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Middlebury VT Real Estate

Middlebury is a town located in Addison County in the northwestern part of Vermont. It has a population of approximately 8,200 and household median income of approximately $46,000. Neighboring towns include AddisonCornwall, New HavenRipton, and Weybridge. There is one elementary school, one middle school, and one public high school.  The town is probably best known for being home to Middlebury College and Otter Creek Brewing. Browse available Middlebury VT real estate below. 

Middlebury Real Estate & Homes for Sale

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999 Happy Valley Road Middlebury VT 05753

Middlebury, VT999 Happy Valley Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4860683

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,459

You've driven by it so many times. Haven't you wondered about what sits behind the privacy hedges? It's been 30 years since this house was last for sale and now is your chance to make a lasting imprint on this stately home. It all starts with good bones, you can turn the rest into exactly what you want. Move in and work on it as you go, or plan the renovation of your dreams! There is original trim, pocket doors, hardware and plenty of natural light filtering in through the large windows. Open all the doors and you have a very open feeling home with a dining room, living room and front parlor. Upstairs are the bedrooms and a 1/2 bath and then the attic is prime for a bit of expansion space if you need more! There are views of Chipman Hill and the eastern slope of the Green Mountains towards Bristol. Take a quick drive and you're in Middlebury or a short walk to the entrance to the Trail Around Middlebury at the end of Ellen Drive - just down the road. A detached garage with extra storage, dog fence/dog house and a concrete pad for parking or basketball round out the outside. Town water and town sewer and a new boiler!

Listed by Amey Ryan of IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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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70 Maple Street Middlebury VT 05753
Pending

MLS Number 4860176

  • Condo
  • New Contruction Existing
  • Year Built 2006
  • Square Feet 1,330
  • Bedrooms 1

A bright and light third floor corner unit offering an open living space with picturesque views facing the Town of Middlebury and the Green Mountains. This large one bedroom one bath corner unit is located in the Marbleworks Residence secure condominium building in the redesigned Marble Works business district. It is within walking distance to Middlebury College and all town amenities. Spacious living area opens to the dining room and kitchen with granite counter tops and cherry cabinetry. Master suite offers nicely appointed closet and entrance to the full bath. Foyer has ample closets for storage and a stackable washer and dryer. Separate den can be used for overflow guests, a home office or more room to spread out. Custom built cherry bookcase/cabinet located in den is included with purchase. Walk out balcony provides a peaceful view of the Otter Creek. One parking space included in the underground, climate controlled secure garage together with a roomy storage cage. Easy living at its best in the heart of Middlebury! Enjoy living in your condo or enjoy worry free travel while you see the world! The best of both are available here.

Listed by Courtney Houston DeBisschop of IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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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48 Court Street Middlebury VT 05753

Middlebury, VT48 Court Street

Price$275,000

Est. Mortgage: $/month

MLS Number 4859381

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,548

Many upgrades have been done to this property, which would work well as a single family home, a two unit property, mixed use or office space! New insulation in the attic and basement were recent improvements, that complimented the newer heating system, updated wiring and plumbing in the property. The current layout features a kitchen with small dining area adjacent, a first floor bedroom or office and 3/4 bath and living room with hardwood floors. Upstairs are three more bedrooms or offices with a 1/2 bath. Walking distance to town, there is plenty of parking, and even a one car garage for storage! Live or work on one level and create a second floor apartment for income, or use all as offices or residential- there are many possibilities! Showings begin Tuesday, May 11.

Listed by Sarah Peluso of IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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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6 Cones Road Middlebury VT 05753

Middlebury, VT6 Cones Road

Price$250,000

Est. Mortgage: $/month

MLS Number 4858734

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,430

Are you looking for a private spot but still want to be close to town and paved roads? Perhaps you are looking for a well maintained starter home or for a place to age in place while still enjoying all that Middlebury and East Middlebury have to offer! If so, then this 2-bedroom, 2 bath ranch home might be just what you have been looking for. The 26'X26' owner's suite was added on as an addition and has a large 3/4 bath, 2 large walk-in closets, office suite tucked neatly into the corner, and its own private entrance with a small deck! Enjoy the A/C from the heat pumps in the summer and stay comfortably warm with 2 heat pumps in winter months. Detached 2-car garage. Located at the end of a dead end street off of Ossie Road in East Middlebury, this property has privacy while still being close to Rt. 7, for commuting purposes. This property also has a large private back yard and is bordered by land owned by the town of Middlebury on the South and West sides. Walk across your lawn and through the town's property to enjoy the beautiful Middlebury River and its fantastic trout fishing.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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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13 Washington Street Extension Middlebury VT 05491

MLS Number 4857230

  • Multifamily Multi-Family
  • Square Feet 3,618
  • Units 4
  • Bathroom 1
  • Acreage 0.51

What an amazing location, right in the middle of town and easy access to everything downtown Middlebury has to offer. This conveniently located Victorian home is currently being run as a daycare with three separate living units. Home features include wood floors, original natural woodworking and wood burning fireplaces. Small and quaint yard with ample parking. This property is a once in a lifetime opportunity to own a classic home in the heart of town. Showings begin May 1.

Listed by Courtney Houston DeBisschop of IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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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13 Washington Street Extension Middlebury VT 05753

MLS Number 4857227

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,618

What an amazing location, right in the middle of town and easy access to everything downtown Middlebury has to offer. This conveniently located Victorian home is currently being run as a daycare with three separate living units. Home features include wood floors, original natural woodworking and wood burning fireplaces. This property is a once in a lifetime opportunity to own a classic home in the heart of town. Public showings begin May 1.

Listed by Courtney Houston DeBisschop of IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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 TourAsk A QuestionMore Details

45 Ossie Road Middlebury VT 05740

Middlebury, VT45 Ossie Road

Price$300,000

Est. Mortgage: $/month

Pending

MLS Number 4856345

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,934

Mid Century Modern Ranch style Home, in East Middlebury, VT. Featuring 3 bedrooms, 2 full baths. This spacious home offers several bonus rooms, allowing for a studio, home office, library, or additional room for overnight guests. In the cold of the winter enjoy warmth of the sun room and cozy wood burning fireplace, and sauna. In heat of the summer step out the door and take a refreshing dip in pool. And for year round fun there is a game room with a ping pong and pool tables. The 2 car garage and basement have ample storage. there is also a work shop in the basement.

Listed by Deborah Hillman of BHHS Vermont Realty Group/Vergennes

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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 TourAsk A QuestionMore Details

147 Rolling Acres Middlebury VT 05753

Middlebury, VT147 Rolling Acres

Price$349,500

Est. Mortgage: $/month

MLS Number 4856376

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,366

Just minutes (2 miles) from downtown Middlebury, this charming 3-BR ranch is in a small development (Rolling Acres) but feels very private on its .63-acre lot. Open farmland behind the house gives you a big view from your screened porch or deck. The master bedroom has its own bath, there are oak floors in living and dining room, and the living room is anchored by a woodburning fireplace. There is an attached oversized 2-car garage. The full basement makes a great recreation space and offers loads of storage space.

Listed by Jan Bark of BHHS Vermont Realty Group/Vergennes

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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 TourAsk A QuestionMore Details

796 Boardman Street Middlebury VT 05753

Middlebury, VT796 Boardman Street

Price$375,000

Est. Mortgage: $/month

Pending

MLS Number 4855963

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,664

Are you struggling to find the right home for you in this crazy market? Are you looking to downsize, or maybe for a house where you can age in place? If so, this convenient one-level living, meticulously maintained ranch house on the outskirts of Middlebury might be just what you have been looking for! The pride of ownership is obvious as the house has been maintained very, very well throughout the years and is in excellent condition. The house is as turn-key as they come, all you need to do is sit back, relax and enjoy your new home. Beautiful maple hardwoods floors and cherry cabinets with newer appliances, the house and kitchen is ready to entertain and impress all of your friend and families once again this summer! With 3 bedrooms, 2 baths, a sunroom and a full basement, there is plenty of space for you and all of your belongings! Wired for a generator and heated with a pellet furnace, a traditional boiler along with 2 additional heat pumps for heat and A/C, the house maintains a comfortable temperature all year long. Enjoy the perk of having town water while enjoying the comforts and quietness of living further outside of town. There will be no more brushing of snow or chipping of ice from your windshield with a detached 2-car garage There are also lots of established perennial plants and the owners report that they harvest some delicious Macintosh apples from the 3 mature apple trees just to the South of the house.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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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34 N Pleasant Street Middlebury VT 05753

Middlebury, VT34 N Pleasant Street

Price$885,000

Est. Mortgage: $/month

Pending

MLS Number 4853539

  • Multifamily Multi-Family
  • Square Feet 9,300
  • Units 10
  • Bathroom 10
  • Acreage 0.4

This is an excellent investment opportunity! The property consists of a stately main house which contains 7 rental units and a detached second unit which has 3 units. It is fully rented. Several tenants are quite long term, The current Owners have made a significant number of improvements in recent years, and have consistently maintained the property. The most recent improvements are a new boiler for the main house and a total renovation of one unit. The location is very convenient as it is easy to walk to all that Middlebury has to offer. There is very good off-street parking.

Listed by Nancy Foster of Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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 TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2021 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 May 13, 2021.