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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
  • 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

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: 3.95% last updated on Apr 27, 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

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: 3.95% last updated on Apr 27, 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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1272 Cider Mill Road, Cornwall, VT 05753

Price$1,475,000

Est. Mortgage: $/month

MLS Number 4612499

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

In classic New England fashion, this beautifully maintained brick home with a 2007 ell addition sits elegantly among 4.45 acres on Cider Mill Road looking over Middlebury College and on to the Green Mountains. The original brick house was built by Thomas Landon, a Connecticut farmer, in the early 1800's. The rear ell was completely rebuilt in 2007 by local contractor, Jack Sheehan. Designed by Connor Homes, with input from the homeowners, the redesign of the space dovetails perfectly with the original house and was executed with style and precision. As you walk through the home you'll see five fireplaces, all of which are lovely heat sources, restored to working order by the current owners. The main house is graced with working kitchen (cherry cabinets, exposed beams, marble countertops) open to the family room and large dining room. A den/study at the opposite corner provides a warm and cozy spot to curl up with a good book or glass of wine! The master bedroom and bath are luxurious and spacious with a walk-in closet, full bath with pedestal soaking tub and marble shower, built-in drawers and a south facing nook offering incredible views! The family room at the rear of the house was rebuilt with vertical boards removed from the barn during restoration and is adorned with a fireplace and antique chandeliers. From there walk outside onto the Panton stone patio, out to the pond (12' deep with a sandy beach) and established gardens all overlooking the Green Mountains!

Listed by Amey Ryan and Ingrid Jackson of IPJ Real Estate

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: 3.95% last updated on Apr 27, 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 Road, 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

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: 3.95% last updated on Apr 27, 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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1841 North Bingham St, Cornwall, VT 05753

Price$1,395,000

Est. Mortgage: $/month

MLS Number 4478245

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Area Rural
  • Stories 2

Enjoy everything Vermont has to offer in this c2003 architect designed 6,400 sf residence of extraordinary quality on 30+/- acres with expansive Adirondack mountain views. 4 bedrooms, 5.5 baths, inviting spaces for entertaining with extra guest quarters above the 3-car heated garage. Outstanding cabinetry with curly maple, birch and cherry finishes, 3 Rumford fireplaces, hardwood floors, radiant heat and central air. Located approximately 5 miles from Middlebury College.

Listed by Wade Weathers and Averill Cook of LandVest, Inc-Burlington

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: 3.95% last updated on Apr 27, 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

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: 3.95% last updated on Apr 27, 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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1209 Cider Mill Road, Cornwall, VT 05753

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4627477

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Stories 2
  • Construction Existing

One of the most majestic locations in Vermont! An "arts and crafts" style home on a high ridge in Cornwall is perfectly positioned to take advantage of the sweeping Green Mountain views from Mount Mansfield to the Middlebury College Snowbowl and beyond. The home was custom designed to take advantage of the hilltop location, natural contours for outdoor living and the 360 degree views. The home has been meticulously cared for inside and outside. Guests will enter the main foyer with a vaulted ceiling and plenty of light. Friends and family meander from room to room easily and comfortably as this home welcomes relaxation and comfort at every turn. Enjoy practically floor to ceiling windows from every seat in the living room as you visit and warm up in front of the fireplace. First floor master bedroom suite (stall shower, double vanities, clawfoot soaking tub, walk in closet) adjoins an office/library, both of which have doors to lovely outside spaces. On the second floor you'll find two bedrooms, two bathrooms and an office/den and you really will feel like you're in a treehouse with all the light and windows! Huge basement is perfect for storage and dry as a bone and the three car garage will provide all the extra space you might need. Step outdoors to the covered porch, stone and brick patios - one facing east and one facing west. Watch the flowers pop through irrigated gardens and visit with family and friends as the sun sets over the Adirondacks!

Listed by Amey Ryan and Ingrid Jackson of IPJ Real Estate

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: 3.95% last updated on Apr 27, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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

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: 3.95% last updated on Apr 27, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

1019 Cider Mill Road, Cornwall, VT 05753

Price$1,175,000

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

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: 3.95% last updated on Apr 27, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

979 Bates, Shoreham, VT 05770-4415

Price$998,000

Est. Mortgage: $/month

MLS Number 4631337

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 2
  • Construction Existing

Stunning country home filled with gracious spaces, privacy and beautiful light. The views look upon pleasant meadows, the Pinnacle of Shoreham, the Green Mountain and Taconic Mountain ranges. Glorious sunrises stream morning light into the gourmet kitchen. Ease into your day while sipping tea in the four season sun room. Entertaining for a large gathering is made easy in this home with its ample spaces and decorous dining room Or enjoy a cozy, intimate setting in the breakfast nook or formal living room. The yard is brightened with specimen plantings and ample perennials. Additional feature are a three car garage with a quiet office space above, a convenient first floor laundry room, additional office space, full expansive basement, wrap round deck, covered porch and a screened porch. A lovely site, quality in every detail and just the right feel to be able to call it home.

Listed by January Stearns of Four Seasons Sotheby's Int'l Realty

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: 3.95% last updated on Apr 27, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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