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

139 communities near New Milford

Sort by:

Relevance

Regency at Wappinger

$600Ks - $700Ks

Regency at Wappinger, Wappingers Falls, NY

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

5 rating (1 reviews)

Sunrise Village

$400Ks - $500Ks

Sunrise Village, Sayville, NY

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

Saddle Lakes

$400Ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes

Country Village Estates

$400Ks

Country Village Estates, Coram, NY

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

5 rating (1 reviews)

Sunken Pond Estates

$400Ks - $500Ks

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

The Seasons at East North...

$700Ks

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

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

5 rating (1 reviews)

Westhampton Pines

$900Ks - $1Ms

Westhampton Pines, Westhampton, NY

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

5 rating (1 reviews)

The Villages at Mount Sin...

$500Ks - $700Ks

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

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

The Powder Forest Homes

$600Ks - $700Ks

The Powder Forest Homes, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes

5 rating (1 reviews)

Newtown Woods

$400Ks - $500Ks

Newtown Woods, Newtown, CT

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

Stoneleigh Woods at River...

$500Ks - $600Ks

Stoneleigh Woods at River..., Riverhead, NY

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

The Coves at Melville

$500Ks

The Coves at Melville, Melville, NY

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

Strathmore Gate East

$300Ks - $400Ks

Strathmore Gate East, Coram, NY

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

Beckley Farms

$300Ks - $400Ks

Beckley Farms, Berlin, CT

New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes

Regency at Fishkill

$400Ks - $500Ks

Regency at Fishkill, Fishkill, NY

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

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

Questions? Call us: (860) 750-9298

Four Seasons at Cedar Gro...

$700Ks

Four Seasons at Cedar Gro..., Cedar Grove, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2005 | 156 homes

South Pond Village

$100Ks - $200Ks

South Pond Village, Bloomfield, CT

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

Setauket Meadows

$600Ks - $700Ks

Setauket Meadows, Setauket, NY

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

The Manors at The Colony ...

$400Ks - $500Ks

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

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

Vineyards at Brookfield

$700Ks

Vineyards at Brookfield, Center Moriches, NY

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

Fieldstone Village

$500Ks - $800Ks

Fieldstone Village, Orange, CT

Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes

Village Estates

$500Ks

Village Estates, Amityville, NY

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

The Seasons at Plainview

$600Ks - $700Ks

The Seasons at Plainview, Plainview, NY

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

Windcrest East

$600Ks

Windcrest East, Calverton, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes

The Hollows at Blue Hill

$1Ms

The Hollows at Blue Hill, Pearl River, NY

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

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

Questions? Call us: (860) 750-9298

Fairview at Oxford Greens

$600Ks

Fairview at Oxford Greens, Oxford, CT

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

3.5 rating (2 reviews)

Harvest Pointe

$800Ks - $3Ms

Harvest Pointe, Cutchogue, NY

New Construction | 55+ age-restricted | Built 2017 - present | 124 homes

Newbury Village

$500Ks - $600Ks

Newbury Village, Brookfield, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes

Windmill Gate

$300Ks - $400Ks

Windmill Gate, Oakdale, NY

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

5 rating (1 reviews)

Four Seasons at North Cal...

$700Ks - $800Ks

Four Seasons at North Cal..., North Caldwell, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 108 homes

Four Seasons at Ridgemont

$800Ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

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

O'Meara Farm

$400Ks - $500Ks

O'Meara Farm, Farmington, CT

Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes

Bear's Cove

$1Ms

Bear's Cove, Ramsey, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 104 homes

Meadowbrooke Pointe East ...

$700Ks - $800Ks

Meadowbrooke Pointe East ..., East Meadow, NY

New Construction | 62+ age-restricted | Built 2019 - present | 104 homes

The Bridges at Oxford Gre...

$600Ks

The Bridges at Oxford Gre..., Oxford, CT

New Construction | 55+ age-restricted | Built 2025 - present | 99 homes

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

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

The Bel Aire at East Mead...

$400Ks

The Bel Aire at East Mead..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes

Applegate Estates

$500Ks - $400Ks

Applegate Estates, Southington, CT

New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes

Vineyards at Moriches

$700Ks

Vineyards at Moriches, Center Moriches, NY

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

Pond Spring Village

$300Ks

Pond Spring Village, Beacon Falls, CT

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

169 VENTRY CT A, RIDGE, NY, 11961

Condo

412 WEYMOUTH CT UNIT B, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (860) 750-9298

Village Estates

66 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701

$499,000

2 beds

2 baths

1,243 sq ft

Condo

66 SARAH CT, AMITYVILLE, NY, 11701

Community: Village Estates

Overlook

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512

$665,000

3 beds

3 baths

1,914 sq ft

Condo

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...

Community: Overlook

Overlook

4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512

$668,000

3 beds

3 baths

1,914 sq ft

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512

Community: Overlook

The Hollows at Blue Hill

29 MICHAEL ROBERTS CT, PEARL RIVER, NY, ..., Pearl River, NY 10965

$1,189,000

3 beds

4 baths

2,530 sq ft

House

29 MICHAEL ROBERTS CT, PEARL RIVER, NY, ...

Community: The Hollows at Blue Hill

Overlook

1037 COTTAGE DR 18, CARMEL, NY, 10512, Carmel, NY 10512

$889,000

2 beds

3 baths

2,496 sq ft

Condo

1037 COTTAGE DR 18, CARMEL, NY, 10512

Community: Overlook

The Seasons at East Meadow

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

$575,000

2 beds

2 baths

1,272 sq ft

Condo

331 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

New Foxwood Village

1407 MIDDLE RD 275, CALVERTON, NY, 11933, Calverton, NY 11933

$425,000

3 beds

2 baths

1,530 sq ft

Manufactured Home

1407 MIDDLE RD 275, CALVERTON, NY, 11933

Community: Foxwood Village

New Fairfield at St. James

504 GOTHAM CT, SAINT JAMES, NY, 11780, Saint James, NY 11780

$599,995

2 beds

2 baths

1,236 sq ft

House

504 GOTHAM CT, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

The Greens at Half Hollow

259 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$1,430,000

3 beds

4 baths

3,100 sq ft

Condo

259 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Strathmore Gate East

53 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727

$420,000

2 beds

1 baths

1,036 sq ft

Condo

53 FREEDOM LN, CORAM, NY, 11727

Community: Strathmore Gate East

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

Questions? Call us: (860) 750-9298

New The Greens at Half Hollow

986 MADEIRA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$659,000

2 beds

2 baths

1,150 sq ft

Condo

986 MADEIRA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

New The Greens at Half Hollow

736 VERONA DR, MELVILLE, NY, 11747, Melville, NY 11747

$1,249,888

3 beds

3 baths

2,500 sq ft

Condo

736 VERONA DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Blackburne Farm Townhomes

32 OTTAWAY LN, CAMPBELL HALL, NY, 10916, Campbell Hall, NY 10916

$700,000

2 beds

4 baths

3,600 sq ft

House

32 OTTAWAY LN, CAMPBELL HALL, NY, 10916

Community: Blackburne Farm Townhomes

Glenwood Village

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901

$219,000

2 beds

2 baths

1,144 sq ft

Mobile Home

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...

Community: Glenwood Village

Windcrest East

41 GOLDEN SPRUCE DR, CALVERTON, NY, 1193..., Calverton, NY 11933

$649,000

3 beds

3 baths

2,091 sq ft

Condo

41 GOLDEN SPRUCE DR, CALVERTON, NY, 1193...

Community: Windcrest East

Encore Atlantic Shores

177 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941

$795,000

2 beds

2 baths

2,150 sq ft

Condo

177 MELODY CT, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

Sunrise Village

77 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782

$489,000

2 beds

2 baths

1,288 sq ft

House

77 REVERE DR, SAYVILLE, NY, 11782

Community: Sunrise Village

Fairfield at St. James

705 CABOT CT, SAINT JAMES, NY, 11780, Saint James, NY 11780

$429,000

1 beds

2 baths

963 sq ft

Condo

705 CABOT CT, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

Stoneleigh Woods at Riverhead

53 GOOSE NECK LN, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$590,000

2 beds

2 baths

1,383 sq ft

Condo

53 GOOSE NECK LN, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Heritage Hills

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

$525,000

2 beds

2 baths

1,427 sq ft

Condo

262 HERITAGE HLS B, SOMERS, NY, 10589

Condo

68 LOUDEN LOOP, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

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

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: Dec 07, 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 - Page 2

139 communities near New Milford

259 homes near New Milford

2 beds

1 baths

1,278 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

3 baths

1,030 sq ft

Condo

2 beds

2 baths

1,470 sq ft

Condo

2 beds

1 baths

875 sq ft

Condo

2 beds

1 baths

875 sq ft

Condo

2 beds

3 baths

1,900 sq ft

Condo

2 beds

3 baths

2,620 sq ft

Condo

2 beds

2 baths

1,695 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

3 baths

2,400 sq ft

House

2 beds

2 baths

1,379 sq ft

Condo

2 beds

2 baths

2,500 sq ft

Condo

2 beds

2 baths

909 sq ft

Condo

2 beds

1 baths

1,100 sq ft

Condo

2 beds

2 baths

1,243 sq ft

Condo

3 beds

3 baths

1,914 sq ft

Condo

3 beds

3 baths

1,914 sq ft

Condo

3 beds

4 baths

2,530 sq ft

House

2 beds