$479,000 $308 per sq.ft. Windham VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1554  |  Acres: 2.6
Listed on Thursday Mar 13, 2025
Description: This 3-bedroom 2-bath Chalet is quietly nestled on 2.6 acres in the heart of Vermont's ski country. The upper level has a wonderful, spacious kitchen, with an open floor plan combining the dining area and living room, with wood-burning fireplace, has access to the the wrap around deck. One bedroom with a walk-in closet is also on the upper level. The lower level boasts 2-bedrooms, a full bath, and a family room with another wood burning fireplace. This home has been well maintained and was recently renovated throughout. Schedule a showing today! See Listing Details & 45 images.

Under Contract Windsor VT Home for sale $168,000 $142 per sq.ft.

$168,000 $142 per sq.ft. Windsor VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1182  |  Acres: 0.69
Listed on Monday Sep 30, 2024
Description: Opportunity Knocks! This home is ideal for a builder, investor or new homeowner who can qualify for a conventional or construction loan. Sale price includes a variety of building materials. The home appears structurally sound with a 3 zone hot water heating system, drilled well and public sewer. This property features an attached 1 car garage, 3 BR's, 1.5 baths, office, fireplaced LR /with hardwood floors, fully applianced kitchen, shed and deck with gorgeous views of Mt Ascutney. Property is located 2 miles east of the Village of Brownsville - Home to "Ascutney Outdoors" Trails and Outdoor Center, Mt Ascutney Resort and the famous Butcher and Pantry Store. Immediate Occupancy. See Listing Details & 18 images.

Under Contract Winhall VT Home for sale $699,000 $466 per sq.ft.

$699,000 $466 per sq.ft. Winhall VT Home »


Price Change! Reduced by $50,000 down 7% on February 25th 2025
3 Beds | 2 Baths |   Total Sq. Ft. 1500  |  Acres: 1.09
Listed on Friday Jan 17, 2025
Description: Discover your dream chalet in the heart of Strattonwald--a stunningly renovated retreat designed for year-round mountain adventures and modern comfort! Beautifully renovated 3-bedroom, 2-bathroom home in Winhall offers the perfect blend of convenience and recreation. Just a quick drive to Stratton Mountain, this property provides easy access to winter slopes and summer fun. The community amenities include tennis courts, a swimming pond with a private beach, and a shuttle to Stratton on weekends and holidays in the winter months. The modern, open floor plan features a cozy wood-burning fireplace, a stylish kitchen with stainless steel appliances, and a primary suite with an en suite bathroom and a designated workstation--ideal for remote work. The lower level boasts two additional bedrooms, a full bathroom, a spacious den, laundry room and an oversized mudroom with built-in cubbies for all your gear. Marvin windows, cedar clapboard siding, updated bathrooms, fresh carpeting and flooring, two energy-efficient heat pumps, and a relaxing hot tub on the deck were all installed in 2020. A JuiceBox Smart EV Charger was recently added for convenient electric vehicle charging. Enjoy grilling on the upper balcony and make this beautifully upgraded home your perfect Vermont retreat! See Listing Details & 37 images.

$849,000 $415 per sq.ft. Winhall VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2044  |  Acres: 0.62
Listed on Thursday Jan 2, 2025
Description: Walking distance to Stratton Mountain! Super LOCATION! This home is located on the shuttle route and being offered furnished! Walk to the slopes or just take a nice walk around the local trails. Spacious home with ample room for everyone. The open concept kitchen, dining, living room offers cathedral ceilings and woodburning fireplace. French doors leading out to the firepit area for entertaining. Lots of room in the lower level with area for games and a woodburning stove to keep you cozy during those cold winter nights. Outdoor shed allows room for extra storage. Ample parking. Nice mudroom entryway to store skis, snowshoes, or any of your outdoor gear after you're done exploring Vermont! Golfing is also nearby at the 27 Hole Championship Stratton Golf Course for your summer fun! See Listing Details & 26 images.

New Listing! Winhall VT Home for sale $1,200,000 $296 per sq.ft.

$1,200,000 $296 per sq.ft. Winhall VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 4054  |  Acres: 1.13
Listed on Thursday Mar 27, 2025
Description: Your Stratton Mountain retreat awaits! This beautiful turnkey mountain home just off the Stratton Mountain Road is the perfect location for family gatherings, ski trips, hiking and more. This three-bedroom, three-bath home on three levels includes a breathtaking great room with a stone fireplace and vaulted ceilings. Dining room and additional breakfast area next to the kitchen. A large open kitchen with center Island offering loads of storage, granite countertops, gourmet cooks delight. The main floor also includes a private office, half bath and large entry area from the two car garage. Upstairs, you will find three bedrooms, a full bath, including a primary suite with a large en suite bathroom with a jet tub, and tile shower. The walkout lower level has a large game room/TV room, 2 bonus rooms plus a full bathroom, storage and utility room. Walk out the sliding glass doors to the backyard with room for a fire pit and some gardening. The upper deck off the living room includes a grill and room for summer outdoor Entertainment. This stunning property is only moments from the mountain and on the neighborhood shuttle. The HOA for the neighborhood includes landscaping and plowing. Join us for an OPEN HOUSE on Saturday March 29 from 10am-1pm. See Listing Details & 59 images.

Under Contract Winhall VT Home for sale $1,495,000 $603 per sq.ft.

$1,495,000 $603 per sq.ft. Winhall VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2480  |  Acres: 50.1
Listed on Friday Feb 28, 2025
Description: Showings begin Saturday, March 8, with an Open House from 10AM-2PM -- This exceptional contemporary mountain home presents a rare opportunity to own a fully renovated property with significant acreage, just minutes from Stratton Resort. Designed by renowned Alchemy Architects, the home flawlessly combines the historic charm of its 18th-century Vermont farmhouse roots with forward-thinking, energy-efficient building techniques, such as a modern, highly insulated SIP shell and high-performance windows. The comprehensive renovation blends the latest in building science with historic charm and contemporary stylistic sensibilities. Grounded by the use of natural materials, including original hand-hewn beams, wide-plank pine floors, and white oak trim, the design embraces the pristine landscape, which includes 50+ acres of meadows, hardwood forests, and a gentle stream. Sleek cabinetry, modern tiled baths, and bohemian decor breathe fresh life into the home. All living spaces, including the open-concept living and dining areas and chef's kitchen, offer stunning views and are perfect for hosting and entertaining. The main level features two bedrooms, a modern bath, a laundry room, and a well-appointed entryway boot room perfect for organizing gear. The upper floor includes a loft, primary suite, a third bath, and a bonus room. The lower level offers potential for expansion with a walk-out door. This is your chance to own a legacy property in the Vermont mountains. See Listing Details & 45 images.

Under Contract Woodbury VT Home for sale $225,000 $135 per sq.ft.

$225,000 $135 per sq.ft. Woodbury VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1666  |  Acres: 0.4
Listed on Friday Mar 7, 2025
Description: Move in and relax in this cheery, comfy home! Cozy and efficient woodstove, beautiful wood and custom marble floors, open, flowing floorplan, valuted ceiling, spacious kitchen with center island, sunny breakfast room, walk in pantry, master suite with walk in closet and jetted tub, sweet covered porch, 2 car garage with studio or workshop space overhead. All of this with a conveniently located country lot! Minutes to Hardwick village and Montpelier nearby. Nearby hiking, biking trail! See Listing Details & 24 images.

Under Contract Woodbury VT Home for sale $625,000 $389 per sq.ft.

$625,000 $389 per sq.ft. Woodbury VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1606  |  Acres: 14.9
Listed on Tuesday Jan 14, 2025
Description: Enjoy lake views in the countryside as each season rolls in. This home offers peace and quiet nestled up on the hillside overlooking Woodbury Lake (Sabin Pond). Sitting on 14.9 acres, the house has a private backyard with plenty of space to enjoy outdoor activities. Take a walk into the woods and you'll find streams and wildlife. As you step inside the home, you'll walk right into a spacious mudroom. The kitchen features a gas range, granite countertops and is open to the dining room making it a great place to entertain. The living room has large windows for natural sunlight, cathedral ceilings and a wood stove providing the perfect warmth for the cold winter months. First floor primary bedroom along with a full bath. The three-season sunroom with direct access to the backyard offers the perfect spot to unwind during the warmer months. Upstairs you'll find 2 additional bedrooms and a full bath. Hardwood floors and tile throughout most of the home. Unfinished basement provides plenty of storage space. 2 car attached garage with a 2nd level for storage. Shed with overhang to store wood. Front deck and back patio offer space for outdoor living. Perennial gardens. High speed internet. Shared right of way to Woodbury Lake. Have picnics, go swimming, kayaking, boating and watch the seasons roll in. Less than a one hour drive to 6 different ski resorts! Escape the daily hustle bustle and unwind in this peaceful and serene setting. See Listing Details & 33 images. Includes a Virtual Tour

$1,275,000 $419 per sq.ft. Woodbury VT Home »


Price Change! Reduced by $100,000 down 8% on April 3rd 2025
3 Beds | 4 Baths |   Total Sq. Ft. 3041  |  Acres: 100
Listed on Wednesday Aug 28, 2024
Description: Welcome to 187 East Hill Road, an extraordinary 100-acre estate in the serene town of Woodbury, Vermont. This remarkable property is a rare find, offering unparalleled natural beauty and luxurious rustic living. At the heart of this expansive estate lies a charming log cabin, meticulously crafted with exotic hardwoods that infuse warmth and character into every room. Flooring is Brazilian Cherry, the kitchen is custom crafted of Guyana Mahogany, the great room ceiling is finished in Spanish cedar, and the expansive decks and porches are made of luxurious Ipe decking. The cabin seamlessly blends with its surroundings, providing a cozy retreat while offering modern comforts. The property boasts extensive frontage on the pristine Woodbury Lake. Enjoy serene water views from your private dock, or while kayaking, fishing, and peaceful lakeside moments on your private beach. The estate's vast network of trails invites you to explore the diverse landscape, whether by foot, horseback, or ATV, making it an outdoor enthusiast's dream. Whether you seek a private retreat, a family compound, or a nature lover's paradise, 187 East Hill Road offers endless possibilities. See Listing Details & 52 images. Includes a Virtual Tour

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 »


Price Change! Reduced by $50,900 down 8% on February 13th 2025
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.

Under Contract Village of Woodstock in Town of Woodstock VT Home for sale $625,000 $457 per sq.ft.

$625,000 $457 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1368  |  Acres: 1.04
Listed on Monday Jul 22, 2024
Description: Location, location location! Situated on a very desirable road within Woodstock Village, this 3 bedroom Ranch sits on just over 1 acre of open lawn surrounded by mature trees. The yard is tastefully landscaped and there is a beautiful patio out back, ideal for a morning cup of coffee, grilling dinner, or a nice glass of wine. As you enter through the front door, the bedrooms and a bath are off to the right. To the left, the long eat-in kitchen flows into to the dining area which connects to the living room. There is patio access, a large bow window and a gas fireplace to keep warm in the wintertime. At the end of the living room is a lovely sunroom that could also be a great office. Rounding out the first floor is a half bath, and access to the attached garage and full basement. Local shops and restaurants are within walking distance and you are just minutes from the Woodstock Country Club and Saskadena 6. See Listing Details & 30 images.

New Listing! Woodstock VT Home for sale $669,000 $456 per sq.ft.

$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

Under Contract Woodstock VT Home for sale $679,000 $319 per sq.ft.

$679,000 $319 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2128  |  Acres: 1.85
Listed on Friday Mar 21, 2025
Description: Discover this delightful 3-bedroom, 2.5-bath home nestled on 1.8 acres at the end of a peaceful dead-end road. Conveniently located near Woodstock Middle/High School, the Thompson Senior Center, and the popular Woodstock Farmers' Market. This home offers a spacious and functional layout, the welcoming mudroom features generous storage space and a laundry area cleverly tucked behind sliding doors, along with a recently updated half bath. The low-maintenance slate flooring in the entryway transitions into oak hardwood, that flows seamlessly through the kitchen, living/family room, and dining area. Vaulted ceilings and skylights bring natural light into these expansive spaces, perfect for entertaining. Two wood stoves provide warmth during chilly days and nights. The kitchen is a chef's dream with a central island, ample counter space, and modern appliances. The cozy den is equipped with beautiful built-ins for books and media storage, while a bay window offers a lovely view of the serene patio. The sunken living and dining area is bright and inviting, ideal for hosting intimate dinners or holiday gatherings. The primary suite features a large, renovated bath and a spacious walk-in closet. A full bath serves the additional two bedrooms. Imagine unwinding on the front porch, listening to the tranquil sounds of the nearby brook. Enjoy outdoor activities like hiking the AT or skiing at Saskadena Six or Killington. The property also includes a large shed for firewood or tools. See Listing Details & 34 images.

$699,000 $357 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1958  |  Acres: 0.68
Listed on Thursday Sep 12, 2024
Description: This charming home is an amazing opportunity to own a piece of history in the lovely village of South Woodstock , Vermont. Starting its life as the garage and home of Clyde Wood it has evolved over time with the present owners into a beautiful , meticulous residence. Much attention to detail can be found in every room from wide pine flooring to cathedral ceiling in the great room. The home is light filled with a large deck looking out to the Kedron Brook and the Green Mountain Horse Association fields . The Honey Shop is where the Wood family sold honey from the large Bass trees on the property. It is now a lovely room for entertaining or enjoying a quiet spot to take a nap or read a favorite book. The barn could easily convert to garage space with plenty of room for storage . The very back of the barn is the only part of the buildings that is in the Flood zone. The grounds are beautifully landscaped . Cross over the brook on the little bridge to miles and miles of trails. Country living at its best but only 6 miles from Woodstock Village and short distances to skiing , golf, biking, all season sports and of course fly fishing on the Kedron Brook out your back door !. Call today for an appointment . See Listing Details & 39 images.

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