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

260 homes near Portland

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No reviews yet 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 - $500Ks
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 - $500Ks
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 - $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
No reviews yet Leisure Knoll
$300Ks - $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 (2 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 - $400Ks
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
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
No reviews yet Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet The Waterways at Moriches
$400Ks - $700Ks
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 ...
$300Ks - $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
$800Ks - $800Ks
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 - $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 - $600Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
5 rating (1 reviews) Encore at Lake Grove
$600Ks - $800Ks
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 - $500Ks
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 - $400Ks
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
No reviews yet The Seasons at East North...
$700Ks - $700Ks
The Seasons at East North..., East Northport, NY
New Construction | 55+ age-restricted | Built 2023 - present | 190 homes
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
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...
$600Ks - $700Ks
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 - $400Ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
No reviews yet Stoneleigh Woods at River...
$600Ks - $600Ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Heritage Village 98 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$335,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

98 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 575 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$430,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

575 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 405 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$219,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

405 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 302 FAIRWAY DR # 302, OXFORD, CT, 06478, Oxford, CT 06478
$735,000

3 beds

|

3 baths

|

2,750 sq ft

|

Condo

302 FAIRWAY DR # 302, OXFORD, CT, 06478
Regency at Prospect 8 HICKORY DR # 8, PROSPECT, CT, 06712, Prospect, CT 06712
$347,184

3 beds

|

2 baths

|

1,500 sq ft

|

Condo

8 HICKORY DR # 8, PROSPECT, CT, 06712
Community: Regency at Prospect
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
Heritage Village 139 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$424,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

139 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 192 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$260,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

192 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 638 ONONDAGA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

2 beds

|

3 baths

|

2,071 sq ft

|

Condo

638 ONONDAGA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Rivington 416 CENTER MEADOW LN # 416, DANBURY, CT,..., Danbury, CT 06810
$489,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

416 CENTER MEADOW LN # 416, DANBURY, CT,...
Community: Rivington
Oronoque Village 408 MONTAUK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$425,000

1 beds

|

2 baths

|

1,118 sq ft

|

Condo

408 MONTAUK LN A, STRATFORD, CT, 06614
Community: Oronoque 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.
Heritage Village 132 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$299,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

132 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Park Glen 15 HARMONY TRL # 15, NEW MILFORD, CT, 06..., New Milford, CT 06776
$699,900

2 beds

|

4 baths

|

2,720 sq ft

|

Condo

15 HARMONY TRL # 15, NEW MILFORD, CT, 06...
Community: Park Glen
Encore Atlantic Shores 113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941
$895,000

2 beds

|

3 baths

|

3,037 sq ft

|

Condo

113 OVERTURE PL, EASTPORT, NY, 11941
Stone Ridge Estates 108 JOSEPH LN, DIX HILLS, NY, 11746, Dix Hills, NY 11746
$799,999

2 beds

|

2 baths

|

1,695 sq ft

|

Condo

108 JOSEPH LN, DIX HILLS, NY, 11746
Community: Stone Ridge Estates
Greenwood Village 99 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$295,000

2 beds

|

2 baths

|

1,487 sq ft

|

Condo

99 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
The Waterways at Moriches 521 HIGHLAND CT # 521, MORICHES, NY, 119..., Moriches, NY 11955
$610,000

2 beds

|

2 baths

|

1,839 sq ft

|

Condo

521 HIGHLAND CT # 521, MORICHES, NY, 119...
The Waterways at Moriches 279 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955
$575,000

2 beds

|

2 baths

|

1,480 sq ft

|

Condo

279 DOCKSIDE CT, MORICHES, NY, 11955
Plymouth Estates at Mount Sinai 166 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$579,999

2 beds

|

2 baths

|

1,820 sq ft

|

Townhouse

166 IRA RD, MOUNT SINAI, NY, 11766
Plymouth Estates at Mount Sinai 164 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$579,999

2 beds

|

2 baths

|

1,820 sq ft

|

Condo

164 IRA RD, MOUNT SINAI, NY, 11766
The Greens at Half Hollow 259 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$1,599,000

3 beds

|

4 baths

|

3,100 sq ft

|

Condo

259 ALTESSA BLVD, MELVILLE, NY, 11747
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.
Encore Atlantic Shores 167 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941
$955,000

2 beds

|

3 baths

|

3,136 sq ft

|

Condo

167 MELODY CT, EASTPORT, NY, 11941
Leisure Knoll 144 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$449,500

2 beds

|

2 baths

|

Condo

144 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
Greenwood Village 1 WILLOW CT, MANORVILLE, NY, 11949, Manorville, NY 11949
$249,000

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

1 WILLOW CT, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Knoll 147 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$485,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

147 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
The Greens at Half Hollow 911 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$639,000

2 beds

|

2 baths

|

1,134 sq ft

|

Condo

911 ALTESSA BLVD, MELVILLE, NY, 11747
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
The Villages at Mount Sinai Park 109 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$729,000

2 beds

|

2 baths

|

1,736 sq ft

|

Condo

109 LOUDEN LOOP, MOUNT SINAI, NY, 11766
The Villages at Mount Sinai Park 25 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$799,000

2 beds

|

3 baths

|

2,229 sq ft

|

Condo

25 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Glenwood Village 1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901
$229,000

2 beds

|

2 baths

|

1,144 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...
Community: Glenwood Village
Greenwood Village 57 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$159,999

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

57 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
Fairfield at St. James 501 DREW DR, SAINT JAMES, NY, 11780, Saint James, NY 11780
$429,000

1 beds

|

2 baths

|

996 sq ft

|

Condo

501 DREW DR, SAINT JAMES, NY, 11780
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 Greens at Half Hollow 1082 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747
$609,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

1082 SAVOY DR, MELVILLE, NY, 11747
The Greens at Half Hollow 423 FLORENCIA PL, MELVILLE, NY, 11747, Melville, NY 11747
$1,225,000

3 beds

|

3 baths

|

2,500 sq ft

|

Condo

423 FLORENCIA PL, MELVILLE, NY, 11747
Leisure Knoll 190 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961
$434,999

2 beds

|

1 baths

|

787 sq ft

|

Condo

190 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
Strathmore Gate East 53 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727
$440,000

2 beds

|

1 baths

|

1,036 sq ft

|

Condo

53 FREEDOM LN, CORAM, NY, 11727
The Club at Melville 171 CLUBHOUSE CIR, MELVILLE, NY, 11747, Melville, NY 11747
$577,465

2 beds

|

2 baths

|

1,262 sq ft

|

Condo

171 CLUBHOUSE CIR, MELVILLE, NY, 11747
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
Greenwood Village 145 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$207,500

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

145 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Encore Atlantic Shores 226 SONATA CT, EASTPORT, NY, 11941, Eastport, NY 11941
$689,000

2 beds

|

2 baths

|

1,605 sq ft

|

Condo

226 SONATA CT, EASTPORT, NY, 11941
Sunken Pond Estates 1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$469,000

2 beds

|

3 baths

|

1,350 sq ft

|

Condo

1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
Leisure Knoll 304 KINGSTON CT, RIDGE, NY, 11961, Ridge, NY 11961
$429,000

2 beds

|

2 baths

|

976 sq ft

|

Condo

304 KINGSTON CT, RIDGE, NY, 11961
Community: Leisure Knoll
Greenwood Village 93 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$109,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

93 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
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260 homes near Portland
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