3,116

Thomaston, CT Homes

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  • 99 Pine Hill Rd, Thomaston, CT 06787
    99 Pine Hill Rd, Thomaston, CT 06787
    99 Pine Hill Rd, Thomaston, CT 06787
    /34

    $289,900

    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    99 Pine Hill Rd, Thomaston, CT 06787

    Welcome to 99 Pine Hill Road, a welcoming 3-bedroom, 1-bath cape offering a thoughtfully updated interior and plenty of additional living space. Recent improvements include new stainless steel appliances, fresh neutral paint colors, new vinyl flooring, and a fully renovated bathroom, giving the home a fresh, move-in-ready feel. The lower level features approximately 900 SF of finished space,

    Amanda Sheehan Oxford Realty

    99 Pine Hill Rd, Thomaston, CT 06787
  • 143 Pine Hill Rd Unit 17A, Thomaston, CT 06787

    $215,000

    Sold Mar 17, 2026

    143 Pine Hill Rd Unit 17A, Thomaston, CT 06787

    • 2 Beds
    • 1.5 Baths
    • 1,088 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Above List Price
    • $198/SF
    • 4 Days On Market

    Current Estimated Value $213,581

    Last Listing Agent Dawn Rousseau Showcase Realty, Inc.

    143 Pine Hill Rd Unit 17A, Thomaston, CT 06787
    • 143 Pine Hill Rd Unit 20B, Thomaston, CT 06787

      Est $222,076

      Not Listed For Sale

      143 Pine Hill Rd Unit 20B, Thomaston, CT 06787

      • 2 Beds
      • 1.5 Baths
      • 1,088 Sq Ft
      • Built 1986
      143 Pine Hill Rd Unit 20B, Thomaston, CT 06787

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Alana Mclldowie Regency Real Estate, LLC

  • 786 High Street Extension, Thomaston, CT 06787
    786 High Street Extension, Thomaston, CT 06787
    786 High Street Extension, Thomaston, CT 06787
    /9

    $239,900

    • 1 Bed
    • 1 Bath
    • 616 Sq Ft

    786 High Street Extension, Thomaston, CT 06787

    Remodeled one-bedroom home set on a quiet lot in Thomaston. Updates include a new kitchen with granite countertops, a remodeled bathroom, new flooring throughout, and fresh interior paint. The property sits on a nice-sized lot surrounded by trees and natural scenery, giving it a peaceful, almost nature-preserve feel. Located in a quiet neighborhood with a comfortable amount of privacy, this is a

    Brian Davis Davis Real Estate

    786 High Street Extension, Thomaston, CT 06787
  • 16 Tracy St, Thomaston, CT 06787

    $335,000

    Sold Mar 04, 2026

    16 Tracy St, Thomaston, CT 06787

    • 5 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • Built 1870

    Last Sold Summary

    • 4% Below List Price
    • $209/SF
    • 100 Days On Market

    Current Estimated Value $341,976

    Last Listing Agent Susan Holway SH Properties

    16 Tracy St, Thomaston, CT 06787
    • 143 Pine Hill Rd Unit 8C, Thomaston, CT 06787

      Est $219,703

      Not Listed For Sale

      143 Pine Hill Rd Unit 8C, Thomaston, CT 06787

      • 2 Beds
      • 1.5 Baths
      • 1,088 Sq Ft
      • Built 1986
      143 Pine Hill Rd Unit 8C, Thomaston, CT 06787

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Martha Chouinard Showcase Realty, Inc.

  • 162 Bristol St, Thomaston, CT 06787
    162 Bristol St, Thomaston, CT 06787
    162 Bristol St, Thomaston, CT 06787
    /35

    $289,900

    $40K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,062 Sq Ft

    162 Bristol St, Thomaston, CT 06787

    New Price!!! Motivated Seller! Country Farmhouse, Turn the key condition. Affordable Living in Thomaston! Why rent or pay condo fees when you can own this charming, move-in ready home? Offering affordability, thoughtful updates, and a convenient location, this property is the perfect choice for first-time buyers, downsizers, or anyone looking for a low-maintenance lifestyle. Step inside to find a

    James Kaniewski Town & Country Real Estate

    162 Bristol St, Thomaston, CT 06787
  • 719 High Street Extension, Thomaston, CT 06787

    $432,500

    Sold Feb 13, 2026

    719 High Street Extension, Thomaston, CT 06787

    • 3 Beds
    • 2 Baths
    • 3,276 Sq Ft
    • Built 1947

    Last Sold Summary

    • 4% Below List Price
    • $132/SF
    • 38 Days On Market

    Current Estimated Value $445,462

    Last Listing Agent Trevor Burke Regency Real Estate, LLC

    719 High Street Extension, Thomaston, CT 06787
    • 123 Reynolds Bridge Rd, Thomaston, CT 06787

      Est $359,979

      Not Listed For Sale

      123 Reynolds Bridge Rd, Thomaston, CT 06787

      • 2 Beds
      • 2 Baths
      • 1,293 Sq Ft
      • Built 1991
      123 Reynolds Bridge Rd, Thomaston, CT 06787

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Odalys Bekanich Coldwell Banker Realty

  • 1092 Hickory Hill Rd, Thomaston, CT 06787
    1092 Hickory Hill Rd, Thomaston, CT 06787
    1092 Hickory Hill Rd, Thomaston, CT 06787
    /5

    $99,000

    $6K PRICE DROP
    • Land
    • 1.75 Acres
    • $56,571 per Acre

    1092 Hickory Hill Rd, Thomaston, CT 06787

    Build your dream home on this 1.75 acre lot located on Hickory Hill Rd. Beautiful views and privacy. There is already a well on the property and a lateral to hook up to the public sewer system. A small house was previously located on the property and was taken down several years ago. This lot is located in a quiet neighborhood, but has close access to route 8 and route 6. Less than a mile away is

    Catherine DuPont Stone Crest Realty LLC

    1092 Hickory Hill Rd, Thomaston, CT 06787
  • 143 Pine Hill Rd Unit 11A, Thomaston, CT 06787

    $270,900

    Sold Jul 10, 2026

    143 Pine Hill Rd Unit 11A, Thomaston, CT 06787

    • 2 Beds
    • 1.5 Baths
    • 1,088 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Above List Price
    • $249/SF
    • 4 Days On Market

    Current Estimated Value $255,660

    Last Listing Agent Debra Simone-Cyr Putnam Agency Real Estate LLC

    143 Pine Hill Rd Unit 11A, Thomaston, CT 06787
    • 175 Pleasant View Rd, Thomaston, CT 06787

      Est $386,620

      Not Listed For Sale

      175 Pleasant View Rd, Thomaston, CT 06787

      • 4 Beds
      • 1.5 Baths
      • 1,364 Sq Ft
      • Built 1960
      175 Pleasant View Rd, Thomaston, CT 06787

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Dawn Rousseau Showcase Realty, Inc.

  • 136 Babbitt Rd, Thomaston, CT 06787
    136 Babbitt Rd, Thomaston, CT 06787
    136 Babbitt Rd, Thomaston, CT 06787
    /40

    $415,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,812 Sq Ft

    136 Babbitt Rd, Thomaston, CT 06787

    Welcome to 136 Babbitt Road! Set on 0.73 acres of secluded, park-like grounds, this well-lived-in Raised Ranch has been enjoyed by its current owners for the past seven years and offers 3 bedrooms, 2 full baths and a spacious 2-car under-house garage. Recent improvements include refreshed paint in select areas, new vinyl flooring in the living room and hallway, and the removal and repainting of

    Dawn Rousseau Showcase Realty, Inc.

    136 Babbitt Rd, Thomaston, CT 06787
  • 197 Pine Hill Rd Unit 2D, Thomaston, CT 06787

    $145,000

    Sold Dec 15, 2025

    197 Pine Hill Rd Unit 2D, Thomaston, CT 06787

    • 2 Beds
    • 1.5 Baths
    • 1,105 Sq Ft
    • Built 1988

    Last Sold Summary

    • 17% Below List Price
    • $131/SF
    • 40 Days On Market

    Current Estimated Value $161,511

    Last Listing Agent Thomas Mele Social & Co Realty

    197 Pine Hill Rd Unit 2D, Thomaston, CT 06787
    • 143 Pine Hill Rd Unit 13D, Thomaston, CT 06787

      Est $232,122

      Not Listed For Sale

      143 Pine Hill Rd Unit 13D, Thomaston, CT 06787

      • 2 Beds
      • 1.5 Baths
      • 1,088 Sq Ft
      • Built 1986
      143 Pine Hill Rd Unit 13D, Thomaston, CT 06787

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Dawn Cabral West View Properties, LLC

  • 1 Stevens Blvd Unit 1, Thomaston, CT 06787
    1 Stevens Blvd Unit 1, Thomaston, CT 06787
    1 Stevens Blvd Unit 1, Thomaston, CT 06787
    /38

    $549,900

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,406 Sq Ft

    1 Stevens Blvd Unit 1, Thomaston, CT 06787

    Welcome to this beautifully maintained highly desirable 55+condominium community in the heart of Litchfield County. Offering an exceptional blend of comfort, style, and functionality. The open-concept floor plan is highlighted by oak hardwood floors on the main level, soaring cathedral and tray ceilings, fireplace, two interior balconies, elegant crown moldings, recessed lighting, paddle fans,

    James Kaniewski Town & Country Real Estate

    1 Stevens Blvd Unit 1, Thomaston, CT 06787
  • 17 George St, Thomaston, CT 06787

    $364,000

    Sold Dec 12, 2025

    17 George St, Thomaston, CT 06787

    • 3 Beds
    • 1.5 Baths
    • 1,435 Sq Ft
    • Built 1952

    Last Sold Summary

    • 9% Below List Price
    • $254/SF
    • 86 Days On Market

    Current Estimated Value $371,952

    Last Listing Agent James Kaniewski Town & Country Real Estate

    17 George St, Thomaston, CT 06787
    • 143 Pine Hill Rd Unit 9F, Thomaston, CT 06787

      Est $238,709

      Not Listed For Sale

      143 Pine Hill Rd Unit 9F, Thomaston, CT 06787

      • 2 Beds
      • 1.5 Baths
      • 1,088 Sq Ft
      • Built 1986
      143 Pine Hill Rd Unit 9F, Thomaston, CT 06787

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Stephanie O'Connor Tier 1 Real Estate

  • 230 Reynolds Bridge Rd, Thomaston, CT 06787
    230 Reynolds Bridge Rd, Thomaston, CT 06787
    230 Reynolds Bridge Rd, Thomaston, CT 06787
    /37

    $324,900

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,425 Sq Ft

    230 Reynolds Bridge Rd, Thomaston, CT 06787

    Step into the warmth and charm of this storybook Cape, where timeless character meets thoughtful updates. This inviting 3-bedroom, 1.5-bath home is filled with beautiful original exposed beams and stunning wide-plank hardwood floors that showcase its classic New England appeal. At the heart of the home is a striking double-sided fireplace, perfectly positioned between the living and dining rooms,

    Amber Segetti RE/MAX RISE

    230 Reynolds Bridge Rd, Thomaston, CT 06787
  • 170 Valley View Rd, Thomaston, CT 06787

    $710,000

    Sold Aug 05, 2026

    170 Valley View Rd, Thomaston, CT 06787

    • 4 Beds
    • 2.5 Baths
    • 2,857 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Above List Price
    • $249/SF
    • 3 Days On Market

    Current Estimated Value $687,660

    Last Listing Agent Dawn Rousseau Showcase Realty, Inc.

    170 Valley View Rd, Thomaston, CT 06787
    • 116 Woodruff Ave, Thomaston, CT 06787

      Est $345,117

      Not Listed For Sale

      116 Woodruff Ave, Thomaston, CT 06787

      • 2 Beds
      • 1.5 Baths
      • 1,816 Sq Ft
      • Built 1952
      116 Woodruff Ave, Thomaston, CT 06787

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent James Kaniewski Town & Country Real Estate

  • 587 High Street Extension, Thomaston, CT 06787
    587 High Street Extension, Thomaston, CT 06787
    587 High Street Extension, Thomaston, CT 06787
    /39

    $487,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    587 High Street Extension, Thomaston, CT 06787

    Move right into this Beautifully Maintained Colonial! Main Level offers a Large Livingroom, Dining Room and Kitchen with half bath. Slider doors off of the kitchen lead you to a New Deck overlooking the back yard. Second Level has a Master Bedroom with walk-in closet and Full Bath. There are 2 additional Bedrooms and another Full Bath on the Second Level. Full Basement with washer dryer hook-ups

    Catherine DuPont Stone Crest Realty LLC

    587 High Street Extension, Thomaston, CT 06787
  • 88 Tracy St, Thomaston, CT 06787

    $355,000

    Sold Aug 27, 2026

    88 Tracy St, Thomaston, CT 06787

    • 3 Beds
    • 1.5 Baths
    • 1,488 Sq Ft
    • Built 1941

    Last Sold Summary

    • 11% Below List Price
    • $239/SF
    • 42 Days On Market

    Current Estimated Value $356,568

    Last Listing Agent Catherine DuPont Stone Crest Realty LLC

    88 Tracy St, Thomaston, CT 06787
    • 56 Pleasant View Rd, Thomaston, CT 06787

      Est $412,210

      Not Listed For Sale

      56 Pleasant View Rd, Thomaston, CT 06787

      • 3 Beds
      • 2 Baths
      • 1,932 Sq Ft
      • Built 1962
      56 Pleasant View Rd, Thomaston, CT 06787

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Sean Brunnock Coldwell Banker Realty

  • 98 Edgewood Ave, Thomaston, CT 06787
    98 Edgewood Ave, Thomaston, CT 06787
    98 Edgewood Ave, Thomaston, CT 06787
    /20

    $337,900

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,224 Sq Ft

    98 Edgewood Ave, Thomaston, CT 06787

    Wonderful split level home with 3 bedrooms, 1 1/2 bathrooms located in one of the most desirable areas. The heart of the home features a bright kitchen with granite countertops leading to a spacious deck overlooking the backyard. Spacious living areas and a basement fit for extra living space, family room, home office, play room or gym. The possibilities are endless. Step outside to your own

    Joelle Gillis Dave Jones Realty, LLC

    98 Edgewood Ave, Thomaston, CT 06787
  • 82 Pleasant St, Thomaston, CT 06787

    $340,000

    Sold Nov 18, 2025

    82 Pleasant St, Thomaston, CT 06787

    • 3 Beds
    • 1.5 Baths
    • 1,608 Sq Ft
    • Built 2004

    Last Sold Summary

    • $211/SF
    • 92 Days On Market

    Current Estimated Value $356,556

    Last Listing Agent Maria Pelto MBT Realty LLC

    82 Pleasant St, Thomaston, CT 06787
    • 798 High Street Extension, Thomaston, CT 06787

      Est $337,696

      Not Listed For Sale

      798 High Street Extension, Thomaston, CT 06787

      • 3 Beds
      • 1.5 Baths
      • 2,109 Sq Ft
      • Built 1974
      798 High Street Extension, Thomaston, CT 06787

      Last Sold Summary

      • 87 Days On Market

      Last Listing Agent Annie Gura Coldwell Banker Premier Real Estate

  • 280 High Street Extension, Thomaston, CT 06787
    280 High Street Extension, Thomaston, CT 06787
    280 High Street Extension, Thomaston, CT 06787
    /36

    $259,000

    Pending
    • 3 Beds
    • 1 Bath
    • 874 Sq Ft

    280 High Street Extension, Thomaston, CT 06787

    Located in the beautiful little town of Thomaston, this adorable cape is waiting for you to call home. New flooring throughout the main level, updated bathroom, open concept kitchen/living room and freshly painted throughout. Primary bedroom (with possibility to turn into two bedrooms) located on the main level with view of the outside waterfall. New furnace in the large, dry, freshly painted

    Susanne Vasquez Coldwell Banker Realty

    280 High Street Extension, Thomaston, CT 06787
  • 188 Litchfield St, Thomaston, CT 06787

    $303,000

    Sold Aug 05, 2026

    188 Litchfield St, Thomaston, CT 06787

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1880

    Last Sold Summary

    • 11% Below List Price
    • $246/SF
    • 57 Days On Market

    Current Estimated Value $303,460

    Last Listing Agent Travis Lipinski W. Raveis Lifestyles Realty

    188 Litchfield St, Thomaston, CT 06787
    • 6 French Cir, Thomaston, CT 06787

      Est $469,608

      Not Listed For Sale

      6 French Cir, Thomaston, CT 06787

      • 3 Beds
      • 2 Baths
      • 1,756 Sq Ft
      • Built 1978
      6 French Cir, Thomaston, CT 06787

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Heather Weber Coldwell Banker Realty

  • 261 Litchfield St, Thomaston, CT 06787
    261 Litchfield St, Thomaston, CT 06787
    261 Litchfield St, Thomaston, CT 06787
    /19

    $157,500

    Pending
    • Land
    • 2.34 Acres
    • $67,308 per Acre

    261 Litchfield St, Thomaston, CT 06787

    2.34 beautiful acres available in Thomaston! Unique opportunity consisting of two adjoining parcels, offering flexibility for a variety of possibilities. Enjoy the additional acreage for added privacy, outdoor space, explore the potential for separate homesites, or create a property ideal for a homestead-style setting. Recent survey completed and soil testing currently underway. Buyer to perform

    Katie Breitkreutz Dave Jones Realty, LLC

    261 Litchfield St, Thomaston, CT 06787
  • 196 Humiston Cir, Thomaston, CT 06787

    $320,000

    Sold Jun 22, 2026

    196 Humiston Cir, Thomaston, CT 06787

    • 3 Beds
    • 1.5 Baths
    • 1,585 Sq Ft
    • Built 1964

    Last Sold Summary

    • 7% Above List Price
    • $202/SF
    • 32 Days On Market

    Current Estimated Value $319,668

    Last Listing Agent Chad Segal William Raveis Real Estate

    196 Humiston Cir, Thomaston, CT 06787
    • 206 Clay St, Thomaston, CT 06787

      Est $308,514

      Not Listed For Sale

      206 Clay St, Thomaston, CT 06787

      • 2 Beds
      • 1 Bath
      • 1,304 Sq Ft
      • Built 1958
      206 Clay St, Thomaston, CT 06787

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent James Kaniewski Town & Country Real Estate

  • 53 Broadview Heights, Thomaston, CT 06787
    53 Broadview Heights, Thomaston, CT 06787
    53 Broadview Heights, Thomaston, CT 06787
    /32

    $339,900

    $50K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    53 Broadview Heights, Thomaston, CT 06787

    You will be surprised at the amount of room in this ranch bungalow- this 3/4 bedroom home boasts 2 baths, gleaming hardwood floors and freshly painted interior - - many possibilities exist with the home sitting on .83 acres with large road frontage (possible sub-divide)a two story barn also exists on the property - ideal for private contractor-basement area finished with a full bath and room for

    Annette Marino Berkshire Hathaway NE Prop.

    53 Broadview Heights, Thomaston, CT 06787
  • 27 N Main St, Thomaston, CT 06787

    $530,000

    Sold Jul 16, 2026

    27 N Main St, Thomaston, CT 06787

    • 7 Beds
    • 6 Baths
    • 3,727 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Above List Price
    • $142/SF
    • 15 Days On Market

    Last Listing Agent Laura Hernandez William Raveis Real Estate

    27 N Main St, Thomaston, CT 06787
    • 52 Meadow St, Thomaston, CT 06787

      Est $281,314

      Not Listed For Sale

      52 Meadow St, Thomaston, CT 06787

      • 2 Beds
      • 1.5 Baths
      • 1,128 Sq Ft
      • Built 1890
      52 Meadow St, Thomaston, CT 06787

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Sarah Perrotti Regency Real Estate, LLC

  • 400 Northfield Rd, Thomaston, CT 06787
    400 Northfield Rd, Thomaston, CT 06787
    400 Northfield Rd, Thomaston, CT 06787
    /10

    $78,750

    $16K PRICE DROP Pending
    • Land
    • 1.56 Acres
    • $50,481 per Acre

    400 Northfield Rd, Thomaston, CT 06787

    1.5-acre parcel with an existing barn and approximately 685 feet of frontage on Route 254 in Thomaston. Previously used for horses, this property offers endless potential to build your dream home with room to spread out. Looking for additional space? This lot may be combined with the neighboring .78 acre parcel available at 261 Litchfield St. Updated survey complete and soil testing is underway.

    Katie Breitkreutz Dave Jones Realty, LLC

    400 Northfield Rd, Thomaston, CT 06787
  • 71 Treadwell Ave, Thomaston, CT 06787

    $320,000

    Sold Jan 05, 2026

    71 Treadwell Ave, Thomaston, CT 06787

    • 3 Beds
    • 1 Bath
    • 1,195 Sq Ft
    • Built 1947

    Last Sold Summary

    • 10% Above List Price
    • $268/SF
    • 27 Days On Market

    Current Estimated Value $323,213

    Last Listing Agent Arian Hoxha Serhant Connecticut, LLC

    71 Treadwell Ave, Thomaston, CT 06787
    • 63 Pine Hill Rd, Thomaston, CT 06787

      Est $386,581

      Not Listed For Sale

      63 Pine Hill Rd, Thomaston, CT 06787

      • 4 Beds
      • 2 Baths
      • 1,720 Sq Ft
      • Built 1980
      63 Pine Hill Rd, Thomaston, CT 06787

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Lorrie Maiorano Calcagni Real Estate

  • 229 Jackson St, Thomaston, CT 06787
    229 Jackson St, Thomaston, CT 06787
    229 Jackson St, Thomaston, CT 06787
    /37

    $299,900

    Under Contract
    • 3 Beds
    • 1 Bath
    • 858 Sq Ft

    229 Jackson St, Thomaston, CT 06787

    Historic charm with convenient updates and a peaceful setting. Built in the 1850s, this well maintained home offers a blend of historic character and practical updates. The first floor features wood flooring and brightly enclosed front porch that provides a welcoming space to relax and enjoy the seasons. The home offers three bedrooms upstairs. Recent improvements include an energy efficient

    Diana Bernard Dave Jones Realty, LLC

    229 Jackson St, Thomaston, CT 06787

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