15

Cavendish, VT Houses for Sale

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  • /52

    $499,000

    $200K PRICE DROP
    • 2.5 Baths
    • 7,445 Sq Ft

    66 Duttonsville School Dr, Cavendish, VT 05142

    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,

    Agent Photo

    Gail Beardmore

    Engel & Völkers Okemo

    66 Duttonsville School Dr, Cavendish, VT 05142
  • /41

    $725,000

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    115 Prior Rd, Cavendish, VT 05142

    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

    Glenn Olney Barrett and Valley Associates Inc.

    115 Prior Rd, Cavendish, VT 05142
  • /59

    $495,000

    • 4 Beds
    • 3.5 Baths
    • 3,356 Sq Ft

    990 Main St, Cavendish, VT 05142

    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

    Frank Provance Diamond Realty

    990 Main St, Cavendish, VT 05142
  • /36

    $730,000

    • 3 Beds
    • 5 Baths
    • 3,590 Sq Ft

    1104 Main St, Cavendish, VT 05142

    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

    Frank Provance Diamond Realty

    1104 Main St, Cavendish, VT 05142
  • /60

    $1,300,000

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    366 Knapp Pond Rd, Cavendish, VT 05142

    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,

    Franchesca Collins Hall Collins Real Estate Group

    366 Knapp Pond Rd, Cavendish, VT 05142
  • /58

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 2,416 Sq Ft

    934 Heald Rd, Proctorsville, VT 05153

    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,

    Joseph Karl William Raveis Real Estate Vermont Properties

    934 Heald Rd, Proctorsville, VT 05153
  • /60

    $1,400,000

    $100K PRICE DROP
    • 10 Beds
    • 12 Baths
    • 7,153 Sq Ft

    1589 Main St, Cavendish, VT 05142

    Glimmerstone Mansion, an extraordinary legacy estate where timeless elegance meets modern sophistication. Set on 2.4± beautifully landscaped acres, this iconic property, listed on the National Historic Register, has been meticulously restored, thoughtfully upgraded, and exquisitely furnished. At the heart of the estate is the grand 10-bedroom mansion, where nearly every bedroom and gathering

    Kevin Barnes William Raveis Real Estate Vermont Properties

    1589 Main St, Cavendish, VT 05142
  • /51

    $599,000

    $125K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    35 Stevens Rd, Cavendish, VT 05142

    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

    Betty McEnaney Diamond Realty

    35 Stevens Rd, Cavendish, VT 05142
  • /55

    $329,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 652 Sq Ft

    729 Davis Rd, Cavendish, VT 05142

    If you are seeking a spot to call home where Mother Nature is your neighbor and best friend, look no further. The moment you arrive; you are immediately drawn to the land across the road. Your own grove of trees with brook frontage and your very own swimming hole. You will spend hours every single day sitting or lying in your hammock in the timber frame Creek House. It is the most therapeutic

    Betty McEnaney Diamond Realty

    729 Davis Rd, Cavendish, VT 05142
  • /44

    $300,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,696 Sq Ft

    818 Main St, Cavendish, VT 05153

    Opportunity meets flexibility at this charming two-unit property in the heart of Proctorsville. Ideal for an owner who wants a vacation getaway with built-in income potential — or as an easy, turnkey investment — this well-kept duplex offers multiple paths to ownership. The downstairs unit features a three-season porch/mudroom entry, two bedrooms, an open-concept living, dining area, and kitchen,

    Sarah Sheehan William Raveis Real Estate Vermont Properties

    818 Main St, Cavendish, VT 05153
  • /47

    $895,000

    • 3 Beds
    • 2 Baths
    • 3,291 Sq Ft

    265 Depot St, Proctorsville, VT 05153

    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

    Daire Gibney Barrett and Valley Associates Inc.

    265 Depot St, Proctorsville, VT 05153
  • /46

    $589,000

    • 4 Beds
    • 2 Baths
    • 2,528 Sq Ft

    164 Pine View Ln, Cavendish, VT 05142

    This beautiful, spacious country home is just four miles from Okemo Mountain. Privately sited on more than an acre, it’s perfect for primary or vacation living. Sleeps 12+, close to town but a world away. The open meadow is a safe place for dogs and everyone to play. Enjoy the 8ft deep x 40ft farmers porch, deck, patio and fire ring. The private setting includes only two other homes and two other

    Jason Saphire www.HomeZu.com

    164 Pine View Ln, Cavendish, VT 05142
  • /54

    $1,300,000

    • 5 Beds
    • 4 Baths
    • 2,893 Sq Ft

    2141 Twenty Mile Stream Rd, Proctorsville, VT 05153

    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

    McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

    2141 Twenty Mile Stream Rd, Proctorsville, VT 05153
  • /27

    $525,000

    $14K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,304 Sq Ft

    81 High St, Cavendish, VT 05142

    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

    Tyleen Murray Kelley Real Estate, Inc.

    81 High St, Cavendish, VT 05142
  • /16

    $189,000

    $40K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,214 Sq Ft

    2404 Tarbell Hill Rd, Cavendish, VT 05142

    This new to the market home is a must see for location alone: 15 minutes to Okemo gets you skiing all day, or hiking and camping in the state forests. With over 2200 square feet and 3-4 bedrooms, (town has 4 bedrooms, one is accessed by 2 other bedrooms or mudroom could be a bedroom for the count of 4) there is plenty of room for everyone. The living space on the first level is incredible with a

    Christine Lewis Brattleboro Area Realty

    2404 Tarbell Hill Rd, Cavendish, VT 05142

Why Live in Cavendish

Cavendish, Vermont, is a small township in southeast Vermont, encompassing the villages of Cavendish and Proctorsville. With a population of around 1,400, the area is known for its rural and wooded landscape, fostering a strong sense of stewardship towards the land. The community is enriched by an established arts culture, highlighted by the legacy of Nobel laureate Aleksander Solzhenitsyn, who resided here for 18 years. Home styles in Cavendish range from ranch-style, Craftsmen, and Victorian designs to unique stone homes in expanded Cape Cod styles. Condos are available in Proctorsville. The township features a mix of farmland and forest, with homes often accompanied by outbuildings and sizable acreage. Despite occasional significant flooding, the area maintains regulations for flood hazard zones. Cavendish has a significantly lower crime rate compared to the national average.

Outdoor attractions are abundant, with hiking, camping, and skiing opportunities. Trails weave through private lands, and Proctor Piper State Forest offers hunting, fishing, and snowmobiling. Nearby Mount Ascutney and Okemo Mountain Resort provide skiing options, while Green Mountain National Forest is about 35 miles away. Cavendish Town Elementary School in Proctorsville is highly rated, serving kindergarten through sixth grade. The Cavendish Community Fund and Hall Art Foundation host events, including concerts, theater productions, and artist talks. Proctorsville features dining options like Murdock’s on the Green and Castle Hill Restaurant, along with Singleton’s General Store for essentials. State highways and proximity to Interstate 91, Amtrak, and Burlington International Airport ensure connectivity.

Single Family Home Price Trends

Median Home Price
$330,000
Median 3-Bedroom Home Price
$376,030
Median 4-Bedroom Home Price
$495,000
Median 5-Bedroom Home Price
$325,000
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