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

137 communities near Middlebury

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Billingsgate

$400Ks - $600Ks

Billingsgate, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 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

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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

Oak Meadow Estates

$200Ks - $400Ks

Oak Meadow Estates, Torrington, CT

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

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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Bartlett Hollow

$200Ks - $400Ks

Bartlett Hollow, Middletown, CT

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

No reviews yet

RiverBend Estates

$400Ks - $400Ks

RiverBend Estates, Oxford, CT

New and Resale | 55+ age-restricted | Built 2012 - 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 - $700Ks

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

HarborView

$688,000

1 beds

2 baths

1,161 sq ft

Condo

100 HARBOR VIEW DR APT 623, PORT WASHING...

Community: HarborView

Leisure Knoll

2 LAMONT RD # 2, RIDGE, NY, 11961, Ridge, NY 11961

$515,000

2 beds

2 baths

1,646 sq ft

Condo

2 LAMONT RD # 2, RIDGE, NY, 11961

Community: Leisure Knoll

The Waterways at Moriches

107 E MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955

$539,000

2 beds

2 baths

2,141 sq ft

Condo

107 E MIDLAND POND CT, MORICHES, NY, 119...

Community: The Waterways at Moriches

Country Pointe Plainview

18205 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803

$1,200,000

2 beds

2 baths

1,474 sq ft

Condo

18205 ASPENWOOD DR, PLAINVIEW, NY, 11803

Community: Country Pointe Plainview

Leisure Village

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

$299,900

2 beds

1 baths

1,118 sq ft

Condo

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

Community: Leisure Village

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

Questions? Call us: (959) 214-4386

Leisure Knoll

460 SUMMERWOOD CT, RIDGE, NY, 11961, Ridge, NY 11961

$439,000

2 beds

2 baths

1,172 sq ft

Condo

460 SUMMERWOOD CT, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Village

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

$379,999

2 beds

1 baths

1,048 sq ft

Condo

269 BERWICK CT B, RIDGE, NY, 11961

Community: Leisure Village

Jefferson Village

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598

$359,000

1 beds

1 baths

850 sq ft

Condo

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...

Community: Jefferson Village

Meadowbrook Pointe Athletic Club & Spa

450 PACING WAY, WESTBURY, NY, 11590, Westbury, NY 11590

$839,000

2 beds

2 baths

1,328 sq ft

Condo

450 PACING WAY, WESTBURY, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

Leisure Knoll

176 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961

$498,500

2 beds

2 baths

1,135 sq ft

Condo

176 CANTERBURY DR, RIDGE, NY, 11961

Community: Leisure Knoll

Glenwood Village

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

$179,000

2 beds

1 baths

840 sq ft

Mobile Home

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

Community: Glenwood Village

Leisure Glen

460 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961

$550,000

2 beds

2 baths

1,691 sq ft

Condo

460 LEISURE DR, RIDGE, NY, 11961

Community: Leisure Glen

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

Vineyards at Brookfield

49 AVERY DR N, CENTER MORICHES, NY, 1193..., Center Moriches, NY 11934

$699,000

2 beds

2 baths

1,557 sq ft

Condo

49 AVERY DR N, CENTER MORICHES, NY, 1193...

Community: Vineyards at Brookfield

Leisure Knoll

385 LARCHMONT CT, RIDGE, NY, 11961, Ridge, NY 11961

$419,999

2 beds

1 baths

1,050 sq ft

Condo

385 LARCHMONT CT, RIDGE, NY, 11961

Community: Leisure Knoll

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

Questions? Call us: (959) 214-4386

Glenwood Village

1661 OLD COUNTRY RD 189, RIVERHEAD, NY, ..., Riverhead, NY 11901

$183,000

2 beds

2 baths

1,036 sq ft

Manufactured Home

1661 OLD COUNTRY RD 189, RIVERHEAD, NY, ...

Community: Glenwood Village

Country Village Estates

36 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727

$490,000

2 beds

2 baths

1,186 sq ft

Condo

36 THEODORE DR, CORAM, NY, 11727

Community: Country Village Estates

HarborView

$898,000

2 beds

3 baths

1,420 sq ft

Condo

100 HARBOR VIEW DR 439, PORT WASHINGTON,...

Community: HarborView

The Waterways at Moriches

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

$630,000

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

414 LINDSAY LN, MORICHES, NY, 11955, Moriches, NY 11955

$585,000

2 beds

2 baths

2,141 sq ft

Condo

414 LINDSAY LN, MORICHES, NY, 11955

Community: The Waterways at Moriches

Leisure Village

305 TORQUAY CT B, RIDGE, NY, 11961, Ridge, NY 11961

$299,999

2 beds

1 baths

836 sq ft

Condo

305 TORQUAY CT B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Knoll

2 LAMONT CT, RIDGE, NY, 11961, Ridge, NY 11961

$450,000

2 beds

2 baths

1,020 sq ft

Condo

2 LAMONT CT, RIDGE, NY, 11961

Community: Leisure Knoll

The Gardens of Wilbraham

39 IVY CIR # 39, WILBRAHAM, MA, 01095, Wilbraham, MA 01095

$379,900

1 beds

2 baths

1,218 sq ft

Condo

39 IVY CIR # 39, WILBRAHAM, MA, 01095

Community: The Gardens of Wilbraham

The Gardens of Wilbraham

45 IVY CIR # 45, WILBRAHAM, MA, 01095, Wilbraham, MA 01095

$495,000

2 beds

3 baths

1,752 sq ft

Condo

45 IVY CIR # 45, WILBRAHAM, MA, 01095

Community: The Gardens of Wilbraham

Paris Square

152 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647

$775,000

3 beds

3 baths

Townhouse

152 RIO VISTA LN, NORTHVALE, NJ, 07647

Community: Paris Square

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

Questions? Call us: (959) 214-4386

Four Seasons at Ridgemont

910 FOUR SEASONS LN # 910, WOODCLIFF LAK..., Woodcliff Lake, NJ 07677

$858,000

2 beds

2 baths

Condo

910 FOUR SEASONS LN # 910, WOODCLIFF LAK...

Community: Four Seasons at Ridgemont

Paris Square

2301 RIO VISTA LN # 2301, NORTHVALE, NJ,..., Northvale, NJ 07647

$699,999

3 beds

2 baths

Condo

2301 RIO VISTA LN # 2301, NORTHVALE, NJ,...

Community: Paris Square

Jefferson Village

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

$430,000

2 beds

1 baths

1,000 sq ft

Condo

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

Community: Jefferson Village

HarborView

$1,200,000

3 beds

3 baths

2,216 sq ft

Condo

100 HARBOR VIEW DR 335, PORT WASHINGTON,...

Community: HarborView

Leisure Glen

6 BROOKVILLE CT, RIDGE, NY, 11961, Ridge, NY 11961

$479,990

2 beds

2 baths

1,323 sq ft

Condo

6 BROOKVILLE CT, RIDGE, NY, 11961

Community: Leisure Glen

Leisure Village

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

$419,000

2 beds

2 baths

1,300 sq ft

Condo

346 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

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

$249,000

1 beds

1 baths

650 sq ft

Condo

192 VENTRY CT A, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

411A WEYMOUTH CT # 411A, RIDGE, NY, 1196..., Ridge, NY 11961

$359,000

2 beds

1 baths

1,000 sq ft

Condo

411A WEYMOUTH CT # 411A, RIDGE, NY, 1196...

Community: Leisure Village

Villas at Seminary Hill

2203 PANKIN DR, CARMEL, NY, 10512, Carmel, NY 10512

$409,999

2 beds

2 baths

1,275 sq ft

Condo

2203 PANKIN DR, CARMEL, NY, 10512

Community: Villas at Seminary Hill

Greenwood Village

48 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$124,900

2 beds

2 baths

960 sq ft

Condo

48 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

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

Questions? Call us: (959) 214-4386

The Greens at Half Hollow

569 BARDINI DR, MELVILLE, NY, 11747, Melville, NY 11747

$975,000

2 beds

3 baths

1,942 sq ft

Condo

569 BARDINI DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

New Encore Atlantic Shores

226 SONATA CT, EASTPORT, NY, 11941, Eastport, NY 11941

$689,000

2 beds

2 baths

1,605 sq ft

Condo

226 SONATA CT, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

New Leisure Village

75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$369,900

2 beds

1 baths

1,278 sq ft

Condo

75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196...

Community: Leisure Village

Leisure Knoll

365 SHEFFIELD CT, RIDGE, NY, 11961, Ridge, NY 11961

$369,999

2 beds

1 baths

963 sq ft

Condo

365 SHEFFIELD CT, RIDGE, NY, 11961

Community: Leisure Knoll

Village Estates

26 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701

$549,000

2 beds

2 baths

1,243 sq ft

Condo

26 SARAH CT, AMITYVILLE, NY, 11701

Community: Village Estates

1 2 3 4 5 6 7 8

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.

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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

287 homes near Middlebury

1 beds

2 baths

1,161 sq ft

Condo

2 beds

2 baths

1,646 sq ft

Condo

2 beds

2 baths

2,141 sq ft

Condo

2 beds

2 baths

1,474 sq ft

Condo

2 beds

1 baths

1,118 sq ft

Condo

2 beds

2 baths

1,172 sq ft

Condo

2 beds

1 baths

1,048 sq ft

Condo

1 beds

1 baths

850 sq ft

Condo

2 beds

2 baths

1,328 sq ft

Condo

2 beds

2 baths

1,135 sq ft

Condo

2 beds

1 baths

840 sq ft

Mobile Home

2 beds

2 baths

1,691 sq ft

Condo

2 beds

1 baths

1,171 sq ft

Condo

2 beds

2 baths

1,557 sq ft

Condo

2 beds

1 baths

1,050 sq ft

Condo

2 beds

2 baths

1,036 sq ft

Manufactured Home

2 beds

2 baths

1,186 sq ft

Condo

2 beds

3 baths

1,420 sq ft

Condo

2 beds

2 baths

1,839 sq ft

Condo

2 beds