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Simsbury, CT 55+ active adult communities & homes for sale - Page 3
86 communities near Simsbury
190 homes near Simsbury
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$300ks
- $400ks
The Village at Buckingham, Avon, CT
Resale Only
|
55+ age-restricted
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Built 2002 - 2006
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56 homes
3.5 rating (2 reviews)
![Harvest Pointe]()
$800ks
- $3Ms
Harvest Pointe, Cutchogue, NY
New Construction
|
55+ age-restricted
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Built 2017 - present
|
124 homes
$400ks
- $500ks
Founders Village, Southold, NY
Resale Only
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55+ age-restricted
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Built 1981 - 1985
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92 homes
$500ks
- $800ks
Fieldstone Village, Orange, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2018
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142 homes
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
99 homes
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1 rating (1 reviews)
![Beckley Farms]()
$300ks
- $400ks
Beckley Farms, Berlin, CT
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
170 homes
Download the Ultimate 55+ Homebuying Guide
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Heritage Village
![345 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
345 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24196164 • Keller Williams Realty, Marvin Ben... • Keller Williams Realty
Glenwood Village
![1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,624 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 1011541 • Gateway to The Hamptons R E, Vivian... • Gateway to The Hamptons R E
New
Heritage Village
![643 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
643 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24196891 • William Raveis Real Estate, Ruth Z... • William Raveis Real Estate
New
Autumn Fields
![37 QUAIL HOLW 37, ENFIELD, CT, 06082, Enfield, CT 06082]()
2 beds
|3 baths
|1,679 sq ft
|Condo
37 QUAIL HOLW 37, ENFIELD, CT, 06082
Community: Autumn Fields
MLS 24196610 • Lamacchia Realty, Hayley Talbot • Lamacchia Realty
New
Leisure Glen
![276 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
MLS 1035207 • Signature Premier Properties, Jenni... • Signature Premier Properties
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New
Glenwood Village
![1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,036 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 1035236 • Douglas Elliman Real Estate, Kim S.... • Douglas Elliman Real Estate
New
Rivington
![215 CENTER MEADOW LN 215, DANBURY, CT, 0..., Danbury, CT 06810]()
2 beds
|2 baths
|1,258 sq ft
|Condo
215 CENTER MEADOW LN 215, DANBURY, CT, 0...
Community: Rivington
MLS 24196346 • Coldwell Banker Realty, Antonio Za... • Coldwell Banker Realty
New
Heritage Village
![4 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
4 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24196977 • Berkshire Hathaway NE Prop., Jacqu... • Berkshire Hathaway NE Prop.
New
Leisure Village
![404 WOODBRIDGE DR D, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961]()
2 beds
|1 baths
|874 sq ft
|Condo
404 WOODBRIDGE DR D, BROOKHAVEN, NY, 119...
Community: Leisure Village
MLS 1035026 • Coldwell Banker M&D Good Life, Mich... • Coldwell Banker M&D Good Life
New
Leisure Knoll
![7 AVON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
MLS 1034719 • Blue Island Homes NY LLC, Scott A. ... • Blue Island Homes NY LLC
Download the Ultimate 55+ Homebuying Guide
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New
Leisure Knoll
![545 STRATFORD LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|2 baths
|1,172 sq ft
|Condo
545 STRATFORD LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
MLS 1030687 • Leisure Living Realty Inc, Paulina ... • Leisure Living Realty Inc
New
Overlook
![2040 SUMMIT LOOP 57, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 1034928 • Toll Brothers Real Estate Inc., Tho... • Toll Brothers Real Estate Inc.
New
Leisure Knoll
![254 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|1,020 sq ft
|Condo
254 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
MLS 1034129 • Howard Hanna Coach, Dana Murillo-Ro... • Howard Hanna Coach
New
Regency at Woodbridge
![27 HERITAGE LN, WOODBRIDGE, CT, 06525, Woodbridge, CT 06525]()
MLS 24196535 • Houlihan Lawrence WD, Laura Hart • Houlihan Lawrence WD
New
Heritage Hills
![813 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,663 sq ft
|Condo
813 HERITAGE HLS, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1034338 • Coldwell Banker Realty, Hope Ross M... • Coldwell Banker Realty
New
The Village at Oxford Greens
![1159 ST ANDREWS DR 90, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|1,955 sq ft
|Condo
1159 ST ANDREWS DR 90, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24196547 • EG Group Realty LLC, Michael Helmu... • EG Group Realty LLC
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New
Fairview at Oxford Greens
![1159 ST ANDREWS DR 90, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|1,955 sq ft
|Condo
1159 ST ANDREWS DR 90, OXFORD, CT, 06478
Community: Fairview at Oxford Greens
MLS 24196547 • EG Group Realty LLC, Michael Helmu... • EG Group Realty LLC
New
Fieldstone Village
![101 SUNRISE HILL CIR 101, ORANGE, CT, 06..., Orange, CT 06477]()
2 beds
|3 baths
|2,350 sq ft
|Condo
101 SUNRISE HILL CIR 101, ORANGE, CT, 06...
Community: Fieldstone Village
MLS 24193274 • Coldwell Banker Realty, Nick Mastr... • Coldwell Banker Realty
New
Sonoma Woods
![52 SONOMA LN 52, MIDDLETOWN, CT, 06457, Middletown, CT 06457]()
3 beds
|3 baths
|1,996 sq ft
|Condo
52 SONOMA LN 52, MIDDLETOWN, CT, 06457
Community: Sonoma Woods
MLS 24196378 • Berkshire Hathaway NE Prop., Mark ... • Berkshire Hathaway NE Prop.
New
Glenwood Village
![1661 OLD COUNTRY RD 377, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
3 beds
|2 baths
|1,317 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 377, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 1033380 • Daniel Gale Sothebys Intl Rlty, Rob... • Daniel Gale Sothebys Intl Rlty
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
![21 FIDELITY DR 73, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
21 FIDELITY DR 73, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73557945 • Harbor Classic Realty, Karin Ander... • Harbor Classic Realty
Harmony Place
![23 FIDELITY DR 74, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
23 FIDELITY DR 74, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73557946 • Harbor Classic Realty, Karin Ander... • Harbor Classic Realty
Harmony Place
![19 FIDELITY DR 72, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
19 FIDELITY DR 72, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73557939 • Harbor Classic Realty, Karin Ander... • Harbor Classic Realty
Harmony Place
![17 FIDELITY DR 71, RUTLAND, MA, 01543, Rutland, MA 01543]()
2 beds
|2 baths
|1,582 sq ft
|Condo
17 FIDELITY DR 71, RUTLAND, MA, 01543
Community: Harmony Place
MLS 73557931 • Harbor Classic Realty, Karin Ander... • Harbor Classic Realty
Leisure Village
![232 BLACKPOOL CT F, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961]()
2 beds
|1 baths
|875 sq ft
|Condo
232 BLACKPOOL CT F, BROOKHAVEN, NY, 1196...
Community: Leisure Village
MLS 1033530 • Coldwell Banker American Homes, Kat... • Coldwell Banker American Homes
Woodridge Strathmore Terrace
![18 CHIPPENDALE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766]()
2 beds
|2 baths
|1,240 sq ft
|Condo
18 CHIPPENDALE DR, BROOKHAVEN, NY, 11766
Community: Woodridge Strathmore Terrace
MLS 1032395 • Howard Hanna Coach, Linda Stowell • Howard Hanna Coach
The Retreat at Carmel
![8 ATKINS CT, CARMEL, NY, 10512, Carmel, NY 10512]()
2 beds
|3 baths
|2,148 sq ft
|Condo
8 ATKINS CT, CARMEL, NY, 10512
Community: The Retreat at Carmel
MLS 1021855 • RE/MAX Classic Realty, Pamela Carin... • RE/MAX Classic Realty
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Leisure Glen
![29 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
MLS 1032655 • Island Advantage Realty LLC, Todd A... • Island Advantage Realty LLC
Spring Lake Village
![142 TIMBER RDG 142, SOUTHINGTON, CT, 064..., Southington, CT 06489]()
2 beds
|3 baths
|1,601 sq ft
|Condo
142 TIMBER RDG 142, SOUTHINGTON, CT, 064...
Community: Spring Lake Village
MLS 24195890 • Century 21 AllPoints Realty, Betty... • Century 21 AllPoints Realty
Heritage Village
![399 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
399 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24194613 • Berkshire Hathaway NE Prop., Bonni... • Berkshire Hathaway NE Prop.
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.
Chatfield Farms
![6 WOODLAND PATH 6, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403]()
3 beds
|4 baths
|2,600 sq ft
|Condo
6 WOODLAND PATH 6, BEACON FALLS, CT, 064...
Community: Chatfield Farms
MLS 24194538 • William Raveis Real Estate, Nancy ... • William Raveis Real Estate
Leisure Village
![179 VENTRY CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|1,085 sq ft
|Condo
179 VENTRY CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 1030417 • Frontline Realty Group LLC, James B... • Frontline Realty Group LLC
Heritage Hills
![493 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,470 sq ft
|Condo
493 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1024568 • BHHS Hudson Valley Properties, Bonn... • BHHS Hudson Valley Properties
Glenwood Village
![1661 OLD COUNTRY RD 189, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,036 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 189, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 1032547 • Signature Premier Properties, Noree... • Signature Premier Properties
Heritage Village
![1003 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
1003 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24194571 • Coldwell Banker Realty, Maryanne B... • Coldwell Banker Realty
Spring Lake Village
![253 CARRIAGE DR 253, SOUTHINGTON, CT, 06..., Southington, CT 06489]()
2 beds
|2 baths
|1,152 sq ft
|Condo
253 CARRIAGE DR 253, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
MLS 24195317 • William Pitt Sotheby's Int'l, Kate... • William Pitt Sotheby's Int'l
Heritage Hills
![456 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,470 sq ft
|Condo
456 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1030604 • Houlihan Lawrence Inc., Christine M... • Houlihan Lawrence Inc.
Oronoque Village
![585 PEQUOT LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,583 sq ft
|Condo
585 PEQUOT LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24195116 • Serhant Connecticut, LLC, Carmen D... • Serhant Connecticut, LLC
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Liberty at Newtown
![16 FRANKLIN CT 16, NEWTOWN, CT, 06470, Newtown, CT 06470]()
2 beds
|3 baths
|1,940 sq ft
|Condo
16 FRANKLIN CT 16, NEWTOWN, CT, 06470
Community: Liberty at Newtown
MLS 24194026 • Blackstone Properties of CT, Annma... • Blackstone Properties of CT
Oronoque Village
![632A OLD KNIFE LN 632A, STRATFORD, CT, 0..., Stratford, CT 06614]()
2 beds
|3 baths
|1,876 sq ft
|Condo
632A OLD KNIFE LN 632A, STRATFORD, CT, 0...
Community: Oronoque Village
MLS 24194643 • William Pitt Sotheby's Int'l, Lind... • William Pitt Sotheby's Int'l
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.
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 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?
Want to learn more about 55+ communities in 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.
© 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: Aug 07, 2026.
This application does not include information on all of the properties available for sale at this time.
