Stratton Homes for Sale

Welcome to Stratton, Vermont, a picturesque gem nestled in the heart of Windham County. Known for its stunning natural beauty and vibrant community, Stratton offers a unique blend of outdoor adventure and serene living. Whether you're an avid skier, a hiking enthusiast, or someone who simply enjoys the tranquility of the Green Mountains, this charming town has something for everyone.

Stratton is renowned for its world-class ski resort, which boasts a variety of slopes catering to all skill levels, making it a winter wonderland for both locals and visitors alike. As the seasons change, the lush landscapes transform into a canvas of vibrant colors, inviting residents to explore the numerous hiking trails, mountain biking routes, and scenic spots perfect for a picnic or a quiet afternoon.

When it comes to real estate, Stratton has a diverse selection of homes for sale that cater to various lifestyles and preferences. From cozy chalets and elegant mountain homes to modern condos with breathtaking views, there's a perfect property waiting for you. Many homes feature rustic charm, with wood accents and spacious decks that allow you to soak in the stunning surroundings.

Living in Stratton means becoming part of a close-knit community that values outdoor recreation and a relaxed lifestyle. Enjoy local dining options, boutique shopping, and year-round events that bring neighbors together. With homes for sale in this enchanting area, now is the perfect time to discover your dream home in Stratton, where adventure and tranquility await. Come and experience the magic of Vermont living!

Newest Stratton Homes for Sale

$1,150,000

2 Beds ⋅ 2 Baths ⋅ 5112718 MLS

A rare opportunity to create a true Vermont family compound, this 12.5-acre property offers not only a beautifully finished home, but also two additional building lots ready for the next chapter with underground power already in place and septic permits secured, the additional homesites offer the flexibility to build separate homes for family, all while taking advantage of the property’s beautiful mountain views. Built in 2023, the current residence features two bedrooms and two baths with a clean, modern mountain style and an easy open layout. Large windows frame the surrounding landscape and bring the changing seasons indoors, while warm wood floors, a stone gas fireplace, spacious kitchen, and comfortable living areas create a home that feels both refined and relaxed. Outdoor living is equally inviting, with a deck overlooking the grounds and long-range mountain scenery. There is a four bedroom septic permit on the home if you want to add on. For those needing exceptional garage and storage space, this property stands apart. The home includes an attached four-car garage, complemented by a brand-new detached four-car barn/garage, providing tremendous room for vehicles, recreational equipment, a workshop, or Vermont toys. Ideally located between Stratton and Mount Snow, the property offers convenient access to skiing, golf, hiking, mountain biking, dining, and everything Southern Vermont has to offer. With a nearly new home, seven total garage bays, 12.5 acres, mountain views, and a second permitted homesite already underway, this is an unusual opportunity to create a multi-generational Vermont retreat with room to grow.

92 Oakmont Ln, Stratton

$250,000

2 Beds ⋅ 1 Baths ⋅ 5106381 MLS

Ranch style log cabin with partial loft situated on 2.67acres in Stratton, Vermont. Two bedrooms, one full bath, beautiful fieldstone fireplace with woodburning insert, hardwood floors, full concrete walk out basement with access from interior stairs as well. Covered front porch with nice stream on premise. Needs a buyer with a little vision. Owner will remove all personal property but may be difficult to see through for some who preview. Metal roof, drilled well, private septic, tucked back off the corner of Penny Ave and Route 100. Great location with close proximity to Stratton and Mount Snow Ski Resorts.

8 Penny Ave, Stratton

$699,000

7 Beds ⋅ 5 Baths ⋅ 5103523 MLS

A rare Mount Snow opportunity for a family retreat or investment property! This unique offering includes two beautifully fully furnished and updated homes with direct snowmobile trail access and just 1.6 miles from the north entrance to Mount Snow. Both homes were extensively remodeled, including new roofs, windows, doors, kitchen cabinets, and each includes a new private hot tub. With an excellent rental history, this property is ideal as a family compound, vacation getaway, or income-producing investment. The expanded A-Frame features 4 bedrooms, a loft, 3 bathrooms, and 2,142 square feet of living space. The charming Chalet offers 3 bedrooms, a loft, 2 bathrooms, and 1,267 square feet of living space. Whether you choose to enjoy both homes yourself or live in one and rent the other, this is an exceptional opportunity in one of Vermont's premier four-season destinations.

633 635 Rte 100th Hwy, Stratton

$5,100,000

10 Beds ⋅ 10 Baths ⋅ 5101885 MLS

Location, Location, Location. Representing the pinnacle of Stratton Mountain trailside living, 15 Sawmill is a generational property where unrivaled ski-in/ski-out access creates one of Stratton's most exceptional legacy offerings. This is one of the few homes located along the trail - one you admire and wish was yours when you ski by it all winter season! Perfectly positioned directly on the ski trails with effortless access, this remarkable opportunity is an open palate for the next owner. This rare property delivers an unparalleled lifestyle designed to be treasured for generations. This 10 bedroom 9.5 bath residence (with 7 ensuite bedrooms), offers an expansive floor plan thoughtfully crafted for entertaining, family gatherings, & private retreats. An open concept great room is anchored by a commanding stone fireplace, walls of glass facing the trails and a kitchen design featuring an oversized island and dining area. Designed to comfortably accommodate family & guests alike, the residence features an exceptional ski room that opens up to the trailside for ease of trail access! A large family/game room is perfect for watching the game after a day on the slopes or cozying up to watch a movie. Expansive deck - perfect for spring apres ski and summer mornings. The oversized garage provides ample space for vehicles, recreational equipment, & seasonal storage. The scale & thoughtful layout, make this an ideal retreat for multiple generations to gather under one roof. This is more than a residence. It's a rare opportunity to establish your family legacy in one of Stratton Mountain's most coveted locations, where effortless slope side living define the ultimate mountain lifestyle.There are very few Stratton Mountain Resort residences that enjoy direct access to the Wanderer Trail. Convenience abounds. A priceless legacy property. Rare Indeed.

15 Sawmill Rd, Stratton

$1,997,000

4 Beds ⋅ 5 Baths ⋅ 5098914 MLS

Perfectly positioned between Stratton Mountain and Mount Snow, this exceptional custom timber frame home by Wadsworth Design Build offers the best of Southern Vermont living. Tucked within a private neighborhood and backing directly to the Green Mountain National Forest, the property provides a peaceful setting with immediate access to hiking, snowshoeing, and year-round outdoor recreation right from your backyard. Thoughtfully designed with timeless craftsmanship, the home showcases timber frame construction, expansive walls of glass, and a two-sided stone fireplace that serves as the centerpiece of the main living spaces. Warm wood tones, natural stone, and quality finishes create an inviting atmosphere. The gourmet kitchen is designed for everyday living and entertaining alike, featuring a Wolf range, custom cabinetry, generous center island, and a spacious walk-in pantry offering abundant storage and prep space. The open floor plan flows seamlessly into the dining and great room, making it ideal for gathering with family and friends after a day on the slopes or exploring the surrounding mountains. All four bedrooms are ensuite, providing exceptional privacy and comfort for owners and guests alike. The luxurious primary suite offers a spa-inspired bath with soaking tub, oversized shower, and refined finishes that complement the home's timeless design. The finished lower level expands the living space with additional room for recreation, media, fitness, or overflow guests, while the attached two-car garage provides convenient storage for vehicles and outdoor gear. Meticulously maintained inside and out, this home offers the rare combination of handcrafted quality, modern amenities, and an outstanding location between Vermont's premier ski destinations. Whether serving as a full-time residence or mountain retreat.

14 Talon Dr, Stratton

$4,150,000

5 Beds ⋅ 6 Baths ⋅ 5095419 MLS

Experience the ultimate Stratton Mountain lifestyle from this exceptional ski home, perfectly positioned in one of the resort's most coveted locations. Offering the rare advantage of deeded access to Stratton's impeccably groomed ski trail, this extraordinary property places world-class skiing just steps from your front door—an amenity few homes can claim and even fewer can match. Designed for both grand entertaining and comfortable mountain living, this spacious residence features five generously sized bedrooms and multiple gathering spaces that provide flexibility for hosting family and friends throughout every season. Expansive living areas create the perfect setting for après-ski evenings by the fire, holiday celebrations, or quiet retreats after a day on the slopes. A full house generator offers additional comfort. An oversized mudroom offers abundant space for skis, snowboards, bikes, and outdoor gear, ensuring effortless transitions from adventure to relaxation. The thoughtful floor plan balances open-concept living with private retreats, creating an atmosphere of refined comfort and timeless mountain elegance. Significant recent improvements elevate both the home's appearance and functionality. The entire exterior has been extensively renovated, delivering outstanding curb appeal and peace of mind for years to come. A paved driveway welcomes you home, while the attached garage provides convenience and protection from the elements in every season. Beyond its impressive features and updates, the true distinction of this property is its extraordinary location. With rare deeded access to Stratton's groomed trail network just steps from the front door, owners enjoy a level of convenience and exclusivity seldom available on the mountain. Opportunities to own a home with direct access to Stratton's premier ski experience are increasingly rare, making this a truly remarkable offering in one of Vermont's most sought-after resort communities.

24 Sawmill Rd, Stratton

$1,160,000

5 Beds ⋅ 4 Baths ⋅ 5086826 MLS

Location , Location , Location! Situated on North Brookwood just below the covered brige you'll enjoy easy access to the Wanderer ski trail as well as the resort shuttle that picks you up at your driveway! This iconic resort property features a great room with custom wood barrel cathedral ceilings, a wall of glass, wood burning fireplace and wrap around deck. Designed for the mountain enthusiast, this propery has the features you look for in a Resort Residence, 5 bedrooms (which includes a spacious and private primary suite wing), 4 updated bathrooms, a spacious media room that opens to a patio with hot tub and fire pit. The galley kitchen opens to a dining room and all with ease to entertaining and apres ski. This location is prime for winter ski and snowboarding as well as an incredible mountain biking trail system during the summer and fall. Hike, bike, golf and enjoy incredible year round activities. Very few homes become available in the North Brookwood neighborhood. Don't miss an opportunity to create your own mountain lifestyle in this great resort location.

82 N Brookwood Rd, Stratton

$599,000

3 Beds ⋅ 3 Baths ⋅ 5064604 MLS

Charming Log Cabin Compound Near Stratton and Mount Snow Escape to this quintessential Vermont retreat nestled on 1.2 private acres just minutes from Grout Pond, the Green Mountain National Forest, and a short drive to both Stratton and Mount Snow Resorts. The main log home offers three bedrooms and two baths with a warm, inviting open-concept living space. A stone fireplace anchors the great room, complemented by natural wood tones, exposed beams, and cathedral ceilings that evoke classic mountain living. The kitchen and dining area flow seamlessly together, ideal for après-ski gatherings or cozy family meals. A finished lower level provides additional living and game space, perfect for entertaining or relaxing after a day on the slopes. Step outside to enjoy the covered front porch, fenced-in backyard, and raised garden beds, offering peaceful woodland views and space for outdoor enjoyment year-round. The auxiliary building adds incredible flexibility with a spacious great room, kitchen, and wood stove, ideal as a studio, or entertaining space. Below, a one-car garage and ample storage provide room for skis, snowmobiles, and all your Vermont adventure gear. This property offers the perfect blend of privacy, comfort, and proximity to some of southern Vermont’s most sought-after recreation an ideal mountain getaway or full-time home.

774 Stratton Arlington Rd, Stratton

Start Your Search

board logo Copyright 2026 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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .