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Portland, CT 55+ active adult communities & homes for sale

239 homes near Portland

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No reviews yet 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
Glenwood Village 1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ..., Riverhead, NY 11901
$299,500

2 beds

|

2 baths

|

1,270 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 435, RIVERHEAD, NY, ...
Community: Glenwood Village
Leisure Village 79 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961
$399,999

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

79 ENFIELD CT B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Knoll 187 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961
$449,000

2 beds

|

2 baths

|

1,360 sq ft

|

Condo

187 KINGSTON DR, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Village 156 FALMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961
$375,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

156 FALMOUTH CT A, RIDGE, NY, 11961
Community: Leisure Village
Greenwood Village 22 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949
$141,000

2 beds

|

2 baths

|

920 sq ft

|

Condo

22 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
The Waterways at Moriches 107 E MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955
$575,000

2 beds

|

2 baths

|

2,141 sq ft

|

Condo

107 E MIDLAND POND CT, MORICHES, NY, 119...
Leisure Village 256 NEWCASTLE CT B, RIDGE, NY, 11961, Ridge, NY 11961
$339,000

2 beds

|

1 baths

|

1,184 sq ft

|

Condo

256 NEWCASTLE CT B, RIDGE, NY, 11961
Community: Leisure Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 25, RIVERHEAD, ..., Riverhead, NY 11901
$240,000

2 beds

|

1 baths

|

784 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 25, RIVERHEAD, ...
Community: Glenwood Village
Eagles Walk at East Quogue 1404 AERIE WAY # 1404, EAST QUOGUE, NY, ..., East Quogue, NY 11942
$529,000

2 beds

|

2 baths

|

1,250 sq ft

|

Condo

1404 AERIE WAY # 1404, EAST QUOGUE, NY, ...
Leisure Village 29 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961
$385,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

29 TRENT CT B, RIDGE, NY, 11961
Community: Leisure Village
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 489 FAIRWAY CT A, RIDGE, NY, 11961, Ridge, NY 11961
$422,000

2 beds

|

2 baths

|

979 sq ft

|

Condo

489 FAIRWAY CT A, RIDGE, NY, 11961
Community: Leisure Village
Glenwood Village 1661-308 OLD COUNTRY RD 308, RIVERHEAD, ..., Riverhead, NY 11901
$179,000

2 beds

|

1 baths

|

840 sq ft

|

Mobile Home

1661-308 OLD COUNTRY RD 308, RIVERHEAD, ...
Community: Glenwood Village
Leisure Village 122 EXMORE CT D, RIDGE, NY, 11961, Ridge, NY 11961
$279,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

122 EXMORE CT D, RIDGE, NY, 11961
Community: Leisure Village
Leisure Glen 460 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961
$550,000

2 beds

|

2 baths

|

1,691 sq ft

|

Condo

460 LEISURE DR, RIDGE, NY, 11961
Community: Leisure Glen
Leisure Village 373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$339,990

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
Vineyards at Blue Point 212 ISABELLA LN, BLUE POINT, NY, 11772, Blue Point, NY 11772
$785,000

2 beds

|

3 baths

|

1,569 sq ft

|

Condo

212 ISABELLA LN, BLUE POINT, NY, 11772
Leisure Village 232 BLACKPOOL CT E, RIDGE, NY, 11961, Ridge, NY 11961
$279,000

2 beds

|

1 baths

|

1,050 sq ft

|

Condo

232 BLACKPOOL CT E, RIDGE, NY, 11961
Community: Leisure Village
Vineyards at Brookfield 49 AVERY DR N, CENTER MORICHES, NY, 1193..., Center Moriches, NY 11934
$699,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

49 AVERY DR N, CENTER MORICHES, NY, 1193...
Leisure Village 114 EXMORE CT A, RIDGE, NY, 11961, Ridge, NY 11961
$369,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

114 EXMORE CT A, RIDGE, NY, 11961
Community: Leisure Village
The Waterways at Moriches 569 MIRROR POND CT # 569, MORICHES, NY, ..., Moriches, NY 11955
$649,000

2 beds

|

3 baths

|

1,875 sq ft

|

Condo

569 MIRROR POND CT # 569, MORICHES, NY, ...
Country Village Estates 11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$489,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

11 THEODORE DR, CORAM, NY, 11727
Leisure Knoll 385 LARCHMONT CT, RIDGE, NY, 11961, Ridge, NY 11961
$419,999

2 beds

|

1 baths

|

1,050 sq ft

|

Condo

385 LARCHMONT CT, RIDGE, NY, 11961
Community: Leisure Knoll
Glenwood Village 1661 OLD COUNTRY RD 189, RIVERHEAD, NY, ..., Riverhead, NY 11901
$183,000

2 beds

|

2 baths

|

1,036 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 189, RIVERHEAD, NY, ...
Community: Glenwood Village
Country Village Estates 36 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$490,000

2 beds

|

2 baths

|

1,186 sq ft

|

Condo

36 THEODORE DR, CORAM, NY, 11727
The Waterways at Moriches 521 HIGHLAND CT # 521, MORICHES, NY, 119..., Moriches, NY 11955
$630,000

2 beds

|

2 baths

|

1,839 sq ft

|

Condo

521 HIGHLAND CT # 521, MORICHES, NY, 119...
The Seasons at Seaford 1 SPRING DR, SEAFORD, NY, 11783, Seaford, NY 11783
$709,000

2 beds

|

2 baths

|

1,408 sq ft

|

Condo

1 SPRING DR, SEAFORD, NY, 11783
The Waterways at Moriches 414 LINDSAY LN, MORICHES, NY, 11955, Moriches, NY 11955
$585,000

2 beds

|

2 baths

|

2,141 sq ft

|

Condo

414 LINDSAY LN, MORICHES, NY, 11955
The Seasons at Plainview 75 AUTUMN DR, PLAINVIEW, NY, 11803, Plainview, NY 11803
$699,999

2 beds

|

2 baths

|

1,379 sq ft

|

Condo

75 AUTUMN DR, PLAINVIEW, NY, 11803
Westhampton Pines 151 ALEXANDRA WAY, WESTHAMPTON, NY, 1197..., Westhampton, NY 11977
$1,490,000

3 beds

|

3 baths

|

2,350 sq ft

|

Condo

151 ALEXANDRA WAY, WESTHAMPTON, NY, 1197...
Community: Westhampton Pines
The Waterways at Moriches 270 DOCKSIDE CT # 270, MORICHES, NY, 119..., Moriches, NY 11955
$579,000

2 beds

|

2 baths

|

2,230 sq ft

|

Condo

270 DOCKSIDE CT # 270, MORICHES, NY, 119...
Vineyards at Moriches 52 TONI CT # 52, CENTER MORICHES, NY, 11..., Center Moriches, NY 11934
$749,000

2 beds

|

3 baths

|

2,196 sq ft

|

Condo

52 TONI CT # 52, CENTER MORICHES, NY, 11...
Leisure Village 305 TORQUAY CT B, RIDGE, NY, 11961, Ridge, NY 11961
$299,999

2 beds

|

1 baths

|

836 sq ft

|

Condo

305 TORQUAY CT B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 332 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$285,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

332 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Glen 5 WAINSCOTT CT, RIDGE, NY, 11961, Ridge, NY 11961
$529,000

2 beds

|

2 baths

|

1,290 sq ft

|

Condo

5 WAINSCOTT CT, RIDGE, NY, 11961
Community: Leisure Glen
Leisure Village 312C WOODBRIDGE DR 312C, BROOKHAVEN, NY,..., Brookhaven, NY 11961
$284,000

1 beds

|

1 baths

|

679 sq ft

|

Condo

312C WOODBRIDGE DR 312C, BROOKHAVEN, NY,...
Community: Leisure Village
Leisure Village 160 FALMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961
$299,999

2 beds

|

1 baths

|

875 sq ft

|

Condo

160 FALMOUTH CT A, RIDGE, NY, 11961
Community: Leisure Village
Leisure Knoll 2 LAMONT CT, RIDGE, NY, 11961, Ridge, NY 11961
$450,000

2 beds

|

2 baths

|

1,020 sq ft

|

Condo

2 LAMONT CT, RIDGE, NY, 11961
Community: Leisure Knoll
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.
Founders Village 2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971, Southold, NY 11971
$549,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971
Community: Founders Village
Greenwood Village 48 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$139,000

2 beds

|

2 baths

|

960 sq ft

|

Condo

48 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Village 320 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961
$509,000

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

320 WOODBRIDGE DR A, RIDGE, NY, 11961
Community: Leisure Village

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239 homes near Portland
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