Milford, CT 55+ active adult communities & homes for sale

557 homes near Milford

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Baldwin Station

$400Ks - $400Ks

Baldwin Station, Milford, CT

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes

Gloria Commons

$400Ks - $400Ks

Gloria Commons, Milford, CT

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 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

Leisure Village

$200Ks - $400Ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes

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Questions? Call us: (475) 271-1803

The Greens at Half Hollow

$500Ks - $1Ms

The Greens at Half Hollow, Melville, NY

Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes

Rivington

$600Ks - $600Ks

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

Oronoque Village

$200Ks - $600Ks

Oronoque Village, Stratford, CT

Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes

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

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.

Meadowbrook Pointe Athlet...

$800Ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes

Leisure Knoll

$300Ks - $400Ks

Leisure Knoll, Ridge, NY

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes

Country Pointe Plainview

$1Ms - $1Ms

Country Pointe Plainview, Plainview, NY

New Construction | 55+ age-restricted | Built 2017 - present | 660 homes

5 rating (2 reviews)

Fairfield at St. James

$400Ks - $400Ks

Fairfield at St. James, St. James, NY

Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes

Leisure Glen

$400Ks - $400Ks

Leisure Glen, Ridge, NY

Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes

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Questions? Call us: (475) 271-1803

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

3.7 rating (3 reviews)

Greenwood Village

$100Ks - $200Ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes

The Seasons at East Meado...

$500Ks - $600Ks

The Seasons at East Meado..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes

Regency at Prospect

$300Ks - $500Ks

Regency at Prospect, Prospect, CT

Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes

Dutchgate

$400Ks - $400Ks

Dutchgate, Valley Stream, NY

Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes

The Waterways at Moriches

$400Ks - $600Ks

The Waterways at Moriches, Moriches, NY

Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes

The Retreat at Carmel

$400Ks - $600Ks

The Retreat at Carmel, Carmel, NY

Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes

Overlook

$600Ks - $900Ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

3.5 rating (2 reviews)

Foxwood Village

$300Ks - $400Ks

Foxwood Village, Calverton, NY

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes

Want to learn more about 55+ communities in Milford? 55places can help!

Questions? Call us: (475) 271-1803

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

4.6 rating (9 reviews)

Meadowbrook Pointe Links ...

$300Ks - $700Ks

Meadowbrook Pointe Links ..., Medford, NY

New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes

4 rating (1 reviews)

Vineyards at Blue Point

$800Ks - $800Ks

Vineyards at Blue Point, Blue Point, NY

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes

HarborView

$900Ks - $1Ms

HarborView, Port Washington, NY

Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes

The Club at Melville

$500Ks - $500Ks

The Club at Melville, Melville, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes

The Seasons at Elwood

$800Ks - $900Ks

The Seasons at Elwood, East Northport, NY

Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes

Meadow Brook Estates

$500Ks - $500Ks

Meadow Brook Estates, Oxford, CT

Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes

5 rating (1 reviews)

Encore Atlantic Shores

$600Ks - $800Ks

Encore Atlantic Shores, Eastport, NY

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes

The Summit at Bethel

$600Ks - $600Ks

The Summit at Bethel, Bethel, CT

Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 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

Want to learn more about 55+ communities in Milford? 55places can help!

Questions? Call us: (475) 271-1803

5 rating (1 reviews)

Encore at Lake Grove

$600Ks - $800Ks

Encore at Lake Grove, Lake Grove, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes

Woodridge Strathmore Terr...

$400Ks - $400Ks

Woodridge Strathmore Terr..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes

Regency at Wappinger

$600Ks - $700Ks

Regency at Wappinger, Wappingers Falls, NY

Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes

5 rating (1 reviews)

Sunrise Village

$400Ks - $500Ks

Sunrise Village, Sayville, NY

Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes

Saddle Lakes

$400Ks - $400Ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes

1 2 3...4

Heritage Village

114 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$305,000

2 beds

2 baths

1,032 sq ft

Condo

114 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

375 PIUTE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$620,000

2 beds

3 baths

1,550 sq ft

Condo

375 PIUTE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

$620,000

2 beds

3 baths

1,550 sq ft

Condo

375 PIUTE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$549,900

2 beds

3 baths

1,575 sq ft

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

$549,900

2 beds

3 baths

1,575 sq ft

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Want to learn more about 55+ communities in Milford? 55places can help!

Questions? Call us: (475) 271-1803

Park Glen

15 HARMONY TRL # 15, NEW MILFORD, CT, 06..., New Milford, CT 06776

$699,900

2 beds

4 baths

2,720 sq ft

Condo

15 HARMONY TRL # 15, NEW MILFORD, CT, 06...

Community: Park Glen

Park Glen

$699,900

2 beds

4 baths

2,720 sq ft

Condo

15 HARMONY TRL # 15, NEW MILFORD, CT, 06...

Community: Park Glen

Heritage Village

761 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$344,900

2 beds

2 baths

1,063 sq ft

Condo

761 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

$344,900

2 beds

2 baths

1,063 sq ft

Condo

761 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

The Village at Oxford Greens

578 PUTTING GREEN LN # 578, OXFORD, CT, ..., Oxford, CT 06478

$715,000

2 beds

3 baths

2,008 sq ft

Condo

578 PUTTING GREEN LN # 578, OXFORD, CT, ...

Community: The Village at Oxford Greens

The Village at Oxford Greens

$715,000

2 beds

3 baths

2,008 sq ft

Condo

578 PUTTING GREEN LN # 578, OXFORD, CT, ...

Community: The Village at Oxford Greens

Regency at Woodbridge

6 WHISPER RIDGE WAY # 42, WOODBRIDGE, CT..., Woodbridge, CT 06525

$619,000

3 beds

3 baths

Condo

6 WHISPER RIDGE WAY # 42, WOODBRIDGE, CT...

Community: Regency at Woodbridge

Regency at Woodbridge

$619,000

3 beds

3 baths

Condo

6 WHISPER RIDGE WAY # 42, WOODBRIDGE, CT...

Community: Regency at Woodbridge

Heritage Village

133 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$300,000

2 beds

2 baths

1,432 sq ft

Condo

133 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

$300,000

2 beds

2 baths

1,432 sq ft

Condo

133 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Want to learn more about 55+ communities in Milford? 55places can help!

Questions? Call us: (475) 271-1803

Rivington

94 WARRINGTON ROUND # 94, DANBURY, CT, 0..., Danbury, CT 06810

$585,000

2 beds

3 baths

1,600 sq ft

Condo

94 WARRINGTON ROUND # 94, DANBURY, CT, 0...

Community: Rivington

Rivington

$585,000

2 beds

3 baths

1,600 sq ft

Condo

94 WARRINGTON ROUND # 94, DANBURY, CT, 0...

Community: Rivington

Oronoque Village

617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$544,999

3 beds

3 baths

1,438 sq ft

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Oronoque Village

$544,999

3 beds

3 baths

1,438 sq ft

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Newtown Woods

603 BROOKSIDE CT # 603, NEWTOWN, CT, 064..., Newtown, CT 06470

$489,000

2 beds

2 baths

1,504 sq ft

Condo

603 BROOKSIDE CT # 603, NEWTOWN, CT, 064...

Community: Newtown Woods

Newtown Woods

$489,000

2 beds

2 baths

1,504 sq ft

Condo

603 BROOKSIDE CT # 603, NEWTOWN, CT, 064...

Community: Newtown Woods

The Village at Oxford Greens

106 COUNTRY CLUB DR # 106, OXFORD, CT, 0..., Oxford, CT 06478

$599,900

2 beds

3 baths

1,590 sq ft

Condo

106 COUNTRY CLUB DR # 106, OXFORD, CT, 0...

Community: The Village at Oxford Greens

The Village at Oxford Greens

$599,900

2 beds

3 baths

1,590 sq ft

Condo

106 COUNTRY CLUB DR # 106, OXFORD, CT, 0...

Community: The Village at Oxford Greens

Bidwell Village

94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ..., Coventry, CT 06238

$450,000

3 beds

3 baths

1,717 sq ft

94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ...

Community: Bidwell Village

Bidwell Village

$450,000

3 beds

3 baths

1,717 sq ft

94 STONEHOUSE RD UNIT 10, COVENTRY, CT, ...

Community: Bidwell Village

Want to learn more about 55+ communities in Milford? 55places can help!

Questions? Call us: (475) 271-1803

Heritage Village

1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$265,000

2 beds

2 baths

1,044 sq ft

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

$265,000

2 beds

2 baths

1,044 sq ft

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

Park Glen

1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776, New Milford, CT 06776

$545,000

2 beds

2 baths

1,880 sq ft

Condo

1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776

Community: Park Glen

Park Glen

$545,000

2 beds

2 baths

1,880 sq ft

Condo

1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776

Community: Park Glen

Heritage Village

93 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488

$265,000

2 beds

2 baths

1,365 sq ft

Condo

93 HERITAGE VLG E, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

$265,000

2 beds

2 baths

1,365 sq ft

Condo

93 HERITAGE VLG E, SOUTHBURY, CT, 06488

Community: Heritage Village

Spring Lake Village

18 COACH DR # 18, SOUTHINGTON, CT, 06489, Southington, CT 06489

$239,900

2 beds

2 baths

1,178 sq ft

Condo

18 COACH DR # 18, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Spring Lake Village

$239,900

2 beds

2 baths

1,178 sq ft

Condo

18 COACH DR # 18, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Heritage Village

103 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$185,000

2 beds

2 baths

1,044 sq ft

Condo

103 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

$185,000

2 beds

2 baths

1,044 sq ft

Condo

103 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

Want to learn more about 55+ communities in Milford? 55places can help!

Questions? Call us: (475) 271-1803

Heritage Village

902 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$389,900

2 beds

2 baths

1,398 sq ft

Condo

902 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

$389,900

2 beds

2 baths

1,398 sq ft

Condo

902 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

793 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$234,900

2 beds

2 baths

1,365 sq ft

Condo

793 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

$234,900

2 beds

2 baths

1,365 sq ft

Condo

793 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$359,900

2 beds

2 baths

1,432 sq ft

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

1 2 3 4 5 6 7 8 9 10 11 12 13…14

Frequently Asked Questions

What size 55+ communities are there in Milford?

In Milford, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Milford?

The smallest 55+ communities in Milford has 50 homes, the largest has 82 homes, and the average communities consists of 66 homes.

Are there gated 55+ communities in Milford?

No, there are no gated 55+ communities in Milford.

How long do listings in 55+ communities in Milford typically stay on the market, and what is the average price of homes for sale?

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.

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557 homes near Milford

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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.
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REIN updates its listings on a daily basis. Data last updated: Nov 14, 2025.
This application does not include information on all of the properties available for sale at this time.

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Milford, CT 55+ active adult communities & homes for sale

139 communities near Milford

557 homes near Milford

2 beds

2 baths

1,032 sq ft

Condo

2 beds

3 baths

1,550 sq ft

Condo

2 beds

3 baths

1,550 sq ft

Condo

2 beds

3 baths

1,575 sq ft

Condo

2 beds

3 baths

1,575 sq ft

Condo

2 beds

4 baths

2,720 sq ft

Condo

2 beds

4 baths

2,720 sq ft

Condo

2 beds

2 baths

1,063 sq ft

Condo

2 beds

2 baths

1,063 sq ft

Condo

2 beds

3 baths

2,008 sq ft

Condo

2 beds

3 baths

2,008 sq ft

Condo

3 beds

3 baths

Condo

3 beds

3 baths

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

3 baths

1,600 sq ft

Condo

2 beds

3 baths

1,600 sq ft

Condo

3 beds

3 baths

1,438 sq ft

Condo

3 beds

3 baths

1,438 sq ft

Condo

2 beds

2 baths

1,504 sq ft