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
Want to learn more about 55+ communities in Portland?
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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
![190 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 863784 • Coldwell Banker American Homes, Bonn...
The Waterways at Moriches
![106 E MIDLAND POND CT # 1, MORICHES, NY,..., Moriches, NY 11955]()
2 beds
|2 baths
|1,982 sq ft
|Condo
106 E MIDLAND POND CT # 1, MORICHES, NY,...
Community: The Waterways at Moriches
MLS 859359 • Douglas Elliman Real Estate, Loukia ...
Leisure Village
![96 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 877572 • Compass Greater NY LLC, Kenneth Hirs...
Plymouth Estates at Mount Sinai
![164 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766]()
2 beds
|2 baths
|1,820 sq ft
|Condo
164 IRA RD, MOUNT SINAI, NY, 11766
Community: Plymouth Estates at Mount Sinai
MLS 878455 • Aliano Real Estate, Nicholas A. Colo...
Plymouth Estates at Mount Sinai
![166 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766]()
2 beds
|2 baths
|1,820 sq ft
|Townhouse
166 IRA RD, MOUNT SINAI, NY, 11766
Community: Plymouth Estates at Mount Sinai
MLS 878423 • Aliano Real Estate, Nicholas A. Colo...
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Questions? Call us:
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Leisure Glen
![460 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 830412 • RE/MAX Integrity Leaders, Karen L. R...
Leisure Village
![28 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 869368 • Signature Premier Properties, Jose A...
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...
Greenwood Village
![21 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|1,100 sq ft
|Condo
21 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 866101 • Signature Premier Properties, Meliss...
Leisure Village
![277 BERWICK CT UNIT D, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|875 sq ft
|Condo
277 BERWICK CT UNIT D, RIDGE, NY, 11961
Community: Leisure Village
MLS 858082 • Island Advantage Realty LLC, Jennife...
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.
Fairfield at St. James
![302 GOTHAM WAY, SAINT JAMES, NY, 11780, Saint James, NY 11780]()
3 beds
|3 baths
|1,548 sq ft
|Townhouse
302 GOTHAM WAY, SAINT JAMES, NY, 11780
Community: Fairfield at St. James
MLS 874456 • Signature Premier Properties, Anthon...
Leisure Knoll
![209 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 861828 • Coldwell Banker American Homes, Kath...
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
![231 BLACKPOOL CT C, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|825 sq ft
|Condo
231 BLACKPOOL CT C, RIDGE, NY, 11961
Community: Leisure Village
MLS 874532 • Daniel Gale Sothebys Intl Rlty, Nico...
The Villages at Mount Sinai Park
![4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766]()
3 beds
|3 baths
|2,850 sq ft
|Condo
4 OAKHURST CT, MOUNT SINAI, NY, 11766
Community: The Villages at Mount Sinai Park
MLS 856049 • Douglas Elliman Real Estate, Lisa A....
Want to learn more about 55+ communities in Portland?
55places can help!
Questions? Call us:
(860) 854-7490
Sunrise Village
![133 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782]()
2 beds
|1 baths
|1,000 sq ft
|Condo
133 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
MLS 862832 • Triple Crown Real Estate Assoc, Jaso...
The Waterways at Moriches
![509 OAK BLUFF CT, MORICHES, NY, 11955, Moriches, NY 11955]()
2 beds
|3 baths
|1,875 sq ft
|Condo
509 OAK BLUFF CT, MORICHES, NY, 11955
Community: The Waterways at Moriches
MLS 875756 • Douglas Elliman Real Estate, Jo Ann ...
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...
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...
Leisure Village
![232A BLACKPOOL CT 232A, BROOKHAVEN, NY, ..., Brookhaven, NY 11961]()
2 beds
|1 baths
|836 sq ft
|Condo
232A BLACKPOOL CT 232A, BROOKHAVEN, NY, ...
Community: Leisure Village
MLS 858698 • Leisure Living Realty Inc, Heather B...
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
![286 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,085 sq ft
|Condo
286 BERWICK CT A, RIDGE, NY, 11961
Community: Leisure Village
MLS 865765 • Peconic Realty Group LLC, Ryan Verba...
Country Pointe Plainview
![17101 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803]()
2 beds
|2 baths
|1,443 sq ft
|Condo
17101 ASPENWOOD DR, PLAINVIEW, NY, 11803
Community: Country Pointe Plainview
MLS 857869 • Douglas Elliman Real Estate, Ellen A...
Vineyards at Moriches
![52 TONI CT # 52, CENTER MORICHES, NY, 11..., Center Moriches, NY 11934]()
2 beds
|3 baths
|2,196 sq ft
|Condo
52 TONI CT # 52, CENTER MORICHES, NY, 11...
Community: Vineyards at Moriches
MLS 832395 • Hampton Estates Realty LLC, Craig J....
Westhampton Pines
![42 KIMBERLY DR # 42, WESTHAMPTON, NY, 11..., Westhampton, NY 11977]()
2 beds
|3 baths
|2,350 sq ft
|Condo
42 KIMBERLY DR # 42, WESTHAMPTON, NY, 11...
Community: Westhampton Pines
MLS 860124 • Kerrigan Country Realty, Elaine S. B...
Founders Village
![2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971, Southold, NY 11971]()
2 beds
|2 baths
|1,100 sq ft
|Condo
2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971
Community: Founders Village
MLS 808158 • Signature Premier Properties, Timoth...
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Questions? Call us:
(860) 854-7490
Greenwood Village
![5148 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949]()
2 beds
|2 baths
|1,350 sq ft
|Condo
5148 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
MLS 874689 • Gateway to The Hamptons R E, Vivian ...
Leisure Village
![119 EXMORE CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 872112 • Leisure Living Realty Inc, Paulina R...
Foxwood Village
![1407 MIDDLE RD 203, CALVERTON, NY, 11933, Calverton, NY 11933]()
3 beds
|2 baths
|1,568 sq ft
|Manufactured Home
1407 MIDDLE RD 203, CALVERTON, NY, 11933
Community: Foxwood Village
MLS 866087 • Joanne Kane Gigantiello, Joanne Giga...
Country Village Estates
![192 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727]()
2 beds
|2 baths
|1,308 sq ft
|Condo
192 THEODORE DR, CORAM, NY, 11727
Community: Country Village Estates
MLS 865313 • Realty Connect USA L I Inc, Bonnie S...
Leisure Village
![423 WOODBRIDGE D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
1 beds
|1 baths
|782 sq ft
|Condo
423 WOODBRIDGE D, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 802268 • Douglas Elliman Real Estate, Thomas ...
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 Glen
![5 BALDWIN CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 866128 • Charles Rutenberg Realty Inc, Paola ...
The Seasons at Plainview
![44 AUTUMN DR, PLAINVIEW, NY, 11803, Plainview, NY 11803]()
2 beds
|2 baths
|1,591 sq ft
|Condo
44 AUTUMN DR, PLAINVIEW, NY, 11803
Community: The Seasons at Plainview
MLS 838943 • Douglas Elliman Real Estate, Lorna J...
Founders Village
![2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971, Southold, NY 11971]()
2 beds
|2 baths
|1,100 sq ft
|Condo
2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971
Community: Founders Village
MLS 828475 • Signature Premier Properties, Patric...
Greenwood Village
![77 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|1 baths
|1,000 sq ft
|Condo
77 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 853523 • Gateway to The Hamptons R E, Janet R...
Greenwood Village
![22 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|920 sq ft
|Condo
22 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 841313 • Gateway to The Hamptons R E, Vivian ...
Want to learn more about 55+ communities in Portland?
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Questions? Call us:
(860) 854-7490
Leisure Village
![419 WEYMOUTH CT F, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 812541 • Howard Hanna Coach, Linda Stowell
Leisure Village
![332 WOODBRIDGE DR UNIT C WOODBRIDGE DR, ..., Ridge, NY 11961]()
2 beds
|1 baths
|1,000 sq ft
|Condo
332 WOODBRIDGE DR UNIT C WOODBRIDGE DR, ...
Community: Leisure Village
MLS 861217 • Howard Hanna Coach, Linda Stowell
Foxwood Village
![1407-54 MIDDLE RD 54, RIVERHEAD, NY, 119..., Riverhead, NY 11933]()
2 beds
|2 baths
|1,280 sq ft
|House
1407-54 MIDDLE RD 54, RIVERHEAD, NY, 119...
Community: Foxwood Village
MLS 855435 • Signature Premier Properties, Jason ...
Encore Atlantic Shores
![68 ENCORE, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941]()
2 beds
|3 baths
|3,000 sq ft
|Condo
68 ENCORE, BROOKHAVEN, NY, 11941
Community: Encore Atlantic Shores
MLS 851829 • Realty Connect USA LI Inc, Deanna Em...
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...
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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