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

137 communities near Middlebury

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Bidwell Village

$300Ks - $400Ks

Bidwell Village, Coventry, CT

New Construction | 55+ age-restricted | Built 2020 - present | 37 homes

No reviews yet

Stratford Park

$900Ks - $900Ks

Stratford Park, Melville, NY

Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 homes

No reviews yet

Boulder Brook

$200Ks - $200Ks

Boulder Brook, Prospect, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes

No reviews yet

Eden Park

$500Ks - $600Ks

Eden Park, Clarkstown, NY

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

No reviews yet

The Woods at Dunham Pond

$400Ks - $500Ks

The Woods at Dunham Pond, New Fairfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes

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

Questions? Call us: (959) 214-4386

No reviews yet

Knickerbocker Bay Club

$700Ks - $3Ms

Knickerbocker Bay Club, Port Washington, NY

New and Resale | 55+ age-restricted | Built 2014 - present | 32 homes

No reviews yet

Jessup's Landing

$1Ms - $1Ms

Jessup's Landing, Quogue, NY

New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes

No reviews yet

Oak Meadow Estates

$200Ks - $400Ks

Oak Meadow Estates, Torrington, CT

New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes

No reviews yet

Autumn Estates

$500Ks - $600Ks

Autumn Estates, Farmington, CT

Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes

No reviews yet

The Coach Homes at Ridgef...

$200Ks - $500Ks

The Coach Homes at Ridgef..., Ridgefield, CT

New Construction | 55+ age-restricted | Built 2019 - present | 30 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.

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RiverBend Estates

$400Ks - $400Ks

RiverBend Estates, Oxford, CT

New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes

No reviews yet

Bartlett Hollow

$200Ks - $400Ks

Bartlett Hollow, Middletown, CT

New Construction | 55+ age-restricted | Built 2015 - present | 25 homes

No reviews yet

The Pines at Bohemia

$400Ks - $500Ks

The Pines at Bohemia, Bohemia, NY

New Construction | 55+ age-restricted | Built 2019 - present | 20 homes

No reviews yet

Summer Wind Estates

$300Ks - $400Ks

Summer Wind Estates, North Haven, CT

New Construction | 55+ age-restricted | Built 2015 - present | 18 homes

No reviews yet

Park Glen

$600Ks - $600Ks

Park Glen, New Milford, CT

Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes

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

Questions? Call us: (959) 214-4386

No reviews yet

Newington Ridge Preserve

$300Ks - $400Ks

Newington Ridge Preserve, Newington, CT

New Construction | 55+ age-restricted | Built 2014 - present | 16 homes

No reviews yet

Cobblestone Court

$400Ks - $500Ks

Cobblestone Court, Essex, CT

New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes

1 2 3 4

Jefferson Village

32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598

$375,000

2 beds

1 baths

951 sq ft

Condo

32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,...

Community: Jefferson Village

Breton Hills

308 BRETON WAY # 308, GLEN COVE, NY, 115..., Glen Cove, NY 11542

$724,999

2 beds

2 baths

1,500 sq ft

Condo

308 BRETON WAY # 308, GLEN COVE, NY, 115...

Community: Breton Hills

Greenwood Village

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

$159,990

2 beds

1 baths

1,000 sq ft

Condo

77 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Leisure Village

269 BERWICK CT B, RIDGE, NY, 11961, Ridge, NY 11961

$364,999

2 beds

1 baths

1,048 sq ft

Condo

269 BERWICK CT B, RIDGE, NY, 11961

Community: Leisure Village

Glenwood Village

1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ..., Riverhead, NY 11901

$165,000

2 beds

1 baths

840 sq ft

Mobile Home

1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ...

Community: Glenwood Village

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

Questions? Call us: (959) 214-4386

Leisure Village

28 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961

$368,000

2 beds

1 baths

1,200 sq ft

Condo

28 TRENT CT B, RIDGE, NY, 11961

Community: Leisure Village

Greenwood Village

21 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949

$179,000

2 beds

2 baths

1,100 sq ft

Condo

21 LIMETREE DR, MANORVILLE, NY, 11949

Community: Greenwood Village

Leisure Village

419 WEYMOUTH CT UNIT F F, RIDGE, NY, 119..., Ridge, NY 11961

$260,000

1 beds

1 baths

782 sq ft

Condo

419 WEYMOUTH CT UNIT F F, RIDGE, NY, 119...

Community: Leisure Village

Jefferson Village

27 WALDEN CT APT A A, YORKTOWN HEIGHTS, ..., Yorktown Heights, NY 10598

$225,000

1 baths

550 sq ft

Condo

27 WALDEN CT APT A A, YORKTOWN HEIGHTS, ...

Community: Jefferson Village

Vineyards at Moriches

4 TONI CT, CENTER MORICHES, NY, 11934, Center Moriches, NY 11934

$715,000

2 beds

3 baths

2,196 sq ft

Condo

4 TONI CT, CENTER MORICHES, NY, 11934

Community: Vineyards at Moriches

Leisure Village

192 VENTRY CT A, RIDGE, NY, 11961, Ridge, NY 11961

$239,000

1 beds

1 baths

650 sq ft

Condo

192 VENTRY CT A, RIDGE, NY, 11961

Community: Leisure Village

Country Village Estates

11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727

$469,999

2 beds

2 baths

1,386 sq ft

Condo

11 THEODORE DR, CORAM, NY, 11727

Community: Country Village Estates

Leisure Village

135 EASTBOURNE CT UNIT C, RIDGE, NY, 119..., Ridge, NY 11961

$279,900

2 beds

1 baths

1,118 sq ft

Condo

135 EASTBOURNE CT UNIT C, RIDGE, NY, 119...

Community: Leisure Village

Stone Ridge Estates

156 CHRISTINE DR, DIX HILLS, NY, 11746, Dix Hills, NY 11746

$800,000

2 beds

2 baths

1,700 sq ft

Condo

156 CHRISTINE DR, DIX HILLS, NY, 11746

Community: Stone Ridge Estates

Fairfield at St. James

914 FENWAY RD, SAINT JAMES, NY, 11780, Saint James, NY 11780

$499,000

2 beds

2 baths

1,200 sq ft

Condo

914 FENWAY RD, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

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

Questions? Call us: (959) 214-4386

Jefferson Village

6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059..., Yorktown Heights, NY 10598

$400,000

2 beds

1 baths

1,000 sq ft

Condo

6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...

Community: Jefferson Village

HarborView

$895,000

2 beds

3 baths

1,495 sq ft

Condo

100 HARBOR VIEW DR APT 515, PORT WASHING...

Community: HarborView

The Waterways at Moriches

276 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955

$649,000

2 beds

2 baths

1,875 sq ft

Condo

276 DOCKSIDE CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

The Waterways at Moriches

521 HIGHLAND CT # 521, MORICHES, NY, 119..., Moriches, NY 11955

$610,000

2 beds

2 baths

1,839 sq ft

Condo

521 HIGHLAND CT # 521, MORICHES, NY, 119...

Community: The Waterways at Moriches

The Waterways at Moriches

279 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955

$575,000

2 beds

2 baths

1,480 sq ft

Condo

279 DOCKSIDE CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

The Waterways at Moriches

106 E MIDLAND POND CT # 1, MORICHES, NY,..., Moriches, NY 11955

$499,000

2 beds

2 baths

1,982 sq ft

Condo

106 E MIDLAND POND CT # 1, MORICHES, NY,...

Community: The Waterways at Moriches

New The Greens at Half Hollow

685 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747

$999,000

2 beds

3 baths

1,940 sq ft

Condo

685 BALFOUR PL, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Leisure Village

264 NEWCASTLE CT D, RIDGE, NY, 11961, Ridge, NY 11961

$285,000

2 beds

1 baths

836 sq ft

Condo

264 NEWCASTLE CT D, RIDGE, NY, 11961

Community: Leisure Village

Plymouth Estates at Mount Sinai

166 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$579,999

2 beds

2 baths

1,820 sq ft

Townhouse

166 IRA RD, MOUNT SINAI, NY, 11766

Community: Plymouth Estates at Mount Sinai

Leisure Glen

240 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961

$499,900

2 beds

2 baths

1,451 sq ft

Condo

240 GLEN DR, RIDGE, NY, 11961

Community: Leisure Glen

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

Questions? Call us: (959) 214-4386

Fairfield at St. James

302 ELTON CT, SAINT JAMES, NY, 11780, Saint James, NY 11780

$599,000

2 beds

2 baths

1,246 sq ft

Condo

302 ELTON CT, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

Plymouth Estates at Mount Sinai

164 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$579,999

2 beds

2 baths

1,820 sq ft

Condo

164 IRA RD, MOUNT SINAI, NY, 11766

Community: Plymouth Estates at Mount Sinai

Leisure Village

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

$339,990

2 beds

1 baths

1,171 sq ft

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Heritage Hills

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

$699,000

3 beds

3 baths

1,700 sq ft

Condo

228 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Country Pointe Plainview

17101 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803

$1,055,000

2 beds

2 baths

1,443 sq ft

Condo

17101 ASPENWOOD DR, PLAINVIEW, NY, 11803

Community: Country Pointe Plainview

Founders Village

2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971, Southold, NY 11971

$529,000

2 beds

2 baths

1,100 sq ft

Condo

2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971

Community: Founders Village

HarborView

$668,000

1 beds

2 baths

1,161 sq ft

Condo

100 HARBOR VIEW DR 423, PORT WASHINGTON,...

Community: HarborView

The Waterways at Moriches

575 MIRROR POND CT, MORICHES, NY, 11955, Moriches, NY 11955

$595,000

2 beds

2 baths

1,621 sq ft

Condo

575 MIRROR POND CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

New The Waterways at Moriches

537 HIGHLAND CT, MORICHES, NY, 11955, Moriches, NY 11955

$565,000

2 beds

2 baths

1,839 sq ft

Condo

537 HIGHLAND CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

Founders Village

2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971, Southold, NY 11971

$527,500

2 beds

2 baths

1,100 sq ft

Condo

2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971

Community: Founders Village

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

Questions? Call us: (959) 214-4386

The Greens at Half Hollow

911 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$649,000

2 beds

2 baths

1,134 sq ft

Condo

911 ALTESSA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Leisure Knoll

379 LARCHMONT CT # 379, RIDGE, NY, 11961, Ridge, NY 11961

$405,000

2 beds

2 baths

976 sq ft

Condo

379 LARCHMONT CT # 379, RIDGE, NY, 11961

Community: Leisure Knoll

New Glassbury Court at Cold Spring

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

$547,588

2 beds

3 baths

1,806 sq ft

Condo

11 REVOLUTION RD, 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

$799,999

3 beds

3 baths

2,850 sq ft

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

Leisure Village

298 CARDIFF CT UNIT A A, RIDGE, NY, 1196..., Ridge, NY 11961

$516,999

2 beds

2 baths

1,767 sq ft

Condo

298 CARDIFF CT UNIT A A, RIDGE, NY, 1196...

Community: Leisure Village

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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 Benson Woods, Granite 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 11 days. The average price of homes for sale in these communities is approximately $569,900, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Benson Woods average around $569,900.

Want more information about active adult communities around Middlebury?

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137 communities near Middlebury

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

137 communities near Middlebury

302 homes near Middlebury

2 beds

1 baths

951 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

1 baths

1,000 sq ft

Condo

2 beds

1 baths

1,048 sq ft

Condo

2 beds

1 baths

840 sq ft

Mobile Home

2 beds

1 baths

1,200 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

1 beds

1 baths

782 sq ft

Condo

1 baths

550 sq ft

Condo

2 beds

3 baths

2,196 sq ft

Condo

1 beds

1 baths

650 sq ft

Condo

2 beds

2 baths

1,386 sq ft

Condo

2 beds

1 baths

1,118 sq ft

Condo

2 beds

2 baths

1,700 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

2 beds

1 baths

1,000 sq ft

Condo

2 beds

3 baths

1,495 sq ft

Condo

2 beds

2 baths

1,875 sq ft

Condo

2 beds

2 baths

1,839 sq ft

Condo

2 beds

2 baths