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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 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000

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43 Properties Found. Page 1 of 8

Expert Craftsmanship And Luxury Finishes Define...

Photo of Listing #N10236656

$1,150,000 Active

  • 3 Beds
  • 3 Baths
  • 18.44 Acres
  • 3,009 ft²

Residential

67-2 Wig Hill Rd, Chester, CT

MLS® #N10236656

Expert Craftsmanship And Luxury Finishes Define This Country French Home. From The Open Floor Plan And High Ceilings To The Formal Living Room's Gas Fireplace With Cast Stone Mantle, You Won't Be Disappointed. The Chef's Kitchen Boasts High-end Appliances ...

Page Taft - Christie's IRE

Vermont In Connecticut! This Timeless Gem Boost...

Photo of Listing #N10223217

$1,065,000 Active

  • 4 Beds
  • 7 Baths
  • 5.86 Acres
  • 6,350 ft²

Residential

134 Pinnacle Ln, Chester, CT

MLS® #N10223217

Vermont In Connecticut! This Timeless Gem Boosts A Large First Floor Master-suite With Private Terrace And 4 Additional Bedrooms. Situated Nicely On Over 4 Acres - The Home Is A 6200+ Sq Ft Masterpiece Built In 2007 With A Focus On Casual Luxury Living. Fea...

Coldwell Banker Residential Br

Location, Location, Location-where Old Meets Ne...

Photo of Listing #N10231301

$925,000 Active

  • 5 Beds
  • 4 Baths
  • 8.31 Acres
  • 4,046 ft²

Residential

72 West Main, Chester, CT

MLS® #N10231301

Location, Location, Location-where Old Meets New In Spectacular Fashion!!! This Amazing Piece Of Land (7.77 Acres), Plus A .54 Acre Parcel Total 8.31 Acres Of Prime Land In Chester. This 1837 Home Has Had 4 Major Renovations/additions, To Become This Stunn...

William Pitt Sotheby's Int'l

Beautiful Lush Landscaping Surrounds This Priva...

Photo of Listing #N10219623

$895,000 Active

  • 4 Beds
  • 5 Baths
  • 2.78 Acres
  • 4,661 ft²

Residential

16 Water House Ln, Chester, CT

MLS® #N10219623

Beautiful Lush Landscaping Surrounds This Privately Situated Luxury Home. Perennials, Specimen Plantings, Inground Heated Gunite Pool, Bluestone Walkways And A 3 Car Detached Barn/garage Surround The Home In Perfect Balance. The Kitchen Has 2 Islands, Chef...

Page Taft - Christie's IRE

This 4br, 3.5 Ba Home Features A Graceful Open ...

Photo of Listing #G610147

$799,900 Active

  • 4 Beds
  • 8 Baths
  • 3.12 Acres
  • 3,307 ft²

Residential

160 Pinnacle Ln, Chester, CT

MLS® #G610147

This 4br, 3.5 Ba Home Features A Graceful Open Plan W/1st Flr Master Suite, Vaulted Family Room W/stone Fp, Granite & Cherry Eat-in Kitchen, Formal Dr & Home Office/study. 2nd Flr Includes 3 Br & @ Ba As Well As A Spacious Loft.

Williams Realty Services

Waterfront- Captivating 3 Bedroom Contemporary ...

Photo of Listing #N10211072

$775,000 Under Deposit/Continue To Show

  • 3 Beds
  • 3 Baths
  • 1.04 Acres
  • 2,006 ft²

Residential

35-16 Castle View Dr, Chester, CT

MLS® #N10211072

Waterfront- Captivating 3 Bedroom Contemporary Home With A Private Dock, Right On The Connecticut River. Striking Open Floor Plan With Soaring Ceilings, Walls Of Glass, 2 Story Stone Fireplace, Covered Porch, Multiple Decks And Unique Iron And Stone Work. ...

William Pitt Sotheby's Int'l

 

©2017 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.