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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

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15 Properties Found. Page 1 of 3

Resort Like Lifestyle Available In This Spectac...

REDUCED 10% Photo of Listing #170410397

$1,299,000 Active

  • 3 Beds
  • 3 Baths
  • 48.6 Acres
  • 2,893 ft²

Residential

81 Turkey Hill Rd, Chester, CT

MLS® #170410397

Resort Like Lifestyle Available In This Spectacular Cedar Clapboard Colonial On 48.6 Acres With A Salt Water Pool, Pool House With Covered Patio, Stone Pizza Oven, Hot Tub, Stone Patios, 1792 Sq Ft Barn, Basketball Hoop, & Even Its Own Ball Field. Situated ...

Kristian J Cole

Paradise Found In This Tuscan Inspired, Archite...

REDUCED 3% Photo of Listing #170413850

$895,000 Under Contract - Continue To Show

  • 4 Beds
  • 2/2 Baths
  • 4.03 Acres
  • 2,788 ft²

Residential

19 Kings Hwy, Chester, CT

MLS® #170413850

Paradise Found In This Tuscan Inspired, Architect Designed, Oasis! Spectacular Views Of Gillette's Castle! Very Private 4.03 Acre Setting With Inground Pool, Pool House (has A 1/2 Bath), Bluestone Terraces, Stonewalls, Garden Area, Outdoor Fireplace And A...

Lisa Tiezzi

Lovely Setting On 4.98 Acres. This Charming An...

REDUCED 5% Photo of Listing #170428494

$499,000 Active

  • 4 Beds
  • 2/1 Baths
  • 4.98 Acres
  • 1,964 ft²

Residential

56 Goose Hill Rd, Chester, CT

MLS® #170428494

Lovely Setting On 4.98 Acres. This Charming Antique Colonial Home Sits On A Knoll Overlooking The Quiet Road, And Rolling Lawns. Spacious Home, Loads Of Opportunity To Decorate To Your Taste, Hardwood Floors, Open Spacious Kitchen, Dining Room, Living Roo...

Jeanne M Bailey

This Unique Property, Once A Cider Mill And Orc...

Photo of Listing #170342243

$498,000 Under Contract

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

Residential

96 Middlesex Ave, Chester, CT

MLS® #170342243

This Unique Property, Once A Cider Mill And Orchard, Includes A Barn Style Home, Circa 1830, On 6 Open And Landscaped Acres. Perfect Getaway With Multiple Outdoor Living Areas Including A Wrap Around Deck With Outdoor Kitchen, Patios, And 2 Gazebos. The P...

Donn Holland

Move-in Ready 3 Bedroom Colonial Available For ...

Photo of Listing #170421717

$489,000 Under Contract - Continue To Show

  • 3 Beds
  • 2/1 Baths
  • 3.35 Acres
  • 2,219 ft²

Residential

5 High Field Ln, Chester, CT

MLS® #170421717

Move-in Ready 3 Bedroom Colonial Available For Immediate Occupancy! Quiet Cul-de-sac Location * Sun-filled * Recently Painted * Hardwood Throughout * Open Floor Plan Family Room/kitchen * Granite Counters * Newer Appliances * Wood Burning Fireplace * Custom...

David Mayhew

This Remodeled Colonial Is Situated On 2.1 Acre...

Photo of Listing #170433640

$449,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 2.1 Acres
  • 2,383 ft²

Residential

70 Goose Hill Rd, Chester, CT

MLS® #170433640

This Remodeled Colonial Is Situated On 2.1 Acres Of Landscaped Property With Stonewalls, Flower Beds, Plantings And An Incredibly Spacious Deck That Runs The Length Of The Back Of The House With 2 Covered Areas - One Is An Entertainment Room With Tv And On...

Jana M Ghidossi

 

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.
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Listing information last updated on September 18th, 2021 at 9:23am EDT.