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

252 homes 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

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

$400ks - $1Ms

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

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

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

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

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

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $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

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

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

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

Four Seasons at Wayne

$300ks - $400ks

Four Seasons at Wayne, Wayne, NJ

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

5 rating (2 reviews)

Blackburne Farm Townhomes

$400ks

Blackburne Farm Townhomes, Campbell Hall, NY

New Construction | 55+ age-restricted | Built 2019 - present | 29 homes

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

Questions? Call us: (860) 750-9298

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

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

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

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

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

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

4.9 rating (14 reviews)

Chatfield Farms

$400ks - $700ks

Chatfield Farms, Beacon Falls, CT

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

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

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

South Pond Village

$300ks - $400ks

South Pond Village, Bloomfield, CT

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

Stone Ridge Estates

$500ks - $600ks

Stone Ridge Estates, Dix Hills, NY

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

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

Baldwin Station

$400ks

Baldwin Station, Milford, CT

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

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

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

Questions? Call us: (860) 750-9298

The Manors at The Colony ...

$300ks - $400ks

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

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

1 2 3...4

Glassbury Court at Cold Spring

15 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516

$556,904

2 beds

3 baths

1,785 sq ft

Condo

15 REVOLUTION RD, COLD SPRING, NY, 10516

Community: Glassbury Court at Cold Spring

Park Glen

4 BLOSSOM CT, NEW MILFORD, CT, 06776, New Milford, CT 06776

$629,000

2 beds

3 baths

2,573 sq ft

Condo

4 BLOSSOM CT, NEW MILFORD, CT, 06776

Community: Park Glen

The Seasons at East Meadow

479 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$619,000

2 beds

2 baths

1,358 sq ft

Condo

479 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

Wanaque Reserve

6406 WARRENS WAY TOP FLOOR & DEE, WANAQU..., Wanaque, NJ 07465

$424,000

2 beds

2 baths

Condo

6406 WARRENS WAY TOP FLOOR & DEE, WANAQU...

Community: Wanaque Reserve

Leisure Knoll

206 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961

$345,000

2 beds

1 baths

658 sq ft

Condo

206 BELFAST LN, RIDGE, NY, 11961

Community: Leisure Knoll

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

Questions? Call us: (860) 750-9298

Regency at Fishkill

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

$569,900

2 beds

2 baths

1,450 sq ft

Condo

734 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

Glenwood Village

1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ..., Riverhead, NY 11901

$249,850

2 beds

2 baths

1,050 sq ft

Mobile Home

1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ...

Community: Glenwood Village

Leisure Glen

530 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961

$595,000

2 beds

2 baths

1,434 sq ft

Condo

530 LEISURE DR, RIDGE, NY, 11961

Community: Leisure Glen

Spring Lake Village

40 HICKORY HL # 40, SOUTHINGTON, CT, 064..., Southington, CT 06489

$233,527

2 beds

2 baths

1,211 sq ft

Condo

40 HICKORY HL # 40, SOUTHINGTON, CT, 064...

Community: Spring Lake Village

Woodridge Strathmore Terrace

27 HEARTHSIDE DR, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$399,000

1 beds

1 baths

844 sq ft

Condo

27 HEARTHSIDE DR, MOUNT SINAI, NY, 11766

Community: Woodridge Strathmore Terrace

Leisure Village

418 WEYMOUTH CT C, RIDGE, NY, 11961, Ridge, NY 11961

$349,999

2 beds

1 baths

1,036 sq ft

Condo

418 WEYMOUTH CT C, RIDGE, NY, 11961

Community: Leisure Village

Heritage Hills

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

$633,000

2 beds

2 baths

1,139 sq ft

Condo

40 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Meadowbrook Pointe Athletic Club & Spa

366 ROOSEVELT WAY, NORTH HEMPSTEAD, NY, ..., North Hempstead, NY 11590

$799,000

2 beds

2 baths

1,342 sq ft

Condo

366 ROOSEVELT WAY, NORTH HEMPSTEAD, NY, ...

Community: Meadowbrook Pointe Athletic Club & Spa

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

Questions? Call us: (860) 750-9298

Heritage Village

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

$399,000

3 beds

2 baths

1,716 sq ft

Condo

575 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

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

$260,000

2 beds

2 baths

1,398 sq ft

Condo

701 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Village

430 FALMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961

$369,000

2 beds

2 baths

1,200 sq ft

House

430 FALMOUTH CT A, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

258 NEWCASTLE CT F, RIDGE, NY, 11961, Ridge, NY 11961

$279,000

2 beds

1 baths

875 sq ft

Condo

258 NEWCASTLE CT F, RIDGE, NY, 11961

Community: Leisure Village

Oak Meadow Estates

65 OAK MEADOW LN # 65, HARWINTON, CT, 06..., Harwinton, CT 06791

$495,000

2 beds

4 baths

2,164 sq ft

Condo

65 OAK MEADOW LN # 65, HARWINTON, CT, 06...

Community: Oak Meadow Estates

The Greens at Half Hollow

843 MADEIRA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$699,000

2 beds

2 baths

1,150 sq ft

Condo

843 MADEIRA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

South Pond Village

81 SILO WAY 81, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002

$259,999

2 beds

2 baths

1,204 sq ft

Condo

81 SILO WAY 81, BLOOMFIELD, CT, 06002

Community: South Pond Village

The Coves at Melville

54 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$579,000

2 beds

2 baths

1,162 sq ft

Condo

54 MORLEY CIR, HUNTINGTON, NY, 11747

Community: The Coves at Melville

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

Questions? Call us: (860) 750-9298

Heritage Hills

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

$599,000

1 beds

2 baths

1,296 sq ft

Condo

680 HERITAGE HLS C, SOMERS, NY, 10589

Community: Heritage Hills

Villas at Seminary Hill

7102 PANKIN DR, CARMEL, NY, 10512, Carmel, NY 10512

$439,999

2 beds

2 baths

1,144 sq ft

Condo

7102 PANKIN DR, CARMEL, NY, 10512

Community: Villas at Seminary Hill

Leisure Knoll

304 KINGSTON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$530,000

2 beds

2 baths

1,000 sq ft

Condo

304 KINGSTON CT, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Heritage Hills

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

$749,000

3 beds

2 baths

1,689 sq ft

Condo

243 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Oronoque Village

133 BANNOCK LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$635,000

2 beds

3 baths

2,038 sq ft

Condo

133 BANNOCK LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$299,900

2 beds

2 baths

1,144 sq ft

Condo

914 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Chatfield Farms

8 WOODLAND PATH 8, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403

$699,900

3 beds

4 baths

2,610 sq ft

Condo

8 WOODLAND PATH 8, BEACON FALLS, CT, 064...

Community: Chatfield Farms

Heritage Village

419 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488

$500,000

3 beds

2 baths

1,716 sq ft

Condo

419 HERITAGE VLG E, SOUTHBURY, CT, 06488

Community: Heritage Village

Greenwood Village

16 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$167,000

2 beds

2 baths

1,164 sq ft

Condo

16 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

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

Questions? Call us: (860) 750-9298

Wanaque Reserve

5408 WARRENS WAY, WANAQUE, NJ, 07465, Wanaque, NJ 07465

$449,000

2 beds

2 baths

Condo

5408 WARRENS WAY, WANAQUE, NJ, 07465

Community: Wanaque Reserve

Leisure Village

230 BLACKPOOL CT A, RIDGE, NY, 11961, Ridge, NY 11961

$289,900

2 beds

1 baths

836 sq ft

Condo

230 BLACKPOOL CT A, RIDGE, NY, 11961

Community: Leisure Village

Overlook

3014 EASTVIEW LN # 110, CARMEL, NY, 1051..., Carmel, NY 10512

$779,000

2 beds

3 baths

2,466 sq ft

Condo

3014 EASTVIEW LN # 110, CARMEL, NY, 1051...

Community: Overlook

Four Seasons at Wayne

109 FOUR SEASONS DR # 109, WAYNE, NJ, 07..., Wayne, NJ 07470

$525,000

2 beds

2 baths

Condo

109 FOUR SEASONS DR # 109, WAYNE, NJ, 07...

Community: Four Seasons at Wayne

Meadow Brook Estates

215 MEADOW BROOK RD # 215, OXFORD, CT, 0..., Oxford, CT 06478

$589,000

3 beds

3 baths

2,207 sq ft

Condo

215 MEADOW BROOK RD # 215, OXFORD, CT, 0...

Community: Meadow Brook Estates

Leisure Village

406 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961

$245,000

1 beds

1 baths

704 sq ft

Condo

406 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Long Hill Village

71 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611

$539,900

1 beds

3 baths

1,370 sq ft

Condo

71 CIDER MILL LN, TRUMBULL, CT, 06611

Community: Long Hill Village

Four Seasons at Wayne

109 FOUR SEASONS DR, WAYNE TWP., NJ, 074..., Wayne Twp., NJ 07470

$525,000

2 beds

2 baths

109 FOUR SEASONS DR, WAYNE TWP., NJ, 074...

Community: Four Seasons at Wayne

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

Questions? Call us: (860) 750-9298

Leisure Knoll

190 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$479,999

2 beds

1 baths

913 sq ft

House

190 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Village Estates

34 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701

$569,999

2 beds

2 baths

1,251 sq ft

Condo

34 SARAH CT, AMITYVILLE, NY, 11701

Community: Village Estates

1 2 3 4 5 6…7

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

252 homes

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: Feb 24, 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

139 communities near New Milford

252 homes near New Milford

2 beds

3 baths

1,785 sq ft

Condo

2 beds

3 baths

2,573 sq ft

Condo

2 beds

2 baths

1,358 sq ft

Condo

2 beds

2 baths

Condo

2 beds

1 baths

658 sq ft

Condo

2 beds

2 baths

1,450 sq ft

Condo

2 beds

2 baths

1,050 sq ft

Mobile Home

2 beds

2 baths

1,434 sq ft

Condo

2 beds

2 baths

1,211 sq ft

Condo

1 beds

1 baths

844 sq ft

Condo

2 beds

1 baths

1,036 sq ft

Condo

2 beds

2 baths

1,139 sq ft

Condo

2 beds

2 baths

1,342 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,200 sq ft

House

2 beds

1 baths

875 sq ft

Condo

2 beds

4 baths

2,164 sq ft

Condo

2 beds

2 baths

1,150 sq ft

Condo

2 beds

2 baths