New Listing! Wheelock VT Home for sale $659,000 $291 per sq.ft.

$659,000 $291 per sq.ft. Wheelock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2264  |  Acres: 77
Listed on Tuesday May 26, 2026
Description: A former dairy farm in the Northeast Kingdom is beckoning you. Encompassing over 77 acres of rolling landscapes. Bask in the beauty of 27 acres of south-facing fields, with an additional 5 acres of open land surrounding the homestead. Framed by breathtaking mountain views and dotted with over 50 mature apple trees--plus a pear and a peach tree--this land invites exploration. Wander through a serene mix of hardwoods and softwoods on 2 miles of private trails that connect to the Vast trail system, and discover tranquil beaver ponds, and observe abundant wildlife in their natural habitat. A 72' x 30' south-facing greenhouse with water access adds to the potential. The property is anchored by a magnificent 45' x 55' barn with a poured concrete floor, ready for your agricultural or creative pursuits. Inside the barn, an insulated workshop with power offers further versatility. The owners just built a 16' x 8' chicken coop. Whether you envision farming, recreation, or building your dream country estate, this property offers limitless inspiration and possibilities. A newly installed solar array generates enough power to heat and cool the home year-round and charge an electric car. The house features five strategically placed mini-splits and a new solar-powered electric hot water heater. This system, originally costing close to $50,000, is fully paid for and comes with the property. Complementing the landscape is a sprawling country farmhouse where comfort meets timeless character. Enter a tiled, glassed-in sunroom; a thoughtfully designed kitchen with a generous walk-in pantry; a spacious family room with soaring cathedral ceilings; a dining room warmed by a cozy wood stove,. an office and a full bath with soaking tub, and laundry. Upstairs, a loft room, three well-proportioned bedrooms, and a second full bath.Did you know that full-time residents of Wheelock are given free tuition at Dartmouth College, if accepted in to this Ivy League school. A $70,000 a year perk! See Listing Details & 57 images.

New Listing! Whitingham VT Home for sale $312,900 $290 per sq.ft.

$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.

$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.

Under Contract Whitingham VT Home for sale $429,900 $273 per sq.ft.

$429,900 $273 per sq.ft. Whitingham VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1576  |  Acres: 5.2
Listed on Wednesday May 20, 2026
Description: NEW LOG HOME LISTING ON 5+ ACRES WITH BARN AND GARAGE!! OPEN HOUSE MONDAY, MAY 25th, 11am to 1pm This true log home offers 3 beds and 2 baths, a garage, and barns in a setting designed for year-round enjoyment. Offering just over five acres with open fields, meadows, mature gardens, stone walls and stone gardens, perennial plantings, outbuildings, and charm! Inside, hardwood and tile floors, high ceilings, stylish updates, and natural wood finishes create a warm, comfortable, and functional living environment. The kitchen features maple cabinetry, granite countertops, stainless steel appliances, a pretty view of the back yard, and an open-concept layout flowing into a spacious dining area. A wood-burning stove serves as a focal point in the living room, while a mudroom and full unfinished basement adds everyday convenience. Enjoy the covered front porch or additional outdoor dining and gathering space on the deck. Outside, the property includes rock gardens, specimen trees, perennial gardens, open land, and multiple outbuildings. The primary barn offers large box stalls, a tack room, and attached equipment storage, while an additional barn provides added utility and flexibility. An oversized two-car garage includes workshop space and a second-story area suitable for storage, hobby use, or workspace needs. Suitable for a variety of uses, including hobby farming, animal use, home business, recreational enjoyment, and primary or second-home ownership. Located in Southern Vermont with convenient access to lakes, skiing, hiking, snowmobiling, and four-season recreation. See Listing Details & 47 images.

$530,000 $312 per sq.ft. Whitingham VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1700  |  Acres: 1.6
Listed on Wednesday Apr 29, 2026
Description: Nestled in the scenic beauty of Whitingham, Vermont, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort, craftsmanship, and year-round enjoyment. Step inside to discover a bright, open living space highlighted by stunning vaulted ceilings that create an airy, welcoming feel. The home features a finished basement complete with a spacious game room--ideal for entertaining, relaxing, or hosting guests. Outside, you'll find not one but two decks, perfect for taking in the peaceful surroundings or enjoying your morning coffee. Designed with both convenience and lifestyle in mind, this property includes a whole-house generator, ensuring peace of mind in every season. Car enthusiasts, hobbyists, or those in need of extra storage will appreciate the two heated garages. The outdoor space truly shines with beautiful stonework, a private hot tub, and a thoughtfully designed outdoor cooking area--perfect for gatherings or quiet evenings under the Vermont sky. Whether you're looking for a full-time residence or a getaway retreat, this home offers comfort, functionality, and charm in a picturesque setting. See Listing Details & 30 images.

$699,000 $184 per sq.ft. Whitingham VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 3796  |  Acres: 2
Listed on Sunday Jun 22, 2025
Description: What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake Sadawga and Harriman Reservoir on a private 2 acre parcel off a paved road. The curb appeal is beyond what most can dream of with gorgeous perennial gardens, split rail fencing, ample yard space, and total privacy. Features include a beautiful open floor plan with large living room and family room, beautiful floors throughout, gorgeous chefs kitchen with breakfast far and pantry, spacious dining area, great natural light thanks to plenty of windows, a main floor primary suite with walk in closet, main floor den or office space, additional full guest bath, four separate upstairs rooms to do with as you see fit, and 2 full guest baths, all with tremendous space and closets, a finished sewing room in the full lower level and tons of extra storage or finishable space, central heat and air conditioning. Less obvious features include a high end septic system, quality construction and energy efficiency, an oversized two car garage, full covered front porch and back deck for entertaining, garden shed, and covered rear storage area. Enjoy the property year round thanks to a spacious level lawn, walking trails, nearby town field, and access to lakes, nearby snowmobile trails, country villages or ski resorts, still just a short drive to Mount Snow. Septic sized for 3 bedrooms full time use. See Listing Details & 34 images.

$285,000 $141 per sq.ft. Williamstown VT Home »


Price Change! Reduced by $10,000 down 4% on June 1st 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2028  |  Acres: 0.2
Listed on Friday Apr 3, 2026
Description: Welcome to this classic 1900 Colonial in Williamstown, lovingly maintained by the same owners since 1998. Offering 3 bedrooms, 2 full baths, and 2,028 sq ft of living space across 8 total rooms, the home blends the scale and character of an older property with practical features for everyday living. Wood floors, spacious rooms, a large kitchen with ample cabinetry, and flexible gathering spaces throughout give the home a warm and comfortable feel. Recent upkeep includes a metal roof sealed and inspected in 2023, porch roofs sealed in 2025, and an electric hot water tank that is approximately 4 years old. Served by public water and public sewer, the property also includes a Harman pellet stove, wiring for back up power generator, one-car garage, and a ramped entry from the driveway to the home. Outside, the fenced backyard is filled with established gardens and plantings, while the powered gazebo adds to the feel of a peaceful backyard oasis in an in-town setting. See Listing Details & 26 images.

$425,000 $142 per sq.ft. Williamstown VT Home »


Price Change! Reduced by $10,000 down 2% on May 27th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2988  |  Acres: 11
Listed on Thursday Apr 30, 2026
Description: Set on an incredible 11-acre parcel in Williamstown, this charming 3-bedroom, 2-bath home offers the perfect blend of space, comfort, and Vermont countryside living. With expansive acreage surrounding you, there's endless opportunity to enjoy privacy, outdoor recreation, gardening, or simply take in the peaceful setting. Inside, the home features a warm and inviting eat-in kitchen complete with hardwood floors, granite countertops, and plenty of space for a dining table--ideal for everyday meals or gathering with guests. The spacious living room is filled with natural light, highlighted by a beautiful bay window and hardwood flooring, creating a bright and comfortable space to relax. The main level offers added flexibility with a bedroom or home office, a full bath, and a convenient laundry/mudroom area. Upstairs, you'll find two generously sized bedrooms and a second full bath, providing plenty of room for family or guests. A full basement offers excellent storage and exciting potential for additional finished living space, whether you envision a family room, gym, or workshop. Outside, enjoy both a quaint front porch and a back porch--perfect for morning coffee or unwinding while overlooking your expansive property. With 11 acres to call your own, this property is a rare opportunity to enjoy space, privacy, and the beauty of Vermont, all while still being within reach of local amenities. See Listing Details & 53 images.

$389,000 $324 per sq.ft. Wilmington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1200  |  Acres: 0.44
Listed on Friday Jan 9, 2026
Description: Charming Rustic Country Saltbox on Lower Chimney Hill Nestled in a convenient Lower Chimney Hill location, this rustic country saltbox offers cozy comfort and classic Vermont charm. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace that keeps the house warmed right up, the home provides a warm and inviting atmosphere year-round. Outdoor enthusiasts will love the easy access to snowmobile and hiking trails, including a nearby trailhead to Haystack Peak. Enjoy close proximity to Lake Whitingham and the Village of Wilmington, offering dining, shopping, and four-season recreation just minutes away. Recent updates add peace of mind, with the roof, windows, and furnace. Whether you're looking for a full-time residence or a Vermont getaway, this property blends rustic character with modern improvements in an ideal location. See Listing Details & 56 images.

$399,000 $148 per sq.ft. Wilmington VT Home »


Price Change! Reduced by $50,000 down 13% on May 11th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2690  |  Acres: 1.6
Listed on Thursday Jan 29, 2026
Description: Rustic Country Home This inviting rustic country home features a spacious great room with a vaulted ceiling and a beautiful fieldstone fireplace with a buckstove--perfect for cozy winter nights. A large dining area offers plenty of space for gathering with family and friends, complemented by an awesome bar ideal for entertaining. The first floor includes a generously sized bedroom, while the second level offers two additional bedrooms and a full bathroom. The current owners have finished the lower level to include two bedrooms, a bonus room, a bathroom, and a utility room with washer and dryer. Recent improvements by the current owners include newer windows, furnace, and roof. The home is served by a three-bedroom septic system. See Listing Details & 60 images.

$418,000 $303 per sq.ft. Wilmington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1378  |  Acres: 0.5
Listed on Thursday May 21, 2026
Description: Nestled in the coveted Chimney Hill Community, this charming 3-bedroom, 2-bathroom turn-key home is a delightful find. The main level features a convenient bedroom and full bath, along with a laundry area, a well-appointed kitchen, a dining room, and a cozy living room complete with a gas fireplace. Double sliding doors lead to a spacious deck, inviting an abundance of natural light. The home boasts updated flooring throughout the main living areas and two bedrooms, with additional flooring material included to complete the job. The flat yard offers a perfect hangout space with a firepit and seating area, ideal for outdoor gatherings. Residents enjoy access to the community's recreation center, featuring a summer outdoor pool, indoor pool, and more. This fantastic location is just minutes from the Hermitage Ski Club, Mount Snow Resort, two golf courses, and the scenic Harriman Reservoir and Lake Raponda for boating and swimming. Wilmington's vibrant Main Street and other attractions are also nearby, making this home a perfect blend of comfort and convenience. This home is not only an ideal personal retreat but also a proven rental investment. See Listing Details & 55 images. Includes a Virtual Tour

Under Contract Wilmington VT Home for sale $425,000 $289 per sq.ft.

$425,000 $289 per sq.ft. Wilmington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1472  |  Acres: 1.06
Listed on Wednesday Jan 14, 2026
Description: Lovely updated chalet in the Chimney Hill community just outside the village of Wilmington and south of the Mount Snow ski resort. This home sits on a private lot with direct snowmobile trail access, great for summer hiking and biking, nearby access to Lake Whitingham, and is just a short drive into the downtown for shopping and dining. Inside you are treated to a vaulted living space with exposed natural woodwork and great lighting. There is a cozy living room with gas stove, wood floors, kitchen with island, dining area which has a slider leading out to the entertaining deck, a full bath, and two nice bedrooms. The finished walkout lower level has a family room and game room entertainment area, wood stove for supplemental heat, third bedroom, and second bath, as well as a functional mudroom entry off the driveway. Additionally there is a shed great for seasonal gear storage or snowmobiles, a large upper lawn space for outdoor enjoyment, and a nicely graded driveway. 2018 upgrades include a Mitsubishi minisplit heating and a/c system for extreme efficiency with Rinnai direct vent propane heat as backups, completely app controlled for peace of mind and great efficiency. The gas stove is an additional backup and will heat even if the power goes out., thermostat controlled. Low bills compared to anything with electric baseboard heat. The property is in the desirable C section making it easy to access no matter the weather. It comes with all the great amenities including clubhouse, indoor and outdoor pools, hot tub, locker room, gym, game room, theater, basketball court, tennis court, ice skating, and a la carte services such as plowing, sanding, and trash. See Listing Details & 31 images.

Under Contract Wilmington VT Home for sale $425,000 $281 per sq.ft.

$425,000 $281 per sq.ft. Wilmington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1510  |  Acres: 0.57
Listed on Wednesday May 13, 2026
Description: Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and large windows, natural woodwork throughout, a brand new kitchen with stainless appliances and quartz counters, a spacious dining area open to the living room with gas fireplace and stone hearth, a main floor bedroom and updated full bath, 2 upstairs bedrooms including a spacious primary and a second full bath, and a main floor mudroom and laundry area great for all your seasonal gear. There is also a large owners closet or bonus room off the main bath that could serve as an office with patio door out to the deck. Less obvious upgrades include direct vent heating, all new flooring, and convenient wood shed and bear proof trash bin. 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 & 28 images.

$429,000 $330 per sq.ft. Wilmington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1300  |  Acres: 0.64
Listed on Wednesday Jun 25, 2025
Description: This charming Cape-style home offers three bedrooms and two full baths across the first two floors, featuring bamboo hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake Raponda in Wilmington. Just a short stroll along the community trail through the woods or drive to the private parking lot for 4 cars that leads you to a private association beach with a dock and kayak racks--ideal for swimming, paddling, boating and enjoying peaceful lakeside moments or you can park along Lake Raponda Rd by the public beach access. Outdoor enthusiasts will also love the easy access to the nearby VAST snowmobile trails. Conveniently located only minutes from Mount Snow for skiing and year-round recreation, and just a short drive to the shops and restaurants of downtown Wilmington. Whether you're looking for a full-time residence or a weekend escape, this property offers a perfect blend of lake and mountain living. See Listing Details & 39 images.

New Listing! Wilmington VT Home for sale $455,000 $294 per sq.ft.

$455,000 $294 per sq.ft. Wilmington VT Home »

Waterfront on Lake Raponda
3 Beds | 2 Baths |   Total Sq. Ft. 1550  |  Acres: 0.95
Listed on Monday Jun 1, 2026
Description: Tucked away in a quiet corner of Chimney Hill is this gem! This 3 bedroom, 2 bath house in Section C has it all! It features a classic mudroom entry, a brick interior walkway, and an open-concept living, dining, and kitchen area with French doors leading to a screened outdoor living room and a picnic porch out back, which includes a firepit for cozy conversation on chilly evenings. More thoughtful touches include a dedicated propane grill, so you don't have to fuss with tank replacements, custom woodwork and built-in closets, vaulted bedroom ceilings with dramatic woodwork, double lot for added privacy, shed, and an outdoor shower! A metal roof, new furnace, new flooring, wood stove and flue, new appliances, shed, wood storage, and includes most furnishings are included. Enjoy all the amenities Chimney Hill offers on its 1,200-Acre Campus, with 550-Acres owned in common by the members. Amenities feature the exclusive Clubhouse with indoor and outdoor heated pools, a hot tub, fitness center, arcade, small toddler playroom, après ski lounge, community room, fully equipped kitchen, outdoor BBQ area, playground, pickleball, tennis, basketball, seasonal ice skating, multi-trail system, snow shoeing, cross country skiing, hiking and biking. Plus, Southern Vermont offers nearby opportunities for canoe, kayak, sailing, pontoon, and other boating, paddle boarding, golf, fishing, shopping, world-class skiing and shredding, fine dining, flea markets, unique shopping experiences, music, festivals, and so much more! See Listing Details & 60 images.

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