$539,000 $175 per sq.ft. Jamaica VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3081  |  Acres: 0.4
Friday Feb 13, 2026
Description: Village charm meets mountain lifestyle in this beautifully updated home in the heart of Jamaica. Set above the road for added privacy, the property captures lovely winter views of the surrounding mountains and river while remaining just a short stroll to local shops and village conveniences. Inside, you'll find generous living space with warm wood floors and a flowing, open layout designed for gathering. The inviting great room features a wood-burning stove and sliders that lead to a private deck and sunny yard--perfect for summer barbecues or peaceful mornings with coffee. The renovated kitchen offers an island, large pantry, and easy access to a bright dining area lined with windows. Minimum of 24 hours notice for showings during the month of March. Upstairs are four comfortable bedrooms, including a spacious primary suite with its own bath. With three bathrooms, a dedicated laundry area, office, mudroom, and abundant storage throughout, this home blends classic character with everyday functionality. Adventure is always within reach--just minutes to Stratton Mountain Resort, Jamaica State Park, and Pikes Falls--with hiking, biking, skiing, and kayaking right at your fingertips. A sunny lot with garden potential and storage for bikes and kayaks complete the picture. Extensive updates over the past three years--including new windows, siding, flooring, a new furnace, and much more--offer peace of mind and modern efficiency while preserving the home's timeless appeal. A true four-season retreat at an exceptional value--come experience the best of Vermont living. See MLS Property & Listing Details & 34 images.

$849,000 $221 per sq.ft. Jamaica VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3840  |  Acres: 5.7
Saturday Nov 22, 2025
Description: Welcome to "Sweet Berry Farm", a charming Vermont homestead blending 1850s character with a spacious modern addition. Set on 5.7 private acres in Jamaica, this property offers abundant natural beauty--mature apple trees, blueberry and blackberry bushes and vibrant seasonal gardens. The expanded farmhouse provides exceptional space for living and entertaining. The main floor features an open living and dining area with large windows, a generous kitchen with peninsula, and a separate butler's kitchen. A wide mudroom and cozy woodstove hearth add to the home's welcoming feel. The lower level includes a family room, den, bedroom, and bath, ideal for guests. Upstairs, the sweeping primary suite offers vaulted ceilings and a spa-like bath, accompanied by several additional bedrooms, bathrooms, and a bonus area. Outdoors, a classic barn and multiple outbuildings offer room for workshops, storage, or creative pursuits. The gently sloped backyard provides a perfect sledding hill, with ample open land for play and gardening. Located just off Route 30, Sweet Berry Farm offers easy access to premier skiing at Stratton, Bromley, Mount Snow, Magic, and Okemo, as well as cross-country centers, hiking trails, ponds, and the region's arts and dining. This exceptional property is a rare Vermont retreat--spacious, scenic, and ready to welcome its next owner. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,040,000 $309 per sq.ft. Jamaica VT Home »

Waterfront on Pond Cole Pond
5 Beds | 5 Baths |   Total Sq. Ft. 3363  |  Acres: 0.6
Saturday Sep 6, 2025
Description: Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts. The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a seamless connection with the outdoors. A Pellet stove with the fieldstone fireplace adds warmth and character to the main living space. Just off the living area, a second living room with a sleeping area offers a perfect spot for a home office or guest wing while enjoying lake views. Upstairs, you'll find two bedrooms and a separate office, sharing a full bath. The property also includes a two-car garage with a convenient studio apartment and private bath, ideal for guests. Enjoy direct access to the water with a unique floating dock, perfect for kayaks, paddle-boards, and simply taking in the magnificent scenery. This home is designed to accommodate a life of both leisure and adventure. See MLS Property & Listing Details & 30 images.

$1,140,000 $272 per sq.ft. Jamaica VT Home »

Price Change! Reduced by $60,000 down 5% on February 17th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 4193  |  Acres: 15.13
Tuesday Sep 9, 2025
Description: Discover a truly special Vermont retreat at 70 Hunter Lane, nestled in the private Cole Pond community of Jamaica. This exceptional residence offers over 4,200 square feet of living space, thoughtfully designed to blend comfort, luxury, and the natural beauty of its surroundings. Newer Stainless Steel appliances in kitchen! Featuring four spacious bedrooms, this home provides plenty of room for family and guests. The interior is anchored by two striking fireplaces, perfect for cozy gatherings in every season. Expansive windows bring in natural light and frame serene views of the property's two picturesque ponds, while a generous wraparound deck invites seamless indoor-outdoor living. Also a hidden gem at the entrance from the garage or back door is an art studio to expand your senses into reality. An abundance of perennial gardens! For relaxation, unwind in the outdoor hot tub beneath the stars or take a peaceful stroll down to the water's edge. Residents here also enjoy direct access to Coal Pond, a pristine private community pond, ideal for swimming, kayaking, and quiet reflection. A rare combination of size, setting, and privacy, this property offers a one-of-a-kind opportunity to own a Vermont sanctuary where every detail has been crafted for comfort and enjoyment. Whether as a year-round residence or a vacation retreat, 70 Hunter Lane captures the very best of Vermont living. Truly a pleasure to show this beautiful property! See MLS Property & Listing Details & 44 images.

$1,450,000 $477 per sq.ft. Jamaica VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3040  |  Acres: 11.12
Thursday Oct 23, 2025
Description: One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want--an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two fireplaces with your favorite beverage while watching the snow fall. The great room features a 90-inch TV, perfect for watching your favorite sporting event. Outdoors, you'll find a grill and seating area for dining under the stars beside a six-person hot tub and an eight-person sauna. After your meal, gather around the fire pit to roast marshmallows and take in the beauty of the surrounding forest. No expense was spared in creating this extraordinary Vermont home--thoughtfully designed for comfort, connection, and unforgettable memories. Closing to occur Jan. 4th or thereafter. See MLS Property & Listing Details & 38 images.

$1,695,000 $203 per sq.ft. Jamaica VT Home »

7 Beds | 8 Baths |   Total Sq. Ft. 8364  |  Acres: 16.05
Monday Jun 30, 2025
Description: Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An open floor plan unfolds into a breathtaking two-story great room, showcasing panoramic mountain views. Prepare feasts fit for royalty in the commercial-grade kitchen, then unwind in one of 6 spacious bedrooms, each with a private en-suite bath. Rise with the sun on the first-floor primary suite: Cozy up by the fireplace, or step out to the deck & savor the scenery with a steaming cup of coffee. Unwind in the lower-level living room, a haven for gatherings. An exercise room, office, & billiard room cater to every mood, while a walk-out door beckons you farm-side. A two-level barn currently houses a menagerie of friendly goats, sheep, chickens, & ducks! A heated garage provides convenient access, while a workshop & storage area keep things organized. The milking room & stalls below are ready for those who dream of a farm-to-table lifestyle. Plus, a charming 1-bedroom, 1-bath guesthouse offers the perfect space for visiting family, friends or potential rental income. Just 4 mi. from Stratton & close to Bromley, Magic & Snow, Cold Moon Farm puts you at the heart of all that Vermont offers! See MLS Property & Listing Details & 40 images.

$2,399,000 $672 per sq.ft. Jamaica VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3569  |  Acres: 366.1
Saturday Sep 30, 2023
Description: Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities. This property is subject to an Act 250 permit and enrolled in Vermont Current Use Program, securing its natural beauty for the future. Whether you are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round! See MLS Property & Listing Details & 35 images. Includes a Virtual Tour

$3,995,000 $726 per sq.ft. Jamaica VT Home »

4 Beds | 6 Baths |   Total Sq. Ft. 5500  |  Acres: 44.47
Saturday Mar 1, 2025
Description: Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mt Snow ski resorts. The moment you arrive; the home's striking presence is undeniable. A porte-cochère welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chef's kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island.Douglas fir beams and wide oak floors lend warmth and character, while a masonry fireplace in the great room offers the perfect setting to unwind after a day on the slopes. One of the home's most captivating features is its silo with a winding staircase illuminated by gas lanterns. A bonus playroom above the three-car garage provides additional space for recreation, while a custom wine room and private movie theater elevate the home's entertainment offerings. The seamless connection between indoor and outdoor living is one of the home's greatest attributes. Heated pool, hot tub and fireplace sit against a backdrop of vast mountain views. The landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$8,200,000 $762 per sq.ft. Jamaica VT Home »

6 Beds | 10 Baths |   Total Sq. Ft. 10763  |  Acres: 416.27
Friday Feb 6, 2026
Description: Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in its surroundings while still just a short drive to Stratton Mountain Resort and the Stratton Helipad. Step into an open-concept haven where elegance meets comfort. Framed by soaring timber beam ceilings, the main living area echoes the grandeur of the mountains while preserving the warmth and intimacy of a true retreat. Natural materials, handcrafted details, and thoughtful design choices create a home that feels warm, timeless and deeply personal. The estate preserves uninterrupted views across the landscape--ensuring that natural beauty remains the focal point from every vantage point.The grand stone fireplace anchors the living area, drawing the eye to soaring ceilings and expansive windows that frame breathtaking mountain ridges. Sunlight floods the space, highlighting the harmonious blend of natural textures and refined finishes.The gourmet kitchen blends beauty and function with custom wood cabinetry, hand-carved artistic accents, a welcoming breakfast bar, and an expansive island designed for conversation, connection, and effortless entertaining. Every space in this residence has been intentionally designed with a keen eye to detail. While every room blends effortlessly with the home's elevated rustic feel, each one remains extremely unique. Offering six en-suite bedroom in the main residence and 2 bedroom2.5 bath guest quarters. Main Residence with extraordinary gathering rooms and multiple suites, 5 bay barn, guest quarters, pond, miles of maintained trails for mountain biking and winter activities, See MLS Property & Listing Details & 60 images.

$574,000 $198 per sq.ft. Killington VT Home »

Price Change! Reduced by $21,000 down 4% on March 13th 2026
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.

$579,000 $331 per sq.ft. Killington VT Home »

Price Change! Reduced by $20,000 down 3% on April 6th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 1750  |  Acres: 1.23
Wednesday Jan 14, 2026
Description: Recent rehab, immaculately kept, fully furnished & ready to use for this season. Latest updates include hardwood flooring; kitchen w/stainless steel appliances; center island; super efficient HW/Heating system & hot water heater. Hot Springs hot tub on deck with gorgeous mountain views. Want some passive income to pay some of the bills? This property rents every time the owner makes it available. So you can close this week, leave your clothes & toothbrush & skis in a lockout closet & use it for available dates this season! Looking for a place to split with another family? Perfecto-mundo, with so much living/dining area! No need for the shades, total privacy & glorious sun & views. There is room next to dwelling to fit a garage or 'toy shed' for sleds, mountain bikes, etc. (see aerial plot plan in pictures) NOTE: Seller will provide one year HomeOwner Warranty which includes dwellling, systems, appliances, hot tub, well & septic. See MLS Property & Listing Details & 27 images.

$649,000 $373 per sq.ft. Killington VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 1738  |  Acres: 2.57
Wednesday May 14, 2025
Description: 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 you. Located in one of Vermont's most sought-after resort areas, you'll be surrounded by sweeping mountain views and direct access to top-tier outdoor recreation. Just minutes from Killington Resort, enjoy world-class skiing, snowboarding, and mountain biking. Nearby golf courses, snowmobiling trails, and scenic lakes offer something for every season--whether it's winter slopes, fall foliage rides, or summer water sports. Inside, the home features an inviting open-concept layout perfect for entertaining. The spacious living area flows into the dining space and a recently renovated kitchen--ideal for cozy meals or après-ski gatherings. Large windows bring in natural light and frame the stunning mountain landscape, adding to the warm, welcoming feel. This property checks every box: location, comfort, views, and versatility. Whether you're looking to relax or explore, it offers the perfect base for all your Vermont adventures. See MLS Property & Listing Details & 60 images.

$1,325,000 $429 per sq.ft. Killington VT Home »

Price Change! Reduced by $75,000 down 6% on April 2nd 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3092  |  Acres: 1.5
Friday Jan 30, 2026
Description: Situated on 1.5 acres in the desirable Tanglewood Drive neighborbood, this 4 bedroom/ 3 bath, recently renovated home is being sold fully furnished and is move in ready. Renovations include a new 200 amp electrical service, PEX plumbing, heating system, roof, siding, doors, windows, fixtures, flooring, programmable thermostats, appliances and furnishings. Enter into the home through the recently added mudroom with a storage room for all of your gear. Walk into the bright, naturally lit living area with cathedral ceilings. Take in the views just outside the living room on the expansive new deck. Enjoy entertaining and cooking in the open concept kitchen complete with new stainless steel appliances, a large quartz counter top and plenty of cupboard space. With 4 generously sized bedrooms , a media room and an additional bonus room, there is plenty of space for everyone to spread out. With nothing left to do at the house but bring your personal belongings, you will love the convenience of being centrally located to all that Killington has to offer. Schedule your showing today and prepare to be wowed around every corner of this home. See MLS Property & Listing Details & 60 images.

$1,350,000 $371 per sq.ft. Killington VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3640  |  Acres: 2.11
Friday Sep 5, 2025
Description: This stunning Coventry Log Home, situated on 2.11 acres, is a true gem for outdoor enthusiasts and those seeking a peaceful mountain escape year-round. An added bonus is the ancillary unit with a separate entrance located over the garage. Savor breathtaking views of both Pico and Deer's Leap mountains. The elevated balcony deck is the perfect spot to enjoy a winter evening watching the snow cats meticulously groom the slopes for the next day of skiing. This meticulously crafted home is built by Coventry Log Homes, a company known for its quality and use of kiln-dried Eastern White Pine, ensuring a durable, long-lasting structure that stands up to Vermont's variable climate. The home is topped with a 24-gauge standing seam metal roof--a top-of-the-line choice for mountain homes that is resistant to heavy snow loads and high winds, requiring minimal maintenance. Just moments from Killington Resort, famously known as the "Beast of the East" for skiing and snowboarding, the Killington area also offers a wealth of year-round activities including mountain biking, hiking the Appalachian Trail, golfing, and a vibrant nightlife with numerous restaurants and bars. This is more than just a home; it's a gateway to an unparalleled mountain lifestyle, combining rustic elegance with modern amenities and an unbeatable location. It's a perfect family getaway or a primary residence for those who live and breathe the outdoors. See MLS Property & Listing Details & 55 images.

$1,525,000 $381 per sq.ft. Killington VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4002  |  Acres: 1.1
Tuesday Feb 10, 2026
Description: The Queen's Croft--A Luxurious 4-Bedroom, 5-Bath Custom Vacation Home less than 2 miles to Bear Mountain. Built in 2007 and spanning three beautifully finished levels, this fully furnished and equipped 4,000 sq ft custom home offers the ideal blend of luxury, comfort, and convenience. The property features many thoughtfully designed rooms, and high quality details like heavily-insulated 2x6 construction, 12-inch on center deck framing, and 200 amp electrical service. Private Setting & Exceptional Outdoor Living located on peaceful, wooded, 1.1 acre lot, the home features a large deck for outdoor dining and relaxation, plus a private hot tub for unwinding after a day on the mountain. Ample parking ensures easy access for owners and guests alike. Designed for Mountain Living. Both the upper and lower entryways offer exceptional storage solutions, with the lower foyer offering storage for skis and boards, as well as a custom drying rack for wet boots and gear--keeping everything organized and ready for your next adventure. A striking stone, wood-burning fireplace anchors the main living area, creating a warm and inviting gathering space. Spacious & Fully Appointed. With four bedrooms and five bathrooms across three levels, the layout provides comfort and privacy for groups of all sizes, and the spacious chef's kitchen is perfectly appointed for feeding a hungry crowd. The home comes fully furnished and turnkey, allowing you to step right into the mountain lifestyle without lifting a finger. Strong Rental History. This property has an established rental track record, making it an excellent option for buyers seeking both personal enjoyment and investment potential. Don't miss this rare opportunity to own a luxurious, well maintained mountain retreat in one of Killington's most desirable locations. Ready for immediate enjoyment and income generation, call today to schedule a private showing. See MLS Property & Listing Details & 58 images.