DiSpirito Team
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • MORE
    1. My Homes
    2. My Tours
    3. My Favorites
    4. My Searches
  • Sign In
  • Register

ELEVATING YOUR EXPERIENCE

A UNIQUELY PERSONAL AND CLIENT-FOCUSED SERVICE APPROACH THAT TREATS EACH CLIENT TO A LUXURY CONCIERGE EXPERIENCE.

Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
    Beds Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Baths Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
  • List
  • Mixed
  • Map
Chester, CT
Map
17 Properties Available

17 Properties Available

The average price in the selected areas has remained stable. Learn more
  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
288 Middlesex Avenue, Chester, CT 06412
1/38
Open 5/6 11AM-1PM

$3,150,000

4 Beds6 Baths4,926 SqFt

288 Middlesex Avenue, Chester, CT 06412

Listed by Nancy Mesham of Coldwell Banker Realty

59-65 Maple Street, Chester, CT 06412
1/37
New

$2,100,000

11 Beds12 Baths8,500 SqFt

59-65 Maple Street, Chester, CT 06412

Listed by Connor Wenchell of VC Property Group, LLC

21 Winthrop Road, Chester, CT 06412
1/18
New

$2,400

2 Beds2 Baths1,260 SqFt

21 Winthrop Road, Chester, CT 06412

Listed by Susan Malan of William Pitt Sotheby's Int'l

135 Middlesex Avenue, Chester, CT 06412
1/34
Coming Soon

$525,000

3 Beds2 Baths1,188 SqFt

135 Middlesex Avenue, Chester, CT 06412

Listed by Lisa Genovali of Re/Max Valley Shore

226 Middlesex Avenue, Chester, CT 06412
1/39
Under Contract

$695,000

4 Beds3 Baths2,029 SqFt

226 Middlesex Avenue, Chester, CT 06412

Listed by Peg Mitchel of Coldwell Banker Realty

59-61 Wig Hill Road, Chester, CT 06412
1/38
Price Dropped by $29K

$695,000

5 Beds3 Baths3,862 SqFt

59-61 Wig Hill Road, Chester, CT 06412

Listed by Joe Kelly of William Pitt Sotheby's Int'l

6 Pelton Hill, Chester, CT 06412
1/40
Under Contract

$738,500

3 Beds2 Baths1,982 SqFt

6 Pelton Hill, Chester, CT 06412

Listed by John Zubretsky Jr. of Century 21 AllPoints Realty

26 Ferry Road, Chester, CT 06412
1/14
Under Contract

$850,000

4 Beds2 Baths8,382 SqFt

26 Ferry Road, Chester, CT 06412

Listed by Anthony Velez of VC Property Group, LLC

1 Ferry Road, Chester, CT 06412
1/40
Under Contract

$650,000

3 Beds3 Baths2,752 SqFt

1 Ferry Road, Chester, CT 06412

Listed by Jennifer D'Amato of Real Broker CT, LLC

79 Middlesex Avenue, Chester, CT 06412
1/32
Under Contract

$425,000

2 Beds1 Bath1,470 SqFt

79 Middlesex Avenue, Chester, CT 06412

Listed by Gigi Giordano of Compass Connecticut, LLC

Turkey Hill Road, Chester, CT 06412
1/19
Under Contract

$99,900

1 Acres

Turkey Hill Road, Chester, CT 06412

Listed by Charles Kroopneck of Charles Kroopneck Real Estate

10 Denlar Drive, Chester, CT 06412
1/30
Active

$1,450,000

28,525 SqFt

10 Denlar Drive, Chester, CT 06412

Listed by Susan Malan of William Pitt Sotheby's Int'l

21 Main Street, Chester, CT 06412
1/37
Active

$1,200,000

3,000 SqFt

21 Main Street, Chester, CT 06412

Listed by Maureen Evans of William Raveis Real Estate

189 Middlesex Avenue, Chester, CT 06412
1/7
Price Dropped by $495K

$4,200,000

21,905 SqFt

189 Middlesex Avenue, Chester, CT 06412

Listed by Stephen Press of Press/Cuozzo Realtors

3 Inspiration Lane #1, Chester, CT 06412
1/24
Active

$5,500

4,000 SqFt

3 Inspiration Lane #1, Chester, CT 06412

Listed by Kevin Brignole of Spaulding Realty Group, LLC

132 Main Street, Chester, CT 06412
1/4
Under Contract

$975,000

23,467 SqFt

132 Main Street, Chester, CT 06412

Listed by Janet Peckinpaugh of William Pitt Sotheby's Int'l

11 Kings Highway, Chester, CT 06412
1/11
Active

$238,500

1.5 Acres

11 Kings Highway, Chester, CT 06412

Listed by Rachel Welch of William Raveis Real Estate

  • 1
EV_Logo_RGB
DiSpirito Team

Emilio DiSpirito License ID: S35582

+1(401) 359-2338 emilio.dispirito@engelvoelkers.com

247 Main St, East Greenwich, RI, 02818, USA
    • Sell
      1. Sell My Home
      2. Home Valuation
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
    • About
      1. About Us
      2. Contact Us
      3. Reviews

Get My App

Download for iOS
iOS
Download for Android
Android

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
EV_Logo_RGB
DiSpirito Team

Emilio DiSpirito License ID: S35582

+1(401) 359-2338 emilio.dispirito@engelvoelkers.com

247 Main St, East Greenwich, RI, 02818, USA
    • Sell
      1. Sell My Home
      2. Home Valuation
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
    • About
      1. About Us
      2. Contact Us
      3. Reviews

Get My App

Download for iOS
iOS
Download for Android
Android

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.