Redding, CT Homes

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  $8,600,000

  • 7 Beds
  • 6.5 Baths
  • 9,420 Sq Ft

  63 Turney Rd, Redding, CT 06896

  Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with

  

  Roni Agress

  William Pitt Sotheby's Int'l

  (203) 717-5061

  63 Turney Rd, Redding, CT 06896
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  $3,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Townhouse for Rent

  3 Side Cut Rd, Redding, CT 06896

  The Station House is a newly constructed, transit-oriented mixed-use building that combines the charm of country living with modern convenience. Nestled in the quaint, walkable hamlet of West Redding, residents enjoy immediate access to neighborhood amenities such as the train station (direct to Manhattan), post office, local shops, and scenic walking trails. The location also offers easy access

  3 Side Cut Rd, Redding, CT 06896
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  $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 $1,073,888

  Last Listing Agent Barbara Reynolds Brown Harris Stevens

  19 Pheasant Ridge Rd, Redding, CT 06896
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  Est $2,505,508 Not Listed For Sale

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

  1 Chestnut Woods Rd, Redding, CT 06896

  1 Chestnut Woods Rd, Redding, CT 06896
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  $1,750,000

  • 6 Beds
  • 5 Baths
  • 4,033 Sq Ft

  12 Werf Dr, Redding, CT 06896

  Welcome to this expansive and beautifully updated six-bedroom Colonial, offering three full and two half baths and thoughtfully positioned on a sprawling 2.42-acre lot that provides both privacy and presence. A grand wraparound driveway creates a striking approach to the home, offering ample parking in addition to a two-car attached garage ideal for guests, entertaining, and everyday convenience.

  Jonathan Gineo Silver and Oak Realty

  12 Werf Dr, Redding, CT 06896
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  $20,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 3,004 Sq Ft
  • House for Rent

  26 Chalburn Rd, Redding, CT 06896

  Available for July/August at $20,000/month or June $14,500 or Memorial Day to Labor Day for $50,000. The Otnes House is a true floating oasis and now available as a summer rental! This rolling property overlooks nearly 3.5 acres, complete with a one-of-a-kind pool carved into a natural stone quarry with beautiful surrounding gardens. John Johansen of the celebrated Harvard Five designed this

  Alexandra Friedman Compass Connecticut, LLC

  26 Chalburn Rd, Redding, CT 06896
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  $1,170,000 Sold Jan 29, 2026

  15 Tunxis Trail, Redding, CT 06896

  • 4 Beds
  • 2.5 Baths
  • 4,081 Sq Ft
  • Built 1983

  Last Sold Summary

  • 10% Above List Price
  • $287/SF
  • 35 Days On Market

  Last Listing Agent Christine Poppy Compass Connecticut, LLC

  15 Tunxis Trail, Redding, CT 06896
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  Est $1,178,071 Not Listed For Sale

  • 3 Beds

  130 Picketts Ridge Rd, Redding, CT 06896

  130 Picketts Ridge Rd, Redding, CT 06896
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  $979,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 4,234 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
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  $2,975 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  1 Long Wall Rd, Redding, CT 06896

  Welcome to this charming two-bedroom carriage house-style residence tucked beside a classic log-cabin home. Located on a quiet dead-end street, the property offers a peaceful setting, with the end of the road abutting open space and direct access to a nearby trailhead perfect for morning walks or weekend escapes. With its own private entrance and dedicated parking area, the residence lives like a

  Gigi Bazarian William Pitt Sotheby's Int'l

  1 Long Wall Rd, Redding, CT 06896
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  $875,000 Sold May 29, 2025

  49 Lamppost Dr, Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $302/SF
  • 12 Days On Market

  Current Estimated Value $866,186

  Last Listing Agent Sarah Goguen Coldwell Banker Realty

  49 Lamppost Dr, Redding, CT 06896
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  Est $314,049 Not Listed For Sale

  659 Redding Rd, Redding, CT 06896

  659 Redding Rd, Redding, CT 06896
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  $1,849,000

  • 4 Beds
  • 4.5 Baths
  • 6,259 Sq Ft

  2 Longwood Dr, Redding, CT 06896

  A refined Connecticut country residence for full-time living or weekend enjoyment, ideal for Westchester and NYC Buyers. Set on nearly three private, landscaped acres in one of Redding's most desirable residential enclaves, 2 Longwood Drive offers a sophisticated country lifestyle that resonates naturally with buyers seeking space, privacy, and enduring quality just beyond the city. Thoughtfully

  Jeffrey Kaplan William Raveis Real Estate

  2 Longwood Dr, Redding, CT 06896
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  $3,350 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,553 Sq Ft
  • House for Rent

  107 Black Rock Turnpike, Redding, CT 06896

  Charming 3 BR/2 1/2 Bath Cottage - Enter at end of the new sidewalk to covered front porch (bring your rocking Chairs!) and thru the red Dutch door into this light and bright home - Hardwood Floors - Renovated Kitchen with Stainless Steel Appliances - Renovated Bathrooms - All freshly painted - Large Living Room with sliders to private deck looking out to the woods - The Fireplace is there for

  Sharon Hoverman Coldwell Banker Realty

  107 Black Rock Turnpike, Redding, CT 06896
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  $775,000 Sold Oct 31, 2025

  181 Picketts Ridge Rd, Redding, CT 06896

  • 4 Beds
  • 3 Baths
  • 2,420 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $320/SF
  • 28 Days On Market

  Last Listing Agent Kristi Vaughan William Pitt Sotheby's Int'l

  181 Picketts Ridge Rd, Redding, CT 06896
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  Est $788,714 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,828 Sq Ft

  7 Simpaug Turnpike, Ridgefield, CT 06877

  7 Simpaug Turnpike, Ridgefield, CT 06877
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  $1,625,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 3,501 Sq Ft

  56 Cross Hwy, Redding, CT 06896

  Experience the epitome of tranquility in this country retreat, nestled on over 18 acres of paradise.Adjacent to the sprawling 100+ acres of Samuel E. Hill Little River Nature Preserve and Robins Trail, this home is the perfect oasis.As you enter the main level, you immediately feel the rustic charm.The 1st floor includes a cozy bedroom, a sunlit family room, a kitchen, and a dining room.The 4

  Marissa Tartaglia William Pitt Sotheby's Int'l

  56 Cross Hwy, Redding, CT 06896
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  $6,000 total monthly price

  • 4 Beds
  • 4 Baths
  • 3,080 Sq Ft
  • House for Rent

  26 Olmstead Rd, Redding, CT 06896

  A must see!!! Beautiful 3-bedroom , 3 -bath home in a great location. Kitchen has granite counter tops. Its open directly into a dining area. Living room with fireplace. Office, and library -perfect for work or relaxation. Backyard with grill ,ideal for family gatherings and outdoor fun. The property is on a private circle with views of the woods. Close to train, shopping, park, golf and health

  Lidiya Koval Lisowitch Real Estate Group LLC

  26 Olmstead Rd, Redding, CT 06896
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  $1,650,000 Sold May 30, 2025

  273 Newtown Turnpike, Redding, CT 06896

  • 4 Beds
  • 7 Baths
  • 7,314 Sq Ft
  • Built 2006

  Last Sold Summary

  • 21% Below List Price
  • $226/SF
  • 317 Days On Market

  Current Estimated Value $1,657,366

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

  273 Newtown Turnpike, Redding, CT 06896
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  Est $1,586,275 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,515 Sq Ft

  38 Goodsell Hill Rd, Redding, CT 06896

  38 Goodsell Hill Rd, Redding, CT 06896
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  $979,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,578 Sq Ft

  22 Ledgewood Rd, Redding, CT 06896

  A Modern Farmhouse retreat designed for your perfect escape from the city, set on 2 serene acres in southern Redding. Positioned on a quiet, picturesque street with underground power lines, this home offers a clean, unobstructed landscape and enhanced reliability during storms. Step inside to an inviting open-concept layout where the living room flows seamlessly into the kitchen perfect for daily

  Barbara Pincione Houlihan Lawrence

  22 Ledgewood Rd, Redding, CT 06896
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  $10,500 total monthly price

  • 5 Beds
  • 4.5 Baths
  • 6,099 Sq Ft
  • House for Rent

  172 Umpawaug Rd, Redding, CT 06896

  Welcome to your private retreat in the heart of Redding! This stunning 5-bedroom residence offers the perfect blend of sophistication, comfort, and year-round resort-style living. Set on beautifully landscaped grounds, the property features a sparkling pool and spa, a serene pond, a children's playset, and sweeping lawns-ideal for both entertaining and quiet relaxation. Inside, a grand foyer

  Kim Burke Berkshire Hathaway NE Prop.

  172 Umpawaug Rd, Redding, CT 06896
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  $755,000 Sold Jun 06, 2025

  343 Redding Rd, Redding, CT 06896

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft
  • Built 1800

  Last Sold Summary

  • 1% Above List Price
  • $281/SF
  • 21 Days On Market

  Current Estimated Value $759,278

  Last Listing Agent Debra Carson William Raveis Real Estate

  343 Redding Rd, Redding, CT 06896
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  Est $739,829 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,486 Sq Ft

  101 Peaceable St, Redding, CT 06896

  101 Peaceable St, Redding, CT 06896
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  $1,550,000 New Construction

  • 5 Beds
  • 6 Baths
  • 7,833 Sq Ft

  34 Fox Run Rd, Redding, CT 06896

  Updated Price Drop! This exceptional luxury home has just been completed and is ready to welcome its first owner. Boasting 5 beds, 4 full baths, and 2 half baths, this residence blends elegance with modern convenience, offering a lifestyle of comfort and sophistication. Step inside to a grand 2-story foyer, setting the stage for the home's expansive open floor plan. The sun-drenched family room

  Patrick Capobianco Dave Jones Realty, LLC

  34 Fox Run Rd, Redding, CT 06896
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  $1,350,000 Sold Jan 31, 2025

  87 Sherman Turnpike, Redding, CT 06896

  • 4 Beds
  • 3.5 Baths
  • 5,417 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $249/SF
  • 93 Days On Market

  Last Listing Agent Danielle Smith William Raveis Real Estate

  87 Sherman Turnpike, Redding, CT 06896
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  Est $1,435,705 Not Listed For Sale

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

  21 Long Wall Rd, Redding, CT 06896

  21 Long Wall Rd, Redding, CT 06896
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  $1,199,000

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

  41 Deer Hill Rd, Redding, CT 06896

  Welcome to 41 Deer Hill Rd, an elegant colonial set on just over 2 acres in one of Redding's most sought-after neighborhoods. With 3,912 SF of refined living space, this home blends timeless architectural charm with thoughtful modern updates. Detailed millwork, abundant natural light, and an intuitive flow define the main level. Two expansive great rooms anchor either side of the home with

  Brianna Carvalho Compass Connecticut, LLC

  41 Deer Hill Rd, Redding, CT 06896
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  $2,009,000 Sold Jul 22, 2025

  2 Meadows Edge, Redding, CT 06896

  • 4 Beds
  • 5 Baths
  • 5,768 Sq Ft
  • Built 1998

  Last Sold Summary

  • 14% Below List Price
  • $348/SF
  • 90 Days On Market

  Current Estimated Value $1,971,898

  Last Listing Agent Matthew Nuzie RE/MAX Right Choice

  2 Meadows Edge, Redding, CT 06896
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  Est $1,261,428 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  17 Long Wall Rd, Redding, CT 06896

  17 Long Wall Rd, Redding, CT 06896
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  $1,195,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,182 Sq Ft

  28 Sunnyview Dr, Redding, CT 06896

  Welcome to 28 Sunnyview Drive! Sited at the end of a cul-de-sac with Redding Land Trust property behind, it affords wonderful privacy for peaceful living. Built in 1999, this home has the traditional open floorplan that you are looking for. Step into the foyer which is flanked by the living room with french doors and formal dining room. The kitchen has custom detailing including a built-in hutch

  Kelly Higgins Coldwell Banker Realty

  28 Sunnyview Dr, Redding, CT 06896
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  $1,630,000 Sold May 27, 2025

  34 Lonetown Rd, Redding, CT 06896

  • 5 Beds
  • 5 Baths
  • 5,535 Sq Ft
  • Built 1906

  Last Sold Summary

  • 9% Below List Price
  • $294/SF
  • 272 Days On Market

  Last Listing Agent Margi Esten Coldwell Banker Realty

  34 Lonetown Rd, Redding, CT 06896
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  Est $2,002,857 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,513 Sq Ft

  72 George Hull Hill Rd, Redding, CT 06896

  72 George Hull Hill Rd, Redding, CT 06896
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  $549,000 Under Contract

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

  64 Portland Ave, Redding, CT 06896

  Welcome to this two-bedroom, two-bathroom home offering comfort, convenience, and versatility. Step inside to find an open, functional layout with generously sized rooms and laundry all located on the main living level. Standout features of this property include the oversized primary suite as well as the heated basement, which has exciting potential to be finished - perfect for a home office,

  Alexis Bennett Coldwell Banker Realty

  64 Portland Ave, Redding, CT 06896
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  $1,700,000 Sold Sep 15, 2025

  9 Long Meadow Ln, Redding, CT 06896

  • 4 Beds
  • 5 Baths
  • 5,098 Sq Ft
  • Built 1997

  Last Sold Summary

  • 6% Above List Price
  • $333/SF
  • 31 Days On Market

  Current Estimated Value $1,680,963

  Last Listing Agent Jessica Brookbanks Coldwell Banker Realty

  9 Long Meadow Ln, Redding, CT 06896
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  Est $1,400,943 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,268 Sq Ft

  44 Umpawaug Rd, Redding, CT 06896

  44 Umpawaug Rd, Redding, CT 06896
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  $399,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,035 Sq Ft

  280 Newtown Turnpike, Redding, CT 06896

  estate, sold as is, cash only ,proof of funds, contents of house to be left.

  Harry Stark William Raveis Real Estate

  280 Newtown Turnpike, Redding, CT 06896
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  $779,000 Sold Sep 03, 2025

  731 N Park Ave, Redding, CT 06896

  • 4 Beds
  • 3.5 Baths
  • 3,306 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $236/SF
  • 52 Days On Market

  Current Estimated Value $798,602

  Last Listing Agent Kelly Higgins Coldwell Banker Realty

  731 N Park Ave, Redding, CT 06896
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  Est $1,489,720 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,596 Sq Ft

  4 Long Wall Rd, Redding, CT 06896

  4 Long Wall Rd, Redding, CT 06896
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  $849,900 Pending

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

  45 Great Pasture Rd, Redding, CT 06896

  Antique lovers, prepare to fall in love! The historic Deacon Samuel Read house, a Federal style colonial, built in 1745 by the founding family of Redding, CT. Enter the stunning 11 X 24 entry hall with exquisite millwork, a gracious sweeping staircase and original wide plank oak floors that run throughout the house. 9+ foot ceilings on the first floor enhance the elegant formal living room and

  Joe Scozzafava William Raveis Real Estate

  45 Great Pasture Rd, Redding, CT 06896

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