425

Windham County VT Homes for Sale

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  • /51

    $284,000

    $15K PRICE DROP
    • 2,360 Sq Ft

    5 Reynolds Dr, Brattleboro, VT 05301

    Turn-Key Investment in the Heart of Brattleboro! This versatile three-unit multifamily property offers an excellent opportunity for both investors and owner-occupants. Two of the three units have been recently and extensively renovated, featuring brand-new flooring, fresh paint, modern baseboards, and updated plumbing and light fixtures. One of these renovated units is currently occupied, while

    Kate Barry EXP Realty

    5 Reynolds Dr, Brattleboro, VT 05301
  • /58

    $720,000

    • 4 Beds
    • 3 Baths
    • 4,379 Sq Ft

    587 Vermont 121, Grafton, VT 05146

    The Woolley House, located at 587 Route 121 East and built around 1818, is a rare and remarkably preserved 2.5 story brick residence in the Federal style. This home, originally constructed for early woolen mill owner John Woolley, features a side-hall layout, blind-arch entryway, and fanlight transom.Original details are beautifully preserved throughout including an original central cooking

    Mendi Michael Engel & Völkers Okemo

    587 Vermont 121, Grafton, VT 05146
  • /37

    $399,000

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    44 Howes Loop, Wilmington, VT 05363

    Thoughtfully maintained 4-bedroom, 2-bath Chimney Hill chalet offering a warm, inviting feel with natural wood finishes, open-concept design, woodstove and features that capture the essence of Vermont living. The main living areas are bright, comfortable and welcoming, with easy flow to a deck overlooking surrounding mountain ridgelines—an ideal setting for both quiet mornings and relaxed

    Jacki Murano Southern Vermont Realty Group

    44 Howes Loop, Wilmington, VT 05363
  • /27

    $949,000

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft

    15 Boulder Ridge Dr, Dover, VT 05356

    Spectacular ski trail and half pipe views from this beautiful 2008 4 bedroom townhome across from the Mount Snow ski resort with easy shuttle access. This immaculate unit and is truly ready for turn key enjoyment. Inside you are treated to a vaulted great room with floor to ceiling stone fireplace, tremendous natural light, south facing exposure, and direct ski area views with sunsets beyond, an

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Boulder Ridge Dr, Dover, VT 05356
  • /10

    $299,000

    $51K PRICE DROP
    • Land
    • 7.08 Acres
    • $42,232 per Acre

    103 Schoolbus Depot Rd, Town of Rockingham, VT 05101

    Located between Chester and Bellows Falls, just a mile from exit 6 off I-91, the opportunity for development awaits your ideas. Easy access, level parcel for either commercial ventures, gardens, or home. Land consists of two parcels separated by School Bus Depot Road totaling 7.08 acres. The island parcel gives excellent exposure to Route 103 for terrific signage. 103 is a high traffic corridor

    Heidi Bernier Berkley & Veller Greenwood Country

    103 Schoolbus Depot Rd, Town of Rockingham, VT 05101
  • /49

    $380,000

    • 3 Beds
    • 3 Baths
    • 2,307 Sq Ft

    30 Back St, Newfane, VT 05345

    This 1790 historic cape is waiting to reclaim a splendor and idyllic beauty of decades past. Your efforts for its needed “Place-lift” will be well rewarded. Structurally and mechanically sound, the home is fully modernized ready for its next phase of upgrade, remodeling and energized vision, all to be executed at your own pace over time. The first floor has been reconstructed with an open concept

    Randi Ziter Brattleboro Area Realty

    30 Back St, Newfane, VT 05345
  • /51

    $915,000

    $77K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,100 Sq Ft

    33 Carinthia Rd, Dover, VT 05356

    LOCATION, LOCATION, LOCATION!! 3000+ Sq ft, 4 beds plus den, 4.5 baths, 3 fireplaces, and an attached garage all in the Carinthia base area of Mount Snow Ski Resort!! This 4-bedroom, 4.5-bath home offers a versatile layout with multiple en-suite bedrooms, 3 wood-burning fireplaces, and a sauna, just steps from the slopes. The main level showcases a spacious sunken living room with cathedral

    Jacki Murano Southern Vermont Realty Group

    33 Carinthia Rd, Dover, VT 05356
  • /55

    $699,500

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

    800 Hubbard Hill Rd, Jacksonville, VT 05342

    This stately Colonial Revival style home is situated privately on nearly 10 acres with its awesome 3 story 30' X 40' barn accessed by a long winding driveway. The main level features include large spacious rooms with wainscoting and natural woodwork, an open kitchen/dining/living floor plan, half bath/laundry and a pantry off kitchen, proper foyer, living room with a grand fireplace, wide

    Chris Long BHG Masiello Brattleboro

    800 Hubbard Hill Rd, Jacksonville, VT 05342
  • /12

    $199,000

    $116K PRICE DROP
    • Land
    • 18.93 Acres
    • $10,512 per Acre

    0 Forest Heights Rd, West Dover, VT 05356

    Are you ready to turn your dream home into a reality? This expansive parcel of land, located just 2 miles from the slopes of Mount Snow, is waiting for your vision. The property offers an ideal combination of privacy and seclusion and with some clearing, you can unveil extraordinary views of the Mount Snow ski slopes, creating the perfect backdrop for your dream home. The property boasts

    Michelle O'Neil Deerfield Valley Real Estate

    0 Forest Heights Rd, West Dover, VT 05356
  • /45

    $437,000

    $12K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,015 Sq Ft

    29 First Unit 17, Wilmington, VT 05363

    Enjoy Green Mountain views from this bright and spacious end-unit townhouse, perfectly sited on the 1st fairway at the Haystack Golf Course. An oversized deck invites outdoor dining and entertaining, with sunsets over Haystack Mountain as your backdrop. Inside, natural light pours through windows and skylights into the open floor plan featuring vaulted ceilings, a fieldstone wood-burning

    Monique White Deerfield Valley Real Estate

    29 First Unit 17, Wilmington, VT 05363
  • /40

    $525,000

    • 4 Beds
    • 4 Baths
    • 2,320 Sq Ft

    5735 Vt Route 11, Londonderry, VT 05148

    What do you get when two pioneers buy a beautiful colonial farmstead with the intention of sticking around quite a while, rehabilitate it for their long-term use, and then find out work will require them to relocate? You get this gorgeously renovated 4-bath-4-bed 1890 construction on over 2.5 lovely acres back on the market! Historical authenticity has not been sacrificed in their successful

    Zachary Zupan EXP Realty

    5735 Vt Route 11, Londonderry, VT 05148
  • /52

    $4,500,000

    • 5 Beds
    • 5.5 Baths
    • 5,700 Sq Ft

    24 Sawmill Rd, Stratton, VT 05360

    Experience the ultimate Stratton Mountain lifestyle from this exceptional ski home, perfectly positioned in one of the resort's most coveted locations. Offering the rare advantage of deeded access to Stratton's impeccably groomed ski trail, this extraordinary property places world-class skiing just steps from your front door—an amenity few homes can claim and even fewer can match.Designed for

    Carrie Mathews Winhall Real Estate

    24 Sawmill Rd, Stratton, VT 05360
  • /23

    $20,000

    • 1 Bath
    • 407 Sq Ft

    152 - Qtr 3 89 Grand Summit Way Unit 152, Dover, VT 05356

    Quarter share (deeded interval 3) ownership at the Grand Summit offers 13 weeks of vacation per year on a rotating schedule that can be used, rented, or traded as you desire. Experience the mountain resort lifestyle affordably!! This first floor (Unit 152) with a sleep four studio is 407 sq ft and has a Murphy bed in the living area, a kitchen/dining area, and a full bath. This unit is located on

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    152 - Qtr 3 89 Grand Summit Way Unit 152, Dover, VT 05356
  • /49

    $295,000

    $55K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft

    106 Main St Unit 5, Putney, VT 05346

    Bright, airy, and full of personality, this charming two-bedroom, one-bathroom condo in the Village of Putney offers comfort, style, and convenience. Ideally located just minutes from I-91 and close to Putney’s vibrant downtown shops, cafés, and everyday amenities, this condo offers easy access to village life. Inside, natural light fills the thoughtfully designed space, highlighting dreamy

    Rebecca Hiam Southern Vermont Realty Group

    106 Main St Unit 5, Putney, VT 05346
  • /52

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    720 Pine Banks Rd, Putney, VT 05346

    This is a rare turnkey quality home that's been completely refurbished since 2018. The immense list of upgrades includes: completely new paint inside and out, electric overhaul, heat pump hot water heater, bulkhead and exterior foundation waterproofing, fully remodeled bathrooms, all new windows and doors, new lighting throughout, wainscotting, new septic tank and the list goes on.There are 2

    Victoria Woods Brattleboro Area Realty

    720 Pine Banks Rd, Putney, VT 05346
  • /49

    $259,000

    • 3 Beds
    • 1.5 Baths
    • 1,655 Sq Ft

    373 Vt Route 30, Newfane, VT 05345

    A great fixer-upper find! Solid feeling cape home set on 2 level acres just outside the village of Newfane with long frontage on the Smith Brook. Once a loved local primary home - now it's your opportunity. If you are handy and have cash or pre-qualified for a construction loan this may be your chance to break into the Newfane area at a fraction of what a renovated home will cost. Seller has

    Jessica Landers Barrett and Valley Associates Inc.

    373 Vt Route 30, Newfane, VT 05345
  • /37

    $369,000

    Coming Soon
    • 4 Beds
    • 1.5 Baths
    • 1,882 Sq Ft

    120 Carriage Hill Rd, Brattleboro, VT 05301

    SHOWINGS START: SUNDAY, 6/21 A very sweet house in a desired West Brattleboro neighborhood on nice corner lot. Pull your car right into the 2-car garage and enter through the enclosed porch which makes an excellent mudroom. First floor: beautifully updated galley kitchen with granite countertops and cherry cabinets, a dining area that adjoins the light-filled large living room with lovely warm

    Stephanie Peduzzi-Baker Brattleboro Area Realty

    120 Carriage Hill Rd, Brattleboro, VT 05301
  • /34

    $899,000

    • 4 Beds
    • 3 Baths
    • 3,550 Sq Ft

    25 Yeaw Rd, Dover, VT 05341

    Enjoy year-round living in this handsome contemporary home set on over 12 acres of picturesque land, featuring open meadows, a gentle stream, a large pond, mixed woodland, and beautifully maintained gardens. Bright and inviting, the home offers a spacious layout designed for both comfort and entertaining. There is an attached 3 bay garage above which is a huge heated bonus room with storage

    Robert Doyle Berkley & Veller Greenwood Country

    25 Yeaw Rd, Dover, VT 05341
  • /9

    $195,000

    • Land
    • 1.2 Acres
    • $162,500 per Acre

    4769 Pikes Falls Rd, Jamaica, VT 05143

    This 1.2-acre parcel offers what few properties in Southern Vermont can—a front-row seat to one of the region’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this land enjoys immediate proximity to a setting protected by the Conservation Society of Southern Vermont. Glamping has become one of Vermont’s most sought-after experiences, and this

    Rachel Febbie EXP Realty

    4769 Pikes Falls Rd, Jamaica, VT 05143
  • /5

    $185,000

    • Land
    • 36,590 Sq Ft
    • $220,238 per Acre

    1 Pinnacle View Ln, Dover, VT 05356

    If it's close proximity you want to skiing Mt. Snow then this is your place to build your dream home. Just off a paved road in a small 5 lot subdivision. Underground utilities and sewer hookup available. Convenient to lakes, golf and restaurants, a diamond in the rough. Winter views of Mt. Snow (says owner)

    Regina Perrotto Skihome Realty

    1 Pinnacle View Ln, Dover, VT 05356
  • /43

    $1,975,000

    • 5 Beds
    • 4.5 Baths
    • 5,063 Sq Ft

    183 Old Mill Ln, Wilmington, VT 05363

    Breathtaking Lake and Vermont Forever Wild views from this 10 acre parcel overlooking Lake Whitingham, with deeded lake access. The premiere Old Mill Lane development is host to some of Wilmington's finest homes thanks to large private parcels, extended driveways, exclusive shared lake access and beach area with kayak rack, swimming cove, and easy access to the Village of Wilmington and nearby

    Adam Palmiter Berkley & Veller Greenwood/Dover

    183 Old Mill Ln, Wilmington, VT 05363
  • /44

    $1,475,000

    • 7 Beds
    • 6 Baths
    • 6,292 Sq Ft

    53 Hickory Ridge Rd, Putney, VT 05346

    The Hickory Ridge House is a Federal Masterpiece. Own a definitive piece of Vermont history with this 1808 Federal-style estate, proudly listed on the National Register of Historic Places. For decades, it was a B&B. It could still be used as a very upscale, sophisticated country Inn. While its soul remains rooted in the 19th century, its heart beats with 21st-century innovation. This meticulously

    Thomas Dahlin Berkley & Veller Greenwood Country

    53 Hickory Ridge Rd, Putney, VT 05346
  • /35

    $825,000

    • 3 Beds
    • 3.5 Baths
    • 1,730 Sq Ft

    2C Townhouse Square Unit 2, Dover, VT 05356

    Ski-in/ski-out living from this beautifully updated Seasons townhome, positioned trailside at Mount Snow. Stop in and out for meals or to check on pets, without ever taking off your boots. This well-appointed unit makes an immediate impression with its open-concept living space featuring soaring vaulted ceilings, a floor-to-ceiling stone chimney with wood-burning fireplace, and generous natural

    Adam Palmiter Berkley & Veller Greenwood/Dover

    2C Townhouse Square Unit 2, Dover, VT 05356
  • /38

    $1,850,000

    • 6 Beds
    • 6 Baths
    • 4,154 Sq Ft

    3 Slopeside Rd, West Dover, VT 05356

    Trailside luxury in a class of its own. This stunning home was taken down to the frame and should be considered new construction — positioned immediately trailside at Mount Snow with a private ski trail connecting directly to the magic carpet at Carinthia for full-season ski access. Ski to and from your mudroom door and never worry about shuttles or parking again.Professionally designed and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    3 Slopeside Rd, West Dover, VT 05356
  • /28

    $52,000

    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft

    274/76Qtr. 2 Grand Summit Way, Dover, VT 05356

    Wake up to the Grand Summit Express and the Bluebird lifts right outside your room. Sleep 10 condo comprises two units. Unit 276 has a private bedroom with a queen bed, a queen sleeper sofa, and a queen Murphy bed in the living area, a kitchenette, and a full bath with an extra-large covered balcony. The adjoining room, 274, has 2 king beds and a full bath. Units are located on the base area side

    Kelly Agrillo Southern Vermont Realty Group

    274/76Qtr. 2 Grand Summit Way, Dover, VT 05356
  • /25

    $270,000

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

    111 Central St, Brattleboro, VT 05301

    This adorable single-level home offers easy living with a functional layout and comfortable living spaces. The warm and inviting interior is designed for everyday living. The home features a large living and dining area, a convenient laundry nook, a spacious primary bedroom, and two additional bedrooms that can accommodate guests, a home office, or other multi-purpose needs. Outside, you'll find

    Desiree Stango Berkley & Veller Greenwood Country

    111 Central St, Brattleboro, VT 05301
  • /33

    $2,100,000

    • 7 Beds
    • 4 Baths
    • 4,256 Sq Ft

    121 Fannie Hill Rd, Wilmington, VT 05363

    Stunning contemporary chalet completely renovated in 2016 and located adjacent to the base of the Hermitage Club private ski resort. This gorgeous home sits on a private lot with direct snowmobile trail access, easy access to the ski trails, and direct to the clubhouse. Just a short drive into the village of Wilmington and the area's tremendous lakes. Thanks to the complete overhaul and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    121 Fannie Hill Rd, Wilmington, VT 05363
  • /5

    $400,000

    • Land
    • 5.28 Acres
    • $75,758 per Acre

    0 Pond Rd, Town of Rockingham, VT 05346

    Looking for the dream land of your own, in town but outside of it? Look no further! With 5 acres of gently sloped woods there's plenty of space to site multiple building lots if you so wish, and with it abutting Minard's Pond nature area and just minutes from the village, there's plenty to do. Bring your dreams and plans, this might just be for you! Sale is subject to final survey & subdivision

    Courtney Doubleday EXP Realty

    0 Pond Rd, Town of Rockingham, VT 05346
  • /36

    $279,000

    $10K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 895 Sq Ft

    13 Snowtree Ln Unit Willows K, West Dover, VT 05356

    Just a short walk over bridge by Maples Building to the lifts at Mount Snow via the magic carpet, this stunning loft-style, fully remodeled Snowtree condo offers modern comfort and undeniable charm. The open-concept living area features vaulted ceilings, gleaming bamboo floors, and a cozy wood-burning fireplace. A glass slider leads to a private balcony overlooking a babbling brook and peaceful

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    13 Snowtree Ln Unit Willows K, West Dover, VT 05356
  • /2

    $59,900

    • Land
    • 1 Acre
    • $59,900 per Acre

    Lot 36 Woodsman Rd, Dover, VT 05356

    Super building lots up near the Dover Elementary School. Gentle sloping lots, with municipal sewer and underground telephone & electric. Prices reflect the quality of the view(s). Some with ski area(s) to the west and others with local ridgelines to south. Only moments from West Dover dining, shopping, and skiing. The Elementary School provides a fun campus for younger recreational fun. How many

    Michael Purcell Berkley & Veller Greenwood/Dover

    Lot 36 Woodsman Rd, Dover, VT 05356
  • /58

    $599,000

    • 5 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    673 Vermont 121, Grafton, VT 05146

    Historic Charmer, this c. 1830 farmhouse has been loved and stewarded by its current owners for half a century. It is time to pass this amazing vintage home on to another lucky family. The house has original features including 2 fireplaces, curved plaster walls and beautiful honey colored wide pine floors. The first floor offers an eat-in- kitchen, formal dining room, spacious sunny living room

    Janet Lucier Barrett & Valley Assoc. Inc

    673 Vermont 121, Grafton, VT 05146
  • /24

    $275,000

    • 1 Bed
    • 1 Bath
    • 664 Sq Ft

    9 Mountain Village Unit 141, West Dover, VT 05356

    One of a kind 1 bedroom, 1 bath condo at Snow Mountain Village near the base of the Mount Snow ski resort. This gorgeous remodeled unit has all the style you would expect in a mountain retreat, with none of the headaches. Open concept space with a vaulted living room and kitchen, a wood burning fireplace, updated kitchen with ample storage and breakfast bar, updated furnishings, paint, and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    9 Mountain Village Unit 141, West Dover, VT 05356
  • /3

    $169,900

    • Land
    • 35.4 Acres
    • $4,799 per Acre

    0 Minard Rd, Westminster, VT 05346

    Over 35 wooded acres to call your own. Drive up the winding country road edged with meadows, views and a sense of peace to your own little haven. Spend some time on the land, scouting the views, finding the right site and falling in love with all the potential. Owned by the same family for over 30 years, it has finally come to market in just the right season to experience the golden glow of

    Christine Lewis Brattleboro Area Realty

    0 Minard Rd, Westminster, VT 05346
  • /27

    $199,595

    • Land
    • 4.2 Acres
    • $47,523 per Acre

    19 Stone Ridge Loop, Dover, VT 05356

    Located within the prestigious Village at Sawmill Farm, this exceptional homesite presents a rare opportunity to own in one of the Mount Snow Valley’s most sought-after communities. The extremely private property enjoys desirable southeasterly exposure with potential views of surrounding ridgelines, beautifully framed by timeless stone walls and majestic pines. A gentle slope makes it ideally

    Monique White Deerfield Valley Real Estate

    19 Stone Ridge Loop, Dover, VT 05356
  • /50

    $649,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,450 Sq Ft

    300 Route 121 E, Grafton, VT 05146

    Nestled in a postcard-perfect riverfront setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Set on over two park-like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle.Inside, you’ll find a spacious eat-in kitchen with abundant counter

    Gary Coger Four Seasons Sotheby's Int'l Realty

    300 Route 121 E, Grafton, VT 05146
  • /9

    $85,000

    $30K PRICE INCREASE
    • Land
    • 1 Acre
    • $85,000 per Acre

    000F-320 Bourbon Run Rd, Jamaica, VT 05343

    This 1-acre wooded lot in Jamaica permitted for a 3 bedroom , Vermont offers a unique opportunity for peaceful living in a quiet town with no zoning restrictions. Jamaica maintains its own roads and is home to a State Park that provides excellent camping and summer recreational activities. The property is conveniently located near major ski resorts including Stratton, Bromley, Magic Mountain, and

    Mike England Michael England Real Estate

    000F-320 Bourbon Run Rd, Jamaica, VT 05343
  • /18

    $309,000

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    61C Country Club Rd, Dover, VT 05356

    Arrive, exhale, and settle into a condo that lives like a true getaway. This light-filled, spacious residence pairs a large open kitchen and dining area with a comfortable living room featuring a wood stove for cozy winter nights after a long day on the slopes! Inside, you will find 3 bedrooms, 3 bathrooms, and 1,440 sq ft designed for relaxed hosting and easy retreat. The open-concept main level

    Patricia Fitzpatrick Skihome Realty

    61C Country Club Rd, Dover, VT 05356
  • /16

    $1,400,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,844 Sq Ft

    286 Coldbrook Rd, Wilmington, VT 05363

    This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf

    Melissa Nebelski Real Broker LLC

    286 Coldbrook Rd, Wilmington, VT 05363
  • /56

    $389,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1 Frog Hollow, Wilmington, VT 05363

    Charming Rustic Country Saltbox on Lower Chimney HillNestled in a convenient Lower Chimney Hill location, this rustic country saltbox offers cozy comfort and classic Vermont charm. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace that keeps the house warmed right up, the home provides a warm and inviting atmosphere year-round.Outdoor enthusiasts will

    Rich Caplan Deerfield Valley Real Estate

    1 Frog Hollow, Wilmington, VT 05363
  • /45

    $439,000

    Open Sat 9AM - 12PM $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,753 Sq Ft

    3669 US Route 5, Westminster, VT 05158

    Tucked away in plain sight, this beautifully maintained three-bedroom, two-bath ranch offers the perfect blend of privacy, comfort, and convenience on a 1.1 acre lot in Westminster, Vermont. Step inside through a welcoming mudroom with ample closet space, leading into a thoughtfully updated kitchen featuring an island sink and new granite countertops—perfect for both everyday living and

    Julie Lowe Lowe's Real Estate, LLC

    3669 US Route 5, Westminster, VT 05158

Showing Results 241 - 280, Page 7 of 11

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