Call us at (860) 854-7490 to learn more about active adult communities in Portland

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

246 homes near Portland

Sort by:

Relevance

Relevance

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 - $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? 55places can help!
Questions? Call us: (860) 854-7490
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
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
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
Want to learn more about 55+ communities in Portland? 55places can help!
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
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
Sunken Pond Estates 3804 AMEN COR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$519,000

2 beds

|

3 baths

|

1,674 sq ft

|

Condo

3804 AMEN COR, RIVERHEAD, NY, 11901
Community: Sunken Pond Estates
Encore at Lake Grove 3 CONCERTO DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$799,999

2 beds

|

3 baths

|

1,835 sq ft

|

Condo

3 CONCERTO DR, LAKE GROVE, NY, 11755
Woodridge Strathmore Terrace 78 HEARTHSIDE DR # 78, MOUNT SINAI, NY, ..., Mount Sinai, NY 11766
$449,000

2 beds

|

2 baths

|

1,501 sq ft

|

Condo

78 HEARTHSIDE DR # 78, MOUNT SINAI, NY, ...
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
Leisure Village 135 EASTBOURNE CT UNIT C, RIDGE, NY, 119..., Ridge, NY 11961
$279,900

2 beds

|

1 baths

|

1,118 sq ft

|

Condo

135 EASTBOURNE CT UNIT C, RIDGE, NY, 119...
Community: Leisure Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 586, RIVERHEAD,..., Riverhead, NY 11901
$489,000

3 beds

|

2 baths

|

1,680 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 586, RIVERHEAD,...
Community: Glenwood Village
Glenwood Village 1661 OLD COUNTRY RD 360, RIVERHEAD, NY, ..., Riverhead, NY 11901
$210,000

2 beds

|

2 baths

|

1,776 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 360, RIVERHEAD, NY, ...
Community: Glenwood Village
Glenwood Village 1661 OLD COUNTRY RD 301, RIVERHEAD, NY, ..., Riverhead, NY 11901
$259,900

2 beds

|

2 baths

|

1,088 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 301, RIVERHEAD, NY, ...
Community: Glenwood Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 290, RIVERHEAD,..., Riverhead, NY 11901
$245,000

2 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 290, RIVERHEAD,...
Community: Glenwood 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.
Glenwood Village 1661 OLD COUNTRY RD UNIT 521, RIVERHEAD,..., Riverhead, NY 11901
$359,000

2 beds

|

2 baths

|

Condo

1661 OLD COUNTRY RD UNIT 521, RIVERHEAD,...
Community: Glenwood Village
Encore at Lake Grove 10 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$575,000

2 beds

|

2 baths

|

1,390 sq ft

|

Condo

10 SYMPHONY DR, LAKE GROVE, NY, 11755
Meadowbrook Pointe Links & Spa 142 AUGUSTA DR, MEDFORD, NY, 11763, Medford, NY 11763
$729,990

2 beds

|

3 baths

|

1,691 sq ft

|

Condo

142 AUGUSTA DR, MEDFORD, NY, 11763
Plymouth Estates at Mount Sinai 211 POND CIR, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$574,888

2 beds

|

2 baths

|

1,662 sq ft

|

Condo

211 POND CIR, MOUNT SINAI, NY, 11766
Leisure Village 406 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961
$235,500

1 beds

|

1 baths

|

679 sq ft

|

Condo

406 WOODBRIDGE DR A, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
Leisure Village 369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ..., Brookhaven, NY 11961
$349,000

2 beds

|

1 baths

|

975 sq ft

|

Condo

369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ...
Community: Leisure Village
Greenwood Village 5157 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$189,500

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

5157 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Glenwood Village 1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ..., Riverhead, NY 11901
$215,000

2 beds

|

2 baths

|

1,036 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ...
Community: Glenwood Village
Fairfield at St. James 1104 DREW DR, SAINT JAMES, NY, 11780, Saint James, NY 11780
$429,000

1 beds

|

1 baths

|

752 sq ft

|

Condo

1104 DREW DR, SAINT JAMES, NY, 11780
Glenwood Village 1661 OLD COUNTRY RD UNIT 200, RIVERHEAD,..., Riverhead, NY 11901
$249,900

2 beds

|

1 baths

|

753 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 200, RIVERHEAD,...
Community: Glenwood 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.
Glenwood Village 425 CIRCLEWOOD, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$329,000

2 beds

|

2 baths

|

1,086 sq ft

|

Manufactured Home

425 CIRCLEWOOD, RIVERHEAD, NY, 11901
Community: Glenwood Village
Leisure Village 137 EASTBOURNE CT A, RIDGE, NY, 11961, Ridge, NY 11961
$299,999

2 beds

|

1 baths

|

836 sq ft

|

Condo

137 EASTBOURNE CT A, RIDGE, NY, 11961
Community: Leisure Village
Country Village Estates 11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$479,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

11 THEODORE DR, CORAM, NY, 11727
Glenwood Village 1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,..., Riverhead, NY 11901
$199,900

2 beds

|

2 baths

|

960 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,...
Community: Glenwood Village
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...
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
Leisure Village 374 WOODBRIDGE DR UNIT A A, RIDGE, NY, 1..., Ridge, NY 11961
$329,999

2 beds

|

1 baths

|

1,187 sq ft

|

Condo

374 WOODBRIDGE DR UNIT A A, RIDGE, NY, 1...
Community: Leisure Village
Vineyards at Blue Point 26 AVERY WAY # 26, BLUE POINT, NY, 11772, Blue Point, NY 11772
$900,000

2 beds

|

4 baths

|

3,388 sq ft

|

Condo

26 AVERY WAY # 26, BLUE POINT, NY, 11772
Leisure Village 259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961
$274,900

1 beds

|

1 baths

|

875 sq ft

|

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
Leisure Knoll 202 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961
$489,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

202 KINGSTON DR, RIDGE, NY, 11961
Community: Leisure Knoll
Vineyards at Blue Point 125 HALLEY DR, BLUE POINT, NY, 11772, Blue Point, NY 11772
$699,000

2 beds

|

2 baths

|

1,619 sq ft

|

Condo

125 HALLEY DR, BLUE POINT, NY, 11772
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 1661-308 OLD COUNTRY RD 308, RIVERHEAD, ..., Riverhead, NY 11901
$165,000

2 beds

|

1 baths

|

840 sq ft

|

Mobile Home

1661-308 OLD COUNTRY RD 308, RIVERHEAD, ...
Community: Glenwood Village
Leisure Village 305 TORQUAY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961
$364,500

2 beds

|

1 baths

|

836 sq ft

|

House

305 TORQUAY CT UNIT C, RIDGE, NY, 11961
Community: Leisure Village
Woodridge Strathmore Terrace 71 STANDISH DR # 71, MOUNT SINAI, NY, 11..., Mount Sinai, NY 11766
$419,000

2 beds

|

2 baths

|

1,535 sq ft

|

Condo

71 STANDISH DR # 71, MOUNT SINAI, NY, 11...
The Villages at Mount Sinai Park 105 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$749,000

2 beds

|

2 baths

|

1,971 sq ft

|

Condo

105 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Leisure Knoll 176 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961
$485,000

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

176 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
Want to learn more about 55+ communities in Portland? 55places can help!
Questions? Call us: (860) 854-7490
Village Estates 26 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701
$549,000

2 beds

|

2 baths

|

1,243 sq ft

|

Condo

26 SARAH CT, AMITYVILLE, NY, 11701
Community: Village Estates
Encore Atlantic Shores 82 BALLAD CT, EASTPORT, NY, 11941, Eastport, NY 11941
$795,000

2 beds

|

3 baths

|

2,150 sq ft

|

Condo

82 BALLAD CT, EASTPORT, NY, 11941
The Villas at Narragansett 310 NARRAGANSETT VILLAS DR, LINDENHURST,..., Lindenhurst, NY 11757
$575,000

2 beds

|

2 baths

|

1,215 sq ft

|

Condo

310 NARRAGANSETT VILLAS DR, LINDENHURST,...
The Waterways at Moriches 276 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955
$649,000

2 beds

|

2 baths

|

1,875 sq ft

|

Condo

276 DOCKSIDE CT, MORICHES, NY, 11955
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

Frequently Asked Questions


Want more information about active adult communities around Portland?

Global - Lead Form - Buyer or Renter

*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

246 homes near Portland
Remove Boundaries ×
Map Satellite

Want to learn more about 55+ communities in Portland?

Call us: (860) 854-7490

Call Us Call Us
Scroll to Top