Middlebury, VT Homes for Sale under $400,000

/29
$399,000

$74K PRICE INCREASE
- 3 Beds
- 1 Bath
- 1,724 Sq Ft
26 and 28 Kings Row, Middlebury, VT 05753

***NEW PRICING*** Now includes +/- .48 building lot located at 28 Kings Row. Property has tremendous potential with the ability to purchase two lots. 26 Kings has a thoughtfully designed one-level home tucked away off the town maintained cul-de-sac, offering tranquility and privacy while keeping you close to the convenience and amenities of downtown living. Located at the end of Kings Row, the

Levi Doria

IPJ Real Estate

26 and 28 Kings Row, Middlebury, VT 05753
Explore Middlebury
/14
$220,000
- Land
- 9.8 Acres
- $22,449 per Acre
TBD Route 7 S, Middlebury, VT 05753

Great piece of land in a great location! Secluded when you go up the old road/driveway. Easy access to Rutland or Burlington. Close to everything Middlebury has to offer including stores, restaurants and Middlebury College.

Beth Stanway

IPJ Real Estate

TBD Route 7 S, 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. With energy efficiency at the forefront, each unit will

Sarah Peluso

IPJ Real Estate

35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753
/8
$388,900

New Construction
- 2 Beds
- 1.5 Baths
- 1,516 Sq Ft
41 Barnes Brook Rd Unit 9.2, 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 in May 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

41 Barnes Brook Rd Unit 9.2, Middlebury, VT 05753
/7
$150,000
- Land
- 23,522 Sq Ft
- $277,778 per Acre
2 Wilmar St, Middlebury, VT 05753

BUILD THE SOLUTION. Address the high demand for residential space in Middlebury with this fully permitted & shovel-ready parcel. Whether you're envisioning modern multi-unit apartments or an eco-village, this lot is engineered for efficiency & affordability. Permitted for up to12 Bedrooms: Ideal for a high-occupancy single-family home or large-scale multi-bedroom apartment units. Substantial

Jason Saphire www.HomeZu.com

2 Wilmar St, Middlebury, VT 05753
/7
$150,000
- Land
- 22,651 Sq Ft
- $288,462 per Acre
4 Wilmar St, Middlebury, VT 05753

BUILD THE SOLUTION. Address the high demand for residential space in Middlebury with this fully permitted & shovel-ready parcel. Whether you're envisioning modern multi-unit apartments or an eco-village, this lot is engineered for efficiency & affordability. Permitted for up to12 Bedrooms: Ideal for a high-occupancy single-family home or large-scale multi-bedroom apartment units. Substantial

Jason Saphire www.HomeZu.com

4 Wilmar St, Middlebury, VT 05753
/33
$400,000

$49K PRICE DROP
- 4 Beds
- 2 Baths
- 1,815 Sq Ft
442 E Main St, Middlebury, VT 05753

This inviting home offers a bright, comfortable layout designed for easy everyday living. The main level flows naturally between the kitchen, dining and living spaces, creating a welcoming environment for gatherings or quiet evenings at home. The updated kitchen blends the convenience of modern living with the charm and character of an older home. Upstairs, a large full bath serves the bedroom

Heather Foster-Provencher Champlain Valley Properties

442 E Main St, Middlebury, VT 05753
/56
$299,000
- 4 Beds
- 2 Baths
- 1,344 Sq Ft
89 Court St, Middlebury, VT 05753

This vintage farmhouse-style home is full of character and classic architectural details. Original woodwork, solid wood doors, hardwood floors, and a seasonal sleeping porch showcase the home's timeless appeal. The main level features a centrally located propane stove in the living room, a spacious kitchen, and a first-floor bedroom with 3⁄4 bathroom. Upstairs, you'll find three additional

Bianca Perta Coldwell Banker Hickok and Boardman

89 Court St, Middlebury, VT 05753

Vermont Addison County

Home Prices in Middlebury, VT

The median home sale price in Middlebury, VT is $480,000, up 14% year-over-year. Homes in Middlebury sell in 64 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $480,000	Median Single Family Sale Price $499,000
Median Townhouse Sale Price $425,000	Median 2 Bedroom Sale Price $425,000
Median 1 Bedroom Sale Price $139,000	Average Price Per Sq Ft $309
Number of Homes for Sale 19	Last 12 months Home Sales 84
Months of Supply 2.70	Median List Price $494,700
Median Change From 1st List Price 0%	Median Home Sale Price YoY Change 14%

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