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

146 homes near Simsbury

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The Powder Forest Homes

$600Ks - $700Ks

The Powder Forest Homes, Simsbury, CT

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

3 rating (2 reviews)

Heritage Hills

$300Ks - $900Ks

Heritage Hills, Somers, NY

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

3.6 rating (7 reviews)

Heritage Village

$200Ks - $500Ks

Heritage Village, Southbury, CT

Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes

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Questions? Call us: (860) 784-7675

Leisure Village

$200Ks - $400Ks

Leisure Village, Ridge, NY

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

Rivington

$400Ks - $600Ks

Rivington, Danbury, CT

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

Oronoque Village

$200Ks - $600Ks

Oronoque Village, Stratford, CT

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

The Village at Oxford Gre...

$500Ks - $700Ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 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.

Leisure Knoll

$400Ks

Leisure Knoll, Ridge, NY

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

Leisure Glen

$500Ks

Leisure Glen, Ridge, NY

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

Spring Lake Village

$200Ks - $300Ks

Spring Lake Village, Southington, CT

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

4 rating (8 reviews)

Glenwood Village

$100Ks - $200Ks

Glenwood Village, Riverhead, NY

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

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Questions? Call us: (860) 784-7675

Regency at Prospect

$400Ks - $500Ks

Regency at Prospect, Prospect, CT

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

The Retreat at Carmel

$400Ks - $600Ks

The Retreat at Carmel, Carmel, NY

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

Overlook

$600Ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

3.5 rating (2 reviews)

Foxwood Village

$400Ks - $500Ks

Foxwood Village, Calverton, NY

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

1 rating (1 reviews)

Plymouth Estates at Mount...

$500Ks

Plymouth Estates at Mount..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes

Meadow Brook Estates

$500Ks

Meadow Brook Estates, Oxford, CT

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

The Summit at Bethel

$600Ks

The Summit at Bethel, Bethel, CT

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

4.9 rating (14 reviews)

Chatfield Farms

$500Ks - $600Ks

Chatfield Farms, Beacon Falls, CT

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

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Questions? Call us: (860) 784-7675

Woodridge Strathmore Terr...

$400Ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

Saddle Lakes

$400Ks

Saddle Lakes, Riverhead, NY

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

5 rating (1 reviews)

Sunken Pond Estates

$400Ks - $500Ks

Sunken Pond Estates, Riverhead, NY

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

5 rating (1 reviews)

The Villages at Mount Sin...

$500Ks - $700Ks

The Villages at Mount Sin..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes

5 rating (1 reviews)

Newtown Woods

$400Ks - $500Ks

Newtown Woods, Newtown, CT

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

Stoneleigh Woods at River...

$600Ks

Stoneleigh Woods at River..., Riverhead, NY

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

Beckley Farms

$300Ks - $400Ks

Beckley Farms, Berlin, CT

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

South Pond Village

$100Ks - $200Ks

South Pond Village, Bloomfield, CT

Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes

Setauket Meadows

$600Ks - $700Ks

Setauket Meadows, Setauket, NY

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

Harmony Place

$400Ks

Harmony Place, Rutland, MA

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

North Woods of Colchester

$500Ks

North Woods of Colchester, Colchester, CT

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

Windcrest East

$600Ks

Windcrest East, Calverton, NY

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

Fairview at Oxford Greens

$600Ks

Fairview at Oxford Greens, Oxford, CT

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

3.5 rating (2 reviews)

Harvest Pointe

$800Ks - $3Ms

Harvest Pointe, Cutchogue, NY

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

Newbury Village

$500Ks - $600Ks

Newbury Village, Brookfield, CT

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

The Gardens of Wilbraham

$500Ks

The Gardens of Wilbraham, Wilbraham, MA

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

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Questions? Call us: (860) 784-7675

O'Meara Farm

$400Ks - $500Ks

O'Meara Farm, Farmington, CT

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

The Bridges at Oxford Gre...

$600Ks

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

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

12 FIDELITY DR # 6, RUTLAND, MA, 01543

Community: Harmony Place

Leisure Village

432A FALMOUTH CT # 432A, RIDGE, NY, 1196..., Ridge, NY 11961

$389,000

2 beds

1 baths

1,074 sq ft

Condo

432A FALMOUTH CT # 432A, RIDGE, NY, 1196...

Community: Leisure Village

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

Questions? Call us: (860) 784-7675

Stoneleigh Woods at Riverhead

4 HAVERTON CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$660,000

2 beds

3 baths

2,175 sq ft

Condo

4 HAVERTON CT, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Leisure Village

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$210,000

1 beds

1 baths

684 sq ft

Condo

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196...

Community: Leisure Village

Leisure Village

423 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961

$250,000

1 beds

1 baths

782 sq ft

Condo

423 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Overlook

4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512

$649,000

2 beds

3 baths

1,914 sq ft

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512

Community: Overlook

Leisure Knoll

190 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961

$434,999

2 beds

1 baths

787 sq ft

Condo

190 CANTERBURY DR, RIDGE, NY, 11961

Community: Leisure Knoll

New Leisure Village

274 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961

$349,999

2 beds

1 baths

836 sq ft

Condo

274 BERWICK CT A, RIDGE, NY, 11961

Community: Leisure Village

New Leisure Village

373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961

$415,000

2 beds

1 baths

1,171 sq ft

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Heritage Hills

390 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$699,000

2 beds

2 baths

1,559 sq ft

Condo

390 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

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

Questions? Call us: (860) 784-7675

New The Villages at Mount Sinai Park

4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$775,000

3 beds

3 baths

2,850 sq ft

House

4 OAKHURST CT, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

Leisure Glen

289 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961

$500,000

2 beds

2 baths

1,635 sq ft

Condo

289 GLEN DR, RIDGE, NY, 11961

Community: Leisure Glen

Heritage Hills

811 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589

$899,900

2 beds

2 baths

1,663 sq ft

Condo

811 HERITAGE HLS, SOMERS, NY, 10589

Community: Heritage Hills

New Leisure Village

164 FALMOUTH CT E, RIDGE, NY, 11961, Ridge, NY 11961

$279,000

2 beds

1 baths

819 sq ft

Condo

164 FALMOUTH CT E, RIDGE, NY, 11961

Community: Leisure Village

Leisure Knoll

195 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961

$479,990

2 beds

1 baths

1,020 sq ft

Condo

195 CANTERBURY DR, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Village

360 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961

$459,000

2 beds

2 baths

1,250 sq ft

Condo

360 WOODBRIDGE DR A, RIDGE, NY, 11961

Community: Leisure Village

Heritage Hills

749 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$779,000

2 beds

2 baths

1,526 sq ft

Condo

749 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

443 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$625,000

2 beds

2 baths

1,559 sq ft

Condo

443 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

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

Questions? Call us: (860) 784-7675

Leisure Village

475 DARWEN DR B, RIDGE, NY, 11961, Ridge, NY 11961

$437,500

2 beds

2 baths

1,423 sq ft

Condo

475 DARWEN DR B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

169 VENTRY CT A, RIDGE, NY, 11961, Ridge, NY 11961

$289,000

2 beds

1 baths

875 sq ft

Condo

169 VENTRY CT A, RIDGE, NY, 11961

Community: Leisure Village

Leisure Glen

408 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961

$569,500

2 beds

2 baths

1,434 sq ft

Condo

408 LEISURE DR, RIDGE, NY, 11961

Community: Leisure Glen

Heritage Hills

59 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$699,000

3 beds

2 baths

1,689 sq ft

Condo

59 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

The Villages at Mount Sinai Park

78 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$799,000

2 beds

2 baths

2,135 sq ft

Condo

78 LOUDEN LOOP, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

Plymouth Estates at Mount Sinai

230 IRA RD # 230, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$589,999

2 beds

2 baths

1,317 sq ft

Condo

230 IRA RD # 230, MOUNT SINAI, NY, 11766

Community: Plymouth Estates at Mount Sinai

The Vineyards at Miller Place

45 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764

$650,000

2 beds

3 baths

1,853 sq ft

Condo

45 HALLEY LN, MILLER PLACE, NY, 11764

Community: The Vineyards at Miller Place

Heritage Hills

798 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589

$609,000

2 beds

2 baths

1,296 sq ft

Condo

798 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

Overlook

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512

$665,000

3 beds

3 baths

1,914 sq ft

Condo

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...

Condo

67 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

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

Questions? Call us: (860) 784-7675

Leisure Village

289 CARDIFF CT B, RIDGE, NY, 11961, Ridge, NY 11961

$420,000

2 beds

2 baths

1,308 sq ft

Condo

289 CARDIFF CT B, RIDGE, NY, 11961

Community: Leisure Village

Glenwood Village

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ..., Riverhead, NY 11901

$139,999

2 beds

1 baths

816 sq ft

Mobile Home

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ...

Community: Glenwood Village

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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 283 days. The average price of homes for sale in these communities is approximately $685,000, 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 $685,000.

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146 homes

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REIN updates its listings on a daily basis. Data last updated: Jan 09, 2026.
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Simsbury, CT 55+ active adult communities & homes for sale

85 communities near Simsbury

146 homes near Simsbury

2 beds

2 baths

1,610 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,582 sq ft

Condo

2 beds

1 baths

1,074 sq ft

Condo

2 beds

3 baths

2,175 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

1 beds

1 baths

782 sq ft

Condo

2 beds

3 baths

1,914 sq ft

Condo

2 beds

1 baths

787 sq ft

Condo

2 beds

1 baths

836 sq ft

Condo

2 beds

1 baths

1,171 sq ft

Condo

2 beds

2 baths

1,559 sq ft

Condo

3 beds

3 baths

2,850 sq ft

House

2 beds

2 baths

1,635 sq ft

Condo

2 beds

2 baths

1,663 sq ft

Condo

2 beds

1 baths

819 sq ft

Condo

2 beds

1 baths

1,020 sq ft

Condo

2 beds

2 baths

1,250 sq ft

Condo

2 beds