New Milford, CT 55+ active adult communities & homes for sale - Page 2

144 communities near New Milford

Sort by:

Relevance

5 rating (1 reviews)

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

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

The Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

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

5 rating (3 reviews)

Founders Ridge

$300ks - $400ks

Founders Ridge, Middletown, CT

New Construction | 55+ age-restricted | Built 2017 - present | 75 homes

Four Seasons at Ridgemont

$800ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2014 | 108 homes

Apple Ridge

$500ks - $1Ms

Apple Ridge, Mahwah, NJ

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

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

Questions? Call us: (860) 750-9298

Granite Woods

$600ks - $700ks

Granite Woods, Middlebury, CT

New Construction | 55+ age-restricted | Built 2020 - present | 24 homes

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

New Construction | 55+ age-restricted | Built 2023 - present | 70 homes

Regency at Prospect

$300ks - $400ks

Regency at Prospect, Prospect, CT

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

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

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

The Village at Buckingham

$300ks - $400ks

The Village at Buckingham, Avon, CT

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 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.

Sonoma Woods

$300ks

Sonoma Woods, Middletown, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

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

Billingsgate

$400ks - $600ks

Billingsgate, Simsbury, CT

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

Hopmeadow Place

$200ks - $300ks

Hopmeadow Place, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes

Park Glen

$300ks - $500ks

Park Glen, New Milford, CT

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

South Pond Village

$300ks - $400ks

South Pond Village, Bloomfield, CT

Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes

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

Questions? Call us: (860) 750-9298

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

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

The Seasons at Plainview

$500ks - $600ks

The Seasons at Plainview, Plainview, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 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

Regency at Wappinger

$500ks

Regency at Wappinger, Wappingers Falls, NY

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

Woodcrest at Jacobs Hill

$200ks - $300ks

Woodcrest at Jacobs Hill, Cortlandt, NY

Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

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

The Hollows at Blue Hill

$500ks - $700ks

The Hollows at Blue Hill, Pearl River, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes

Country Village Estates

$300ks

Country Village Estates, Coram, NY

Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

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

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

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

Windmill Gate

$300ks - $400ks

Windmill Gate, Oakdale, NY

Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 homes

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

Questions? Call us: (860) 750-9298

The Vineyards at Miller P...

$500ks

The Vineyards at Miller P..., Miller Place, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes

4 rating (1 reviews)

Vineyards at Blue Point

$500ks - $700ks

Vineyards at Blue Point, Blue Point, NY

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

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

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

The Seasons at Elwood

$800ks - $900ks

The Seasons at Elwood, East Northport, NY

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

Vineyards at Brookfield

$400ks - $500ks

Vineyards at Brookfield, Center Moriches, NY

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

The Seasons at East North...

$700ks

The Seasons at East North..., East Northport, NY

New Construction | 55+ age-restricted | Built 2023 - present | 190 homes

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

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

The Cottages at Wire Mill

$1Ms

The Cottages at Wire Mill, Stamford, CT

New Construction | 55+ age-restricted | Built 2026 - present | 9 homes

Autumn Estates

$500ks - $600ks

Autumn Estates, Farmington, CT

Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes

Eastport Meadows

$400ks

Eastport Meadows, Eastport, NY

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes

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

Questions? Call us: (860) 750-9298

Stoneleigh Woods at Carme...

$400ks

Stoneleigh Woods at Carme..., Carmel, NY

Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes

Bartlett Hollow

$200ks - $400ks

Bartlett Hollow, Middletown, CT

New Construction | 55+ age-restricted | Built 2015 - present | 25 homes

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

Community: Glenwood Village

New Heritage Village

4 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$399,000

2 beds

2 baths

1,306 sq ft

Condo

4 HERITAGE CRST C, SOUTHBURY, CT, 06488

Community: Heritage Village

New Heritage Village

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

$350,000

3 beds

2 baths

1,716 sq ft

Condo

682 HERITAGE VLG A, SOUTHBURY, CT, 06488

Condo

180 SPRING DR, HEMPSTEAD, NY, 11554

Community: The Seasons at East Meadow

New Wanaque Reserve

5111 WARRENS WAY 11, WANAQUE BORO, NJ, 0..., Wanaque Boro, NJ 07465

$459,900

2 beds

2 baths

1,768 sq ft

5111 WARRENS WAY 11, WANAQUE BORO, NJ, 0...

Community: Wanaque Reserve

New Village Estates

137 FRANCESCA WAY, BABYLON, NY, 11701, Babylon, NY 11701

$569,000

2 beds

1 baths

1,257 sq ft

Condo

137 FRANCESCA WAY, BABYLON, NY, 11701

Community: Village Estates

New The Greens at Half Hollow

1130 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$680,000

2 beds

2 baths

1,140 sq ft

Condo

1130 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 Meadow Brook Estates

132 MEADOW BROOK RD 132, OXFORD, CT, 064..., Oxford, CT 06478

$599,900

2 beds

3 baths

1,931 sq ft

Condo

132 MEADOW BROOK RD 132, OXFORD, CT, 064...

Community: Meadow Brook Estates

New Heritage Hills

593 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589

$539,000

1 beds

2 baths

967 sq ft

Condo

593 HERITAGE HILLS DR C, SOMERS, NY, 105...

Community: Heritage Hills

New Oronoque Village

88 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614

$356,000

1 beds

2 baths

1,175 sq ft

Condo

88 S TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

New Heritage Village

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

$245,000

1 beds

1 baths

928 sq ft

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Oronoque Village

13 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$389,000

1 beds

2 baths

1,480 sq ft

Condo

13 ALGONQUIN LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New Newtown Woods

632 BROOKSIDE CT 632, NEWTOWN, CT, 06470, Newtown, CT 06470

$599,900

2 beds

2 baths

1,807 sq ft

Condo

632 BROOKSIDE CT 632, NEWTOWN, CT, 06470

Community: Newtown Woods

New The Greens at Half Hollow

915 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$749,000

2 beds

2 baths

1,000 sq ft

Condo

915 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Saddle Lakes

120 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$549,000

2 beds

2 baths

1,386 sq ft

Condo

120 SCENIC LAKE DR, RIVERHEAD, NY, 11901

Community: Saddle Lakes

New Eastport Meadows

15 MEADOW WAY, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$650,000

2 beds

3 baths

1,855 sq ft

Condo

15 MEADOW WAY, BROOKHAVEN, NY, 11941

Community: Eastport Meadows

New The Greens at Half Hollow

991 MADEIRA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$789,000

2 beds

2 baths

1,058 sq ft

Condo

991 MADEIRA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Westhampton Pines

30 KIMBERLY DR, SOUTHAMPTON, NY, 11977, Southampton, NY 11977

$1,395,000

2 beds

3 baths

2,400 sq ft

Condo

30 KIMBERLY DR, SOUTHAMPTON, NY, 11977

Community: Westhampton Pines

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

Questions? Call us: (860) 750-9298

New Rivington

19 ORWICH CT 19, DANBURY, CT, 06810, Danbury, CT 06810

$669,900

3 beds

4 baths

1,572 sq ft

Condo

19 ORWICH CT 19, DANBURY, CT, 06810

Community: Rivington

New Heritage Village

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

$279,000

2 beds

2 baths

1,432 sq ft

Condo

991 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Meadow Brook Estates

207 WOODLAWN DR 207, SEYMOUR, CT, 06483, Seymour, CT 06483

$625,000

3 beds

3 baths

2,484 sq ft

Condo

207 WOODLAWN DR 207, SEYMOUR, CT, 06483

Community: Meadow Brook Estates

New Regency at Wappinger

63 FARMINGTON RD, WAPPINGER, NY, 12590, Wappinger, NY 12590

$854,500

3 beds

3 baths

2,944 sq ft

Condo

63 FARMINGTON RD, WAPPINGER, NY, 12590

Community: Regency at Wappinger

New Spring Lake Village

1 HICKORY HL 1, SOUTHINGTON, CT, 06489, Southington, CT 06489

$239,000

2 beds

2 baths

1,285 sq ft

Condo

1 HICKORY HL 1, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Heritage Village

226A S DURKEE HILL RD 226A, SOUTHBURY, C..., Southbury, CT 06488

$338,500

2 beds

2 baths

1,398 sq ft

Condo

226A S DURKEE HILL RD 226A, SOUTHBURY, C...

Community: Heritage Village

Heritage Hills

512 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589

$610,000

2 beds

2 baths

1,265 sq ft

Condo

512 HERITAGE HLS C, SOMERS, NY, 10589

Community: Heritage Hills

Greenwood Village

124 VILLAGE CIR 124, BROOKHAVEN, NY, 119..., Brookhaven, NY 11949

$179,997

2 beds

2 baths

1,116 sq ft

Condo

124 VILLAGE CIR 124, BROOKHAVEN, NY, 119...

Community: Greenwood Village

The Seasons at East Northport

40 AUGUST CIR 40, HUNTINGTON, NY, 11731, Huntington, NY 11731

$772,150

2 beds

2 baths

1,536 sq ft

Condo

40 AUGUST CIR 40, HUNTINGTON, NY, 11731

Community: The Seasons at East Northport

Heritage Hills

$599,999

2 beds

2 baths

1,470 sq ft

Condo

569 HERITAGE HILLS DR B, SOMERS, NY, 105...

Community: Heritage Hills

Plymouth Estates at Mount Sinai

55 ROSE LN, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$548,888

2 beds

2 baths

1,272 sq ft

Condo

55 ROSE LN, BROOKHAVEN, NY, 11766

Community: Plymouth Estates at Mount Sinai

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

Questions? Call us: (860) 750-9298

Fairfield at St. James

1102 GOTHAM PATH, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$639,900

3 beds

3 baths

1,601 sq ft

Condo

1102 GOTHAM PATH, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Leisure Knoll

257 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$539,900

2 beds

2 baths

1,000 sq ft

Condo

257 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

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?

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 optout@55places.com. 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

144 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: Oct 04, 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 - Page 2

144 communities near New Milford

322 homes near New Milford

2 beds

2 baths

1,078 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,624 sq ft

Manufactured Home

2 beds

2 baths

1,306 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

960 sq ft

Condo

2 beds

2 baths

1,170 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,447 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,328 sq ft

Condo

2 beds

2 baths

1,390 sq ft

Condo

2 beds

3 baths

1,030 sq ft

Condo

2 beds

2 baths

1,768 sq ft

2 beds

1 baths

1,257 sq ft

Condo

2 beds

2 baths

1,140 sq ft

Condo

2 beds

3 baths

1,931 sq ft

Condo

1 beds

2 baths

967 sq ft

Condo

1 beds

2 baths

1,175 sq ft

Condo

1 beds

1 baths