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.

Painter Road Middlebury VT 05753

Middlebury, VTPainter Road Highway

Price$1,600,000

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: 3.5% last updated on Mar 26, 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$1,395,000

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 gathering, 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 is permitted for an additional 4 bedroom 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: 3.5% last updated on Mar 26, 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$995,000

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. As an operational 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! Caretaker onsite with a wealth of knowledge about the farming operations.

Listed by Amey Ryan, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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: 3.5% last updated on Mar 26, 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: 3.5% last updated on Mar 26, 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: 3.5% last updated on Mar 26, 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 more bedrooms (each with their own private bath) and a landing area perfect for a creative space (current owner is an artist so there is a small sink in the closet for washing brushes). 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. If that's not enough, a partially finished room over the garage!

Listed by Amey Ryan, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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 A VisitAsk A QuestionMore Details

4467 Richville Road Shoreham VT 05770

Shoreham, VT4467 Richville Road

Price$695,000

Est. Mortgage: $/month

MLS Number 4799377

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,450

This Frank Lloyd Wright inspired, Architect-designed mid-Century Modernist home is perched on a knoll overlooking bucolic farmland with a Green Mountain backdrop. Sited for year-round passive solar benefits, walls of glass bring the exquisite landscape in at every opportunity. While clean lines and contemporary finishes nod to high style minimalism, there is a casual, utilitarian ease about this home - make it what you want. The Master Suite wing includes a dressing area and bath, screened porch, as well as its own deck with exterior shower. Two additional bedrooms and a shared bath bookend the home via a single open corridor, off of which most spaces open out onto the panoramic view shed. An open concept great room, kitchen and dining area is expertly configured, with a more intimate sitting/family room adjacent. You'll find convenience in the abundant contemporary built-in shelving and storage throughout, plus practicality and functionality in the pantry, laundry, and guest bath connecting to the attached 2-car garage. Step outside from any one of the screened porches or decks to find privacy, peace and tranquility from every vantage point, including the well-sited pond (a bird-watcher's paradise), across rolling fields, to the neighboring farms and mountain ranges beyond. Vibrant downtown Middlebury is less than 20 minutes, while Lake Champlain, nordic and alpine skiing, hiking, and biking are all within 30!

Listed by Amey Ryan, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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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95 Sheldon Lane Middlebury VT 05753

Middlebury, VT95 Sheldon Lane

Price$685,000

Est. Mortgage: $/month

MLS Number 4799415

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,552

This custom built home is in an excellent location!Situated at the end of a private road,this land has been in the same family for generations.Unique in its' proximity to town,but with mountain views as well!The open floor plan on the main level starts off with a large kitchen with stainless steel appliances,custom cabinetry, and island for casual seating with a granite countertop.The kitchen is open to the dining room, with yellow birch floors and elegant cove lighting.The living room has more custom cabinets, wood floors and a wood burning fireplace.Tucked behind the living room is another sunny space- perfect for a home office, library or den. A large family room has radiant floor heat under the tile floor, and loads of windows for an abundance of natural light! A mudroom with tile floor, more custom cabinets and built in bench and 1/2 bath complete the first floor.Upstairs you will find a master suite with cathedral ceiling and a curved wall of windows taking in the views.The large master bath includes a large soaking tub and separate shower, and walk in closet. Two additional bedrooms, full bath and another room perfect for additional bedroom space , playroom or office- with it's own exterior entrance. The large, dry basement walks out for more potential finished space- but is excellent storage.The detached, two car garage has storage above, but could be finished into more living space as well! Enjoy the outdoors with the stone patio, fire pit and above ground pool!

Listed by Sarah Peluso, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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 A VisitAsk A QuestionMore Details

567 Orchard Run Cornwall VT 05753

Cornwall, VT567 Orchard Run

Price$675,000

Est. Mortgage: $/month

MLS Number 4798675

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,232

At the end of a country road, this property offers the privacy you are looking for, just a few miles to town! This well built home sits on over 10 acres- adjacent to an additional 22+ acres of common land, all looking to the Adirondack Mountains. The open concept floor plan includes a mudroom and 1/2 bath, large kitchen- open to the dining area and living room, with a pellet stove for cooler nights. Doors lead out to the spacious front deck, where you can enjoy the sunsets at the end of the day. The entertaining space is increased in the warmer months with the large screened in porch - overlooking the nearby pond! The entire home has pine floors and is flooded with natural light. Upstairs is a master suite with two walk in closets and 3/4 bath. Three additional bedrooms and full bath, as well as another room perfect for an office or playroom. An open space in the hall works perfectly for a reading or homework nook. With a full, dry basement and a two car, attached garage, there is plenty of storage as well! The ground mounted solar panel covers most of your electricity costs. Hike or snow shoe out your back door on the common land, skate on the nearby pond, or just relax and enjoy the view! Plenty of space for gardening and animals as well. If you have been looking for a home that has been well cared for, in an excellent location - this is it!

Listed by Sarah Peluso, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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 A VisitAsk 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 March 29, 2020.