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

138 communities near New Milford

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Clockmaker's Hill
$100Ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
Billingsgate
$400Ks - $600Ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Stratford Park
$900Ks
Stratford Park, Melville, NY
Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 homes
Boulder Brook
$200Ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Eden Park
$500Ks - $600Ks
Eden Park, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2011 - 2011 | 34 homes
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The Woods at Dunham Pond
$400Ks - $500Ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes
Knickerbocker Bay Club
$700Ks - $3Ms
Knickerbocker Bay Club, Port Washington, NY
New and Resale | 55+ age-restricted | Built 2014 - present | 32 homes
Jessup's Landing
$1Ms
Jessup's Landing, Quogue, NY
New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes
Oak Meadow Estates
$400Ks
Oak Meadow Estates, Torrington, CT
New and Resale | 55+ age-restricted | Built 2013 - present | 31 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 Coach Homes at Ridgef...
$200Ks - $500Ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction | 55+ age-restricted | Built 2019 - present | 30 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.
Autumn Estates
$500Ks - $600Ks
Autumn Estates, Farmington, CT
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes
5 rating (2 reviews) Blackburne Farm Townhomes
$500Ks
Blackburne Farm Townhomes, Campbell Hall, NY
New Construction | 55+ age-restricted | Built 2019 - present | 29 homes
Bartlett Hollow
$200Ks - $400Ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
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RiverBend Estates
$400Ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
Granite Woods
$600Ks - $700Ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
Want to learn more about 55+ rental communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
The Pines at Bohemia
$400Ks - $500Ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
Summer Wind Estates
$300Ks - $400Ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 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.
Newington Ridge Preserve
$300Ks - $400Ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
Country Pointe Plainview 21105 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803
$1,250,000

2 beds

|

2 baths

|

1,475 sq ft

|

Condo

21105 ASPENWOOD DR, PLAINVIEW, NY, 11803
Leisure Village 405 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961
$290,000

2 beds

|

1 baths

|

874 sq ft

|

Condo

405 WOODBRIDGE DR D, RIDGE, NY, 11961
Community: Leisure Village
Heritage Hills 182 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$475,000

2 beds

|

2 baths

|

1,205 sq ft

|

Condo

182 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Country Pointe Plainview 25102 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803
$1,649,888

3 beds

|

2 baths

|

2,056 sq ft

|

Condo

25102 ASPENWOOD DR, PLAINVIEW, NY, 11803
Jefferson Village 141 FLINTLOCK WAY B, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598
$675,000

2 beds

|

2 baths

|

1,555 sq ft

|

Condo

141 FLINTLOCK WAY B, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Want to learn more about 55+ rental communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
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
Country Village Estates 163 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$455,000

2 beds

|

2 baths

|

1,261 sq ft

|

Condo

163 THEODORE DR, CORAM, NY, 11727
Village Estates 119 FRANCESCA WAY # 119, AMITYVILLE, NY,..., Amityville, NY 11701
$579,000

2 beds

|

1 baths

|

1,234 sq ft

|

Condo

119 FRANCESCA WAY # 119, AMITYVILLE, NY,...
Community: Village Estates
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
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.
Leisure Village 423 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$247,500

1 beds

|

1 baths

|

782 sq ft

|

Condo

423 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure 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.
Heritage Hills 356 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$750,000

2 beds

|

2 baths

|

1,435 sq ft

|

Condo

356 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 837 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$825,000

2 beds

|

3 baths

|

1,850 sq ft

|

Condo

837 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
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
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
The Coves at Melville 6 MORLEY CIR, MELVILLE, NY, 11747, Melville, NY 11747
$530,000

2 beds

|

2 baths

|

Condo

6 MORLEY CIR, MELVILLE, NY, 11747
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 New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Jefferson Village 108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598
$459,900

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
Fairfield at St. James 901 FENWAY RD, SAINT JAMES, NY, 11780, Saint James, NY 11780
$499,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

901 FENWAY RD, SAINT JAMES, 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.
Heritage Hills 129 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$414,900

1 beds

|

1 baths

|

1,055 sq ft

|

Condo

129 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
New Greenwood Village 42 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$99,000

2 beds

|

2 baths

|

960 sq ft

|

Condo

42 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood 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
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 Fairfield at St. James 1107 CABOT CT N, SAINT JAMES, NY, 11780, Saint James, NY 11780
$439,990

1 beds

|

2 baths

|

929 sq ft

|

Condo

1107 CABOT CT N, SAINT JAMES, NY, 11780
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New Fairfield at St. James 101 FLAIR CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$449,000

1 beds

|

2 baths

|

900 sq ft

|

Condo

101 FLAIR CT, SMITHTOWN, NY, 11780
Plymouth Estates at Mount Sinai 166 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$579,999

2 beds

|

2 baths

|

1,820 sq ft

|

House

166 IRA RD, MOUNT SINAI, NY, 11766
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
New Greenwood Village 54 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$130,000

2 beds

|

2 baths

|

1,134 sq ft

|

Condo

54 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ rental communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
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 Bel Aire at East Meadow 50 MERRICK AVE 119, EAST MEADOW, NY, 115..., East Meadow, NY 11554
$465,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

50 MERRICK AVE 119, EAST MEADOW, NY, 115...
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
Leisure Village 418 WEYMOUTH CT B, RIDGE, NY, 11961, Ridge, NY 11961
$364,999

2 beds

|

1 baths

|

1,036 sq ft

|

Condo

418 WEYMOUTH CT B, RIDGE, NY, 11961
Community: Leisure Village
The Retreat at Carmel 2 BLAIR HTS UNIT 3317, CARMEL, NY, 10512, Carmel, NY 10512
$465,000

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

2 BLAIR HTS UNIT 3317, CARMEL, NY, 10512
The Retreat at Carmel 4 FROST CT, CARMEL, NY, 10512, Carmel, NY 10512
$759,900

2 beds

|

3 baths

|

2,035 sq ft

|

Condo

4 FROST CT, CARMEL, NY, 10512
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
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.
Breton Hills 710 BRETON WAY # 710, GLEN COVE, NY, 115..., Glen Cove, NY 11542
$679,000

2 beds

|

2 baths

|

1,430 sq ft

|

Condo

710 BRETON WAY # 710, GLEN COVE, NY, 115...
Community: Breton Hills
New Leisure Village 278 BERWICK CT UNIT B B, RIDGE, NY, 1196..., Ridge, NY 11961
$369,900

2 beds

|

1 baths

|

875 sq ft

|

Condo

278 BERWICK CT UNIT B B, RIDGE, NY, 1196...
Community: Leisure Village
New Heritage Hills 140 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$645,000

3 beds

|

2 baths

|

1,689 sq ft

|

Condo

140 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Blackburne Farm Townhomes 45 OTTAWAY LN, CAMPBELL HALL, NY, 10916, Campbell Hall, NY 10916
$569,000

2 beds

|

3 baths

|

1,746 sq ft

|

House

45 OTTAWAY LN, CAMPBELL HALL, NY, 10916
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 156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$329,000

1 beds

|

1 baths

|

850 sq ft

|

Condo

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Want to learn more about 55+ rental communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
New Greenwood Village 82 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$189,900

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

82 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
The Hollows at Blue Hill 4205 FRED ILL JR CT, PEARL RIVER, NY, 10..., Pearl River, NY 10965
$689,000

2 beds

|

2 baths

|

1,495 sq ft

|

Condo

4205 FRED ILL JR CT, PEARL RIVER, NY, 10...
Jefferson Village 98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598
$525,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Want to learn more about 55+ communities in New Milford? 55places can help!
Questions? Call us: (860) 750-9298
Jefferson Village 159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$549,999

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Greenwood Village 164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$149,997

2 beds

|

2 baths

|

938 sq ft

|

Condo

164 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village

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