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 Road Bridport VT 05734

MLS Number 4801050

  • Commercial
  • Acreage 742
  • Area Rural

Owner retiring, here is your opportunity! Long established 742 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

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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4362 Lake Street Bridport VT 05734

Bridport, VT4362 Lake Street

Price$1,350,000

Est. Mortgage: $/month

MLS Number 4829546

  • Residential Single Family
  • Construction New Construction
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,213

YOUR VALHALLA ON LAKE CHAMPLAIN. Brand new home with the highest quality features and construction values means you can live stress free on the lake for decades to come. With ten acres and 308 feet of waterfront on the country's "sixth" Great Lake, you will have plenty of room to play, swim, fish, count birds, and watch the world go by on the deck or from the Fish House at the waterfront. Boasting 4 bedrooms and 4.5 bathrooms, and 1700 square feet of finished basement space with radiant heat, there is just as much room to spread out inside as there is out. And you will love the great room and its massive hearth. Quality touches include closed cell insulation throughout the house, Cat 5 terminals in most rooms, top-end Marvin windows, a backup generator, air exchanger, maple flooring, huge decks facing west and south, individually controlled blinds, a floating dock, low maintenance exterior siding and trim, and a three car garage. Bonus: Owner will include a four wheeler to transport you from the house to the lakefront in style. You need a getaway where you can work and play without leaving home? This is it.

Listed by Jeff Olson, Addison County Real Estate

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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

Active With Contract

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 & 50+ 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. Additional land is available. 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

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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1816 Morgan Horse Farm Road Weybridge VT 05753

MLS Number 4817915

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 5,892

Peace and tranquility surround this idyllic 26 acre estate. Situated near walking trails, Belden Falls, and a local vineyard there is an abundance of natural beauty and wildlife to experience both on and off the property. The estate consists of a main house, pole barn, carriage house, pond, and pastures bound by wooded lots. The expansive main house boasts 5,892 sqft of cheerful living space with the capacity to host sizable formal events and extended family gatherings alike. With a multitude of updates in 2020, this quintessential Vermont home is the perfect balance of past and present. The kitchen is highlighted by exposed ceiling beams and accented by wide rustic wood plank floors, which travel throughout the house. Kitchen features include a professional grade gas stove with a stunning copper range hood, double oven, and a new dishwasher and refrigerator. The large screened in porch offers a safe haven from unfavorable weather, and allows for easy access to the stone patio when the weather is delightful. The first floor sunroom is bursting with natural light and warmth, which is supplemented by the wood burning fireplace during colder months. The primary suite on the second floor is substantial in size and houses a walk in closet and reading/vanity nook. It's bathroom features a soaking tub, pebble tiled shower and private balcony. The carriage house features a one bedroom one bathroom furnished living space atop a heated barn, that looks out onto pastures.

Listed by Kase Long, EXP Realty/Shelburne

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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$915,000

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: 2.9% last updated on Sep 24, 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 Highway Middlebury VT 05753

Middlebury, VTPainter Road Highway

Price$899,000

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: 2.9% last updated on Sep 24, 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: 2.9% last updated on Sep 24, 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$825,000

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: 2.9% last updated on Sep 24, 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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1104 North Bingham Street Cornwall VT 05753

MLS Number 4800443

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

Incredible Cornwall location with over 100 ac of orchards, ponds, fields, woods and pasture! The home of former Middlebury Biology professor Dave Van Vleck and his wife, many days were spent here skating on the ponds, gardening, visiting with students and family, harvesting and making memories. It's now your turn. If you're looking for a beautiful house site and would like to preserve the 1978 home - the time is right now! The 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. 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: 2.9% last updated on Sep 24, 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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1892 Munger Street Middlebury VT 05753

Middlebury, VT1892 Munger Street

Price$775,000

Est. Mortgage: $/month

MLS Number 4814601

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,524

This beautiful reproduction colonial home is sited on a lovely 23 acre parcel of land that is a terrific combination of open and wooded land with beautiful mountain views. It is only a few miles from the center of Middlebury but in a peaceful rural setting. The home has many wonderful features including wood floors, lovely details in many rooms, a beautiful screened porch as well as front porch, oversized 2 car garage, a one bedroom apartment over the garage, a walk-out family room in the basement that is perfect for kids of all ages! The list of all the features of this beautiful home is long and impressive!

Listed by Nancy Foster, Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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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 September 26, 2020.