Ks
- $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]()
$200Ks
- $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
- $500Ks
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
No reviews yet
![Regency at Prospect]()
$300Ks
- $400Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
No reviews yet
![The Waterways at Moriches]()
$500Ks
- $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
|
343 homes
3.5 rating (2 reviews)
![Foxwood Village]()
$200Ks
- $300Ks
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 rating (1 reviews)
![Vineyards at Blue Point]()
$700Ks
- $900Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
280 homes
4.6 rating (9 reviews)
![Meadowbrook Pointe Links ...]()
$600Ks
- $600Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
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]()
$700Ks
- $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2011
|
240 homes
No reviews yet
![The Summit at Bethel]()
$700Ks
- $800Ks
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]()
$600Ks
- $600Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2007
|
228 homes
No reviews yet
![Woodridge Strathmore Terr...]()
$300Ks
- $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 1974 - 1985
|
226 homes
5 rating (1 reviews)
![Sunrise Village]()
$400Ks
- $500Ks
Sunrise Village, Sayville, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1990
|
213 homes
No reviews yet
![Brierly Pond Village]()
$400Ks
- $500Ks
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
- $400Ks
Country Village Estates, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1993 - 2001
|
195 homes
5 rating (1 reviews)
![Sunken Pond Estates]()
$400Ks
- $400Ks
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
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)
![Newtown Woods]()
$400Ks
- $400Ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 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
![Snug Harbor]()
$600Ks
- $700Ks
Snug Harbor, Amityville, NY
Resale Only
|
55+ age-restricted
|
Built 1970 - 1974
|
176 homes
Rivington
![38 WINDING RIDGE WAY, DANBURY, CT, 06810, Danbury, CT 06810]()
3 beds
|3 baths
|1,767 sq ft
|Condo
38 WINDING RIDGE WAY, DANBURY, CT, 06810
Community: Rivington
MLS 24081996 • Houlihan Lawrence, Barbara Sawin
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
Oronoque Village
![607 CHEROKEE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,454 sq ft
|Condo
607 CHEROKEE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24090970 • William Raveis Real Estate, John S...
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 ...
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
![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
![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 ...
Regency at Woodbridge
![1 HERITAGE LN # 70, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,486 sq ft
|Condo
1 HERITAGE LN # 70, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24079685 • Thomas Jacovino, Kathy Childs
Oronoque Village
![488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,438 sq ft
|Condo
488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24082050 • BHGRE Gaetano Marra Homes, Martha ...
Rivington
![10 OLD PASTURE DR # 10, DANBURY, CT, 068..., Danbury, CT 06810]()
3 beds
|4 baths
|2,544 sq ft
|Condo
10 OLD PASTURE DR # 10, DANBURY, CT, 068...
Community: Rivington
MLS 24088793 • William Raveis Real Estate, Patty ...
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
![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...
Oronoque Village
![36 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,118 sq ft
|Condo
36 ALGONQUIN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24074218 • Coldwell Banker Realty, Jennifer L...
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 ...
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 24089564 • Realty ONE Group Connect, Paul Duh
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...
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
![1027 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
1027 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24082486 • Joseph Bette REALTORS Inc, Cynthia...
Heritage Village
![927 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
927 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24081712 • Joseph Bette REALTORS Inc, Justin ...
The Powder Forest Homes
![20 CARSON WAY # 20, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
3 beds
|3 baths
|2,174 sq ft
20 CARSON WAY # 20, SIMSBURY, CT, 06070
Community: The Powder Forest Homes
MLS 24082292 • Ardor Real Estate, Christine Green
Spring Lake Village
![783 KETTLE PATH # 783, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|3 baths
|1,230 sq ft
|Condo
783 KETTLE PATH # 783, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24075346 • Berkshire Hathaway NE Prop., Donal...
Heritage Village
![623 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
623 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24069125 • Berkshire Hathaway NE Prop., Miche...
Spring Lake Village
![871 GLACIER WAY # 871, SOUTHINGTON, CT, ..., Southington, CT 06489]()
3 beds
|3 baths
|1,606 sq ft
|Condo
871 GLACIER WAY # 871, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24083828 • Calcagni Real Estate, Norinne Byrn...
Regency at Woodbridge
![7 HERITAGE LN # 67, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,486 sq ft
|Condo
7 HERITAGE LN # 67, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24079730 • Thomas Jacovino, Kathy Childs
Regency at Woodbridge
![5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,239 sq ft
|Condo
5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24066397 • Thomas Jacovino, Kathy Childs
Oronoque Village
![173 MIDWOOD TRL B, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|2 baths
|1,454 sq ft
|Condo
173 MIDWOOD TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24077779 • Realty ONE Group Connect, Monica O...
The Village at Oxford Greens
![696 CHAMPIONSHIP DR # 696, OXFORD, CT, 0..., Oxford, CT 06478]()
2 beds
|2 baths
|1,496 sq ft
|Condo
696 CHAMPIONSHIP DR # 696, OXFORD, CT, 0...
Community: The Village at Oxford Greens
MLS 24078696 • Berkshire Hathaway NE Prop., Victo...
Heritage Village
![191 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 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...
Newtown Woods
![1227 BROOKSIDE CT # 1227, NEWTOWN, CT, 0..., Newtown, CT 06470]()
2 beds
|2 baths
|1,483 sq ft
|Condo
1227 BROOKSIDE CT # 1227, NEWTOWN, CT, 0...
Community: Newtown Woods
MLS 24057669 • William Raveis Real Estate, Donna ...
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...
The Summit at Bethel
![104 GREAT HILL DR # 104, BETHEL, CT, 068..., Bethel, CT 06801]()
3 beds
|4 baths
|2,580 sq ft
|Condo
104 GREAT HILL DR # 104, BETHEL, CT, 068...
Community: The Summit at Bethel
MLS 24078007 • William Raveis Real Estate, Julia ...
Heritage Village
![8 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
8 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24059990 • Berkshire Hathaway NE Prop., Toni ...
The Village at Oxford Greens
![304 FAIRWAY DR # 304, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|2 baths
|2,080 sq ft
|Condo
304 FAIRWAY DR # 304, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24078990 • Real Estate Two, Karen Berwick
Heritage Village
![636 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
636 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24076500 • Coldwell Banker Realty, Claudia Fo...
The Woods at Dunham Pond
![38 HERON VIEW RD # 38, NEW FAIRFIELD, CT..., New Fairfield, CT 06812]()
1 beds
|4 baths
|2,110 sq ft
|Condo
38 HERON VIEW RD # 38, NEW FAIRFIELD, CT...
Community: The Woods at Dunham Pond
MLS 24083264 • Coldwell Banker Realty, Kimberly T...
Heritage Village
![621 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
621 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24063503 • Coldwell Banker Realty, Daniel Rei...
Heritage Village
![725 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
725 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24071405 • William Raveis Real Estate, Amanda...
Heritage Village
![999 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
999 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24062145 • eXp Realty, Mark Mermelstein
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
![78 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
78 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24061751 • Coldwell Banker Realty, Claudia Fo...
Newbury Village
![34 GREAT HERON LN # 34, BROOKFIELD, CT, ..., Brookfield, CT 06804]()
2 beds
|3 baths
|2,560 sq ft
|Condo
34 GREAT HERON LN # 34, BROOKFIELD, CT, ...
Community: Newbury Village
MLS 24077554 • The Brokerage of New England, Lisa...
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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