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

141 communities near Milford

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The Seasons at Plainview
$500ks - $600ks
The Seasons at Plainview, Plainview, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes
The Seasons at East Meado...
$400ks - $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
Woodcrest at Jacobs Hill
$200ks - $300ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
Glassbury Court at Hunter...
$500ks - $700ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Wolfe Landing
$500ks - $600ks
Wolfe Landing, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes
Eden Park
$500ks - $600ks
Eden Park, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2011 - 2011 | 34 homes
5 rating (1 reviews) Sunrise Village
$400ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
Country Village Estates
$300ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
The Villas at Narraganset...
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 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.
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
Windmill Gate
$300ks - $400ks
Windmill Gate, Oakdale, NY
Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 homes
Founders Village
$400ks - $500ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
The Club at Melville
$500ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
4 rating (1 reviews) Vineyards at Blue Point
$500ks - $700ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
The Bel Aire at East Mead...
$300ks - $400ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Stone Ridge Estates
$500ks - $600ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes
3.5 rating (2 reviews) Harvest Pointe
$800ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 homes
Harbor View Estates
$400ks - $600ks
Harbor View Estates, Copiague, NY
New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 homes
The Residences at Butterf...
$500ks - $600ks
The Residences at Butterf..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 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.
Jessup's Landing
$1Ms
Jessup's Landing, Quogue, NY
New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes
Villas at Seminary Hill
$200ks - $300ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
Meadowbrooke Pointe East ...
$500ks - $600ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction | 62+ age-restricted | Built 2019 - present | 104 homes
Hidden Harbor Estates
$500ks - $600ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
The Vineyards at Mount Si...
$800ks - $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction | 55+ age-restricted | Built 2020 - present | 91 homes
The Pines at Bohemia
$400ks - $500ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
The Polo Club at Islandia
$600ks - $700ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
Stratford Park
$600ks - $800ks
Stratford Park, Melville, NY
Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Clockmaker's Hill
$100ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 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.
The Village at Buckingham
$300ks - $400ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 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
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
North Woods of Colchester
$300ks - $400ks
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 Milford? 55places can help!
Questions? Call us: (475) 271-1803
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
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 The Coves at Melville 27 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$585,000

2 beds

|

2 baths

|

1,109 sq ft

|

Condo

27 MORLEY CIR, HUNTINGTON, NY, 11747
New Heritage Village 877 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

877 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Summit at Bethel 6 LOCKWOOD CIR 6, BETHEL, CT, 06801, Bethel, CT 06801
$619,000

3 beds

|

3 baths

|

1,771 sq ft

|

Condo

6 LOCKWOOD CIR 6, BETHEL, CT, 06801
New Greenwood Village 11 A DOGWOOD LN 11 A, BROOKHAVEN, NY, 11..., Brookhaven, NY 11949
$199,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

11 A DOGWOOD LN 11 A, BROOKHAVEN, NY, 11...
Community: Greenwood Village
New The Manors at The Colony Preserve 40 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$540,000

2 beds

|

2 baths

|

1,360 sq ft

|

Condo

40 GREENTREE CT, BROOKHAVEN, NY, 11967
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
New The Greens at Half Hollow 1075 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$699,000

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

1075 SAVOY DR, HUNTINGTON, NY, 11747
New Pond Spring Village 37 SEPTEMBER LN 37, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403
$450,000

2 beds

|

3 baths

|

1,328 sq ft

|

Condo

37 SEPTEMBER LN 37, BEACON FALLS, CT, 06...
Community: Pond Spring Village
New The Waterways at Moriches 188 RIVER DR, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$729,000

2 beds

|

2 baths

|

2,100 sq ft

|

Condo

188 RIVER DR, BROOKHAVEN, NY, 11955
New The Greens at Half Hollow 1053 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$739,900

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

1053 SAVOY DR, HUNTINGTON, NY, 11747
New Heritage Village 657 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$525,000

3 beds

|

3 baths

|

1,716 sq ft

|

Condo

657 HERITAGE VLG A, 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.
New Heritage Village 343 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$215,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

343 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
New Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$419,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New Rivington 925 OLD PASTURE DR 925, DANBURY, CT, 068..., Danbury, CT 06810
$510,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

925 OLD PASTURE DR 925, DANBURY, CT, 068...
Community: Rivington
New Leisure Knoll 379 LARCHMONT CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$539,000

2 beds

|

2 baths

|

1,070 sq ft

|

Condo

379 LARCHMONT CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New The Greens at Half Hollow 562 BARDINI DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$949,888

2 beds

|

3 baths

|

1,941 sq ft

|

Condo

562 BARDINI DR, HUNTINGTON, NY, 11747
New Chatfield Farms 24 BAYBERRY CT 24, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403
$725,000

3 beds

|

3 baths

|

1,981 sq ft

|

Condo

24 BAYBERRY CT 24, BEACON FALLS, CT, 064...
Community: Chatfield Farms
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
New The Seasons at Elwood 53 WINTER PL 53, HUNTINGTON, NY, 11731, Huntington, NY 11731
$979,900

2 beds

|

3 baths

|

1,500 sq ft

|

Condo

53 WINTER PL 53, HUNTINGTON, NY, 11731
New Regency at Fishkill 541 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$529,000

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

541 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
New The Seasons at Elwood 240 FALL CT, HUNTINGTON, NY, 11731, Huntington, NY 11731
$1,299,999

2 beds

|

3 baths

|

2,329 sq ft

|

Condo

240 FALL CT, HUNTINGTON, NY, 11731
New Leisure Knoll 220 BELFAST LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$539,999

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

220 BELFAST LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
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 Glen 515 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$560,000

2 beds

|

2 baths

|

1,434 sq ft

|

House

515 LEISURE DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
New Meadowbrook Pointe Athletic Club & Spa 246 ROOSEVELT WAY 11103, HEMPSTEAD, NY, ..., Hempstead, NY 11590
$1,150,000

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

246 ROOSEVELT WAY 11103, HEMPSTEAD, NY, ...
New Jefferson Village 131 COLUMBIA CT D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$399,000

2 beds

|

2 baths

|

1,141 sq ft

|

Condo

131 COLUMBIA CT D, YORKTOWN, NY, 10598
Community: Jefferson Village
The Retreat at Carmel 2 BLAIR HEIGHTS 3323, CARMEL, NY, 10512, Carmel, NY 10512
$455,000

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

2 BLAIR HEIGHTS 3323, CARMEL, NY, 10512
Regency at Wappinger 2 AVONDALE LN, WAPPINGER, NY, 12590, Wappinger, NY 12590
$799,000

2 beds

|

4 baths

|

2,941 sq ft

|

Condo

2 AVONDALE LN, WAPPINGER, NY, 12590
Dutchgate 205 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$699,999

3 beds

|

2 baths

|

1,480 sq ft

|

Condo

205 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
Heritage Hills 386 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$679,999

2 beds

|

2 baths

|

1,416 sq ft

|

Condo

386 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
Jefferson Village 23 DORSET CT C, YORKTOWN, NY, 10598, Yorktown, NY 10598
$339,000

1 beds

|

1 baths

|

700 sq ft

|

Condo

23 DORSET CT C, YORKTOWN, NY, 10598
Community: Jefferson Village
Meadow Brook Estates 223 MEADOW BROOK RD 223, OXFORD, CT, 064..., Oxford, CT 06478
$589,900

2 beds

|

2 baths

|

1,480 sq ft

|

Condo

223 MEADOW BROOK RD 223, OXFORD, CT, 064...
Greenwood Village 40 WILLOW CT, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$249,999

2 beds

|

2 baths

|

1,151 sq ft

|

Manufactured On Land

40 WILLOW CT, 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.
Oronoque Village 261 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$550,000

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

261 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
Woodridge Strathmore Terrace 54 STANDISH DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$549,999

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

54 STANDISH DR, BROOKHAVEN, NY, 11766
Heritage Village 899 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$479,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

899 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 209 ACORN LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$599,000

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

209 ACORN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Vineyards at Brookfield 69 AVERY DR, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934
$709,999

2 beds

|

3 baths

|

2,254 sq ft

|

Condo

69 AVERY DR, BROOKHAVEN, NY, 11934
The Powder Forest Homes 9 ASHTON CIR, SIMSBURY, CT, 06070, Simsbury, CT 06070
$700,000

2 beds

|

2 baths

|

1,809 sq ft

|

Condo

9 ASHTON CIR, SIMSBURY, CT, 06070
Applegate Estates 90 APPLE GATE 190, SOUTHINGTON, CT, 0648..., Southington, CT 06489
$450,000

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

90 APPLE GATE 190, SOUTHINGTON, CT, 0648...
Community: Applegate Estates
The Village at Oxford Greens 71 LINKS WAY 71, OXFORD, CT, 06478, Oxford, CT 06478
$598,000

2 beds

|

2 baths

|

1,590 sq ft

|

Condo

71 LINKS WAY 71, OXFORD, CT, 06478
Want to learn more about 55+ communities in Milford? 55places can help!
Questions? Call us: (475) 271-1803
The Greens at Half Hollow 1153 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$750,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

1153 SAVOY DR, HUNTINGTON, NY, 11747
Heritage Village 397 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$264,999

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

397 HERITAGE VLG B, 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.

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