Properties Near 4150 Trebo Road Chester, VT

Everything you’ve been looking for in a Vermont home—completely renovated with care and character. Nearly every aspect of this Chester property is new: electrical, plumbing, heating, insulation, drywall, windows, and more—offering the low-maintenance peace of mind homeowners crave. The kitchen features a stylish farmhouse sink and stone countertops, while the upstairs bathroom includes a beautifully curated vintage Martini pedestal sink. Original wide plank wood floors have been lovingly refinished, preserving a sense of warmth and history. The standing seam metal roof offers long-term durability, and outside, the expansive level lawn and massive post-and-beam barn are overflowing with potential—whether for gardening, recreation, storage, or transforming into additional living space. A standout opportunity for anyone seeking a move-in-ready home with timeless charm and room to grow. This home is in a prime location near Chester’s Stone Village, Grist Mill, Smitty’s Market, and more. Just 15 min to Okemo and the lakes, 30 min to Bromley, and under an hour to Killington, Stratton, and Mount Snow, it’s ideal for year-round fun. Currently enjoyed as both a family getaway and a successful Airbnb, it offers strong income potential. Whether you’re looking for a primary home or investment, this timeless property is not to be missed.

Serene Cul-de-Sac Retreat with Elegant Indoor-Outdoor Living in Springfield, Vermont. Tucked at the end of a quiet cul-de-sac in one of the most desirable neighborhoods in Springfield, this beautifully maintained four-bedroom, two-bathroom home offers a rare combination of tranquility, convenience, and charm. With a thoughtfully landscaped yard, mature trees, and a private wooded backdrop, the setting provides a peaceful escape just minutes from local amenities. Step inside to discover a warm and inviting living room, perfect for quiet evenings or lively conversation. The enclosed porch and expansive deck extend the living space outdoors, inviting year-round enjoyment, from crisp autumn mornings with coffee to summer evenings by the fire pit. The lower level features a stylish bar and lounge area, an ideal setting for entertaining or unwinding at the end of the day. Whether hosting guests or savoring a quiet night in, this space adds a unique and versatile touch. Additional highlights include an attached garage, a well-appointed kitchen, and generous natural light throughout. Every detail has been carefully curated to support relaxation, connection, and comfort. With its prime location close to town yet tucked away for privacy, this home offers a refined Vermont lifestyle, inside and out. Schedule a showing today.

This Cozy cabin tucked away along the outskirts of Chester is sure to impress. With a brand new roof, heating system and more this is the perfect turn key retreat. The property features both open lawn and forest to explore, just up the road from snowmobiling and hiking trails this property has the ability to be your home base for all your favorite activities year around. Including close proximity to Okemo for downhill skiing and snowboarding in the winter as well as the Chester village and downtown Springfield being only about a 10 minute drive to the local shops, restaurants and more. In a quiet and serene setting this cozy cabin is well maintained, private and has so much to offer!

This delightful ranch home located in a desirable cul-de-sac neighborhood, is where you can enjoy a nice evening walk and chat with the neighbors. Enter from the front porch to the bright living room with a lovely fireplace and hardwood floors, to enjoy a fire on those cool evenings. The nice sized kitchen adjoins the lovely dining room which features easy access to the large screened-in porch, perhaps to enjoy dessert after dinner. Three bedrooms and 2 baths complete the main level. The lower level features the oversize family room, with a brick wall feature. An additional bedroom will provide room for guests. The utility side of the basement offers space for a workshop, as well as options for storage, workout space and more. This home enjoys a spacious fenced in level lot hosting options for flower or veggie gardens. A 2 car garage has more room for storage.

Welcome to a home that truly has it all! Perfectly positioned on a cul-de-sac, this property is steps away from the trailhead of Hartness Park where you can enjoy 3 miles of trails in the 85 acre town forest. A seamless blend of privacy whilst still being in town - what more can you ask for? This beautifully maintained property offers the rare and coveted convenience of first-floor living—with all four spacious bedrooms and a full bathroom right on the main level. Recently refreshed with paint throughout, gleaming refinished hardwood floors, and brand-new kitchen flooring, this home shines with pride of ownership after more than 20 years of loving care. Step inside and be welcomed by an expansive, sun-soaked living and dining area, highlighted by a south-facing picture window that floods the space with natural light. Picture cozy winter evenings by the wood-burning fireplace, your favorite book or movie in hand. But wait—there’s more! The finished lower level features a second oversized living room complete with another fireplace—ideal for entertaining or relaxing. You’ll also find a 3/4 bathroom and multiple bonus rooms ready to be transformed into an office, gym, playroom, or extra storage—the potential is endless. Step outside to your private backyard oasis, where the back deck is perfect for morning coffee or evening unwinding. Whether you're entertaining guests or enjoying a quiet moment alone, this outdoor space is a true retreat. Don't miss your chance!

Nestled on over an acre +/- of level land, this well-maintained home offers a wealth of space and potential for any lifestyle. With a large shed, a 3-car carport/workshop, and even a chicken coop, you'll have plenty of room to store, work, and play. The first floor features a generously-sized bedroom with bay windows, a beautifully refinished bathroom with a walk-in shower, a large kitchen, dining area, and living room. Additionally, there's a convenient storage room with an attached half bath. Upstairs, you'll find four more spacious bedrooms and a newly updated half bath, along with a bonus room that could serve as a home office or a playroom. The second floor also houses the laundry area for added convenience. The third floor has been thoughtfully converted into a private apartment or in-law suite, complete with its own kitchen and full bathroom, perfect for multi-generational living or guest accommodations. The basement has been transformed into a fully functional workshop with pressure-treated flooring, a solid upgrade over the original dirt floors. Plus, the home is heated by a pellet furnace that holds 2 tons of pellets, conveniently blown in from the outside - no need to lug heavy bags up and down the stairs. Recent updates include new click-lock flooring throughout much of the home, updated windows, and a durable new metal roof on the workshop/carport. Don't miss a chance to see it for yourself!

Simplify your life and reconnect with nature in this peaceful Chester home. Set on over 5 private acres, this 3-bedroom ranch offers easy, one-level living surrounded by Vermont’s natural beauty. Whether you're seeking a low-maintenance primary residence, a country getaway, or a downsizing opportunity, this home delivers comfort without complication. From the wheelchair-accessible ramp to the hardwood floors and one-level layout, this home blends style with everyday ease and comfort. The layout is practical and inviting, with an open living and dining area that flows easily into the kitchen. Large windows bring in natural light and woodland views, creating a calm and cozy atmosphere. Step outside to enjoy a generous yard with plenty of space for gardening, bonfires, or just breathing in the quiet. With simple systems and room to grow, this property offers the kind of freedom that only Vermont living can provide—space to stretch out, slow down, and savor the seasons. Just a short drive to Chester village shops, farmers markets, and hiking trails, and 16 minutes to skiing at Okemo and World Class Golf at Fox Run and all Ludlow has to offer.

Off a peaceful road in the wonderful town of Springfield, VT sits a beautifully maintained 3-bedroom, 1.5-bath ranch nestled on a peaceful and private 2-acre lot. This easy-living home features freshly sanded hardwood floors throughout, offering a warm and timeless feel in every room. Enjoy the simplicity of single-level living with an efficient layout and low-maintenance design. The full walk-out basement provides excellent storage and future expansion potential, while the spacious shed/barn on the property offers endless possibilities for hobbies, animals, or additional storage. Conveniently located just minutes from Springfield Hospital, I-91, shopping, dining, and local schools, this home offers the perfect balance of rural charm and in-town accessibility. Outdoor enthusiasts will love the close proximity to Okemo Mountain, Mount Ascutney, snowmobiling, and trails/hiking. Whether you're starting out, downsizing, or seeking a peaceful Vermont retreat, this property blends comfort, convenience, and country character in one desirable package.

Nicely maintained 3BR/3BA ranch home just waiting for a new family. This home features large, updated eat-in kitchen with sliders to a deck, main floor laundry, gas fireplace, home office/den, partially finished basement has a 3/4 bath, workshop area, partially finished rooms that could be additional bedrooms and a large partially finished area for family room. Primary bedroom with bath and lots of closet space, a walk-in, a closet full of shelves and additional for whatever you like. Seller will entertain all offers.

This lovingly maintained manufactured home is just waiting for its new owner to enjoy! Located less than 10 mins from North Springfield and just 20 mins to Ludlow on a quiet dirt road. Enter through the large multi-purpose room with views of the pond and perennial gardens. Laundry is conveniently located in the hallway off the kitchen. A wood stove in the living room adds charm and warmth. Enjoy a meal at either the dining room table or bar seating that overlooks the kitchen. Ample counter space and cabinets make cooking a breeze. Portable generator hookup ensures uninterrupted enjoyment no matter the weather. The generator is even included! Windows and furnace were all replaced in 2018/19. Three included outbuildings have room for car, toy or tool storage! Watch wildlife across the rolling lawn or install a fence in the field for your own animals to enjoy. Live the Vermont life in an idyllic location!

Delayed showings Begin July 15th, schedule yours today Well maintained and updated home for your living pleasure! Owners have maintained and improved this home during their time here with updated stainless-steel appliances, mini split, new boiler and fresh paint both interior and exterior just to name a few things. Main floor has three nicely sized bedrooms, convenient galley kitchen, dining area with sliders to the back deck with fully fenced yard with a privacy fence, living room and full bath. The large living room picture window showcases the Vermont hillside in the distance. The lower level features a family room, half bath and bedroom, a perfect space for guests or that one family member that likes a little extra space. One car heated garage makes access to home quick and easy. The half-acre corner lot allows for open yard space beyond the fencing with perennials, bushes and trees scattered about. Small shed is perfect for storing garden tools. It is not uncommon to see deer frolicking in the backyards in the neighborhood. This home adds a bit of country space while enjoying the amenities of in-town living. INTERIOR PICTURES TO FOLLOW

This bright and inviting Gambrel home sits on a corner lot and offers a lovely, fenced backyard, to grow your garden, or play toss with the kids. This home features a welcoming, large foyer, a generous living room and a formal dining room for those family dinners. The kitchen features an island to enjoy the morning coffee. With four bedrooms 1 full bathroom and one 1.4 baths, there is plenty of room for all. The basement offers space for a workshop, a hobby room and plenty of storage space in addition to a 1 car garage. The beautiful outdoor patio provides for outdoor entertaining and container gardening as well as looking to the tree house, perfect for the kids!! A must see.

Delightful light filled ranch home with a touch of whimsy and country mixed to make this home a happy spot to be. Walk into the large finished and heated breezeway, a great place to sit a spell or use as a mud room. Access to the breezeway from front, back and the garage to make this a very convenient and usable space. This home features a large kitchen with room for a table, stainless steel appliances, large pantry and a view to the front yard through the living room. Generously sized, this living room is bright and cheery with picture window, and happy colors. Large 3-piece bath with updated tile surround has a stackable washer/dryer and linen closet. Both bedrooms have lots of natural light and good-sized closets for storage. A nice full, dry basement gives plenty of room for storage or additional play or activity space. The back yard is a gardener's delight. Lots of perennial flowers fill the yard along with fruit trees, raised beds, outdoor storage and still lawn to mow. There's a covered porch to sit and watch the birds and bees and maybe with all the whimsy you might glimpse a fairy or two. Who Knows! This colorful cheery home is sure to lift your spirits.

Welcome to this comfortable home that has recently become available for the first time since it was built in 1956! Originally built as a 3-bedroom ranch, it was converted to a full 2-story home several years ago. That addition of a second floor comprises one big, glorious office/library consisting of several hundred square feet in itself! Upstairs also includes a full bath and sliding doors to a second-floor deck, from which you can walk down to the secluded backyard which has been lovingly landscaped through the years. During that time, one of the downstairs bedrooms was turned into a large full bath with a hot tub. From this room you can also see and access the backyard gardens. The upstairs could be used as a giant master bedroom, or it could easily be divided into two large bedrooms. This unique property is ready to begin a new chapter in its life, so make an appointment to see it today!

Built as a duplex, this and last owner have used it as a single family. Therefore there are no traditional figures for income and expenses. Easy to transform into the duplex for income by adding appliances to the upstairs apartment. This home has many upgrades including siding, windows, decks/railings/stairway (outside). Drive is paved and there looks to be room to replace the shed. Perfect one level living on the first floor with all your needs in one space including a huge bath with step in shower and a utility room for washer and dryer. This is a must see for anyone who is looking for single or multi family with affordability.

Price Reduction! Come see this private 2-acre lot, off a side street close to the picturesque Chester village. This well maintained 1968 mobile home has a bright open concept addition. Close to ski mountains and other snowmobile trails. Make this a Vermont getaway or a permanent home joining a wonderful community.

Wow! What a sweet well cared for home, loaded with charm. The original owner lived here from when it was built in 1940 until 2005, when it was purchased by the current owner. This property is so cute and cozy, and you will be amazed by the many features such as wainscoting, antique type ceilings, all-natural unpainted woodwork, rolling island in the kitchen, the original kitchen sink, hardwood floors, and more. Sitting on a quiet street with a beautiful private backyard, with lots of flowers in the gardens - what a wonderful place to enjoy these summer days and evenings. Move right in after closing, because it's all ready for the lucky new owners to start enjoying this beauty as their new home.

Large home on generously sized lot with lots of room to romp this 3BR/2BA home has lots of space indoors and out. Roomy and sun filled kitchen flows right into the dining room. Living room is cozy with the pellet stove glowing. Good sized mud room could be used as a small office or reading room or a place to do homework. 1st floor full bath and laundry for your convenience. 2nd floor has a seriously large primary bed with full bath, along with 2 other bedrooms and if you need a little more space, there is an attic as well. Along with a 2-car garage this home should meet your needs.

MOTIVATED SELLERS! Nicely maintained three-bedroom home. This home has lots of room inside, so the options are varied. A half bath, home office/den that could be used as a first-floor bedroom, family room, living room, dining room-with the layout the rooms are interchangeable to fit your needs. Second floor features three bedrooms and a bonus walk-thru room, and bath with large walk-in shower. Home currently has a chairlift to the second floor and a ramp entry which makes the home handicap friendly. seller will remove both stair lift and ramp if buyer does not want them. The enclosed porch makes a great entry room for shoes, boots, bags and more. Back deck has a small, quiet back yard that is fully fenced to keep pets and children in, with a shed/workshop with electric. Home has been winterized by SEVCA and updated wiring. Take a look in person, you will be surprised at all this home has to offer.