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

143 communities near New Milford

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3.6 rating (7 reviews)

Heritage Village

$200ks - $500ks

Heritage Village, Southbury, CT

Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes

4 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes

5 rating (2 reviews)

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes

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Questions? Call us: (860) 750-9298

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes

The Village at Oxford Gre...

$400ks - $500ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes

4.8 rating (4 reviews)

Wanaque Reserve

$300ks - $500ks

Wanaque Reserve, Wanaque, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes

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Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes

HarborView

$600ks - $2Ms

HarborView, Port Washington, NY

Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes

Rivington

$300ks - $900ks

Rivington, Danbury, CT

New and Resale | Age-targeted | Built 2006 - present | 1,050 homes

The Manors at The Colony ...

$300ks - $400ks

The Manors at The Colony ..., Shirley, NY

New Construction | 55+ age-restricted | Built 2013 - present | 150 homes

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes

5 rating (2 reviews)

Fairfield at St. James

$300ks - $500ks

Fairfield at St. James, St. James, NY

Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes

Want to learn more about 55+ communities in New Milford? 55places can help!

Questions? Call us: (860) 750-9298

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

New Construction | 55+ age-restricted | Built 2017 - present | 660 homes

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes

The Greens at Half Hollow

$600ks - $1Ms

The Greens at Half Hollow, Melville, NY

Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes

4.6 rating (9 reviews)

Meadowbrook Pointe Links ...

$300ks - $700ks

Meadowbrook Pointe Links ..., Medford, NY

New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes

5 rating (1 reviews)

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes

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Questions? Call us: (860) 750-9298

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 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

Apple Ridge

$500ks - $1Ms

Apple Ridge, Mahwah, NJ

Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes

5 rating (1 reviews)

Encore at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes

Billingsgate

$400ks - $600ks

Billingsgate, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes

The Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes

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

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes

1 rating (1 reviews)

Plymouth Estates at Mount...

$400ks - $500ks

Plymouth Estates at Mount..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes

Want to learn more about 55+ communities in New Milford? 55places can help!

Questions? Call us: (860) 750-9298

Four Seasons at Wayne

$300ks - $400ks

Four Seasons at Wayne, Wayne, NJ

Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes

5 rating (1 reviews)

Four Seasons at Great Not...

$400ks - $700ks

Four Seasons at Great Not..., Woodland Park, NJ

Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 homes

1 2 3...4

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

Greenwood Village

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1..., Brookhaven, NY 11949

$245,000

2 beds

2 baths

1,130 sq ft

Condo

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1...

Community: Greenwood 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 Heritage Village

886 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$414,900

2 beds

2 baths

1,398 sq ft

Condo

886 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Heritage Hills

351 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$629,900

2 beds

2 baths

1,484 sq ft

Condo

351 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Want to learn more about 55+ communities in New Milford? 55places can help!

Questions? Call us: (860) 750-9298

New Encore at Lake Grove

39 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$625,000

2 beds

3 baths

1,700 sq ft

Condo

39 SYMPHONY DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

New Regency Meadows

17 REGENCY CIR 17, TRUMBULL, CT, 06611, Trumbull, CT 06611

$765,000

4 beds

4 baths

2,597 sq ft

Condo

17 REGENCY CIR 17, TRUMBULL, CT, 06611

Community: Regency Meadows

New Billingsgate

8 BILLINGSGATE DR, SIMSBURY, CT, 06070, Simsbury, CT 06070

$700,000

2 beds

3 baths

2,471 sq ft

Condo

8 BILLINGSGATE DR, SIMSBURY, CT, 06070

Community: Billingsgate

New Heritage Hills

606 HERITAGE HLS F, SOMERS, NY, 10589, Somers, NY 10589

$874,900

2 beds

2 baths

1,860 sq ft

Condo

606 HERITAGE HLS F, SOMERS, NY, 10589

Community: Heritage Hills

New HarborView

95 W OVERLOOK, NORTH HEMPSTEAD, NY, 1105..., North Hempstead, NY 11050

$2,100,000

3 beds

3 baths

3,760 sq ft

Condo

95 W OVERLOOK, NORTH HEMPSTEAD, NY, 1105...

Community: HarborView

New Oronoque Village

71 DAKOTA LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$600,000

1 beds

2 baths

1,375 sq ft

Condo

71 DAKOTA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Stone Ridge Estates

154 CHRISTINE DR, HUNTINGTON, NY, 11746, Huntington, NY 11746

$760,000

2 beds

2 baths

1,695 sq ft

Condo

154 CHRISTINE DR, HUNTINGTON, NY, 11746

Community: Stone Ridge Estates

New Meadowbrook Pointe Athletic Club & Spa

103 ROOSEVELT WAY, HEMPSTEAD, NY, 11590, Hempstead, NY 11590

$1,169,000

2 beds

2 baths

2,036 sq ft

Condo

103 ROOSEVELT WAY, HEMPSTEAD, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

New The Summit at Bethel

15 BRIAR RIDGE DR 15, BETHEL, CT, 06801, Bethel, CT 06801

$689,000

2 beds

3 baths

2,104 sq ft

Condo

15 BRIAR RIDGE DR 15, BETHEL, CT, 06801

Community: The Summit at Bethel

New The Waterways at Moriches

612 BAY VIEW CIR 12, BROOKHAVEN, NY, 119..., Brookhaven, NY 11955

$799,000

2 beds

3 baths

1,874 sq ft

Condo

612 BAY VIEW CIR 12, BROOKHAVEN, NY, 119...

Community: The Waterways at Moriches

New Country Pointe Preserve

128 JUNIPER LN 26, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980

$895,000

2 beds

3 baths

1,998 sq ft

Condo

128 JUNIPER LN 26, BROOKHAVEN, NY, 11980

Community: Country Pointe Preserve

Want to learn more about 55+ communities in New Milford? 55places can help!

Questions? Call us: (860) 750-9298

New Leisure Village

167 VENTRY CT D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$259,000

1 beds

1 baths

684 sq ft

Condo

167 VENTRY CT D, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Windcrest East

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933

$799,000

3 beds

3 baths

2,620 sq ft

House

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...

Community: Windcrest East

New Fairfield at St. James

111 FAIRFIELD DR 111, SMITHTOWN, NY, 117..., Smithtown, NY 11780

$599,999

2 beds

2 baths

1,733 sq ft

Condo

111 FAIRFIELD DR 111, SMITHTOWN, NY, 117...

Community: Fairfield at St. James

New Jefferson Village

52 JEFFERSON OVAL A, YORKTOWN, NY, 10598, Yorktown, NY 10598

$450,000

2 beds

2 baths

1,100 sq ft

Condo

52 JEFFERSON OVAL A, YORKTOWN, NY, 10598

Community: Jefferson Village

New Jefferson Village

27 WALDEN CT F, YORKTOWN, NY, 10598, Yorktown, NY 10598

$399,000

2 beds

1 baths

925 sq ft

Condo

27 WALDEN CT F, YORKTOWN, NY, 10598

Community: Jefferson Village

New Oronoque Village

476 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$565,000

1 beds

3 baths

1,426 sq ft

Condo

476 COMMANCHE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Leisure Village

250A NEWCASTLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$359,000

2 beds

1 baths

1,085 sq ft

Condo

250A NEWCASTLE CT, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Wanaque Reserve

5203 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$349,000

2 beds

2 baths

1,768 sq ft

5203 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

New Leisure Knoll

330 BROWNFIELD DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$429,000

2 beds

1 baths

1,020 sq ft

Condo

330 BROWNFIELD DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New Leisure Village

190 VENTRY CT F, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$269,000

1 beds

1 baths

684 sq ft

Condo

190 VENTRY CT F, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Heritage Village

751 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$215,000

2 beds

2 baths

1,000 sq ft

Condo

751 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Want to learn more about 55+ communities in New Milford? 55places can help!

Questions? Call us: (860) 750-9298

Four Seasons at Wayne

1409 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470

$579,000

2 beds

2 baths

Condo

1409 FOUR SEASONS DR, WAYNE, NJ, 07470

Community: Four Seasons at Wayne

Four Seasons at Wayne

1409 FOUR SEASONS DR, WAYNE TWP., NJ, 07..., Wayne Twp., NJ 07470

$579,000

2 beds

2 baths

1409 FOUR SEASONS DR, WAYNE TWP., NJ, 07...

Community: Four Seasons at Wayne

Regency at Fishkill

621 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$499,000

1 beds

2 baths

1,499 sq ft

Condo

621 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

Newtown Woods

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064..., Newtown, CT 06470

$495,000

2 beds

2 baths

1,483 sq ft

Condo

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064...

Community: Newtown Woods

Wanaque Reserve

1118 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$559,000

2 beds

2 baths

1118 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

Leisure Glen

7 SAGAPONACK CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$599,000

2 beds

2 baths

1,867 sq ft

Condo

7 SAGAPONACK CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

The Seasons at East Northport

157 AUGUST CIR, HUNTINGTON, NY, 11731, Huntington, NY 11731

$998,000

2 beds

3 baths

2,516 sq ft

Condo

157 AUGUST CIR, HUNTINGTON, NY, 11731

Community: The Seasons at East Northport

Regency at Prospect

112 CHERRY CIR 112, PROSPECT, CT, 06712, Prospect, CT 06712

$338,903

3 beds

2 baths

1,500 sq ft

Condo

112 CHERRY CIR 112, PROSPECT, CT, 06712

Community: Regency at Prospect

Fairfield at St. James

403 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$425,000

1 beds

1 baths

1,017 sq ft

Condo

403 CABOT CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Meadow Brook Estates

107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478

$625,000

3 beds

3 baths

1,922 sq ft

Condo

107 MEADOW BROOK RD 107, OXFORD, CT, 064...

Community: Meadow Brook Estates

Heritage Hills

175 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589

$444,900

2 beds

2 baths

1,205 sq ft

Condo

175 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

Want to learn more about 55+ communities in New Milford? 55places can help!

Questions? Call us: (860) 750-9298

Heritage Village

40 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488

$270,000

2 beds

2 baths

1,308 sq ft

Condo

40 HERITAGE VLG F, SOUTHBURY, CT, 06488

Community: Heritage Village

HarborView

$1,449,000

3 beds

3 baths

3,327 sq ft

Condo

238 HARBOR VIEW DR 238, NORTH HEMPSTEAD,...

Community: HarborView

Frequently Asked Questions

What size 55+ communities are there in New Milford?

In New Milford, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in New Milford?

The smallest 55+ community in New Milford has 17 homes, the largest has 17 homes, and the average community consists of 17 homes.

Are there gated 55+ communities in New Milford?

No, there are no gated 55+ communities in New Milford.

How long do listings in 55+ communities in New Milford typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in New Milford stay on the market for around 981 days. The average price of homes for sale in this community is approximately $650,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Park Glen average around $650,000.

Want more information about active adult communities around New Milford?

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143 communities

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REIN updates its listings on a daily basis. Data last updated: Sep 19, 2026.
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New Milford, CT 55+ active adult communities & homes for sale

143 communities near New Milford

319 homes near New Milford

2 beds

2 baths

1,078 sq ft

Condo

2 beds

2 baths

1,130 sq ft

Condo

2 beds

2 baths

1,624 sq ft

Manufactured Home

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,484 sq ft

Condo

2 beds

3 baths

1,700 sq ft

Condo

4 beds

4 baths

2,597 sq ft

Condo

2 beds

3 baths

2,471 sq ft

Condo

2 beds

2 baths

1,860 sq ft

Condo

3 beds

3 baths

3,760 sq ft

Condo

1 beds

2 baths

1,375 sq ft

Condo

2 beds

2 baths

1,695 sq ft

Condo

2 beds

2 baths

2,036 sq ft

Condo

2 beds

3 baths

2,104 sq ft

Condo

2 beds

3 baths

1,874 sq ft

Condo

2 beds

3 baths

1,998 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

3 beds

3 baths

2,620 sq ft

House

2 beds

2 baths

1,733 sq ft

Condo

2 beds