Call us at (860) 238-3620 to learn more about active adult communities near Winchester Area
Winchester Area, CT 55+ active adult communities & homes for sale
92 communities near Winchester Area
246 homes near Winchester Area
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![Clockmaker's Hill]()
$100Ks
- $100Ks
Clockmaker's Hill, Winsted, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2014
|
38 homes
No reviews yet
![Oak Meadow Estates]()
$200Ks
- $400Ks
Oak Meadow Estates, Torrington, CT
New and Resale
|
55+ age-restricted
|
Built 2013 - present
|
31 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]()
$100Ks
- $500Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
|
2,580 homes
No reviews yet
![Leisure Village]()
$200Ks
- $400Ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
|
1,500 homes
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No reviews yet
![Rivington]()
$400Ks
- $500Ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
4 rating (1 reviews)
![Jefferson Village]()
$200Ks
- $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only
|
55+ age-restricted
|
Built 1967 - 1982
|
1,000 homes
No reviews yet
![Oronoque Village]()
$300Ks
- $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
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.
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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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
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.
4.9 rating (14 reviews)
![Chatfield Farms]()
$500Ks
- $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
![Regency at Wappinger]()
$600Ks
- $700Ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only
|
55+ age-restricted
|
Built 2014 - 2020
|
225 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
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(860) 238-3620
5 rating (1 reviews)
![The Villages at Mount Sin...]()
$600Ks
- $700Ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2007
|
185 homes
No reviews yet
![The Powder Forest Homes]()
$600Ks
- $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2016
|
182 homes
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
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.
No reviews yet
![Regency at Fishkill]()
$400Ks
- $500Ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 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
![North Woods of Colchester]()
$500Ks
- $500Ks
North Woods of Colchester, Colchester, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
140 homes
Want to learn more about 55+ communities in Winchester Area?
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Questions? Call us:
(860) 238-3620
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
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
The Village at Oxford Greens
![1119 ST ANDREWS DR 44, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|2,454 sq ft
|Condo
1119 ST ANDREWS DR 44, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24134811 • EG Group Realty LLC, Shabnam Sadat
Oronoque Village
![543 NORTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,426 sq ft
|Condo
543 NORTH TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24130846 • William Pitt Sotheby's Int'l, Susa...
The Village at Oxford Greens
![1117 ST ANDREWS DR 43, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|2,536 sq ft
|Condo
1117 ST ANDREWS DR 43, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24134756 • EG Group Realty LLC, Shabnam Sadat
Fairview at Oxford Greens
![1117 ST ANDREWS DR 43, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|2,536 sq ft
|Condo
1117 ST ANDREWS DR 43, OXFORD, CT, 06478
Community: Fairview at Oxford Greens
MLS 24134756 • EG Group Realty LLC, Shabnam Sadat
Fairview at Oxford Greens
![1119 ST ANDREWS DR 44, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|2,454 sq ft
|Condo
1119 ST ANDREWS DR 44, OXFORD, CT, 06478
Community: Fairview at Oxford Greens
MLS 24134811 • EG Group Realty LLC, Shabnam Sadat
Want to learn more about 55+ communities in Winchester Area?
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Questions? Call us:
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The Village at Oxford Greens
![1121 ST ANDREWS DR 45, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|1,955 sq ft
|Condo
1121 ST ANDREWS DR 45, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24134816 • EG Group Realty LLC, Shabnam Sadat
New
Heritage Village
![563 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,308 sq ft
|Condo
563 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24134592 • William Raveis Real Estate, Ruth Z...
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 ...
Bidwell Village
![94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ..., Coventry, CT 06238]()
3 beds
|3 baths
|1,717 sq ft
94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ...
Community: Bidwell Village
MLS 24128107 • ERA Blanchard & Rossetto, Cheri Tr...
Forest Mews
![17 CHERRY TREE LN # 17, AVON, CT, 06001, Avon, CT 06001]()
3 beds
|3 baths
|2,069 sq ft
|Condo
17 CHERRY TREE LN # 17, AVON, CT, 06001
Community: Forest Mews
MLS 24123671 • Coldwell Banker Realty, Barbara Au...
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
![81 FIELDSTONE LN # 81, BEACON FALLS, CT,..., Beacon Falls, CT 06403]()
2 beds
|2 baths
|1,988 sq ft
|Condo
81 FIELDSTONE LN # 81, BEACON FALLS, CT,...
Community: Chatfield Farms
MLS 24133207 • Century 21 AllPoints Realty, Kim L...
Fairview at Oxford Greens
![1113 ST ANDREWS DR 17, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|2,454 sq ft
|Condo
1113 ST ANDREWS DR 17, OXFORD, CT, 06478
Community: Fairview at Oxford Greens
MLS 24134548 • EG Group Realty LLC, Shabnam Sadat
The Village at Oxford Greens
![1113 ST ANDREWS DR 17, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|2,454 sq ft
|Condo
1113 ST ANDREWS DR 17, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24134548 • EG Group Realty LLC, Shabnam Sadat
New
The Powder Forest Homes
![1 ASHTON CIR # 1, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
2 beds
|2 baths
|1,546 sq ft
1 ASHTON CIR # 1, SIMSBURY, CT, 06070
Community: The Powder Forest Homes
MLS 24135310 • Coldwell Banker Realty, Katie Fren...
Heritage Village
![1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24128891 • Coldwell Banker Realty, Demaree Co...
Want to learn more about 55+ communities in Winchester Area?
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Questions? Call us:
(860) 238-3620
Heritage Village
![1034 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
1034 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24132420 • Emerald Glen Associates, Wendy Kud...
New
Heritage Village
![214 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
214 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24135527 • Realty ONE Group Connect, Susan Ho...
Spring Lake Village
![492 CARRIAGE DR # 492, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|2 baths
|1,313 sq ft
|Condo
492 CARRIAGE DR # 492, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24127749 • Realty 3 CT, Diane Epps
New
Park Glen
![1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776, New Milford, CT 06776]()
2 beds
|2 baths
|1,880 sq ft
|Condo
1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776
Community: Park Glen
MLS 24135079 • W. Raveis Lifestyles Realty, Austi...
Heritage Village
![93 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
93 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24121696 • Coldwell Banker Realty, Dawn Hough
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.
Spring Lake Village
![18 COACH DR # 18, SOUTHINGTON, CT, 06489, Southington, CT 06489]()
2 beds
|2 baths
|1,178 sq ft
|Condo
18 COACH DR # 18, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
MLS 24121584 • Realty 3 CT, Shelly Meister Zamudi...
Heritage Village
![53 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
53 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24083817 • Joseph Bette REALTORS Inc, Cynthia...
Heritage Village
![103 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
103 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24135394 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![69 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
69 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24133619 • Joseph Bette REALTORS Inc, Justin ...
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 24119411 • Drakeley Real Estate, Inc., Timoth...
Want to learn more about 55+ communities in Winchester Area?
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(860) 238-3620
Heritage Village
![902 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
902 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24126334 • Joseph Bette REALTORS Inc, Justin ...
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 24127879 • Realty ONE Group Connect, Paul Duh
Regency at Prospect
![11 POPLAR DR # 11, PROSPECT, CT, 06712, Prospect, CT 06712]()
3 beds
|3 baths
|2,058 sq ft
|Condo
11 POPLAR DR # 11, PROSPECT, CT, 06712
Community: Regency at Prospect
MLS 24129091 • Pavlik Real Estate LLC, Deborah Ri...
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 24117652 • William Pitt Sotheby's Int'l, Erik...
Heritage Village
![793 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
793 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24101885 • Joseph Bette REALTORS Inc, Justin ...
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
![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
![191 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
191 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24122871 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24121047 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![132 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
132 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24108374 • Berkshire Hathaway NE Prop., Susan...
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...
Want to learn more about 55+ communities in Winchester Area?
55places can help!
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(860) 238-3620
Heritage Village
![419 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
419 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24097056 • Joseph Bette REALTORS Inc, Deborah...
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
Heritage Village
![746 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,063 sq ft
|Condo
746 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24133138 • Keller Williams Realty, Donna Doyl...
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...
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 24113336 • Berkshire Hathaway NE Prop., Jessi...
Frequently Asked Questions
In the Winchester Area, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in the Winchester Area has 31 homes, the largest has 38 homes, and the average communities consists of 34 homes.
Yes, there is new 55+ home available in the Winchester Area. The most recent communities started in the Winchester Area include Oak Meadow Estates, Clockmaker's Hill. There is also 1 communities in the Winchester Area that offers new construction homes, including Oak Meadow Estates.
No, there are no gated 55+ communities in the Winchester Area.
On average, listings in 55+ communities in the Winchester Area stay on the market for around 788 days. The average price of homes for sale in these communities is approximately $389,900, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Oak Meadow Estates average around $389,900.
Want to learn more about 55+ communities in the Winchester Area?
- Insights and market stats
- Instant new home alerts
- Answers from local 55+ experts
Want to learn more about 55+ communities in Winchester Area?
246
homes
near Winchester Area
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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.
© 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: Oct 29, 2025.
This application does not include information on all of the properties available for sale at this time.
