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

141 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

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

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

4.8 rating (4 reviews)

Wanaque Reserve

$300ks - $500ks

Wanaque Reserve, Wanaque, NJ

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

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

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The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 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

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 Greens at Half Hollow

$600ks - $1Ms

The Greens at Half Hollow, Melville, NY

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

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Questions? Call us: (860) 750-9298

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

HarborView

$800ks - $1Ms

HarborView, Port Washington, NY

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

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

New Construction | 55+ age-restricted | Built 2024 - present | 152 homes

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Questions? Call us: (860) 750-9298

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

Vineyards at Brookfield

$400ks - $500ks

Vineyards at Brookfield, Center Moriches, NY

New Construction | 55+ age-restricted | Built 2019 - present | 146 homes

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes

Apple Ridge

$500ks - $1Ms

Apple Ridge, Mahwah, NJ

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

Winthrop Court

$400ks - $600ks

Winthrop Court, Clifton, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes

The Views at Pomona

$200ks - $400ks

The Views at Pomona, Pomona, NY

Resale Only | 55+ age-restricted | Built 2011 - 2011 | 56 homes

Billingsgate

$400ks - $600ks

Billingsgate, Simsbury, CT

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

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes

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

Questions? Call us: (860) 750-9298

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

1 2 3...4

New Jefferson Village

39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598

$379,000

2 beds

2 baths

1,000 sq ft

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598

Community: Jefferson Village

Heritage Village

345 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$386,000

3 beds

2 baths

1,716 sq ft

Condo

345 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage 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

$419,000

2 beds

2 baths

1,624 sq ft

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...

Community: Glenwood Village

New Heritage Village

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

$349,900

2 beds

2 baths

1,432 sq ft

Condo

170 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

New Heritage Hills

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

$569,000

2 beds

2 baths

1,500 sq ft

Condo

159 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New Oronoque Village

511 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$589,900

2 beds

2 baths

1,620 sq ft

Condo

511 OPA LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New Jefferson Village

184 LONG HILL DR A, YORKTOWN, NY, 10598, Yorktown, NY 10598

$489,000

2 beds

2 baths

1,200 sq ft

Condo

184 LONG HILL DR A, YORKTOWN, NY, 10598

Community: Jefferson Village

New The Vineyards at Mount Sinai

72 FARM ACRE CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$999,999

2 beds

4 baths

3,736 sq ft

Condo

72 FARM ACRE CIR, BROOKHAVEN, NY, 11766

Community: The Vineyards at Mount Sinai

New Apple Ridge

89 FISHER RD, MAHWAH, NJ, 07430, Mahwah, NJ 07430

$990,000

3 beds

3 baths

Townhouse

89 FISHER RD, MAHWAH, NJ, 07430

Community: Apple Ridge

New Apple Ridge

89 FISHER RD, MAHWAH TWP., NJ, 07430, Mahwah Twp., NJ 07430

$990,000

3 beds

3 baths

2,112 sq ft

89 FISHER RD, MAHWAH TWP., NJ, 07430

Community: Apple Ridge

New Heritage Village

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

$230,000

2 beds

2 baths

1,432 sq ft

Condo

105 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Heritage Village

643 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$374,500

2 beds

2 baths

1,398 sq ft

Condo

643 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Autumn Fields

37 QUAIL HOLW 37, ENFIELD, CT, 06082, Enfield, CT 06082

$419,000

2 beds

3 baths

1,679 sq ft

Condo

37 QUAIL HOLW 37, ENFIELD, CT, 06082

Community: Autumn Fields

New Jefferson Village

20 HASTINGS CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598

$345,000

1 beds

1 baths

800 sq ft

Condo

20 HASTINGS CT A, YORKTOWN, NY, 10598

Community: Jefferson Village

New Leisure Glen

276 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$585,000

2 beds

2 baths

1,666 sq ft

Condo

276 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

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

Questions? Call us: (860) 750-9298

New Glenwood Village

1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ..., Riverhead, NY 11901

$185,000

2 beds

2 baths

1,036 sq ft

Manufactured Home

1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ...

Community: Glenwood Village

New The Waterways at Moriches

533 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$499,000

2 beds

2 baths

1,771 sq ft

Condo

533 HIGHLAND CT, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

New Greenwood Village

28 GREENWOOD BLVD, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$149,999

2 beds

2 baths

938 sq ft

Condo

28 GREENWOOD BLVD, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New Rivington

215 CENTER MEADOW LN 215, DANBURY, CT, 0..., Danbury, CT 06810

$499,000

2 beds

2 baths

1,258 sq ft

Condo

215 CENTER MEADOW LN 215, DANBURY, CT, 0...

Community: Rivington

New The Waterways at Moriches

416 LINDSAY LN, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$599,999

2 beds

2 baths

1,440 sq ft

Condo

416 LINDSAY LN, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

New Heritage Village

4 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$245,000

1 beds

1 baths

928 sq ft

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Leisure Village

404 WOODBRIDGE DR D, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$369,000

2 beds

1 baths

874 sq ft

Condo

404 WOODBRIDGE DR D, BROOKHAVEN, NY, 119...

Community: Leisure Village

New Leisure Knoll

7 AVON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$479,999

2 beds

2 baths

1,070 sq ft

Condo

7 AVON CT, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New Leisure Knoll

545 STRATFORD LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$429,000

2 beds

2 baths

1,172 sq ft

Condo

545 STRATFORD LN, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New Overlook

2040 SUMMIT LOOP 57, CARMEL, NY, 10512, Carmel, NY 10512

$899,000

2 beds

2 baths

1,948 sq ft

Condo

2040 SUMMIT LOOP 57, CARMEL, NY, 10512

Community: Overlook

New Strathmore Gate East

15 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$299,990

1 beds

1 baths

750 sq ft

Condo

15 FORGE LN, BROOKHAVEN, NY, 11727

Community: Strathmore Gate East

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

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New Leisure Knoll

254 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$450,000

2 beds

1 baths

1,020 sq ft

Condo

254 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New Regency at Woodbridge

27 HERITAGE LN, WOODBRIDGE, CT, 06525, Woodbridge, CT 06525

$599,900

3 beds

3 baths

Condo

27 HERITAGE LN, WOODBRIDGE, CT, 06525

Community: Regency at Woodbridge

New Fairfield at St. James

708 W CABOT CT 708, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$515,000

1 beds

1 baths

886 sq ft

Condo

708 W CABOT CT 708, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

New Heritage Hills

813 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589

$899,000

2 beds

2 baths

1,663 sq ft

Condo

813 HERITAGE HLS, SOMERS, NY, 10589

Community: Heritage Hills

New Fairview at Oxford Greens

1159 ST ANDREWS DR 80, OXFORD, CT, 06478, Oxford, CT 06478

$799,900

2 beds

3 baths

1,955 sq ft

Condo

1159 ST ANDREWS DR 80, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

New The Village at Oxford Greens

$799,900

2 beds

3 baths

1,955 sq ft

Condo

1159 ST ANDREWS DR 80, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Fairfield at St. James

1006 CABOT PATH, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$399,000

1 beds

2 baths

1,003 sq ft

Condo

1006 CABOT PATH, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

New Regency at Fishkill

732 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$505,000

1 beds

2 baths

1,499 sq ft

Condo

732 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

New Regency at Fishkill

622 REGENCY DR, WAPPINGER, NY, 12524, Wappinger, NY 12524

$510,000

1 beds

2 baths

1,450 sq ft

Condo

622 REGENCY DR, WAPPINGER, NY, 12524

Community: Regency at Fishkill

New Encore at Lake Grove

14 CONCERTO DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$970,000

2 beds

3 baths

1,986 sq ft

Condo

14 CONCERTO DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

New The Greens at Half Hollow

1116 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$719,999

2 beds

2 baths

1,200 sq ft

Condo

1116 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

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

Questions? Call us: (860) 750-9298

New Fieldstone Village

101 SUNRISE HILL CIR 101, ORANGE, CT, 06..., Orange, CT 06477

$875,000

2 beds

3 baths

2,350 sq ft

Condo

101 SUNRISE HILL CIR 101, ORANGE, CT, 06...

Community: Fieldstone Village

New Sonoma Woods

52 SONOMA LN 52, MIDDLETOWN, CT, 06457, Middletown, CT 06457

$559,900

3 beds

3 baths

1,996 sq ft

Condo

52 SONOMA LN 52, MIDDLETOWN, CT, 06457

Community: Sonoma Woods

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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Want to learn more about 55+ communities in New Milford?

Call us: (860) 750-9298

141 communities

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REIN updates its listings on a daily basis. Data last updated: Aug 08, 2026.
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New Milford, CT 55+ active adult communities & homes for sale

141 communities near New Milford

307 homes near New Milford

2 beds

2 baths

1,000 sq ft

Condo

3 beds

2 baths

1,716 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

1,432 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,620 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

2 beds

4 baths

3,736 sq ft

Condo

3 beds

3 baths

Townhouse

3 beds

3 baths

2,112 sq ft

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

3 baths

1,679 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

2 beds

2 baths

1,666 sq ft

Condo

2 beds

2 baths

1,036 sq ft

Manufactured Home

2 beds

2 baths

1,771 sq ft

Condo

2 beds

2 baths

938 sq ft

Condo

2 beds

2 baths

1,258 sq ft