Portland, CT 55+ active adult communities & homes for sale - Page 3

123 communities near Portland

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Shaker Heights

$400Ks - $500Ks

Shaker Heights, Enfield, CT

New Construction | 55+ age-restricted | Built 2018 - present | 77 homes

Stone Ridge Estates

$700Ks

Stone Ridge Estates, Dix Hills, NY

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes

5 rating (3 reviews)

Founders Ridge

$500Ks - $600Ks

Founders Ridge, Middletown, CT

New Construction | 55+ age-restricted | Built 2017 - present | 75 homes

The Polo Club at Islandia

$600Ks

The Polo Club at Islandia, Islandia, NY

New Construction | 55+ age-restricted | Built 2019 - present | 72 homes

Long Hill Village

$300Ks - $400Ks

Long Hill Village, Trumbull, CT

Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes

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Questions? Call us: (860) 854-7490

Regency at Woodbridge

$500Ks - $600Ks

Regency at Woodbridge, Woodbridge, CT

New Construction | 55+ age-restricted | Built 2023 - present | 70 homes

The Village at Hunt Glen

$300Ks

The Village at Hunt Glen, Granby, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes

Sonoma Woods

$300Ks

Sonoma Woods, Middletown, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes

Eagles Walk at East Quogu...

$500Ks

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

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

Hopmeadow Place

$200Ks - $300Ks

Hopmeadow Place, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 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.

Whitney Glen

$500Ks - $600Ks

Whitney Glen, Westport, CT

Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes

RiverWalk

$500Ks - $600Ks

RiverWalk, Branford, CT

New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes

Autumn Fields

$200Ks - $300Ks

Autumn Fields, Enfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes

The Village at Buckingham

$500Ks - $600Ks

The Village at Buckingham, Avon, CT

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes

77 Sunset Lane

$400Ks - $700Ks

77 Sunset Lane, Ridgefield, CT

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes

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

Questions? Call us: (860) 854-7490

Evergreen

$500Ks

Evergreen, Cromwell, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes

Regency Meadows

$500Ks

Regency Meadows, Trumbull, CT

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes

Gloria Commons

$400Ks

Gloria Commons, Milford, CT

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes

Eastport Meadows

$400Ks

Eastport Meadows, Eastport, NY

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes

Bramble Ridge

$400Ks - $500Ks

Bramble Ridge, Suffield, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes

Chimney Hill

$500Ks - $700Ks

Chimney Hill, Farmington, CT

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes

Village Vistas

$800Ks - $1Ms

Village Vistas, Port Jefferson, NY

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

Harbor View Estates

$400Ks - $600Ks

Harbor View Estates, Copiague, NY

New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 homes

Forest Mews

$300Ks - $400Ks

Forest Mews, Avon, CT

Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes

Clockmaker's Hill

$100Ks

Clockmaker's Hill, Winsted, CT

Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes

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

Questions? Call us: (860) 854-7490

Hidden Harbor Estates

$500Ks - $600Ks

Hidden Harbor Estates, Copiague, NY

Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes

Bidwell Village

$300Ks - $400Ks

Bidwell Village, Coventry, CT

New Construction | 55+ age-restricted | Built 2020 - present | 37 homes

Billingsgate

$400Ks - $600Ks

Billingsgate, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes

Stratford Park

$900Ks

Stratford Park, Melville, NY

Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 homes

Boulder Brook

$200Ks

Boulder Brook, Prospect, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes

The Woods at Dunham Pond

$400Ks - $500Ks

The Woods at Dunham Pond, New Fairfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes

Oak Meadow Estates

$400Ks

Oak Meadow Estates, Torrington, CT

New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes

Jessup's Landing

$1Ms

Jessup's Landing, Quogue, NY

New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes

Autumn Estates

$500Ks - $600Ks

Autumn Estates, Farmington, CT

Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes

The Coach Homes at Ridgef...

$200Ks - $500Ks

The Coach Homes at Ridgef..., Ridgefield, CT

New Construction | 55+ age-restricted | Built 2019 - present | 30 homes

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

Questions? Call us: (860) 854-7490

RiverBend Estates

$400Ks

RiverBend Estates, Oxford, CT

New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes

Bartlett Hollow

$200Ks - $400Ks

Bartlett Hollow, Middletown, CT

New Construction | 55+ age-restricted | Built 2015 - present | 25 homes

Granite Woods

$600Ks - $700Ks

Granite Woods, Middlebury, CT

New Construction | 55+ age-restricted | Built 2020 - present | 24 homes

The Pines at Bohemia

$400Ks - $500Ks

The Pines at Bohemia, Bohemia, NY

New Construction | 55+ age-restricted | Built 2019 - present | 20 homes

Summer Wind Estates

$300Ks - $400Ks

Summer Wind Estates, North Haven, CT

New Construction | 55+ age-restricted | Built 2015 - present | 18 homes

1 2 3...4

Oronoque Village

516 OPA LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$459,900

2 beds

2 baths

1,426 sq ft

Condo

516 OPA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Regency at Woodbridge

21 HERITAGE LN # 60, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525

2 beds

3 baths

1,426 sq ft

Condo

183 APACHE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

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

Questions? Call us: (860) 854-7490

Oronoque Village

289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614

$639,900

1 beds

3 baths

1,620 sq ft

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614

Community: Oronoque Village

New Long Hill Village

5 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611

$479,900

2 beds

2 baths

1,370 sq ft

Condo

5 CIDER MILL LN, TRUMBULL, CT, 06611

Community: Long Hill Village

New Oronoque Village

151 SOUTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614

$494,900

2 beds

2 baths

1,426 sq ft

Condo

151 SOUTH TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$285,000

2 beds

2 baths

1,432 sq ft

Condo

132 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Spring Lake Village

373 LAKEVIEW DR # 373, SOUTHINGTON, CT, ..., Southington, CT 06489

$259,900

2 beds

2 baths

1,188 sq ft

Condo

373 LAKEVIEW DR # 373, SOUTHINGTON, CT, ...

Community: Spring Lake Village

Oronoque Village

87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$439,900

1 beds

2 baths

1,454 sq ft

Condo

87 CREEK LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$499,000

1 beds

3 baths

1,575 sq ft

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$389,900

2 beds

2 baths

1,398 sq ft

Condo

902 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Gloria Commons

10 LUCIUS CT # 10, MILFORD, CT, 06461, Milford, CT 06461

$450,000

2 beds

3 baths

2,061 sq ft

Condo

10 LUCIUS CT # 10, MILFORD, CT, 06461

Community: Gloria Commons

Heritage Village

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

$524,900

3 beds

2 baths

1,716 sq ft

Condo

644 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (860) 854-7490

Park Glen

1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776, New Milford, CT 06776

$545,000

2 beds

2 baths

1,880 sq ft

Condo

1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776

Community: Park Glen

Oronoque Village

617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$534,999

1 beds

3 baths

1,438 sq ft

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

133 BANNOCK LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$629,900

3 beds

3 baths

1,438 sq ft

Condo

133 BANNOCK LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$238,000

2 beds

2 baths

1,044 sq ft

Condo

39 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$264,900

1 beds

1 baths

928 sq ft

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Heritage Village

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

$290,000

2 beds

2 baths

1,000 sq ft

Condo

20 HERITAGE CIR B, SOUTHBURY, CT, 06488

Community: Heritage Village

The Woods at Dunham Pond

12 HERON VIEW RD # 12, NEW FAIRFIELD, CT..., New Fairfield, CT 06812

$409,900

1 beds

2 baths

1,550 sq ft

383 SEQUOIA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

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

Questions? Call us: (860) 854-7490

Rivington

47 WARRINGTON ROUND # 47, DANBURY, CT, 0..., Danbury, CT 06810

$650,000

3 beds

3 baths

1,704 sq ft

Condo

47 WARRINGTON ROUND # 47, DANBURY, CT, 0...

Community: Rivington

Newbury Village

332 STILL WATER CIR # 332, BROOKFIELD, C..., Brookfield, CT 06804

$525,000

2 beds

2 baths

1,466 sq ft

Condo

332 STILL WATER CIR # 332, BROOKFIELD, C...

Community: Newbury Village

Oronoque Village

164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$479,999

1 beds

2 baths

1,175 sq ft

Condo

164 BISON LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

543 NORTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614

$499,000

2 beds

3 baths

1,426 sq ft

Condo

543 NORTH TRL B, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$395,000

3 beds

2 baths

1,716 sq ft

Condo

191 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$619,000

2 beds

3 baths

1,438 sq ft

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Rivington

13 MERCY ST # 13, DANBURY, CT, 06810, Danbury, CT 06810

$650,000

3 beds

3 baths

1,572 sq ft

Condo

13 MERCY ST # 13, DANBURY, CT, 06810

Community: Rivington

Heritage Village

44 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488

$239,000

2 beds

2 baths

1,308 sq ft

Condo

44 HERITAGE VLG F, SOUTHBURY, CT, 06488

Community: Heritage Village

Oak Meadow Estates

21 OAK MEADOW LN # 21, HARWINTON, CT, 06..., Harwinton, CT 06791

$450,000

2 beds

3 baths

2,164 sq ft

Condo

21 OAK MEADOW LN # 21, HARWINTON, CT, 06...

Community: Oak Meadow Estates

The Village at Oxford Greens

930 TILLINGHAST DR # 930, OXFORD, CT, 06..., Oxford, CT 06478

$759,900

2 beds

3 baths

2,365 sq ft

930 TILLINGHAST DR # 930, OXFORD, CT, 06...

Condo

623 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

1 2 3 4…5

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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123 communities near Portland

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Portland, CT 55+ active adult communities & homes for sale - Page 3

123 communities near Portland

194 homes near Portland

2 beds

2 baths

1,426 sq ft

Condo

3 beds

3 baths

Condo

3 beds

3 baths

2,058 sq ft

Condo

2 beds

3 baths

1,438 sq ft

Condo

2 beds

3 baths

1,426 sq ft

Condo

1 beds

3 baths

1,620 sq ft

Condo

2 beds

2 baths

1,370 sq ft

Condo

2 beds

2 baths

1,426 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,188 sq ft

Condo

1 beds

2 baths

1,454 sq ft

Condo

1 beds

3 baths

1,575 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

3 baths

2,061 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,880 sq ft

Condo

1 beds

3 baths

1,438 sq ft

Condo

3 beds

3 baths

1,438 sq ft

Condo

2 beds

2 baths

1,044 sq ft

Condo

1 beds

1 baths