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

140 communities near Milford

Sort by:

Relevance

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

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

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

Questions? Call us: (475) 271-1803

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

Questions? Call us: (475) 271-1803

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

Snug Harbor

$600Ks - $700Ks

Snug Harbor, Amityville, NY

Resale Only | 55+ age-restricted | Built 1970 - 1974 | 176 homes

Stoneleigh Woods at River...

$600Ks

Stoneleigh Woods at River..., Riverhead, NY

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

The Coves at Melville

$500Ks

The Coves at Melville, Melville, NY

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

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

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 Milford? 55places can help!

Questions? Call us: (475) 271-1803

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

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

Questions? Call us: (475) 271-1803

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

North Woods of Colchester

$500Ks

North Woods of Colchester, Colchester, CT

New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes

The Villas at Narraganset...

$500Ks - $600Ks

The Villas at Narraganset..., Lindenhurst, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes

Village Estates

$400Ks - $500Ks

Village Estates, Amityville, NY

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

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

Questions? Call us: (475) 271-1803

The Seasons at Plainview

$600Ks - $700Ks

The Seasons at Plainview, Plainview, NY

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

Windcrest East

$600Ks

Windcrest East, Calverton, NY

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

Fairview at Oxford Greens

$600Ks

Fairview at Oxford Greens, Oxford, CT

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

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

Questions? Call us: (475) 271-1803

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

The Seasons at Seaford

$700Ks

The Seasons at Seaford, Seaford, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes

Windmill Gate

$300Ks - $400Ks

Windmill Gate, Oakdale, NY

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

The Gardens of Wilbraham

$500Ks

The Gardens of Wilbraham, Wilbraham, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes

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

Questions? Call us: (475) 271-1803

Meadowbrooke Pointe East ...

$700Ks - $800Ks

Meadowbrooke Pointe East ..., East Meadow, NY

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

O'Meara Farm

$400Ks - $500Ks

O'Meara Farm, Farmington, CT

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

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

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

Questions? Call us: (475) 271-1803

Applegate Estates

$500Ks - $400Ks

Applegate Estates, Southington, CT

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

Founders Village

$500Ks - $600Ks

Founders Village, Southold, NY

Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes

Pond Spring Village

$300Ks

Pond Spring Village, Beacon Falls, CT

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

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

Questions? Call us: (475) 271-1803

Vineyards at Moriches

$700Ks

Vineyards at Moriches, Center Moriches, NY

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

The Vineyards at Mount Si...

$800Ks - $1Ms

The Vineyards at Mount Si..., Mount Sinai, NY

New Construction | 55+ age-restricted | Built 2020 - present | 91 homes

4 HAVERTON CT, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

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

Questions? Call us: (475) 271-1803

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

Questions? Call us: (475) 271-1803

Encore Atlantic Shores

113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941

$885,000

2 beds

3 baths

3,037 sq ft

Condo

113 OVERTURE PL, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

Glassbury Court at Hunterbrook

2279 DALTON DR, CORTLANDT MANOR, NY, 105..., Cortlandt Manor, NY 10567

$925,000

2 beds

4 baths

3,500 sq ft

Condo

2279 DALTON DR, CORTLANDT MANOR, NY, 105...

Community: Glassbury Court at Hunterbrook

Breton Hills

704 BRETON WAY # 704, GLEN COVE, NY, 115..., Glen Cove, NY 11542

$629,000

2 beds

2 baths

1,440 sq ft

Condo

704 BRETON WAY # 704, GLEN COVE, NY, 115...

Community: Breton Hills

Stone Ridge Estates

108 JOSEPH LN, DIX HILLS, NY, 11746, Dix Hills, NY 11746

$799,999

2 beds

2 baths

1,695 sq ft

Condo

108 JOSEPH LN, DIX HILLS, NY, 11746

Community: Stone Ridge Estates

The Greens at Half Hollow

652 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747

$1,199,000

3 beds

3 baths

2,400 sq ft

Condo

652 BALFOUR PL, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Glenwood Village

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$239,999

2 beds

2 baths

924 sq ft

Manufactured Home

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...

Community: Glenwood Village

Regency at Fishkill

423 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$499,000

1 beds

2 baths

1,450 sq ft

Condo

423 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

Snug Harbor

118 HARBOR, AMITYVILLE, NY, 11701, Amityville, NY 11701

$639,000

2 beds

2 baths

935 sq ft

Condo

118 HARBOR, AMITYVILLE, NY, 11701

Community: Snug Harbor

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

Questions? Call us: (475) 271-1803

New Heritage Hills

537 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589

$600,000

2 beds

2 baths

1,470 sq ft

Condo

537 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

The Greens at Half Hollow

677 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747

$1,075,000

2 beds

3 baths

1,900 sq ft

Condo

677 BALFOUR PL, MELVILLE, NY, 11747

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512

Community: Overlook

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

Questions? Call us: (475) 271-1803

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

Leisure Village

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

$250,000

1 beds

1 baths

782 sq ft

Condo

423 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

The Greens at Half Hollow

910 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$779,000

2 beds

2 baths

1,120 sq ft

Condo

910 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Country Village Estates

163 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727

$472,000

2 beds

2 baths

1,261 sq ft

Condo

163 THEODORE DR, CORAM, NY, 11727

Condo

817 WILLOW LN, VALLEY STREAM, NY, 11580

Condo

66 SARAH CT, AMITYVILLE, NY, 11701

Community: Village Estates

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

Questions? Call us: (475) 271-1803

New The Seasons at East Meadow

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

$639,999

2 beds

2 baths

1,050 sq ft

Condo

294 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

Glassbury Court at Cold Spring

43 YESTERDAY DR, COLD SPRING, NY, 10516, Cold Spring, NY 10516

$727,000

2 beds

3 baths

2,620 sq ft

Condo

43 YESTERDAY DR, COLD SPRING, NY, 10516

Community: Glassbury Court at Cold Spring

New The Villages at Mount Sinai Park

4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$775,000

3 beds

3 baths

2,850 sq ft

House

4 OAKHURST CT, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

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

Questions? Call us: (475) 271-1803

Greenwood Village

77 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$149,500

2 beds

1 baths

1,000 sq ft

Condo

77 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

New Meadowbrook Pointe Athletic Club & Spa

365 TROTTING LN, WESTBURY, NY, 11590, Westbury, NY 11590

$799,999

1 beds

2 baths

1,128 sq ft

Condo

365 TROTTING LN, WESTBURY, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

Frequently Asked Questions

What size 55+ communities are there in Milford?

In Milford, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Milford?

The smallest 55+ communities in Milford has 50 homes, the largest has 82 homes, and the average communities consists of 66 homes.

Are there gated 55+ communities in Milford?

No, there are no gated 55+ communities in Milford.

How long do listings in 55+ communities in Milford typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Milford stay on the market for around 5 days. The average price of homes for sale in these communities is approximately $567,810, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Baldwin Station average around $649,900, while homes in Gloria Commons average around $485,720.

Want more information about active adult communities around 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 Milford?

Call us: (475) 271-1803

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: Jan 13, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

140 communities near Milford

205 homes near Milford

2 beds

2 baths

1,559 sq ft

Condo

2 beds

2 baths

1,635 sq ft

Condo

2 beds

2 baths

1,526 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

3 baths

2,175 sq ft

Condo

2 beds

3 baths

3,037 sq ft

Condo

2 beds

4 baths

3,500 sq ft

Condo

2 beds

2 baths

1,440 sq ft

Condo

2 beds

2 baths

1,695 sq ft

Condo

3 beds

3 baths

2,400 sq ft

Condo

2 beds

2 baths

924 sq ft

Manufactured Home

1 beds

2 baths

1,450 sq ft

Condo

2 beds

2 baths

935 sq ft

Condo

2 beds

2 baths

1,470 sq ft

Condo

2 beds

3 baths

1,900 sq ft

Condo

2 beds

1 baths

1,000 sq ft

Condo

2 beds

2 baths

1,150 sq ft

Condo

2 beds

2 baths

1,475 sq ft

Condo

2 beds

1 baths

1,171 sq ft

Condo

3 beds