$299,000 $399 per sq.ft. Weston VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 750  |  Acres: 0.61
Listed on Monday Nov 10, 2025
Description: This delightful 2-bedroom, 1-bath cottage located in the heart of the picturesque village of Weston is waiting for a new owner that is looking for a sweet little Vermont retreat. Built in 1947, this home offers timeless character with cozy living spaces and classic Vermont charm. Perfectly situated within walking distance to the Weston Playhouse, the iconic Vermont Country Store, and locally owned shops. Enjoy easy access to nearby ski areas, including Bromley, Magic, Okemo and Stratton as well as the scenic town green, and all that this vibrant village has to offer. Weston is a short drive to Manchester Center for outlet shopping and dining as well as other outdoor activities including hiking, horseback riding and tubing on the Battenkill. The current owners have installed a new electrical panel, new flooring with the exception of the kitchen and updated the bathroom. Whether you're seeking a year-round residence or a weekend getaway, this charming Weston cottage provides the perfect blend of history, convenience, and small-town beauty. See Listing Details & 31 images.

New Listing! Wheelock VT Home for sale $275,000 $182 per sq.ft.

$275,000 $182 per sq.ft. Wheelock VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 2234  |  Acres: 2.43
Listed on Thursday Jun 11, 2026
Description: This versatile property offers the perfect blend of comfort, recreation, and room to roam. Whether you're searching for a year-round residence, a Vermont getaway, or a basecamp for outdoor adventures, you'll appreciate the easy access to VAST and VASA trails and the abundance of space for all your gear and hobbies. The main level features a bright, open-concept layout centered around an updated kitchen with modern countertops, a stylish tile backsplash, open shelving, and newer appliances. Just beyond, the sunroom provides a welcoming space to relax and leads directly to the back deck--perfect for summer barbecues, entertaining, or simply taking in the peaceful surroundings. The spacious primary bedroom includes a large walk-in closet, direct access to the full bath, and a cozy sitting area near the back entry. The mostly finished walk-out lower level offers excellent flexibility with multiple bonus rooms, a laundry area, and a utility room with extensive built-in storage. Storage and workspace are abundant. In addition to the garage under the home, the detached barn/garage features two bays, workshop space, and a large overhead storage area. A separate four-bay enclosed pole barn provides even more room for vehicles, recreational equipment, tools, and projects. Outside, you'll find open yard space, room for gardens, and a charming hilltop pond that adds to the property's peaceful setting. Combining thoughtful updates, exceptional storage, and endless possibilities both indoors and out, this Wheelock property is ready for its next chapter. See Listing Details & 41 images.

Under Contract Wheelock VT Home for sale $285,000 $148 per sq.ft.

$285,000 $148 per sq.ft. Wheelock VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 1932  |  Acres: 2.99
Listed on Wednesday May 27, 2026
Description: Set in a pleasant country setting this 5-bedroom home. Kitchen, Livingroom with fireplace, dining room, 3 bedrooms and full bath on first floor. 2 bedrooms and 1/2 bath on second floor. Large open lawn with garden area, 1 car garage under the house and oversized 2 car garage with overhead storage. Covered deck. 2.99-acre lot with frontage on 2 roads. See Listing Details & 22 images.

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

Waterfront on River Miller Run
4 Beds | 3 Baths |   Total Sq. Ft. 2559  |  Acres: 4
Listed on 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 Listing Details & 60 images.

$385,000 $279 per sq.ft. Wheelock VT Home »


Price Change! Reduced by $10,000 down 3% on June 2nd 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2500  |  Acres: 9.45
Listed on Tuesday May 19, 2026
Description: Motivated Sellers! Have you been dreaming of a quieter pace surrounded by nature, wooded scenery, and local wildlife? Set in a peaceful rural setting with a spacious backyard and wooded surroundings, this well-maintained split-level home offers comfortable living with added income potential.The main home features two bedrooms on the upper level and an open-concept layout that flows from the kitchen to the dining area and living room, creating an inviting space for everyday living and entertaining.The lower level includes additional finished living space, two bonus rooms, and a large utility room with ample storage.Recent updates include a newly installed furnace with on-demand hot water system.The standing seam roof and whole-home automatic standby generator provide added convenience and peace of mind throughout the seasons.The property includes a separate two-bedroom apartment over the garage with its own septic system. The apartment features an open living, dining, and kitchen area along with a large porch for relaxing and enjoying the surrounding landscape. The apartment currently generates $1,500 per month in rental income.With flexible living arrangements, outdoor space, and a scenic country location, this property offers a unique opportunity to enjoy rural living while remaining close to many local attractions. Caspian Lake is located approximately 10 miles away, and Hill Farmstead Brewery is just a short drive from the property. Nearby recreational opportunities include skiing, snowmobiling, and access to the Lamoille Valley Rail Trail.Come experience the peaceful setting and versatility this property has to offer. See Listing Details & 35 images.

Under Contract Wheelock VT Home for sale $499,900 $374 per sq.ft.

$499,900 $374 per sq.ft. Wheelock VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1336  |  Acres: 80
Listed on Sunday May 24, 2026
Description: Set well back from the road on 80 beautiful acres, this ruggedly built 2021 log home offers the privacy, character, views, and lifestyle that so many buyers seek in Vermont's Northeast Kingdom. The property features gorgeous mountain views, approximately 30% open land with the balance wooded, and extensive frontage along the South Wheelock Branch stream, creating a setting that feels peaceful, private, and connected to nature. With access from both Minister Hill Road and South Wheelock Road, the land offers excellent versatility for recreation, farming, homesteading, or future use. Inside, the simple home features an open concept kitchen, dining, and living area designed for comfortable everyday living and gathering with family and friends. The main level also includes a practical entryway and a 3/4 bath, while two separate stairways lead to loft spaces that provide flexible sleeping, office, or recreation areas. A covered porch wraps all four sides of the home, offering outstanding outdoor living space to relax and take in the surrounding scenery. Heating is supplied by either a high-efficiency propane boiler or an outdoor wood boiler, both feeding radiant in-floor heat for year-round comfort and efficiency. A detached 24' X 40' garage/shop offers excellent storage and workspace, complete with a mechanic's lift and built-in cooler room, while the chicken coop helps round out the property's homesteading appeal. Whether you are looking for a primary residence, recreational getaway, or homestead property, this one checks a lot of boxes. Fish in the brook, watch wildlife in the fields, hike your own woods, raise animals, or grow your own food. Conveniently located within reach of Burke Mountain, Kingdom Trails, and the region's renowned VAST and VASA trail systems, this is an exceptional value in the Northeast Kingdom. See Listing Details & 57 images.

New Listing! Whitingham VT Home for sale $259,000 $104 per sq.ft.

$259,000 $104 per sq.ft. Whitingham VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2480  |  Acres: 0.2
Listed on Thursday Jun 11, 2026
Description: Located in the charming town of Whitingham, this well-maintained historic home offers five bedrooms and open-concept living space. Upon entering, you'll find a convenient mudroom with a large coat closet. Enjoy a sun filled dining room and kitchen featuring live-edge wood slab countertops, open shelving, and a farmhouse sink. The open living room provides plenty of space to lounge and the centrally located pellet stove provides warmth throughout. There's also a convenient half bath on the first floor as well as a newly remodeled private movie room. Upstairs, the primary suite includes a large closet, soaking tub, and shower. There are also four additional bedrooms and a three-quarter hall bathroom. The attic has been transformed into an ideal game room, spacious enough for a ping pong table, foosball, darts, or your favorite games. Outside, a newly constructed composite deck provides entertainment space and leads to a newly built fire pit. Unwind and listen to the soothing sounds of the brook, all while enjoying ample yard space. Harriman Reservoir is within walking distance--just 400 yards to the boat launch--a convenient spot to start your day on the lake. Enjoy swimming, fishing, kayaking, and miles of hiking and biking trails nearby. Lake Sadawga is about a mile away and is a great fishing destination in summer and a lovely ice-skating spot in winter. Additionally, you are less than 30 minutes from Mount Snow and Berkshire East ski resorts. Recent updates include exterior drainage, deck, fire pit, vapor barrier/insulation in the crawl space, sump pump, and updated lighting fixtures. See Listing Details & 49 images. Includes a Virtual Tour

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

4 Beds | 2 Baths |   Total Sq. Ft. 2000  |  Acres: 4.7
Listed on 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 Listing Details & 3 images.

Under Contract Village of Jacksonville Village in Town of Whitingham VT Home for sale $299,900 $177 per sq.ft.

$299,900 $177 per sq.ft. Village of Jacksonville Village in Town of Whitingham VT Home »

Waterfront on River East Branch Deerfield River
4 Beds | 2 Baths |   Total Sq. Ft. 1696  |  Acres: 0.6
Listed on Thursday Apr 30, 2026
Description: Classic Jacksonville Village farmhouse filled with warmth, character, and thoughtfully curated spaces that feel straight out of a charming country inn. Exposed beams, high ceilings, wide-plank wood flooring with period details, built-ins, and inviting gathering spaces create an atmosphere that immediately feels comfortable, relaxed, and lived in the very best way. Kick off your shoes, curl up with a book, and enjoy the historic and classic charm this home offers both inside and out. The flexible floor plan includes 4 bedrooms and 2 baths, with the current owners utilizing both second-floor bedrooms as a primary wing and an expansive suite-style retreat. A separate guest wing offers two additional bedrooms, bonus space for overflow, and a full bath, creating privacy and versatility for guests, extended family, or work-from-home needs. Mudroom entry and full laundry add everyday practicality to the home's timeless appeal. Formal dining room, formal sitting room, and expansive great room with skylights. Outside, enjoy a covered farmer's porch, fire pit area, mature perennial gardens, ample parking on .60 acres, and the peaceful sounds of the East Branch of the North River flowing through the heart of Jacksonville Village. A large powered shed/outbuilding offers excellent storage and workshop space, while also presenting exciting potential for use as an artist studio, hobby space, or flexible bonus area. Standing seam metal roof, drilled well, and public sewer add important modern infrastructure to the historical and charming features. Conveniently located to Mount Snow , the Deerfield Valley, downtown Wilmington, lakes, hiking, skiing, and year-round recreation in beautiful Southern Vermont. Only 15 minutes to Massachusetts and 25 minutes to Interstate 91 for an easy commute to work, home, or play. See Listing Details & 48 images.

$312,900 $290 per sq.ft. Whitingham VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1080  |  Acres: 4
Listed on Tuesday May 26, 2026
Description: Charming cottage just up from the MA border in Whitingham Vermont. This lovely home sits on a 4 acre parcel with great lawn space, easy paved road access, and a pastoral setting with adjacent nearby farmland and large parcels. The home has been well maintained and features an open kitchen, dining, and living space on the main floor, with full bath. The second story features a large primary bedroom, 2 guest bedrooms, and a half bath. There is a full unfinished basement with great storage space, laundry, and a full walkup staircase. A tremendous primary home or Vermont retreat. See Listing Details & 17 images.

$325,000 $283 per sq.ft. Whitingham VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1150  |  Acres: 1.7
Listed on Friday Dec 12, 2025
Description: Tucked amongst trees with a great deck. This rural location is not far from great skiing, shopping and all kinds of great dining and entertainment. Over an acre of mostly wooded lot. Property is occupied. No drive by's please.. See Listing Details & 1 images.

$329,000 $179 per sq.ft. Whitingham VT Home »


Price Change! Reduced by $46,000 down 14% on June 1st 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1840  |  Acres: 2
Listed on Monday Aug 25, 2025
Description: Discover Vermont living at its finest in this architecturally unique round home, set on a 1-acre lot. Included in the sale is an additional 1-acre parcel directly across the street, offering potential for a garage, guest house, or Airbnb. Buyers should perform their own due diligence, as seller and broker make no representation on buildability. Step inside and walk into the welcoming lower level, where you'll find three restful bedrooms and a spacious bathroom featuring a jetted tub, tiled floors, and a glass-enclosed shower--perfect for unwinding after a day in the mountains. Head upstairs to the main level and enjoy the wide-open floor plan, where the kitchen, dining area, and living room flow together seamlessly. A cozy wood burning fireplace anchors the space, while a door opens to a sunny deck ideal for morning coffee, evening gatherings, or simply soaking in the peaceful surroundings. This turnkey home is fully furnished and ready for you to move right in. Whether you're here for adventure or relaxation, the location offers it all--ski or hike at Mount Snow or Berkshire East, explore the VAST snowmobile trails, golf at Haystack or Mount Snow, or take in the dining and cultural scene of the Berkshires, all just minutes away. Whether you're looking for a vacation retreat or a year-round sanctuary, this property delivers the quintessential Vermont four-season lifestyle. Don't miss this rare opportunity, schedule your private showing today! See Listing Details & 58 images.

$349,000 Whitingham VT Home »


Price Change! Reduced by $120,000 down 34% on April 30th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 0  |  Acres: 10.9
Listed on 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 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
Listed on 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 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
Listed on 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 Listing Details & 56 images. Includes a Virtual Tour

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