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

Living in Milford

A coastal city in Central Connecticut, its ideal location and historic appeal have made 55+ communities in Milford a desirable option for retirees. Moreover, the city is home to a…

A coastal city in Central Connecticut, its ideal location and historic appeal have made 55+ communities in Milford a desirable option for retirees. Moreover, the city is home to a quaint downtown, and a number of beaches and greenspaces surrounding the city.

Climate & Geography

The climate type in Milford is classified as humid subtropical, meaning summers are hot and humid while winters are cool to cold and receive a mix of both rain and snow depending on the temperature. Residents can expect more rain than the national average, an average amount of snow, and approximately 200 sunny days throughout each year.

Located right along the Atlantic coast, Milford has over fourteen miles of shoreline, the most in any city of Connecticut. The city is home to plenty of nature areas including forest preserves and state parks.

Recreation, Culture & Entertainment

Residents looking to get outside and explore the city’s nature can visit one of the many state and local parks. Not to mention, there are a number of beaches to explore, such as Walnut Beach, Woodmont Beach, and Gulf Beach. These locations are ideal for swimming, camping, and boat tours. There are also plenty of waterparks for residents to enjoy during the summer.

Milford’s downtown area is home to many antique shops, restaurants, and breweries.

Residents looking for more extensive options for shopping, dining, and entertainment can reach New York City in about an hour and half, providing the perfect opportunity for day trips and weekend getaways.

Cost of Living & Taxes

The cost of living in Milford is higher than the national and state average. This is primarily due to the high cost of homes, housing, transportation and utilities. Fortunately for residents of Milford's 55 communities groceries and health care costs are closer to the national average.

Frequently Asked Questions


143 communities near Milford

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West End Crossing
$800ks
West End Crossing, Long Branch, NJ
Resale Only | 55+ age-restricted | Built 2023 - 2023 | 41 homes
Rivington Landing
$500ks
Rivington Landing, Danbury, CT
New Construction | Age-targeted | Built 2025 - 2026 | 25 homes
5 rating (1 reviews) Paris Square
$500ks - $700ks
Paris Square, Northvale, NJ
New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
1 rating (1 reviews) 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
4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 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.
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Chimney Hill
$500ks - $700ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes
RiverWalk
$500ks - $600ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Newington Ridge Preserve
$300ks - $400ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
77 Sunset Lane
$400ks - $700ks
77 Sunset Lane, Ridgefield, CT
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
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
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 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.
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Long Hill Village
$300ks - $400ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
Oak Meadow Estates
$200ks - $300ks
Oak Meadow Estates, Torrington, CT
New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes
RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
Summer Wind Estates
$300ks - $400ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
The Woods at Dunham Pond
$200ks - $400ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes
Cobblestone Court
$400ks - $500ks
Cobblestone Court, Essex, CT
New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
O'Meara Farm
$400ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes
The Coach Homes at Ridgef...
$300ks - $400ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction | 55+ age-restricted | Built 2019 - present | 30 homes
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 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.
Whitney Glen
$500ks - $600ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
Clockmaker's Hill
$100ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
The Powder Forest Homes
$500ks - $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
Forest Mews
$300ks - $400ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes
The Village at Hunt Glen
$300ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 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.
Greenwood Village 201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$250,000

2 beds

|

2 baths

|

1,078 sq ft

|

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Jefferson Village 39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$359,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$410,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New Jefferson Village 160 CARRIAGE CT D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$359,000

1 beds

|

1 baths

|

953 sq ft

|

Condo

160 CARRIAGE CT D, YORKTOWN, NY, 10598
Community: Jefferson Village
New The Club at Melville 212 CLUBHOUSE CIR 212, HUNTINGTON, NY, 1..., Huntington, NY 11747
$584,000

2 beds

|

2 baths

|

1,226 sq ft

|

Condo

212 CLUBHOUSE CIR 212, HUNTINGTON, NY, 1...
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
New Greenwood Village 10 GREENWOOD BLVD, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$179,999

2 beds

|

1 baths

|

938 sq ft

|

Condo

10 GREENWOOD BLVD, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Leisure Knoll 148 LAURANCE LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,096 sq ft

|

Condo

148 LAURANCE LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New Fairfield at St. James 1406 GOTHAM CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$579,803

2 beds

|

2 baths

|

1,321 sq ft

|

Condo

1406 GOTHAM CT, SMITHTOWN, NY, 11780
New Long Hill Village 36 LONG HILL PL, TRUMBULL, CT, 06611, Trumbull, CT 06611
$550,000

2 beds

|

3 baths

|

1,370 sq ft

|

Condo

36 LONG HILL PL, TRUMBULL, CT, 06611
Community: Long Hill Village
New Greenwood Village 1 LIMETREE DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$268,833

2 beds

|

2 baths

|

1,027 sq ft

|

Condo

1 LIMETREE DR, BROOKHAVEN, NY, 11949
Community: Greenwood 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.
New Foxwood Village 1407 MIDDLE RD 245, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$349,000

3 beds

|

2 baths

|

1,368 sq ft

|

House

1407 MIDDLE RD 245, RIVERHEAD, NY, 11933
Community: Foxwood Village
New Setauket Meadows 33 BLAIR RD, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733
$849,999

2 beds

|

3 baths

|

1,700 sq ft

|

Condo

33 BLAIR RD, BROOKHAVEN, NY, 11733
Community: Setauket Meadows
New Encore at Lake Grove 163 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$645,000

2 beds

|

3 baths

|

1,378 sq ft

|

Condo

163 SYMPHONY DR, BROOKHAVEN, NY, 11755
New Rivington 1 RIVINGTON WAY 306, DANBURY, CT, 06810, Danbury, CT 06810
$565,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

1 RIVINGTON WAY 306, DANBURY, CT, 06810
Community: Rivington
New The Hollows at Blue Hill 6201 FRED ILL JR CT, ORANGETOWN, NY, 109..., Orangetown, NY 10965
$799,800

2 beds

|

2 baths

|

1,889 sq ft

|

Condo

6201 FRED ILL JR CT, ORANGETOWN, NY, 109...
New Regency at Woodbridge 18 HILLCREST DR 18, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525
$829,900

3 beds

|

3 baths

|

2,412 sq ft

|

Condo

18 HILLCREST DR 18, WOODBRIDGE, CT, 0652...
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
New Heritage Village 2 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$469,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

2 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
New Spring Lake Village 19 HICKORY HL 19, SOUTHINGTON, CT, 06489, Southington, CT 06489
$256,000

2 beds

|

2 baths

|

1,285 sq ft

|

Condo

19 HICKORY HL 19, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
New Leisure Village 38 TRENT CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$339,000

2 beds

|

1 baths

|

836 sq ft

|

Condo

38 TRENT CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
Heritage Village 4 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,000

2 beds

|

2 baths

|

1,306 sq ft

|

Condo

4 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage 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.
Heritage Village 682 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$350,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

682 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Villas at Narragansett 115 NARRAGANSETT VILLAS DR, BABYLON, NY,..., Babylon, NY 11757
$639,000

2 beds

|

2 baths

|

1,168 sq ft

|

Condo

115 NARRAGANSETT VILLAS DR, BABYLON, NY,...
Greenwood Village 5 HOLLY DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$99,990

2 beds

|

2 baths

|

960 sq ft

|

Condo

5 HOLLY DR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
The Coves at Melville 62 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$545,000

2 beds

|

2 baths

|

1,170 sq ft

|

Condo

62 MORLEY CIR, HUNTINGTON, NY, 11747
Heritage Village 139 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$415,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

139 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Stone Ridge Estates 118 JOSEPH LN, HUNTINGTON, NY, 11746, Huntington, NY 11746
$779,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

118 JOSEPH LN, HUNTINGTON, NY, 11746
Community: Stone Ridge Estates
Heritage Village 883 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$324,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

883 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Pond Spring Village 111 PONDVIEW CIR 111, BEACON FALLS, CT, ..., Beacon Falls, CT 06403
$435,000

2 beds

|

2 baths

|

1,328 sq ft

|

Condo

111 PONDVIEW CIR 111, BEACON FALLS, CT, ...
Community: Pond Spring Village
Encore at Lake Grove 35 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$598,000

2 beds

|

2 baths

|

1,390 sq ft

|

Condo

35 SYMPHONY DR, BROOKHAVEN, NY, 11755
The Seasons at East Meadow 180 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$725,000

2 beds

|

3 baths

|

1,030 sq ft

|

Condo

180 SPRING DR, HEMPSTEAD, NY, 11554
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.
Dutchgate 1003 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$535,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

1003 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
Village Estates 137 FRANCESCA WAY, BABYLON, NY, 11701, Babylon, NY 11701
$569,000

2 beds

|

1 baths

|

1,257 sq ft

|

Condo

137 FRANCESCA WAY, BABYLON, NY, 11701
Community: Village Estates
The Greens at Half Hollow 1130 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$680,000

2 beds

|

2 baths

|

1,140 sq ft

|

Condo

1130 SAVOY DR, HUNTINGTON, NY, 11747
Meadow Brook Estates 132 MEADOW BROOK RD 132, OXFORD, CT, 064..., Oxford, CT 06478
$599,900

2 beds

|

3 baths

|

1,931 sq ft

|

Condo

132 MEADOW BROOK RD 132, OXFORD, CT, 064...
Heritage Hills 593 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589
$539,000

1 beds

|

2 baths

|

967 sq ft

|

Condo

593 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
Oronoque Village 88 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$356,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

88 S TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$245,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 13 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$389,000

1 beds

|

2 baths

|

1,480 sq ft

|

Condo

13 ALGONQUIN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Newtown Woods 632 BROOKSIDE CT 632, NEWTOWN, CT, 06470, Newtown, CT 06470
$599,900

2 beds

|

2 baths

|

1,807 sq ft

|

Condo

632 BROOKSIDE CT 632, NEWTOWN, CT, 06470
Community: Newtown Woods
The Greens at Half Hollow 915 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$749,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

915 ALTESSA BLVD, HUNTINGTON, 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.

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