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Milford, CT 55+ active adult communities & homes for sale - Page 4

140 communities near Milford

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The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
Clockmaker's Hill
$100ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
The Village at Buckingham
$300ks - $400ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
Sonoma Woods
$300ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
Want to learn more about 55+ communities in Milford? 55places can help!
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Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Beckley Farms
$300ks - $400ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
Castle Heights of Cheshir...
$500ks - $600ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 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.
Chimney Hill
$500ks - $700ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 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.
RiverWalk
$500ks - $600ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
The Powder Forest Homes
$500ks - $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
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Questions? Call us: (475) 271-1803
77 Sunset Lane
$400ks - $700ks
77 Sunset Lane, Ridgefield, CT
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Autumn Estates
$500ks - $600ks
Autumn Estates, Farmington, CT
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 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.
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 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.
New Newington Ridge Preserve 2 DEMING FARM DR 2, NEWINGTON, CT, 06111, Newington, CT 06111
$519,900

2 beds

|

2 baths

|

1,812 sq ft

2 DEMING FARM DR 2, NEWINGTON, CT, 06111
New The Manors at The Colony Preserve 41 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$525,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

41 GREENTREE CT, BROOKHAVEN, NY, 11967
New Regency at Wappinger 27 DUTCH CT, WAPPINGER, NY, 12590, Wappinger, NY 12590
$815,000

2 beds

|

4 baths

|

3,362 sq ft

|

Condo

27 DUTCH CT, WAPPINGER, NY, 12590
New Fairfield at St. James 201 BENTLEY CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$474,990

2 beds

|

2 baths

|

Condo

201 BENTLEY CT, SMITHTOWN, NY, 11780
New Heritage Village 191 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$599,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

191 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
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Questions? Call us: (475) 271-1803
New Autumn Fields 11 PARTRIDGE RUN 11, ENFIELD, CT, 06082, Enfield, CT 06082
$399,900

2 beds

|

2 baths

|

1,296 sq ft

|

Condo

11 PARTRIDGE RUN 11, ENFIELD, CT, 06082
Community: Autumn Fields
New Leisure Knoll 2 BEDFORD CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$459,000

2 beds

|

2 baths

|

1,096 sq ft

|

House

2 BEDFORD CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New The Greens at Half Hollow 899 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$699,000

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

899 ALTESSA BLVD, HUNTINGTON, NY, 11747
New Dutchgate 218 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$480,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

218 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
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 Heritage Hills 499B HERITAGE HLS 499B, SOMERS, NY, 1058..., Somers, NY 10589
$569,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

499B HERITAGE HLS 499B, SOMERS, NY, 1058...
Community: Heritage Hills
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 Oronoque Village 483 COMMANCHE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$400,000

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

483 COMMANCHE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Jefferson Village 98 MOLLY PITCHER LN I, YORKTOWN, NY, 105..., Yorktown, NY 10598
$349,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

98 MOLLY PITCHER LN I, YORKTOWN, NY, 105...
Community: Jefferson Village
The Manors at The Colony Preserve 21 GREENTREE CT, SHIRLEY, NY, 11967, Shirley, NY 11967
$525,000

2 beds

|

2 baths

|

1,557 sq ft

|

Condo

21 GREENTREE CT, SHIRLEY, NY, 11967
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Encore Atlantic Shores 135 CHOPIN PL, EASTPORT, NY, 11941, Eastport, NY 11941
$825,000

2 beds

|

2 baths

|

2,233 sq ft

|

Condo

135 CHOPIN PL, EASTPORT, NY, 11941
Heritage Village 411 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$225,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

411 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Sunrise Village 71 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$489,990

2 beds

|

3 baths

|

1,046 sq ft

|

Condo

71 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
Spring Lake Village 41 COACH DR # 41, SOUTHINGTON, CT, 06489, Southington, CT 06489
$249,900

2 beds

|

2 baths

|

1,232 sq ft

|

Condo

41 COACH DR # 41, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
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 Village at Hunt Glen 59 HUNT GLEN DR 59, GRANBY, CT, 06035, Granby, CT 06035
$545,000

2 beds

|

4 baths

|

1,848 sq ft

59 HUNT GLEN DR 59, GRANBY, CT, 06035
Rivington 1025 COUNTRY VIEW RD 1025, DANBURY, CT, ..., Danbury, CT 06810
$499,000

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

1025 COUNTRY VIEW RD 1025, DANBURY, CT, ...
Community: Rivington
Heritage Village 865 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

865 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
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.
Regency at Prospect 50 LILAC LN 50, PROSPECT, CT, 06712, Prospect, CT 06712
$489,000

2 beds

|

2 baths

|

1,503 sq ft

|

Condo

50 LILAC LN 50, PROSPECT, CT, 06712
Community: Regency at Prospect
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
The Seasons at East Meadow 448 WINTER PL, EAST MEADOW, NY, 11554, East Meadow, NY 11554
$675,000

2 beds

|

3 baths

|

1,030 sq ft

|

Condo

448 WINTER PL, EAST MEADOW, NY, 11554
Leisure Knoll 498 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961
$479,000

2 beds

|

2 baths

|

1,412 sq ft

|

Condo

498 CRANSTON LN, RIDGE, NY, 11961
Community: Leisure Knoll
Overlook 2066 SUMMIT LOOP # 68, CARMEL, NY, 10512, Carmel, NY 10512
$879,000

2 beds

|

3 baths

|

2,126 sq ft

|

Condo

2066 SUMMIT LOOP # 68, CARMEL, NY, 10512
Community: Overlook
Fairfield at St. James 1205 GOTHAM DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$449,990

1 beds

|

2 baths

|

750 sq ft

|

House

1205 GOTHAM DR, SMITHTOWN, NY, 11780
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.
Heritage Village 1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$299,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
Encore at Lake Grove 51 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$629,999

2 beds

|

3 baths

|

1,409 sq ft

|

Condo

51 SYMPHONY DR, LAKE GROVE, NY, 11755
The Seasons at Seaford 28 SPRING DR, SEAFORD, NY, 11783, Seaford, NY 11783
$829,000

2 beds

|

2 baths

|

1,034 sq ft

|

Condo

28 SPRING DR, SEAFORD, NY, 11783
Jefferson Village 41 JEFFERSON OVAL G, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$480,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

41 JEFFERSON OVAL G, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Heritage Hills 772 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$790,000

2 beds

|

2 baths

|

1,663 sq ft

|

Condo

772 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
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.
Meadowbrooke Pointe East Meadow 506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$729,999

2 beds

|

2 baths

|

961 sq ft

|

Condo

506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554
Rivington 13 MERCY ST 13, DANBURY, CT, 06810, Danbury, CT 06810
$645,000

3 beds

|

3 baths

|

1,572 sq ft

|

Condo

13 MERCY ST 13, DANBURY, CT, 06810
Community: Rivington
Jefferson Village 120H COLUMBIA CT, YORKTOWN, NY, 10598, Yorktown, NY 10598
$350,000

1 beds

|

1 baths

|

793 sq ft

|

Condo

120H COLUMBIA CT, YORKTOWN, NY, 10598
Community: Jefferson Village
Leisure Village 306 TORQUAY CT E, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$239,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

306 TORQUAY CT E, BROOKHAVEN, NY, 11961
Community: Leisure Village
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.
Jefferson Village 113 VILLAGE RD B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$469,999

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

113 VILLAGE RD B, YORKTOWN, NY, 10598
Community: Jefferson Village
Want to learn more about 55+ rental communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Heritage Village 972 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$285,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

972 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Spring Lake Village 6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489, Southington, CT 06489
$320,000

3 beds

|

3 baths

|

1,471 sq ft

|

Condo

6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Woodridge Strathmore Terrace 35 CHIPPENDALE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$449,999

2 beds

|

2 baths

|

1,240 sq ft

|

Condo

35 CHIPPENDALE DR, BROOKHAVEN, NY, 11766
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Glenwood Village 181 GLYNWOOD 181, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$265,000

2 beds

|

1 baths

|

1,100 sq ft

|

Manufactured On Land

181 GLYNWOOD 181, RIVERHEAD, NY, 11901
Community: Glenwood Village
Meadowbrook Pointe Athletic Club & Spa 556 PACING WAY 556, NORTH HEMPSTEAD, NY,..., North Hempstead, NY 11590
$898,000

2 beds

|

2 baths

|

1,438 sq ft

|

Condo

556 PACING WAY 556, NORTH HEMPSTEAD, NY,...

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