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Moguls 5 stands as one of Killington’s most distinguished ski-in/ski-out residences — a stunning slopeside retreat by renowned builder Rick Moore, set directly on the Homestretch Trail for effortless access to the mountain. This custom timber frame home blends refined craftsmanship with natural mountain materials, featuring dramatic granite accent walls, soaring trusses, and a harmonious mix of elegant fir and reclaimed barnboard. Inside, beautiful white oak flooring, radiant heat, and fine finishes define the living spaces. The chef’s kitchen centers around a striking black walnut island, complemented by Silestone countertops and modern pendant lighting. The main level primary suite offers a spa-like bath with double vanity and glass-enclosed shower, while the upper level hosts two inviting guest suites. The walkout level is designed for ski-day living, complete with a dedicated ski room featuring radiant heated floors, custom cubbies, gear lockers, and direct trail access. A den/bedroom suite, yoga room, wine storage, and a charming Hudson Bay–themed laundry room complete this level. After a day on the slopes, relax on the porch and watch skiers glide by, soak in the seven-person hot tub, or gather by the stone fireplace. Sophisticated yet welcoming, Moguls 5 perfectly captures the essence of luxury mountain living. Private showings are available by appointment only — contact us today to experience Killington’s premier slopeside home.

5 Beds ⋅ 5 Baths ⋅ 5068390 MLS

Moguls 5 stands as one of Killington’s most distinguished ski-in/ski-out residences — a stunning slopeside retreat by renowned builder Rick Moore, set directly on the Homestretch Trail for effortless access to the mountain. This custom timber frame home blends refined craftsmanship with natural mountain materials, featuring dramatic granite accent walls, soaring trusses, and a harmonious mix of elegant fir and reclaimed barnboard. Inside, beautiful white oak flooring, radiant heat, and fine finishes define the living spaces. The chef’s kitchen centers around a striking black walnut island, complemented by Silestone countertops and modern pendant lighting. The main level primary suite offers a spa-like bath with double vanity and glass-enclosed shower, while the upper level hosts two inviting guest suites. The walkout level is designed for ski-day living, complete with a dedicated ski room featuring radiant heated floors, custom cubbies, gear lockers, and direct trail access. A den/bedroom suite, yoga room, wine storage, and a charming Hudson Bay–themed laundry room complete this level. After a day on the slopes, relax on the porch and watch skiers glide by, soak in the seven-person hot tub, or gather by the stone fireplace. Sophisticated yet welcoming, Moguls 5 perfectly captures the essence of luxury mountain living. Private showings are available by appointment only — contact us today to experience Killington’s premier slopeside home.

558 Trailview Dr, Killington

$2,975,000

This handcrafted log cabin on 10 private acres with views of Killington Mountain serves as base camp after a day on the slopes. Built in 2006 by skilled timber smiths, each log was hand-peeled with drawknives, preserving its natural beauty and grain. The great room’s scale and thick wooden walls create a true mountain retreat, ideal for gathering with family and friends. Whether playing board games by the fire, sipping cocoa on one of the two covered porches, or sharing a home-cooked meal, this home fosters connection. Spanning three levels, this modern yet rustic cabin is light-filled and spacious: "Aspen of the East" design aesthetic with an open-concept great room, stone fireplace, and gourmet kitchen Primary King Suite on the second level includes an office loft overlooking the great room. Two guest bedrooms on the first level with a shared bath. Lower level ski room, family entertainment area, second kitchen, and two bedrooms for overflow of guests. Finish the day with a soak in the hot tub under the stars or gather around the fire pit. Three-bay detached garage with finished apartment space above (kitchenette, bedroom, bath) for an office, studio, gym, or guests. Updated with technology systems and two Tesla EV chargers. The outdoors beckons with skiing, sledding, and snowshoeing in winter and hiking, mountain biking, and golf in summer. Nearby attractions include the Killington Adventure Center, Yoga, Spa and Green Mountain National Golf Course.

6 Beds ⋅ 5 Baths ⋅ 5028225 MLS

This handcrafted log cabin on 10 private acres with views of Killington Mountain serves as base camp after a day on the slopes. Built in 2006 by skilled timber smiths, each log was hand-peeled with drawknives, preserving its natural beauty and grain. The great room’s scale and thick wooden walls create a true mountain retreat, ideal for gathering with family and friends. Whether playing board games by the fire, sipping cocoa on one of the two covered porches, or sharing a home-cooked meal, this home fosters connection. Spanning three levels, this modern yet rustic cabin is light-filled and spacious: "Aspen of the East" design aesthetic with an open-concept great room, stone fireplace, and gourmet kitchen Primary King Suite on the second level includes an office loft overlooking the great room. Two guest bedrooms on the first level with a shared bath. Lower level ski room, family entertainment area, second kitchen, and two bedrooms for overflow of guests. Finish the day with a soak in the hot tub under the stars or gather around the fire pit. Three-bay detached garage with finished apartment space above (kitchenette, bedroom, bath) for an office, studio, gym, or guests. Updated with technology systems and two Tesla EV chargers. The outdoors beckons with skiing, sledding, and snowshoeing in winter and hiking, mountain biking, and golf in summer. Nearby attractions include the Killington Adventure Center, Yoga, Spa and Green Mountain National Golf Course.

695 Tanglewood Dr, Killington

$2,600,000

Opportunity’s knocking, are you going to answer? This may be a once in a lifetime chance to grab an amazing parcel on The Killington Road. This 5.91 acre lot features two entrances, one on Killington Road and another on Butler Road. It includes 10 ERUs (sewer units) and two existing structures - perfect for housing contractors during a future build out. The land is flat to slightly sloping, zoned commercial, and offers substantial Killington Road frontage. With the proposed Killington Village project on the horizon, opportunities like this will become even more valuable and rare - grab this one while you can. Call today for a showing.

4 Beds ⋅ 2 Baths ⋅ 5053306 MLS

Opportunity’s knocking, are you going to answer? This may be a once in a lifetime chance to grab an amazing parcel on The Killington Road. This 5.91 acre lot features two entrances, one on Killington Road and another on Butler Road. It includes 10 ERUs (sewer units) and two existing structures - perfect for housing contractors during a future build out. The land is flat to slightly sloping, zoned commercial, and offers substantial Killington Road frontage. With the proposed Killington Village project on the horizon, opportunities like this will become even more valuable and rare - grab this one while you can. Call today for a showing.

2134 Killington Rd, Killington

$2,350,000

With its massive entry portico, prominent staircase and bold architectural details, this impressive log home evokes the cozy comfort of a grand Adirondack lodge. High ceilings, floor to ceiling glass and prominent stone hearths reinforce the rugged, yet elegant feel. Located within the exclusive Ridgetop Estates development, which consists of only 9 lots, this lovely property is just minutes from Killington resort and its world class, year-round outdoor opportunities. The fully furnished home is fit for the purpose at hand, whether that purpose is a quiet mountain getaway, primary residence or entertaining friends and family. With five bedrooms, including three with en suite bathrooms, there’s plenty of luxurious space. Guests can spread out into two separate living areas, one on the main floor and another on the walkout lower floor, with an adjacent outdoor hot tub. There’s a lower level garage leading into an equipment room with ski boot dryers and cubbies to store gear, a ski tuning room and an office - all the amenities you need to fully enjoy your new High Mountain lifestyle.

5 Beds ⋅ 5 Baths ⋅ 5112942 MLS

With its massive entry portico, prominent staircase and bold architectural details, this impressive log home evokes the cozy comfort of a grand Adirondack lodge. High ceilings, floor to ceiling glass and prominent stone hearths reinforce the rugged, yet elegant feel. Located within the exclusive Ridgetop Estates development, which consists of only 9 lots, this lovely property is just minutes from Killington resort and its world class, year-round outdoor opportunities. The fully furnished home is fit for the purpose at hand, whether that purpose is a quiet mountain getaway, primary residence or entertaining friends and family. With five bedrooms, including three with en suite bathrooms, there’s plenty of luxurious space. Guests can spread out into two separate living areas, one on the main floor and another on the walkout lower floor, with an adjacent outdoor hot tub. There’s a lower level garage leading into an equipment room with ski boot dryers and cubbies to store gear, a ski tuning room and an office - all the amenities you need to fully enjoy your new High Mountain lifestyle.

37 High Mountain Rd, Killington

$2,150,000

Welcome to your private sanctuary in the heart of Vermont—this exceptional three bedroom, five bath property blends high-end craftsmanship with unmatched access to outdoor adventure. Offered fully furnished and meticulously equipped, this log-home masterpiece is defined by its stunning views of neighboring mountains and the valley below. Situated on 31 secluded acres encompassing three individually permitted lots, this home delivers comfort and sophistication in equal measure. Inside, every detail reflects quality and care—from custom stonework to elegant finishes, including Hubbardton Forge lighting, geothermal heat and radiant floors. Step outside to find a spacious hot tub with sweeping mountain views, a stone-crafted fire pit and immediate access to Vermont’s renowned VAST snowmobile trails and ATV routes. World class skiing and mountain biking are just minutes away at Killington Resort and Pico Mountain, and notable additional highlights include: Oversized 2-car garage with generous overhead storage, Central Air Conditioning, Backup generator & EC Fiber high-speed internet. While the other two included lots are currently undeveloped, each holds a state-approved wastewater permit for a 3-bedroom home, offering future potential for expansion or investment opportunities. Whether you're seeking a luxurious full-time residence, a seasonal escape, or a basecamp for outdoor recreation, this property is a rare find that checks every box.

3 Beds ⋅ 5 Baths ⋅ 5056599 MLS

Welcome to your private sanctuary in the heart of Vermont—this exceptional three bedroom, five bath property blends high-end craftsmanship with unmatched access to outdoor adventure. Offered fully furnished and meticulously equipped, this log-home masterpiece is defined by its stunning views of neighboring mountains and the valley below. Situated on 31 secluded acres encompassing three individually permitted lots, this home delivers comfort and sophistication in equal measure. Inside, every detail reflects quality and care—from custom stonework to elegant finishes, including Hubbardton Forge lighting, geothermal heat and radiant floors. Step outside to find a spacious hot tub with sweeping mountain views, a stone-crafted fire pit and immediate access to Vermont’s renowned VAST snowmobile trails and ATV routes. World class skiing and mountain biking are just minutes away at Killington Resort and Pico Mountain, and notable additional highlights include: Oversized 2-car garage with generous overhead storage, Central Air Conditioning, Backup generator & EC Fiber high-speed internet. While the other two included lots are currently undeveloped, each holds a state-approved wastewater permit for a 3-bedroom home, offering future potential for expansion or investment opportunities. Whether you're seeking a luxurious full-time residence, a seasonal escape, or a basecamp for outdoor recreation, this property is a rare find that checks every box.

681 S Hill Rd, Pittsfield

$2,000,000

ONCE UPON A DREAM-PROSPECT POINT. An extraordinary opportunity to own a 1.73-acre private peninsula with over 560 feet of pristine WATERFRONT on Lake Bomoseen, Vermont’s largest freshwater lake. With expansive western views, unmatched privacy, and direct water access, this custom-built 4,821 sq ft home, completed in 2002, effortlessly blends timeless New England charm with the finest elements of lakefront living. The home’s striking exterior showcases dual gambrel rooflines and a dramatic wall of windows that bathe the interior in natural light while offering sweeping views of the lake. Inside, an open-concept design creates everyday living and entertaining. The chef’s kitchen hosts granite countertops and connects seamlessly to the dining area, screened porch, and an expansive living room with a handsome stone fireplace as its centerpiece. The home office offers flexible space, and two half baths complete the main floor. Upstairs, are five well-appointed bedrooms and two full bathrooms, including a primary suite featuring a walk-in closet, private bath. For added flexibility, the home includes a private in-law apt. with sm. kitchen, living room, large bedroom, and full bath. Utilities include a Buderus boiler, radiant heat, central air, 200-amp, town sewer. Three car garage and partially finished basement. Drive your boat up to lakeside restaurants, walk to the golf course, and access the nearby Marina. Minutes to Killington, Okemo, and Pico for winter fun. This has it all!

6 Beds ⋅ 5 Baths ⋅ 5049522 MLS

ONCE UPON A DREAM-PROSPECT POINT. An extraordinary opportunity to own a 1.73-acre private peninsula with over 560 feet of pristine WATERFRONT on Lake Bomoseen, Vermont’s largest freshwater lake. With expansive western views, unmatched privacy, and direct water access, this custom-built 4,821 sq ft home, completed in 2002, effortlessly blends timeless New England charm with the finest elements of lakefront living. The home’s striking exterior showcases dual gambrel rooflines and a dramatic wall of windows that bathe the interior in natural light while offering sweeping views of the lake. Inside, an open-concept design creates everyday living and entertaining. The chef’s kitchen hosts granite countertops and connects seamlessly to the dining area, screened porch, and an expansive living room with a handsome stone fireplace as its centerpiece. The home office offers flexible space, and two half baths complete the main floor. Upstairs, are five well-appointed bedrooms and two full bathrooms, including a primary suite featuring a walk-in closet, private bath. For added flexibility, the home includes a private in-law apt. with sm. kitchen, living room, large bedroom, and full bath. Utilities include a Buderus boiler, radiant heat, central air, 200-amp, town sewer. Three car garage and partially finished basement. Drive your boat up to lakeside restaurants, walk to the golf course, and access the nearby Marina. Minutes to Killington, Okemo, and Pico for winter fun. This has it all!

198 Prospect Point Rd, Castleton

$1,975,000

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!

5 Beds ⋅ 5 Baths ⋅ 5023722 MLS

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!

644 Trailview Dr, Killington

$1,810,000

This spacious and beautifully maintained townhome can boast about magnificent unobstructed year round views of Bear Mountain's most famous ski trails, including Outer Limits and Devil's Fiddle. This property can arguably also claim the best and easiest direct ski in ski out access to Bear Mountain. There's no reason not to be able to be AT the Bear Mountain base for the "opening bell" unless you want to sleep in. The townhouse is designed for easy living with a tiled mudroom entry on the main living level as well as a tiled "ski room" equipped with storage and benches for donning outdoor gear on the lower level. The living room has a beautiful stone-faced wood burning fireplace while the family room on the lower level has a toasty warm gas fireplace. There's plenty of room to spread both inside and outside where there's a large full wraparound deck with beautiful views of Bear Mountain and wired for a hot tub. This is arguably one of the best locations in Topridge providing owners and guests with unparalleled view and great mountain access. This property is being sold fully furnished and equipped. Call now to schedule a viewing! Note: Seller is a licensed real estate broker.

3 Beds ⋅ 4 Baths ⋅ 5097800 MLS

This spacious and beautifully maintained townhome can boast about magnificent unobstructed year round views of Bear Mountain's most famous ski trails, including Outer Limits and Devil's Fiddle. This property can arguably also claim the best and easiest direct ski in ski out access to Bear Mountain. There's no reason not to be able to be AT the Bear Mountain base for the "opening bell" unless you want to sleep in. The townhouse is designed for easy living with a tiled mudroom entry on the main living level as well as a tiled "ski room" equipped with storage and benches for donning outdoor gear on the lower level. The living room has a beautiful stone-faced wood burning fireplace while the family room on the lower level has a toasty warm gas fireplace. There's plenty of room to spread both inside and outside where there's a large full wraparound deck with beautiful views of Bear Mountain and wired for a hot tub. This is arguably one of the best locations in Topridge providing owners and guests with unparalleled view and great mountain access. This property is being sold fully furnished and equipped. Call now to schedule a viewing! Note: Seller is a licensed real estate broker.

68 Upper Sundog Dr Unit 20B, Killington

$1,800,000

This 1830 Greek Revival farmhouse, set on over 350 acres with sweeping views of Salt Ash and Bear Mountains, has been reimagined through a major 2025 renovation. Rolling pastures, gardens, and fruit trees frame the white clapboard home, while a stone terrace invites summer dinners under the sky. Inside, historic character meets modern comfort: American chestnut floors, exposed beams, and built-ins anchor the living and dining rooms, centered on a wood-burning fireplace. The chef’s kitchen features a Lacanche range from France, Danby marble counters, black locust wood floors and a striking end-grain black locust island. Eight bedrooms include a primary suite and a private two-bedroom apartment with full kitchen and cathedral ceilings for friends and family. The lower level offers a wellness spa with a black locust soaking tub and Finnish sauna. All renovations are high-end, with a lean toward custom made and local materials when possible. Home has fully upgraded infrastructure: roof, ERV, solar array, EV charging station, and heat pumps. Heirloom orchard and nut trees have been planted using sustainable practices. Three restored barns—one a sugar house for boiling sap to make maple syrup—plus a chicken coop, blueberry bushes, perennial beds, and a streamside campsite along Freeman Brook complete the setting. High-speed internet, central A/C, and freshly painted interiors and exteriors, suitable for homesteading and as a year-round retreat. Furnishings negotiable.

8 Beds ⋅ 5 Baths ⋅ 5057003 MLS

This 1830 Greek Revival farmhouse, set on over 350 acres with sweeping views of Salt Ash and Bear Mountains, has been reimagined through a major 2025 renovation. Rolling pastures, gardens, and fruit trees frame the white clapboard home, while a stone terrace invites summer dinners under the sky. Inside, historic character meets modern comfort: American chestnut floors, exposed beams, and built-ins anchor the living and dining rooms, centered on a wood-burning fireplace. The chef’s kitchen features a Lacanche range from France, Danby marble counters, black locust wood floors and a striking end-grain black locust island. Eight bedrooms include a primary suite and a private two-bedroom apartment with full kitchen and cathedral ceilings for friends and family. The lower level offers a wellness spa with a black locust soaking tub and Finnish sauna. All renovations are high-end, with a lean toward custom made and local materials when possible. Home has fully upgraded infrastructure: roof, ERV, solar array, EV charging station, and heat pumps. Heirloom orchard and nut trees have been planted using sustainable practices. Three restored barns—one a sugar house for boiling sap to make maple syrup—plus a chicken coop, blueberry bushes, perennial beds, and a streamside campsite along Freeman Brook complete the setting. High-speed internet, central A/C, and freshly painted interiors and exteriors, suitable for homesteading and as a year-round retreat. Furnishings negotiable.

1783 Russellville Rd, Shrewsbury

$1,738,500

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!

5 Beds ⋅ 5 Baths ⋅ 5018436 MLS

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!

330 Rupert Hill Rd, Pawlet

$1,700,000

Welcome to Topridge, where mountain living, spectacular views and exceptional ski access come together in this beautifully appointed retreat. Enjoy breathtaking views of Bear Mountain and the convenience of skiing home to your front door. Head out by walking a short distance to access the trail leading to Bear Mountain or ski down to the Sunrise chairlift. A spacious mudroom welcomes you home, while beautiful hardwood floors lead into the inviting main living area where expansive windows frame the mountain views. A striking stone-faced, wood-burning fireplace creates the perfect setting for après-ski evenings with family and friends. The well-appointed kitchen features a gas range with hood and opens to generous living and dining spaces. Beautiful decorative tilework enhances the bathrooms, with the convenience of a three-quarter bath on every level. The spacious primary suite offers wonderful views and a peaceful mountain retreat. The lower level provides plenty of room for family and guests with a family room, bunk room and ping-pong area. Boiler was replaced 4/2023. Sunrise Village amenities add to the four-season experience with a community center featuring a seasonal restaurant, indoor heated pool and exercise facility, plus an outdoor pool and gathering area during the summer months. With exceptional ski access, Bear Mountain views and year-round amenities, this Topridge residence offers the ideal setting for enjoying the Killington lifestyle in every season.

3 Beds ⋅ 4 Baths ⋅ 5104592 MLS

Welcome to Topridge, where mountain living, spectacular views and exceptional ski access come together in this beautifully appointed retreat. Enjoy breathtaking views of Bear Mountain and the convenience of skiing home to your front door. Head out by walking a short distance to access the trail leading to Bear Mountain or ski down to the Sunrise chairlift. A spacious mudroom welcomes you home, while beautiful hardwood floors lead into the inviting main living area where expansive windows frame the mountain views. A striking stone-faced, wood-burning fireplace creates the perfect setting for après-ski evenings with family and friends. The well-appointed kitchen features a gas range with hood and opens to generous living and dining spaces. Beautiful decorative tilework enhances the bathrooms, with the convenience of a three-quarter bath on every level. The spacious primary suite offers wonderful views and a peaceful mountain retreat. The lower level provides plenty of room for family and guests with a family room, bunk room and ping-pong area. Boiler was replaced 4/2023. Sunrise Village amenities add to the four-season experience with a community center featuring a seasonal restaurant, indoor heated pool and exercise facility, plus an outdoor pool and gathering area during the summer months. With exceptional ski access, Bear Mountain views and year-round amenities, this Topridge residence offers the ideal setting for enjoying the Killington lifestyle in every season.

27 Eagles Rdg Unit #39A, Killington

94 Glissade Dr Unit Unit 26A, Killington

$1,650,000

3 Beds ⋅ 4 Baths ⋅ 5097259 MLS

94 Glissade Dr Unit Unit 26A, Killington

$1,550,000

Discover the beauty of this private 124 acre country estate perfectly situated between Okemo Mountain Resort and Killington Resort, two of Vermont’s premier ski destinations. Surrounded by the Calvin Coolidge State Forest, this 7-bedroom, 6-bath retreat offers unmatched seclusion, mountain views, and a true connection to the outdoors. From nearly every room, take in sweeping views of the Green Mountains. Inside, the home balances rustic elegance with modern comfort. The grand family room features a soaring stone fireplace and mountain views, while the entertainment level with pool table, wet bar, and media room sets the stage for après-ski gatherings. A fitness room and sauna provide space to stay active and unwind, and multiple fireplaces indoors and out add warmth and charm year-round. A three-car garage offers ample storage for vehicles and gear, and the scenic forest-lined drive creates a dramatic first impression. Whether hosting friends after a day on the slopes or savoring the stillness of your private acreage, this exceptional property captures the essence of Vermont mountain living.

7 Beds ⋅ 6 Baths ⋅ 5034383 MLS

Discover the beauty of this private 124 acre country estate perfectly situated between Okemo Mountain Resort and Killington Resort, two of Vermont’s premier ski destinations. Surrounded by the Calvin Coolidge State Forest, this 7-bedroom, 6-bath retreat offers unmatched seclusion, mountain views, and a true connection to the outdoors. From nearly every room, take in sweeping views of the Green Mountains. Inside, the home balances rustic elegance with modern comfort. The grand family room features a soaring stone fireplace and mountain views, while the entertainment level with pool table, wet bar, and media room sets the stage for après-ski gatherings. A fitness room and sauna provide space to stay active and unwind, and multiple fireplaces indoors and out add warmth and charm year-round. A three-car garage offers ample storage for vehicles and gear, and the scenic forest-lined drive creates a dramatic first impression. Whether hosting friends after a day on the slopes or savoring the stillness of your private acreage, this exceptional property captures the essence of Vermont mountain living.

444 Tin Shanty Rd, Shrewsbury

$1,500,000

Located in the heart of the Taconic mountains with wide rolling meadows and a mature forest, Square Mile Farm is an inviting retreat on 644 acres with stunning pastoral views. On the farm is a light-filled 1988 four-bedroom home with an one-bedroom apartment and views of a pond and curvy mountains including Killington and Pico. The 1800s barn is an outstanding example of New England architecture. Most of the 96 acres of productive agricultural land are tillable and suitable for crops, hay, and/or livestock. There is a current lease to hay the fields, which are certified organic. Most of the land is conserved with the VLT and is in current use. Trails run throughout the woodlands. The farm is a few minutes from the quiet village of Tinmouth, which was once the home of two Vermont Governors. Today it is a vibrant community of 600 people with big hearts. Hike, bike or ski up to the Tinmouth Mountain Cabin or join neighbors at the Community Bake Oven. A mile down the road is Squier Farm Stand with fresh produce, organic beef, organic A2A2 milk, and Sissy’s Kitchen take-out meals and bread. Schools: Tinmouth Mountain School, K-6, was founded in 1782. School choice for grades 7-12. 11-15 miles from Rutland Regional Airport and Rutland Medical Center, 25 miles from Dorset, and 25 miles from Manchester. 3h 20m from Boston, 4h 30m from New York. Showings begin August 1

5 Beds ⋅ 4 Baths ⋅ 5053780 MLS

Located in the heart of the Taconic mountains with wide rolling meadows and a mature forest, Square Mile Farm is an inviting retreat on 644 acres with stunning pastoral views. On the farm is a light-filled 1988 four-bedroom home with an one-bedroom apartment and views of a pond and curvy mountains including Killington and Pico. The 1800s barn is an outstanding example of New England architecture. Most of the 96 acres of productive agricultural land are tillable and suitable for crops, hay, and/or livestock. There is a current lease to hay the fields, which are certified organic. Most of the land is conserved with the VLT and is in current use. Trails run throughout the woodlands. The farm is a few minutes from the quiet village of Tinmouth, which was once the home of two Vermont Governors. Today it is a vibrant community of 600 people with big hearts. Hike, bike or ski up to the Tinmouth Mountain Cabin or join neighbors at the Community Bake Oven. A mile down the road is Squier Farm Stand with fresh produce, organic beef, organic A2A2 milk, and Sissy’s Kitchen take-out meals and bread. Schools: Tinmouth Mountain School, K-6, was founded in 1782. School choice for grades 7-12. 11-15 miles from Rutland Regional Airport and Rutland Medical Center, 25 miles from Dorset, and 25 miles from Manchester. 3h 20m from Boston, 4h 30m from New York. Showings begin August 1

51 Gulf Rd, Tinmouth

$1,375,000

KILLINGTON – DESIRED SKI-IN/SKI-OUT LOCATION! Seize this rare opportunity to own a stunningly updated mountain retreat with direct access to the legendary Great Eastern Trail via a deeded easement. Perfectly positioned for skiers, snowboarders, and outdoor enthusiasts, this home also offers strong short-term rental potential, making it a prime investment opportunity. Step inside to a bright and airy open-concept main level, where a newly renovated kitchen, dining area, and living room flow seamlessly under soaring cathedral ceilings. The brand-new, two-story windows showcase breathtaking mountain views and flood the space with natural light. There is one bedroom conveniently located on the main floor. A wood-burning stove was previously removed for rental safety, but the setup remains for easy reinstallation to bring extra warmth and charm. After an epic day on the slopes, relax in your private, newly installed hot tub, perfectly positioned for soaking in the mountain air. This home has been thoughtfully upgraded with new flooring on the main level, a newer efficient boiler, and beautifully updated bathrooms. The lower level features a spacious bedroom, full bath, laundry area, recreation room, and bonus room, while the upper level boasts a luxurious primary suite with a full bath, plus an additional bedroom with charming log bunk beds and another updated bath. Opportunities like this don’t come often—act fast and make this Killington dream home yours today!

3 Beds ⋅ 4 Baths ⋅ 5034973 MLS

KILLINGTON – DESIRED SKI-IN/SKI-OUT LOCATION! Seize this rare opportunity to own a stunningly updated mountain retreat with direct access to the legendary Great Eastern Trail via a deeded easement. Perfectly positioned for skiers, snowboarders, and outdoor enthusiasts, this home also offers strong short-term rental potential, making it a prime investment opportunity. Step inside to a bright and airy open-concept main level, where a newly renovated kitchen, dining area, and living room flow seamlessly under soaring cathedral ceilings. The brand-new, two-story windows showcase breathtaking mountain views and flood the space with natural light. There is one bedroom conveniently located on the main floor. A wood-burning stove was previously removed for rental safety, but the setup remains for easy reinstallation to bring extra warmth and charm. After an epic day on the slopes, relax in your private, newly installed hot tub, perfectly positioned for soaking in the mountain air. This home has been thoughtfully upgraded with new flooring on the main level, a newer efficient boiler, and beautifully updated bathrooms. The lower level features a spacious bedroom, full bath, laundry area, recreation room, and bonus room, while the upper level boasts a luxurious primary suite with a full bath, plus an additional bedroom with charming log bunk beds and another updated bath. Opportunities like this don’t come often—act fast and make this Killington dream home yours today!

191 Trailview Dr, Killington

$1,350,000

HALF MILLION DOLLAR PRICE ADJUSTMENT. A working equestrian estate that lives like a luxury country retreat. Exceptional curb appeal begins with a paved driveway lined by handsome wood posts and lanterns. Set on 28 acres with breathtaking views of the Green Mountains and Killington and Pico peaks, this 1850s farmhouse was taken down to the studs and exquisitely renovated with exceptional craftsmanship. The gourmet kitchen features granite countertops, cherry cabinetry, high-end appliances, and a generous island with seating that opens to inviting dining and living areas designed for entertaining. The first floor offers a bedroom, laundry, half bath, flex space, and screened porch overlooking the pastures. Upstairs includes a spacious office, two bedrooms with a Jack-and-Jill bath, and a primary suite with vaulted ceilings, hand-hewn beams, a soaking tub, a steam shower, and dual walk-in closets. Above the heated four-car garage is a 1,500 sq ft apartment that generates excellent Airbnb income or serves as ideal guest quarters. Outdoor living features a heated 40-foot saltwater pool, a fire pit, and a charming pool bar with a changing room. Equestrian facilities include a rare 17-stall barn with run-outs and an attached 120 x 66 indoor arena surrounded by multiple paddocks and lush pastures. Located in desirable Rutland Town with excellent schools and high school choice, minutes to Killington and Pico ski areas, and 20 minutes to Lake Bomoseen. NOW THIS IS LIVING VERMONT STYLE!

5 Beds ⋅ 4 Baths ⋅ 5064755 MLS

HALF MILLION DOLLAR PRICE ADJUSTMENT. A working equestrian estate that lives like a luxury country retreat. Exceptional curb appeal begins with a paved driveway lined by handsome wood posts and lanterns. Set on 28 acres with breathtaking views of the Green Mountains and Killington and Pico peaks, this 1850s farmhouse was taken down to the studs and exquisitely renovated with exceptional craftsmanship. The gourmet kitchen features granite countertops, cherry cabinetry, high-end appliances, and a generous island with seating that opens to inviting dining and living areas designed for entertaining. The first floor offers a bedroom, laundry, half bath, flex space, and screened porch overlooking the pastures. Upstairs includes a spacious office, two bedrooms with a Jack-and-Jill bath, and a primary suite with vaulted ceilings, hand-hewn beams, a soaking tub, a steam shower, and dual walk-in closets. Above the heated four-car garage is a 1,500 sq ft apartment that generates excellent Airbnb income or serves as ideal guest quarters. Outdoor living features a heated 40-foot saltwater pool, a fire pit, and a charming pool bar with a changing room. Equestrian facilities include a rare 17-stall barn with run-outs and an attached 120 x 66 indoor arena surrounded by multiple paddocks and lush pastures. Located in desirable Rutland Town with excellent schools and high school choice, minutes to Killington and Pico ski areas, and 20 minutes to Lake Bomoseen. NOW THIS IS LIVING VERMONT STYLE!

960 E Pittsford Rd, Rutland Town

$1,325,000

Few architectural styles capture the essence of mountain living like the timeless timber frame home. Handcrafted from Eastern white pine, this exceptional post-and-beam residence showcases soaring cathedral ceilings, graceful curved braces, artful mortise-and-tenon joinery secured with rugged oak pegs, and a dramatic three-story wall of windows that frames the surrounding woodland and fills the home with natural light. A two-car garage provides a practical year-round entry into the mudroom, which leads upstairs to a spectacular open-concept living space surrounded by windows. Built in 2017, the home offers the confidence of modern construction without the wait of building new. Designed for both everyday living and effortless entertaining, the chef's kitchen features gleaming granite countertops, a breakfast bar, center island, seven-burner professional range with double ovens, high-capacity range hood, classic farmhouse sink, subway tile, and mosaic backsplash. The adjoining dining area comfortably seats ten, while a luxurious hot tub on the back deck invites you to unwind after a day on the slopes or trails. The main level includes the primary suite, a bonus room, and a full bath. Upstairs, two expansive bedrooms, each with its own sleeping loft, share a full bath, while an inviting loft-style sitting area overlooks the dramatic living space below. A full-length front deck and thoughtfully crafted fire pit extend the home's living spaces outside, creating the perfect setting to gather with family and friends in every season. Located just off the Killington Road, you'll enjoy the perfect balance of privacy and convenience, with restaurants, shops, nightlife, and year-round recreation just minutes away at the Northeast's premier destination for skiing, snowboarding, mountain biking, and outdoor adventure. If you're searching for a refined mountain retreat, this exceptional timber frame offers the craftsmanship, comfort, and location to make it your own.

3 Beds ⋅ 3 Baths ⋅ 5098412 MLS

Few architectural styles capture the essence of mountain living like the timeless timber frame home. Handcrafted from Eastern white pine, this exceptional post-and-beam residence showcases soaring cathedral ceilings, graceful curved braces, artful mortise-and-tenon joinery secured with rugged oak pegs, and a dramatic three-story wall of windows that frames the surrounding woodland and fills the home with natural light. A two-car garage provides a practical year-round entry into the mudroom, which leads upstairs to a spectacular open-concept living space surrounded by windows. Built in 2017, the home offers the confidence of modern construction without the wait of building new. Designed for both everyday living and effortless entertaining, the chef's kitchen features gleaming granite countertops, a breakfast bar, center island, seven-burner professional range with double ovens, high-capacity range hood, classic farmhouse sink, subway tile, and mosaic backsplash. The adjoining dining area comfortably seats ten, while a luxurious hot tub on the back deck invites you to unwind after a day on the slopes or trails. The main level includes the primary suite, a bonus room, and a full bath. Upstairs, two expansive bedrooms, each with its own sleeping loft, share a full bath, while an inviting loft-style sitting area overlooks the dramatic living space below. A full-length front deck and thoughtfully crafted fire pit extend the home's living spaces outside, creating the perfect setting to gather with family and friends in every season. Located just off the Killington Road, you'll enjoy the perfect balance of privacy and convenience, with restaurants, shops, nightlife, and year-round recreation just minutes away at the Northeast's premier destination for skiing, snowboarding, mountain biking, and outdoor adventure. If you're searching for a refined mountain retreat, this exceptional timber frame offers the craftsmanship, comfort, and location to make it your own.

346 Rocky Ridge Rd, Killington

$1,300,000

A rare opportunity to own the 3.05-acre property that abuts both Kent Pond and Gifford Woods State Park. Enjoy direct access to the 101-acre Kent Pond - one of Vermont’s most photographed bodies of water - ideal for paddling, fishing, and swimming. The property also offers immediate access to the Killington Mountain Bike Trail System via 285-acre Gifford Woods, an old growth northern hardwood forest. Located just 6 miles from Killington Resort, 3 miles to Pico and 0.4 miles from the Appalachian Trail, this home offers unbeatable proximity to outdoor adventures while maintaining a sense of privacy and tranquility. Built with the owners in 2000 by Roaring Brook Construction, this three-story home is thoughtfully designed to let in maximum natural light, with sunrise-facing windows and an intelligent layout. The entry level includes a mudroom, ski room, pantry, and powder room. The main living space features a dining room and stone fireplace with an historic mantle from Killington's first home. The second level offers a spacious primary suite with walk-in closet and luxurious bathroom. The top floor includes an office and library, perfect for work or relaxation. A two-car garage and shed store everything you could need. Set back 200 feet from the water to comply with Shoreland Protection, the property includes a private launch area for kayaks or canoes. All the best of Vermont lake and mountain life right at your doorstep. This is a truly unique Killington offering - a must see!

3 Beds ⋅ 3 Baths ⋅ 5049766 MLS

A rare opportunity to own the 3.05-acre property that abuts both Kent Pond and Gifford Woods State Park. Enjoy direct access to the 101-acre Kent Pond - one of Vermont’s most photographed bodies of water - ideal for paddling, fishing, and swimming. The property also offers immediate access to the Killington Mountain Bike Trail System via 285-acre Gifford Woods, an old growth northern hardwood forest. Located just 6 miles from Killington Resort, 3 miles to Pico and 0.4 miles from the Appalachian Trail, this home offers unbeatable proximity to outdoor adventures while maintaining a sense of privacy and tranquility. Built with the owners in 2000 by Roaring Brook Construction, this three-story home is thoughtfully designed to let in maximum natural light, with sunrise-facing windows and an intelligent layout. The entry level includes a mudroom, ski room, pantry, and powder room. The main living space features a dining room and stone fireplace with an historic mantle from Killington's first home. The second level offers a spacious primary suite with walk-in closet and luxurious bathroom. The top floor includes an office and library, perfect for work or relaxation. A two-car garage and shed store everything you could need. Set back 200 feet from the water to comply with Shoreland Protection, the property includes a private launch area for kayaks or canoes. All the best of Vermont lake and mountain life right at your doorstep. This is a truly unique Killington offering - a must see!

832 Us Route 100n, Killington

$1,275,000

Welcome to your Killington, Vermont retreat. The location is exceptional, abutting one of Vermont’s top rated golf courses, Green Mountain National. Kent Pond is around the corner, maintained mountain bike trails nearby, and just five minutes to the Killington Access Road for endless fun. This beautifully renovated property, with seasonal mountain views, combines an original log home with a thoughtfully designed addition completed in 2021, and is generator ready for peace of mind in every season. Step inside to the main living area, where the open concept floor plan is ideal for entertaining. After a day of outdoor adventure, settle into the living room beside the wood burning fireplace and take in the striking floor to ceiling fieldstone hearth. The main level primary ensuite, part of the newer addition, offers a walk-in closet, custom tiled shower, and in unit washer and dryer. Just below, the lower level off the primary includes a spacious workout room, office, and full bathroom. The lower level of the original log home provides additional hangout and recreational space, a guest bedroom, a renovated bathroom, and flexible space to suit your needs. For those who prefer to be closer to the heart of the home, an additional cozy bedroom with a half bath is located above. Step out from the covered porch to a well-appointed outdoor space featuring a hot tub and custom stone patio with a large firepit. Set apart from the home is a detached garage with custom doors and finished space above. This property is well suited as a primary residence, vacation retreat, or short-term rental investment. A rare opportunity to own a thoughtfully updated Vermont property in one of Killington’s most desirable settings. Don’t miss it.

3 Beds ⋅ 5 Baths ⋅ 5086259 MLS

Welcome to your Killington, Vermont retreat. The location is exceptional, abutting one of Vermont’s top rated golf courses, Green Mountain National. Kent Pond is around the corner, maintained mountain bike trails nearby, and just five minutes to the Killington Access Road for endless fun. This beautifully renovated property, with seasonal mountain views, combines an original log home with a thoughtfully designed addition completed in 2021, and is generator ready for peace of mind in every season. Step inside to the main living area, where the open concept floor plan is ideal for entertaining. After a day of outdoor adventure, settle into the living room beside the wood burning fireplace and take in the striking floor to ceiling fieldstone hearth. The main level primary ensuite, part of the newer addition, offers a walk-in closet, custom tiled shower, and in unit washer and dryer. Just below, the lower level off the primary includes a spacious workout room, office, and full bathroom. The lower level of the original log home provides additional hangout and recreational space, a guest bedroom, a renovated bathroom, and flexible space to suit your needs. For those who prefer to be closer to the heart of the home, an additional cozy bedroom with a half bath is located above. Step out from the covered porch to a well-appointed outdoor space featuring a hot tub and custom stone patio with a large firepit. Set apart from the home is a detached garage with custom doors and finished space above. This property is well suited as a primary residence, vacation retreat, or short-term rental investment. A rare opportunity to own a thoughtfully updated Vermont property in one of Killington’s most desirable settings. Don’t miss it.

520 Barrows Towne Rd, Killington

$1,275,000

You have arrived! How soon you leave again is up to you. Drive around your paved circular driveway into the attached 2 car garage. Step into your sprawling, resort style home offering breathtaking views from every window. Take a plunge into your heated indoor pool or relax in the sauna all located in a climate controlled room with plenty of glass to bring the sunshine in. The primary suite includes a seperate living room to truly make you feel like you are in the lap of luxury. The primary bathroom offers a large whirlpool tub, steam shower, 2 sinks and a bidet. Walk outside onto your secluded deck and enjoy the sunrise while sipping on your coffee. Light a fire in the wood burning fireplace, have some friends over and entertain in your spacious living room, complete with a wetbar. If working from home is what you do, you will find a dedicated office above the garage offering spectacular views of Killington and Pico Mountains. Downstairs you will find a bedroom, full bathroom, living room and plenty of storage space. If reading is your thing, escape to the loft and cozy up with a good book. Attached to the main house, through a breezeway, you will find an in-law apartment with its own seperate entrance. This space can be used to give your guests some extra space to spread out, rental income, or allow family members to age in place. Relax by the pond soaking in the sun. Snowshoe around the yard. Host a tea party in the private garden space. Whatever you like to do to unwind, you can do it here at 534 Cream Hill Road. Centrally located between Rutland and Killington. Schedule your showing today!

4 Beds ⋅ 4 Baths ⋅ 5084373 MLS

You have arrived! How soon you leave again is up to you. Drive around your paved circular driveway into the attached 2 car garage. Step into your sprawling, resort style home offering breathtaking views from every window. Take a plunge into your heated indoor pool or relax in the sauna all located in a climate controlled room with plenty of glass to bring the sunshine in. The primary suite includes a seperate living room to truly make you feel like you are in the lap of luxury. The primary bathroom offers a large whirlpool tub, steam shower, 2 sinks and a bidet. Walk outside onto your secluded deck and enjoy the sunrise while sipping on your coffee. Light a fire in the wood burning fireplace, have some friends over and entertain in your spacious living room, complete with a wetbar. If working from home is what you do, you will find a dedicated office above the garage offering spectacular views of Killington and Pico Mountains. Downstairs you will find a bedroom, full bathroom, living room and plenty of storage space. If reading is your thing, escape to the loft and cozy up with a good book. Attached to the main house, through a breezeway, you will find an in-law apartment with its own seperate entrance. This space can be used to give your guests some extra space to spread out, rental income, or allow family members to age in place. Relax by the pond soaking in the sun. Snowshoe around the yard. Host a tea party in the private garden space. Whatever you like to do to unwind, you can do it here at 534 Cream Hill Road. Centrally located between Rutland and Killington. Schedule your showing today!

534 Cream Hill Rd, Mendon

$1,235,000

Grand Timber-Frame Inspired Retreat Near Okemo Skiing and Lakes. Exceptional Vermont luxury home thoughtfully crafted for large and extended families to gather in comfort. Set on more than five private acres, the property offers the perfect setting for year-round outdoor living and unforgettable après-ski evenings. Unwind in the hot tub beneath the stars, gather around the fire pit on crisp Vermont nights, and enjoy the peace, privacy, and mountain air that make this home such a special four-season escape. Anchoring the light-filled great room is a dramatic two-story, two-sided stone fireplace, with oversized Marvin windows and doors showcasing the stunning scenery. As snow falls outside, the soaring wall of glass transforms the space into a real-life snow globe, while the roaring fire creates a warm, inviting backdrop for cozy dinners and memorable gatherings. A spacious floor plan allows everyone to spread out comfortably, with multiple bonus spaces and a separate lower-level retreat ideal for kids or guests, featuring its own living room and wet bar. Designed for effortless living, the home features radiant heated floors, eight mini-split systems for efficient climate control, a heated garage with an office above, and built-in storage systems, plus an EV charger and an attached carport. Sustainable upgrades include a standing seam metal roof, 69 owned solar panels, and two Tesla Powerwall battery systems, resulting in remarkably low utility costs. Perfectly positioned for outdoor enthusiasts, the property offers close proximity to Okemo, Killington, Pico, snowmobile trails, cross-country skiing, hiking, lakes, and all the charm of Vermont’s mountain towns with a rare combination of scale, warmth, efficiency, and mountain views. Visit the Okemo real estate community today. Taxes are based on town assessment.

4 Beds ⋅ 3 Baths ⋅ 5095756 MLS

Grand Timber-Frame Inspired Retreat Near Okemo Skiing and Lakes. Exceptional Vermont luxury home thoughtfully crafted for large and extended families to gather in comfort. Set on more than five private acres, the property offers the perfect setting for year-round outdoor living and unforgettable après-ski evenings. Unwind in the hot tub beneath the stars, gather around the fire pit on crisp Vermont nights, and enjoy the peace, privacy, and mountain air that make this home such a special four-season escape. Anchoring the light-filled great room is a dramatic two-story, two-sided stone fireplace, with oversized Marvin windows and doors showcasing the stunning scenery. As snow falls outside, the soaring wall of glass transforms the space into a real-life snow globe, while the roaring fire creates a warm, inviting backdrop for cozy dinners and memorable gatherings. A spacious floor plan allows everyone to spread out comfortably, with multiple bonus spaces and a separate lower-level retreat ideal for kids or guests, featuring its own living room and wet bar. Designed for effortless living, the home features radiant heated floors, eight mini-split systems for efficient climate control, a heated garage with an office above, and built-in storage systems, plus an EV charger and an attached carport. Sustainable upgrades include a standing seam metal roof, 69 owned solar panels, and two Tesla Powerwall battery systems, resulting in remarkably low utility costs. Perfectly positioned for outdoor enthusiasts, the property offers close proximity to Okemo, Killington, Pico, snowmobile trails, cross-country skiing, hiking, lakes, and all the charm of Vermont’s mountain towns with a rare combination of scale, warmth, efficiency, and mountain views. Visit the Okemo real estate community today. Taxes are based on town assessment.

25 Perry Rd, Mount Holly

$1,200,000

Set amid sweeping mountain views, open meadows, and forested trails at the peaceful end of Tabor Road, this 93.4 acre Shrewsbury retreat captures the essence of Vermont living: private, expansive, and deeply restorative. The landscape is the defining feature - open fields, wooded paths, and three ponds, including a hidden gem tucked awaydown a wooded trail that suddenly opens into a wide clearing. It’s a setting that invites exploration, reflection, and four-season enjoyment, all within easy reach of the Okemo and Killington ski areas and the year-round Rutland amenities. The residence combines the ease of more modern construction with the warmth and scale of a home designed for gathering. A recent 2-story addition expanded the layout to 6 bedrooms and 3 baths. Designed with future expansion in mind, the second floor includes roughed-in plumbing for an additional bath. The open kitchen with cherry cabinetry and stainless appliances flows naturally to the dining area and living room anchored by a wood stove. A light-filled first-floor bonus room with radiant heat and oversized windows frames sweeping mountain range views and offers an inviting space for relaxation, work, or play. With over 3,500 sq ft of finished space, plus an unfinished walkout basement with overhead garage door and attic storage, the home supports a wide range of lifestyles. Outdoors, miles of trails wind through fields and forest, connecting the ponds, perennial gardens, fruit trees, grape vines, and broad open areas. The acreage spans 3 subdivided parcels, with 82 acres enrolled in Vermont’s Current Use program for property tax advantages. Additional features include a multi-bay car barn, chicken coop, greenhouse, wood-fired stone pizza oven, 3-sided shed, automatic generator, central vacuum, and wiring for a hot tub. A distinctive Vermont retreat offering space, privacy, and ready-made outdoor lifestyle well suited for full-time living, a second home, or elevated four-season vacation home.

6 Beds ⋅ 3 Baths ⋅ 5074251 MLS

Set amid sweeping mountain views, open meadows, and forested trails at the peaceful end of Tabor Road, this 93.4 acre Shrewsbury retreat captures the essence of Vermont living: private, expansive, and deeply restorative. The landscape is the defining feature - open fields, wooded paths, and three ponds, including a hidden gem tucked awaydown a wooded trail that suddenly opens into a wide clearing. It’s a setting that invites exploration, reflection, and four-season enjoyment, all within easy reach of the Okemo and Killington ski areas and the year-round Rutland amenities. The residence combines the ease of more modern construction with the warmth and scale of a home designed for gathering. A recent 2-story addition expanded the layout to 6 bedrooms and 3 baths. Designed with future expansion in mind, the second floor includes roughed-in plumbing for an additional bath. The open kitchen with cherry cabinetry and stainless appliances flows naturally to the dining area and living room anchored by a wood stove. A light-filled first-floor bonus room with radiant heat and oversized windows frames sweeping mountain range views and offers an inviting space for relaxation, work, or play. With over 3,500 sq ft of finished space, plus an unfinished walkout basement with overhead garage door and attic storage, the home supports a wide range of lifestyles. Outdoors, miles of trails wind through fields and forest, connecting the ponds, perennial gardens, fruit trees, grape vines, and broad open areas. The acreage spans 3 subdivided parcels, with 82 acres enrolled in Vermont’s Current Use program for property tax advantages. Additional features include a multi-bay car barn, chicken coop, greenhouse, wood-fired stone pizza oven, 3-sided shed, automatic generator, central vacuum, and wiring for a hot tub. A distinctive Vermont retreat offering space, privacy, and ready-made outdoor lifestyle well suited for full-time living, a second home, or elevated four-season vacation home.

96 Tabor Rd, Shrewsbury

$1,200,000

Situated in the heart of one of Killington’s most prestigious neighborhoods, this exceptional mountain retreat blends timeless charm with modern luxury. Just steps from the area’s premier amenities—including world-renowned skiing, snowmobiling, mountain biking, golf, fine dining, and tranquil lakes—this property offers the ultimate Vermont lifestyle. The main residence showcases a beautifully renovated open-concept design, thoughtfully crafted for both grand entertaining and intimate gatherings. Rich wide plank natural wood floors, exposed beams, and multiple fireplaces throughout create a warm, sophisticated ambiance that captures the essence of upscale Vermont mountain living. A generously sized game room enhances the home’s entertainment appeal, perfect for hosting guests or relaxing après-ski. The fully finished, private mother-in-law suite features two additional bedrooms, a complete kitchen, full bath, and dedicated laundry—ideal for guest accommodations, multigenerational living, or rental opportunity. Rarely does a property of this caliber become available in such a prime location. Offering unparalleled comfort, versatility, and access to Killington’s finest attractions, this is a true legacy home for those seeking refined mountain living at its best.

5 Beds ⋅ 3 Baths ⋅ 5047978 MLS

Situated in the heart of one of Killington’s most prestigious neighborhoods, this exceptional mountain retreat blends timeless charm with modern luxury. Just steps from the area’s premier amenities—including world-renowned skiing, snowmobiling, mountain biking, golf, fine dining, and tranquil lakes—this property offers the ultimate Vermont lifestyle. The main residence showcases a beautifully renovated open-concept design, thoughtfully crafted for both grand entertaining and intimate gatherings. Rich wide plank natural wood floors, exposed beams, and multiple fireplaces throughout create a warm, sophisticated ambiance that captures the essence of upscale Vermont mountain living. A generously sized game room enhances the home’s entertainment appeal, perfect for hosting guests or relaxing après-ski. The fully finished, private mother-in-law suite features two additional bedrooms, a complete kitchen, full bath, and dedicated laundry—ideal for guest accommodations, multigenerational living, or rental opportunity. Rarely does a property of this caliber become available in such a prime location. Offering unparalleled comfort, versatility, and access to Killington’s finest attractions, this is a true legacy home for those seeking refined mountain living at its best.

152 Wobbly Ln, Killington

$1,168,000

A Mountain Retreat on 129 acres. Breathe in Vermont's clean, crisp mountain air and take in over 230 degrees of sweeping mountain views from this extraordinary 129-acre estate. Currently enrolled in Vermont's Current Use program with an active forest plan, the property offers flexibility-keep it as is, remove some or all from Current Use and benefit from future timber value. Custom built by local craftsmen and contractors, this Smart Home embodies Vermont quality and authenticity. Absolute privacy and quiet create a true sanctuary, while open land invites possibilities for horse barns, indoor and outdoor riding arenas, and pastures. Existing trails wind through the property, perfect for horseback riding, mountain biking, snowshoeing, trail running, and skiing. Take a side-by-side to a private hilltop picnic spot and soak in the world-class view year-round. The expansive front porch welcomes you inside to a thoughtful layout. A slate-floored mudroom with laundry leads to the luxurious theatre room upstairs. Back on the main level, you will find a half bath, a chef's kitchen with soapstone countertops and anchored by a stunning granite fireplace, and a dining room with mountain views a cozy living room/den and an office/library offers a serene workspace with south and west exposure. All measurements are approximate.

3 Beds ⋅ 4 Baths ⋅ 5056352 MLS

A Mountain Retreat on 129 acres. Breathe in Vermont's clean, crisp mountain air and take in over 230 degrees of sweeping mountain views from this extraordinary 129-acre estate. Currently enrolled in Vermont's Current Use program with an active forest plan, the property offers flexibility-keep it as is, remove some or all from Current Use and benefit from future timber value. Custom built by local craftsmen and contractors, this Smart Home embodies Vermont quality and authenticity. Absolute privacy and quiet create a true sanctuary, while open land invites possibilities for horse barns, indoor and outdoor riding arenas, and pastures. Existing trails wind through the property, perfect for horseback riding, mountain biking, snowshoeing, trail running, and skiing. Take a side-by-side to a private hilltop picnic spot and soak in the world-class view year-round. The expansive front porch welcomes you inside to a thoughtful layout. A slate-floored mudroom with laundry leads to the luxurious theatre room upstairs. Back on the main level, you will find a half bath, a chef's kitchen with soapstone countertops and anchored by a stunning granite fireplace, and a dining room with mountain views a cozy living room/den and an office/library offers a serene workspace with south and west exposure. All measurements are approximate.

333 Creek Rd, Wallingford

$1,150,000

Located in the heart of the Killington Basin, this striking contemporary home offers the ideal blend of mountain access, privacy, and space to gather—perfect for a Vermont second home or year-round retreat. With five bedrooms and three and a half baths, there’s room for everyone, whether you’re hosting ski weekends, holidays, or summer escapes. At the center of the home is a sunken living room designed for après-ski evenings, featuring a wet bar and a dramatic stone gas fireplace that creates a warm, inviting atmosphere. The dining room easily accommodates larger gatherings, making it a natural place to bring family and friends together. The primary suite is a true retreat, complete with its own gas fireplace, private bath, whirlpool tub, stall shower, and sauna—your personal place to unwind after a day on the slopes or trails. The kitchen is both functional and stylish, with stainless steel appliances and an easy flow into a spacious den that works beautifully as a home office, media room, or additional gathering space. Set on a private, wooded lot, the home offers a large deck for outdoor dining and relaxation. Recent updates, including refreshed woodwork, roof improvements, and driveway regrading, enhance both comfort and curb appeal. Adding exceptional flexibility, a separate one-bedroom apartment with private access above the garage provides ideal space for guests or extended family, and offers strong potential for rental income when not in use. Just minutes from K-1, Snowshed, and Ramshead base lodges—and close to local markets, dining, and Killington’s vibrant nightlife—this property delivers effortless access to skiing, recreation, and year-round lifestyle amenities in one of Killington’s most desirable locations.

5 Beds ⋅ 4 Baths ⋅ 5058572 MLS

Located in the heart of the Killington Basin, this striking contemporary home offers the ideal blend of mountain access, privacy, and space to gather—perfect for a Vermont second home or year-round retreat. With five bedrooms and three and a half baths, there’s room for everyone, whether you’re hosting ski weekends, holidays, or summer escapes. At the center of the home is a sunken living room designed for après-ski evenings, featuring a wet bar and a dramatic stone gas fireplace that creates a warm, inviting atmosphere. The dining room easily accommodates larger gatherings, making it a natural place to bring family and friends together. The primary suite is a true retreat, complete with its own gas fireplace, private bath, whirlpool tub, stall shower, and sauna—your personal place to unwind after a day on the slopes or trails. The kitchen is both functional and stylish, with stainless steel appliances and an easy flow into a spacious den that works beautifully as a home office, media room, or additional gathering space. Set on a private, wooded lot, the home offers a large deck for outdoor dining and relaxation. Recent updates, including refreshed woodwork, roof improvements, and driveway regrading, enhance both comfort and curb appeal. Adding exceptional flexibility, a separate one-bedroom apartment with private access above the garage provides ideal space for guests or extended family, and offers strong potential for rental income when not in use. Just minutes from K-1, Snowshed, and Ramshead base lodges—and close to local markets, dining, and Killington’s vibrant nightlife—this property delivers effortless access to skiing, recreation, and year-round lifestyle amenities in one of Killington’s most desirable locations.

65 Roaring Brook Rd, Killington

$1,140,000

Great investment opportunity, Well maintained property in Rutland town ( Center Rutland) this property consists of two buildings, Front building with 10 units and the back building is 4 units , Total of 14 units all one bedroom apartments, Sits on a large parcel over 1.20 +- Acres , Plenty of parking with a loop driveway Convenient for tenants, Vinyl siding and vinyl replacement windows, The pro forma Numbers on this property with 100% occupancy is As follows Gross revenues $197, 400 A year With expenses just around $60,000 per year, not including management , regular maintenance calls, Vacancy rateAnd debt service, Current CAP Rate Above 10.8% This property is offered with another 14 unit property in Castleton ($1,260,000) as 28 units package 11 units are occupied currently the other 3 are in transition . Two Heating boilers service the front building and one boiler Services the back building. His property is convenient to the city amenities .

5067282 MLS

Great investment opportunity, Well maintained property in Rutland town ( Center Rutland) this property consists of two buildings, Front building with 10 units and the back building is 4 units , Total of 14 units all one bedroom apartments, Sits on a large parcel over 1.20 +- Acres , Plenty of parking with a loop driveway Convenient for tenants, Vinyl siding and vinyl replacement windows, The pro forma Numbers on this property with 100% occupancy is As follows Gross revenues $197, 400 A year With expenses just around $60,000 per year, not including management , regular maintenance calls, Vacancy rateAnd debt service, Current CAP Rate Above 10.8% This property is offered with another 14 unit property in Castleton ($1,260,000) as 28 units package 11 units are occupied currently the other 3 are in transition . Two Heating boilers service the front building and one boiler Services the back building. His property is convenient to the city amenities .

260 Business Route 4th St, Rutland Town

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 5105121 MLS

72 Telefon Trl, Killington

$1,049,000

YOU CAN SEE THE SKIERS COMING DOWN THE HILL. EXCEPTIONAL VIEWS of Pico Mountain and 21 acres of privacy set the stage for this exceptional Mendon retreat. Located at the end of a quiet road and bordered by protected city forest, this spacious home is perfectly situated between Killington and Pico ski areas—offering the ideal balance of seclusion and year-round adventure. With over 3,800 sq ft on the main floors, the home features a dramatic great room with cathedral ceilings, a striking stone fireplace, and walls of windows framing the slopes of Pico. The open floor plan flows into the dining area and a stylish kitchen with granite counters and updated stainless steel appliances—perfect for entertaining. The first-floor primary suite offers a peaceful escape, while the home office and laundry room add convenience. Upstairs includes three additional bedrooms and a generous study loft. The finished lower level adds flexibility with a workout room and rec room. A screened porch and sunny deck expand your living space into the great outdoors. Recent upgrades include a new boiler, Aero therm hot water tank, radon mitigation system, and water softener. Located in a desirable town with a top-rated elementary school and high school choice, this home is ideal for full-time living or a luxurious Vermont getaway.

4 Beds ⋅ 4 Baths ⋅ 5053987 MLS

YOU CAN SEE THE SKIERS COMING DOWN THE HILL. EXCEPTIONAL VIEWS of Pico Mountain and 21 acres of privacy set the stage for this exceptional Mendon retreat. Located at the end of a quiet road and bordered by protected city forest, this spacious home is perfectly situated between Killington and Pico ski areas—offering the ideal balance of seclusion and year-round adventure. With over 3,800 sq ft on the main floors, the home features a dramatic great room with cathedral ceilings, a striking stone fireplace, and walls of windows framing the slopes of Pico. The open floor plan flows into the dining area and a stylish kitchen with granite counters and updated stainless steel appliances—perfect for entertaining. The first-floor primary suite offers a peaceful escape, while the home office and laundry room add convenience. Upstairs includes three additional bedrooms and a generous study loft. The finished lower level adds flexibility with a workout room and rec room. A screened porch and sunny deck expand your living space into the great outdoors. Recent upgrades include a new boiler, Aero therm hot water tank, radon mitigation system, and water softener. Located in a desirable town with a top-rated elementary school and high school choice, this home is ideal for full-time living or a luxurious Vermont getaway.

429 Black Bear Path, Mendon

$1,037,500

There’s nothing like it! This historic 1840’s farmhouse-turned-inn has been hosting guests ever since its conversion in 1940. This traditionally beautiful property features 16 uniquely decorated guest suites, 50 seat restaurant with a commercial kitchen, additional outdoor patio seating, and an adjoining pub. Plus, you can live on-site in the spacious 3-bed, 2-bath inn-keeper's apartment. As for the shared common spaces, you’ll find a cozy lobby with an attached split-level sun porch, in-ground seasonal pool, outdoor grill and fire pit, porch with a hot tub located off of the fitness center, an indoor steam sauna, 24/7 beverage center, game room, and library. The property currently sits on 5.1 acres and has a level lot with ample parking area. Located behind the inn is another 2.5 acre wooded/undeveloped lot that conveys with the sale. The potential for expansion is there! Already on the Alpine Pipeline, the inn is permitted for 10 ERUs, making it so you could almost double the capacity. The 16 suites are currently averaging $200 per night, making the potential estimated annual income just over $800,000 (at 70% occupancy). Operating expenses are around $200,000 thus far in 2025 with only lodging and continental breakfast being offered. This is a well-known location for weddings and retreats and could become another well-established restaurant servicing the Killington/Pico/Rutland area once again. In-person showings are by APPOINTMENT ONLY.

5062512 MLS

There’s nothing like it! This historic 1840’s farmhouse-turned-inn has been hosting guests ever since its conversion in 1940. This traditionally beautiful property features 16 uniquely decorated guest suites, 50 seat restaurant with a commercial kitchen, additional outdoor patio seating, and an adjoining pub. Plus, you can live on-site in the spacious 3-bed, 2-bath inn-keeper's apartment. As for the shared common spaces, you’ll find a cozy lobby with an attached split-level sun porch, in-ground seasonal pool, outdoor grill and fire pit, porch with a hot tub located off of the fitness center, an indoor steam sauna, 24/7 beverage center, game room, and library. The property currently sits on 5.1 acres and has a level lot with ample parking area. Located behind the inn is another 2.5 acre wooded/undeveloped lot that conveys with the sale. The potential for expansion is there! Already on the Alpine Pipeline, the inn is permitted for 10 ERUs, making it so you could almost double the capacity. The 16 suites are currently averaging $200 per night, making the potential estimated annual income just over $800,000 (at 70% occupancy). Operating expenses are around $200,000 thus far in 2025 with only lodging and continental breakfast being offered. This is a well-known location for weddings and retreats and could become another well-established restaurant servicing the Killington/Pico/Rutland area once again. In-person showings are by APPOINTMENT ONLY.

78 Cream Hill Rd, Mendon

$1,025,000

Showings will begin starting May 4, 2026, on this Year-Round, Furnished 3-bedroom, 2 bath home on beautiful Lake Saint Catherine. 150' of lake front, with lots of level yard to entertain, relax, play games and more. This Cones Point location is away from the traffic, but only a quick walk through the woods to Mini-Golf, Ice Cream, Sandwiches and other necessities. Large, screened porch facing the lake. Firepit area with seating. 2 car detached garage & storage building. Kitchen with eat-at counter, stainless steel appliances and lots of storage. Dining Room, open to the kitchen, with views of the lake. Living Room with fireplace leads to lovely screened in porch with lots of seating. Primary bedroom with private bath, plus 2 additional bedrooms on the opposite end of the house. Full bath with washer and dryer. Small entrance/ mudroom from the back of this home also leads to the full basement with lots of potential uses. The sellers are relocating out of the area for personal reasons, or they would never be selling this gem, that they love so much. This home is great for relaxing and lovely for entertaining with all of the features one would want in a lake front home. The views, the sunsets, the water frontage, the yard are all spectacular. Fully furnished and ready to go for this season. Comes with dock and boat lift. Oversized 2 car garage offers storage above and to the side. Paved Driveway done over in 2025.

3 Beds ⋅ 2 Baths ⋅ 5086295 MLS

Showings will begin starting May 4, 2026, on this Year-Round, Furnished 3-bedroom, 2 bath home on beautiful Lake Saint Catherine. 150' of lake front, with lots of level yard to entertain, relax, play games and more. This Cones Point location is away from the traffic, but only a quick walk through the woods to Mini-Golf, Ice Cream, Sandwiches and other necessities. Large, screened porch facing the lake. Firepit area with seating. 2 car detached garage & storage building. Kitchen with eat-at counter, stainless steel appliances and lots of storage. Dining Room, open to the kitchen, with views of the lake. Living Room with fireplace leads to lovely screened in porch with lots of seating. Primary bedroom with private bath, plus 2 additional bedrooms on the opposite end of the house. Full bath with washer and dryer. Small entrance/ mudroom from the back of this home also leads to the full basement with lots of potential uses. The sellers are relocating out of the area for personal reasons, or they would never be selling this gem, that they love so much. This home is great for relaxing and lovely for entertaining with all of the features one would want in a lake front home. The views, the sunsets, the water frontage, the yard are all spectacular. Fully furnished and ready to go for this season. Comes with dock and boat lift. Oversized 2 car garage offers storage above and to the side. Paved Driveway done over in 2025.

170 Cones Point Rd, Poultney

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