3,456

Redding, CT Homes

Section Image
  • 159 Cross Hwy, Redding, CT 06896
    159 Cross Hwy, Redding, CT 06896
    159 Cross Hwy, Redding, CT 06896
    /39

    $629,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,671 Sq Ft

    159 Cross Hwy, Redding, CT 06896

    Charming turn-of-the-century Craftsman farmhouse on one of Redding's most picturesque Scenic Roads - a rare find for those seeking space, character, and a genuine sense of place within reach of the city, but worlds away from it. Featuring authentic period details including crown molding, a bay window, beautiful hardwood floors, and soaring 9-foot ceilings, this three-bedroom, two-bath home

    William Whitehead Berkshire Hathaway NE Prop.

    159 Cross Hwy, Redding, CT 06896
  • 76 Farview Farm Rd, Redding, CT 06896

    $900,000

    Sold Oct 16, 2025

    76 Farview Farm Rd, Redding, CT 06896

    • 4 Beds
    • 2.5 Baths
    • 3,270 Sq Ft
    • Built 1977

    Last Sold Summary

    • 10% Below List Price
    • $275/SF
    • 107 Days On Market

    Current Estimated Value $943,593

    Last Listing Agent Tim Dent Coldwell Banker Realty

    76 Farview Farm Rd, Redding, CT 06896
  • 57 Olmstead Rd, Redding, CT 06896
    57 Olmstead Rd, Redding, CT 06896
    57 Olmstead Rd, Redding, CT 06896
    /22

    $499,000

    • 3 Beds
    • 2 Baths
    • 842 Sq Ft

    57 Olmstead Rd, Redding, CT 06896

    An outstanding chance to own a piece of paradise on a secluded street in Redding Connecticut. When pulling down the quiet street you'll immediately recognize the pleasant curb appeal with its brand new siding, bold stone retaining walls that support the well-maintained landscaping in the front yard. Pull into your oversized driveway where there's plenty of parking for friends and family members

    Maxwell Erni The Bridge Realty Inc.

    57 Olmstead Rd, Redding, CT 06896
  • 477 Newtown Turnpike, Redding, CT 06896

    $650,000

    Sold Jan 05, 2026

    477 Newtown Turnpike, Redding, CT 06896

    • 2 Beds
    • 2 Baths
    • 1,618 Sq Ft
    • Built 1936

    Last Sold Summary

    • 10% Above List Price
    • $402/SF
    • 51 Days On Market

    Current Estimated Value $656,966

    Last Listing Agent Elaine Schanzenbach William Raveis Real Estate

    477 Newtown Turnpike, Redding, CT 06896
  • 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
  • 18 Ledgewood Rd, Redding, CT 06896

    $797,500

    Sold Jun 18, 2026

    18 Ledgewood Rd, Redding, CT 06896

    • 4 Beds
    • 3 Baths
    • 2,900 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Above List Price
    • $275/SF
    • 50 Days On Market

    Current Estimated Value $778,881

    Last Listing Agent Brian Christy William Raveis Real Estate

    18 Ledgewood Rd, Redding, CT 06896
  • 268 Umpawaug Rd, Redding, CT 06896
    268 Umpawaug Rd, Redding, CT 06896
    268 Umpawaug Rd, Redding, CT 06896
    /30

    $749,000

    $100K PRICE DROP
    • 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
  • 90 Old Stagecoach Rd, Redding, CT 06896

    $955,000

    Sold Jan 09, 2026

    90 Old Stagecoach Rd, Redding, CT 06896

    • 4 Beds
    • 2.5 Baths
    • 3,080 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $310/SF
    • 90 Days On Market

    Current Estimated Value $951,536

    Last Listing Agent Kathryn Schmitt William Raveis Real Estate

    90 Old Stagecoach Rd, Redding, CT 06896
    • 51 Marchant Rd, Redding, CT 06896

      Est $1,809,703

      Not Listed For Sale

      51 Marchant Rd, Redding, CT 06896

      • 4 Beds
      • 4.5 Baths
      • 6,202 Sq Ft
      • Built 1825
      51 Marchant Rd, Redding, CT 06896

      Last Sold Summary

      • 55 Days On Market

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

    $1,450,000

    Pending
    • 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
  • 7 Peaceable St, Redding, CT 06896

    $460,000

    Sold Feb 26, 2026

    7 Peaceable St, Redding, CT 06896

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Built 1850

    Last Sold Summary

    • 4% Below List Price
    • $511/SF
    • 19 Days On Market

    Current Estimated Value $460,281

    Last Listing Agent Raquel Martin Realty ONE Group Connect

    7 Peaceable St, Redding, CT 06896
  • 128 Black Rock Turnpike, Redding, CT 06896
    128 Black Rock Turnpike, Redding, CT 06896
    128 Black Rock Turnpike, Redding, CT 06896
    /39

    $1,499,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,944 Sq Ft

    128 Black Rock Turnpike, Redding, CT 06896

    Set in the heart of charming Redding, Connecticut, this meticulously maintained home offers the perfect blend of New England character, modern efficiency, and everyday convenience. Known for its award-winning schools, scenic walking trails, and peaceful, serene surroundings, Redding provides an exceptional lifestyle-and this property places you right in the center of it all, just minutes to the

    Mia Capella William Raveis Real Estate

    128 Black Rock Turnpike, Redding, CT 06896
  • 16 Cricklewood Rd, Redding, CT 06896

    $1,280,000

    Sold Sep 11, 2025

    16 Cricklewood Rd, Redding, CT 06896

    • 5 Beds
    • 5 Baths
    • 5,307 Sq Ft
    • Built 1997

    Last Sold Summary

    • 3% Below List Price
    • $241/SF
    • 21 Days On Market

    Current Estimated Value $1,301,055

    Last Listing Agent Diane Millas William Raveis Real Estate

    16 Cricklewood Rd, Redding, CT 06896
  • 25 Starrs Ridge Rd, Redding, CT 06896
    25 Starrs Ridge Rd, Redding, CT 06896
    25 Starrs Ridge Rd, Redding, CT 06896
    /38

    $999,000

    Under Contract
    • 6 Beds
    • 4.5 Baths
    • 4,955 Sq Ft

    25 Starrs Ridge Rd, Redding, CT 06896

    Nestled amidst a serene setting, this exceptional property offers the perfect blend of privacy, space and natural beauty. With 6 bedrooms, 4-1/2 bathrooms, and 4,955 sq. ft. of living space, this residence provides ample room for everyday living and entertaining. Situated on 5.15 acres of lush grounds, this home provides breathtaking views of a picturesque pond and enjoys a secluded setting. The

    Cindy Cox William Raveis Real Estate

    25 Starrs Ridge Rd, Redding, CT 06896
  • 74 Seventy Acre Rd, Redding, CT 06896

    $950,000

    Sold Apr 15, 2026

    74 Seventy Acre Rd, Redding, CT 06896

    • 3 Beds
    • 2.5 Baths
    • 2,455 Sq Ft
    • Built 1950

    Last Sold Summary

    • 6% Above List Price
    • $387/SF
    • 11 Days On Market

    Current Estimated Value $906,911

    Last Listing Agent Matthew Nuzie RE/MAX Right Choice

    74 Seventy Acre Rd, Redding, CT 06896
  • 98 Hopewell Woods Rd, Redding, CT 06896
    98 Hopewell Woods Rd, Redding, CT 06896
    98 Hopewell Woods Rd, Redding, CT 06896
    /36

    $1,250,000

    $25K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 3,713 Sq Ft

    98 Hopewell Woods Rd, Redding, CT 06896

    Custom-built in 2004 and meticulously maintained, this 2.18-acre home offers a true escape from the everyday. Surrounded by perennial gardens, stone walls, and specimen trees, the grounds are anchored by a stunning stone patio-your own private sanctuary for quiet mornings or lively entertaining. Inside, discover 3,669 square feet of sun-drenched living space featuring 11 rooms, 4 bedrooms, and

    Paul Gervais William Pitt Sotheby's Int'l

    98 Hopewell Woods Rd, Redding, CT 06896
  • 12 Granite Ridge Rd, Redding, CT 06896

    $725,000

    Sold Nov 05, 2025

    12 Granite Ridge Rd, Redding, CT 06896

    • 4 Beds
    • 2 Baths
    • 3,024 Sq Ft
    • Built 1964

    Last Sold Summary

    • 5% Below List Price
    • $240/SF
    • 160 Days On Market

    Current Estimated Value $794,322

    Last Listing Agent Christopher Maroc Coldwell Banker Realty

    12 Granite Ridge Rd, Redding, CT 06896
    • 3 Mallory Ln, Redding, CT 06896

      Est $839,950

      Not Listed For Sale

      3 Mallory Ln, Redding, CT 06896

      • 3 Beds
      • 2.5 Baths
      • 1,905 Sq Ft
      • Built 1978
      3 Mallory Ln, Redding, CT 06896

      Last Sold Summary

      • 48 Days On Market

  • 299 Redding Rd, Redding, CT 06896
    299 Redding Rd, Redding, CT 06896
    299 Redding Rd, Redding, CT 06896
    /38

    $899,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 3,876 Sq Ft

    299 Redding Rd, Redding, CT 06896

    Experience modern luxury in this beautifully renovated Colonial. A grand double-door entry opens to a bright foyer. The all-new gourmet chef's kitchen boasts a massive waterfall quartz island, high-end appliances, and pot filler. The open-concept main level flows into a spacious living room with brick fireplace, while a secondary family room features a dramatic floor-to-ceiling stone fireplace

    Natalia Rathbauer William Pitt Sotheby's Int'l

    299 Redding Rd, Redding, CT 06896
  • 168 Sunset Hill Rd, Redding, CT 06896

    $1,323,000

    Sold Oct 14, 2025

    168 Sunset Hill Rd, Redding, CT 06896

    • 4 Beds
    • 3.5 Baths
    • 4,078 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Below List Price
    • $324/SF
    • 47 Days On Market

    Current Estimated Value $1,360,911

    Last Listing Agent Susan Leone Habitats Higgins Group Bedford Square

    168 Sunset Hill Rd, Redding, CT 06896
  • 229 Umpawaug Rd, Redding, CT 06896
    229 Umpawaug Rd, Redding, CT 06896
    229 Umpawaug Rd, Redding, CT 06896
    /34

    $7,495,000

    • 6 Beds
    • 11 Baths
    • 7,528 Sq Ft

    229 Umpawaug Rd, Redding, CT 06896

    Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

    Stacy Young William Raveis Real Estate

    229 Umpawaug Rd, Redding, CT 06896
  • 12 Rob Rider Rd, Redding, CT 06896

    $1,399,000

    Sold Jul 25, 2025

    12 Rob Rider Rd, Redding, CT 06896

    • 5 Beds
    • 4.5 Baths
    • 4,143 Sq Ft
    • Built 1995

    Last Sold Summary

    • $338/SF
    • 16 Days On Market

    Current Estimated Value $1,429,191

    Last Listing Agent Peggy Jorgensen Compass Connecticut, LLC

    12 Rob Rider Rd, Redding, CT 06896
  • 7 Long Meadow Ln, Redding, CT 06896
    7 Long Meadow Ln, Redding, CT 06896
    7 Long Meadow Ln, Redding, CT 06896
    /38

    $1,649,000

    $189K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 5,385 Sq Ft

    7 Long Meadow Ln, Redding, CT 06896

    Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an elevated, scenic 4.39 acres with exceptional privacy and open meadow outlooks, the home enjoys a peaceful setting

    Linda Sweeny William Raveis Real Estate

    7 Long Meadow Ln, Redding, CT 06896
  • 41 Deer Hill Rd, Redding, CT 06896

    $1,125,000

    Sold Apr 16, 2026

    41 Deer Hill Rd, Redding, CT 06896

    • 4 Beds
    • 3.5 Baths
    • 3,912 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $288/SF
    • 105 Days On Market

    Current Estimated Value $1,164,989

    Last Listing Agent Brianna Carvalho Compass Connecticut, LLC

    41 Deer Hill Rd, Redding, CT 06896
  • 34 Dorethy Rd, Redding, CT 06896

    $500,000

    Sold May 13, 2026

    34 Dorethy Rd, Redding, CT 06896

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Above List Price
    • $200/SF
    • 5 Days On Market

    Current Estimated Value $494,345

    Last Listing Agent Andy Sachs Compass Connecticut, LLC

    34 Dorethy Rd, Redding, CT 06896
  • 23 Mountainview Dr, Redding, CT 06896

    $980,000

    Sold Oct 07, 2025

    23 Mountainview Dr, Redding, CT 06896

    • 4 Beds
    • 2.5 Baths
    • 3,033 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Below List Price
    • $323/SF
    • 25 Days On Market

    Current Estimated Value $998,882

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

    23 Mountainview Dr, Redding, CT 06896
  • 11 Ledgewood Rd, Redding, CT 06896

    $1,160,000

    Sold Sep 18, 2025

    11 Ledgewood Rd, Redding, CT 06896

    • 4 Beds
    • 3.5 Baths
    • 3,156 Sq Ft
    • Built 1975

    Last Sold Summary

    • 1% Above List Price
    • $368/SF
    • 86 Days On Market

    Current Estimated Value $1,190,654

    Last Listing Agent Mark Travaglini Houlihan Lawrence

    11 Ledgewood Rd, Redding, CT 06896
  • 7 Tunxis Trail, Redding, CT 06896

    $945,000

    Sold Sep 24, 2025

    7 Tunxis Trail, Redding, CT 06896

    • 4 Beds
    • 3.5 Baths
    • 4,008 Sq Ft
    • Built 1981

    Last Sold Summary

    • 20% Below List Price
    • $236/SF
    • 124 Days On Market

    Current Estimated Value $984,415

    Last Listing Agent Michael McKee William Pitt Sotheby's Int'l

    7 Tunxis Trail, Redding, CT 06896

Showing Results 161 - 200, Page 5 of 18

Connecticut Fairfield County Redding

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group