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Winhall VT Real Estate

In the crest of the Green Mountains, the town of Winhall is located in Bennington County, Vermont. The rolling hills and open land offer outdoor recreation year-round and parts of Stratton Mountain Ski Resort are located within Winhall, giving residents access to all the activities offered such as skiing, hiking, swimming, and more. Winhall includes the unincorporated village of Bondville located in the southeastern corner of town. 

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25 Mountain Haunts Road Winhall VT 05340

Winhall, VT25 Mountain Haunts Road

Price$3,499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4945895

  • Residential Single Family
  • Full Bath 6
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7

Your 40 acre Mountain Playground and Stratton Mountain Estate is nothing short of EXTRAORDINARY! Recently expanded and renovated this grand lodge now boasts 4 en suite bedrooms, three stone fireplaces, huge lodge room with large beams, walls of glass and VIEWS, VIEWS, VIEWS. Gourmet kitchen, plus a 2 BR/2BA Guest House - each with unrivaled views of Stratton Mountain's trails.You'll be captivated by commanding southerly views of Stratton Mountain, surrounding ridge lines and sunset views to the west. This property is without comparison and the last rare parcel of this size near the resort. Enjoy a world of privacy and tranquility. Just minutes to the Base Lodge, you'll come home to endless outdoor fun. Bring your ATVs, snowmobiles and in summer there's a pond and tennis court. Patios, Stonework, outdoor spaces enhance the stunning location. Situated in the heart of everything the region has to offer throughout the seasons. World Class professional theater, the Manchester Music Festival, The Dorset Summer Equestrian Festival. Hiking, biking, kayaking, shopping and dining. Fall foliage, first tacks on powder days and the glorious Green Mountain Summers beckon. This one of a kind property has the essence of a true mountain lodge, set into its surroundings with a tranquil and peaceful vantage point. Adventure is at your doorstep.Additional land parcels available. Make plans to visit this newly expanded and renovated property. 8 Bedroom septic. You'll be enthralled!

Listed by Kim Morgan-Wohler of Wohler Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

19 Old Town Road Winhall VT 05340

Winhall, VT19 Old Town Road

Price$3,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5012831

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7

This extraordinary multi-generational Vermont retreat offers the ultimate in luxury and breathtaking mountain vistas. Nestled on a private 21+ acre estate at the end of a quiet drive, the property boasts sweeping 270-degree views of the surrounding mountains, including the trails of Stratton Mountain Resort. The professionally designed and decorated home features over 10,000 square feet of living space, providing ample room for comfortable and elegant living. The spacious great room, with its soaring 25-foot ceilings, stone fireplace, and expansive windows framing the majestic views, is an ideal gathering space for family and friends. The gourmet kitchen, featuring reclaimed beams and a massive island, is a chef's dream. Step outside onto the stone terrace to enjoy the peaceful ambiance and stunning scenery, or watch the snow groomers at work on the slopes. The primary suite is a true oasis, with two walk-in closets, breathtaking views, and a luxurious en-suite bathroom featuring a walk-in shower and soaking tub. Upstairs, you'll find four generously sized guest bedrooms and a bonus room above the garage. The mudroom and two-car garage provide plenty of space for your outdoor gear, making it easy to enjoy all that the Vermont mountains have to offer. This exceptional property is perfect for those seeking a private, luxurious, and multi-generational retreat. Don't miss this opportunity to own a truly remarkable piece of Vermont real estate

Listed by Robin Apps and Margaret McMahon of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

18 Rocky Dell Road Winhall VT 05340

Winhall, VT18 Rocky Dell Road

Price$2,450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5011900

  • Residential Single Family
  • Full Bath 5
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6

Welcome to this stunning Contemporary Mountain Estate on 26 acres where luxury, privacy and nature converge.Offering more than a home-It's a lifestyle with the perfect blend of sophistication, comfort & natural surroundings. Ideally located just minutes to the Stratton Mountain Resort or the Green Mountain National Forest, easily accessed from Kendall Farm Road. Enjoy the mountains & the outdoors from your doorstep. The main residence is nothing short of dramatic w/open spaces, cathedral and vaulted ceilings, walls of windows, wood floors &4 masonry fireplaces.The use of natural materials creates a contemporary and warm ambiance. Multiple gathering spaces on the main level open to a wonderful gourmet kitchen with island and multiple dining areas bringing ease to entertaining friends and families during any season.Floorplan offers 5 bedrooms/4.5 baths with multiple bedroom suites privately situated on three levels.The primary suite boasts complete privacy with office area, walk in closet and expansive stone and tile baths.A lower level media and game room is designed for billiards or ping pong with fireplace and apres ski wet bar.Recently renovated, the Carriage House features striking 1260SF guest quarters with 2 bedrooms and bath. Situated within the acreage is a separately deeded 10 acre building lot and pond. Expansive deck, stone patio, multiple garages, landscaped and naturally wooded, this property is complete for you Vermont Getaway! Hike, swim, ski, and snowmobile.

Listed by Kim Morgan-Wohler and Britt Wohler of Wohler Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

36 Beaver Street Winhall VT 05340

Winhall, VT36 Beaver Street

Price$1,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5014019

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4

Come and take a look at this beautifully designed custom log home and an entertainment/quest house, located less than 10 minutes from Bromley Mountain and the Stratton Mountain Access Road. This exceptional log home feels like a mountain lodge. The oversized living room with exposed timbers and cathedral ceiling features a large TV, pool table, shuffleboard, arcade games, wet bar & majestic stone fireplace! Open recently renovated kitchen with stainless-steel appliances connected with a dining area and a sunroom. You'll appreciate the thoughtful planning and attractive detailing applied in every room. This expansive residence also includes a 2250 sq feet Entertainment/quest house built in 2022 with a large living room, open contemporary kitchen, bathroom/laundry and a sizeable, covered porch for summer outside living and a full Entertainment/arcade room on the first floor with a bar. Private wooded property with new outdoor kitchen, fire pit, hot tub, lots of decking with built in seating, playground, horseshoes and basketball court. In Spring, Summer and Fall enjoy the delightful sounds of the pond fountain. All measurements are approximate. Sold furnished. Arcade machines are negotiable.

Listed by Tatsiana Clark of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

14 Old Ridge Road Winhall VT 05340

Winhall, VT14 Old Ridge Road

Price$1,975,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4988110

  • Residential Single Family
  • Full Bath 4
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton's trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is all new, inside and out, including new furniture. The lighted driveway is a welcome entry on a snowy night. The entry foyer opens to the expansive living room with stone fireplace and kitchen/dining area. Massive kitchen island is the heart of this home. Bosch appliances in kitchen, including gas range with pot filler. The ample pantry storage and bar create dedicated spaces for an organized kitchen. Ride the shuttle bus home from the mountain and apres ski on the sunny deck. The game room is also on the main floor, a second living room, and cozy space for movie night. Bedrooms are oversized in this home. The primary suite has views of the mountain, and a luxury bathroom with heated floor. The mini-suite is a second en suite bedroom with double vanity and curbless walk-in shower. Two additional bedrooms access the hallway bathroom. A loft space with ladder adds intrigue. The two-car attached garage has direct entry to the mudroom and laundry room. This newly renovated home is ready for you with all new furniture. Watch the Stratton fire works display from your living room this season!

Listed by Christiane Carroccio of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4 Stonehouse Road Winhall VT 05340

Winhall, VT4 Stonehouse Road

Price$1,795,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4996425

  • Residential Single Family
  • Full Bath 4
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Nestled among white birch trees within the coveted High Meadow enclave of Stratton Resort, this home boasts breathtaking vistas of the mountain, paired with the convenience of winter shuttle access to the Base Lodge. Recently renovated, this property epitomizes turnkey elegance and tranquility. Step into the post and beam great room, where walls of windows flood the space with natural light. An impressive stone fireplace sets the stage for cozy apres-ski gatherings, while a convenient wet bar adds to the indulgent atmosphere. A second gathering room, featuring a charming brick hearth, along with a lower level game room with sauna, offer coveted additional living spaces for your mountain sanctuary. In the kitchen, unleash your culinary prowess with high-end appliances including a Wolf gas range and Sub-Zero refrigerator, all centered around a delightful breakfast bar. The main level bedroom beckons with its own cozy fireplace, access to the wraparound deck, and a beautifully tiled bath. Upstairs discover the primary suite, boasting vaulted ceilings, panoramic trail views, a walk-in cedar closet, and a luxurious soaking tub. Two additional bedrooms, a beautifully updated bath, and a convenient laundry area complete the upper level. Effortlessly organize your winter gear in the mudroom and 2-car garage. Discover the pinnacle of alpine living at the Stratton Mountain Resort.

Listed by Margaret McMahon and Robin Apps of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

25 Jamie Lane Winhall VT 05340

Winhall, VT25 Jamie Lane

Price$1,675,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5020180

  • Residential Single Family
  • Full Bath 4
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5

Welcome to the Modern Barn House, the ultimate apres ski home! This newly constructed show-stopping residence is only 4.5 miles from Stratton Resort. Built by a master builder specializing in luxury custom homes, it is a modern marvel with the utmost attention to energy efficiency and sustainability by using the latest technology, creating a healthy and comfortable indoor environment. The design is a tribute to a classic Vermont center hall barn with influences from Scandinavian and European alpine architecture. The main living and dining area is brightened by a soaring wall of glass overlooking mountain views as well as a 20 foot high suspended fireplace imported from France. The kitchen is graced with a stunning double waterfall island of Verde Antique Serpentine sourced from a local Vermont quarry, and the custom 12' long dining table seats 14 and is crafted from wood harvested on the property. The living area features custom shelving for wood storage. A winter gear storage room is equipped with outlets for boot dryers, shelves for skis, snowboards, clothing and more. Four en-suite bedrooms with custom vanities, vessel sinks, large-format porcelain floor and shower tiles, plus a bonus room, loft, game room, den, and large patio with fire pit. This property is offered fully furnished and the seller is offering $10,000 toward Hunter Douglas window treatments. Call to tour this mountain retreat, minutes to skiing, Manchester's shopping, dining, and many year-round activities.

Listed by Deborah Hanst and Jeffrey Sheehan of Cummings & Co

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

144 High Meadow Road Winhall VT 05340

Winhall, VT144 High Meadow Road

Price$1,650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5019257

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6

Come check out this delightful, spacious home at Stratton Mountain Resort! Perfect for family gatherings and friend get-togethers, this residence boasts two cozy living rooms with soaring cathedral ceilings and inviting wood-burning fireplaces. You'll love how the updated kitchen seamlessly connects to the dining area and living space, making entertaining a breeze. Upstairs, you'll find two en-suite bedrooms, while the main level features two more bedrooms with a shared bath. Plus, there are two additional bedrooms on the lower level, also with a shared bath. Speaking of the lower level, it's a fantastic hangout spot with a full bar, another living room, a bonus room, and even a small playroom for the little ones! And the location? Just 2.5 miles from the Stratton Mountain base area! The friendly neighborhood community even offers a winter shuttle on weekends and holidays. Come see for yourself-you'll love it here!

Listed by Jamie Wylie of Stratton Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

35 Old Ridge Road Winhall VT 05340

Winhall, VT35 Old Ridge Road

Price$1,625,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5006022

  • Residential Single Family
  • Full Bath 5
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6

Located in Stratton High Meadow, this four-bedroom six-bathroom home has everything you need and has a winter shuttle up to Stratton base area for skiing and snowboarding. Walking into the home, there is a large mudroom with bench and plenty of room to get gear organized and ready for the day on the mountain. The two-bay garage is off the right. Continuing, the living and dining areas have beautiful cherry wood floors and a well outfitted kitchen for the family chef, with a side deck for the BBQ and hot tub. The living area has a wood burning fireplace and opens to the wrap around porch with great morning sun. The primary bedroom is on the main level with an ensuite bathroom. The second bedroom is upstairs and could be converted to a home office if you choose. Lower level has the two remaining bedrooms and a family room for games or movie night. Interior has been recently painted and new energy efficient boilers have been installed. Stratton ROFR and transferrable Sport Center Bond with Purchaser transfer fee.

Listed by Michael England of Michael England Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

11 Founders Hill Road Winhall VT 05340

Winhall, VT11 Founders Hill Road

Price$1,600,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5021035

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

Amazing location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot just down the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a oversized kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with a beautiful stone fireplace that rises 25 feet in the cathedral ceiling with similar fireplace in den. Reading sitting area also has a round fireplace, freezer just off kitchen. Decks to grill outside and sit with the ones you love. Attached two car garage and an outside storage shed. Beautifully landscaped grounds to take a stroll through. The large room over the garage has morphed through the years from a media room to a mother-in-law's apartment, to it's present use as a yoga studio. It has it's own entrance/exit. It also has a sink, dishwasher and refridgerator. Easily this room can be closed from the main house and be self sustaining. Come and see this treasure of a home and see if it feels like home to you! Sports Club Bond available with buyer paying transfer fee!

Listed by Bob Maisey of Berkshire Hathaway HomeServices Stratton Home

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

33 Forest Haunts Road Winhall VT 05340

Winhall, VT33 Forest Haunts Road

Price$1,495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5013859

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Discover Your Vermont Retreat Nestled amidst 10 private acres of tranquil woods, this French country manor offers an exceptional opportunity to own a piece of Vermont paradise. Situated near the serene North Branch Ball Mountain Brook, enjoy the soothing sounds of cascading water and the breathtaking beauty of nature. Property Highlights: Prime Location: Just minutes from Stratton Resort for skiing, golfing, and other outdoor adventures. Natural Beauty: Stone walls, gardens, a pond, and a slate patio create a peaceful ambiance. Luxurious Interior: A welcoming entrance sets the stage for elegant living. The living room features river views, a wood-burning fireplace, and access to a slate patio. The gourmet kitchen boasts Pierre Cardosa French limestone countertops, a spacious island, stainless steel appliances, and a pantry. The primary bedroom offers a gas fireplace, an en-suite bathroom, and built-in closets. Three additional guest suites provide unique touches and amenities. Modern Conveniences: A sauna, alarm system, central vacuum system, water filtration system, cedar shake roof, copper gutters, and a 2-bay garage complete this exceptional property. Experience the Vermont Lifestyle: This stunning manor combines the natural beauty of Vermont with the comforts of modern living. Don't miss this opportunity to own your dream home in one of the region's most sought-after locations. Contact us today to schedule a private tour.Stratton Sports Center available; purchaser to

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

22 Old Ridge Road Winhall VT 05340

Winhall, VT22 Old Ridge Road

Price$1,320,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5002141

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

What a setting! Privately situated, this contemporary home is in the desirable High Meadow location. As you drive into the private drive, experience an oasis in the trees, opening to a beautiful, big view of Stratton Mountain. Enter the light filled home with a state-of-the-art gourmet kitchen and open concept main floor. Experience the ample spaces for entertaining, lovely natural woodwork, and magnificent views framed by the large windows. The main floor living area and large fireplace encourage relaxing with a book and a glass of your favorite beverage. The five bedrooms are distributed throughout the house allowing for plenty of privacy. A large second living room and game room on the lower walk-out level provide additional space for gathering and games. Enjoy a sauna and steam shower after a full day on the slopes! A full house security system and generator will keep you warm and safe in any storm. Also enjoy the shuttle bus to the slopes, no worries about parking. This well designed home has taken great advantage of the outdoors with three separate deck and patio areas to help you take in the Vermont landscape.

Listed by Dan McKenna of Cummings & Co

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.79% last updated on 2024-11-07

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity 

Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated November 11, 2024 12:10 PM EST

 

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