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Middlebury, VT Homes for Sale

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  • /32

    $649,000

    • 4 Beds
    • 2.5 Baths
    • 2,411 Sq Ft

    487 Burnham Dr, Middlebury, VT 05753

    Delightful and cheery, this cape style home in "The Woodlands" has an ideal layout with wonderful flow. With all the spaces you need on the main living level including a home office, mudroom entryway, family room, living room, dining room, renovated kitchen, laundry and the primary bedroom suite (with a private full bath and a walk in closet) PLUS the screened porch allowing you to enjoy the

    Amey Ryan IPJ Real Estate

    487 Burnham Dr, Middlebury, VT 05753
  • /26

    $420,000

    • 2 Beds
    • 2 Baths
    • 1,206 Sq Ft

    385 E Main St, Middlebury, VT 05753

    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

    Sarah Peluso IPJ Real Estate

    385 E Main St, Middlebury, VT 05753
  • /42

    $549,000

    • 5 Beds
    • 2 Baths
    • 2,963 Sq Ft

    427 E Main St, Middlebury, VT 05753

    Situated in the heart of East Middlebury, this farmhouse built in 1800 offers nearly 3,000 square feet of living space and features five bedrooms on a spacious 0.53-acre corner lot. The sizeable kitchen, with woodstove and attached breakfast nook, provides ample space for entertaining or simply whipping up meals. Adjacent to the kitchen, a newly remodeled utility room and bath with a tiled

    Levi Doria IPJ Real Estate

    427 E Main St, Middlebury, VT 05753
  • /42

    $1,350,000

    • 4 Beds
    • 6 Baths
    • 4,716 Sq Ft

    44 Merchants Row, Middlebury, VT 05753

    A versatile residential and commercial property right in downtown Middlebury with great views of both the town green and river for someone who wants convenient downtown living and working, while earning income from additional apartments and small businesses! The owners did major renovations on the entire building including all new wiring, plumbing, new natural gas heating system, new roof, and

    Sarah Peluso IPJ Real Estate

    44 Merchants Row, Middlebury, VT 05753
  • /51

    $679,000

    • 4 Beds
    • 3 Baths
    • 2,930 Sq Ft

    719 Washington Street Extension, Middlebury, VT 05753

    THIS HOME WILL BE FRESHLY PAINTED ON THE EXTERIOR PRIOR TO CLOSING! This historical home is located on three lovely acres of land, just over a mile from downtown Middlebury! A circular drive greets you as you drive to the home, and the three bay detached garage offers room for vehicles and equipment! Enter in and find a renovated kitchen, with quartz countertops and stainless steel appliances. A

    Sarah Peluso IPJ Real Estate

    719 Washington Street Extension, Middlebury, VT 05753
  • /34

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    394 Cider Mill Rd, Middlebury, VT 05753

    This is the location you have been waiting for! Located on one of the most desirable streets in the area, this home sits on over 5 acres with beautiful green mountain views! Well maintained, there are hardwood floors throughout, and plenty of natural light. Currently there is a mudroom, kitchen, dining room, living room and office/bedroom on the first floor, with a 3/4 bath. Upstairs there are

    Sarah Peluso IPJ Real Estate

    394 Cider Mill Rd, Middlebury, VT 05753
  • /60

    $1,355,000

    • 6 Beds
    • 5 Baths
    • 4,503 Sq Ft

    91 Old Pasture Ln, Middlebury, VT 05753

    Take some time and really reflect on how you want to live in Middlebury, Vermont! This property and the house that sits here can offer you an answer. The main house has a layout conducive to all kinds of options including a first floor primary suite, several rooms that could be used for home offices and creative spaces, gathering spaces in the eat-in kitchen, generous dining room and

    Amey Ryan IPJ Real Estate

    91 Old Pasture Ln, Middlebury, VT 05753
  • /35

    $614,000

    • 3 Beds
    • 2 Baths
    • 1,976 Sq Ft

    1 East Rd, Middlebury, VT 05753

    Welcome to this beautifully maintained home, with open concept living, flooded with natural light! This home is designed for comfort flexibilty and modern living. A recently remodeled kitchen features newer appliances,granite countertops, and ample cabinetry. The laundry room is conveniently located right off the kitchen.The first level has 2 bedrooms and a full bath. The finished lower level

    Denise Ozanne 802 For you Realty, LLC

    1 East Rd, Middlebury, VT 05753
  • /35

    $299,000

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    24 School House Hill Rd, Middlebury, VT 05753

    Spacious and updated! This 3-bedroom double-wide with an addition that includes a half bath and private entrance sits on a back road minutes from the heart of Middlebury. The sellers have done updates like new floors, new roof and painting. Additionally, the heating system is on the newer side, and the septic has recently been inspected. Come in through the mudroom/laundry area and this space

    Heather Morse Coldwell Banker Hickok and Boardman

    24 School House Hill Rd, Middlebury, VT 05753
  • /22

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,345 Sq Ft

    70 Maple St Unit 108, Middlebury, VT 05753

    The best of the best! This first floor Marble Works condo was updated and renovated in 2018 by Silver Maple Construction for the current owners. Their thoughtful and tasteful improvements are highlighted throughout. The flat surface Dekton (Trillium pattern) countertops in the kitchen is a luxurious finish and complements the Hubbardton Forge lighting fixtures seamlessly. The newer gas

    Amey Ryan IPJ Real Estate

    70 Maple St Unit 108, Middlebury, VT 05753
  • /46

    $379,900

    • 3 Beds
    • 1.5 Baths
    • 2,300 Sq Ft

    800 Route 7 S, Middlebury, VT 05753

    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

    Connor Johnson KW Vermont

    800 Route 7 S, Middlebury, VT 05753
  • /42

    $425,000

    • 3 Beds
    • 3 Baths
    • 2,352 Sq Ft

    62 Court St, Middlebury, VT 05753

    Close to town - check! Income generating - check! Plenty of parking - check! Versatile building - check! Relatively easy maintenance - check! This three unit investment property cash flows with the current rents and there is potential to expand on this property and create more housing units. The 1/2 acre, in town, lot is in the Residential 12 zoning district and could likely accommodate another

    Amey Ryan IPJ Real Estate

    62 Court St, Middlebury, VT 05753
  • /6

    $139,000

    • Land
    • 0.46 Acre
    • $302,174 per Acre

    Lot 1C Daisy Ln, Middlebury, VT 05753

    Not finding what you're looking for in a house? Ever thought of just building exactly what you want? Find a right-sized house and build it here in East Middlebury! The flat lot is part of a small neighborhood and right next to Brown Field (a ball field). You'd be within close proximity to the Waybury Inn Restaurant & Pub, library, tennis courts, playground and miles of biking and hiking nearby.

    Amey Ryan IPJ Real Estate

    Lot 1C Daisy Ln, Middlebury, VT 05753
  • /37

    $350,000

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    53 High St Unit 3, Middlebury, VT 05753

    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

    Bonnie Gridley RE/MAX North Professionals, Middlebury

    53 High St Unit 3, Middlebury, VT 05753
  • /6

    $195,000

    • Land
    • 3.00 Acres
    • $65,000 per Acre

    TBD Washington St, Middlebury, VT 05753

    Three acres, close to town, ready for you to build your new home! The Sellers will provide a State wastewater permit prior to closing that shows this lot is permitted for a four bedroom dwelling. Located just a mile from downtown Middlebury, this could be the perfect spot for you to make your dream a reality! A mixture of open land and some woods, the current cleared area would provide a nice

    Sarah Peluso IPJ Real Estate

    TBD Washington St, Middlebury, VT 05753
  • /4

    $150,000

    • Land
    • 0.52 Acre
    • $288,462 per Acre

    4 Wilmar St, Middlebury, VT 05753

    What an amazing opportunity to build on this lot in the Town of East Middlebury! Located on Wilmar St with sidewalks and utilities at the road as well as town water, this lot has a wastewater permit for a 6 bedroom home, or a duplex consisting or 2-3BR's each. Great for multi-generational living or investment. Close to stores, gas station, post office and all East Middlebury amenities. This is a

    Bonnie Gridley RE/MAX North Professionals, Middlebury

    4 Wilmar St, Middlebury, VT 05753
  • /4

    $150,000

    • Land
    • 0.54 Acre
    • $277,778 per Acre

    2 Wilmar St, Middlebury, VT 05753

    What an amazing opportunity to build on this corner lot in the Town of East Middlebury! Located on the corner of Rte. 125 and Wilmar with sidewalks and utilities at the road as well as town water, this lot has a wastewater permit for a 6 bedroom home (or a duplex consisting of 2-3BR's each). Great for multi-generational living or investment. Close to stores, gas station, post office and all East

    Bonnie Gridley RE/MAX North Professionals, Middlebury

    2 Wilmar St, Middlebury, VT 05753
  • /23

    $375,000

    • 3 Beds
    • 1 Bath
    • 2,442 Sq Ft

    436 Middle Rd N, Middlebury, VT 05753

    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

    Nancy Foster Champlain Valley Properties

    436 Middle Rd N, Middlebury, VT 05753
  • /10

    $499,999

    • Land
    • 49 Acres
    • $10,183 per Acre

    TBD West St, Cornwall, VT 05753

    Your Vermont dream starts here! Just minutes from downtown Middlebury, this private 49-acre lot is the perfect canvas for your new home or family retreat. With over 3,000 feet of frontage on Rt 125 and West Street, the land features rolling fields, peaceful woods, and sweeping Adirondack Mountain views. Imagine creating trails, gardens, or orchards, all while enjoying the beauty of abundant

    Michael Johnston Coldwell Banker Hickok and Boardman

    TBD West St, Cornwall, VT 05753

Why Live in Middlebury

Middlebury is a quaint college town nestled in the Vermont mountains, characterized by its walkable shopping district and proximity to the Vermont wilderness. The town is anchored by Middlebury College, a private liberal arts institution known for its language, environment, and international studies programs, which brings a diverse population and vibrant community life. Middlebury's housing market is in high demand, featuring homes from the early 1800s to new constructions like Stonecrop Meadows, set to add over 250 housing units by 2025. The downtown area, centered around Otter Creek, offers a variety of quirky boutiques, art galleries, and local eateries such as American Flatbread and Fire & Ice. While most retail options close by 8 p.m., Two Brothers Tavern remains open until nearly midnight on weekends. For groceries, residents have access to Hannaford, Shaw’s, and the Middlebury Natural Food Co-Op. Recreational opportunities abound with the Otter River running through Riverfront Park, the 16-mile Trail Around Middlebury, and nearby lakes and mountains offering activities like hiking, skiing, and boating. The arts scene is robust, with the Mahaney Art Center, Town Hall Theater, and Marquis Theater & Café providing cultural enrichment. Middlebury Union High School is highly rated, and the district offers an International Baccalaureate program and technical courses at the Hannaford Career Center. The town is safer than the national average, and residents can travel to Burlington, 35 miles away, or take Amtrak trips to New York City.

Frequently Asked Questions

What is the average home price in Middlebury, VT?
Homes for sale in Middlebury, VT have an average home price of $501,393.
How many homes have sold over the last 12 months in Middlebury, VT?
55 homes have sold in Middlebury, VT over the last 12 months.
What are the most popular zip codes in Middlebury, VT?
The most popular zip codes in Middlebury, VT include 05674, 12883, 05753, 05733 and 05673.
How much do you need to make to afford a house in Middlebury?
The median home price in Middlebury is $437,000. If you put a 20% down payment of $87,400 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $2,270 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $97K a year to afford the median home price in Middlebury.
How are the schools in Middlebury, VT?
Middlebury, VT has highly rated public and private schools. Some of the best schools in Middlebury based on Niche Grades are Weybridge Elementary School, Middlebury Union High School and Beeman Elementary School. Browse all the schools in Middlebury, VT to learn more.

Home Trends in Middlebury, VT

Housing Trends

Median Sale Price
$429,000
Median Single Family Sale Price
$449,950
Median Townhouse Sale Price
$350,000
Median 2 Bedroom Sale Price
$350,000
Median 1 Bedroom Sale Price
$465,000
Average Price Per Sq Ft
$292
Number of Homes for Sale
9
Last 12 months Home Sales
55
Months of Supply
2.00
Median List Price
$437,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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