Properties Near 3385 VT Route 66 Randolph, VT

Welcome home to 2869 Vermont Route 66! This home features 9 foot ceilings throughout the main level giving an airy and spacious feel to all of the rooms. Large, modern windows throughout the home drench every room in the house with natural light all day, while the original 1800s natural wood trim and molding glows warmly. Outside, the home is skirted by mature trees that provide natural shade and filtered sunlight that reaches the wrap around porch. A pellet stove on the main level offers a cozy spot to curl up on cooler days. Four bedrooms on the upper level provide plenty of space for occupants and visitors alike but alternatively they can function as bonus rooms for a home office, workout room, or hobby room. The property is conveniently located near Vermont State University - Randolph Campus which offers an indoor lap pool, gym, library and other amenities open to the public. Many area walking, mountain biking, cross country skiing, and snowmobile trails make the area an outdoor lover’s paradise. Also in close proximity are accesses to the White River for fishing and tubing, the historic and infamous Brookfield floating bridge, Chandler Music Hall, Gifford Medical Center, and several restaurants and amenities in the village of Randolph. For commuters, the property is minutes from Interstate 89; a half hour drive to both Montpelier, VT and Lebanon, NH; and 2.5 hours to Boston.

This 2-story home offering 4 bedrooms, 2.5 baths, and 1,863 sq ft on a spacious 0.5-acre double lot. The main level features full wood flooring and a functional kitchen with butcher block countertops, and stainless steel appliances. Also on the main floor, a bedroom with custom cabinetry, dedicated office space, mudroom, entry closet, and separate laundry area for added convenience. The partially finished basement provides additional office space and cold storage, offering flexibility and future value-add potential. Exterior highlights include a covered patio, detached 2-car barn-style garage, carport, greenhouse, multiple storage/work areas, and indoor/outdoor dog enclosures. Major updates completed between 2023–2025 include Hardie board siding, metal roof, new windows, updated electrical and plumbing, and porch improvements. Tenant-occupied with lease in place through October, making this a solid investment opportunity with immediate income. The sale of this property being listed is contingent upon the proposed Seller (or Owner) completing his/her/its purchase of this property. Seller currently has this property under contract for purchase.

Escape to the peace and privacy of the countryside with this charming 3-bedroom, 2-bathroom home. Set on 6 picturesque acres in a quiet rural setting, this inviting 3-bedroom, 2-bathroom home offers privacy, comfort, and spectacular long-range views stretching all the way to Killington. The home has been thoughtfully updated with new flooring throughout and features a newly drilled well, providing added value and peace of mind. Outside, a fenced dog yard offers a safe and convenient space for pets to roam and play. With open acreage, stunning views, and a peaceful country atmosphere, this property is perfect as a year-round residence, weekend retreat, or Vermont getaway.

HUGE PRICE ADJUSTMENT!!! Looking for a home close to town and all it's amenities yet in the country? This Braintree Hill home has just been reduced and looking for a new owner, which could be YOU! Many possibilities - live in the upstairs and rent out the basement ADU OR live in the ADU and rent out the upstairs helping you pay your mortgage payment OR claim both floors as yours!!! The main house has 3 bedrooms in the 1.5 stories with a full bath, living room, DR/Kitchen and a huge covered front porch to sit and watch the wildlife from either the living room or your bedroom. The basement ADU has it's own entrance with an eat-in kitchen, beautiful 3-season sunroom, living room and a bedroom with attached bath. The garden space has been pesticide/herbicide free and there are some outbuildings that could hold chickens and other farm animals allowing you to be partially self-sufficient in today's times. The in-ground pool, which has been converted to a pond, has a pump system to run a small stone waterfall and/or any water fountain feature and has asparagus and willow growing around it as well as some fruit trees and wild roses.

Set just moments from the heart of Randolph, this 3-bedroom, 2-bath home offers a rare blend of in-town convenience and natural connection, with easy access to the river right from your backyard. Whether it’s morning coffee by the water or evenings unwinding to the sound of the current, this property brings a sense of calm that’s hard to find this close to town. Inside, high ceilings create an open, comfortable feel throughout the main living spaces. The layout offers flexibility for everyday living, with room to gather, relax, or adapt to your needs. A covered front porch extends your living space outdoors—ideal for enjoying Vermont’s changing seasons or hosting friends and family. Situated on 0.63 acres, the property provides a balance of usable yard space and natural surroundings. Located just minutes from the town pool, park, and local amenities, this home offers both convenience and lifestyle appeal. Whether you're looking for a primary residence or an opportunity to build equity, this property is well-positioned in a desirable in-town location with access to the outdoors.

Welcome to your new home base in the heart of Vermont! Perfectly situated near historic downtown Randolph, this delightful property offers the ideal blend of community charm and exceptional convenience. Located right along the vibrant I-89 corridor, you are perfectly positioned for an effortless commute to Montpelier, Barre, or Dartmouth, making this a dream location for anyone seeking a central Hub in the Green Mountain State. Step outside into your own private oasis, featuring a lovely yard adorned with mature trees that provide beautiful natural shade and a sense of established privacy. Gardening enthusiasts will fall in love with the raised garden beds, ready for your farm-to-table vegetables or vibrant summer blooms. For those who crave outdoor adventure, you are just moments away from the incredible Randolph Area Trails and Stewardship (RASTA) network, offering year-round hiking, biking, and winter recreation right at your doorstep. Inside, this well-maintained home features 3 spacious bedrooms and 1.5 baths, offering a versatile layout designed for comfortable modern living. Whether you are looking for dedicated space for a home office, room to grow, or a cozy retreat to unwind after a day on the trails, this property delivers. Combining authentic Vermont character with unbeatable accessibility to local shops, dining, and outdoor recreation, this home is ready for its next chapter. Schedule your tour today and experience the very best of central Vermont living!

2 Bedroom Ranch w/ a stunning westerly view. This home was purchased last year and has seen some major upgrades. A new roof and new chimney were recently completed as well as A finished office/study with private entrance and third bathroom area established. Enjoy the wrap around deck that also overlooks the amazing 2.3-acre lot. Plenty of space for gardens or pets. Located only a couple of minutes from I-89, Vermont State University and downtown with all the amenities that Randolph has to offer. Route 66 is a paved road and makes this a very desirable area. Come and add your finishing touches to make this house your home.

Cozy Log home on 10.4 Beautiful Acres in Randolph VT. Built in 2021 this adorable tiny log home offers modern construction with rustic charm on 10.4 private acres. A beautiful brook runs along the property creating the perfect peaceful setting. The home features one bedroom, a loft, and a full basement, making it ideal for anyone looking for a low maintenance home, weekend getaway, or a Vermont retreat. Located just minutes from shopping, schools, the hospital, a Golf course and directly adjacent to the vast snowmobile trail. You'll enjoy year-round recreation with hiking, biking, snowmobiling, and more right outside your door. Randolph is a vibrant cultural and geographic hub nestled in the Green Mountains just off of I-89. It perfectly blends a nostalgic New England main street with a thriving arts scene, incredible mountain biking, and the deep-rooted charm that makes Vermont so special. If you're looking for privacy, simplicity, and the best of Vermont living, this property is a must see.

Desirable Randolph Village Location! This spacious three-level home offers incredible bones and an unbeatable location just steps from the heart of Randolph Village. With five bedrooms, high ceilings on the first floor, and a flexible layout across three levels, there's room to spread out and make this home your own. Two covered/screened porches provide the perfect spot to enjoy Vermont's seasons in comfort, rain or shine. A standout feature is the large barn/garage, ideal for storage, a workshop, or housing all your outdoor gear and vehicles. This home is ready for your personal touch and updates, offering a fantastic opportunity to build equity in one of the area's most sought-after neighborhoods. Location, location, location! Walk to the hospital, golf course, train station, shops, and restaurants. Commuting is a breeze with easy access to both West Lebanon, NH and the Barre/Montpelier corridor. For outdoor enthusiasts, this is a four-season dream. World-class alpine skiing is within easy reach, with Killington and the Mad River Valley each just 45 minutes away, and Stowe about an hour out. Hiking, mountain biking, and backcountry skiing opportunities are right in your backyard. Don't miss this chance to own a piece of Randolph Village with so much potential and an absolutely unbeatable location. Schedule your showing today!