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 802-793-2002 or contact us online.

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225 Wilson Road Middlebury VT 05753

MLS Number 4993340

  • Commercial
  • County Addison
  • Square Feet 40,000
  • Acreage 6.46

40,000 SF warehouse available for Sale or Lease. Constructed in 2019, maintained in excellent condition. Multiple loading docks and drive-in doors. 12-foot clear height at center beam. Heavy-load concrete rebar flooring for durability. Situated on 6.46 Acres of prime industrial real estate Ample yard space. Convenient access from VT Route 7 only a quarter-mile away.

Listed by Brad Worthen of Pomerleau Real Estate

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$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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88 Mainelli Road Middlebury VT 05753

MLS Number 5021979

  • Commercial
  • County Addison
  • Square Feet 11,694
  • Acreage 4.43

Rare opportunity to own a diversified, multi-tenanted commercial investment property in Middlebury. Located in the Middlebury Industrial Park, 88 Mainelli Road is an 11,694 SF building located on approximately 4.43 acres. Originally built circa 1979, an addition was added in 2015. Three tenants currently occupy the entire building. Champlain Valley Creamery has roughly 1,680 SF, the Appalachian Gap Distillery occupies about 6,374 SF and The Friday Group, a consulting firm, has roughly 3,320 SF of office space (there is also a 320 SF mechanical room). The property is serviced by municipal water and sewer and has an active 36kW PV solar array owned by AllEarth Services. Ample land for additional building development. Please call broker to discuss in greater detail and for financial information.

Listed by Duncan Harris of The Kingsland Company

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%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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5 Court Street Middlebury VT 05753

MLS Number 4922137

  • Commercial
  • County Addison
  • Square Feet 8,553
  • Acreage 0.1

A prominent feature in downtown Middlebury since 1814, this structure was the replacement of the original courthouse in this location, and built in 1883.To quote Glen Andres in the Walking Tour of Middlebury, "This replacement, by Clinton Smith of Middlebury, was described in the Middlebury Register in 1883 as of "mixed architecture with Queen Anne features,"and declared the handsomest courthouse in the state. The facade is both picturesque and ordered. Its asymmetric massing and variety of detail in stone, brick, wood, slate, and glazing are held in line by articulating brick panels and "structure."This was very up-to-date design for Vermont. The panel-brick style (as it since has been dubbed) was just being popularized by leading architects in Boston, New York, and Philadelphia. Yet the courthouse is hardly a pure import. Its architect was local, and he has put the stamp of his personality and craftsmanship on its design. He also has maintained a sensitivity to its setting. Vigorous in its detail, the 1883 courthouse remains a good neighbor to the earlier structures on Court Square, prominent, but not too assertive for the good of its surroundings." Currently used for office space, many of the original architectural details are intact! The property includes an elevator, and is fully up to date with fire safety including a sprinkler system.Three floors of office space, and a full basement that has plenty of storage, and all the mechanicals. Own a piece of Middlebury history!

Listed by Sarah Peluso of IPJ Real Estate

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$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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103 Court Street Middlebury VT 05753

Middlebury, VT103 Court Street

Price$871,000

Est. Mortgage: $/month

MLS Number 4980065

  • Residential Single Family
  • County Addison
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 4

Discover the BEST home office in VT perfect spot to run a business and raise a family! With opportunity in this spacious five-bedroom, three-bathroom home situated on a sprawling 2.4-acre lot. In walking distance to all 3 public schools. Two bedrooms grace the main floor, offering convenience and flexibility, while the second floor hosts an impressive trio of bedrooms, including a luxurious primary bedroom suite. Step into the primary suite and indulge in the expansive bathroom, featuring a jacuzzi tub and a separate shower. The suite is complete with a generously sized walk-in closet, offering both style and functionality. The fully walk-out basement presents a myriad of possibilities within its mixed-use zoning. Whether you envision a chiropractic office, daycare, apartments, attorney's office, architect's studio, or even a chic hair salon, this versatile space is ready to transform according to your vision. Previously utilized as a chiropractic office, the potential for this space is boundless. The property is strategically located right off Court Street, the main road, ensuring easy access for clients and customers. Ample parking further enhances the property's appeal, making it a versatile canvas for various ventures. This property is not just a home; it's an opportunity waiting to be seized. Explore the potential of this unique residence and its versatile spaces that cater to a myriad of possibilities. Large living space and large office space! Come see today!

Listed by Kelly Laliberte of Wallace Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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103 Court Street Middlebury VT 05753

MLS Number 4980086

  • Commercial
  • County Addison
  • Square Feet 5,280
  • Acreage 2.4

Discover the perfect blend of comfort and opportunity in this spacious five-bedroom, three-bathroom home situated on a sprawling 2.4-acre lot. The main living space welcomes you with an open concept design, providing ample room for a growing family. Two bedrooms grace the main floor, offering convenience and flexibility, while the second floor hosts an impressive trio of bedrooms, including a luxurious primary bedroom suite. Step into the primary suite and indulge in the expansive bathroom, featuring a jacuzzi tub and a separate shower. The suite is complete with a generously sized walk-in closet, offering both style and functionality. The fully walk-out basement presents a myriad of possibilities within its mixed-use zoning. Whether you envision a chiropractic office, daycare, apartments, attorney's office, architect's studio, or even a chic hair salon, this versatile space is ready to transform according to your vision. Previously utilized as a chiropractic office, the potential for this space is boundless. Convenience meets visibility, as the property is strategically located right off Court Street, the main road, ensuring easy access for clients and customers. Ample parking further enhances the property's appeal, making it a versatile canvas for various ventures. This property is not just a home; it's an opportunity waiting to be seized. Explore the potential of this unique residence and its versatile spaces that cater to a myriad of possibilities. Schedule your viewing!

Listed by Kelly Laliberte of Wallace Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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45 Court St.(route 7) Street Middlebury VT 05753

MLS Number 4999647

  • Residential Single Family
  • County Addison
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 3

Historic Victorian Multifamily Home with Owner-Occupied Potential in Downtown Middlebury, VT Step into history with this charming Victorian multifamily home, built in 1840, located in the heart of downtown Middlebury. This well-maintained property features three distinct units, offering a unique opportunity for owner-occupancy with rental income. Live in Comfort, Earn with Ease o Owner's Apartment: Spacious and inviting, the 1620 square foot upstairs apartment offers the perfect blend of historic charm and modern convenience. o Rental Income: Collect a monthly rental income of $5840 from the fully leased apartments. Property Highlights o Investment Opportunity: With a continuous occupancy history, this property ensures a solid return on investment. o Recent Upgrades: Enjoy modern living with recent renovations and open concept designs, seamlessly blending contemporary comfort with historic charm. o Prime Location: Located within walking distance to local shops, restaurants, and cultural attractions, making it highly desirable for tenants. o Well-Maintained: The property has been carefully maintained to preserve its historic character while incorporating modern amenities. This is a rare opportunity to live in a historic gem while benefiting from a steady rental income in a high-demand market. Experience the vibrant community of Middlebury and secure a sound investment.

Listed by Deborah Fortier of KW Vermont

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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45 Court Street Middlebury VT 05753

Middlebury, VT45 Court Street

Price$697,000

Est. Mortgage: $/month

MLS Number 4999633

  • Multifamily
  • County Addison
  • Bathroom 3
  • Square Feet 3,120
  • Acreage 0.2

Collect $5840 per month from fully leased apartments ! Historic Victorian Multifamily Home in Downtown Middlebury, VT Discover a piece of history with this charming Victorian multifamily home, built in 1840, located in the heart of downtown Middlebury. This well-maintained property features three distinct units: a 1-bedroom and a 2-bedroom on the ground level, and a spacious 2-bedroom with large bonus rooms on the upper floors. All apartments are fully leased with quality tenants generating $5840 income per month. All tenants have an on time payment history. Property Highlights Investment Opportunity: This property offers a solid return on investment in a high-demand rental market. Recent Upgrades: Enjoy modern living with renovated lower-level apartments with open concept designs, blending contemporary comfort with historic charm. Prime Location: Situated within walking distance to local shops, restaurants, and cultural attractions, making it highly desirable for tenants. Well-Maintained: The property has been carefully maintained to preserve its historic character while incorporating modern amenities. This is a rare opportunity to own a historic gem in Middlebury, offering both stability and growth potential. Don't miss out on this exceptional investment in a vibrant community. For more information or to schedule a viewing, contact us today!

Listed by Deborah Fortier of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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74 Court Street Middlebury VT 05753

Middlebury, VT74 Court Street

Price$599,900

Est. Mortgage: $/month

Pending

MLS Number 4989606

  • Multifamily
  • County Addison
  • Square Feet 2,540
  • Acreage 0.3

Welcome to this charming 4-unit apartment building located in the heart of Middlebury. This property offers a fantastic investment opportunity in a desirable location. Property Highlights: - Well-maintained exterior with curb appeal. - Off-street parking for residents' convenience. - Close proximity to local shops, restaurants, and entertainment - $5100 a month gross rents Investment Opportunity: - Potential for rental income and long-term growth. - Perfect for both seasoned investors and first-time buyers. - Strong rental demand in the Middlebury area. - Great opportunity to expand your real estate portfolio. Don't miss out on this fantastic investment opportunity in Middlebury. Contact us today to schedule a viewing and make this 4-unit apartment complex your next real estate venture!

Listed by Courtney DeBisschop of IPJ Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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2225 Route 7 South Middlebury VT 05753

Middlebury, VT2225 Route 7 South

Price$519,900

Est. Mortgage: $/month

Active With Contract

MLS Number 5001576

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

Looking for great exposure for your business and a great home on the same property? This is the location for you! This property is located on Route 7 South in Middlebury offering public water and sewer, a well lit space attached to a workshop with overhead door as well as a 2 car attached garage to the 4BR, 3BA home. AG rural district which has housed a successful retail business for many years. There is potential for an apartment to help pay your mortgage. It is now your turn to make your dream and profits come true. Just a wonderful opportunity.

Listed by Nancy Larrow of BHHS Vermont Realty Group/Vergennes

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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1676 Case Street Middlebury VT 05753

Middlebury, VT1676 Case Street

Price$498,500

Est. Mortgage: $/month

MLS Number 5025791

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

This well-maintained home has lovely mountain views and 10 acres of open land which would be nice for growing anything (it has good soil!) or for pasturing whatever animals you might like. The major bonus of the property is the approximately 1000 Sq.Ft of finished heated space in the garage. There is even a 3/4 bath and a place to cook in this space. It has had a variety of uses over the years, the most recent being as a space for playing and enjoying music. There is also a significant amount of storage space in this building. This property is set well back from the road so it is quieter and more private than you might anticipate for being in this location.

Listed by Nancy Foster of Champlain Valley Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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 B Middle Road Middlebury VT 05753

Middlebury, VT436 B Middle Road

Price$375,000

Est. Mortgage: $/month

MLS Number 5020805

  • Residential Single Family
  • County Addison
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 1

This property is in a great location--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. There is an auxiliary dwelling unit which with a little work, it could be a nice 1-bedroom living unit. It would be perfect for an adult family member that you want close, but not right in your house. This house needs some updates, but it has some lovely features, a good floor plan, and a wonderful location,

Listed by Nancy Foster of Champlain Valley Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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36 Seminary Street Middlebury VT 05753

Middlebury, VT36 Seminary Street

Price$365,000

Est. Mortgage: $/month

MLS Number 5020138

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

Discover the charm and convenience of this delightful 2-bedroom, 2-bathroom home, with a den nestled in the vibrant heart of Middlebury. Recently updated to enhance comfort and style, this residence features new heat pump mini splits and wood flooring that add a touch of modernity while maintaining its cozy feel. The kitchen is a chef's delight with a new refrigerator and hood vent, complemented by an electrical update to a robust 200 amp service. Step outside to embrace the outdoors in your private, fenced backyard with an ample deck-perfect for those barbecue Sundays or a tranquil morning coffee. The property includes a large storage shed to neatly tuck away tools and toys and a charming covered front porch that invites you to unwind and watch the world go by. Strategically placed, your new home is just a stroll away from the serene TAM trail, ideal for those who cherish outdoor activities. Plus, with Middlebury Union High School and the Mby train station within a comfortable walking distance, your logistical woes are practically taken care of! Practicality meets comfort on the second floor, where the handy inclusion of laundry facilities means no more lugging clothes up and down the stairs. Ideal for the bustling family and the telecommuting professional, this house offers a blend of relaxation and convenience that's hard to beat. Ready to make your lifestyle dreams come true? This house might be the secret ingredient you've been searching for!

Listed by Kelly Laliberte of Wallace Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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 Middle Road Middlebury VT 05753

Middlebury, VT436 Middle Road

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5000861

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

This affordable home has a wonderful .92 acre lot and is in a great Middlebury location. It is close to the Middle School and an easy walk to the other schools The lot has lovely trees and foliage around the perimeter which makes it private. The driveway is shared with the adjoining lot which will be coming on the market soon. The house needs some work, but at this price, it is worth making the investment!

Listed by Nancy Foster of Champlain Valley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.93% last updated on Jan 9, 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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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 January 15, 2025 2:52 AM EST