Middlebury, CT 55+ active adult communities & homes for sale - Page 4

141 communities near Middlebury

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The Bridges at Oxford Gre...

$600ks

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

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Applegate Estates

$500ks - $400ks

Applegate Estates, Southington, CT

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

Four Seasons at Ridgemont

$800ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

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

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

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

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4.6 rating (9 reviews)

Meadowbrook Pointe Links ...

$300ks - $700ks

Meadowbrook Pointe Links ..., Medford, NY

New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes

Eastport Meadows

$400ks

Eastport Meadows, Eastport, NY

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

Stoneleigh Woods at Carme...

$400ks

Stoneleigh Woods at Carme..., Carmel, NY

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

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 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 Seasons at Plainview

$500ks - $600ks

The Seasons at Plainview, Plainview, NY

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

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

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

5 rating (1 reviews)

The Villages at Mount Sin...

$600ks

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

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

Village Vistas

$800ks - $1Ms

Village Vistas, Port Jefferson, NY

Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes

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

Questions? Call us: (959) 214-4386

Setauket Meadows

$500ks - $600ks

Setauket Meadows, Setauket, NY

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

Regency at Wappinger

$500ks

Regency at Wappinger, Wappingers Falls, NY

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

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

Questions? Call us: (959) 214-4386

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

Wolfe Landing

$500ks - $600ks

Wolfe Landing, Clarkstown, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes

Eden Park

$500ks - $600ks

Eden Park, Clarkstown, NY

Resale Only | 55+ age-restricted | Built 2011 - 2011 | 34 homes

The Views at Pomona

$200ks - $400ks

The Views at Pomona, Pomona, NY

Resale Only | 55+ age-restricted | Built 2011 - 2011 | 56 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

1 2 3 4

New Meadowbrooke Pointe East Meadow

506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554, Hempstead, NY 11554

$729,999

2 beds

2 baths

961 sq ft

Condo

506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554

113 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...

Community: Jefferson Village

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

Questions? Call us: (959) 214-4386

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New Heritage Village

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

$285,000

2 beds

2 baths

1,432 sq ft

Condo

972 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Spring Lake Village

6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648..., Southington, CT 06489

$320,000

3 beds

3 baths

1,471 sq ft

Condo

6 LAKEVIEW DR # 6, SOUTHINGTON, CT, 0648...

Community: Spring Lake Village

New Woodridge Strathmore Terrace

35 CHIPPENDALE DR, MOUNT SINAI, NY, 1176..., Mount Sinai, NY 11766

$449,999

2 beds

2 baths

1,240 sq ft

Condo

35 CHIPPENDALE DR, MOUNT SINAI, NY, 1176...

Community: Woodridge Strathmore Terrace

New Glenwood Village

181 GLYNWOOD 181, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$265,000

2 beds

1 baths

1,100 sq ft

Manufactured On Land

181 GLYNWOOD 181, RIVERHEAD, NY, 11901

Community: Glenwood Village

New Meadowbrook Pointe Athletic Club & Spa

556 PACING WAY 556, NORTH HEMPSTEAD, NY,..., North Hempstead, NY 11590

$898,000

2 beds

2 baths

1,438 sq ft

Condo

556 PACING WAY 556, NORTH HEMPSTEAD, NY,...

Community: Meadowbrook Pointe Athletic Club & Spa

New The Bel Aire at East Meadow

50 MERRICK AVE 118, EAST MEADOW, NY, 115..., East Meadow, NY 11554

$425,000

2 beds

2 baths

941 sq ft

Condo

50 MERRICK AVE 118, EAST MEADOW, NY, 115...

Community: The Bel Aire at East Meadow

New The Villas at Narragansett

604 NARRAGANSETT VILLAS DR, BABYLON, NY,..., Babylon, NY 11757

$549,990

2 beds

2 baths

1,227 sq ft

Condo

604 NARRAGANSETT VILLAS DR, BABYLON, NY,...

Community: The Villas at Narragansett

New Rivington

503 CENTER MEADOW LN # 503, DANBURY, CT,..., Danbury, CT 06810

$514,950

2 beds

2 baths

1,258 sq ft

Condo

503 CENTER MEADOW LN # 503, DANBURY, CT,...

Community: Rivington

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

Questions? Call us: (959) 214-4386

New Encore Atlantic Shores

179 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941

$925,000

2 beds

3 baths

2,900 sq ft

Condo

179 MELODY CT, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

New Oronoque Village

488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$599,000

1 beds

3 baths

2,199 sq ft

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614

Condo

206 BELFAST LN, RIDGE, NY, 11961

Condo

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

Condo

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

House

430 FALMOUTH CT A, RIDGE, NY, 11961

Condo

843 MADEIRA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

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

Questions? Call us: (959) 214-4386

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

Frequently Asked Questions

What size 55+ communities are there in Middlebury?

In Middlebury, 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 130 days. The average price of homes for sale in these communities is approximately $534,900, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Benson Woods average around $534,900.

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Want to learn more about 55+ communities in Middlebury?

Call us: (959) 214-4386

141 communities

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Middlebury, CT 55+ active adult communities & homes for sale - Page 4

141 communities near Middlebury

233 homes near Middlebury

2 beds

2 baths

961 sq ft

Condo

3 beds

3 baths

1,572 sq ft

Condo

1 beds

1 baths

793 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

3 beds

3 baths

1,471 sq ft

Condo

2 beds

2 baths

1,240 sq ft

Condo

2 beds

1 baths

1,100 sq ft

Manufactured On Land

2 beds

2 baths

1,438 sq ft

Condo

2 beds

2 baths

941 sq ft

Condo

2 beds

2 baths

1,227 sq ft

Condo

2 beds

2 baths

1,258 sq ft

Condo

2 beds

3 baths

2,900 sq ft

Condo

1 beds

3 baths

2,199 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

3 baths

1,785 sq ft

Condo

2 beds

3 baths

2,573 sq ft

Condo

2 beds

2 baths

1,484 sq ft

Condo

2 beds