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Middlebury, VT Homes for Sale with Acreage

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  • 394 Cider Mill Rd, Middlebury, VT 05753
    394 Cider Mill Rd, Middlebury, VT 05753
    394 Cider Mill Rd, Middlebury, VT 05753
    /39

    $575,000

    • 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 almost three 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 441-2262

    394 Cider Mill Rd, Middlebury, VT 05753
  • 1332 Cider Mill Rd, Middlebury, VT 05753
    1332 Cider Mill Rd, Middlebury, VT 05753
    1332 Cider Mill Rd, Middlebury, VT 05753
    /19

    $625,000

    • 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 523-4058

    1332 Cider Mill Rd, Middlebury, VT 05753
  • TBD Route 7 S, Middlebury, VT 05753
    TBD Route 7 S, Middlebury, VT 05753
    TBD Route 7 S, Middlebury, VT 05753
    /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.

    Agent Photo

    Beth Stanway

    IPJ Real Estate

    (802) 427-7381

    TBD Route 7 S, Middlebury, VT 05753
  • 20 Forest Ridge Dr, Middlebury, VT 05753
    20 Forest Ridge Dr, Middlebury, VT 05753
    20 Forest Ridge Dr, Middlebury, VT 05753
    /8

    $185,000

    • Land
    • 3.54 Acres
    • $52,260 per Acre

    20 Forest Ridge Dr, Middlebury, VT 05753

    PROPERTIES ARE RARELY AVAILABLE IN THIS QUIET AND PRIVATELY-SITED NEIGHBORHOOD OF FOREST RIDGE. 3.54 Acre Middlebury Building Lot With a Wastewater Permit for 5 Bedrooms! Sited on the eastern edge of Middlebury in the thoughtfully developed neighborhood of Forest Ridge, this lot has an ideal knoll for a house site where some clearing will create a peek at the mountain view. Electric power is

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    20 Forest Ridge Dr, Middlebury, VT 05753
  • 6 Fred Johnson Cir, Middlebury, VT 05753
    6 Fred Johnson Cir, Middlebury, VT 05753
    6 Fred Johnson Cir, Middlebury, VT 05753
    /6

    $154,000

    • Land
    • 4 Acres
    • $38,500 per Acre

    6 Fred Johnson Cir, Middlebury, VT 05753

    PROPERTIES ARE RARELY AVAILABLE IN THIS QUIET AND PRIVATELY-SITED NEIGHBORHOOD OF FOREST RIDGE. 4+/- Acre Middlebury Building Lot With Wastewater Permit For 3-Bedroom Single Family Home. Sited on the eastern edge of Middlebury in the thoughtfully developed neighborhood of Forest Ridge with electric power nearby. Like the other ample-sized lots in the neighborhood, this wooded parcel provides a

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    6 Fred Johnson Cir, Middlebury, VT 05753
  • 103 Court St, Middlebury, VT 05753
    103 Court St, Middlebury, VT 05753
    103 Court St, Middlebury, VT 05753
    /42

    $625,000

    • 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
  • 8 Fred Johnson Cir, Middlebury, VT 05753
    8 Fred Johnson Cir, Middlebury, VT 05753
    8 Fred Johnson Cir, Middlebury, VT 05753
    /6

    $149,000

    • Land
    • 4.5 Acres
    • $33,111 per Acre

    8 Fred Johnson Cir, Middlebury, VT 05753

    PROPERTIES ARE RARELY AVAILABLE IN THIS QUIET AND PRIVATELY-SITED NEIGHBORHOOD OF FOREST RIDGE. 4.5 Acre Middlebury Building Lot With Wastewater Permit For 3-Bedroom Single Family Home. Sited on the eastern edge of Middlebury in the thoughtfully developed neighborhood of Forest Ridge with electric power nearby. Like the other ample-sized lots in the neighborhood, this wooded parcel provides a

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    8 Fred Johnson Cir, Middlebury, VT 05753
Vermont Addison County Middlebury

Homes for Sale with Acreage in Middlebury, VT

Home Trends in Middlebury, VT

On average, homes in Middlebury, VT sell after 38 days on the market compared to the national average of 54 days. The median sale price for homes in Middlebury, VT over the last 12 months is $447,436, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$447,436
Median Single Family Sale Price
$491,000
Median Townhouse Sale Price
$425,000
Median 2 Bedroom Sale Price
$350,000
Median 1 Bedroom Sale Price
$139,000
Average Price Per Sq Ft
$301
Number of Homes for Sale
15
Last 12 months Home Sales
76
Months of Supply
2.40
Median List Price
$460,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middlebury, there are currently 7 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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Copyright 2026 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.

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