Middlebury, VT Homes for Sale with Acreage

/60
$1,100,000
- 4 Beds
- 5 Baths
- 2,804 Sq Ft
1844 Halladay Rd, Middlebury, VT 05753

The classic Vermont farmhouse is on the market! This iconic property also enjoys classic Vermont mountain views that will complete the package. Nestled onto the landscape, the residence is perched up off the road looking west over conserved land to the Adirondacks. This property calls to you with its wrap around porch and handsome details, to come take a look inside! The adjacent barn is part

Sarah Peluso

IPJ Real Estate

1844 Halladay Rd, 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
/13
$595,000

$30K PRICE DROP
- 5 Beds
- 1.5 Baths
- 2,236 Sq Ft
1332 Cider Mill Rd, Middlebury, VT 05753

This location does not come along often! Sited on the east side of Cider Mill road looking towards Middlebury College and the Green Mountains, and just 2.5 miles to downtown. Over 7 acres of land has been opened up to share the incredible eastern views. There is an old farmhouse on this land that is not currently livable. It would require a complete transformation or a new owner could start

Sarah Peluso

IPJ Real Estate

1332 Cider Mill Rd, Middlebury, VT 05753
/43
$479,000

$70K PRICE DROP
- 3 Beds
- 1.5 Baths
- 2,213 Sq Ft
35 Ossie Rd, Middlebury, VT 05753

Spacious East Middlebury Ranch on 1.20 Acres with Mountain ViewsSet on a generous 1.20-acre lot with a beautiful Green Mountain backdrop, this inviting ranch-style home offers comfort, flexibility, and room to grow. The property includes an attached two-car garage plus a separate detached building—perfect for hobbies, a workshop, or a small business—complete with its own power supply. Home

Roxanna Emilo Emilo Real Estate, LLC

35 Ossie Rd, Middlebury, VT 05753
/17
$695,000
- 5 Beds
- 2.5 Baths
- 3,827 Sq Ft
5971 Snake Mountain Rd, Middlebury, VT 05753

Set on 5.25 picturesque acres offering access to 1,200 acres of Snake Mountain Wildlife Management Area, this beautifully restored farmhouse offers exceptional privacy, timeless character, and breathtaking Green Mountain views. Extensively renovated while preserving its historic charm, the home seamlessly blends classic Vermont architecture with modern comfort. The welcoming foyer opens to

Rob Foley Flat Fee Real Estate

5971 Snake Mountain Rd, Middlebury, VT 05753
/28
$489,000

$16K PRICE DROP
- 3 Beds
- 2 Baths
- 1,916 Sq Ft
95 Seminary Street Extension, Middlebury, VT 05753

This updated mid-century home features new flooring and fresh interior paint. Step outside onto the new back deck — the perfect place to entertain, relax, and take in views of your own private slice of Vermont.Set on 1.1 acres, the property offers plenty of space for a vegetable garden and complements the existing perennial plantings. The spacious home is conveniently located just minutes

Sean Dye BHHS Vermont Realty Group/Vergennes

95 Seminary Street Extension, Middlebury, VT 05753

Vermont Addison County Middlebury

Home Prices in Middlebury, VT

The median home sale price in Middlebury, VT is $480,000, up 13% year-over-year. Homes in Middlebury sell in 63 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price $480,000	Median Single Family Sale Price $518,000
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 $311
Number of Homes for Sale 17	Last 12 months Home Sales 84
Months of Supply 2.40	Median List Price $495,000
Median Change From 1st List Price 0%	Median Home Sale Price YoY Change 13%

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In Middlebury, there are currently 6 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Middlebury, VT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Middlebury and discover the potential and freedom that comes with owning your own piece of property.

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