Properties Near 82 Ossie Road Middlebury, VT

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Close to town and move-in ready! If you're in the market for a house with charm, character and convenience - you've landed in the right spot! Within walking and biking distance to local schools, healthcare, grocery stores, shopping and recreational opportunities, this home is certainly convenient. It also has some architectural flair, check out the ornate windows and interior trim! Plenty of on-site parking behind the house and room for improving the existing 3 bay garage - maybe a second living space?! Inside the house on the main living level you'll find an updated, clean galley kitchen with stainless steel counters, a generous foyer, a living room and dining room as well as the laundry room and a 3/4 bath (stall shower). Upstairs are all 4 bedrooms and a full bathroom. Bedrooms are all good sized and all have great light filtering in. The basement is accessible from inside and outside through a bulkhead, has shelving and the usual house system components - boiler, oil tank, water heater, electric panel. A covered porch on the front of the house and a porch with a pergola and a small fenced area for your furry friends in the back are both inviting places to hang out. The property has many native plantings strategically places to improve privacy.
PRICE REDUCED FOR A GREAT VALUE IN MIDDLEBURY! ENERGY CONSCIOUS, NICELY MAINTAINED, IN-TOWN CONVENIENCE & LOW MAINTENANCE make living a breeze in this two bedroom home with a sweet sunroom overlooking the back yard and a fully finished lower level. You will love the glowing wood floors, attached two car garage with a separate work shop, a deck off the sunroom, mini splits, roof-mounted solar panels, and a garden with shed and small greenhouse. The finished lower level includes a pellet stove which can heat the entire home. Open space here includes a family room with a spacious office while a separate laundry/utility room and huge storage room provide convenience. The finished storage room could easily be used for a variety of functions. A stacked washer/dryer hookup is located in the three-quarter bath if a first floor laundry is desired. Everything Middlebury is at your fingertips - shopping, schools, library, dining, sports, Town Hall Theater, rec park, local hospital. Not ready for condo living? This home is an enjoyable alternative with your own yard, garden, greenhouse, sunroom, solar, garage, paved driveway, and easy maintenance. Move right in!
Move-in ready and nicely renovated. Welcome to this beautifully updated Middlebury home, completely renovated to the studs in 2017 with new electrical, plumbing, insulation, drywall, flooring, windows, and energy-efficient mini splits. Additional upgrades include new vinyl siding (2019–2020) and a spacious 500 sq. ft. addition, featuring a bright 16x16 Great Room—perfect for gathering and entertaining. The kitchen shines with modern cabinetry, granite countertops, and updated stainless steel appliances, while both bathrooms have been thoughtfully remodeled. Step outside to enjoy a large deck overlooking the fully fenced backyard—ideal for summer barbecues, games, gardening, or simply relaxing in your own private space. Conveniently located near shopping, dining, schools, and close to all the charm that Middlebury has to offer. This home blends comfort, style, and accessibility in one perfect package. A VA assumable mortgage is available for Veterans at 3%.
Enjoy living in a peaceful, secluded home with a horse barn, surrounded by more than 38 acres of fields, pastures and woodlands in East Middlebury! Scenic large parcels like this do not come available very often. Use your imagination to create your dream home, as the house needs renovation. Its potential is nearly limitless. The single-story ranch has an eye-catching brick fireplace and hearth with a wrought-iron bread oven and arched wood storage, along with hardwood floors, an eat-in kitchen, four bedrooms, 2½ baths, an attached two-car garage and paved driveway. Sliding glass doors open onto a wooden deck, where hummingbirds, cardinals, chickadees and goldfinch are frequent visitors to feeders. Beyond the deck are fields where you will see wild turkeys, deer, woodchucks, fox and the occasional moose. Owls and hawks make their homes overhead in the towering trees. The picturesque barn features four horse stalls, a tack area, plenty of storage, electricity and a frost-free water pump. Outside, a sturdy hayshed keeps feed sheltered and dry. At the end of the day, walk down the road over the trout-filled Middlebury River to the Waybury Inn. Amenities like groceries, fuel, a library and post office are about a mile away in the center of East Middlebury, while historic downtown Middlebury and Middlebury College are a quick drive.
This classic 1820 colonial blends historical charm with everyday practicality on a level one acre lot, featuring a welcoming circular driveway, an expansive garage, and a spacious barn. The home’s remodeled kitchen is a cook's delight, outfitted with modern appliances, ample cabinetry, and generous counter space; ideal for family gatherings or daily meal prep. The first floor offers two generous living areas, perfect for entertaining or relaxing, along with a full bathroom. Multiple heating options, including a cozy woodstove, a fireplace, and a new monitor heater, ensure comfort and warmth throughout seasons. Upstairs, discover three well sized bedrooms, an updated showered bathroom, and a convenient washer/dryer nook. The primary bedroom includes a versatile bonus area that can easily serve as a home office, nursery, or creative studio. A walkup attic provides abundant storage or the potential for future expansion. Beyond the main home, the property features an oversized attached garage and an insulated workshop, suitable for everyday vehicle parking, or hobbyist space for tinkering. The separate, large barn, once home to a thriving antique shop, offers endless possibilities; studio, small business, or additional storage. Located near Middlebury and Brandon and less than an hour’s drive from Burlington, this property offers the ease of country living with easy access to town amenities. With its versatility, character, and value, this property is ready for its next chapter.
This is a beautiful first floor end unit. You can live very comfortably on one floor, but there is a partially finished basement for a wonderful office, craft or TV space, or family room. This unit has many fabulous features, some of which are a year-round sunroom which looks out onto Battell Woods, a large living room with bay window, a primary bathroom with large walk-in shower and double sinks, a beautiful 4-year kitchen with granite counters, and stainless-steel appliances, hard surfaced flooring throughout, washer and dryer on the main floor, and recently installed heat pumps. The one car garage is close and convenient. This is a great condo that is very easy to move right in to.
Nestled into Vermont's spectacular rural-meets-town setting, 44 Lower Plains Road offers a rare blend of tranquility, recreation, and community. This home is a year-round playground for outdoor lovers, ski enthusiasts, and anyone seeking the best of Addison County life. For many years, this home has been the gathering spot for the Madison Ski Club due to the proximity to the Middlebury Snowbowl. It is a place that sleeps many guests and offers lots of space to unwind and relax by the fireplace after a day of outdoor recreation. Bring your vision for thoughtful updates to this home and build equity on an amazing piece of property near endless amenities.
Discover peace, privacy, and convenience in this inviting 3-bedroom home set on 2.88 scenic acres. Tucked back from the road, this property offers a beautiful natural setting with plenty of room to spread out while still remaining just minutes from downtown Middlebury, Lake Dunmore, and the Middlebury Swimming Gorge. A new metal roof and multiple heating options ensure comfort and efficiency through Vermont’s winter months. In the summer enjoy AC, with heat pumps throughout the home. This home is ready for all of Vermont's seasons. The home features great deck space for relaxing or entertaining, and a windy private driveway that enhances the secluded feel. Car enthusiasts and hobbyists will appreciate the large 2-car detached garage, providing ample storage and workspace. If you're looking for a property that blends privacy, nature, and proximity to town, this location is truly ideal—quiet and tucked away, yet close to everything Middlebury has to offer.
This 1930’s East Middlebury village home boasts a charming, livable layout, ready for new owners to come in with the vision to make the mostly cosmetic updates that would bring out its full potential. The first floor includes a nice living room with hardwood flooring open to the staircase, a small dining area, kitchen and ½ bath with a family room and small mudroom off the back of the house. Upstairs are the homes three petite bedrooms, and the ¾ bath. Some new flooring and repair of cat damage is needed. Outside, one can enjoy village living from the covered from porch, just a short distance from the Harold Curtiss Rec Park with a play structure, basketball and tennis courts, the Sarah Partridge Library, swimming holes and a local Bakery & Deli. Just a few minutes’ drive east you’ll find Rikert Outdoor Center, the Middlebury College Snow Bowl, and several hiking trails including access to the Long Trail. Be sure to check out the 3-D Virtual Tour of the house online. Property is being sold as is.

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