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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1455 Cider Mill, Cornwall, VT 05753

Price$850,000

Est. Mortgage: $/month

MLS Number 4642022

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

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 of Four Seasons Sotheby's Int'l Realty

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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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490 Parkhill, Cornwall, VT 05753

Price$795,000

Est. Mortgage: $/month

MLS Number 4613149

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

Priced well below town assessment- a great value! 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 and 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

{$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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301 Cave Road, Weybridge, VT 05753

Price$775,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4629788

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

Stylish custom built home with amazing and open spaces throughout both living levels. With the kitchen open to both the dining and living rooms and a special sitting area in the turret you will feel like you're in a treehouse on an elevated setting with beautiful views of your own gardens and the Green Mountains! Many high end finishes from granite countertops to the European appliances. Spacious master suite has a huge bathroom with a tiled shower, soaking/jetted tub and double vanities, a walk-in-closet and more windows to the views! Centrally located is a "Temp-Cast" stove which provides an awesome source of heat. Stoke it up in the morning and let the heat radiate all day or in the evening while you put your feet up after a long day and wake up to a warm and cozy home! Not the only source of heat, the house also has radiant floor heating on the first and second floors. Plenty of storage spaces with a large mudroom, spacious laundry room, walk-in pantry, oversized garage and a full and dry walkout basement that includes a root cellar. The exterior of this home is pretty much maintenance free and the house was designed to specifically take advantage of Vermont's sun path providing great passive solar heating qualities in the winter while shading the sun with overhangs and slightly tinted windows to keep it cooler in summer months. Much more information available about the house - just ask!

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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4467 Richville Road, Shoreham, VT 05770

Price$749,500

Est. Mortgage: $/month

MLS Number 4657281

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Stories 1
  • Construction Existing

Peace, pastures and privacy - this Frank Lloyd Wright inspired design allows for breathtaking views of the Green Mountains and neighboring fields. With plenty of windows and walls of glass the passive solar benefit is amazing throughout Vermont's seasons. You may not identify the architectural elements but you'll certainly notice their presence as you walk through. Feel the clean lines and easy living way about this home. Polished concrete floors are a subtle contrast to the warm environment. Stylish and modern yet perfectly comfortable with a master suite wing including a dressing room, tiled shower and screened porch (step just outside and bask in the rising sun while you shower outdoors!). The guest suite, at the opposite end of the home, features two bedrooms (both with sliding doors to the other screened porch), a tiled bathroom and a "library" of books and artwork to adore (artwork not included!). Nicely appointed kitchen with lots of working space and central to your living room and dining area. A walk-in-pantry/laundry room is just steps away for added storage. Enrolled in Current Use to minimize property taxes. Be sure to check out the Virtual Tour for interactive floor plans and interior and exterior video. (On MLS sheet, click below on Property Panorama)

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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805 Smith Street, Shoreham, VT 05770

Price$698,000

Est. Mortgage: $/month

MLS Number 4641499

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

This 103 acre lakefront property is steeped in history dating from the earliest settlements of Lake Champlain through the Revolutionary War. It is the largest intact parcel on Lake Champlain in Vermont being offered for sale by the family that has owned it for the last 60 years. The farm has been used for hay production on 30 acres, 22 acres of apple orchard and the balance in mixed woodlands. There is direct access to Lake Champlain with it's extraordinary 2010 feet of frontage. The two lakeside cottages will need renovations but are grandfathered in their location. The main house with 3 bedrooms has an impressive family room and a commanding view of the lake. One of Lake Champlain's most impressive land holdings awaiting the next generation of stewards.

Listed by Wade Treadway of Wade I Treadway 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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2138 Shacksboro Road, Shoreham, VT 05770

Price$649,900

Est. Mortgage: $/month

MLS Number 4616426

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Area Rural, Valley
  • Stories 2

Highly motivated seller, willing to consider all offers. Are you drawn to the artistic and unique? If so, this remarkable home is a must-see! It was designed by the current owners, who carefully and lovingly selected every detail indoors and out. Built by a consummate craftsman, this home is a peaceful oasis on a beautiful piece of property outside of Middlebury, right on the Cornwall line. The views will take your breath away! A gorgeous, custom wood-burning masonry heater with a bluestone wraparound hearth and glass doors on both sides anchors the main living space, making the perfect space for the gathering of family and friends. The kitchen, with locally-sourced flaming red birch and maple cabinetry, was custom designed by someone who loves to cook and is equipped with gorgeous rainforest-green granite countertops and top-quality appliances. Two enclosed porches, one on the north side and one on the south side of the house, give you a chance to enjoy the outdoors just about all year long! Upstairs, there is a beautiful, private master bedroom and bath suite with tons of closet space. More good news - the utility bills are almost zero due to the home's unique construction and state of the art, off-grid solar energy systems. Shoreham is a charming, welcoming community with its own gastro-pub. All this and you are only 15 minutes to Middlebury!

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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1102 Smith, Shoreham, VT 05770

Price$555,000

Est. Mortgage: $/month

MLS Number 4657856

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Area Rural
  • Stories 2

Nestled in the Champlain Valley this Historic Farmhouse has so much to offer. Enjoy the captivating views of Lake Champlain and Adirondacks to the west and the Green Mountains to south and east. The kitchen / gathering room is truly the 'hub' of this home. The 30' x 18' room has cathedral ceilings and a 60- pane window which overlooks the manicured grounds and lush gardens. The inside of this beautiful home is a treasure trove. It exudes old charm and has all the modern conveniences of today. For another step back in time, the kitchen also has a fireplace complete with a Vermont Casting Stove. The cabinets were crafted from wood that was milled on the property and the island countertop has a wooden counter with wood from another part of the home. This wonderful space is truly the forerunner to today's 'great room'. The dining room is right off the kitchen. With 4 bedrooms and 2 and 1 half baths, this home has it all from the inside out. A stunning deck which brings you to the beautiful in-ground pool sits on the back south side of this home. There is also a large barn with storage below and a cozy apartment above as well as a separate garage to park your car or use as more storage. Also, an outside Standby Generator which will operate the whole house in case of an electrical outage. A new furnace was installed in November 2017. A must see property.

Listed by Lisa Marie Sargent and George Brewer of Addison County 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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909 Leland, Salisbury, VT 05769

Price$539,000

Est. Mortgage: $/month

MLS Number 4622492

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

Born in 1975 as a New England Reproduction Gambrel Colonial, this well loved home has had a number of thoughtful additions and upgrades since then resulting in a sprawling yet cozy hilltop homestead the entire family and extended family will enjoy. The main floor is entered into the super functional must-have mudroom, which also functions as a logical connector between the main house kitchen and the "great room" family room with gas heat stove and soaring two story ceilings. The kitchen is modeled after a colonial "keeping room" with large brick hearth and mantled fireplace, cooking area and walk-in pantry. The formal dining room has natural wood flooring and smaller corner fireplace. Off the kitchen spreads the ample and informal living room with built-in entertainment center and bank of windows facing the in-ground pool area. The upper floors are accessed by an impressive handcrafted staircase with solid wood banister. The second floor is occupied by the spacious master with private bath and laundry, and the guest room with its own en-suite private bath. The fully finished third level offers two cozy bedrooms, study area and fun-filled 3/4 bath. Other amenities include an in-ground pool, 2 car garage with apartment, paved play-court and two stall horse barn.

Listed by Christopher von Trapp of Coldwell Banker Hickok and Boardman

{$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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21 Smith Street, Shoreham, VT 05770

Price$485,000

Est. Mortgage: $/month

MLS Number 4505678

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Area Rural, Valley
  • Stories 3

Spectacular timber frame home with absolutely stunning views over pastures to the Fort Ticonderoga and the high peaks of the Adirondack Mountains! This house has been extremely well-maintained and has a space for everyone. Large, heated studio with a propane stove, air conditioning and a half bath for quilting, painting, writing... A master bedroom suite with a walk-in closet, large tub and double vanity... First floor guest bedroom adjacent to a full bath... Two more bedrooms and a bath with a steam shower... Screened porch... Library, reading nook, storage room, loft office and a partially finished basement with plenty of room for wine racks, exercise equipment, washer and dryer. Walk out the door to the amazing garden paths, patio with a pergola, koi pond and waterfall! And if that's not enough - there's a barn and 25+ acres too! Don't need 25 acres? Could be sold with less land for less money!

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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503 Pearl Lee, Ripton, VT 05766

Price$483,000

Est. Mortgage: $/month

MLS Number 4647848

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

This stunning estate has endless opportunities for farming, gardening, event planning, or bed and breakfast. This spacious home features 3 bedrooms, attached garage, full basement with work shop, and an open floor plan. Formal and informal dining rooms perfect for entertaining, cozy fireplace, and custom wood working thru out the home will make you fall in love. The kitchen has endless counter space perfect for entertaining large crowds. This home has been the site to many large parties including a wedding, and has doubled as a bed an breakfast. Outside of the home you will be delighted to find a sugar house and a barn, as well as a pond. The landscaping has been perfectly completed with stone walls, and perennials. For future farmers acres of pastures have already been fenced in. This 30+ acre estate is privately located but only 15 minutes to Middlebury making it the perfect destination for someone who wants a mountain farm with an easy commute to town. Property is subdivided and currently in the land use program. Realtor related to seller.

Listed by Heather Morse of Greentree 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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