Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

FIND YOUR HOME

Custom Search

Middlebury VT Real Estate

Middlebury

Middlebury, VT was chartered in 1761 and is listed on the National Register of Historic Places.  It is the largest community in Addison County with a population of approximately 8,200 and is home to many shops, businesses and architecturally distinguished churches and public buildings.   Middlebury is also home to the internationally recognized Middlebury College which has a Performing Arts Center and Museum of Fine Arts which bring numerous cultural events to the town throughout the year as well as an extensive sports complex that hosts many nationally ranked sports teams. Otter Creek, the longest river in Vermont, passes through the heart of the historic village and is a main attraction.  Residents enjoy many fine restaurants, cafes, unique shops, music festivals, crafts fairs and much more!  Put Team von Trapp’s knowledge of Middlebury VT real estate to work for you!

To save your favorite listings, register with us and you can get email notifications when properties that match your criteria are posted. Contact us for more information and to schedule a tour for any listing below.

127 Butternut Ridge, Middlebury, VT 05753

Price$279,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4712725

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1334

This newer home has much to offer, with all bedroom on the main level. Open floor plan offers nice natural lighting. Master bedroom with ensuite bath. Spacious living area overlooking the front yard. Unfinished second level with plenty of room to expand. Full concrete foundation with a walkout. Within a 5 minute drive to downtown Middlebury, 15 minutes to Bristol and 45 minutes to Burlington.

Listed by Courtney Houston DeBisschop of IPJ Real Estate

{$office->Name}

Coldwell Banker Hickok & Boardman Realty | Chris von Trapp
346 Shelburne Road
Burlington VT, 05401
Office: 802.846.9525

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.59% last updated on 2018-08-09

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

447 East Main Street, Middlebury, VT 05753

Price$460,000The price has recently decreased

Est. Mortgage: $/month

Open House

MLS Number 4712502

  • Residential Single Family
  • Next Open House: Sat 18th 11:00 am - 4:00 pm
  • Listing Agent Name Jason Saphire
  • Construction Existing
  • Bathroom 3

A Middlebury classic! This charming Farmhouse features 4-BRs, 2.5 baths, dining room, galley kitchen, office, home theater, common room w/ a LP stove, full basement w/ bulkhead, mudroom, screened porch, red cedar deck w/ motorized awning, attached 3-car heated garage w/ workbench and storage, and several additional rooms. Many rooms include 9' ceilings w/ maple, oak or wide pine floors. This 3.1 acre homestead also includes a beautiful, cozy, detached Carriage House/1 BR apartment with additional storage space, a barn w/ paddock, a coop/potting shed, raised bed gardens, and a variety of mature fruit trees. Many year-round recreation and entertainment options are nearby and all amenities are within walking distance.

Listed by Jason Saphire of www.EntryOnly.com

{$office->Name}

Coldwell Banker Hickok & Boardman Realty | Chris von Trapp
346 Shelburne Road
Burlington VT, 05401
Office: 802.846.9525

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.59% last updated on 2018-08-09

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

276 Washington Street Extension, Middlebury, VT 05753

Price$151,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4709600

  • Residential Single Family
  • Listing Agent Name Amey Ryan
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2

What a great opportunity for someone to live in a neat and tidy house, walking distance to town with limited expenses. This has been an investment for the current owners and they're ready to turn it over to someone new. The house is in great shape and has been well-cared for over the years. With new gravel on the driveway, newer paint and windows and boiler, added insulation in the crawl space, newer roof - you should be able to live maintenance free. Why rent? Owning this home would likely cost you way less than your current rent! Looking to make an investment yourself? The house has historically rented for around $1200 (tenant pays utilities, except snow removal and water/sewer).

Listed by Amey Ryan of IPJ Real Estate

{$office->Name}

Coldwell Banker Hickok & Boardman Realty | Chris von Trapp
346 Shelburne Road
Burlington VT, 05401
Office: 802.846.9525

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.59% last updated on 2018-08-09

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

72 Gambrel Court, Middlebury, VT 05753

Price$235,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4708959

  • Residential Single Family
  • Listing Agent Name Sarah Peluso
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2

Move in ready! This attractive, one level home has been meticulously maintained and updated. Sited at the end of a cul de sac, the generous sized yard backs up to the woods, for privacy and access to trails! Walk in through the new mudroom, and enter into the living room- with hardwood floors and a wood burning fireplace. This is open to the renovated kitchen, with maple cabinetry and stainless steel appliances! The family room addition is in the back of the home, with a cathedral ceiling, and walls of windows looking to the back yard- and a door out to the deck. Two bedrooms and a renovated full bath are also on this level. The lower level is finished with a playroom/rec room and bonus room for overflow guests or office. The large deck on the back of the home is where you will want to spend your time in the warmer months, as it overlooks the yard, looking to the woods beyond, and has a custom Otter Creek awning to keep you cool! Close to town, and affordable- what more do you need?

Listed by Sarah Peluso of IPJ Real Estate

{$office->Name}

Coldwell Banker Hickok & Boardman Realty | Chris von Trapp
346 Shelburne Road
Burlington VT, 05401
Office: 802.846.9525

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.59% last updated on 2018-08-09

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

51 Seminary Street Extension, Middlebury, VT 05753

Price$550,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4707589

  • Residential Single Family
  • Listing Agent Name Wade Weathers
  • Construction Existing
  • Bathroom 3
  • Bedrooms 9

Elegant home with many special features from a time gone by. Main house has many large rooms with oversized windows. Renovation needed. Private apartment has two bedrooms and separate entrance. Small two bedroom guest cottage included and also in need of renovation. Subdivision required from original 35 +/- acre parcel. Additional land available.

Listed by Wade Weathers of LandVest, Inc-Burlington

{$office->Name}

Coldwell Banker Hickok & Boardman Realty | Chris von Trapp
346 Shelburne Road
Burlington VT, 05401
Office: 802.846.9525

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.59% last updated on 2018-08-09

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

72 Daisy Lane, Middlebury, VT 05753

Price$334,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4707457

  • Residential Single Family
  • Listing Agent Name Bonnie Gridley
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Lucky number 13 is the total number of homes & lots to be developed in this privately yet conveniently located neighborhood on a cul-de-sac in Middlebury. The baseball diamond across the street from this house provides entertainment and a lovely country view from the front yard of this .86 A corner lot. Spacious open living, dining & kitchen with island plus a 1st floor master suite with steam shower, soaking tub & walk in closet. 3 more generously sized bedrooms and a family room upstairs. 2' x 6' construction, full basement with convenient stairs into the 2 car attached garage. This is a wonderful home in a great location with plenty of room to entertain & garden & enjoy being home!

Listed by Bonnie Gridley of RE/MAX North Professionals, Middlebury

{$office->Name}

Coldwell Banker Hickok & Boardman Realty | Chris von Trapp
346 Shelburne Road
Burlington VT, 05401
Office: 802.846.9525

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.59% last updated on 2018-08-09

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

943 Shard Villa Road, Middlebury, VT 05753

Price$222,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 4707020

  • Residential Single Family
  • Listing Agent Name Susan Gulrajani
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3

Sit on your front porch and enjoy the long range views of the Adirondack Mountains. This property is perfectly located close enough to downtown Middlebury and Route 7 yet sited on a paved road in the country on the Salisbury line. Neighbors are not too close for added privacy. There is a large glassed in porch to keep you out of the rain and loads of vintage charm in the open, eat in kitchen with modern appliances. A first floor bedroom and full bath with additional room with loads of built ins could be an office or game room. Bring your imagination. The second floor features two bedrooms with lots of built ins and beautiful views. This home has been freshly updated from the fresh paint and floors to the updated electrical. The attached garage is over sized and ready for a large RV or spacious parking for cars. Small barn in need of some TLC.

Listed by Susan Gulrajani of Coldwell Banker Hickok and Boardman

{$office->Name}

Coldwell Banker Hickok & Boardman Realty | Chris von Trapp
346 Shelburne Road
Burlington VT, 05401
Office: 802.846.9525

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.59% last updated on 2018-08-09

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

6 Chipman Heights, Middlebury, VT 05753

Price$359,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4705199

  • Residential Single Family
  • Listing Agent Name Beth Stanway
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Great Chipman Hill house! One level, open concept home with hardwood floors and an updated kitchen. Wood stove in living room keeps the home cozy through the winter. Perhaps the best room in the home is the screened in side porch overlooking the deck and private backyard. So relaxing! There are three bedrooms, one and a half baths and a partially finished basement. The finished room in the basement has a fireplace and built in bookcases. An attached two car garage makes unloading groceries easy! A fenced backyard, a fire pit, beautiful gardens and rock walls add great outdoor space in this hard to beat location! Seller is motivated.

Listed by Beth Stanway of IPJ Real Estate

{$office->Name}

Coldwell Banker Hickok & Boardman Realty | Chris von Trapp
346 Shelburne Road
Burlington VT, 05401
Office: 802.846.9525

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.59% last updated on 2018-08-09

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

888 Three Mile Bridge Rd. Road, Middlebury, VT 05753

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4705152

  • Residential Single Family
  • Listing Agent Name Sarah Peluso
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

This handsome colonial home is situated on 11+ acres of mostly open meadow with beautiful mountain views! The main floor includes a master suite with walk in closet and bath with gorgeous cherry cabinetry, tile shower and marble counters. The gourmet kitchen has stainless steel appliances, and is open to the dining area, with lots of natural light and a wood burning fireplace between the two! The den has another fireplace, surrounded by built in cabinetry for a warm, inviting space. The living room has the third fireplace, and opens up to the screened in porch, where you will want to spend your summer nights! The second floor has another master bedroom, as well as two additional bedrooms, an office and a full bath. The third floor has two more rooms- perfect for overflow guests or office space, as well as a 1/2 bath. Plenty of storage in the home including attic space, a full, dry basement with wine seller, and an attached barn for equipment/storage. The two car garage comes in handy too! Lounge on the back patio, or take a swim in the pool- there are many options for relaxation! Truly the full package, this property could also function as a bed and breakfast, with space for everyone! Convenient to downtown Middlebury , Lake Dunmore and the mountains, yet private with room to roam!

Listed by Sarah Peluso of IPJ Real Estate

{$office->Name}

Coldwell Banker Hickok & Boardman Realty | Chris von Trapp
346 Shelburne Road
Burlington VT, 05401
Office: 802.846.9525

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.59% last updated on 2018-08-09

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

53 Peterson Terrace, Middlebury, VT 05753

Price$230,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 4704923

  • Residential Single Family
  • Listing Agent Name Judith Sperry
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Nicely updated 3-BR home in village neighborhood, an easy walk to grocery stores and town. Enjoy the enclosed seasonal porch for entertaining. A second room next to the porch can be your summer bedroom. The deck off the porch has two sets of stairs and one set leads into a small enclosure for your pets. Plenty of room for the avid gardener. There is a raised garden bed, mature maple trees for lovely fall color.

Listed by Judith Sperry of Coldwell Banker Bill Beck R.E. Midd

{$office->Name}

Coldwell Banker Hickok & Boardman Realty | Chris von Trapp
346 Shelburne Road
Burlington VT, 05401
Office: 802.846.9525

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.59% last updated on 2018-08-09

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.