$335,000 $238 per sq.ft. Windham VT Home »


Price Change! Reduced by $64,000 down 19% on April 7th 2025
2 Beds | 3 Baths |   Total Sq. Ft. 1410  |  Acres: 2
Wednesday Oct 9, 2024
Description: Welcome to this charming colonial property situated on 2 acres of serene countryside in Windham, VT. With two bedrooms and 2.5 baths, it provides ample space for relaxation and retreat. As you enter, you'll be greeted by a warm living area featuring a cozy wood stove and a fireplace, creating an inviting atmosphere for gatherings or quiet evenings. The open layout seamlessly connects the living and dining spaces, ideal for entertaining friends and family. Step outside to enjoy the expansive outdoor space, where you can immerse yourself in the beauty of the surrounding rural landscape. Imagine leisurely afternoons spent exploring the grounds or simply unwinding on your private patio. Located in a peaceful and desirable rural community, this home offers both tranquility and accessibility to local amenities. Want to ski or snowboard!! Just 15 minutes to Magic Mountain, 24 minutes to Bromley Ski area and 33 minutes away from Stratton Mt Ski Resort or Okemo Ski Resort!! Don't miss your opportunity to own this idyllic retreat in Windham--schedule your private showing today! See MLS Property & Listing Details & 37 images.

$789,000 $329 per sq.ft. Windham VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2400  |  Acres: 1.8
Saturday Oct 12, 2024
Description: Welcome to this stunning 2,400 square-foot new construction home! This modern and spacious residence offers a perfect blend of comfort and style, featuring an open-concept design with high ceilings and abundant natural light throughout. The gourmet kitchen boasts custom cabinetry, stone countertops, a large island, and state-of-the-art appliances, making it a dream for cooking enthusiasts and entertainers alike. The primary suite provides a serene retreat with a luxurious en-suite bathroom, including a double vanity, custom shower and walk in closet. Upstairs, the three additional bedrooms are generously sized and share a well-appointed bathroom. An attached , two car garage completes this property with easy entry and plenty of storage. Outside, enjoy a covered porch overlooking the front yard. The nicely sized backyard is ideal for outdoor gatherings and relaxation. Located within easy access of Magic, Stratton, Bromley and Okemo for skiing and recreation as well as Lowell Lake, Weston, Grafton, Chester and Manchester for year round entertainment and dining. New construction doesn't come on the market often, so take advantage of this special opportunity to make this home yours! Arrange an appointment to tour it today! See MLS Property & Listing Details & 16 images.

$195,000 $49 per sq.ft. Windsor VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 4011  |  Acres: 0.34
Tuesday May 23, 2023
Description: The Stephen Jacob House is an extremely important historic residence in a town known for its historic architecture. Built in 1784 in the Georgian/Federal style, the residence was sited on the rise of State Street from the Village of Windsor. It's commanding presence was embellished with cornice dentil detailing and possibly a Palladian window. Having been used for many purposes over the years, the house was purchased by Historic Windsor, Inc. in 2008. Recognizing its historic significance along with much original fabric intact, Historic Windsor, Inc. engaged in a massive cleanup, extensive documentation and a complete paint job with some sections reroofed with standing seam. The residence is now ready for the next phase of its life as a single family residence, up to 4 residential apartments, owner occupied business or a cultural center. All of the necessary as built architectural plans, documentation of existing materials and fabric and proposed Feasibility Plans are available. The project will require all new systems and rehab working with the extensive original fabric including interior shutters, period flooring and window and door detailing. Many original doors. The residences rich history with Stephen Jacob and its architectural significance will regain its prominence in Historic Windsor upon completion. See MLS Property & Listing Details & 4 images.

$439,000 $327 per sq.ft. Winhall VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 0.72
Wednesday Mar 12, 2025
Description: Welcome to this charming ski chalet situated in close proximity to three major ski resorts and offered fully furnished so you can move right in, unpack, and start enjoying yourself. There's a full bath downstairs to go along with 4 generously sized bedrooms and a 1/2 bath upstairs for guests, creating a cozy and inviting atmosphere that's ideal for après-ski relaxation or a peaceful retreat year-round. The spacious, open-concept living area features vaulted ceilings and an impressive field stone wood-burning fireplace that serves as the focal point of the living room, perfect for gathering with family and friends on chilly evenings. The well-appointed kitchen provides ample space for preparing delicious meals, while the adjacent dining area is ideal for enjoying meals with loved ones. In the warmer months, enjoy your morning coffee or the evening twilight hours on the private deck, or gather around the fire pit area for s'mores and a nightcap. Located just a short drive from the world-class slopes of Stratton, Bromley, and Magic Mountain, this home is a skier's dream come true. The lovely village of Manchester, with its charming shops, dining, and entertainment options, is just minutes away. Whether you're enjoying winter sports, exploring the vibrant local village, or simply relaxing by the fireplace, this stunning chalet is the ideal base for all your Vermont adventures. Recent updates include a new heating system, new roof, propane tank, and fresh stone for the driveway. See MLS Property & Listing Details & 26 images.

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

8 Beds | 4 Baths |   Total Sq. Ft. 2520  |  Acres: 2.2
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 MLS Property & Listing Details & 35 images.

New Listing! Winhall VT Home for sale $$799,000 $217 per sq.ft.

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

4 Beds | 3 Baths |   Total Sq. Ft. 3676  |  Acres: 1.2
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 MLS Property & Listing Details & 28 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
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 MLS Property & Listing Details & 33 images.

Under Contract Winhall VT Home for sale $$1,025,000 $384 per sq.ft.

$1,025,000 $384 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2672  |  Acres: 1.35
Monday Feb 17, 2025
Description: OPEN HOUSE SATURDAY , February 22nd-11:00-3:00.Showings begin 2/20 Exceptional Stratton Mountain Resort location on Windtree Road in the desirable North Brookwood neighborhood with Shuttle from your driveway to the Base Lodge! Enjoy this wonderful deck house open floor plan with great winter views, vaulted ceilings, 2 wood burning fireplaces and multiple decks. Well designed for apres ski gatherings and spending time together after hitting the trails during great winter weekends. Attractive gourmet kitchen with upscale appliances, stone countertops and signature overhead fan, opens to dining and living.This contemporary design boasts 2 en suite primary bedrooms on the main floor with 2 additional bedrooms + office with 1.5 baths. A lower family room with 2nd fireplace is great for a second hang out space for kids, watching football games or movies. A convenient ski room has a separate entrance to the outdoors. Laundry, Buderus Furnace, New Roof, Newly Painted Exterior. This is a well maintained resort residence on resort sewer, prime for the next generation of Stratton Mountain Enthusiasts! Stratton Sports Center/Fitness Center Bond. Don't miss this one. It's time to make Stratton Resort your winter getaway! See MLS Property & Listing Details & 54 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
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 MLS Property & Listing Details & 59 images.

$1,350,000 $291 per sq.ft. Winhall VT Home »


Price Change! Reduced by $145,000 down 11% on March 11th 2025
4 Beds | 4 Baths |   Total Sq. Ft. 4640  |  Acres: 20.8
Wednesday Sep 11, 2024
Description: Discover Your Vermont Retreat Nestled amidst 20.8 private acres of tranquil woods, this French country manor offers an exceptional opportunity to own a piece of Vermont paradise. Situated near the serene North Branch Ball Mountain Brook, enjoy the soothing sounds of cascading water and the breathtaking beauty of nature. Property Highlights: Prime Location: Just minutes from Stratton Resort for skiing, golfing, and other outdoor adventures. Natural Beauty: Stone walls, gardens, a pond, and a slate patio create a peaceful ambiance. Luxurious Interior: A welcoming entrance sets the stage for elegant living. The living room features river views, a wood-burning fireplace, and access to a slate patio. The gourmet kitchen boasts Pierre Cardosa French limestone countertops, a spacious island, stainless steel appliances, and a pantry. The primary bedroom offers a gas fireplace, an en-suite bathroom, and built-in closets. Three additional guest suites provide unique touches and amenities. Modern Conveniences: A sauna, alarm system, central vacuum system, water filtration system, cedar shake roof, copper gutters, and a 2-bay garage complete this exceptional property. Experience the Vermont Lifestyle: This stunning manor combines the natural beauty of Vermont with the comforts of modern living. Don't miss this opportunity to own your dream home in one of the region's most sought-after locations. Contact us today to schedule a private tour.Stratton Sports Center available. See MLS Property & Listing Details & 46 images. Includes a Virtual Tour

$1,495,000 $405 per sq.ft. Winhall VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3688  |  Acres: 2.1
Saturday Dec 7, 2024
Description: Brand New Construction- mountain modern home located on the Stratton Mtn access road. This thoughtfully designed 5-bedrooms, 4.5-bathroom home will be ready in 2025. The main floor features an open-concept layout with a spacious living room and kitchen designed for entertaining or quiet evenings by the fire. The kitchen, equipped with top-of-the-line KitchenAid appliances, offers your choice of finishes, including elegant Château Brown countertops or a sleek taupe matte backsplash. Or you work directly with the builder to add your own unique finish details. The primary bedroom, conveniently located on the first level, is a true retreat with an ensuite bath that includes honed porcelain shower walls, a freestanding soaking tub, and matte black fixtures that exude modern sophistication.Upstairs, additional bedrooms provide plenty of space for family and guests. A versatile 2nd floor and basement bonus space awaits your vision, whether you're dreaming of a home theater, gym, or playroom. The home also includes a mudroom, full basement, and a direct-access two-car garage. The exterior is just as impressive, with clapboard and shingle siding accented by heavy timbers, Marvin Elevate ebony windows, and TimberTech composite decking. With every detail thoughtfully curated and the option to add your personal finishing touches, this home offers an unparalleled opportunity to enjoy life at Stratton Mountain. Property currently has the Stratton Bond attached. See MLS Property & Listing Details & 12 images.

$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
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 MLS Property & Listing Details & 46 images.

New Listing! Woodstock VT Home for sale $$665,000 $248 per sq.ft.

$665,000 $248 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2678  |  Acres: 2.6
Thursday Apr 10, 2025
Description: Antique Farmhouse just outside of Woodstock Village! c.1903 Dormered Cape set on 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 away 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 MLS Property & Listing Details & 60 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
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 MLS Property & Listing Details & 19 images. Includes a Virtual Tour

Under Contract New Listing! 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
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 MLS Property & Listing Details & 34 images.

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