$2,250,000 $528 per sq.ft. Waterbury VT Home »


Price Change! Reduced by $500,000 down 22% on July 16th 2026
4 Beds | 5 Baths |   Total Sq. Ft. 4850  |  Acres: 13.4
Listed on Friday Oct 24, 2025
Description: This architecturally designed contemporary farmhouse sits on 13.4± acres and combines beautiful craftsmanship with attention to detail, including beautiful views from every window. Situated convenient to Burlington, Stowe and The Mad River Valley, and minutes from Waterbury Village (which in 2024 was featured by The Boston Globe as "the best little foodie town in New England"), this home is located on a secluded private road with mountain views, and a serene environment. The first floor has an elegant entry foyer, living room, dining room, primary bedroom suite, office/bedroom, mudroom replete with a dog shower, powder room and gourmet kitchen with Sub Zero, Wolf and Cove appliances, custom made cherry cabinets, Vermont Verde marble countertops and a separate breakfast nook and den. The second floor includes three bedrooms, two full baths, and spectacular views of both the Mansfield and Worcester mountain ranges. The finished basement has a custom-built office, full bathroom, and a workout room. Both the basement and first floors have radiant heated floors. Outdoor features include extensive landscaping with perennial gardens, stone patios, a hot tub, firepit, swimming pond and a post and beam constructed, standalone tree/playhouse. Energy and heating features include solar panels and heat pumps that provide warmth in the winter and air conditioning during the summer months. This home has it all. See Listing Details & 57 images. Includes a Virtual Tour

$2,495,000 $679 per sq.ft. Waterbury VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3676  |  Acres: 108.28
Listed on Tuesday Apr 1, 2025
Description: 314 Lincoln Street is a residential property located in Waterbury Vermont encompassing 108.3 acres of land in a picturesque country setting with an historical residence. The parcel is located 0.5 miles from Interstate 89, Exit 10, and 1 mile from Waterbury Village. The land consists of bucolic pastures, a portion of Graves Brook, some wooded hills, and pastoral views of the Green Mountains. Waterbury is located at the crossroads of Interstate 89 and VT Route 100 in the heart of the Green Mountains. It's an easy commute to both Burlington and Montpelier and is a 30-minute drive from Burlington International Airport as well as a 2-hour drive to Montreal. Waterbury is known for its proximity to skiing, hiking, biking, golfing, and fishing destinations. Tucked between Stowe Mountain Resort and Sugarbush Resort this location is at the epicenter of Vermont's outdoor recreation. Downtown Waterbury boasts a number of small shops and excellent restaurants and breweries as well as regional employers and a large state office complex. The property also abuts the Country Club of Vermont. See Listing Details & 19 images.

$3,400,000 $1,395 per sq.ft. Waterbury VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4744  |  Acres: 12.13
Listed on Thursday Jul 3, 2025
Description: Located high above the valley on 12 private acres, Vista House is one of Northern Vermont's most original and striking modern residences. Designed by the nationally acclaimed Birdseye Architecture and completed in 2019, this award-winning property delivers unmatched panoramic views of the Green Mountains and Waterbury Reservoir. Every inch of the 4,700± square-foot layout is sophisticated and tailored. Expanses of floor-to-ceiling glass create a seamless visual connection to the landscape, while white oak flooring, Vermont marble and slate, and western red cedar siding highlight the level of finish quality. The interior layout is purposefully open, with bold sightlines, dramatic ceiling heights, and interconnected living spaces that are ideal for both entertaining and a private retreat. A sleek, chef-caliber kitchen anchors the main level, flanked by a walk-in pantry and a glass-wrapped breakfast area. The first-floor primary suite offers complete privacy and wide-ranging views. Downstairs, three ensuite bedrooms and a secondary living area with kitchenette complete the lower walk-out level. Radiant heat throughout, high-speed connectivity, and smart design choices ensure comfort year-round. The property sits in close proximity to protected forest land and just minutes from top ski and recreation destinations as well as the energetic food and entertainment scene of booming downtown Waterbury. See Listing Details & 32 images. Includes a Virtual Tour

$1,200,000 $259 per sq.ft. Weathersfield VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4636  |  Acres: 64.64
Listed on Tuesday Jun 23, 2026
Description: High Shelter Farm offers the ultimate Vermont lifestyle on 64.64 extraordinary acres of fields, forests, and breathtaking views.. Direct access to Vermont's VAST trail network makes this a true outdoor enthusiast's paradise. The meticulously maintained 4,500+ sq. ft. home is perfectly positioned to capture spectacular views of Mount Ascutney and the White Mountains of New Hampshire. Floor-to-ceiling windows fill the living room with natural light and showcase the surrounding landscape. Recent updates include, newly painted interior, beautifully renovated bathrooms and refinished hardwood floors. The home offers four bedrooms, a spacious eat-in kitchen, formal dining room, and inviting gathering spaces throughout. An owned, fully paid-for net-metered solar system transfers with the property, helping power the home while enhancing energy efficiency and long-term value. A permitted one-bedroom accessory apartment with private entrance and patio provides flexibility for guests, extended family, or rental income. Outside, an inground gunite pool and gazebo create the perfect setting for summer entertaining. The recently built barn, now an exceptional event space, has hosted family weddings and gatherings while honoring the property's agricultural heritage. Ideally located near Hanover, Dartmouth, Woodstock, Crown Point Country Club, area ski resorts, Hartness State Airport, and the Upper Valley, High Shelter Farm is a rare opportunity to own a property that truly embodies the best of Vermont living--where recreation, sustainability, privacy, and natural beauty come together in one extraordinary setting. Available with more acreage see MLS 5096178. OPEN HOUSE. SATURDAY JUNE 27TH, 1-4PM AND SUNDAY JIUNE 28TH 11-2PM. ALL ARE WELCOME! See Listing Details & 50 images.

$1,600,000 $345 per sq.ft. Weathersfield VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4636  |  Acres: 271.24
Listed on Tuesday Jun 23, 2026
Description: High Shelter Farm offers the ultimate Vermont lifestyle on 271 extraordinary acres of fields, forests, and breathtaking views. Once a working farm, this remarkable property features over six miles of professionally designed trails by John Morton of Morton Trails, providing year-round recreation for cross-country skiing, snowmobiling, ATV adventures, hiking, and exploration. Direct access to Vermont's VAST trail network makes this a true outdoor enthusiast's paradise. The meticulously maintained 4,500+ sq. ft. home is perfectly positioned to capture spectacular views of Mount Ascutney and the White Mountains of New Hampshire. Floor-to-ceiling windows fill the living room with natural light and showcase the surrounding landscape. Recent updates include, newly painted interior, beautifully renovated bathrooms and refinished hardwood floors. The home offers four bedrooms, a spacious eat-in kitchen, formal dining room, and inviting gathering spaces throughout. An owned, fully paid-for net-metered solar system transfers with the property, helping power the home while enhancing energy efficiency and long-term value. A permitted one-bedroom accessory apartment with private entrance and patio provides flexibility for guests, extended family, or rental income. Outside, an inground gunite pool and gazebo create the perfect setting for summer entertaining. The recently built barn, now an exceptional event space, has hosted family weddings and gatherings while honoring the property's agricultural heritage. Ideally located near Hanover, Dartmouth, Woodstock, Crown Point Country Club, area ski resorts, Hartness State Airport, and the Upper Valley, High Shelter Farm is a rare opportunity to own a property that truly embodies the best of Vermont living--where recreation, sustainability, privacy, and natural beauty come together in one extraordinary setting. Available w/ less acreage see MLS 5096180 OPEN HOUSE. SATURDAY JUNE 27TH 1PM-4-PM AND SUNDAY JUNE 28TH, 11AM TO 2PM. See Listing Details & 50 images. Includes a Virtual Tour

$2,295,000 $478 per sq.ft. Weathersfield VT Home »


Price Change! Reduced by $400,000 down 17% on June 10th 2026
5 Beds | 5 Baths |   Total Sq. Ft. 4800  |  Acres: 52.12
Listed on Monday Jun 2, 2025
Description: Perched above the Connecticut River Valley with sweeping views to the New Hampshire mountains, this meticulously maintained five bedroom, four and a half bath home offers a rare opportunity just 30 minutes to Hanover, NH, Dartmouth College, and Dartmouth Hitchcock Medical Center. For medical professionals relocating to the Upper Valley, this property provides privacy, acreage, and panoramic views at a value rarely found closer to Hanover or Lebanon. Easy access to I 91 allows a comfortable commute to Dartmouth Hitchcock Medical Center while enjoying a peaceful Vermont setting. The open concept layout offers a desirable main level living option and is well suited for multigenerational living or extended guest stays. Hardwood floors, tall ceilings, and expansive windows fill the home with natural light. The spacious kitchen is ideal for entertaining with granite countertops, high end cabinetry, built in refrigerator, wine fridge, and a generous island with prep sink. Both the living room and den feature fireplaces and custom built ins. Upstairs bedrooms offer comfort and privacy. The walkout lower level with tall ceilings and natural light provides excellent expansion potential for recreation space, gym, or media room. The three-car attached garage includes a separate bay with private entrance and direct access to unfinished space above, ideal for a future guest suite, studio, or in law apartment. Outside, enjoy a spacious deck, fire pit area, cleared yard, fenced pen, and spring fed pond. Convenient to Okemo Mountain Resort, Lake Sunapee, Crown Point Country Club, and Upper Valley amenities. Approximately 2 hours to Boston, MA and under 3 hours to Fairfield County, CT, offering strong appeal for both primary and second home buyers seeking Vermont lifestyle with New England accessibility. See Listing Details & 52 images. Includes a Virtual Tour

$1,200,000 $214 per sq.ft. West Rutland VT Home »

6 Beds | 6 Baths |   Total Sq. Ft. 5616  |  Acres: 49.1
Listed on Wednesday May 27, 2026
Description: Set on approximately 49 acres of picturesque Vermont countryside, this extraordinary property offers exceptional privacy, natural beauty, and the rare advantage of two separate homes--perfectly suited for a primary residence with an entertaining guest house, multi-generational living, or short-term rental opportunity. This one-of-a-kind offering provides space, comfort, and endless four-season recreational potential. The main home is filled with natural light, highlighted by expansive windows that frame the surrounding landscape. Thoughtfully designed for both everyday living and hosting, it features two bedrooms, two and a half baths, and a dedicated office space ideal for remote work. Two inviting living rooms create flexible gathering spaces, while the fully equipped kitchen serves as the heart of the home. Rooftop access offers a unique vantage point to take in sweeping countryside views, and central air ensures year-round comfort. The second home functions beautifully as an entertaining guest house, offering four bedrooms, two and a half baths, an additional kitchen and living room designed for hosting family and friends. A bonus room provides even more versatility for recreation, a game room, gym, or studio. Below the homes, a substantial four-bay garage offers abundant storage for vehicles, outdoor equipment, and seasonal gear. The land itself is a private playground, complete with a pond and expansive acreage to create trails for hiking, snowshoeing, or ATV riding. Enjoy sledding in winter, wildlife watching, and peaceful seclusion in every season. Ideally located near Pico Mountain, Killington Resort, and Okemo Mountain Resort, as well as the charming town of Manchester, the property is approximately three hours to Boston and four and a half hours to New York City. A rare opportunity to own a truly special Vermont retreat offering both lifestyle and investment appeal. See Listing Details & 59 images.

$1,275,000 $227 per sq.ft. West Rutland VT Home »

6 Beds | 6 Baths |   Total Sq. Ft. 5616  |  Acres: 105.7
Listed on Wednesday Jul 8, 2026
Description: Set on approximately 105 acres of picturesque Vermont countryside, this extraordinary property offers exceptional privacy, natural beauty, and the rare advantage of two separate homes--perfectly suited for a primary residence with an entertaining guest house, multi-generational living, or short-term rental opportunity. This one-of-a-kind offering provides space, comfort, and endless four-season recreational potential. The main home is filled with natural light, highlighted by expansive windows that frame the surrounding landscape. Thoughtfully designed for both everyday living and hosting, it features two bedrooms, two and a half baths, and a dedicated office space ideal for remote work. Two inviting living rooms create flexible gathering spaces, while the fully equipped kitchen serves as the heart of the home. Rooftop access offers a unique vantage point to take in sweeping countryside views, and central air ensures year-round comfort. The second home functions beautifully as an entertaining guest house, offering four bedrooms, two and a half baths, an additional kitchen and living room designed for hosting family and friends. A bonus room provides even more versatility for recreation, a game room, gym, or studio. Below the homes, a substantial four-bay garage offers abundant storage for vehicles, outdoor equipment, and seasonal gear. The land itself is a private playground, complete with a pond and expansive acreage to create trails for hiking, snowshoeing, or ATV riding. Enjoy sledding in winter, wildlife watching, and peaceful seclusion in every season. Ideally located near Pico Mountain, Killington Resort, and Okemo Mountain Resort, as well as the charming town of Manchester, the property is approximately three hours to Boston and four and a half hours to New York City. A rare opportunity to own a truly special Vermont retreat offering both lifestyle and investment appeal. See Listing Details & 59 images.

$1,325,000 $519 per sq.ft. West Windsor VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2554  |  Acres: 26.72
Listed on Wednesday Apr 29, 2026
Description: Farm at Gaelic Crossing is an equestrian property set on 26.72± acres, has dramatic views of Mount Ascutney and, after summer showers, the frequent and magical appearance of rainbows--often even double rainbows--across the wide, open sky. This updated c.1842 New England Cape offers 2,554 square feet of finished living space, including four bedrooms--two conveniently located on the first floor. Wide pine and maple floors run throughout, adding classic farmhouse character. The equestrian amenities are outstanding: a 3,024-square-foot stable with seven spacious stalls, a heated tack room, wash stall, bathroom, and laundry area. The 100' x 200' riding arena features a state-of-the-art, eco-friendly footing made from recycled sneakers, offering outstanding drainage, low dust, and excellent footing. Outdoor facilities also included are a round pen, four grass paddocks, and one dirt paddock. Quiet gravel roads invite walking and riding, with access to the Green Mountain Horse Association trail system. A stream winds along the property's West border, while apple and pear trees provide seasonal bounty. High-speed internet ensures fast connectivity. Ascutney Outdoors, with 40 miles of trails for horseback riding, mountain biking, skiing, and hiking, is nearby, and the popular Brownsville Butcher and Pantry is less than two miles away. (Horses not included) See Listing Details & 46 images. Includes a Virtual Tour

$1,325,000 $729 per sq.ft. West Windsor VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1817  |  Acres: 5.4
Listed on Friday Jun 5, 2026
Description: Constructed in 2025, and located in the desirable Rush Meadow region of West Windsor, this impeccably orchestrated Yankee Barn Post and Beam home features superb materials, old world craftsmanship and detailed fit and finish. Custom milled cabinetry and built-ins throughout. The rooms are filled with natural light with stunning bucolic views from every window. The home is centered by a dramatic floating staircase leading to the loft area. Red oak flooring runs throughout. The open concept kitchen is suited with top quality appliances, and a center island with a rich walnut edged yellow birch countertop. The first level Primary ensuite has a dressing room with laundry, and bathroom with a walk in shower and soaking tub. Up the stairs, there's a spacious area for TV Room, or office and a guest bedroom. The walk-out lower basement level is spacious with high ceilings- perfect opportunity for future expansion. The home connects seamlessly to exterior spaces with a stone terrace and a screened porch, both situated to highlight the lovely pastoral views to Mt Ascutney, and beyond. State of the art mechanicals with central AC. Convenient to trail network, all recreation, Woodstock, Hanover NH and Interstate. See Listing Details & 38 images. Includes a Virtual Tour

$1,345,000 $265 per sq.ft. Village of Brownsville in Town of West Windsor VT Home »

7 Beds | 6 Baths |   Total Sq. Ft. 5774  |  Acres: 5.51
Listed on Wednesday Jun 3, 2026
Description: With sweeping views of Mount Ascutney, this exceptional home offers the Vermont lifestyle so many buyers dream of. A place where family and friends gather, traditions begin, and every season brings new adventures. Thoughtfully expanded over time, it blends two living spaces into one inviting home, offering generous room to be together while providing comfort and privacy for everyone. The newer addition features an open concept kitchen, dining, and living area anchored by a custom stone fireplace and dramatic floor to ceiling windows framing the mountain views. A sun-filled deck invites morning coffee, summer entertaining, or cozy après ski evenings. The primary suite is a private retreat with its own deck, ensuite bath, walk in closet, and dedicated office. The original wing offers four additional bedrooms, a kitchen, living area, and its own deck, creating an ideal space for guests or extended family. Whether enjoyed as one expansive residence, configured for private guest accommodations, or explored for its income-producing rental potential, the flexible layout adapts to a variety of lifestyles. Located in the heart of Brownsville. Just minutes from Mount Ascutney's trails and outdoor recreation, and within easy reach of Woodstock, Okemo, Killington, and the Upper Valley, this is a rare opportunity to own a true Vermont retreat where unforgettable memories are made all year long, with the added flexibility of potential rental income when you're away. See Listing Details & 32 images. Includes a Virtual Tour

$1,450,000 $1,066 per sq.ft. West Windsor VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1360  |  Acres: 103.1
Listed on Tuesday Jun 9, 2026
Description: They say land remembers. On Rush Meadow Road--where rolling fields meet the quiet rhythm of the seasons--there is a place that has been held, cared for, and passed down for over a century. This 103-acre estate is not something that was assembled. It was lived. Worked. Protected. For generations, it operated as a dairy farm, and the land still reflects that stewardship--lush hayfields, a ready-to-tap sugarbush, rich soil for gardening and beautiful solar exposure across every acre. It's the kind of property that continues to give, year after year. At its heart sits a classic Vermont farmhouse with 3 bedrooms and 1.5 baths, grounded by its traditional woodshed ell and surrounded by substantial garage and equipment space. It's practical, authentic, and full of quiet character--equally suited as a full-time residence or a welcoming guest house. To the west, the land opens into sweeping fields with one of the most compelling building sites in the region--long-range views stretching to Mt. Ascutney, expansive and uninterrupted. Whether you envision a private compound, a retreat, or preserving the land as it has been for generations, the setting invites something meaningful. Consider your dream home resting at the height of the land, the beginning to your own heritage. Moments from Brownsville, with easy access to trails across Ascutney Mountain, coffee at local favorites like the Butcher & Pantry, and the culture of Woodstock just 25 minutes down the road, this property offers both connection and complete escape. This is not simply a farm. It is a legacy--waiting for its next chapter See Listing Details & 44 images. Includes a Virtual Tour

$3,250,000 $1,012 per sq.ft. West Windsor VT Home »


Price Change! Reduced by $100,000 down 3% on June 28th 2026
5 Beds | 5 Baths |   Total Sq. Ft. 3212  |  Acres: 98
Listed on Wednesday Apr 15, 2026
Description: Stately hilltop home built by Silas Banister c.1800, recently undergone a complete restoration. Quality materials & craftsmanship throughout. It has gorgeous views of nearby Ascutney Mountain & long-range views of NH. The property consists of 98 acres made up of fields, hard & softwoods, trails, a large sugarbush (potential for a future boiling operation). Conserved by Upper Valley Land Trust, enrolled in Current Use. The main floor offers a new kitchen which boasts a beautiful 11' quartzite island & counters. Dining & Family Room with soapstone woodstove, Living Room with a new Rumford Fireplace with rod iron & glass doors for efficiency. A large Sunroom with slate floor, more than an entry it's a nice transitional space to enjoy, 3 BR/3 BA and a Sitting area on the 2nd floor with a tranquil view of the back fields. 2 additional BRs and a half bath on the 3rd floor. All new wiring, plumbing, new Bosch propane furnace supplies radiant heat, triple pane, Anderson low-E4 windows, sheetrock, DaVinci slate-like rubber roof & cherry floors. Fully insulated, extremely efficient. Custom built trim, wide baseboards, wainscoting & cabinets. 200+ year old pine boards from the house were used to craft bathroom vanities, 3rd floor stairs & beautiful doors. Outdoor amenities include in ground pool, gardens & lovely stone patio. A large-3600 sq ft former dairy barn with new wiring & FHA furnace & oil tank. Now used as a garage, workshop & abundant storage space offers ENDLESS possibilities! See Listing Details & 60 images.

$1,299,000 $297 per sq.ft. Weston VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 4372  |  Acres: 15.1
Listed on Monday May 11, 2026
Description: Experience the very best of Vermont living in the charming village of Weston, where every season offers something to enjoy. Spend winter days skiing at nearby Stratton, Magic, Bromley, or Okemo, and warmer months hiking scenic trails, horseback riding, swimming in lakes and ponds, or taking in a performance at the Weston Theater Company. Explore local shops, galleries, and restaurants while enjoying the beauty of one of Southern Vermont's most beloved communities. Whether you're seeking outdoor adventure, a vibrant arts community, or simply the peace and beauty of Vermont, this exceptional property places it all within easy reach. Thoughtfully built and impeccably maintained, this 4 bedroom, 3 bath home reflects exceptional pride of ownership with thoughtful upgrades throughout. Set on a beautifully landscaped property with a private swimming pond, it offers the perfect balance of comfort, privacy, and year round recreation. Designed for gathering, the home features a spacious open kitchen and dining area, inviting living and family rooms, and a generous mudroom ready for skis, hiking boots, and outdoor gear. A first floor den with an adjacent full bath offers flexibility as a guest room or first floor bedroom. Upstairs are four comfortable bedrooms, a dedicated office, and a spacious laundry room. The primary suite is a true retreat with a large walk in closet, oversized bath, soaking tub, and mountain views. A full basement with bulkhead access provides excellent storage and endless potential for a fitness room, workshop, or future finished space. Outside, mature perennial gardens frame the home, while a covered front porch and sun-filled back deck with a hot tub provide the perfect setting to relax and enjoy the mountain views. The private swimming pond completes this exceptional Vermont retreat. Whether you're looking for a full time residence or the perfect four season getaway, this property offers the ideal blend of recreation, comfort, and Vermont charm. See Listing Details & 42 images.

$3,195,000 $635 per sq.ft. Weybridge VT Home »

Waterfront on Pond _Unnamed
5 Beds | 5 Baths |   Total Sq. Ft. 5687  |  Acres: 26.1
Listed on Thursday May 21, 2026
Description: The Drake House is a rare Vermont landmark, nearly two centuries in the making and thoughtfully carried forward by generations of careful stewards. Built in 1825 by Asaph Drake and his wife, this distinguished brick Federal home has long held an important place in the Middlebury area, with later connections to the Morgan Horse Farm, ownership by a Middlebury College president, and listing on the National Register of Historic Places. Most recently purchased in 2023, the 5,030-square-foot home has been meticulously modernized for contemporary living while preserving the character, craftsmanship, and soul that make it irreplaceable. Light-drenched interiors feature original pumpkin pine floors, historic brickwork, marble accents, reclaimed oak flooring, a restored archway, and elevated updates throughout, including a custom kitchen with coffered ceilings, walnut island, Fisher & Paykel dishwasher, and black enamel AGA propane range. Surrounded by approximately 650 acres of conserved land just five minutes from Middlebury village, the property feels deeply private while remaining closely connected to the landscape, with gardens, a pond, outdoor living spaces, and access to the MALT system's 18-mile trail network. Inside, gracious gathering spaces, a parlor with fireplace and beehive/pizza oven, a serene primary wing with office and cedar sauna, and a wine cellar create a home that is both historic and deeply livable. A post-and-beam barn/garage with guest apartment, additional barn, and second driveway complete this beautifully renewed Federal-era retreat, ready for its next chapter. See Listing Details & 34 images. Includes a Virtual Tour

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