Southern Vermont Ski Trailside Homes

Trailside Ski Home in VermontDiscover 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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Slopeside Road 16D Dover VT 05356

Price$515,000

Est. Mortgage: $/month

MLS Number 4769466

  • Condo
  • Square Feet 1,884
  • Bedrooms 4
  • New Contruction Existing
  • Complex Slopeside

This distinctive 4 Bedroom townhouse is nestled between the Carinthia trails of Mount Snow. Exceptional trailside location and every luxurious detail makes this one of a kind townhome. Entry level has a mud room, laundry room, storage closet. This floor also features 2 bedrooms and a full bath that includes a sauna. Second level boasts a vaulted ceiling, open floor plan sunlit living, dining room, kitchen and a wood burning fireplace. The updated gourmet kitchen is enhanced with gas stove, stainless steel appliances designer cabinets, granite counters and tile floors. The master bedroom and bath on this level faces the woods to give you privacy. Up the stairs to the third level brings you to another bedroom with its own bath. All three bathrooms have been beautifully updated. Truly an amazing townhome giving you the feel of a true warm Vermont ski getaway at an amazing location.

Listed by Sheila Joyce-Albano of Mount Snow Realty

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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60 Okemo Trailside Ludlow VT 05149

MLS Number 4768797

  • Condo
  • Square Feet 1,466
  • Bedrooms 3
  • New Contruction Existing
  • Year Built 1973

Trailside Condominium 7C! This condominium is conveniently located in Trailside - near the entrance, across the street from the outdoor pool and tennis courts and in close proximity to the Sachem Ski trail. This home has the perfect layout for friends and family to gather. Entering into the mud room, there is closet space perfect for housing your gear and a full bathroom. The rest of the main level has one bedroom, an open concept floor plan with the living and kitchen space blending together, bar seating, fireplace, sliding doors to the deck and a spiral staircase to the upper and lower levels. The kitchen has updated appliances and plenty of storage for your ski trip essentials. The upper level has a great loft area with room for a few beds with skylights and extra storage space. The lower level has a great family room with walk out access, along with two bedrooms and a full bathroom, plus a laundry room! This home was built with attention detail from the beautiful wooden beams to the glass sliding doors on the lower level. Enjoy the convenience of living in Trailside on Okemo Mountain!

Listed by Katherine Burns of William Raveis Vermont Properties

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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4C Sportscenter Dover VT 05356

MLS Number 4768816

  • Condo
  • Square Feet 1,040
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1989

Two bedroom, two bath ground level trailside condo conveniently located just steps to the Seasons sportscenter and ski trail to the Mount Snow Resort! Meticulously maintained with updated kitchen, bathrooms, carpeting, and a new heating system. This condo is tastefully furnished and ready to move-in for the ski season! Seasons on Mount Snow has a sportscenter with indoor pool, hot tubs, sauna, game room and exercise room as well as an outdoor pool, tennis court and basketball court.

Listed by Patricia Fitzpatrick of Mount Snow Realty

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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71 Alpine Killington VT 05751
Active With Contract

MLS Number 4760207

  • Condo
  • Square Feet 589
  • Bedrooms 1
  • New Contruction Existing
  • Complex Pico Village Square

Act fast! This is the ONLY one bedroom unit currently for sale at Pico! True ski on/ski off access to the resort. Take the elevator, or the stairs, down from your beautifully updated slope side condo to the first floor of the building, stop by your ski locker for your gear, walk right out the door and you are mere steps away from the lifts! This unit boasts an absolutely stunning kitchen with tumbled marble floors, Danby marble countertops and new stainless appliances. The living room features engineered hardwood floors and a wood burning fire place. Enjoy views of the mountain and the splendor of Vermont life from your balcony! Heat is included in the monthly HOA! Do not miss this opportunity to own your own trailside condo!

Listed by Kaitlyn Hummel of Prestige Real Estate of Killington

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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33 Smiths Peak Killington VT 05751
Active With Contract

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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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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: 3.6% last updated on Aug 15, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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: 3.6% last updated on Aug 15, 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. 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: 3.6% last updated on Aug 15, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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: 3.6% last updated on Aug 15, 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$1,495,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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 August 21, 2019.