3,456

Redding, CT Homes

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  • 429 Rock House Rd, Redding, CT 06896
    429 Rock House Rd, Redding, CT 06896
    429 Rock House Rd, Redding, CT 06896
    /26

    $769,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,576 Sq Ft

    429 Rock House Rd, Redding, CT 06896

    Privately set on a serene back lot, this spacious 4-Bedroom, 2.5-Bath Colonial offers the perfect blend of classic charm and everyday comfort. Gleaming Hardwood Floors run throughout the home - excluding the Kitchen and Baths - adding warmth and continuity to the well designed layout. The Main Level features a gracious Formal Living Room with stately FP and Slider access to the expansive,

    T.R. Durkin William Raveis Real Estate

    429 Rock House Rd, Redding, CT 06896
  • 45 Great Pasture Rd, Redding, CT 06896

    $975,000

    Sold May 21, 2026

    45 Great Pasture Rd, Redding, CT 06896

    • 4 Beds
    • 3 Baths
    • 3,982 Sq Ft
    • Built 1745

    Last Sold Summary

    • 15% Above List Price
    • $245/SF
    • 277 Days On Market

    Current Estimated Value $1,170,959

    Last Listing Agent Joe Scozzafava William Raveis Real Estate

    45 Great Pasture Rd, Redding, CT 06896
  • 149 Old Redding Rd, Redding, CT 06896
    149 Old Redding Rd, Redding, CT 06896
    149 Old Redding Rd, Redding, CT 06896
    /40

    $1,075,000

    • 3 Beds
    • 3.5 Baths
    • 2,754 Sq Ft

    149 Old Redding Rd, Redding, CT 06896

    Imagine a home where the air is fresh & the pace of life slows. This is a true nature lover's retreat, just 60 miles from NYC. This gem underwent a total rebuild in 2003, resulting in a home that feels both timeless & entirely current. The professionally landscaped grounds burst with color and texture, creating a seamless connection between the indoors & the gorgeous natural landscape.At the

    Peggy Jorgensen Compass Connecticut, LLC

    149 Old Redding 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 $549,296

    Last Listing Agent Michele Tesei Houlihan Lawrence

    46 Dayton Rd, Redding, CT 06896
  • 207 Redding Rd, Redding, CT 06896
    207 Redding Rd, Redding, CT 06896
    207 Redding Rd, Redding, CT 06896
    /36

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 3,124 Sq Ft

    207 Redding Rd, Redding, CT 06896

    Classic New England charm meets modern luxury in this beautifully updated 1921 Colonial. Perfectly situated just minutes from the quaint Georgetown boutique shops , restaurants, and Route 7. Set on nearly half an acre lot, this home offers effortless living and entertaining inside and out. The heart of the home features a renovated eat-in kitchen with timeless marble countertops, a 4 seated

    Kate White Houlihan Lawrence

    207 Redding Rd, 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 $860,679

    Last Listing Agent Carol Hanlon Coldwell Banker Realty

    41 Sullivan Dr, Redding, CT 06896
  • 6 Winding Brook Ct, Redding, CT 06896
    6 Winding Brook Ct, Redding, CT 06896
    6 Winding Brook Ct, Redding, CT 06896
    /40

    $925,000

    Pending
    • 5 Beds
    • 2.5 Baths
    • 3,104 Sq Ft

    6 Winding Brook Ct, Redding, CT 06896

    **Final offers due by Monday 5/18 at 5pm** Tucked at the end of a cul-de-sac down a long private driveway, 6 Winding Brook Ct offers the rare balance of quiet living and everyday convenience. Surrounded by mature landscaping and nature, this classic 5-bedroom Colonial captures the warmth and character so many buyers are searching for, while still being just minutes to Georgetown's restaurants and

    Jessica Christ Coldwell Banker Realty

    6 Winding Brook Ct, 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
  • 76 Pocahontas Rd, Redding, CT 06896
    76 Pocahontas Rd, Redding, CT 06896
    76 Pocahontas Rd, Redding, CT 06896
    /32

    $885,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,260 Sq Ft

    76 Pocahontas Rd, Redding, CT 06896

    This distinct 4-bedroom Colonial offers a rare blend of charm and modern luxury. Originally built as a ranch in 1962, the home was completely transformed in 2000 with a full second-floor addition, resulting in a unique, airy open floor plan. A stunning 2-sided brick fireplace serves as the heart of the home, artfully dividing the living spaces while maintaining a seamless flow. The chef's kitchen

    Lisa Pompeo William Pitt Sotheby's Int'l

    76 Pocahontas Rd, Redding, CT 06896
  • 21 White Birch Rd, Redding, CT 06896

    $675,000

    Sold Jul 21, 2025

    21 White Birch Rd, Redding, CT 06896

    • 3 Beds
    • 2 Baths
    • 1,364 Sq Ft
    • Built 1950

    Last Sold Summary

    • 4% Below List Price
    • $495/SF
    • 111 Days On Market

    Current Estimated Value $695,885

    Last Listing Agent Karen Gilmore Redfin Corporation

    21 White Birch Rd, Redding, CT 06896
  • 8 Windy Hill Rd, Redding, CT 06896
    8 Windy Hill Rd, Redding, CT 06896
    8 Windy Hill Rd, Redding, CT 06896
    /36

    $1,195,000

    Pending
    • 4 Beds
    • 4 Baths
    • 3,907 Sq Ft

    8 Windy Hill Rd, Redding, CT 06896

    Set on over 2 private acres in a coveted neighborhood in SW Redding, this sun-filled 4 BR Colonial blends timeless style, scale and effortless living. Designed for both entertaining and daily life, the main level centers around a spacious EIK w/center island, all-new appliances and seamless flow to the adjoining family room w/gas fireplace. Sliders open to the deck and grounds beyond, creating an

    Brianna Carvalho Compass Connecticut, LLC

    8 Windy Hill 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 $891,056

    Last Listing Agent Alec Nyman Higgins Group Greenwich

    9 Brick School Dr, Redding, CT 06896
  • 219 Redding Rd, Redding, CT 06896
    219 Redding Rd, Redding, CT 06896
    219 Redding Rd, Redding, CT 06896
    /27

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,234 Sq Ft

    219 Redding Rd, Redding, CT 06896

    This antique home is a blend of rustic charm and modern finishes. You'll love the spacious & extremely accommodating living and dining rooms that allow for memorable gatherings. A large room on the main floor with adjoining half bath could be an ideal guest room, office or primary bedroom, allowing this home the possibility to live like a 4 bedroom. Original beams throughout the home not only

    Cher Iravani Redevelopment Realty Group

    219 Redding Rd, Redding, CT 06896
  • 24 Newtown Turnpike, Redding, CT 06896

    $800,000

    Sold Jul 29, 2025

    24 Newtown Turnpike, Redding, CT 06896

    • 2 Beds
    • 2.5 Baths
    • 2,920 Sq Ft
    • Built 1956

    Last Sold Summary

    • 1% Above List Price
    • $274/SF
    • 65 Days On Market

    Current Estimated Value $868,938

    Last Listing Agent Leslie Clarke Compass Connecticut, LLC

    24 Newtown Turnpike, Redding, CT 06896
  • 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
  • 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 $1,473,275

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

    36 Fox Run Rd, Redding, CT 06896
    • 30 Wood Rd, Redding, CT 06896

      Est $1,199,787

      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

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

    $1,180,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,650 Sq Ft

    5 Musket Ln, Redding, CT 06896

    Nestled on a tranquil cul-de-sac in bucolic Redding, this expansive 3,650 SqFt, 4 bedroom, 3.5 bath classic Colonial has been completely re-imagined and renovated, both inside and out. This 11 room home offers 5 fireplaces; a new eat-in kitchen with oversized island and large dining area with a wood burning fireplace; step-down living room with fireplace; formal dining room with custom millwork.

    Michael McKee William Pitt Sotheby's Int'l

    5 Musket Ln, 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 $1,550,878

    Last Listing Agent Robert Neumann Houlihan Lawrence

    61 Marchant Rd, Redding, CT 06896
  • 35 Deer Spring Rd, Redding, CT 06896
    35 Deer Spring Rd, Redding, CT 06896
    35 Deer Spring Rd, Redding, CT 06896
    /40

    $799,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,912 Sq Ft

    35 Deer Spring Rd, Redding, CT 06896

    Classic New England colonial with 3 car garage and 2.05 sprawling level acres with in-ground pool. This home has been lovingly cared for by the same owners for over 30 years. Traditional center hall layout with welcoming entry foyer that leads to the formal living room with hardwood floor, fireplace, and sliders to the rear terrace flanked by floor to ceiling built-in bookshelves; plus elegant

    Laura Ancona William Pitt Sotheby's Int'l

    35 Deer Spring Rd, 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 $782,988

    Last Listing Agent Lynne Murphy Berkshire Hathaway NE Prop.

    283 Redding Rd, Redding, CT 06896
    • 65 Wayside Ln, Redding, CT 06896

      Est $858,445

      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

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

    $1,450,000

    $45K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 4,716 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
  • 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 $1,424,259

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

    23 Sanfordtown Rd, Redding, CT 06896
  • 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
  • 116 Seventy Acre Rd, Redding, CT 06896

    $725,000

    Sold Jul 24, 2025

    116 Seventy Acre Rd, Redding, CT 06896

    • 5 Beds
    • 3.5 Baths
    • 3,786 Sq Ft
    • Built 1980

    Last Sold Summary

    • $191/SF
    • 88 Days On Market

    Current Estimated Value $880,931

    Last Listing Agent Shalini Madaras Silver Pine Real Estate

    116 Seventy Acre Rd, Redding, CT 06896
  • 40 Deer Hill Rd, Redding, CT 06896
    40 Deer Hill Rd, Redding, CT 06896
    40 Deer Hill Rd, Redding, CT 06896
    /37

    $1,125,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,690 Sq Ft

    40 Deer Hill Rd, Redding, CT 06896

    Tucked away on a quiet, tree-lined street in the center of town, 40 Deer Hill Road offers the rare balance of privacy, comfort, and everyday convenience. The moment you step inside, you are greeted by cascading natural light from a dramatic wall of windows. At the heart of the home is the main living area, an inviting space anchored by a fireplace, soaring cathedral ceilings, and windows that

    Brianna Carvalho Compass Connecticut, LLC

    40 Deer Hill Rd, 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 $1,367,836

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

    56 Cross Hwy, Redding, CT 06896
  • 9 Apple Ln, Redding, CT 06896
    9 Apple Ln, Redding, CT 06896
    9 Apple Ln, Redding, CT 06896
    /39

    $550,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,952 Sq Ft

    9 Apple Ln, Redding, CT 06896

    SUBMIT HIGHEST & BEST OFFER BY NO LATER THAN TUESDAY 5/26 AM. ATTORNEY INSISTS ON PLAIN LANGUAGE OFFER. SEE DOCUMENTS: OTHER (1st document) Perched proudly on a mature level 1.3 acres, boasting flowering dogwoods, giant red maples and towering pines is this well cared for 3-bedroom 2-bath Ranch on a quiet cul-de-sac yet so convenient to Georgetown shopping, restaurants, Metro train and commuting

    Marilyn Sloper Coldwell Banker Realty

    9 Apple Ln, Redding, CT 06896

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