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

215 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

No reviews yet

Hopmeadow Place

$200Ks - $300Ks

Hopmeadow Place, Simsbury, CT

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

No reviews yet

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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No reviews yet

Leisure Village

$200Ks - $500Ks

Leisure Village, Ridge, NY

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

No reviews yet

Rivington

$400Ks - $500Ks

Rivington, Danbury, CT

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

No reviews yet

Oronoque Village

$200Ks - $600Ks

Oronoque Village, Stratford, CT

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

No reviews yet

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

No reviews yet

Leisure Knoll

$300Ks - $500Ks

Leisure Knoll, Ridge, NY

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

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No reviews yet

Leisure Glen

$400Ks - $400Ks

Leisure Glen, Ridge, NY

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

No reviews yet

Spring Lake Village

$200Ks - $200Ks

Spring Lake Village, Southington, CT

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

4 rating (8 reviews)

Glenwood Village

$100Ks - $400Ks

Glenwood Village, Riverhead, NY

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

No reviews yet

Regency at Prospect

$300Ks - $500Ks

Regency at Prospect, Prospect, CT

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

No reviews yet

The Retreat at Carmel

$400Ks - $600Ks

The Retreat at Carmel, Carmel, NY

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

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Questions? Call us: (860) 784-7675

No reviews yet

Overlook

$600Ks - $900Ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

3.5 rating (2 reviews)

Foxwood Village

$300Ks - $400Ks

Foxwood Village, Calverton, NY

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

1 rating (1 reviews)

Plymouth Estates at Mount...

$500Ks - $500Ks

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

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

No reviews yet

Meadow Brook Estates

$500Ks - $500Ks

Meadow Brook Estates, Oxford, CT

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

No reviews yet

The Summit at Bethel

$600Ks - $600Ks

The Summit at Bethel, Bethel, CT

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

4.9 rating (14 reviews)

Chatfield Farms

$600Ks - $600Ks

Chatfield Farms, Beacon Falls, CT

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

No reviews yet

Woodridge Strathmore Terr...

$400Ks - $400Ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

No reviews yet

Saddle Lakes

$400Ks - $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...

$600Ks - $800Ks

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

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

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Questions? Call us: (860) 784-7675

5 rating (1 reviews)

Newtown Woods

$400Ks - $400Ks

Newtown Woods, Newtown, CT

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

No reviews yet

Stoneleigh Woods at River...

$600Ks - $600Ks

Stoneleigh Woods at River..., Riverhead, NY

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

No reviews yet

Beckley Farms

$300Ks - $400Ks

Beckley Farms, Berlin, CT

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

No reviews yet

South Pond Village

$100Ks - $200Ks

South Pond Village, Bloomfield, CT

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

No reviews yet

Setauket Meadows

$600Ks - $700Ks

Setauket Meadows, Setauket, NY

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

No reviews yet

Fieldstone Village

$500Ks - $800Ks

Fieldstone Village, Orange, CT

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

No reviews yet

Harmony Place

$400Ks - $500Ks

Harmony Place, Rutland, MA

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

No reviews yet

North Woods of Colchester

$500Ks - $500Ks

North Woods of Colchester, Colchester, CT

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

No reviews yet

Windcrest East

$600Ks - $600Ks

Windcrest East, Calverton, NY

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

No reviews yet

Fairview at Oxford Greens

$600Ks - $700Ks

Fairview at Oxford Greens, Oxford, CT

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

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

Questions? Call us: (860) 784-7675

3.5 rating (2 reviews)

Harvest Pointe

$800Ks - $3Ms

Harvest Pointe, Cutchogue, NY

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

No reviews yet

Newbury Village

$600Ks - $700Ks

Newbury Village, Brookfield, CT

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

No reviews yet

The Gardens of Wilbraham

$300Ks - $400Ks

The Gardens of Wilbraham, Wilbraham, MA

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

No reviews yet

O'Meara Farm

$400Ks - $500Ks

O'Meara Farm, Farmington, CT

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

No reviews yet

The Bridges at Oxford Gre...

$600Ks - $600Ks

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

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

1 2...3

Harmony Place

4 FIDELITY DR # 2, RUTLAND, MA, 01543, Rutland, MA 01543

$498,000

2 beds

2 baths

1,582 sq ft

Condo

4 FIDELITY DR # 2, RUTLAND, MA, 01543

Community: Harmony Place

Leisure Glen

244 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961

$499,000

2 beds

2 baths

1,456 sq ft

Condo

244 GLEN DR, RIDGE, NY, 11961

Community: Leisure Glen

Leisure Village

96 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961

$424,000

2 beds

2 baths

1,486 sq ft

Condo

96 ENFIELD CT B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Knoll

147 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961

$485,000

2 beds

2 baths

1,000 sq ft

Condo

147 EDINBURGH DR, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Village

424 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961

$279,900

1 beds

1 baths

782 sq ft

Condo

424 WOODBRIDGE DR D, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (860) 784-7675

Leisure Village

4 GUILFORD CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961

$469,900

2 beds

2 baths

1,486 sq ft

Condo

4 GUILFORD CT UNIT C, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

48 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961

$355,000

2 beds

1 baths

1,278 sq ft

Condo

48 TRENT CT B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Knoll

304 KINGSTON CT, RIDGE, NY, 11961, Ridge, NY 11961

$429,000

2 beds

2 baths

976 sq ft

Condo

304 KINGSTON CT, RIDGE, NY, 11961

Community: Leisure Knoll

Heritage Hills

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

$525,000

1 beds

2 baths

1,098 sq ft

Condo

627 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

468 HERITAGE HLS E, SOMERS, NY, 10589, Somers, NY 10589

$599,000

2 beds

2 baths

1,265 sq ft

Condo

468 HERITAGE HLS E, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

971 HERITAGE HLS E, SOMERS, NY, 10589, Somers, NY 10589

$749,000

2 beds

2 baths

1,559 sq ft

Condo

971 HERITAGE HLS E, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

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

$600,000

2 beds

2 baths

1,428 sq ft

Condo

348 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Leisure Village

311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196..., Ridge, NY 11961

$225,000

1 beds

1 baths

684 sq ft

Condo

311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196...

Community: Leisure Village

Glenwood Village

1661 OLD COUNTRY OLD COUNTRY RD, RIVERHE..., Riverhead, NY 11901

$285,000

2 beds

2 baths

1,232 sq ft

Manufactured Home

1661 OLD COUNTRY OLD COUNTRY RD, RIVERHE...

Community: Glenwood Village

Leisure Village

449 ARLINGTON DR A, RIDGE, NY, 11961, Ridge, NY 11961

$425,000

2 beds

1 baths

1,074 sq ft

Condo

449 ARLINGTON DR A, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (860) 784-7675

The Villages at Mount Sinai Park

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

$799,000

2 beds

3 baths

2,229 sq ft

Condo

25 LOUDEN LOOP, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

Heritage Hills

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

$619,000

2 beds

2 baths

1,296 sq ft

Condo

798 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

New Harvest Pointe

32 MILLSTONE LN 16, CUTCHOGUE, NY, 11935, Cutchogue, NY 11935

$1,125,000

2 beds

3 baths

1,600 sq ft

Condo

32 MILLSTONE LN 16, CUTCHOGUE, NY, 11935

Community: Harvest Pointe

Overlook

1037 COTTAGE DR 18, CARMEL, NY, 10512, Carmel, NY 10512

$949,000

2 beds

3 baths

2,496 sq ft

Condo

1037 COTTAGE DR 18, CARMEL, NY, 10512

Community: Overlook

Overlook

1040 COTTAGE DR # 26, CARMEL, NY, 10512, Carmel, NY 10512

$799,000

2 beds

2 baths

1,948 sq ft

Condo

1040 COTTAGE DR # 26, CARMEL, NY, 10512

Community: Overlook

Overlook

4057 FAIRWAYS DR # 129, CARMEL, NY, 1051..., Carmel, NY 10512

$689,000

3 beds

4 baths

2,131 sq ft

Condo

4057 FAIRWAYS DR # 129, CARMEL, NY, 1051...

Community: Overlook

Overlook

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

$667,000

3 beds

3 baths

1,914 sq ft

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512

Community: Overlook

Overlook

1019 COTTAGE DR # 9, CARMEL, NY, 10512, Carmel, NY 10512

$889,000

2 beds

3 baths

2,496 sq ft

Condo

1019 COTTAGE DR # 9, CARMEL, NY, 10512

Community: Overlook

New Overlook

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

$663,000

3 beds

3 baths

1,914 sq ft

Condo

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

Community: Overlook

The Villages at Mount Sinai Park

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

$799,999

3 beds

3 baths

2,850 sq ft

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

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

Questions? Call us: (860) 784-7675

New Heritage Hills

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

$669,000

2 beds

2 baths

1,468 sq ft

Condo

523 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New Heritage Hills

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

$550,000

2 beds

2 baths

1,427 sq ft

Condo

150 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

New The Vineyards at Miller Place

48 AVERY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764

$679,900

2 beds

3 baths

1,486 sq ft

Condo

48 AVERY LN, MILLER PLACE, NY, 11764

Community: The Vineyards at Miller Place

Sunken Pond Estates

1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$469,000

2 beds

3 baths

1,350 sq ft

Condo

1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...

Community: Sunken Pond Estates

Heritage Hills

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

$598,000

2 beds

2 baths

1,470 sq ft

Condo

438 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Stoneleigh Woods at Carmel

505 EGRETS LANDING, CARMEL, NY, 10512, Carmel, NY 10512

$449,900

2 beds

2 baths

1,382 sq ft

Condo

505 EGRETS LANDING, CARMEL, NY, 10512

Community: Stoneleigh Woods at Carmel

Leisure Knoll

151 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961

$399,990

2 beds

1 baths

1,116 sq ft

Condo

151 LAURANCE LN, RIDGE, NY, 11961

Community: Leisure Knoll

Heritage Hills

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

$389,900

1 beds

1 baths

967 sq ft

Condo

247 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

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

$499,000

1 beds

2 baths

1,098 sq ft

Condo

711 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

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

$615,000

2 beds

2 baths

1,483 sq ft

Condo

504 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

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

Questions? Call us: (860) 784-7675

Stoneleigh Woods at Riverhead

159 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$699,999

2 beds

3 baths

2,172 sq ft

House

159 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Glenwood Village

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901

$229,000

2 beds

2 baths

1,144 sq ft

Mobile Home

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...

Community: Glenwood Village

Glenwood Village

1661 OLD COUNTRY RD UNIT 563, RIVERHEAD,..., Riverhead, NY 11901

$489,000

2 beds

2 baths

1,500 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 563, RIVERHEAD,...

Community: Glenwood Village

Leisure Glen

13 OAKDALE CT, RIDGE, NY, 11961, Ridge, NY 11961

$449,999

2 beds

2 baths

1,140 sq ft

House

13 OAKDALE CT, RIDGE, NY, 11961

Community: Leisure Glen

The Vineyards at Miller Place

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

$680,000

2 beds

3 baths

1,853 sq ft

Condo

37 HALLEY LN, MILLER PLACE, NY, 11764

Community: The Vineyards at Miller Place

1 2 3 4 5…6

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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Call us: (860) 784-7675

215 homes near Simsbury

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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
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REIN updates its listings on a daily basis. Data last updated: Oct 23, 2025.
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Simsbury, CT 55+ active adult communities & homes for sale

84 communities near Simsbury

215 homes near Simsbury

2 beds

2 baths

1,582 sq ft

Condo

2 beds

2 baths

1,456 sq ft

Condo

2 beds

2 baths

1,486 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

1 beds

1 baths

782 sq ft

Condo

2 beds

2 baths

1,486 sq ft

Condo

2 beds

1 baths

1,278 sq ft

Condo

2 beds

2 baths

976 sq ft

Condo

1 beds

2 baths

1,098 sq ft

Condo

2 beds

2 baths

1,265 sq ft

Condo

2 beds

2 baths

1,559 sq ft

Condo

2 beds

2 baths

1,428 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

2 beds

2 baths

1,232 sq ft

Manufactured Home

2 beds

1 baths

1,074 sq ft

Condo

2 beds

3 baths

2,229 sq ft

Condo

2 beds

2 baths

1,296 sq ft

Condo

2 beds

3 baths

1,600 sq ft

Condo

2 beds

3 baths

2,496 sq ft

Condo

2 beds