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

275 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

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

5 rating (2 reviews)

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

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

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.

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

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

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

Questions? Call us: (860) 854-7490

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

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

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 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 at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 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)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Brierly Pond Village

$300ks - $400ks

Brierly Pond Village, Millbury, MA

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes

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

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

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

4.6 rating (9 reviews)

Meadowbrook Pointe Links ...

$300ks - $700ks

Meadowbrook Pointe Links ..., Medford, NY

New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes

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

Questions? Call us: (860) 854-7490

Granite Woods

$600ks - $700ks

Granite Woods, Middlebury, CT

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

The Village at Orchard Me...

$400ks - $500ks

The Village at Orchard Me..., Shrewsbury, MA

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

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

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

Windcrest East

$400ks - $500ks

Windcrest East, Calverton, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes

Harbor View Estates

$400ks - $600ks

Harbor View Estates, Copiague, NY

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

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

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

Regency Meadows

$500ks

Regency Meadows, Trumbull, CT

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

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

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

The Villas at Narraganset...

$400ks

The Villas at Narraganset..., Lindenhurst, NY

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

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

Questions? Call us: (860) 854-7490

The Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

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

Regency at Prospect

$300ks - $400ks

Regency at Prospect, Prospect, CT

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

1 2 3...4

Leisure Village

395 WOODBRIDGE DR E, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$322,900

2 beds

1 baths

875 sq ft

Condo

395 WOODBRIDGE DR E, BROOKHAVEN, NY, 119...

Community: Leisure Village

Plymouth Estates at Mount Sinai

240 IRA RD, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$599,999

2 beds

2 baths

1,396 sq ft

Condo

240 IRA RD, BROOKHAVEN, NY, 11766

Community: Plymouth Estates at Mount Sinai

The Village at Orchard Meadows

4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545

$599,900

2 beds

2 baths

1,580 sq ft

Condo

4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015...

Community: The Village at Orchard Meadows

Leisure Knoll

473 STRATFORD LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$539,000

2 beds

2 baths

1,350 sq ft

House

473 STRATFORD LN, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Heritage Village

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

$223,000

2 beds

2 baths

1,032 sq ft

Condo

13 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (860) 854-7490

Sonoma Woods

35 SONOMA LN 35, MIDDLETOWN, CT, 06457, Middletown, CT 06457

$589,000

2 beds

3 baths

1,798 sq ft

Condo

35 SONOMA LN 35, MIDDLETOWN, CT, 06457

Community: Sonoma Woods

Heritage Village

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

$269,900

2 beds

2 baths

1,398 sq ft

Condo

955 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Spring Lake Village

28 COACH DR 28, SOUTHINGTON, CT, 06489, Southington, CT 06489

$230,000

2 beds

1 baths

985 sq ft

Condo

28 COACH DR 28, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

The Village at Oxford Greens

155 COUNTRY CLUB DR 155, OXFORD, CT, 064..., Oxford, CT 06478

$659,000

3 beds

3 baths

2,908 sq ft

612 BAY VIEW CIR 12, BROOKHAVEN, NY, 119...

Community: The Waterways at Moriches

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Questions? Call us: (860) 854-7490

Country Pointe Preserve

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

$895,000

2 beds

3 baths

1,998 sq ft

Condo

128 JUNIPER LN 26, BROOKHAVEN, NY, 11980

Community: Country Pointe Preserve

Leisure Village

167 VENTRY CT D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$259,000

1 beds

1 baths

684 sq ft

Condo

167 VENTRY CT D, BROOKHAVEN, NY, 11961

Community: Leisure Village

Founders Village

2555 YOUNGS AVE 11A, SOUTHOLD, NY, 11971, Southold, NY 11971

$605,000

2 beds

2 baths

1,200 sq ft

Condo

2555 YOUNGS AVE 11A, SOUTHOLD, NY, 11971

Community: Founders Village

Leisure Village

250A NEWCASTLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$359,000

2 beds

1 baths

1,085 sq ft

Condo

250A NEWCASTLE CT, BROOKHAVEN, NY, 11961

Community: Leisure Village

Leisure Knoll

330 BROWNFIELD DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$429,000

2 beds

1 baths

1,020 sq ft

Condo

330 BROWNFIELD DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Heritage Village

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

$215,000

2 beds

2 baths

1,000 sq ft

Condo

751 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Newtown Woods

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064..., Newtown, CT 06470

$495,000

2 beds

2 baths

1,483 sq ft

Condo

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064...

Community: Newtown Woods

Leisure Glen

7 SAGAPONACK CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$599,000

2 beds

2 baths

1,867 sq ft

Condo

7 SAGAPONACK CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Regency at Prospect

112 CHERRY CIR 112, PROSPECT, CT, 06712, Prospect, CT 06712

$338,903

3 beds

2 baths

1,500 sq ft

Condo

112 CHERRY CIR 112, PROSPECT, CT, 06712

Community: Regency at Prospect

Meadow Brook Estates

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

$595,000

3 beds

3 baths

1,922 sq ft

Condo

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

Community: Meadow Brook Estates

Heritage Village

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

$270,000

2 beds

2 baths

1,308 sq ft

Condo

40 HERITAGE VLG F, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (860) 854-7490

The Summit at Bethel

14 GREAT HILL DR 14, BETHEL, CT, 06801, Bethel, CT 06801

$689,000

3 beds

3 baths

2,744 sq ft

Condo

14 GREAT HILL DR 14, BETHEL, CT, 06801

Community: The Summit at Bethel

Harbor View Estates

301 ANCHOR CT, BABYLON, NY, 11726, Babylon, NY 11726

$625,000

1 beds

2 baths

1,213 sq ft

Condo

301 ANCHOR CT, BABYLON, NY, 11726

Community: Harbor View Estates

The Waterways at Moriches

606 BAY VIEW CIR 6, BROOKHAVEN, NY, 1195..., Brookhaven, NY 11955

$749,000

2 beds

3 baths

1,860 sq ft

Condo

606 BAY VIEW CIR 6, BROOKHAVEN, NY, 1195...

Community: The Waterways at Moriches

Founders Ridge

UNIT 2-41 WEBSTER LN 145, MIDDLETOWN, CT..., Middletown, CT 06457

3 beds

3 baths

2,008 sq ft

Condo

84 LINKS WAY 84, 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

Heritage Village

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

$310,000

2 beds

2 baths

1,432 sq ft

Condo

722 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Country Pointe Plainview

30101 SPRUCE POND CIR, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803

$1,200,000

2 beds

2 baths

1,379 sq ft

Condo

30101 SPRUCE POND CIR, OYSTER BAY, NY, 1...

Community: Country Pointe Plainview

1 2 3 4 5 6…7

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.

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275 homes

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

125 communities near Portland

275 homes near Portland

2 beds

1 baths

875 sq ft

Condo

2 beds

2 baths

1,396 sq ft

Condo

2 beds

2 baths

1,580 sq ft

Condo

2 beds

2 baths

1,350 sq ft

House

2 beds

2 baths

1,032 sq ft

Condo

2 beds

3 baths

1,798 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

1 baths

985 sq ft

Condo

3 beds

3 baths

2,908 sq ft

2 beds

2 baths

1,746 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

1 beds

1 baths

920 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

3 baths

1,868 sq ft

Condo

1 beds

2 baths

1,375 sq ft

Condo

2 beds

3 baths

1,874 sq ft

Condo

2 beds

3 baths

1,998 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

2 beds

1 baths