Middlebury Homes for Sale

/60
$989,000
- 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
/38
$779,000
- 5 Beds
- 3 Baths
- 3,928 Sq Ft
530 Halpin Rd, Middlebury, VT 05753

This house has a flexible floor plan, with bedroom options on all three levels. On the main level, the kitchen/dining area opens to a large living room with built in bookcases and maple floors. The new kitchen has beautiful wood cabinets, granite counter tops and stainless appliances. A gas fireplace creates a warm hearth in the main living area and glass doors lead out to the upper deck. Tons of

Beth Stanway IPJ Real Estate

530 Halpin Rd, Middlebury, VT 05753
/38
$559,000
- 4 Beds
- 3 Baths
- 1,760 Sq Ft
30 Mountain View Ln, Middlebury, VT 05753

Great house on a corner lot in a Middlebury neighborhood that's close to town! The first floor has well equipped kitchen with a large copper topped island and a spacious dining area that's perfect for entertaining. The living room opens to a bonus area that could be a den, office, playroom, etc... There is a first floor bedroom and a full bath with laundry. Upstairs you will find a primary suite

Beth Stanway IPJ Real Estate

30 Mountain View Ln, Middlebury, VT 05753
/32
$389,000
- 3 Beds
- 2 Baths
- 2,232 Sq Ft
118 Three Mile Bridge Rd, Middlebury, VT 05753

This classic 1820 colonial blends historical charm with everyday practicality on a level one acre lot, featuring a welcoming circular driveway, an expansive garage, and a spacious barn. The home’s remodeled kitchen is a cook's delight, outfitted with modern appliances, ample cabinetry, and generous counter space; ideal for family gatherings or daily meal prep. The first floor offers two generous

Levi Doria IPJ Real Estate

118 Three Mile Bridge Rd, Middlebury, VT 05753
/42
$499,000
- 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
/16
$625,000
- 2 Beds
- 2 Baths
- 1,345 Sq Ft
70 Maple St Unit 307, Middlebury, VT 05753

Live simply in this third floor condo facing the east and overlooking the Marble Works, town and to Chipman Hill! This two bedroom condo has a fireplace (propane), a large open kitchen/dining/living room space and a balcony where you can relax and enjoy the outdoors! The primary bathroom has been upgraded with a sleek walk in shower with glass doors and new flooring in the closet. The second

Amey Ryan IPJ Real Estate

70 Maple St Unit 307, Middlebury, VT 05753
/23
$485,000
- 3 Beds
- 2.5 Baths
- 2,174 Sq Ft
200 Butternut Ridge Dr, Middlebury, VT 05753

This lovely home is really only about 4 years old. The current owner purchased the property after a major fire and ripped down much of the old structure. The electrical, plumbing, heating, bathrooms, kitchen, floors, windows, sheetrock, roof, siding, etc. were all replaced. The oversized one car garage is insulated and heated. There is also a very nice storage shed which will have a new 1-car

Nancy Foster Champlain Valley Properties

200 Butternut Ridge Dr, Middlebury, VT 05753
/40
$675,000
- 5 Beds
- 3.5 Baths
- 3,160 Sq Ft
103 Court St, Middlebury, VT 05753

Opportunity Knocks in the conveniently located 5 bedroom home in Middlebury! The property is set back off the road on 2.4 acres with a partially fenced in yard and a deck that faces west. Have you ever wanted to have your own business at home and raise your family too, all in the same space? This home presents a multitude of opportunity; Multi-generational living, Home business or rent out the

Bonnie Gridley RE/MAX North Professionals, Middlebury

103 Court St, Middlebury, VT 05753
/40
$275,000
- 4 Beds
- 2 Baths
- 2,128 Sq Ft
1726 Munger St, Middlebury, VT 05753

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

Amey Ryan IPJ Real Estate

1726 Munger 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
$335,000
- 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
$185,000
- Land
- 3.00 Acres
- $61,667 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
$139,000
- Land
- 0.52 Acre
- $267,308 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
$139,000
- Land
- 0.54 Acre
- $257,407 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
/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
/8
$699,500 New Construction
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
40 Brush Ln Unit 8.3B, Middlebury, VT 05753

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 three bedroom, single level unit is on the second floor, and will be ready for occupancy in March of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini

Sarah Peluso IPJ Real Estate

40 Brush Ln Unit 8.3B, Middlebury, VT 05753
/8
$482,500 New Construction
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
10 Brush Ln Unit 8.1B, Middlebury, VT 05753

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 three bedroom, single level unit is on the second floor, and will be ready for occupancy in January of 2026. To be built

Sarah Peluso IPJ Real Estate

10 Brush Ln Unit 8.1B, Middlebury, VT 05753
/6
$388,900 New Construction
- 2 Beds
- 1.5 Baths
- 1,538 Sq Ft
14 Meadowlark Ln Unit 7.2, Middlebury, VT 05753

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, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency at

Sarah Peluso IPJ Real Estate

14 Meadowlark Ln Unit 7.2, Middlebury, VT 05753
/11
$585,000 New Construction
- 2 Beds
- 1.5 Baths
- 1,538 Sq Ft
22 Meadowlark Ln Unit 7.4, Middlebury, VT 05753

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, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini-split technology, with a

Sarah Peluso IPJ Real Estate

22 Meadowlark Ln Unit 7.4, Middlebury, VT 05753
/8
$585,000 New Construction
- 2 Beds
- 1.5 Baths
- 1,516 Sq Ft
39 Barnes Brook Rd Unit 9.3, Middlebury, VT 05753

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 May of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house

Sarah Peluso IPJ Real Estate

39 Barnes Brook Rd Unit 9.3, Middlebury, VT 05753
/5
$388,900 New Construction
- 2 Beds
- 1.5 Baths
- 1,516 Sq Ft
35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753

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 May of 2026. To be built with energy efficiency at the forefront, each

Sarah Peluso IPJ Real Estate

35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753

Vermont Addison County Middlebury Middlebury

Frequently Asked Questions Why Live in Middlebury

Is Middlebury a good place to live?

Middlebury is a good place to live. Middlebury is considered very car-dependent and somewhat bikeable. Middlebury is a neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Middlebury has 4 parks for recreational activities. It has a median age of 32. The average household income is $95,571 which is below the national average. College graduates make up 59.8% of residents. A majority of residents in Middlebury are home owners, with 41.6% of residents renting and 58.4% of residents owning their home. A local real estate agent serving Middlebury can help you decide if this neighborhood is the right one for you. Learn more on our Middlebury neighborhood guide.

Is Middlebury, VT a safe neighborhood?

Middlebury, VT is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.

How much do you need to make to afford a house in Middlebury?

The median home price in Middlebury is $449,000. If you put a 20% down payment of $89,800 and had a 30-year fixed mortgage with an interest rate of 6.5%, 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. The average household income in Middlebury is $96K.

What are the best public schools in Middlebury?

The best public schools that serve Middlebury are:

Middlebury Union High School has a B+ Niche grade, a student teacher ratio of 12:1 and an average review score of 3.8.
Middlebury Union Middle School has a B- Niche grade, a student teacher ratio of 13:1 and an average review score of 3.8.
Middlebury Id #4 School has a B- Niche grade, a student teacher ratio of 19:1 and an average review score of 2.8.

What are the best private schools in Middlebury?

The best private schools that serve Middlebury are:

The North Branch School has a student teacher ratio of 10:1.
Bridge School has a student teacher ratio of 8:1.

What are the most popular zip codes in Middlebury, Middlebury, VT?

The most popular zip codes in Middlebury, Middlebury, VT include 05753, 05769, 05766, 05443 and 05472.

Learn more about living in Middlebury

Home Trends in Middlebury, VT

On average, homes in Middlebury, VT sell after 34 days on the market compared to the national average of 52 days. The median sale price for homes in Middlebury, VT over the last 12 months is $429,000, up 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$429,000

Median Single Family Sale Price

$459,936

Median Townhouse Sale Price

$425,000

Median 2 Bedroom Sale Price

$364,500

Median 1 Bedroom Sale Price

$465,000

Average Price Per Sq Ft

$300

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

3.40

Median List Price

$449,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

Middlebury Types of Homes for Sale

Middlebury Mobile Homes for Sale

Middlebury Real Estate Listings

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Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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.