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Middlebury VT Real Estate

Middlebury Real Estate & Homes for Sale

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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. 

1676 Case Street Middlebury VT 05753

Middlebury, VT1676 Case Street

Price$498,500

Est. Mortgage: $/month

MLS Number 5025791

  • Residential Single Family
  • Full Bath 1
  • Address 1676 Case Street
  • Construction Existing
  • Bedrooms 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

$
$
%
$/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
  • Full Bath 1
  • Address 436 B Middle Road
  • Construction Existing
  • Bedrooms 3

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

$
$
%
$/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$375,000

Est. Mortgage: $/month

MLS Number 5020138

  • Residential Single Family
  • Full Bath 1
  • Address 36 Seminary Street
  • Construction Existing
  • Bedrooms 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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45 Court St.(route 7) Street Middlebury VT 05753

MLS Number 4999647

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • 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

$
$
%
$/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
  • Address 45 Court Street
  • Units 3
  • Bathroom 3
  • 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
  • Address 74 Court Street
  • Units 4
  • Acreage 0.3
  • Square Feet 2,540

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 Houston DeBisschop of IPJ Real Estate

$
$
%
$/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.

Save FavoriteSchedule TourAsk A QuestionMore Details

103 Court Street Middlebury VT 05753

Middlebury, VT103 Court Street

Price$871,000

Est. Mortgage: $/month

MLS Number 4980065

  • Residential Single Family
  • Full Bath 3
  • Address 103 Court Street
  • Construction Existing
  • Bedrooms 5

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

$
$
%
$/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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

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 13, 2025 4:52 AM EST