312

Windsor County VT Homes for Sale with View

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  • /19

    $325,000

    • Land
    • 18 Acres
    • $18,056 per Acre

    00 Turtle Hill Rd, Ludlow, VT 05149

    Build Your Dream Home on a Private 18-Acre Estate in South HillDiscover the perfect setting for your custom-designed residence on this expansive 18-acre parcel, ideally situated at the secluded end of a cul-de-sac within South Hill's exclusive community. This exceptional property offers a rare blend of privacy and convenience, surrounded by other custom-built homes. Imagine your new home

    Michael Normyle Mary W. Davis Realtor & Assoc., Inc.

    00 Turtle Hill Rd, Ludlow, VT 05149
  • /29

    $349,000

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft

    456 Powell Farm Rd, Sharon, VT 05065

    Tucked away on a serene hilltop, this secluded log cabin offers a peaceful retreat surrounded by nature. With distant views and ultimate privacy, this cozy one-bedroom home features a charming loft balcony, a spacious living room, and a combined kitchen/dining area perfect for simple living or weekend escapes. Relax on the covered porch and take in the sights and sounds of the natural world. Set

    Jessica Smith KW Vermont Woodstock

    456 Powell Farm Rd, Sharon, VT 05065
  • /60

    $1,950,000

    • 4 Beds
    • 6.5 Baths
    • 4,562 Sq Ft

    73 Laber Rd, Bridgewater Corners, VT 05035

    Experience elevated Vermont living with this exceptional mountaintop estate, thoughtfully designed for both comfort and flexibility. Set on nearly 30 private acres, the residence combines timeless architectural style with expansive interiors and truly breathtaking panoramic views—including sightlines to 4,000-foot peaks and Killington’s ski trails.Inside, you’ll find a rare level of

    Keri Cole Williamson Group Sothebys Intl. Realty

    73 Laber Rd, Bridgewater Corners, VT 05035
  • /28

    $250,000

    • 1 Bed
    • 1 Bath
    • 396 Sq Ft

    80 Pleasant St, Ludlow, VT 05149

    Ludlow Village Tiny House with private frontage on the Black River - an ideal home base for enjoying all that Vermont has to offer. Just a short walk to the village's restaurants and shops, and only minutes to skiing, golf, and year-round recreation. The backyard is tucked away from the road, offering a peaceful outdoor retreat with a storage shed and direct river access. Whether you're looking

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    80 Pleasant St, Ludlow, VT 05149
  • /16

    $400,000

    • Land
    • 14 Acres
    • $28,694 per Acre

    0 Gill Terrace Unit 5050286, Ludlow, VT 05149

    In Ludlow Village! 13+ acre wooded lot boasts a direct view of Okemo Mountain! Power and shared driveway on the lot. Old ATV trails run through. Some seasonal drainages but mostly rolling, walkable terrain. It drops off severely on the west side above the cemmetary. A simple WALKING TRAIL FROM the DRIVEWAY on the right follows "dotted flagging" and gets one into the best areas of the land. The

    Don Eatmon Kelley Real Estate, Inc.

    0 Gill Terrace Unit 5050286, Ludlow, VT 05149
  • /52

    $625,000

    • 4 Beds
    • 3 Baths
    • 1,905 Sq Ft

    261 Hawk Spur Rd, Plymouth, VT 05056

    Peaceful Retreat at Hawk Resort. Located on the west side of Hawk Resort, this home sits on a quiet, town-maintained road in a peaceful, wooded setting. The double lot offers privacy and potential for expanded views.The main level has an open layout with a stone wood-burning fireplace with efficient insert and glass sliders leading to a large deck. There is also a bedroom and full bath on

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    261 Hawk Spur Rd, Plymouth, VT 05056
  • /25

    $359,000

    • 3 Beds
    • 1,504 Sq Ft

    1749 Middletown Rd, Andover, VT 05143

    Tucked away on 31 beautiful acres in Andover is this lovely camp, cottage ready to be finished and enjoyed. The current owners have provided a great start with electric service, forced hot air heat and a finished living room to relax in. The land is a nature lover's dream with a year round stream in back of the camp, open area with a firepit and surrounded by a vast variety of trees on the

    Gary Coger Four Seasons Sotheby's Int'l Realty

    1749 Middletown Rd, Andover, VT 05143
  • /24

    $550,000

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    2179 U S 4, Bridgewater, VT 05035

    Looking for the tranquility of rural life? Charming, well built, vacation cabin, off the grid, on 30+ acres, with stunning views of Killington. Cabin has 2 bedrooms, 1 bath and a loft, 80% finished including roughed-in bath. Perfect get away from the bothers and troubles of the world, high above the valley with great views of the nearby mountains. Beautiful wood floors, full kitchen and lovely

    John MacGovern Dark Horse Realty

    2179 U S 4, Bridgewater, VT 05035
  • /4

    $125,000

    • Land
    • 12 Acres
    • $10,748 per Acre

    0 Goulden Ridge Rd, Weathersfield, VT 05151

    Beautiful and very accessible wooded lot, mere minutes to Exit 8 off Route 91, and all that the Upper Valley has to offer. 25 minutes to Hanover, New Hampshire or Woodstock, Vermont. Has potential lovely views of Mt. Ascutney and east to the distant hills of New Hampshire. This beautiful parcel offers a unique opportunity to own property in Vermont that has many practical values. Turn your vision

    John MacGovern Dark Horse Realty

    0 Goulden Ridge Rd, Weathersfield, VT 05151
  • /2

    $184,000

    • Land
    • 17 Acres
    • $10,824 per Acre

    tbd Quarry Hill Rd, Rochester, VT 05767

    North Hollow offers the beauty and country setting you expect from Vermont. This land parcel is subdivided off a homesite with an added parcel to complete the 17 acres. Situated off the roadside, you will enjoy privacy and mountain views. Perfect for a solar installation with southwest exposure. Better yet, this parcel is across the street from access to the ROC Mt bike trail system. Only 30

    Patricia Harvey Xsell Realty LLC

    tbd Quarry Hill Rd, Rochester, VT 05767
  • /35

    $245,000

    • 2 Beds
    • 1 Bath
    • 1,012 Sq Ft

    145 Main St Unit 303, Ludlow, VT 05149

    Beautiful condo in the heart of downtown Ludlow. Village vibes, unbeatable convenience—The Mill offers walk-to-everything access and a front-row seat to shopping, restaurants, golfing, with the Okemo shuttle just steps away. Perfect as a year-round home or your go-to landing pad after carving turns on the mountain. With exposed beams, original brickwork, and wide plank wood ceilings, this sweet

    Frank Provance Diamond Realty

    145 Main St Unit 303, Ludlow, VT 05149
  • /21

    $55,000

    • Land
    • 1.52 Acres
    • $36,184 per Acre

    0 Remington Rd Unit 5049900, Chester, VT 05143

    If you're dreaming of open skies, peaceful surroundings, and your own slice of Vermont, this property delivers. Just minutes from the charming Chester village green, this land offers the best of both worlds—seclusion and convenience. Step onto the property and take in the wide-open space surrounded by mature trees, offering privacy and natural beauty in every season. Whether you're envisioning

    Frank Provance Diamond Realty

    0 Remington Rd Unit 5049900, Chester, VT 05143
  • /51

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 1,788 Sq Ft

    162 Bear Hill Rd, Plymouth, VT 05056

    Beautifully renovated 3-bedroom, 2.5-bath chalet perched on the slope of the former Plymouth Notch Ski Area. This move-in-ready home combines mountain charm with modern comfort. Interior upgrades include new flooring, fully renovated bathrooms, stylish lighting, and a refreshed kitchen with granite countertops, tile backsplash, pot filler, and all-new stainless steel appliances. The open-concept

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    162 Bear Hill Rd, Plymouth, VT 05056
  • /25

    $495,000

    • 3 Beds
    • 1 Bath
    • 895 Sq Ft

    121 E Lake Rd, Ludlow, VT 05149

    Charming Lake Cottage with Over 113 +/-Feet of Waterfront on Lake Pauline.Lovingly maintained by the same family since the 1940s, this delightful lakefront cottage is a rare find. Step inside to discover original touches like tongue-and-groove paneling and vintage details that evoke a simpler time, all thoughtfully preserved. Modern updates blend seamlessly with its nostalgic charm and

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    121 E Lake Rd, Ludlow, VT 05149
  • /48

    $1,359,000

    • 3 Beds
    • 1.5 Baths
    • 2,882 Sq Ft

    1355 Podunk Rd, White River Junction, VT 05001

    Delightful Scandinavian influenced south-facing home optimizes passive solar design and photovoltaic generation. Amazing Finnish Tulikivi Soapstone woodstove provides gentle heat, complemented by mini-split heat pumps for year round comfort. Open floor plan includes kitchen/living space and study on the main floor with a laundry and half bath, and flexible bedroom space and a full bath

    Jane Darrach Martha E. Diebold/Hanover

    1355 Podunk Rd, White River Junction, VT 05001
  • /32

    $2,250,000

    • 2 Beds
    • 4 Baths
    • 2,410 Sq Ft

    611 Simmons Rd, Chester, VT 05143

    Skygate Farm is a historic Vermont farmstead first settled in the 1800s, which today spans over 300 acres of meadows, forests, trails, and weathered stone walls. The setting speaks of an early farmer’s wisdom — sited along a gentle hill to shield against the northwest winds, while opening to the first light of day and the vast mountain views to the east. Found at the end of a winding gravel road,

    Dia Jenks LandVest, Inc/Woodstock

    611 Simmons Rd, Chester, VT 05143
  • /19

    $249,900

    • 3 Beds
    • 1 Bath
    • 940 Sq Ft

    86 Webster Rd, Hartland, VT 05048

    Tucked away on a quiet, town-maintained road, this charming chalet offers the perfect blend of seclusion and convenience. Just 5 minutes from the quaint center of Hartland and only 20 minutes to the vibrant towns of Woodstock, Vermont and Lebanon, New Hampshire, you’ll enjoy the serenity of country living without sacrificing access to shops, dining, and cultural attractions.Inside, this

    Jim Bialowski BHG Masiello Keene

    86 Webster Rd, Hartland, VT 05048
  • /41

    $259,000

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft

    574 Willard Rd Unit 1A, Quechee, VT 05059

    Beautifully reimagined Quechee Hollow end unit! The community pond is right outside of your front door. Meticulously transformed with new kitchen, bath, appliances, Anderson windows and exterior doors. This is a great price point for access to the Quechee Lakes Community and all of its amenities! Golf, tennis, pickleball, gym, indoor and outdoor pools, skiing, dining and access to Lake Pinneo are

    Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

    574 Willard Rd Unit 1A, Quechee, VT 05059
  • /40

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 1,842 Sq Ft

    133 Okemo Trailside Extension Unit 43D, Ludlow, VT 05149

    Welcome to your dream mountain getaway! This 4-bedroom townhouse, nestled on Okemo Mountain, boasts mountain views and offers the perfect blend of comfort and adventure. Enjoy the convenience of a private shuttle service to the Sachem ski trail, ensuring you're never far from the slopes. Recent updates include an energy-efficient furnace, new windows and sliders, and carpeting throughout .With

    Suzanne Garvey Mary W. Davis Realtor & Assoc., Inc.

    133 Okemo Trailside Extension Unit 43D, Ludlow, VT 05149
  • /60

    $3,650,000

    • 5 Beds
    • 4 Baths
    • 5,181 Sq Ft

    348 Turtle Hill Rd, Ludlow, VT 05149

    Built over the course of two years and completed in 2023, this nearly new custom timberframe home showcases exceptional craftsmanship and fine attention to detail. Privately sited on over 13 acres, the property offers sweeping, panoramic views of southern Vermont's mountains and valleys; vistas that are truly second to none. The home's architectural highlights include hand-hewn Douglas fir beams

    Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

    348 Turtle Hill Rd, Ludlow, VT 05149
  • /24

    $399,000

    • Land
    • 20 Acres
    • $19,950 per Acre

    1985 Gee Hill Rd, Royalton, VT 05068

    This breathtaking parcel is ready for you to hit the ground running—literally. The driveway is in, the house site is cleared, and the sweeping mountain views are already on full display from ground level. Designed with a walk-out basement in mind, the layout is perfect for maximizing both light and landscape.Fully permitted for a 5-bedroom septic system, with a second 5-bedroom design

    Holly Hall Hall Collins Real Estate Group

    1985 Gee Hill Rd, Royalton, VT 05068
  • /60

    $3,650,000

    • 5 Beds
    • 5 Baths
    • 3,212 Sq Ft

    166 Jewett Rd, Brownsville, VT 05037

    Stately hilltop home built by Silas Banister c.1800, recently undergone a complete restoration. Quality materials & craftsmanship throughout. It has gorgeous views of nearby Ascutney Mountain & long-range views of NH. The property consists of 98 acres made up of fields, hard & softwoods, trails, a large sugarbush (potential for a future boiling operation). Conserved by Upper Valley Land Trust,

    Dana Waters Dark Horse Realty

    166 Jewett Rd, Brownsville, VT 05037
  • /7

    $15,000

    • Land
    • 1.10 Acres
    • $13,636 per Acre

    868 Maple Hill, Rochester, VT 05767

    Welcome to Great Hawk Owner's Association! This is a 1.1 acre parcel ready for you to build an amazing vacation home or a full time residence. There are plenty of activities to keep you busy once you move in; whether you like to mountain bike on all of the local trails, enjoy a short drive to ski at Killington or Sugarbush, or recreate close to home on the Association's hiking and snowshoeing

    Michael Brancoforte KW Vermont-Stowe

    868 Maple Hill, Rochester, VT 05767
  • /41

    $745,000

    • 5 Beds
    • 2.5 Baths
    • 2,717 Sq Ft

    1134 Route 106, Reading, VT 05062

    Timeless Stone Estate on 36 Acres with Modern Comforts & Rustic Elegance. Welcome to your private countryside retreat—an extraordinary 36-acre estate where historic charm meets modern-day living. Built in the 1800s and thoughtfully updated, this 5-bedroom, 2.5-bath stone home offers the kind of setting most only dream of: expansive rolling land, a private pond and multiple outbuildings for all

    Kevin Barnes William Raveis Real Estate Vermont Properties

    1134 Route 106, Reading, VT 05062
  • /43

    $679,000

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft

    108 Heritage Heights, Stockbridge, VT 05772

    Welcome to your dream home in the heart of Vermont! ONLY MINUTES TO KILLINGTON MOUNTAIN RESORT. This stunning 3 bedroom, 2 bath home offers breathtaking views from many of the rooms of the house and the expansive deck allowing you to soak up the beauty of every season. The bright and airy open floor plan is perfect for both relaxing and entertaining. Walk into the spacious tiled mudroom, ideal

    Katie McFadden RE/MAX North Professionals

    108 Heritage Heights, Stockbridge, VT 05772
  • /43

    $495,000

    • 3 Beds
    • 2 Baths
    • 2,616 Sq Ft

    371 Vermont 12, Hartland, VT 05048

    - Gingerbread Cottage on 12 Acres Near Woodstock & Quechee - Gingerbread Cottage on 12 Acres Near Woodstock & Quechee – Lovingly maintained by its current owner, this 3-bedroom, 2-bath home sits on 12 private acres of open land, woods, and trails. With over 2,500 sq. ft., the home blends character and comfort - featuring wide pine floors, vintage custom cabinetry, and a living room with

    Keri Cole Williamson Group Sothebys Intl. Realty

    371 Vermont 12, Hartland, VT 05048
  • /52

    $730,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    42 Harrison Ln Unit M-205, Ludlow, VT 05149

    Winterplace on Okemo. Welcome to this beautifully updated 3-bedroom, 2-bathroom condo, ideally situated in the highly coveted Winterplace community on Okemo Mountain. This exceptional home offers unparalleled convenience for ski enthusiasts, boasting easy access to Okemo's main base and the summit, all within a short walk to the nearby ski trail.Step inside to discover a spacious open-concept

    Katherine Burns William Raveis Real Estate Vermont Properties

    42 Harrison Ln Unit M-205, Ludlow, VT 05149
  • /32

    $385,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    68 Advent Hill Rd, Hartland, VT 05048

    Country Ranch with Stunning Views in Hartland, VTEscape to the peaceful charm of this 2-bedroom, 1-bath ranch-style home nestled in scenic Hartland. Set on a beautiful country lot, this single-level home offers sweeping views of the surrounding countryside—perfectly enjoyed from the spacious front porch. Inside, you’ll find a bright and efficient layout with cozy living spaces, a

    Katie Ladue Gilbert KW Vermont Woodstock

    68 Advent Hill Rd, Hartland, VT 05048
  • /3

    $72,500

    • Land
    • 2.00 Acres
    • $36,250 per Acre

    217 Winsor Dr, White River Junction, VT 05001

    Great location to build your home with easy access to everything the Upper Valley has to enjoy. Recreation, Shopping, Dartmouth and VA Hospitals Dartmouth College and more. State appoved Septic desiign, power at the road, along with cable for internet and TV. Just bring your own home design and you are ready to get started on your dream home.

    Richard Ballou RE/MAX Upper Valley

    217 Winsor Dr, White River Junction, VT 05001
  • /46

    $52,000

    • 1 Bath
    • 390 Sq Ft

    365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149

    Jackson Gore on Okemo. An excellent opportunity to own a vacation home at Jackson Gore on Okemo, #365 Quarter IV ownership. This option provides an easy way to enjoy a mountain retreat with a minimal investment. This studio property is located within the Jackson Gore Inn, offering slopeside views of the mountain. Owners have access to a wide range of resort amenities, including the pool, hot

    Joseph Karl William Raveis Real Estate Vermont Properties

    365 Q4 Jackson Gore Inn Rd Unit 365 Q4, Ludlow, VT 05149
  • /47

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,819 Sq Ft

    400 E Lake Rd, Ludlow, VT 05149

    **Incredible Opportunity Awaits!** Escape to your dream getaway in this charming classic A-frame home, perfectly located in one of Vermont's most desirable areas. Ideal for both summer and winter enthusiasts, this property offers easy access to skiing, snowmobiling, golfing, and the vibrant life surrounding the lake, all right at your fingertips! Nestled on a tranquil wooded lot along a peaceful

    Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

    400 E Lake Rd, Ludlow, VT 05149
  • /56

    $1,249,000

    • 4 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    157 Thompson Rd, Chester, VT 05143

    Step back in time and experience the timeless charm of this beautifully preserved historic farm, originally known as Thompson Farm and later operated as Jersey Girl Farm. Dating back to 1830, this remarkable property blends 19th-century character with modern sustainability and comfort. The main house retains its original doors and slate roof, while recent upgrades include a new heating system,

    Joe Castaluccio Winhall Real Estate

    157 Thompson Rd, Chester, VT 05143
  • /60

    $1,500,000

    • 10 Beds
    • 12 Baths
    • 5,500 Sq Ft

    1589 Main St, Cavendish, VT 05142

    Glimmerstone Mansion—an extraordinary legacy estate where timeless elegance meets modern sophistication. Set on 2.4± beautifully landscaped acres, this iconic property—listed on the National Historic Register—has been meticulously restored, thoughtfully upgraded, and exquisitely furnished. At the heart of the estate is the grand 10-bedroom mansion, where nearly every bedroom and gathering space

    Kevin Barnes William Raveis Real Estate Vermont Properties

    1589 Main St, Cavendish, VT 05142
  • /46

    $695,000

    • 3 Beds
    • 3.5 Baths
    • 2,274 Sq Ft

    5863 Vt Route 14, South Royalton, VT 05068

    Overlooking the Second Branch of the White River, a farm field, and 1/2 acre island in the middle of the White River, this classic old cape dates back to the late 1700s. Previously known as the "Hop Vine Tea Room, when travelers stopped for food and refreshment, the dining hall still remains, dated kitchen, and even indoor plumbing. The many updates include plumbing, wiring, insulation,

    Dean Goulet Dunrovin Real Estate

    5863 Vt Route 14, South Royalton, VT 05068
  • /26

    $95,000

    • Land
    • 0.86 Acre
    • $110,465 per Acre

    00 Greeley Shunpike, Hartford, VT 05001

    Discover .86± acres of prime land on Greeley Shunpike Rd in beautiful Quechee, VT. This is the last lot on a private, gently sloping, shared drive - nestled within the prestigious Quechee Lakes Landowners Association (QLLA). Enjoy full membership in The Quechee Club, offering access to 6,000+ acres of manicured greenways, two championship golf courses (Lakeland and Highland), indoor & outdoor

    John Bassette Bassette Real Estate Group

    00 Greeley Shunpike, Hartford, VT 05001
  • /49

    $1,175,000

    • 4 Beds
    • 4 Baths
    • 3,920 Sq Ft

    1847 Trebo Rd, Chester, VT 05143

    With only 50 stone homes in all of Vermont, this one stands out as possibly the most beautiful; uniquely situated on 20 acres of gorgeous greenlawn, fields, forest, rolling hills, extensive stone walls. A mere 2 miles to Chester. Since 2020 the house has been transformed & restored w/improvements such as interior & exterior paint, new windows & French Doors, stone steps & walkways, 50 panel

    Gary Coger Four Seasons Sotheby's Int'l Realty

    1847 Trebo Rd, Chester, VT 05143
  • /23

    $80,000

    • Land
    • 3.99 Acres
    • $20,050 per Acre

    00 Simonsville Rd, Andover, VT 05143

    3.99 +/- acres in Andover close to year round recreation of surrounding towns. This lot was approved by Vt ww dept. in 2008 for a 4 bedroom home and has being updated with a new survey and a revised engineered plan with relocation of the proposed leach field is in process. Located along almost 1000' of the Williams River, after two major storm events, this lot has not lost much ground. A driveway

    Geralyn Donohue Engel & Völkers Okemo

    00 Simonsville Rd, Andover, VT 05143
  • /10

    $100,000

    • Land
    • 11 Acres
    • $8,772 per Acre

    459 Sugar Hill Rd, Bethel, VT 05032

    11.4 private acres of land at the end of Sugar Hill Road. Mostly wooded and sloped with an active stream at the property roadside. A partially finished two-story building exists on the property waiting to be finished by a new owner with the potential use as a camp or starter home. The building was begun in 2011 and has a drilled well and a septic holding tank. A septic design is available. Much

    Stan Butler Four Seasons Sotheby's Int'l Realty

    459 Sugar Hill Rd, Bethel, VT 05032
  • /23

    $179,900

    • Land
    • 4.60 Acres
    • $39,109 per Acre

    00 Quechee-Hartland Rd, Hartford, VT 05001

    Outstanding location with easy access to the entire Upper Valley. Town of Hartland is a great community and very desirable for family living, country living with convenient access to all your needs.This lot is part of a two lot subdivision. Septic Engineering has been done and designed for a 4 bedroom home. Lots are cleared with wonderful local views and East and South East exposure.

    Charles Bacon Quechee Lakes Real Estate Center

    00 Quechee-Hartland Rd, Hartford, VT 05001
  • /60

    $4,850,000

    • 5 Beds
    • 6 Baths
    • 9,153 Sq Ft

    476 Salt Ash Rd, Plymouth, VT 05056

    Serena Lodge was inspired by the legendary William Rockefeller estate in the Adirondacks, known as The Point, and thoughtfully designed to reflect its inviting look and warm, rustic elegance. This 9,000+ square foot residence sits atop a knoll beside a lively creek with small waterfalls, creating a peaceful, natural soundtrack.The Great Room is the centerpiece of the home, with a soaring

    Debra Staniscia Four Seasons Sotheby's Int'l Realty

    476 Salt Ash Rd, Plymouth, VT 05056

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