$549,000 $229 per sq.ft. Williamstown VT Home »


Price Change! Reduced by $76,000 down 14% on June 8th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2520  |  Acres: 8.3
Listed on Wednesday Apr 15, 2026
Description: Thoughtfully designed and impeccably maintained, this custom-built farmhouse offers the perfect blend of comfort, quality, and relaxed Vermont country living. From the moment you arrive, the inviting covered front porch sets the tone for quiet mornings, evening sunsets, and easy entertaining. Inside, the home features a bright, open layout filled with natural light, warm wood floors, cathedral ceilings, and beautifully crafted natural woodwork. The kitchen flows seamlessly into the main living area, creating a space that feels both comfortable and refined. Wide hallways, first-floor laundry, and a spacious primary suite on the main level support true single-level living and everyday convenience. Designed with ease in mind, the home offers true single-level living with the added flexibility of guest or extended-stay space above the garage. A major bonus is the apartment above the garage, ideal as an income-producing accessory apartment, private guest suite, home office, or in-law apartment. A whole-house generator provides added peace of mind year-round. Set on over 8 acres with land on both sides of the road, the property protects its own views and sense of privacy into the future. Enjoy rolling fields, peaceful surroundings, and a setting that feels worlds away while remaining convenient to Barre, Montpelier, shopping, and I-89. A rare opportunity to enjoy quality construction, flexibility, privacy, and a Vermont lifestyle that's becoming harder to find. See Listing Details & 40 images.

New Listing! Wilmington VT Home for sale $265,000 $325 per sq.ft.

$265,000 $325 per sq.ft. Wilmington VT Home »

Waterfront on Lake Raponda
4 Beds | 2 Baths |   Total Sq. Ft. 1216  |  Acres: 0.26
Listed on Friday Jun 12, 2026
Description: Split Level on the Hill! This modest home retains its vintage character and has a lot of features in a compact space. 3+ bedrooms, 2 baths, open concept living, dining and kitchen, stacked laundry in the mudroom foyer, a deck off the living room, a wood stove, and two propane wall unit heaters. A babbling brook outside makes for a tranquil getaway setting. Priced to sell. There may be an opportunity to expand the lot by purchasing additional land from the CHOA. Enjoy all the amenities Chimney Hill offers including seasonal ice skating, tennis and pickleball, year-round swimming, multiple use trail system situated on CHOA's 1,200 Acre Resort Campus with 550 Acres owned in common by members, stocked fishing pond, playground, clubhouse, hiking, biking, snowmobiling in designated areas, and so much more! Plus, the Resort is minutes from world class skiing and shredding at the private Hermitage Club or Vail's Mt Snow, artists, crafts, breweries, distilleries, boating, golf, links, lakes, paddleboarding, mountain biking, music, theater, antiques, fine dining, flea markets and so much more! See Listing Details & 60 images.

Under Contract Wilmington VT Home for sale $349,000 $233 per sq.ft.

$349,000 $233 per sq.ft. Wilmington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1500  |  Acres: 2
Listed on Friday May 15, 2026
Description: Tucked away on two private acres in a peaceful wooded setting, this four bedroom two bath chalet offers the perfect balance of seclusion and convenience. The lower level welcomes you with a practical mudroom/laundry area, three comfortable bedrooms, and a full bath. Upstairs, the main living space features vaulted ceilings, a striking wall of windows, and a cozy wood-burning fireplace that creates a warm, inviting atmosphere. The open dining area flows into a fully equipped kitchen with new stainless steel appliances, making it perfect for entertaining. This level also includes a spacious fourth bedroom and a full bath. Step outside to enjoy the beautiful wraparound front deck with built-in bench seating--perfect for relaxing or gathering with friends--while the carport below adds convenience and protection from the elements. Additional home upgrades include new lighting fixtures and dimmer switches, updated blinds throughout, kitchen faucet set and cabinet handles, main living space programmable thermostat, sliding door screens and locksets, and bathroom vanities, cabinets and fixtures. Located just around the corner from Lake Raponda's public beach and only minutes to Mount Snow for year-round recreation. Only a short drive to the shops and restaurants of downtown Wilmington, and Brattleboro is 20 minutes away. Whether you're seeking a full-time residence or a weekend retreat, this property captures the best of Vermont lake and mountain living. See Listing Details & 24 images.

Under Contract Wilmington VT Home for sale $379,000 $395 per sq.ft.

$379,000 $395 per sq.ft. Wilmington VT Home »

6 Beds | 2 Baths |   Total Sq. Ft. 1920  |  Acres: 0.72
Listed on Thursday Jun 26, 2025
Description: Conveniently located on Route 100 between Wilmington Village and Mount Snow. Two separate 3 bedroom, totally renovated, units. This would be a wonderful multi-generational home, two family purchase, use one unit - rent one unit. Wheeler Farm view of pasture and mountain ranges. Exterior garden shed. Plenty of parking, an amazing view and waiting for you! See Listing Details & 43 images.

$399,000 $375 per sq.ft. Wilmington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2128  |  Acres: 0.49
Listed on Wednesday Apr 15, 2026
Description: Thoughtfully maintained 4-bedroom, 2-bath Chimney Hill chalet offering a warm, inviting feel with natural wood finishes, open-concept design, woodstove and features that capture the essence of Vermont living. The main living areas are bright, comfortable and welcoming, with easy flow to a deck overlooking surrounding mountain ridgelines--an ideal setting for both quiet mornings and relaxed entertaining. The home is designed for comfort and ease, featuring an oversized mudroom entry, full laundry area, and a layout that accommodates both everyday living and extended stays, of extended groups! A lower-level family room and additional overflow sleeping space provide flexibility for hosting and creating room for everyone without sacrificing privacy. Outdoor features include a fire pit area, large storage shed for recreational gear, and ample parking for vehicles, boats, or snowmobiles--making it easy to enjoy everything the area has to offer in every season. Located within the desirable Chimney Hill community, owners enjoy access to a wide range of amenities including indoor and outdoor pools, hot tub, fitness center, tennis and basketball courts, ice skating rink, stocked fishing pond, picnic areas, and direct access to multiple trailheads. Just minutes to Mount Snow Resort and Hermitage Club, as well as nearby golf and Lake Whitingham with a marina and boat rentals. This property offers a well-rounded four-season lifestyle. Boating, skiing, golfing, hiking, shopping, dining, snowmobiling or just deep relaxation and escape are all within reach from your new home base in the Vermont mountains. See Listing Details & 37 images.

$425,000 $351 per sq.ft. Wilmington VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2345  |  Acres: 2
Listed on Thursday May 21, 2026
Description: Welcome to this inviting 4-bedroom, 3-bathroom home nestled on a tranquil street, cherished by one family for nearly two decades. This residence exudes warmth and comfort, offering the perfect blend of functionality and charm. As you step through the covered front door, a cozy mudroom/entry area sets the tone for the welcoming atmosphere throughout the home. The spacious living room is ideal for gatherings or quiet evenings, while the functional kitchen and dining room combination provides a practical space for meals and entertaining. From the dining room sliding door, access the deck, perfect for al fresco dining or soaking up the sun while overlooking the expansive backyard. Behind Door Number 1, off the living room, discover two comfortable bedrooms and a full bath. Behind Door Number 2, a stairway leads to a full, finished basement, where a versatile recreation room can be customized to suit your needs, whether it be a home theater, game room, or additional living space. The basement also includes the fourth bedroom, a ¾ bath, a practical utility room, and a storage area, with the ease of a walk-out to the backyard from this level. Behind Door Number 3, adjacent to the kitchen/dining area, lies the primary bedroom with a full ensuite bathroom, offering a peaceful retreat for rest and relaxation. This home is not only perfect as a primary residence with easy access to schools, a thriving Main Street, and area activities, but also holds potential as a second home or investment property, just minutes to ski resorts, golf courses, and Harriman Reservoir for swimming and boating. Located within the Beaver Brook Association, residents benefit from comprehensive road maintenance, snow plowing, and sanding services. Don't miss the opportunity to make this beloved home your own, enjoying the serene setting and convenient amenities it has to offer. See Listing Details & 59 images. Includes a Virtual Tour

$435,000 $324 per sq.ft. Wilmington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 0.44
Listed on Friday Aug 29, 2025
Description: Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous multi-use trail system for biking, hiking, snowmobiling, 3 areas with tennis courts, seasonal pickleball and ice skating, year-round swimming at the Exclusive Members-Only Club House , indoor and outdoor in-ground pools, hot tub, fitness room, arcade room, small child playroom, community room, table tennis, basketball, fully-equipped kitchen for HOA members use, outdoor grill by the outdoor pool, along with a playground for young children, and members lounge. Plus, world class skiing and shredding just minutes away, golf, boating, fishing, paddleboarding, unique shops, fine dining, flea markets, festivals, music, and all the Deerfield Valley and Southern Vermont have to offer! Own this winter don't rent!!! See Listing Details & 50 images.

Under Contract Wilmington VT Home for sale $439,000 $314 per sq.ft.

$439,000 $314 per sq.ft. Wilmington VT Home »


Price Change! Reduced by $56,000 down 13% on May 13th 2026
Waterfront on Lake Raponda
4 Beds | 3 Baths |   Total Sq. Ft. 1900  |  Acres: 0.32
Listed on Wednesday Oct 1, 2025
Description: Time to start living the dream with your very own getaway in Chimney Hill! Little Bend Haven is a short walk to the Clubhouse, at the end of the road, with a wood burning fireplace, family room, open concept living, dining and kitchen, with deck, and three levels of living and sleeping spaces. Main level has a mudroom for gear, bedroom and full bath, kitchen/dining, deck with a babbling brook below, and living room with wood-burning fireplace for taking the chill off. Second level has two bedrooms and a half bath. Lower level has a family room with a gas fired stove for added warmth, full bath and guest room. Furnishings included! Enjoy all the amenities Chimney Hill offers including pickleball, tennis, hiking, biking, cross country skiing, ice skating, sledding, our exclusive member-only Clubhouse located at 2,000' in elevation on our 1,200 Acre Resort Campus and features indoor and outdoor heated pools for year-round swimming, hot tub, fitness room, arcade room, playroom, community room, fully-equipped kitchen, playground, and on-site management. World Class skiing and shredding are minutes away, as well as fine dining golf, boating, shopping, music, breweries, distilleries, wineries, antiques, flea markets, festivals, the Green Mountain National Forest, and more! See Listing Details & 60 images.

$489,000 $357 per sq.ft. Wilmington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2070  |  Acres: 0.61
Listed on Wednesday May 13, 2026
Description: Spacious ski chalet in the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. Just down from the rec center and clubhouse sits this well maintained home with easy access, ample parking, a level back yard, and nice privacy, yet with all the conveniences of community living. The interior has a vaulted open concept living space with natural light and large windows, natural woodwork throughout, a kitchen with stainless appliances and breakfast bar, a spacious dining area open to the living room with gas fireplace and brick hearth, a main floor bedroom and full bath as well as a large mudroom for all your gear, 2 upstairs bedrooms including a large bunk room with great closet space, as well as a second full bath recently renovated, a finished walkout lower level with games, additional sleeping space, and ample room to spread out. There is also a large storage and utility room for seasonal storage or owner lock out space. There is a garage shed outside for snowmobile, a fire pit, and large entertaining deck. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management. See Listing Details & 33 images.

New Listing! Wilmington VT Home for sale $575,000 $321 per sq.ft.

$575,000 $321 per sq.ft. Wilmington VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2964  |  Acres: 0.5
Listed on Wednesday Jun 10, 2026
Description: Located in the desirable Chimney Hill community, this beautifully maintained 4 bedroom, 4 bath home offers the perfect combination of comfort, convenience, and year-round recreation. Designed for gathering and relaxing, the open-concept floor plan features vaulted ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas. A cozy gas fireplace creates a warm and inviting atmosphere after a day spent exploring Southern Vermont. The spacious kitchen opens to the main living area, making entertaining effortless, while expansive windows bring the outdoors in. Step outside to the large deck, ideal for summer barbecues, morning coffee, or simply enjoying the wooded surroundings. A direct-entry garage provides convenience in every season, and the finished lower level offers additional space for recreation, fitness, guests, or a media room. With four bedrooms and four baths, there is plenty of room for family and friends to gather comfortably. As a homeowner in Chimney Hill, you'll enjoy access to exceptional community amenities, including indoor and outdoor swimming pools, pickleball and tennis courts, a fitness center, clubhouse, skating rink, playground, and access to hiking and snowmobile trails. Ideally located just minutes from Mount Snow, The Hermitage Club, Lake Whitingham, and downtown Wilmington, this property places the very best of Southern Vermont recreation right at your doorstep. Whether you're seeking a full-time residence, weekend getaway, or investment property, 8 Deer Run Lane offers an outstanding opportunity to enjoy Vermont's four-season lifestyle in one of the area's most sought-after communities. See Listing Details & 49 images. Includes a Virtual Tour

$747,500 $257 per sq.ft. Wilmington VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3436  |  Acres: 0.75
Listed on Friday May 15, 2026
Description: Rare opportunity to own a meticulously restored 1830s vintage farmhouse, offered completely turnkey with extensive updates, thoughtful renovations, and modern amenities throughout. Ideally located just outside the country village of Wilmington for shopping and dining, a short drive to Mount Snow, and just up the street from Lake Whitingham's boat launch and beach areas -- truly four-season enjoyment at your doorstep. Inside, the home offers 4+ bedrooms and 3.5 renovated baths across three distinct living areas. The flexible layout includes a main-floor primary suite option, a second upstairs suite with large closets and an upscale bath, plus a separate guest wing with two additional bedrooms and a full bath -- perfect for hosting family and friends. You'll also find up- and down-country mudrooms with excellent storage, the original foyer and front door, a country kitchen with stainless appliances and Corian counters, gas stove with brick hearth, vintage bar area, wood floors, gorgeous sunroom, and main-floor laundry -- blending historic character with everyday convenience. Spacious and bright, the home strikes the perfect balance between timeless charm and modern comfort. Enjoy mountain views over the village from the front porch, or relax among the beautifully crafted stone walls, perennial gardens, and mature trees. Additional features include a newly built two-car garage barn with second-floor expansion potential, fiber internet, town water and sewer, ample driveway parking, and true peace of mind. A welcome respite from metropolitan life -- and a level of preserved character rarely found in such pristine condition. See Listing Details & 43 images.

Under Contract Wilmington VT Home for sale $749,000 $413 per sq.ft.

$749,000 $413 per sq.ft. Wilmington VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2964  |  Acres: 0.5
Listed on Wednesday Feb 18, 2026
Description: Turnkey mountain retreat offering the perfect blend of comfort, style, and four-season adventure in desirable Chimney Hill. This beautifully maintained home features 4 bedrooms, 4 full tiled baths, and approximately 3,000 sq ft of inviting living space across three finished levels designed for entertaining and relaxing alike. The open-concept main level is filled with warmth and character, showcasing soaring cathedral ceilings, rich natural woodwork, hardwood flooring, and a striking timber-frame beam. A dramatic wall of south-facing windows fills the home with natural light, while the stone wood-burning fireplace creates the perfect cozy mountain atmosphere. The spacious kitchen is ideal for gathering, featuring granite countertops, stainless appliances, abundant cabinetry, and a large center island with seating. Also on the main level are an ensuite bedroom, full bath, custom bar area, and access to both the covered front porch and expansive rear deck with hot tub. Upstairs offers two spacious bedrooms and another full tiled bath. The lower level is built for mountain living with radiant heat throughout, a beautifully finished mudroom with cubbies and storage, laundry room with sink and cabinetry, full tiled bath with double sinks, bonus room with egress window, and a massive recreation/game room perfect for entertaining family and guests. Outside, enjoy the oversized back deck with hot tub, unique ski-lift chair feature, additional outdoor entertaining space, covered front porch, and lockable ski storage. Tastefully furnished and move-in ready, the home also includes central vacuum, smart thermostats, smart lighting, and keyless entry. Chimney Hill owners enjoy exceptional four-season amenities including indoor and outdoor pools, hot tub, sauna, fitness center, clubhouse, and game room. Haystack hiking trailhead is a short walk away, with Mount Snow, lakes, golf, and village dining just a short drive away. Septic system designed for 3-bedroom use. See Listing Details & 51 images. Includes a Virtual Tour

New Listing! Wilmington VT Home for sale $749,000 $250 per sq.ft.

$749,000 $250 per sq.ft. Wilmington VT Home »

6 Beds | 3 Baths |   Total Sq. Ft. 3362  |  Acres: 14.5
Listed on Thursday Jun 11, 2026
Description: Town listed acreage of 14.5 GIS 15.27. Located at the end of Town Farm Road with views of Lake Whitingham. The setting is private as well as the driveway. The kitchen, dining and sunken living room are all open for ease of entertaining. The kitchen has maple cabinets and a pantry. There is a formal dining room partially open to the dining room. The first floor has a laundry/mudroom and the entrance from the garage. There is a full bath on this level as well as a bedroom. The second level of the home has 3 additional bedrooms and the master suite with 3 closets, double vanities, a shower, and a large jetted tub. The 3rd floor is partially finished with access to a 3rd floor deck. The lower level is mostly finished with a built in bar. There is also an uncompleted bathroom, and a utility room with a Buderus hot water heater and boiler. The utility room also has a woodstove hookup. The home is in need of some TLC but has a lot to offer to buyers seeking a family style home with acreage and a view of Lake Whitingham. The property also has an unimproved access to Route 9. The property can be subdivided. This home has a total of 4 levels counting the lower level, 1st and 2nd floor and a 4th floor partially finished. See Listing Details & 3 images.

$879,000 $292 per sq.ft. Wilmington VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 3015  |  Acres: 0.75
Listed on Thursday Jun 26, 2025
Description: Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen offers a Viking cooktop, double ovens, marble baking station, stainless countertops, walnut island with warming drawer, cherry cabinets, and a walk-in pantry. Host in style in the formal dining room with fireplace and marble topped wine coffee bar, opening to a large deck and path to the 3rd tee. The flexible layout includes a loft, two guest bedrooms, A first floor ADA accessible bedroom ensuite and a private wing with two additional bedrooms, den, office, kitchenette, spa bath, and laundry. Enjoy a heated 3 bay garage with golf cart space. This is a rare opportunity to own a golf front retreat close to Vermonts best outdoor adventures See Listing Details & 31 images. Includes a Virtual Tour

$898,000 $387 per sq.ft. Wilmington VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3420  |  Acres: 0.5
Listed on Tuesday Feb 3, 2026
Description: Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all. Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops and restaurants of Wilmington and Lake Whitingham, this property offers year round adventure. Inside, the home is warm and inviting with natural wood trim, stone accents, and thoughtfully designed spaces for gathering. The main living area centers around a handsome stone fireplace, while the kitchen features generous workspace, custom cabinetry, and a layout ideal for entertaining après-ski. Bedrooms are well-proportioned and private, including a spa inspired bath with soaking tub and glass shower that feels like a boutique retreat. Bathroom floors have been updated with radiant heat. The lower-level playroom is a standout feature, perfect for hosting guest with a cozy gas fireplace, ample lounge space, and a wet bar that makes movie nights, game days, and ski weekends effortless. Outdoors, enjoy the sounds of the brook from the yard, relax in the hot tub after a day on the slopes, and take advantage of the additional storage shed for gear and toys. Town Rental Permit in Place with a history of rental income. See Listing Details & 48 images. Includes a Virtual Tour

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