Properties Near 464 East Main Street Middlebury, VT

Picture yourself in a stunning retreat, where the gentle sound of a babbling river fills the air as you relax on your porch or savor a warm summer evening by the firepit. This classic Vermont farmhouse has been beautifully updated inside with a gorgeous custom kitchen complete with high end appliances that are a work of art. A 48" Italian gas range, Big Chill fridge and a handmade Moroccan brass faucet are just a few of the details! Custom cabinetry includes a bespoke island that is the center of the chef's domain. Throughout the home thoughtful design choices are around every corner. With an acceptable offer, the house can be sold mostly furnished! Wood floors throughout, and natural light is in abundance. A first floor bedroom and fully remodeled bath make one level living possible. The living and dining rooms feature built in cabinetry, and a wood burning fireplace is a focal point in the living room for cozy nights. Three additional bedrooms and another fully remodeled bath are upstairs, along with an office and large laundry room with hand stenciled floors. An attached sunporch is on the back of the home, with a cool bar for an amazing entertaining space. Walk outside and the magic begins there. Mature plantings, fruit trees, berry bushes, and open lawn space lead you back to the river. Nicely protected with a stone retaining wall, there are steps up and over to a cool riverside sitting area. From here you can cool off, sit and enjoy a cold drink, or just enjoy the soothing sounds of the river. Walking distance to the Waybury Inn for a delicious meal, or walk to the East Middlebury gorge, a beautiful and popular swimming hole. Tennis courts, library and a playground are nearby too! 8 miles (12 minutes) to the Snow Bowl for skiing in the winter. 5 miles (10 minutes) to Lake Dunmore for swimming in the summer. Enjoy the abundant hiking trails in the area as well! ALTHOUGH THIRD PARTY SITES SUCH AS ZILLOW SHOW OTHERWISE, THIS HOUSE IS NOT IN A FLOOD ZONE.

This thoughtfully cared-for, move-in ready 3BR/2BA single-family home with additional 1BR/1BA apartment radiates Vermont charm. Set back from the road with expansive yard, patios, and Adirondack Mountain views, this turnkey property offers versatile living. Ideal for primary buyers, the main house offers a single-floor living option plus a second floor with 2bed/1 bath for family or guests. The private, detached guest apartment is a proven income generator, bringing in $35,000 in gross revenue in 2024 and growing to $37,000 in 2025 with a strong history of repeat guests. Upgraded with a full kitchen (stove, dishwasher, extra-large sink), separate electric sub-meter, and a new roof. Currently used as a short-term rental (STR) on Airbnb. Continue on with bookings, explore long or mid-term rentals, or use as an in-law suite or home office. Available fully-furnished. Primary home highlights include warm wood accents in an expansive, open living space with abundant natural light centered around a propane stove for the focal point of your Vermont winters. Adjoining is a cook’s kitchen featuring soapstone counters, cherry cabinets, prep sink and island seating for the guests. Spacious 3-bay heated garage for parking, storage, workshop, tools and equipment + additional room for toys or machinery in the shed. A long list of recent improvements include bathroom renovations (vanities, floors, lighting), new heat-pump hot water heater, new garage roof, refinished deck and many others. Located just 6 miles from Middlebury College, minutes from Lake Dunmore, The Middlebury Snowbowl and year-round outdoor activities. 1 hour from Burlington, 2.5 hours from Montreal. This home offers a nice balance of a peaceful country retreat and reliable financial support. Call 773.209.2732 for viewings.

Nestled along the scenic banks of the Middlebury River, this beautifully updated vintage home offers a rare combination of historic character, modern comfort, and versatile living space. The main residence features three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or hobbies. Enjoy peaceful mornings and relaxing evenings in the screened porch overlooking the property's lush gardens and natural surroundings. Thoughtful updates throughout preserve the home's timeless charm while enhancing everyday convenience. Upstairs there is a claw foot tub overlooking the beautiful yard, soak and listen to the river! A spacious barn adds exceptional storage, workshop, or hobby space, while the separate one-bedroom apartment presents opportunities for rental income, multigenerational living, or private guest accommodations. Surrounded by established gardens and the soothing sounds of the river, this special property offers a quintessential Vermont lifestyle with room to live, work, and entertain. As an added bonus, this property owns the land across the street ensuring a permanent buffer! Whether you're seeking a full-time residence, country retreat, or property with income potential, this riverside gem is a unique opportunity not to be missed.

Perfect for anyone looking for an in-law suite, this home has a first-floor primary suite that is very spacious- giving its occupants a private space separate from the main house, including its own laundry room and office space! The generously sized mudroom entry and walk-in pantry separate this from the open concept kitchen/dining/living rooms. Flooded with natural light, the custom kitchen features granite countertops and cherry cabinetry! Sliding glass doors open up from the dining area to the expansive back deck! The soapstone wood stove in the living room sits on a custom-built stone hearth and can heat up this main level. The family room has pocket doors that can close it off from the rest of the main floor for added privacy. Upstairs are four more bedrooms and two baths! Loads of windows to enjoy the view out the back- a lovely, flat 1.73-acre parcel with stone walls, trees, lots of open space and established gardens, huge deck, pool, and plenty of sun! The partially finished basement has a large recreation room, workout room, workshop, play space, full bath AND plenty of storage. Located in East Middlebury village, down the street from the Waybury Inn, library and playground. Head up the mountain for great skiing, hiking and biking- or walk down the street to the Middlebury River to take a dip or go fishing! Less than 10 minutes into the village of Middlebury, where you'll find great restaurants, shopping, and events at Middlebury College. This house offers all of the space that you have been looking for, at the end of the road for a private setting- what more do you need?!