$749,900 $259 per sq.ft. Castleton VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2890  |  Acres: 0.9
Listed on Tuesday Nov 25, 2025
Description: Discover this charming 3-bedroom, 3-bathroom home overlooking beautiful Lake Bomoseen, complete with deeded lake access, two docks, and a deck with space for a grill--perfect for waterfront dining and relaxation. Enjoy summer boating and winter recreation, including ice skating, ice fishing, cross-country skiing, and snowshoeing right on the lake. The remodeled kitchen opens to a bright dining area, which flows into a sunken living room featuring a cozy wood-burning stove for chilly evenings. The first floor also includes an office, a ¾ bath, and a convenient laundry area. Upstairs, you'll find three bedrooms, including a primary suite with stunning lake views and direct access to the full bathroom, which is shared with the additional two bedrooms. A spacious bonus room with its own full bathroom completes the second floor--ideal for a playroom, guest suite, hobby room, or flexible living space. Outside, enjoy a large deck perfect for entertaining, a relaxing hot tub, a generous yard, and a peaceful, private setting. A 3-bay garage provides ample room for parking, storage, and all your recreational toys. Since 2020, the owners have completed numerous updates, including a fully remodeled kitchen, new garage doors, a new roof with skylights, fresh exterior paint, and many additional cosmetic improvements throughout. See Listing Details & 52 images.

Under Contract Castleton VT Home for sale $949,000 $316 per sq.ft.

$949,000 $316 per sq.ft. Castleton VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3003  |  Acres: 34.06
Listed on Tuesday Feb 10, 2026
Description: GENTLEMAN'S FARM on 34 breathtaking acres featuring a producing vineyard, five classic barns including a 97' x 25' equipment barn, a serene pond, and land bordering a babbling brook. A gated entrance welcomes you to rolling hills, maple trees, stone walls, and sweeping countryside views. The original 1880 farmhouse has been thoughtfully renovated and expanded with a substantial 2005 addition, blending historic charm with modern comfort. An open floor plan with exposed wooden beams creates warmth and character. The gourmet kitchen offers granite counters and upscale appliances, flowing into inviting living spaces. A screened porch overlooks the in-ground pool and changing shed, ideal for summer gatherings. Darling mud room and coat closet, and three quarter bath complete the first floor. The addition introduced four second-floor bedrooms, including a primary suite with a private deck, walk in closet, and a spacious bath. Three additional bedrooms, a full family bath, and second-floor laundry add convenience. The lower level provides flexible space for a workout or media room. Upgraded 200-amp service, radiant and baseboard heat, and several heat pumps ensure year-round comfort. Heated two-car garage. Minutes to one of Vermont's largest freshwater lakes, Rutland shopping, farmers markets, Killington Ski Area, and Amtrak service to NYC via Castleton. This property offers the rare combination of privacy, productivity, recreation, and accessibility. An ideal Vermont retreat or full-time residence with room to grow, gather, and create memories. The impressive collection of barns provides exceptional versatility for equestrian pursuits, hobby farming, storage, or creative studio space. The vineyard adds both beauty and agricultural potential, enhancing the estate's character and charm. Enjoy peaceful mornings overlooking the acreage and evenings gathered by the pool or strolling along the brook. LIVE VERMONT! See Listing Details & 35 images. Includes a Virtual Tour

$649,000 $209 per sq.ft. Cavendish VT Home »


Price Change! Reduced by $75,000 down 12% on March 29th 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.

$650,000 $195 per sq.ft. Cavendish VT Home »

Waterfront on Pond _Unnamed
3 Beds | 4 Baths |   Total Sq. Ft. 3336  |  Acres: 13.4
Listed on Sunday Apr 12, 2026
Description: Beautiful Cape-style home set in picturesque Cavendish, Vermont, offering a seamless blend of modern design and Craftsman-quality finishes. This thoughtfully designed home features a striking dual fireplace and a unique dual-access kitchen with counters on both sides--ideal for entertaining. The kitchen is equipped with stainless steel appliances, including a gas stove, perfect for the home chef. Set on a property that borders a budding state forest, this home offers privacy and direct access to nature. Enjoy your own private pond, ideal for fishing, swimming, or simply relaxing in a serene setting. Whether you're looking for a full-time residence or the perfect Vermont getaway, this property delivers. Conveniently located in the heart of ski country, with easy access to Okemo Mountain and a short drive to scenic river views, this location is a dream for outdoor enthusiasts year-round. A rare opportunity to own a property that combines comfort, craftsmanship, and the best of Vermont living See Listing Details & 50 images. Includes a Virtual Tour

$699,000 $94 per sq.ft. Cavendish VT Home »

0 Beds | 3 Baths |   Total Sq. Ft. 7445  |  Acres: 3.7
Listed on Wednesday Feb 25, 2026
Description: 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 Listing Details & 57 images.

$795,000 $374 per sq.ft. Cavendish VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2128  |  Acres: 19.06
Listed on Monday Oct 27, 2025
Description: 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 Listing Details & 41 images.

Under Contract Chester VT Home for sale $529,000 $136 per sq.ft.

$529,000 $136 per sq.ft. Chester VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3880  |  Acres: 4.8
Listed on Friday Nov 7, 2025
Description: Built in 1803, this home has lived many lives and still stands with purpose. Set within one of Chester's historic districts, it sits naturally among period homes and the steady pace of village life. The lot is larger than what is typical in town, room for garden , 2 horse stalls and even a horse paddock near the river. It's a property that allows you to live outwardly--work the land, keep animals, or simply enjoy open, private space. Inside, the home is warm and inviting, with a layout that supports both daily living and gathering. The large living room, anchored by two fireplaces, is a natural place to slow down. A formal dining room is ideal for hosting, and a generous room off the kitchen easily accommodates larger meals and celebrations. Original wood floors, exposed beams, and durable early craftsmanship add character throughout. A separate rental unit, currently occupied, provides steady income or flexible use for guests, family, or workspace. The barn offers storage, workshop potential, or agricultural use, expanding what the property can support. Chester's shops and everyday conveniences are close by, and skiing, rivers, and trails are within easy reach. Okemo is just minutes away, with Stratton, Magic, and Bromley all within a short drive of 20-30 minutes. Several AT access point within similar distance. The Okemo Valley is on your doorstep, and it's magical! This is a historic home ready for its next chapter--solid, adaptable, and full of possibility. Come See Today!! See Listing Details & 37 images.

$595,000 $201 per sq.ft. Chester VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2966  |  Acres: 3.08
Listed on Monday Apr 20, 2026
Description: Tucked away at the end of a quiet lane on three scenic acres, this well-maintained home offers a rare blend of privacy, versatility, and proximity to town. Set against the backdrop of the Williams River, the property delivers a peaceful setting with year-round interest: mature apple trees, open lawn, and seasonal views best enjoyed from the expansive back deck. Inside, over 2,500 square feet of living space is designed to adapt to a variety of needs. The vaulted-ceiling living area is filled with natural light from custom windows and anchored by a wood-burning stove, creating a warm and inviting central gathering space. Sliding doors connect seamlessly to the outdoors, making indoor-outdoor living effortless. The spacious kitchen features a generous pantry and flexible dining area with picturesque views of the property. The main level also includes a mudroom entry, laundry, a bedroom, and a three-quarter bath, ideal for single-level living, guest space, or a private office setup. Upstairs, additional bedrooms and a full bath provide comfortable separation of space, including a large primary bedroom. The finished lower level expands the home's functionality with a rec or media room, ample storage, and a walkout room well-suited for a workspace, studio, or fitness area. A two-car garage with breezeway access adds convenience, while the partially finished upper level offers even more potential for creative or practical use. A unique opportunity to enjoy a tranquil setting with flexible spaces to live, work, and unwind, just minutes from the heart of Chester. See Listing Details & 53 images.

$649,000 $294 per sq.ft. Chester VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2205  |  Acres: 1.71
Listed on Thursday Jan 15, 2026
Description: Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views and sunsets. Indoors you'll find a tidy mudroom entry with space for all your year round gear. Tiled heated floors lead you to the kitchen featuring newer stainless steel appliances. Vaulted ceilings draw you towards the open dining/living room where you'll be bathed in end of the day sunlight. A bedroom and 3/4 bath round out the main floor. Upstairs you'll find two large bedrooms and a full bath. All good homes should have a family room and this doesn't disappoint. The lower walk out had a cozy spot with a large sectional to watch movies and is perfect for "hanging out" with friends. There is a work out area and a bonus room located on the lower level. This is definitely more than a ski home as there is plenty of outside living space. There is a shady front porch with begs for a rocking chair and a good book. Sun seekers will enjoy the rear deck which faces west and gets plenty of sunshine. Perennial gardens abound and offer color and character all summer long. There is a garage barn that can be used in a myriad of ways... park a car, use the workshop, store your toys... There is also an upstairs mostly finished room that can be your blank canvas. Visit the Okemo real estate community today. Taxes are based on current town assessment. See Listing Details & 60 images.

$625,000 $374 per sq.ft. Clarendon VT Home »


Price Change! Reduced by $74,000 down 12% on April 30th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 1672  |  Acres: 17
Listed on Tuesday Nov 11, 2025
Description: Location, Location, Location! Nestled on 17 picturesque acres, this 3-bedroom, 2.5-bathroom Cape offers the quintessential Vermont lifestyle. Enjoy sweeping views, a tranquil pond once stocked with trout, and a variety of fruit trees to include apple, pear, and peach trees, along with blueberry bushes -- your own private slice of paradise. The property features two outbuildings, including one ideal for a studio, workshop, or storage space (with additional lower-level storage for equipment or recreational toys). A barn with hayloft and stalls below provides the perfect setup for farm animals or hobby farming. Inside, the first floor offers a spacious eat-in kitchen, a half bath with laundry, and a warm, inviting living room with a wood stove for cozy winter nights. Step through sliding glass doors to a large deck overlooking your land -- perfect for entertaining or quiet mornings with coffee. The first-floor primary suite includes a full bath and walk-in closet for added convenience. Upstairs, you'll find two generous bedrooms and another full bath. The walk-out basement is ready to be finished, with a roughed-in bathroom already in place -- perfect for expanding your living space. A 2-car garage completes the package. Located just 30 minutes from Okemo Ski Resort and 40 minutes from Killington, this property offers the perfect blend of country serenity and easy access to Vermont's best recreation. See Listing Details & 46 images.

$650,000 $258 per sq.ft. Clarendon VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2520  |  Acres: 9
Listed on Friday Feb 27, 2026
Description: **Welcome Home to Vermont Living at Its Finest** Perched in the rolling hills of North Clarendon, this charming 2-bedroom, 2.3 bathroom home delivers a unique blend of rich character and modern comfort that's hard to find. Built with steel beam construction, this property was made to stand the test of time -- and Vermont winters. Step inside to discover radiant flooring that keeps your toes warm while the snow piles up outside. The first floor features unique office spaces, perfect for remote professionals who've traded the cubicle for countryside views. The well-appointed kitchen serves as the heart of the home with top of the line cupboards and stainless steel appliances. An open floor plan to the main living room, dining area and a flex room enhanced by a wood burning fireplace overlooking long-range views from either inside or step out on the huge deck for easy bbq's. The primary bedroom has its own bath and the second bedroom and full bath right next door. A full basement houses the utilities with some framing already started to add more rooms below grade. Outside, the generous lot provides room to breathe, garden, or simply watch the seasons paint the landscape in every color imaginable. A spacious three-car garage accommodates vehicles, toys, and all the gear that Vermont living demands with 17' ceilings. And then there's the huge barn -- a diamond in the rough awaiting your vision. Possilbly with a lot of tender loving care, it could become a workshop studio, or the most impressive storage solution in the county. The neighborhood places you minutes from Mill River Union High School, convenient shopping at Green Mountain Shopping Plaza, and easy access via Route 4 Bypass. Adventure seekers will love the proximity to both Killington Ski Area and Okemo Mountain Resort. This is more than a house -- it's a lifestyle. Schedule your private showing today and see what Vermont dreams are made of. See Listing Details & 52 images.

$895,000 $336 per sq.ft. Clarendon VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2660  |  Acres: 10.75
Listed on Wednesday Mar 25, 2026
Description: Welcome to Elm Hill, a fine residence situated atop a knoll to capture the mountain views and Vermont's natural beauty. Thoughtfully designed for both comfortable everyday living and effortless entertaining, this well-built and attractive home offers a flexible floor plan suited to a variety of lifestyles. Many of the home's thoughtful features make everyday living effortless, including an open-concept layout, a separate home office ideal for today's work-from-home lifestyle, and abundant closet and storage options throughout. A convenient mudroom entry, oversized three-car garage, and a highly usable basement further enhance functionality, offering excellent storage and potential for future expansion. Over the years, the property has been carefully updated and maintained, reflecting true pride of ownership. Highlights include a newly renovated bathroom with high-quality finishes, newer mechanical systems, and roof, and the recent addition of energy-efficient heat pumps providing year-round heating and cooling. A fully screened porch stretches across the front of the home, offering the perfect place to relax and unwind while extending your living space during the warmer months. Completing the property is a charming, professionally designed and built 273 sq ft guest house--ideal for visitors, extended family, or additional income potential. Set on over 10 acres, the property features a partially fenced yard, established perennials, natural landscaping, open field, a gentle stream, and a wooded lot--creating a perfect blend of beauty, privacy, and usable outdoor space. Located in Clarendon, this property offers the perfect blend of peaceful country living with convenient access to nearby amenities. Just a short drive to Rutland, with its shopping, dining, services, a regional airport, and an Amtrak station for easy travel. Outdoor enthusiasts will love the close proximity to skiing, hiking trails, and scenic cycling routes that showcase Vermont's beauty in every season. See Listing Details & 60 images. Includes a Virtual Tour

$990,000 $230 per sq.ft. Clarendon VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4300  |  Acres: 1.78
Listed on Monday Feb 23, 2026
Description: Welcome to your own private sanctuary nestled in a small, peaceful community with spectacular mountain views in every season. This fully renovated home blends comfort, craftsmanship, and thoughtful design throughout. Step inside to discover a bright and airy living space featuring beautiful hardwood and softwood flooring, radiant heat for year-round comfort, and central air conditioning for those warm summer days. The upper level landing showcases a soaring vaulted ceiling with architectural beams and a stunning arched window that floods the space with natural light. A great space to nap, read, relax or just take in the view that captures the essence of Vermont living. This level includes a expansive master bedroom with a spacious en suite with a jetted soaking tub, and walk-in closet and a wonderful balcony overlooking the spectacular views. The home has been extensively updated, including a completely renovated walkout basement that was just finished. This expansive lower level offers flexible living space ideal for a family room, guest suite, home office, or recreation area and has direct access to the wonderful enclosed backyard, creating a seamless indoor-outdoor flow. The bathrooms have been tastefully updated with modern finishes, including new vanities and tiled flooring, offering both functionality and style. The detached multi-bay garage provides abundant storage for vehicles, outdoor gear, or workshop space. The large space above the garage is ready for your own touches and could add "man-cave" kids area or just more usable space. The elevated setting offers sweeping mountain views and privacy rarely found, while still being part of a welcoming, small neighborhood setting. Whether you're enjoying morning coffee while watching the mountains glow, entertaining guests in the newly finished lower level, or relaxing in the peaceful backyard, this home delivers the perfect balance of privacy, comfort, and scenery. Welcome Home! See Listing Details & 60 images. Includes a Virtual Tour

$650,000 $430 per sq.ft. Corinth VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1512  |  Acres: 135
Listed on Wednesday Nov 13, 2024
Description: Here is your opportunity to own a piece of Vermont and live the Vermont Lifestyle you've always wanted. Bring your plans and ideas to restore this home to your needs while embracing the peace and tranquility this single family residence on 135 acres has to offer. This parcel offers open and wooded acreage with some wetlands across the road. With this much acreage its a perfect chance to establish your own trail system, become the gardener you always wanted to be or just be at peace with nature and all it has to offer. Relax on the porch enjoying the wildlife, the distant mountain views or unwinding with a good book. What a great way to experience Vermont's beauty. Currently this property is not in the current use program. Being sold "as is" "where is". All measurements are approximate. See Listing Details & 26 images.

$595,000 $266 per sq.ft. Cornwall VT Home »


Price Change! Reduced by $30,000 down 5% on April 19th 2026
5 Beds | 2 Baths |   Total Sq. Ft. 2236  |  Acres: 7.2
Listed on Tuesday Nov 11, 2025
Description: This location does not come along often! Sited on the east side of Cider Mill road looking towards Middlebury College and the Green Mountains, and just 2.5 miles to downtown. Over 7 acres of land has been opened up to share the incredible eastern views. There is an old farmhouse on this land that is not currently livable. It would require a complete transformation or a new owner could start fresh! The house will not be financeable as a residence. To complete the classic Vermont setting, a barn sits further back on the property adding to the possibilities. Plenty of open land for gardens, animals or additional structures. Whether you renovate the existing home or use this site to create something new, this location holds a lot of potential! See Listing Details & 13 images.

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