Rutland County Homes Over $500K

MLS Number 4983694

• Residential Single Family
• Full Bath 5
• Construction Pre-Construction
• Bedrooms 4
• Bathroom 5

An extraordinary designed custom mountain home to be built by MOUNTAIN BOUND BUILDERS, LLC, Architecturally designed by R. Butler. Make an appointment today to start your journey and customize to your liking. Can be built off-site too. This 6010 sq. ft. masterpiece boasts a dramatic 40' grand entrance and three-sided fireplace, creating a warm and inviting ambiance. The heart of the home is a 56'x28' gourmet kitchen, complete with top-of-the-line appliances, granite counters, a pantry, and a 32' island - a chef's dream. Enjoy Vermont's summer beauty on the patio with stacked sliding doors revealing western sunsets, ensuring a memorable gathering. Elegant dining room, enhanced by Hubbardton-forge lighting. The great room provides a cozy spot for movie nights on a big-screen TV. The second floor boasts four bedroom suites, each accessible from an impressive open loft area with custom metal railings. The primary suite features a fireplace, a sitting area, and a luxurious bath. It is over 1,000 sq. ft. Additional features include a second primary suite and two other suites. Everyone lives BIG. The laundry room has two washer and dryer sets, and a versatile third-level loft is the perfect hideaway. Four heated his & hers garages can be adapted to your needs, offering potential additional rooms. Surrounded by the natural beauty of the 6-acre private setting. The mountain lifestyle beckons, with KILLINGTON 11 miles away and year round activities with VT's largest freshwater lake.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

MLS Number 5001273

• Residential Single Family
• Full Bath 1
• Construction Existing
• Bedrooms 3
• Bathroom 4

Nestled on over 10 acres off West Hill Road in Killington, at the end of a quiet road, this custom-built log home offers the perfect blend of luxury and tranquility. Upon entering the main level, you're greeted with a warm and inviting ambiance reminiscent of an Aspen East getaway. The gourmet kitchen is a chef's dream, ideal for preparing delightful meals. After a day on the slopes, relax by the stone fireplace, engage in a game of chess in the cozy game nook, or sip tea on the deck with distant views of Killington Mountain. The main level features two bedrooms and one and half baths, while the upper level hosts a primary suite and an office loft. The lower level is an entertainer's paradise with a grand entertainment room, a spacious ski room, additional bonus space and full bath. The ski room is equipped with high-quality oak cubbies, ample storage, and all necessary kitchen tools for hosting guests. The recently finished detached oversized garage includes exercise space with mountain vistas, ample kitchen space, a private bonus room, and a bath, making it perfect for guests. Permitted for three bedrooms, yet there are three additional bonus rooms and five baths. Updated with all the very best technology systems available and two EV charges. Solitude, recreation and everything Killington is here: skiing, golf, mountain biking and more!

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

MLS Number 5017221

• Residential Single Family
• Full Bath 1
• Construction Pre-Construction
• Bedrooms 4
• Bathroom 5

The Vistas at Sunrise has embarked on its final phase of construction with groundbreaking already underway. This exclusive development within the Sunrise community will include just 6 prestigious single-family homes, of which 3 have already been sold during the initial phase of the development. The three remaining homes are just now being offered for sale, the first of which will be available for the 2026 ski season. The Vistas home's design takes advantage of all that this special location in the Killington, VT landscape has to offer. The Great Room's primary living space is located at the upper level below a dramatic hip and gable faceted roof; from which generous window walls frame commanding 360-degree vistas to pristine distant mountain horizons and the ski trails at Bear Mountain. Three ensuite bedrooms, each with a private outdoor balcony, are located at the mid-level. The lower level offers residents flexibility with a fourth bedroom, recreation room, mudroom and garage. The impressive entry porch with stone facade, spacious laundry and a home office space are located at mid-levels off the open custom steel and wood slab 5 level stair-core. The thoughtful design comfortably accommodates large gatherings in the Great Room, anchored by its prominent central natural stone fireplace providing separation from the lower level's secondary recreation space and the privacy of the bedrooms below. Explore our website to learn more about the community, floor plans, and features.

Listed by Fran Collins and John Snyder of Snyder Donegan Real Estate Group

MLS Number 5002779

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 5
• Bathroom 5

This dreamy ski on/ski off mountain retreat is privately nestled in a wooded location alongside a babbling brook. This 5-bedroom, 4-1/2-bathroom home offers unparalleled direct access to world-class skiing, making it an ideal getaway. Enjoy the best of all seasons with close proximity to skiing, hiking, mtn biking, golf and fishing. The spacious living areas are perfect for relaxing after a day on the slopes, with ample room for family and friends. The updated kitchen is a chef's delight, featuring an electric cooktop with downdraft exhaust fan, plenty of counter space, a walk-in pantry with lots of storage, and a breakfast bar for casual dining. The large primary suite on the entry level offers a private sanctuary, perfect for unwinding in comfort and style with a whirlpool tub, steam shower, and an outdoor deck to enjoy privately. The wood-burning fireplace in the living area, provides warmth and ambiance to the home. A designated office area is ideal for remote work or managing your mountain adventures, while the large entryway provides plenty of storage for your outdoor gear. This home is not just a residence but a lifestyle. Whether you're hitting the slopes, exploring the trails, or simply enjoying the serene mountain surroundings, this property offers the perfect balance of luxury and convenience. Don't miss the opportunity to own this exceptional Killington mountain home. Contact us today to schedule a viewing and experience the magic of ski-on, ski-off living.

Listed by Kaitlyn Hummel and Heidi Bomengen of Prestige Real Estate of Killington

MLS Number 4985434

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 4
• Bathroom 6

Welcome to the Treehouse! Nestled above the High Ridge ski trail, this exceptional home offers breathtaking mountain views of Killington. Crafted with meticulous attention to detail, by a world renowned architect, it boasts redwood siding, a slate roof, and interiors adorned with maple, white pine, and beechwood. Step inside to discover a hallway of trees, opening to a great room with panoramic windows framing the mountains and a massive, stone fireplace. Logs from the property and locally sourced stones form the heart of this home. The first floor seamlessly blends entertainment and hospitality with a chef's kitchen featuring Sub-Zero appliances, a cozy library, and a traditional Japanese bath. Upstairs, the primary suite impresses with a Douglas fir vaulted ceiling, while two guest bedrooms offer mountain views and en-suite baths. The ground floor is an entertainment haven, complete with a pool table, wine cellar, and fireplace, alongside a fourth bedroom and bath. Outside, a stone hot tub and sauna beckon for relaxation. Experience the rustic charm of this luxurious, refined mountain retreat!

Listed by Claire Thompson of Four Seasons Sotheby's Int'l Realty

MLS Number 4977967

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 3
• Bathroom 5

Stunning home, amazing location! This beautiful home has expansive mountain views in a relaxing Vermont setting. Enjoy total privacy while being less than half a mile to the downtown restaurants, and less than 2 miles to the Killington Base lodges. This property has the extraordinary combination of golf course frontage, & unobstructed vistas of the Killington Mountain range. The recent renovations by renowned architect Steve Fenn include large round custom windows, wide plank white oak quarter sawn flooring & natural Vermont granite, which are seen throughout this magnificent home. The open floor plan is ideal for entertaining. The chef's kitchen & large connected dining room are steps from the sunroom with its floor to ceiling windows that integrate the 1.5-acre landscape. There is also a main floor guest bedroom and full bathroom. The generous newly added master en-suite on the upper-level features breathtaking year-round mountain views. This floor also has an additional bedroom and full bathroom. Visit the first floor to discover a family room with a fireplace, kitchenette, two offices, a full bathroom, an additional sunroom, as well as access to the outdoor hot tub. You enter the home via the custom post & beam four vehicle carport. The property has an equally impressive fully furnished & equipped studio located above the heated detached two-car garage. Meticulously designed, constructed, & maintained, this exceptional home will be enjoyed for generations to come.

Listed by Bret Williamson of Killington Valley Real Estate

MLS Number 5015941

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

Three Willows Farm is a classic Vermont farmstead on 103 acres in an area known for its historic properties, stone walls and open meadows on a dead-end gravel road. There are breathtaking, westward-facing views of a large pond and the Green Mountains, including Killington, Pico, and White Rocks. The circa 1850s Cape underwent a major renovation, artfully blurring the lines between traditional and contemporary with hand-hewn beams, wide pine floors, a stone fireplaces, and a gourmet kitchen. A newer wing was added, with a first-floor primary suite with its own stone fireplace. The screened-in porch extends the main living area, offering views of the extensive perennial gardens, and stunning sunsets in the evening. The guesthouse is a converted sugarhouse, which was moved to the property from a dairy farm. Dan Pratt of Robert Carlos Williams Associates was the architect for this delightful one-bedroom accommodation. A brook runs alongside that feeds into a small pond in front of the sugarhouse and a larger swimming pond below the house. The larger pond is stocked with trout yearly by the Rotary Club, which hosts an annual local youth fishing derby each summer. The barn has been transformed into a one-bay garage and workshop with a heated entertainment space above. There are approximately 20 acres of meadow, and the rest of the woodlands - including a sugarbush - are threaded with trails. Apple trees are located near the house. 13 minutes from dining; 45-50 from big mtn skiing.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

MLS Number 5018347

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

Nestled on over 10 serene acres, in the heart of Killington, you will find 2 parcels/lots offering a santuary of tranquility and unparalled beauty. From the moment you enter the living room the dramatic floor to ceiling windows offer a heart stopping view of Killington Mountain. Every detail has been thoughtfully crafted to provide a truly remarkable living experience. Several features of the home were crafted out of materials from the land. The open floor plan is perfect for entertaining. Enjoy seamless indoor-outdoor living with the expansive wrap around deck totaling over 750 sq ft and providing unobstructed views of your breaktaking surroundings. This well maintained property offers the perfect blend of privacy and location. Just minutes away from Killington Ski Resort and all that the mountain has to offer. Watch the sunset in the living room with the additional comforts of the warmth coming out of the vintage Jotul Cast Iron Woodstove. The property boasts manicured walking paths to get your morning excercise, walking the dog or snowshoeing in the winter. Whether you want to use the downstairs as an in-law suite or a rental opportunity, all of the comforts of home exist. The land has been subdivided into 2 parcels each with a 3 bedroom septic permit. Whether you want to expand the current home, sell off the 2nd parcel or create your own family compound, the opportunities are endless. Don't miss out on this truly rare opportunity to own this unique property!

Listed by Michelle Lord of Ski Country Real Estate

MLS Number 5018385

• Residential Single Family
• Full Bath 3
• Construction Existing
• Bedrooms 6
• Bathroom 5

As you drive along the winding driveway, you'll discover an unparalleled level of privacy that sets this property apart. Situated on 35 acres of serene land, it's just minutes from Killington Resort, Pico Mountain, and everything Vermont has to offer. A spacious three-car garage keeps your vehicles sheltered while you unwind in the tranquil charm of this custom Tudor home. The main level features an expansive kitchen complete with a center island and double dishwashers, perfect for hosting large gatherings. Adjacent to the kitchen is a beautifully appointed dining room, followed by a comfortable living room and sunroom. On the upper level, you'll find six bedrooms, including a primary suite with a unique layout: a full bathroom and an additional half bath, plus two side-by-side closets and a walk-in closet for ample storage. The primary suite also includes a well-placed home office, offering a quiet retreat just steps from the action. If you're in need of more space, the basement is ready to be transformed into a large theater room, home gym, or billiards room. This home is equipped with modern systems, including an air conditioning system that ensures comfort during the warmer months. For those seeking refined elegance and complete privacy while remaining close to New England's largest ski resort, this property is a must-see. Call today to schedule your private tour!

Listed by Elevations Team of Real Broker LLC

MLS Number 5004140

• Residential Single Family
• Full Bath 2
• Construction Existing
• Bedrooms 6
• Bathroom 5

Welcome to Salt Ash Farm - a beautiful, quintessential Vermont landscape set on 97 idyllic acres. Included in this offering is a fractional share of a studio condominium at Okemo's Jackson Gore - you can wake up slopeside on Okemo, generate rental income and enjoy the Jackson Gore Amenities. This picturesque property includes a colonial farmhouse, a renovated barn, a swimming pond, heated in-ground pool, rolling hills and stone walls. Surrounded by open meadows and pastures, it provides a serene country lifestyle reminiscent of days gone by. The residence is sprawling and comfortable. A vaulted great room overlooks pasture and distant mountains; a perfect space for entertaining guests and enjoying holiday traditions. The sitting room has a brick fireplace to warm you on a cold winter day. The large dining room off the kitchen can host many dining events. The country kitchen overlooks the backyard and has great light. All these are encompassed by pleasing views of the open landscape and mountain vistas. The pre-war barn (100x30) has recently been refurbished and is ready for your perfect barn party. The property offers opportunities for farming, hiking, cross-country skiing or swimming in the pool or pond, and more. The milk house has recently been converted into a tiny home, perfect for a caretaker or guests. Close to all area amenities including skiing and golf at Okemo Mountain Resort and the Coolidge State Forest. A true Vermont homestead in a bucolic setting.

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

MLS Number 5009076

• Residential Single Family
• Full Bath 3
• Construction Existing
• Bedrooms 5
• Bathroom 7

Standing majestically on a 1.9 acre lot in the heart of Killington, this 6,800 square foot custom timber-framed home is an architectural delight. Floor to ceiling windows offer trail views of Killington Resort and surrounding mountains. Radiant heat warms the red oak flooring for a luxuriously cozy feel, and a grand stone fireplace anchors the main-floor living area. A recently updated kitchen offers everything a cooking enthusiast could desire, including a Wolf range and hood, quartz countertops and a butler's pantry. The spacious main floor primary bedroom suite offers stunning views, vaulted ceilings and a private bath with dual vanity and whirlpool tub. Above the main floor you'll find a large lofted third level with an additional living area, gas fireplace, a spare bedroom and a separate studio apartment containing a small kitchen. The walkout lower level boasts a self sufficient two-bed, two-bath apartment with a separate entrance. The property includes two ERUs, which would allow for future configuration of a sixth bedroom, and the location is ideal, 3-bay garage, within walking distance of shops, bars, restaurants and public transport to and from Killington Resort. Property is being offered fully furnished and equipped, ready to move in.

Listed by Bret Williamson of Killington Valley Real Estate