Rutland County Homes Over $500K

MLS Number 5024361

• Residential Single Family
• Construction Pre-Construction
• Bedrooms 2
• Bathroom 5
• Square Feet 3,976

A unique architect designed contemporary 2 home compound on one of the highest buildable lots in Killington. 2 homes to be built using Scandinavian technology, homes are designed as a semi-detached duplex (no common wall), offering privacy to each side. Home 2 (larger unit for sale to right in renderings) offers a spacious layout combining the kitchen & dining area, both overlook a grand 2 story living space featuring full-height, triple-pane windows, wood-burning stove at one end, & a southern-facing balcony at the other. Off dining area is a private library/TV room, with a convenient 1/2 bath. Adjacent to the parking area, a heated storage & ski locker space serves as a “link” to the adjacent home. On the walk-out lower level, an oversized 1 car garage, alongside a laundry area. A dedicated ski workshop/storage room is also found here, as well as a private “game room” - a customizable space to suit buyers needs. Large sliding doors from the game room open to an on-grade patio featuring a fire pit. 2nd floor hosts two en-suite bedrooms. Main br boasts a generous walk-in closet & a striking glass railing that opens to the 2 story living space below. An open “study” area also overlooks the grand living room. At the roof penthouse level, a spacious family room is complemented by an attached bar/kitchen area & a 1/2 bath. This level features a large sauna with an adjoining shower and changing area providing direct access to an open-air roof terrace w/ covered BBQ & hot tub.

Listed by Bret Williamson of Killington Valley Real Estate

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 Vermont setting. Enjoy privacy while being less than 1/2 a mile to the downtown restaurants, & less than 2 mi to the K1 Lodge. 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, 2 offices, 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
• Address 3654 West Hill Road
• Construction Existing
• Bedrooms 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 5020176

• Residential Single Family
• Full Bath 2
• Address 2210 Sugar Hill Road
• Construction Existing
• Bedrooms 4

Exceptional 6,000-sq ft timber frame sited on 27 secluded acres. This meticulously maintained, 5-star plus energy-rated home offers pretty mountain views from nearly every room. The 2-story great room features a soaring stone fireplace and floor-to-ceiling windows. Kitchen boasts a double oven, induction cooktop, granite center island, and rich cherry cabinetry. Dining room includes a built-in buffet with a wine fridge, while large sliders open to an inviting sunroom leading out to deck and fenced yard.The private primary suite includes a luxurious bathroom, generous walk-in closet, deck access, and mountain views. Upstairs, find 2 additional bedroom-also with views, a full bathroom, den and open loft. Practical mudroom w/ built-ins and laundry, and a stairway leading to an 800-square-foot bonus space above the garage, complete with a newly added bathroom. The expansive walkout comprises a wet bar, family room with a wood stove, a fourth bedroom, a climate-controlled wine room, and a home gym. Additional features include a 3-car garage with a dog shower and detached 2-car garage with second-story storage. Outside, gather around the patio's fire pit or relax by the 20x40 heated saltwater pool and adjacent pool house, equipped with a beverage kitchen and half bath. Enjoy peace of mind with state-of-the-art systems, including a backup generator, whole house ERV, humidifier, A/C, fiber and advanced security. Just 12 miles from Okemo and close to Rutland for shopping and services

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

MLS Number 5023722

• Residential Single Family
• Full Bath 2
• Address 644 Trailview Drive
• Construction Existing
• Bedrooms 5

Nestled between two of Killington's most iconic trails, this five-bedroom contemporary offers the ultimate blend of luxury and ski-in/ski-out convenience. Step from your heated ski room, click into your skis or snowboard and hit the Great Eastern ski trail. At day's end, schuss right to your door via the private ski-home trail off the Homestretch run. The striking contemporary design features steep rooflines, cathedral ceilings, and walls of windows that frame the surrounding beauty. The impressive covered entryway leads to a tiled mudroom with built-in benches for easy gear storage. Inside, the open main floor features a light-filled living area with soaring cathedral ceilings, a cozy Vermont Castings stove and lovely views. A dramatic floor-to-ceiling fireplace is the centerpiece of the dining room, while the updated kitchen offers granite countertops, stylish appliances, and butler's pantry. The primary suite includes a luxurious jetted tub, glass-enclosed shower, and double vanity. Upstairs, find two guest bedrooms, a full bath, and a refined home office with custom built-ins. The walkout level features two additional bedroom suites, a family and rec room, and a combined laundry/ski room for seamless mountain living. Multiple decks overlooking a year-round mountain brook, moss-covered knolls and mature forest present a compelling and gratifying serenity seldom found in resort living. Offered fully furnished and equipped - move in just in time for ski season!

Listed by Kyle Kershner of Killington Pico Realty

MLS Number 5018436

• Residential Single Family
• Full Bath 1
• Address 330 Rupert Hill Road
• Construction Existing
• Bedrooms 5

Amazing Agricultural Package: 54 Bucolic Acres, 360 degree hill-top views, 1407 feet Mettowee River frontage, Complete 2023 Renovation of 5343 SF contemporary farm house, Barns and Run-in sheds, Guest house, Walk to Pawlet Village convenience! That's just the tip of the iceberg... the winding drive overlooks open pastures and rolling terrain through hardwood forests as it approaches the hill top farm that is surrounded by the most impressive view perspectives. A sophisticated gentle farm perched over the Mettowee Valley offers a wonderful open concept with all resurfaced 4+BR homestead that boasts amazing views from every window! Yes, this house was designed to take full advantage of the location! The handsome wide plank floors flow seamlessly from one kitchen/dining/family/sun Greatroom with brick fireplace to the Cathedral Post and Beam Greatroom with raised hearth stone fireplace. Comfort expressed in a lovely main level primary suite with balcony and luxury bath, soaking tub and shower, while there's a second main level suite. Upstairs two more en-suite bedrooms and nanny room. Lower level rec rm, bunk rm, bath. There are so many quality components to mention: barns, studio space, vehicle space, animal shelters, stalls, chicken coop, fishing studio, and run-in sheds. Outbuildings are in great condition with power. The Log house makes memories for guests, rents or services help. When one looks outward from the kitchen sink and can see 3 silo's, it doesnt get better!

Listed by Laura Beckwith and Elizabeth Romano of Josiah Allen Real Estate,Inc.

MLS Number 5018385

• Residential Single Family
• Full Bath 3
• Address 298 Prior Drive
• Construction Existing
• Bedrooms 6

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 5014275

• Residential Single Family
• Full Bath 3
• Address 310 Hateful Hill
• Construction Existing
• Bedrooms 4

Don't let the road name fool you, there is nothing to hate about this Robert Carl Williams grand estate and farm with stables. Nestled on a hilltop in East Wallingford, you will find one of the finest properties in the area with a nicely appointed 4 bedroom 5 bath house boasting 5 fireplaces, a historic huge barn, a run-in horse shelter, a Morton barn/riding arena, and a 5 bay carriage house/garage all surrounded by 145 acres consisting of pastures, trails, woods, lawns, and a pond. The home is finished with granite countertops, marble baths, AGA range cooking stove, indoor lap pool, sauna, hardwood floors, a grand staircase, and almost 360-degree views of mountains and valleys. Enjoy those views from one of several decks, including one off the primary bedroom, or the outdoor fireplace patio, The circa 1840 3-story barn with a slate roof is a masterpiece of historic engineering. From the craftsmanship of the posts and beams to the many stables, animal pens, and Dutch doors, this has so much potential. The large Morton building with double sliding doors on both ends makes a great riding arena or massive storage for all the toys. Many old roads and paths are still present so you can explore the many acres. The exterior of the home was freshly painted including the decks. Okemo Resort is about 12 miles away and the city of Rutland is about 15 minutes away. This property will not disappoint. Visit the Okemo real estate community today. Taxes are based on current town assessments.

Listed by Kevin Barnes of William Raveis Vermont Properties

MLS Number 5015255

• Residential Single Family
• Full Bath 2
• Address 333 Creek Road
• Construction Existing
• Bedrooms 3

Discover the pinnacle of Vermont life in the Mountains of Wallingford with clear views of Killington, Pico and White Rocks. Just minutes from some of the worlds best outdoor recreational sites with approximately 130 acres of fields, mountains, trails and woodlands. The grand two-story entry, featuring a wooden staircase and natural light, sets the stage for cozy, luxurious life in the Green Mountains. The formal living room, with its stunning fireplace and windows exudes sophistication, while opening itself to the large chef's kitchen and landscaped backyard. The formal dining room, family room and at-home office help to complete the traditional layout of the first floor. Upstairs, the master suite is a cozy getaway with a sitting area, and expansive master bath and two walk-in closets. Two additional bedrooms, a bathroom and spacious landing ensure plenty of space for everyone. Additional features include a two-car garage, at-home theater and a walk-out lower ground floor that is prepped and ready for a wet bar, recreational and more living space.

Listed by Max Walker of Watson Realty & Associates

MLS Number 5010300

• Residential Single Family
• Full Bath 4
• Address 699 Old Maple Lane
• Construction Existing
• Bedrooms 4

Minutes from Manchester and Dorset! This post-and-beam gem is a showpiece of architectural design, and just a short drive from some of the best skiing, dining, and shopping Vermont has to offer. Nestled on a serene 10.1-acre parcel, this 5,945 sq ft home boasts a spacious open floor plan with white oak flooring, tongue-and-groove pine walls, Anderson double pane windows, whole house generator, fiber optic network, 4-zone heating, & central A/C throughout. The open concept kitchen/dining area features hickory cabinets, quartz countertops/center island, & stainless-steel appliances. A spectacular great room showcases a cathedral-high ceiling, towering granite fireplace, and long-range views of Dorset Mountain and beyond. The 1st floor primary suite will impress with its large soaking tub, natural stone walk-in shower, & direct access to the composite wrap-around deck, spa, & scenic mountain views. Double staircases lead up to a large yet intimate loft-styled family room. Two additional en-suite bedrooms and expansive living space/gym with separate entrance from the garage complete the upper level. The 1,676 sq ft walkout basement includes an entertainment space, game area, and large bedroom/office with adjoining dual access ¾ bathroom. Oversized 3-car garage provides ample space for all of your storage needs. 30 mins south of Rutland, and 90 mins northeast of Albany, NY. School choice offered for this location.

Listed by Christopher Lawrence of Gilbert Realty and Development