Listings for Kyle Kershner

* 5BR Ski-In/Ski-Out Home Between Great Eastern and Homestretch Ski Trails

644 Trailview Drive Killington VT 05751

Killington, VT644 Trailview Drive

Price$2,400,000

Est. Mortgage: $/month

MLS Number 5023722

  • Residential Single Family
  • Full Bath 2
  • Address 644 Trailview Drive
  • Construction Existing
  • Bedrooms 5

Nestled between two of Killington's most iconic trails, this five-bedroom contemporary offers the ultimate blend of luxury and ski-in/ski-out convenience. Step from your heated ski room, click into your skis or snowboard and hit the Great Eastern ski trail. At day's end, schuss right to your door via the private ski-home trail off the Homestretch run. The striking contemporary design features steep rooflines, cathedral ceilings, and walls of windows that frame the surrounding beauty. The impressive covered entryway leads to a tiled mudroom with built-in benches for easy gear storage. Inside, the open main floor features a light-filled living area with soaring cathedral ceilings, a cozy Vermont Castings stove and lovely views. A dramatic floor-to-ceiling fireplace is the centerpiece of the dining room, while the updated kitchen offers granite countertops, stylish appliances, and butler's pantry. The primary suite includes a luxurious jetted tub, glass-enclosed shower, and double vanity. Upstairs, find two guest bedrooms, a full bath, and a refined home office with custom built-ins. The walkout level features two additional bedroom suites, a family and rec room, and a combined laundry/ski room for seamless mountain living. Multiple decks overlooking a year-round mountain brook, moss-covered knolls and mature forest present a compelling and gratifying serenity seldom found in resort living. Offered fully furnished and equipped - move in just in time for ski season! Check out the immersive 3D Virtual Tour here.

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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* 2BR Ski-in/Ski-Out Condo at Sunrise Village

165 Timberline North At Sunrise Killington VT 05751

MLS Number 5023372

  • Condo
  • Square Feet 1,437
  • Bedrooms 2
  • New Contruction Existing
  • Complex Sunrise

This Timberline unit at Sunrise Village offers the epitome of ski-in/ski-out living, with direct access to Killington's Sundog ski trail. Step into a welcoming foyer that leads to a bright, open living space. The vaulted ceiling and wood-burning fireplace create a cozy ambiance in the living room, while the adjacent dining area, enclosed in a glass atrium, invites you to enjoy meals with breathtaking mountain views. The fully equipped kitchen features a charming breakfast nook, and a private balcony is the perfect spot for your morning coffee. The main level also includes a spacious guest bedroom with bunk beds and a combination bathroom/laundry room. Upstairs, the primary suite is a serene retreat, boasting a private balcony with panoramic views, a double-sink vanity, ample closets, and a hidden bonus room for storage or customization. The partially finished lower level includes two bonus rooms and is framed for expansion, offering the potential for a family room, gear room, and third bathroom. Sunrise Village's exceptional amenities include a modern fitness center, an indoor pool and hot tub beneath cathedral ceilings, an outdoor pool and hot tub, locker rooms, tennis and basketball courts, plus hiking, biking, cross-country skiing, and snowshoe trails. A seasonal on-site restaurant adds to the convenience. Don't miss your chance to own this exceptional ski-in/ski-out mountain getaway in Killington just in time for ski season! Click here for our immersive 3-D virtual tour!

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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* 3BR Chalet in the Heart of Killington

57 Toad Road Killington VT 05751

Killington, VT57 Toad Road

Price$595,000

Est. Mortgage: $/month

Pending

MLS Number 5023058

  • Residential Single Family
  • Full Bath 2
  • Address 57 Toad Road
  • Construction Existing
  • Bedrooms 3

Escape to your dream mountain retreat in this charming three-bedroom chalet, perfectly situated in the heart of Killington, Vermont. Nestled in a private and serene setting, this home is just minutes from the ski lifts and mountain biking trails, offering the ideal combination of adventure and tranquility. The upstairs features an inviting open-concept space, including a kitchen, dining area, and a cozy living room with stunning knotty pine vaulted ceilings and wood-burning fireplace. A whimsical loft provides a fun sleeping and entertainment space for kids of all ages, complete with beds and a TV. Step outside onto the large deck off the living room for morning coffee, summer barbeques or al fresco dining. The garden level offers three comfortable bedrooms including an en-suite primary, two full bathrooms, and a dedicated hot tub room - perfect for relaxing after a day on the slopes. This adorable chalet is being sold fully furnished and is ready to welcome you for ski season. Moderately priced for its premium location, it's the perfect getaway or investment property. Don't miss out on this fantastic opportunity to own a slice of Vermont's mountain paradise!

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Charming 3BR Home on Historic Stockbridge Common

192 Stockbridge Common Stockbridge VT 05772

MLS Number 5031294

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,116

Located on the scenic Stockbridge Common, this expanded ranch-style home offers modern updates and timeless charm. Features include a renovated kitchen and bathrooms, an expansive great room with vaulted ceilings and a cozy woodstove for apres-ski relaxation, a gas fireplace for dining ambiance, a heated mudroom, full basement, and two-car garage. The main home retains beautiful refinished original hardwood floors, while the kitchen and great room offer practical and attractive modern upgrades. In spring and summer, enjoy the covered front porch, private back deck, a vegetable garden, greenhouse - even your own basketball hoop! Recent infrastructure improvements include a roof-mounted solar array with net metering, a standing seam roof, new Bosch furnace with heat pump for efficient heating and cooling, and high-speed fiber optic internet. Just steps from your door, explore the historic Stockbridge Common with a charming schoolhouse, equestrian farm, and the iconic Stockbridge Town Meeting House. Centrally located in the Green Mountains, it’s minutes from Rochester village, world-class ski resorts (Killington & Pico), Woodstock, Middlebury College, and only a few hours’ drive from Montreal, Boston, and NYC. Don’t miss this opportunity! Showings by appointment only – call today! Click here for immersive 3D virtual tour of this property.

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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* House, Mobile Home and 10 Acres in Scenic Rochester, VT

64 And 96 State Garage Road Rochester VT 05767

MLS Number 5007003

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Nestled along the tranquil White River in picturesque Rochester, Vermont, this unique property offers endless possibilities. The estate comprises two distinct lots: a sunny, level, 2-acre parcel featuring a charming 3-bedroom New England vernacular style home, and a vintage 3-bedroom mobile home with solid rental income, plus a separate 8.1-acre pasture, accessible via a deeded right of way, offering opportunities for agriculture, farming, equestrian or recreational pursuits. Direct access to swimming holes and prime fly fishing spots along the river ensures endless enjoyment of Vermont's natural splendor. The 3-bedroom residence invites you to revive its timeless charm with a touch of TLC, promising a home that echoes with stories of the past. The mobile home is dated, but functional, offering ample space for extended family or rental guests. The homes share a well, but have separate septic systems, providing an option for future subdivision. Idyllic downtown Rochester, with its iconic town park, trendy cafes, bike shop, bookstore, art gallery and more is just minutes away, making this an ideal location to call home. Whether you're drawn to the peaceful riverfront setting, the potential for farming ventures, or simply seeking a retreat from the hustle and bustle, this property promises a lifestyle that embraces Vermont's natural beauty and rural charm. Schedule your private tour today and envision the possibilities awaiting you in scenic Rochester.   Click here for video tour of house! Click here for video tour of mobile home!

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

* 4-Bedroom Chalet on Vulture Mountain

247 Vulture Mountain Road Stockbridge VT 05772

MLS Number 5018485

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

This delightful mountain chalet in a private wooded setting offers a perfect blend of comfort and convenience. A gently sloping stone walkway, framed by terraced stone walls, leads to a welcoming entry porch. The garden-level entry opens to a cozy family room with a woodstove, three guest bedrooms, a full bathroom, and a laundry area with a utility sink. Upstairs, the living room shines with knotty pine walls and ceilings, anchored by a striking river stone fireplace. The generous eat-in galley kitchen connects to a private back deck, perfect for grilling and outdoor dining. The primary bedroom and a 3/4 bathroom complete the upper level, while a covered front porch offers peaceful views of the wooded surroundings, especially enchanting in winter. A circular driveway leads to a spacious, barn-style 3-bay garage with overhead storage. The standing seam roof promises years of low maintenance, and a backup generator ensures seamless living during Vermont’s occasional power outages. Located just a quarter mile from the pristine White River — renowned for its fly fishing and swimming holes — you'll also have access to year-round recreation at nearby Killington and Pico resorts. Don't miss this rare opportunity to own your private mountain retreat without breaking the bank! Call today for a personal tour of this charming home. Click here to view the immersive 3D Virtual Tour! This delightful mountain chalet in a private wooded setting offers a perfect blend of comfort and convenience. A gently sloping stone walkway, framed by terraced stone walls, leads to a welcoming entry porch. The garden-level entry opens to a cozy family room with a woodstove, three guest bedrooms, a full bathroom, and a laundry area with a utility sink. Upstairs, the living room shines with knotty pine walls and ceilings, anchored by a striking river stone fireplace. The generous eat-in galley kitchen connects to a private back deck, perfect for grilling and outdoor dining. The primary bedroom and a 3/4 bathroom complete the upper level, while a covered front porch offers peaceful views of the wooded surroundings, especially enchanting in winter. A circular driveway leads to a spacious, barn-style 3-bay garage with overhead storage. The standing seam roof promises years of low maintenance, and a backup generator ensures seamless living during Vermont's occasional power outages. Located just a quarter mile from the pristine White River - renowned for its fly fishing and swimming holes - you'll also have access to year-round recreation at nearby Killington and Pico resorts. Don't miss this rare opportunity to own your private mountain retreat without breaking the bank! Call today for a personal tour of this charming home.

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

* Prime Building Lot with 5BR Septic Permit in the Heart of Killington

430 Lower Rebecca Lane Killington VT 05751

MLS Number 5023112

  • Land
  • Acreage 1.5
  • Area VT-Rutland
  • Utilities Cable - Available
  • PricePerSqFt 213333.33

Build your perfect mountain getaway in the heart of Killington! This gently sloping building lot, located in a desirable on-mountain neighborhood, offers the ideal canvas for your five-bedroom dream home. With approval for 8-person occupancy, you'll have ample space to host family and friends after a day on the slopes. Just minutes from Killington's main base lodges, the location provides quick and easy access to world-class skiing and year-round recreation. Essential utilities, including power, are conveniently available at the street, and the property already features a drilled well. All that's left is for you to bring your vision to life and start building the mountain escape you've always wanted. Don't miss this rare chance to own a slice of Vermont's premier ski destination!

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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* Cleared Highwood Building Lot with Amazing Views

Lot 1-25 Madison Brook Lane Stockbridge VT 05772

MLS Number 5004936

  • Land
  • Acreage 1.87
  • Area VT-Windsor
  • Utilities Telephone Available
  • PricePerSqFt 53422.46

Build your dream home and enjoy amazing views and spectacular sunsets on this elevated building lot in the desirable Highwood community. This cleared home site with roughed-in driveway and sewer rights in the Our World/Highwood community sewer system is approved for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is always preserved. Adjacent to the Green Mountain Trail network for mountain biking, snowshoeing, and hiking, one mile to the VAST trails for snowmobiling and a short drive to Killington and Pico ski resorts for world class skiing and riding. Don't miss your opportunity to build the house of your dreams in one of the nicest upscale communities in the Killington region. Call today for details!

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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* Well Priced Studio at Killington Grand Hotel

228 East Mountain Road Killington VT 05751

MLS Number 5032646

  • Condo
  • Square Feet 418
  • New Contruction Existing
  • Year Built 1998
  • Area VT-Rutland

Killington Grand Resort Unit 124 Interval III - Nestled in the heart of Vermont's Green Mountains, the Killington Grand Hotel is just steps away from Killington Ski Resort, the largest ski area in the eastern United States. The Grand Hotel boasts 200 well-appointed rooms and suites, each with breathtaking views of the surrounding mountains. This A-handicap accessible studio unit sleeps 2 and features a well-equipped kitchen with granite countertops, a generous living area with a queen bed, bathroom with walk-in shower, and stunning views of the Green Mountains. Experience a multitude of onsite amenities, including a luxurious spa, fitness center, outdoor heated pool and hot tubs, elegant common areas featuring towering stone fireplaces, fine dining at Preston's Restaurant, ski and bike storage, valet services, an exclusive owner's lounge, and direct access to the ski lifts and summer attractions via the distinctive footbridge over Snowshed Pond. Ownership provides 13 weeks to use, rent or, if you join RCI, trade vacation destinations around the world. An exceptional ownership opportunity at Killington's very best location and finest destination resort.

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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* Building Lot in the Desirable Highwood Mountain Community

Lot 1-26 Madison Brook Lane Stockbridge VT 05772

MLS Number 5004638

  • Land
  • Acreage 1.58
  • Area VT-Windsor
  • Utilities Telephone Available
  • PricePerSqFt 24683.54

Attractive building lot in the desirable Highwood community. This lot offers potential long range views and includes sewer rights in the Our World/Highwood community sewer system, sufficient for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is always preserved. Adjacent to the Green Mountain Trail network for mountain biking, snowshoeing, hiking and more. Just one mile to the VAST trails for snowmobiling and a short drive to Killington and Pico ski resorts for world class skiing and riding. Don't miss thiss opportunity to build your dream vacation home on one of the few affordable building lots on the market!

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2025 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 March 23, 2025 7:07 AM EDT