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

124 communities near Portland

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Chimney Hill

$500ks - $700ks

Chimney Hill, Farmington, CT

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

RiverWalk

$500ks - $600ks

RiverWalk, Branford, CT

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

Newington Ridge Preserve

$300ks - $400ks

Newington Ridge Preserve, Newington, CT

New Construction | 55+ age-restricted | Built 2014 - present | 16 homes

The Powder Forest Homes

$500ks - $700ks

The Powder Forest Homes, Simsbury, CT

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

5 rating (3 reviews)

Founders Ridge

$300ks - $400ks

Founders Ridge, Middletown, CT

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

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

Questions? Call us: (860) 854-7490

77 Sunset Lane

$400ks - $700ks

77 Sunset Lane, Ridgefield, CT

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

Bartlett Hollow

$200ks - $400ks

Bartlett Hollow, Middletown, CT

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

Autumn Estates

$500ks - $600ks

Autumn Estates, Farmington, CT

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

The Atrium of Portland

<$100k

The Atrium of Portland, Portland, CT

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

Billingsgate

$400ks - $600ks

Billingsgate, Simsbury, CT

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

Boulder Brook

$200ks

Boulder Brook, Prospect, CT

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

Gloria Commons

$200ks - $300ks

Gloria Commons, Milford, CT

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

Long Hill Village

$300ks - $400ks

Long Hill Village, Trumbull, CT

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

Oak Meadow Estates

$200ks - $300ks

Oak Meadow Estates, Torrington, CT

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

Park Glen

$300ks - $500ks

Park Glen, New Milford, CT

Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes

RiverBend Estates

$400ks

RiverBend Estates, Oxford, CT

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

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

Questions? Call us: (860) 854-7490

Summer Wind Estates

$300ks - $400ks

Summer Wind Estates, North Haven, CT

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

The Woods at Dunham Pond

$200ks - $400ks

The Woods at Dunham Pond, New Fairfield, CT

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

Regency Meadows

$500ks

Regency Meadows, Trumbull, CT

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

Bidwell Village

$300ks - $400ks

Bidwell Village, Coventry, CT

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

Cobblestone Court

$400ks - $500ks

Cobblestone Court, Essex, CT

New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes

Forest Mews

$300ks - $400ks

Forest Mews, Avon, CT

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

The Village at Hunt Glen

$300ks

The Village at Hunt Glen, Granby, CT

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

O'Meara Farm

$400ks

O'Meara Farm, Farmington, CT

Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes

The Coach Homes at Ridgef...

$300ks - $400ks

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

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

Shaker Heights

$400ks - $500ks

Shaker Heights, Enfield, CT

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

Bramble Ridge

$300ks

Bramble Ridge, Suffield, CT

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

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

Questions? Call us: (860) 854-7490

Autumn Fields

$200ks - $300ks

Autumn Fields, Enfield, CT

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

The Village at Westminste...

$400ks - $500ks

The Village at Westminste..., Holden, MA

New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes

New England Commons

$200ks - $300ks

New England Commons, Webster, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes

Adams Farm

$700ks - $800ks

Adams Farm, Shrewsbury, MA

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes

The Seasons at Salisbury

$400ks - $500ks

The Seasons at Salisbury, Holden, MA

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes

The Bridges at Oxford Gre...

$600ks

The Bridges at Oxford Gre..., Oxford, CT

New Construction | 55+ age-restricted | Built 2025 - present | 99 homes

The Seasons at East North...

$700ks

The Seasons at East North..., East Northport, NY

New Construction | 55+ age-restricted | Built 2023 - present | 190 homes

Applegate Estates

$500ks - $400ks

Applegate Estates, Southington, CT

New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes

Eastport Meadows

$400ks

Eastport Meadows, Eastport, NY

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

The Seasons at Plainview

$500ks - $600ks

The Seasons at Plainview, Plainview, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes

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

Questions? Call us: (860) 854-7490

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

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

5 rating (1 reviews)

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

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

1 2 3...4

New Heritage Village

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

$270,000

2 beds

2 baths

1,044 sq ft

Condo

69 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

New Heritage Village

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

$199,000

2 beds

2 baths

1,044 sq ft

Condo

176 HERITAGE VLG D, SOUTHBURY, CT, 06488

488 COMMANCHE 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

New Plymouth Estates at Mount Sinai

26 ROSE LN, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$595,000

2 beds

2 baths

1,563 sq ft

Condo

26 ROSE LN, BROOKHAVEN, NY, 11766

Community: Plymouth Estates at Mount Sinai

New Heritage Village

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

$357,500

2 beds

2 baths

1,572 sq ft

Condo

2 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Heritage Village

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

$310,000

2 beds

2 baths

1,398 sq ft

Condo

926 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New The Villages at Mount Sinai Park

10 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$749,000

3 beds

3 baths

2,500 sq ft

House

10 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

New Leisure Knoll

225 KINGSTON DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$540,000

2 beds

2 baths

1,094 sq ft

House

225 KINGSTON DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New The Villages at Mount Sinai Park

54 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$929,000

3 beds

3 baths

2,816 sq ft

House

54 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

New Country Pointe Plainview

12103 ASPENWOOD DR, OYSTER BAY, NY, 1180..., Oyster Bay, NY 11803

$1,075,000

2 beds

2 baths

1,335 sq ft

Condo

12103 ASPENWOOD DR, OYSTER BAY, NY, 1180...

Community: Country Pointe Plainview

New The Greens at Half Hollow

385 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,299,999

3 beds

3 baths

3,060 sq ft

Condo

385 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New The Villages at Mount Sinai Park

68 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$839,999

2 beds

2 baths

1,736 sq ft

House

68 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

New Village Estates

12 SARAH CT, BABYLON, NY, 11701, Babylon, NY 11701

$579,000

2 beds

2 baths

1,243 sq ft

Condo

12 SARAH CT, BABYLON, NY, 11701

Community: Village Estates

New Snug Harbor

66 HARBOR N, BABYLON, NY, 11701, Babylon, NY 11701

$589,500

1 beds

1 baths

727 sq ft

Condo

66 HARBOR N, BABYLON, NY, 11701

Community: Snug Harbor

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

Questions? Call us: (860) 854-7490

New Saddle Lakes

156 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$629,000

3 beds

3 baths

1,837 sq ft

Condo

156 SCENIC LAKE DR, RIVERHEAD, NY, 11901

Community: Saddle Lakes

New Encore at Lake Grove

8 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$634,000

2 beds

3 baths

1,378 sq ft

Condo

8 SYMPHONY DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

New Leisure Knoll

257 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$399,000

2 beds

2 baths

1,000 sq ft

Condo

257 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New The Village at Oxford Greens

505 TRADITIONS CT 505, OXFORD, CT, 06478, Oxford, CT 06478

$775,000

3 beds

3 baths

2,652 sq ft

Condo

505 TRADITIONS CT 505, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Stoneleigh Woods at Riverhead

47 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$699,000

2 beds

3 baths

1,942 sq ft

Condo

47 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

New Baldwin Station

69 JASMINE CIR 69, MILFORD, CT, 06461, Milford, CT 06461

$820,000

2 beds

3 baths

2,820 sq ft

Condo

69 JASMINE CIR 69, MILFORD, CT, 06461

Community: Baldwin Station

New Westhampton Pines

49 SAMANTHA CIR 49, SOUTHAMPTON, NY, 119..., Southampton, NY 11977

$999,000

2 beds

2 baths

1,944 sq ft

Condo

49 SAMANTHA CIR 49, SOUTHAMPTON, NY, 119...

Community: Westhampton Pines

New Stoneleigh Woods at Riverhead

1302 BALTUSROL BLVD, RIVERHEAD, NY, 1190..., Riverhead, NY 11901

$515,000

2 beds

3 baths

1,350 sq ft

Condo

1302 BALTUSROL BLVD, RIVERHEAD, NY, 1190...

Community: Stoneleigh Woods at Riverhead

New Oronoque Village

664 OSAGE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$499,000

1 beds

3 baths

1,438 sq ft

664 OSAGE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New The Greens at Half Hollow

398 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,599,999

2 beds

2 baths

2,525 sq ft

Condo

398 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Oronoque Village

543 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614

$585,000

1 beds

3 baths

1,426 sq ft

Condo

543 N TRL 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

Encore at Lake Grove

176 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$609,000

2 beds

2 baths

1,429 sq ft

Condo

176 SYMPHONY DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

Regency at Prospect

196 SYCAMORE DR 196, PROSPECT, CT, 06712, Prospect, CT 06712

$307,127

3 beds

2 baths

1,500 sq ft

Condo

196 SYCAMORE DR 196, PROSPECT, CT, 06712

Community: Regency at Prospect

The Seasons at Elwood

244 FALL CT, HUNTINGTON, NY, 11731, Huntington, NY 11731

$1,375,000

2 beds

3 baths

2,256 sq ft

Condo

244 FALL CT, HUNTINGTON, NY, 11731

Community: The Seasons at Elwood

Heritage Village

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

$390,000

2 beds

2 baths

1,432 sq ft

Condo

916 HERITAGE VLG A, SOUTHBURY, CT, 06488

395 WOODBRIDGE DR 395E, BROOKHAVEN, NY, ...

Community: Leisure Village

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

Questions? Call us: (860) 854-7490

Heritage Village

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

$269,000

2 beds

2 baths

1,000 sq ft

Condo

14 HERITAGE CIR B, SOUTHBURY, CT, 06488

Community: Heritage Village

The Manors at The Colony Preserve

17 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967

$559,000

2 beds

2 baths

1,557 sq ft

Condo

17 GREENTREE CT, BROOKHAVEN, NY, 11967

Community: The Manors at The Colony Preserve

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.

How long do listings in 55+ communities in Portland typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Portland stay on the market for around 82 days. The average price of homes for sale in these communities is approximately $487,450, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Bartlett Hill average around $487,450.

Want more information about active adult communities around Portland?

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124 communities

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

124 communities near Portland

231 homes near Portland

2 beds

2 baths

1,044 sq ft

Condo

2 beds

2 baths

1,044 sq ft

Condo

2 beds

2 baths

1,820 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

3 baths

1,438 sq ft

Condo

2 beds

2 baths

1,563 sq ft

Condo

2 beds

2 baths

1,572 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

3 beds

3 baths

2,500 sq ft

House

2 beds

2 baths

1,094 sq ft

House

3 beds

3 baths

2,816 sq ft

House

2 beds

2 baths

1,335 sq ft

Condo

3 beds

3 baths

3,060 sq ft

Condo

2 beds

2 baths

1,736 sq ft

House

2 beds

2 baths

1,243 sq ft

Condo

1 beds

1 baths

727 sq ft

Condo

3 beds

3 baths

1,837 sq ft

Condo

2 beds

3 baths

1,378 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

3 beds