Properties Near 86 Ossie Road Middlebury, VT

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Great house on a corner lot in a Middlebury neighborhood that's close to town! The first floor has well equipped kitchen with a large copper topped island and a spacious dining area that's perfect for entertaining. The living room opens to a bonus area that could be a den, office, playroom, etc... There is a first floor bedroom and a full bath with laundry. Upstairs you will find a primary suite with a full bath and walk in closet, two more bedrooms, another full bath and all with beautiful maple floors. There is an oversized two car garage that opens to the mudroom so no getting rained/snowed on getting inside. Nice flat yard is perfect for gardens and play.
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.
Situated in the heart of East Middlebury, this farmhouse built in 1800 offers nearly 3,000 square feet of living space and features five bedrooms on a spacious 0.53-acre corner lot. The sizeable kitchen, with woodstove and attached breakfast nook, provides ample space for entertaining or simply whipping up meals. Adjacent to the kitchen, a newly remodeled utility room and bath with a tiled walk-in steam shower add both functionality and modern convenience. The first floor also includes a formal dining room, a substantial living area, and a family room with a wood burning fireplace, perfect for hosting those milestone events. The traditional large front door leads to an expansive wrap-around covered porch that overlooks East Main Street and the vibrant happenings of town. Upstairs, you will find five carpeted bedrooms, a full bath, and easy access to the walk-up attic. Should additional space be required for an office or exercise room, one or more of these bedrooms can easily be repurposed. Across the driveway, there is a detached two-car garage and a heated workshop, offering ample storage and counter space for both tools and toys. Next door is the Recreational Park, with playgrounds, basketball and tennis courts. Also, a stones throw away is the well known Sarah Partridge Public Library and the renowned Waybury Inn. This property has been lovingly maintained by its current owners for over 45 years. As they embark on new adventures, this home is ready for its next chapter.
Quaint, village home-many recent improvements: rain gutters, Northern Bsmt system, new appliances, lilac trees on the back line, a surveyed lot and a few new doors! This home is an easy one to call home. Beautiful landscaping giving wonderful curb appeal. Raised garden bed of wildflowers makes a beautiful pollinator highway for the bees. A mature lilac tree in the backyard spreads a lovely fragrance around the garden bed of annuals and perennials in spring. Enter the side door into the mudroom & drop your shoes/bags (maybe throw in a load of laundry), then into the kitchen & unload your groceries into the walk-in pantry and fridge and get dinner started! The large living rm gives plenty of options for furniture and the dining area hosts all kinds of dinner parties or a simple start to the day as the sun rises. A first floor rm could serve as a BR or office - it has good cross ventilation and a closet. A bathroom with a lovely clawfoot tub , a brand new upgraded toilet and medicine chest rounds out the main flr. Upstairs you'll find 3 more rooms (all with good closet space), a full bathroom and a huge linen/walk~in closet. The detached elongated building (garage) with both front and side access, can house a vehicle and is great storage space for your garden tools, mower, bikes and toys! Relax on the wonderful front porch while enjoying fresh strawberries from the backyard garden. A lovely E. Middlebury spot close to stores, playgrounds/courts, a hardware store & restaurant!
PRICE REDUCTION OF $15,000 FOR 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, minisplits, 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!
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.
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%.
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.
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.
Sit on your covered front porch and enjoy westerly views of the sunsets! Walk in from this entry, and enjoy the open layout of the main level. Beautiful hardwood floors throughout the lower and upper level. The living room leads back to a dining room with built in cabinetry. The kitchen has granite countertops, and is open to a sitting area/breakfast nook next to the bay window. A door that leads to the back deck is accessed here, and looks out to the woods beyond for a peaceful setting. Sit out on your private back patio and enjoy your own oasis. A newly installed heat pump provides heat and air conditioning to the main level. A gas stove between the kitchen and living room is used as an additional heat source, and is on a thermostat. A 3/4 bath and laundry is on the first level as well. Upstairs you will find two spacious bedrooms and a full bath. The one car garage is handy, especially in the snowy months! Move right in and enjoy condo living!

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