48

Homes for Sale in 06098

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  • /29

    $189,000

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    138 Rockwell St, Winsted, CT 06098

    Welcome to 138 Rockwell Street in charming Winchester, CT! This inviting home offers a wonderful blend of comfort, character, and everyday convenience. Step inside to discover bright living spaces filled with natural light, a functional layout, and generously sized rooms designed for easy living. The spacious yard provides plenty of room for outdoor entertaining, gardening, or simply relaxing.

    Thomas Mele Social & Co Realty

    138 Rockwell St, Winsted, CT 06098
  • /2

    $749,900

    • 2 Beds
    • 1 Bath
    • 760 Sq Ft

    812 W Wakefield Blvd, Winsted, CT 06098

    Year-round waterfront retreat with breathtaking sunrise views from one of the widest sections of the lake! This well-maintained 2-bedroom, 1 bath home offers comfortable living with a flexible loft area for additional sleeping space and a convenient half bath on the lake level. The updated kitchen and new windows provide modern comfort while showcasing expansive water views throughout the home.

    Ryan Horvay Smith & DeGroat Real Estate

    812 W Wakefield Blvd, Winsted, CT 06098
  • /39

    $379,900

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

    200 Old North Rd, Barkhamsted, CT 06063

    Nestled on a level 1.06-acre lot in one of Litchfield County's most scenic communities, this well-maintained raised ranch offers 1,612 square feet of comfortable living space and an ideal blend of country charm and modern updates. The main level features a bright living room, spacious eat-in kitchen with dining area, three bedrooms, and one and a half baths. The finished lower level expands the

    Agent Photo

    David Sartirana

    Northwest CT Realty

    200 Old North Rd, Barkhamsted, CT 06063
  • /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
  • /39

    $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
  • /36

    $353,500

    • 3 Beds
    • 2 Baths
    • 1,324 Sq Ft

    195 Reaching Hill Rd, Winsted, CT 06098

    Please submit your client's highest and best offer by Sunday 07/19 at 3:00 PM. Beautifully remodeled and move-in ready, 195 Reaching Hill Rd in Winsted, CT features modern updates, comfort, and functionality throughout. This 3-bedroom, 2-bath conventional-style home sits on nearly one acre of land and showcases a bright open-concept layout with beautiful hardwood floors, a spacious living area,

    Nicolle Estrella eXp Realty

    195 Reaching Hill Rd, 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
  • /14

    $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
  • /8

    $369,900

    Coming Soon
    • 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

    Agent Photo

    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

    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 in panoramic water views from multiple vantage points, including

    Agent Photo

    Pam Famiglietti

    William Raveis Real Estate

    752 Lake Dr, Winsted, CT 06098
  • /35

    $324,900

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,442 Sq Ft

    103 Cordano Rd, Winsted, CT 06098

    Well-maintained Cape in a desirable rural setting, yet just minutes from shopping, dining, schools, and other everyday conveniences. This 7-room home offers 3 bedrooms and 1.5 baths with a flexible floor plan designed for comfortable living. The main level features a formal living room, dining room, kitchen, family room, primary bedroom, and a full bath w/laundry, providing the convenience of

    Agent Photo

    David Sartirana

    Northwest CT Realty

    103 Cordano Rd, Winsted, CT 06098
  • /40

    $579,900

    $19K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,628 Sq Ft

    237 Wallens Hill Rd, Winsted, CT 06098

    Welcome to 237 Wallens Hill Road, where comfort, quality, and exceptional entertaining spaces come together in a beautiful rural setting. This 9-room Colonial with a farmhouse front porch is set on .80 acres and offers 4 bedrooms and 2.5 baths. The main level features a formal dining room, large family room, mudroom, and an impressive eat-in kitchen with quartz countertops, stainless steel

    Agent Photo

    David Sartirana

    Northwest CT Realty

    237 Wallens Hill Rd, Winsted, CT 06098
  • /40

    $735,000

    • 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
  • /36

    $389,900

    $10K 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 year-round recreation come together. Set back from the road on a private lot in the desirable First Bay area, this well-maintained 2-story home offers peaceful surroundings, refreshing breezes, and glimpses of Highland Lake from your front porch and sun-room. Offering 1,820 square feet of living space, this Lake style home

    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
  • /39

    $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

    Agent Photo

    Ariel Edery

    mygoodagent

    321 Colebrook Rd, Winchester, CT 06098
  • /2

    $49,000

    • Land
    • 2 Acres
    • $24,500 per Acre

    18 Pine Rd, Colebrook, CT 06021

    Discover the perfect setting for your dream home on this private 2.0-acre parcel in the scenic hills of Colebrook. Featuring 236 feet of road frontage on quiet Pine Road, this property offers a beautiful building site situated on a gently elevated plateau with desirable southern and western exposures, providing excellent sunlight and the potential for stunning sunset views. Surrounded by nature

    Agent Photo

    David Sartirana

    Northwest CT Realty

    18 Pine Rd, Colebrook, CT 06021
  • /2

    $29,900

    • Land
    • 5,662 Sq Ft
    • $230,000 per Acre

    17 Birdsall St, Winsted, CT 06098

    Rare opportunity to build in a convenient in-town location! This level 0.13-acre vacant lot is within walking distance of downtown shopping, dining, and services, while also offering easy access to Highland Lake's public beach, boat launch, and recreational opportunities. This property offers an excellent combination of location and potential. Public water and public sewer are available in the

    Agent Photo

    David Sartirana

    Northwest CT Realty

    17 Birdsall St, Winsted, CT 06098
  • /2

    $29,000

    • Land
    • 5,227 Sq Ft
    • $241,667 per Acre

    82-84 Rockwell St, Winchester, CT 06098

    Rare opportunity to build in a convenient in-town location! This level 0.12-acre vacant lot is within walking distance of downtown shopping, dining, and services, while also offering easy access to Highland Lake's public beach, boat launch, and recreational opportunities. This property offers an excellent combination of location and potential. Public water and public sewer are available in the

    Agent Photo

    David Sartirana

    Northwest CT Realty

    82-84 Rockwell St, Winchester, CT 06098
  • /2

    $45,000

    • Land
    • 1.07 Acres
    • $42,056 per Acre

    132 Florence St, Winsted, CT 06098

    Rare opportunity to build your dream home on this 1.07-acre vacant lot conveniently located close to downtown shopping, dining, and everyday amenities. Situated in an established neighborhood, this property offers season-long westerly views and spectacular sunset vistas, creating the perfect backdrop for your future home. Public water and public sewer are available in the street (buyer to verify

    Agent Photo

    David Sartirana

    Northwest CT Realty

    132 Florence St, Winsted, 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

    Agent Photo

    David Sartirana

    Northwest CT Realty

    32 Hubbard St, Winsted, CT 06098
  • /5

    $49,999

    $20K PRICE DROP
    • Land
    • 5,227 Sq Ft
    • $416,658 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
  • /7

    $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

    $795,000

    • Land
    • 10,018 Sq Ft
    • $3,456,522 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
  • /29

    $269,900

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 702 Sq Ft

    147 E Wakefield Blvd, Winsted, CT 06098

    Come enjoy Highland Lake living just in time for Summer. Relax in this one level living, cozy cottage home with views of the lake from your deck and just a short distance to Resha beach. Enter through a large mudroom to your open living room with large window to let in natural light, updated kitchen, 2 bedrooms, 1 full bath, main level laundry, front and rear deck, large yard & shed. New flooring

    Mary Mary LeBlanc Realty

    147 E Wakefield Blvd, Winsted, CT 06098
  • /19

    $469,900

    • 3 Beds
    • 2 Baths
    • 1,768 Sq Ft

    9 Loomis St, Winsted, CT 06098

    Spacious 3 to 4 Bedroom Colonial Style Home on a 0.35 Acre Lot, plus located on a No Through Street. OPEN FLOOR PLAN. Beautifully Remodeled from "TOP TO BOTTOM" for Energy Efficient Living. Redesigned Country Style Kitchen offers Ample Cabinetry and includes New Oven/Range, Microwave, Refrigerator & Dishwasher.. 27' x 12' Living/Dining Combo with Bay/Bow Window that takes in Natural Light on

    Marshall Cohen Cohen Agency

    9 Loomis St, Winsted, CT 06098
  • /24

    $174,900

    $25K PRICE DROP
    • Land
    • 5,227 Sq Ft
    • $1,457,500 per Acre

    624 Wynne Rd, Winsted, CT 06098

    Exceptional opportunity to build near one of Northwest Connecticut's most desirable lake communities. Just steps from beautiful Highland Lake, this water-view parcel offers the chance to create your dream home in a setting that combines lake lifestyle, natural beauty, and convenient access to some of Litchfield County's most sought-after destinations. Highland Lake is a true Connecticut gem-a

    AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

    624 Wynne Rd, Winsted, 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
  • /38

    $679,000

    $90K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,265 Sq Ft

    121 W Wakefield Blvd, Winsted, CT 06098

    PRICE REDUCTION !! Discover unparalleled Highland Lake living with this exceptional 1.00-acre retreat, boasting 50 feet of direct lake frontage and a newly renovated dock/deck. Enjoy breathtaking water views from your sunroom, dining room, and multiple bedrooms within this versatile 4/5 bedroom home. A unique first-floor suite with a separate exterior entrance offers ideal flexibility as a

    Elizabeth Stockwell Coldwell Banker Realty

    121 W Wakefield Blvd, 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
  • /37

    $1,850,000

    • 9 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    431 W Wakefield Blvd, Winsted, CT 06098

    Live the Highland Lake Dream - 431 W. Wakefield Blvd, Winchester, CT Summer is just around the corner - and in Winsted, resort living never ends. Recently named one of the most desirable towns to live in, with the breathtaking Highland Lake at its heart, Winchester offers the perfect blend of beauty and lifestyle. This waterfront estate at 431 W. Wakefield Blvd isn't just a home - it's your

    Lisa Ogren Berkshire Hathaway NE Prop.

    431 W Wakefield Blvd, Winsted, CT 06098
  • /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
  • /21

    $879,990

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

    000000 Norfolk Rd, Winchester, CT 06098

    Rare Multi-Parcel Land Opportunity 5 Contiguous Parcels | Colebrook & Winchester, CT Discover an exceptional land offering spanning five contiguous parcels across two of Litchfield County's most desirable rural towns. This unique property features a strong presence in highly sought-after Colebrook, known for its scenic beauty, low-density living, and unspoiled New England charm-paired with the

    John Harney William Pitt Sotheby's Int'l

    000000 Norfolk Rd, Winchester, CT 06098

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