$485,479Average Value$308Average Price per Sq Ft14Homes For Sale
Middlebury is a quaint college town in the Vermont mountains
Middlebury is a quaint college town with a walkable shopping district and plenty of access to the Vermont wilderness. Ray Fortier, a Realtor with Keller Williams Vermont, says that his favorite aspect of living in the area is the mountain views and natural landscape. “You can't find anything more beautiful, especially the time of year when the lilacs are coming out, daffodils are blooming, and it's the spring, and it's like new life is coming into the area,” he says. “It's just such a strong quality — it's a great feeling. It’s lower stress and a much more comfortable area to live in than many of the crowded places we've lived in before.” The town’s anchor is Middlebury College, a private liberal arts college with a student population of around 2,700. The school was the state’s first college, and today, it’s known for its language, environment and international studies programs. According to Fortier, the college is central to the town’s vibrancy, drawing people from all over the world. “Middlebury is a 10,000-person small Vermont town, and it’s just infused with life because of an active community,” he says.
Middlebury College is an esteemed institution in Middlebury.
Farm fields fill the land before the town center in Middlebury.
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A high-demand housing market with upcoming new construction
Middlebury’s properties span decades, with some homes dating back to the early 1800s. The average single-family home price is $430,000. Smaller ranch styles and condos can get as low as $200,000, and historic farmhouses with significant acreage get up to $1 million. Areas around Otter Creek have a slight risk of flooding. Although East Middlebury can be a bit more affordable, prices are on the rise here thanks to high demand. “We have such a low inventory at this time,” Fortier says. “I think what’s happening is that many of the people who live here just love the quality of life here, and they're not moving out quickly.” According to Fortier, it’s common to see multiple offers on homes, and buyers often look as far south as Brandon for more affordability. To address the housing demand, the town is building Stonecrop Meadows, a community that will add over 250 houses, townhomes, and apartment units in the next few years. The first phase is available for move-in in 2025.
Homes from the late 20th century are often in the ranch or raised ranch style.
New custom homes in Middlebury are always well built.
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The downtown’s quirky boutiques and local eateries close early
Centered around Otter Creek, Middlebury’s lively downtown is lined with restaurants, art galleries and quirky boutiques. Among a selection of coffee shops and delis, American Flatbread has wood-fired pizzas and Fire & Ice is an old-school steakhouse that serves unlimited chocolate milk from a local dairy farm. Pretty much all retail options close around 8 p.m., but Two Brothers Tavern keeps the lights on almost until midnight on weekends, making it popular with the college crowd. There’s a Hannaford and a Shaw’s for grocery shopping, plus the Middlebury Natural Food Co-Op specializes in organic produce. Around the edges of town, Lincoln Peak Vineyard and Woodchuck Cidery have tasting tours and views of the sweeping farmland.
The bar at Two Brothers Tavern in Middlebury is full of genial locals.
For a shopping experience, the Buy Again Alley in Middlebury has thrift-store finds.
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Recreation around lakes and mountains
The Otter River runs through Middlebury, cascading through the central Riverfront Park. In the summer, the waterside green space is often the site of concerts and festivals. Residents can enjoy the town's outdoor pool and indoor ice rink, as well as the well-maintained Trail Around Middlebury, which spans 16 miles past the college campus, a dog park and a golf course. Middlebury is located in the foothills of the Green Mountains, where the deep woods and sweeping vistas once inspired Robert Frost's poems. Locals can head 20 minutes into the mountains to visit campgrounds, hiking trails and skiing at the Middlebury Snowbowl. “We have a wide range of four-season activities that take care of the difficulty of cold winters,” Fortier says. Lake Dumore and Lake Champlain are also around 20 minutes away, offering swimming, boating and fishing tournaments. “Between the lakes and the mountains and the activities, I can't imagine a more beautiful place to live,” Fortier adds.
Branbury State Park is a n access point for Lake Dunmore.
Middlebury is graced by being part of the Green Mountain National Forest, where natural beauty and mountains offer hiking and rustic fun.
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Art galleries, theater productions and a new library
For a small town, Middlebury has a robust arts scene. In addition to numerous art galleries, the Mahaney Art Center has rotating exhibits and a performing arts center. The Town Hall Theater hosts local productions, youth programs and an annual film festival. New blockbusters are shown at Marquis Theater & Café, which serves authentic southwestern food like burritos and tacos alongside the big screen. The Ilsley Public Library is expected to open its major addition in 2026, adding more space for community events and an outdoor green roof.
Middlebury College Museum of Art is an attraction in Middlebury.
Cannon Park in Middlebury has a monument to John Deere, a plough inventor, who learned blacksmithing in Middlebury.
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Local schools offer an IB program and technical courses
Kids can attend Mary Hogan Elementary and Middlebury Union Middle, which both receive a B-minus rating from Niche. Middlebury Union High School gets a B-plus. The district offers an International Baccalaureate program in middle and high school. Students can also take technical courses at the Hannaford Career Center, including Engineering, Medical Professions and Culinary Arts. The local Bridge School offers a private alternative for kindergarten through sixth grade.
The Middlebury Union Middle School serves the regional system with a modern campus.
Middlebury Union High School serves the district with unparalleled education.
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Amtrak trips to Burlington and New York
The two largest employers in town are Middlebury College and Porter Medical Center. To reach city employers and amenities, residents can head to Burlington, 35 miles away. The city is usually less than an hour away along U.S. Route 7 and has the closest airport and shopping mall. An Amtrak station in Middlebury goes to Burlington and south to New York City. Route 7 also connects north to Vergennes and south to Brandon in about 20 minutes.
Written By
Catherine Lashley
Photography Contributed By
Jonathan Coon
Interested in learning more about homes in this area?
Reach out to
Sarah Peluso,
an experienced agent in this area.
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On average, homes in Middlebury, VT sell after 57 days on the market compared to the national average of 57 days. The median sale price for homes in Middlebury, VT over the last 12 months is $480,000, up 19% from the median home sale price over the previous 12 months.
This classic village home is in a great location! Situated on South St., with sidewalks on both sides of the historical street as you head into town. You have no doubt driven by this home and admired its handsome Colonial facade many times. A brand new natural gas boiler has been installed! From the front door you enter into the living room space, with wood floors that continue throughout the
Great piece of land in a great location! Secluded when you go up the old road/driveway. Easy access to Rutland or Burlington. Close to everything Middlebury has to offer including stores, restaurants and Middlebury College.
This location does not come along often! Sited on the east side of Cider Mill road looking towards Middlebury College and the Green Mountains, and just 2.5 miles to downtown. Over 7 acres of land has been opened up to share the incredible eastern views. There is an old farmhouse on this land that is not currently livable. It would require a complete transformation or a new owner could start
Set on just under half an acre in one of Vermont's most beloved college towns, this thoughtfully updated 4-bedroom, 2-bathroom home strikes a balance that's hard to find: turnkey condition with the character and care that only comes from owners who genuinely invested in where they lived. Updates include a newer roof, added attic insulation, fresh interior paint throughout, a redone entryway, a
Easy condo living can be just the right fit for someone that doesn't want to shovel, mow the lawn or navigate home repairs like a roof replacements! All you need to do is turn the inside into the space you want to be in! Whether you are looking to downsize, purchase your first home or your forever home this two bedroom condo could be the perfect fit. On the main floor, just inside the mudroom,
In-town lots in Middlebury do not come available very often! So close to everything from this location. This great building lot has electric, public water and sewer at the street. Located across the street from the Middlebury Union Middle School. Sellers obtained a building permit from the Town of Middlebury which would need to be renewed by purchaser.
This lot in the popular South Ridge neighborhood is served by town water, town sewer and is build ready! The driveway has been roughed in and the utilities/services are at the edge of the building envelope. This is the only available lot in the neighborhood! The view from this house is easterly and southeasterly so you can watch the sun rise over the Green Mountains. South Ridge is a neighborhood
Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom, single-level unit is on the second floor and will be ready for occupancy in April of 2026. To be built with
Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house
Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This two-bedroom townhome will be ready for occupancy in May 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house
Special pricing for qualified buyers! Down payment and closing cost assistance of up to $42k may be available for qualified households. Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom duplex
Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This two-bedroom townhome will be ready for occupancy in May of 2026. With energy efficiency at the forefront, each unit will
Stonecrop Apartments is a brand-new, 35-unit mixed-income community located in the heart of Middlebury, Vermont. Thoughtfully designed to blend comfort, quality, and convenience, Stonecrop Apartments offers modern living in a welcoming neighborhood setting with easy access to downtown Middlebury, local employers, shops, dining and outdoor recreation. Nestled within the Stonecrop Meadows
Welcome to The Annex, a charming three-bedroom, one and one half-bathroom guest house in the heart of Middlebury, Vermont. This exceptional property offers a central location, within walking distance to downtown, Middlebury College, Porter hospital, and restaurants. Situated on a private 1.3-acre estate next to the owner's historic brick colonial, The Annex provides a tranquil living experience
Spacious 2-bedroom, 1-bath Apartment for rent! Recently renovated, offering 1,000 sqft of living space. Conveniently located on Court St in Middlebury, close to downtown, College, and Medical Center. Available as of 6/1/26, reach out now and secure this property for a full year lease term!The rental rate is a budget-friendly $1,750, which is equal to the security deposit required. Don’t
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