Wheelock Real Estate

Wheelock Real Estate

Welcome to Wheelock, a charming town nestled in the heart of Caledonia County, Vermont. Known for its picturesque landscapes and tight-knit community, Wheelock offers a serene and idyllic setting for those looking to escape the hustle and bustle of city life.

With its close-knit community and small-town charm, Wheelock provides residents with a peaceful and laid-back lifestyle. The town is surrounded by lush forests, rolling hills, and meandering rivers, making it a haven for outdoor enthusiasts and nature lovers. Whether you enjoy hiking, fishing, or simply taking in the natural beauty that surrounds you, Wheelock has something for everyone.

In addition to its natural beauty, Wheelock also boasts a rich history and vibrant local culture. From historic landmarks to community events, there is always something to explore and discover in this quaint town.

If you are looking to settle down in a place that offers a perfect blend of small-town charm and natural beauty, Wheelock is the ideal destination for you. Come and experience the peaceful and welcoming community that makes Wheelock a truly special place to call home.

Newest Listings in Wheelock

$535,000
3 Beds 3 Baths 5099822 MLS
Discover the perfect blend of Vermont country living, homesteading potential, and entrepreneurial opportunity on this exceptional 30± acre Wheelock property. Offering a spacious 3-bedroom, 3-bath home with sweeping long-range views, this property features a beautiful mix of open pasture, mature forest, established gardens, and thoughtfully designed outbuildings ready to support a variety of agricultural or commercial ventures. The attached garage has been extensively outfitted with commercial-grade electrical service, ventilation, climate-control capabilities, and flexible workspaces, ideal for greenhouse production, specialty crops, indoor agriculture, seedling propagation, workshops, or countless other creative uses. A separate barn offers excellent space for horses, livestock, equipment, or additional agricultural pursuits. Outside, enjoy established currants, blueberries, and grapevines, along with dedicated garden areas ready for your next harvest. Whether your vision includes a hobby farm, equestrian property, specialty greenhouse business, market gardening, or simply enjoying the peace and privacy of Vermont's Northeast Kingdom, this property offers incredible flexibility. Located in the charming town of Wheelock, residents also enjoy the distinction of eligibility for the historic Sons of Wheelock Scholarship at Dartmouth College for qualifying students admitted to Dartmouth, a unique educational opportunity associated with the town. A rare opportunity where country lifestyle, self-sufficiency, and future possibilities come together

2124 Cold Hill Rd, Wheelock

$355,000
2 Beds 2 Baths 5099331 MLS
Nestled on just over 10 wooded acres with old logging roads ideal for walking and exploring, this Saltbox-style home offers the privacy and space you have been seeking. Relax in the three-season sun porch. Inside, you'll find a mudroom, spacious living room, and an open-concept kitchen, dining room, and family room with a cozy wood stove; perfect for entertaining and gathering with family and friends year round. Directly off of the dining room area, step onto your back deck to unwind; views of Burke Mountain and Bald Hill Mountain during the spring and winter. The first floor also features a full bathroom with convenient laundry. Upstairs are two generously sized bedrooms, including one that was previously configured as two bedrooms, offering the potential to recreate back into a two bedroom if desired. The full, partially finished walk-out basement includes two bonus rooms and direct access to the one-car under garage. Outside, the property is well-equipped for hobbies, storage, or a home-based business with a 30' x 60' workshop with electricity, additional outbuilding with electricity, and a storage trailer. Wheelock residents enjoy the exceptional benefit of tuition-free attendance at Dartmouth once accepted. Conveniently located minutes from Vermont State University, Burke Mountain, Kingdom Trails and even closer to I-91N/I-91S for ease of commuting and everyday amenities in Lyndon, all while still enjoying the peace and privacy of country living. Property being sold in "as-is" condition. Some fixes/upgrades needed. Tenant occupied; 48 hours notice. Assisted showings.

1946 Cold Hill Rd, Wheelock

$170,000
5097747 MLS
Nearly 48 acres of meticulously maintained recreational land where years of thoughtful stewardship have created a turn-key outdoor retreat. Five established food plots, permanent hunting blinds, tree stands, apple trees, and maintained trails extending from the front to the back of the property create an exceptional setting for hunters and outdoor enthusiasts. Deer, moose, bear, turkey, and other wildlife are frequent visitors. Direct access to both the VAST and VASA trail systems means you can leave the trailer behind and ride directly from your own property. Whether your passion is hunting, snowmobiling, ATV riding, hiking, or snowshoeing, this property offers four seasons of recreation. Tucked into a private clearing, the insulated off-grid cabin, built in 2014, offers approximately 384 square feet with an open kitchen and living area, wood stove, loft bedroom, generator wiring, metal roof, and board-and-batten siding. Relax on the front deck after a day outdoors, then settle in by the fire. Most furnishings convey, making it ready to enjoy from day one. A mix of maple, birch, spruce, and fir surrounds the cabin, while two small streams add to the natural character of the land. Located just 3/10 of a mile down a Class 4 road, the property is accessible by truck or SUV during warmer months and directly by snowmobile in winter. Enrolled in Vermont's Current Use Program. Whether you're searching for a hunting camp, recreational getaway, or a place to unplug and enjoy the Northeast Kingdom, this is a property you'll look forward to returning to season after season. Please note: Online tax maps and third-party mapping applications do not accurately depict the property boundaries in this area and may incorrectly show the camp's location. Buyers and agents should refer to the survey in the attached documents for a more accurate depiction. IMPORTANT: Do NOT follow GPS unless it routes you via South Wheelock Rd. See directions.

801 Red Schoolhouse Rd, Wheelock

$170,000
1 Beds 5097746 MLS
If you've been searching for the kind of Vermont property that's becoming harder and harder to find, this is it. Set on 47.72 private acres just 3/10 of a mile down a Class 4 road, this meticulously maintained recreational property is ready for its next chapter. Built in 2014, the insulated off-grid cabin offers approximately 384 square feet with an open living area, kitchen, wood stove, and loft bedroom. The cabin is wired for a generator, has a durable metal roof, and most furnishings will convey, making it ready to enjoy from day one. Designed with wildlife in mind, the land has been thoughtfully improved with five established food plots, permanent hunting blinds, tree stands, apple trees, and trails extending from the front to the back of the property. Deer, moose, bear, and turkey are frequent visitors. One of the property's most unique features is direct access to both the VAST and VASA trail systems. Leave the trailer behind and ride directly from your own property. A mix of maple, birch, spruce, beech and fir surrounds the cabin, while two small streams add to the natural character of the land. Enrolled in Vermont's Current Use Program. Whether you're looking for a hunting camp, recreational retreat, or a place for generations of family and friends to gather, this is much more than just a piece of land. Please note: Online tax maps and third-party mapping applications do not accurately depict the property boundaries in this area and may incorrectly show the location of the camp in relation to property lines. Buyers and agents should refer to the survey in the attached documents for a more accurate depiction of the property. IMPORTANT: Do NOT follow GPS unless it routes you via South Wheelock Rd. GPS from other directions may route you to an impassable Class 4 road. From I-91 Exit 23, travel 6.5 mi on South Wheelock Rd. Right on Minister Hill Rd, bear left onto Red Schoolhouse Rd. Property is on the left. Look for sign.

801 Red Schoolhouse Rd, Wheelock

$275,000
2 Beds 2 Baths 5094227 MLS
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.

7206 S Wheelock Rd, Wheelock

$595,000
4 Beds 2 Baths 5092959 MLS
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.

785 Leroux Rd, Wheelock

$595,000
3 Beds 2 Baths 5091303 MLS
This beautiful Vermont farm 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!

2486 Peak Rd, Wheelock

$385,000
5089754 MLS
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.

167 Leblanc Rd, Wheelock

$385,000
3 Beds 2 Baths 5089751 MLS
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.

167 Leblanc Rd, Wheelock

Start Your Search

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .