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

125 communities near Portland

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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

Newbury Village

$400ks - $500ks

Newbury Village, Brookfield, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes

Newington Ridge Preserve

$300ks - $400ks

Newington Ridge Preserve, Newington, CT

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

RiverWalk

$500ks - $600ks

RiverWalk, Branford, CT

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

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Questions? Call us: (860) 854-7490

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

Village Vistas

$800ks - $1Ms

Village Vistas, Port Jefferson, NY

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

The Bridges at Oxford Gre...

$600ks

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

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

Chimney Hill

$500ks - $700ks

Chimney Hill, Farmington, CT

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

North Woods of Colchester

$300ks - $400ks

North Woods of Colchester, Colchester, CT

New and Resale | 55+ age-restricted | Built 2007 - present | 140 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.

4.9 rating (14 reviews)

Chatfield Farms

$400ks - $700ks

Chatfield Farms, Beacon Falls, CT

New Construction | 55+ age-restricted | Built 2014 - present | 231 homes

Castle Heights of Cheshir...

$500ks - $600ks

Castle Heights of Cheshir..., Cheshire, CT

Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes

Rivington Landing

$500ks

Rivington Landing, Danbury, CT

New Construction | Age-targeted | Built 2025 - 2026 | 25 homes

Jessup's Landing

$1Ms

Jessup's Landing, Quogue, NY

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

Hidden Harbor Estates

$500ks - $600ks

Hidden Harbor Estates, Copiague, NY

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

1 rating (1 reviews)

Beckley Farms

$300ks - $400ks

Beckley Farms, Berlin, CT

New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes

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

Questions? Call us: (860) 854-7490

Fieldstone Village

$500ks - $800ks

Fieldstone Village, Orange, CT

Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes

Applegate Estates

$500ks - $400ks

Applegate Estates, Southington, CT

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

The Vineyards at Mount Si...

$800ks - $1Ms

The Vineyards at Mount Si..., Mount Sinai, NY

New Construction | 55+ age-restricted | Built 2020 - present | 91 homes

The Pines at Bohemia

$400ks - $500ks

The Pines at Bohemia, Bohemia, NY

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

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

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

The Polo Club at Islandia

$600ks - $700ks

The Polo Club at Islandia, Islandia, NY

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

The Vineyards at Miller P...

$500ks

The Vineyards at Miller P..., Miller Place, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes

5 rating (2 reviews)

Benson Woods

$400ks - $600ks

Benson Woods, Middlebury, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes

The Seasons at Seaford

$600ks

The Seasons at Seaford, Seaford, NY

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

Stratford Park

$600ks - $800ks

Stratford Park, Melville, NY

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

Shaker Heights

$400ks - $500ks

Shaker Heights, Enfield, CT

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

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

Questions? Call us: (860) 854-7490

Bramble Ridge

$300ks

Bramble Ridge, Suffield, CT

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

Autumn Fields

$200ks - $300ks

Autumn Fields, Enfield, CT

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

Whitney Glen

$500ks - $600ks

Whitney Glen, Westport, CT

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

Angell Brook Village

$300ks

Angell Brook Village, West Boylston, MA

Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes

The Gardens of Wilbraham

$200ks - $400ks

The Gardens of Wilbraham, Wilbraham, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes

Stone Ridge Estates

$500ks - $600ks

Stone Ridge Estates, Dix Hills, NY

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

New England Commons

$200ks - $300ks

New England Commons, Webster, MA

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

Evergreen

$400ks - $500ks

Evergreen, Cromwell, CT

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

Adams Farm

$700ks - $800ks

Adams Farm, Shrewsbury, MA

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

3.5 rating (2 reviews)

Harvest Pointe

$800ks - $3Ms

Harvest Pointe, Cutchogue, NY

New Construction | 55+ age-restricted | Built 2017 - present | 124 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

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

Questions? Call us: (860) 854-7490

O'Meara Farm

$400ks

O'Meara Farm, Farmington, CT

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

The Village at Hunt Glen

$300ks

The Village at Hunt Glen, Granby, CT

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

1 2 3...4

Greenwood Village

201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$250,000

2 beds

2 baths

1,078 sq ft

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New Foxwood Village

1407 MIDDLE RD 271, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$465,000

3 beds

2 baths

1,792 sq ft

Manufactured Home

1407 MIDDLE RD 271, RIVERHEAD, NY, 11933

Community: Foxwood Village

New The Greens at Half Hollow

581 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,199,900

2 beds

3 baths

1,941 sq ft

Condo

581 VERONA DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Granite Woods

35 NUTMEG RD B5, MIDDLEBURY, CT, 06762, Middlebury, CT 06762

$250,000

2 beds

1 baths

890 sq ft

Condo

35 NUTMEG RD B5, MIDDLEBURY, CT, 06762

Community: Granite Woods

New Kensington Estates

46 PLAINVIEW RD, OYSTER BAY, NY, 11797, Oyster Bay, NY 11797

$2,049,888

6 beds

5 baths

4,333 sq ft

House

46 PLAINVIEW RD, OYSTER BAY, NY, 11797

Community: Kensington Estates

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

Questions? Call us: (860) 854-7490

New Greenwood Village

33 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$225,000

2 beds

2 baths

1,134 sq ft

House

33 DOGWOOD LN, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New Windcrest East

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933

$799,000

3 beds

3 baths

2,620 sq ft

Condo

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...

Community: Windcrest East

New Windcrest East

29 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933

$799,990

3 beds

3 baths

2,531 sq ft

Condo

29 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...

Community: Windcrest East

New Leisure Glen

9 AMAGANSETT CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$519,900

2 beds

2 baths

1,476 sq ft

Condo

9 AMAGANSETT CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Long Hill Village

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

$499,900

2 beds

2 baths

1,070 sq ft

Condo

48 CIDER MILL LN, TRUMBULL, CT, 06611

Community: Long Hill Village

New Meadow Brook Estates

130 MEADOW BROOK RD 130, OXFORD, CT, 064..., Oxford, CT 06478

$599,000

2 beds

3 baths

1,920 sq ft

Condo

130 MEADOW BROOK RD 130, OXFORD, CT, 064...

Community: Meadow Brook Estates

New The Club at Melville

212 CLUBHOUSE CIR 212, HUNTINGTON, NY, 1..., Huntington, NY 11747

$584,000

2 beds

2 baths

1,226 sq ft

Condo

212 CLUBHOUSE CIR 212, HUNTINGTON, NY, 1...

Community: The Club at Melville

New Greenwood Village

10 GREENWOOD BLVD, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$179,999

2 beds

1 baths

938 sq ft

Condo

10 GREENWOOD BLVD, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New Leisure Knoll

148 LAURANCE LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$499,000

2 beds

2 baths

1,096 sq ft

Condo

148 LAURANCE LN, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New Fairfield at St. James

1406 GOTHAM CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$579,803

2 beds

2 baths

1,321 sq ft

Condo

1406 GOTHAM CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

New Long Hill Village

36 LONG HILL PL, TRUMBULL, CT, 06611, Trumbull, CT 06611

$550,000

2 beds

3 baths

1,370 sq ft

Condo

36 LONG HILL PL, TRUMBULL, CT, 06611

Community: Long Hill Village

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

Questions? Call us: (860) 854-7490

New Greenwood Village

1 LIMETREE DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$268,833

2 beds

2 baths

1,027 sq ft

Condo

1 LIMETREE DR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New Foxwood Village

1407 MIDDLE RD 245, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$349,000

3 beds

2 baths

1,368 sq ft

House

1407 MIDDLE RD 245, RIVERHEAD, NY, 11933

Community: Foxwood Village

New Setauket Meadows

33 BLAIR RD, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733

$849,999

2 beds

3 baths

1,700 sq ft

Condo

33 BLAIR RD, BROOKHAVEN, NY, 11733

Community: Setauket Meadows

New Encore at Lake Grove

163 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$645,000

2 beds

3 baths

1,378 sq ft

Condo

163 SYMPHONY DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

New Rivington

1 RIVINGTON WAY 306, DANBURY, CT, 06810, Danbury, CT 06810

$565,000

2 beds

2 baths

1,549 sq ft

Condo

1 RIVINGTON WAY 306, DANBURY, CT, 06810

Community: Rivington

New Regency at Woodbridge

18 HILLCREST DR 18, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525

$829,900

3 beds

3 baths

2,412 sq ft

Condo

18 HILLCREST DR 18, WOODBRIDGE, CT, 0652...

Community: Regency at Woodbridge

Heritage Village

2 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$469,900

2 beds

2 baths

1,420 sq ft

Condo

2 HERITAGE CRST C, SOUTHBURY, CT, 06488

Community: Heritage Village

Spring Lake Village

19 HICKORY HL 19, SOUTHINGTON, CT, 06489, Southington, CT 06489

$256,000

2 beds

2 baths

1,285 sq ft

Condo

19 HICKORY HL 19, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Leisure Village

38 TRENT CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$339,000

2 beds

1 baths

836 sq ft

Condo

38 TRENT CT A, BROOKHAVEN, NY, 11961

Community: Leisure Village

Heritage Village

4 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$399,000

2 beds

2 baths

1,306 sq ft

Condo

4 HERITAGE CRST C, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$350,000

3 beds

2 baths

1,716 sq ft

Condo

682 HERITAGE VLG A, SOUTHBURY, CT, 06488

Condo

132 MEADOW BROOK RD 132, OXFORD, CT, 064...

Community: Meadow Brook Estates

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

Questions? Call us: (860) 854-7490

Oronoque Village

88 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614

$356,000

1 beds

2 baths

1,175 sq ft

Condo

88 S TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$245,000

1 beds

1 baths

928 sq ft

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

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 149 days. The average price of homes for sale in these communities is approximately $493,052, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Bartlett Hill average around $493,052.

Want more information about active adult communities around Portland?

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125 communities

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

125 communities near Portland

278 homes near Portland

2 beds

2 baths

1,078 sq ft

Condo

3 beds

2 baths

1,792 sq ft

Manufactured Home

2 beds

3 baths

1,941 sq ft

Condo

2 beds

1 baths

890 sq ft

Condo

6 beds

5 baths

4,333 sq ft

House

2 beds

2 baths

1,134 sq ft

House

3 beds

3 baths

2,620 sq ft

Condo

3 beds

3 baths

2,531 sq ft

Condo

2 beds

2 baths

1,476 sq ft

Condo

2 beds

2 baths

1,070 sq ft

Condo

2 beds

3 baths

1,920 sq ft

Condo

2 beds

2 baths

1,226 sq ft

Condo

2 beds

1 baths

938 sq ft

Condo

2 beds

2 baths

1,096 sq ft

Condo

2 beds

2 baths

1,321 sq ft

Condo

2 beds

3 baths

1,370 sq ft

Condo

2 beds

2 baths

1,027 sq ft

Condo

3 beds

2 baths

1,368 sq ft

House

2 beds

3 baths

1,700 sq ft

Condo

2 beds