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.

Find Ski Trailside Homes for Sale in Southern Vermont 

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33 Smith's Peak Killington VT 05751

MLS Number 4758744

  • Condo
  • Square Feet 2,700
  • Bedrooms 3
  • New Contruction Existing
  • Complex Topridge

This trailside townhouse offers the best of both worlds. Ski directly in and out your back door plus enjoy privacy and long range mountain views. Luxuriate on your deck in your private hot tub or by your convenient gas fireplace after a long day on the slopes. The 2700 square feet of living space offers plenty of space for family and friends of all ages. The finished lower level features a bonus room for whatever purpose suits your needs as well as a family room for accommodating different groups. A tiled area for ski and boot storage offers convenient space for everyone to head directly in and out from the slopes. Virtually flat entry from the parking area offers easy and convenient loading and unloading access to the mudroom and kitchen. The top floor features the master suite with spectacular mountain views, a walk-in closet, bathroom with whirlpool tub and separate walk-in shower. An additional bedroom on the top floor accesses its own bathroom with shower. This property is a perfect mountain retreat for any one who enjoys luxurious comforts and easy access to outdoor activities.

Listed by Heidi Bomengen of Prestige Real Estate of Killington

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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266H Handle Road Dover VT 05356

Price$165,000

Est. Mortgage: $/month

MLS Number 4757828

  • Condo
  • Square Feet 1,284
  • Bedrooms 3
  • New Contruction Existing
  • Complex Mountaineer

The Diamond in The Rough! This 3 bedroom, 2.5 bath, dual living space Mountaineer condo is directly across the street from the base of Carinthia allowing for amazing easy access to the slopes without the high price of trailside. Grab your gear from your large ski locker and head over for as long or a short as you want, knowing that your unit is just a stone's throw away. The cozy unit makes a great use of space with an open dining, kitchen, and living area on the main level, open to the private rear of the building with it's own deck. Enjoy a warm ambiance from your wood burning fireplace. The main floor also has a nice entry mudroom, a full bath, and a spacious bedroom. Down the stairs you will find a common family room space with full size laundry, a master suite, and a bunk room with convenient half bath for the overflow. An amazing amount of space in such a nice package, and at an even nicer price. The heat and hot water are included in the homeowners fees, as well as firewood, snow removal, and trash service, which mean whether using it yourself or renting, it is easy to budget, and to afford peace of mind.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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D34 Northbrook Village Way Dover VT 05356

MLS Number 4757141

  • Condo
  • Square Feet 1,214
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1985

A rare opportunity to own a unique vaulted 2 bedroom unit at Seasons Trailside on Mount Snow. This end unit has tremendous natural light and views, vaulted ceilings, and a great layout. Most vaulted 2 bedroom units are a smaller floorplan but this has all the advantages of the 3 bedroom layout with the lesser taxes and fees of a 2. Floor to ceiling stone fireplace, open concept living and dining area, kitchen with breakfast bar and stainless appliances, updated furnishings, a second floor master suite open to the great light, guest bedroom and bath, numerous large closets great for gear storage or owner storage thanks to the tremendous rental potential, updated utilities, a spacious mudroom, and more. This all comes with the direct trailside access that Seasons offers, indoor and outdoor pools, gym, game room, basketball court, Valley Trail access, a convenient location between the Mount Snow and Carinthia base areas for numerous dining options, and all the convenience of on site management so that you can focus on downtime, and not upkeep.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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30 Mountain Reach Mews Stratton VT 05155

MLS Number 4757016

  • Condo
  • Square Feet 2,653
  • Bedrooms 3
  • New Contruction Existing
  • Complex Mountain Reach

The trailside Mountain Reach community has long been the coveted village location near the Villager Lift . You'll be at the snow front and walk to everything the Resort has to offer. This 3 bedroom 4 bath multi level home features two wood burning fireplaces, an open floor plan with living, dining and kitchen, lower level den, three en suite bedrooms with the top floor dedicated to the primary master ensuite and sitting area. Attached garage and gated parking. Once you park for the weekend, everything is at your doorstep, trails, lifts, restaurants and shops. You'll walk to everything. Sports Center Bond eligible. This is location location location!

Listed by Kim Morgan-Wohler of Wohler Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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45 Trailside Road Ludlow VT 05149

Price$875,000

Est. Mortgage: $/month

MLS Number 4757753

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 3,950
  • Construction Existing
  • Bathroom 5

Gorgeous home on Trailside Road on Okemo Mountain! The outdoor living space in this house shines - Large, curved deck overlooking the lush backyard, covered porch for cook-outs, a ¾ newly built wrap-around deck and a hot tub to relax in! Enter into the large mudroom with barnboard details offering plenty of storage for your gear. Opening up to the main level, you are greeted by natural light flowing through the dining area, kitchen and living room. The kitchen features an oversized island and cherry cabinets along with stainless appliances and access out on to the deck. Plenty of room in the three-car garage for any of your toys. The VAST snowmobile trail is just down the road. Home is located in a great area to walk your dog and explore! Master bedroom suite features vaulted ceilings, his and her closets and remodeled bathroom with soaking tub and heated floor. There is plenty of room for family guests in this home with four bedrooms, a family room and an office! Enjoy close proximity to the slopes during the winter for skiing and during the summer for mountain biking!

Listed by Katherine Burns of William Raveis Vermont Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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12 Ober Tal Stratton VT 05155

MLS Number 4755787

  • Condo
  • Square Feet 1,700
  • Bedrooms 4
  • New Contruction Existing
  • Complex Ober Tal

Ober Tal is trailside with an easy walk to Stratton's slope side Village! This unique one of a kind double unit is designed for comfortable family living. Created by combining two existing condominiums creating a spacious living room, separate large dining room, both with fireplaces. The country kitchen was designed as the homes focal point and family gathering area. It has a long stone bar counter w/5 seats, two dishwashers, three ovens, French door refrigerator, cooktop and wine cooler. Four bedrooms plus a den with a queen murphy bed means room for family and friends.

Listed by Stephen Coombs of Stratton Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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36 Okemo Trailside Ludlow VT 05149

MLS Number 4755556

  • Condo
  • Square Feet 624
  • Bedrooms 1
  • New Contruction Existing
  • Year Built 1973

Cozy one bedroom condo at Trailside Village on Okemo! Easy access to the slopes thanks to the on-mountain shuttle service. Enjoy open concept living space with kitchen, breakfast bar, living room with fireplace and a large deck. The large bedroom is perfect for several beds or bunks. Trailside Village also offers access to the outdoor pool and the tennis courts in the summer. This home has everything you need to enjoy your weekends on the slopes of Okemo!

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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N-23 Brookside Village Dover VT 05356

MLS Number 4747706

  • Condo
  • Square Feet 1,140
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1989

This Seasons on Mount Snow 2 bedroom 2 bath updated condo has a preferred, ski-to/ski/from location. Being a second floor unit, it is only a half flight walk up. The dining area slider opens to a deck, which overlooks a babbling brook . It feels private from the inside since it is oriented away from other buildings. The open floor plan features a fieldstone fireplace in a large living area, which is adjacent to the dining area and kitchen. The master bedroom has an adjoining full bath. A second bedroom/bunk-room is adjacent to the hall bathroom. It is being offered with nicely updated furnishings and is ready to be enjoyed! On site amenities include indoor/outdoor pools, hot tubs, saunas, game room, and tennis court. But, the best amenity is the convenience of trailside living!

Listed by John Redd of Skihome Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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#11 Mountain Reach Mews Stratton VT 05155

Price$2,100,000

Est. Mortgage: $/month

MLS Number 4742691

  • Condo
  • Bedrooms 5
  • New Contruction Existing
  • Square Feet 2,874
  • Year Built 1986

This unique and desirable Mountain Reach townhome has direct trail access to the main base area and is just steps to Stratton's Village offering a full range of shopping and dining experience. Designed to capture the views and sun, this stunning trailside location has it all. Traditional use of space with solid and contemporary finishes creates an environment that's comfortable and inviting. Thoughtful renovations with professional appointments accommodate large groups. Drive directly into the oversized attached and heated garage from the private courtyard area. The entrance “from the slopes” is ideal and sits on the groomed portion of the trail. Access the exterior hot tub from the separate boot room which has closets for the gear, and cubbies and hooks for everything else. Three stone fireplaces, stunning views, custom renovations throughout and a back deck that faces the mountain trails and enjoys full southern exposure. Come and experience the best there is in trailside living at Stratton's Mountain Reach.

Listed by Karin Hardy of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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219 North Brookwood Road Stratton VT 05155

Price$1,625,000

Est. Mortgage: $/month

MLS Number 4739611

  • Residential Single Family
  • Bedrooms 5
  • Square Feet 4,595
  • Construction Existing
  • Bathroom 5

FABULOUS SKI IN SKI OUT LOCATION: Ski from your cedar ski room door onto the Wanderer Trail. Ski back home through golden afternoon sunlight. This impressive Stratton Resort home, lovingly expanded and maintained, combines comfortable alpine ambiance and striking contemporary spaciousness to accommodate intimate gatherings and visits from friends. Beyond an inner courtyard, a spacious slate foyer welcomes you into the western wing with its living/dining area and kitchen with legendary trailside vista and sliders to a deck for sunning or grilling. 3 quiet bedrooms, 2 baths plus convenient laundry closet are ideal for guests. The magnificent expanded eastern wing boasts the gracious master and guest master en suite bedrooms with walk in closet and trailside views. A spectacular perspective staircase leads down to the handsome high ceiling wood paneled den with separate study and the grand multi-purpose family room with wide screen TV viewing, fieldstone fireplace, game area, bathroom, hot tub and the memorable trailside views. Warmer weather invites you onto the patio. Heated attached two-car garage has its own mudroom entry and second laundry room. More features abound. Throughout the seasons enjoy the glorious Upper North Brookwood neighborhood with panoramic mountain and valley views, peaceful pond, trails onto the National Forest, dog walks around West Ridge Road. Whatever your dreams of trailside living, this is the moment to create a lifetime of magic memories.

Listed by Diana Stugger of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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2K Mountainside Village Way Dover VT 05356

MLS Number 4738092

  • Condo
  • Bedrooms 4
  • New Contruction Existing
  • Square Feet 1,610
  • Complex Seasons

A tremendous opportunity to own a truly trailside 4 bedroom condo at Mount Snow. This spacious unit looks out over the Sundance ski slopes with direct trail access to and from your front door. Beautiful sunny exposure thanks to adjacent clearing of sites for spectacular high end homes for ongoing luxury views. Enjoy all the great amenities of being trailside including easy access to the ski resort, restaurants, bars, and music at the base area, as well as on site amenities at Seasons including indoor and outdoor pools, dual hot tubs, basketball court, locker rooms, fitness area, rec area and game room, and on site management for tremendous peace of mind. The unit itself features vaulted ceilings offering great light and space, a wood burning fireplace with floor to ceiling stone, open concept living area with kitchen and breakfast bar, 4 full suites including a spacious master and loft with mountain views, and a fully updated heating system with on demand hot water. Truly the perfect spot for someone looking for downtime, not upkeep.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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C-11 Sportscenter Village Dover VT 05356
Active With Contract

MLS Number 4737916

  • Condo
  • Square Feet 1,158
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1986

This Seasons on Mount Snow 2 bedroom 2 bath end unit condo has a ski-to location, but is within walking distance of Seasons Sportscenter. Being a ground floor unit, the dining area slider opens to a patio, which is a real plus for kids and dogs! This also keeps it cooler in the heat of summer. It feels private from the inside since it is oriented away from other buildings. The open floor plan features a fieldstone fireplace in a large living area, which is adjacent to the dining area and kitchen. The master bedroom has an adjoining full bath. A second bedroom/bunkroom is adjacent to the hall bathroom. Sold mostly furnished and ready to enjoy! On site amenities include indoor/outdoor pools, hot tubs, saunas, game room, and tennis court. Enjoy the convenience of trailside living!

Listed by John Redd of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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Copyright 2019 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 June 19, 2019.