3,434

Redding, CT Homes

Section Image
    • 72 George Hull Hill Rd, Redding, CT 06896

      Est $1,982,940

      Not Listed For Sale

      72 George Hull Hill Rd, Redding, CT 06896

      • 5 Beds
      • 4.5 Baths
      • 5,513 Sq Ft
      • Built 2001
      72 George Hull Hill Rd, Redding, CT 06896

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Mary Phelps William Pitt Sotheby's Int'l

  • 65 Umpawaug Rd, Redding, CT 06896
    65 Umpawaug Rd, Redding, CT 06896
    /2

    $499,000

    • Land
    • 8.89 Acres
    • $56,130 per Acre

    65 Umpawaug Rd, Redding, CT 06896

    Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

    Jodi Langford Coldwell Banker Realty

    65 Umpawaug Rd, Redding, CT 06896
  • 46 Dayton Rd, Redding, CT 06896

    $1,600,000

    Sold Oct 02, 2025

    46 Dayton Rd, Redding, CT 06896

    • 6 Beds
    • 4.5 Baths
    • 3,573 Sq Ft
    • Built 1780

    Last Sold Summary

    • 5% Below List Price
    • $448/SF
    • 63 Days On Market

    Current Estimated Value $566,299

    Last Listing Agent Michele Tesei Houlihan Lawrence

    46 Dayton Rd, Redding, CT 06896
    • 44 Umpawaug Rd, Redding, CT 06896

      Est $1,403,984

      Not Listed For Sale

      44 Umpawaug Rd, Redding, CT 06896

      • 4 Beds
      • 5 Baths
      • 3,268 Sq Ft
      • Built 2001
      44 Umpawaug Rd, Redding, CT 06896

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Sharon Hoverman Coldwell Banker Realty

  • 56 Portland Ave Unit 9, Redding, CT 06896
    56 Portland Ave Unit 9, Redding, CT 06896
    56 Portland Ave Unit 9, Redding, CT 06896
    /23

    $435,000

    $15K PRICE DROP Pending
    • 1 Bed
    • 2 Baths
    • 1,824 Sq Ft

    56 Portland Ave Unit 9, Redding, CT 06896

    Nestled in the charming village of Georgetown, this sun-filled first-floor end unit offers over 1,700 square feet of thoughtfully designed living space and a rare opportunity for convenient single-level living. The main level features a spacious one-bedroom primary suite with abundant windows that fill the home with natural light. The bright and inviting kitchen flows seamlessly into the dining

    Tyler Toren Compass Connecticut, LLC

    56 Portland Ave Unit 9, Redding, CT 06896
  • 41 Sullivan Dr, Redding, CT 06896

    $835,000

    Sold Mar 02, 2026

    41 Sullivan Dr, Redding, CT 06896

    • 5 Beds
    • 4.5 Baths
    • 4,801 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $174/SF
    • 77 Days On Market

    Current Estimated Value $912,882

    Last Listing Agent Carol Hanlon Coldwell Banker Realty

    41 Sullivan Dr, Redding, CT 06896
    • 4 Long Wall Rd, Redding, CT 06896

      Est $1,578,840

      Not Listed For Sale

      4 Long Wall Rd, Redding, CT 06896

      • 4 Beds
      • 3.5 Baths
      • 3,596 Sq Ft
      • Built 2019
      4 Long Wall Rd, Redding, CT 06896

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Dee Braaten Keller Williams Realty

  • 56 Portland Ave Unit 3, Redding, CT 06896
    56 Portland Ave Unit 3, Redding, CT 06896
    56 Portland Ave Unit 3, Redding, CT 06896
    /25

    $419,900

    Open Sun 12PM - 2PM
    • 1 Bed
    • 1.5 Baths
    • 1,224 Sq Ft

    56 Portland Ave Unit 3, Redding, CT 06896

    Welcome home to this charming, light-filled condo in the heart of Georgetown! Featuring an open floor plan with soaring vaulted ceilings and a ceiling fan, this inviting home is filled with natural sunlight and offers a bright, airy feel throughout. The thoughtfully updated interior includes beautiful laminate flooring (2020), a new dishwasher (2022), washer and dryer (2022), range and microwave

    Michelle Woodward Coldwell Banker Realty

    56 Portland Ave Unit 3, Redding, CT 06896
  • 37 Giles Hill Rd, Redding, CT 06896

    $1,700,000

    Sold Sep 03, 2025

    37 Giles Hill Rd, Redding, CT 06896

    • 5 Beds
    • 3.5 Baths
    • 6,101 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $279/SF
    • 35 Days On Market

    Last Listing Agent Laura Ancona William Pitt Sotheby's Int'l

    37 Giles Hill Rd, Redding, CT 06896
    • 5 Windy Hill Rd, Redding, CT 06896

      Est $1,274,881

      Not Listed For Sale

      5 Windy Hill Rd, Redding, CT 06896

      • 5 Beds
      • 4 Baths
      • 4,631 Sq Ft
      • Built 1997
      5 Windy Hill Rd, Redding, CT 06896

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Caroline Besancon William Pitt Sotheby's Int'l

  • 286 Black Rock Turnpike, Redding, CT 06896
    286 Black Rock Turnpike, Redding, CT 06896
    286 Black Rock Turnpike, Redding, CT 06896
    /40

    $1,329,000

    • 5 Beds
    • 4.5 Baths
    • 4,158 Sq Ft

    286 Black Rock Turnpike, Redding, CT 06896

    The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous

    Nora Ryan Houlihan Lawrence WD

    286 Black Rock Turnpike, Redding, CT 06896
  • Unlisted Address

    $715,000

    Sold Aug 12, 2026

    Unlisted Address

    • 4 Beds
    • 3 Baths
    • 1,756 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Above List Price
    • $407/SF
    • 53 Days On Market

    Current Estimated Value $691,742

    Last Listing Agent Kevin O'Brien O'Brien Premier Properties

    Unlisted Address
    • 7 Windy Hill Rd, Redding, CT 06896

      Est $1,218,703

      Not Listed For Sale

      7 Windy Hill Rd, Redding, CT 06896

      • 5 Beds
      • 6 Baths
      • 5,363 Sq Ft
      • Built 1999
      7 Windy Hill Rd, Redding, CT 06896

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Kristi Vaughan William Pitt Sotheby's Int'l

  • 4 Long Ridge Rd, Redding, CT 06896
    4 Long Ridge Rd, Redding, CT 06896
    4 Long Ridge Rd, Redding, CT 06896
    /30

    $1,395,000

    • 4 Beds
    • 5 Baths
    • 5,282 Sq Ft

    4 Long Ridge Rd, Redding, CT 06896

    This unique property offers the perfect blend of living, working and investing in a picturesque and convenient setting. For 15 years, the current owner has enjoyed a seamless "work from home" lifestyle, with a spacious upstairs apartment above the main building and store. The property also includes a separate retail cottage, ideal for generating rental income or expanding your business

    Christine Poppy Compass Connecticut, LLC

    4 Long Ridge Rd, Redding, CT 06896
  • 9 Brick School Dr, Redding, CT 06896

    $865,000

    Sold Aug 15, 2025

    9 Brick School Dr, Redding, CT 06896

    • 4 Beds
    • 3 Baths
    • 3,284 Sq Ft
    • Built 1969

    Last Sold Summary

    • 2% Below List Price
    • $263/SF
    • 87 Days On Market

    Current Estimated Value $916,972

    Last Listing Agent Alec Nyman Higgins Group Greenwich

    9 Brick School Dr, Redding, CT 06896
    • 3 Quarry Rock Rd, Redding, CT 06896

      Est $1,633,308

      Not Listed For Sale

      3 Quarry Rock Rd, Redding, CT 06896

      • 5 Beds
      • 3.5 Baths
      • 4,417 Sq Ft
      • Built 2000
      3 Quarry Rock Rd, Redding, CT 06896

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Tim Dent Coldwell Banker Realty

  • 74 Black Rock Turnpike, Redding, CT 06896
    74 Black Rock Turnpike, Redding, CT 06896
    74 Black Rock Turnpike, Redding, CT 06896
    /39

    $1,395,000

    $100K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 6,775 Sq Ft

    74 Black Rock Turnpike, Redding, CT 06896

    Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer and grand staircase. The custom Clark Construction kitchen, enhanced in 2023, features dual full-size Thermador ovens,

    Brianna Carvalho Compass Connecticut, LLC

    74 Black Rock Turnpike, Redding, CT 06896
  • 6 Winding Brook Ct, Redding, CT 06896

    $1,050,000

    Sold Jul 01, 2026

    6 Winding Brook Ct, Redding, CT 06896

    • 5 Beds
    • 2.5 Baths
    • 3,104 Sq Ft
    • Built 1971

    Last Sold Summary

    • 14% Above List Price
    • $338/SF
    • 26 Days On Market

    Current Estimated Value $925,158

    Last Listing Agent Jessica Christ Coldwell Banker Realty

    6 Winding Brook Ct, Redding, CT 06896
    • 30 Wood Rd, Redding, CT 06896

      Est $1,211,951

      Not Listed For Sale

      30 Wood Rd, Redding, CT 06896

      • 4 Beds
      • 2.5 Baths
      • 4,672 Sq Ft
      • Built 2001
      30 Wood Rd, Redding, CT 06896

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Jay Contessa William Pitt Sotheby's Int'l

  • 471 Newtown Turnpike, Redding, CT 06896
    471 Newtown Turnpike, Redding, CT 06896
    471 Newtown Turnpike, Redding, CT 06896
    /36

    $799,000

    $26K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,774 Sq Ft

    471 Newtown Turnpike, Redding, CT 06896

    Beautifully professionally landscaped, level 2-acre lot on the peaceful end of Newtown Turnpike, this charming 3-bedroom, 2.5-bath. Cape combines classic character with modern living. The home has been meticulously maintained and upgraded, offering a perfect retreat in the heart of Redding. Step into the heart of the home: a brand-new custom kitchen featured in the recently added expansion.

    Waldde Valdez Modern Day Real Estate

    471 Newtown Turnpike, Redding, CT 06896
  • 36 Fox Run Rd, Redding, CT 06896

    $1,585,000

    Sold May 27, 2026

    36 Fox Run Rd, Redding, CT 06896

    • 4 Beds
    • 3.5 Baths
    • 4,548 Sq Ft
    • Built 1935

    Last Sold Summary

    • 6% Above List Price
    • $349/SF
    • 32 Days On Market

    Current Estimated Value $1,439,662

    Last Listing Agent Laura Ancona William Pitt Sotheby's Int'l

    36 Fox Run Rd, Redding, CT 06896
    • 358 Newtown Turnpike, Redding, CT 06896

      Est $1,498,368

      Not Listed For Sale

      358 Newtown Turnpike, Redding, CT 06896

      • 4 Beds
      • 5 Baths
      • 4,365 Sq Ft
      • Built 2006
      358 Newtown Turnpike, Redding, CT 06896

      Last Sold Summary

      • 278 Days On Market

      Last Listing Agent Sandra Juliano Berkshire Hathaway NE Prop.

  • 67 Umpawaug Rd, Redding, CT 06896
    67 Umpawaug Rd, Redding, CT 06896
    67 Umpawaug Rd, Redding, CT 06896
    /7

    $900,000

    • Land
    • 15.27 Acres
    • $58,939 per Acre

    67 Umpawaug Rd, Redding, CT 06896

    Exceptional land on scenic Umpawaug Rd. House site overlooks spectacular quartz quarry to the rear with panoramic views to the front. Perfect for breathtaking hideaway in the country. Owner/architect can design and build to suit. Additional land available. Owner/agent

    Jodi Langford Coldwell Banker Realty

    67 Umpawaug Rd, Redding, CT 06896
  • 61 Marchant Rd, Redding, CT 06896

    $1,525,000

    Sold Dec 23, 2025

    61 Marchant Rd, Redding, CT 06896

    • 4 Beds
    • 3.5 Baths
    • 4,146 Sq Ft
    • Built 1954

    Last Sold Summary

    • 3% Below List Price
    • $368/SF
    • 75 Days On Market

    Current Estimated Value $1,576,559

    Last Listing Agent Robert Neumann Houlihan Lawrence

    61 Marchant Rd, Redding, CT 06896
    • 65 Wayside Ln, Redding, CT 06896

      Est $839,323

      Not Listed For Sale

      65 Wayside Ln, Redding, CT 06896

      • 2 Beds
      • 3 Baths
      • 2,285 Sq Ft
      • Built 1918
      65 Wayside Ln, Redding, CT 06896

      Last Sold Summary

      • 144 Days On Market

      Last Listing Agent John Frey Coldwell Banker Realty

  • 11 Long Meadow Ln, Redding, CT 06896
    11 Long Meadow Ln, Redding, CT 06896
    11 Long Meadow Ln, Redding, CT 06896
    /38

    $1,245,000

    • 4 Beds
    • 5.5 Baths
    • 5,935 Sq Ft

    11 Long Meadow Ln, Redding, CT 06896

    Private Cul-de-Sac Colonial on 2.95 Acres in Redding! Desirable custom-built Center Hall Colonial privately set at the end of a cul-de-sac abutting protected Green Acres land for exceptional privacy and natural beauty. Professionally landscaped with classic stone walls and mature trees, picturesque views of neighboring horse property and ample space for a pool and tennis court. A dramatic

    Ira Stone Coldwell Banker Realty

    11 Long Meadow Ln, Redding, CT 06896
  • 283 Redding Rd, Redding, CT 06896

    $939,000

    Sold Feb 17, 2026

    283 Redding Rd, Redding, CT 06896

    • 4 Beds
    • 3.5 Baths
    • 4,641 Sq Ft
    • Built 1936

    Last Sold Summary

    • 1% Below List Price
    • $202/SF
    • 183 Days On Market

    Current Estimated Value $797,607

    Last Listing Agent Lynne Murphy Berkshire Hathaway NE Prop.

    283 Redding Rd, Redding, CT 06896
    • 32 Blueberry Hill Rd, Redding, CT 06896

      Est $1,321,214

      Not Listed For Sale

      32 Blueberry Hill Rd, Redding, CT 06896

      • 5 Beds
      • 4.5 Baths
      • 5,237 Sq Ft
      • Built 2004
      32 Blueberry Hill Rd, Redding, CT 06896

      Last Sold Summary

      • 71 Days On Market

      Last Listing Agent Mike Albert RE/MAX RISE

  • 5 Dry River Ct, Redding, CT 06896
    5 Dry River Ct, Redding, CT 06896
    5 Dry River Ct, Redding, CT 06896
    /40

    $1,150,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 4.5 Baths
    • 3,813 Sq Ft

    5 Dry River Ct, Redding, CT 06896

    Commanding a private 2-acre setting in a coveted Redding CUL-DE-SAC, this CUSTOM-BUILT residence blends timeless architecture, exceptional craftsmanship & METICULOUS care. A Belgian block-lined stone drive leads to DOUBLE-DOORS & a 2-story foyer w/CURVED STAIRCASE. The sun-filled OPEN LAYOUT includes a gourmet EIK w/center island, built-in desk & bluestone PATIO access, plus a FORMAL DINING RM

    Annmarie Del Franco Blackstone Properties of CT

    5 Dry River Ct, Redding, CT 06896
  • 76 Pocahontas Rd, Redding, CT 06896

    $885,000

    Sold Aug 13, 2026

    76 Pocahontas Rd, Redding, CT 06896

    • 4 Beds
    • 2.5 Baths
    • 3,260 Sq Ft
    • Built 1960

    Last Sold Summary

    • $271/SF
    • 13 Days On Market

    Current Estimated Value $872,123

    Last Listing Agent Lisa Pompeo William Pitt Sotheby's Int'l

    76 Pocahontas Rd, Redding, CT 06896
    • 710 Redding Rd, Redding, CT 06896

      Est $1,367,816

      Not Listed For Sale

      710 Redding Rd, Redding, CT 06896

      • 4 Beds
      • 5 Baths
      • 4,320 Sq Ft
      • Built 2002
      710 Redding Rd, Redding, CT 06896

      Last Sold Summary

      • 131 Days On Market

      Last Listing Agent Matt Rose Keller Williams Realty

  • 172 Gallows Hill Rd, Redding, CT 06896
    172 Gallows Hill Rd, Redding, CT 06896
    172 Gallows Hill Rd, Redding, CT 06896
    /40

    $699,000

    Pending
    • 2 Beds
    • 2 Baths
    • 2,108 Sq Ft

    172 Gallows Hill Rd, Redding, CT 06896

    Casually elegant stone & clapboard ranch on stunning property in most desirable West Redding. Park-like setting w/extensive flowering gardens, specimen trees, stone walls, stone patios, & inviting covered pergola seating area. This sophisticated home beckons w/glass breezeway between the 2 car garage w/cheery cupola & the main home w/fieldstone foundation, chimney, & cladding. Generous

    Laura Ancona William Pitt Sotheby's Int'l

    172 Gallows Hill Rd, Redding, CT 06896
  • 8 Windy Hill Rd, Redding, CT 06896

    $1,400,000

    Sold Jul 09, 2026

    8 Windy Hill Rd, Redding, CT 06896

    • 4 Beds
    • 4 Baths
    • 3,907 Sq Ft
    • Built 1998

    Last Sold Summary

    • 17% Above List Price
    • $358/SF
    • 12 Days On Market

    Current Estimated Value $1,189,598

    Last Listing Agent Brianna Carvalho Compass Connecticut, LLC

    8 Windy Hill Rd, Redding, CT 06896
    • 99 Old Stagecoach Rd, Redding, CT 06896

      Est $1,140,111

      Not Listed For Sale

      99 Old Stagecoach Rd, Redding, CT 06896

      • 4 Beds
      • 5 Baths
      • 4,309 Sq Ft
      • Built 2003
      99 Old Stagecoach Rd, Redding, CT 06896

      Last Sold Summary

      • 185 Days On Market

      Last Listing Agent Karla Murtaugh Compass Connecticut, LLC

  • 28 Goodridge Rd, Redding, CT 06896
    28 Goodridge Rd, Redding, CT 06896
    28 Goodridge Rd, Redding, CT 06896
    /40

    $1,325,000

    $175K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,728 Sq Ft

    28 Goodridge Rd, Redding, CT 06896

    You will take a deep breath as soon as you drive through the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted by a large antique barn for storing Animals/Cars/Toys. driving down the driveway you see the large colonial farmhouse with expansive front porch 5 bedroom and 4 full baths. The flexible open floor allows for easy daily life as well as

    Margaret Upton-Mirowski Coldwell Banker Realty

    28 Goodridge Rd, Redding, CT 06896
  • 23 Sanfordtown Rd, Redding, CT 06896

    $1,475,000

    Sold Oct 15, 2025

    23 Sanfordtown Rd, Redding, CT 06896

    • 4 Beds
    • 4.5 Baths
    • 3,446 Sq Ft
    • Built 1987

    Last Sold Summary

    • $428/SF
    • 81 Days On Market

    Current Estimated Value $1,385,905

    Last Listing Agent Roni Agress William Pitt Sotheby's Int'l

    23 Sanfordtown Rd, Redding, CT 06896
    • 2 Woods Way, Redding, CT 06896

      Est $766,283

      Not Listed For Sale

      2 Woods Way, Redding, CT 06896

      • 3 Beds
      • 2.5 Baths
      • 2,988 Sq Ft
      • Built 2000
      2 Woods Way, Redding, CT 06896

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Inger Stringfellow William Pitt Sotheby's Int'l

  • 78 Black Rock Turnpike, Redding, CT 06896
    78 Black Rock Turnpike, Redding, CT 06896
    78 Black Rock Turnpike, Redding, CT 06896
    /34

    $625,000

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    78 Black Rock Turnpike, Redding, CT 06896

    Discover the quintessential Redding lifestyle in this charming circa 1898 home, perfectly positioned to enjoy the town's excellent schools, open space, and recreational opportunities like hiking, fishing, and kayaking. This 2/3 bedroom home (3rd bedroom being used as a study) also features and 2 full bathrooms, offering versatile living options, a 3-bedroom septic system, central air, updated

    Lisa Pompeo William Pitt Sotheby's Int'l

    78 Black Rock Turnpike, Redding, CT 06896
  • 56 Cross Hwy, Redding, CT 06896

    $1,375,000

    Sold Feb 18, 2026

    56 Cross Hwy, Redding, CT 06896

    • 4 Beds
    • 4 Baths
    • 3,501 Sq Ft
    • Built 1979

    Last Sold Summary

    • 15% Below List Price
    • $393/SF
    • 296 Days On Market

    Current Estimated Value $1,409,189

    Last Listing Agent Marissa Tartaglia William Pitt Sotheby's Int'l

    56 Cross Hwy, Redding, CT 06896
    • 19 Woods Way, Redding, CT 06896

      Est $772,707

      Not Listed For Sale

      19 Woods Way, Redding, CT 06896

      • 3 Beds
      • 3.5 Baths
      • 2,044 Sq Ft
      • Built 2001
      19 Woods Way, Redding, CT 06896

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Marion Filley Compass Connecticut, LLC

Showing Results 41 - 80, Page 2 of 18

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