3,456

Redding, CT Homes

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  • 44 High Ridge Rd, Redding, CT 06896
    44 High Ridge Rd, Redding, CT 06896
    44 High Ridge Rd, Redding, CT 06896
    /30

    $1,039,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,519 Sq Ft

    44 High Ridge Rd, Redding, CT 06896

    Serenity awaits in this classic colonial nestled on two level acres in a walker-friendly cul de sac neighborhood. This turn-key home has perfect flow for entertaining. French double doors off the spacious, quartz countered kitchen open up to the sun-soaked four season room with the light and bright great room attached featuring skylights, cathedral ceilings, a fireplace, and a bar area. The bonus

    Katherine Fassman Higgins Group Real Estate

    44 High Ridge Rd, Redding, CT 06896
  • 33 Peaceable St, 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
  • 23 Church St, Wilton, CT 06897
    23 Church St, Wilton, CT 06897
    23 Church St, Wilton, CT 06897
    /31

    $849,000

    Open Mon 1PM - 3PM
    • 3 Beds
    • 1.5 Baths
    • 1,612 Sq Ft

    23 Church St, Wilton, CT 06897

    You'll love living in this bright and charming 3-bedroom, 1.5-bath updated antique Colonial located in Wilton's Historic District. Just a short walk to Georgetown's local eateries and Caraluzzi's, with easy access to both Wilton and Ridgefield town centers, this home offers the perfect blend of character, comfort, and convenience. Oversized windows fill the home with natural light, while the open

    Michele Ferguson Nichols Douglas Elliman of Connecticut

    23 Church St, Wilton, CT 06897
  • 28 Wayside Ln, 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 $1,165,938

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

    28 Wayside Ln, Redding, CT 06896
  • 33 Topledge Rd, Redding, CT 06896
    33 Topledge Rd, Redding, CT 06896
    33 Topledge Rd, Redding, CT 06896
    /36

    $929,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 2,788 Sq Ft

    33 Topledge Rd, Redding, CT 06896

    Welcome to this well maintained 3-bedroom, 3-bath Colonial ideally situated on a quiet cul-de-sac with stunning front yard views and a peaceful setting. This spacious home offers an inviting layout designed for both comfortable living and entertaining. The sun-filled living room flows seamlessly into the formal dining room featuring a bay window overlooking the picturesque front yard. The custom

    Lynne Murphy Berkshire Hathaway NE Prop.

    33 Topledge Rd, Redding, CT 06896
  • 19 Pheasant Ridge 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 $1,084,919

    Last Listing Agent Barbara Reynolds Brown Harris Stevens

    19 Pheasant Ridge Rd, Redding, CT 06896
  • 42 Topstone Rd, Redding, CT 06896
    42 Topstone Rd, Redding, CT 06896
    42 Topstone Rd, Redding, CT 06896
    /40

    $1,595,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,854 Sq Ft

    42 Topstone Rd, Redding, CT 06896

    Nestled on three private acres in highly sought-after Redding, Connecticut, with a private backyard gate entering directly into Topstone Park, this exceptional property offers a lifestyle defined by tranquility, privacy, and space. Surrounded by mature trees and drenched in natural light, the home embodies the timeless charm that has earned Redding its reputation as the 'Vermont of Connecticut".

    Giuseppe 'Joe' Melillo William Raveis Real Estate

    42 Topstone Rd, Redding, CT 06896
  • 4 Longwood Dr, 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 $2,571,632

    Last Listing Agent Jeffrey Kaplan William Raveis Real Estate

    4 Longwood Dr, Redding, CT 06896
  • 15 Dayton Rd, Redding, CT 06896
    15 Dayton Rd, Redding, CT 06896
    15 Dayton Rd, Redding, CT 06896
    /40

    $1,399,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 4,943 Sq Ft

    15 Dayton Rd, Redding, CT 06896

    Impeccable shingle style country cape on park-like 2.76 acres adj. Redding Land Trust conservation property, connecting directly to Devil's Den, the largest preserve in CT w/1,800+ acres. Exceptional attention to detail inside & out, w/extensive recent improvements & designer finishing. Impressive circular drive w/Belgian block apron & center inlay, lush lawn, flowering trees & Wisteria covered

    Laura Ancona William Pitt Sotheby's Int'l

    15 Dayton Rd, Redding, CT 06896
  • 148 Old Redding Rd, Redding, CT 06896

    $800,000

    Sold Jun 23, 2026

    148 Old Redding Rd, Redding, CT 06896

    • 4 Beds
    • 2.5 Baths
    • 3,092 Sq Ft
    • Built 1959

    Last Sold Summary

    • 7% Above List Price
    • $259/SF
    • 6 Days On Market

    Current Estimated Value $785,606

    Last Listing Agent Susan Warner-Lambert Carbutti & Co., Realtors

    148 Old Redding Rd, Redding, CT 06896
  • 127 Limekiln Rd, Redding, CT 06896
    127 Limekiln Rd, Redding, CT 06896
    127 Limekiln Rd, Redding, CT 06896
    /37

    $995,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 2,204 Sq Ft

    127 Limekiln Rd, Redding, CT 06896

    Tucked behind a historic New England stone wall on 2.5 park-like acres, 127 Limekiln Road is a stunning 5-bedroom, 3.5-bath home commanding a magnificent presence. The exterior features a sweeping gravel driveway, detached 2-car garage, fieldstone chimney, copper gutters, a new cedar shingle roof, and a deep front porch. Inside, the bright and flexible floor plan is highlighted by a coveted

    Maureen Kitson William Pitt Sotheby's Int'l

    127 Limekiln Rd, Redding, CT 06896
  • 241 Black Rock Turnpike, Redding, CT 06896

    $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
  • 74 George Hull Hill Rd, Redding, CT 06896
    74 George Hull Hill Rd, Redding, CT 06896
    74 George Hull Hill Rd, Redding, CT 06896
    /40

    $1,595,000

    $100K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,786 Sq Ft

    74 George Hull Hill Rd, Redding, CT 06896

    Nestled on three picturesque acres and surrounded by open space, this beautiful country retreat offers privacy, comfort, and exceptional outdoor living. The expansive patio is perfect for entertaining, featuring a full outdoor kitchen, fireplace, TV, and integrated audio system. A large level yard provides plenty of space for recreation and the potential for a pool. Inside, the home showcases

    Tyler Toren Compass Connecticut, LLC

    74 George Hull Hill Rd, Redding, CT 06896
  • 75 Stepney Rd, Redding, CT 06896

    $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 $1,109,248

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

    75 Stepney Rd, Redding, CT 06896
  • 86 Fire Hill Rd, Redding, CT 06896
    86 Fire Hill Rd, Redding, CT 06896
    86 Fire Hill Rd, Redding, CT 06896
    /36

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    86 Fire Hill Rd, Redding, CT 06896

    Nestled on a peaceful cul-de-sac at the highest point in Redding, this meticulously cared-for 4-bedroom, 2.5-bath home offers the perfect blend of privacy, space, and charm on 2+ gorgeous acres. Surrounded by mature trees and natural beauty, the property provides a serene retreat while remaining conveniently close to local amenities, schools, and commuter route. Inside, spacious living areas are

    Laura Brodie Coldwell Banker Realty

    86 Fire Hill Rd, Redding, CT 06896
  • 20 Winding Brook Ln, Redding, CT 06896

    $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 $781,544

    Last Listing Agent Matt Rose Keller Williams Realty

    20 Winding Brook Ln, Redding, CT 06896
  • 110 Sport Hill Rd, Redding, CT 06896
    110 Sport Hill Rd, Redding, CT 06896
    110 Sport Hill Rd, Redding, CT 06896
    /39

    $1,695,000

    • 5 Beds
    • 5.5 Baths
    • 5,308 Sq Ft

    110 Sport Hill Rd, Redding, CT 06896

    A rare blend of scale, privacy and value, this beautifully maintained Redding retreat offers over 6,000 square feet of flexible living space. From the gracious front entry, the home unfolds with purpose and ease. To the right, a private library/home office creates a quiet place to work. Straight ahead, the living room frames peaceful views of the pool and grounds, while the formal dining room

    Tara Hawley Coldwell Banker Realty

    110 Sport Hill Rd, Redding, CT 06896
  • 81 Picketts Ridge Rd, Redding, CT 06896

    $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
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /40

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 2,819 Sq Ft

    Unlisted Address

    Stunningly renovated Vintage Antique. Up-to-date and yet still very authentic with beams and wide board floors. Set on over 2 level Acres ringed by trees for privacy; includes a lofted barn with possible potential to convert to a 1 BR guest ctg. The kitchen with new stainless appliances, granite and wood floors steps down to the cozy family rm warmed with a wood burning stove, built-in window

    Sharon Hoverman Coldwell Banker Realty

    Unlisted Address
  • 32 Beeholm Rd, Redding, CT 06896

    $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

    Last Listing Agent Ellen Garcia Brown Harris Stevens

    32 Beeholm Rd, Redding, CT 06896
  • 121 Picketts Ridge Rd, Redding, CT 06896
    121 Picketts Ridge Rd, Redding, CT 06896
    121 Picketts Ridge Rd, Redding, CT 06896
    /40

    $1,100,000

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 4,614 Sq Ft

    121 Picketts Ridge Rd, Redding, CT 06896

    Welcome to 121 Picketts Ridge Road in beautiful West Redding/ Picketts Ridge! This custom built home is the perfect family compound, sitting on massive 2.38 park-like acres. Enjoy level side-by-side, single level living with this Ranch separated by the 3 car garage. The sprawling family room and 2nd level bonus space loft can be used for either unit or as shared space for big/ multigenerational

    Brian Appel Higgins Group Real Estate

    121 Picketts Ridge Rd, Redding, CT 06896
  • 22 Peaceable St, Redding, CT 06896

    $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 $979,487

    Last Listing Agent Barbara Sweeney Coldwell Banker Realty

    22 Peaceable St, Redding, CT 06896
  • 27 Apple Ln, Redding, CT 06896
    27 Apple Ln, Redding, CT 06896
    27 Apple Ln, Redding, CT 06896
    /40

    $745,000

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 2,265 Sq Ft

    27 Apple Ln, Redding, CT 06896

    Idyllic country ranch in park like setting on 1.1 park like acres on desirable West Redding cul de sac with detached 2 car garage. This elegant home offers mature trees, flowering perennial gardens, deck, pea gravel patio w/stacked stone outdoor fireplace, & expansive rolling lawn. The sprawling main level is light, bright & open with newly refinished bleached hardwood floors & freshly painted

    Laura Ancona William Pitt Sotheby's Int'l

    27 Apple Ln, Redding, CT 06896
  • 9 Beck Rd, Redding, CT 06896

    $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 $1,417,317

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

    9 Beck Rd, Redding, CT 06896
  • 16 Shady Ln, Redding, CT 06896
    16 Shady Ln, Redding, CT 06896
    16 Shady Ln, Redding, CT 06896
    /37

    $1,199,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,316 Sq Ft

    16 Shady Ln, Redding, CT 06896

    Ideal setting and location! This spacious 12 room split level home tucked away on a country lane in the heart of Redding, offers the perfect blend of privacy, charm, and versatility. Set on 3.64 acres, this unique property features a spacious main residence with an open floor plan providing easy living, hardwood floors, an expansive primary suite, in-ground concrete pool, Ironwood deck, and

    Alexis Bennett Coldwell Banker Realty

    16 Shady Ln, Redding, CT 06896
  • 135 Limekiln Rd, Redding, CT 06896

    $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

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