Connect

Find us on...

Dashboard

Log in using...

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 $900,000 - $1,000,000

Connect with

25 Properties Found. Page 1 of 5

Vermont In Connecticut! This Timeless Gem Boost...

REDUCED 2% Photo of Listing #N10223217

$929,900 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

This Beautiful Two Floor Custom Design Home By ...

Photo of Listing #170092064

$799,900 Active

  • 4 Beds
  • 3/1 Baths
  • 4.1 Acres
  • 3,307 ft²

Residential

201 Pinnacle Ln, Chester, CT

MLS® #170092064

This Beautiful Two Floor Custom Design Home By Asw Incorporates The Attributes Of A Home Built For Entertaining With Main Floor Master Suite And Laundry To Suit An Age-in-place Lifestyle. The Interior Has Nine Foot Ceilings Atop An Impressive Open- Concept ...

Williams Realty Services

One Of Chester’s Finest Homes Is Majestically S...

Photo of Listing #170140350

$694,500 Active

  • 4 Beds
  • 4/1 Baths
  • 1.01 Acres
  • 4,051 ft²

Residential

25 Gilbert Hill Rd, Chester, CT

MLS® #170140350

One Of Chester’s Finest Homes Is Majestically Sited With Striking Views Of The Ct River, The Hills Of Lyme And Expansive Valley Views. An Absolutely Immaculate Home Along With Meticulously Manicured Grounds Of Lush Lawns And Gardens Favor A Peaceful Feeling...

William Pitt Sotheby's Int'l

The Charming Colonial Sits On A Tranquil Hillsi...

Photo of Listing #170180198

$625,000 Active

  • 3 Beds
  • 2/1 Baths
  • 6 Acres
  • 2,461 ft²

Residential

11 Sunset Ave, Chester, CT

MLS® #170180198

The Charming Colonial Sits On A Tranquil Hillside With Over Six Acres Of Open Fields, A Large Wildflower Meadow, And A Pond. The Property Has Been Featured In Local Garden Tours. Walk To The Front Of House, Up The Field Stone Steps That Lead You To The St...

William Pitt Sotheby's Int'l

Oakfield Farm, You'll First Notice The Beautifu...

REDUCED 3% Photo of Listing #170164589

$599,000 Active

  • 3 Beds
  • 2/1 Baths
  • 25.6 Acres
  • 1,644 ft²

Residential

42 Winthrop Rd, Chester, CT

MLS® #170164589

Oakfield Farm, You'll First Notice The Beautiful Stone Walls And Entry. Running Horse Sculptures Adorn The First Pasture As You Head To Into The Rest Of This 25 Acre Horse Farm. Sitting Back Off The Road Is A 1644 Sf 3 Bedroom 2.1 Bath Home With Master B...

William Raveis Real Estate

Situated In The Heart Of The Picturesque Lower ...

REDUCED 4% Photo of Listing #170142533

$529,900 Active

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

Residential

22 Old County Rd, Chester, CT

MLS® #170142533

Situated In The Heart Of The Picturesque Lower Connecticut River Valley, This Fascinating, Contemporary Hilltop Retreat Boasts An Open Floorplan Enhanced By Soaring Ceilings & Expansive Walls Of Windows. Flooded With Natural Light, The Home Is Warm & Invit...

William Pitt Sotheby's Int'l

 

©2019 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.