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Killington, VT Houses for Sale

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  • /13

    $2,950,000

    • 4 Beds
    • 2 Baths
    • 1,078 Sq Ft

    2134 Killington Rd, Killington, VT 05751

    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

    Bret Williamson Killington Valley Real Estate

    2134 Killington Rd, Killington, VT 05751
  • /59

    $1,490,000

    • 3 Beds
    • 3 Baths
    • 3,268 Sq Ft

    418 Killington Rd, Killington, VT 05751

    Welcome to this beautifully crafted 3-bedroom, 3 bath home with an additional in-law suite; complete with its own private entrance - offering flexibility for guests, rental potential or multigenerational living. Built in 2006, this charming Craftsman-style home is ideally situated on the Killington Access Road, placing you moments from world-class skiing, mountain biking, golf, dining and

    Katie McFadden RE/MAX North Professionals

    418 Killington Rd, Killington, VT 05751
  • /50

    $1,850,000

    • 3 Beds
    • 2.5 Baths
    • 2,752 Sq Ft

    309 Trailside Dr, Killington, VT 05751

    Ski-in, ski-out home on Great Eastern at Killington, offering a rare opportunity to own a true mountain retreat. Just a short ski down to the SkyeShip gondola, this home provides easy access to everything Killington Resort has to offer. The interior has been completely renovated and features fresh paint throughout, all new windows and doors. The exterior facade has been updated with stone,

    Nathan Mastroeni

    309 Trailside Dr, Killington, VT 05751
  • /60

    $1,395,000

    • 5 Beds
    • 2.5 Baths
    • 3,696 Sq Ft

    152 Wobbly Ln, Killington, VT 05751

    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

    Will Spanos KW Vermont-Killington

    152 Wobbly Ln, Killington, VT 05751
  • /59

    $2,395,000

    • 5 Beds
    • 4.5 Baths
    • 4,318 Sq Ft

    37 High Mountain Rd, Killington, VT 05751

    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

    Bret Williamson Killington Valley Real Estate

    37 High Mountain Rd, Killington, VT 05751
  • /59

    $2,675,000

    • 3 Beds
    • 5 Baths
    • 4,321 Sq Ft

    426 Roaring Brook Rd, Killington, VT 05751

    Stunning Killington Estate, Stellar Location! This fabulous property has expansive mountain views in a Vermont setting. Enjoy privacy while being less than 1/2 a mile to the Killington restaurants/nightlife & 2 miles to the K1 Lodge. This property has the extraordinary combination of golf course frontage and unobstructed vistas of the Killington Mountain range. The recent renovations by renowned

    Marni Rieger KW Vermont-Killington

    426 Roaring Brook Rd, Killington, VT 05751
  • /48

    $1,685,000

    • 3 Beds
    • 3.5 Baths
    • 2,718 Sq Ft

    191 Trailview Dr, Killington, VT 05751

    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

    Daniel Pol Killington Pico Realty

    191 Trailview Dr, Killington, VT 05751
  • /57

    $2,250,000

    • 5 Beds
    • 4.5 Baths
    • 4,316 Sq Ft

    644 Trailview Dr, Killington, VT 05751

    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

    Kyle Kershner Killington Pico Realty

    644 Trailview Dr, Killington, VT 05751
  • /55

    $1,670,000

    • 3 Beds
    • 2.5 Baths
    • 3,067 Sq Ft

    832, Killington, VT 05751

    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

    Merisa Sherman Four Seasons Sotheby's Int'l Realty

    832, Killington, VT 05751
  • /6

    $1,589,000 New Construction

    • 1 Bed
    • 2.5 Baths
    • 1,713 Sq Ft

    Lot 27 Roundabout Unit 1, Killington, VT 05751

    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

    Bret Williamson Killington Valley Real Estate

    Lot 27 Roundabout Unit 1, Killington, VT 05751
  • /54

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    693 Little Sherburne Rd, Killington, VT 05751

    Beautiful off-grid 3-bedroom home close to Killington Ski Area and Woodstock providing you with easy access to the area’s amenities. Nestled in the midst of the famed Chateauguay the property is surrounded by natural beauty including a serene pond with a natural spring. Solar panels provide electricity while a mix of propane heaters, wood pellet stove and wood fired furnace round out your heat

    Laura Derderian Killington Valley Real Estate

    693 Little Sherburne Rd, Killington, VT 05751
  • /57

    $985,000

    • 4 Beds
    • 3 Baths
    • 3,092 Sq Ft

    719 Roundabout Rd, Killington, VT 05751

    If you have been searching for a home that seamlessly combines mountain charm, generous living space, and spectacular views look no further than 719 Roundabout Road, a home that is as welcoming as it is impressive. Whether you are looking for a year round santuary or a mountain retreat, this 3648 sq ft, 4 bedroom, 3 bath property offers the perfect canvas for your vision of home. An expansive

    Michelle Lord Ski Country Real Estate

    719 Roundabout Rd, Killington, VT 05751
  • /45

    $739,000

    • 5 Beds
    • 3 Baths
    • 1,874 Sq Ft

    118 Tanglewood Dr, Killington, VT 05751

    Prime Killington location a few minutes to the Killington Access Road to enjoy the restaurants/ nightlife, and super close to the K1 Base Lodge. Investment Opportunity here! Formally this property has always been a duplex. The current owner decided to make the home a single-family home with the ability for the new owner to turn it back into a duplex if one desired to do so. The town of Killington

    Will Spanos KW Vermont-Killington

    118 Tanglewood Dr, Killington, VT 05751
  • /18

    $420,000

    • 1 Bed
    • 1 Bath

    870 Little Sherburne Rd, Killington, VT 05751

    100% off grid seclusion! 12.4 acres in the heart of the Green Mountains! A pond, a small field and plenty of trees add to the natural beauty! This property is within ten minutes of the Killington Access Road. A VASA trail is on the road in front of the house and there is a walking trail that goes to the “Top of the World” viewing area just a short walk from the home. The town maintains the road

    Ed Savage Gilbert Realty and Development

    870 Little Sherburne Rd, Killington, VT 05751
  • /57

    $1,150,000

    • 3 Beds
    • 4 Baths
    • 4,206 Sq Ft

    3755 River Road Fork, Killington, VT 05751

    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

    Judy Storch Killington Valley Real Estate

    3755 River Road Fork, Killington, VT 05751
  • /53

    $699,000

    • 5 Beds
    • 2 Baths
    • 1,738 Sq Ft

    30 Ridge Rd, Killington, VT 05751

    Stunning Turnkey Property in the Heart of Killington – Mountain Views, Modern Comfort, and Outdoor Adventure!Welcome to your dream mountain getaway! This beautifully updated home in Killington blends comfort, rustic charm, and year-round adventure. Whether you're seeking a personal retreat, family vacation spot, or a high-demand investment property, this turnkey gem is ready for

    Will Spanos KW Vermont-Killington

    30 Ridge Rd, Killington, VT 05751
  • /55

    $1,050,000

    • 4 Beds
    • 3 Baths
    • 1,586 Sq Ft

    100 Upper Rebecca Ln, Killington, VT 05751

    Welcome to 100 Upper Rebecca Lane, a warm and inviting single family retreat nestled in the heart of Killington. Offering the perfect balance of comfort, convenience and mountain charm, this 4 bedroom, 3 bathroom home provides a rare opportunity to embrace Vermont living at its finest. Step inside and discover 2,730 square feet of well-designed living space spanning 3 levels plus an extra large

    Michelle Lord Ski Country Real Estate

    100 Upper Rebecca Ln, Killington, VT 05751
  • /47

    $625,000

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    679 Little Sherburne Rd, Killington, VT 05751

    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,

    Geoff Eckler Real Broker LLC

    679 Little Sherburne Rd, Killington, VT 05751
  • /10

    $2,989,000 New Construction

    • 2 Beds
    • 4.5 Baths
    • 3,976 Sq Ft

    Lot 27 Roundabout Unit 2, Killington, VT 05751

    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

    Bret Williamson Killington Valley Real Estate

    Lot 27 Roundabout Unit 2, Killington, VT 05751

Why Live in Killington

Killington, Vermont, known as the "Beast of the East," is a vibrant alpine town famous for its extensive ski resort, which features over 150 trails and a 3,050-foot summit. Originally a winter destination, Killington has evolved into a year-round hotspot with activities like biking, hiking, golfing, and numerous seasonal events. The town's nearly 1,500 residents welcome up to 20,000 visitors each winter weekend. Killington Resort, with its five base lodges, and Pico Mountain Ski Resort offer ample skiing and snowboarding opportunities. In warmer months, visitors can enjoy downhill mountain biking, scenic gondola rides, and adventure centers. The Herbert I. Johnson Recreation Center provides a playground, sports fields, tennis and pickleball courts, and an outdoor pool. Thundering Brook Falls and Gifford Woods State Park offer hiking trails and picturesque views. Killington also boasts two golf courses, including the highly-rated Green Mountain National Golf Course. The town's event calendar is packed with music festivals, food and wine events, and brew fests. Dining options along Killington Road include The Lookout Tavern and The Garlic, while après-ski venues like Casey's Caboose and Pickle Barrel Nightclub are popular in winter. Residents often travel to Rutland, 10 to 15 miles away, for larger supermarkets and box stores. Housing options range from mountain-style condos and townhouses to single-family homes. Killington Elementary School and Woodstock Union Middle and High School are highly rated. The Marble Valley Regional Transit District offers bus service to Rutland, and Burlington International Airport is about 90 miles away.

Home Trends in Killington, VT

Housing Trends

Median Sale Price
$311,000
Median Single Family Sale Price
$792,000
Median Townhouse Sale Price
$600,000
Median 2 Bedroom Sale Price
$589,000
Median 1 Bedroom Sale Price
$277,500
Average Price Per Sq Ft
$389
Number of Homes for Sale
26
Last 12 months Home Sales
148
Months of Supply
2.10
Median List Price
$339,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-30%
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