Redding, CT Homes

• 

  Est $608,839 Not Listed For Sale

  2 Old Redding Rd, Redding, CT 06896

  • 2 Beds
  • 2 Baths
  • 999 Sq Ft
  • Built 1948

  2 Old Redding Rd, Redding, CT 06896

  Last Sold Summary

  • 16% Above List Price
  • $526/SF
  • 42 Days On Market

  • Last Sold Price $525,000
  • Sep 08, 2023

  Last Listing Agent Dena Chelednik Houlihan Lawrence
• 

  

  

  /15

  $1,499,000 Open Tue 12PM - 2PM

  • 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
• 

  $1,550,000 Sold Dec 18, 2025

  33 Peaceable St, Redding, CT 06896

  • 4 Beds
  • 4.5 Baths
  • 4,620 Sq Ft
  • Built 1939

  Last Sold Summary

  • 3% Below List Price
  • $335/SF
  • 29 Days On Market

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

  33 Peaceable St, Redding, CT 06896
• 

  Est $862,991 Not Listed For Sale

  23 Topledge Rd, Redding, CT 06896

  • 3 Beds
  • 2.5 Baths
  • 2,662 Sq Ft
  • Built 1995

  23 Topledge Rd, Redding, CT 06896

  Last Sold Summary

  • 1% Below List Price
  • $327/SF
  • 33 Days On Market

  • Last Sold Price $870,000
  • Jun 14, 2024

  Last Listing Agent Lynne Murphy Berkshire Hathaway Home Services
• 

  

  

  /35

  $1,250,000

  • 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
• 

  $1,150,000 Sold Jun 30, 2025

  28 Wayside Ln, Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 3,020 Sq Ft
  • Built 1957

  Last Sold Summary

  • 10% Above List Price
  • $381/SF
  • 39 Days On Market

  Current Estimated Value $1,172,118

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

  28 Wayside Ln, Redding, CT 06896
• 

  Est $745,024 Not Listed For Sale

  52 Topledge Rd, Redding, CT 06896

  • 4 Beds
  • 2.5 Baths
  • 2,990 Sq Ft
  • Built 1977

  52 Topledge Rd, Redding, CT 06896

  Last Sold Summary

  • 8% Above List Price
  • $230/SF
  • 5 Days On Market

  • Last Sold Price $686,800
  • Jul 25, 2024

  Last Listing Agent Jay Contessa William Pitt
• 

  

  /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
• 

  $1,075,000 Sold Aug 25, 2025

  19 Pheasant Ridge Rd, Redding, CT 06896

  • 4 Beds
  • 3.5 Baths
  • 3,203 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Below List Price
  • $336/SF
  • 43 Days On Market

  Current Estimated Value $1,103,446

  Last Listing Agent Barbara Reynolds Brown Harris Stevens

  19 Pheasant Ridge Rd, Redding, CT 06896
• 

  Est $725,469 Not Listed For Sale

  107 Simpaug Turnpike, Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 2,860 Sq Ft
  • Built 1976

  107 Simpaug Turnpike, Redding, CT 06896

  Last Sold Summary

  • 7% Above List Price
  • $236/SF
  • 46 Days On Market

  • Last Sold Price $675,000
  • Nov 06, 2024

  Last Listing Agent Kelly Higgins Coldwell Banker Realty
• 

  

  /40

  $799,900

  • 3 Beds
  • 4 Baths
  • 2,229 Sq Ft

  30 Highland Ave, Redding, CT 06896

  Completely reimagined from top to bottom, this beautifully renovated Redding residence offers the comfort, efficiency, and peace of mind of a newly built home. Every major system and finish has been replaced, including a brand-new roof, siding, windows, doors, plumbing, electrical, and a new central A/C and heating system, ensuring modern performance and long-term reliability. Inside, the home

  Thomas Casey Live Real Estate LLC

  30 Highland Ave, Redding, CT 06896
• 

  $2,600,000 Sold Jul 25, 2025

  4 Longwood Dr, Redding, CT 06896

  • 7 Beds
  • 7 Baths
  • 10,197 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Above List Price
  • $255/SF
  • 45 Days On Market

  Current Estimated Value $2,506,327

  Last Listing Agent Jeffrey Kaplan William Raveis Real Estate

  4 Longwood Dr, Redding, CT 06896
• 

  Est $479,074 Not Listed For Sale

  77 Picketts Ridge Rd, Redding, CT 06896

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1938

  77 Picketts Ridge Rd, Redding, CT 06896

  Last Sold Summary

  • 26% Above List Price
  • $352/SF
  • 68 Days On Market

  • Last Sold Price $380,000
  • Oct 02, 2023

  Last Listing Agent Tim Hastings Houlihan Lawrence
• 

  

  /38

  $1,699,000

  • 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
• 

  $899,900 Sold May 19, 2025

  14 Chapman Place, Redding, CT 06896

  • 5 Beds
  • 3.5 Baths
  • 2,933 Sq Ft
  • Built 1977

  Last Sold Summary

  • $307/SF
  • 26 Days On Market

  Current Estimated Value $943,266

  Last Listing Agent Svetlana Mastrogiannis William Raveis Real Estate

  14 Chapman Place, Redding, CT 06896
• 

  Est $1,032,757 Not Listed For Sale

  69 Picketts Ridge Rd, Redding, CT 06896

  • 3 Beds
  • 2.5 Baths
  • 3,277 Sq Ft
  • Built 1999

  69 Picketts Ridge Rd, Redding, CT 06896

  Last Sold Summary

  • 27% Above List Price
  • $249/SF
  • 184 Days On Market

  • Last Sold Price $815,000
  • Apr 26, 2024

  Last Listing Agent Tim Hastings Houlihan Lawrence
• 

  $4,000,000 Sold Mar 26, 2026

  241 Black Rock Turnpike, Redding, CT 06896

  • 6 Beds
  • 11 Baths
  • 17,548 Sq Ft
  • Built 2004

  Last Sold Summary

  • 41% Below List Price
  • $228/SF
  • 909 Days On Market

  Last Listing Agent Jodi Gutierrez Alliance R.E. Consultants

  241 Black Rock Turnpike, Redding, CT 06896
• 

  Est $747,482 Not Listed For Sale

  6 Great Pond Ln, Redding, CT 06896

  • 3 Beds
  • 1 Bath
  • 1,616 Sq Ft
  • Built 1972

  6 Great Pond Ln, Redding, CT 06896

  Last Sold Summary

  • 2% Above List Price
  • $452/SF
  • 20 Days On Market

  • Last Sold Price $730,000
  • Aug 05, 2024

  Last Listing Agent Marlene Steiner Howard Hanna Rand Realty
• 

  $1,052,000 Sold Jul 15, 2025

  75 Stepney Rd, Redding, CT 06896

  • 4 Beds
  • 3.5 Baths
  • 3,998 Sq Ft
  • Built 2004

  Last Sold Summary

  • $263/SF
  • 31 Days On Market

  Current Estimated Value $1,094,627

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

  75 Stepney Rd, Redding, CT 06896
• 

  Est $936,416 Not Listed For Sale

  7 Great Pond Ln, Redding, CT 06896

  • 4 Beds
  • 2.5 Baths
  • 3,084 Sq Ft
  • Built 1971

  7 Great Pond Ln, Redding, CT 06896

  Last Sold Summary

  • 4% Above List Price
  • $292/SF
  • 55 Days On Market

  • Last Sold Price $900,000
  • Nov 17, 2023

  Last Listing Agent Doris Ghitelman William Raveis Real Estate
• 

  $730,000 Sold Jun 17, 2025

  3 Apple Ln, Redding, CT 06896

  • 3 Beds
  • 2 Baths
  • 1,769 Sq Ft
  • Built 1954

  Last Sold Summary

  • 7% Above List Price
  • $413/SF
  • 21 Days On Market

  Current Estimated Value $732,259

  Last Listing Agent Lauren Auresto BHGRE Gaetano Marra Homes

  3 Apple Ln, Redding, CT 06896
• 

  Est $704,603 Not Listed For Sale

  31 Picketts Ridge Rd, Redding, CT 06896

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft
  • Built 1951

  31 Picketts Ridge Rd, Redding, CT 06896

  Last Sold Summary

  • 7% Above List Price
  • $386/SF
  • 3 Days On Market

  • Last Sold Price $660,000
  • Mar 21, 2024

  Last Listing Agent Ronee Cowen Coldwell Banker Realty
• 

  $739,000 Sold Sep 26, 2025

  20 Winding Brook Ln, Redding, CT 06896

  • 5 Beds
  • 3 Baths
  • 2,606 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Above List Price
  • $284/SF
  • 41 Days On Market

  Current Estimated Value $779,746

  Last Listing Agent Matt Rose Keller Williams Realty

  20 Winding Brook Ln, Redding, CT 06896
• 

  Est $1,008,266 Not Listed For Sale

  45 Picketts Ridge Rd, Redding, CT 06896

  • 5 Beds
  • 2.5 Baths
  • 3,103 Sq Ft
  • Built 1831

  45 Picketts Ridge Rd, Redding, CT 06896

  Last Sold Summary

  • 15% Above List Price
  • $283/SF
  • 39 Days On Market

  • Last Sold Price $877,500
  • Oct 31, 2024

  Last Listing Agent Deborah Haws Coldwell Banker Realty
• 

  $650,000 Sold Jan 14, 2026

  81 Picketts Ridge Rd, Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 1,917 Sq Ft
  • Built 1924

  Last Sold Summary

  • 5% Below List Price
  • $339/SF
  • 98 Days On Market

  Last Listing Agent Sarah Harwood Coldwell Banker Realty

  81 Picketts Ridge Rd, Redding, CT 06896
• 

  Est $762,653 Not Listed For Sale

  13 Starrs Ridge Rd, Redding, CT 06896

  • 4 Beds
  • 2 Baths
  • 2,774 Sq Ft
  • Built 1960

  13 Starrs Ridge Rd, Redding, CT 06896

  Last Sold Summary

  • 13% Above List Price
  • $243/SF
  • 128 Days On Market

  • Last Sold Price $675,000
  • Oct 17, 2023

  Last Listing Agent Kristi Vaughan William Pitt
• 

  $1,799,000 Sold Jan 13, 2026

  32 Beeholm Rd, Redding, CT 06896

  • 5 Beds
  • 4 Baths
  • 2,452 Sq Ft
  • Built 1969

  Last Sold Summary

  • 35% Below List Price
  • $734/SF
  • 231 Days On Market

  Current Estimated Value $1,479,960

  Last Listing Agent Ellen Garcia Brown Harris Stevens

  32 Beeholm Rd, Redding, CT 06896
• 

  Est $233,836 Not Listed For Sale

  31 Long Ridge Rd, Redding, CT 06896

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft
  • Built 1930

  31 Long Ridge Rd, Redding, CT 06896

  Last Sold Summary

  • 56% Above List Price
  • $145/SF
  • 71 Days On Market

  • Last Sold Price $150,000
  • Mar 31, 2025

  Last Listing Agent Bethany Cole HomeSmart Homes and Estates
• 

  $950,000 Sold Nov 07, 2025

  22 Peaceable St, Redding, CT 06896

  • 3 Beds
  • 2.5 Baths
  • 2,488 Sq Ft
  • Built 1980

  Last Sold Summary

  • 9% Above List Price
  • $382/SF
  • 27 Days On Market

  Current Estimated Value $944,704

  Last Listing Agent Barbara Sweeney Coldwell Banker Realty

  22 Peaceable St, Redding, CT 06896
• 

  Est $494,324 Not Listed For Sale

  14 W Redding Rd, Redding, CT 06896

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft
  • Built 1968

  14 W Redding Rd, Redding, CT 06896

  Last Sold Summary

  • 5% Above List Price
  • $462/SF
  • 121 Days On Market

  • Last Sold Price $471,500
  • Jul 31, 2024

  Last Listing Agent Bryan O'Rourke Bryan O'Rourke
• 

  $1,400,000 Sold Jul 01, 2025

  9 Beck Rd, Redding, CT 06896

  • 5 Beds
  • 4.5 Baths
  • 5,748 Sq Ft
  • Built 1997

  Last Sold Summary

  • $244/SF
  • 25 Days On Market

  Current Estimated Value $1,426,634

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

  9 Beck Rd, Redding, CT 06896
• 

  Est $693,981 Not Listed For Sale

  127 Picketts Ridge Rd, Redding, CT 06896

  • 3 Beds
  • 2 Baths
  • 2,020 Sq Ft
  • Built 1978

  127 Picketts Ridge Rd, Redding, CT 06896

  Last Sold Summary

  • 16% Above List Price
  • $297/SF
  • 40 Days On Market

  • Last Sold Price $599,000
  • Feb 06, 2024

  Last Listing Agent Ellen Vincent William Raveis Real Estate
• 

  $1,700,000 Sold Aug 28, 2025

  135 Limekiln Rd, Redding, CT 06896

  • 5 Beds
  • 7 Baths
  • 6,712 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Above List Price
  • $253/SF
  • 46 Days On Market

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

  135 Limekiln Rd, Redding, CT 06896
• 

  Est $851,507 Not Listed For Sale

  177 Picketts Ridge Rd, Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 2,553 Sq Ft
  • Built 1962

  177 Picketts Ridge Rd, Redding, CT 06896

  Last Sold Summary

  • 9% Above List Price
  • $306/SF
  • 29 Days On Market

  • Last Sold Price $780,000
  • Jul 28, 2023

  Last Listing Agent Kristi Vaughan William Pitt
• 

  $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 $922,967

  Last Listing Agent Tim Dent Coldwell Banker Realty

  76 Farview Farm Rd, Redding, CT 06896
• 

  Est $791,322 Not Listed For Sale

  166 Picketts Ridge Rd, Redding, CT 06896

  • 5 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 1967

  166 Picketts Ridge Rd, Redding, CT 06896

  Last Sold Summary

  • 8% Above List Price
  • $317/SF
  • 38 Days On Market

  • Last Sold Price $730,245
  • Aug 23, 2023

  Last Listing Agent Lisa Pompeo William Pitt
• 

  $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 $643,168

  Last Listing Agent Elaine Schanzenbach William Raveis Real Estate

  477 Newtown Turnpike, Redding, CT 06896
• 

  Est $761,034 Not Listed For Sale

  131 Simpaug Turnpike, Redding, CT 06896

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

  131 Simpaug Turnpike, Redding, CT 06896

  Last Sold Summary

  • 2% Below List Price
  • $367/SF
  • 41 Days On Market

  • Last Sold Price $775,000
  • Dec 20, 2024

  Last Listing Agent Adam Roy BHGRE Gaetano Marra Homes
• 

  $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 $958,169

  Last Listing Agent Kathryn Schmitt William Raveis Real Estate

  90 Old Stagecoach Rd, Redding, CT 06896
• 

  Est $1,153,147 Not Listed For Sale

  94 Hopewell Woods Rd, Redding, CT 06896

  • 5 Beds
  • 4.5 Baths
  • 4,687 Sq Ft
  • Built 1997

  94 Hopewell Woods Rd, Redding, CT 06896

  Last Sold Summary

  • $245/SF
  • 50 Days On Market

  • Last Sold Price $1,150,000
  • Mar 04, 2025

  Last Listing Agent Denise Walsh William Raveis Real Estate

Showing Results 121 - 160, Page 4 of 18