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

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: 3.56% last updated on Sep 12, 2019
* 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

Price$1,495,000

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: 3.56% last updated on Sep 12, 2019
* 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

Price$1,495,000

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 working 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: 3.56% last updated on Sep 12, 2019
* 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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1816 Morgan Horse Farm Road Weybridge VT 05753

MLS Number 4705306

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 5,142

Surround yourself in a most peaceful setting with fields and paths, pastures and ponds at this pleasant home in Weybridge. Protected and enveloped by woodlots and open fields, this property is well positioned to be able to take advantage of walks on the Trail Around Middlebury and you can even walk a path to Lincoln Peak Vineyard! Once known as the C.1825 Asaph Drake House this home and property continue to be a very special place. The home has been carefully appointed to keep the fine character of the orig. homestead intact, while tastefully updating systems, fixtures, kitchens & baths to accommodate the lifestyle choices of modern buyers. You'll find open spaces and quiet places throughout the home incl. a large kitchen/family rm area with great southern light and a screened porch leading to a beautiful stone patio and glorious gardens. A small library, adjacent to the living room, is a perfect place to have a home office or reading chairs. A first floor bedroom with a private bath and a fireplace provides for a master or guest suite. On the second floor you'll experience rooms with flexibility to be bedrooms, offices, den, exercise rooms - the choice is yours! Located on the second floor of the 2006 addition is a master suite complete with two walk-in closets, storage spaces and a very special view of the grounds outside. In addition to storage sheds and hay barns, there is a heated 4 stall horse barn on this property complete with a one BR apt above. Add'l land available

Listed by Amey Ryan, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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

Price$990,000

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: 3.56% last updated on Sep 12, 2019
* 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

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: 3.56% last updated on Sep 12, 2019
* 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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1104 North Bingham Street Cornwall VT 05753

MLS Number 4772583

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,650

Incredible Cornwall location with over 100 acres of orchards, ponds, fields, woods and pasture! The former home of a loving and charitable family, many days were spent here skating on the ponds, visiting with the family, gardening, harvesting and making memories. It's now your turn. Whether you're looking for a beautiful house site to build your dream home or you'd like to resurrect the 1978 contemporary - the choice is yours! The existing home has 3 bedrooms, two baths in the main part of the house. There are two separate apartment spaces that have been rented over the years. It's quite likely that you'll want to make changes, but the essence of a wonderful home is still present here! The sunrises over the Green Mountains will take your breath away and the views of apple trees and fields are pleasant and calming. Stone walls lining the farm road through the orchard seem to have been there forever! In addition to established flower and vegetable garden spaces and an apple orchard you'll find blueberries, grape vineyards, and paths throughout to enjoy a lovely stroll! Three outbuildings for many purposes: "Mom's Barn" was recently upgraded to support solar panels on the roof and inside becomes the home to sheep, chickens, calves or other small animals; "Dad's Barn" is a two car garage with a tool room and a second floor studio; the third outbuilding is a spacious equipment shed. Surrounded by bucolic land and peaceful farms! Raise animals, make your own wine and apple pie!

Listed by Amey Ryan, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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

979 Bates Road Shoreham VT 05770-4415

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: 3.56% last updated on Sep 12, 2019
* 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

35 Edgewood Road Cornwall VT 05753

Price$825,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4759596

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,044

Do you want to be 5 minutes from town, with both Adirondack and Green Mountain views? It is hard to beat this location! You will appreciate both sunrise and sunsets from this ridge top vantage point. This greek revival, historical reproduction farmhouse has a lot to offer. Enter into a large, double mud room with slate tile floor and built in bench/cubbies, as well as a 3/4 bath. The large eat in kitchen features handmade cabinets, red slate countertops, sub-zero refrigerator, commercial gas range, farmhouse sink and two story windows that let in the sunshine! The formal dining room has a gas fireplace for intimate dinners and wood floors with custom stain in a diamond pattern.The living room has a field stone, wood burning fireplace, lots of built-ins and french door out to the screen porch- a perfect spot for warm evenings! A handsome office has built in cabinetry/shelves and wet bar. Doors from the office and porch lead out to the gorgeous bluestone patio, with stone wall surrounding it for extra seating. Upstairs there are 4 bedrooms, 3 baths, and a sitting area w/ fun loft space for kids/guests, and more built ins. The newly remodeled master suite has a vaulted ceiling, gas fireplace, custom bath with tile shower and claw foot tub and large walk-in closet. Enjoy country living, but get to town and Middlebury College in just minutes!

Listed by Sarah Peluso, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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

1019 Cider Mill Road Cornwall VT 05753

Price$799,000

Est. Mortgage: $/month

MLS Number 4636524

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,400

Excellent location- stunning views! Looking for a home to get away from it all?! This modern home sits in a private setting, at the highest elevation in Cornwall, overlooking the Vermont countryside with unparalleled views of the Green Mountains. A great home for entertaining, with an open concept floor plan and walls of glass bringing the outside in. Plenty of room for all of your guests, including four bedrooms and two baths in one wing, and a separate guest suite over the garage with its' own entrance- this could be great for potential rental or home office! Entirely remodeled in 2012, inside you will find beautiful Vermont slate and wood floors/doors throughout, and attention to detail at every turn. Large gourmet kitchen is central to the home, with handcrafted cherry cabinetry, farmhouse sink, stainless steel appliances and granite counters, and open to the living and dining areas. Built in 2012, the two car, attached garage, including guest suite and mudroom was the perfect addition! Radiant floor heat in the main portion of the home, with heat pumps added throughout to provide both heat and air conditioning as another option. Two levels of decks take advantage of the setting as well, for expansive entertaining or relaxing space! Most furniture is negotiable, this property is a must see! It is just minutes to Middlebury and the College, and convenient access to the Burlington Airport.

Listed by Sarah Peluso, IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 2019
* 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 2019 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 September 19, 2019.