Redding, CT Homes

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  /5

  $279,000

  • Land
  • 2.16 Acres
  • $129,167 per Acre

  176 Picketts Ridge Rd, Redding, CT 06896

  Build Your Dream Home with Breathtaking Lake Views. Imagine waking up each morning to the serene beauty of water and tranquil nature. This is your opportunity to turn that vision into reality on this exquisite lake view property. Offering a rare chance to design and construct your custom sanctuary, this land is the perfect foundation for the home you've always dreamed of. Nestled in a peaceful

  Kristi Vaughan William Pitt Sotheby's Int'l

  176 Picketts Ridge Rd, Redding, CT 06896
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  $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 $886,535

  Last Listing Agent Alec Nyman Corcoran Centric Realty

  9 Brick School Dr, Redding, CT 06896
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  Est $789,718 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,988 Sq Ft

  2 Woods Way, Redding, CT 06896

  2 Woods Way, Redding, CT 06896
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  /24

  $549,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,964 Sq Ft

  66 Portland Ave, Redding, CT 06896

  IDEAL FOR AN INVESTOR, HOME IS ZONED AS A 2-FAMILY. However, this home has been used for so many years with the upstairs unit used by family members. The upstairs unit consists of 918 sq ft of 4 rooms, 2 bedrooms plus a tub bath and has as a remodeled kitchen, newer windows and newer floors. The main level has 1046 sq ft and enjoys an open front porch with a view of the Gilbert & Bennett Pond

  Marilyn Sloper Coldwell Banker Realty

  66 Portland Ave, Redding, CT 06896
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  $926,000 Sold Mar 17, 2025

  1 Woods Way Unit 1, Redding, CT 06896

  • 3 Beds
  • 3.5 Baths
  • 2,925 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Above List Price
  • $317/SF
  • 10 Days On Market

  Current Estimated Value $906,870

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

  1 Woods Way Unit 1, Redding, CT 06896
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  Est $827,647 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,221 Sq Ft

  14 Woods Way, Redding, CT 06896

  14 Woods Way, Redding, CT 06896
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  /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
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  $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 $831,815

  Last Listing Agent Leslie Clarke Compass Connecticut, LLC

  24 Newtown Turnpike, Redding, CT 06896
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  Est $440,686 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 928 Sq Ft

  779 N Park Ave, Redding, CT 06896

  779 N Park Ave, Redding, CT 06896
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  /40

  $649,900 Pending

  • 5 Beds
  • 3 Baths
  • 1,508 Sq Ft

  10 Shady Ln, Redding, CT 06896

  Charming Ranch-Style Home with In-Law Potential in Beautiful Redding awaits, if your are looking for your first home or your next one, opportunity knocks in the heart of Redding on a quiet cul-de-sac. This spacious & versatile ranch-style home offers the perfect blend of comfort, functionality, & small-town charm. Step inside the main level, where you'll find a warm & inviting sunken living room

  Stacy Pfannkuch Century 21 AllPoints Realty

  10 Shady Ln, Redding, CT 06896
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  $1,399,000 Sold Dec 19, 2024

  21 Long Wall Rd, Redding, CT 06896

  • 4 Beds
  • 5 Baths
  • 5,598 Sq Ft
  • Built 2001

  Last Sold Summary

  • $250/SF
  • 31 Days On Market

  Current Estimated Value $1,433,163

  Last Listing Agent Sarah Fair William Raveis Real Estate

  21 Long Wall Rd, Redding, CT 06896
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  Est $657,130 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,624 Sq Ft

  11 Woodland Drive Extension, Redding, CT 06896

  11 Woodland Drive Extension, Redding, CT 06896
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  /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
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  $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

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

  23 Sanfordtown Rd, Redding, CT 06896
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  Est $1,216,000 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,848 Sq Ft

  411 Rock House Rd, Redding, CT 06896

  411 Rock House Rd, Redding, CT 06896
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  /37

  $769,000

  • 5 Beds
  • 3 Baths
  • 2,458 Sq Ft

  22 Lonetown Rd, Redding, CT 06896

  NEW PRICE**** Fantastic opportunity to make Redding your home! This spacious 5-bedroom, 3-bath Cape Cod offers the perfect blend of classic charm and modern updates. Enjoy an updated kitchen and two stylishly renovated bathrooms, gleaming hardwood floors, and a newer high-efficiency boiler for comfort and savings. Stay cool with central air, and bring your vision to life in the full walk-out

  Marie Borner Coldwell Banker Realty

  22 Lonetown Rd, Redding, CT 06896
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  $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 $854,291

  Last Listing Agent Shalini Madaras Silver Pine Real Estate

  116 Seventy Acre Rd, Redding, CT 06896
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  Est $549,000 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,162 Sq Ft

  118 Mountain Rd, Redding, CT 06896

  118 Mountain Rd, Redding, CT 06896
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  $1,277,500 Sold Feb 10, 2025

  961 N Park Avenue Extension, Redding, CT 06896

  • 5 Beds
  • 3.5 Baths
  • 3,916 Sq Ft
  • Built 1978

  Last Sold Summary

  • 10% Below List Price
  • $326/SF
  • 169 Days On Market

  Current Estimated Value $1,195,966

  Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens

  961 N Park Avenue Extension, Redding, CT 06896
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  Est $613,941 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,811 Sq Ft

  82 Mountain Rd, Redding, CT 06896

  82 Mountain Rd, Redding, CT 06896
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  $835,000 Sold Apr 22, 2025

  3 Deacon Abbott Rd, Redding, CT 06896

  • 3 Beds
  • 3 Baths
  • 2,611 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Above List Price
  • $320/SF
  • 60 Days On Market

  Current Estimated Value $833,666

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

  3 Deacon Abbott Rd, Redding, CT 06896
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  Est $1,253,085 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,036 Sq Ft

  94 Mountain Rd, Redding, CT 06896

  94 Mountain Rd, Redding, CT 06896
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  $1,837,500 Sold Sep 04, 2025

  7 Long Meadow Ln, Redding, CT 06896

  • 4 Beds
  • 5 Baths
  • 6,069 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Below List Price
  • $303/SF
  • 72 Days On Market

  Last Listing Agent Kelly Higgins Coldwell Banker Realty

  7 Long Meadow Ln, Redding, CT 06896
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  Est $832,339 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,931 Sq Ft

  43 Pine Mountain Rd, Redding, CT 06896

  43 Pine Mountain Rd, Redding, CT 06896
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  $719,000 Sold Mar 25, 2025

  65 Wayside Ln, Redding, CT 06896

  • 2 Beds
  • 3 Baths
  • 2,285 Sq Ft
  • Built 1918

  Last Sold Summary

  • 8% Below List Price
  • $315/SF
  • 144 Days On Market

  Current Estimated Value $764,633

  Last Listing Agent John Frey Coldwell Banker Realty

  65 Wayside Ln, Redding, CT 06896
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  Est $1,035,564 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,683 Sq Ft

  11 Seventy Acre Rd, Redding, CT 06896

  11 Seventy Acre Rd, Redding, CT 06896
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  $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 $883,127

  Last Listing Agent Annmarie Del Franco Blackstone Properties of CT

  12 Winding Brook Ln, Redding, CT 06896
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  Est $766,987 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,484 Sq Ft

  39 Seventy Acre Rd, Redding, CT 06896

  39 Seventy Acre Rd, Redding, CT 06896
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  $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
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  Est $649,692 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,540 Sq Ft

  74 Old Redding Rd, Redding, CT 06896

  74 Old Redding Rd, Redding, CT 06896
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  $2,500,000 Sold Jan 29, 2025

  1 Chestnut Woods Rd, Redding, CT 06896

  • 3 Beds
  • 3 Baths
  • 2,783 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Above List Price
  • $898/SF
  • 32 Days On Market

  Current Estimated Value $2,509,749

  Last Listing Agent Karla Murtaugh Compass Connecticut, LLC

  1 Chestnut Woods Rd, Redding, CT 06896
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  Est $616,908 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 999 Sq Ft

  2 Old Redding Rd, Redding, CT 06896

  2 Old Redding Rd, Redding, CT 06896
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  $775,000 Sold Dec 20, 2024

  131 Simpaug Turnpike, Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 2,113 Sq Ft
  • Built 1976

  Last Sold Summary

  • $367/SF
  • 41 Days On Market

  Current Estimated Value $736,973

  Last Listing Agent Adam Roy BHGRE Gaetano Marra Homes

  131 Simpaug Turnpike, Redding, CT 06896
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  Est $868,341 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,662 Sq Ft

  23 Topledge Rd, Redding, CT 06896

  23 Topledge Rd, Redding, CT 06896
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  $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

  Last Listing Agent JaKeith Jackson ASJ Realty Partners

  29 Meeker Hill Rd, Redding, CT 06896
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  Est $738,666 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,990 Sq Ft

  52 Topledge Rd, Redding, CT 06896

  52 Topledge Rd, Redding, CT 06896
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  $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 $1,203,090

  Last Listing Agent John Frey Coldwell Banker Realty

  158 Old Redding Rd, Redding, CT 06896
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  Est $696,906 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,860 Sq Ft

  107 Simpaug Turnpike, Redding, CT 06896

  107 Simpaug Turnpike, Redding, CT 06896
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  $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 $1,580,312

  Last Listing Agent Keith Evans William Raveis Real Estate

  3 Dan Beard Ln, Redding, CT 06896
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  Est $858,713 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,832 Sq Ft

  42 Picketts Ridge Rd, Redding, CT 06896

  42 Picketts Ridge Rd, Redding, CT 06896

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