$140,000 $68 per sq.ft. Calais VT Home »


Price Change! Reduced by $80,000 down 57% on April 28th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2052  |  Acres: 1
Listed on Monday May 19, 2025
Description: Nestled in the heart of Vermont's picturesque countryside, Circa 1793. This serene property is a rare find--with peaceful surroundings and a true connection to nature. Your drive home along Max Gray Road in Calais, VT will astound you with sweeping mountain views. Step inside to find a warm and welcoming interior, with natural wood accents, abundant light, and thoughtful updates on the first floor. Whether you're looking for a year-round residence or a seasonal escape, this home offers versatile living space with cozy rooms and ample potential. Outside, enjoy the tranquility of your private 1 acre--ideal for gardening or simply soaking in the beauty. Located on a quiet country road, yet just 25 minutes from the vibrant village of Montpelier, VT or Hardwick, VT. This location offers both seclusion and convenience. AS-IS. Possible freeze damage. Seller and Agency have no knowledge of systems. Buyer to verify all data. Don't miss the opportunity to own a slice of Vermont paradise. See Listing Details & 35 images.

$328,000 $200 per sq.ft. Calais VT Home »

Waterfront on Pond Kingsbury Branch
4 Beds | 2 Baths |   Total Sq. Ft. 1644  |  Acres: 0.21
Listed on Thursday Oct 30, 2025
Description: Perched above the Kingsbury Branch in a village where neighbors still wave and the general store is your go-to for good coffee, this home has been loved, and it shows. The backyard dips gently to a peaceful pond (soon to be a lively stream once a nearby dam removal rewrites the landscape), making this a place that shifts with the seasons. Inside, smart updates blend comfort with efficiency: a heat pump with mini splits keeps things cozy year-round, a new heat pump water heater does the heavy lifting behind the scenes, and the roof? It's a 50-year composite beauty. That's peace of mind built right in. Whether you're sipping something hot while overlooking the water or popping down the street for a sandwich and conversation at the newly revived East Calais General Store, this home invites you to slow down, settle in, and savor the Vermont life. See Listing Details & 57 images.

$1,750,000 $438 per sq.ft. Calais VT Home »

Waterfront on Lake Sabin Pond
8 Beds | 5 Baths |   Total Sq. Ft. 4000  |  Acres: 36.3
Listed on Wednesday May 27, 2026
Description: There is a quiet moment just before the day begins, when soft light pours through the farmhouse windows from the sweeping fields and pastures to create a sense of endless space beyond. Set on 36 picturesque acres (26 acres in the "VT Current Use Program"), this beautifully renovated 1860s farmhouse (fondly called "Holden House"), believed to be part of one of Calais' original founding farmsteads dating back to the 1790s, offers a rare blend of history, character, and modern comfort. Most recently, the current owners spent months thoughtfully breathing new life into the property. They made extensive improvements, from removing and creating walls to improve flow and usability, refinishing floors, renovating bathrooms, reconfiguring the kitchen, adding custom cabinetry, installing a new wastewater system, and restoring the historic barn. With 8 bedrooms, 5 bathrooms, and a 3-bay garage, there is ample space to come together in expansive living areas or retreat to a quiet sunlit corner. At the heart of the home, the chef's kitchen is designed for both slow mornings and lively evenings. Throughout the home, a thoughtful blend of old and new creates a timeless yet welcoming aesthetic. Hand-painted murals, stenciled walls (by local artists), handcrafted furnishings and preserved historic details add warmth and soul to every space. Mature trees surround the property, offering shade in the summer and sunlight through the winter months, while many bedrooms capture sweeping views of the Vermont countryside. The large barn serves as a natural extension of the home's legacy, offering endless possibilities for entertaining, events, or continued use as a working farmstead. Located near local farms (Foster Farm, just next door), pristine lakes, Stowe Mountain Resort and Smugglers' Notch Resort (1 hour away), this is more than a home, it is a place where history and modern living come together, and where new memories are waiting to be made. Sold furnished and equipped. See Listing Details & 59 images.

$674,000 $172 per sq.ft. Castleton VT Home »

52 Ft. of Waterfront on Lake Bomoseen
6 Beds | 4 Baths |   Total Sq. Ft. 3912  |  Acres: 1.79
Listed on Thursday May 28, 2026
Description: This is the lakefront property you've been waiting for! Situated along the shores of beautiful Lake Bomoseen in Castleton, VT, this six-bedroom, 3.5-bathroom single-family home offers an incredible opportunity to own 52 amazing feet of lake frontage in one of Vermont's most scenic waterfront settings. Set on a 1.79 acre lot with a private dock and stunning lake and mountain views, the property delivers the ideal backdrop for unforgettable summers and peaceful year-round living. Whether you enjoy boating, swimming, fishing, kayaking, or simply relaxing by the water, the lifestyle opportunities here are endless. The home's exterior and waterfront setting truly shine, offering incredible potential to create the ultimate lake retreat. Inside, the home is a diamond in the rough and ready for your vision. Renovate and restore the existing space or start fresh with a new design that fully captures the beauty of this exceptional location. With breathtaking views of Lake Bomoseen and the surrounding mountains, the possibilities are endless. Properties with this kind of waterfront setting, private dock access, and scenic beauty are becoming increasingly hard to find. Bring your ideas and make this special lakefront property your own! See Listing Details & 55 images.

Under Contract Village of Proctorsville in Town of Cavendish VT Home for sale $225,000 $100 per sq.ft.

$225,000 $100 per sq.ft. Village of Proctorsville in Town of Cavendish VT Home »

6 Beds | 2 Baths |   Total Sq. Ft. 2254  |  Acres: 0.35
Listed on Monday May 25, 2026
Description: Character and Charm are the two things that best describe this antique village home. This prime location is walking distance to all of the great amenities Proctorsville has to offer. Including Singleton's Store Murdoch's On The Green and Outer Limits Brewery to name a few. This home has been well cared and loved for generations. Although move in ready, this home has it's quirks/character. Fully furnished to include a wood stove in the living room to keep you toasty on a cold winter day. The kitchen is fully equipped, you'll love the butcher block counters and wood cabinetry. Big bright sunny bedrooms, both downstairs and upstairs. There's huge opportunity as well, the upper floor can easily be converted into an apartment for added income. Or use the whole house for extended family and friends. The Cavendish Elementary School is just a short walk down the sidewalk making for a great home for a local family. Endless possibilities and opportunities come take a peek today. The house will be sold as is where is. See Listing Details & 60 images.

$325,000 $192 per sq.ft. Cavendish VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1696  |  Acres: 0.22
Listed on Friday Jan 30, 2026
Description: 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 Listing Details & 44 images.

$495,000 $215 per sq.ft. Village of Proctorsville in Town of Cavendish VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3356  |  Acres: 0.15
Listed on Friday May 22, 2026
Description: 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 Listing Details & 59 images.

$525,000 $228 per sq.ft. Cavendish VT Home »


Price Change! Reduced by $14,000 down 3% on May 3rd 2026
6 Beds | 2 Baths |   Total Sq. Ft. 2304  |  Acres: 0.37
Listed on Thursday May 1, 2025
Description: 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 Listing Details & 27 images.

New Listing! Village of Proctorsville in Town of Cavendish VT Home for sale $589,000 $277 per sq.ft.

$589,000 $277 per sq.ft. Village of Proctorsville in Town of Cavendish VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2528  |  Acres: 1.2
Listed on Thursday Jun 11, 2026
Description: 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 parcels that share the road. This well insulated home has vinyl siding, high quality windows, a propane Buderus boiler, and it's well insulated. You will love the open floor plan, hardwood floors, expansive windows, and gas fireplace. The newly updated kitchen has fantastic workspace and lots of cabinets, stainless appliances, granite countertops and movable island. The 1st floor bedroom is generous in size. The bath has the washer and dryer tucked away and includes a laundry chute! The 2nd floor has three large bedrooms, and a large bath featuring a stall shower and Jacuzzi jetted tub. All four bedrooms have large closets, and the primary has a lockable walk-in closet. The lower level is bone dry with several egress windows. The plumbing is roughed in to easily add another bathroom. There is ping pong, a futon and bunk beds set up. Other updates include the 10' wide stairs and railings to the porch, stone gardens ,a patio below the side deck for extra eating or a hot tub! The driveway is newly refreshed, a shed and back-up generator added. Attached & enclosed parking for 2 cars. See Listing Details & 46 images.

$629,000 $203 per sq.ft. Cavendish VT Home »


Price Change! Reduced by $95,000 down 15% on June 12th 2026
Waterfront on Pond _Unnamed
4 Beds | 3 Baths |   Total Sq. Ft. 3100  |  Acres: 44.9
Listed on Thursday May 8, 2025
Description: 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 Listing Details & 51 images.

$1,300,000 $681 per sq.ft. Cavendish VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1908  |  Acres: 172.26
Listed on Wednesday Apr 29, 2026
Description: 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 Listing Details & 60 images. Includes a Virtual Tour

Under Contract Chelsea VT Home for sale $315,000 $136 per sq.ft.

$315,000 $136 per sq.ft. Chelsea VT Home »

Waterfront on River First Branch White River
4 Beds | 1 Baths |   Total Sq. Ft. 2322  |  Acres: 1.03
Listed on Tuesday Feb 10, 2026
Description: Step into timeless New England charm with this beautifully maintained farmhouse, perfectly set in the heart of a quaint small town. Rich wide pine floors and classic details create a warm, welcoming feel. The home offers 4 nicely sized bedrooms, one conveniently located on the main floor across from the full bathroom. Upstairs you'll find the primary and two additional bedrooms. Each with ample walk in closet space. A dedicated office--ideal for remote work or creative pursuits sits just off the large dining room and kitchen. Step out onto the covered front porch to enjoy a morning cup of coffee or a cozy afternoon read. Lovingly cared for over the years, this home blends historic character with move in ready comfort. Outside, you'll find a one-car garage, versatile attached workshop space, and a level riverfront lawn that invites relaxing afternoons by the water. Established garden areas provide the perfect setting for those with a green thumb or dreams of farm-to-table living. Your next chapter starts with this truly special property! See Listing Details & 54 images.

$349,000 $163 per sq.ft. Chelsea VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2142  |  Acres: 0.6
Listed on Monday Jun 1, 2026
Description: Rich in character and timeless appeal, this classic home offers the perfect blend of historic charm, flexible living space, and modern convenience. Situated on a level 0.60-acre in-town lot, the property provides a spacious setting with easy access to local amenities, schools, and community services. A welcoming covered front porch invites you inside, where you'll find bright, comfortable living spaces filled with natural light and classic architectural charm. The home's thoughtful layout offers inviting gathering areas, including a spacious living room and dining area ideal for everyday living and entertaining. The flexible floor plan includes three bedrooms on the second level, along with a main-level bedroom and full bath. A thoughtfully designed first-floor addition features a spacious bonus room and handicap-accessible ¾ bath, offering excellent options for guests, multi-generational living, or convenient single-level living. A lovely rear deck extends the living space outdoors and offers the perfect spot for morning coffee, summer cookouts, or relaxing while overlooking the backyard. Adding to the property's appeal is an impressive three-bay garage with an attached workshop, offering abundant space for vehicles, equipment, hobbies, storage, or projects. Whether you're a craftsman, collector, or simply need extra room to spread out, this versatile space is sure to impress. A true piece of American architectural history, this home was originally built as a Sears Roebuck kit home known as "The Kilbourne." Celebrated for their quality craftsmanship and innovative design, Sears homes remain highly sought after today. Distinctive architectural features--including dormer windows, built-in cabinetry, wide overhangs, and classic bungalow detailing--enhance the home's character while providing lasting curb appeal. Rich in charm and full of potential, this property offers the perfect opportunity to enjoy historic style with modern possibilities. See Listing Details & 43 images.

$325,000 $98 per sq.ft. Chester VT Home »


Price Change! Reduced by $24,000 down 7% on June 14th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3332  |  Acres: 2
Listed on Friday May 8, 2026
Description: Some properties just radiate a certain warmth, charm and magic and this home is definitely one of them. Imagine sitting on the front porch and listening the soft rustle of the willow tree leaves and the babbling brook trickling by, then you step inside and feel that you have walked into a home that was truly loved. The large kitchen offers nice upgrades including tile floor, granite countertops and appliances. The main level offers a bedroom, dining room, office space and living room. All of the windows have been replaced (except in the attic), updated electric panel, insulation done by Efficiency VT, new stoves in the barn room and living room (see MLS docs for the complete list). This property is perfect for anyone looking for a TRUE Vermont home with loads of potential. Great natural light, large bedrooms, hardwood floors and attached garage. One of the features I personally love is the screened stone patio (barn room) off the back of the house. The rustic beams and barn boards with wood stove is a wonderful space to relax and entertain. Above is unfinished space ready for your ideas, work out space? yoga studio? game room? There are pretty perennials and gardens surrounding the home. The back yard is private with attached shed space and back deck. Chester is a wonderful community and this home is perfectly situated for easy access to I91, Grafton, ski resorts, shopping and walking to the village green. The sellers have loved owning this home and have created many many memories here. Don't miss your chance to be the next stewards of this truly special property. See Listing Details & 41 images.

$399,000 $186 per sq.ft. Chester VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2148  |  Acres: 1.5
Listed on Tuesday Jan 6, 2026
Description: This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of living space 4 bedrooms, 2.5 bathrooms. It sits on the banks of the Williams River on a dead end street and treed backyard area. First floor consists of a large kitchen and livng room and a half bath. The second floor has a beautiful sized primary bedroom with ensuite bathroom. There are also 3 bedrooms and a 3/4 hallway bathroom. See Listing Details & 37 images.

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