The Bridge Realty Inc.
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Neighborhoods
    1. Greenwich
    2. Connecticut
      1. Stamford
      2. Westport
  • Blogs
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Market Snapshot
  • Partner Lender
  • Register
  • Sign In
  • Agent Email
    max@thebridgerealtyinc.com
  • Agent Phone
    +1(914) 413-4093
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
24 Properties Available

24 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)
16 Sypher Road, Chester, CT 06412
1/40
New

$585,000

2 Beds3 Baths1,726 SqFt

16 Sypher Road, Chester, CT 06412

Listed by Peg Mitchel of Coldwell Banker Realty

275 West Main Street, Chester, CT 06412
1/40
Under Contract

$485,000

4 Beds2 Baths1,906 SqFt

275 West Main Street, Chester, CT 06412

Listed by Kelly Puorro of Puorro Realty Group

19 Castle View Drive, Chester, CT 06412
1/37
Under Contract

$459,900

3 Beds2 Baths1,092 SqFt

19 Castle View Drive, Chester, CT 06412

Listed by Donna Genovese of Great Estates, CT

136 Goose Hill Road, Chester, CT 06412
1/40
New

$995,000

4 Beds3 Baths3,343 SqFt

136 Goose Hill Road, Chester, CT 06412

Listed by Christopher Torrez of RE/MAX One

3 KIRTLAND Avenue, Chester, CT 06412
Active

$282,225

2 Beds2 Baths1,344 SqFt

3 KIRTLAND Avenue, Chester, CT 06412

Listed by Sherry Price of Realhome Services & Solutions

81 Main Street, Chester, CT 06412
1/39
Under Contract

$550,000

2 Beds2 Baths1,128 SqFt

81 Main Street, Chester, CT 06412

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

184 Middlesex Avenue #6, Chester, CT 06412
1/9
Active

$1,500

1 Bath4,060 SqFt

184 Middlesex Avenue #6, Chester, CT 06412

Listed by Anthony Velez of VC Property Group, LLC

64-68 Middlesex Avenue, Chester, CT 06412
1/13
Active

$2,600

3 Beds2 Baths1,337 SqFt

64-68 Middlesex Avenue, Chester, CT 06412

Listed by Patrick Callahan of Coldwell Banker Realty

55 Liberty Street, Chester, CT 06412
1/21
Active

$2,500

2 Beds2 Baths1,328 SqFt

55 Liberty Street, Chester, CT 06412

Listed by Janet Cronin-Rumanoff of William Pitt Sotheby's Int'l

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

$2,100,000

11 Beds12 Baths8,500 SqFt

59-65 Maple Street, Chester, CT 06412

Listed by Connor Wenchell of VC Property Group, LLC

135 Middlesex Avenue, Chester, CT 06412
1/37
Active

$525,000

3 Beds2 Baths1,188 SqFt

135 Middlesex Avenue, Chester, CT 06412

Listed by Lisa Genovali of Re/Max Valley Shore

57 Chester CT, Cortlandt Manor, NY 10567
1/50
Pending

$1,290,000

4 Beds3 Baths3,450 SqFt

57 Chester CT, Cortlandt Manor, NY 10567

Listed by BHHS River Towns Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
288 Middlesex Avenue, Chester, CT 06412
1/38
Active

$3,150,000

4 Beds6 Baths4,926 SqFt

288 Middlesex Avenue, Chester, CT 06412

Listed by Nancy Mesham of Coldwell Banker Realty

59-61 Wig Hill Road, Chester, CT 06412
1/38
Under Contract

$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

17 Chester CT, Cortlandt Manor, NY 10567
1/27
Pending

$945,000

4 Beds3 Baths2,557 SqFt

17 Chester CT, Cortlandt Manor, NY 10567

Listed by Douglas Elliman Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
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

88 Winthrop Road, Chester, CT 06412
1/5
Active

$799,900

2,240 SqFt

88 Winthrop Road, Chester, CT 06412

Listed by Peter Walsh of Re/Max Valley Shore

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
Active

$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
Under Contract

$238,500

1.5 Acres

11 Kings Highway, Chester, CT 06412

Listed by Rachel Welch of William Raveis Real Estate

  • 1
maxwellerni3Screen Shot 2021-12-02 at 7.01.32 PM
The Bridge Realty Inc.

Maxwell Erni License ID: REB.0794185

+1(914) 413-4093 max@thebridgerealtyinc.com

2777 Summer Street, Suite 214, Stamford, CT, 06905, United States
    • Home
      Neighborhoods
      1. Greenwich
      2. Connecticut
      Market Snapshot
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Blogs
      Partner Lender
    • Sell
      1. Sell My Home
      2. Home Valuation
      About
      1. About Us
      2. Contact Us
      3. Reviews

Get My App

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.
maxwellerni3Screen Shot 2021-12-02 at 7.01.32 PM
The Bridge Realty Inc.

Maxwell Erni License ID: REB.0794185

+1(914) 413-4093 max@thebridgerealtyinc.com

2777 Summer Street, Suite 214, Stamford, CT, 06905, United States
    • Home
      Neighborhoods
      1. Greenwich
      2. Connecticut
      Market Snapshot
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Blogs
      Partner Lender
    • Sell
      1. Sell My Home
      2. Home Valuation
      About
      1. About Us
      2. Contact Us
      3. Reviews

Get My App

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.