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Portland, CT 55+ active adult communities & homes for sale
120 communities near Portland
262 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
- $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
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...]()
$600Ks
- $700Ks
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
- $200Ks
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 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
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.
4.6 rating (9 reviews)
![Meadowbrook Pointe Links ...]()
$600Ks
- $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
280 homes
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
- $600Ks
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
- $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?
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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
- $500Ks
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
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...
New
Harmony Place
![4 FIDELITY DR # 2, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
4 FIDELITY DR # 2, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73403315 • Harbor Classic Realty, Karin Ander...
New
Harmony Place
![132 FIDELITY DR # 61, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|2,149 sq ft
|Condo
132 FIDELITY DR # 61, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73403303 • Harbor Classic Realty, Karin Ander...
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
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...
Want to learn more about 55+ communities in Portland?
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Questions? Call us:
(860) 854-7490
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...
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...
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...
Leisure Village
![406 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961]()
1 beds
|1 baths
|679 sq ft
|Condo
406 WOODBRIDGE DR A, RIDGE, NY, 11961
Community: Leisure Village
MLS 883217 • American Way Real Estate Inc, Kim Gr...
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
![369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ..., Brookhaven, NY 11961]()
2 beds
|1 baths
|975 sq ft
|Condo
369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ...
Community: Leisure Village
MLS 883073 • Leisure Living Realty Inc, Laura Ruh...
Greenwood Village
![5157 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949]()
2 beds
|2 baths
|1,200 sq ft
|Condo
5157 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
MLS 882918 • Gateway to The Hamptons R E, Vivian ...
Leisure Village
![137 EASTBOURNE CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|836 sq ft
|Condo
137 EASTBOURNE CT A, RIDGE, NY, 11961
Community: Leisure Village
MLS 878214 • Exit Realty All Pro, Kristin Schellh...
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...
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 ...
Want to learn more about 55+ communities in Portland?
55places can help!
Questions? Call us:
(860) 854-7490
Fairfield at St. James
![1104 DREW DR, SAINT JAMES, NY, 11780, Saint James, NY 11780]()
1 beds
|1 baths
|752 sq ft
|Condo
1104 DREW DR, SAINT JAMES, NY, 11780
Community: Fairfield at St. James
MLS 880885 • Century 21 Cor Ace Realty Inc, Gina ...
Country Village Estates
![11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727]()
2 beds
|2 baths
|1,386 sq ft
|Condo
11 THEODORE DR, CORAM, NY, 11727
Community: Country Village Estates
MLS 848469 • Signature Premier Properties, Lori S...
Glenwood Village
![1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,..., Riverhead, NY 11901]()
2 beds
|2 baths
|960 sq ft
|Manufactured Home
1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,...
Community: Glenwood Village
MLS 881749 • Joanne Kane Gigantiello, Joanne Giga...
New
The Greens at Half Hollow
![708 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747]()
3 beds
|3 baths
|2,500 sq ft
|Condo
708 BALFOUR PL, MELVILLE, NY, 11747
Community: The Greens at Half Hollow
MLS 887231 • Signature Premier Properties, Janice...
New
Leisure Glen
![475 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 886464 • Signature Premier Properties, Beverl...
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 OLD COUNTRY RD 435, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,270 sq ft
|Mobile Home
1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 827152 • Douglas Elliman Real Estate, Allison...
Fairfield at St. James
![205 FLAIR CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780]()
3 beds
|3 baths
|1,600 sq ft
|Condo
205 FLAIR CT, SMITHTOWN, NY, 11780
Community: Fairfield at St. James
MLS 885580 • Signature Premier Properties, Rowena...
Leisure Village
![96 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 877572 • Compass Greater NY LLC, Kenneth Hirs...
New
Fairfield at St. James
![914 FENWAY RD, SAINT JAMES, NY, 11780, Saint James, NY 11780]()
2 beds
|2 baths
|1,200 sq ft
|Condo
914 FENWAY RD, SAINT JAMES, NY, 11780
Community: Fairfield at St. James
MLS 886931 • Douglas Elliman Real Estate, Laura R...
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...
Want to learn more about 55+ communities in Portland?
55places can help!
Questions? Call us:
(860) 854-7490
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...
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...
Stone Ridge Estates
![156 CHRISTINE DR, DIX HILLS, NY, 11746, Dix Hills, NY 11746]()
2 beds
|2 baths
|1,700 sq ft
|Condo
156 CHRISTINE DR, DIX HILLS, NY, 11746
Community: Stone Ridge Estates
MLS 859377 • Howard Hanna Coach, Susan Catik
New
Greenwood Village
![164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|1 baths
|938 sq ft
|Manufactured Home
164 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 887454 • Realty Connect USA L I Inc, Joseph I...
New
The Villages at Mount Sinai Park
![109 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766]()
2 beds
|2 baths
|1,736 sq ft
|Condo
109 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Community: The Villages at Mount Sinai Park
MLS 887250 • Douglas Elliman Real Estate, Nancy D...
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
The Waterways at Moriches
![365 SEABREEZE CT, MORICHES, NY, 11955, Moriches, NY 11955]()
2 beds
|2 baths
|1,930 sq ft
|Condo
365 SEABREEZE CT, MORICHES, NY, 11955
Community: The Waterways at Moriches
MLS 888155 • Douglas Elliman Real Estate, Jo Ann ...
New
Leisure Village
![2 GUILFORD CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 886560 • Coldwell Banker American Homes, Joy ...
Glenwood Village
![1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,036 sq ft
|Mobile Home
1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 878931 • Keystone Realty USA Corp, Cynthia Mc...
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...
Meadowbrook Pointe Links & Spa
![142 AUGUSTA DR, MEDFORD, NY, 11763, Medford, NY 11763]()
2 beds
|3 baths
|1,691 sq ft
|Condo
142 AUGUSTA DR, MEDFORD, NY, 11763
Community: Meadowbrook Pointe Links & Spa
MLS 843695 • Signature Premier Properties, Matthe...
Want to learn more about 55+ communities in Portland?
55places can help!
Questions? Call us:
(860) 854-7490
New
Kensington Estates
![46 PLAINVIEW RD, WOODBURY, NY, 11797, Woodbury, NY 11797]()
6 beds
|5 baths
|4,333 sq ft
|House
46 PLAINVIEW RD, WOODBURY, NY, 11797
Community: Kensington Estates
MLS 886291 • SRG Residential LLC, Jared Sarney
Leisure Village
![42D TRENT CT 42D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|875 sq ft
|Condo
42D TRENT CT 42D, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 876419 • Leisure Living Realty Inc, Laura Ruh...
New
Fairfield at St. James
![605 CABOT CT 605, SMITHTOWN, NY, 11780, Smithtown, NY 11780]()
2 beds
|2 baths
|1,134 sq ft
|Condo
605 CABOT CT 605, SMITHTOWN, NY, 11780
Community: Fairfield at St. James
MLS 887290 • The Agency Northshore NY, Kevin Hill
Leisure Knoll
![145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 874449 • Century 21 Cor Ace Realty Inc, Glori...
Leisure Village
![192 VENTRY CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 867626 • Realty One Group First, Magdalena Ko...
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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