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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 $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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18 Properties Found. Page 1 of 3

This Is What Waterfront Living Is Supposed To B...

REDUCED 5% Photo of Listing #170304526

$937,000 Active

  • 3 Beds
  • 2/1 Baths
  • 2.83 Acres
  • 1,978 ft²

Residential

71 Dock Rd, Chester, CT

MLS® #170304526

This Is What Waterfront Living Is Supposed To Be About. Accept No Substitutes. You Cannot Get Much Closer To The Water, Unless You're In A Boat! A Turnkey Ct River Dream Escape From Any And All Of Life's Cares. Lovingly Remodeled From Top To Bottom. Spacio...

William Pitt Sotheby's Int'l

Waterfront Living At The Jennings Pond Estate -...

REDUCED 3% Photo of Listing #170227181

$925,000 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 Realty

Savor The Striking Views Of The Ct River, The H...

REDUCED 3% Photo of Listing #170298209

$924,000 Active

  • 4 Beds
  • 4/1 Baths
  • 1.01 Acres
  • 3,351 ft²

Residential

25 Gilbert Hill Rd, Chester, CT

MLS® #170298209

Savor The Striking Views Of The Ct River, The Hills Of Lyme And The Expansive Valley While Enjoying The Gorgeous All New Heated Gunite In-ground Swimming Pool. The Sweeping Manicured Grounds Have Been Lovingly Cared For. Extraordinary Quality Throughout, Cu...

William Pitt Sotheby's Int'l

Custom Built & Well Maintained Adirondack Shing...

Photo of Listing #170227195

$899,900 Show

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

Residential

134 Pinnacle Ln, Chester, CT

MLS® #170227195

Custom Built & Well Maintained Adirondack Shingle Style Home Offering The Perfect Blend Of Traditional Architecture And Modern Home Design. Meticulous Craftsmanship, Quality Materials And Vaulted Ceilings Throughout Add To The Sense Of Spaciousness While Th...

Coldwell Banker Realty

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

REDUCED 4% Photo of Listing #170267735

$649,000 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 Realty

There Is A Treasure In Your Backyard! Nature Ca...

Photo of Listing #170298701

$579,000 Show

  • 4 Beds
  • 4/1 Baths
  • 2.67 Acres
  • 3,687 ft²

Residential

11 Pine Knl, Chester, CT

MLS® #170298701

There Is A Treasure In Your Backyard! Nature Calls With This Eco-friendly Home, Supplying Heat And Cooling With A Geothermal System, Using The Sun & Earth To Provide Energy - Saving Fossil Fuels & Your Costs! Truly One Of A Kind Inside And Out. Separate Dr...

William Raveis Real Estate

 

©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.