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 programming offering multi-cultural 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) and Middlebury Youth Lacrosse Club (MYLC) 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.  Aurora Learning Center 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. Need child care? The Middlebury College website has links to several local resources you’ll want to look into including a comprehensive child care service provider page, or check in with the Addison County Parent/Child Center that 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 ACTR (Addison County Transit Resources), 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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364 Weybridge Street Middlebury VT 05753

Middlebury, VT364 Weybridge Street

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4942970

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,053

This kind of location does not come up very often! With over 250 feet of frontage on the Otter Creek, this in town property has a lot of development potential! The four bedroom home has been meticulously maintained, and owned by the same family for over 40 years. An open kitchen, dining and family area is at the center of the home, with a cozy wood stove if you need it! A fully renovated full bath and laundry are nearby, and a large living room in the front of the home has maple floors and handsome beams on the ceiling. A sweet screened in porch is on the back of the home, looking out towards the yard and the river beyond! Upstairs you will find the four bedrooms with wood floors, and another fully renovated 3/4 bath with heated towel rack. Did I mention that both baths have heated floors? The large garage has storage above, and currently is set up with one garage door, but could easily fit two. The land here is quite special- you can enjoy the river frontage all to yourself- fishing, kayaking, or just take in the view! The Sellers have a plan that they once considered, to create three lots along the river front. A new owner could take this idea and run with it! New zoning rules may allow additional subdivision as well. Live in town, walk to the shops restaurants and events at Middlebury College- but feel like you are a world away as you retreat to your personal oasis on the river!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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 11,074
  • Acreage 0.1

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: 6.6% last updated on Mar 23, 2023
* 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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19 Chipman Heights Middlebury VT 05753

Middlebury, VT19 Chipman Heights

Price$588,000

Est. Mortgage: $/month

Pending

MLS Number 4921955

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Bedrooms 4
  • Square Feet 2,600

The charming home is in one of the best locations in the town of Middlebury! It is both in a neighborhood, and is very private with a partially wooded .9 acre lot with access to walking trails on town owned land. There are beautiful long-range views in the winter when the leaves are off the trees. The house has been very nicely updated with replacement windows and exterior doors, new and/or refinished floors, new decks, nicely updated bathrooms, new appliances, insulated basement and other improvements that you need to see for yourself. This 4 bedroom, 3 bath home is both spacious and cozy. Easy access to stores, schools, and to all that Middlebury has to offer!

Listed by Nancy Foster of Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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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426 East Main Street Middlebury VT 05753

Middlebury, VT426 East Main Street

Price$567,000

Est. Mortgage: $/month

MLS Number 4898955

  • Multifamily
  • Bathroom 2
  • Units 2
  • Square Feet 2,304
  • Acreage 0.24

Come see this very well-kept Multi Family home that is partially being used as an Airbnb in a beautiful location along the Middlebury River. This 2 unit property features an attached two car garage, off street parking with 2 driveways and solar panels installed on roof. The first-floor, recently updated unit, is light and bright and offers a lovely kitchen/dining room, laundry area and hardwood floors through most of the unit. The second-floor unit has hardwood floors through most of the unit, contains two bedrooms, a large open living room dining room area, an enclosed porch plus a deck with amazing views of the river. Soak in the views and sounds of the river as well as the beautiful gardens that have been professionally maintained. This property's location is not only beautiful but also convenient to Middlebury College, Middlebury Gorge, Snow Bowl Ski Area, Rikert Nordic Skiing and the iconic Waybury Inn from the Newhart show. Enjoy the natural wonders of Middlebury, skiing, snowshoeing, hiking, fishing and so much more.

Listed by Don Marcelino of The Marcelino Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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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426 East Main Street Middlebury VT 05753

MLS Number 4905354

  • Commercial
  • Year Built 1920
  • Square Feet 2,904
  • Acreage 0.24
  • NOI 43992

Come see this very well-kept multi family that is partially being used as an Airbnb in a beautiful location along the Middlebury River. This property features an attached two car garage, off street parking with 2 driveways and solar panels installed on roof. The first-floor, recently updated unit, is light and bright and offers a lovely kitchen/dining room, laundry area and hardwood floors through most of the unit. The second-floor unit has hardwood floors through most of the unit, contains two bedrooms, a large open living room dining room area, an enclosed porch plus a deck with amazing views of the river. Soak in the views and sounds of the river as well as the beautiful gardens that have been professionally maintained. This property's location is not only beautiful but also convenient to Middlebury College, Middlebury Gorge, Snow Bowl Ski Area, Rikert Nordic Skiing and the iconic Waybury Inn from the Newhart show. Enjoy the natural wonders of Middlebury, skiing, snowshoeing, hiking, fishing and so much more.

Listed by Don Marcelino of The Marcelino Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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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18 Forest Ridge Drive Middlebury VT 05753

Middlebury, VT18 Forest Ridge Drive

Price$525,000

Est. Mortgage: $/month

Pending

MLS Number 4944274

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,949

What a location! This 4 bedroom 2.5 bath home is close to town yet with the elbow room of the country. Meticulously maintained home with gleaming oak floors, updated granite countertops in the kitchen, spacious living area with wood burning fireplace. Private dining room or eat in kitchen. Primary suite has attached full bath and walk in closet. Storage galore with full walkup attic space, full basement and 2.5 car garage. Lovely covered porch to sit and and enjoy the peace and tranquility that surrounds you. Property connects to the Green Mountain National forrest where there are walking, hiking, snowshoeing or cross country ski trails. All this without having to pack up and hit the road. Open House March 4th from 11-1.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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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2 Lower Plains Road Middlebury VT 05753

Middlebury, VT2 Lower Plains Road

Price$499,000

Est. Mortgage: $/month

Pending

MLS Number 4941616

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,622

Delightful 3-bedroom home recently renovated and modernized while maintaining the character and charm from the 1880's. The open concept kitchen and living room provide a spacious area for entertaining. The first level features hardwood floors, beams, and amazing views of the Middlebury River. Direct access to the river for swimming and fishing right from your own backyard. Also on the first level, you will find a bonus room, ¾ bath, and family room with access to the deck and backyard. In the winter, warm up by the wood stove in the living room, and in the summer enjoy the sun out on the back deck while listening to the river. Upstairs, the bedrooms have beautiful hardwood flooring. The bright primary bedroom is equipped with its own full bath, while the other two bedrooms have a shared bath. The laundry closet is also on this level, centrally located between all the bedrooms. The 2-story 2-car garage is great for covered parking and storage. A 10 minute drive to the center of Middlebury, 40 minutes to Rutland, and 1 hour to Burlington. Closing mid to late June, 2023.

Listed by Michael Johnston of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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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51 Seminary Street Middlebury VT 05753

Middlebury, VT51 Seminary Street

Price$495,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4933111

  • Residential Single Family
  • Construction Existing
  • Square Feet 5,428
  • Bathroom 3
  • Bedrooms 9

"Among the architectural landmarks of Middlebury, VT stands the imposing Federal style house, Stonecrop Ledge." In need of significant renovation, this property has amazing potential. The house has stood prominently in its location since its construction in the 19th century. Designed by Lavius Fillmore, an esteemed architect and timber framer- the detailing throughout was once a thing of beauty. Now available for the next owner to bring their imagination to the property. Currently set up as a main residence with a two bedroom apartment, and located just outside of downtown Middlebury. Offered with +/- 2 acres, with more acreage negotiable. This once magnificent structure is ready for your vision!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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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49 Seymour Street Middlebury VT 05753

Middlebury, VT49 Seymour Street

Price$429,000

Est. Mortgage: $/month

Pending

MLS Number 4946218

  • Multifamily
  • Units 2
  • Bathroom 3
  • Acreage 0.39
  • Square Feet 2,937

Village location with short walk to downtown Middlebury and Middlebury College, this property underwent a full renovation in 2020 including a new high efficiency Bosch Boiler, upgraded electrical, three new baths and more! This 2 unit offers a buyer flexibility with owner occupation and/or rental units. Currently Unit 1 is owner occupied with 1 bedroom and a guest suite, Unit 2 occupies the 2nd and 3rd floors with a common front entry that leads to both Unit 1 and 2. The guest suite is a great space for an adult child or in-law suite. Want a single family? The entire home could be opened up to a single family. There is plenty of parking at the back of the home along with a 2 story barn style 1 car garage. There is a fenced in garden area off the wrap around covered porch to the side of the home and a back yard that has been landscaped, seeded and offers more usable outdoor space. This home enjoys energy efficient heating system and a fully insulated basement with new water and sewer lines. The home's basement also offers laundry hookup and storage shelves with a garden shed just outside the walk out door. This is a property that presents a buyer with many options for living in Middlebury with income producing unit.

Listed by Susan Burdick of BHHS Vermont Realty Group/Vergennes

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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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13 Forest Ridge Drive Middlebury VT 05753

Middlebury, VT13 Forest Ridge Drive

Price$425,000

Est. Mortgage: $/month

Pending

MLS Number 4941755

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,470

Nestled into a private setting in the Forest Ridge neighborhood, this home has been lovingly maintained over the years. The main floor is perfect for one level living! Come in through the welcoming entry, and the large living room with gas fireplace and built in cabinetry will put you right at home. This room is open to the spacious dining area with kitchen just around the corner. Lots of windows bring in the natural light, and hardwood floors highlight the main living and dining spaces. The dining area leads out to the back deck and private back yard- the perfect spot for morning coffee or meals in warmer months! The primary bedroom suite sits on this level as well, with its own full bath and built in cabinets. The powder room down the hall will come in handy as well! The fully finished, walkout lower level is where you will find a family room with large sliding glass doors, two additional bedrooms, laundry and 3/4 bath. Live all on one floor, with private space for guests, or spread out in this home that has so much to offer! Don't forget the two car, attached garage that adds in additional storage as well as convenience. Conveniently located close to the downtown of Middlebury, but also minutes away from the Waybury Inn for a fun dinner out, take a dip in the Middlebury River, or head up the mountain for a hike or ski! An offer deadline of Tuesday, Jan 31 has been set.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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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29 Court Street Middlebury VT 05753

Middlebury, VT29 Court Street

Price$399,500

Est. Mortgage: $/month

MLS Number 4937083

  • Multifamily
  • Units 3
  • Bathroom 1
  • Acreage 0.39
  • Square Feet 2,640

Prominently located along a main road in the center of the college town of Middlebury, Vermont, this multi-unit building can provide many options. The building is currently set up with two units. A modest two-room (plus a 1/2 bath) unit at the back of the building, a main floor unit with 4 rooms and two 1/2 baths and a second floor with 4 rooms plus a kitchen and full bathroom in the original part of the main house/building. The two story section sits on a foundation with a basement that houses the utilities for that part of the building. The back unit has a propane heater and is currently separate from the rest. It could be all opened up quite easily if that is the need of the next owner. Plenty of parking behind the building and two Route 7 curb cuts on either side of the building. Exterior is in great shape, roof is slate, interior has been renovated over the years and is all ready to go. Be sure to check out the Virtual Tours (there are two, one for the main house, one for the ell in the back). Currently has a 2 Bedroom APT on the second floor. In order to become a 3 Unit will need town approval and some additional fixtures (kitchen/bath). Currently unoccupied so no rental figures are available but Middlebury's rental market is slim and these units, if reconfigured slightly, would be rented in a heart beat.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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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29 Court Street Middlebury VT 05753

Middlebury, VT29 Court Street

Price$399,500

Est. Mortgage: $/month

MLS Number 4937082

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 4
  • Square Feet 2,640

Prominently located along a main road in the center of the college town of Middlebury, Vermont, versatile building can provide many options. The building is currently set up with two units. A modest two-room (plus a 1/2 bath) unit at the back of the building, a main floor with 4 rooms and two 1/2 baths and a second floor with 4 rooms plus a kitchen and full bathroom in the original part of the main house/building. The two story section sits on a foundation with a basement that houses the utilities for that part of the building. The back unit has a propane heater and is currently separate from the rest. It could be all opened up quite easily if that is the need of the next owner. Plenty of parking behind the building and two Route 7 curb cuts on either side of the building. Exterior is in great shape, roof is slate, interior has been renovated over the years and is all ready to go. Be sure to check out the Virtual Tours (there are two, one for the main house, one for the ell in the back). Located in the new "Mixed Use" zoning district, bring your ideas and let's make it happen!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 23, 2023
* 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 2023 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 25, 2023 1:23 AM EDT