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Southern Vermont Ski Trailside Homes

Discover beautiful ski trailside homes in Southern Vermont. Whether you’re looking for privacy, panoramic mountain views, acreage, or all of the above, you’ll find a great variety of ski homes and condos in Mount Snow, Stratton, Manchester, and the surrounding areas. TPW Real Estate can help you find the perfect ski property for you.

Scroll down to find current ski trailside homes in Southern Vermont. If you have questions or would like to schedule a showing, contact us today!

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281 Upper Rebecca Lane, Killington, VT 05751

MLS Number 4728202

  • Residential Single Family
  • Listing Agent Name Kyle Kershner
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

This exceptional Killington contemporary offers wonderful winter views spanning from Pico to Skye Peak and its end-of-the-road location provides a remarkable level of privacy for an on-mountain home. The updated kitchen features striking antique Verde granite countertops, custom oak cabinetry, stainless appliances, including a Kensington commercial-quality gas range, coffered ceiling and breakfast bar. Custom hardwood wainscoting makes for an elegant and seamless transition to the adjacent dining room, which leads to a wrap-around deck, perfect for grilling and al-fresco dining in summertime. The bright and airy living room features vaulted pine ceilings, solid oak flooring and a Vermont Castings woodstove set against a prominent stone hearth hand-built from local granite. A major renovation in 1999 added a 2-car attached garage with a magnificent master bedroom suite above. The extravagant master suite features cathedral ceilings, a floor-to-ceiling granite fireplace, electric-powered dumbwaiter for firewood and other deliveries, wet bar with custom cabinetry that rivals most kitchens and an updated full bathroom with solid-surface vanity top, glass-enclosed shower with river stone floor and tiled walls, jetted tub, and slate-tile flooring. Three guest bedrooms, a den and bunkroom, offer space for all your friends and family while an indoor spa with hot tub and dry sauna ensures that everyone will feel properly pampered. Showings by appointment only please, no drivebys.

Listed by Kyle Kershner of Killington Pico Realty

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Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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281 Sunrise, Killington, VT 05751

MLS Number 4728167

  • Condo
  • Listing Agent Name Heidi Bomengen
  • Complex Sunrise
  • Year Built 1985
  • Bathroom 1

Nicely maintained and decorated one bedroom ground floor ski in ski out condo at Sunrise. Nice mountain views from the living area, bedroom, and covered deck. Updated appliances and propane furnace. Interior features gas fireplace, open living/dining area, whirlpool tub and sliders onto a good-sized covered deck. Easy walking distance to Sunrise Sports Center which includes indoor pool and hot tub, sauna and steam room, year round outdoor hot tub, well-equipped fitness facility with updated locker rooms, tennis courts, and an extensive trail network perfect for snowshoes, x-country skiing, and/or biking and hiking. This property represents a great value for the price.

Listed by Heidi Bomengen of Prestige Real Estate of Killington

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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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75 Fishing Access Road, Ludlow, VT 05149

Price$875,000

Est. Mortgage: $/month

MLS Number 4728191

  • Residential Single Family
  • Listing Agent Name Katherine Burns
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Enjoy plenty of sunshine and views of Lake Rescue at this beautifully updated home. The front doorway leads you to glimmering views of the water. With an open concept living space, this is a great a place to entertain, especially with the large wrap around bar in the kitchen and the stone fireplace in the living room area. Choose between two master suites… one on the main floor and the other located on the second floor above the garage. Both offer views of the water and their own private deck/balcony. The extra bedroom could also be a great space for an extra living room, mini theater or office. The large garage and pantry/laundry room make this home feel much larger than it is. There is plenty of space to store your lake or ski gear! You'll find that living lakeside is what life is all about, especially when your boat is docked right outside your door.

Listed by Katherine Burns of William Raveis Vermont Properties

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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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7 Union Street, Brandon, VT 05733

Price$159,000

Est. Mortgage: $/month

MLS Number 4728174

  • Residential Single Family
  • Listing Agent Name Marty Feldman
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

JUST LISTED!! Great opportunity for an in-town gem! Family friendly layout both inside and out. Enter through the enclosed porch, where there's lots of space for your morning coffee. Through the comfortable den, and into the fireplaced dining room & open living room. Large 1st floor office could also be a bedroom. The kitchen is well laid out and features lots (and lots) of cabinet space and a pantry. Outside, the yard is fully fenced-in. The yard gets plenty of sun, especially right around the house, and plenty of shade in the back. Large Maple and Walnut trees, and the lilac bushes make you forget you're right in town. Walk to all the great town events, shops, and restaurants. Two-car detached garage makes a great work shop. There is also a shed, and as a bonus there's a large attached loft for storage, or maybe an exercise or hobby room? Come take a look! Owner/Broker

Listed by Marty Feldman of Rowe Real Estate

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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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149 Jewett Drive, Bennington, VT 05201

Price$199,000

Est. Mortgage: $/month

MLS Number 4728141

  • Residential Single Family
  • Listing Agent Name Lillian West
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

Completely renovated raised ranch home in desirable west Bennington area close to New York State line. Attached two car garage, paved driveway, sun room and spacious deck off the back with views of Mount Anthony. Over half acre lovely landscaped lawn with newly installed french drainage system. Inside the upper level has hardwood floors in Living room and 2 bedrooms. Beautiful fireplace and bay window in bright living room. Kitchen with dining area is tiled with new subway tiled backsplash and brand new appliances. Full bathroom and south east facing sunroom complete that level. Lower level is all new laminate flooring, freshly painted in tasteful modern colors with a bathroom with shower and spacious laundry room. A large family room could be another bedroom, office or workout room depending on your needs. Two more large bedrooms with closets. Incredible opportunity for a feeling of "new" without the hassle and price of "new construction". Easy to show !

Listed by Lillian West of Maple Leaf Realty

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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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31 Tessahok Lane, Wilmington, VT 05363

Price$799,000

Est. Mortgage: $/month

MLS Number 4728145

  • Residential Single Family
  • Listing Agent Name Adam Palmiter
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

This spectacular 4 bedroom log home sits on 10+ acres with 180 degree views of both Mount Snow and Haystack ski mountains, the trails, sunsets over the ridgelines, as well as pastoral southerly views. Upon driving up you are greeted by a woodsy, polished curb appeal, a large swimming pond, direct snowmobile trail access, and sunny exposure. The serpentine driveway allows for tremendous privacy despite the exposure. Features include a spacious great room with views from every window, natural woodwork throughout, a new kitchen open to the living and dining area, pantry with barn door access, large first floor master suite, stone fireplace, wide pine floors, upscale mudroom connecting the 2 car attached garage, sunny overflow loft, 2 upstairs guest bedrooms and bath, full finished basement with family room and bunk room, radiant heat, air conditioning, and energy efficiency. The listing includes an existing design for an additional master suite addition if so desired. Only 7 minutes to either ski area, nearby to Lake Raponda, and just a short drive into the village of Wilmington for top notch shopping and dining.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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94 Look Road, Wilmington, VT 05363

Price$1,450,000

Est. Mortgage: $/month

MLS Number 4728119

  • Residential Single Family
  • Listing Agent Name Steve Goldfarb
  • Construction New Construction
  • Bathroom 5
  • Bedrooms 4

WOW! An Elegant Adirondack Home in a great location complete with views of Haystack Peak, Haystack Ski Area and Beautiful Autumn Colors for Miles and Miles! This Craftsman Home has privacy while also being close to all our area amenities. Lakes, X-Country Skiing, Downhill Skiing, Hiking and Biking Trails, Great Restaurants, Bars, Wineries, Distilleries, Art Galleries, Wood Crafts Shops etc! The quality construction is obvious from the time you drive up the driveway. From Timber Framing accents to the tiled walk-in showers to the 2 field stone fireplaces to the buffet bar to the upscale cabinetry, custom quartz counter tops, hard wood flooring and spacious in home theater! Do not miss the custom rustic wine cellar complete with tasting room. After a fine dining experience in your kitchen-dining-great room with views, head downstairs to pick your bottle of wine, start a movie in the theater for the children and step outside into your hot tub with majestic mountain views!

Listed by Steve Goldfarb of Hermitage Deerfield Valley Real Estate

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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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6 Burchard Road, Dover, VT 05356

Price$675,000

Est. Mortgage: $/month

MLS Number 4728105

  • Residential Single Family
  • Listing Agent Name Adam Palmiter
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6

Own a piece of true Vermont heritage with this spectacularly renovated farmhouse and guest cottage just down from the Mount Snow ski resort. The 1812 home sits on 8+ acres featuring a pond, mountain views, and ample privacy surprising for it's convenient location offering easy access no matter the weather, and allowing for sewer and high speed internet. The current owners carefully worked around the vintage structure to bring it up to its current high quality condition, and did amazing upgrades including a new open floor plan, upscale kitchen with soapstone counters and stainless appliances, breakfast nook and full island, beautiful aged wide pine floors, wood burning fireplace, main floor master suite, an additional 4 bedrooms and 2 baths upstairs, large den, and mudroom. Connected via the mudroom is a large guest cottage with vaulted living area, beautiful second kitchen, gas stove, full suite, second entry, and custom natural woodwork. There is a large covered deck with hot tub and sauna to laze away snowy winter nights, or else enjoy the spacious lawn for summer fun. Just a short drive into the villages of Dover or Wilmington, and with easy access to the town MOOver shuttle service for access to Mount Snow avoiding the morning parking spot searching and making the first chair that much easier to attain. All the key features make this a great ski home, a beautiful vintage home, a cozy retirement home, or summer retreat, really everything you could need.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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$
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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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202 Church Street, Rutland, VT 05710-4202

Price$105,000

Est. Mortgage: $/month

MLS Number 4728137

  • Residential Single Family
  • Listing Agent Name Kimberly Matson
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Completely refreshed with new carpets, paint, borders etc., hd/ wd floors in dining room, 8x10 shed, paved drive, & appliances stay!! Neat and clean well kept home in a convenient location close to shopping with a well landscaped yard.

Listed by Kimberly Matson of BH&G - The Masiello Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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2572 Morse Hill Road, Dorset, VT 05221

Price$525,000

Est. Mortgage: $/month

MLS Number 4727892

  • Residential Single Family
  • Listing Agent Name John Sobel
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5

4300 sq. ft home on 10 acres in Dorset, VT! Expanded, custom built cape with exceptional attention to detail. Front entry to the living room with hardwood floors, just the right size for quaint gatherings. Formal dining room with enough room for large family gatherings and open to the custom kitchen. Plenty of storage space and prep/work space. Sliders off kitchen to a private deck. First floor laundry just off main hall which leads to the majestic Great Room complete with floor to ceiling stone fireplace and abundant light flooding into the windows. Right above the Great Room is the master bedroom complete with yet another wood burning fireplace, double walk in closets and private en suite bathroom featuring rustic details and slate walk in shower. Four additional bedrooms, two full and spacious bathrooms. Huge basement with energy efficient, four ton pellet boiler. This home offers generous square footage and incredible amounts of storage. Permit and foundation in place for a 3 car garage. A HUGE mudroom to store all of your gear or turn it into another gathering space, exercise room or studio. Comfortable yet room to breathe...

Listed by John Sobel and Faith Rhodes of Josiah Allen Real Estate, Manchester Branch Office

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$
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$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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73 Alpine, Killington, VT 05751

Price$148,000

Est. Mortgage: $/month

MLS Number 4727887

  • Condo
  • Listing Agent Name Bret Williamson
  • Complex Pico
  • Year Built 1987
  • Bathroom 2

Act quick on this rare to the market top floor 2-bedroom, 2-bath ski-in, ski-out unit in C-building being offered fully furnished and equipped. Views of Deers leap from the master bedroom and living room, heat included in monthly association fee, elevator, large storage closet in unit, high cathedrial ceilings and wood burning fireplace. Association fee scheduled to be slightly reduced at end of year when heat system assesment is over.

Listed by Killington Valley Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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160 Depot Street, Chester, VT 05143

Price$89,000

Est. Mortgage: $/month

MLS Number 4727891

  • Residential Single Family
  • Listing Agent Name Amanda Stearns
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3

An incredible buyright in the heart of Chester! Turn key Victorian home has been so lovingly maintained is ready to be a ski home or perfect for year round living. The main level offers a large living room with a handsome fireplace, eat in kitchen and full bath with laundry. Head up the staircase to the second level where you will find three spacious bedrooms and an incredible turot that lets in lots of natural light. Relax on the covered, wrap around porch and listen to the babbling brook. Or take a stroll to the local market. This home has been cared for by the same family for over 30 years. A great full time home or perfect four season get-a-way for family & friends. This home has been priced to sell so don't miss an opportunity to come view this unique property.

Listed by Amanda Stearns of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* 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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