Redding, CT Homes

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  $1,195,000

  • 5 Beds
  • 3.5 Baths
  • 4,407 Sq Ft

  19 Mine Hill Rd, Redding, CT 06896

  Welcome to this pristine, sun-drenched, sophisticated contemporary colonial home in sought-after Southwest Redding. Designed with an open floor plan and walls of windows throughout, the home is filled with natural light and offers seamless spaces for both everyday living and entertaining -- The dramatic living room features soaring cathedral ceilings and a stunning floor-to-ceiling wood-burning

  

  Chuck Ciambriello

  Coldwell Banker Realty

  (475) 265-2077

  19 Mine Hill Rd, Redding, CT 06896
• Explore Redding

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  /13

  $1,800 total monthly price

  • Studio
  • 1 Bath
  • 500 Sq Ft
  • House for Rent

  37 Orchard Dr Unit 37A, Redding, CT 06896

  Very Private - Unique Arts and Crafts 19121 Room Cottage Nestled on a 17 Acre Private Estate.Superb Views Overlooking Devils Den and The Saugatuck Valley.Clean and Bright.Plow and Lawn Care included.Pets Allowed with restrictions.Private, Quiet Yet Convenient to all Amenities.$1800pm2 Months Security, 1st Month Rent Due at

  37 Orchard Dr Unit 37A, 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

  Current Estimated Value $1,059,306

  Last Listing Agent Christine Poppy Compass Connecticut, LLC

  15 Tunxis Trail, Redding, CT 06896
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  Est $1,106,194 Not Listed For Sale

  18 Goodsell Hill Rd, Redding, CT 06896

  • 3 Beds
  • 3 Baths
  • 2,669 Sq Ft
  • Built 1955

  18 Goodsell Hill Rd, Redding, CT 06896

  Last Sold Summary

  • 1% Above List Price
  • $410/SF
  • 63 Days On Market

  Last Sold Price $1,094,000

  Last Listing Agent Marilyn Sloper Coldwell Banker Realty
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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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  /23

  $4,500 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 1,482 Sq Ft
  • House for Rent

  32 Deer Hill Rd, Redding, CT 06896

  Exceptional labor of love inside and out by the current owners who renovated the property. Rent and live in a completely renovated home in a sought after cul de sac neighborhood. This inviting home is full of natural light with modern updates and hardwood floors throughout. From the main entrance, enter the sunny Living Room with fireplace, which is open to the adjacent dining area and kitchen

  Sarah Oh William Pitt Sotheby's Int'l

  32 Deer Hill 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 $895,301

  Last Listing Agent Sarah Goguen Coldwell Banker Realty

  49 Lamppost Dr, Redding, CT 06896
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  Est $927,359 Not Listed For Sale

  1 Woods Way Unit 1, Redding, CT 06896

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

  1 Woods Way Unit 1, Redding, CT 06896

  Last Sold Summary

  • $317/SF
  • 10 Days On Market

  Last Sold Price $926,000

  Last Listing Agent Michael McGuirk William Pitt
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  $1,699,900

  • 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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  /26

  $2,750 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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  $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

  Current Estimated Value $774,521

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

  181 Picketts Ridge Rd, Redding, CT 06896
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  Est $1,241,927 Not Listed For Sale

  130 Picketts Ridge Rd, Redding, CT 06896

  • 3 Beds
  • Built 1929

  130 Picketts Ridge Rd, Redding, CT 06896

  Last Sold Summary

  • 211% Above List Price
  • $199/SF
  • 514 Days On Market

  Last Sold Price $399,000

  Last Listing Agent Tom Thomas Coldwell Banker Realty
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  $1,499,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 4,548 Sq Ft

  36 Fox Run Rd, Redding, CT 06896

  CT Country Estate on 5.46 acres (#36) + Separate 2.17 acre building lot (#40) - Highest attention to detail in this quintessential New England colonial featuring attached garage plus detached cheery red carriage barn w/storage loft on total 7.63 pastoral acres in top West Redding location adjacent to Redding's cherished, 161 acre, Stormfield Preserve. It's hard to believe that this classic CT

  Laura Ancona William Pitt Sotheby's Int'l

  36 Fox Run Rd, Redding, CT 06896
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  /27

  $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 at $20,000 or June $14,500. 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 mid-century modern for famous collage artist Fred Otnes,

  Alexandra Friedman Compass Connecticut, LLC

  26 Chalburn 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 $1,677,970

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

  273 Newtown Turnpike, Redding, CT 06896
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  Est $319,954 Not Listed For Sale

  659 Redding Rd, Redding, CT 06896

  659 Redding Rd, Redding, CT 06896

  Last Sold Summary

  • 19% Above List Price
  • 52 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Kris Kling Around Town Real Estate LLC
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  $1,849,000

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

  2 Longwood Dr, Redding, CT 06896

  ***Exceptional Value in Redding CT*** A refined Connecticut country residence for full-time living or weekend enjoyment. Set on nearly three meticulously landscaped acres on a private cul-de-sac drive with only 4 residences, you will enjoy living in one of Redding's most desirable residential enclaves. 2 Longwood Drive offers a safe, secure, and sophisticated country lifestyle that resonates

  Jeffrey Kaplan William Raveis Real Estate

  2 Longwood Dr, 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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  $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 $793,974

  Last Listing Agent Debra Carson William Raveis Real Estate

  343 Redding Rd, Redding, CT 06896
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  Est $2,252,105 Not Listed For Sale

  1 Chestnut Woods Rd, Redding, CT 06896

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

  1 Chestnut Woods Rd, Redding, CT 06896

  Last Sold Summary

  • 10% Below List Price
  • $898/SF
  • 32 Days On Market

  Last Sold Price $2,500,000

  Last Listing Agent Karla Murtaugh Compass Connecticut, LLC
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  /31

  $1,199,000 Pending

  • 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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  $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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  $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 $2,003,174

  Last Listing Agent Matthew Nuzie RE/MAX Right Choice

  2 Meadows Edge, Redding, CT 06896
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  Est $734,563 Not Listed For Sale

  7 Simpaug Turnpike, Ridgefield, CT 06877

  • 3 Beds
  • 2 Baths
  • 1,828 Sq Ft
  • Built 1955

  7 Simpaug Turnpike, Ridgefield, CT 06877

  Last Sold Summary

  • 32% Above List Price
  • $304/SF
  • 85 Days On Market

  Last Sold Price $555,000

  Last Listing Agent Svetlana Mastrogiannis William Raveis Real Estate
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  /39

  $1,275,000

  • 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
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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 $1,533,527 Not Listed For Sale

  38 Goodsell Hill Rd, Redding, CT 06896

  • 5 Beds
  • 6 Baths
  • 6,515 Sq Ft
  • Built 2006

  38 Goodsell Hill Rd, Redding, CT 06896

  Last Sold Summary

  • 3% Above List Price
  • $229/SF
  • 20 Days On Market

  Last Sold Price $1,495,000

  Last Listing Agent Ellen Steckler Houlihan Lawrence
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  $1,837,500

  • 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
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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 $1,700,675

  Last Listing Agent Jessica Brookbanks Coldwell Banker Realty

  9 Long Meadow Ln, Redding, CT 06896
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  Est $778,343 Not Listed For Sale

  101 Peaceable St, Redding, CT 06896

  • 2 Beds
  • 2 Baths
  • 1,486 Sq Ft
  • Built 2008

  101 Peaceable St, Redding, CT 06896

  Last Sold Summary

  • 7% Above List Price
  • $491/SF
  • 57 Days On Market

  Last Sold Price $730,000

  Last Listing Agent Connie Widmann William Raveis Real Estate
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  $549,000 Pending

  • 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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  $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 $851,863

  Last Listing Agent Kelly Higgins Coldwell Banker Realty

  731 N Park Ave, Redding, CT 06896
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  Est $1,441,689 Not Listed For Sale

  21 Long Wall Rd, Redding, CT 06896

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

  21 Long Wall Rd, Redding, CT 06896

  Last Sold Summary

  • 3% Above List Price
  • $250/SF
  • 31 Days On Market

  Last Sold Price $1,399,000

  Last Listing Agent Sarah Fair William Raveis Real Estate
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  $899,000

  • 3 Beds
  • 4 Baths
  • 2,299 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
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  $1,600,000 Sold Nov 18, 2025

  35 Diamond Hill Rd, Redding, CT 06896

  • 5 Beds
  • 3 Baths
  • 3,407 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Above List Price
  • $470/SF
  • 6 Days On Market

  Last Listing Agent Tanya Sprague Coldwell Banker Realty

  35 Diamond Hill Rd, Redding, CT 06896
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  Est $1,225,591 Not Listed For Sale

  17 Long Wall Rd, Redding, CT 06896

  • 4 Beds
  • 4.5 Baths
  • 5,000 Sq Ft
  • Built 2002

  17 Long Wall Rd, Redding, CT 06896

  Last Sold Summary

  • 11% Above List Price
  • $220/SF
  • 59 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Kim Vartuli Keller Williams Realty
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  /39

  $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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  $925,000 Sold Jun 09, 2025

  33 Great Meadow Rd, Redding, CT 06896

  • 4 Beds
  • 2.5 Baths
  • 3,347 Sq Ft
  • Built 1959

  Last Sold Summary

  • 3% Below List Price
  • $276/SF
  • 31 Days On Market

  Current Estimated Value $954,078

  Last Listing Agent Mary Phelps William Pitt Sotheby's Int'l

  33 Great Meadow Rd, Redding, CT 06896
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  Est $1,971,975 Not Listed For Sale

  72 George Hull Hill Rd, Redding, CT 06896

  • 5 Beds
  • 4.5 Baths
  • 5,513 Sq Ft
  • Built 2001

  72 George Hull Hill Rd, Redding, CT 06896

  Last Sold Summary

  • 7% Above List Price
  • $336/SF
  • 37 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Mary Phelps William Pitt
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  $769,900 Under Contract

  • 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

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