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Chester Homes For Sale

Chester is part of what the locals call the “Tri-Town Area” made up of Deep River, Essex, and Chester. With a population of about 3,800 and consisting of 16.8 square miles, Chester is located on the Western Bank of the Connecticut River in Middlesex County. Downtown Chester is picturesque and offers 19th century charm with a melody of shops, eateries and a creative spirit that is captured by the artists, artisans and neighbors alike. The town of Chester also has lakes, ponds, cascading waterfalls, a state forest, marinas, and even a small airport. Students attend these Chester Schools: Chester Elementary School, John Winthrop Middle School and Valley Regional High School.

Property Results

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $800,000 - $900,000 $900,000 - $1,000,000

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19 Properties Found. Page 1 of 4

Waterfront Living At The Jennings Pond Estate -...

Photo of Listing #170227181

$950,000 Active

  • 3 Beds
  • 3 Baths
  • 0.75 Acres
  • 3,545 ft²

Residential

19 West Main St, Chester, CT

MLS® #170227181

Waterfront Living At The Jennings Pond Estate - A True Hidden Gem! A Phenomena Of History, Nature, And Architecture Privately Tucked Away In Historic Chester Village. This Charming Contemporary French Country Retreat Built In 1999 Overlooks Jennings Pond A...

Coldwell Banker Residential Br

Brimming With Charm & Character, This Custom Bu...

Photo of Listing #170227195

$899,900 Active

  • 4 Beds
  • 4/2 Baths
  • 5.86 Acres
  • 6,350 ft²

Residential

134 Pinnacle Ln, Chester, CT

MLS® #170227195

Brimming With Charm & Character, This Custom Built And Well Maintained Adirondack Shingle Style Home Offers The Perfect Blend Of Traditional Architecture And Modern Home Design. Meticulous Craftsmanship, Quality Materials And Vaulted Ceilings Throughout Add...

Coldwell Banker Residential Br

Welcome To "greystone Hill". Custom Built, This...

Photo of Listing #170267735

$675,000 Active

  • 3 Beds
  • 2/1 Baths
  • 2.2 Acres
  • 3,802 ft²

Residential

22 Waterhouse Ln, Chester, CT

MLS® #170267735

Welcome To "greystone Hill". Custom Built, This Magnificent Home Offers A Spacious Open Floor Plan…designed For The Way We Live Today. As You Approach This Impeccably Maintained Home With A Contemporary Flair You Will Be Instantly Impressed With The Graciou...

Coldwell Banker Residential Br

Secluded, 5.3 Acres Of Lightly Wooded Property ...

Photo of Listing #170249194

$575,000 Active

  • 3 Beds
  • 3 Baths
  • 5.38 Acres
  • 2,180 ft²

Residential

47 Ferry Rd, Chester, CT

MLS® #170249194

Secluded, 5.3 Acres Of Lightly Wooded Property With Over 200 Feet On The Connecticut Riverfront. Located Near The Chester/hadlyme Ferry With Views Of Gillette Castle. Potential For Subdivision If Desired, As Well As Possible Dock On The Connecticut River. ...

William Pitt Sotheby's Int'l

Character, Charm And A Bit Of European Flare Aw...

Photo of Listing #170267628

$549,000 Active

  • 3 Beds
  • 3/1 Baths
  • 1.6 Acres
  • 2,608 ft²

Residential

36 East Kings Hwy, Chester, CT

MLS® #170267628

Character, Charm And A Bit Of European Flare Awaits You In This 2002 Colonial Style Home! A Few Of The Highlights Include: 3 Bedrooms, 3 1/2 Baths, Hardwood Floors, Fireplace, Gunite Pool With Spa And Heater, And A Fabulous Bonus Room Above The Garage. Wa...

William Pitt Sotheby's Int'l

Looking For A Vacation Home That Is Anything Bu...

Photo of Listing #170259107

$498,000 Active

  • 5 Beds
  • 3/1 Baths
  • 6.26 Acres
  • 3,273 ft²

Residential

96 Middlesex Ave, Chester, CT

MLS® #170259107

Looking For A Vacation Home That Is Anything But Cookie-cutter, Then This Is The Property For You. This Remarkable Home, Once A Cider Mill Would Make A Great Three-season Retreat Just As It Is Or You Could Make It Into A Year-round Home. Enjoy The Soaring C...

Coldwell Banker Res Brokerage

 

©2020 Listings courtesy of the Connecticut Multiple Listing Service, Inc.

IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing data is deemed reliable but is not guaranteed accurate by the MLS.