MIDDLEBURY

Many consider Middlebury to be the heart of Addison County. The village is listed on the National Register of Historic Places, and offers a variety of residential neighborhoods as well as pastoral rural areas. A charming downtown is filled with independent retail shops, galleries, several restaurants, mainstay bakeries and coffee shops. In greater Middlebury you’ll find multiple grocery stores, a popular Co-op, hardware stores, and most of the services its residents might need to stay "local". It is the largest community in the county with a population of approximately 8,500 and covering 40 square miles. The town is also home to Middlebury College, a small liberal arts college with a global reputation.  Its idyllic campus has an international draw, with opportunities and sporting events for the greater community. Rikert Nordic Center is a quick 15 minute drive, while you'll find alpine skiing on the slopes of the Middlebury Snow Bowl just 20 minutes East.  Proximities:  North, you'll find Burlington International Airport an easy 50 minute drive, Montreal at 2.5 hrs North and Boston at 3.5 hrs South.

RECREATION: The Middlebury Parks and Recreation Department offers facilities and fields in multiple locations (tennis, basketball, an outdoor pool, and so much more), great programming for children and adults, summer camps, classes and events to connect you with your neighbors! Friends of Middlebury Youth Football League (MYFL), Middlebury Youth Lacrosse Club (MYLC) and Middlebury Amateur Hockey Association are popular outlets for the enthusiastic pre-High School clan. Green Mountain Adventures (an offshoot of Middlebury Mountaineer on Main Street), has created a host of guided experiences, and incredibly popular summer camps for kids. Eddy Farm School for Horse & Rider on South Street Extension is known for boarding, training and horsemanship summer camps. Mary Johnson Children's Center and Aurora Preschool supports Addison County children and their families with educational and recreational experiences in after-school programming, summer and vacation camps, and daytime learning opportunities. Middlebury Area Land Trust, better known as MALT, provides year-round youth programming and camps, as well as the Trail Around Middlebury (TAM), an incredible resource for all ages with 18 miles of footpath encircling the village and links to several hundred acres of town land, conserved properties and local landmarks. You’ll want to visit Frog Hollow Bikes for rentals, maps and recommendations for great local rides (as well as for maintenance, repair and sales!). And we cannot forget the Ralph Myhre Golf Course that offers the public incredible views from the edge of town on the Middlebury College campus from its beautiful 18-hole golf course.

RESOURCES/SERVICES/OPPORTUNITIES: Neighbors, Together is the local community action group comprised of reps from a cross-section of local businesses and organizations. Get involved! Mini Bury is a resource for parents offering info on events, activities, camps and classes in and around town. Elderly Services, Inc is a state-of-the-art adult day care facility offering a warm and safe place with abundant activities, services, meals and support and Eastview at Middlebury is our local 501c3 nonprofit corporation providing exceptional retirement living including cottage homes, apartments, residential care apartments and memory care studios all on 40 acres adjacent to Porter Medical Center. For local history and legend, visit the Henry Sheldon Museum of Vermont History and the Vermont Folklife Center. Musically inclined? The Middlebury Community Music Center has a fantastic line-up of classes, workshops, camps, lessons and opportunities for youth and adults. For music, stage performance, screenings, special events, a community gallery, lectures, classes, camps, look into the incredible offerings at the not-for-profit Town Hall Theater and also Addison County Parent/Child Center which provides great support and education to local families. Older children looking for a safe, alternative local hangout? Definitely check out Addison Central Teens! Want to take advantage of bus services/low cost transportation? Try the services of TVT (Tri-Valley Transit formerly ACTR), where you’ll benefit from bus routes around Middlebury, a Tri-Town Shuttle (Middlebury, Bristol, Vergennes), Snow Bowl shuttle, 116 Commuter, and Burlington and Rutland Link busses!

SCHOOLS/EDUCATION: The Addison Central School District (ACSD) is based in Middlebury and sees over Middlebury’s Elementary, Mary Hogan School, Middlebury Union Middle, and Middlebury Union High schools. The Patricia A. Hannaford Career Center provides personal and career enrichment programming for high school students, home-schooled students, as well as adults across the county. Bridge School offers an alternative private education in a converted barn on the outskirts of town for pre-schoolers through sixth grade. The Community College of Vermont offers satellite classrooms in the Battell Block in the center of town (one of 12 locations across the state), with classes for college credit across many disciplines. Of course we're also proud to have Middlebury College and all that it offers in our back yard.

For abundant general information covering all of Addison County, you’ll want to visit the Addison County Chamber of Commerce’s site. You’ll find info on many of the organizations and businesses mentioned here, and so many more; it’s member-centric but the Chamber’s website provides extensive and invaluable info nonetheless. Of course, if you’re setting up shop in the area, it’s a connection you’ll want to make for networking, referrals, classes and smart opportunities, so be sure to stop by the Chamber offices and introduce yourself! Of course, we’re proud to spread the word on all things local, so while you’re wandering through charming downtown of Middlebury please do stop by to see us at 34 Main Street. We’ll answer questions, provide recommendations for our favorite nearby hot spots, and connect you with our friends and neighbors who will be happy to get to know you!

View all current listings available in Middlebury, VT below. To learn more about the town of Middlebury, click here.

Area: 39.23 mi²

Population: 8,501

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457 E. Main Street Middlebury VT 05753-8656
Active With Contract

MLS Number 4976301

  • Commercial
  • Year Built 1810
  • Square Feet 9,270
  • Acreage 2.9
  • PricePerSqFt 129.45

If this sounds familiar, you're right. The Waybury Inn had the good fortune to be chosen as the image for the Bob Newhart show which aired in the 1980's. Filming for the show was in Hollywood but the Waybury was in every episode and gained some fame for the exterior image of the Vermont sitcom. This is an outstanding opportunity to step into an Historic, successful operating Country Inn that offers great charm and character, warm and inviting atmosphere with comfortable updated amenities. The owners have been in residence for 24 years and have been outstanding custodians of the property. Their staff is loyal and professional. Most of them have been with the Inn for many years and one staff member for 30 years! The Chef is a real asset and has generated, a loyal local following. The 12 individually decorated guest rooms are immaculate with en-suite baths. Kings, Queens, Doubles and Twin bedding are available to accommodate all requirements. The common areas within the inn are warm and inviting; plus in warmer weather, the front, rear porches and patio are perfect spots to relax or have a meal. A stroll through the quiet meticulously maintained gardens, abundant with flowers, statues and sitting areas brings calm. The guests of this inn love it here as noted by the positive reviews on Trip Advisor. Before releasing the financial information, interested prospects will be asked to fill out a Prospect Information Package and provide proof of funds.

Listed by Dick Palmer of Hospitality Consultants,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1108 Quarry Road Middlebury VT 05753

Middlebury, VT1108 Quarry Road

Price$1,150,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4972540

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,502

Tucked away with views of the Green Mountains is this 14-acre haven of unspoiled woodland beauty surrounding a large pond. The property offers an unrivaled sense of privacy just minutes from all that Middlebury has to offer. A welcoming mudroom flows into a generous open living space with a large kitchen, breakfast nook, dining area, and living room with wood-burning fireplace. Down the hall is a cozy bedroom with private bathroom and fireplace, as well as a cherry-lined family room with built-in bookcases and wood stove. Sliding doors lead to a sunroom overlooking the pool and attached greenhouse. Upstairs includes the primary suite with an elevated deck and a hot tub overlooking the Green Mountains. Down the hall are two more bedrooms with a shared full bath. Above the 2-car garage is a separate two room suite with a full bath. There is no shortage of space to enjoy, including a basement ideal for movie nights, patio overlooking an in-ground pool, raised vegetable beds, chicken coop & garden shed, several outbuildings, including a modest refurbished 1800s barn with loft, and winding trails through the woods. Gather around the fire pit at sunset overlooking a private pond that transforms into an ice rink during the winter. A field has also been maintained for soccer and wiffle ball. It's an idyllic setting for memorable gatherings and special events. Make this home your own and begin a chapter filled with adventure, relaxation, and cherished moments.

Listed by Michael Johnston of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Court Street Middlebury VT 05753

MLS Number 4922137

  • Commercial
  • Year Built 1880
  • Square Feet 8,553
  • Acreage 0.1
  • PricePerSqFt 116.33

A prominent feature in downtown Middlebury since 1814, this structure was the replacement of the original courthouse in this location, and built in 1883.To quote Glen Andres in the Walking Tour of Middlebury, "This replacement, by Clinton Smith of Middlebury, was described in the Middlebury Register in 1883 as of "mixed architecture with Queen Anne features,"and declared the handsomest courthouse in the state. The facade is both picturesque and ordered. Its asymmetric massing and variety of detail in stone, brick, wood, slate, and glazing are held in line by articulating brick panels and "structure."This was very up-to-date design for Vermont. The panel-brick style (as it since has been dubbed) was just being popularized by leading architects in Boston, New York, and Philadelphia. Yet the courthouse is hardly a pure import. Its architect was local, and he has put the stamp of his personality and craftsmanship on its design. He also has maintained a sensitivity to its setting. Vigorous in its detail, the 1883 courthouse remains a good neighbor to the earlier structures on Court Square, prominent, but not too assertive for the good of its surroundings." Currently used for office space, many of the original architectural details are intact! The property includes an elevator, and is fully up to date with fire safety including a sprinkler system.Three floors of office space, and a full basement that has plenty of storage, and all the mechanicals. Own a piece of Middlebury history!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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103 Court Street Middlebury VT 05753

MLS Number 4980086

  • Commercial
  • Year Built 1995
  • Square Feet 5,280
  • Acreage 2.4
  • PricePerSqFt 187.5

Discover the perfect blend of comfort and opportunity in this spacious five-bedroom, three-bathroom home situated on a sprawling 2.4-acre lot. The main living space welcomes you with an open concept design, providing ample room for a growing family. Two bedrooms grace the main floor, offering convenience and flexibility, while the second floor hosts an impressive trio of bedrooms, including a luxurious primary bedroom suite. Step into the primary suite and indulge in the expansive bathroom, featuring a jacuzzi tub and a separate shower. The suite is complete with a generously sized walk-in closet, offering both style and functionality. The fully walk-out basement presents a myriad of possibilities within its mixed-use zoning. Whether you envision a chiropractic office, daycare, apartments, attorney's office, architect's studio, or even a chic hair salon, this versatile space is ready to transform according to your vision. Previously utilized as a chiropractic office, the potential for this space is boundless. Convenience meets visibility, as the property is strategically located right off Court Street, the main road, ensuring easy access for clients and customers. Ample parking further enhances the property's appeal, making it a versatile canvas for various ventures. This property is not just a home; it's an opportunity waiting to be seized. Explore the potential of this unique residence and its versatile spaces that cater to a myriad of possibilities. Schedule your viewing!

Listed by Kelly Laliberte of Wallace Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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103 Court Street Middlebury VT 05753

Middlebury, VT103 Court Street

Price$990,000

Est. Mortgage: $/month

MLS Number 4980065

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,810

Discover the perfect blend of comfort and opportunity in this spacious five-bedroom, three-bathroom home situated on a sprawling 2.4-acre lot. The main living space welcomes you with an open concept design, providing ample room for a growing family. Two bedrooms grace the main floor, offering convenience and flexibility, while the second floor hosts an impressive trio of bedrooms, including a luxurious primary bedroom suite. Step into the primary suite and indulge in the expansive bathroom, featuring a jacuzzi tub and a separate shower. The suite is complete with a generously sized walk-in closet, offering both style and functionality. The fully walk-out basement presents a myriad of possibilities within its mixed-use zoning. Whether you envision a chiropractic office, daycare, apartments, attorney's office, architect's studio, or even a chic hair salon, this versatile space is ready to transform according to your vision. Previously utilized as a chiropractic office, the potential for this space is boundless. Convenience meets visibility, as the property is strategically located right off Court Street, the main road, ensuring easy access for clients and customers. Ample parking further enhances the property's appeal, making it a versatile canvas for various ventures. This property is not just a home; it's an opportunity waiting to be seized. Explore the potential of this unique residence and its versatile spaces that cater to a myriad of possibilities. Schedule your viewing!

Listed by Kelly Laliberte of Wallace Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Washington Street Middlebury VT 05753
Active With Contract

MLS Number 4949541

  • Commercial
  • Year Built 1794
  • Square Feet 3,000
  • Acreage 0.08
  • PricePerSqFt 260

Seriously motivated sellers. Professional office building with space versatility, a highly visible downtown location and updated systems within walking distance to downtown restaurants, convenience of shopping and lovely green/park spaces. This building has long been a law office and is nicely compartmentalized for any number of future uses. On the main entry level (front steps and ramp access) you'll find a large and welcoming waiting room overseen by two admin spaces. The front of the building holds two large private offices with 2 entrance options to each. Two more private office spaces, a conference room, a copier room and a 1/2 bath round out the first floor. Upstairs are two more generously sized offices, a large storage closet, a smaller office and a 2nd conference room, a break room and a 3/4 bathroom. The building has had some winterization work, includes several heat pump units and an air exchange system located in the attic space. Parking is available directly in front of the building (public parking on paved road) as well as 6 designated spaces (during business hours) along the western edge of the Middlebury Natural Foods Coop building. Site is set up with cable internet, phone systems and many office furnishings. NOTE: Building is currently one unit but could be separated spaces, shared spaces, shared amenities. Owners have provided a list of items that can be negotiated in a sale.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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106 Fields Road Middlebury VT 05473

Middlebury, VT106 Fields Road

Price$539,000

Est. Mortgage: $/month

Pending

MLS Number 4983130

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,418

This well-kept, contemporary ranch in Middlebury is ready for move-in! Upstairs boasts two bedrooms, two baths, high ceilings and ample closet space. The finished lower level has a bedroom plus bathroom and a large family room with kitchenette to provide plenty of extra room. A lovely eat-in kitchen with an island, pantry, energy star stainless steel appliances and extra space for a work area or breakfast nook. The large living room and dining room combo leads out to a covered back deck that's just perfect for summer cookouts or enjoying your morning coffee. Central heat and air conditioning plus Tesla solar panels will help keep utility expenses low. The well-manicured yard features a maintenance free fence for children or pets plus backs up to a nature preserve for some extra privacy. The close proximity to shopping, schools, the local golf course and hiking/biking trails adds to the convenience of this home. This home is move-in ready to enjoy all that Middlebury has to offer! Showings start 1/26, book your showing today!

Listed by The Paul Martin Team and Heather Kelly of M Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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79 Court Street Middlebury VT 05753

Middlebury, VT79 Court Street

Price$499,000

Est. Mortgage: $/month

MLS Number 4979907

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,485

GOLDEN OPPORTUNITY! Prime office space with easy access and excellent exposure in the heart of vibrant Middlebury! Ideal for business incubation, private offices, or owner occupied home business. R12 zoning allows for numerous possibilities! Interior features 9 beautiful naturally lit office spaces along with common areas, locked storage and garage. Exterior features plentiful parking, attractive stonescaping, access ramps, and generous frontage with exceptional visibility. Numerous recent improvements include new roof and gutters, new heating and hot water systems, new basement flooring, insulation and drywall as well as property conversion from oil to propane. Seller is a licensed agent. Also listed as Commercial Sale. See MLS 4979906

Listed by David Davidson of Lake Point Properties,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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79 Court Street Middlebury VT 05753

MLS Number 4979906

  • Commercial
  • Year Built 1890
  • Square Feet 2,197
  • Acreage 0.31
  • PricePerSqFt 227.13

GOLDEN OPPORTUNITY! Prime office space with easy access and excellent exposure in the heart of vibrant Middlebury! Ideal for business incubation, private offices, or owner occupied home business. R12 zoning allows for numerous possibilities! Interior features 9 beautiful naturally lit office spaces along with common areas, locked storage and garage. Exterior features plentiful parking, attractive stonescaping, access ramps, and generous frontage with exceptional visibility. Numerous recent improvements include new roof and gutters, new heating and hot water systems, new basement flooring, insulation and drywall as well as property conversion from oil to propane. Seller is a licensed agent. Also listed as Single Family Residential. See MLS 4979907

Listed by David Davidson of Lake Point Properties,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Gorham Lane Middlebury VT 05753

Middlebury, VT12 Gorham Lane

Price$495,000

Est. Mortgage: $/month

MLS Number 4986258

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,646

Neat and tidy and ready for you! This single level home sits nicely on a flat yard with some mature landscaping and plenty of room to play. Just minutes to downtown Middlebury where you have access to trails, restaurants, and an array of shopping! You'll love the direct entry from the garage into the spacious mudroom. Head out to the 3 season "beach-side" inspired porch or into the house through the kitchen. The living room has plenty of room for a dining table and three bedrooms and a bathroom fill out the rest of the main living area. The hardwood floors are beautiful! The full basement offers versatile space with a den and a rec room, a second bathroom and the laundry room in addition to the unfinished basement which allows for a ton of storage. Seller converted to natural gas a few years ago with a new boiler. If you're interested in single level living, a second washer/dryer (stackable) could be installed in one of the 3 bedrooms (hookups already there). Close to Middlebury College, a short drive to Lake Champlain or Lake Dunmore, tons of cultural and recreational opportunities in the area!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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149 Cottage Lane Middlebury VT 05753

Middlebury, VT149 Cottage Lane

Price$450,000

Est. Mortgage: $/month

Pending

MLS Number 4984184

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,713

Meticulously maintained gem. Located within one mile of shopping, banking, and all three Middlebury schools, this home offers the perfect blend of convenience and comfort. Step inside to discover a well thought out interior with impressive 9-foot ceilings, three bedrooms and two full baths for your convenience. The living room with it's hardwood floors and propane fireplace is a cozy place to curl up with a book and enjoy the sunlight. The inviting eat-in kitchen complete with custom bar chairs is perfect for casual dining. A dining area that flows seamlessly from the kitchen to the lovely awning covered deck, perennial garden area, an outdoor shower and a private river stone patio is the perfect spot to watch the sunset. For additional living space, the finished basement boasts a welcoming family room, a bedroom, a full-sized bath, a laundry room, and a workshop area. Perfect private space for guests. Become part of the warm and friendly community of Village Glen.

Listed by Deborah Fortier of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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118 Three Mile Bridge Road Middlebury VT 05753

MLS Number 4985673

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,232

This unique property is located just south of Middlebury right off of Route 7, making it a very convenient commute to Middlebury, Rutland, and or Burlington. The house has had a lot of work done on it over the last 5 1/2 years including an updated kitchen with all new high-end appliances. However, there is still room to add your personal touch. The house has lots of storage space in the attic and also multiple out buildings. There is an attached garage, with 1 door but has room for a shop area and at least 4 cars. There is another building that has even more space. A wonderful place to call home with extra space for toys and equipment!

Listed by Heather Foster-Provencher of Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated March 3, 2024 11:53 PM EST