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Chester, CT
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32 Properties Available

32 Properties Available

The average price in the selected areas has remained stable. Learn more
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7 Hickory Hill Drive, Chester, CT 06412
1/39
Open Sun 11AM-1PM

$775,000

3 Beds3 Baths3,002 SqFt

7 Hickory Hill Drive, Chester, CT 06412

Listed by Rachel Welch of William Raveis Real Estate

173 West Main Street, Chester, CT 06412
1/25
Open Sun 11AM-1PM

$289,000

2 Beds1 Bath1,392 SqFt

173 West Main Street, Chester, CT 06412

Listed by Erica Stone of iHeart Homes Real Estate LLC

6 Gilbert Hill Road, Chester, CT 06412
1/15
Coming Soon

$525,000

3 Beds2 Baths1,822 SqFt

6 Gilbert Hill Road, Chester, CT 06412

Listed by Carolyn Kress of Berkshire Hathaway NE Prop.

19 Denlar Drive #C, Chester, CT 06412
1/18
Under Contract

$2,000

2 Beds2 Baths1,206 SqFt

19 Denlar Drive #C, Chester, CT 06412

Listed by Tom Clancy of William Pitt Sotheby's Int'l

19 Denlar Drive #E, Chester, CT 06412
1/13
Active

$2,250

2 Beds2 Baths1,206 SqFt

19 Denlar Drive #E, Chester, CT 06412

Listed by Tom Clancy of William Pitt Sotheby's Int'l

275 West Main Street, Chester, CT 06412
1/39
Active

$715,000

4 Beds4 Baths2,706 SqFt

275 West Main Street, Chester, CT 06412

Listed by Nancy Bullis of Coldwell Banker Realty

40 Castle View Drive, Chester, CT 06412
1/25
Active

$379,900

3 Beds2 Baths1,142 SqFt

40 Castle View Drive, Chester, CT 06412

Listed by Craig Milton of Re/Max Valley Shore

42 Straits Road, Chester, CT 06412
1/40
Active

$699,000

3 Beds3 Baths2,882 SqFt

42 Straits Road, Chester, CT 06412

Listed by Donna Genovese of Great Estates, CT

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

$1,500

1 Bath4,060 SqFt

184 Middlesex Avenue, Chester, CT 06412

Listed by Connor Wenchell of VC Property Group, LLC

15 Hickory Hill Drive, Chester, CT 06412
1/39
Under Contract

$875,000

3 Beds3 Baths3,233 SqFt

15 Hickory Hill Drive, Chester, CT 06412

Listed by Kathy Schellens of William Pitt Sotheby's Int'l

84-86 Spring Street, Chester, CT 06412
1/36
Active

$579,900

4 Beds3 Baths3,506 SqFt

84-86 Spring Street, Chester, CT 06412

Listed by Carrie Vass Brainerd of Carbutti & Co., Realtors

28 Deep Hollow Road, Chester, CT 06412
1/37
Under Contract

$559,000

3 Beds3 Baths1,740 SqFt

28 Deep Hollow Road, Chester, CT 06412

Listed by Tom Pentalow of Property Shoppe, LLC

47 East Kings Highway, Chester, CT 06412
1/40
Active

$1,900,000

4 Beds4 Baths3,957 SqFt

47 East Kings Highway, Chester, CT 06412

Listed by Al Chiarito of Chiarito Real Estate LLC

88 Winthrop Road, Chester, CT 06412
1/24
Under Contract

$499,000

3 Beds3 Baths2,240 SqFt

88 Winthrop Road, Chester, CT 06412

Listed by Carlos Ortiz of RE/MAX Heritage

70 Goose Hill Road, Chester, CT 06412
1/19
Active

$5,000

4 Beds2 Baths2,383 SqFt

70 Goose Hill Road, Chester, CT 06412

Listed by Matthew Guida of Eagle Eye Realty PLLC

6 Castle View Drive, Chester, CT 06412
1/32
Under Contract

$449,000

3 Beds2 Baths2,031 SqFt

6 Castle View Drive, Chester, CT 06412

Listed by Alan Spotlow of William Raveis Real Estate

13 High Field Lane, Chester, CT 06412
1/40
Active

$764,900

4 Beds3 Baths2,662 SqFt

13 High Field Lane, Chester, CT 06412

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

6 Pleasant Street #2, Chester, CT 06412
1/12
Active

$1,750

2 Beds1 Bath800 SqFt

6 Pleasant Street #2, Chester, CT 06412

Listed by Tom Clancy of William Pitt Sotheby's Int'l

55 Wig Hill Road, Chester, CT 06412
1/38
Under Contract

$499,900

3 Beds2 Baths1,774 SqFt

55 Wig Hill Road, Chester, CT 06412

Listed by Kelly Puorro of Puorro Realty Group

288 Middlesex Avenue, Chester, CT 06412
1/38
Active

$2,995,000

4 Beds6 Baths4,926 SqFt

288 Middlesex Avenue, Chester, CT 06412

Listed by Nancy Mesham of Coldwell Banker Realty

92 Water Street, Chester, CT 06412
1/30
Price Dropped by $15K

$269,900

3 Beds1 Bath1,217 SqFt

92 Water Street, Chester, CT 06412

Listed by Ryan O'Keeffe of Salzillo Realty Company

90 Water Street, Chester, CT 06412
1/24
Price Dropped by $15K

$254,900

1 Bed1 Bath1,034 SqFt

90 Water Street, Chester, CT 06412

Listed by Ryan O'Keeffe of Salzillo Realty Company

100 West Main Street #B, Chester, CT 06412
1/20
Active

$2,300

1 Bed2 Baths800 SqFt

100 West Main Street #B, Chester, CT 06412

Listed by Aschly Daggett of VC Property Group, LLC

100 W Main Street #A, Chester, CT 06412
1/18
Active

$2,100

1 Bed1 Bath750 SqFt

100 W Main Street #A, Chester, CT 06412

Listed by Aschly Daggett of VC Property Group, LLC

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MAXA Linda O'Hara Logo FULL2025 Inman Logo
William Raveis Real Estate

Linda O'Hara

+1(860) 209-7044 linda.ohara@raveis.com

License ID: CT: 63231 & FL: 3458431

33 Main St Old Saybrook, CT 06475 --- 850 5th Ave S Naples, FL 34102

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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.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

MAXA Linda O'Hara Logo FULL2025 Inman Logo
William Raveis Real Estate

Linda O'Hara

+1(860) 209-7044 linda.ohara@raveis.com

License ID: CT: 63231 & FL: 3458431

33 Main St Old Saybrook, CT 06475 --- 850 5th Ave S Naples, FL 34102

Get My App

  • Home
  • Our Listings
  • Buy
    1. Featured Listings in FL
    2. Featured Listings in CT
    3. All Listings
    4. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Market Snapshot
  • About
    1. About Us
    2. Contact Us
    3. Testimonials
  • Blogs
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.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility