Greater Middlebury Area

Middlebury, our County Seat, is a great compromise between small town and suburban living. The home of Middlebury College, the Morgan Horse Farm and a vibrant downtown, Middlebury is the largest of Addison County’s towns offering numerous activities while embracing the New England charm. The central park hosts concerts, plays, children programs, auctions and family fairs all summer long. The renaissance of downtowns in Addison County started in Middlebury with its bricked crosswalks, pedestrian-friendly sidewalks, and several stopping spots along the way.

Middlebury is also the host of the infamous Waybury Inn, the very same inn used in the 1982-1990 television sitcom “Newhart” hosted by actor Bob Newhart. To fully appreciate the New England character epitomized by this show, use Middlebury as your starting point to explore the beauty of Vermont.

The Greater Middlebury area consists of Middlebury, Weybridge, Cornwall, Ripton, Bridport, Salisbury and Shoreham.

Look below to view Greater Middlebury Real Estate Listings.

2317 Market Bridport VT 05734

MLS Number 4801050

  • Commercial
  • Acreage 742
  • Area Rural

Owner retiring, here is your opportunity! Long established 744 acre dairy farm, with 469 aces of tillable land. Prime location - On Route 125, 6 miles west of Middlebury and 2.5 miles east of Route 22A. Multiple residences and all the farm buildings necessary to carry on dairy business. See attached documents or call for - maps, list of improvements, etc. All Livestock and equipment negotiable. Owners have begun the application process to sell conservation rights of fee simple lands to VLT so that Buyer would have the option to receive substantial VLT funds.

Listed by Dave Carlson, Lake Homes Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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455 Singing Hills Road Cornwall VT 05753

Cornwall, VT455 Singing Hills Road

Price$1,275,000

Est. Mortgage: $/month

MLS Number 4751645

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 9,332

Singing Hills~ Perfect for a family estate, an equestrian property or B&B, this charming New England home offers spectacular mountain views & 75 acres of pastoral Vermont. Set well back from the road-private, but not secluded- just minutes from town, shopping & Middlebury College! The residence sits atop a rise overlooking rolling meadows & the majestic Green Mountains beyond.Every inch of this open floor plan home was carefully crafted & beautifully proportioned for comfortable living. Wide pine flooring, exposed beams & 7 fireplaces are just the beginning!The custom kitchen has double refrigerators, triple ovens & a large island with tiger maple countertops.This opens to an informal sitting and dining area with brick hearth, fireplace & wood stove. Formal living & dining rooms, & a 1st floor master suite with fireplace, two large walk in closets, dressing room and bath.Upstairs are 3 more bedrooms, plus an in-law suite; complete with its own open concept kitchen, dining & living room areas, bath & fireplace.Fully finished walkout lower level includes another kitchen area, recreation room, & sitting room with additional fireplace & full bath.The 3 bay garage has a 4th bay on the side- perfect for a large tractor. The property has a State wastewater permit for a 4 bed. guest house or carriage/barn, and a second permit for two other 4 bedroom homes. Whether you want to develop the property, or just enjoy the open landscape- the choice is yours-the possibilities are endless!

Listed by Sarah Peluso, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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Painter Road Middlebury VT 05753

Middlebury, VTPainter Road Highway

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4713068

  • Land
  • Acreage 100
  • Area Rural
  • Zoning Ag

Beautiful rolling farmland with some nice woods. Lovely mountain views. Very close to village of Middlebury, but totally private. Perfect setting for a fabulous new home, family retreat, horse farm, or whatever is perfect for a new Owner.

Listed by Nancy Foster, Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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736 Tulley Road Cornwall VT 05753

Cornwall, VT736 Tulley Road

Price$999,000

Est. Mortgage: $/month

MLS Number 4800411

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 4,006

Retreat to this private home on 65 acres of solitude conveniently located just minutes from Middlebury. 4000+ sq ft of sophisticated and comfortable living space. This four bedroom home, with two additional rooms for work, play, or exercise, offers a fabulous cook's kitchen with granite counter tops, breakfast bar, island, double ovens, and two dishwashers! A well-appointed formal living room, family room with library, and a den, round out the first floor. Relax in front of one of the four fireplaces, or entertain in the large welcoming dining room, or poolside in the screened pool house, complete with a fireplace with cooking grill. Enjoy the views from the 2nd story master bedroom deck or screened porch off the dining room. This home has had many recent upgrades and improvements including new central air, roof, boiler, windows, doors, and decks. The land has been surveyed and subdivided into two lots, with a septic design available for the second lot. Live in the house, on 10 acres, or build your dream home on the second lot with 55+ acres, ready to go beyond the two beautiful private ponds (one is 1 acre, the other is 3 acres). The land offers open pasture and woodlands. This property is perfect for lovers of nature, hobby farmers, farmers, fishing, hiking, birding, hunting, cross country skiing, or sitting back and taking in the views! The current owners have taken meticulous care of their home so you can move right in, worry free!

Listed by Elizabeth Marino, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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979 Bates Road Shoreham VT 05770-4415

Shoreham, VT979 Bates Road

Price$940,000

Est. Mortgage: $/month

MLS Number 4688039

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 4,080

Just minutes from Middlebury, this stately home sits atop a lovely meadow. The 50.77 acres provides unobstructed long range views of the Green Mountains. The house is near all that Vermont has to offer. Lake Champlain and the state boat launch is a short drive to the west, while Middlebury and the college campus are minutes away to the northeast. The house is filled with gracious open spaces, beautiful finishes and plenty of natural light. The first living room has a pleasant fireplace to enhance a cozy evening in. The landscaping blooms with bountiful color with multiple perennials and specimen trees. Additional features include the three car garage with an office above, first floor laundry, expansive basement, wrap around deck and a screened and covered porch. This home might be just the retreat you've been waiting to find! (House also listed with 25 acres MLS# 4687456)

Listed by January Stearns, Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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1623 Buttolph Road Shoreham VT 05770

Shoreham, VT1623 Buttolph Road

Price$895,000

Est. Mortgage: $/month

MLS Number 4639062

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,436

Highly Motivated Sellers - Apple Ridge farm is just 10 miles from Middlebury College with 322 acres on a quiet country road. Currently a Buffalo farm, the property is a highly desirable lifestyle opportunity. This farm showcases farm buildings that have been rebuilt or constructed on site. The main barn features seven Mahogany horse stalls with rubberized brick, stainless steel drainage system, a heated tack room and automatic heat for a birthing stall. A second two story barn with rubberized flooring, is designed for seven additional horse stalls and it is heated by propane. The property boasts approximately 3200 apple trees covering 22 acres and yield, Macs, Macouns, Gala, Paula Reds, Cortland, Spartan, Empire and Honey Crisp. The main farmhouse is 2514 square feet and has 4 bedrooms, it has been renovated and features a sunny kitchen, living room with a fireplace and wide pine floors. Sitting atop a hillside is the "Cowboy Cabin" with a stove, sleeping loft and characteristic outhouse, sit on the porch and take in sweeping panoramas of the Green Mountain peaks. The property also has a caretakers apartment above the two car garage. This property could be used in so many ways and it just takes one visit to fall in love! Current farmer is a great resource with a wealth of knowledge about the farming operations.

Listed by Amey Ryan, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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4738 Lake Street Bridport VT 05734

Bridport, VT4738 Lake Street

Price$875,000

Est. Mortgage: $/month

MLS Number 4711114

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,475

11 acre waterfront estate on Lake Champlain's Leonard's Bay. Large main home, 2 attached garages plus fabulous workshop and glass atrium. There are also 2 apartments, one over the garage and one detached from main house. Rent from these pays taxes and utilities! Lots of glass in the sun-filled main house. Easy access to the Lake. A very special Lake Front property!

Listed by Nancy Foster, Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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979 Bates Road Shoreham VT 05770-4415

Shoreham, VT979 Bates Road

Price$850,000

Est. Mortgage: $/month

MLS Number 4687456

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 4,080

Just minutes from Middlebury, this stately home sits atop a lovely meadow. The twenty-five acres provides unobstructed long range views of the Green Mountains. There is an additional 25 acres available which could provide even greater privacy. The house is near all that Vermont has to offer. Lake Champlain and the state boat launch is a short drive to the west, while Middlebury and the college campus are minutes away to the northeast. The house is filled with gracious open spaces, beautiful finishes and plenty of natural light. The first living room has a pleasant fireplace to enhance a cozy evening in. The landscaping blooms with bountiful color with multiple perennials and specimen trees. Additional features include the three car garage with an office above, first floor laundry, expansive basement, wrap around deck and a screened and covered porch. This home might be just the retreat you've been waiting to find! (Property also listed with 50.77 acres, MLS# 4688039)

Listed by January Stearns, Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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167 Orchard Run Cornwall VT 05753

Cornwall, VT167 Orchard Run

Price$825,000

Est. Mortgage: $/month

MLS Number 4794444

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 3
  • Square Feet 4,192

Absolutely gorgeous - perched to take full advantage of spectacular Adirondack Mountain views! Lovely home with a fine attention to detail and quality construction. The first floor master bedroom and the living room are built with timber frames giving it an authentic Vermont feel. Large, open kitchen includes a center island, granite countertops, tons of cherry cabinet storage and an open view to the dining area and the fields outside. A double sided gas fireplace offers quick heat when needed between the library and the kitchen. On those colder nights, warm up by the wood burning fireplace in the living room. Summertime offers the chance to sit out on the expansive stone patio or inside on the screened porch. First floor master suite includes two walk-in closets, large bathroom with soaking tub, walk in shower, double vanities and a generously sized bedroom with access to the stone patio. Additionally, on the main level you'll find a 1/2 bath for guests, another one near the laundry area and a small built-in desk area. Upstairs you'll find two en suite bedrooms and a landing area perfect for a creative space (there is a small sink in the closet). In the lower level you'll work peacefully in the home office and enjoy having an extra overflow space for tv watching, guests, etc. complete with another bathroom. The flexibility in the floor plan allows you to use the spaces as you see fit. There is additional space above the garage that could be modified to your specs!

Listed by Amey Ryan, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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736 Tulley Road Cornwall VT 05753

Cornwall, VT736 Tulley Road

Price$799,000

Est. Mortgage: $/month

MLS Number 4766057

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 4,006

Private country living conveniently located just minutes from Middlebury. 4000+ sq ft of sophisticated and comfortable living space. This four bedroom home, with two additional rooms for work, play, or exercise, offers a fabulous cook's kitchen with granite counter tops, breakfast bar, island, double ovens, and two dishwashers! A well-appointed formal living room, family room with library, and a study round out the first floor. Relax in front of one of the four fireplaces, or entertain in the large welcoming dining room, or poolside in the screened pool house, complete with a fireplace with cooking grill. Enjoy the views from the 2nd story master bedroom deck or screened porch off the dining room. This home has had many recent upgrades and improvements including new windows, decks, central air, roof, and boiler. The current owners have taken meticulous care of their home so you can move right in, worry free! The land offers beautiful views, open space, and woodlands. Make an appointment to see this special property!

Listed by Elizabeth Marino, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2020 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 May 25, 2020.