$299,000 $117 per sq.ft. Wheelock VT Home »

Waterfront on River Miller Run
4 Beds | 3 Baths |   Total Sq. Ft. 2559  |  Acres: 4
Tuesday May 5, 2026
Description: This lush and level four acre compound along Miller's Run River in Wheelock has more going for it than most properties twice the size. The 2020 Commodore mobile home is the primary residence, with serious mudroom and bedroom additions built for the way Vermonters actually live. With 3 bedrooms and 2 full bathrooms the home feels spacious and full of natural light. Next door a one bedroom guesthouse handles family and friends, or generates rental income with ease. Both homes come simply and elegantly furnished. The newly built 17x32 barn is ready for equipment, livestock, or whatever the next owner has in mind. The insulated 20x42 Quonset hut has power, water, and has previously seen commercial use as a take-out restaurant. Permits are also in place for a third dwelling utilizing existing water and septic. And then there's Miller's Run itself, bordering the entire property with a small rocky cascade before pooling into a deep cold swimming hole that will be the centerpiece of every summer. See MLS Property & Listing Details & 60 images.

Under Contract Wheelock VT Home for sale $$595,000 $329 per sq.ft.

$595,000 $329 per sq.ft. Wheelock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2256  |  Acres: 78.5
Friday Jun 5, 2026
Description: Welcome to a remarkable Northeast Kingdom retreat where comfort, privacy, and Vermont's natural beauty come together. Among the trees and surrounded by acres of forest, this bright and inviting 4-bedroom, 2-bath home offers a unique treehouse like living experience with long range views toward Burke Mountain and Mount Washington. The open concept main level features granite countertops, a walk-in pantry, first floor laundry and spacious gathering areas filled with natural light. Large windows frame the surrounding landscape, while the partially finished walkout basement provides flexible space for recreation, hobbies, storage, or a home office. Upstairs, you'll find four bedrooms and a full bath. Step onto the deck to enjoy mountain views, sunrise and the sounds of nature. Enrolled in Vermont's Current Use Program, the property offers a diverse landscape of northern hardwood forest, cedar stands, wetlands and intermittent streams. High-quality sugar maples are complemented by cherry, ash, beech, and birch. Miles of marked trails provide opportunities for recreation, wildlife observation, and the potential for sugaring activities. Those seeking a homestead lifestyle will appreciate the established garden space with piped water, blueberry bushes, raspberries and apple trees. Chaga can also be found throughout portions of the property. Additional features include an RV parking area equipped with water and a septic hookup. Wildlife and birds are frequent visitors, enhancing the peaceful setting. Offering a rare combination of a comfortable home, extensive recreational opportunities, productive growing spaces and exceptional privacy, this property presents an opportunity to enjoy the natural beauty and outdoor lifestyle that defines Vermont's Northeast Kingdom. A property to enjoy today and steward for generations to come. See MLS Property & Listing Details & 57 images. Includes a Virtual Tour

$634,700 $254 per sq.ft. Whiting VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2496  |  Acres: 2
Wednesday May 20, 2026
Description: Beautiful Federal farmhouse set on a scenic 2 acre level lot with breathtaking views of the Green Mountains, including Brandon Gap as a stunning focal point. This home blends timeless antique character with thoughtful updates. Tasteful landscaping with mature trees and established shrubbery surrounds the property, while the paved circular driveway, small barn, and oversized two car garage with loft and rear storage offer excellent space for hobbies, animals, or equipment. The remodeled kitchen is filled with warmth and character, featuring detailed trim work, attractive recessed lighting and light fixtures, natural beadboard-style wood ceilings, antique style farm sink, glass front kitchen cabinetry with detailed trim inlay, granite countertops with bar seating, very useful pantry, and a specialty Elmira Antique propane range with modern conveniences, food warming compartment, abundant amount of burners and style! A propane stove adds to the charm, while the nearby utility and laundry room includes an additional wash basin and access to the screened side porch. The remodeled dining room has finished wood walls and ceilings along with more spectacular long range views. The living room has a bay window, glass front wood stove, and sweeping views of the mountains and rolling fields. A spacious first floor primary bedroom with en suite bathroom, office nook with bookshelves, and first-floor laundry provide convenient one level living. Upstairs has four bedrooms filled with natural light, along with a separate back entry leading to storage space and a bonus room ideal for a recreation area, fitness room, or hangout space. Antique details, solid craftsmanship, incredible views, and a peaceful rural setting make this special Vermont property truly one of a kind. Peaceful and private, yet conveniently located just minutes to Middlebury and Brandon for dining, shopping, community events, the arts, hiking, lakes, and ski areas. See MLS Property & Listing Details & 60 images.

$275,000 $172 per sq.ft. Whitingham VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2000  |  Acres: 4.7
Thursday Sep 18, 2025
Description: 4 bedroom 2 bath home located on 4.7 acres. Has a ground level access. Level parking and garden spots. There are huge White Pine trees surrounding this home. Showings delayed until September 29, 2025 to allow for cleaning. License to Sell is needed and in progress, Expected in October. See MLS Property & Listing Details & 3 images.

$349,000 Whitingham VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 0  |  Acres: 10.9
Monday Jul 21, 2025
Description: New home under construction. Siding painted and installed, plumbing and electric is roughed in. Roof is completed. Anderson windows. 4 bedrooms to be installed.. The well is drilled and needs to be hooked up. Situated on 10.9 acres with large White Pine and Cherry Trees. Mountain stream in the rear of the property. This will be a 4 bedroom home with 3 full baths, 1 on each of the three levels. Planned for a stone fireplace. Prepped for decks on the east and west sides of the House. Septic plan is designed by a Vermont Licensed Engineer to be built, area is cleared for the system. There is Timber on the property estimated at 15,000 board feet of volume. Close to Wilmington and Dover, Lake Whitingham, Burrington Brook. Deerfield River, North River, Burrington Brook, Haystack Club Golf and Ski and Mount Snow Resort. See MLS Property & Listing Details & 12 images.

Under Contract Whitingham VT Home for sale $$349,000 $134 per sq.ft.

$349,000 $134 per sq.ft. Whitingham VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2596  |  Acres: 1
Tuesday May 26, 2026
Description: This charming chalet on one acre is surrounded by enchanting gardens, with a peaceful stream providing a soothing natural backdrop. Over the years, the seller has lovingly planted thousands of daffodils and day lilies, along with a beautiful mix of perennials, annuals, flowering shrubs, and potted plants that line the walkways, gazebo, and hillside below the home. The original chalet has been expanded with two substantial additions, creating a flexible floor plan featuring a spacious main-level living room with a woodstove and a private primary bedroom or study above, plus a separate dining nook (good for expanding the kitchen). Enter through the welcoming kitchen and dining area, where oak flooring and a wood-burning fireplace create warmth and character. Glass patio doors fill the space with natural light and open to an expansive deck overlooking the lush gardens--an ideal setting for relaxing or entertaining. Located on a town-maintained gravel road, Chapel Hill Road is home to a mix of year-round residences and vacation getaways. Enjoy nearby Lake Sadawga for kayaking, canoeing, and fishing, or head to Lake Whitingham for swimming, sailing, waterskiing, and more. Conveniently located within easy driving distance of MASS MoCA. See MLS Property & Listing Details & 30 images.

$369,900 $158 per sq.ft. Whitingham VT Home »


Price Change! Reduced by $10,100 down 3% on June 11th 2026
5 Beds | 3 Baths |   Total Sq. Ft. 2336  |  Acres: 12.8
Tuesday Feb 3, 2026
Description: Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's craftsmanship. The open living and dining area features a brick fireplace with woodstove insert, creating a warm and welcoming setting on cold winter nights. The second floor offers five bedrooms, two baths, a cozy den, and a tucked-away upper-level retreat--ideal for reading, writing, or quiet reflection. Set on 12.80 acres, the land offers endless possibilities, ideal for a hobby farm, pastures for horses or cows, or growing your own vegetables. A vintage barn and storage shed, ready for restoration, adds to the property's timeless rural appeal. See MLS Property & Listing Details & 56 images. Includes a Virtual Tour

$1,150,000 $583 per sq.ft. Whitingham VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1972  |  Acres: 100
Friday May 22, 2026
Description: Lovely 1800s vintage dairy farm on 100+ acres in the heart of Whitingham Vermont, just a short driving to nearby country villages, lakes, skiing, and more. Conveniently just over the MA border sits this amazing property which has been in the same family for 2 generations. Nestled on the crest of rolling pasture, you are treated to long range three state mountain views including Mount Monadnock to the East. The property could easily accommodate a beautiful new build, or else could be rehabbed into a working dairy or gentleman's farm, with privacy and access rare to find. The main house presently features 4 bedrooms, 1 bath, a large kitchen and dining area, den, and walk in pantry. There is an attached two story barn for storage, which leads into the recently built oversized 3 car garage with 12 foot doors, ideal for equipment or classic car storage. From this you can go to the 38x144 large dairy barn with stalls, horse paddocks, and hayloft, or the tremendous oversized dairy barn with 90 stanchions between the two barns, and main room upstairs, which could be converted into amazing space for those with vision. These are the best maintained functioning farm barns I have seen in 20 years. Add to that a full equipment shed, dairy processing area, approx 40 acres of pasture and fields, sugar house, pond, a network of trails, 60 acres of mature woodlands, and an idyllic home site at the crest of the upper field, and you have everything you could possibly want in a true Vermont farm property, with enjoyment and expansion potential for years to come. Recent updates include a new roof on the house, generator, and a full clean out. Don't sleep on this one of a kind opportunity. Property is in Current Use. See MLS Property & Listing Details & 42 images.

$154,900 $57 per sq.ft. Wilmington VT Home »


Price Change! Reduced by $44,100 down 28% on June 26th 2026
4 Beds | 1 Baths |   Total Sq. Ft. 2710  |  Acres: 1
Thursday Oct 30, 2025
Description: The Stable Lodge was built in 1969-1970. Located near Haystack Ski Area, The Golf Course and The Hermitage Club close to the Coldbrook. Built as a post and beam home. Features 1 acre with ample parking. Building will need an extensive rehab. Not safe to go into the structure. See MLS Property & Listing Details & 1 images.

Under Contract 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
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 MLS Property & 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
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 MLS Property & 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
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 MLS Property & Listing Details & 43 images.

New Listing! Wilmington VT Home for sale $$389,900 $293 per sq.ft.

$389,900 $293 per sq.ft. Wilmington VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2168  |  Acres: 1.02
Tuesday Jun 16, 2026
Description: Sweet Country Retreat Near Mount Snow & The Hermitage Club Tucked away on a quiet private road in the heart of Wilmington, this charming country home offers the perfect blend of privacy, comfort, and four-season Vermont living. Just minutes from Mount Snow and the exclusive Hermitage Club, this spacious property is an ideal mountain getaway, full-time residence, or investment opportunity. Featuring five generous bedrooms, 2 bathrooms, Vaulted open concept living and incredible sun filled interior! This home provides plenty of space for family and friends to gather after a day on the slopes, trails, or nearby lakes. A walk-out lower level includes a separate second unit, offering flexibility for guest accommodations, multigenerational living, rental income, or a private home office. Outside, the property truly shines. Stunning perennial gardens burst with color throughout the seasons, creating a picturesque setting that complements the natural beauty of Southern Vermont. Relax on the deck, enjoy the peaceful surroundings, and take in the serenity of this special location. Whether you're seeking a ski home, vacation retreat, or year-round residence, this inviting Wilmington property offers space, versatility, and classic Vermont charm in an unbeatable location near some of the region's most sought-after mountain amenities. See MLS Property & Listing Details & 25 images.

Under Contract Wilmington VT Home for sale $$399,000 $375 per sq.ft.

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

4 Beds | 2 Baths |   Total Sq. Ft. 2128  |  Acres: 0.49
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 ridgelinesan 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 MLS Property & Listing Details & 37 images.

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

4 Beds | 3 Baths |   Total Sq. Ft. 2345  |  Acres: 2
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 MLS Property & Listing Details & 59 images. Includes a Virtual Tour

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