Properties Near 3668 VT Route 103 North Chester, VT

A classic Vermont farmhouse with space, flexibility, and possibilities for the future. Currently enjoyed as a spacious single-family home, the layout offers clear potential to adapt for multi-generational living or a two-family configuration with modification. For those with a bigger vision, the substantial rear barn and workshop areas may offer further possibilities, subject to permitting and approvals. Inside, generous rooms and abundant natural light create a warm, comfortable feel throughout. The main level features inviting living and dining spaces and an updated eat-in kitchen. The home has benefited from numerous improvements, including a new roof, new wood and pellet stoves within the past two years, a whole-house dehumidifier, and a long list of cosmetic updates that have refreshed the property while preserving its traditional farmhouse character. Upstairs, additional living space provides flexibility for bedrooms, office space, guest quarters, or a more independent living arrangement. The attached workshop and rear barn spaces offer excellent room for hobbies, storage, a home-based workspace, or future reimagining. Outside, the level one-acre lot is a true highlight, with mature perennial gardens, open lawn, and a picturesque brook running along the property, complete with a small private beach area. Set in the heart of North Springfield, this is a property with room to live, work, create, and evolve.

Extremely well maintained and thoughtfully updated, this spacious three bedroom, two and a half bath home is privately nestled on 2.6 acres on a quiet dead end. Offering the convenience of single level living, the property has been meticulously cared for over the years, with numerous improvements that make it comfortable, efficient, and move in ready. Inside you’ll find generously sized rooms throughout, offering plenty of space for everyday living and entertaining. The home features a primary suite with its own private full bathroom with a soaking tub, two additional good sized bedrooms, another full bath, and a convenient half bath. The functional single level layout makes the home easy to enjoy, while the main living areas offer plenty of natural light and comfortable gathering space. The home has seen an impressive list of recent updates, including new kitchen flooring in 2021, a new roof and skylights in 2022, newer kitchen appliances, and a mini-split system installed in 2023. Additionally, a new hot water heater in 2025. Set on 2.6 acres, the property offers a peaceful and private setting while still providing convenient access to Chester and the surrounding area. With its spacious rooms, primary suite, 2.5 baths, single level living, extensive recent improvements, and exceptionally well-maintained condition, this is a home that has been cared for with attention to detail and is ready for its next owners to enjoy.

Nestled on 10 private acres between the towns of Chester and Springfield Vermont, this property offers an exceptional opportunity to build your dream home in a peaceful country setting. A driveway has already been installed, providing easy access to the center of the property where several potential homesites offer the possibility of beautiful mountain and valley views with selective clearing. An existing trailer on the property provides a convenient place to live or use as a base while planning and constructing your new home. With a blend of privacy, natural beauty, and existing improvements, this property is ready for you to bring your vision to life while remaining just minutes from shopping, dining, and year-round outdoor recreation. Selling as-is and needing at least 60 days to close. Also listed under MLS #5102143.

Entrepreneurs and investors take note! This commercially zoned property offers exceptional potential for a home-based business, investment opportunity, or live/work lifestyle. The property features an oversized barn, multiple outbuildings, and ample space to support a wide variety of business ventures, workshops, storage, or hobby pursuits. The home is currently configured as two charming apartments, each showcasing timeless character with features such as stained-glass windows, soaring ceilings, and abundant natural light. The first-floor apartment boasts a beautiful brick fireplace with a classic hearth in the kitchen and opens directly onto a private patio, creating a warm and inviting living space. The impressive barn includes a heated workshop area, making it ideal for artisans, contractors, mechanics, or anyone needing year-round workspace. Whether you're looking to establish a small business, expand your existing operation, or simply enjoy the flexibility of extensive storage and workspace, this property offers endless possibilities. Conveniently located on Route 103 between Chester, Springfield, and Ludlow, the property provides excellent visibility, easy access, and ample parking for customers, clients, and guests.

Enjoy the ease of single-level living in this 2008 single-wide home set on 2.5 peaceful Vermont acres. The open-concept kitchen and living area is filled with natural light, creating a warm and inviting atmosphere. Offering three bedrooms, one full bath, and a convenient laundry area. Recent improvements include new carpeting and fresh interior paint, making this home truly move-in ready. The level 2.5-acre lot provides plenty of space for gardening, outdoor recreation, or simply enjoying the beauty of Vermont’s seasons. Two outbuildings offer great storage for tools, equipment, or outdoor gear. Conveniently located near several Southern Vermont ski destinations — including Okemo Mountain Resort, Magic Mountain, Bromley Mountain, and Stratton Mountain Resort — as well as Mount Sunapee in New Hampshire — making this an excellent year-round home base. Immediate occupancy available.

Charming 1800s farmhouse on 1.5 open, level acres with plenty potential! This 2-bedroom, 1-bath home is a great opportunity for first-time homebuyers, those looking to downsize, or investors. Recent updates include a roof replacement with new sheathing, water barrier, 30-year shingles on the front, and metal roofing on the back. The bathroom was updated in February 2026 with a new shower and vanity. Additional improvements include new Andersen windows throughout (2019-2022), new living room sheetrock, and exterior updates with new vapor barrier and T1-11 siding (2019-2021). Enjoy the spacious flat yard and large attic with storage and potential for future living space. Bring your ideas and make this charming farmhouse your own!

Warm wood finishes, thoughtful updates, and a peaceful country setting come together in this inviting home that offers comfort, character, and practicality. Completely renovated in 2024/2025, this one-bedroom, one-bath home is set on 1.37± private acres just minutes from downtown Springfield. From the moment you arrive, the spacious covered carport provides sheltered parking, additional storage, and a welcoming entrance to the home, while the screened-in porch offers the perfect spot to enjoy your morning coffee, unwind after a long day, or simply take in the peaceful surroundings without the bugs. Inside, you'll find an open-concept living area with beautiful tongue-and-groove wood ceilings, durable flooring, and a cozy Jøtul wood stove that creates the perfect gathering space on chilly Vermont evenings. The efficient kitchen features custom butcher block countertops, ample cabinetry, and a comfortable dining area, while the mini-split offers efficient heating and cooling throughout the year. The home also includes an updated bathroom with a walk-in shower, stacked laundry, and quality finishes that maximize both style and functionality. An enclosed mudroom provides the perfect place to store coats, boots, and outdoor gear, while custom wood accents, built-in shelving, and handcrafted details throughout add warmth and personality that are difficult to replicate. Served by a private well and a state-approved three-bedroom septic system, the property also offers flexibility for future expansion. Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this property is move-in ready with a relaxed, low-maintenance lifestyle and room to grow.