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Winchester Center, CT Homes for Sale

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  • /31

    $339,999

    • 6 Beds
    • 2.5 Baths
    • 2,376 Sq Ft

    157 Elm St, Winsted, CT 06098

    Victorian Charm Meets Modern Potential - 6-Bedroom Home Across from Pearson School Step into timeless elegance with this spacious 6-bedroom, 2.1-bath Victorian-style home located directly across from Pearson School in Winsted. Featuring hardwood floors throughout and a beautifully updated kitchen, this property blends classic character with modern convenience. From its distinctive architectural

    Agent Photo

    Doreen Gagnon

    Coldwell Banker Realty

    (860) 590-4676

    157 Elm St, Winsted, CT 06098
  • /7

    $259,000

    • 3 Beds
    • 1 Bath
    • 1,488 Sq Ft

    312 Colebrook River Rd, Colebrook, CT 06021

    Charming Colonial on a 2-acre lot. Inside, you'll find an updated kitchen featuring granite countertops and newer appliances. The large, sunny family room on the first floor is filled with natural light, creating a warm and inviting atmosphere. A combined living and dining room with a cozy wood stove adds charm and functionality to the main level. Recent upgrades to the home include a new roof in

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    (860) 891-2072

    312 Colebrook River Rd, Colebrook, CT 06021
  • /27

    $394,900

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    212 Spencer Hill Rd, Winsted, CT 06098

    Welcome to your peaceful retreat in the heart of Winchester - a quiet, scenic town surrounded by natural beauty. Tucked away on a private lot, this thoughtfully maintained home offers a perfect blend of rustic charm and modern comfort, with every detail designed to enhance your connection to the outdoors. Step inside to discover gleaming original hardwood floors that stretch across the sun-filled

    Agent Photo

    Tammy Powling

    Coldwell Banker Realty

    (860) 743-1453

    212 Spencer Hill Rd, Winsted, CT 06098
  • /38

    $1,270,000

    • 3 Beds
    • 3 Baths
    • 2,420 Sq Ft

    722 Lake Dr, Winsted, CT 06098

    Welcome to lake living at its finest! Built in 2014 and first time on the market. Impeccably maintained, this stunning three bedroom, 3 bath home on Highland Lake, Winchester offers the perfect blend of comfort, style, and breathtaking VIEWS! From the moment you enter you will be captivated by the open-concept design, high-end finishes and panoramic lake views from both inside and out. Enjoy

    Joanne Donne The Washington Agency

    722 Lake Dr, Winsted, CT 06098
  • /40

    $429,000

    • 4 Beds
    • 1.5 Baths
    • 2,365 Sq Ft

    187 Torringford St, Winsted, CT 06098

    Spacious 4-bedroom Colonial on 4 sunny, landscaped acres with tons of potential. Features a large kitchen with wood beams, center island, and an upper loft over looking the kitchen with lots of great natural light. Generous living and family rooms with hardwood floors and fireplace. Detached two-story Barn with walk-up loft workshop space and an above ground pool for summer enjoyment. Roof

    Jessica Washington William Raveis Real Estate

    187 Torringford St, Winsted, CT 06098
  • /40

    $685,000

    • 4 Beds
    • 3.5 Baths
    • 3,698 Sq Ft

    172 Hillandale Blvd, Torrington, CT 06790

    Beautifully maintained Colonial-style home built in 2002, located in the desirable Hillandale neighborhood. This bright, open-concept layout features hardwood floors, soaring ceilings, and a spacious living room with a gas fireplace and large windows. The updated kitchen offers white cabinetry, granite counters, stainless steel appliances, and a center island. Enjoy meals in the elegant dining

    Erica Nunley Executive Real Estate Inc.

    172 Hillandale Blvd, Torrington, CT 06790
  • /36

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,167 Sq Ft

    197 Spencer Hill Rd, Winsted, CT 06098

    Discover the charm of this spacious contemporary Cape, set on a peaceful one-acre lot in a desirable rural neighborhood. Offering over 3,000 square feet of living space, this well-maintained home provides a flexible layout ideal for today's lifestyle. The main level features a formal living room, dining room, updated kitchen, den, sunroom with fireplace and hot tub, full bath, and convenient

    David Sartirana Northwest CT Realty

    197 Spencer Hill Rd, Winsted, CT 06098
  • /40

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,745 Sq Ft

    106A Pinney St, Colebrook, CT 06021

    Nature Lover's Retreat on 26 Acres!!! Tucked away on 26.12 private acres, this contemporary Cape offers peace, privacy, and a deep connection to nature. A long, winding driveway leads to this stunning home featuring soaring ceilings and dramatic two-story windows that fill the living room with natural light. The open layout includes a warm wood stove, first-floor laundry, and two comfortable

    Kelly Sullivan Sullivan Real Estate Inc

    106A Pinney St, Colebrook, CT 06021
  • /37

    $500,000

    • 4 Beds
    • 2.5 Baths
    • 3,416 Sq Ft

    440 Platt Hill Rd, Winsted, CT 06098

    Distinctive Country Estate with Two Homes on 9.6 Rolling Acres Set amid 9.6 picturesque country acres, this unique property offers two homes and endless potential. The stone and stucco main residence features eight spacious rooms, including four bedrooms and four fireplaces, blending classic character with old-world charm. Rolling open land and mature trees surround the home, providing an ideal

    David D'Amore Northwest CT Realty

    440 Platt Hill Rd, Winsted, CT 06098
  • /22

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,186 Sq Ft

    11 Old Creamery Rd, Colebrook, CT 06021

    FULLY RENOVATED! In addition this home is fully insulated, energy-efficient, and enhanced with solar panels for low utility costs. The open floor plan and cozy fireplace create the perfect space for gatherings, while multiple decks, an above-ground pool, and serene natural surroundings provide a tranquil retreat-ideal for year-round living or a weekend getaway. Located perfectly on a beautiful

    Dani Dorman Real Broker CT, LLC

    11 Old Creamery Rd, Colebrook, CT 06021
  • /20

    $289,000

    • 3 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    431 Trailsend Dr Unit + Garage G128, Torrington, CT 06790

    Beautiful Sundown model in excellent condition. Mostly oak hardwood flooring throughout and all new Andersen windows. End unit with large expanded deck with view of woods. Kitchen has upgraded stainless steel appliances. Centrally air conditioned unit and within close proximity to the West Lodge. Open year round, the West Lodge has an indoor heated pool, three indoor tennis courts & pickle ball,

    MARY CLANCEY William Pitt Sotheby's Int'l

    431 Trailsend Dr Unit + Garage G128, Torrington, CT 06790
  • /40

    $749,999

    • 5 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    151 Losaw Rd, Winsted, CT 06098

    This property is your personal sanctuary, complete with private trails for hiking your own land. Feel worlds away while being less than 2 miles to town amenities in this like-new retreat nestled on an expansive 11.59-acre lot. The eat-in-kitchen is well-equipped with ample cooking space, seamlessly connected to the formal dining room and open to living space, and leads out to the large deck with

    Breanna Goebel Compass Connecticut, LLC

    151 Losaw Rd, Winsted, CT 06098
  • /40

    $250,000

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    389 Trailsend Dr, Torrington, CT 06790

    Hearthstone model with beautifully remodelled kitchen. Hardwood flooring & recessed lighting throughout the main level. Living room has a wood burning stone fireplace surrounded by cabinetry, perfect for books, tv, etc. The dining room, open to living room & kitchen has an upgraded slider to large expanded deck. The kitchen has a breakfast bar and a peninsula with additional storage. Upstairs,

    MARY CLANCEY William Pitt Sotheby's Int'l

    389 Trailsend Dr, Torrington, CT 06790
  • /40

    $1,149,000

    • 3 Beds
    • 3 Baths
    • 2,097 Sq Ft

    674 E Wakefield Blvd, Winsted, CT 06098

    Experience premier waterfront living on Highland Lake in this beautifully maintained 3-bedroom, 3-bath home offering stunning panoramic lake views and direct water access. Situated in the desirable 3rd Bay, this property boasts a private dock-perfect for boating, swimming, and enjoying all the lake lifestyle has to offer. Inside, you'll find an open and inviting layout with a spacious living

    Patrick Smith Smith & DeGroat Real Estate

    674 E Wakefield Blvd, Winsted, CT 06098
  • /40

    $270,000

    • 4 Beds
    • 3.5 Baths
    • 2,284 Sq Ft

    390 Trailsend Dr Unit 390, Torrington, CT 06790

    Welcome to 390 Trailsend Dr., a captivating end-unit townhome in the Lakeridge community, where resort-style living meets the beauty of nature. This bright and spacious 3-story "Lookout" model offers an open floor plan with vaulted ceilings, skylights, and hardwood floors. The updated kitchen features sleek granite countertops, stainless steel appliances, and crisp white cabinetry, all flowing

    Alexander Pepe William Raveis Real Estate

    390 Trailsend Dr Unit 390, Torrington, CT 06790
  • /33

    $249,500

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    213 Ledge Dr Unit 213, Torrington, CT 06790

    COMPLETELY RENOVATED AND REMODELED FROM TOP TO BOTTOM! Welcome to this stunning, top-to-bottom renovated townhouse where every detail has been thoughtfully designed and masterfully executed. Located in the gated community of Lakeridge, this home offers the perfect blend of luxury, comfort, and resort-style living. Step inside to discover a bright, open-concept layout filled with natural light

    Lemon DeLucia Coldwell Banker Realty

    213 Ledge Dr Unit 213, Torrington, CT 06790
  • /35

    $419,000

    • 3 Beds
    • 3 Baths
    • 2,747 Sq Ft

    117 South Rd, Winsted, CT 06098

    Nestled in a peaceful rural setting of Winchester Center, this charming home offers a perfect blend of rustic character and modern convenience. The property is located on over 3.3 acres of land and is adjacent to a scenic pond. Inside you will find a three bedroom two bath home with an additional in law apartment with one full bath and one bedroom and its own private entrance. The home also

    Christina Niziolek William Raveis Real Estate

    117 South Rd, Winsted, CT 06098
  • /37

    $499,999

    • 5 Beds
    • 4 Baths
    • 5,016 Sq Ft

    55 Walnut St, Winsted, CT 06098

    Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family

    David Sartirana Northwest CT Realty

    55 Walnut St, Winsted, CT 06098
  • /35

    $339,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,999 Sq Ft

    148 Danbury Quarter Rd, Winchester, CT 06098

    Welcome to this Wonderful Historic Colonial Farmhouse, built in 1800. This home has been lovingly remodeled with many of the original features still intact. This home offers a large kitchen with granite counters open to the dining area and is complete with a fireplace. Living room is generous sized, it's filled with light, exposed beams and hardwood floor. On this level you'll also find 2

    Susan MCGHEE The Washington Agency

    148 Danbury Quarter Rd, Winchester, CT 06098
  • /23

    $229,900

    • 3 Beds
    • 1 Bath
    • 1,044 Sq Ft

    32 Charles St, Winsted, CT 06098

    Charming Cape on a Quiet Dead-End Street Welcome to 32 Charles Street - a cute and cozy 1,044 sq. ft. Cape-style home located just moments from the downtown area. The first floor offers an inviting eat-in kitchen, a comfortable living room, two bedrooms, and a full bath. Upstairs, you'll find one additional bedroom and 1 room providing flexibility for guests, a home office, or hobby space. The

    David Sartirana Northwest CT Realty

    32 Charles St, Winsted, CT 06098
  • /25

    $900,000

    • Land
    • 95 Acres
    • $9,474 per Acre

    200 W Hill Rd, Barkhamsted, CT 06063

    This property spans 2 towns Barkhamsted and New Hartford. 66 acres in Barkhamsted and 29.6 in New Hartford. We are exploring many development opportunities that benefit the town, the environment and people that would love to live in the area. Stay tuned for updates. 272 W. West Hill Rd is a private home that sits in between the 2 lots. great address for gps , please be respectful of the owners,

    Steve Schappert Connecticut Real Estate

    200 W Hill Rd, Barkhamsted, CT 06063
  • /12

    $750,000

    • 4 Beds
    • 2 Baths
    • 5,389 Sq Ft

    436 Main St, Winsted, CT 06098

    One-of-a-Kind opportunity with 4 apartments plus a turnkey, award-winning restaurant in the heart of Litchfield County, perfectly situated in a high-traffic location. The well-established business offers 2,177 sq. ft. of warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats-ideal for both casual dining and special occasions. Has a cafe license (liquor) but no bar. With a 10-year

    Tony Goia The Washington Agency

    436 Main St, Winsted, CT 06098
  • /17

    $299,000

    • Land
    • 29.6 Acres
    • $10,101 per Acre

    18 Niles Rd, New Hartford, CT 06057

    29 acres in New Hartford @18 Niles Rd and 66 acres in Barkhamsted @ 160 W. West Hill Rd. 272 W West Hill Rd sits in between both lots. Currently taxed as forest so taxes are only $200 a year. Possibilities could be one big house, family compound or possibly affordable housing. More coming soon. Barkhamsted Listing 24136290

    Steve Schappert Connecticut Real Estate

    18 Niles Rd, New Hartford, CT 06057
  • /21

    $299,900

    • 2 Beds
    • 1 Bath
    • 702 Sq Ft

    156 Lincoln Ave, Winsted, CT 06098

    Welcome to your cozy cottage retreat in beautiful Highland Lake Community. Views of the lake from deck, public beach right around the corner. Step inside to a large mudroom, open living room, updated kitchen, 2 bedrooms, 1 full bath & laundry all on one level. New flooring and paint throughout. New roof, HW heater only 4 years old, vinyl siding, large yard with fire pit and shed. Year round lake

    Mary Mary LeBlanc Realty

    156 Lincoln Ave, Winsted, CT 06098
  • /26

    $279,999

    • 3 Beds
    • 2.5 Baths
    • 1,542 Sq Ft

    73 Norfolk Rd, Winsted, CT 06098

    New to the market! Check out this upgraded colonial home with 3 bedrooms and 2.5 baths located on a 2.6-acre wooded lot with a patio, shed and paths for walking and quadding. Enjoy entertaining in the open layout with an eat in kitchen and new cabinets. Relax in the cozy living room with hard wood floors, a fireplace and a sliding glass door to the back deck. Keep in mind the formal dining room

    Lisa Hilliard Litchfield Hills Real Estate

    73 Norfolk Rd, Winsted, CT 06098
  • /40

    $234,900

    • 4 Beds
    • 3.5 Baths
    • 2,073 Sq Ft

    90 Woodside Cir, Torrington, CT 06790

    Welcome to- one of the largest homes currently available in the sought-after LakeRidge community. While completely move in ready, this unit would absolutely shine with simple updates and some cosmetic love paired with it's already spacious layout. This beautifully maintained 4-bedroom, 3.5-bathroom townhome offers over 2,000 sq ft of comfortable living space, thoughtfully designed for year-round

    Chris Farrell Carbutti & Co., Realtors

    90 Woodside Cir, Torrington, CT 06790
  • /21

    $879,990

    • Land
    • 131.5 Acres
    • $6,692 per Acre

    000000 Norfolk Rd, Winchester, CT 06098

    Rare Multi-Parcel Land Opportunity - 5 Parcels, Endless Possibilities Discover this exceptional assemblage of five contiguous parcels spanning the scenic towns of Winchester and Colebrook in Connecticut's pristine Litchfield County. This remarkable offering combines the best of both worlds with a captivating mixture of open fields and mature forest, creating a diverse landscape that's as

    John Harney William Pitt Sotheby's Int'l

    000000 Norfolk Rd, Winchester, CT 06098
  • /38

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,612 Sq Ft

    174 Ledge Dr, Torrington, CT 06790

    Welcome to The Ledge: a home for every season, offering elegant Adirondak-style living in a serene setting surrounded by majestic pines & lush perennial landscaping. The exterior & interior have been newly updated & freshly painted, giving the entire property a fresh, modern look while retaining its timeless charm. Step inside & be greeted by a beautifully remodeled kitchen, featuring high-end

    Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    174 Ledge Dr, Torrington, CT 06790
  • /15

    $199,900

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    274 Cliffside Dr Unit 274, Torrington, CT 06790

    Welcome to 274 Cliffside Drive(Lakeridge). COMPLETELY remodeled unit. New Kitchen with stove , microwave, and dishwasher. Granite countertops. Open Floor plan. Skylights, Fireplace, and Vaulted Ceilings. New Flooring, Light Fixtures and paint throughout home. Two new FULL BATHS-walk in shower off Primary Bedroom. Large outdoor deck. The amenities include walking and hiking trails, indoor/outdoor

    David McDuff West View Properties, LLC

    274 Cliffside Dr Unit 274, Torrington, CT 06790
  • /18

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft

    260 Hayden Hill Rd, Torrington, CT 06790

    This Cape Cod house has been updated throughout including a new roof, new propane furnace, new A/C, updated electrical, new windows, and new driveway. The two car attached garage has a pull down stairway to access the storage above. Inside the house there is fresh paint and new flooring throughout. The eat-in kitchen has new shaker cabinetry, granite countertops, stainless steel appliances, new

    Barry Mackiewicz A-Gold Action Realty

    260 Hayden Hill Rd, Torrington, CT 06790
  • /8

    $389,000

    • Land
    • 20.87 Acres
    • $18,639 per Acre

    7 Stadler Heights, Winsted, CT 06098

    Welcome, You be the first, to come and conquer this land here in Winchester, Connecticut. There are 20.87 acres of virgin land. Come and build, do what you do best, you can have Peace and Privacy!!! There are no sidewalks, no streets that drive through. You are 40 minutes from multiple private schools. 16 minutes from Charlotte Hungerford Hospital. 1 hour from Tweed Airport New Haven. 39

    Hector Ortiz KW Legacy Partners

    7 Stadler Heights, Winsted, CT 06098
  • /14

    $450,000

    • Land
    • 160 Acres
    • $2,812 per Acre

    430 Smith Hill Rd, Colebrook, CT 06021

    A rare opportunity to create your own private retreat in the peaceful foothills of Colebrook. Includes 18.7 acres of buildable land with the possibility to subdivide into two parcels, giving you options for your dream home or future investment. Tucked well off the beaten path, the setting is surrounded by natural beauty, offering unmatched privacy and a sense of seclusion. With selective

    Rodney Motta Berkshire Hathaway NE Prop.

    430 Smith Hill Rd, Colebrook, CT 06021
  • /33

    $299,500

    • 3 Beds
    • 2 Baths
    • 1,132 Sq Ft

    35 White Pine Rd, Torrington, CT 06790

    This beautifully maintained 3-bedroom, 2-bathroom raised ranch is located in the desirable Burrville section of Torrington. The newly remodeled kitchen boasts modern appliances and stylish finishes, complemented by fresh new flooring throughout. Also new is the well tank, extension of well casing and boiler. The lower level offers two finished rooms-perfect for a home office, family room, or

    Sabrina Janco Century 21 Bay-Mar Realty

    35 White Pine Rd, Torrington, CT 06790
  • /34

    $599,900

    • 5 Beds
    • 3 Baths
    • 3,404 Sq Ft

    441 Platt Hill Rd, Winsted, CT 06098

    Welcome to 441 Platt Hill Road - a home that offers warmth, charm, and plenty of space to make memories. This inviting residence features an open and airy layout filled with natural light thanks to large windows and multiple skylights. Solid hardwood floors and tile run throughout the main level, creating a timeless foundation for your personal touch. The spacious eat-in kitchen, while vintage in

    David Sartirana Northwest CT Realty

    441 Platt Hill Rd, Winsted, CT 06098
  • /32

    $300,000

    • 3 Beds
    • 3 Baths
    • 1,612 Sq Ft

    239 Ledge Dr, Torrington, CT 06790

    This expanded Tanglewood model has extra space on both the main and upper level. The living room has a wood burning field stone fireplace and is open to the dining room and kitchen. The dining room has a french door to the expanded deck, perfect for outdoor entertaining. The kitchen has both wood and glass fronted cabinets and stainless appliances. It also has a breakfast bar and additional

    MARY CLANCEY William Pitt Sotheby's Int'l

    239 Ledge Dr, Torrington, CT 06790
  • /27

    $399,000

    • 4 Beds
    • 1.5 Baths
    • 2,239 Sq Ft

    51 Pratt St, Winsted, CT 06098

    This stunning Renovated home is perfectly situated in the beautiful town of Winsted could be yours! Just a leisurely walk from the beautiful Highland Lake. Offering more than 2,200 square feet of thoughtfully designed living space, this home blends timeless charm with modern updates. The bright and spacious kitchen opens effortlessly into a welcoming dining area and a cozy yet expansive living

    Arlene Gonzalez The Gonzalez Property Group

    51 Pratt St, Winsted, CT 06098
  • /27

    $375,000

    • 3 Beds
    • 3,660 Sq Ft

    57 Main St, Winsted, CT 06098

    Wonderful multiuse property on Main St. in Winsted. Currently used as a cleaners on the first floor and residential unit on the second floor. Multiple possibilities for this building which is in a prime location. Potential to take over the current business and rent or live in second floor, covert to multifamily or start a new business venture. This property is also listed as commercial with MLS

    Stacy LaQuerre Regall Realty, LLC

    57 Main St, Winsted, CT 06098
  • /34

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,482 Sq Ft

    320 Colebrook River Rd, Colebrook, CT 06021

    A one-of-a-kind live/work opportunity in the heart of Connecticut's farm country! This charming 1,482 sq. ft. residence offers flexible living space and incredible character. The main level features a commercial-grade kitchen, spacious living and dining rooms, a full bath, and a first-floor bedroom. Upstairs you'll find two additional modest bedrooms. The property also includes a detached two-car

    David Sartirana Northwest CT Realty

    320 Colebrook River Rd, Colebrook, CT 06021
  • /25

    $184,900

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft

    99 Norfolk Rd, Winsted, CT 06098

    Opportunity awaits at this charming 3-bedroom Cape set on 1.3 acres in a peaceful country setting. Nicely perched high and set back from the road, this home offers privacy, curb appeal, and plenty of potential. With vinyl siding, replacement windows, a newer septic, and a classic layout, the bones are here - now bring your ideas and make it shine! Perfect for contractors, investors, or handy

    Lisa McCarthy Coldwell Banker Realty

    99 Norfolk Rd, Winsted, CT 06098
  • /9

    $850,000

    • Land
    • 116.5 Acres
    • $7,296 per Acre

    82 Riverton Rd, Colebrook, CT 06021

    Escape to Your Own 116 acres of Paradise in Colebrook, CT! Discover 116 +/- acres of picturesque land nestled along Riverton Road in the heart of scenic Colebrook, Connecticut. This extraordinary property offers a rare opportunity to own a vast expanse of rural beauty, complete with two serene ponds, winding old logging roads, and a mix of standing hardwoods and softwoods that create a lush,

    Suzie Larson Turning Point Realty, LLC

    82 Riverton Rd, Colebrook, CT 06021

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What are the most popular zip codes in Winchester Center, CT?
The most popular zip codes in Winchester Center, CT include 06098, 06063, 06057, 06021 and 06790.
What are the most popular neighborhoods near Winchester Center, CT?
The most popular neighborhood near Winchester Center, CT is East Riverton.
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