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.

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

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Feb 9, 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$1,695,000

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 75 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 is in two parcels- each with a wastewater permit for two four bedroom homes (main house & guest house). 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: 4.17% last updated on Feb 9, 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$1,650,000

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: 4.17% last updated on Feb 9, 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$1,500,000

Est. Mortgage: $/month

MLS Number 4627477

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Stories 2
  • Construction Wood Frame

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: 4.17% last updated on Feb 9, 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: 4.17% last updated on Feb 9, 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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490 Parkhill, Cornwall, VT 05753

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4613149

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

Nestled off the road on 113 private acres, this country estate offers the perfect spot for your gentleman's farm. The colonial residence was built in 2006, and has the charm you would expect in a locally crafted home. Wood floors and details throughout, open eat in kitchen and separate, formal dining room. A wood stove in the kitchen area makes this a cozy spot! The large living room boasts a wood burning fireplace, and lots of windows for loads of natural sunlight. Another room on this floor can serve as family room or large entry/mudroom. The second floor houses the master bedroom and bath, two hallway bedrooms and a full bath, and another large bedroom with private bath on the end. This room has it's own separate entrance, and is plumbed for a kitchenette to make a true in law/guest suite if so desired! The third floor is finished into a great space for a large family room, recreation room, home office or guest space. The attached, two car garage is insulated an heated. The property includes a 50x80 pond, perfect for winter skating! The 24x48 barn is perfect for animals, with a 16x20 smaller barn attached. Another 40x80 pole barn houses your tractors, RV, boats or equipment. With about 15 acres fenced in, and an additional +/- 5 acres open, there is room for gardens, animals and play! The remaining wooded acres are filled with trails for hiking, riding or snowshoeing. Your own Vermont homestead awaits!

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: 4.17% last updated on Feb 9, 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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1455 Cider Mill Road, Cornwall, VT 05753

Price$1,100,000

Est. Mortgage: $/month

MLS Number 4612021

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Stories 2
  • Construction Wood Frame

Rare opportunity to own a piece of Vermont history! Glen Dale Farm is a historic farm property with views of Middlebury College, the Adirondacks and the Green Mountains. Its 3.5-acres, which include five buildings, was listed as Glen Dale on the National Register of Historic Places in 2002. Farmed since the 1770s, the farm achieved prominence in the second half of the 19th century as one of the nation's top breeding sites of merino sheep. See photos for said sheep! Significant features of the English barn include hand-hewn, post-and-beam, hardwood timber frame, with flared columns and half dovetail tenons on the girts. Sheathing boards visible from the inside appear to be original as they are up to 2 feet wide and fastened with hand-wrought nails. In the 18th century, this structure would have been a general-purpose barn, sheltering grain and hay crops as well as farm animals. The construction materials and remarkable joinery in the English barn speak eloquently of this period in local history. The Victorian house has five bedrooms, three and a half bathrooms and a renovated kitchen - with original built-in pass through to dining room. Historic features include pocket doors, arched windows in doors and the original entrance porch and bell. There is a brick patio with retractable awning to enjoy amazing sunsets and even a small spring-fed fish pond. As an added bonus, the house has a fire suppression sprinkler system.

Listed by Beth Stanway 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: 4.17% last updated on Feb 9, 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$980,000

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

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: 4.17% last updated on Feb 9, 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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4738 Lake Street, Bridport, VT 05734

Price$899,000

Est. Mortgage: $/month

MLS Number 4610846

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Timber Frame

11 acre waterfront estate on Lake Champlain's Leonard's Bay. Large main home, 2 attached garages plus fabulous workshop and glass atrium. There is also 2 apartments, one over the garage and one detached from main house. Rent from these pays taxes! Lots of glass in the sun-filled main house. Easy access to the Lake. A very special Lake Front property!

Listed by Nancy Foster of Champlain Valley Properties

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: 4.17% last updated on Feb 9, 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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1049 Lemon Fair Road, Weybridge, VT 05753

Price$895,000

Est. Mortgage: $/month

MLS Number 4616112

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Stories 2
  • Construction Wood Frame

Gently tucked on a beautiful, sloping knoll in Weybridge with absolutely stunning views over the Lemon Fair Valley and the Adirondack Mountains. Just minutes from Middlebury College and the center of town the home, originally constructed in the late '70's, has been tastefully upgraded and expanded to accommodate the most discerning buyers. The kitchen, with a large island and granite counters, wet bar, beverage coolers, wall oven and gas cooktop functions extremely well for hosting gatherings, serving friends or sitting at the breakfast bar with your morning cup to get your day started. Take your pick of eating in the kitchen bay with the sun streaming in early in the day or a more formal meal in the dining room gazing out at Vermont farm fields. Cozy up by the fireplace in the living room or throw a few logs in the woodstove in the family room. Master bedroom suite includes a walk-in closet and private bathroom with dbl vanities, tiled shower and air-jet soaking tub. Another bedroom suite is adorned with a private 3/4 bath and the other two bedrooms share a full bath above the family room. Existing workshop space is heated and could be used for any variety of hobbies or storage. Space above could be expanded if you needed more room. Multi-level decks, custom stone patio with a firepit and a heated/enclosed porch right off the kitchen. Truly a move-in ready home in an excellent location with breathtaking views!

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: 4.17% last updated on Feb 9, 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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