3,999

Deep River, CT Homes

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  • 106 Meadow Woods Rd, Deep River, CT 06417
    106 Meadow Woods Rd, Deep River, CT 06417
    106 Meadow Woods Rd, Deep River, CT 06417
    /40

    $1,065,000

    • 3 Beds
    • 2 Baths
    • 2,102 Sq Ft

    106 Meadow Woods Rd, Deep River, CT 06417

    Privately set on over three picturesque acres in Deep River, just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their

    Gigi Giordano Taylor Compass Connecticut, LLC

    106 Meadow Woods Rd, Deep River, CT 06417
  • 794 Route 148, Killingworth, CT 06419

    $720,000

    Sold Jun 11, 2026

    794 Route 148, Killingworth, CT 06419

    • 4 Beds
    • 2.5 Baths
    • 2,564 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $281/SF
    • 49 Days On Market

    Current Estimated Value $734,310

    Last Listing Agent Dana Weinstein Coldwell Banker Realty

    794 Route 148, Killingworth, CT 06419
    • 92 Main St Unit 204, Deep River, CT 06417

      Est $311,595

      Not Listed For Sale

      92 Main St Unit 204, Deep River, CT 06417

      • 2 Beds
      • 2 Baths
      • 1,301 Sq Ft
      • Built 1985
      92 Main St Unit 204, Deep River, CT 06417

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Robert Ficks Berkshire Hathaway NE Prop.

  • 18 Birch Mill Rd, Killingworth, CT 06419
    18 Birch Mill Rd, Killingworth, CT 06419
    18 Birch Mill Rd, Killingworth, CT 06419
    /40

    $2,350,000

    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    18 Birch Mill Rd, Killingworth, CT 06419

    The Well Maiden Estate is a rare architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Just minutes from the Connecticut shoreline, marinas, beaches, and fine dining, and ideally positioned between New York City and Boston, this private

    Jennifer Gurnell William Raveis Real Estate

    18 Birch Mill Rd, Killingworth, CT 06419
  • 57 Laurel Ridge Trail, Killingworth, CT 06419

    $760,000

    Sold Sep 03, 2025

    57 Laurel Ridge Trail, Killingworth, CT 06419

    • 4 Beds
    • 2.5 Baths
    • 3,225 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $236/SF
    • 32 Days On Market

    Current Estimated Value $829,844

    Last Listing Agent Dana Weinstein Coldwell Banker Realty

    57 Laurel Ridge Trail, Killingworth, CT 06419
    • 92 Main St Unit 211, Deep River, CT 06417

      Est $261,724

      Not Listed For Sale

      92 Main St Unit 211, Deep River, CT 06417

      • 2 Beds
      • 2 Baths
      • 1,035 Sq Ft
      • Built 1985
      92 Main St Unit 211, Deep River, CT 06417

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Kathy Schellens William Pitt Sotheby's Int'l

  • 323 River Rd, Deep River, CT 06417
    323 River Rd, Deep River, CT 06417
    323 River Rd, Deep River, CT 06417
    /39

    $3,950,000

    • 5 Beds
    • 5.5 Baths
    • 5,557 Sq Ft

    323 River Rd, Deep River, CT 06417

    Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled

    Margaret Muir William Pitt Sotheby's Int'l

    323 River Rd, Deep River, CT 06417
  • 124 Kelsey Hill Rd, Deep River, CT 06417

    $560,000

    Sold Oct 16, 2025

    124 Kelsey Hill Rd, Deep River, CT 06417

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft
    • Built 1994

    Last Sold Summary

    • $328/SF
    • 48 Days On Market

    Current Estimated Value $577,683

    Last Listing Agent Amy Rubin William Raveis Real Estate

    124 Kelsey Hill Rd, Deep River, CT 06417
    • 30 Deer Ridge Rd, Killingworth, CT 06419

      Est $433,849

      Not Listed For Sale

      30 Deer Ridge Rd, Killingworth, CT 06419

      • 4 Beds
      • 3 Baths
      • 2,888 Sq Ft
      • Built 1972
      30 Deer Ridge Rd, Killingworth, CT 06419

      Last Sold Summary

      • 136 Days On Market

      Last Listing Agent Linda O'Hara William Raveis Real Estate

  • 92 Main St Unit 405, Deep River, CT 06417
    92 Main St Unit 405, Deep River, CT 06417
    92 Main St Unit 405, Deep River, CT 06417
    /25

    $235,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,095 Sq Ft

    92 Main St Unit 405, Deep River, CT 06417

    Welcome to Unit 405 at the historic Piano Works building in Deep River. This well-maintained 2-bedroom, 2-bath condominium offers spacious living, high ceilings, and timeless character in one of the area's most unique residential communities. Residents enjoy access to a fitness center and community room, along with convenient proximity to downtown shops, restaurants, marinas, and the Connecticut

    Janise Gabco Our Home Realty Advisors

    92 Main St Unit 405, Deep River, CT 06417
  • 179 Bushy Hill Rd, Deep River, CT 06417

    $385,000

    Sold Nov 04, 2025

    179 Bushy Hill Rd, Deep River, CT 06417

    • 3 Beds
    • 2.5 Baths
    • 2,179 Sq Ft
    • Built 1957

    Last Sold Summary

    • 9% Below List Price
    • $177/SF
    • 61 Days On Market

    Current Estimated Value $442,828

    Last Listing Agent Kira Coon William Raveis Real Estate

    179 Bushy Hill Rd, Deep River, CT 06417
    • 129 Little City Rd, Killingworth, CT 06419

      Est $545,581

      Not Listed For Sale

      129 Little City Rd, Killingworth, CT 06419

      • 3 Beds
      • 2 Baths
      • 2,216 Sq Ft
      • Built 1974
      129 Little City Rd, Killingworth, CT 06419

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Kelly Ryan William Raveis Real Estate

  • 97 Bushy Hill Rd, Deep River, CT 06417
    97 Bushy Hill Rd, Deep River, CT 06417
    97 Bushy Hill Rd, Deep River, CT 06417
    /28

    $281,200

    Pending
    • 3 Beds
    • 2 Baths
    • 1,314 Sq Ft

    97 Bushy Hill Rd, Deep River, CT 06417

    Investors take notice. Ranch-style home located in Deep River with lots of potential. Great lot and location. Property sits on over an acre of land, close to schools and parks. Property needs work and will not qualify for government financing. Property will be offered for sale. Buyers must sign up and place bids through Xome. All auction properties are subject to a purchaser's premium pursuant to

    Lauren Robarge Vylla Home (CT) LLC

    97 Bushy Hill Rd, Deep River, CT 06417
  • 14 Ely Ln, Killingworth, CT 06419

    $1,250,000

    Sold Mar 09, 2026

    14 Ely Ln, Killingworth, CT 06419

    • 4 Beds
    • 3.5 Baths
    • 4,072 Sq Ft
    • Built 2002

    Last Sold Summary

    • 10% Below List Price
    • $307/SF
    • 188 Days On Market

    Current Estimated Value $1,289,708

    Last Listing Agent Laurie McCann William Pitt Sotheby's Int'l

    14 Ely Ln, Killingworth, CT 06419
    • 60 W Elm St, Deep River, CT 06417

      Est $529,554

      Not Listed For Sale

      60 W Elm St, Deep River, CT 06417

      • 3 Beds
      • 2 Baths
      • 2,008 Sq Ft
      • Built 1827
      60 W Elm St, Deep River, CT 06417

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Angela Ruel Berkshire Hathaway NE Prop.

  • 92 Main St Unit 107, Deep River, CT 06417
    92 Main St Unit 107, Deep River, CT 06417
    92 Main St Unit 107, Deep River, CT 06417
    /22

    $199,900

    • 1 Bed
    • 1 Bath
    • 727 Sq Ft

    92 Main St Unit 107, Deep River, CT 06417

    Step into a loft-style townhouse in the historic Piano Works building that blends vintage charm with modern living. With its own private entrance and location in a 4-unit outbuilding, this home offers peace and privacy-no upstairs or downstairs neighbors to worry about! With its impressive 9-foot-plus ceilings and exposed ductwork, this home exudes a chic, industrial vibe. Right outside your

    Anna Kilty Compass Connecticut, LLC

    92 Main St Unit 107, Deep River, CT 06417
  • 131 Burr Hill Rd, Killingworth, CT 06419

    $3,000,000

    Sold Oct 01, 2025

    131 Burr Hill Rd, Killingworth, CT 06419

    • 11 Beds
    • 15 Baths
    • 14,110 Sq Ft
    • Built 2011

    Last Sold Summary

    • 33% Below List Price
    • $213/SF
    • 167 Days On Market

    Last Listing Agent Melanie Scull William Pitt Sotheby's Int'l

    131 Burr Hill Rd, Killingworth, CT 06419
    • 135 Rattling Valley Rd, Deep River, CT 06417

      Est $944,889

      Not Listed For Sale

      135 Rattling Valley Rd, Deep River, CT 06417

      • 3 Beds
      • 3 Baths
      • 3,182 Sq Ft
      • Built 1990
      135 Rattling Valley Rd, Deep River, CT 06417

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Susan Malan William Pitt Sotheby's Int'l

  • 0 Glen Grove Rd Unit 24098210, Deep River, CT 06417
    0 Glen Grove Rd Unit 24098210, Deep River, CT 06417
    0 Glen Grove Rd Unit 24098210, Deep River, CT 06417
    /7

    $899,999

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    0 Glen Grove Rd Unit 24098210, Deep River, CT 06417

    Introducing an opportunity to build your dream home on a secluded 3-acre interior lot in beautiful Deep River. Located off scenic Glen Grove Road, this custom-designed Modern Farmhouse offers over 3,300 sq ft of thoughtfully planned living space, blending timeless architecture with the flexibility to tailor finishes to your vision. This to-be-built home features 4 bedrooms, 2.5 bathrooms, and a

    Wes Jenks Jenks Realty

    0 Glen Grove Rd Unit 24098210, Deep River, CT 06417
  • 24 Boulder Trail, Killingworth, CT 06419

    $160,000

    Sold Jan 06, 2026

    24 Boulder Trail, Killingworth, CT 06419

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $185/SF
    • 71 Days On Market

    Last Listing Agent Felix DuVerger Berkshire Hathaway NE Prop.

    24 Boulder Trail, Killingworth, CT 06419
    • 25 Patrick Dr, Killingworth, CT 06419

      Est $654,178

      Not Listed For Sale

      25 Patrick Dr, Killingworth, CT 06419

      • 3 Beds
      • 2.5 Baths
      • 2,212 Sq Ft
      • Built 1994
      25 Patrick Dr, Killingworth, CT 06419

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Tanya Bottaro Real Broker CT, LLC

  • 12 Lafata Ln, Killingworth, CT 06419
    12 Lafata Ln, Killingworth, CT 06419
    12 Lafata Ln, Killingworth, CT 06419
    /39

    $774,900

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,986 Sq Ft

    12 Lafata Ln, Killingworth, CT 06419

    Nestled on 3 private acres in the Autumn Ridge subdivision, this 4 bedroom home is a perfect blend of classic charm and modern amenities. A gracious front porch opens to a two story foyer and sunlit 1st floor rooms with 9 foot ceilings and hardwood floors. The living room and family room are divided by french doors allowing for a large gathering when open. The spacious eat-in kitchen with granite

    Leslie Holland William Pitt Sotheby's Int'l

    12 Lafata Ln, Killingworth, CT 06419
  • 11 Parker Hill Rd, Killingworth, CT 06419

    $737,000

    Sold May 29, 2026

    11 Parker Hill Rd, Killingworth, CT 06419

    • 3 Beds
    • 2 Baths
    • 2,349 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Above List Price
    • $314/SF
    • 3 Days On Market

    Current Estimated Value $721,425

    Last Listing Agent Judith Chanman Century 21 Classic Homes

    11 Parker Hill Rd, Killingworth, CT 06419
    • 32 Winter Ave, Deep River, CT 06417

      Est $429,732

      Not Listed For Sale

      32 Winter Ave, Deep River, CT 06417

      • 4 Beds
      • 2 Baths
      • 1,598 Sq Ft
      • Built 1900
      32 Winter Ave, Deep River, CT 06417

      Last Sold Summary

      • 165 Days On Market

      Last Listing Agent Rachel Welch William Raveis Real Estate

  • 17&21 Winter Ave, Deep River, CT 06417
    17&21 Winter Ave, Deep River, CT 06417
    17&21 Winter Ave, Deep River, CT 06417
    /18

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,061 Sq Ft

    17&21 Winter Ave, Deep River, CT 06417

    A unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separte town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

    Craig Milton Re/Max Valley Shore

    17&21 Winter Ave, Deep River, CT 06417
  • 128 Chestnut Hill Rd, Killingworth, CT 06419

    $2,350,000

    Sold Aug 12, 2025

    128 Chestnut Hill Rd, Killingworth, CT 06419

    • 5 Beds
    • 3.5 Baths
    • 5,327 Sq Ft
    • Built 2021

    Last Sold Summary

    • 16% Below List Price
    • $441/SF
    • 37 Days On Market

    Current Estimated Value $2,444,723

    Last Listing Agent Scott Penna William Raveis Real Estate

    128 Chestnut Hill Rd, Killingworth, CT 06419
    • 43 Chittenden Rd, Killingworth, CT 06419

      Est $787,062

      Not Listed For Sale

      43 Chittenden Rd, Killingworth, CT 06419

      • 3 Beds
      • 2 Baths
      • 2,273 Sq Ft
      • Built 1780
      43 Chittenden Rd, Killingworth, CT 06419

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Shoreline Homes Team William Raveis Real Estate

  • 77 Scenic View Dr Unit 17, Deep River, CT 06417
    77 Scenic View Dr Unit 17, Deep River, CT 06417
    77 Scenic View Dr Unit 17, Deep River, CT 06417
    /9

    $229,000

    $21K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    77 Scenic View Dr Unit 17, Deep River, CT 06417

    Don't miss your opportunity for this affordable updated condo in Deep River! Peaceful location provides serenity, yet you are very close to vibrant town center with everything you could need including restaurants, shops, groceries, pharmacy and more! Close to Route 9 for convenience. Why rent when you can own in Deep River?!

    Joe Simmons Coldwell Banker Realty

    77 Scenic View Dr Unit 17, Deep River, CT 06417
  • 44 Chestnut Hill Rd, Killingworth, CT 06419

    $650,000

    Sold May 11, 2026

    44 Chestnut Hill Rd, Killingworth, CT 06419

    • 2 Beds
    • 1 Bath
    • 1,207 Sq Ft
    • Built 1953

    Last Sold Summary

    • $539/SF
    • 0 Days On Market

    Current Estimated Value $634,308

    Last Listing Agent Shane Bonanno William Raveis Real Estate

    44 Chestnut Hill Rd, Killingworth, CT 06419
    • 9 Belmont Ave, Deep River, CT 06417

      Est $385,912

      Not Listed For Sale

      9 Belmont Ave, Deep River, CT 06417

      • 3 Beds
      • 1 Bath
      • 1,326 Sq Ft
      • Built 1936
      9 Belmont Ave, Deep River, CT 06417

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  • 38 Main St, Deep River, CT 06417
    38 Main St, Deep River, CT 06417
    38 Main St, Deep River, CT 06417
    /39

    $625,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,560 Sq Ft

    38 Main St, Deep River, CT 06417

    Nestled in the charming town of Deep River, between the villages of Essex and Chester, this beautiful Colonial offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms, 2 full baths and 2 half baths, this spacious home is designed for comfortable living and entertaining. Enter through the welcoming foyer, where the dining room sits to the left, while French doors

    Sue Bowes RE/MAX on the Bay

    38 Main St, Deep River, CT 06417
  • 347 Main St, Deep River, CT 06417

    $316,000

    Sold Nov 21, 2025

    347 Main St, Deep River, CT 06417

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1964

    Last Sold Summary

    • $253/SF
    • 12 Days On Market

    Current Estimated Value $344,545

    Last Listing Agent Jonathan Gineo Silver and Oak Realty

    347 Main St, Deep River, CT 06417
    • 7 Merriwold Ln, Deep River, CT 06417

      Est $902,763

      Not Listed For Sale

      7 Merriwold Ln, Deep River, CT 06417

      • 4 Beds
      • 2.5 Baths
      • 2,030 Sq Ft
      • Built 1964
      7 Merriwold Ln, Deep River, CT 06417

      Last Sold Summary

      • 434 Days On Market

      Last Listing Agent Kevin Geysen William Pitt Sotheby's Int'l

  • 170 Bushy Hill Rd, Deep River, CT 06417
    170 Bushy Hill Rd, Deep River, CT 06417
    170 Bushy Hill Rd, Deep River, CT 06417
    /37

    $850,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 4 Baths
    • 2,606 Sq Ft

    170 Bushy Hill Rd, Deep River, CT 06417

    Contemporary 3-bedroom, 2 full bath, 2 half bath home offering exceptional flexibility, character, and entertaining space. The open-concept main level features vaulted ceilings, dramatic architectural lines, and seamless flow between the kitchen, dining, and living areas. A striking firebox anchors the living room, while the four-season sunroom opens through French doors to a private tiered deck

    Angela Ruel Berkshire Hathaway NE Prop.

    170 Bushy Hill Rd, Deep River, CT 06417
  • 22 Sylvan Terrace, Deep River, CT 06417

    $340,000

    Sold Oct 29, 2025

    22 Sylvan Terrace, Deep River, CT 06417

    • 2 Beds
    • 1 Bath
    • 1,122 Sq Ft
    • Built 1966

    Last Sold Summary

    • 3% Above List Price
    • $303/SF
    • 2 Days On Market

    Current Estimated Value $356,756

    Last Listing Agent Laura Bitondo Berkshire Hathaway NE Prop.

    22 Sylvan Terrace, Deep River, CT 06417
    • 391 Main St Unit 401, Deep River, CT 06417

      Est $254,407

      Not Listed For Sale

      391 Main St Unit 401, Deep River, CT 06417

      • 2 Beds
      • 1.5 Baths
      • 1,080 Sq Ft
      • Built 1969
      391 Main St Unit 401, Deep River, CT 06417

      Last Sold Summary

      • 24 Days On Market

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

  • 252 River Rd, Deep River, CT 06417
    252 River Rd, Deep River, CT 06417
    252 River Rd, Deep River, CT 06417
    /40

    $6,500,000

    Under Contract
    • 5 Beds
    • 7 Baths
    • 7,697 Sq Ft

    252 River Rd, Deep River, CT 06417

    A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone

    Kiara Rusconi William Raveis Real Estate

    252 River Rd, Deep River, CT 06417
  • 62 River St, Deep River, CT 06417

    $625,000

    Sold May 19, 2026

    62 River St, Deep River, CT 06417

    • 4 Beds
    • 2 Baths
    • 1,970 Sq Ft
    • Built 1890

    Last Sold Summary

    • 9% Below List Price
    • $317/SF
    • 86 Days On Market

    Current Estimated Value $546,673

    Last Listing Agent Mim Beardsley Houlihan Lawrence WD

    62 River St, Deep River, CT 06417
    • 2 Tower Hill Rd, Killingworth, CT 06419

      Est $485,660

      Not Listed For Sale

      2 Tower Hill Rd, Killingworth, CT 06419

      • 2 Beds
      • 2 Baths
      • 1,424 Sq Ft
      • Built 1825
      2 Tower Hill Rd, Killingworth, CT 06419

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Devon Hills Coldwell Banker Realty

  • 32 Pinewood Trail, Deep River, CT 06417

    $825,000

    Sold Nov 18, 2025

    32 Pinewood Trail, Deep River, CT 06417

    • 4 Beds
    • 3.5 Baths
    • 3,697 Sq Ft
    • Built 1995

    Last Sold Summary

    • 5% Below List Price
    • $223/SF
    • 85 Days On Market

    Current Estimated Value $801,488

    Last Listing Agent Erin Borruso William Pitt Sotheby's Int'l

    32 Pinewood Trail, Deep River, CT 06417

Showing Results 121 - 160, Page 4 of 18

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