Killington VT Homes

KillingtonPicoRealty.com is the best source for real-time information about homes for sale in Killington. From cozy ski chalets to expansive, slopeside luxury homes, from single family residential to duplex and multifamily rental property, we can help you find the home that is right for you. Start here to browse all homes currently for sale in Killington, VT – home of New England’s biggest and best ski resort.

48 Innsbruck Lane Killington VT 05751

Killington, VT48 Innsbruck Lane

Price$3,700,000

Est. Mortgage: $/month

MLS Number 5015134

  • Multifamily
  • Address 48 Innsbruck Lane
  • Units 3
  • Acreage 2.55
  • Square Feet 3,425

Welcome to a reimagined mountain retreat in Killington, Vermont - a development where modern luxury meets meticulous craftsmanship. This property has undergone a complete interior overhaul, revealing a masterpiece of design and functionality. Stripped down to the studs, the building now stands as a testament to contemporary living. The interior spaces, illuminated by ample natural light, showcase the dedication to quality. With three individual units, each with private decks each level is unique in its styling. The lower two units feature one bedroom each, while the pinnacle of the property offers a two-level, two-bedroom, two-bathroom haven. The attention to detail is apparent throughout, with no compromise on quality. From the ground up, these units boast new insulation, heat pumps for heating/cooling, and propane furnaces for hot water. The exterior has undergone a complete facelift, and a new entry welcomes residents and guests alike. All utilities, including sprinkler system, are new. The power supply to the building is underground, ensuring both functionality and aesthetics. A second tower is the next step for the future owners. The total potential is for 12 units, 3 are complete. The sellers are offering the three completed units and the rights to the entire project as a cohesive package.

Listed by Elevations Team of Real Broker LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Lot 27 Roundabout Road Killington VT 05751

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Lot 27 Roundabout Road Killington VT 05751

Killington, VTLot 27 Roundabout Road

Price$2,989,000

Est. Mortgage: $/month

MLS Number 5024360

  • Multifamily
  • Units 1
  • Acreage 1.08
  • Square Feet 3,976
  • Area VT-Rutland

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 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. The 2nd floor hosts two en-suite bedrooms. The main bedroom 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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695 Tanglewood Drive Killington VT 05751

Killington, VT695 Tanglewood Drive

Price$2,975,000

Est. Mortgage: $/month

MLS Number 5028225

  • Residential Single Family
  • Full Bath 1
  • Address 695 Tanglewood Drive
  • Construction Existing
  • Bedrooms 3

This handcrafted log cabin on 10 private acres with Killington Mountain views 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, thick wooden walls and warm, earthy hues 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. Designed with an "Aspen of the East" aesthetic, the open-concept great room is the heart of the home, featuring a gourmet kitchen, dining area, stone fireplace and sitting area. The Primary King Suite on the second level includes a private office loft. Two guest rooms on the first level share a bath, while the lower level offers a ski room, family entertainment space, a second kitchen, and two additional bonus rooms for extra guests. A three-bay detached garage for cars and gear has finished space above featuring a kitchenette, bath, and bonus room-perfect for an office, studio, gym, or guests. Updated with smart home technology and two Tesla EV chargers. Year-round adventure awaits: skiing, hiking, biking, golf, and spa/yoga all nearby. Just 21 miles to Rutland Regional Airport (Cape Air) and 19 miles to historic Woodstock.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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426 Roaring Brook Road Killington VT 05751

Killington, VT426 Roaring Brook Road

Price$2,795,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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360 Dean Hill Road Killington VT 05751

Killington, VT360 Dean Hill Road

Price$2,650,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5026993

  • Residential Single Family
  • Full Bath 3
  • Address 360 Dean Hill Road
  • Construction Existing
  • Bedrooms 5

Standing majestically on a 2.9 acre lot in the heart of Killington, this 6,800 square foot custom timber-framed home is an architectural delight. Floor to ceiling windows offer trail views of Killington Resort and surrounding mountains. Radiant heat warms the red oak flooring for a luxuriously cozy feel, and a grand stone fireplace anchors the main-floor living area. A recently updated kitchen offers everything a cooking enthusiast could desire, including a Wolf range and hood, quartz countertops and a butler's pantry. The spacious main floor primary bedroom suite offers stunning views, vaulted ceilings and a private bath with dual vanity and whirlpool tub. Above the main floor you'll find a large lofted third level with an additional living area, gas fireplace, a spare bedroom and a separate studio apartment containing a small kitchen. The walkout lower level boasts a self sufficient two-bed, two-bath apartment with a separate entrance. The property includes two ERUs, which would allow for future configuration of a sixth bedroom, and the location is ideal, 3-bay garage, within walking distance of shops, bars, restaurants and public transport to and from Killington Resort. Property is being offered fully furnished and equipped, ready to move in.

Listed by Bret Williamson of Killington Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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* 5BR Ski-In/Ski-Out Home Between Great Eastern and Homestretch Ski Trails

644 Trailview Drive Killington VT 05751

Killington, VT644 Trailview Drive

Price$2,400,000

Est. Mortgage: $/month

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! Check out the immersive 3D Virtual Tour here.

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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298 Prior Drive Killington VT 05751

Killington, VT298 Prior Drive

Price$2,199,000

Est. Mortgage: $/month

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Lot 27 Roundabout Road Killington VT 05751

Killington, VTLot 27 Roundabout Road

Price$1,589,000

Est. Mortgage: $/month

MLS Number 5025292

  • Multifamily
  • Units 1
  • Acreage 1.08
  • Square Feet 1,713
  • Area VT-Rutland

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 1: (smaller unit to left in exterior renderings) Upon entering the home via the entry vestibule, you have an open library / TV area with an adjacent bathroom and sauna space. The kitchen and living areas are beyond within a two-story space which includes full height triple pane windows, a wood-burning stove and a southern facing balcony. A heated storage and ski locker space is off the parking area and forms the “link” to the adjacent home 2. The second floor offers one large bedroom suite overlooking the two-story living space below as well as having a full bath with space for a stackable washer/dryer and a private balcony. At the walk out lower level there is a large open “art studio / rec room” which can be used by the buyer as they wish. A full bathroom and laundry are adjacent to the studio. Access to a private patio with a fire pit is at grade off the studio.

Listed by Bret Williamson of Killington Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Lot 27 Roundabout Road Killington VT 05751

MLS Number 5025351

  • Residential Single Family
  • Construction Pre-Construction
  • Bedrooms 1
  • Bathroom 3
  • Square Feet 1,713

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 1: 1,713 gross sq.ft (smaller unit to left in exterior renderings) Upon entering the home via the entry vestibule, you have an open library / TV area with an adjacent full bathroom and sauna space. The kitchen and living areas are beyond within a two-story space which includes full height triple pane windows, a wood-burning stove and a southern facing balcony. A heated storage and ski locker space is off the parking area and forms the “link” to the adjacent home 2. The second floor offers one large bedroom suite overlooking the two-story living space below as well as having a full bath with space for a stackable washer/dryer and a private balcony. At the walk out lower level there is a large open “art studio / rec room” which can be used by the buyer as they wish. A full bathroom and laundry are adjacent to the studio. Access to a private patio with a fire pit is at grade off the studio.

Listed by Bret Williamson of Killington Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3755 River Road Killington VT 05751

Killington, VT3755 River Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 5016141

  • Residential Single Family
  • Full Bath 1
  • Address 3755 River Road
  • Construction Existing
  • Bedrooms 3

Tucked away at the end of a quiet drive, this stunning Killington property is situated at the confluence of the Ottauquechee River, Roaring and Brimstone Brooks. Surrounded by nature on all sides, it's no surprise that this inspiring spot served for years as the home & studio of a beloved local artist. Gaze out from a comfortable chair on one of the spacious decks or the brook-side bench, listen to calming sounds of falling water, and you might just be inspired to pick up a paintbrush too. Inside, the scenery is just as special. The timber-framed home boasts big, high-ceiling living areas with impressively large windows for natural light and pleasing views. Tongue and groove pine ceilings and paneling as well as a cozy wood stove lend a comfortable, rustic feel to the space. The glass-walled hot tub room is breathtaking, as is the upstairs studio space, complete with floor to ceiling windows, a bathroom, and a utility sink. The home is permitted for three bedrooms, but there are plenty of other rooms to use as you choose, from office spaces to workout/game rooms and storage. The walkout basement is a handyman's dream, with large work areas and plenty of storage space, along with another living area with a wet bar, the 4th bathroom & laundry room. A tidy attached 2-car garage keeps the vehicles safe from the Vermont elements. A paragraph or two and a list of amenities simply won't suffice to describe this beautiful property - you'll want to experience it for yourself.

Listed by Judy Storch of Killington Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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629 Old Coach Road Killington VT 05751

Killington, VT629 Old Coach Road

Price$999,500

Est. Mortgage: $/month

Active With Contract

MLS Number 5028792

  • Residential Single Family
  • Full Bath 2
  • Address 629 Old Coach Road
  • Construction Existing
  • Bedrooms 6

This engineered, post and beam, system built Lindal Cedar home is located just minutes from both Pico Ski Resort and Killington Ski Resort. Park your car in the heated garage. Enter into a large mudroom with plenty of space to store your ski gear. This home offers 6 naturally lit, spacious bedrooms and a dedicated office space, making working from home a breeze. The primary suite offers a gas fireplace, double sink counterspace, 2 walk in closets and a steam shower. Relax under the stars watching the snowcats groom at Pico or take in the breathtaking sunsets to the west from one of 2 decks. Then snuggle up next to the wood burning fireplace in the beautiful living room. This home offers plenty of space to spread out and unwind after a great day of adventure. Whether this is your primary or your vacation house, you will find everything that you need to call this place home. Schedule your showing today!

Listed by Michelle Lord of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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183 Birch Lane Killington VT 05751

Killington, VT183 Birch Lane

Price$890,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5022538

  • Residential Single Family
  • Full Bath 2
  • Address 183 Birch Lane
  • Construction Existing
  • Bedrooms 3

183 Birch Lane offers the ultimate mountain retreat, nestled on nearly 2 acres of mostly wooded land with a fully fenced dog play yard and breathtaking views of Killington Peak and the Superstar Trail- from your hot tub! This spacious multi-level home features 3 bedrooms and 4 bathrooms including the primary bedroom having an ensuite bath. Great mudroom entry for dropping gear and and thoughtfully designed interior with both open-concept spaces for gathering and cozy nooks for quiet relaxation. Expansive windows flood the home with natural light, create a connection to the outdoors, and invite stunning starry skies into your evenings. The detached two-car garage, complete with overhead storage, adds convenience and versatility and the whole house generator assures you will remain comfortable despite any power outage. Situated just off the access road, this property is a short drive to dining, entertainment, and world-class skiing, making it the perfect blend of seclusion and accessibility. Whether you're looking for a primary residence, vacation home, or investment opportunity, 183 Birch Lane calls you to embrace Killington mountain living!

Listed by Susan Bishop of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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532 Tanglewood Drive Killington VT 05751

Killington, VT532 Tanglewood Drive

Price$875,000

Est. Mortgage: $/month

MLS Number 5025434

  • Residential Single Family
  • Address 532 Tanglewood Drive
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

The Whitetail Chalet is a charming 4-bedroom, 2-bathroom fully furnished and equipped home just off The Killington Road, offering the perfect balance of convenience and comfort. Whether you're seeking a private retreat or a lucrative rental investment, this fully furnished and turnkey property is ready for immediate use. The home boasts a spacious layout with three bedrooms and a bath on the first floor, and an inviting open-concept living and dining area on the upper level, filled with natural light from large floor-to-ceiling windows. A cozy propane fireplace and access to a wraparound deck make this space ideal for both relaxation and entertaining. The upper level also includes another bedroom and a beautifully tiled bath. Outside, the back deck features a hot tub, fire pit, and seating, offering the perfect spot to unwind after a day of adventure. With flat parking and ample storage for all your gear, this property is a true gem, just minutes from everything Killington has to offer. Whether you continue to rent it out or use it as your own personal getaway, the Whitetail Chalet offers endless possibilities for its next owner.

Listed by Bret Williamson of Killington Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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640 Barrows Towne Road Killington VT 05751

MLS Number 5029460

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

Welcome to your ultimate mountain retreat! This stunning five-bedroom, three-bathroom ski chalet is perfectly located just minutes from Killington Resort, Pico Mountain, and under a mile from Green Mountain National Golf Course. Whether you're hitting the slopes in the winter or exploring Vermont's beauty year-round, this home offers the perfect balance of adventure and relaxation. Step inside and be greeted by a bright and inviting living room with ample natural light open into the updated kitchen, perfect for unwinding after a day on the mountain. This is an entertainment floorplan, game room in the lower level while the kitchen, living room and dining room are all open on the second floor. The primary suite on the top floor is your private sanctuary, boasting an en-suite bathroom, direct access to the loft, and a space for the home office. Enjoy mountain views from the loft, living room or game room! This home has been thoughtfully upgraded with a new roof on both the house and shed, two new mini-split air conditioning systems, an updated water pump, a water softener system, a fireplace and chimney liner, an updated septic system, and a replaced oil tank over the past several years. Outdoor enthusiasts will love the expanded deck with stairs to the shed, and strategic tree removal to enhance both views and privacy. Call today to schedule a private tour.

Listed by Elevations Team of Real Broker LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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573 Tanglewood Drive Killington VT 05751

MLS Number 5028910

  • Residential Single Family
  • Full Bath 2
  • Address 573 Tanglewood Drive
  • Construction Existing
  • Bedrooms 5

This five bedroom 2300+ square foot 3-level home is a rare find in Killington. It's within a seven minute drive of the mountain base and even closer to a wide range of dining and entertainment options. If staying in is your "thing," this property offers two wood-burning fireplaces, a game room, a well-equipped kitchen with stainless steel appliances, granite counters, spacious dining area AND an outdoor hot tub. Each of the five bedrooms, along with the living room and family room are equipped with mini-split heating and air conditioners making this one of the most comfortable places to stay year round. This property also includes a detached garage alleviating the necessity of snow removal from your vehicle on stormy days. There is also parking space for up to five additional vehicles. The property is well suited for large groups and boasts a very strong rental business averaging over $100K per year in gross rental income. The house is equipped with a commercial fire monitoring system compliant with the Vermont Fire & Safety Short Term Rental Regulations. Make an appointment today to view the property.

Listed by Heidi Bomengen of Prestige Real Estate of Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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679 Little Sherburne Road Killington VT 05751

MLS Number 5026618

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,500

Something rare! A home that offers off-grid living, remote and peaceful stream setting, and every modern convenience that we're used to. Beautiful post-and-beam 2 bedroom plus sleeping loft with two baths has a light-filled open concept on both floors. The thoughtfully designed home's main floor has an eat-in kitchen with woodstove and vaulted ceiling that opens into a separate dining area, sunny living area, and ¾ bath. There are also nooks for both office and laundry. Upstairs, find a generous master bedroom with vaulted ceiling, a ¾ bath, a guest room, and a spacious sleeping loft above the guest room. The grounds also include beautiful perennial beds, white stone patio, fire pit, gas grill amid hand built stone features. The 17+/- acres include apple orchards, room for more gardens, 1400 feet of frontage on the headwaters of the Ottauquechee River, outbuildings to store toys, direct access to the VAST trails, and privacy. Listen to the babbling stream through the open windows, or watch it while relaxing on the new deck. (Speaking of new deck, the original home was completely renovated and expanded in 2021, so it's fresh, clean, and 100% turn-key.) The systems include 4.6kW solar array, automatic backup Kohler generator, a wood stove, supplemental direct-vent propane heaters, all new efficient windows, super-fast Star Link internet, and much more. All serious inquiries about the systems will be answered in complete detail. Get some peace and quiet; truly a magical spot!

Listed by Geoff Eckler of Real Broker LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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334 Stage Road Killington VT 05751

Killington, VT334 Stage Road

Price$625,000

Est. Mortgage: $/month

Pending

MLS Number 5019072

  • Residential Single Family
  • Full Bath 1
  • Address 334 Stage Road
  • Construction Existing
  • Bedrooms 3

NEW PRICE! This Saltbox home built by the owners family is nicely situated on a beautiful three acre parcel of land, set back from the road and sits proudly on a sunny, level, landscaped lawn, surrounded by woods affording the feeling of privacy. A well built home with careful thought to layout and placement of windows capturing the southeast exposure. Enter through the breezeway [would make a great mudroom],which connects the attached garage to the house, you have direct access to the yard. Stepping into the home you will notice the smart layout with the right amount of openness, cozy spaces and tons of storage. The living room, with wide board pine flooring, is flooded with sunlight and features a gas stove for chilly winter days. An open dining area sits adjacent to kitchen. A first floor bedroom and bathroom complete the main level, while the upstairs offers two more bedrooms, another bathroom and a large walk-in closet. If additional living space is desired the basement has expansion potential. Ready to make it yours, update and create the home of your dreams. A must have for VT the oversized garage has a workshop and more storage. Located within minutes to world class skiing, hiking trails, local ponds, biking, golf course in addition to the local library, town recreation opportunities with Killington located halfway between Rutland and Woodstock and there is no limit to the things you can do or see! Schedule your showing and come see the possibilities this home offers.

Listed by Karen Heath and Merisa Sherman of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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* 3BR Chalet in the Heart of Killington

57 Toad Road Killington VT 05751

Killington, VT57 Toad Road

Price$595,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5023058

  • Residential Single Family
  • Full Bath 2
  • Address 57 Toad Road
  • Construction Existing
  • Bedrooms 3

Escape to your dream mountain retreat in this charming three-bedroom chalet, perfectly situated in the heart of Killington, Vermont. Nestled in a private and serene setting, this home is just minutes from the ski lifts and mountain biking trails, offering the ideal combination of adventure and tranquility. The upstairs features an inviting open-concept space, including a kitchen, dining area, and a cozy living room with stunning knotty pine vaulted ceilings and wood-burning fireplace. A whimsical loft provides a fun sleeping and entertainment space for kids of all ages, complete with beds and a TV. Step outside onto the large deck off the living room for morning coffee, summer barbeques or al fresco dining. The garden level offers three comfortable bedrooms including an en-suite primary, two full bathrooms, and a dedicated hot tub room - perfect for relaxing after a day on the slopes. This adorable chalet is being sold fully furnished and is ready to welcome you for ski season. Moderately priced for its premium location, it's the perfect getaway or investment property. Don't miss out on this fantastic opportunity to own a slice of Vermont's mountain paradise!

Listed by Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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303 Winding Way Killington VT 05751

Killington, VT303 Winding Way

Price$499,000

Est. Mortgage: $/month

MLS Number 5029563

  • Residential Single Family
  • Address 303 Winding Way
  • Construction Existing
  • Bedrooms 4
  • Square Feet 1,776

Nestled at the top of a quiet dead-end road, this 4-bedroom single-family home sits on a generous +/- 1.23-acre lot, offering privacy and inviting seasonal mountain views. Tucked away in a serene setting, the property is brimming with potential for those ready to roll up their sleeves. Recent updates include new windows, doors, insulation, and sheetrock-laying the foundation for its next chapter. Currently framed for three bathrooms, the home offers flexibility for its future owner to complete the layout to suit their vision. This property is being offered for a limited time only, as the current owner, in the midst of renovations, has a brief lull in construction. Being sold as is, this is a rare opportunity for investors or handy homeowners to step in and unlock its full potential. Don't miss your chance to own a piece of Vermont's beauty-schedule your showing today!

Listed by Kaitlyn Hummel of Prestige Real Estate of Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 6.87% last updated on Feb 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated February 17, 2025 3:08 PM EST