Cavendish VT
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| Cavendish Vermont Homes Special Searches | | | Cavendish VT Other Property Listings For Sale |
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$495,000 | $215 per sq.ft.
990 Main Street
4 Beds | 4 Baths | Total Sq. Ft. 3356 | Acres: 0.15
If you're looking for the ultime village ski house look no more! This four bedroom three and a half bath TURN KEY home is nestled in the village of Proctorsville. Home to Singletons Store, Outer Limits Brewery, Murdoch's On The Green and much more walking distance away. Step into this lovely well appointed home and you'll feel right at home. The kitchen boasts granite counters with a large breakfast bar. Oak cabinetry, mostly stainless steel appliances, tile backsplash and under counter lighting. You'll love the open concept of the kitchen and dining room, with a granite two sided fireplace. Mozie on into the large living room with space for the whole crew and cozy up to the other side of the fireplace. The first floor is completed with an en-suite bedroom with a beautiful view of Hawks Mountain, the bathroom is finished with a tiled shower and a natural wood vanity. Rounding off the main floor with a half bath laundry room combo and a convenient corner nook for gear storage. Upstairs you find another en-suite bedroom with double sink, natural wood vanity and tiled shower. The two other large bedrooms share a full bath. One bedroom with a balcony overlooking Hawks Mountain State Forest which is a healthy walk away for recreating. Now down the the lower level where the fun begins. Pool table, foosball or a game of cards, pick your favorite. This Ultimate Village Ski House is priced to sell! Come take a look today! See
MLS Property & Listing Details & 59 images.
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$499,000 | $147 per sq.ft.
Price Change! reduced by $200,000 down 40% on July 31st 2026
66 Duttonsville School Drive
0 Beds | 3 Baths | Total Sq. Ft. 7445 | Acres: 3.7
Where History Meets Possibility. An 1862 Schoolhouse Reimagined. Step back in time and into opportunity. Built in 1862, this remarkable historic schoolhouse has been lovingly preserved, its character and craftsmanship thoughtfully maintained while seamlessly supporting modern use. Since 1973, the building has served as the home of a thriving distribution business, proof of its adaptability, strength, and enduring design. Inside, original details remain intact: upper glass transom windows above the interior doors, warm pine floors worn smooth by generations, and a classic belfry still standing proudly above, ready to ring once again. Every inch of space has been meticulously finished with custom trim and thoughtfully designed shelving, maximizing both beauty and functionality. Updated windows enhance efficiency, while mini-split systems provide supplemental heat in cooler months and air conditioning through the summer. The property's 3.70-acre open lot allows for impressive accessibility, semi-trucks can easily enter, turn, and load, making commercial use entirely viable. Yet the charm of the structure invites imagination far beyond its current role. Envision a distinctive live/work residence, a destination-worthy Airbnb, a creative studio, gallery, event space, boutique distribution hub, or transform it into a singular single-family home rich with character and story. Historic soul. Modern comfort. Boundless potential. Dream big, this one is ready. Also listed as Commercial, MLS# 5077754. See
MLS Property & Listing Details & 52 images.
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$525,000 | $228 per sq.ft.
Price Change! reduced by $14,000 down 3% on May 3rd 2026
81 High Street
6 Beds | 2 Baths | Total Sq. Ft. 2304 | Acres: 0.37
This 1850s renovated property located right in the heart of the village adapts perfectly to your lifestyle or investment goals. This home functions seamlessly as a spacious 5-bedroom, 2-bathroom home or is ready to operate as two separate income-generating rental units. The unfinished third floor can easily be converted into additional living space, a master suite, or a bonus room. The spacious attached barn offers incredible storage. This property is just steps away from the local post office and village park and is located just minutes from Okemo Mountain Resort, making it a perfect Winter getaway or a lucrative Airbnb. Quick, direct access to Interstate 91 simplifies travel. See
MLS Property & Listing Details & 27 images.
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$599,000 | $193 per sq.ft.
Price Change! reduced by $125,000 down 21% on July 10th 2026
35 Stevens Road
4 Beds | 3 Baths | Total Sq. Ft. 3100 | Acres: 44.9
Seller relocating....price reduced. Their loss is your find! Winter, Spring, Summer or Fall, this is a bit of heaven for the nature lover! Located on the corner of two quiet, town maintained, gravel roads, one of which is a dead end, is the handsome 1800 traditional Cape with two additions! This classic home includes 40+ acres. Only one other house can be seen from the property & you have to know where to look! The back yard has lawn area with room for games, gardens or pets. When you are peering out any of the windows toward the back of the house you overlook a giant pond and wetland, home to a terrific assortment of wildlife. Head out to paddle & bring your binoculars! The home offers so much. You will enjoy the family room with high ceilings & great shelving for your collections. There is a more formal living room & dining room along with a very nice L-shaped kitchen. There are 2 bedrooms down & 2 bedrooms up. 2 full baths & 1 three quarter. Above the garage there is a large bonus room & a huge studio...currently a music studio, but it could be a great for exercise, artwork, craft space, play space, or even your office. Just about everything you see in the pictures is included in the sale...furnished & ready for you. Super location with Okemo in one direction passing by Singleton's store, Knapp Pond State Wildlife Area or Ascutney Outdoors for hiking, biking, skiing or tubing in another. Walk, run or bike to your heart's content on the backroads. This home and property is absolutely perfect for those seeking peace and tranquility! See
MLS Property & Listing Details & 51 images.
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$725,000 | $341 per sq.ft.
Price Change! reduced by $70,000 down 10% on June 3rd 2026
115 Prior Road
3 Beds | 3 Baths | Total Sq. Ft. 2128 | Acres: 19.06
Living and working in the country with privacy, wildlife, snowmobiling from your front door, skiing at Okemo, and the overall beauty of Vermont would be a dream come true, right? Well, here's your opportunity with this pretty log home on 19 acres on a dead-end town-maintained road. Inside the house, you will love the open concept of the living room, and the kitchen and dining room with cathedral ceiling. Enjoy the warmth of the all-natural wood surroundings while sitting beside the cozy fire from the wood burning stove. There are 3 large bedrooms and 2 1/2 baths. The floors are nicely finished hard and soft wood, with slate tiled floors in the entryway and kitchen. SNOWMOBILE ENTHUSIASTS! The VAST trail is right here, so hop on your sled from your house and go! See
MLS Property & Listing Details & 41 images.
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$730,000 | $203 per sq.ft.
1104 Main Street
Waterfront Owned 150 Ft. of shoreline | 3 Beds | 5 Baths | Total Sq. Ft. 3590 | Acres: 7.59
Back on the market and drastically reduced! Situated on the bank of the Black River at the edge of the Village Of Proctorsville is this three bedroom all ensuites, 5 bath log home. The Great Room boasts a local stone floor to cathedral ceiling wood burning fireplace where you can sit and relax after a day on the slopes. Then take in river views from the formal dining room. Also on the first floor is a primary ensuite. Upstairs the huge lofted area is the perfect spot to game, watch TV or just chillax. Two ensuite bedrooms with private decks to take in the view of Hawks Mountain Range and the Black River. The attached two car oversized garage has enough room for cars and toys. A little TLC and a couple finishing touches and this house will be dynamite. See
MLS Property & Listing Details & 36 images.
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$795,000 | $329 per sq.ft.
934 Heald Road
3 Beds | 3 Baths | Total Sq. Ft. 2416 | Acres: 3.29
Enjoy the best of Vermont living in this recently built 3-bedroom, 2.5 -bathroom country home in Cavendish. Designed with comfort and functionality in mind, this home welcomes you through a convenient mudroom with storage--perfect for all your year-round gear. Step into the open-concept living area featuring vaulted ceilings, a wood-burning fireplace, and a seamless flow between the kitchen, living spaces and "pass through" dining area -- ideal for entertaining or relaxing after a day outdoors. The main level also offers views of Okemo, a laundry room and a spacious primary suite complete with a walk-in closet, full bathroom, and glass doors leading directly to the backyard--your own private retreat. Upstairs, you'll find a large family room, two additional bedrooms, a 3/4 bathroom, and a loft overlooking the living room below, adding to the home's airy feel. The backyard is fully enclosed with a new high-end fence for children or pets! Set in a peaceful country setting, yet just a short drive to Okemo Mountain Resort, this property offers easy access to skiing, hiking and biking trails, snowmobile routes, lakes, and golf. Whether you're seeking a full-time residence or a Vermont getaway, this home is ready to welcome you. Schedule your showing today! Visit the Okemo real estate community today. Taxes are based on town assessment. See
MLS Property & Listing Details & 58 images.
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$895,000 | $583 per sq.ft.
265 Depot Street
3 Beds | 2 Baths | Total Sq. Ft. 3291 | Acres: 0.44
Welcome to your new home and business headquarters in Cavendish, Vermont. This expansive property near Okemo Mountain Resort blends residential comfort and commercial opportunity. Imagine a chef's dream kitchen with double ovens, refrigerators, and cooktops, perfect for culinary creativity. The home features three large bedrooms, spacious living areas, and a large deck for relaxation and entertaining. It's also the base of a thriving business, offering a turnkey opportunity for entrepreneurs. With 2,000 square feet of unfinished space, your imagination can run wild, perfect for business expansion, a restaurant, ski club, or additional living space. Recent renovations ensure the property is in pristine condition, ready for you to move in. Conveniently located just minutes from Okemo Mountain, this property attracts both local and tourist traffic. Town water and sewer services add to the convenience, making it ideal for residential and commercial use. Whether expanding your home or starting a new business, this property offers endless possibilities. It combines a beautiful home and an established business location. Don't miss out on this rare opportunity in one of Vermont's most desirable locations. Contact us today to schedule a viewing and start imagining the possibilities! ? See
MLS Property & Listing Details & 47 images.
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$1,200,000 | $629 per sq.ft.
Price Change! reduced by $100,000 down 8% on August 5th 2026
366 Knapp Pond Road
4 Beds | 2 Baths | Total Sq. Ft. 1908 | Acres: 172.26
Did I read that right? 172 acres?! Impeccably renovated farmhouse on +-172 acres - what more could you ask for? ~131 acres of this property are located in Cavendish while the other ~41 are in Reading. Enjoy apples straight from the backyard. Listen and watch the brook babble down by the road and enjoy the peace that comes from this lovely home. All new Marvin Elevate windows, all new appliances, new plumbing, new boiler, new electrical panel, new lighting, new paint, new spray foam insulation, new concrete poured in the basement. No detail was too small. All the work has been done so you can simply move in and enjoy. With 4 bedrooms plus an office there is plenty of space for everyone to feel comfortable. With one bedroom downstairs, it is possible to age in place and have single level living should one want to! Along with the house is an oversized two car two story garage and separate barn. ~15 minutes to the South Woodstock general store, this is the perfect spot to stay nearby but still experience vast amounts of privacy through the land. More exterior photos coming soon. Schedule a private showing. See
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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$1,300,000 | $667 per sq.ft.
2141 Twenty Mile Stream Road
5 Beds | 4 Baths | Total Sq. Ft. 2893 | Acres: 23.13
Exceptional Vermont Log Home on 23.13 Acres with Horse Property & Mountain Living Appeal. Meticulously maintained and beautifully landscaped, this stunning five-bedroom, four-bath log home offers the perfect blend of rustic charm, modern comfort, and exceptional amenities. Set on 23+ private acres, the property features covered porches, a relaxing hot tub deck, stone patio, and expansive outdoor spaces designed for enjoying every season. Inside, the main level welcomes you with a spacious kitchen that flows seamlessly into the large dining area and cozy office nook. The impressive 29' x 16' family room showcases a dramatic floor-to-ceiling wood-burning fireplace, creating a warm and inviting gathering space. Oversized windows throughout fill the home with natural light and frame the beautiful views. The upper level features a private primary bedroom with en-suite bath, two additional guest bedrooms, and a ¾ bath. The lower level offers flexible living space with both interior stairs and walkout access, including a generous mudroom, entertainment area with built-ins, two additional bedrooms, a ¾ bath, laundry area, second oven, and mechanical room. Equestrian enthusiasts will appreciate the three-stall barn with tack room, hay loft and paddock, run-in, plus generous fenced pastures. You can navigate the developed trail system on foot or four wheeler, snow-shoe across rolling pastures; or snowmobile with direct VAST Trail access.The heated garage/workshop has a concrete floor, forced hot air furnace and plenty of storage--ideal for projects or recreational equipment. Recent updates include a new Buderus boiler, water heater, and well pump in 2023. All three buildings feature durable standing seam metal roofs. With its exceptional craftsmanship, equestrian amenities, and peaceful acreage setting, this remarkable log home is a rare opportunity to enjoy the best of Vermont living. Less than 15 minutes to Okemo!!! This turn-key property is offered "mostly" furnished. See
MLS Property & Listing Details & 54 images. Includes a Virtual Tour
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