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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 Over $1,000,000

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35 Properties Found. Page 1 of 6

Expert Craftsmanship And Luxury Finishes Define...

Photo of Listing #N10236656

$1,150,000 Active

  • 3 Beds
  • 2/1 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
  • 5/2 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

A Terrific Opportunity To Own 13.6 Acres Of Lan...

Photo of Listing #G10237516

$750,000 Active

  • 3 Beds
  • 1/1 Baths
  • 13.6 Acres
  • 2,776 ft²

Residential

17 & 21 Cedar Lake Rd, Chester, CT

MLS® #G10237516

A Terrific Opportunity To Own 13.6 Acres Of Land With Spectacular Cedar Lake Views From Every Corner Of The Property! Just Steps Away From The Two Town Beaches And Convenient To Boat Launch, Lake Offers Seasonal Fishing And Boating. Land Is Gently Sloped An...

BHHS New England Properties

Very Cool Prairie Style Home Overlooking The Co...

Photo of Listing #170018829

$615,000 Deposit

  • 3 Beds
  • 3 Baths
  • 1.09 Acres
  • 2,930 ft²

Residential

31 Gilbert Hill Rd, Chester, CT

MLS® #170018829

Very Cool Prairie Style Home Overlooking The Connecticut River Valley. It Has Views Of Gillette’s Castle, The Lyme Hills And Glimpses Of The Connecticut River. Attention To Detail, Make This Home Special. There Are Large Spacious Rooms With An Abundance O...

William Pitt Sotheby's Int'l

Exceptional Colonial With Stunning Details And ...

REDUCED 2% Photo of Listing #170012189

$599,000 Active

  • 4 Beds
  • 2/1 Baths
  • 1.46 Acres
  • 3,513 ft²

Residential

8 Waterhouse Ln, Chester, CT

MLS® #170012189

Exceptional Colonial With Stunning Details And Craftsmanship. Dramatic Design With An Open Floor Plan. This High Quality Home Boasts A Gourmet Kitchen With Custom Cabinetry And High End Appliances. Cathedral Ceiling In Family Room With Fireplace, Formal Din...

William Raveis Real Estate

This Captivating Contemporary Homes Sits High O...

Photo of Listing #N10230400

$590,000 Active

  • 4 Beds
  • 3/1 Baths
  • 3.62 Acres
  • 3,630 ft²

Residential

22 Old County Rd, Chester, CT

MLS® #N10230400

This Captivating Contemporary Homes Sits High On A Hill Punctuated By Rock Outcroppings And Is Accessed By A Long Shared Private Drive. Landscaped With Mature Oak Trees, Hydrangeas And Specimen Plantings The Home Offers Significant Multi Level Decks Ideal F...

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.