Middlebury, CT 55+ active adult communities & homes for sale - Page 3

325 homes near Middlebury

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3.6 rating (7 reviews)

Heritage Village

$200ks - $500ks

Heritage Village, Southbury, CT

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

3 rating (2 reviews)

Heritage Hills

$400ks - $900ks

Heritage Hills, Somers, NY

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

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

Questions? Call us: (959) 214-4386

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

5 rating (2 reviews)

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 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 Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

HarborView

$600ks - $1Ms

HarborView, Port Washington, NY

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

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

Questions? Call us: (959) 214-4386

The Manors at The Colony ...

$300ks - $400ks

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

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

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

1 rating (1 reviews)

Plymouth Estates at Mount...

$400ks - $500ks

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

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

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

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

Questions? Call us: (959) 214-4386

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

The Villas at Narraganset...

$400ks

The Villas at Narraganset..., Lindenhurst, NY

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

Windcrest East

$400ks - $500ks

Windcrest East, Calverton, NY

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

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

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

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

Questions? Call us: (959) 214-4386

Regency Meadows

$500ks

Regency Meadows, Trumbull, CT

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 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

1 2 3...4

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

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

Community: Greenwood Village

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

Questions? Call us: (959) 214-4386

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

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

Beckley Farms

91 SCENIC DR 91, BERLIN, CT, 06037, Berlin, CT 06037

$679,900

3 beds

3 baths

2,068 sq ft

Condo

91 SCENIC DR 91, BERLIN, CT, 06037

Community: Beckley Farms

Foxwood Village

1407 MIDDLE RD 45, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$315,000

2 beds

2 baths

1,100 sq ft

House

1407 MIDDLE RD 45, RIVERHEAD, NY, 11933

Community: Foxwood Village

Heritage Village

162 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$249,000

2 beds

2 baths

1,076 sq ft

Condo

162 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Hills

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

$750,000

2 beds

3 baths

1,531 sq ft

Condo

823 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Heritage Village

397 KRUEGER CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$439,700

3 beds

2 baths

1,716 sq ft

Condo

397 KRUEGER CIR A, SOUTHBURY, CT, 06488

Community: Heritage Village

Fairview at Oxford Greens

1073 AUGUSTA DR 1073, OXFORD, CT, 06478, Oxford, CT 06478

$629,900

2 beds

3 baths

2,232 sq ft

Condo

1073 AUGUSTA DR 1073, OXFORD, CT, 06478

154 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

The Village at Buckingham

3 CAVENDISH PL 3, AVON, CT, 06001, Avon, CT 06001

$689,000

3 beds

3 baths

2,730 sq ft

3 CAVENDISH PL 3, AVON, CT, 06001

Community: The Village at Buckingham

Fairfield at St. James

705 ALDEN CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$559,803

2 beds

2 baths

954 sq ft

Condo

705 ALDEN CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Jefferson Village

45 JEFFERSON OVAL G, YORKTOWN, NY, 10598, Yorktown, NY 10598

$429,900

2 beds

2 baths

1,100 sq ft

Condo

45 JEFFERSON OVAL G, YORKTOWN, NY, 10598

Community: Jefferson Village

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

Questions? Call us: (959) 214-4386

Heritage Hills

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

$679,000

2 beds

2 baths

1,559 sq ft

Condo

446 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

Rivington

11 MERCY ST 11, DANBURY, CT, 06810, Danbury, CT 06810

$600,000

2 beds

4 baths

1,572 sq ft

Condo

11 MERCY ST 11, DANBURY, CT, 06810

Community: Rivington

Jefferson Village

18L HASTINGS CT, YORKTOWN, NY, 10598, Yorktown, NY 10598

$340,000

2 beds

1 baths

1,000 sq ft

Condo

18L HASTINGS CT, YORKTOWN, NY, 10598

Community: Jefferson Village

Heritage Village

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

$198,000

1 beds

1 baths

928 sq ft

Condo

149 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Bidwell Village

94 STONEHOUSE RD 13, COVENTRY, CT, 06238, Coventry, CT 06238

$365,000

3 beds

4 baths

1,810 sq ft

Condo

94 STONEHOUSE RD 13, COVENTRY, CT, 06238

Community: Bidwell Village

The Greens at Half Hollow

119 MADEIRA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,525,000

3 beds

3 baths

2,700 sq ft

Condo

119 MADEIRA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

Sunken Pond Estates

3704 AMEN COR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$529,000

2 beds

3 baths

1,350 sq ft

Condo

3704 AMEN COR, RIVERHEAD, NY, 11901

Community: Sunken Pond Estates

Leisure Village

395 WOODBRIDGE DR E, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$322,900

2 beds

1 baths

875 sq ft

Condo

395 WOODBRIDGE DR E, BROOKHAVEN, NY, 119...

Community: Leisure Village

Plymouth Estates at Mount Sinai

240 IRA RD, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$599,999

2 beds

2 baths

1,396 sq ft

Condo

240 IRA RD, BROOKHAVEN, NY, 11766

Community: Plymouth Estates at Mount Sinai

Overlook

2011 SUMMIT LOOP 86, CARMEL, NY, 10512, Carmel, NY 10512

$936,000

2 beds

3 baths

2,873 sq ft

Condo

2011 SUMMIT LOOP 86, CARMEL, NY, 10512

Community: Overlook

Overlook

2037 SUMMIT LOOP 92, CARMEL, NY, 10512, Carmel, NY 10512

$899,000

2 beds

2 baths

2,102 sq ft

Condo

2037 SUMMIT LOOP 92, CARMEL, NY, 10512

Community: Overlook

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

Questions? Call us: (959) 214-4386

Overlook

2055 SUMMIT LOOP 95, CARMEL, NY, 10512, Carmel, NY 10512

$905,000

2 beds

2 baths

2,102 sq ft

Condo

2055 SUMMIT LOOP 95, CARMEL, NY, 10512

Community: Overlook

HarborView

$848,000

2 beds

3 baths

1,363 sq ft

Condo

100 HARBOR VIEW DR 651, NORTH HEMPSTEAD,...

Community: HarborView

1 2 3 4 5 6 7 8…9

Frequently Asked Questions

What size 55+ communities are there in Middlebury?

Of the 2 55+ communities in Middlebury, 2 are for sale and none are rentals. By size, 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 Middlebury?

The smallest 55+ communities in Middlebury has 24 homes, the largest has 79 homes, and the average communities consists of 51 homes.

Are there new 55+ homes available in Middlebury?

Yes, there are new 55+ homes available in Middlebury. The most recent communities started in Middlebury include Granite Woods, Benson Woods. There are also 2 communities in Middlebury that offer new construction homes, including Granite Woods, Benson Woods.

Are there gated 55+ communities in Middlebury?

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

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

On average, listings in 55+ communities in Middlebury stay on the market for around 894 days. The average price of homes for sale in these communities is approximately $509,975, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Benson Woods average around $629,000, while homes in Granite Woods average around $390,950.

Want more information about active adult communities around Middlebury?

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325 homes

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Middlebury, CT 55+ active adult communities & homes for sale - Page 3

145 communities near Middlebury

325 homes near Middlebury

3 beds

3 baths

2,944 sq ft

Condo

2 beds

2 baths

1,285 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,265 sq ft

Condo

2 beds

2 baths

1,116 sq ft

Condo

2 beds

2 baths

1,536 sq ft

Condo

2 beds

2 baths

1,470 sq ft

Condo

2 beds

2 baths

1,272 sq ft

Condo

3 beds

3 baths

1,601 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

3 beds

3 baths

2,068 sq ft

Condo

2 beds

2 baths

1,100 sq ft

House

2 beds

2 baths

1,076 sq ft

Condo

2 beds

3 baths

1,531 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

3 baths

2,232 sq ft

Condo

2 beds

3 baths

2,232 sq ft

Condo

2 beds

3 baths

1,360 sq ft

Condo

2 beds

3 baths

1,440 sq ft

Condo

2 beds