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Milford, CT 55+ active adult communities & homes for sale - Page 4
139 communities near Milford
245 homes near Milford
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$400Ks
- $600Ks
Billingsgate, Simsbury, CT
Resale Only
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55+ age-restricted
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Built 2003 - 2006
|
37 homes
$300Ks
- $400Ks
Bidwell Village, Coventry, CT
New Construction
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55+ age-restricted
|
Built 2020 - present
|
37 homes
$500Ks
- $600Ks
Eden Park, Clarkstown, NY
Resale Only
|
55+ age-restricted
|
Built 2011 - 2011
|
34 homes
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$400Ks
- $500Ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only
|
55+ age-restricted
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Built 2004 - 2015
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33 homes
$700Ks
- $3Ms
Knickerbocker Bay Club, Port Washington, NY
New and Resale
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55+ age-restricted
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Built 2014 - present
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32 homes
$1Ms
Jessup's Landing, Quogue, NY
New and Resale
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55+ age-restricted
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Built 2009 - 2016
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31 homes
$200Ks
- $400Ks
Oak Meadow Estates, Torrington, CT
New and Resale
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55+ age-restricted
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Built 2013 - present
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31 homes
$200Ks
- $500Ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
30 homes
Download the Ultimate 55+ Homebuying Guide
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$500Ks
- $600Ks
Autumn Estates, Farmington, CT
Resale Only
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55+ age-restricted
|
Built 2011 - 2017
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30 homes
$200Ks
- $400Ks
Bartlett Hollow, Middletown, CT
New Construction
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55+ age-restricted
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Built 2015 - present
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25 homes
$400Ks
RiverBend Estates, Oxford, CT
New and Resale
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55+ age-restricted
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Built 2012 - present
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25 homes
$600Ks
- $700Ks
Granite Woods, Middlebury, CT
New Construction
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55+ age-restricted
|
Built 2020 - present
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24 homes
$400Ks
- $500Ks
The Pines at Bohemia, Bohemia, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
20 homes
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$300Ks
- $400Ks
Summer Wind Estates, North Haven, CT
New Construction
|
55+ age-restricted
|
Built 2015 - present
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18 homes
$500Ks
- $600Ks
Park Glen, New Milford, CT
Resale Only
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55+ age-restricted
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Built 2006 - 2015
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17 homes
$300Ks
- $400Ks
Newington Ridge Preserve, Newington, CT
New Construction
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55+ age-restricted
|
Built 2014 - present
|
16 homes
New
Oronoque Village
![133 BANNOCK LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,438 sq ft
|Condo
133 BANNOCK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24142372 • Coldwell Banker Realty, Mark Pires
Heritage Village
![966 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
966 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24130575 • Berkshire Hathaway NE Prop., Bonni...
Heritage Village
![876 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
876 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24139573 • William Raveis Real Estate, Ruth Z...
New
Rivington
![1 RIVINGTON WAY UNIT 201, DANBURY, CT, 0..., Danbury, CT 06810]()
2 beds
|2 baths
|1,229 sq ft
|Condo
1 RIVINGTON WAY UNIT 201, DANBURY, CT, 0...
Community: Rivington
MLS 24141740 • Scalzo Real Estate, Adrienne Qui
Oronoque Village
![736 QUINNIPIAC LN B, STRATFORD, CT, 0661..., Stratford, CT 06614]()
1 beds
|3 baths
|1,426 sq ft
|Condo
736 QUINNIPIAC LN B, STRATFORD, CT, 0661...
Community: Oronoque Village
MLS 24127108 • Coldwell Banker Realty, Larry Vecc...
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Evergreen
![34 WOODSBORO CIR # 34, CROMWELL, CT, 064..., Cromwell, CT 06416]()
2 beds
|2 baths
|1,758 sq ft
|Condo
34 WOODSBORO CIR # 34, CROMWELL, CT, 064...
Community: Evergreen
MLS 24134359 • Century 21 North East, Joselyn Val...
New
Heritage Village
![953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24142233 • Realty ONE Group Connect, Paul Duh
Chatfield Farms
![18 FIELDSTONE LN # 18, BEACON FALLS, CT,..., Beacon Falls, CT 06403]()
2 beds
|3 baths
|2,719 sq ft
18 FIELDSTONE LN # 18, BEACON FALLS, CT,...
Community: Chatfield Farms
MLS 24120361 • Drakeley Real Estate, Inc., Joyce ...
Heritage Village
![98 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
98 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24136331 • Keller Williams Realty, Lou Capell...
Oronoque Village
![664 OSAGE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,438 sq ft
|Condo
664 OSAGE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24128102 • William Pitt Sotheby's Int'l, Lind...
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.
Newtown Woods
![603 BROOKSIDE CT # 603, NEWTOWN, CT, 064..., Newtown, CT 06470]()
2 beds
|2 baths
|1,504 sq ft
|Condo
603 BROOKSIDE CT # 603, NEWTOWN, CT, 064...
Community: Newtown Woods
MLS 24120267 • Coldwell Banker Realty, Pete Gille...
Newtown Woods
![433 BROOKSIDE CT 433, NEWTOWN, CT, 06470, Newtown, CT 06470]()
2 beds
|2 baths
|1,504 sq ft
|Condo
433 BROOKSIDE CT 433, NEWTOWN, CT, 06470
Community: Newtown Woods
MLS 24139490 • Coldwell Banker Realty, Linda McCa...
New
The Village at Buckingham
![8 KENINGTON RD # 8, AVON, CT, 06001, Avon, CT 06001]()
3 beds
|3 baths
|2,430 sq ft
|Condo
8 KENINGTON RD # 8, AVON, CT, 06001
Community: The Village at Buckingham
MLS 24142060 • Berkshire Hathaway NE Prop., Becky...
Heritage Village
![123 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
123 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24117957 • Independent Realty Group, Tammi Li...
Heritage Village
![862 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
862 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24135625 • Joseph Bette REALTORS Inc, Frank C...
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Oronoque Village
![35 ALGONQUIN LN D, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|2 baths
|1,300 sq ft
|Condo
35 ALGONQUIN LN D, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24139996 • Fidelity Real Estate, David Collin...
Heritage Village
![60 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
60 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24137022 • William Raveis Real Estate, Ruth Z...
Heritage Village
![701 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
701 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24137961 • Coldwell Banker Realty, Claudia Fo...
Spring Lake Village
![373 LAKEVIEW DR # 373, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|2 baths
|1,188 sq ft
|Condo
373 LAKEVIEW DR # 373, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24138533 • Stacy Blake Realty LLC, Linda Faga...
Heritage Village
![73 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
73 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24135925 • Berkshire Hathaway NE Prop., Maria...
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
![740 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
740 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24116195 • William Raveis Real Estate, Daniel...
Oronoque Village
![164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,175 sq ft
|Condo
164 BISON LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24139444 • Stacy Blake Realty LLC, Celina Cuo...
Heritage Village
![723 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
723 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24140497 • Berkshire Hathaway NE Prop., Maria...
Heritage Village
![44 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,308 sq ft
|Condo
44 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24135482 • Joseph Bette REALTORS Inc, Deborah...
Oronoque Village
![488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,438 sq ft
|Condo
488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24134368 • Higgins Group Real Estate, Carmen ...
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Oronoque Village
![87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,454 sq ft
|Condo
87 CREEK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24140020 • Oronoque Real Estate, Monica Dalto...
Regency at Woodbridge
![21 HERITAGE LN # 60, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525]()
3 beds
|3 baths
|Condo
21 HERITAGE LN # 60, WOODBRIDGE, CT, 065...
Community: Regency at Woodbridge
MLS 24136335 • Thomas Jacovino, Kathy Childs
Heritage Village
![865 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
865 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24138526 • Showcase Realty, Inc., Gregory Bal...
Heritage Village
![623 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
623 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24125367 • Showcase Realty, Inc., Jeff Colt
Heritage Village
![568A HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
568A HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24129707 • Showcase Realty, Inc., Jeff Colt
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
![39 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
39 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24139075 • William Raveis Real Estate, Ruth Z...
The Village at Oxford Greens
![413 MULLIGAN DR # 413, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|2 baths
|1,590 sq ft
|Condo
413 MULLIGAN DR # 413, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24137079 • William Raveis Real Estate, Alexa ...
Heritage Village
![859 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
859 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24116487 • Litchfield County Real Estate, Cou...
Gloria Commons
![10 LUCIUS CT # 10, MILFORD, CT, 06461, Milford, CT 06461]()
2 beds
|3 baths
|2,061 sq ft
|Condo
10 LUCIUS CT # 10, MILFORD, CT, 06461
Community: Gloria Commons
MLS 24125515 • Preston Gray Real Estate, Katie Da...
Oronoque Village
![289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,620 sq ft
|Condo
289 AGAWAM DR B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24138784 • Oronoque Real Estate, Monica Dalto...
Want to learn more about 55+ communities in Milford?
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Questions? Call us:
(475) 271-1803
Spring Lake Village
![85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0..., Southington, CT 06489]()
1 beds
|2 baths
|1,028 sq ft
|Condo
85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0...
Community: Spring Lake Village
MLS 24138605 • Century 21 AllPoints Realty, Jill ...
Spring Lake Village
![1 COACH DR # 1, SOUTHINGTON, CT, 06489, Southington, CT 06489]()
2 beds
|2 baths
|1,323 sq ft
|Condo
1 COACH DR # 1, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
MLS 24130878 • eXp Realty, Inez St. James
Oronoque Village
![516 OPA LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|2 baths
|1,426 sq ft
|Condo
516 OPA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24139775 • Oronoque Real Estate, Monica Dalto...
Newbury Village
![21 GREAT HERON LN # 21, BROOKFIELD, CT, ..., Brookfield, CT 06804]()
3 beds
|4 baths
|2,644 sq ft
|Condo
21 GREAT HERON LN # 21, BROOKFIELD, CT, ...
Community: Newbury Village
MLS 24111396 • William Pitt Sotheby's Int'l, Kell...
Oronoque Village
![375 PIUTE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,550 sq ft
|Condo
375 PIUTE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24134355 • BHGRE Gaetano Marra Homes, Daniell...
Frequently Asked Questions
In Milford, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in Milford has 50 homes, the largest has 82 homes, and the average communities consists of 66 homes.
No, there are no gated 55+ communities in Milford.
On average, listings in 55+ communities in Milford stay on the market for around 5 days. The average price of homes for sale in these communities is approximately $567,810, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Baldwin Station average around $649,900, while homes in Gloria Commons average around $485,720.
Want more information about active adult communities around Milford?
Want to learn more about 55+ communities in Milford?
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© 2025 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: Nov 28, 2025.
This application does not include information on all of the properties available for sale at this time.
