Simsbury, CT 55+ active adult communities & homes for sale

86 communities near Simsbury

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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 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes

5 rating (2 reviews)

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

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Questions? Call us: (860) 784-7675

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 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

Harmony Place

$400ks - $500ks

Harmony Place, Rutland, MA

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

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Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes

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Questions? Call us: (860) 784-7675

The Powder Forest Homes

$500ks - $700ks

The Powder Forest Homes, Simsbury, CT

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

The Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

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

The Gardens of Wilbraham

$200ks - $400ks

The Gardens of Wilbraham, Wilbraham, MA

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

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

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

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

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

Windcrest East

$400ks - $500ks

Windcrest East, Calverton, NY

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

Baldwin Station

$400ks

Baldwin Station, Milford, CT

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

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

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Questions? Call us: (860) 784-7675

Fieldstone Village

$500ks - $800ks

Fieldstone Village, Orange, CT

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

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

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

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

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

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

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes

Hopmeadow Place

$200ks - $300ks

Hopmeadow Place, Simsbury, CT

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

Billingsgate

$400ks - $600ks

Billingsgate, Simsbury, CT

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

Regency Meadows

$500ks

Regency Meadows, Trumbull, CT

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

Setauket Meadows

$500ks - $600ks

Setauket Meadows, Setauket, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes

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

Questions? Call us: (860) 784-7675

The Atrium of Portland

<$100k

The Atrium of Portland, Portland, CT

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

Autumn Estates

$500ks - $600ks

Autumn Estates, Farmington, CT

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

1 2...3

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

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 Meadow Brook Estates

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

$639,000

3 beds

3 baths

2,068 sq ft

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

Community: Meadow Brook Estates

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 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

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Questions? Call us: (860) 784-7675

New 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

New 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

New 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

New 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

New Oronoque Village

522 IROQUOIS LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$649,900

3 baths

2,375 sq ft

Condo

522 IROQUOIS LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New 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

New Heritage Hills

220 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$699,000

3 beds

2 baths

1,689 sq ft

Condo

220 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New 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

New Glenwood Village

1661 OLD COUNTRY RD 454, RIVERHEAD, NY, ..., Riverhead, NY 11901

$329,000

2 beds

2 baths

1,152 sq ft

Manufactured Home

1661 OLD COUNTRY RD 454, RIVERHEAD, NY, ...

Community: Glenwood Village

New Leisure Village

89 ENFIELD CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$469,000

2 beds

2 baths

1,308 sq ft

Condo

89 ENFIELD CT B, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Village Vistas

35 THERESA LN, BROOKHAVEN, NY, 11777, Brookhaven, NY 11777

$1,300,000

3 beds

4 baths

3,000 sq ft

Condo

35 THERESA LN, BROOKHAVEN, NY, 11777

Community: Village Vistas

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

Questions? Call us: (860) 784-7675

New The Village at Oxford Greens

171 COUNTRY CLUB DR 171, OXFORD, CT, 064..., Oxford, CT 06478

$775,000

3 beds

3 baths

2,750 sq ft

Condo

171 COUNTRY CLUB DR 171, OXFORD, CT, 064...

Community: The Village at Oxford Greens

New Oronoque Village

621 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$499,000

1 beds

3 baths

2,325 sq ft

Condo

621 ONONDAGA LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New Heritage Hills

88 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$699,000

2 beds

3 baths

1,585 sq ft

Condo

88 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Leisure Glen

19 SAYVILLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$615,000

2 beds

2 baths

1,666 sq ft

Condo

19 SAYVILLE CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Hopmeadow Place

1 W ST 215, SIMSBURY, CT, 06070, Simsbury, CT 06070

$385,000

2 beds

2 baths

1,477 sq ft

Condo

1 W ST 215, SIMSBURY, CT, 06070

Community: Hopmeadow Place

Glenwood Village

1661 OLD COUNTRY RD 258, RIVERHEAD, NY, ..., Riverhead, NY 11901

$389,999

2 beds

2 baths

1,310 sq ft

House

1661 OLD COUNTRY RD 258, RIVERHEAD, NY, ...

Community: Glenwood Village

Leisure Village

344 WOODBRIDGE DR B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$365,000

2 beds

2 baths

1,168 sq ft

Condo

344 WOODBRIDGE DR B, BROOKHAVEN, NY, 119...

Community: Leisure Village

Leisure Village

275 BERWICK CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$355,000

2 beds

1 baths

875 sq ft

Condo

275 BERWICK CT A, BROOKHAVEN, NY, 11961

Community: Leisure Village

The Gardens of Wilbraham

23 CHERRY DR 23, WILBRAHAM, MA, 01095, Wilbraham, MA 01095

$399,900

1 beds

2 baths

1,218 sq ft

Condo

23 CHERRY DR 23, WILBRAHAM, MA, 01095

Community: The Gardens of Wilbraham

The Summit at Bethel

78 GREAT HILL DR 78, BETHEL, CT, 06801, Bethel, CT 06801

$700,000

3 beds

4 baths

Condo

78 GREAT HILL DR 78, BETHEL, CT, 06801

Community: The Summit at Bethel

Meadow Brook Estates

169 MEADOW BROOK RD 169, OXFORD, CT, 064..., Oxford, CT 06478

$625,000

2 beds

3 baths

1,821 sq ft

Condo

169 MEADOW BROOK RD 169, OXFORD, CT, 064...

Community: Meadow Brook Estates

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

Questions? Call us: (860) 784-7675

Spring Lake Village

116 TIMBER RDG, SOUTHINGTON, CT, 06489, Southington, CT 06489

$304,900

2 beds

2 baths

1,128 sq ft

Condo

116 TIMBER RDG, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Heritage Hills

$629,000

2 beds

2 baths

1,265 sq ft

Condo

537 HERITAGE HILLS DR F, SOMERS, NY, 105...

Community: Heritage Hills

Heritage Village

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

$349,900

2 beds

2 baths

1,432 sq ft

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Hills

159 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$569,000

2 beds

2 baths

1,500 sq ft

Condo

159 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Oronoque Village

511 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$589,900

2 beds

2 baths

1,620 sq ft

Condo

511 OPA LN B, STRATFORD, CT, 06614

Community: Oronoque Village

The Vineyards at Mount Sinai

72 FARM ACRE CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$999,999

2 beds

4 baths

3,736 sq ft

Condo

72 FARM ACRE CIR, BROOKHAVEN, NY, 11766

Community: The Vineyards at Mount Sinai

Heritage Village

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

$374,500

2 beds

2 baths

1,398 sq ft

Condo

643 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Autumn Fields

37 QUAIL HOLW 37, ENFIELD, CT, 06082, Enfield, CT 06082

$419,000

2 beds

3 baths

1,679 sq ft

Condo

37 QUAIL HOLW 37, ENFIELD, CT, 06082

Community: Autumn Fields

Leisure Glen

276 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$585,000

2 beds

2 baths

1,666 sq ft

Condo

276 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Glenwood Village

1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ..., Riverhead, NY 11901

$185,000

2 beds

2 baths

1,036 sq ft

Manufactured Home

1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ...

Community: Glenwood Village

Rivington

215 CENTER MEADOW LN 215, DANBURY, CT, 0..., Danbury, CT 06810

$499,000

2 beds

2 baths

1,258 sq ft

Condo

215 CENTER MEADOW LN 215, DANBURY, CT, 0...

Community: Rivington

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

Questions? Call us: (860) 784-7675

Heritage Village

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

$245,000

1 beds

1 baths

928 sq ft

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Village

404 WOODBRIDGE DR D, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$369,000

2 beds

1 baths

874 sq ft

Condo

404 WOODBRIDGE DR D, BROOKHAVEN, NY, 119...

Community: Leisure Village

Frequently Asked Questions

What size 55+ communities are there in Simsbury?

In Simsbury, there are no large communities, no medium communities, and 3 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Simsbury?

The smallest 55+ communities in Simsbury has 37 homes, the largest has 182 homes, and the average communities consists of 95 homes.

Are there gated 55+ communities in Simsbury?

Yes, there is gated 55+ communities in Simsbury. Approximately 33.3% of 55+ communities in the area are gated. For instance, Billingsgate is a gated communities with 37 homes.

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

On average, listings in 55+ communities in Simsbury stay on the market for around 61 days. The average price of homes for sale in these communities is approximately $539,839, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in The Powder Forest Homes average around $694,677, while homes in Hopmeadow Place average around $385,000.

Want more information about active adult communities around Simsbury?

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86 communities

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REIN updates its listings on a daily basis. Data last updated: Aug 14, 2026.
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Simsbury, CT 55+ active adult communities & homes for sale

86 communities near Simsbury

203 homes near Simsbury

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,624 sq ft

Manufactured Home

3 beds

3 baths

2,068 sq ft

2 beds

2 baths

1,897 sq ft

Condo

3 beds

5 baths

2,774 sq ft

1 beds

1 baths

928 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

2 beds

2 baths

1,313 sq ft

Condo

3 baths

2,375 sq ft

Condo

2 beds

3 baths

2,071 sq ft

Condo

3 beds

2 baths

1,689 sq ft

Condo

2 beds

2 baths

1,258 sq ft

Condo

2 beds

2 baths

1,152 sq ft

Manufactured Home

2 beds

2 baths

1,308 sq ft

Condo

3 beds

4 baths

3,000 sq ft

Condo

3 beds

3 baths

2,750 sq ft

Condo

1 beds

3 baths

2,325 sq ft

Condo

2 beds

3 baths

1,585 sq ft

Condo

2 beds

2 baths

1,666 sq ft

Condo