$697,500 $251 per sq.ft. Wilmington VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 2784  |  Acres: 0.5
Listed on Wednesday Apr 9, 2025
Description: Stunning updated chalet in the Chimney Hill community just outside the village of Wilmington, and a short drive to both the Mount Snow ski resort and Lake Whitingham. This home has been completely gutted and renovated including all new insulation, windows, roof, siding, on demand hot water, minisplit ac, landscaping, and more. As you drive up, you can't miss the idyllic curb appeal complemented by a large level lawn, fenced in back yard, large new deck, rear patio, attached garage, gravel drive, and easy access off a paved road. Inside you are treated to a large open concept living space, custom chef's kitchen with quartz counters, stainless appliances, and large island, dining area with tremendous natural light from the large windows, open into the living room with gas burning fireplace, a large main floor primary suite, dual large upstairs bedrooms and bath, a lower level family room, 2 bonus rooms with a shared full bath, and a lower level bonus room and attached bath, as well a great mudroom entry from the garage, the perfect place for storing your snowmobiles thanks to the direct trail access, or ski mountain gear. This is all bolstered by the tremendous Chimney Hill amenities including club house, indoor and outdoor pools, hot tub, full gym, locker rooms, arcade, theater, tennis and basketball courts, and a la carte services such as plowing, trash, and more. Septic sized for 3 bedrooms full time use. Can only be rented as a 3 bedroom per current Wilmington guidelines. See Listing Details & 33 images.

$698,000 $240 per sq.ft. Wilmington VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2904  |  Acres: 47.7
Listed on Friday Dec 6, 2024
Description: Escape to your Vermont with this charming 5-bedroom, 3-bathroom farmhouse on 47.7 acres, just a short drive from Mount Snow Ski Resort and The Hermitage Club. This beautifully preserved home seamlessly blends historic charm with modern updates, offering a warm and inviting ambiance perfect for year-round living or a seasonal retreat. Step inside to discover a well-appointed kitchen featuring quartz countertops, modern appliances, and an island that invites gatherings after a day on the slopes or a day on the lake. The spacious dining room boasts rich wood accents, creating the ideal setting for hosting family dinners or entertaining guests. The home's layout includes cozy yet spacious living areas, complemented by a wood stove to warm you during Vermont's crisp winters. Upstairs, the five bedrooms provide ample space for family and guests. Outside, the farmhouses' porch offers a perfect spot to savor morning coffee or evening sunsets. The property's expansive acreage features a mix of open fields, wooded trails, over 100 apple trees and rolling terrain, perfect for snowshoeing, hiking, or enjoying nature. A ski enthusiast's dream, this home is situated near top-tier skiing, making it the perfect basecamp for winter adventures. Whether you're seeking tranquility or adventure, this Vermont farmhouse is a rare find that invites you to make memories in every season. Lake Whitingham and Lake Raponda are just a short drive away for summer fun. See Listing Details & 30 images.

$875,000 $246 per sq.ft. Wilmington VT Home »


Price Change! Reduced by $24,000 down 3% on April 22nd 2025
Waterfront on Pond _Unnamed
4 Beds | 4 Baths |   Total Sq. Ft. 3553  |  Acres: 4.91
Listed on Monday Dec 30, 2024
Description: Seeking an upscale but also rustic, Vermont retreat? Looking for privacy but convenience to amenities? Love a water feature and a mountain view? Need a place to host large gatherings but also cozy enough for a romantic weekend getaway? This is just the place. Tucked away on a private road sits this spacious 4 bedroom, 3.5 bath, true log home with an excellent layout over 3 finished floors. All you need for a weekend, season or lifetime of memories in Vermont is here at your fingertips. This beautifully renovated home hosts too many features and updates to list including open concept spaces, vaulted living room with brick hearth, wood floors, sunroom, main floor primary suite with walk-in closet, bathroom with 2 showers and double sinks! The lower level family room, bedroom, bath and overflow spaces accommodate many. Upstairs find 2 generous guest beds, bath and loft with exposed brick and high ceilings . The exterior is just as special as the interior with multi level tiered decks ( ready and wired for your hot tub) facing the Mount Snow trails and overlooking the pond below. Covered porch, firepit area and 2 car garage! Follow the stone path down to the pond house with power, lighting and ceiling fan to enjoy summer nights or light the fire for smores as you skate on your frozen pond in the winter. Perfectly situated between Wilmington and Dover, this 4.9-acre haven provides space, privacy and the best of Vermont four season living. This is a must see property. See Listing Details & 42 images.

$895,000 $260 per sq.ft. Wilmington VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3436  |  Acres: 0.75
Listed on Thursday Aug 22, 2024
Description: Rare opportunity to own a meticulous 1830s vintage farmhouse, completely turn-key with extensive updates, renovations, and modern amenities. Conveniently located just outside the country village of Wilmington for shopping and great dining options, a short drive to the Mount Snow ski resort, and just up the street from the Lake Whitingham boat launch and beach areas, for true four season enjoyment. The interior features 4+ bedrooms, 3.5 renovated baths, 3 full living areas including a main floor primary suite option, a second suite upstairs with large closets and upscale bath, separate guest bedroom wing with 2 bedrooms and a full bath, up and down country mudrooms with great storage, as well as the original foyer and front door, a country kitchen with stainless appliances and Corian counters, gas stove and brick hearth, vintage wet bar, wood floors, gorgeous sunroom, main floor laundry, and the list goes on. Perfect as a retirement home, or a spot to entertain guests. Spacious and bright with the perfect level of character combined with convenience. Enjoy mountain views over the village from the front porch, or take in the beauty of the amazing stone walls, perennial gardens, and mature trees. There is a 2 car new garage barn with second floor for expansion potential, fiber internet, ample parking in the large driveway, and town water & sewer for utter peace of mind. A welcome respite from metropolitan life and character you won't often find in such pristine condition. See Listing Details & 40 images.

$895,000 $352 per sq.ft. Wilmington VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2546  |  Acres: 1.1
Listed on Wednesday Jan 15, 2025
Description: Here is a chance to own a home directly across the street from the private Hermitage Ski Club with easy access to the resort, snowmobile trails, the Mount Snow ski resort, nearby country villages for shopping and dining, and gorgeous area lakes. This lovely renovated chalet sits on a level with ample parking thanks to a circular driveway, winter exposure to Haystack Mountain Peak, a shed for outdoor gear, ski locker, wood storage, and large deck with hot tub. Inside is a vaulted great room with large windows for great natural light, a Scandinavian circular wood stove for unique ambiance, large updated kitchen with stainless appliances and kitchen island, main floor bedroom with en suite full bath, a large second story loft for overflow sleeping, potential play space, and more vaulted ceilings, a lower level family room with pool table for fun after skiing, two additional guest bedrooms, two more full baths, and a large mudroom for great gear storage and easy access in and out of the house no matter the weather. Ample space to space out your group, but still cozy enough to enjoy your time with guests. See Listing Details & 25 images.

$649,000 $258 per sq.ft. Winhall VT Home »

8 Beds | 4 Baths |   Total Sq. Ft. 2520  |  Acres: 2.2
Listed on Tuesday Mar 11, 2025
Description: Ski Resort Investment Gem! 2-Family Home Near Stratton & Bromley Rare investment opportunity in the heart of Vermont's premier ski region. Located on scenic Vermont Route 30, this property offers unparalleled access to both Stratton Mountain Resort and Bromley Mountain Ski Resort. Whether you're looking to live in one unit and rent the other, or convert it to a single-family home, this property delivers. Property Highlights: Dual Living: Two spacious units, each featuring 4 bedrooms and 2 bathrooms, providing ample space for families or groups. Renovations: Both units boast kitchens with sleek stainless-steel appliances and elegant granite countertops. Modern Upgrades: Enjoy peace of mind with a new roof, heating, plumbing, and electrical systems. Versatile Layout: The main floor unit offers direct access to a finished lower-level family room with a cozy wood-burning stove, laundry room, utility room, and a convenient one-car garage. Expansive Lot: Situated on a generous 2-acre lot, providing plenty of outdoor space and privacy. Don't miss out on this rare chance to own a versatile property in one of Vermont's most sought-after locations. Schedule your showing today! See Listing Details & 35 images.

$677,000 $264 per sq.ft. Winhall VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2560  |  Acres: 1.18
Listed on Friday Apr 4, 2025
Description: This spacious four-bedroom, three-bathroom home is perfectly situated just minutes away from the Stratton base lodge, making it an ideal Vermont vacation retreat. The home offers plenty of convenience and comfort, with a mudroom providing ample space for all your ski gear. Two of the bedrooms feature en-suite bathrooms, and there's a cozy loft area, perfect for unwinding with a good book or catching up on work if necessary. The living room serves as the heart of the home with its open floor plan and fireplace, ensuring everyone can be part of the fun. Additionally, the lower level is designed for entertainment, offering a space for TV watching or game playing. See Listing Details & 26 images. Includes a Virtual Tour

$799,000 $217 per sq.ft. Winhall VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3676  |  Acres: 1.2
Listed on Wednesday Mar 26, 2025
Description: Discover the ultimate Vermont ski retreat, just 2 miles from Stratton Mountain. This captivating home offers breathtaking mountain views across three spacious levels. The upper level features a private primary suite with a newly renovated bath and a cozy loft/office space -- your peaceful sanctuary. The heart of the home, the main level, is perfect for gathering, with soaring cathedral ceilings, hardwood floors, and expansive windows framing stunning mountain vistas. Cozy up by the fireplace or unwind with evening cocktails on the newly reinforced deck, where the views are even more spectacular after recent tree and growth clearing. Sold furnished, the gourmet kitchen is a chef's dream, opening seamlessly to the living and dining areas for easy entertaining. It boasts stainless steel appliances, cherry cabinets, granite countertops, and a breakfast bar with views that inspire. After a day of outdoor adventures, relax in the brand-new hot tub or gather around the fire pit for marshmallow roasting. Recent updates include a 2022 hot tub, 2023 structural deck reinforcements, and 2024 upgrades with a new washer, dryer, and fridge. A new oven, stove, and microwave were added in 2025. This home blends comfort, style, and proximity to Stratton's slopes, inviting you to embrace the Vermont lifestyle and create lasting memories. Showings to start Friday, March 28th. See Listing Details & 28 images. Includes a Virtual Tour

Under Contract Winhall VT Home for sale $799,000 $259 per sq.ft.

$799,000 $259 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3084  |  Acres: 1
Listed on Wednesday Feb 19, 2025
Description: Showings begin Saturday, February 22, 2025. Set in the heart of Vermont's stunning landscape, this handcrafted Lincoln Log home offers the perfect blend of privacy and convenience. Surrounded by towering Maples and classic stone walls, it's just minutes from Stratton's ski slopes and a short drive to Bromley, Magic Mountain, and Manchester. Inside, a bright, open floor plan features soaring cathedral ceilings and large windows that frame year-round mountain views. The main level, with exposed beams, flows from the dining area into the cozy living room, which opens to a peaceful deck. The chef's kitchen boasts stainless steel appliances, an island cooktop, and solid Hickory cabinetry. The private primary suite includes a Vermont Castings propane stove and a luxurious bathroom with a custom two-head shower and two-person whirlpool tub. Upstairs, two bedrooms, a 3/4 bath, and a loft with sweeping views offer space for relaxation or work. The lower level features a family room, perfect for ping pong or game nights, a fourth bedroom with abundant natural light, and a third 3/4 bath. A mudroom and attached two-car garage complete the home, ideal for storing skis or golf clubs. Furnished and meticulously maintained, this Stratton retreat is ready to create lasting memories with family and friends. See Listing Details & 29 images. Includes a Virtual Tour

$875,000 $313 per sq.ft. Winhall VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2797  |  Acres: 1.1
Listed on Friday Sep 6, 2024
Description: Experience the magic of Vermont in every season with this stunning four-bedroom, three-bathroom home directly on Stratton Mountain. Your ultimate year-round retreat. Nestled in the heart of Vermont, this property boasts two cozy fireplaces, perfect for warming up after a day of winter adventures or enjoying a crisp autumn evening. With two distinct living areas, you'll find the ideal spaces for intimate gatherings during spring blooms or lively celebrations as summer stretches into long, lazy evenings. Step outside onto the deck, where a bubbling hot tub invites you to unwind under the stars, no matter the season. The spacious kitchen is ready for your culinary explorations, from summer barbecues to winter comfort food, making it the heart of your home in every season. Whether you're savoring the vibrant colors of fall, the fresh green of spring, or the serene snowfalls of winter, this Vermont home offers a sanctuary for all seasons. Don't miss your chance to own this four-season gem. Embrace the beauty of Vermont and create memories that will last a lifetime, no matter the time of year! See Listing Details & 36 images. Includes a Virtual Tour

$975,000 $367 per sq.ft. Winhall VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 2658  |  Acres: 1.27
Listed on Wednesday Mar 12, 2025
Description: Nestled at the end of a quiet road in the highly sought-after Strattonwald community, 73 Cranberry Hill Road is the quintessential European-style ski house, offering the perfect Vermont retreat. This impeccably upgraded home has never been rented and is turn-key, ready for immediate enjoyment. It combines timeless charm with modern conveniences, featuring air conditioning for year-round comfort. Just minutes from Stratton Mountain, with winter weekend shuttle service right from your doorstep, this property ensures effortless access to all your outdoor adventures. Inside, you'll be greeted by a spacious living room with a striking fireplace, ideal for cozying up after a day on the slopes. The large primary suite offers a private sanctuary, and the inviting 3-season porch lets you savor the beauty of each season. Strattonwald residents also enjoy exclusive private beach and pond access, as well as tennis and pickelball courts in the summer. With Bromley and Magic Mountains nearby and the shops and restaurants of Manchester just a short drive away, this home is perfectly located for all your mountain and recreational pursuits. Experience the charm, comfort, and convenience of 73 Cranberry Hill Road--where every season offers a new story. See Listing Details & 33 images.

Under Contract Village of Taftsville in Town of Woodstock VT Home for sale $595,000 $350 per sq.ft.

$595,000 $350 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1700  |  Acres: 0.44
Listed on Thursday Aug 8, 2024
Description: PRICE REDUCTION!! A Quintessential Historic 3 Bedroom, 1,700 sq/ft. Home in Woodstock's coveted Taftsville Village. The "Levi D. Hall House" was built in 1848 by D. Taft & Sons and has been a loved and well-maintained home by the same family for nearly 70 years. Enter into beautiful natural light and a home in pristine condition throughout. The classic country kitchen has high ceilings with original exposed beams, a gas fireplace to add warmth to your colder Vermont days, and direct access to an oversized one car garage. In the Dining and Living Rooms you are greeted with more high ceilings and an abundance of natural light, and the first-floor bedroom/full bath suite has a private dressing area with large closet space. Moving upstairs, there are two attractive bedrooms with wide pine floors and an easy and logical dormer expansion option for larger bedrooms and a large common bath (future investment). There is a generous bonus room for a great home office just off the garage and the property boasts mature perennial beds. Expansive storage space exists above the barn/garage. Attractive covered porch, new furnace in 2023, and upgraded wiring throughout. Be sure to view the Unbranded Tour link. See Listing Details & 40 images. Includes a Virtual Tour

$599,000 $446 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 0.78
Listed on Thursday Nov 21, 2024
Description: WOODSTOCK-TURNKEY AND CONVENIENT! This totally renovated, move-in ready home located a few minutes to Woodstock Village, 20 minutes to Killington, 30 minutes to DHMC. Enjoy loads of recreational trails of all kinds, just minutes away.  Excellent spot with walking distance to the abutting Woodstock Union Middle School/High School. Newly Renovated inside and out. Spacious open concept living on main floor. The large, finished basement has a TV recreation area, workout space and pool table area. Custom built in cabinetry in the upstairs bedrooms. Private and wooded back yard with a covered porch, perennials, berries and gardens.  Huge potential to add-on, start a home business, create a rental unit or leave quaint and cozy as it is.  This property would be ideal for a primary residence or short-term rental investment property. Schedule your tour today of this sweet Woodstock GEM! See Listing Details & 46 images.

$615,000 $230 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $50,000 down 8% on April 28th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 2678  |  Acres: 2.6
Listed on Thursday Apr 10, 2025
Description: AGGRESSIVE PRICE REDUCTION - Classic Vermont Antique Farmhouse just outside of Woodstock Village! c.1903 Dormered Cape set on approx. 2.6 acres of level, open land bordered by a tranquil brook. The property offers a picturesque setting with extensive perennial gardens, a patio by the stream, firepits, covered front porch, rear porch, and deck--perfect for relaxing or entertaining. Inside, the home exudes warmth and comfort, featuring 2,600+ sqft, four bedrooms & three bathrooms. The inviting family room boasts a wood-burning fireplace, while the cozy living room is enhanced by a gas fireplace. The kitchen, with its soapstone Hearthstone brand woodstove and charming breakfast nook, is a delightful gathering space. Updates include newer windows, septic, appliances, and mechanicals, ensuring modern efficiency while maintaining the home's classic appeal. An oversized one-car garage provides ample storage and parking. There is additional storage above the garage with room for potential expansion into an office, game room or studio apartment. This classic Vermont farmhouse offers the perfect balance of historic charm and modern convenience, just 4 minutes from Woodstock's vibrant village center. The Woodstock Green is only a 5 minute drive, as is skiing at Saskadena Six. Close to everything the Upper Valley has to offer while offering a peaceful retreat. A rare opportunity to own a piece of Vermont's pastoral beauty! See Listing Details & 60 images.

$669,000 $456 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1468  |  Acres: 1.71
Listed on Thursday Mar 27, 2025
Description: This delightful gambrel cape offers a wonderful combination of thoughtful and charming updates, energy efficient upgrades, and a coveted and convenient location! An intelligent interior design offers an all-season functional flow for everyday living as well as entertaining. Step inside by way of a spacious entryway/mudroom that also has direct entry from the attached garage. One will find the main level design to be a seamless flow from the lovely sunlit living room detailed with handsome woodwork framing a gas fireplace to the cozy kitchen/dining area that opens to an inviting three-season porch. A newly added half bath and a bonus room - perfect for an office/study/media room complete the main level. The upper-level offers three bedrooms - all with lovely views - and a full bath. Recent improvements include blown-in cellulose insulation and 2" exterior insulation, new windows throughout, and a whole-house generator. The exterior landscape consists of 1.71 acres of plentiful open and level lawn area detailed with your quintessential stone wall. Private but convenient makes this location the perfect fit for a primary or vacation home. Enjoy easy access to a multitude of multi seasonal recreating including Killington, Saskadena 6, Marsh Billings Rockefeller National Park, and a terrific neighborhood trail system for hiking and mountain biking. Fabulous dining/shopping/ and the arts are just minutes away in the vibrant village of Woodstock. Schedule your private tour today! See Listing Details & 19 images. Includes a Virtual Tour

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