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

139 communities near New Milford

Sort by:

Relevance

No reviews yet

Park Glen

$500Ks - $600Ks

Park Glen, New Milford, CT

Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes

3 rating (2 reviews)

Heritage Hills

$300Ks - $900Ks

Heritage Hills, Somers, NY

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

3.6 rating (7 reviews)

Heritage Village

$100Ks - $500Ks

Heritage Village, Southbury, CT

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

No reviews yet

Leisure Village

$200Ks - $400Ks

Leisure Village, Ridge, NY

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

No reviews yet

The Greens at Half Hollow

$500Ks - $1Ms

The Greens at Half Hollow, Melville, NY

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

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

Questions? Call us: (860) 750-9298

No reviews yet

Rivington

$400Ks - $600Ks

Rivington, Danbury, CT

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

4 rating (1 reviews)

Jefferson Village

$200Ks - $600Ks

Jefferson Village, Yorktown Heights, NY

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

No reviews yet

Oronoque Village

$200Ks - $600Ks

Oronoque Village, Stratford, CT

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

No reviews yet

The Village at Oxford Gre...

$500Ks - $700Ks

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

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

5 rating (1 reviews)

Four Seasons at Great Not...

$600Ks - $800Ks

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

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

4.8 rating (4 reviews)

Wanaque Reserve

$400Ks - $400Ks

Wanaque Reserve, Wanaque, NJ

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

No reviews yet

Meadowbrook Pointe Athlet...

$800Ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

No reviews yet

Leisure Knoll

$300Ks - $400Ks

Leisure Knoll, Ridge, NY

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

No reviews yet

Country Pointe Plainview

$1Ms - $1Ms

Country Pointe Plainview, Plainview, NY

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

5 rating (2 reviews)

Fairfield at St. James

$400Ks - $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

No reviews yet

Leisure Glen

$400Ks - $400Ks

Leisure Glen, Ridge, NY

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

No reviews yet

Spring Lake Village

$200Ks - $200Ks

Spring Lake Village, Southington, CT

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

4 rating (8 reviews)

Glenwood Village

$100Ks - $400Ks

Glenwood Village, Riverhead, NY

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

3.7 rating (3 reviews)

Greenwood Village

$100Ks - $200Ks

Greenwood Village, Manorville, NY

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

No reviews yet

The Seasons at East Meado...

$500Ks - $600Ks

The Seasons at East Meado..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes

No reviews yet

Regency at Prospect

$300Ks - $500Ks

Regency at Prospect, Prospect, CT

Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes

No reviews yet

The Waterways at Moriches

$400Ks - $600Ks

The Waterways at Moriches, Moriches, NY

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

No reviews yet

The Retreat at Carmel

$400Ks - $600Ks

The Retreat at Carmel, Carmel, NY

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

No reviews yet

Overlook

$600Ks - $900Ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

3.5 rating (2 reviews)

Foxwood Village

$300Ks - $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

1 rating (1 reviews)

Plymouth Estates at Mount...

$500Ks - $500Ks

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

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

4 rating (1 reviews)

Vineyards at Blue Point

$800Ks - $800Ks

Vineyards at Blue Point, Blue Point, NY

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes

No reviews yet

Apple Ridge

$700Ks - $700Ks

Apple Ridge, Mahwah, NJ

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

No reviews yet

Winthrop Court

$400Ks - $500Ks

Winthrop Court, Clifton, NJ

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

No reviews yet

HarborView

$900Ks - $1Ms

HarborView, Port Washington, NY

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

No reviews yet

The Club at Melville

$500Ks - $500Ks

The Club at Melville, Melville, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes

No reviews yet

The Seasons at Elwood

$800Ks - $900Ks

The Seasons at Elwood, East Northport, NY

Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes

No reviews yet

Meadow Brook Estates

$500Ks - $500Ks

Meadow Brook Estates, Oxford, CT

Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes

5 rating (1 reviews)

Encore Atlantic Shores

$600Ks - $800Ks

Encore Atlantic Shores, Eastport, NY

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

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

Questions? Call us: (860) 750-9298

No reviews yet

The Summit at Bethel

$600Ks - $600Ks

The Summit at Bethel, Bethel, CT

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

4.9 rating (14 reviews)

Chatfield Farms

$500Ks - $600Ks

Chatfield Farms, Beacon Falls, CT

New Construction | 55+ age-restricted | Built 2014 - present | 231 homes

No reviews yet

Four Seasons at Wayne

$500Ks - $500Ks

Four Seasons at Wayne, Wayne, NJ

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

5 rating (1 reviews)

Encore at Lake Grove

$600Ks - $800Ks

Encore at Lake Grove, Lake Grove, NY

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

No reviews yet

Woodridge Strathmore Terr...

$400Ks - $400Ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

1 2 3...4

Wanaque Reserve

7414 WARRENS WAY DEEDED PARKING, WANAQUE..., Wanaque, NJ 07465

$459,500

2 beds

2 baths

Condo

7414 WARRENS WAY DEEDED PARKING, WANAQUE...

5 GRANITE RD UNIT D2, WOODLAND PARK, NJ,...

6102 HARCOURT RD # 102, CLIFTON, NJ, 070...

Community: Winthrop Court

Four Seasons at Great Notch Spa and Club

6 PEBBLE RD UNIT D1, WOODLAND PARK, NJ, ..., Woodland Park, NJ 07424

$629,000

2 beds

2 baths

Townhouse

6 PEBBLE RD UNIT D1, WOODLAND PARK, NJ, ...

Community: Four Seasons at Great Notch Spa and Club

Four Seasons at Wayne

103 FOUR SEASONS DR # 103, WAYNE, NJ, 07..., Wayne, NJ 07470

$499,000

2 beds

2 baths

Condo

103 FOUR SEASONS DR # 103, WAYNE, NJ, 07...

2 beds

3 baths

Townhouse

49 LITCHULT LN, MAHWAH, NJ, 07430

Community: Apple Ridge

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

Questions? Call us: (860) 750-9298

Apple Ridge

39 LITCHULT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430

$750,000

2 beds

4 baths

Condo

39 LITCHULT LN, MAHWAH, NJ, 07430

Community: Apple Ridge

Wanaque Reserve

4321 WARRENS WAY # 321, WANAQUE, NJ, 074..., Wanaque, NJ 07465

$459,000

2 beds

2 baths

4321 WARRENS WAY # 321, WANAQUE, NJ, 074...

Community: Wanaque Reserve

Winthrop Court

8205 HARCOURT RD, CLIFTON, NJ, 07013, Clifton, NJ 07013

$499,000

2 beds

2 baths

1,534 sq ft

8205 HARCOURT RD, CLIFTON, NJ, 07013

Community: Winthrop Court

The Waterways at Moriches

279 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955

$575,000

2 beds

2 baths

1,480 sq ft

Condo

279 DOCKSIDE CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

Oronoque Village

736 QUINNIPIAC LN B, STRATFORD, CT, 0661..., Stratford, CT 06614

$475,000

1 beds

3 baths

1,426 sq ft

Condo

736 QUINNIPIAC LN B, STRATFORD, CT, 0661...

Community: Oronoque Village

Heritage Village

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

$375,000

2 beds

2 baths

1,398 sq ft

Condo

966 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New The Village at Oxford Greens

930 TILLINGHAST DR # 930, OXFORD, CT, 06..., Oxford, CT 06478

2 beds

3 baths

1,620 sq ft

Condo

193 BAYFIELD LN B, STRATFORD, CT, 06614

Community: Oronoque Village

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

Questions? Call us: (860) 750-9298

Plymouth Estates at Mount Sinai

164 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$579,999

2 beds

2 baths

1,820 sq ft

Condo

164 IRA RD, MOUNT SINAI, NY, 11766

Community: Plymouth Estates at Mount Sinai

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

Townhouse

166 IRA RD, MOUNT SINAI, NY, 11766

Community: Plymouth Estates at Mount Sinai

Leisure Village

259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961

$254,900

1 beds

1 baths

875 sq ft

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961

Community: Leisure Village

New Heritage Hills

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

$899,000

3 beds

2 baths

1,793 sq ft

Condo

370 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Hills

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

$1,100,000

3 beds

2 baths

1,905 sq ft

Condo

593 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

1 2 3 4 5 6 7…8

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

139 communities near New Milford

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.
© 2025 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: Nov 06, 2025.
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

139 communities near New Milford

296 homes near New Milford

2 beds

2 baths

Condo

2 beds

2 baths

1,768 sq ft

2 beds

2 baths

1,949 sq ft

2 beds

2 baths

Condo

2 beds

2 baths

Townhouse

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

3 baths

Townhouse

2 beds

2 baths

Condo

2 beds

2 baths

2 beds

2 baths

Townhouse

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

2 baths

2 beds

2 baths

Condo

3 beds

3 baths

Condo

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

2 baths

Condo

2 beds

3 baths

Townhouse

2 beds

4 baths

Condo

2 beds