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

264 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

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No reviews yet

Rivington

$500Ks - $900Ks

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

$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 - $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

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 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

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

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

$500Ks - $600Ks

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

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 - $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

46 FREEDOM LN, CORAM, NY, 11727

Community: Strathmore Gate East

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Questions? Call us: (860) 854-7490

Sunken Pond Estates

2204 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$489,000

2 beds

2 baths

1,258 sq ft

Condo

2204 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...

Community: Sunken Pond Estates

Leisure Knoll

147 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961

$485,000

2 beds

2 baths

900 sq ft

Condo

147 EDINBURGH DR, RIDGE, NY, 11961

Community: Leisure Knoll

New Leisure Village

98 A EASTBOURNE, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$489,000

2 beds

2 baths

1,486 sq ft

Condo

98 A EASTBOURNE, BROOKHAVEN, NY, 11961

Community: Leisure Village

Vineyards at Brookfield

146 AVERY DR N, CENTER MORICHES, NY, 119..., Center Moriches, NY 11934

$899,999

3 beds

4 baths

3,000 sq ft

Condo

146 AVERY DR N, CENTER MORICHES, NY, 119...

Community: Vineyards at Brookfield

Vineyards at Blue Point

162 HALLEY DR, BROOKHAVEN, NY, 11715, Brookhaven, NY 11715

$895,000

2 beds

3 baths

2,290 sq ft

Condo

162 HALLEY DR, BROOKHAVEN, NY, 11715

Community: Vineyards at Blue Point

The Greens at Half Hollow

382 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$1,525,000

2 beds

2 baths

2,937 sq ft

Condo

382 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Founders Village

2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971, Southold, NY 11971

$527,500

2 beds

2 baths

1,100 sq ft

Condo

2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971

Community: Founders Village

Leisure Village

423 WOODBRIDGE D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$239,000

1 beds

1 baths

782 sq ft

Condo

423 WOODBRIDGE D, BROOKHAVEN, NY, 11961

Community: Leisure Village

Leisure Village

151 EASTBOURNE CT B, RIDGE, NY, 11961, Ridge, NY 11961

$525,000

2 beds

2 baths

1,746 sq ft

Condo

151 EASTBOURNE CT B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

329 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961

$419,000

2 beds

2 baths

1,130 sq ft

Condo

329 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

Glenwood Village

1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,..., Riverhead, NY 11901

$205,000

2 beds

2 baths

960 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,...

Community: Glenwood Village

The Greens at Half Hollow

262 ALTESSA BLVD # 262, MELVILLE, NY, 11..., Melville, NY 11747

$1,299,000

3 beds

4 baths

3,200 sq ft

Condo

262 ALTESSA BLVD # 262, MELVILLE, NY, 11...

Community: The Greens at Half Hollow

Country Pointe Plainview

17101 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803

$1,055,000

2 beds

2 baths

1,400 sq ft

Condo

17101 ASPENWOOD DR, PLAINVIEW, NY, 11803

Community: Country Pointe Plainview

The Waterways at Moriches

537 HIGHLAND CT, MORICHES, NY, 11955, Moriches, NY 11955

$565,000

2 beds

2 baths

1,839 sq ft

Condo

537 HIGHLAND CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

Glenwood Village

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ..., Riverhead, NY 11901

$164,999

2 beds

1 baths

816 sq ft

Mobile Home

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ...

Community: Glenwood Village

The Villages at Mount Sinai Park

4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$799,999

3 beds

3 baths

2,850 sq ft

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

Leisure Village

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$229,000

1 beds

1 baths

684 sq ft

Condo

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196...

Community: Leisure Village

The Manors at The Colony Preserve

64 GREENTREE CT, SHIRLEY, NY, 11967, Shirley, NY 11967

$499,000

2 beds

2 baths

1,419 sq ft

Condo

64 GREENTREE CT, SHIRLEY, NY, 11967

Community: The Manors at The Colony Preserve

Leisure Village

247 NEWCASTLE CT A, RIDGE, NY, 11961, Ridge, NY 11961

$425,000

2 beds

2 baths

1,564 sq ft

Condo

247 NEWCASTLE CT A, RIDGE, NY, 11961

Community: Leisure Village

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

Want to learn more about 55+ communities in Portland? 55places can help!

Questions? Call us: (860) 854-7490

Leisure Village

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961

$349,000

2 beds

1 baths

1,278 sq ft

Condo

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...

Community: Leisure Village

Glenwood Village

1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ..., Riverhead, NY 11901

$149,000

2 beds

1 baths

840 sq ft

Mobile Home

1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ...

Community: Glenwood Village

The Greens at Half Hollow

423 FLORENCIA PL, MELVILLE, NY, 11747, Melville, NY 11747

$1,275,000

3 beds

3 baths

2,500 sq ft

Condo

423 FLORENCIA PL, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

The Greens at Half Hollow

344 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$1,599,000

2 beds

2 baths

2,800 sq ft

Condo

344 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Glenwood Village

1661 OLD COUNTRY RD UNIT 508, RIVERHEAD,..., Riverhead, NY 11901

$399,000

2 beds

2 baths

1,500 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 508, RIVERHEAD,...

Community: Glenwood Village

Glenwood Village

1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,..., Riverhead, NY 11901

$410,000

2 beds

2 baths

1,632 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,...

Community: Glenwood Village

The Greens at Half Hollow

911 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$649,000

2 beds

2 baths

1,134 sq ft

Condo

911 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Stone Ridge Estates

138 CHRISTINE DR, DIX HILLS, NY, 11746, Dix Hills, NY 11746

$820,000

2 beds

2 baths

1,567 sq ft

Condo

138 CHRISTINE DR, DIX HILLS, NY, 11746

Community: Stone Ridge Estates

Leisure Knoll

187 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961

$395,000

2 beds

2 baths

913 sq ft

Condo

187 EDINBURGH DR, RIDGE, NY, 11961

Community: Leisure Knoll

The Villages at Mount Sinai Park

13 GRAYCREST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$815,000

2 beds

2 baths

2,016 sq ft

Condo

13 GRAYCREST CT, MOUNT SINAI, NY, 11766

Condo

3705 AMEN COR, RIVERHEAD, NY, 11901

Community: Sunken Pond Estates

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Frequently Asked Questions

What size 55+ communities are there in Portland?

In Portland, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Portland?

The smallest 55+ communities in Portland has 56 homes, the largest has 82 homes, and the average communities consists of 69 homes.

Are there gated 55+ communities in Portland?

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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Want to learn more about 55+ communities in Portland?

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264 homes near Portland

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

120 communities near Portland

264 homes near Portland

2 beds

2 baths

1,730 sq ft

Condo

2 beds

3 baths

1,586 sq ft

Condo

2 beds

2 baths

1,173 sq ft

Condo

2 beds

2 baths

1,700 sq ft

Manufactured Home

2 beds

2 baths

1,112 sq ft

Condo

2 beds

2 baths

1,258 sq ft

Condo

2 beds

2 baths

900 sq ft

Condo

2 beds

2 baths

1,486 sq ft

Condo

3 beds

4 baths

3,000 sq ft

Condo

2 beds

3 baths

2,290 sq ft

Condo

2 beds

2 baths

2,937 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

1 beds

1 baths

782 sq ft

Condo

2 beds

2 baths

1,746 sq ft

Condo

2 beds

2 baths

1,130 sq ft

Condo

2 beds

2 baths

960 sq ft

Manufactured Home

3 beds

4 baths

3,200 sq ft

Condo

2 beds

2 baths

1,400 sq ft

Condo

2 beds

2 baths

1,839 sq ft

Condo

2 beds