3,456

Redding, CT Homes

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  • 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 $905,485

    Last Listing Agent Annmarie Del Franco Blackstone Properties of CT

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

      Est $781,997

      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

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

    $799,000

    $26K PRICE DROP
    • 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
  • 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
    • 19 Woods Way, Redding, CT 06896

      Est $781,392

      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

  • 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
  • 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 $829,167

    Last Listing Agent JaKeith Action Jackson ASJ Realty Partners

    29 Meeker Hill Rd, Redding, CT 06896
  • 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
  • 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 $952,095

    Last Listing Agent Barbara Pincione Houlihan Lawrence

    22 Ledgewood Rd, Redding, CT 06896
  • 39 Seventy Acre Rd, Redding, CT 06896
    39 Seventy Acre Rd, Redding, CT 06896
    39 Seventy Acre Rd, Redding, CT 06896
    /40

    $799,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    39 Seventy Acre Rd, Redding, CT 06896

    Idyllic & sprawling country ranch on 1.38 private acres with fenced in backyard in top West Redding location. Charming yet sophisticated with extensive designer updates throughout. Total 1,753 sf of light, bright & open living space, plus additional 963 sf of nearly finished space in the expansive walk-out lower level with wood grained tiled floor & flexible space for fitness, game room, or home

    Laura Ancona William Pitt Sotheby's Int'l

    39 Seventy Acre 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 $1,668,711

    Last Listing Agent Keith Evans William Raveis Real Estate

    3 Dan Beard Ln, Redding, CT 06896
  • 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
  • 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 $1,209,571

    Last Listing Agent Rita Craig Rush Compass Connecticut, LLC

    6 Windy Hill Rd, Redding, CT 06896
  • 28 Goodridge Rd, Redding, CT 06896
    28 Goodridge Rd, Redding, CT 06896
    28 Goodridge Rd, Redding, CT 06896
    /40

    $1,500,000

    Open Sun 12PM - 2PM
    • 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
  • 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 $692,200

    Last Listing Agent Sharon Hoverman Coldwell Banker Realty

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

    $938,000

    Pending
    • 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
  • 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 $1,611,592

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

    171 Cross Hwy, Redding, CT 06896
  • 37 Lamppost Dr, Redding, CT 06896
    37 Lamppost Dr, Redding, CT 06896
    37 Lamppost Dr, Redding, CT 06896
    /39

    $799,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    37 Lamppost Dr, Redding, CT 06896

    Highest and best due 6/1/@ 4PM Nestled on a quiet cul-de-sac in desirable West Redding, this inviting 4 bedroom, 2.5 bath home offers the perfect blend of comfort, space, sustainability, and commuter convenience. Located in a town affectionately known as the "Vermont of Connecticut," Redding is cherished for its scenic wooded landscapes, top ranked schools, and peaceful atmosphere. Inside, a

    Terri Tournas Coldwell Banker Realty

    37 Lamppost Dr, Redding, CT 06896
  • 19 Mine Hill Rd, Redding, CT 06896

    $1,195,000

    Sold May 28, 2026

    19 Mine Hill Rd, Redding, CT 06896

    • 5 Beds
    • 3.5 Baths
    • 4,407 Sq Ft
    • Built 1983

    Last Sold Summary

    • $271/SF
    • 16 Days On Market

    Current Estimated Value $1,175,317

    Last Listing Agent Chuck Ciambriello Coldwell Banker Realty

    19 Mine Hill Rd, Redding, CT 06896
  • 206 Umpawaug Rd, Redding, CT 06896
    206 Umpawaug Rd, Redding, CT 06896
    206 Umpawaug Rd, Redding, CT 06896
    /40

    $7,725,000

    • 7 Beds
    • 13 Baths
    • 13,094 Sq Ft

    206 Umpawaug Rd, Redding, CT 06896

    Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The

    Lauren Parr Houlihan Lawrence

    206 Umpawaug Rd, Redding, CT 06896
  • 101 Sport Hill Rd, Redding, CT 06896

    $705,000

    Sold May 27, 2026

    101 Sport Hill Rd, Redding, CT 06896

    • 2 Beds
    • 2 Baths
    • 2,294 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Above List Price
    • $307/SF
    • 53 Days On Market

    Current Estimated Value $670,728

    Last Listing Agent Nicholas Wilson Coldwell Banker Realty

    101 Sport Hill Rd, Redding, CT 06896
  • 281 Newtown Turnpike, Redding, CT 06896
    281 Newtown Turnpike, Redding, CT 06896
    281 Newtown Turnpike, Redding, CT 06896
    /39

    $1,349,000

    $136K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 6,170 Sq Ft

    281 Newtown Turnpike, Redding, CT 06896

    Tucked away off a private driveway, this meticulous custom-built 5-bedroom, 5-bathroom colonial is a "must-see" home offered at an exceptional value. The seamless flow of the first floor, sprawling primary suite, private office with porch, and finished basement are just a few of the features that make this home so special. The well-appointed, open-concept kitchen serves as the centerpiece of the

    Alexis Bennett Coldwell Banker Realty

    281 Newtown Turnpike, 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 $1,056,492

    Last Listing Agent Chadwick Ciocci Higgins Group Greenwich

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

    $499,000

    $40K PRICE DROP 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
  • 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 $586,510

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

    6 Old Mailcoach Rd, Redding, CT 06896
  • 18 Church St, Redding, CT 06896
    18 Church St, Redding, CT 06896
    18 Church St, Redding, CT 06896
    /39

    $1,275,000

    • 3 Beds
    • 2.5 Baths
    • 2,935 Sq Ft

    18 Church St, Redding, CT 06896

    Known as the Aaron Davis House, ca. 1848, this exceptional historic Georgetown residence blends authenticity, artistic craftsmanship, and modern versatility in one of Redding's most cherished neighborhoods. Set on a beautifully landscaped property, it offers a rare opportunity to own a significant piece of local history while enjoying spaces thoughtfully adapted for contemporary living. Original

    Brianna Carvalho Compass Connecticut, LLC

    18 Church St, 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 $842,941

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

    14 Parsons Ln, Redding, CT 06896
  • 7 Jeremiah Sanford Rd, Redding, CT 06896
    7 Jeremiah Sanford Rd, Redding, CT 06896
    7 Jeremiah Sanford Rd, Redding, CT 06896
    /40

    $1,200,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,747 Sq Ft

    7 Jeremiah Sanford Rd, Redding, CT 06896

    Exceptional custom designed and built 4 bedroom Colonial, bathed in natural sunlight, is nestled perfectly on 2 lush level manicured acres at the end of a small quiet cul-de-sac in a coveted area of town, a perfect tranquil oasis. The open floor plan provides timeless functionality and effortless living with dramatic high ceilings and extensive walls of glass. The special landscaped entrance

    Marilyn Sloper Coldwell Banker Realty

    7 Jeremiah Sanford Rd, Redding, CT 06896
  • 5 Iris Ln, Redding, CT 06896

    $710,000

    Sold Jun 17, 2026

    5 Iris Ln, Redding, CT 06896

    • 3 Beds
    • 2 Baths
    • 1,668 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Above List Price
    • $426/SF
    • 27 Days On Market

    Current Estimated Value $685,952

    Last Listing Agent Brianna Carvalho Compass Connecticut, LLC

    5 Iris Ln, Redding, CT 06896

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