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Windsor County VT Homes for Sale

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  • /37

    $264,900

    • 2 Beds
    • 1.5 Baths
    • 1,063 Sq Ft

    1299 Quechee Main St Unit B, Hartford, VT 05001

    Charming, warm, and ideally located, this 2-bedroom,1.5-bath Mill Run condominiumoffers simple Quechee living.This property has been impeccably maintained and thoughtfully refreshed with anemphasis on style and function. The inviting living area features vaulted ceilings, anopen layout, a new Hearthstone woodstove and sliding glass doors that open toelevated views overlooking

    Derek Cosentino Four Seasons Sotheby's Int'l Realty

    1299 Quechee Main St Unit B, Hartford, VT 05001
  • /20

    $250,000

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

    00 Chapel Hill Rd, Sharon, VT 05065

    Located on a class IV road, right after the end of the publicly maintained section of Chapel Hill Road, this 28.5 acre parcel has potential for a camp, off-grid home, or as a recreational getaway. Extensive work has been done to the road leading to the lot including widening the road and adding culverts and the Seller has roughed in a driveway (Buyer would need to obtain a driveway permit prior

    Tami Sullivan Snyder Donegan Real Estate Group

    00 Chapel Hill Rd, Sharon, VT 05065
  • /60

    $1,400,000

    • 3 Beds
    • 3.5 Baths
    • 1,814 Sq Ft

    81 Daybreak Dr Unit I202, Ludlow, VT 05149

    Solitude on Okemo Mountain. Experience true slopeside living at Solitude Village with this exceptional fully renovated ski-in/ski-out condo at Okemo Mountain Resort. Ideally located in building I, Unit I202 is a spacious 3-bedroom plus loft, 3.5-bathroom retreat set just steps from the Solitude lift, offering effortless access to the entire mountain. Enter through a mudroom designed to

    Joseph Karl William Raveis Real Estate Vermont Properties

    81 Daybreak Dr Unit I202, Ludlow, VT 05149
  • /41

    $685,000

    • 3 Beds
    • 2.5 Baths
    • 2,079 Sq Ft

    48 Holly Ln, Ludlow, VT 05149

    Enjoy the best of Vermont living in this inviting country chalet home in Ludlow. Offering 3 bedrooms and 3 bathrooms, this property features an open floor plan designed for both comfort and entertaining. The main level seamlessly connects the kitchen, dining area, and living room, creating a welcoming space for gathering with family and friends. Floor-to-ceiling windows fill the home with natural

    Joseph Karl William Raveis Real Estate Vermont Properties

    48 Holly Ln, Ludlow, VT 05149
  • /53

    $295,500

    • 2 Beds
    • 1 Bath
    • 1,164 Sq Ft

    118 Hillside Rd, Springfield, VT 05156

    Situated in a quiet neighborhood on a spacious .75 acre level lot is this renovated two bedroom one bath ranch home with an attached two car garage. Won't it be nice to roll into your garage in the foul weather and stroll right into your cozy home. The kitchen is the centerpiece boasting custom cabinetry with under lighting, an island breakfast bar, solid surface counters, stainless steel

    Frank Provance Diamond Realty

    118 Hillside Rd, Springfield, VT 05156
  • /12

    $525,000

    • 3 Beds
    • 5 Baths
    • 4,630 Sq Ft

    59 N Main St, Hartford, VT 05001

    This rare offering combines a large commercial space with three residential apartments in a fully cash-flowing mixed-use property located in the vibrant core of downtown White River Junction, Vermont. The commercial portion offers substantial square footage ideal for retail, office, or professional services, with excellent street-level visibility and foot traffic in the downtown district. Above

    Samuel Roberts

    59 N Main St, Hartford, VT 05001
  • /27

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,907 Sq Ft

    1571 Dairy Hill Rd, Royalton, VT 05068

    Welcome to the hill! Modern updates and classic Vermont charm. This meticulously maintained 3-bedroom home features an inviting open floor plan with gleaming wood floors throughout and a spacious living room centered around a large picture window that frames breathtaking mountain and long range views. The heart of the home boasts new granite counter tops, updated appliances, and a cozy pellet

    Chelsea Bevis KW Vermont Woodstock

    1571 Dairy Hill Rd, Royalton, VT 05068
  • /43

    $425,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 1,982 Sq Ft

    176 Meadow Rd, Chester, VT 05143

    The Best of Both Worlds: Modern Comfort Meets Village Charm!Discover the perfect blend of contemporary upgrades and serene neighborhood. This meticulously updated raised ranch offers an expansive layout designed for both effortless entertaining and comfortable daily living.Step inside to find a light-filled open-concept living and dining area, anchored by stunning hickory hardwood floors

    Agent Photo

    Lauren Behm

    Berkshire Hathaway HomeServices Stratton Home

    (802) 416-3199

    176 Meadow Rd, Chester, VT 05143
  • /60

    $525,000

    • 4 Beds
    • 1.5 Baths
    • 2,238 Sq Ft

    30 Vermont Route 12, Hartland, VT 05048

    Classic 1880 New Englander set on a level 1 acre lot in downtown Hartland. Walk to everything! This 1.75-story Cape offers approximately 2,238 SF with 4 Bedrooms and a welcoming wraparound covered porch that adds both charm & functional outdoor living space. Interior features include a traditional layout with a nice flow from room to room. The Laundry/Mudroom area provides pantry storage and easy

    John Bassette Bassette Real Estate Group

    30 Vermont Route 12, Hartland, VT 05048
  • /18

    $75,000

    • Land
    • 1.06 Acres
    • $70,755 per Acre

    0 Labbie Ln Unit 55, Hartford, VT 05001

    This +-1-acre undeveloped parcel on Labbie Lane offers an opportunity to build along a lovely paved cul-de-sac in Hartford. The location is highly practical for commuters, situated just ~2 miles from the shops and restaurants in White River Junction and approximately 15 minutes from Dartmouth-Hitchcock Medical Center. This is a straightforward opportunity to secure land in a very accessible Upper

    Holly Hall Hall Collins Real Estate Group

    0 Labbie Ln Unit 55, Hartford, VT 05001
  • /52

    $589,000

    • 2 Beds
    • 2.5 Baths
    • 2,017 Sq Ft

    14 Sterling Springs Dr, White River Junction, VT 05001

    A prize location situated at the top of Sterling Springs Drive with views to the hills. This light filled home has an open floor plan allowing for creative use of spaces. Many features include a generous sized primary bedroom with two walk-in closets, and a recently renovated ensuite bathroom. New flooring was added in a section of the main level. The second floor provides a bedroom and full

    Berna Rexford Four Seasons Sotheby's Int'l Realty

    14 Sterling Springs Dr, White River Junction, VT 05001
  • /15

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,604 Sq Ft

    290 Village Ln, Brownsville, VT 05037

    Privately sited at the end of a quiet dead end road on beautiful Mt. Ascutney, this cozy 2 BR, 2 BA Chalet style home is an ideal-low maintenance vacation home, or an efficient starter. LR/DR with cathedral ceiling anchored by a sweeping fieldstone fireplace, with woodstove insert; and a spiral staircase leading to a loft-perfect for your home office. Kitchen with built ins, and updated

    Danny Kogut Williamson Group Sothebys Intl. Realty

    290 Village Ln, Brownsville, VT 05037
  • /11

    $120,000

    • Land
    • 3.24 Acres
    • $37,037 per Acre

    508 Mattson Rd, Chester, VT 05143

    This property offers so many possibilities! Nestled on a quiet dirt road in scenic Chester just 10 mile from Okemo, this 3.24-acre parcel offers the perfect blend of open space and wooded privacy. The front of the lot features a sunny, open field with a pole barn—ideal for storage, hobbies, or future expansion. As you move toward the back of the property, the land gently slopes up to a wooded

    Jessica Citera Cummings & Co

    508 Mattson Rd, Chester, VT 05143
  • /59

    $455,000

    • 4 Beds
    • 3 Baths
    • 2,352 Sq Ft

    200 Lambert Rd, Springfield, VT 05156

    Tucked into a peaceful Springfield neighborhood, this spacious 4-bedroom, 3-bathroom home combines comfort, style, and a host of recent upgrades. Set on a serene lot with local views, the property features a brand-new roof on both the house and garage, a newly installed woodstove, and a new chimney liner and masonry, perfect for cozy evenings. The brand-new septic system adds peace of mind, while

    Lucas deSousa Vermont Real Estate Company

    200 Lambert Rd, Springfield, VT 05156
  • /49

    $950,000

    • 3 Beds
    • 3 Baths
    • 3,236 Sq Ft

    746 Pattrell Rd, Norwich, VT 05055

    Perched on a quiet hillside road in Norwich, this mid-century gem offers something unique - extraordinary easterly views and a home that's been thoughtfully updated to enjoy them. The main level sets the tone. A newly redesigned mudroom and laundry room greets you at the door, with radiant floors and plenty of space to shed coats, boots, and gear before stepping into a stunning kitchen remodel

    Leah McLaughry Four Seasons Sotheby's Int'l Realty

    746 Pattrell Rd, Norwich, VT 05055
  • /51

    $895,000

    • 4 Beds
    • 4 Baths
    • 2,528 Sq Ft

    132 Loveland Hill Rd, White River Junction, VT 05001

    Set high on a south-facing hillside in Hartford, Vermont—just fifteen minutes from Dartmouth College and downtown Hanover, yet a world away—132 Loveland Hill Road is a striking contemporary defined by its dramatic A-frame glass curtain wall. Floor-to-ceiling glazing fills the cathedral-ceilinged living space with natural light and frames long views across the surrounding woodland, with the peak

    Richard Higgerson Higgerson & Company

    132 Loveland Hill Rd, White River Junction, VT 05001
  • /39

    $395,000

    • 2 Beds
    • 2 Baths
    • 1,672 Sq Ft

    988 Old Quechee Rd, Hartford, VT 05001

    Tucked away in the peaceful woods of Vermont, this charming Quechee Lakes property offers the perfect escape from the everyday. Surrounded by trees and quiet natural beauty, this property captures the essence of true Vermont living—simple and serene. This renovated, cozy house is ideal for a weekend getaway or year-round retreat, with plenty of spaces to meet everyone's needs. Inside, you’ll find

    Audrey Micca Four Seasons Sotheby's Int'l Realty

    988 Old Quechee Rd, Hartford, VT 05001
  • /60

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    764 Upper Sparrow Hawk Rd, Rochester, VT 05767

    Where Mountain Living Meets Modern Design. Set on 7.3± private acres in the heart of Vermont’s premier ski country, this extraordinary retreat offers a rare blend of refined luxury and natural beauty. Thoughtfully renovated and expanded, the home showcases over 2,500 finished square feet of curated living space with sweeping views of Killington and Pico, and seasonal glimpses of Camel’s Hump and

    The Hammond Team KW Vermont

    764 Upper Sparrow Hawk Rd, Rochester, VT 05767
  • /34

    $269,000

    • 3 Beds
    • 1 Bath
    • 1,168 Sq Ft

    45 Dalrymple St, Chester, VT 05143

    This cozy gambrel style home tucked away on a nice level 1/2-acre lot just on the outskirts of Chester village offers lots of yard space, lots of storage space and is an easy keeper. This cute home offers hardwood floors on the first floor, has lots of natural light, an enclosed porch that could work as a home office, dining area, mud room or just a place to hang out. 2nd floor features three

    Agent Photo

    Julie Buffum

    Buffum Realty

    (802) 347-9943

    45 Dalrymple St, Chester, VT 05143
  • /26

    $895,000

    • Land
    • 9 Acres
    • $99,444 per Acre

    0 Newton Ln Unit 5082317, Norwich, VT 05055

    110 acres of classic New England land have been shaped since the founding of historic Jericho Center in 1763. It features open fields, mature hardwoods and conifer forests, active wetlands, and wild apple trees bordered by fieldstone walls—an exceptional retreat of tranquility spanning Hartford and Norwich, Vermont, in the heart of the Upper Connecticut River Valley. It combines 101 acres in

    Laird Bradley Williamson Group Sothebys Intl. Realty

    0 Newton Ln Unit 5082317, Norwich, VT 05055
  • /46

    $1,100,000

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

    292 Okemo Trailside Unit 34-E, Ludlow, VT 05149

    This four bedroom townhouse might be a skier's trifecta: located in a slopeside village, offering spectacular panoramic views, and being a sunny end unit with southeastern exposure. The custom ski room, featuring built-in benches, cubbies and a wine cooler provides the ideal space to change out of ski clothes, grab a bottle of wine and head to the hot tub to relax your muscles and take in the

    Boris Lavanovich Mary W. Davis Realtor & Assoc., Inc.

    292 Okemo Trailside Unit 34-E, Ludlow, VT 05149
  • /20

    $405,000

    • 576 Sq Ft

    126 Red Bridge Rd, Ludlow, VT 05149

    Welcome to the ULTIMATE Summer Camp! With 430 feet of shoreline access where you'll have a gateway way to the lakes. From your frontage you have direct access to the Red Bridge Spillway with easy swimming access to Lake Rescue or portage over your canoe, kayak or paddle board. The flat yard and wooded buffer from the road gives this property the feel of a private Idaho. Enjoy endless summer days

    Frank Provance Diamond Realty

    126 Red Bridge Rd, Ludlow, VT 05149
  • /26

    $309,000

    • 3 Beds
    • 3 Baths
    • 1,594 Sq Ft

    70 Mountains Edge Rd Unit 606, West Windsor, VT 05037

    Tucked away from the other buildings, this unique three-bedroom, three-bath condominium offers a peaceful setting with wooded views from all three private balconies. Thoughtfully remodeled, the home features newer hardwood flooring, updated carpeting, and tastefully renovated bathrooms. The open-concept main level includes a comfortable kitchen with a breakfast bar, a dedicated dining area, and

    Gerry Stark RE/MAX Upper Valley

    70 Mountains Edge Rd Unit 606, West Windsor, VT 05037
  • /39

    $849,000

    • 4 Beds
    • 4 Baths
    • 2,534 Sq Ft

    732 Bridgewater Center Rd, Bridgewater Corners, VT 05035

    Turn-key mountain retreat just minutes from Killington or Woodstock! Completely renovated 4-bedroom, 4-bath home blends modern updates with classic Vermont character - featuring an updated kitchen, new bathrooms, a large mudroom with built-in ski storage, and scenic mountain views showcased by oversized custom windows that fill the home with natural light. Multiple living spaces and the expansive

    Alex Shaffer Four Corner Properties LLC

    732 Bridgewater Center Rd, Bridgewater Corners, VT 05035
  • /32

    $895,000

    • Land
    • 110.01 Acres
    • $8,136 per Acre

    0 Newton Ln Unit 5082131, Hartford, VT 05001

    Vermont in the 21st century still has places tucked away in peaceful hills and valleys, where it preserves the enduring patterns of a working agricultural landscape, where generations have embraced the traditions of stewardship. These private areas offer a natural refuge from the fast pace of modern life by connecting to the rhythms of the seasons. Newton Lane is a 110-acre sanctuary of varied

    Laird Bradley Williamson Group Sothebys Intl. Realty

    0 Newton Ln Unit 5082131, Hartford, VT 05001
  • /52

    $847,000

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    303 Woodbury Rd, Springfield, VT 05156

    Lovely 1778 center chimney cape, antique charm remains after many thoughtful renovations to allow for comfortable modern living. Enjoy the views from the deck over the 40+- acres of rolling fields and forest. Most recently a horse farm this property offers abundant possibilities. Kitchen, sunroom, dining, living rooms 2 baths, laundry and primary bedroom on the first floor, 2 bedrooms upstairs

    Paula Waters Dark Horse Realty

    303 Woodbury Rd, Springfield, VT 05156
  • /37

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 1,268 Sq Ft

    20 Edwins Pond Rd, Rochester, VT 05767

    Set on a quiet, rural corner lot just off Middle Hollow Road, this contemporary Vermont home offers a compelling blend of efficiency, flexibility, and long-term upside. Built in 1989 with a durable standing seam metal roof and solid wood-frame construction, the home provides 3+ bedrooms and 2.5 baths across a thoughtfully scaled footprint, with additional finished space in the walkout lower

    William Brokhof Vermont Backcountry Real Estate

    20 Edwins Pond Rd, Rochester, VT 05767
  • /25

    $339,000

    • 4 Beds
    • 2 Baths
    • 2,142 Sq Ft

    74 Union St, Windsor, VT 05089

    Discover space, flexibility, and everyday convenience in this charming 4-bedroom, 2-bath home in the heart of Windsor. Thoughtfully designed with a spacious floor plan, the main living area features warm hardwood floors and abundant natural light, creating a bright and welcoming atmosphere throughout. The formal dining area flows seamlessly into the living room, perfect for both everyday living

    Chelsea Bevis KW Vermont Woodstock

    74 Union St, Windsor, VT 05089
  • /32

    $299,900

    • 3 Beds
    • 2.5 Baths
    • 1,614 Sq Ft

    127 Mountains Edge Rd Unit 211, Brownsville, VT 05037

    Immaculate end-unit condominium offering the ease of single-floor living at its finest. Thoughtfully maintained and move-in ready, this home impresses from the moment you walk in- tasteful finishes throughout create a polished, welcoming atmosphere. Newer windows flood the space with natural light, and a new heating system ensures year-round comfort. The primary suite features a beautifully

    Katie Ladue Gilbert BHHS Verani Upper Valley

    127 Mountains Edge Rd Unit 211, Brownsville, VT 05037
  • /51

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    4 Twine Hill Rd, Ludlow, VT 05149

    Welcome to Twine Hill...A fully updated 4-bedroom, 2-bath home combining modern upgrades with an amazing, functional layout. Recent renovations include a new furnace with anti-freeze system, LVP flooring, recessed lighting, fresh interior paint, and smart thermostats and security camera/system. Move in and start enjoying immediately.Designed for effortless single-level living, the home

    McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

    4 Twine Hill Rd, Ludlow, VT 05149
  • /50

    $1,189,000

    • 5 Beds
    • 2.5 Baths
    • 2,662 Sq Ft

    63 Shiloh Ln, Norwich, VT 05055

    Tucked away on quiet Shiloh Lane in Norwich, VT, this exceptional 21.5-acre property offers a rare blend of privacy, usable land, and convenience—just minutes from Hanover and Dartmouth. The park-like setting features landscaped grounds, walking trails, garden areas, a greenhouse, a five-stall horse barn, and two potential pond sites—ideal for equestrian use, hobby farming, or enjoying Vermont’s

    Agent Photo

    Melissa Robinson

    Coldwell Banker LIFESTYLES - Hanover

    (802) 200-2465

    63 Shiloh Ln, Norwich, VT 05055
  • /22

    $140,000

    • Land
    • 12.9 Acres
    • $10,853 per Acre

    0 Woods Rd W Unit 5081865, Ludlow, VT 05149

    Can't find the right house, nor the right location? This coveted Farm Ridge Lot could solve all your problems. This 12.9 acre lot has various terrain and private wooded views. This lot is on a quiet cul-de-sac named Woods Road West. You can decide how much land to clear - it's begging to have the land opened up to reveal the stunning views that neighboring houses enjoy. The lot was previously

    Joseph Karl William Raveis Real Estate Vermont Properties

    0 Woods Rd W Unit 5081865, Ludlow, VT 05149
  • /47

    $649,900

    • 4 Beds
    • 4 Baths
    • 2,904 Sq Ft

    5 Malagash Rd, South Reading, VT 05153

    Tucked within the peaceful hamlet of South Reading, this inviting property offers a lifestyle where the pace slows, and everyday living feels a bit more enjoyable. Set on over three acres, this spacious four-bedroom, four-bath home combines comfort, functionality, and natural beauty. The true highlight is the backyard oasis—featuring a tranquil pond, a generous deck ideal for entertaining, a

    Kevin Barnes William Raveis Real Estate Vermont Properties

    5 Malagash Rd, South Reading, VT 05153
  • /42

    $1,200,000

    • 3 Beds
    • 3.5 Baths
    • 1,796 Sq Ft

    320 Okemo Trailside Extension Unit 36E, Ludlow, VT 05149

    Direct slopeside 3-bedroom plus family room townhome with numerous updates. Wonderful mountain location abuts Okemo State Forest and offers outstanding views. Expanded mudroom with built-ins leads out to private exterior ski closet and ski slopes. Kitchen updates include stainless steel appliances, tile floor and backsplash, and wood cabinetry. Open living room/dining room design with cathedral

    Andre Menard Mary W. Davis Realtor & Assoc., Inc.

    320 Okemo Trailside Extension Unit 36E, Ludlow, VT 05149
  • /54

    $1,000,000

    • 12 Beds
    • 7 Baths
    • 3,883 Sq Ft

    299 Farrell Farm Rd, Norwich, VT 05055

    This fabulous 10-acre property, originally the site of Farrell Farm, offers a functional multi-unit setup with a strong rental history. The main residence is an 1850s antique Cape featuring six bedrooms, classic wood floors, and plenty of natural light. Attached to the house is a large barn that provides two-car garage space and a separate two-bedroom apartment, currently not rented and in need

    Rowan Carroll Coldwell Banker LIFESTYLES - Hanover

    299 Farrell Farm Rd, Norwich, VT 05055
  • /24

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft

    37 Dee Haven, Sharon, VT 05065

    Looking to start your investment portfolio? This property is a great place to start. In a quiet Sharon cul-de-sac, this property has two 2-bedroom units, one on each floor. Newer roof, newer shared septic, poured concrete foundation. The lot includes 10.5 acres of land, majority of which abuts land owned by the Vermont Department of Fish & Wildlife, which connects to the White River.

    Devin Josler Black House Real Estate

    37 Dee Haven, Sharon, VT 05065
  • /41

    $650,000

    • 3 Beds
    • 3.5 Baths
    • 2,129 Sq Ft

    149 Hawk Pond Rd, Plymouth, VT 05056

    This contemporary Hawk Resort home offers breathtaking open nature views from nearly every room. The main level welcomes you with a bright, open-concept living, dining, and kitchen area filled with natural light from expansive windows. The living room centers around a wood fireplace with brand-new insert, creating a warm and inviting focal point, and a convenient half bath completes this level.

    Mandolyn McIntyre Crow Real Broker LLC

    149 Hawk Pond Rd, Plymouth, VT 05056
  • /47

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 1,844 Sq Ft

    36 Lower IV Unit 48B, Ludlow, VT 05149

    This popular Sachem floor plan at the Okemo Trailside community is ready for new owners. Four bedrooms and two and a half baths across three levels, with a very recent remodel. It features a light, bright open floor plan, a beautifully updated kitchen with plenty of counter space and new appliances, a breakfast bar, a dining area with sliders off the deck, and a living room with a cathedral

    Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

    36 Lower IV Unit 48B, Ludlow, VT 05149
  • /14

    $374,000

    • 3 Beds
    • 2 Baths
    • 1,134 Sq Ft

    32 Route 103 S Unit B5, Ludlow, VT 05149

    Recently refreshed 3BR/2Bath Condo, 5 minutes to Okemo Mountain Resort, 30 minutes to Killington Skyeship. Seasonal swimming pool.

    Robert Balewicz Evergreen Realty of Vermont

    32 Route 103 S Unit B5, Ludlow, VT 05149
  • /25

    $240,000

    • 3 Beds
    • 1 Bath
    • 1,338 Sq Ft

    168 South St, Springfield, VT 05156

    Enjoy easy one-level living in this ranch-style home, conveniently located just minutes from downtown, the plaza, and I-91. House is set on a level, fully fenced yard, perfect for dog owners. The property features apple and pear trees along with a variety of other mature plantings that create a private, inviting outdoor space. Inside, the main level offers three bedrooms and a full bathroom,

    Chelsea Richardson Barrett and Valley Associates Inc.

    168 South St, Springfield, VT 05156

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