$1,250,000 $201 per sq.ft. West Fairlee VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 6204  |  Acres: 86.6
Monday Feb 9, 2026
Description: Escape to your own private log cabin homestead designed for self-sufficiency, comfort, and breathtaking natural beauty. Set on 86 wooded acres along a private road, this one-of-a-kind property offers absolute peace, privacy, and stunning views. The home lives as one expansive residence with soaring 20' cathedral ceilings and open living spaces filled with natural light, while thoughtfully allowing flexible separate living areas when desired. Radiant heat runs through all three floors, supported by a state-of-the-art utility system. A new Generac whole-house generator ensures reliable power year-round. The kitchen features new appliances, including an Italian pizza oven perfect for baking and entertaining. Private-entry spaces on the first and third floors offer kitchen or appliance hookups, ideal for guests, extended family, rental use, or a home-based business; all while maintaining the feel of one grand home. Outdoor living shines with over an acre of split-rail fencing with welded wire for animals, a 12' x 30' greenhouse, a beautiful spring-fed, stocked pond, and a deep artesian well supporting self-reliant living. A second building site overlooking the pond offers future expansion potential. The surrounding forest includes waterfall streams, walking paths, and historic stone fences, creating a nature-lover's retreat for hiking, hunting, or simply enjoying the land. All this tranquility is just 30 minutes from Dartmouth University, Hanover dining, and West Lebanon shopping. A rare blend of privacy, flexibility, and modern comfort; homestead living at its finest. See MLS Property & Listing Details & 56 images.

$3,350,000 $1,043 per sq.ft. West Windsor VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3212  |  Acres: 98
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 MLS Property & Listing Details & 60 images.

$1,250,000 $216 per sq.ft. Weston VT Home »

6 Beds | 6 Baths |   Total Sq. Ft. 5790  |  Acres: 7.05
Monday Apr 7, 2025
Description: "Meadow & Mountain View" is the Vermont home you've been waiting for! Situated just outside of the charming village of Weston, this impressive property offers one of the area's most delightful and picturesque locations with fantastic views, beautiful grounds, and a warm and welcoming house designed so that you can relax and truly enjoy your Vermont Life. The inviting layout features classic New England design and rich architectural details with formal and informal spaces, and the spacious layout is designed to seamlessly transition from being able to accommodate large groups, to those times when all you need is a smaller, more intimate part of the house. In addition to very spacious main part of the house, there is a large guest suite over the Great Room offering a completely separate living area with 4BR/2BA and kitchenette - ideal for extended family and guests. This house really does offer it all - from an invitation to cozy up to the fireplace (there are two) in the colder months, to dining outside in the screened porch during the summer months, hike (or snowmobile) from your doorstep, work from home in any of the "bonus" spaces, or take in the view from every room . . . you won't be bored! You will love living in Weston and won't be far from everything that makes the "mountain towns" of Southern Vermont so special: just a few miles (or less) from great restaurants and fun shops, four-season outdoor fun ranging from hiking and biking from your front door, to summer days on the water at nearby Lowell Lake or the lakes north of Ludlow, skiing at 5 of Vermont's best-loved ski areas (15-45 minutes-drive), and world-class theater and music events right in town. Weston is an active and dynamic community and ranks among Vermont's prettiest villages and most popular year-round destinations. Come discover why! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,995,000 $520 per sq.ft. Weston VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3839  |  Acres: 105.8
Thursday Aug 28, 2025
Description: Uplands is a gracious 105-acre hill farm on the south-facing slope of Markham Mountain, located just outside the historic village of Weston. Anchored by an 1800s farmhouse, the main residence has been thoughtfully added on to and renovated over the years and offers over 3,839 square feet of living space, including four bedrooms, three fireplaces and an attached two bay garage. The guest house preserves the historic character of an early 19th-century English barn with the addition of a two bedroom apartment on the main level. A short walk from the house, is a handsome post and beam bank barn. The three level barn includes a six-stall stable, three bay garage for equipment, and an inviting entertaining space on the top floor. Surrounding the buildings are stone walls, extensive perennial gardens and apple trees. An 1.5-acre spring-fed swimming pond with a sandy beach is stocked with trout and bordered by open fields and woodlands. A conservation easement with the Vermont Land Trust allows for the potential subdivision and construction of one additional residence. Located just minutes from the award-winning Weston Theater Company and year-round recreational opportunities such as hiking on the Long Trail and skiing some of Vermont's best at Okemo, Magic, Stratton, Bromley and Viking Nordic Center. See MLS Property & Listing Details & 37 images. Includes a Virtual Tour

$1,300,000 $442 per sq.ft. Wilmington VT Home »

Waterfront on Lake Raponda
3 Beds | 4 Baths |   Total Sq. Ft. 2944  |  Acres: 0.8
Thursday Mar 5, 2026
Description: A rare opportunity to own a beautifully maintained, one-family-owned home on Lake Raponda. Lovingly cared for through the years. This special waterfront property offers the perfect blend of comfort, warmth, and classic Vermont charm. Spend your days boating, kayaking, swimming, or simply relaxing by the shore, and unwind in the quiet beauty that makes Lake Raponda so special. Step inside to an inviting open-concept kitchen, living, and dining area--ideal for gathering with family and friends. A cozy wood-burning fireplace creates the perfect ambiance on chilly evenings, while a wood stove adds both character and efficiency. Large windows invite in natural light and frame peaceful lake views. Step outside onto the spacious deck overlooking the water--an ideal spot for morning coffee, summer dinners, or simply relaxing while taking in the tranquil surroundings. Ideally located just minutes to the charming village of Wilmington for dining, shopping, and local events, and approximately 15 minutes to world-class skiing at Mount Snow. Outdoor enthusiasts will love the surrounding beautiful hiking trails, making this a true four-season retreat. Opportunities like this don't come along often -- lakefront living in such a prime location is truly special. See MLS Property & Listing Details & 43 images. Includes a Virtual Tour

$1,400,000 $364 per sq.ft. Wilmington VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3844  |  Acres: 2.38
Sunday Jan 4, 2026
Description: This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf courses, and local amenities, this home suits a luxury second home, a strong investment property, or a comfortable year-round residence. The floor plan features a main level primary bedroom with an en suite bath and walk-in closet, plus what could be a second primary bedroom on the lower level with a full bath and direct walkout access to the covered patio. There are two more spacious bedrooms on the top level, each with its own full bathroom, and a bonus room for an office or extra sleeping space. Highlights include a two-story great room with a wood burning fireplace, a large covered porch, and an oversized attached two car garage. Buyers who commit early could personalize finishes within the builder's allowances or choose upgrades at their expense. See MLS Property & Listing Details & 16 images. Includes a Virtual Tour

$1,697,000 $701 per sq.ft. Wilmington VT Home »

Waterfront on Lake Raponda
4 Beds | 3 Baths |   Total Sq. Ft. 2420  |  Acres: 1.72
Tuesday Dec 23, 2025
Description: This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by the current owners, and features a lodge style quite unique in the area which offers warm charm and Vermont rustic styling perfect for a retreat. Inside you are treated to vaulted ceilings in the main living room with floor to ceiling stone fireplace. There are freshly painted walls and exposed woodwork throughout, a country kitchen with gas stove and basin vintage sink, great light from the many windows and updated lighting, a tremendous great room addition perfect for entertaining with wood stove for ambiance, two main floor suites including a large primary, an upstairs guest suite, a spacious sleeping loft, great storage and closet spaces, a den/tv room ideal as an office or overflow sleeping, and lake views from every bedroom. Outside you'll find a large stone patio with hot tub which leads down to the extensive perennial landscaping and path to the water. There is a boathouse at the lake for lake storage, a large dock, swim platform, and level lawn space for fun in the sun. The home has a detached garage great for off season boat storage or whatever you may need. Updated septic! See MLS Property & Listing Details & 32 images.

$1,999,000 $391 per sq.ft. Wilmington VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 5110  |  Acres: 2.2
Tuesday Sep 2, 2025
Description: This custom built 2018 log home, designed by RH Log Works and Hilderbrand Interiors, offers the ultimate in sophistication and luxury. Featured in Better Homes and Gardens, New England Home and Country Home magazines, this 5 bedroom, 4.5 bathroom sanctuary (plus extra bunk room) is nestled on 2.2 wooded acres with a river running alongside. Just 4 minutes from Hermitage Club and 10 minutes from Mt Snow. The 5,110 square feet of meticulously designed living space seamlessly blends modern elegance with timeless log cabin charm including a kitchen with Lacanche Citeaux range, tile backsplash, and custom steel-and-brass hood, great room with stunning stone fireplace, guest bath, primary suite with vaulted ceilings, custom bath with double vanity and walk-in shower, additional first floor guest room, with en suite bath, second floor with two bedrooms and a full bath, with additional loft space, lower level family room with 9 foot ceilings, game room, wet bar, bunk room and bath, and bonus bunk space, as well as laundry room. The exterior includes custom masonry, back stone patio, hot tub, front and rear porches, and extensive custom lighting. Throughout the home, custom cabinetry, premium finishes, and impeccable craftsmanship are evident, ensuring an unparalleled level of luxury. Whether you are looking to entertain, unwind after a day on the slopes, or simply enjoy the beauty of mountain living, this exceptional residence provides it all. Being offered furnished and turn key. See MLS Property & Listing Details & 35 images.

$2,398,000 $669 per sq.ft. Wilmington VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3585  |  Acres: 0.7
Friday Aug 1, 2025
Description: Welcome to 127 Fannie Hill Road, an exceptional mountain retreat ideally located adjacent to The Hermitage Club in Wilmington, Vermont. This stunning 4 bedroom, (with two bonus bunk rooms) 4 bathroom home artfully blends modern mountain living with rustic charm. Featuring a thoughtful mix of materials which include reclaimed barn board, sleek corrugated metal, and contemporary cable railing this home offers a unique aesthetic that is both stylish and inviting. Inside, you'll find multiple living spaces perfect for relaxing or entertaining, including a cozy lounge with gas fireplace, a vaulted bonus media room with a kitchenette for movie night and popcorn. The gourmet kitchen is a chef's dream, boasting Viking appliances, open shelving, a stone backsplash, and custom cabinetry. The living and dining space create a great gathering space for apres ski. Step outside to a private outdoor oasis complete with a hot tub, built-in fire pit, and expansive patio with multiple gathering areas and covered BBQ area. The screened-in porch extends your living space into the forest canopy, offering the perfect setting for three-season enjoyment. The professionally landscaped yard includes mature plantings, boulder walls, and a fenced-in area ideal for pets or play. With a location just moments from skiing, golf, and the lakes, this is a rare opportunity to own a turnkey home in one of Southern Vermont's most desirable locations with a quick ride to the slopes in your UTV. See MLS Property & Listing Details & 59 images.

$2,999,000 $906 per sq.ft. Wilmington VT Home »

Price Change! Reduced by $1,501,000 down 50% on April 7th 2026
Waterfront on River North Branch Deerfield River
6 Beds | 3 Baths |   Total Sq. Ft. 3309  |  Acres: 260
Thursday Sep 28, 2023
Description: Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better--this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or envision more--the potential to be certified organic or transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm! See MLS Property & Listing Details & 41 images.

$3,500,000 $500 per sq.ft. Wilmington VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 7000  |  Acres: 38
Thursday Nov 6, 2025
Description: The Mountain Ridge community is newly developed and this is the first opportunity to enter this new prestigious location. 38 acres with 5 total lots, including a spectacular newly built luxury Timber Frame home being sold as-is near completion, with a builder on board ready to finish, plus 4 separate gorgeous mountain view building sites. Finish this home with the fixtures and finishes already bought and paid for, and be moved in within 4 months according to the builder. The home sits on a 5 acre parcel with stunning ski trail views and direct Haystack golf course access, just down from the Hermitage Club, and 3 miles from Mt Snow. Utter privacy with a great buffer of mature trees, ledge stone patio, large rear deck to take in the scenery, and breathtaking stone walls and landscaping potential. Inside you are treated to a gorgeous open concept floor plan with vaulted great room, exposed post and beam joinery throughout with a Davis Frame custom timber frame kit, a floor to ceiling stone fireplace, gorgeous kitchen dining area with great light, main floor primary suite, main floor mudroom, guest suite and/or office space, dual upstairs suites, a large loft den, lower level theater space, family room, bunk room with attached bath, and spacious bunk room or guest suite over the attached oversized 2 car garage, with large doors and rear door for toys and snowmobiles. No expense has been spared. Then retain the additional lots for privacy, friends, or sell to offset the expense. See MLS Property & Listing Details & 23 images.

$1,100,000 $257 per sq.ft. Winhall VT Home »

3 Beds | 5 Baths |   Total Sq. Ft. 4279  |  Acres: 1.1
Wednesday Mar 11, 2026
Description: Welcome home! This property is MOVE IN READY ! This exceptional contemporary is just minutes from the Stratton base lodge. Meticulously maintained and thoughtfully updated, this home is ideal for you and your guests! Designed for both relaxation and entertaining, the open-concept floor plan ensures everyone can gather with ease. Two spacious living areas provide wonderful flexibility for everyone. The beautifully updated kitchen offers a wonderful space to cook, gather, and entertain. Expansive windows throughout the home fill the interior with natural light while capturing seasonal winter views of Stratton Mountain. At day's end, retreat to the luxurious primary suite! Two upper-level bedrooms feature newly added ensuite amenities, providing comfort and privacy for family and visitors alike. The lower level offers a generous family room, a world-class ski tuning room--easily convertible to a home gym--along with a bathroom, two bonus rooms, and the utility area. Recent exterior improvements further elevate the property and include a new roof, fresh exterior paint, a renovated garage, and a redesigned driveway. This house is equipped with a Generac Generator, radiant heat in the primary bathroom and don't forget the covered wood shed to keep your firewood dry. This remarkable Stratton property offers move-in ready convenience and an exceptional mountain lifestyle just moments from the slopes. Join us at an OPEN HOUSE Sunday, April 5th from 11:00-2:00 PM or make an appointment for a showing! See MLS Property & Listing Details & 52 images.

$1,200,000 $1,263 per sq.ft. Winhall VT Home »

0 Beds | 1 Baths |   Total Sq. Ft. 950  |  Acres: 23.5
Thursday Apr 2, 2026
Description: Experience the pinnacle of Green Mountain living on this extraordinary 23.5-acre property. Perfectly positioned to capture a stunning, direct-line-of-sight view of Stratton Mountain, this property is more than just a home--it is a private outdoor sanctuary meticulously designed by The Wadsworth Company for the modern adventurer. The centerpiece of the property is a striking, contemporary dwelling that masterfully blends industrial strength with warm, natural aesthetics. Its bold, dark-bronze standing seam metal exterior provides a sleek, low-maintenance finish that stands out against the lush Vermont landscape. The upper-level living space features a massive wall of glass that opens onto a spacious deck, offering a one-of-a-kind vantage point to enjoy your morning coffee while scouting the ski conditions across the valley. Complementing the living quarters, the ground floor offers high-clearance multi-functional space, perfect for a professional-grade workshop, gear room, or housing a full fleet of UTVs and mountain bikes. Beyond the residence, the land has been transformed into a premier recreational paradise. You can navigate professionally designed and carved mountain bike trails that wind through the expansive 23.5-acre forest. Below the main house, a vast, rolling meadow leads to a custom stone firepit area--the ultimate destination for après-bike gatherings under the stars. Located just minutes from Stratton Mountain Resort, this estate offers a rare combination of architectural sophistication and private access to the best of the Vermont outdoors. This property is also primed for future expansion and the creation of a grander mountain estate. The septic system was specifically built to accommodate a new five-bedroom house, and comprehensive plans are available for viewing for the proposed home. Representing the very best of the Vermont lifestyle, this offering provides both a turnkey adventure hub and a ready-to-build canvas for your dream residence. See MLS Property & Listing Details & 29 images. Includes a Virtual Tour

$1,325,000 $390 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3400  |  Acres: 1.83
Sunday Mar 1, 2026
Description: A landmark on Round Tree Road, this house has inviting curb appeal with its stone façade and archway. On the resort shuttle bus route. With 1.83 acres the house has a very private setting in back for the patio, fire pit and hot tub. Unique U-shaped driveway has plenty of room for friends and family. Downstairs family room with kitchenette. Great living space and bedrooms throughout. Quality metal roof sheds snow easily. Two wood burning fireplaces. A must-see property at Stratton. See MLS Property & Listing Details & 43 images.

$1,399,000 $259 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5397  |  Acres: 26.9
Thursday Jan 1, 2026
Description: One-of-a-kind, craftsman-built Vermont log home set on over 26 private acres with breathtaking, long-range mountain views. Tucked away at the dead end of the road, this exceptional property offers rare privacy while remaining close to premier ski mountains and all the dining, shopping, and cultural attractions of Manchester, VT. The land features two picturesque waterfalls and a serene natural setting that feels worlds away. The home showcases expansive windows that flood the interior with natural light, highlighting warm wood tones and timeless craftsmanship throughout. Enjoy outdoor living from the inviting covered front porch or the back deck with pergola--perfect for entertaining or relaxing in nature. Inside, you'll find three wood-burning fireplaces, a spacious game room with bar, sauna and thoughtfully designed living spaces ideal for gatherings or quiet retreats. A three-car garage provides ample space for vehicles and storage, and the home is equipped with an automatic generator for peace of mind and uninterrupted comfort. A truly special Vermont escape. Furnishings may be purchased separately. See MLS Property & Listing Details & 43 images.