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.

1623 Buttolph Road Shoreham VT 05770

Price$3,490,000

Est. Mortgage: $/month

MLS Number 4639062

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

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

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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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

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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: 4.07% last updated on May 16, 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: 4.07% last updated on May 16, 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: 4.07% last updated on May 16, 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$899,000

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: 4.07% last updated on May 16, 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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1272 Cider Mill Road Cornwall VT 05753

Price$895,000

Est. Mortgage: $/month

MLS Number 4714198

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,124

This beautiful and classic Vermont property is located on desirable Cider Mill Road within 3 miles of Middlebury College and downtown Middlebury with its excellent shops, restaurants and services. Sited on 4.45 acres with views of the Green Mountains, the 4,125 sf antique Federal with newer ell is impeccably maintained and offers 4 bedrooms, 4 baths, both formal and informal living space, 5 working fireplaces, a luxurious master suite, a detached garage/barn, shed, pond and established gardens. Many original architectural details throughout and quality of construction give this turnkey home a wonderful feel and reflect a bygone era of craftsmanship. Cider Mill Road is dotted with lovely homes and is a coveted address for its convenience to town, Middlebury College and the Middlebury Snow Bowl. Don't miss this!

Listed by Wade Weathers, LandVest, Inc-Burlington

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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1019 Cider Mill Road Cornwall VT 05753

Price$879,000

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: 4.07% last updated on May 16, 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$865,000

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: 4.07% last updated on May 16, 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

1455 Cider Mill Road Cornwall VT 05753

Price$850,000

Est. Mortgage: $/month

MLS Number 4706267

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,800

This Victorian era home has a stately presence atop the hill on Cider Mill Road. Commanding views to the east incorporate meadows, woods, the Green Mountains and the Middlebury College campus, while there are fabulous sunsets to the west over the Adirondack Mountains. Most every detail of this home speaks to its historic past. The slate roof, italianate brackets, pillars on the covered porch and two floor to ceiling 4-window bays accent the exterior. While inside, the kitchen-dining room built-in pass through, pocket doors, period woodwork and original hardware all add to the classic character. The smaller portion of the home has been renovated to offer a modern kitchen, energy efficient windows, radiant heating, a master bathroom with Victorian soaking tub and a 1/2 bath / powder room off the kitchen, as well as a loft and offices. The house feels as if you're stepping back in time yet has the modern conveniences homeowners appreciate. In the 1800's the property was known as the Glen Dale Stock Farm. The farm achieved prominence in the second half of the 19th century as one of the nation's top breeding sites for merino sheep. The four historic barns comprise more than 7000 square feet of floor area and include an English barn, sheep barn, two story breeding barn and two story carriage barn. Barn cupola's have been restored to their original condition and it is a an exceptional experience to climb the stairs to even more spectacular views. See additional information.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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 May 21, 2019.