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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?
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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
- $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
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...
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...
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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
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...
Spring Lake Village
![42 VILLAGE RD # 42, SOUTHINGTON, CT, 064..., Southington, CT 06489]()
1 beds
|1 baths
|860 sq ft
|Condo
42 VILLAGE RD # 42, SOUTHINGTON, CT, 064...
Community: Spring Lake Village
MLS 24100001 • Premier Re Group LLC, Maria Esposi...
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.
Beckley Farms
![221 SCENIC DR # 221, BERLIN, CT, 06037, Berlin, CT 06037]()
3 beds
|2 baths
|1,892 sq ft
|Condo
221 SCENIC DR # 221, BERLIN, CT, 06037
Community: Beckley Farms
MLS 24099516 • William Raveis Real Estate, Lisa C...
Oronoque Village
![156 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,175 sq ft
|Condo
156 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24100780 • William Raveis Real Estate, Joseph...
The Waterways at Moriches
![276 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955]()
2 beds
|2 baths
|1,875 sq ft
|Condo
276 DOCKSIDE CT, MORICHES, NY, 11955
Community: The Waterways at Moriches
MLS 866339 • Douglas Elliman Real Estate, Jo Ann ...
Spring Lake Village
![472 CARRIAGE DR # 472, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|2 baths
|1,188 sq ft
|Condo
472 CARRIAGE DR # 472, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24099055 • K. Fortuna Realty, Meagan Warnock
Leisure Village
![411A WEYMOUTH CT # 411A, RIDGE, NY, 1196..., Ridge, NY 11961]()
2 beds
|1 baths
|1,000 sq ft
|Condo
411A WEYMOUTH CT # 411A, RIDGE, NY, 1196...
Community: Leisure Village
MLS 867323 • Leisure Living Realty Inc, Laura Ruh...
Want to learn more about 55+ communities in Portland?
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(860) 854-7490
The Summit at Bethel
![63 GREAT HILL DR # 63, BETHEL, CT, 06801, Bethel, CT 06801]()
3 beds
|3 baths
|2,743 sq ft
|Condo
63 GREAT HILL DR # 63, BETHEL, CT, 06801
Community: The Summit at Bethel
MLS 24086666 • Around Town Real Estate LLC, Danie...
Spring Lake Village
![6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648..., Southington, CT 06489]()
3 beds
|3 baths
|1,471 sq ft
|Condo
6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648...
Community: Spring Lake Village
MLS 24061909 • RE/MAX RISE, Michael Albert
Oronoque Village
![635 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,642 sq ft
|Condo
635 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24095005 • Oronoque Real Estate, Monica Dalto...
Oronoque Village
![588 ARAPAHO LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,438 sq ft
|Condo
588 ARAPAHO LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24091630 • Sarah Harrower Realty, Barbara Dun...
South Pond Village
![175 THISTLE POND DR # 175, BLOOMFIELD, C..., Bloomfield, CT 06002]()
2 beds
|2 baths
|1,535 sq ft
|Condo
175 THISTLE POND DR # 175, BLOOMFIELD, C...
Community: South Pond Village
MLS 24084866 • Berkshire Hathaway NE Prop., Marga...
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.
The Woods at Dunham Pond
![48 HERON VIEW RD # 48, NEW FAIRFIELD, CT..., New Fairfield, CT 06812]()
1 beds
|3 baths
|1,550 sq ft
|Condo
48 HERON VIEW RD # 48, NEW FAIRFIELD, CT...
Community: The Woods at Dunham Pond
MLS 24095402 • William Raveis Real Estate, Kelley...
Leisure Village
![68A ENFIELD CT # 68A, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,048 sq ft
|Condo
68A ENFIELD CT # 68A, RIDGE, NY, 11961
Community: Leisure Village
MLS 874348 • Signature Premier Properties, Rosann...
Glenwood Village
![425 CIRCLEWOOD, RIVERHEAD, NY, 11901, Riverhead, NY 11901]()
2 beds
|2 baths
|1,086 sq ft
|Manufactured Home
425 CIRCLEWOOD, RIVERHEAD, NY, 11901
Community: Glenwood Village
MLS 880238 • Realty Connect USA LI, Margaret Tsou...
Leisure Knoll
![145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 874449 • Century 21 Cor Ace Realty Inc, Glori...
Leisure Village
![259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961]()
1 beds
|1 baths
|875 sq ft
|Condo
259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
MLS 878336 • Barons Real Estate Associates, David...
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55places can help!
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(860) 854-7490
Leisure Village
![269 BERWICK CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,048 sq ft
|Condo
269 BERWICK CT B, RIDGE, NY, 11961
Community: Leisure Village
MLS 856130 • Oversouth LLC, Deniz Ozgur
Leisure Knoll
![202 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 879162 • Aliano Real Estate, Nicholas R. Alia...
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
New
The Vineyards at Miller Place
![7 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764]()
2 beds
|3 baths
|1,486 sq ft
|Condo
7 HALLEY LN, MILLER PLACE, NY, 11764
Community: The Vineyards at Miller Place
MLS 886084 • Keller Williams Realty Elite, Gregor...
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.
Greenwood Village
![132 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|1,375 sq ft
|Condo
132 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 853338 • White Mountain Rlty & Property, Jess...
New
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 Knoll
![151 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 878723 • Coldwell Banker American Homes, Laur...
Leisure Village
![311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196..., Ridge, NY 11961]()
1 beds
|1 baths
|684 sq ft
|Condo
311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196...
Community: Leisure Village
MLS 879843 • Coldwell Banker American Homes, Ther...
Foxwood Village
![1407 MIDDLE RD UNIT 4 UNIT 4, CALVERTON,..., Calverton, NY 11933]()
2 beds
|2 baths
|1,400 sq ft
|Manufactured Home
1407 MIDDLE RD UNIT 4 UNIT 4, CALVERTON,...
Community: Foxwood Village
MLS 883166 • Compass Greater NY LLC, Clifton R. C...
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Questions? Call us:
(860) 854-7490
Vineyards at Moriches
![4 TONI CT, CENTER MORICHES, NY, 11934, Center Moriches, NY 11934]()
2 beds
|3 baths
|2,196 sq ft
|Condo
4 TONI CT, CENTER MORICHES, NY, 11934
Community: Vineyards at Moriches
MLS 883128 • Points East Real Estate, David L. Ra...
Leisure Knoll
![525 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 881515 • Coldwell Banker Reliable R E, Gina M...
Encore at Lake Grove
![23 SONATA CT, LAKE GROVE, NY, 11755, Lake Grove, NY 11755]()
2 beds
|2 baths
|1,697 sq ft
|Condo
23 SONATA CT, LAKE GROVE, NY, 11755
Community: Encore at Lake Grove
MLS 866679 • RE/MAX Integrity Leaders, Robert J....
New
Glenwood Village
![1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,632 sq ft
|House
1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,...
Community: Glenwood Village
MLS 882046 • Howard Hanna Coach, Carol Giordano
The Waterways at Moriches
![497 OAK BLUFF CT, MORICHES, NY, 11955, Moriches, NY 11955]()
2 beds
|3 baths
|1,988 sq ft
|Condo
497 OAK BLUFF CT, MORICHES, NY, 11955
Community: The Waterways at Moriches
MLS 873131 • Signature Premier Properties, Dorrie...
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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