Middlebury VT Homes for Sale

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1726 Munger Street Middlebury VT 05753

Middlebury, VT1726 Munger Street

Price$275,000

Est. Mortgage: $/month

MLS Number 5050214

  • Residential Single Family
  • Full Bath 1
  • Address 1726 Munger Street
  • Construction Existing
  • Bedrooms 4

Seller has authorized the Listing Agency to offer compensation to a Buyer Agency of 3% of the contract sale price. Such compensation must be included in any offer to purchase.  You'll have to get your thinking cap on but once you see the views to the West from this property you'll be glad you did. A classic Vermont farmhouse in need of a total renovation/restoration OR a viable building lot with a State of VT wastewater permit in place for a new septic system. Town subdivision has been approved by the Town of Middlebury (had been part of the adjacent farm where they hay and keep some beef cows). Currently, the water line is shared with the farm, a minor permit amendment would be needed to go across the road to the main water line. Existing line from the neighboring barn is not likely viable for long term use.

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Jul 10, 2025
* 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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53 High Street Middlebury VT 05753

Middlebury, VT53 High Street

Price$350,000

Est. Mortgage: $/month

MLS Number 5045832

  • Residential Single Family
  • Full Bath 3
  • Address 53 High Street
  • Construction Existing
  • Bedrooms 3

Investment Opportunity!! What was once a barn in the early 1900's is now 2 apartments. This property could be converted back to a singe family or remain as is for multi-generational living. It could also be used as a rental or think big and start over and build your dream home. Inside you will find 2 one bedroom apartments and stairs to the top floor which needs renovation. Wonderful views and sunsets from all 3 floors looking West over Middlebury proper and the Adirondacks, for spectacular sunsets! A short distance to groceries and the Co-op and Chipman Hill Park is a few hundred feet away! Lots of beautiful trees were planted above the house by the current owners including 2 walnut trees, pinyon pines and a willow tree. A deck off the back of the house overlooks the back yard where there is enough room for terraced gardening. Bring your imagination and see what this house has to offer in this amazing location in Middlebury!

Listed by Bonnie Gridley and Judith Murdock of RE/MAX North Professionals,Middlebury

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Jul 10, 2025
* 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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37 Stonecrop Road Middlebury VT 05753

Middlebury, VT37 Stonecrop Road

Price$358,000

Est. Mortgage: $/month

Pending

MLS Number 5028019

  • Residential Single Family
  • Full Bath 1
  • Address 37 Stonecrop Road
  • Construction Pre-Construction
  • Bedrooms 2

Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater and more will be at your fingertips. This two bedroom townhome will be ready for occupancy in the summer of 2025. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole house ventilation system. Step inside the open concept first floor living area, with a generous kitchen featuring an oversized island with seating, energy star appliances, and direct access to a private deck, perfect for morning coffee or evening grilling. The kitchen transitions seamlessly into spacious dining and living areas making entertaining a breeze. A powder room on this level is great for guests. Upstairs you will find 2 spacious bedrooms and full bath. The lower level provides private garage parking, gear- friendly mudroom and washer and dryer. A partially finished bonus room and utility space round out that level. Future community amenities will include green space, community garden, access to trails and more. Inquire for more details!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Jul 10, 2025
* 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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47 Stonecrop Road Middlebury VT 05753

Middlebury, VT47 Stonecrop Road

Price$358,000

Est. Mortgage: $/month

Pending

MLS Number 5028525

  • Residential Single Family
  • Full Bath 1
  • Address 47 Stonecrop Road
  • Construction Pre-Construction
  • Bedrooms 2

Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater and more will be at your fingertips. This two bedroom townhome will be ready for occupancy in the summer of 2025. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole house ventilation system. Step inside the open concept first floor living area, with a generous kitchen featuring an oversized island with seating, energy star appliances, and direct access to a private deck, perfect for morning coffee or evening grilling. The kitchen transitions seamlessly into spacious dining and living areas making entertaining a breeze. A powder room on this level is great for guests. Upstairs you will find 2 spacious bedrooms and full bath. The lower level provides private garage parking, gear- friendly mudroom and washer and dryer. A partially finished bonus room and utility space round out that level. Future community amenities will include green space, community garden, access to trails and more. Inquire for more details!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Jul 10, 2025
* 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

39 Stonecrop Road Middlebury VT 05753

Middlebury, VT39 Stonecrop Road

Price$358,000

Est. Mortgage: $/month

Pending

MLS Number 5028530

  • Residential Single Family
  • Full Bath 1
  • Address 39 Stonecrop Road
  • Construction Pre-Construction
  • Bedrooms 2

Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater and more will be at your fingertips. This two bedroom townhome will be ready for occupancy in the summer of 2025. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole house ventilation system. Step inside the open concept first floor living area, with a generous kitchen featuring an oversized island with seating, energy star appliances, and direct access to a private deck, perfect for morning coffee or evening grilling. The kitchen transitions seamlessly into spacious dining and living areas making entertaining a breeze. A powder room on this level is great for guests. Upstairs you will find 2 spacious bedrooms and full bath. The lower level provides private garage parking, gear- friendly mudroom and washer and dryer. A partially finished bonus room and utility space round out that level. Future community amenities will include green space, community garden, access to trails and more. Inquire for more details!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Jul 10, 2025
* 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

41 Court Street Middlebury VT 05753

Middlebury, VT41 Court Street

Price$359,500

Est. Mortgage: $/month

Active With Contract

MLS Number 5042750

  • Residential Single Family
  • Full Bath 1
  • Address 41 Court Street
  • Construction Existing
  • Bedrooms 3

Sweet cape with easy access to everything that the wonderful town of Middlebury offers! This house has a good sized living room, first floor bedroom, kitchen and full bath on the main floor. Upstairs are three more rooms PLUS a large landing spot that might be a perfect office or play space. The enclosed porch faces south and is a big enough space for a table and chairs, flower pots or another lounge space! Heating unit (furnace) and hot water tank (on demand) were installed in 2024 by Champlain Valley P&H. If you prefer natural gas, the line is at the house ready for hookup. Basement has a concrete floor and a walkup entry. Small gardens around the house bring a pop of color and are easy maintenance!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Jul 10, 2025
* 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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436 A Middle Road Middlebury VT 05753

Middlebury, VT436 A Middle Road

Price$375,000

Est. Mortgage: $/month

MLS Number 5020805

  • Residential Single Family
  • Full Bath 1
  • Address 436 A Middle Road
  • Construction Existing
  • Bedrooms 3

Two separate living units! One is a 3 bedroom, 2 story home, and the second is a 1-bedroom home. This property is located on a very nice lot-close to schools, shopping, and walking paths. It has nice trees and a good amount of privacy, as well as the ability to walk to many of the wonderful things Middlebury has to offer. The auxiliary dwelling unit is perfect for a family member that you want close, but not right in your house. It is difficult to find 2 separate living units in Middlebury for this price and in such a great location.

Listed by Nancy Foster of Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Jul 10, 2025
* 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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800 Route 7 South Middlebury VT 05753

Middlebury, VT800 Route 7 South

Price$379,900

Est. Mortgage: $/month

MLS Number 5048490

  • Residential Single Family
  • Address 800 Route 7 South
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

FLEXIBLE ZONING, MIXED USE ALLOWING FOR BOTH RESIDENTIAL OR COMMERCIAL OPPORTUNITY. Welcome to this charming 3-bedroom, 1.5-bathroom split-level home in the heart of Middlebury, VT. Set in a peaceful neighborhood surrounded by trees and well-spaced homes, this property offers both privacy and convenience. Step onto the inviting covered front porch and make your way inside to a cozy living room with beautiful hardwood flooring and a classic brick fireplace. The kitchen features updated appliances, including a stainless steel refrigerator and gas range, plus ample cabinet space. The sunny dining area flows nicely into the spacious back deck-recently painted with brand-new railings-perfect for outdoor meals or relaxing after a long day. Big, airy bedrooms provide plenty of space for rest or work-from-home comfort, all conveniently located near a full bathroom and generous storage. The lower level includes a partially finished room, perfect for a game room, gym, or family hangout, plus a versatile bonus area with direct access to the garage-ideal for snowy Vermont mornings. Outdoor updates include replacement of several fascia boards and newer siding around the chimney. Just steps from the TAM Trail for hiking and dog walks, and within walking distance to popular local restaurants, this home also enjoys easy access to town amenities like grocery stores, shops, and workplaces. A wonderful blend of quiet living with town convenience-this Middlebury gem won't last long!

Listed by Connor Johnson of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Jul 10, 2025
* 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 05753

Middlebury, VT45 Ossie Road

Price$389,000

Est. Mortgage: $/month

Pending

MLS Number 5046403

  • Residential Single Family
  • Full Bath 1
  • Address 45 Ossie Road
  • Construction Existing
  • Bedrooms 3

Lovely ranch home on over half an acre in East Middlebury. This three bedroom two bath home has everything you need on one level. Large Primary bedroom with attached bath, sunny kitchen that looks out to the back yard. A very large mud room off the two car garage - with a murphy bed for summer overflow sleeping! Dining area with built ins. A large living room with fireplace and built in book shelves. A sweet sunroom for extra living space. There are two more bedrooms on the main level, a 3/4 bath and an amazing greenhouse with heat and water. Newer windows take another worry away! Heat pumps make this cool in the summer and warm in the shoulder months. Speaking of cool... there is an amazing in ground pool, fully fenced in. But don't forget the basement! There is a workshop, a rec room, plenty of storage and a craft area. All this and a two car garage. Beautiful plantings really add to the curb appeal of this home, close to all of East Middlebury's hot spots!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Jul 10, 2025
* 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

385 East Main Street Middlebury VT 05753

Middlebury, VT385 East Main Street

Price$420,000

Est. Mortgage: $/month

MLS Number 5047893

  • Residential Single Family
  • Full Bath 1
  • Address 385 East Main Street
  • Construction Existing
  • Bedrooms 2

Seller has authorized the Listing Agency to offer compensation to a Buyer Agency of 2.5% of the contract sale price. Such compensation must be included in any offer to purchase.  This circa-1900 farmhouse was lovingly restored by a previous owner. Quality materials & craftsmanship like the restored staircase, fir side-entry door, maple cabinetry & wood floors enhance charming historic details throughout, including low windows, wrap-around porch, and original floors. Quality vinyl siding, energy-efficient windows, newer chimneys and roofs, and well-maintained systems make this small home easy to care for. Located outside the flood plain on the north side of East Main St., this home has remained secure and dry during flooding events.There is a first floor en suite bedroom/bath, allowing one-level living if desired. The kitchen has butcher block counters, a great farmhouse sink, and several new stainless steel appliances. The living room has a wood stove for cozy nights, and plenty of windows to let the light in! Upstairs is a bright, private bedroom with French doors opening into a space perfect for an office/studio, nursery or dressing room.The fenced-in rear yard is a peaceful space filled with established perennial beds bringing year-round color that are easy to maintain.The one-car garage is used as an insulated workshop but could be converted back to vehicle storage if preferred. A garden shed & attached woodshed are available for all your storage and gardening needs. Enjoy the comfort and convenience of Village living just minutes from the Green Mtn National Forest for great hiking, skiing and swimming and 10 min. to downtown Middlebury!

Listed by IPJ Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Jul 10, 2025
* 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

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 July 11, 2025 1:11 PM EDT