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

140 communities near New Milford

Sort by:

Relevance

3.6 rating (7 reviews)

Heritage Village

$200ks - $500ks

Heritage Village, Southbury, CT

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

4.8 rating (4 reviews)

Wanaque Reserve

$300ks - $500ks

Wanaque Reserve, Wanaque, NJ

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

3 rating (2 reviews)

Heritage Hills

- $900ks

Heritage Hills, Somers, NY

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

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

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

Questions? Call us: (860) 750-9298

4 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 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.

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

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

Questions? Call us: (860) 750-9298

HarborView

$600ks - $1Ms

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

5 rating (1 reviews)

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

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

Setauket Meadows

$500ks - $600ks

Setauket Meadows, Setauket, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 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

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

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

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

Regency at Wappinger

$500ks

Regency at Wappinger, Wappingers Falls, NY

Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes

Eagles Walk at East Quogu...

$300ks - $400ks

Eagles Walk at East Quogu..., East Quogue, NY

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes

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

Questions? Call us: (860) 750-9298

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

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

5 rating (1 reviews)

The Villages at Mount Sin...

$600ks

The Villages at Mount Sin..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 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

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes

Breton Hills

$500ks

Breton Hills, Glen Cove, NY

New Construction | 55+ age-restricted | Built 2019 - present | 72 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

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

Questions? Call us: (860) 750-9298

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

610 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New Four Seasons at Great Notch Spa and Club

3 SLATE CT D-1, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$599,999

2 beds

2 baths

Condo

3 SLATE CT D-1, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

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

Questions? Call us: (860) 750-9298

New Jefferson Village

15F ESSEX PL F, YORKTOWN, NY, 10598, Yorktown, NY 10598

$439,000

2 beds

1 baths

925 sq ft

Condo

15F ESSEX PL F, YORKTOWN, NY, 10598

Community: Jefferson Village

New Leisure Glen

9 BALDWIN CT 9, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$449,000

2 beds

2 baths

1,476 sq ft

House

9 BALDWIN CT 9, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Oronoque Village

209 ACORN LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$574,900

2 beds

3 baths

1,438 sq ft

Condo

209 ACORN LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Leisure Village

368 WOODBRIDGE DR A, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

2 beds

2 baths

Condo

3213 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

New Wanaque Reserve

3213 WARRENS WAY, WANAQUE BORO, NJ, 0746..., Wanaque Boro, NJ 07465

$435,000

2 beds

2 baths

3213 WARRENS WAY, WANAQUE BORO, NJ, 0746...

Community: Wanaque Reserve

New Heritage Village

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

$229,000

1 beds

1 baths

928 sq ft

Condo

149 HERITAGE VLG A, 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

414 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$750,000

2 beds

3 baths

1,666 sq ft

Condo

414 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

New Meadowbrook Pointe Links & Spa

48 AUGUSTA DR, BROOKHAVEN, NY, 11763, Brookhaven, NY 11763

$749,990

2 beds

4 baths

1,553 sq ft

Condo

48 AUGUSTA DR, BROOKHAVEN, NY, 11763

Community: Meadowbrook Pointe Links & Spa

New Heritage Hills

582 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$530,000

1 beds

2 baths

967 sq ft

Condo

582 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

New Fairfield at St. James

209 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$419,000

1 beds

2 baths

900 sq ft

Condo

209 CABOT CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

New Heritage Village

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

$219,900

2 beds

2 baths

1,308 sq ft

Condo

59 HERITAGE VLG F, SOUTHBURY, CT, 06488

Community: Heritage Village

New Oronoque Village

619 ERIE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$639,000

1 beds

3 baths

1,583 sq ft

Condo

619 ERIE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New The Hollows at Blue Hill

4105 FRED ILL JR CT, ORANGETOWN, NY, 109..., Orangetown, NY 10965

$769,900

2 beds

2 baths

1,420 sq ft

Condo

4105 FRED ILL JR CT, ORANGETOWN, NY, 109...

Community: The Hollows at Blue Hill

New The Village at Oxford Greens

1126 ST ANDREWS DR 96, OXFORD, CT, 06478, Oxford, CT 06478

$749,900

2 beds

3 baths

1,955 sq ft

Condo

Community: Jefferson Village

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

Questions? Call us: (860) 750-9298

New Leisure Glen

289 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$585,000

2 beds

2 baths

1,666 sq ft

Condo

289 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Leisure Village

323 A WOODBRIDGE DR, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$475,000

2 beds

2 baths

1,278 sq ft

Condo

323 A WOODBRIDGE DR, BROOKHAVEN, NY, 119...

Community: Leisure Village

Heritage Village

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

$265,000

1 beds

1 baths

928 sq ft

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

The Retreat at Carmel

2 BLAIR HEIGHTS 3331, CARMEL, NY, 10512, Carmel, NY 10512

$500,000

2 beds

2 baths

1,733 sq ft

Condo

2 BLAIR HEIGHTS 3331, CARMEL, NY, 10512

Community: The Retreat at Carmel

Sunrise Village

168 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782

$450,000

2 beds

1 baths

871 sq ft

Condo

168 REVERE DR, ISLIP, NY, 11782

Community: Sunrise Village

Heritage Hills

177A HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$395,000

1 beds

1 baths

900 sq ft

Condo

177A HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Regency at Fishkill

734 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$559,000

2 beds

2 baths

1,499 sq ft

Condo

734 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

Country Pointe Preserve

3 JUNIPER LN 94, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980

$965,000

2 beds

3 baths

2,389 sq ft

Condo

3 JUNIPER LN 94, BROOKHAVEN, NY, 11980

Community: Country Pointe Preserve

The Woods at Dunham Pond

30 HERON VIEW RD, NEW FAIRFIELD, CT, 068..., New Fairfield, CT 06812

$559,900

1 beds

3 baths

3,230 sq ft

Condo

30 HERON VIEW RD, NEW FAIRFIELD, CT, 068...

Community: The Woods at Dunham Pond

Heritage Hills

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

$485,000

1 beds

2 baths

967 sq ft

Condo

955 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Sunrise Village

109 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782

$525,000

2 beds

2 baths

1,273 sq ft

Condo

109 REVERE DR, ISLIP, NY, 11782

Community: Sunrise Village

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

Questions? Call us: (860) 750-9298

Stoneleigh Woods at Riverhead

156 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$659,000

2 beds

3 baths

1,942 sq ft

Condo

156 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Jefferson Village

78 INDEPENDENCE CT I, YORKTOWN, NY, 1059..., Yorktown, NY 10598

$360,000

1 beds

1 baths

800 sq ft

Condo

78 INDEPENDENCE CT I, YORKTOWN, NY, 1059...

Community: Jefferson Village

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 676 days. The average price of homes for sale in this community is approximately $647,500, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Park Glen average around $647,500.

Want more information about active adult communities around New Milford?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

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

Call us: (860) 750-9298

140 communities

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Apr 30, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

140 communities near New Milford

316 homes near New Milford

3 beds

2 baths

1,689 sq ft

Condo

1 beds

2 baths

967 sq ft

Condo

2 beds

2 baths

1,635 sq ft

Condo

2 beds

2 baths

1,265 sq ft

Condo

2 beds

2 baths

Condo

2 beds

1 baths

925 sq ft

Condo

2 beds

2 baths

1,476 sq ft

House

2 beds

3 baths

1,438 sq ft

Condo

2 beds

1 baths

Condo

2 beds

4 baths

1,773 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

3 baths

2,067 sq ft

Condo

2 beds

1 baths

935 sq ft

Condo

2 beds

2 baths

Condo

2 beds

2 baths

1 beds

1 baths

928 sq ft

Condo

2 beds

3 baths

1,666 sq ft

Condo

2 beds

4 baths

1,553 sq ft

Condo

1 beds

2 baths

967 sq ft

Condo

1 beds

2 baths

900 sq ft

Condo

2 beds

2 baths