$895,000 $669 per sq.ft. Hubbardton VT Home »

Price Change! Reduced by $90,000 down 10% on July 30th 2026
86 Ft. of Waterfront on Lake Bomoseen
2 Beds | 2 Baths |   Total Sq. Ft. 1338  |  Acres: 0.34
Thursday Jun 18, 2026
Description: BIG price reduction - Motivted seller encourages offers! One-of-a-kind yet quintessential year-around lake cottage. Every detail and furnishing has been curated to evoke the timeless Northern Lake House. And this property is being sold fully furnished and outfitted, so it's ready to enjoy now. Driving into the circular driveway you notice at once the connection of house with the land. From the cedar log framed shed to the main beams of the house, it all just looks like it belongs. Inside, the central Great Room has vaulted beamed ceilings, is anchored by an impressive central stone gas-fired fireplace. The primary suite features a walk-in closet, a serene private covered porch and a full bathroom that includes a soaking tub with wonderful water views. A second bedroom and upper-level loft offer guest or office space. The open kitchen offers all the high-quality finishes and equipment you need and want at the lake. The wall of glass leads from the great room out to the deck overlooking pristine waters of Lake Bomoseen. Western exposure affords the best views of sunsets and the natural shoreline across the lake. Wrap around deck and porch allows plenty of sitting areas to enjoy the serene private setting, enhanced by beautiful stone work, verdant landscaping, and glistening sun reflecting off the water. Gradual slope to the 86' of waterfront and a dock for your all your water activities. Have the best summers of your lives and start building family memories here at this extraordinary lake home! See MLS Property & Listing Details & 45 images.

$549,000 $233 per sq.ft. Jamaica VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2359  |  Acres: 14.4
Friday Aug 21, 2026
Description: Set on 14.4 acres bordering the beautiful Green Mountain National Forest, this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property is being offered fully equipped as a turn-key vacation rental opportunity or exceptional full-time residence. Conveniently located just 20 minutes from Stratton Mountain and Mount Snow. The south-facing home features bright, open living and dining spaces with large picture windows showcasing beautiful views in every direction. A fieldstone hearth with wood stove creates a warm and inviting atmosphere for entertaining, while the kitchen offers abundant storage. The main level includes three bedrooms, a ¾ bath, and a sun-filled mudroom/sunroom with wall-to-wall windows and its own propane stove. Upstairs, the spacious primary suite or bunk room retreat includes a full bath, cedar walk-in closet, and mountain views. The basement with half bath, and attached 2-car garage provide excellent storage, workshop, recreation, or future living space potential. Outside, enjoy expansive lawns, meadows, a screened gazebo, private trails, mature forest, stone walls from an old homestead, and a year-round creek. Endless hiking, snowmobiling, ATV riding, and outdoor adventure await right from the property. Energy-efficient upgrades include owned REC solar panels, owned Tesla backup batteries, Daikin heat pumps and mini splits, rebuilt chimney, generator-ready setup, multiple heating options, and high-speed Starlink internet with mesh coverage. Tucked at the end of a town-maintained dead-end road, this is a rare opportunity to own a true Vermont escape. See MLS Property & Listing Details & 35 images.

$595,000 $416 per sq.ft. Jamaica VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1430  |  Acres: 0.7
Wednesday May 20, 2026
Description: Completely renovated and move-in ready, this stunning mountain home offers the perfect blend of comfort and convenience. The full interior renovation includes a brand-new kitchen and bathroom (as well as an updated second bath) , updated bedrooms, new doors, fresh paint, and beautiful new flooring throughout. A propane fireplace adds warmth and charm, while a newly installed mini-split system provides efficient heating and air conditioning year-round. In 2024, the basement underwent major upgrades, including mitigation with an improved support and drainage system, along with the installation of two new water tanks--providing long-term confidence and reassurance for the next owner. Ideally located near Stratton Mountain, Ball Mountain Dam, and Jamaica State Park, this home is a perfect base for four-season recreation--from skiing and snowboarding to hiking, swimming, and exploring nature. A true turnkey retreat in an unbeatable location! See MLS Property & Listing Details & 22 images.

$825,000 $256 per sq.ft. Jamaica VT Home »

Price Change! Reduced by $25,000 down 3% on August 30th 2026
5 Beds | 4 Baths |   Total Sq. Ft. 3218  |  Acres: 2
Thursday May 14, 2026
Description: Welcome to your perfect four-season retreat nestled just minutes from Stratton Mountain Ski Resort. This authentic 5-bedroom, 4-bathroom log cabin plenty of space throughout, with ample natural light and that signature Vermont charm and cozy ambiance. A large kitchen, combined with an open dining area and expansive wrap around deck, offer a multitude of opportunities for seasonal gatherings no matter the weather. Or you can relax in the hot tub after a long day and even enjoy the sounds of a local waterfall located just a short walk from the doorstep. A 1-bedroom apartment with a separate entrance gives this home more flexibility for family and friends to stay for extended visits. The two-car garage provides space for all the outdoor gear you could need to explore the Vermont wilderness year-round. This home has all you need to enjoy all the Vermont has to offer. See MLS Property & Listing Details & 57 images.

$839,000 $218 per sq.ft. Jamaica VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3840  |  Acres: 5.7
Monday Jun 8, 2026
Description: Only 8 miles from Stratton Mountain, this extra-large expanded farmhouse provides ample space, quiet, and tons of classic Vermont charm. Set in a lush garden landscape surrounded by meadows, a stone wall, perennial gardens, an apple orchard, a barn, & multiple outbuildings, the home feels like old Vermont while being close to major amenities. The original home is from the 19th century but contains a new addition from the 21st allowing you & your family to have space. The home has high ceilings, hand-hewn beams, classic woodwork, a wood-burning stove, and walls of windows that bring in warmth & light. The addition includes a grand primary suite with soaring ceilings, views over the land, walk-in closet, large tiled bathroom with a tiled shower, powerful jet tub, and double vanity. With 5 total bedrooms, 4.5 baths, 2 living spaces, and 3 bonus rooms, there is space to host or work from this 3,840SqFt home. The expansive kitchen contains large countertops with space for seating as well as a window covered breakfast nook. The butler's pantry, complete with a wet bar, makes entertaining easy. Sit by the stove while snow falls across the pasture and enjoy your snow-globe like winter scene, complete with a great sledding hill right outside. On warm days, open the sliders to the brick patio, or to the back deck to grill, pick berries in the garden, walk the orchard trail, or watch the leaves change during the seasons. The home is located near the town of Manchester, ski mountains (Stratton, Bromley, and Mount Snow), excellent golf courses, & local renowned dining at Honeypie, River & Rye and Solo Farm & Table within easy reach. Bradley International Airport is 2 hours away, Boston is 3, and New York City is 4. This is a home you can enjoy now. One whose location, scale, and enchanting views provide the foundation to create your dream oasis. You deserve to enjoy the Vermont life you have been dreaming of, and make this home and timeless setting part of your family's legacy. See MLS Property & Listing Details & 39 images.

$539,000 $302 per sq.ft. Killington VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1786  |  Acres: 1.1
Monday Aug 17, 2026
Description: Who's ready to bring this three-bedroom, three-bath Killington ski chalet back to life? Set on 1.1 acres, this classic Killington chalet offers a blank-slate opportunity to renovate, reimagine and make it your own. The layout includes one bedroom on the main level and two spacious bedrooms on the upper level, with one of the upper-level bedrooms opening to its own deck. Exposed ceiling beams, a fireplace, gas stove and multiple decks bring out the classic ski chalet character, while the property offers plenty of outdoor space and room to enjoy the Vermont setting. The clean-out has already been started for you, giving you a head start on creating your own mountain retreat. Debris around the property including boats, metal and garbage left behind has been removed and disposed of.  Old carpeting has been removed from all levels.  The septic tank has been pumped by Hubbard's.  The location is hard to beat, situated on the Pickle Barrel shuttle route, with close proximity to K-1, skiing, golf, mountain biking, restaurants and year-round recreation. The groundwork has been started. Now bring your ideas, come take a look and let's get a plan together! See MLS Property & Listing Details & 33 images.

$574,000 $239 per sq.ft. Killington VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2900  |  Acres: 0.9
Wednesday Dec 31, 2025
Description: Live or work 2 minutes to Killington Resort's Skyeship Gondola! This unique property along the Route 4 flats is zoned mixed use for residential and/or commercial -- it is currently split into 4 offices but permitting allows for up to 5 bedrooms (sleeps 10). The upstairs has a separate entrance in the back, so could be easily split into a duplex as well. So many opportunities! The flat driveway offers easy access/plowing with parking for 10. There is also a full basement for ample storage. See MLS Property & Listing Details & 11 images.

$624,900 $353 per sq.ft. Killington VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 1772  |  Acres: 1.23
Wednesday May 20, 2026
Description: Marvin black Windows Marvin black doors New pex plumbing new 96% efficient propane heater and hot water heater. New water pump. New water tank. New water lines. New septic lines. New septic tank. Everything is new new 200 amp electric. Beautiful Hot springs, hot tub newer decks whole house completely sheetrocked and insulated. Don't miss this beautiful gym with new Ash open staircase and beautiful new railings, new tile and engineered hardwood flooring. Four bedrooms, three full bathrooms, master bedroom with its own deck and bathroom. Fully furnished. Great rental property across the street from the golf course. Mountain bike trails and a beautiful Colton lake. Don't miss this gym. Just move in new driveway and new LG appliances See MLS Property & Listing Details & 25 images.

$689,000 $504 per sq.ft. Killington VT Home »

1 Beds | 1 Baths |   Total Sq. Ft. 1368  |  Acres: 0.5
Saturday May 30, 2026
Description: Location, location, location, Ideally located just off Killington Road, this fully furnished, one-owner home offers the perfect balance of convenience, privacy, and opportunity. Set on a peaceful half-acre lot, the property is within walking distance to restaurants, cafés, nightlife, shopping, and public transportation to the slopes, making it easy to enjoy everything Killington has to offer year-round. After a day on the mountain, retreat to your own private setting with plenty of outdoor space for entertaining, relaxing around a firepit, or enjoying quiet mornings surrounded by Vermont scenery. Commercial zoning adds exceptional flexibility and future potential, with public sewer access located across the street and planned town water nearby on Killington Road. Whether you're searching for a primary residence or vacation retreat this centrally located property is ready for its next chapter. Great opportunity to own in Killington as future growth is taking shape. Schedule a private showing to see for yourself. See MLS Property & Listing Details & 26 images.

$699,000 $280 per sq.ft. Killington VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 2496  |  Acres: 1.5
Tuesday Aug 4, 2026
Description: Welcome to a beautifully maintained 6-bedroom home in Killington, ready for your ideas and creativity. Only two owners have cherished this property since it was built, and it shows. The flexible layout allows you to continue using the home with an in-law apartment with a potential income stream, or easily convert it back to its original design as a spacious single-family retreat. Nestled in a quiet neighborhood close to everything Killington offers, the home sits on a private, landscaped lot featuring an inground pool and a generous wrap-around deck, perfect for relaxing, entertaining, and enjoying Vermont's four seasons.A wonderful opportunity to shape a home to your lifestyle in one of Killington's most desirable settings. See MLS Property & Listing Details & 48 images.

$748,000 $455 per sq.ft. Killington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2284  |  Acres: 1.1
Friday Aug 7, 2026
Description: This four-season getaway or full-time home features 3-Bedrooms, 2 baths and an attached 2-car garage with storage above. The generous mudroom leads to the main level with a tastefully updated kitchen, a dining area that overlooks the cozy living room with a woodstove, cathedral ceilings and a skylight for abundant natural light. A slider leads to outdoor living on the multi-level deck which also leads to the bedroom on this level. A renovated full bath completes this floor. Upstairs is comprised of two additional bedrooms (one with a private deck) and the other with a "Laugh-in" window overlooking the living room and another beautifully updated bath with a skylight. The finished walkout lower level expands the living area ideal for relaxing and hosting friends or a game room and more space for a home office. The large laundry-utility room completes this level. The private, nicely-landscaped 1.1 acre lot with a level driveway is located across from Green Mountain National Golf Course. Just minutes to Killington nightlife and skiing, this lovingly-maintained home includes a low-heat security system to insure peace of mind in every season. Schedule your private showing today! See MLS Property & Listing Details & 54 images.

$799,000 $536 per sq.ft. Killington VT Home »

Waterfront on Pond
3 Beds | 2 Baths |   Total Sq. Ft. 1492  |  Acres: 11.55
Thursday Jul 24, 2025
Description: 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 and hot water. The property offers access to an extensive trail system, suitable for ATV riding, snowmobiling, mountain biking, hiking, and more. The house is well maintained and is the perfect spot to relax and enjoy the spectacular views no matter where you look. Plenty of privacy and tranquility. There is an extra large 3-bay garage for all your equipment and toys. Property has a propane powered Carrier 13K volt generator which is capable of running the house and the garage when the two large solar panels aren't producing. The house also has a compact Fortress Power eVault 18.5 kwh battery storage unit. This battery takes up very little space and doesn't require maintenance like traditional less efficient batteries. Starlink is available for internet connection at buyer's cost. See MLS Property & Listing Details & 54 images.

$799,000 $258 per sq.ft. Killington VT Home »

2 Beds | 3 Baths |   Total Sq. Ft. 3092  |  Acres: 0.95
Saturday Aug 1, 2026
Description: 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, a mountain retreat, or investment property, this 3648 sq ft house offers the perfect canvas for your vision of home. An expansive deck enhances your connection to the outdoors, offering the perfect spot for morning coffee as you soak in the long range, panoramic views of Bear Mountain, Hadley Peak, Sky Peak, Shrewbury Peak and Okemo. Easily host a gathering in the large living room where an abundance of windows frame the scenery outside and fill the space with natural light. This home is all about connection- to nature, to loved ones and to your ideal lifestyle. Imagine waking up to breathtaking views, days spent exploring nearby trails and evenings gathering with family, sharing stories and laughter. Every detail works together to create an environment of warmth, relaxation and endless potential. This home is ready for its next chapter of making long lasting memories. Call to schedule your showing today! See MLS Property & Listing Details & 40 images.

$848,000 $502 per sq.ft. Killington VT Home »

Price Change! Reduced by $47,000 down 6% on August 11th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2090  |  Acres: 1.2
Thursday Jul 2, 2026
Description: Don't miss a rare opportunity to own a stunning private retreat on a quiet cul-de-sac in one of Killington's most desirable neighborhoods. Zoned a 4-bedroom residence, currently enjoyed as a 3-bed, 1.75-bath w/attached 2-car garage and attic storage above. Beautiful finishes throughout: vaulted ceilings, hardwood floors, updated carpeting, updated baths, newer appliances, custom kitchen cabinetry, woodwork & tilework. New roof December 2025. Outdoor living shines here. 2 beautiful patios and an expansive deck create a wonderful space for entertaining, relaxing, overlooking a wonderfully private backyard. Enjoy miles of Sherburne mountain bike Trails on the adjacent Green Mountain National Forest conservation land. Walk directly from your backyard to Kent Pond. Just 2 minutes from to Green Mountain National Golf, 1 mile from Killington Road. Bonus: a spacious two-story barn offers 672 square ft of flexible space, complete with full electrical service--ideal for a woodshop, art studio, hobby space, gym, or generous storage capacity. After a day outdoors on the adjacent trails, kayaking on Kent Pond, or enjoying the slopes at Killington resort, relax and unwind in the outdoor 8' x 8' 6-person Jacuzzi hot tub. Enjoy fireplace & woodstove on winter nights. Work from a sun-filled office, Xfinity gigabyte available. Whole house generator and a circular driveway! A rare blend of privacy, recreation, & convenience in the heart of Killington. Call today for more info. See MLS Property & Listing Details & 58 images.

$875,000 $550 per sq.ft. Killington VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1592  |  Acres: 98.1
Friday Jun 19, 2026
Description: Escape to the privacy and tranquility of this unique off-grid property nestled on approximately 98 acres in Killington. Surrounded by nature and offering direct access to an extensive network of snowmobile trails, this three-bedroom home is ideal for outdoor enthusiasts or anyone seeking a peaceful retreat. A standout feature of the property is its abundance of established fruit plantings. More than 40 cultivated blueberry bushes--including early-, mid-, and late-season varieties--provide fresh blueberries from approximately July through October. The property also features apple trees and cultivated red raspberries, creating an opportunity to enjoy homegrown fruit throughout the growing season. The home features thoughtful, practical details throughout, including a cedar walk-in closet in one bedroom, unique bathroom drawers for added functionality, a washer and dryer, and a dedicated cold storage room in the basement - ideal for preserving food and supplies without the risk of freezing during Vermont winters. Complementing the home is an impressive collection of outbuildings, including a barn with two open bays for vehicle or equipment storage, a carriage shed, garden shed, potting shed, chicken coop, and a small cottage with a variety of potential uses. Together, these structures offer flexibility for homesteading, hobbies, storage, workshops, agricultural pursuits, or simply enjoying the property's natural surroundings. Internet service is not currently installed, but Starlink is an option for those seeking connectivity while maintaining an off-grid lifestyle. Offering nearly 100 acres of privacy and direct access to snowmobile trails, this unique Killington property is ideal as a seasonal getaway, recreational basecamp, or private retreat. Rarely does acreage of this size and seclusion become available, providing a rare opportunity to enjoy Vermont's natural beauty on your own terms. Interior photos coming soon! See MLS Property & Listing Details & 60 images.