Call us at (860) 784-7675 to learn more about active adult communities in Simsbury
Simsbury, CT 55+ active adult communities & homes for sale
85 communities near Simsbury
157 homes near Simsbury
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3.6 rating (7 reviews)
![Heritage Village]()
$100Ks
- $500Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
|
2,580 homes
$200Ks
- $400Ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
|
1,500 homes
3 rating (2 reviews)
![Heritage Hills]()
$300Ks
- $900Ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1974 - 2006
|
2,600 homes
$200Ks
- $600Ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
$400Ks
- $500Ks
Harmony Place, Rutland, MA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
142 homes
Want to learn more about 55+ communities in Simsbury?
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(860) 784-7675
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$600Ks
- $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
835 homes
$600Ks
- $700Ks
Regency at Woodbridge, Woodbridge, CT
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
70 homes
$600Ks
- $700Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 homes
$400Ks
- $700Ks
The Retreat at Carmel, Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
312 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.
$400Ks
- $800Ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
5 rating (1 reviews)
![Newtown Woods]()
$400Ks
- $500Ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 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
$600Ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
85 homes
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$500Ks
- $600Ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2007 - 2016
|
176 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
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$200Ks
- $300Ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
|
640 homes
4 rating (8 reviews)
![Glenwood Village]()
$100Ks
Glenwood Village, Riverhead, NY
New and Resale
|
55+ age-restricted
|
Built 1959 - present
|
588 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.
$400Ks
- $500Ks
Leisure Glen, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 2010
|
646 homes
$400Ks
Oak Meadow Estates, Torrington, CT
New and Resale
|
55+ age-restricted
|
Built 2013 - present
|
31 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
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Want to learn more about 55+ communities in Simsbury?
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$300Ks
- $400Ks
Liberty at Newtown, Newtown, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
96 homes
3.5 rating (2 reviews)
![Foxwood Village]()
$400Ks
- $500Ks
Foxwood Village, Calverton, NY
Resale Only
|
55+ age-restricted
|
Built 1986 - 2007
|
294 homes
Want to learn more about 55+ rental communities in Simsbury?
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Questions? Call us:
(860) 784-7675
Download the Ultimate 55+ Homebuying Guide
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$600Ks
- $700Ks
Granite Woods, Middlebury, CT
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
24 homes
$600Ks
The Summit at Bethel, Bethel, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2021
|
235 homes
$500Ks
Evergreen, Cromwell, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
52 homes
$500Ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
108 homes
Want to learn more about 55+ communities in Simsbury?
55places can help!
Questions? Call us:
(860) 784-7675
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
$200Ks
- $400Ks
South Pond Village, Bloomfield, CT
Resale Only
|
55+ age-restricted
|
Built 1999 - 2005
|
151 homes
<$100k
The Atrium of Portland, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2004 - 2004
|
56 homes
$500Ks
- $600Ks
Autumn Estates, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 2011 - 2017
|
30 homes
$300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
92 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.
$200Ks
- $400Ks
Bartlett Hollow, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2015 - present
|
25 homes
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(860) 784-7675
$400Ks
- $700Ks
77 Sunset Lane, Ridgefield, CT
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
54 homes
$500Ks
- $800Ks
Fieldstone Village, Orange, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2018
|
142 homes
5 rating (3 reviews)
![Founders Ridge]()
$500Ks
- $600Ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 homes
Want to learn more about 55+ communities in Simsbury?
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Questions? Call us:
(860) 784-7675
$600Ks
- $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2016
|
182 homes
New
Heritage Hills
![744 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,525 sq ft
|Condo
744 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 949289 • Coldwell Banker Realty, Patricia Mai...
New
Heritage Hills
![578 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|2 baths
|967 sq ft
|Condo
578 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 950188 • Houlihan Lawrence Inc., Harding Maso...
New
Leisure Glen
![77 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 952676 • Signature Premier Properties, Lisa M...
New
The Village at Oxford Greens
![301 FAIRWAY DR # 301, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|2 baths
|2,080 sq ft
|Condo
301 FAIRWAY DR # 301, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24151318 • Coldwell Banker Realty, Carl Deman...
New
Granite Woods
![35 NUTMEG RD D1, MIDDLEBURY, CT, 06762, Middlebury, CT 06762]()
1 beds
|1 baths
|889 sq ft
|Condo
35 NUTMEG RD D1, MIDDLEBURY, CT, 06762
Community: Granite Woods
MLS 24150979 • Showcase Realty, Inc., Karen Stanc...
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New
Oronoque Village
![635 NORTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,454 sq ft
|Condo
635 NORTH TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24148329 • Coldwell Banker Realty, Wendy Barr...
New
Heritage Hills
![656 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,296 sq ft
|Condo
656 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
MLS 950592 • Houlihan Lawrence Inc., Donna O'Conn...
New
Heritage Village
![73 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
73 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24150969 • RE/MAX Right Choice, Kimberly Came...
New
The Village at Oxford Greens
![607 CHAMPIONSHIP DR # 607, OXFORD, CT, 0..., Oxford, CT 06478]()
3 beds
|3 baths
|2,731 sq ft
|Condo
607 CHAMPIONSHIP DR # 607, OXFORD, CT, 0...
Community: The Village at Oxford Greens
MLS 24150582 • Coldwell Banker Realty, Stephanie ...
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.
Heritage Village
![198 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
198 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24149422 • Coldwell Banker Realty, James Wood
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Summit at Bethel
![12 BRIAR RIDGE DR # 12, BETHEL, CT, 0680..., Bethel, CT 06801]()
2 beds
|3 baths
|2,023 sq ft
|Condo
12 BRIAR RIDGE DR # 12, BETHEL, CT, 0680...
Community: The Summit at Bethel
MLS 24149812 • Cheryl Scott-Daniels Realty, Chery...
Oronoque Village
![13 ALGONQUIN LN C, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,330 sq ft
|Condo
13 ALGONQUIN LN C, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24150570 • William Raveis Real Estate, Marta ...
Heritage Village
![595 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
595 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24149941 • Berkshire Hathaway NE Prop., Bonni...
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Harmony Place
![20 FIDELITY DR # 10, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
20 FIDELITY DR # 10, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73470793 • Harbor Classic Realty, Karin Ander...
Heritage Hills
![140 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,689 sq ft
|Condo
140 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 947181 • Houlihan Lawrence Inc., Harding Maso...
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The Village at Oxford Greens
![185 COUNTRY CLUB DR # 185, OXFORD, CT, 0..., Oxford, CT 06478]()
3 beds
|3 baths
|2,595 sq ft
|Condo
185 COUNTRY CLUB DR # 185, OXFORD, CT, 0...
Community: The Village at Oxford Greens
MLS 24150423 • Coldwell Banker Realty, Joseph Pau...
Heritage Village
![423 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
423 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24147877 • KEY Real Estate Services LLC, Oliv...
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.
Oronoque Village
![315 NAVAJO LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,590 sq ft
|Condo
315 NAVAJO LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24148423 • eXp Realty, Tracey Jefferson
Leisure Village
![278 BERWICK CT UNIT B B, RIDGE, NY, 1196..., Ridge, NY 11961]()
2 beds
|1 baths
|875 sq ft
|Condo
278 BERWICK CT UNIT B B, RIDGE, NY, 1196...
Community: Leisure Village
MLS 953317 • Leisure Living Realty Inc, Laura Ruh...
Heritage Village
![813 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
813 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24149937 • Berkshire Hathaway NE Prop., Bonni...
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Regency at Woodbridge
![3 EDGEWOOD WAY # 26, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525]()
3 beds
|3 baths
|Condo
3 EDGEWOOD WAY # 26, WOODBRIDGE, CT, 065...
Community: Regency at Woodbridge
MLS 24149912 • Thomas Jacovino, Kathy Childs
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Regency at Woodbridge
![5 WHISPER RIDGE WAY # 49, WOODBRIDGE, CT..., Woodbridge, CT 06525]()
3 beds
|3 baths
|Condo
5 WHISPER RIDGE WAY # 49, WOODBRIDGE, CT...
Community: Regency at Woodbridge
MLS 24149933 • Thomas Jacovino, Kathy Childs
Regency at Woodbridge
![5 EDGEWOOD WAY # 25, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525]()
3 beds
|3 baths
|Condo
5 EDGEWOOD WAY # 25, WOODBRIDGE, CT, 065...
Community: Regency at Woodbridge
MLS 24149897 • Thomas Jacovino, Kathy Childs
Heritage Village
![405 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
405 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24149715 • Mapleridge Realty, Tommy Dorso
Leisure Village
![418 WEYMOUTH CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,036 sq ft
|Condo
418 WEYMOUTH CT B, RIDGE, NY, 11961
Community: Leisure Village
MLS 953029 • Signature Premier Properties, Adela ...
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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.
Oronoque Village
![446 HAMMERSTONE LN B, STRATFORD, CT, 066..., Stratford, CT 06614]()
3 beds
|3 baths
|1,426 sq ft
|Condo
446 HAMMERSTONE LN B, STRATFORD, CT, 066...
Community: Oronoque Village
MLS 24147937 • Realty ONE Group Connect, Monica O...
Heritage Hills
![182 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,205 sq ft
|Condo
182 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 949573 • Coldwell Banker Realty, Natasha Pazd...
Oronoque Village
![151 SOUTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,426 sq ft
|Condo
151 SOUTH TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24149480 • William Pitt Sotheby's Int'l, Erik...
Spring Lake Village
![811 VILLAGE RD # 811, SOUTHINGTON, CT, 0..., Southington, CT 06489]()
2 beds
|3 baths
|1,550 sq ft
|Condo
811 VILLAGE RD # 811, SOUTHINGTON, CT, 0...
Community: Spring Lake Village
MLS 24147874 • Coldwell Banker Realty, Elizabeth ...
The Retreat at Carmel
![4 FROST CT, CARMEL, NY, 10512, Carmel, NY 10512]()
2 beds
|3 baths
|2,035 sq ft
|Condo
4 FROST CT, CARMEL, NY, 10512
Community: The Retreat at Carmel
MLS 952020 • RE/MAX Town & Country, Susan Wynne
Want to learn more about 55+ communities in Simsbury?
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Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Heritage Village
![761 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,063 sq ft
|Condo
761 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24149158 • BHGRE Gaetano Marra Homes, Stephan...
Liberty at Newtown
![79 SUZIE DR # 79, NEWTOWN, CT, 06470, Newtown, CT 06470]()
2 beds
|3 baths
|2,317 sq ft
|Condo
79 SUZIE DR # 79, NEWTOWN, CT, 06470
Community: Liberty at Newtown
MLS 24148521 • Coldwell Banker Realty, Richelle W...
Stoneleigh Woods at Riverhead
![23 GOOSE NECK LN, RIVERHEAD, NY, 11901, Riverhead, NY 11901]()
2 beds
|3 baths
|1,631 sq ft
|Condo
23 GOOSE NECK LN, RIVERHEAD, NY, 11901
Community: Stoneleigh Woods at Riverhead
MLS 952233 • Daniel Gale Sothebys Intl Rlty, Deni...
Harmony Place
![18 FIDELITY DR # 9, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
18 FIDELITY DR # 9, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73468916 • Harbor Classic Realty, Karin Ander...
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.
Harmony Place
![212 FIDELITY DR 83, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
212 FIDELITY DR 83, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73468911 • Harbor Classic Realty, Karin Ander...
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Leisure Glen
![10 OAKDALE CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 950788 • Signature Premier Properties, Mildre...
Heritage Village
![891 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
891 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24148954 • ASJ Realty Partners, JaKeith Actio...
Rivington
![184 WARRINGTON ROUND # 184, DANBURY, CT,..., Danbury, CT 06810]()
3 beds
|3 baths
|1,600 sq ft
|Condo
184 WARRINGTON ROUND # 184, DANBURY, CT,...
Community: Rivington
MLS 24149142 • Independent Realty Group, Chris Ro...
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Oronoque Village
![195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,575 sq ft
|Condo
195 BAYFIELD LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24149127 • Property Choices Real Estate, Paul...
Leisure Village
![128 EXMORE CT UNIT D, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,278 sq ft
|Condo
128 EXMORE CT UNIT D, RIDGE, NY, 11961
Community: Leisure Village
MLS 951533 • Coldwell Banker American Homes, Davi...
Frequently Asked Questions
In Simsbury, there are no large communities, no medium communities, and 3 small communities with less than 500 homes.
The smallest 55+ communities in Simsbury has 37 homes, the largest has 182 homes, and the average communities consists of 95 homes.
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.
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.
Want more information about active adult communities around Simsbury?
Want to learn more about 55+ communities in Simsbury?
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© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jan 29, 2026.
This application does not include information on all of the properties available for sale at this time.
