Cavendish Vermont MLS Listings Homes For Sale

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CAVENDISH VT Home for sale $$229,000 | $103 per sq.ft.

$229,000 | $103 per sq.ft. CAVENDISH VT HOME FOR SALE

2404 Tarbell Hill Road 4 Beds | 2 Baths |   Total Sq. Ft. 2214  |  Acres: 2

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 17 foot living room and eat in kitchen of 20 feet. Get away in the family room and cozy up to the propane stove, or retire in the 23' main bedroom. At this price you will want to do some upgrades, but will appreciate the transformation. The 2 acres has a lovely open meadow back yard and some woods to poke about in. You will enjoy the nature and this quiet location. Worth a look for this great price! See MLS Property & Listing Details & 16 images.


VILLAGE OF PROCTORSVILLE IN TOWN OF CAVENDISH VT Home for sale $$289,000 | $235 per sq.ft.

$289,000 | $235 per sq.ft. VILLAGE OF PROCTORSVILLE IN TOWN OF CAVENDISH VT HOME FOR SALE
Price Change! reduced by $10,000 down 3% on August 21st 2025

842 Main Street 3 Beds | 2 Baths |   Total Sq. Ft. 1232  |  Acres: 0.26

This property must be seen in person to be appreciated. Very clean and move-in ready Vermont 3-bedroom, 2-bath home just minutes from Okemo Mountain Resort in Proctorsville Village. Ideal as a low-maintenance vacation retreat or full-time residence, this well-kept home on .26± acres features a new roof and combines comfort and convenience in one of the most desirable areas of the Okemo Valley. Enjoy a spacious living room and bright eat-in kitchen with breakfast nook, and a wonderful enclosed breezeway--the perfect spot to relax or entertain in 3 seasons. The living room offers generous space with picture windows creating plenty of light. The second floor spacious, primary bedroom is equipped with many outlets for charging devices. Two additional bedrooms and a 3/4 bath complete the second floor. House re-built in 70's. The two-car attached garage provides workshop and storage space off the paved driveway. A very neat, clean and dry basement with up newer oil tank, Thermopride furnace and bulkhead doors that open to the breezeway. Enjoy mountain views and a deep yard with space for gardening and winter fun tubing or sledding. Walk to Proctorsville Village for local dining, Singleton's General Store, or the elementary school. Whether you're hitting the slopes at Okemo, golfing at Fox Run Golf Course, or simply enjoying Vermont's four-season beauty, this is rare opportunity to own an affordable home in one of Southern Vermont's most popular destinations. Motivated sellers encouraging offers. See MLS Property & Listing Details & 34 images. Includes a Virtual Tour


CAVENDISH VT Home for sale $$325,000 | $192 per sq.ft.

$325,000 | $192 per sq.ft. CAVENDISH VT HOME FOR SALE

818 Main Street 4 Beds | 2 Baths |   Total Sq. Ft. 1696  |  Acres: 0.22

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, a full bath, and a dedicated laundry/storage room. It comes partially furnished and currently has a lease in place, providing immediate income. Upstairs, the second unit offers two bedrooms, a comfortable open living and dining room or home office, an eat-in kitchen, a full bath, a large three-seasons porch, and a private deck overlooking open meadow views. The upper unit is vacant and ready for personal use or rental. The location is unbeatable -- walk to shops, dining, and village amenities in Proctorsville, and enjoy being less than 10 minutes to Okemo Mountain. A rare opportunity to combine lifestyle and investment in one property. Visit the Okemo real estate community today. Taxes are based on the town assessment. See MLS Property & Listing Details & 42 images.


CAVENDISH VT Home for sale $$349,000 | $233 per sq.ft.

$349,000 | $233 per sq.ft. CAVENDISH VT HOME FOR SALE
Price Change! reduced by $30,000 down 9% on June 24th 2025

130 Pleasant Street 3 Beds | 2 Baths |   Total Sq. Ft. 1496  |  Acres: 0.16

This home has served as a primary residence and also as an income-producing rental. While the upper level of this home has three bedrooms, the walk-out lower level of the home has such potential as well. It is currently partially finished and is being used as a family room and for storage. The large deck on the end of the house is perfect for taking in some fresh Vermont air or grilling for friends and family. Perhaps this is the reasonably-priced property not needing a lot of work that you have been waiting for? Become part of the Cavendish Community and have access to many ski mountains including Okemo. (This property has tenants with an annual lease from 9/1/2025 to 8/31/2026. Lease must be honored. Details available for interested buyers. There will be an easement from High Street to the back of the property to access the garage and back of the house, but the parking for this property is the driveway above the house on Pleasant Street.) See MLS Property & Listing Details & 19 images.


CAVENDISH VT Home for sale $$390,000 | $197 per sq.ft.

$390,000 | $197 per sq.ft. CAVENDISH VT HOME FOR SALE
Price Change! reduced by $25,000 down 6% on March 16th 2026

198 Depot Street 5 Beds | 3 Baths |   Total Sq. Ft. 1976  |  Acres: 0.4

Welcome to this charming home nestled in a small neighborhood along the scenic Black River in Cavendish, Vermont. This inviting property combines classic Vermont character with versatile living spaces, all within walking distance of the town green, shops, restaurants, and more. Step inside through the mudroom. The kitchen offers a warm, welcoming space with a sunny dining area perfect for morning coffee or casual meals. A formal dining room provides space for larger gatherings, while the living room, bathed in morning light, creates a cozy setting to relax and unwind. A first-floor bedroom adds convenience and flexibility for guests or main-level living. Upstairs, you'll find three additional bedrooms and a full bathroom, providing plenty of room for family or friends. The property also includes an attached two-car garage and a studio apartment -- ideal for guests, rental income, or a private home office. The studio features a full kitchen and dining area, a full bathroom, and a comfortable sleeping space. Enjoy life along the river with easy access to outdoor recreation, and the charm of a small Vermont village right outside your door. This Cavendish home is a wonderful opportunity to experience the best of Vermont living -- convenient, comfortable, and full of character. Visit the Okemo real estate community today. Taxes are based on current town assessment. See MLS Property & Listing Details & 58 images.


Under Contract CAVENDISH VT Home for sale $$450,000 | $286 per sq.ft.

$450,000 | $286 per sq.ft. CAVENDISH VT HOME FOR SALE
Price Change! reduced by $25,000 down 6% on February 13th 2026

55 Trickle Brook Drive 3 Beds | 2 Baths |   Total Sq. Ft. 1572  |  Acres: 0.4

Welcome to 55 Trickle Brook Drive, a charming and well-designed home offering three bedrooms and two full bathrooms, being sold fully furnished, and ideally located just about 10 minutes from Okemo Mountain and close to the Proctor-Piper State Forest. This inviting property blends comfort, functionality, and year-round recreation, with nearby access to hiking, mountain biking, and snowmobiling trails. Enter through a spacious mudroom with ample room for storing your outdoor gear. The main level features an open kitchen, living, and dining area with vaulted ceilings, wood floors, and a propane fireplace that creates a cozy gathering space. The primary bedroom with an en-suite bath is also located on this level for convenient single-floor living. The lower level provides a generous secondary living area, along with laundry, a full bath, and two additional bedrooms ideal for guests, family, or flexible use. Step outside to a large deck tucked away for privacy, complete with a hot tub perfect for relaxing after a day on the mountain or trails. Additional outdoor living spaces include a covered deck off the main living area and a covered porch off the lower-level living space, offering multiple options for entertaining or unwinding outdoors. Whether you're looking for a full-time residence or a Vermont getaway, this home offers comfort, versatility, and an excellent location. Visit the Okemo real estate community today. Taxes are based on the current town assessment. See MLS Property & Listing Details & 52 images.


CAVENDISH VT Home for sale $$539,000 | $234 per sq.ft.

$539,000 | $234 per sq.ft. CAVENDISH VT HOME FOR SALE

81 High Street 6 Beds | 2 Baths |   Total Sq. Ft. 2304  |  Acres: 0.37

Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the stairway, this home could be opened back up into a large single-family home. The attached barn adds some great space for fun and potential or just storage. It makes this home a true Vermont property. Both units are currently rented bringing in good income from great tenants who would like to stay. Be part of the Cavendish community just minutes from Okemo, the lakes, and an easy drive to I-91. See MLS Property & Listing Details & 27 images.


CAVENDISH VT Home for sale $$649,000 | $209 per sq.ft.

$649,000 | $209 per sq.ft. CAVENDISH VT HOME FOR SALE
Price Change! reduced by $75,000 down 12% on March 29th 2026

35 Stevens Road 4 Beds | 3 Baths |   Total Sq. Ft. 3100  |  Acres: 44.9

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.


CAVENDISH VT Home for sale $$699,000 | $94 per sq.ft.

$699,000 | $94 per sq.ft. CAVENDISH VT HOME FOR SALE

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 & 57 images.


CAVENDISH VT Home for sale $$795,000 | $374 per sq.ft.

$795,000 | $374 per sq.ft. CAVENDISH VT HOME FOR SALE

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.