3,450

Redding, CT Homes

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  • 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 $1,411,790

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

    56 Cross Hwy, Redding, CT 06896
    • 99 Old Stagecoach Rd, Redding, CT 06896

      Est $1,116,818 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

      • 1% Above List Price
      • $256/SF
      • 185 Days On Market
      • Last Sold Price $1,101,500
      • Feb 28, 2025

      Last Listing Agent Karla Murtaugh Compass Connecticut, LLC

  • 70 Dayton Rd, Redding, CT 06896
    70 Dayton Rd, Redding, CT 06896
    70 Dayton Rd, Redding, CT 06896
    /38

    $670,000

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    70 Dayton Rd, Redding, CT 06896

    Welcome to your dream home located just steps from Devil's Den Park Trail. This beautifully updated property offers comfort, space, and privacy on nearly one acre of land. The home features a new roof and new siding, along with freshly painted interiors and hardwood floors throughout. There are new light fixtures that add a clean and modern feel to every room. The kitchen has been fully updated

    Nikolina Kajtazovic Coldwell Banker Realty

    70 Dayton Rd, Redding, CT 06896
  • 12 Winding Brook Ln, Redding, CT 06896

    $884,000 Sold Aug 08, 2025

    12 Winding Brook Ln, Redding, CT 06896

    • 4 Beds
    • 3 Baths
    • 3,019 Sq Ft
    • Built 1971

    Last Sold Summary

    • 1% Above List Price
    • $293/SF
    • 71 Days On Market

    Current Estimated Value $903,690

    Last Listing Agent Annmarie Del Franco Blackstone Properties of CT

    12 Winding Brook Ln, Redding, CT 06896
    • 1 Woods Way, Redding, CT 06896

      Est $930,156 Not Listed For Sale

      1 Woods Way, Redding, CT 06896

      • 3 Beds
      • 3.5 Baths
      • 2,925 Sq Ft
      • Built 2000
      1 Woods Way, Redding, CT 06896

      Last Sold Summary

      • 18% Above List Price
      • $270/SF
      • 12 Days On Market
      • Last Sold Price $789,000
      • Jun 15, 2023

      Last Listing Agent Nancy Greenspon William Raveis Real Estate

  • 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
  • 279 Black Rock Turnpike, Redding, CT 06896

    $1,675,000 Sold Sep 03, 2025

    279 Black Rock Turnpike, Redding, CT 06896

    • 4 Beds
    • 3.5 Baths
    • 4,495 Sq Ft
    • Built 1820

    Last Sold Summary

    • 4% Below List Price
    • $373/SF
    • 267 Days On Market

    Last Listing Agent Karla Murtaugh Compass Connecticut, LLC

    279 Black Rock Turnpike, Redding, CT 06896
    • 2 Woods Way, Redding, CT 06896

      Est $773,403 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

      • 14% Above List Price
      • $228/SF
      • 38 Days On Market
      • Last Sold Price $680,000
      • May 22, 2024

      Last Listing Agent Inger Stringfellow William Pitt

  • 18 Ledgewood Rd, Redding, CT 06896
    18 Ledgewood Rd, Redding, CT 06896
    18 Ledgewood Rd, Redding, CT 06896
    /38

    $749,900 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,900 Sq Ft

    18 Ledgewood Rd, Redding, CT 06896

    *Best & Final Offers by Monday (5/4) at 2pm* Welcome to 18 Ledgewood, a beautiful Contemporary home offering 2,900 square feet of well-proportioned living space in a desirable Redding, Connecticut setting. This 4-bedroom, 3 full bath home features a flexible layout with a potential main-level 5th bedroom and full bath, ideal for guests, extended family, or a private home office. The home offers

    Brian Christy William Raveis Real Estate

    18 Ledgewood Rd, Redding, CT 06896
  • 29 Meeker Hill Rd, Redding, CT 06896

    $812,500 Sold Nov 10, 2025

    29 Meeker Hill Rd, Redding, CT 06896

    • 4 Beds
    • 2.5 Baths
    • 1,886 Sq Ft
    • Built 1971

    Last Sold Summary

    • 7% Above List Price
    • $431/SF
    • 5 Days On Market

    Current Estimated Value $826,709

    Last Listing Agent JaKeith Action Jackson ASJ Realty Partners

    29 Meeker Hill Rd, Redding, CT 06896
    • 19 Woods Way, Redding, CT 06896

      Est $739,562 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

      • 19% Below List Price
      • $445/SF
      • 27 Days On Market
      • Last Sold Price $910,000
      • Apr 23, 2025

      Last Listing Agent Marion Filley Compass Connecticut, LLC

  • 86 Seventy Acre Rd, Redding, CT 06896
    86 Seventy Acre Rd, Redding, CT 06896
    86 Seventy Acre Rd, Redding, CT 06896
    /40

    $938,000

    • 4 Beds
    • 2.5 Baths
    • 2,328 Sq Ft

    86 Seventy Acre Rd, Redding, CT 06896

    Set on a level 2-acre property, bordered by over 200 acres of protected nature preserve with scenic trails, this exceptional home offers a rare blend of privacy, convenience, and outdoor beauty. The grounds are meticulously landscaped with exquisite stonework, creating stunning garden spaces, while an oversized backyard deck with a firepit provides the perfect setting for entertaining or relaxing

    Tony Zaccardo Coldwell Banker Realty

    86 Seventy Acre Rd, Redding, CT 06896
  • 158 Old Redding Rd, Redding, CT 06896

    $1,248,000 Sold Jun 11, 2025

    158 Old Redding Rd, Redding, CT 06896

    • 4 Beds
    • 4.5 Baths
    • 3,200 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Above List Price
    • $390/SF
    • 47 Days On Market

    Current Estimated Value $1,186,120

    Last Listing Agent John Frey Coldwell Banker Realty

    158 Old Redding Rd, Redding, CT 06896
    • 779 N Park Ave, Redding, CT 06896

      Est $461,452 Not Listed For Sale

      779 N Park Ave, Redding, CT 06896

      • 4 Beds
      • 1.5 Baths
      • 928 Sq Ft
      • Built 1955
      779 N Park Ave, Redding, CT 06896

      Last Sold Summary

      • 64% Above List Price
      • $303/SF
      • 60 Days On Market
      • Last Sold Price $281,000
      • Nov 10, 2023

      Last Listing Agent Jonathan Gineo Silver and Oak Realty

  • 71 Picketts Ridge Rd, Redding, CT 06896
    71 Picketts Ridge Rd, Redding, CT 06896
    71 Picketts Ridge Rd, Redding, CT 06896
    /27

    $499,000 Pending

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    71 Picketts Ridge Rd, Redding, CT 06896

    Tucked away like a storybook retreat, 71 Picketts Ridge is a charming and cozy ranch-style home that lives like a private condo alternative, set on two secluded acres and reached by a long, winding driveway that opens to the peaceful serenity of the woods. Surrounded by nature and complete privacy, this special property offers the perfect blend of tranquility and convenience. Recently remastered

    Kyle Neumann Houlihan Lawrence

    71 Picketts Ridge Rd, Redding, CT 06896
  • 22 Ledgewood Rd, Redding, CT 06896

    $940,000 Sold Mar 30, 2026

    22 Ledgewood Rd, Redding, CT 06896

    • 4 Beds
    • 3.5 Baths
    • 3,578 Sq Ft
    • Built 1976

    Last Sold Summary

    • 4% Below List Price
    • $263/SF
    • 150 Days On Market

    Current Estimated Value $989,505

    Last Listing Agent Barbara Pincione Houlihan Lawrence

    22 Ledgewood Rd, Redding, CT 06896
    • 11 Woodland Drive Extension, Redding, CT 06896

      Est $687,874 Not Listed For Sale

      11 Woodland Drive Extension, Redding, CT 06896

      • 3 Beds
      • 1.5 Baths
      • 1,624 Sq Ft
      • Built 1972
      11 Woodland Drive Extension, Redding, CT 06896

      Last Sold Summary

      • 17% Above List Price
      • $363/SF
      • 18 Days On Market
      • Last Sold Price $590,000
      • May 11, 2023

      Last Listing Agent Matthew Nuzie RE/MAX

  • 34 Dorethy Rd, Redding, CT 06896
    34 Dorethy Rd, Redding, CT 06896
    34 Dorethy Rd, Redding, CT 06896
    /37

    $485,000 Pre-Foreclosure

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    34 Dorethy Rd, Redding, CT 06896

    Charming 3-bedroom, 2.5-bathroom Raised Ranch with mid-century modern character, tucked into a lightly wooded setting that offers privacy without isolation. The open floor plan provides wonderful flexibility for a variety of uses. The kitchen features chef-grade stainless steel appliances with generous counter and cabinet space. Vaulted ceilings in the family and dining rooms create an airy,

    Andy Sachs Compass Connecticut, LLC

    34 Dorethy Rd, Redding, CT 06896
  • 3 Dan Beard Ln, Redding, CT 06896

    $1,600,000 Sold Jul 24, 2025

    3 Dan Beard Ln, Redding, CT 06896

    • 5 Beds
    • 6 Baths
    • 5,945 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Above List Price
    • $269/SF
    • 2 Days On Market

    Current Estimated Value $1,656,334

    Last Listing Agent Keith Evans William Raveis Real Estate

    3 Dan Beard Ln, Redding, CT 06896
    • 411 Rock House Rd, Redding, CT 06896

      Not Listed For Sale

      411 Rock House Rd, Redding, CT 06896

      • 5 Beds
      • 6.5 Baths
      • 5,848 Sq Ft
      • Built 2004
      411 Rock House Rd, Redding, CT 06896

      Last Sold Summary

      • 38% Above List Price
      • $338/SF
      • 151 Days On Market
      • Last Sold Price $1,975,000
      • Oct 26, 2017

      Last Listing Agent Christine Oleynick Keller Williams Realty

  • 33 Topledge Rd, Redding, CT 06896
    33 Topledge Rd, Redding, CT 06896
    33 Topledge Rd, Redding, CT 06896
    /38

    $929,000

    • 3 Beds
    • 3 Baths
    • 2,788 Sq Ft

    33 Topledge Rd, Redding, CT 06896

    Welcome to this well maintained 3-bedroom, 3-bath Colonial ideally situated on a quiet cul-de-sac with stunning front yard views and a peaceful setting. This spacious home offers an inviting layout designed for both comfortable living and entertaining. The sun-filled living room flows seamlessly into the formal dining room featuring a bay window overlooking the picturesque front yard. The custom

    Lynne Murphy Berkshire Hathaway NE Prop.

    33 Topledge Rd, Redding, CT 06896
  • 6 Windy Hill Rd, Redding, CT 06896

    $1,199,000 Sold Jul 16, 2025

    6 Windy Hill Rd, Redding, CT 06896

    • 4 Beds
    • 3.5 Baths
    • 3,045 Sq Ft
    • Built 1997

    Last Sold Summary

    • $394/SF
    • 31 Days On Market

    Current Estimated Value $1,227,242

    Last Listing Agent Rita Craig Rush Compass Connecticut, LLC

    6 Windy Hill Rd, Redding, CT 06896
    • 118 Mountain Rd, Redding, CT 06896

      Est $694,000 Not Listed For Sale

      118 Mountain Rd, Redding, CT 06896

      • 5 Beds
      • 7 Baths
      • 7,162 Sq Ft
      • Built 1900
      118 Mountain Rd, Redding, CT 06896

      Last Sold Summary

      • 81% Below List Price
      • $524/SF
      • 128 Days On Market
      • Last Sold Price $3,750,000
      • Dec 19, 2023

      Last Listing Agent Karla Murtaugh Compass Connecticut, LLC

  • 15 Dayton Rd, Redding, CT 06896
    15 Dayton Rd, Redding, CT 06896
    15 Dayton Rd, Redding, CT 06896
    /40

    $1,399,000 Under Contract

    • 3 Beds
    • 3.5 Baths
    • 4,943 Sq Ft

    15 Dayton Rd, Redding, CT 06896

    Impeccable shingle style country cape on park-like 2.76 acres adj. Redding Land Trust conservation property, connecting directly to Devil's Den, the largest preserve in CT w/1,800+ acres. Exceptional attention to detail inside & out, w/extensive recent improvements & designer finishing. Impressive circular drive w/Belgian block apron & center inlay, lush lawn, flowering trees & Wisteria covered

    Laura Ancona William Pitt Sotheby's Int'l

    15 Dayton Rd, Redding, CT 06896
  • 83 Limekiln Rd, Redding, CT 06896

    $1,201,000 Sold May 12, 2025

    83 Limekiln Rd, Redding, CT 06896

    • 3 Beds
    • 4 Baths
    • 3,284 Sq Ft
    • Built 1956

    Last Sold Summary

    • 5% Above List Price
    • $366/SF
    • 17 Days On Market

    Current Estimated Value $1,224,529

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

    83 Limekiln Rd, Redding, CT 06896
    • 82 Mountain Rd, Redding, CT 06896

      Est $629,089 Not Listed For Sale

      82 Mountain Rd, Redding, CT 06896

      • 2 Beds
      • 2 Baths
      • 1,811 Sq Ft
      • Built 1947
      82 Mountain Rd, Redding, CT 06896

      Last Sold Summary

      • 31% Above List Price
      • $265/SF
      • 61 Days On Market
      • Last Sold Price $480,000
      • Jun 29, 2023

      Last Listing Agent Mike Anderson Coldwell Banker Realty

  • 74 George Hull Hill Rd, Redding, CT 06896
    74 George Hull Hill Rd, Redding, CT 06896
    74 George Hull Hill Rd, Redding, CT 06896
    /40

    $1,695,000

    • 4 Beds
    • 5 Baths
    • 4,786 Sq Ft

    74 George Hull Hill Rd, Redding, CT 06896

    Nestled on three picturesque acres and surrounded by open space, this beautiful country retreat offers privacy, comfort, and exceptional outdoor living. The expansive patio is perfect for entertaining, featuring a full outdoor kitchen, fireplace, TV, and integrated audio system. A large level yard provides plenty of space for recreation and the potential for a pool. Inside, the home showcases

    Tyler Toren Compass Connecticut, LLC

    74 George Hull Hill Rd, Redding, CT 06896
  • Unlisted Address

    $599,000 Sold Oct 10, 2025

    Unlisted Address

    • 5 Beds
    • 3 Baths
    • 2,639 Sq Ft
    • Built 1968

    Last Sold Summary

    • 13% Below List Price
    • $227/SF
    • 139 Days On Market

    Current Estimated Value $656,073

    Last Listing Agent Sharon Hoverman Coldwell Banker Realty

    Unlisted Address
    • 32 Mountain Rd, Redding, CT 06896

      Est $719,559 Not Listed For Sale

      32 Mountain Rd, Redding, CT 06896

      • 3 Beds
      • 1.5 Baths
      • 1,400 Sq Ft
      • Built 1914
      32 Mountain Rd, Redding, CT 06896

      Last Sold Summary

      • 1% Above List Price
      • $506/SF
      • 241 Days On Market
      • Last Sold Price $709,000
      • Mar 31, 2025

      Last Listing Agent Chip Parrish Keller Williams Realty

  • 24 Costa Ln, Redding, CT 06896
    24 Costa Ln, Redding, CT 06896
    24 Costa Ln, Redding, CT 06896
    /8

    $615,000

    • Land
    • 8.24 Acres
    • $74,636 per Acre

    24 Costa Ln, Redding, CT 06896

    Beautiful, subdividable building lot in highly sought West Redding. Peaceful cul-de-sac lined with well-maintained single family homes. Highly desirable area. Centrally located, minutes from Redding Elementary School, Redding Country Club, Community Center, Town Hall and Emergency Services. Newly surveyed with fresh markers. Number of lots subject to Town Approval. Additional Land available.

    Tania Stergue William Raveis Real Estate

    24 Costa Ln, Redding, CT 06896
  • 171 Cross Hwy, Redding, CT 06896

    $1,600,000 Sold Sep 26, 2025

    171 Cross Hwy, Redding, CT 06896

    • 4 Beds
    • 4 Baths
    • 5,072 Sq Ft
    • Built 2001

    Last Sold Summary

    • 6% Below List Price
    • $315/SF
    • 95 Days On Market

    Current Estimated Value $1,607,423

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

    171 Cross Hwy, Redding, CT 06896
    • 43 Pine Mountain Rd, Redding, CT 06896

      Est $787,668 Not Listed For Sale

      43 Pine Mountain Rd, Redding, CT 06896

      • 4 Beds
      • 3 Baths
      • 2,931 Sq Ft
      • Built 1969
      43 Pine Mountain Rd, Redding, CT 06896

      Last Sold Summary

      • 13% Above List Price
      • $239/SF
      • 39 Days On Market
      • Last Sold Price $700,000
      • Sep 22, 2023

      Last Listing Agent Joanne Grasso Coldwell Banker Realty

  • 268 Umpawaug Rd, Redding, CT 06896
    268 Umpawaug Rd, Redding, CT 06896
    268 Umpawaug Rd, Redding, CT 06896
    /28

    $799,000

    • 4 Beds
    • 4 Baths
    • 3,922 Sq Ft

    268 Umpawaug Rd, Redding, CT 06896

    Don't miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highways and shopping. The welcoming entry hall opens into the inviting light filled living room with a fireplace

    Marilyn Sloper Coldwell Banker Realty

    268 Umpawaug Rd, Redding, CT 06896
  • 149 Limekiln Rd, Redding, CT 06896

    $1,025,000 Sold Sep 02, 2025

    149 Limekiln Rd, Redding, CT 06896

    • 5 Beds
    • 2.5 Baths
    • 3,217 Sq Ft
    • Built 1767

    Last Sold Summary

    • 15% Below List Price
    • $319/SF
    • 124 Days On Market

    Current Estimated Value $1,055,753

    Last Listing Agent Chadwick Ciocci Higgins Group Greenwich

    149 Limekiln Rd, Redding, CT 06896
    • 11 Seventy Acre Rd, Redding, CT 06896

      Est $978,495 Not Listed For Sale

      11 Seventy Acre Rd, Redding, CT 06896

      • 5 Beds
      • 4 Baths
      • 3,683 Sq Ft
      • Built 1948
      11 Seventy Acre Rd, Redding, CT 06896

      Last Sold Summary

      • 37% Above List Price
      • $193/SF
      • 118 Days On Market
      • Last Sold Price $712,500
      • Sep 12, 2023

      Last Listing Agent Jeff Turner eXp Realty

  • 313 Umpawaug Rd, Redding, CT 06896
    313 Umpawaug Rd, Redding, CT 06896
    313 Umpawaug Rd, Redding, CT 06896
    /40

    $1,450,000

    • 4 Beds
    • 3 Baths
    • 2,944 Sq Ft

    313 Umpawaug Rd, Redding, CT 06896

    Nestled on a picturesque country road in the heart of Redding, this National Register of Historic Places landmark offers a rare blend of 18th-century soul and modern New England estate living. The home's historic integrity is preserved through twin stone chimneys, original wide-plank flooring, and exquisite period woodwork. Sun-filled living spaces flow seamlessly from the warm central hall to a

    Susan Gardella William Pitt Sotheby's Int'l

    313 Umpawaug Rd, Redding, CT 06896
  • 6 Old Mailcoach Rd, Redding, CT 06896

    $575,000 Sold Oct 29, 2025

    6 Old Mailcoach Rd, Redding, CT 06896

    • 2 Beds
    • 1.5 Baths
    • 842 Sq Ft
    • Built 1900

    Last Sold Summary

    • 10% Above List Price
    • $683/SF
    • 42 Days On Market

    Current Estimated Value $579,049

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

    6 Old Mailcoach Rd, Redding, CT 06896
    • 74 Old Redding Rd, Redding, CT 06896

      Est $660,679 Not Listed For Sale

      74 Old Redding Rd, Redding, CT 06896

      • 3 Beds
      • 2.5 Baths
      • 2,540 Sq Ft
      • Built 1966
      74 Old Redding Rd, Redding, CT 06896

      Last Sold Summary

      • 23% Above List Price
      • $211/SF
      • 46 Days On Market
      • Last Sold Price $537,000
      • Sep 29, 2023

      Last Listing Agent Patrick Russo Berkshire Hathaway Home Services

  • 5 South Ln, Redding, CT 06896
    5 South Ln, Redding, CT 06896
    5 South Ln, Redding, CT 06896
    /38

    $630,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft

    5 South Ln, Redding, CT 06896

    Perched at the crest of Redding Ridge on a lane shared by only five homes, this beautifully restored Cape occupies a truly commanding position. The property encompasses an entire side of South Lane, framed by original stone walls and mature trees that provide a sense of established privacy. In a region known for its rolling terrain, this home offers the rare luxury of an entirely usable,

    Thomas Skillman William Pitt Sotheby's Int'l

    5 South Ln, Redding, CT 06896
  • 14 Parsons Ln, Redding, CT 06896

    $798,000 Sold Jul 10, 2025

    14 Parsons Ln, Redding, CT 06896

    • 3 Beds
    • 2.5 Baths
    • 2,909 Sq Ft
    • Built 1971

    Last Sold Summary

    • $274/SF
    • 32 Days On Market

    Current Estimated Value $841,561

    Last Listing Agent Mary Bozzuti Higgins William Pitt Sotheby's Int'l

    14 Parsons Ln, Redding, CT 06896

Showing Results 81 - 120, Page 3 of 18

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