1,679

Chester, CT Homes

Section Image
    • 11 Cross Rd, Chester, CT 06412

      Est $561,720 Not Listed For Sale

      11 Cross Rd, Chester, CT 06412

      • 4 Beds
      • 2 Baths
      • 1,824 Sq Ft
      • Built 1974
      11 Cross Rd, Chester, CT 06412

      Last Sold Summary

      • 101% Above List Price
      • $154/SF
      • 118 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Scott Nardozzi Cavanaugh & Company LLC

    • 15 Winthrop Rd, Chester, CT 06412

      Est $547,178 Not Listed For Sale

      15 Winthrop Rd, Chester, CT 06412

      • 4 Beds
      • 2 Baths
      • 2,039 Sq Ft
      • Built 1946
      15 Winthrop Rd, Chester, CT 06412

      Last Sold Summary

      • 63% Above List Price
      • $164/SF
      • 50 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Lisa Tiezzi William Pitt

    • 4 Waterhouse Ln, Chester, CT 06412

      Est $757,853 Not Listed For Sale

      4 Waterhouse Ln, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,900 Sq Ft
      • Built 1995
      4 Waterhouse Ln, Chester, CT 06412

      Last Sold Summary

      • 87% Above List Price
      • $140/SF
      • 145 Days On Market

      Last Sold Price $405,000

      Last Listing Agent Adam Clemens Century 21 Clemens Group

    • 182 Middlesex Ave, Chester, CT 06412

      Est $330,474 Not Listed For Sale

      182 Middlesex Ave, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 1,260 Sq Ft
      • Built 1941
      182 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 96% Above List Price
      • $134/SF
      • 55 Days On Market

      Last Sold Price $168,900

      Last Listing Agent Lisa Sader-Goede Aspen Realty Group

    • 8 Dock Rd, Chester, CT 06412

      Est $689,540 Not Listed For Sale

      8 Dock Rd, Chester, CT 06412

      • 3 Beds
      • 3 Baths
      • 2,100 Sq Ft
      • Built 2004
      8 Dock Rd, Chester, CT 06412

      Last Sold Summary

      • 52% Above List Price
      • $217/SF
      • 60 Days On Market

      Last Sold Price $455,000

      Last Listing Agent Kathleen Klinck Century 21 AllPoints Realty

    • 193 Middlesex Ave, Chester, CT 06412

      Est $576,198 Not Listed For Sale

      193 Middlesex Ave, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,800 Sq Ft
      • Built 1987
      193 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 56% Above List Price
      • $132/SF
      • 22 Days On Market

      Last Sold Price $370,000

      Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

    • 81 Main St, Chester, CT 06412

      Est $464,074 Not Listed For Sale

      81 Main St, Chester, CT 06412

      • 3 Beds
      • 6 Baths
      • 1,128 Sq Ft
      • Built 1950
      81 Main St, Chester, CT 06412

      Last Sold Summary

      • 78% Above List Price
      • $230/SF
      • 35 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Nancy Currlin William Raveis Real Estate

    • 43 Castle View Dr, Chester, CT 06412

      Est $383,093 Not Listed For Sale

      43 Castle View Dr, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,245 Sq Ft
      • Built 1960
      43 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 102% Above List Price
      • $153/SF
      • 91 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Allyson Cotton William Pitt

    • 27 High St, Chester, CT 06412

      Est $410,048 Not Listed For Sale

      27 High St, Chester, CT 06412

      • 2 Beds
      • 2 Baths
      • 1,309 Sq Ft
      • Built 1988
      27 High St, Chester, CT 06412

      Last Sold Summary

      • 80% Above List Price
      • $174/SF
      • 86 Days On Market

      Last Sold Price $227,500

      Last Listing Agent Debbie Bowles William Raveis Real Estate

    • 7 E Liberty St, Chester, CT 06412

      Est $854,786 Not Listed For Sale

      7 E Liberty St, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,238 Sq Ft
      • Built 1912
      7 E Liberty St, Chester, CT 06412

      Last Sold Summary

      • 226% Above List Price
      • $212/SF
      • 10 Days On Market

      Last Sold Price $262,000

      Last Listing Agent Mark Reyher Reyher Real Estate

    • 67 Goose Hill Rd, Chester, CT 06412

      Est $691,119 Not Listed For Sale

      67 Goose Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,016 Sq Ft
      • Built 1989
      67 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 82% Above List Price
      • $188/SF
      • 180 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Lisa Tiezzi William Pitt

    • 52 Maple St, Chester, CT 06412

      Est $467,415 Not Listed For Sale

      52 Maple St, Chester, CT 06412

      • 2 Beds
      • 1.5 Baths
      • 1,292 Sq Ft
      • Built 1878
      52 Maple St, Chester, CT 06412

      Last Sold Summary

      • 99% Above List Price
      • $182/SF
      • 11 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Theresa Bitondo Berkshire Hathaway Home Services

    • 64 W Main St, Chester, CT 06412

      Est $677,790 Not Listed For Sale

      64 W Main St, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,065 Sq Ft
      • Built 1850
      64 W Main St, Chester, CT 06412

      Last Sold Summary

      • 63% Above List Price
      • $201/SF
      • 94 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Kathy Schellens William Pitt

    • 18 E Liberty St, Chester, CT 06412
      18 E Liberty St, Chester, CT 06412
      /2

      Est $1,454,466 Not Listed For Sale

      18 E Liberty St, Chester, CT 06412

      • 5 Beds
      • 7 Baths
      • 6,054 Sq Ft
      • Built 1997
      18 E Liberty St, Chester, CT 06412

      Last Sold Summary

      Last Listing Agent Harry Finer William Raveis Real Estate

    • 104 Goose Hill Rd, Chester, CT 06412

      Est $529,793 Not Listed For Sale

      104 Goose Hill Rd, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,512 Sq Ft
      • Built 1973
      104 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 51% Above List Price
      • $231/SF
      • 255 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Carol Frost Compass Connecticut, LLC

    • 18 Pleasant St, Chester, CT 06412

      Est $637,204 Not Listed For Sale

      18 Pleasant St, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 2,117 Sq Ft
      • Built 1875
      18 Pleasant St, Chester, CT 06412

      Last Sold Summary

      • 100% Above List Price
      • $150/SF
      • 112 Days On Market

      Last Sold Price $318,000

      Last Listing Agent Mariette Woolfson William Pitt

    • 18 Liberty St, Chester, CT 06412
      18 Liberty St, Chester, CT 06412
      /2

      Est $427,559 Not Listed For Sale

      18 Liberty St, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 1,095 Sq Ft
      • Built 1900
      18 Liberty St, Chester, CT 06412

      Last Sold Summary

      Last Listing Agent Rick Weiner William Pitt

    • 38 Pleasant St, Chester, CT 06412

      Est $503,095 Not Listed For Sale

      38 Pleasant St, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,482 Sq Ft
      • Built 1850
      38 Pleasant St, Chester, CT 06412

      Last Sold Summary

      • 70% Above List Price
      • $200/SF
      • 0 Days On Market

      Last Sold Price $296,000

      Last Listing Agent Deborah Alldredge William Pitt

    • 23 Liberty St, Chester, CT 06412

      Est $785,513 Not Listed For Sale

      23 Liberty St, Chester, CT 06412

      • 4 Beds
      • 4 Baths
      • 2,365 Sq Ft
      • Built 1900
      23 Liberty St, Chester, CT 06412

      Last Sold Summary

      • 31% Above List Price
      • $254/SF
      • 5 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Rick Weiner William Pitt

    • 6 Marina View Dr, Chester, CT 06412

      Est $492,091 Not Listed For Sale

      6 Marina View Dr, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 1,344 Sq Ft
      • Built 1986
      6 Marina View Dr, Chester, CT 06412

      Last Sold Summary

      • 73% Above List Price
      • $212/SF
      • 5 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Zoe Zrakas William Raveis Real Estate

    • 6 Sypher Rd, Chester, CT 06412

      Est $633,288 Not Listed For Sale

      6 Sypher Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 2,994 Sq Ft
      • Built 1974
      6 Sypher Rd, Chester, CT 06412

      Last Sold Summary

      • 87% Above List Price
      • $113/SF
      • 79 Days On Market

      Last Sold Price $338,500

      Last Listing Agent Lori Vogel William Raveis Real Estate

    • 20 Lakeview Ave, Chester, CT 06412

      Est $335,179 Not Listed For Sale

      20 Lakeview Ave, Chester, CT 06412

      • 3 Beds
      • 1 Bath
      • 1,050 Sq Ft
      • Built 1965
      20 Lakeview Ave, Chester, CT 06412

      Last Sold Summary

      • 58% Above List Price
      • $202/SF
      • 21 Days On Market

      Last Sold Price $212,500

      Last Listing Agent Samantha DiLorenzo Statewide Premier Prop. LLC

    • 65 W Main St, Chester, CT 06412

      Est $697,907 Not Listed For Sale

      65 W Main St, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 1,717 Sq Ft
      • Built 1904
      65 W Main St, Chester, CT 06412

      Last Sold Summary

      • 79% Above List Price
      • $227/SF
      • 122 Days On Market

      Last Sold Price $390,000

      Last Listing Agent Cynthia Bahl Anchor Real Estate LLC

    • 84 Winthrop Rd, Chester, CT 06412

      Est $505,023 Not Listed For Sale

      84 Winthrop Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1986
      84 Winthrop Rd, Chester, CT 06412

      Last Sold Summary

      • 84% Above List Price
      • $189/SF
      • 91 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Cheryl Keithan Coldwell Banker Realty

    • 34 W Main St, Chester, CT 06412

      Est $599,520 Not Listed For Sale

      34 W Main St, Chester, CT 06412

      • 2 Beds
      • 2 Baths
      • 1,793 Sq Ft
      • Built 1820
      34 W Main St, Chester, CT 06412

      Last Sold Summary

      • 82% Above List Price
      • $184/SF
      • 50 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Angela Ruel Berkshire Hathaway Home Services

    • 55 Bokum Rd, Chester, CT 06412

      Est $373,250 Not Listed For Sale

      55 Bokum Rd, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1984
      55 Bokum Rd, Chester, CT 06412

      Last Sold Summary

      • 70% Above List Price
      • $253/SF
      • 123 Days On Market

      Last Sold Price $219,000

      Last Listing Agent Laurel Peters Coldwell Banker Realty

    • 31 Winthrop Rd, Chester, CT 06412

      Est $438,826 Not Listed For Sale

      31 Winthrop Rd, Chester, CT 06412

      • 2 Beds
      • 2 Baths
      • 1,771 Sq Ft
      • Built 1983
      31 Winthrop Rd, Chester, CT 06412

      Last Sold Summary

      • 54% Above List Price
      • $161/SF
      • 20 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Stacey Wyeth William Pitt

    • 51 Castle View Dr, Chester, CT 06412

      Est $434,731 Not Listed For Sale

      51 Castle View Dr, Chester, CT 06412

      • 2 Beds
      • 2 Baths
      • 1,304 Sq Ft
      • Built 1980
      51 Castle View Dr, Chester, CT 06412

      Last Sold Summary

      • 50% Above List Price
      • $222/SF
      • 27 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Craig Milton RE/MAX

    • 115 Goose Hill Rd, Chester, CT 06412

      Est $527,169 Not Listed For Sale

      115 Goose Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,755 Sq Ft
      • Built 1968
      115 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 140% Above List Price
      • $125/SF
      • 11 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Craig Milton RE/MAX

    • 26 Spring St, Chester, CT 06412

      Est $864,984 Not Listed For Sale

      26 Spring St, Chester, CT 06412

      • 3 Beds
      • 4 Baths
      • 3,277 Sq Ft
      • Built 1981
      26 Spring St, Chester, CT 06412

      Last Sold Summary

      • 52% Above List Price
      • $173/SF
      • 116 Days On Market

      Last Sold Price $568,000

      Last Listing Agent Leslie Holland William Pitt

    • 199 Middlesex Ave, Chester, CT 06412
      199 Middlesex Ave, Chester, CT 06412
      /2

      Est $686,284 Not Listed For Sale

      199 Middlesex Ave, Chester, CT 06412

      • 2 Beds
      • 2 Baths
      • 2,455 Sq Ft
      • Built 2000
      199 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      Last Listing Agent Brian Jermainne Team Jermainne Real Estate Services, LLC

    • 34 Baker Rd, Chester, CT 06412

      Est $422,685 Not Listed For Sale

      34 Baker Rd, Chester, CT 06412

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft
      • Built 1941
      34 Baker Rd, Chester, CT 06412

      Last Sold Summary

      • 59% Above List Price
      • $213/SF
      • 23 Days On Market

      Last Sold Price $265,500

      Last Listing Agent Andrew Teran Coldwell Banker Realty

    • 20 Spring St, Chester, CT 06412

      Est $1,012,338 Not Listed For Sale

      20 Spring St, Chester, CT 06412

      • 3 Beds
      • 3.5 Baths
      • 2,855 Sq Ft
      • Built 1985
      20 Spring St, Chester, CT 06412

      Last Sold Summary

      • 61% Above List Price
      • $220/SF
      • 86 Days On Market

      Last Sold Price $627,500

      Last Listing Agent Kris Cole Waterhouse Realty LLC

    • 123 W Main St, Chester, CT 06412

      Est $709,187 Not Listed For Sale

      123 W Main St, Chester, CT 06412

      • 4 Beds
      • 2 Baths
      • 2,472 Sq Ft
      • Built 1902
      123 W Main St, Chester, CT 06412

      Last Sold Summary

      • 77% Above List Price
      • $162/SF
      • 2 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Lisa Tiezzi William Pitt

    • 40 Railroad Ave, Chester, CT 06412

      Est $391,502 Not Listed For Sale

      40 Railroad Ave, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1960
      40 Railroad Ave, Chester, CT 06412

      Last Sold Summary

      • 158% Above List Price
      • $141/SF
      • 69 Days On Market

      Last Sold Price $152,000

      Last Listing Agent Cheryl Keithan Coldwell Banker Realty

    • 65 Middlesex Ave, Chester, CT 06412

      Est $236,821 Not Listed For Sale

      65 Middlesex Ave, Chester, CT 06412

      • 2 Beds
      • 1 Bath
      • 792 Sq Ft
      • Built 1905
      65 Middlesex Ave, Chester, CT 06412

      Last Sold Summary

      • 149% Above List Price
      • $120/SF
      • 17 Days On Market

      Last Sold Price $95,000

      Last Listing Agent George Sznaj DB Associates of CT, LLC

    • 6 Turkey Hill Rd, Chester, CT 06412
      6 Turkey Hill Rd, Chester, CT 06412
      /2

      Est $530,368 Not Listed For Sale

      6 Turkey Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,702 Sq Ft
      • Built 1980
      6 Turkey Hill Rd, Chester, CT 06412

      Last Sold Summary

      Last Listing Agent Lisa Tiezzi William Pitt

    • 3 Marina View Dr, Chester, CT 06412

      Est $450,888 Not Listed For Sale

      3 Marina View Dr, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,372 Sq Ft
      • Built 1986
      3 Marina View Dr, Chester, CT 06412

      Last Sold Summary

      • 115% Above List Price
      • $153/SF
      • 97 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Craig Milton RE/MAX

    • 129 Goose Hill Rd, Chester, CT 06412

      Est $829,314 Not Listed For Sale

      129 Goose Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,989 Sq Ft
      • Built 1996
      129 Goose Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 95% Above List Price
      • $142/SF
      • 5 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Lisa Tiezzi William Pitt

    • 65 Wig Hill Rd, Chester, CT 06412

      Est $490,231 Not Listed For Sale

      65 Wig Hill Rd, Chester, CT 06412

      • 3 Beds
      • 2 Baths
      • 1,643 Sq Ft
      • Built 1957
      65 Wig Hill Rd, Chester, CT 06412

      Last Sold Summary

      • 69% Above List Price
      • $177/SF
      • 100 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Joel Lucas Coldwell Banker Realty

Showing Results 321 - 360, Page 9 of 18

Connecticut Middlesex County Chester

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group