Portland, CT 55+ active adult communities & homes for sale - Page 2

125 communities near Portland

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3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes

Founders Village

$400ks - $500ks

Founders Village, Southold, NY

Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 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

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes

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1 rating (1 reviews)

Plymouth Estates at Mount...

$400ks - $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

$500ks - $700ks

Vineyards at Blue Point, Blue Point, NY

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes

Stone Ridge Estates

$500ks - $600ks

Stone Ridge Estates, Dix Hills, NY

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

Hopmeadow Place

$200ks - $300ks

Hopmeadow Place, Simsbury, CT

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

Harbor View Estates

$400ks - $600ks

Harbor View Estates, Copiague, NY

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

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

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

Baldwin Station

$400ks

Baldwin Station, Milford, CT

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

The Seasons at Elwood

$800ks - $900ks

The Seasons at Elwood, East Northport, NY

Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes

The Powder Forest Homes

$500ks - $700ks

The Powder Forest Homes, Simsbury, CT

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

Shaker Heights

$400ks - $500ks

Shaker Heights, Enfield, CT

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

The Village at Westminste...

$400ks - $500ks

The Village at Westminste..., Holden, MA

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

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Questions? Call us: (860) 854-7490

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

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

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

Regency Meadows

$500ks

Regency Meadows, Trumbull, CT

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

The Seasons at Salisbury

$400ks - $500ks

The Seasons at Salisbury, Holden, MA

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

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

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

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

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

Village Vistas

$800ks - $1Ms

Village Vistas, Port Jefferson, NY

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

Stratford Park

$600ks - $800ks

Stratford Park, Melville, NY

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

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

Questions? Call us: (860) 854-7490

Rivington Landing

$500ks

Rivington Landing, Danbury, CT

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

Regency at Prospect

$300ks - $400ks

Regency at Prospect, Prospect, CT

Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes

5 rating (2 reviews)

Benson Woods

$400ks - $600ks

Benson Woods, Middlebury, CT

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

Newbury Village

$400ks - $500ks

Newbury Village, Brookfield, CT

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

Clockmaker's Hill

$100ks

Clockmaker's Hill, Winsted, CT

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

The Village at Buckingham

$300ks - $400ks

The Village at Buckingham, Avon, CT

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

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

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

Sonoma Woods

$300ks

Sonoma Woods, Middletown, CT

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

Fieldstone Village

$500ks - $800ks

Fieldstone Village, Orange, CT

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

1 rating (1 reviews)

Beckley Farms

$300ks - $400ks

Beckley Farms, Berlin, CT

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

Castle Heights of Cheshir...

$500ks - $600ks

Castle Heights of Cheshir..., Cheshire, CT

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

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Questions? Call us: (860) 854-7490

4.9 rating (14 reviews)

Chatfield Farms

$400ks - $700ks

Chatfield Farms, Beacon Falls, CT

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

North Woods of Colchester

$300ks - $400ks

North Woods of Colchester, Colchester, CT

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

1 2 3...4

Heritage Village

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

$386,000

3 beds

2 baths

1,716 sq ft

Condo

345 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Greenwood Village

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1..., Brookhaven, NY 11949

$245,000

2 beds

2 baths

1,130 sq ft

Condo

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1...

Community: Greenwood Village

Glenwood Village

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901

$419,000

2 beds

2 baths

1,624 sq ft

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...

Community: Glenwood Village

New Rivington

714 CENTER MEADOW LN 714, DANBURY, CT, 0..., Danbury, CT 06810

$497,000

2 beds

2 baths

1,258 sq ft

Condo

714 CENTER MEADOW LN 714, DANBURY, CT, 0...

Community: Rivington

New Vineyards at Blue Point

132 HALLEY DR, BROOKHAVEN, NY, 11772, Brookhaven, NY 11772

$879,999

2 beds

4 baths

2,290 sq ft

Condo

132 HALLEY DR, BROOKHAVEN, NY, 11772

Community: Vineyards at Blue Point

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Questions? Call us: (860) 854-7490

New Eagles Walk at East Quogue

1401 AERIE WAY, SOUTHAMPTON, NY, 11942, Southampton, NY 11942

$565,000

2 beds

2 baths

1,271 sq ft

Condo

1401 AERIE WAY, SOUTHAMPTON, NY, 11942

Community: Eagles Walk at East Quogue

New Heritage Village

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

$424,900

2 beds

2 baths

1,432 sq ft

Condo

397 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Shaker Heights

12 COPLEY CIR 12, ENFIELD, CT, 06082, Enfield, CT 06082

$589,900

2 beds

2 baths

1,897 sq ft

Condo

12 COPLEY CIR 12, ENFIELD, CT, 06082

Community: Shaker Heights

New Founders Village

2555 YOUNGS AVE 3C, SOUTHOLD, NY, 11971, Southold, NY 11971

$550,000

2 beds

2 baths

1,100 sq ft

Condo

2555 YOUNGS AVE 3C, SOUTHOLD, NY, 11971

Community: Founders Village

New The Greens at Half Hollow

559 BARDINI DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,299,000

3 beds

3 baths

2,396 sq ft

Condo

559 BARDINI DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Leisure Knoll

185 KINGSTON DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$405,000

2 beds

1 baths

1,014 sq ft

Condo

185 KINGSTON DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New Heritage Village

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

$164,900

2 beds

2 baths

1,044 sq ft

Condo

549 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

New Snug Harbor

158 HARBOR S, BABYLON, NY, 11701, Babylon, NY 11701

$719,000

2 beds

3 baths

1,334 sq ft

Condo

158 HARBOR S, BABYLON, NY, 11701

Community: Snug Harbor

New Kensington Estates

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

$1,999,888

6 beds

5 baths

4,333 sq ft

House

44 PLAINVIEW RD, OYSTER BAY, NY, 11797

Community: Kensington Estates

New Encore Atlantic Shores

101 MOZART CT, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$779,000

2 beds

2 baths

2,044 sq ft

House

101 MOZART CT, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

New Heritage Village

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488

$244,000

2 beds

2 baths

1,000 sq ft

Condo

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...

Community: Heritage Village

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

Questions? Call us: (860) 854-7490

New Rivington

12 OLD PASTURE DR 12, DANBURY, CT, 06810, Danbury, CT 06810

$839,000

3 beds

4 baths

1,794 sq ft

Condo

12 OLD PASTURE DR 12, DANBURY, CT, 06810

Community: Rivington

New Brierly Pond Village

37 HORNE WAY 37, MILLBURY, MA, 01527, Millbury, MA 01527

$479,900

2 beds

3 baths

1,746 sq ft

Condo

37 HORNE WAY 37, MILLBURY, MA, 01527

Community: Brierly Pond Village

New The Village at Orchard Meadows

1 APPLE SEED DR 1, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545

$649,900

2 beds

3 baths

1,854 sq ft

Condo

1 APPLE SEED DR 1, SHREWSBURY, MA, 01545

Community: The Village at Orchard Meadows

New Greenwood Village

205 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$125,000

2 beds

2 baths

1,138 sq ft

House

205 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New The Village at Oxford Greens

521 PUTTING GREEN LN 521, OXFORD, CT, 06..., Oxford, CT 06478

$675,000

3 beds

3 baths

2,735 sq ft

Condo

521 PUTTING GREEN LN 521, OXFORD, CT, 06...

Community: The Village at Oxford Greens

New Spring Lake Village

321 SONGBIRD LN 321, SOUTHINGTON, CT, 06..., Southington, CT 06489

$269,900

2 beds

1 baths

912 sq ft

Condo

321 SONGBIRD LN 321, SOUTHINGTON, CT, 06...

Community: Spring Lake Village

New Setauket Meadows

2 EMILYS WAY, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733

$799,500

2 beds

3 baths

1,842 sq ft

Condo

2 EMILYS WAY, BROOKHAVEN, NY, 11733

Community: Setauket Meadows

New Oronoque Village

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

$539,000

2 beds

3 baths

1,434 sq ft

Condo

546 N TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

New The Greens at Half Hollow

1118 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$695,000

2 beds

2 baths

1,100 sq ft

Condo

1118 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

Rivington

11 MERCY ST 11, DANBURY, CT, 06810, Danbury, CT 06810

$630,000

2 beds

4 baths

1,572 sq ft

Condo

11 MERCY ST 11, DANBURY, CT, 06810

Community: Rivington

Greenwood Village

162 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$154,888

2 beds

2 baths

1,078 sq ft

Condo

162 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

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

Questions? Call us: (860) 854-7490

The Village at Westminster Place

18 TEA PARTY CIR 18, HOLDEN, MA, 01520, Holden, MA 01520

$649,990

3 beds

3 baths

2,028 sq ft

House

18 TEA PARTY CIR 18, HOLDEN, MA, 01520

Community: The Village at Westminster Place

Leisure Glen

272 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$549,000

2 beds

2 baths

1,456 sq ft

Condo

272 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Woodridge Strathmore Terrace

62 HEARTHSIDE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$425,000

2 beds

2 baths

1,105 sq ft

Condo

62 HEARTHSIDE DR, BROOKHAVEN, NY, 11766

Community: Woodridge Strathmore Terrace

Meadow Brook Estates

107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478

$639,000

3 beds

3 baths

1,922 sq ft

107 MEADOW BROOK RD 107, OXFORD, CT, 064...

Community: Meadow Brook Estates

The Powder Forest Homes

9 GRISWOLD PL 9, SIMSBURY, CT, 06070, Simsbury, CT 06070

$1,250,000

3 beds

5 baths

2,774 sq ft

9 GRISWOLD PL 9, SIMSBURY, CT, 06070

Community: The Powder Forest Homes

Heritage Village

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

$219,900

1 beds

1 baths

928 sq ft

Condo

65 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

261B HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488

$260,000

2 beds

2 baths

1,032 sq ft

Condo

261B HERITAGE VLG, SOUTHBURY, CT, 06488

Community: Heritage Village

Westhampton Pines

179 CARLY LN, SOUTHAMPTON, NY, 11977, Southampton, NY 11977

$899,000

2 beds

2 baths

2,000 sq ft

Condo

179 CARLY LN, SOUTHAMPTON, NY, 11977

Community: Westhampton Pines

Heritage Village

1016 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488

$245,000

1 beds

1 baths

928 sq ft

Condo

1016 HERITAGE VLG A, SOUTHBURY, CT, 0648...

Community: Heritage Village

Spring Lake Village

504 CARRIAGE DR 504, SOUTHINGTON, CT, 06..., Southington, CT 06489

$330,000

2 beds

2 baths

1,313 sq ft

Condo

504 CARRIAGE DR 504, SOUTHINGTON, CT, 06...

Community: Spring Lake Village

Stoneleigh Woods at Riverhead

158 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$699,000

2 beds

3 baths

2,071 sq ft

Condo

158 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

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

Questions? Call us: (860) 854-7490

Country Pointe Preserve

128 JUNIPER LN 26, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980

$875,000

2 beds

3 baths

1,998 sq ft

Condo

128 JUNIPER LN 26, BROOKHAVEN, NY, 11980

Community: Country Pointe Preserve

Rivington

424 CENTER MEADOW LN 424, DANBURY, CT, 0..., Danbury, CT 06810

$479,900

2 beds

2 baths

1,258 sq ft

Condo

424 CENTER MEADOW LN 424, DANBURY, CT, 0...

Community: Rivington

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 2

125 communities near Portland

252 homes near Portland

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,130 sq ft

Condo

2 beds

2 baths

1,624 sq ft

Manufactured Home

2 beds

2 baths

1,258 sq ft

Condo

2 beds

4 baths

2,290 sq ft

Condo

2 beds

2 baths

1,271 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,897 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

3 beds

3 baths

2,396 sq ft

Condo

2 beds

1 baths

1,014 sq ft

Condo

2 beds

2 baths

1,044 sq ft

Condo

2 beds

3 baths

1,334 sq ft

Condo

6 beds

5 baths

4,333 sq ft

House

2 beds

2 baths

2,044 sq ft

House

2 beds

2 baths

1,000 sq ft

Condo

3 beds

4 baths

1,794 sq ft

Condo

2 beds

3 baths

1,746 sq ft

Condo

2 beds

3 baths

1,854 sq ft

Condo

2 beds