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Simsbury, CT 55+ active adult communities & homes for sale - Page 2
85 communities near Simsbury
164 homes 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
$100ks
- $300ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
|
1,500 homes
3 rating (2 reviews)
![Heritage Hills]()
$400ks
- $1Ms
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1974 - 2006
|
2,600 homes
$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
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$200ks
- $400ks
Leisure Knoll, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1982
|
701 homes
$300ks
- $800ks
The Retreat at Carmel, Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
312 homes
$400ks
- $500ks
Harmony Place, Rutland, MA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
142 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.
$100ks
- $200ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
|
640 homes
$400ks
- $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
835 homes
$300ks
- $900ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
4.9 rating (14 reviews)
![Chatfield Farms]()
$400ks
- $700ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
231 homes
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5 rating (1 reviews)
![Newtown Woods]()
$300ks
- $500ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 homes
$300ks
- $400ks
Leisure Glen, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 2010
|
646 homes
$500ks
- $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
70 homes
$400ks
- $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 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.
$300ks
- $400ks
South Pond Village, Bloomfield, CT
Resale Only
|
55+ age-restricted
|
Built 1999 - 2005
|
151 homes
$300ks
- $500ks
Park Glen, New Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2015
|
17 homes
$500ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
85 homes
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(860) 784-7675
$300ks
- $400ks
Liberty at Newtown, Newtown, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
96 homes
$200ks
- $300ks
Villas at Seminary Hill, Carmel, NY
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
50 homes
3.5 rating (2 reviews)
![Foxwood Village]()
$200ks
- $400ks
Foxwood Village, Calverton, NY
Resale Only
|
55+ age-restricted
|
Built 1986 - 2007
|
294 homes
$300ks
- $400ks
Bartlett Hill, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2011
|
82 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
- $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 1974 - 1985
|
226 homes
$600ks
- $700ks
Granite Woods, Middlebury, CT
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
24 homes
$200ks
- $300ks
Oak Meadow Estates, Torrington, CT
New and Resale
|
55+ age-restricted
|
Built 2013 - present
|
31 homes
$300ks
- $400ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
$400ks
- $500ks
Evergreen, Cromwell, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
52 homes
Want to learn more about 55+ communities in Simsbury?
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Questions? Call us:
(860) 784-7675
$300ks
- $400ks
Meadow Brook Estates, Oxford, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2020
|
246 homes
$200ks
- $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
108 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
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.
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
92 homes
$200ks
- $400ks
Bartlett Hollow, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2015 - present
|
25 homes
$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
Want to learn more about 55+ communities in Simsbury?
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Questions? Call us:
(860) 784-7675
5 rating (3 reviews)
![Founders Ridge]()
$300ks
- $400ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 homes
Heritage Village
![419 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
419 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24152323 • Berkshire Hathaway NE Prop., Jesse...
Leisure Village
![230 BLACKPOOL CT A, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|836 sq ft
|Condo
230 BLACKPOOL CT A, RIDGE, NY, 11961
Community: Leisure Village
MLS 958476 • Aliano Real Estate, Nicholas R. Alia...
Overlook
![3014 EASTVIEW LN # 110, CARMEL, NY, 1051..., Carmel, NY 10512]()
2 beds
|3 baths
|2,466 sq ft
|Condo
3014 EASTVIEW LN # 110, CARMEL, NY, 1051...
Community: Overlook
MLS 959114 • Toll Brothers Real Estate Inc., Thom...
Meadow Brook Estates
![215 MEADOW BROOK RD # 215, OXFORD, CT, 0..., Oxford, CT 06478]()
3 beds
|3 baths
|2,207 sq ft
|Condo
215 MEADOW BROOK RD # 215, OXFORD, CT, 0...
Community: Meadow Brook Estates
MLS 24152665 • William Pitt Sotheby's Int'l, Erik...
Leisure Village
![406 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961]()
1 beds
|1 baths
|704 sq ft
|Condo
406 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
MLS 957458 • Signature Premier Properties, Bryn G...
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Long Hill Village
![71 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611]()
1 beds
|3 baths
|1,370 sq ft
|Condo
71 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill Village
MLS 24152135 • Higgins Group Real Estate, Fredda ...
Leisure Knoll
![190 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|913 sq ft
|House
190 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
MLS 958383 • Frontline Realty Group LLC, Nicholas...
Heritage Village
![915 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
915 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24148897 • LPT Realty, Jessica Boswell
Heritage Village
![745 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
745 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24146008 • West View Properties, LLC, Kara Re...
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
![445 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,620 sq ft
|Condo
445 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24152048 • Berkshire Hathaway NE Prop., Jacqu...
Heritage Village
![968 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,071 sq ft
|Condo
968 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24151781 • Century 21 Bette Real Estate, Debo...
Leisure Knoll
![475 STRATFORD LN, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 953068 • Signature Premier Properties, Keith ...
Chatfield Farms
![9 LAKEVIEW RISE 9, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403]()
2 beds
|3 baths
|1,700 sq ft
|Condo
9 LAKEVIEW RISE 9, BEACON FALLS, CT, 064...
Community: Chatfield Farms
MLS 24150590 • Calcagni Real Estate, Irma Nesson
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South Pond Village
![162 THISTLE POND DR 162, BLOOMFIELD, CT,..., Bloomfield, CT 06002]()
2 beds
|2 baths
|1,341 sq ft
|Condo
162 THISTLE POND DR 162, BLOOMFIELD, CT,...
Community: South Pond Village
MLS 24151340 • Hill Top Real Estate, LLC, Craig I...
The Retreat at Carmel
![18 WHEELER CT, CARMEL, NY, 10512, Carmel, NY 10512]()
2 beds
|3 baths
|2,035 sq ft
|Condo
18 WHEELER CT, CARMEL, NY, 10512
Community: The Retreat at Carmel
MLS 953121 • Keller Williams Realty Partner, Rand...
The Village at Oxford Greens
![117 COUNTRY CLUB DR 117, OXFORD, CT, 064..., Oxford, CT 06478]()
3 beds
|3 baths
|2,666 sq ft
117 COUNTRY CLUB DR 117, OXFORD, CT, 064...
Community: The Village at Oxford Greens
MLS 24151623 • Real Estate Two, Karen Berwick
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...
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.
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...
Oronoque Village
![635 N TRL B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,454 sq ft
|Condo
635 N TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24148329 • Coldwell Banker Realty, Wendy Barr...
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...
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 ...
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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
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 ...
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...
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 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...
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...
The Village at Oxford Greens
![185 COUNTRY CLUB DR 185, OXFORD, CT, 064..., Oxford, CT 06478]()
3 beds
|3 baths
|2,595 sq ft
185 COUNTRY CLUB DR 185, OXFORD, CT, 064...
Community: The Village at Oxford Greens
MLS 24148602 • 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...
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...
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(860) 784-7675
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
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
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, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|1,036 sq ft
|Condo
418 WEYMOUTH CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 953029 • Signature Premier Properties, Adela ...
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 S TRL B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,426 sq ft
|Condo
151 S TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24149480 • William Pitt Sotheby's Int'l, Erik...
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
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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...
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: Feb 24, 2026.
This application does not include information on all of the properties available for sale at this time.
