Winhall, VT Homes for Sale

Q: What are the most popular zip codes in Winhall, VT?

The most popular zip codes in Winhall, VT include 05340 , 05343 , 05360 , 05155 and 05152 .

/15
$115,000

$30K PRICE DROP
- Land
- 2.9 Acres
- $39,655 per Acre
Lot 3 Route 11 30, Winhall, VT 05340

Spectacular West and Southerly Views over Manchester Valley and boasts a bird's eye view across to the Equinox Mountain!Located on the Manchester side of Winhall, this property is at the end of a private lane offering privacy... engineered and offering VT Waste Water and Potable Water Supply Permit: WW-2-3614, design for 3 BR single family residence. Bordered by the Green Mountain Nat'l

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 808-6197

Lot 3 Route 11 30, Winhall, VT 05340
/40
$1,100,000
- 5 Beds
- 4.5 Baths
- 4,453 Sq Ft
6 Old Ridge Rd, Winhall, VT 05340

Tucked into Stratton Mountain Resort’s sought after High Meadow neighborhood, 6 Old Ridge Road offers the rare combination of substantial square footage, significant recent exterior improvements, and the opportunity to personalize the interior aesthetic to your own taste. Encompassing over 4,600 sq. ft. across three finished levels, this expansive mountain home is designed for gathering,

Trent Stephens Wohler Realty Group

6 Old Ridge Rd, Winhall, VT 05340
/21
$2,525,000

New Construction $100K PRICE INCREASE
- 4 Beds
- 3.5 Baths
- 4,536 Sq Ft
6 Stone Lodge Rd, Winhall, VT 05340

SHOWINGS BEGIN at Thursday February 12. Premier New Construction, offering 4500+ SF of luxury living on three levels, perched on 2.5 acres to maximize panoramic mountain and Bromley views. Just minutes to the Stratton Resort Base Lodge, this exceptional 4 bedroom/3.5 bath floor plan combines contemporary design, craftsmanship of the highest caliber and energy efficiency.Thoughtfully designed for

Kim Morgan-Wohler Wohler Realty Group

6 Stone Lodge Rd, Winhall, VT 05340
/33
$915,000
- 3 Beds
- 2.5 Baths
- 1,529 Sq Ft
761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360

A rare opportunity in Long Trail House, this corner residence has been thoughtfully reimagined from two separate units into a spacious, fully renovated retreat designed for flexible living. The expanded layout now includes multiple sleeping areas and a den/office, offering versatility for guests or remote work. Natural light fills the home thanks to its corner position, while open living space

Edwin Kevil Stratton Real Estate

761 Stratton Mountain Access Rd Unit 321/323, Stratton, VT 05360
/18
$249,000
- 3 Beds
- 2 Baths
- 1,020 Sq Ft
19 Winhall Condo Rd Unit 1, Winhall, VT 05340

Here’s your opportunity to have your own mountain retreat just minutes from Stratton. Set at the end of a quiet road less than a mile from the Stratton Access Road, The Winhall Condos provide a peaceful, convenient setting surrounded by Vermont’s natural beauty. Owners enjoy easy access to both Stratton and Manchester and a true sense of privacy. This three-bedroom, two-bath residence offers

Cheyanne Pugliese

19 Winhall Condo Rd Unit 1, Winhall, VT 05340
/59
$2,800,000
- 3 Beds
- 3.5 Baths
- 3,938 Sq Ft
23 Valley View Rd, Winhall, VT 05340

Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings

Kim Morgan-Wohler Wohler Realty Group

23 Valley View Rd, Winhall, VT 05340
/55
$2,950,000

New Construction
- 4 Beds
- 4.5 Baths
- 3,762 Sq Ft
59 Garden Loop Rd, Winhall, VT 05340

Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry areas. The well designed kitchen with Italian

Terry Hill Berkshire Hathaway HomeServices Stratton Home

59 Garden Loop Rd, Winhall, VT 05340
/40
$899,000

$301K PRICE DROP
- 4 Beds
- 3 Baths
- 3,252 Sq Ft
E1 Rock Ridge Rd, Winhall, VT 05155

Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months.

Christine Chovan

E1 Rock Ridge Rd, Winhall, VT 05155
/60
$1,100,000
- 3 Beds
- 4 Baths
- 2,745 Sq Ft
65 Lower Taylor Hill Rd, Winhall, VT 05340

Nestled on 10 private acres just off the Stratton Mountain Access Road, 65 Lower Taylor Hill Road offers a rare opportunity to own a beautifully renovated Vermont retreat ideally positioned between Stratton Mountain Resort and the area's endless four-season recreation. Surrounded by mature woodlands and exceptional privacy, this property offers a three-bedroom, three-bath main house along with a

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

65 Lower Taylor Hill Rd, Winhall, VT 05340
/12
$450,000
- Land
- 10.26 Acres
- $43,860 per Acre
4.1 Pearl Buck Dr, Winhall, VT 05340

One of the last significant VIEW lots available on the mountain , with unrivaled 360 degree views, including dead on views of Stratton Mountain trails. The pinnacle of this 10.26 acre lot is deserving of an exceptionally designed and expansive home in this premium location with commanding views.Prime for a legacy property in a most desirable location, just 5 minutes to the Stratton Base Area,

Kim Morgan-Wohler Wohler Realty Group

4.1 Pearl Buck Dr, Winhall, VT 05340
/38
$375,000
- Land
- 1.23 Acres
- $304,878 per Acre
0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340

Exceptional offering. This premier parcel defines phase II of Ravenwood, an enclave of distinctive and premier mountain residences. This notable site offers extraordinary mountain views, direct access from Winhall Hollow Road and still enjoys all the benefits and amenities of The Ravenwood Neighborhood Association. Combining, privacy, natural beauty and convenience, this well-established

Kim Morgan-Wohler Wohler Realty Group

0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
/33
$1,399,999
- 6 Beds
- 4 Baths
- 3,800 Sq Ft
121 High Meadow Rd, Winhall, VT 05340

Bring the whole household to this great place with lots of room for fun. A 6-bedroom, 4-bathroom Adirondack-style Ski Chalet located in a neighborhood just minutes from the Stratton Mountain Ski Resort, with free door-to-mountain shuttle service on select days. Amenities include four (4) fireplaces, best hot-tub on the market, an in home gym, electric sauna, pool table, SuperChexx Bubble Hockey

Ralph Harvey Listwithfreedom.com

121 High Meadow Rd, Winhall, VT 05340
/4
$400,000
- Land
- 8.01 Acres
- $49,938 per Acre
248 French Hollow Rd, Winhall, VT 05340

Legacy family property, held until now for its premier location and extraordinary views of Stratton Mountain. Acreage offers a building site that is privately situated off the road with a 4 bedroom state septic permit and ready for the mountain home you have been hoping to create! A beautiful parcel with level plateau for building and a moderate slope down to its lower boundary. Surrounded by a

Kim Morgan-Wohler Wohler Realty Group

248 French Hollow Rd, Winhall, VT 05340
/50
$695,000

$55K PRICE DROP
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
57 Pearl Buck Dr, Bondville, VT 05340

WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres.The main level boasts newly refinished oak floors, two bedrooms, a den or living area with

Terry Hill Berkshire Hathaway HomeServices Stratton Home

57 Pearl Buck Dr, Bondville, VT 05340
/5
$374,900
- Land
- 2.31 Acres
- $162,294 per Acre
0 Wall St, Winhall, VT 05340

Offered as a set, this property presents a rare opportunity to own two separately deeded parcels in a location that is only minutes from Stratton Mountain yet worlds away from the bustle of the resort. Totaling 2.31 acres, this land is situated high on River Road where neighboring homes enjoy spectacular views of Stratton. The engineering has already been completed, with each lot having a

Cheyanne Pugliese

0 Wall St, Winhall, VT 05340
/12
$299,999
- Land
- 10.05 Acres
- $29,851 per Acre
00 Garden Loop Rd, Winhall, VT 05340

The largest remaining vacant lot on the Stratton Mountain access road. Ten acres deeded for one magnificent home. The lot is wooded with some clearing on the east side. There's a roughed-in driveway here too, making it the best spot for construction. In the center of the property is a small pond--about a tenth of an acre--and west of that a scenic perennial creek winds its way downhill along the

David White OwnerEntry.com

00 Garden Loop Rd, Winhall, VT 05340
/31
$1,200,000
- 1 Bath
- 950 Sq Ft
109 Winhall Hollow Rd, Winhall, VT 05340

Experience the pinnacle of Green Mountain living on this extraordinary 23.5-acre property. Perfectly positioned to capture a stunning, direct-line-of-sight view of Stratton Mountain, this property is more than just a home—it is a private outdoor sanctuary meticulously designed by The Wadsworth Company for the modern adventurer. The centerpiece of the property is a striking, contemporary dwelling

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

109 Winhall Hollow Rd, Winhall, VT 05340
/38
$625,000

Open Sat 10AM - 12PM
- 3 Beds
- 2 Baths
- 2,288 Sq Ft
1 Beaver St, Bondville, VT 05340

Ideally located between Manchester and the mountains, this home offers the perfect blend of convenience, comfort, and Vermont charm. Just 10 minutes to Stratton, 5 minutes to Bromley, and 12 minutes to Manchester, you’ll enjoy easy access to skiing, dining, shopping, and year-round recreation.Inside, the home features a spacious living room filled with natural light, creating a warm and

Carrie Mathews Winhall Real Estate

1 Beaver St, Bondville, VT 05340
/22
$430,000
- 5 Beds
- 2 Baths
- 1,664 Sq Ft
13 Golden Triangle Rd, Winhall, VT 05340

The ideal opportunity in a prime location, minutes from Stratton Mountain, Bromley Mountain, and the charming town of Manchester, this 5-bedroom, 2-bathroom home has what you need for your primary Vermont residence or a quiet place to getaway. The spacious living room and dining area is complimented by a wrap around porch. This home is low maintenance and setup well for those who want a

Mike England Michael England Real Estate

13 Golden Triangle Rd, Winhall, VT 05340
/8
$150,000

$25K PRICE DROP
- Land
- 2.26 Acres
- $66,372 per Acre
0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340

Welcome to the Stratton Gardens Community. Build your Vermont home on this 2+ acre parcel in Stratton Gardens. Ease of access right off the Stratton Mountain Access Road, and all the amenities of Stratton Gardens Association- highlights include-Private Shuttle Bus service to the Mountain, Road Maintenance, Plowing, Landscaping, and Trash removal.State Waste Water Permit in place for approved

Tara van de Velde Four Seasons Sotheby's Int'l Realty

0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340
/41
$950,000
- 4 Beds
- 3.5 Baths
- 3,031 Sq Ft
7 Roundtree Rd, Winhall, VT 05340

Discover the perfect mountain retreat at 7 Roundtree Road, a contemporary and beautifully designed 4-bedroom home set on 1.37 private acres in one of Stratton’s most sought-after neighborhoods. Ideally located just a quick drive to the Base Lodge—or simply hop on the convenient shuttle for effortless access to the slopes—this property offers the best of Stratton living in every season.Step

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

7 Roundtree Rd, Winhall, VT 05340
/15
$825,000
- Land
- 77.6 Acres
- $10,631 per Acre
0 Winhall Hollow Rd Unit 5079556, Bondville, VT 05340

Large wooded parcel located in the heart of Southern Vermont’s ski country, just minutes from Stratton Mountain. This undeveloped Winhall property offers a rare opportunity for a variety of potential uses, from a private estate to recreational land or possible future development. The land consists primarily of wooded acreage with a gently rolling landscape and natural Vermont forest. Located on

Trent Stephens Wohler Realty Group

0 Winhall Hollow Rd Unit 5079556, Bondville, VT 05340
/27
$609,000
- 4 Beds
- 3 Baths
- 1,650 Sq Ft
60 Hilltop Rd Unit 60, Winhall, VT 05340

Turn-key Stratton retreat in one of the area’s most desirable year-round communities. This 4-bedroom, 3-bath Intervale townhome offers the perfect blend of comfort and convenience—just minutes to the slopes with seasonal shuttle service right from the community. The open-concept living area is ideal for gathering after a day on the mountain, while five mini-split systems provide efficient heating

Timothy Apps Four Seasons Sotheby's Int'l Realty

60 Hilltop Rd Unit 60, Winhall, VT 05340
/15
$500,000
- Land
- 21.2 Acres
- $23,585 per Acre
56 Lower Taylor Hill Rd, Winhall, VT 05340

Set along Lower Taylor Hill Road in Winhall, this 21.2 +/- acre offering captures the privacy, natural beauty, and four-season lifestyle that define Southern Vermont living. Rolling terrain, mature woodland, and natural clearings create an exceptional setting for a private Vermont retreat, with the potential for Bromley Mountain views depending on house placement and design.Supported by a

Kevin Moran Four Seasons Sotheby's Int'l Realty

56 Lower Taylor Hill Rd, Winhall, VT 05340
/33
$649,000
- 3 Beds
- 3 Baths
- 1,650 Sq Ft
39 Pond View Rd Unit 39, Winhall, VT 05340

Set in a prime location along Stratton Access Road, this Intervale townhouse offers an easygoing mountain lifestyle with everything you need close at hand—including weekend and holiday winter shuttle service to the base lodge.The 3-bedroom + loft, 3-bath layout provides plenty of space for guests, while the open living area brings everyone together with a seamless flow between the kitchen,

Carrie Mathews Winhall Real Estate

39 Pond View Rd Unit 39, Winhall, VT 05340
/5
$375,000

$90K PRICE DROP
- Land
- 5.54 Acres
- $67,690 per Acre
Lot #4 Margeaux Ln, Stratton, VT 05155

Nestled along a peaceful babbling brook, this 5.54-acre parcel offers an idyllic setting for building the home of your dreams. Surrounded by a serene wooded landscape, the property provides both privacy and tranquility, while still being just moments from the Sun Bowl at Stratton. With a septic permit already approved for a 4-bedroom home, this lot is ready for construction, allowing you to begin

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

Lot #4 Margeaux Ln, Stratton, VT 05155
/60
$979,000
- 4 Beds
- 3.5 Baths
- 5,248 Sq Ft
41-43 Cranberry Hill Rd, Winhall, VT 05340

This is the ultimate modern Alpine chalet, fully renovated yet boasting the classic flat-sawn balusters characteristic of mountain homes in the Alps. Three expansive floors offer sunny, well-appointed space, beginning with a roomy mudroom, three bedrooms and two bathrooms (one en-suite). Head upstairs to join your friends and family in the open-concept European kitchen/living/dining room with

Jamie Luke TPW Real Estate

41-43 Cranberry Hill Rd, Winhall, VT 05340
/40
$735,000
- 4 Beds
- 3 Baths
- 2,317 Sq Ft
B2 Maple Ridge Rd, Winhall, VT 05155

The Highgate Piper Ridge Townhome is ideally located just a short stroll from the exclusive sports center and provides convenient shuttle service to Stratton’s ski lifts during the winter season. This residence is filled with natural light and features a contemporary kitchen and bathrooms, polished hardwood floors, and elegant tile accents throughout. The one-car garage has been ingeniously

Mike England Michael England Real Estate

B2 Maple Ridge Rd, Winhall, VT 05155
/6
$395,000

$100K PRICE DROP
- Land
- 6.93 Acres
- $56,999 per Acre
lot#2 Margeaux Ln, Stratton, VT 05155

This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

lot#2 Margeaux Ln, Stratton, VT 05155
/15
$99,500
- Land
- 1.2 Acres
- $82,917 per Acre
23 Moose Hollow Rd, Winhall, VT 05340

Beautiful parcel located in a highly desirable Winhall neighborhood, just minutes to Bromley and Stratton Mountains, and a short drive to Manchester’s shops and dining. This property offers a State of Vermont potable water supply and wastewater permit in place for a 4-bedroom home. The lot is cleared and ready for construction—an ideal opportunity to build your Vermont retreat.

Carrie Mathews Winhall Real Estate

23 Moose Hollow Rd, Winhall, VT 05340
/14
$649,000
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
792 Stratton Mtn Access Rd Unit 4310, Stratton, VT 05155

Imagine Friday evening: you pull through the private gate, the tires of your car crunching over the paved lot, and you find that perfect spot right near the entrance. As you turn off the engine, a quiet stillness settles in. You won’t be reaching for those keys again until Monday.Welcome to your retreat at Village Watch. The ArrivalStep inside the dedicated mudroom, where there’s a place

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

792 Stratton Mtn Access Rd Unit 4310, Stratton, VT 05155
/12
$95,000
- Land
- 1 Acre
- $95,000 per Acre
41 Moose Hollow Rd, Winhall, VT 05340

Build your dream home on this ready-to-go 1-acre lot in the Green Mountains. Located on a private gravel road in Winhall, this mostly cleared parcel offers a gentle slope, power at the road, a nearby stream, and a state-issued 4-bedroom septic permit already in place. The setting provides a peaceful, natural feel while keeping you close to the best of Southern Vermont. Bromley Mountain is about

Keith Nowak Four Seasons Sotheby's Int'l Realty

41 Moose Hollow Rd, Winhall, VT 05340
/54
$1,990,000
- 6 Beds
- 6.5 Baths
- 5,896 Sq Ft
27 Mountain View Rd, Winhall, VT 05360

Direct views of Stratton Mountain set the stage for this exceptional post-and-beam residence, offering a rare combination of luxury living, entertaining space, and rental flexibility. Handcrafted timber framing creates warmth and character throughout, while four fireplaces including a gas fireplace in the primary suite enhance the home's mountain atmosphere. Designed for gathering, the lower

Jamie Wylie Stratton Real Estate

27 Mountain View Rd, Winhall, VT 05360
/32
$1,975,000
- 4 Beds
- 3 Baths
- 3,212 Sq Ft
74 N Brookwood Rd, Stratton, VT 05360

PRIME LOCATION near the coveted STRATTON MOUNTAIN RESORT. This EXCEPTIONAL four bedroom three bathroom turn-key home is PRIVATELY SITUATED on 1.5 acres and READY TO BE ENJOYED YEAR ROUND. Snowmobile right from the house to access thousands of acres of pristine VAST snowmobile trails for ENDLESS WINTER ADVENTURE. Ski home to the Covered Bridge neighborhood or hop on the resort shuttle, which runs

Paul Marino WWW.FLATFEEMLS4FREE.COM

74 N Brookwood Rd, Stratton, VT 05360
/15
$65,000

$10K PRICE DROP
- Land
- 2 Acres
- $32,500 per Acre
585 Sawmill Rd, Stratton, VT 05360

Ready to build your Vermont dream home! Perfectly positioned between Stratton Mountain and Mount Snow, this exceptional 2-acre property offers the ideal blend of privacy, recreation, and convenience in the highly desirable Snow Mountain Farms community.Set within a picturesque mountain setting, the property is already prepared for construction with a cleared building envelope, driveway,

Carrie Mathews Winhall Real Estate

585 Sawmill Rd, Stratton, VT 05360
/60
$1,160,000
- 5 Beds
- 4 Baths
- 3,664 Sq Ft
82 N Brookwood Rd, Stratton, VT 05360

Location , Location , Location! Situated on North Brookwood just below the covered brige you'll enjoy easy access to the Wanderer ski trail as well as the resort shuttle that picks you up at your driveway! This iconic resort property features a great room with custom wood barrel cathedral ceilings, a wall of glass, wood burning fireplace and wrap around deck. Designed for the mountain enthusiast,

Kim Morgan-Wohler Wohler Realty Group

82 N Brookwood Rd, Stratton, VT 05360

Vermont Bennington County Winhall

Why Live in Winhall

Winhall, located in southwestern Vermont, is a mountain town surrounded by ski resorts such as Bromley, Stratton, and Magic Mountain, making it a hub for outdoor recreation year-round. Residents enjoy alpine skiing, hiking the Long Trail, camping in Green Mountain National Forest, and fishing in Gale Meadows Wildlife Management Area. The town features a variety of home styles, including A-frame chalets, luxury New Traditional constructions, and simple cabins, with properties ranging from small acreages to expansive lots. Condos near Stratton Mountain Ski Resort offer additional housing options. Winhall Market and Workhorse Cafe provide local dining and shopping, while nearby Manchester offers more retail choices. The annual Bondville Fair, Vermont's oldest, celebrates rural traditions with quilt making, produce judging, carnival rides, and livestock pulls. Families in Winhall benefit from the state's school choice system, with highly rated Stratton Mountain School serving grades 7-12. The town has a low crime risk compared to the national average. State Route 30 connects Winhall to regional hubs, and Albany International Airport is about 70 miles away. Mud season can affect travel on dirt roads, coinciding with maple sugaring season, adding a unique aspect to life in Winhall.

Learn more about living in Winhall

Frequently Asked Questions

What is the average home price in Winhall, VT?

Homes for sale in Winhall, VT have an average home price of $1,071,438.

How many homes have sold over the last 12 months in Winhall, VT?

57 homes have sold in Winhall, VT over the last 12 months.

What is the average household income in Winhall, VT?

The average household income in Winhall, VT is $95K.

What are the most popular zip codes in Winhall, VT?

The most popular zip codes in Winhall, VT include 05340, 05343, 05360, 05155 and 05152.

How much do you need to make to afford a house in Winhall?

The median home price in Winhall is $849,000. If you put a 20% down payment of $169,800 and had a 30-year fixed mortgage with an interest rate of 6.52%, your estimated principal and interest payment would be $4,300 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $184K a year to afford the median home price in Winhall. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winhall is $95K.

How are the schools in Winhall, VT?

Winhall, VT has highly rated public and private schools. Some of the best schools in Winhall based on Niche Grades are Stratton Mountain School, Sunderland Elementary School and Jamaica Village School. Browse all the schools in Winhall, VT to learn more.

Home Prices in Winhall, VT

The median home sale price in Winhall, VT is $777,500, up 20% year-over-year. Homes in Winhall sell in 84 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $777,500	Median Single Family Sale Price $960,000
Median Townhouse Sale Price $600,000	Median 2 Bedroom Sale Price $370,500
Average Price Per Sq Ft $415	Number of Homes for Sale 16
Last 12 months Home Sales 57	Months of Supply 3.40
Median List Price $849,000	Median Change From 1st List Price 3%
Median Home Sale Price YoY Change 20%

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