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.

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1623 Buttolph Road, Shoreham, VT 05770

Price$3,490,000

Est. Mortgage: $/month

MLS Number 4639062

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 1.5
  • Construction Existing

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 of IPJ Real Estate

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The Lynn Jackson Group
86 Main Street
Vergennes VT, 05491
Office: (802) 877-2134

Do not fill in this field:

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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1741 Route 7, Middlebury, VT

MLS Number 4618158

  • Commercial
  • Year Built 1965
  • Acreage 19.2

A unique property with vast potential. This 116,000 square foot building offers a mix of warehouse/manufacturing and office space. The warehouse/manufacturing space has 17' clearance and column spacing is 40' X 60'. Great for your business or as an investment. Situated on 19.2 acres of land with additional land for development. Previously occupied by Connor Homes. Excellent parking and exposure on Route 7 that is great for many commercial uses. Located just outside of downtown Middlebury in close proximity to shops, restaurants and other amenities.

Listed by Douglas Nedde of Nedde Real Estate

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The Lynn Jackson Group
86 Main Street
Vergennes VT, 05491
Office: (802) 877-2134

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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1567 Morgan Horse Farm, Weybridge, VT 05753

MLS Number 4639245

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Stories 3
  • Construction Existing

Contemporary 1989 unique property and 110 acres with superb easterly views just down the road from the UVM Morgan Horse Farm and approximately two miles from downtown Middlebury. The main house has a 34 foot wrap around east facing deck to take advantage of Green Mountain views and glass sliders to bring the outside in, no matter what the temperature. Includes a stone patio, with a pergola, and stone walled enclosed outdoor grilling area and a fenced garden to grow your own vegetables. Fully air conditioned, an oversized living room fireplace, a sauna, wine cellar and Generac Guardian generator if there is a power outage. First floor master bedroom measures 22x15 includes a fireplace. There is an oversized heated attached garage and an outbuilding that was used to house beef cattle with pond and open pasture. In addition the property includes: 2BR Guest House "Pilots Lounge" with approx. 1372 sq ft. A 120x40 Airplane Hangar/Barn/Storage for airplanes, boats, cars, snow mobiles? There is a detached screened writers building/studio, and a privately owned airport (Axinn Airport VT-14) with an elevation of 450 feet and a 90x1400 foot turf landing strip. A beautiful private country home that is so close to Middlebury and offers so much peace, views, and solitude and so many amenities.

Listed by Peter Demong of Coldwell Banker Bill Beck R.E. Midd

{$agent->Name}

The Lynn Jackson Group
86 Main Street
Vergennes VT, 05491
Office: (802) 877-2134

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Rd, Weybridge, VT 05753

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4416019

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 5
  • Area Abuts Conservation
  • Stories 2

The historic c1825 Asaph Drake House with 26+/- acres is just three miles from Middlebury College and surrounded by protected rolling countryside and excellent Green Mountain views. The landscape includes lovely gardens, a broad lawn to a large pond, magnificent oak and maple trees, and hidden meadows. A sunroom, master bath, mudroom and entry, and two-car attached garage were added to this already extensively renovated home in 2006. The 4,395-square- foot interior is comfortable and spacious with wide pine floors, five fireplaces, big windows, and high ceilings. Five bedrooms include a first floor bedroom and second floor master suite. The post & beam 2,300-square-foot barn built in the early 1990's includes a spacious 1-bedroom apartment and heated 4 stall stable. Solar panels provide electric and hot water savings. The 15-mile Trail Around Middlebury is just a short walk away.

Listed by T Story Jenks of LandVest, Inc/Woodstock

{$agent->Name}

The Lynn Jackson Group
86 Main Street
Vergennes VT, 05491
Office: (802) 877-2134

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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$1,200,000

Est. Mortgage: $/month

MLS Number 4616887

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Area Rural, Valley
  • Stories 2

Singing Hills~ A Cornwall Country Estate offers spectacular views and 50 acres of pastoral Vermont, just minutes from Middlebury College! The residence sits atop a rise overlooking rolling meadows and the majestic Green Mountains beyond. Every inch of this home was carefully crafted and beautifully proportioned for comfortable living. Wide pine flooring and exposed beams throughout much of the home and seven fireplaces are just the beginning! The custom kitchen has double refrigerators, triple ovens and a large island with tiger maple countertops. This opens to an informal sitting and dining area with brick hearth, fireplace and wood stove. Formal living and dining rooms, and a first floor master suite with fireplace, two large walk in closets, dressing room and bath. Upstairs are three more bedrooms,including an in-law suite; complete with it's own open concept kitchen, dining and living room areas and fireplace. Fully finished walkout lower level includes another kitchen area, large gathering room, sitting room with additional fireplace and full bath. The three bay garage has a fourth bay on the side- perfect for a large tractor. The property has a wastewater permit for two four bedroom homes (main house & guest house). An additional 25 acres is also available. The possibilities are endless!

Listed by Sarah Peluso of IPJ Real Estate

{$agent->Name}

The Lynn Jackson Group
86 Main Street
Vergennes VT, 05491
Office: (802) 877-2134

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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$1,099,000

Est. Mortgage: $/month

MLS Number 4636524

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Stories 1
  • Construction Existing

Spectacular views of the Green Mountains, Cornwall, and Middlebury College beyond from this hilltop estate! Most of the living area is all on one level, with walls of glass bringing the outside in. Two levels of decks take advantage of the setting as well, for expansive entertaining or relaxing space! 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. Open to the family room, as well as the dining and living rooms, it is a true open concept home. One wing of the home houses three bedrooms with a full bath and a master bedroom and bath as well. Built in 2012, the two car, attached garage and mudroom was the perfect addition, with additional living space and bath above- great for a home office or overflow guest space! 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. A must see, this amazing spot is just minutes to Middlebury and the College, but yet once here, you feel away from it all!

Listed by Sarah Peluso of IPJ Real Estate

{$agent->Name}

The Lynn Jackson Group
86 Main Street
Vergennes VT, 05491
Office: (802) 877-2134

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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55 Middle Road North, Middlebury, VT

MLS Number 4659933

  • Commercial
  • Year Built 1985
  • Acreage 1.5

This site is 1.5 acres and includes a 5,400 SF building that was previously home to Middlebury Discount Foods. The building was previously gutted and could be salvaged to create a value add investment or demolished creating a rare development opportunity in Middlebury. The site is located in the Village Residential/ Commercial district allowing for many residential and commercial uses. The site has significant frontage on both Court Street/ Route 7 and Middle Road North, Middlebury.

Listed by Dave Curley of J. L. Davis Realty

{$agent->Name}

The Lynn Jackson Group
86 Main Street
Vergennes VT, 05491
Office: (802) 877-2134

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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310 Pine Ridge Lane, Weybridge, VT 05753

Price$895,000

Est. Mortgage: $/month

MLS Number 4508105

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Area Rural
  • Stories 3

A reproduction Colonial tucked away at the end of a private road. This home is perfectly situated on 24.5 acres with beautiful landscaping, a small apple orchard, fields, woods and frontage on the Otter Creek! Gracious spaces for family and guests, this home has 5 bedrooms and 4.5 baths. The kitchen was recently renovated with beautiful granite counter tops, refinished cabinets and great lighting. There are 8 wood burning fireplaces including the focal point of the keeping room with a raised panel wall, mantel and bread oven. What a joyous place to be!

Listed by Amey Ryan of IPJ Real Estate

{$agent->Name}

The Lynn Jackson Group
86 Main Street
Vergennes VT, 05491
Office: (802) 877-2134

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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29 Seminary Street, Middlebury, VT 05753

Price$860,000

Est. Mortgage: $/month

MLS Number 4622290

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Stories 2
  • Construction Existing

Classic Victorian design with an amazing renovation to bring the interior to the standards of today's discerning buyers. Gorgeous kitchen with granite counter tops, custom cabinetry and commercial grade appliances opens to an area to gather and eat at the table or relax and read in the window seat. Across the American cherry hardwood floors you'll find a spacious living room with a Mendota gas fireplace surrounded by vintage brick and a custom wood mantle. Rounding out the first floor is the mudroom entry complete with built in shelving, a walk-in pantry and a fully wired media/play room. On the second floor you'll find a master suite with a tiled shower with pebble floor, pedestal tub, marble top vanity and walk-in closet, three more bedrooms plus a nursery (could also be a great office/hobby room) and two more stylishly renovated bathrooms. In addition to the main house, there is a carriage barn on the property with a 3BR/2BA rented apartment ($1400/month) on the second floor and an office space on the first floor ($400/month). The income from the carriage barn will carry a significant portion of a mortgage. Walk to the Middlebury Natural Foods Co-op, Shaws, shopping downtown, college sporting events, or hop onto the Trail Around Middlebury just a few minutes away!

Listed by Amey Ryan of IPJ Real Estate

{$agent->Name}

The Lynn Jackson Group
86 Main Street
Vergennes VT, 05491
Office: (802) 877-2134

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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63 Main, Middlebury, VT

MLS Number 4419252

  • Commercial
  • Area Business District
  • Year Built 1909

The HIGH visibility LOCATION in the heart of Middlebury offers lots of potential. Currently a Ben Franklin store, a toy store and Yogurt City as well as 2 spacious residential apartment (2,532 sqft) rentals. Inventory must be purchased separately as well as the Ben Franklin name. Yogurt City is interested in leasing back their space from the new owner. Detailed lease info available. Owner will sell off inventory and lease the department and toy store(2388 sqft). Retail first level, 5,446sqft.

Listed by Bonnie Gridley of RE/MAX North Professionals, Middlebury

{$agent->Name}

The Lynn Jackson Group
86 Main Street
Vergennes VT, 05491
Office: (802) 877-2134

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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