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Middlebury VT Real Estate

In the center of Addison County is the stunning college town of Middlebury, VT. Home of the historical Middlebury College and the Henry Sheldon Museum of Vermont History, Middlebury is the perfect dynamic of an old town that has been kept alive with modern technology. The town’s center hosts a variety of local restaurants, shops, and more. Bordered by the foothills of the Green Mountains and the Champlain Valley, Middlebury is a town filled with wonder and comfort. 

Search the latest real estate in Middlebury, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. Register to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

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225 Wilson Road Middlebury VT 05753

Middlebury, VT225 Wilson Road

Price$3,750,000The price has recently decreased

MLS Number 4993340

  • Commercial
  • Year Built 2019
  • Square Feet 40,000
  • Acreage 6.46
  • PricePerSqFt 93.75

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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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5 Court Street Middlebury VT 05753

Middlebury, VT5 Court Street

Price$995,000The price has recently decreased

MLS Number 4922137

  • Commercial
  • Year Built 1880
  • Square Feet 8,553
  • Acreage 0.1
  • PricePerSqFt 116.33

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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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

103 Court Street Middlebury VT 05753

Middlebury, VT103 Court Street

Price$990,000The price has recently decreased

MLS Number 4980086

  • Commercial
  • Year Built 1995
  • Square Feet 5,280
  • Acreage 2.4
  • PricePerSqFt 187.5

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

103 Court Street Middlebury VT 05753

Middlebury, VT103 Court Street

Price$990,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4980065

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • 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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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

60-62 Main Street Middlebury VT 05753

Middlebury, VT60-62 Main Street

Price$850,000The price has recently decreased

MLS Number 5013590

  • Commercial
  • Year Built 1900
  • Square Feet 4,986
  • Area Business District
  • PricePerSqFt 170.48

OWN A PIECE OF HISTORY ON MAIN ST. IN MIDDLEBURY! Commercial building in the heart of Middlebury comprises a vibrant retail store, Buy Again Alley, an architect's office, a one-bedroom apartment, two studio apartments, and a space opening onto Frog Alley in the rear that has been an office and retail space. With nearly 5,000 square feet, the options are numerous. Renovation will be needed. Superb location in the midst of a thriving business district with Middlebury College less than a quarter mile away. This is a building worthy of significant investment for a lifetime of income.

Listed by Jeff Olson and k. Cory Foote of BHHS Vermont Realty Group/Middlebury

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

34 Seminary Street Middlebury VT 05753

Middlebury, VT34 Seminary Street

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5015363

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

This historical home is in a great location, and has had a lot of important updates over the years! Located within walking distance to the Middlebury Natural Food Coop, and downtown, with sidewalks all the way. Since owning the property, the sellers have done all new wiring, plumbing, heating and insulation in the home. Radiant floor heat warms the first two levels, with a mini split for heat and A/C on the fully finished third floor. The welcoming front porch adds to the classic charm of this home. Enter and find a nice flow to the open layout. The kitchen is open to the dining and living rooms, with another sitting room with cozy fireplace nearby. The chimney was rebuilt by these owners as well! A back room can be an office or large mudroom, and leads to the back deck where you will enjoy your morning coffee. The second floor has a primary bedroom and bath, with three additional bedrooms, a full bath and an office. You will love the third floor, which is perfect for either a large bedroom suite, home office or a recreation room. Plumbing has been roughed in if you want to add a bath at some point! The carriage barn has a lot of storage, and power and water have been brought out to the structure. A standing seam roof holds the owned solar panels, to help with your electricity bills! If you want to live in town, in a lovely historical neighborhood, this is the place!

Listed by Sarah Peluso of IPJ Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

45 Court St.(route 7) Street Middlebury VT 05753

Middlebury, VT45 Court St.(route 7) Street

Price$697,000The price has recently decreased

Est. Mortgage: $/month

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

45 Court Street Middlebury VT 05753

Middlebury, VT45 Court Street

Price$697,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4999633

  • Multifamily
  • Units 3
  • Bathroom 3
  • Acreage 0.2
  • Square Feet 3,120

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1 East Road Middlebury VT 05753

Middlebury, VT1 East Road

Price$625,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5015167

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

Welcome to this cozy home located on a spacious lot in a sought after neighborhood in Middlebury. This home boasts open concept living and has been beautifully updated with new flooring, appliances, bathroom fixtures and lighting. The rear porch/patio is an ideal retreat for relaxation or entertaining guests. The downstairs basement is a completely finished studio (with full kitchen) for a perfect mother-in-law suite or possible rental. This home is meticulous inside and out and an absolute MUST-SEE.

Listed by Denise Scarborough of 802 For you Realty,LLC

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

74 Court Street Middlebury VT 05753

Middlebury, VT74 Court Street

Price$599,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4989606

  • Multifamily
  • Units 4
  • Acreage 0.3
  • Square Feet 1,440
  • Utilities Phone

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 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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2225 Route 7 South Middlebury VT 05753

Middlebury, VT2225 Route 7 South

Price$565,250The price has recently decreased

Est. Mortgage: $/month

MLS Number 5001576

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • 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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

79 Court Street Middlebury VT 05753

Middlebury, VT79 Court Street

Price$450,000The price has recently decreased

Active With Contract

MLS Number 4979906

  • Commercial
  • Year Built 1890
  • Square Feet 2,197
  • Acreage 0.31
  • PricePerSqFt 204.82

GOLDEN OPPORTUNITY! Prime office space with easy access and excellent exposure in the heart of vibrant Middlebury! Ideal for business incubation, private offices, or owner occupied home business. R12 zoning allows for numerous possibilities! Interior features 9 beautiful naturally lit office spaces along with common areas, locked storage and garage. Exterior features plentiful parking, attractive stonescaping, access ramps, and generous frontage with exceptional visibility. Numerous recent improvements include new roof and gutters, new heating and hot water systems, new basement flooring, insulation and drywall as well as property conversion from oil to propane. Seller is a licensed agent. Also listed as Single Family Residential. See MLS 4979907

Listed by David Davidson of Lake Point Properties,LLC

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.12% last updated on 2024-10-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity 

Copyright 2024 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 October 8, 2024 4:38 PM EDT

 

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