Homes for Sale in 06098

• 

  

  

  /21

  $172,500

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft

  21 Riveredge Dr Unit 21, Winsted, CT 06098

  Move right into this beautifully updated 2-bedroom, 1.5-bath townhouse tucked away in a small, quiet community with a peaceful setting overlooking the Still River. The thoughtfully updated interior features a renovated kitchen with newer appliances, smart thermostats, fresh paint, and newer flooring throughout. The full bath has also been refreshed with a newly updated shower and new plumbing.

  Jill Rubino Century 21 AllPoints Realty

  21 Riveredge Dr Unit 21, Winsted, CT 06098
• 

  

  

  /30

  $450,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  130 Riverton Rd, Winsted, CT 06098

  Bring your horses home! There's something special about country living-stepping outside with your coffee, seeing your horses grazing, hearing the chickens scratching around, and having a little more room to simply enjoy life. 130 Riverton Road offers the space and setting to create the country lifestyle you've been hoping of. A two-stall run-in shed is already in place for your horses, with

  Kelly Ryan William Raveis Real Estate

  130 Riverton Rd, Winsted, CT 06098
• 

  

  

  /38

  $439,900

  • 4 Beds
  • 2 Baths
  • 1,977 Sq Ft

  136 Losaw Rd, Winsted, CT 06098

  Welcome to 136 Losaw Rd! Built in 1984, this nicely maintained and updated home offers 1,977 sq. ft. of living space with 4 bedrooms, 2 full baths, and a comfortable open floor plan, all set on 1.76 acres. The main living level features an open dining area and kitchen with breakfast bar overlooking the sunken living room, highlighted by a beautiful arched fieldstone fireplace with propane log

  

  David Sartirana

  Northwest CT Realty

  136 Losaw Rd, Winsted, CT 06098
• 

  

  

  /4

  $289,000

  Coming Soon

  • 2 Beds
  • 1 Bath
  • 596 Sq Ft

  347 W Wakefield Blvd, Winsted, CT 06098

  Welcome to this relaxing seasonal cottage, situated high above road level and offering breathtaking panoramic views of the 444-acre Highland Lake. Enter through the oversized screened porch, where you can unwind with family or friends while taking in the beautiful perennial plantings and natural surroundings. This charming cottage features two bedrooms, a loft, one full bath, an open-concept

  Debra Jablonski Berkshire Hathaway NE Prop.

  347 W Wakefield Blvd, Winsted, CT 06098
• 

  

  

  /7

  $269,900

  • Land
  • 27.21 Acres
  • $9,919 per Acre

  53 Flag Hill Rd, Colebrook, CT 06021

  Discover an exceptional opportunity to create your own private country estate on 27 beautiful acres in the charming Litchfield Hills. Bordering protected Land Trust property an backed by a wildlife preserve, this remarkable parcel offers an extraordinary sense of seclusion, privacy, and connection to nature-yet provides the flexibility to bring your vision to life. Located at the end of a

  Candice Slatt Century 21 Scala Group

  53 Flag Hill Rd, Colebrook, CT 06021
• 

  

  /40

  $319,900

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft

  325 E Wakefield Blvd, Winsted, CT 06098

  Enjoy beautiful water views and access to Highland Lake from this inviting home offering comfortable living spaces and desirable features throughout. The main level features a galley kitchen with plentiful white cabinetry, laminate flooring, refrigerator, dishwasher, and electric range. A convenient powder room and stackable washer add functionality. The spacious living room/dining area features

  Anthony Gonsalves RE/MAX RISE

  325 E Wakefield Blvd, Winsted, CT 06098
• 

  

  /7

  $325,000

  • 4 Beds
  • 2.5 Baths
  • 2,257 Sq Ft

  48 Center St, Winsted, CT 06098

  Investment Opportunity! Well-maintained two-family house offering the ideal combination of functionality and income potential. Each unit features 5 rooms, including 2 bedrooms and 1 full bath. Enjoy the benefits of a convenient downtown location, close to schools, shopping, dining, and everyday conveniences. Both units are currently rented, making this property a strong choice for investors

  

  Amanda Balaski

  Northwest CT Realty

  48 Center St, Winsted, CT 06098
• 

  

  /8

  $275,000

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  1 Division St, Winsted, CT 06098

  Well-maintained and move-in ready, this charming one-level ranch offers 912 square feet of comfortable living space with 2 bedrooms and 1 full bath. Features include a one-car garage and convenient main-level laundry. The functional layout offers easy one-level living. Conveniently located close to town and local amenities. A great opportunity for buyers looking for a manageable home in a

  

  Amanda Balaski

  Northwest CT Realty

  1 Division St, Winsted, CT 06098
• 

  

  /40

  $629,900

  • 3 Beds
  • 1.5 Baths
  • 1,168 Sq Ft

  837 E Wakefield Blvd, Winsted, CT 06098

  Enjoy the best of Highland Lake living with this unique property offering a spacious home directly across the street from the lake along with your own separate waterfront parcel! The main house features 7 rooms, 3-4 bedrooms and 2 full baths, providing plenty of space for year-round living or a relaxing lake retreat. A deck overlooking the waterfront offers the perfect spot to enjoy the lake

  

  David Sartirana

  Northwest CT Realty

  837 E Wakefield Blvd, Winsted, CT 06098
• 

  

  /11

  $309,900

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft

  94 Colony Dr, Winsted, CT 06098

  Welcome home to this beautifully maintained 2bedroom Cape offering the perfect blend of comfort, character, and modern updates. Set in a soughtafter neighborhood, this property delivers movein readiness with valuable improvements already completed. (New roof and electric panel). Step inside to find a bright, inviting living space featuring wood floors, updated kitchen, a cozy fireplace, and

  Debra Stewart Integrity Real Estate

  94 Colony Dr, Winsted, CT 06098
• 

  

  /23

  $319,900

  New Construction $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,034 Sq Ft

  14 Bank St, Winsted, CT 06098

  New Construction - Easy to Maintain - Open Floor Plan - Central Air - Vinyl Plank flooring throughout. White Shaker Kitchen with Island and granite countertops. All stainless steel kitchen appliances. Separate laundry room on main level. Glass paneled door to covered deck off the living room area. Two spacious bedrooms with large closets. Entry foyer with large walkin closet Large heated garage

  David White OwnerEntry.com

  14 Bank St, Winsted, CT 06098
• 

  

  /40

  $600,000

  • 4 Beds
  • 2.5 Baths
  • 3,486 Sq Ft

  205 Wallens St, Winsted, CT 06098

  Welcome to this beautifully crafted 3,486 sq. ft. Colonial, offering exceptional quality, thoughtful design, and plenty of space both inside and out. Set privately on 2.03 acres at the end of a long driveway, this 10-room home was built in 2007 and has been meticulously maintained. The main level features gleaming hardwood floors, a spacious family room with fireplace, and an incredible gourmet

  Kelly Sullivan Sullivan Real Estate Inc

  205 Wallens St, Winsted, CT 06098
• 

  

  /37

  $799,900

  • 2 Beds
  • 1 Bath
  • 1,044 Sq Ft

  804 W Wakefield Blvd, Winsted, CT 06098

  Experience an everyday vacation at 804 W. Wakefield Blvd on beautiful Highland Lake! This exceptional turnkey, year-round waterfront retreat is ideal as a primary residence, weekend escape, vacation home, or income-producing rental. Perfectly positioned on the widest part of Highland Lake's coveted Third Bay, enjoy breathtaking sunrises, panoramic water views, and bald eagles soaring overhead

  

  Pamela Dostilio

  Coldwell Banker Realty

  804 W Wakefield Blvd, Winsted, CT 06098
• 

  

  /38

  $649,900

  • 2 Beds
  • 1 Bath
  • 1,361 Sq Ft

  600 E Wakefield Blvd, Winsted, CT 06098

  Nestled along the coveted east shore of Highland Lake, 600 East Wakefield Boulevard presents a rare opportunity to own a piece of one of Connecticut's most sought-after waterfront communities. Filled with charm and character, this lakeside property offers the perfect canvas to create a custom retreat that reflects your vision and lifestyle. Spend your days swimming, boating, kayaking, and

  Stacy Anselmo Coldwell Banker Realty

  600 E Wakefield Blvd, Winsted, CT 06098
• 

  

  /16

  $399,900

  • 4 Beds
  • 1.5 Baths
  • 1,944 Sq Ft

  122 Standard Ave, Winsted, CT 06098

  Well-maintained 4-bedroom Colonial tucked away on a quiet dead-end street. This inviting home features a newly renovated eat-in kitchen with updated cabinetry, countertops, and finishes, perfect for everyday living and gathering. The comfortable layout includes a spacious living room and dining area, while four bedrooms offer flexibility for family, guests, or a home office. Enjoy the large yard,

  

  Amanda Balaski

  Northwest CT Realty

  122 Standard Ave, Winsted, CT 06098
• 

  

  /23

  $199,900

  • 4 Beds
  • 2 Baths
  • 1,376 Sq Ft

  46 Cherry St, Winsted, CT 06098

  A wonderful opportunity to own a spacious antique Colonial with endless potential! This 4-bedroom, 2-full-bath home features a living room, dining room, and an eat-in kitchen, providing a solid foundation for your vision. While the home would benefit from updates, it offers an excellent opportunity for buyers to add their personal style and transform it into a truly standout property. Ideally

  Debra Jablonski Berkshire Hathaway NE Prop.

  46 Cherry St, Winsted, CT 06098
• 

  

  /40

  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 4,807 Sq Ft

  295 Smith Hill Rd, Colebrook, CT 06021

  Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on

  Elvia Gignoux William Pitt Sotheby's Int'l

  295 Smith Hill Rd, Colebrook, CT 06021
• 

  

  /35

  $849,900

  • 4 Beds
  • 2 Baths
  • 1,781 Sq Ft

  119 W Wakefield Blvd, Winsted, CT 06098

  Have you been dreaming of breathtaking lake views and a property that is truly special, unique, and turn-key? This exceptional home includes 50 feet of waterfront access with a boat dock and lift, making it a dream for lake enthusiasts! Nestled across from the tranquil First Bay, this beautifully renovated two-family home can be enjoyed as a single-family retreat or an income-generating

  Mela Veltri Case KW Legacy Partners

  119 W Wakefield Blvd, Winsted, CT 06098
• 

  

  /19

  $150,000

  • Land
  • 6.18 Acres
  • $24,272 per Acre

  0 Ashley Rd Unit Lot 6, Winchester, CT

  Build Your Dream Retreat in Litchfield County! Escape the noise and pace of the city and discover 6.18 private wooded acres nestled in the scenic hills of Winchester, Connecticut. This approved 4-bedroom building lot offers the perfect opportunity to create a custom home or weekend retreat surrounded by nature, all within an easy drive of New York City and The Berkshires. Located just 200 yards

  Pascale Nejaime William Pitt Sotheby's Int'l

  0 Ashley Rd Unit Lot 6, Winchester, CT
• 

  

  /24

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,909 Sq Ft

  720 Main St, Winsted, CT 06098

  Where Opportunity Meets Lifestyle! Unlock the potential of this exceptional mixed-use property located in the heart of downtown Winsted. Positioned on a bustling Main Street with excellent exposure and constant pedestrian traffic, this property is an outstanding opportunity for entrepreneurs, investors, or anyone looking to combine business ownership with residential living. The street-level

  Arlene Gonzalez The Gonzalez Property Group

  720 Main St, Winsted, CT 06098
• 

  

  /28

  $339,000

  $31K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,722 Sq Ft

  70 Walnut St, Winsted, CT 06098

  Step back in time and experience the timeless elegance of this spacious 2,722 sq. ft. Victorian offering 10 rooms, 5 bedrooms, and 1.5 baths. Rich in original character and architectural detail, this classic home showcases beautiful hardwood floors, impressive natural woodwork, pocket doors, built-ins, decorative moldings, and stunning stained-glass accents that capture the craftsmanship of a

  

  David Sartirana

  Northwest CT Realty

  70 Walnut St, Winsted, CT 06098
• 

  

  /38

  $1,600,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,129 Sq Ft

  752 Lake Dr, Winsted, CT 06098

  Great for you, sad for him. Buyer terminated due to health issues. Experience the best of lakefront living with breathtaking views, spectacular sunsets, and exceptional outdoor spaces. This amazing waterfront home features a brand-new 100' x 14' Brazilian hardwood deck, a 35' x 6' stationary Trex and steel dock, and a private cabana-perfect for relaxing, boating, swimming, and entertaining. Soak

  

  Pam Famiglietti

  William Raveis Real Estate

  752 Lake Dr, Winsted, CT 06098
• 

  

  /40

  $715,000

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,158 Sq Ft

  44 Pine Rd, Colebrook, CT 06021

  Enjoy exceptional privacy and peaceful country living in this spacious 4 bedroom, 2.5 bath contemporary Cape set atop a long winding driveway surrounded by natural beauty. The open floor plan on the main level offers comfortable living and entertaining spaces, including an updated eat in kitchen with stainless steel appliances, a dining room with a cozy wood burning fireplace, a generous living

  Mike Gregor Cohen Agency SiM, LLC

  44 Pine Rd, Colebrook, CT 06021
• 

  

  /17

  $365,000

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  132 E Lake St, Winsted, CT 06098

  Welcome to East Lake Street at Highland Lake, where privacy, comfort, and lake living come together. Set back from the road on a private lot in the desirable First Bay area, this well-maintained lake-style home offers a quiet setting with seasonal lake views and refreshing breezes throughout. Offering 1,820 square feet, the home is listed as a 3-bedroom with a first-floor finished 4th room for

  Bryan Palladino Showcase Realty, Inc.

  132 E Lake St, Winsted, CT 06098
• 

  

  /3

  $79,900

  • Land
  • 1.32 Acres
  • $60,530 per Acre

  -00 Colebrook Rd, Colebrook, CT 06021

  Set in the quiet beauty of Colebrook, this 1.32-acre approved building lot offers an excellent opportunity to bring your new home plans to life. Much of the early groundwork has already been completed, including a perc test, survey, driveway plan, septic design, and approvals for up to a 4-bedroom home, helping streamline the path from concept to construction. The lot has been cleared, offering a

  Steve Howey Coldwell Banker Realty

  -00 Colebrook Rd, Colebrook, CT 06021
• 

  

  /6

  $386,000

  • Land
  • 1.91 Acres
  • $202,094 per Acre

  00 Main St, Winsted, CT 06098

  Exceptional 2+ Acre Development Opportunity - Route 44, Winsted, CT** Rare opportunity to acquire approximately 2+- acres with nearly 700 feet of frontage on Main Street (Route 44), one of Winsted's primary commercial corridors. Located within the Town Gateway Zone, this highly visible parcel offers outstanding flexibility for a variety of development opportunities, including commercial,

  Dan Merrigan Merrigan & Lefebvre Realty

  00 Main St, Winsted, CT 06098
• 

  

  /37

  $250,000

  • Land
  • 9 Acres
  • $27,778 per Acre

  321 Colebrook Rd, Winchester, CT 06098

  321 Colebrook Road is a rare opportunity to own beautiful land with natural features and self-sustaining potential. A natural spring gently rolls through the property, surrounded by mature oak, ash, birch, black walnut, pine, and abundant sugar maple trees - perfect for producing your own maple syrup. The land is rich with native granite and sparkling quartz throughout, adding character and

  

  Ariel Edery

  mygoodagent

  321 Colebrook Rd, Winchester, CT 06098
• 

  /2

  $45,000

  • Land
  • 17,859 Sq Ft
  • $109,756 per Acre

  32 Hubbard St, Winsted, CT 06098

  Rare opportunity to build in a convenient in-town location! This level 0.41-acre lot is ideally situated close to downtown amenities while offering easy access to Highland Lake's public beach and boat launch. Formerly improved with a three-story Colonial home, the property presents a unique opportunity to redevelop an established homesite. Public water, public sewer, and natural gas are available

  

  David Sartirana

  Northwest CT Realty

  32 Hubbard St, Winsted, CT 06098
• 

  

  /5

  $37,900

  $32K PRICE DROP

  • Land
  • 5,227 Sq Ft
  • $315,833 per Acre

  319 White Oak Trail, Winchester, CT 06098

  Wooded interior lot located at the end of a dead-end street, offering a private setting. The parcel is slightly sloped and accessed from the end of the road. Clients, do your homework , including but not limited to surveys, zoning, and building approvals. Convenient location with approximately a 15-minute walk to Resha Beach on Highland Lake for recreational enjoyment. Lake rights are granted to

  Matt Tearman Coldwell Banker Realty

  319 White Oak Trail, Winchester, CT 06098
• 

  

  /8

  $499,900

  • 6 Beds
  • 5 Baths
  • 2,864 Sq Ft

  205 Old New Hartford Rd, Winchester, CT 06098

  Charming Multi-Family Property with steady income potential! Welcome to your next lucrative investment venture! Nestled on an expansive 1-acre lot, this multi-family property features 5 distinct living spaces, making it an ideal addition to your real estate portfolio. This property comprises 4 studio apartments and a spacious 2-bedroom apartment, catering to a variety of tenants and maximizing

  TK Krumm Berkshire Hathaway NE Prop.

  205 Old New Hartford Rd, Winchester, CT 06098
• 

  /2

  $525,000

  $270K PRICE DROP

  • Land
  • 10,018 Sq Ft
  • $2,282,609 per Acre

  535,538 W Wakefield Blvd, Winchester, CT 06098

  This waterfront property is ideal for contractors or individuals who want to build a year-round home on Highland Lake's West side. The property is being sold as a package (3 lots have been approved for construction, parking, and a well ). The lots consist of .10 acres across the street from the water and .023 acres on the water.

  chris marino Cohen Agency

  535,538 W Wakefield Blvd, Winchester, CT 06098
• 

  

  /5

  $200,000

  • Land
  • 15.9 Acres
  • $12,579 per Acre

  00 Chapel Rd, Winchester, CT 06098

  Look no further for A Very Private location to build your Dream Home. A Wooded Hill top building site overlooking beautiful Winchester Center which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester. Convenient access agreement to the Rear lot is though 151 Chapel Rd. property.

  Linda Ganem Borla & Associates Real Estate

  00 Chapel Rd, Winchester, CT 06098
• 

  

  /40

  $895,000

  • 4 Beds
  • 2 Baths
  • 3,088 Sq Ft

  469 Platt Hill Rd, Winsted, CT 06098

  HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 , 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors,

  Marshall Cohen Cohen Agency

  469 Platt Hill Rd, Winsted, CT 06098
• 

  

  /26

  $239,000

  • 7 Beds
  • 3 Baths
  • 2,400 Sq Ft

  Unlisted Address

  Brand new to the market. Must see large 2 story Colonial featuring 13 rooms, 7 Bedrooms, 3 Bathrooms, Walk up attic and full basement. Includes a 2 story barn. Convenient location in the heart of town lends itself to easy access to many nearby amenities. As an investment this residence also has great potential to convert to a multi family home or could be renovated for commercial office space.

  Frank J. Berg Broker/Owner Town & Country Real Estate

  Unlisted Address
• 

  

  /19

  $549,000

  $30K PRICE DROP

  • 11 Beds
  • 5.5 Baths
  • 5,233 Sq Ft

  150 Oak St, Winsted, CT 06098

  *PRICE REDUCTION* 150 Oak St. is a fully rented, rare, charming 1920's 5-family apartment home located in a beautiful residential neighborhood in Winsted/Winchester, CT. Old World charm with original woodwork, high ceilings, mostly hardwood floors, and hallways connecting the spacious rooms in 4 of the units -which feature 2 bedrooms and a dining room. The 5th floor is a 3-4 bedroom, 1 1/2 bath

  Pamela Silvestri Turning Point Realty, LLC

  150 Oak St, Winsted, CT 06098
• 

  

  /13

  $92,000

  • Land
  • 15.5 Acres
  • $5,935 per Acre

  11 Corning, Corning, CA 06021

  WHAT A GREAT SLICE OF 15.5 ACRES OF VACANT LAND FOR AG OR YOUR FUTURE HOME. CLASS 1 AND 2 SOILS- PERFECT FOR ANY TYPE OF AGRICULTURE YOU WOULD LIKE TO PUT IN. EUCALYPTUS TREES SURROUND THE PERIMETER FOR ADDED PRIVACY AND THERE IS A LARGE OLIVE GROVE TO THE SOUTHWEST OF THE PROPERTY. IF YOU LIKE FIGS, THERE ARE PLENTY OF FIG TREES AS WELL. LARGE OPEN AREA IN THE CENTRAL PORTION THAT HAS BEEN DEEP

  Colette Cutter Better Choice Real Estate

  11 Corning, Corning, CA 06021
• 

  

  /15

  $799,000

  $60K PRICE DROP

  • Land
  • 65.29 Acres
  • $12,238 per Acre

  257-259 Torringford St, Winchester, CT 06098

  Uncover this hidden gem - 65.29 pristine acres of raw land, with natural beauty and endless potential. This picturesque parcel features serene ponds and mature trees. Distant views and incredible sunsets can be enjoyed from the property. Much site work has been done to date. A driveway with a binder course is already in place offering easy access into and throughout the property. Many acres have

  Lisa Toczko Home Valley Realty, LLC

  257-259 Torringford St, Winchester, CT 06098
• 

  /2

  $299,899

  • Land
  • 34 Acres
  • $8,821 per Acre

  00 Ramsgate Ln, Barkhamsted, CT 06063

  30 +/- acres in ideal location in Barkhamsted bordering American Legion State Forest in the rear. Minutes from historic Riverton Center and world-renowned fly fishing. Many outdoor activities close by including hiking, biking, tubing, skiing, boating and many more. Land is ideal for almost any application, subdividing, recreation, horses, etc. Land will be subdivided upon contract and prior to

  Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

  00 Ramsgate Ln, Barkhamsted, CT 06063
• 

  

  /4

  $165,000

  • Land
  • 2 Acres
  • $82,500 per Acre

  425 Colebrook River Rd, Colebrook, CT 06021

  1.8 Acres of Commercial real estate for sale. Hard to find private spot surrounded by state forest. Located by state forest. Located in the general business zone, many options are available such as manufacturing and contractor business. Potential 75' by 100 foot building, with parking lot, three phase power, communications, septic and well. Some excavation site work and permits are included in

  Margaret Alexson Elyse Harney Real Estate

  425 Colebrook River Rd, Colebrook, CT 06021
• 

  

  /31

  $259,000

  $31K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  118 Meadow St, Winsted, CT 06098

  This charming historic home, built in 1860, blends timeless character with thoughtful updates. Featuring 3-4 bedrooms, this property offers flexible living space to meet your needs. The beautifully remodeled upstairs bathroom is a standout feature, offering modern comfort within this classic home. Enjoy your LARGE eat-in kitchen with laundry hook ups and plenty of natural lighting and ample

  Ashley Henry The Washington Agency

  118 Meadow St, Winsted, CT 06098

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