Call us at (475) 271-1803 to learn more about active adult communities in Milford

Milford, CT 55+ active adult communities & homes for sale - Page 3

140 communities near Milford

Sort by:

Relevance

Relevance

Glassbury Court at Cold S...
$500Ks - $700Ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes
Castle Heights of Cheshir...
$500Ks - $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
5 rating (1 reviews) Paris Square
$400Ks - $700Ks
Paris Square, Northvale, NJ
New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes
The Vineyards at Miller P...
$600Ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes
Bartlett Hill
$500Ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Kensington Estates
$800Ks - $2Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
5 rating (2 reviews) Benson Woods
$400Ks - $600Ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Shaker Heights
$400Ks - $500Ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Stone Ridge Estates
$700Ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 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.
5 rating (3 reviews) Founders Ridge
$500Ks - $600Ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Polo Club at Islandia
$600Ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Breton Hills
$600Ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Long Hill Village
$300Ks - $400Ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Regency at Woodbridge
$700Ks - $900Ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
The Village at Hunt Glen
$300Ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Sonoma Woods
$300Ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
Stoneleigh Woods at Carme...
$400Ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 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.
Eagles Walk at East Quogu...
$500Ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes
Hopmeadow Place
$200Ks - $300Ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
Glassbury Court at Hunter...
$500Ks - $700Ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Whitney Glen
$500Ks - $600Ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
RiverWalk
$500Ks - $600Ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Woodcrest at Jacobs Hill
$300Ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
The Village at Buckingham
$500Ks - $600Ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
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.
Autumn Fields
$200Ks - $300Ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
77 Sunset Lane
$400Ks - $700Ks
77 Sunset Lane, Ridgefield, CT
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes
Evergreen
$500Ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Regency Meadows
$500Ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Eastport Meadows
$400Ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Villas at Seminary Hill
$400Ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
The Residences at Butterf...
$500Ks - $600Ks
The Residences at Butterf..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes
Bramble Ridge
$400Ks - $500Ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Chimney Hill
$500Ks - $700Ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 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.
Wolfe Landing
$500Ks - $600Ks
Wolfe Landing, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Village Vistas
$800Ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
West End Crossing
$800Ks
West End Crossing, Long Branch, NJ
Resale Only | 55+ age-restricted | Built 2023 - 2023 | 41 homes
Harbor View Estates
$400Ks - $600Ks
Harbor View Estates, Copiague, NY
New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Forest Mews
$300Ks - $400Ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes
Clockmaker's Hill
$100Ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
Heritage Hills 390 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$699,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

390 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Leisure Glen 289 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961
$500,000

2 beds

|

2 baths

|

1,635 sq ft

|

Condo

289 GLEN DR, RIDGE, NY, 11961
Community: Leisure Glen
Heritage Hills 749 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$779,000

2 beds

|

2 baths

|

1,526 sq ft

|

Condo

749 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 55 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$675,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

55 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Stoneleigh Woods at Riverhead 4 HAVERTON CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$660,000

2 beds

|

3 baths

|

2,175 sq ft

|

Condo

4 HAVERTON CT, RIVERHEAD, NY, 11901
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Encore Atlantic Shores 113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941
$885,000

2 beds

|

3 baths

|

3,037 sq ft

|

Condo

113 OVERTURE PL, EASTPORT, NY, 11941
Glassbury Court at Hunterbrook 2279 DALTON DR, CORTLANDT MANOR, NY, 105..., Cortlandt Manor, NY 10567
$925,000

2 beds

|

4 baths

|

3,500 sq ft

|

Condo

2279 DALTON DR, CORTLANDT MANOR, NY, 105...
Breton Hills 704 BRETON WAY # 704, GLEN COVE, NY, 115..., Glen Cove, NY 11542
$629,000

2 beds

|

2 baths

|

1,440 sq ft

|

Condo

704 BRETON WAY # 704, GLEN COVE, NY, 115...
Community: Breton Hills
Stone Ridge Estates 108 JOSEPH LN, DIX HILLS, NY, 11746, Dix Hills, NY 11746
$799,999

2 beds

|

2 baths

|

1,695 sq ft

|

Condo

108 JOSEPH LN, DIX HILLS, NY, 11746
Community: Stone Ridge Estates
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.
The Greens at Half Hollow 652 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747
$1,199,000

3 beds

|

3 baths

|

2,400 sq ft

|

Condo

652 BALFOUR PL, MELVILLE, NY, 11747
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Glenwood Village 1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$239,999

2 beds

|

2 baths

|

924 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...
Community: Glenwood Village
Regency at Fishkill 423 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$499,000

1 beds

|

2 baths

|

1,450 sq ft

|

Condo

423 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Snug Harbor 118 HARBOR, AMITYVILLE, NY, 11701, Amityville, NY 11701
$639,000

2 beds

|

2 baths

|

935 sq ft

|

Condo

118 HARBOR, AMITYVILLE, NY, 11701
Community: Snug Harbor
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
New Heritage Hills 537 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$600,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

537 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
The Greens at Half Hollow 677 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747
$1,075,000

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

677 BALFOUR PL, MELVILLE, NY, 11747
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Jefferson Village 15 ESSEX PL 15K, YORKTOWN, NY, 10598, Yorktown, NY 10598
$375,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

15 ESSEX PL 15K, YORKTOWN, NY, 10598
Community: Jefferson Village
The Greens at Half Hollow 1126 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747
$629,888

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

1126 SAVOY DR, MELVILLE, NY, 11747
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.
New Country Pointe Plainview 21105 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803
$1,300,000

2 beds

|

2 baths

|

1,475 sq ft

|

Condo

21105 ASPENWOOD DR, PLAINVIEW, NY, 11803
New Leisure Village 373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$415,000

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
Overlook 4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512
$665,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...
Community: Overlook
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Overlook 4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512
$649,000

2 beds

|

3 baths

|

1,914 sq ft

|

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512
Community: Overlook
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
The Greens at Half Hollow 259 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$1,430,000

3 beds

|

4 baths

|

3,100 sq ft

|

Condo

259 ALTESSA BLVD, MELVILLE, NY, 11747
Leisure Village 423 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$250,000

1 beds

|

1 baths

|

782 sq ft

|

Condo

423 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
The Greens at Half Hollow 910 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$779,000

2 beds

|

2 baths

|

1,120 sq ft

|

Condo

910 ALTESSA BLVD, MELVILLE, NY, 11747
Country Village Estates 163 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$472,000

2 beds

|

2 baths

|

1,261 sq ft

|

Condo

163 THEODORE DR, CORAM, NY, 11727
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
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.
New Leisure Village 116 EXMORE CT, RIDGE, NY, 11961, Ridge, NY 11961
$299,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

116 EXMORE CT, RIDGE, NY, 11961
Community: Leisure Village
New Stoneleigh Woods at Riverhead 5 NEWCASTLE CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$635,000

2 beds

|

3 baths

|

1,942 sq ft

|

Condo

5 NEWCASTLE CT, RIVERHEAD, NY, 11901
New The Retreat at Carmel 2 BLAIR HTS UNIT 3317, CARMEL, NY, 10512, Carmel, NY 10512
$475,000

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

2 BLAIR HTS UNIT 3317, CARMEL, NY, 10512
New Meadowbrook Pointe Athletic Club & Spa 514 PACING WAY # 514, WESTBURY, NY, 1159..., Westbury, NY 11590
$849,990

2 beds

|

2 baths

|

1,328 sq ft

|

Condo

514 PACING WAY # 514, WESTBURY, NY, 1159...
New Dutchgate 817 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580
$549,990

2 beds

|

4 baths

|

941 sq ft

|

Condo

817 WILLOW LN, VALLEY STREAM, NY, 11580
Community: Dutchgate
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New The Villas at Narragansett 816 NARRAGANSETT VILLAS DR # 816, LINDEN..., Lindenhurst, NY 11757
$569,000

2 beds

|

2 baths

|

1,215 sq ft

|

Condo

816 NARRAGANSETT VILLAS DR # 816, LINDEN...
Greenwood Village 164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$164,997

2 beds

|

2 baths

|

938 sq ft

|

Condo

164 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Heritage Hills 443 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$625,000

2 beds

|

2 baths

|

1,559 sq ft

|

Condo

443 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Fairfield at St. James 401 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$485,000

1 beds

|

2 baths

|

900 sq ft

|

Condo

401 CABOT CT, SMITHTOWN, NY, 11780
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.
Village Estates 66 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701
$499,000

2 beds

|

2 baths

|

1,243 sq ft

|

Condo

66 SARAH CT, AMITYVILLE, NY, 11701
Community: Village Estates
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
New The Seasons at East Meadow 294 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$639,999

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

294 SPRING DR, EAST MEADOW, NY, 11554
Glassbury Court at Cold Spring 43 YESTERDAY DR, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$727,000

2 beds

|

3 baths

|

2,620 sq ft

|

Condo

43 YESTERDAY DR, COLD SPRING, NY, 10516
New The Villages at Mount Sinai Park 4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$775,000

3 beds

|

3 baths

|

2,850 sq ft

|

House

4 OAKHURST CT, MOUNT SINAI, NY, 11766
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Greenwood Village 77 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$149,500

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

77 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
New Meadowbrook Pointe Athletic Club & Spa 365 TROTTING LN, WESTBURY, NY, 11590, Westbury, NY 11590
$799,999

1 beds

|

2 baths

|

1,128 sq ft

|

Condo

365 TROTTING LN, WESTBURY, NY, 11590

Frequently Asked Questions


Want more information about active adult communities around Milford?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Milford?

Call us: (475) 271-1803
140 communities
Remove Boundaries ×
Map Satellite

Reinmlsx

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: Jan 13, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top