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

218 homes near Portland

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3.6 rating (7 reviews)

Heritage Village

$200ks - $500ks

Heritage Village, Southbury, CT

Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes

The Village at Oxford Gre...

$400ks - $500ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes

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

Questions? Call us: (860) 854-7490

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

New Construction | 55+ age-restricted | Built 2023 - present | 142 homes

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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.

Rivington

$300ks - $900ks

Rivington, Danbury, CT

New and Resale | Age-targeted | Built 2006 - present | 1,050 homes

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

The Manors at The Colony ...

$300ks - $400ks

The Manors at The Colony ..., Shirley, NY

New Construction | 55+ age-restricted | Built 2013 - present | 150 homes

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes

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Questions? Call us: (860) 854-7490

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes

5 rating (2 reviews)

Fairfield at St. James

$300ks - $500ks

Fairfield at St. James, St. James, NY

Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes

5 rating (1 reviews)

The Villages at Mount Sin...

$600ks

The Villages at Mount Sin..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes

Country Village Estates

$300ks

Country Village Estates, Coram, NY

Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes

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

Questions? Call us: (860) 854-7490

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

New Construction | 55+ age-restricted | Built 2024 - present | 152 homes

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

New Construction | 55+ age-restricted | Built 2017 - present | 660 homes

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes

The Villas at Narraganset...

$400ks

The Villas at Narraganset..., Lindenhurst, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes

5 rating (1 reviews)

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes

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

Questions? Call us: (860) 854-7490

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes

South Pond Village

$300ks - $400ks

South Pond Village, Bloomfield, CT

Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes

The Seasons at Seaford

$600ks

The Seasons at Seaford, Seaford, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes

Eagles Walk at East Quogu...

$300ks - $400ks

Eagles Walk at East Quogu..., East Quogue, NY

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes

The Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes

Village Vistas

$800ks - $1Ms

Village Vistas, Port Jefferson, NY

Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes

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

Questions? Call us: (860) 854-7490

The Powder Forest Homes

$500ks - $700ks

The Powder Forest Homes, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes

Baldwin Station

$400ks

Baldwin Station, Milford, CT

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes

1 2 3...4

New The Village at Oxford Greens

114 COUNTRY CLUB DR 114, OXFORD, CT, 064..., Oxford, CT 06478

$575,000

2 beds

2 baths

1,590 sq ft

Condo

114 COUNTRY CLUB DR 114, OXFORD, CT, 064...

Community: The Village at Oxford Greens

New Meadow Brook Estates

194 EASTWOOD DR 194, SEYMOUR, CT, 06483, Seymour, CT 06483

$599,000

2 beds

3 baths

2,295 sq ft

Condo

194 EASTWOOD DR 194, SEYMOUR, CT, 06483

Community: Meadow Brook Estates

New The Powder Forest Homes

47 ASHTON CIR 47, SIMSBURY, CT, 06070, Simsbury, CT 06070

$695,000

2 beds

3 baths

1,843 sq ft

47 ASHTON CIR 47, SIMSBURY, CT, 06070

Community: The Powder Forest Homes

New Heritage Village

1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$229,900

2 beds

2 baths

1,044 sq ft

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

New Spring Lake Village

214 WATERS EDGE DR 214, SOUTHINGTON, CT,..., Southington, CT 06489

$317,000

2 beds

3 baths

1,564 sq ft

Condo

214 WATERS EDGE DR 214, SOUTHINGTON, CT,...

Community: Spring Lake Village

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Questions? Call us: (860) 854-7490

New Heritage Village

889 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$358,000

2 beds

2 baths

1,398 sq ft

Condo

889 HERITAGE VLG B, SOUTHBURY, CT, 06488

47 FORGE LN, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

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22302 ASPENWOOD DR 22302, OYSTER BAY, NY...

Community: Country Pointe Plainview

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Questions? Call us: (860) 854-7490

New Heritage Village

36 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$525,000

3 beds

2 baths

1,716 sq ft

Condo

36 HERITAGE CIR B, SOUTHBURY, CT, 06488

Community: Heritage Village

New South Pond Village

78 SILO WAY 78, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002

$289,900

3 beds

3 baths

1,639 sq ft

Condo

78 SILO WAY 78, BLOOMFIELD, CT, 06002

Community: South Pond Village

New The Powder Forest Homes

3 RONAN WAY 3, SIMSBURY, CT, 06070, Simsbury, CT 06070

$629,900

2 beds

3 baths

1,284 sq ft

Condo

3 RONAN WAY 3, SIMSBURY, CT, 06070

Community: The Powder Forest Homes

New The Village at Oxford Greens

575 INVERNESS CT 575, OXFORD, CT, 06478, Oxford, CT 06478

$699,900

3 beds

3 baths

2,008 sq ft

Condo

575 INVERNESS CT 575, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Oak Meadow Estates

65 OAK MEADOW LN 65, TORRINGTON, CT, 067..., Torrington, CT 06790

$485,000

2 beds

4 baths

2,164 sq ft

Condo

65 OAK MEADOW LN 65, TORRINGTON, CT, 067...

Community: Oak Meadow Estates

New Leisure Village

273 BERWICK CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$289,000

2 beds

1 baths

836 sq ft

Condo

273 BERWICK CT A, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Heritage Village

4 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$249,000

1 beds

1 baths

928 sq ft

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Fairview at Oxford Greens

1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478

$684,900

3 beds

3 baths

2,256 sq ft

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

The Village at Oxford Greens

$684,900

3 beds

3 baths

2,256 sq ft

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478

Community: The Village at Oxford Greens

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

Questions? Call us: (860) 854-7490

Village Estates

105 FRANCESCA WAY 105, BABYLON, NY, 1170..., Babylon, NY 11701

$559,000

2 beds

1 baths

1,229 sq ft

Condo

105 FRANCESCA WAY 105, BABYLON, NY, 1170...

Community: Village Estates

Glenwood Village

1661 OLD COUNTRY RD 62, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$449,999

3 beds

2 baths

1,680 sq ft

Manufactured Home

1661 OLD COUNTRY RD 62, RIVERHEAD, NY, 1...

Community: Glenwood Village

Leisure Village

72 ENFIELD CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$359,900

2 beds

1 baths

1,085 sq ft

Condo

72 ENFIELD CT A, BROOKHAVEN, NY, 11961

Community: Leisure Village

Pond Spring Village

17 PONDVIEW CIR 17, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403

$474,900

2 beds

2 baths

1,474 sq ft

Condo

17 PONDVIEW CIR 17, BEACON FALLS, CT, 06...

Community: Pond Spring Village

Heritage Village

331 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$189,000

2 beds

2 baths

1,044 sq ft

Condo

331 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

Angell Brook Village

44 ANGELL BROOK DR 44, WEST BOYLSTON, MA..., West Boylston, MA 01583

$479,000

2 beds

2 baths

1,274 sq ft

Condo

44 ANGELL BROOK DR 44, WEST BOYLSTON, MA...

Community: Angell Brook Village

The Village at Westminster Place

53 TEA PARTY CIR 53, HOLDEN, MA, 01520, Holden, MA 01520

$539,000

2 beds

2 baths

1,258 sq ft

Condo

53 TEA PARTY CIR 53, HOLDEN, MA, 01520

Community: The Village at Westminster Place

Country Pointe Preserve

118 JUNIPER LN 31, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980

$865,000

2 beds

3 baths

1,998 sq ft

Condo

118 JUNIPER LN 31, BROOKHAVEN, NY, 11980

Community: Country Pointe Preserve

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

Questions? Call us: (860) 854-7490

Oronoque Village

99 SEMINOLE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$485,000

1 beds

3 baths

1,426 sq ft

Condo

99 SEMINOLE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

The Waterways at Moriches

290 W MIDLAND POND CT 290, BROOKHAVEN, N..., Brookhaven, NY 11955

$629,000

2 beds

2 baths

1,440 sq ft

Condo

290 W MIDLAND POND CT 290, BROOKHAVEN, N...

Community: The Waterways at Moriches

1 2 3 4 5…6

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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218 homes

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

124 communities near Portland

218 homes near Portland

2 beds

2 baths

1,590 sq ft

Condo

2 beds

3 baths

2,295 sq ft

Condo

2 beds

3 baths

1,843 sq ft

2 beds

2 baths

1,044 sq ft

Condo

2 beds

3 baths

1,564 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

2 baths

840 sq ft

Condo

2 beds

2 baths

1,357 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

2 beds

3 baths

1,118 sq ft

Condo

2 beds

2 baths

1,173 sq ft

Condo

2 beds

2 baths

1,112 sq ft

Condo

2 beds

3 baths

2,029 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,497 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

1 baths

1,171 sq ft

Condo

2 beds

2 baths

1,360 sq ft

Condo

2 beds

2 baths