Individually Licensed Real Estate Broker-CT and Associate Broker with HomeSmart Homes and Estates-NY
  • Home
  • Search
  • Featured Listings
  • Buy
    1. Mortgage Calculator
    2. Affordability Calculator
  • Sell
    1. Sell My Home
    2. Market Snapshot
  • Home Valuation
  • Sold / Leased
  • About Me
    1. About Me
    2. Contact Us
  • Standard Operating Procedures
  • MORE
    1. My Homes
    2. My Tours
    3. My Favorites
    4. My Searches
  • Sign In
  • Register
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
20 Properties Available

20 Properties Available

The average price in the selected areas has remained stable. Learn more
  • Newest Listings
  • Price-Low To High
  • Price-High To Low
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
6 Jagger Lane, Chester, CT 06412
1/40
Under Contract

$805,000

2 Beds3 Baths2,428 SqFt

6 Jagger Lane, Chester, CT 06412

Listed by Maddy Mattson of Coldwell Banker Realty

Goose Hill Road, Chester, CT 06412
1/6
Under Contract

$145,000

4.91 Acres

Goose Hill Road, Chester, CT 06412

Listed by Amy Graham of William Pitt Sotheby's Int'l

16 Sypher Road, Chester, CT 06412
1/40
Under Contract

$585,000

2 Beds3 Baths1,726 SqFt

16 Sypher Road, Chester, CT 06412

Listed by Peg Mitchel of Coldwell Banker Realty

136 Goose Hill Road, Chester, CT 06412
1/40
Price Dropped by $50K

$945,000

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

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

$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 Beds3 Baths1,328 SqFt

55 Liberty Street, Chester, CT 06412

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

49 Chester CT, Cortlandt Manor, NY 10567
1/43
Active

$999,000

4 Beds3 Baths2,668 SqFt

49 Chester CT, Cortlandt Manor, NY 10567

Listed by Schunk Realty Group

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
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
Open Wed 11AM-1PM

$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

Turkey Hill Road, Chester, CT 06412
1/19
Active

$99,900

1 Acres

Turkey Hill Road, Chester, CT 06412

Listed by Charles Kroopneck of Charles Kroopneck Real Estate

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
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

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

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

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

  • 1
HomeSmart Logo_Icon_4C
      Home
      Search
      Featured Listings
      Buy
      1. Mortgage Calculator
      2. Affordability Calculator
      Sell
      1. Sell My Home
      2. Market Snapshot
      Home Valuation
      Sold / Leased
      About Me
      1. About Me
      2. Contact Us
      Standard Operating Procedures
Individually Licensed Real Estate Broker-CT and Associate Broker with HomeSmart Homes and Estates-NY

Diana H. Murphy License ID: NY-10301202627 CT-REB.0792108

+1(914) 760-5533 diana@thenyrealtor.com

90 Harmony Rd, Pawling, NY 12564 | 777 Westchester Ave, White Plains, NY 10604

Fair Housing Notice: Federal, State and Local Fair Housing Laws protect individuals from housing discrimination. It is unlawful to discriminate based on certain protected characteristics, which include, but are not limited to: race, creed, color, national origin, sexual orientation, gender identity or expression, military status, sex, age, disability, marital status, lawful source of income or familial status. Click here to read more. Click here to view the New York Standardized Operating Proced

Fair Housing Notice

Get My App

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

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

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.
HomeSmart Logo_Icon_4C
      Home
      Search
      Featured Listings
      Buy
      1. Mortgage Calculator
      2. Affordability Calculator
      Sell
      1. Sell My Home
      2. Market Snapshot
      Home Valuation
      Sold / Leased
      About Me
      1. About Me
      2. Contact Us
      Standard Operating Procedures
Individually Licensed Real Estate Broker-CT and Associate Broker with HomeSmart Homes and Estates-NY

Diana H. Murphy License ID: NY-10301202627 CT-REB.0792108

+1(914) 760-5533 diana@thenyrealtor.com

90 Harmony Rd, Pawling, NY 12564 | 777 Westchester Ave, White Plains, NY 10604

Fair Housing Notice: Federal, State and Local Fair Housing Laws protect individuals from housing discrimination. It is unlawful to discriminate based on certain protected characteristics, which include, but are not limited to: race, creed, color, national origin, sexual orientation, gender identity or expression, military status, sex, age, disability, marital status, lawful source of income or familial status. Click here to read more. Click here to view the New York Standardized Operating Proced

Fair Housing Notice

Get My App

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

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

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.