3,453

Fairfield, CT Homes

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  • 32 Beeholm Rd, Redding, CT 06896
    32 Beeholm Rd, Redding, CT 06896
    32 Beeholm Rd, Redding, CT 06896
    /40

    $2,250,000 Open House 9/07

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

    32 Beeholm Rd, Redding, CT 06896

    Your exceptional 24+ acre private oasis awaits. This significant piece of Redding's natural beauty offers more than just a home; it includes two charming rustic cottages, adding an impressive 1,023 sq. ft. (#A) and 982 sq. ft. (#B) of versatile living space. Each cottage features 1 bedroom and 1 bath, providing ideal accommodations for guests, extended family, caretakers, or a steady revenue

    Agent Photo

    Ellen Garcia

    Brown Harris Stevens

    (475) 291-4216

    32 Beeholm Rd, Redding, CT 06896
  • 86 Pocahontas Rd Unit 84, Redding, CT 06896
    86 Pocahontas Rd Unit 84, Redding, CT 06896
    86 Pocahontas Rd Unit 84, Redding, CT 06896
    /12

    $2,750 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    86 Pocahontas Rd Unit 84, Redding, CT 06896

    Charming Cottage-Style Rental in Redding! #84 Front Cottage. Set on a peaceful 2.64-acre parcel, this beautifully renovated home combines comfort, style, and convenience. This main residence offers living room with a fireplace, 3 bedrooms (or 2 plus a home office, with a private patio entrance), 2 full baths, and a stunning kitchen. Enjoy gleaming hardwood floors, updated mechanicals, and the

    Beth Saunders Berkshire Hathaway NE Prop.

    86 Pocahontas Rd Unit 84, Redding, CT 06896
  • 19 Pheasant Ridge Rd, Redding, CT 06896

    $1,075,000 Sold Aug 25, 2025

    • 3,203 Sq Ft
    • $336/SF
    • 43 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1979

    19 Pheasant Ridge Rd, Redding, CT 06896

    Welcome home, this house has it all! Tucked away on tranquil cul-de-sac, this classic colonial sits on beautifully landscaped grounds with a private backyard oasis-complete with a wisteria-draped pergola, vibrant gardens, pool, putting green, firepit, and spaces for alfresco dining and entertaining. Just past Huntington State Park and pastoral farmland, the approach to this home is as charming as

    Barbara Reynolds Brown Harris Stevens

    19 Pheasant Ridge Rd, Redding, CT 06896
  • 235 Lonetown Rd, Redding, CT 06896
    235 Lonetown Rd, Redding, CT 06896
    235 Lonetown Rd, Redding, CT 06896
    /39

    $869,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,472 Sq Ft

    235 Lonetown Rd, Redding, CT 06896

    Exceptional value, enormous potential, a fabulous opportunity and ready for a quick close! This four-bedroom Colonial, built in 2003, offers a perfect fusion of comfortable living, serene country lifestyle and an inviting atmosphere of warmth and welcome. Spanning 2,828 square feet of above-grade living space this home is perfectly poised for comfortable family gatherings, cozy evenings by the

    Agent Photo

    Roni Agress

    William Pitt Sotheby's Int'l

    (203) 489-9873

    235 Lonetown Rd, Redding, CT 06896
  • 86 Gallows Hill Rd, Redding, CT 06896
    86 Gallows Hill Rd, Redding, CT 06896
    86 Gallows Hill Rd, Redding, CT 06896
    /16

    $1,800 per month

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

    86 Gallows Hill Rd, Redding, CT 06896

    Relax while you Live among the Treetops of West Redding - Open Style Great Room with built-ins including two window seats, both with storage and also a big Bay Window with a window seat - freshly painted - carpet freshly cleaned too - 1 Bedroom with skylights - 1 updated Bath with a window and a New stall shower - Kitchenette with brand new appliances including Refrigerator; Convection/induction

    Sharon Hoverman Coldwell Banker Realty

    86 Gallows Hill Rd, Redding, CT 06896
  • 33 Great Pasture Rd, Redding, CT 06896

    $955,000 Sold Aug 22, 2025

    • 2,278 Sq Ft
    • $419/SF
    • 61 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1938

    33 Great Pasture Rd, Redding, CT 06896

    From the moment you enter the gates and wend your way up the winding private driveway, you will be impressed by the magnificent plantings and delightful curb appeal of this storybook cape! This is a true retreat with many relaxation spots, separate studio and new pool. Enter the main house and fall in love with the grand living room with fireplace, the French doors overlooking the gorgeous

    Nancy Crosland Darien William Pitt Sotheby's Int'l

    33 Great Pasture Rd, Redding, CT 06896
  • 9 Long Meadow Ln, Redding, CT 06896
    9 Long Meadow Ln, Redding, CT 06896
    9 Long Meadow Ln, Redding, CT 06896
    /40

    $1,599,000 Under Contract

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

    9 Long Meadow Ln, Redding, CT 06896

    Live your best life in this Quintessential 4 Bedroom Center Hall Colonial home located on one of Redding's most desirable streets. Long Meadow Lane is a quiet cul-de-sac in the sought after Redding Ridge neighborhood, close to schools & Redding Center. Enjoy the last of the warm months by the pool & play Bacci with family in the private yard abutting a land trust that can't be developed. The home

    Jessica Brookbanks Coldwell Banker Realty

    9 Long Meadow Ln, Redding, CT 06896
  • 107 Black Rock Turnpike Unit C, Redding, CT 06896
    107 Black Rock Turnpike Unit C, Redding, CT 06896
    107 Black Rock Turnpike Unit C, Redding, CT 06896
    /15

    $2,600 per month

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

    107 Black Rock Turnpike Unit C, Redding, CT 06896

    Light and Bright 2 Bedroom Apartment with open-concept Great Room featuring arched windows and vaulted ceiling - Beautiful redone White Kitchen with Granite Counters, Stainless Appliances and an Island/Breakfast Bar. CA/Split unit in great room. Hardwood Floors. Foyer/Mudroom as you enter on the ground level along with large Laundry Room including Washer/Dryer. High efficiency propane furnace for

    Sharon Hoverman Coldwell Banker Realty

    107 Black Rock Turnpike Unit C, Redding, CT 06896
  • 16 Howes Ln, Redding, CT 06896

    $745,000 Sold Aug 21, 2025

    • 2,622 Sq Ft
    • $284/SF
    • 54 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1960

    16 Howes Ln, Redding, CT 06896

    Welcome to 16 Howes Lane-peacefully tucked away at the end of a quiet cul-de-sac in scenic Redding, CT. This beautifully maintained 3-bedroom, 2.5-bath Colonial is rich in character and flooded with natural light. The home features hardwood floors, custom built-ins, a wood burning fireplace, and a modern kitchen with newer stainless steel appliances. The inviting layout includes a formal dining

    Cheryl Bertini Redfin Corporation

    16 Howes Ln, Redding, CT 06896
  • 2 Longwood Dr, Redding, CT 06896
    2 Longwood Dr, Redding, CT 06896
    2 Longwood Dr, Redding, CT 06896
    /33

    $1,995,000

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

    2 Longwood Dr, Redding, CT 06896

    *Quintessential New England Retreat in Redding, CT* Welcome to 2 Longwood Drive, an exquisite property providing an idyllic lifestyle amidst natural beauty. This custom-built colonial residence has been meticulously cared for by its sole owner and features 6,259 sq. ft. of open concept living on 2.72 private, landscaped acres, offering the perfect blend of timeless charm and modern luxury. A

    Jeffrey Kaplan William Raveis Real Estate

    2 Longwood Dr, Redding, CT 06896
  • 107 Black Rock Turnpike Unit B, Redding, CT 06896
    107 Black Rock Turnpike Unit B, Redding, CT 06896
    107 Black Rock Turnpike Unit B, Redding, CT 06896
    /27

    $3,000 per month

    • 2 Beds
    • 1.5 Baths
    • 1,386 Sq Ft
    • House for Rent

    107 Black Rock Turnpike Unit B, Redding, CT 06896

    Beautifully renovated garden ranch apartment - walk through the cottage gate and step into the light and bright open concept great room/Kitchen with today's granite, stainless appliances and breakfast bar - 1 full bathroom and 1 guest powder room beautifully updated - 2 good size bedrooms plus smaller multi-use room to use as home office/nursery or even a large walk-in closet - Windowed door

    Sharon Hoverman Coldwell Banker Realty

    107 Black Rock Turnpike Unit B, Redding, CT 06896
  • 99 Cross Hwy, Redding, CT 06896

    $1,390,000 Sold Aug 18, 2025

    • 4,825 Sq Ft
    • $288/SF
    • 27 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2009

    99 Cross Hwy, Redding, CT 06896

    Once a colonial cottage, now a country enclave full of charming spaces and modern conveniences. The heart of the home at 99 Cross Highway is the professional grade kitchen, that is open to a sitting room, gorgeous dining room and sunlit breakfast room. To one side of this central hub you will find a spacious family room with wet bar & another fireplace. On the other, a luxurious guest suite

    Karen Hagen Compass Connecticut, LLC

    99 Cross Hwy, Redding, CT 06896
  • 35 Diamond Hill Rd, Redding, CT 06896
    35 Diamond Hill Rd, Redding, CT 06896
    35 Diamond Hill Rd, Redding, CT 06896
    /40

    $1,495,000

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

    35 Diamond Hill Rd, Redding, CT 06896

    Never before on the market! A true once-in-a lifetime opportunity to own an architectural gem! This custom mid-century Deck House, built and lovingly maintained by its original owners, has been thoughtfully expanded and updated over the years to meet the evolving needs of modern living-all while preserving its timeless design. Flooded w/ natural light and offering unmatched privacy, this home is

    Tanya Sprague William Raveis Real Estate

    35 Diamond Hill Rd, Redding, CT 06896
  • 153 Black Rock Turnpike, Redding, CT 06896
    153 Black Rock Turnpike, Redding, CT 06896
    153 Black Rock Turnpike, Redding, CT 06896
    /29

    $5,000 per month

    • 4 Beds
    • 2 Baths
    • 2,580 Sq Ft
    • House for Rent

    153 Black Rock Turnpike, Redding, CT 06896

    Charming & Spacious Antique Home for Lease - Prime Location! Step into timeless elegance with this beautifully maintained antique home, brimming with character and charm. This spacious residence offers a unique blend of historic details and modern comfort, featuring generous indoor and outdoor living spaces, distinctive architectural touches, and an unbeatable location. Inside you will find a

    Alexis Bennett Coldwell Banker Realty

    153 Black Rock Turnpike, Redding, CT 06896
  • 9 Brick School Dr, Redding, CT 06896

    $865,000 Sold Aug 15, 2025

    • 3,284 Sq Ft
    • $263/SF
    • 87 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    9 Brick School Dr, Redding, CT 06896

    Beautifully maintained 4-bedroom, 3-bathroom colonial nestled on a picturesque cul-de-sac in one of Redding's most desirable neighborhoods. A nature lover's dream set on nearly 3 private acres of professionally landscaped grounds. Hardwood floors throughout, large kitchen with granite countertops, and a peaceful sunroom overlooking the private backyard. Upstairs, the primary suite is a luxurious

    Alec Nyman Corcoran Centric Realty

    9 Brick School Dr, Redding, CT 06896
  • 28 Sunnyview Dr, Redding, CT 06896
    28 Sunnyview Dr, Redding, CT 06896
    28 Sunnyview Dr, Redding, CT 06896
    /38

    $1,299,000

    • 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

    Kelly Higgins Coldwell Banker Realty

    28 Sunnyview Dr, Redding, CT 06896
  • 65 Cross Hwy, Redding, CT 06896
    65 Cross Hwy, Redding, CT 06896
    65 Cross Hwy, Redding, CT 06896
    /25

    $2,450 per month

    • 1 Bed
    • 1 Bath
    • 1,044 Sq Ft
    • House for Rent

    65 Cross Hwy, Redding, CT 06896

    This cozy one bedroom antique cottage is located on a beautiful property in Redding. The bathroom has a gray tile floor and tub/shower with a glass door. The kitchen includes a gas range, refrigerator, and hardwood floors. The large great room has a vaulted ceiling, hardwood floors, and French doors leading to a private deck. Additional features include built-ins, a one car garage bay, and

    Shaun Klesh William Pitt Sotheby's Int'l

    65 Cross Hwy, Redding, CT 06896
  • 12 Winding Brook Ln, Redding, CT 06896

    $884,000 Sold Aug 08, 2025

    • 3,019 Sq Ft
    • $293/SF
    • 71 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1971

    12 Winding Brook Ln, Redding, CT 06896

    TIMELESS CLASSIC Colonial in the heart of picturesque Redding that offers TOP RATED schools. This spacious, move-in ready residence features FOUR generously sized bedrooms & THREE full bathrooms, all adorned with beautiful HDWD floors. The home's layout boasts a fantastic flow. An updated Eat-In Kitchen, Large Family Room, & sophisticated Dining Room await you, along with a Living Room featuring

    Annmarie Del Franco Blackstone Properties of CT

    12 Winding Brook Ln, Redding, CT 06896
  • 23 Goodsell Hill Rd, Redding, CT 06896
    23 Goodsell Hill Rd, Redding, CT 06896
    23 Goodsell Hill Rd, Redding, CT 06896
    /40

    $1,350,000

    • 4 Beds
    • 3 Baths
    • 5,164 Sq Ft

    23 Goodsell Hill Rd, Redding, CT 06896

    This charming 1870 antique home is pure perfection conveniently located in West Redding. The secluded 3+ acre property with rolling landscape and exquisite perennial gardens with old stone walls is a true gem with beautiful period home features, wide-planked floors and 5 working fireplaces. The master suite with fireplace and full bath is conveniently located on the main floor with private access

    Bonnie Troy Howard Hanna Rand Realty

    23 Goodsell Hill Rd, Redding, CT 06896
  • 742 Redding Rd, Redding, CT 06896
    742 Redding Rd, Redding, CT 06896
    742 Redding Rd, Redding, CT 06896
    /35

    $4,500 per month

    • 4 Beds
    • 2 Baths
    • 2,743 Sq Ft
    • House for Rent

    742 Redding Rd, Redding, CT 06896

    Welcome to 742 Redding Rd, an inviting and well-maintained 4 bedroom, 2 bathroom Colonial home set on over 2 picturesque acres with a rare, level lot. This 2,743 sq ft retreat offers flexible living spaces, charming details like exposed beams, and a peaceful setting in a convenient West Redding location right on the Bethel border-just minutes from downtown Bethel's shops, dining, and Metro-North.

    Brianna Carvalho Compass Connecticut, LLC

    742 Redding Rd, Redding, CT 06896
  • 22 Woods Way Unit 22, Redding, CT 06896

    $790,000 Sold Aug 06, 2025

    • 2,022 Sq Ft
    • $391/SF
    • 55 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2000

    22 Woods Way Unit 22, Redding, CT 06896

    Welcome to 22 Woods Way, a distinguished freestanding home in the highly sought-after Redding Woods community-an enclave of elegant residences built in. This home offers superb outdoor living, with a private side porch featuring rich mahogany Ipe decking and a rear patio that opens directly from the spacious eat-in kitchen-ideal for seamless indoor-outdoor entertaining. The foyer's limestone

    Sandra Juliano Berkshire Hathaway NE Prop.

    22 Woods Way Unit 22, Redding, CT 06896
  • 16 Black Rock Turnpike, Redding, CT 06896
    16 Black Rock Turnpike, Redding, CT 06896
    16 Black Rock Turnpike, Redding, CT 06896
    /39

    $1,300,000

    • 4 Beds
    • 5 Baths
    • 4,140 Sq Ft

    16 Black Rock Turnpike, Redding, CT 06896

    A long and winding drive leads to this exceptional colonial sited under a grand old oak tree. Upon entering there is an impressive double staircase in foyer with a palladium window and display shelf above door. Perfect for entertaining this open floor plan includes DR, LR w/fpl sunroom with walls of glass, library with fpl and French doors. There is a cook's kitchen, pass thru to large FR. French

    Jodi Langford Coldwell Banker Realty

    16 Black Rock Turnpike, Redding, CT 06896
  • 142 Seventy Acre Rd, Redding, CT 06896
    142 Seventy Acre Rd, Redding, CT 06896
    142 Seventy Acre Rd, Redding, CT 06896
    /40

    $20,000 per month

    • 2 Beds
    • 2.5 Baths
    • 3,350 Sq Ft
    • House for Rent

    142 Seventy Acre Rd, Redding, CT 06896

    Gated country estate - 4-5 Bedrooms PLUS pool house/guest house. Have the privacy of the country while still being close to trains, restaurants, towns, shops in a charming town with great amenities, schools, parks and more. The property consists of the main house with 5+ bedrooms, a massive open kitchen and dining room space with an open concept main floor as well as vaulted ceilings. A prep

    Katie O'Grady Compass Connecticut, LLC

    142 Seventy Acre Rd, Redding, CT 06896
  • 98 Hopewell Woods Rd, Redding, CT 06896

    $1,250,000 Sold Aug 01, 2025

    • 3,773 Sq Ft
    • $331/SF
    • 22 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    98 Hopewell Woods Rd, Redding, CT 06896

    Pride of ownership abounds in this immaculate home, custom built in 2004 by the original owners with extensive recent updates. Exceptional private setting on 2.18 tranquil acres w/stone walls, mature professional landscaping including specimen trees, perennial gardens, stone patio, plus 5 minute walk to scenic Huntington State Park w/over 1,000 acres of hiking/biking trails & 5 ponds. Impressive

    Laura Ancona William Pitt Sotheby's Int'l

    98 Hopewell Woods Rd, Redding, CT 06896
  • 56 Cross Hwy, Redding, CT 06896
    56 Cross Hwy, Redding, CT 06896
    56 Cross Hwy, Redding, CT 06896
    /28

    $1,625,000

    • 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
  • 8 Sunnyview Dr, Redding, CT 06896
    8 Sunnyview Dr, Redding, CT 06896
    8 Sunnyview Dr, Redding, CT 06896
    /26

    $4,200 per month

    • 2 Beds
    • 1.5 Baths
    • 1,632 Sq Ft
    • House for Rent

    8 Sunnyview Dr, Redding, CT 06896

    Unique Custom-Built Barndominium for Rent on 1 Acre - A Rare Find! Experience fabulous living in this charming, custom-built barndominium nestled on a spacious 1-acre lot. Bursting with natural sunlight, this one-of-a-kind home features hardwood floors, central air, and generously sized rooms throughout. The main level offers a bright and open kitchen, living room, dining area with French doors

    Denise Napoleone William Raveis Real Estate

    8 Sunnyview Dr, Redding, CT 06896
  • 36 Pheasant Ridge Rd, Redding, CT 06896

    $914,000 Sold Jul 31, 2025

    • 2,954 Sq Ft
    • $309/SF
    • 48 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1971

    36 Pheasant Ridge Rd, Redding, CT 06896

    Welcome home to this beautiful colonial set on just over two private, level acres in a desirable SE Redding cul-de-sac neighborhood close to Huntington State Park. Enjoy indoor and outdoor living in this spacious, sun-drenched home. On the first floor you will find an oversized family room with fireplace, living room and dining room with hardwood flooring throughout. The light-filled kitchen

    Margi Esten Coldwell Banker Realty

    36 Pheasant Ridge Rd, Redding, CT 06896
  • 34 Fox Run Rd, Redding, CT 06896
    34 Fox Run Rd, Redding, CT 06896
    34 Fox Run Rd, Redding, CT 06896
    /40

    $1,550,000

    • 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
  • 26 Chalburn Rd, Redding, CT 06896
    26 Chalburn Rd, Redding, CT 06896
    26 Chalburn Rd, Redding, CT 06896
    /20

    $20,000 per month

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

    26 Chalburn Rd, Redding, CT 06896

    Available 6/15/2025-7/31/2025. The Otnes House is 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, who lived here for

    Alexandra Friedman Compass Connecticut, LLC

    26 Chalburn Rd, Redding, CT 06896
  • 6 Middlebrook Pond Rd, Redding, CT 06896

    $900,000 Sold Jul 30, 2025

    • 2,484 Sq Ft
    • $362/SF
    • 53 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1985

    6 Middlebrook Pond Rd, Redding, CT 06896

    Welcome to 6 Middlebrook Pond Rd, Redding! Beautiful & Charming 8 room, 4 bedroom, 2.5 bath Cape situated on a nice private lot in established tree lined subdivision with underground utilities & Cul-de-sac with close proximity to Huntington & Putnam Memorial State Parks. Main level features include hardwood flooring, crown molding, formal living room with fireplace, built-in bookshelves, large

    Gary Gilroy Alpine Realty

    6 Middlebrook Pond Rd, Redding, CT 06896

Showing Results 1 - 40, Page 1 of 18

Connecticut Fairfield County Redding

Real Estate & Homes

Home Trends in Redding, CT

On average, homes in Redding, CT sell after 61 days on the market compared to the national average of 52 days. The median sale price for homes in Redding, CT over the last 12 months is $920,000, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$920,000
Median Single Family Sale Price
$949,000
Median Townhouse Sale Price
$926,000
Median 1 Bedroom Sale Price
$368,000
Average Price Per Sq Ft
$379
Number of Homes for Sale
23
Last 12 months Home Sales
124
Months of Supply
2.20
Median List Price
$949,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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