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Middlebury Real Estate

Middlebury, Vermont is considered to be the heart of Addison County. Middlebury is Addison County’s largest community and is home to Middlebury College, a small liberal arts college with a global reputation. Middlebury is bordered by Weybridge, Cornwall, Ripton, Salisbury, and New Haven. The charming downtown offers quaint shops, galleries, delicious restaurants, bakeries, and coffee shops. The village of Middlebury is listed on the National Register of Historic Places and is home to a variety of residential neighborhoods as well as pastoral rural area.

Browse current real estate for sale in Middlebury, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-760-3100 or contact us online.

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51 Seminary Street Extension Middlebury VT 05753

Middlebury, VT51 Seminary Street Extension

Price$1,500,000

Est. Mortgage: $/month

MLS Number 4881965

  • Residential Single Family
  • County Addison
  • Property Type Single Family
  • Bedrooms 9
  • Bathroom 3

Elegant home on 35 +/- acres in the village of Middlebury with many special features from a time gone by. Main house has many large rooms with oversized windows. Renovation needed. Private apartment has two bedrooms and separate entrance. Small two bedroom guest cottage included and also in need of renovation.

Listed by Wade Weathers of LandVest,Inc-Burlington

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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75 Morningside Drive Middlebury VT 05753

Middlebury, VT75 Morningside Drive

Price$595,000

Est. Mortgage: $/month

Pending

MLS Number 4894729

  • Residential Single Family
  • County Addison
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

What a spot! In town Middlebury, on a dead end street! This nicely situated three bedroom home offers, gleaming wood floors, cast iron wood stove, covered three season porch overlooking a private backyard and a first floor bedroom. Two additional bedrooms both with cedar closets, one with a built in bureau and tons of additional storage. Separate office, TV room and bonus room offer plenty of space whether you are working from home or looking for extra space for guests. This property has lots of mature landscaping, a stone retaining wall in the backyard, patio stone walkways to both the front and back doors and a spacious detached two car garage with an additional storage on the upper level. All within walking distance to downtown Middlebury and everything a small town has to offer!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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41 Exchange Street Middlebury VT 05753

Middlebury, VT41 Exchange Street

Price$420,000

Est. Mortgage: $/month

Pending

MLS Number 4894508

  • Residential Single Family
  • County Addison
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 2

Excellent opportunity to invest in a well-maintained and updated apartment house in a college town. Many improvements over the years include: new kitchens, new appliances, some new flooring, some refinished flooring, replaced siding & trim/roof, rebuilt all porches. Added spray foam insulation in many areas, some spaces gutted to studs and updated. Converted to natural gas heating (rented burner), repointed chimney from the roofline and added chimney cap, paved the driveway, enclosed a mudroom for 1st floor apartment, graded the lawn, added a partial fence for privacy, added drainage around the house. The two car detached garage has been spray foam insulted, new roof, propane heat and two newer garage doors (one with automatic opener) and three sides have been replaced with fiberboard siding. House was pre-inspected and several plumbing and electrical issues have been or will be corrected. State of Vermont Fire Safety Inspection scheduled for 1/13, EMP compliant. Owner is listing broker. Showings BEGIN on THURSDAY, JANUARY 6th. Seller would prefer to rent back the garage until end of summer 2022.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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41 Exchange Street Middlebury VT 05753

Middlebury, VT41 Exchange Street

Price$420,000

Est. Mortgage: $/month

Pending

MLS Number 4894443

  • Multifamily
  • County Addison
  • Bathroom 2
  • Square Feet 2,278
  • Acreage 0.19

Excellent opportunity to invest in a well-maintained and updated apartment house in a college town. Many improvements over the years include: new kitchens, new appliances, some new flooring, some refinished flooring, replaced siding & trim/roof, rebuilt all porches. Added spray foam insulation in many areas, some spaces gutted to studs and updated. Converted to natural gas heating (rented burner), repointed chimney from the roofline and added chimney cap, paved the driveway, enclosed a mudroom for 1st floor apartment, graded the lawn, added a partial fence for privacy, added drainage around the house. The two car detached garage has been spray foam insulted, new roof, propane heat and two newer garage doors (one with automatic opener) and three sides have been replaced with fiberboard siding. House was pre-inspected and several plumbing and electrical issues have been or will be corrected. State of Vermont Fire Safety Inspection scheduled for 1/13, EMP compliant. Owner is listing broker. Showings BEGIN on THURSDAY, JANUARY 6th. Seller would prefer to rent back the garage until end of summer 2022.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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TBD Route 7 South Middlebury VT 05753

Middlebury, VTTBD Route 7 South

Price$350,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4639868

  • Land
  • County Addison
  • Acreage 111.3

Gorgeous views of the mountains to the south from this property. Build your dream home, have a farm, estate, house & guest house, you name it! This large parcel is suitable for residential development per zoning regulations and preliminary site investigations by a Site Tech Jeff Kelley. Access will be across other lands owned by seller and is currently being permitted for curb cut. Land is divided by old Middle Road which was redirected a few years ago so older maps may not reflect actual road location.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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150 South Pleasant Street Middlebury VT 05753

Middlebury, VT150 South Pleasant Street

Price$310,000

MLS Number 4891698

  • Commercial
  • County Addison
  • Acreage 0.24

Development opportunity in downtown Middlebury! This property has been planned for development into condominium units and was formerly a florist shop. The current owner has permitted a plan with the town for 6 townhouse units. Zoned in the Village Residential Commercial Zone the permitted uses are B&B house, Home Occupation, one family or two family dwelling. Many other conditional uses may be allowed with proper permitting. Have another idea for the property, let's talk about it! Off and on street parking is available. Permanent easement to the north allows vehicular access to the rear of the building. A short walk into the town of Middlebury and overlooking the Otter Creek. The existing building is in need of rehab or removal but an excellent choice in this location!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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150 South Pleasant Street Middlebury VT 05753

Middlebury, VT150 South Pleasant Street

Price$310,000

Est. Mortgage: $/month

MLS Number 4891697

  • Land
  • County Addison
  • Acreage 0.24

Development opportunity in downtown Middlebury! This parcel of land has been planned for development into condominium units. The current owner has permitted a plan with the town for 6 townhouse units. Zoned in the Village Residential Commercial Zone the permitted uses are B&B house, Home Occupation, one family or two family dwelling. Many other conditional uses may be allowed with proper permitting. Have another idea for the land, let's talk about it! Overlooking the Otter Creek and downtown Middlebury. Off and on street parking is available. Permanent easement to the north allows vehicular access to the rear of the building. The existing building is in need of rehab or removal but the location is excellent!!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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

25 Evergreen Lane Middlebury VT 05753

Middlebury, VT25 Evergreen Lane, Unit Unit 25

Price$305,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4889714

  • Condo
  • County Addison
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 1,220

This tidy condo has had many recent updates! All new flooring throughout, new lighting, hot water heater, fully updated bath on the main level, and freshly painted! The convenience of one level living is easy here. Walk into the open kitchen/living/dining area, with a propane stove for added comfort. Built in bookshelves in the living room frame the lovely bay window, for plenty of natural sunlight. A walk in pantry off the kitchen has a washer/dryer hookup for added ease. The first floor bedroom has an attached full bath, with updated vanity, featuring a marble countertop. The bedroom leads out to the private back deck- perfect for morning coffee or afternoon lounging! The fully finished lower level has two large rooms- perfect for overflow guests, office space or family room. Additional storage space comes in handy as well. Close to everything Middlebury has to offer, this is move in ready!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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150 Burnham Drive Middlebury VT 05753

Middlebury, VT150 Burnham Drive

Price$298,000

Est. Mortgage: $/month

MLS Number 4881887

  • Residential Single Family
  • County Addison
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 2

What a great location for this 4 bedroom raised ranch with lots of recent renovations! Nicely landscaped in a wooded and private 1.0 acre setting. Vaulted living room with pine board finish, Livingston Farm 16 x 20 garden shed for all your toys and tools. Welcoming front deck, and a side deck off the living room with protected storage below. Recent renovations (2020) include a standing seam roof, vinyl siding, front deck, and renovating the garage into extra living space - currently being used as a playroom, bedroom, and office that opens to the deck. Just minutes to downtown Middlebury and Green Mountain recreation - access to the VAST trails is right across the street!

Listed by Marty Feldman of Rowe Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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15 Twin Circles Middlebury VT 05753

Middlebury, VT15 Twin Circles, Unit 15

Price$295,000

Est. Mortgage: $/month

Pending

MLS Number 4892953

  • Condo
  • County Addison
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,540

This two bedroom, two bath condo is full of natural light, and ready to move in! An end unit, the additional windows that provides makes a big difference! Enter into the front hall and you will find tile floors, a spacious coat closet, and the updated powder room. The eat in kitchen has stainless steel appliances, a tile backsplash and great island for storage/additional counter space. The stools are included! The living room features a lovely bay window at one end, and sliding doors out to the private back deck. Newer pine floors are throughout the condo, with tile floors in the two baths. Upstairs you will find a spacious master bedroom with two closets- both with built in closet systems. The second bedroom has this as well. The full bath was updated with new cabinets and a corian countertop. Plenty of storage in the partially finished basement, so you have room for everything. There is also attic space on the second floor, accessible by pull down stairs- for room for even more...Close to trails, shopping, restaurants, theater, as well as Middlebury College!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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Route 7 South Middlebury VT 05753

Middlebury, VTRoute 7 South

Price$260,000

Est. Mortgage: $/month

MLS Number 4883108

  • Land
  • County Addison
  • Acreage 55.8

These 55+ acres on Route 7 South in Middlebury are a great opportunity to own a piece of Vermont. Centrally located near prestigious Middlebury College. Mostly wooded with hard and soft woods, streams, and gentle rolling topography - a mecca for recreation or camping. Potential building and personal recreation possibilities. Electric nearby. Explore the serenity. Agricultural/Rural & mostly Forest zoning.

Listed by Cindy Feloney of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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36 Evergreen Lane Middlebury VT 05753

Middlebury, VT36 Evergreen Lane

Price$229,000

Est. Mortgage: $/month

Pending

MLS Number 4869140

  • Condo
  • County Addison
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 968

Corner unit at the quiet end of a nicely maintained condominium neighborhood adjacent to the Battell Woods and the Trail Around Middlebury. Lovely pine and oak flooring, mini split heat pump, pellet stove and an enclosed sunroom make this a warm and inviting place to call home. Enter through the mudroom at the front with wide board pine floors and into the first floor where you'll find a living room adorned with the pellet stove and floor to ceiling bookshelves. Rounding out the first floor are the dining area, kitchen, 1/2 bath, stackable laundry and the attached sunroom. Upstairs are two bedrooms and a fully bath (newly painted). Unit has a 1-Car detached garage, see Aerial Map for location. Showings begin on Tuesday, June 29.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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16 East Road Middlebury VT 05753

Middlebury, VT16 East Road, Unit 2B

Price$199,000

Est. Mortgage: $/month

Pending

MLS Number 4893807

  • Condo
  • County Addison
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 570

Move-in ready, updated condo in Middlebury East. One level, open concept with one bedroom. Many upgrades like custom island in the kitchen and a fantastic pantry. Insulation has been added above and below the unit. New dishwasher and new microwave/hood (vented outside). Heat pump keeps the home toasty in the winter and cool in the summer. New shades in all the windows. Off the bedroom is a sweet little covered porch. All this and a one car garage!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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

36 Seymour Street Middlebury VT 05753

Middlebury, VT36 Seymour Street, Unit 1

Price$150,000

Est. Mortgage: $/month

MLS Number 4891983

  • Condo
  • County Addison
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 940

Nice 2nd floor 2-bedroom condo with beautiful wide plank pine floors. Current tenants use electric heat and electric bills averages $140-$150 per month however there is natural gas available at the road if the new owners want to connect and there may be incentives to do so. Very close to downtown and all that Middlebury has to offer. Home of Middlebury College, the Town of Middlebury has something for everyone from wonderful restaurants, unique shops, a thriving art scene and any kind of recreation you and imagine. Only 14 miles to Sugarbush Resort, 45 miles to Burlington, 32 miles to Rutland and 42 miles to Killington Ski Resort, this quaint Vermont town is in the heart of it all! Condo fee includes master insurance policy for the association, landscaping, exterior maintenance, plowing, trash removal, water and sewer. Condo owner will be responsible for their portion of the annual property taxes, as well as all of their utilities to include, heat, electricity, telephone, cable and their homeowner's insurance. Access to the basement for maintenance and service of mechanical systems only.

Listed by Nicole Haley of Lakes & Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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

272 Peterson Terrace Middlebury VT 05753

Middlebury, VT272 Peterson Terrace

Price$135,000

Est. Mortgage: $/month

Pending

MLS Number 4894360

  • Residential Single Family
  • County Addison
  • Property Type Single Family
  • Bedrooms 1
  • Bathroom 1

This property has a very nice lot with excellent subdivision potential. The cabin is rustic and will not qualify for a residential loan in its current condition. The site is worth expanding the cabin and making it into a nice home. It is within walking distance of town. The house site is fairly private with lovely trees and even a pretty view of Chipman Hill. Bring your imagination and think of the possibilities of what can be done with this unique Middlebury Property!

Listed by Nancy Foster of Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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Lot 5 Mead Lane Middlebury VT 05753

Middlebury, VTLot 5 Mead Lane

Price$72,000

Est. Mortgage: $/month

MLS Number 4887330

  • Land
  • County Addison
  • Acreage 1.4

This beautiful private building lot off Mead Lane in the Butternut Ridge neighborhood is ready for you to build your dream home. The gently sloping parcel includes a permitted 3 bedroom septic design, access to public water, and offers a variety of hard and soft woods. Just 4 miles to downtown Middlebury and tucked away in a wooded area, live near town yet with a hidden mountain feel. Close to Route 116 it's an easy commute North or South via Route 7. The Middlebury Snow Bowl and miles of trails in the Green Mountain National Forest are only a short drive away. Looking for more land and additional privacy? An adjoining lot is also available. See MLS# 4887331 for more information.

Listed by Victor Lazo of The Real Estate Company of Vermont,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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

Lot 4 Mead Lane Middlebury VT 05753

Middlebury, VTLot 4 Mead Lane

Price$68,000

Est. Mortgage: $/month

MLS Number 4887331

  • Land
  • County Addison
  • Acreage 2.34

This beautiful private building lot off Mead Lane in the Butternut Ridge neighborhood is ready for you to build your dream home. The gently sloping parcel includes a permitted 3 bedroom septic design, a spring house on the land along with access to public water, and offers a variety of hard and soft woods. Just 4 miles to downtown Middlebury and tucked away in a wooded area, live near town yet with a hidden mountain feel. Close to Route 116 it's an easy commute North or South via Route 7. The Middlebury Snow Bowl and miles of trails in the Green Mountain National Forest are only a short drive away. Looking for more land and additional privacy? An adjoining lot is also available. See MLS 4887330 for more information.

Listed by Victor Lazo of The Real Estate Company of Vermont,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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

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Copyright 2022 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 January 18, 2022.