11

Middlebury, VT Homes for Sale with Acreage

Section Image Section Image
  • /49

    $650,000

    $49K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,922 Sq Ft

    464 E Main St, Middlebury, VT 05753

    Nestled along the scenic banks of the Middlebury River, this beautifully updated vintage home offers a rare combination of historic character, modern comfort, and versatile living space. The main residence features three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or hobbies. Enjoy peaceful mornings and relaxing evenings in the screened porch overlooking the

    Agent Photo

    Beth Stanway

    IPJ Real Estate

    464 E Main St, Middlebury, VT 05753
  • /7

    $550,000

    $75K PRICE DROP
    • Land
    • 7.2 Acres
    • $76,389 per Acre

    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

    1332 Cider Mill Rd, 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

    TBD Route 7 S, Middlebury, VT 05753
  • /55

    $379,000

    • 3 Beds
    • 2 Baths
    • 2,232 Sq Ft

    118 Three Mile Bridge Rd, Middlebury, VT 05753

    Set on a picturesque 1.1-acre corner lot with a country feel, this beautifully maintained 1800s home offers the perfect blend of historic character, thoughtful updates, and exceptional versatility. The spacious, renovated eat-in kitchen serves as the heart of the home, featuring custom cabinetry, stainless-steel appliances, and plenty of room for gathering. The first floor also offers a generous

    Brittany Comeau Coldwell Banker Hickok and Boardman

    118 Three Mile Bridge 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
  • /30

    $289,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    76 N Forty Ln, Middlebury, VT 05753

    Welcome to this well-maintained home offering comfortable one-level living on 1.4 wooded acres in a peaceful country setting. With over 1,800 square feet of living space, this 3-bedroom, 2-bath home features a spacious layout with generously sized rooms and plenty of opportunity to make it your own. The primary suite offers a private bath and ample closet space, while the additional bedrooms

    Brittanie Caggige Vermont Real Estate Company

    76 N Forty Ln, Middlebury, VT 05753
  • /11

    $295,000

    • Land
    • 4.5 Acres
    • $65,556 per Acre

    TBD Route 7 N, Middlebury, VT 05753

    A rare opportunity to own 4.5± acres of developable land within the Town of Middlebury. This parcel offers an excellent blend of convenience, flexibility, and future potential. Not only are the utilities either at the road or already on the property but there are views to the West. This property has a strong foundation for a variety of residential development visions.

    Heather Foster-Provencher Champlain Valley Properties

    TBD Route 7 N, 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
  • /48

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,472 Sq Ft

    35 N Leno Ln, Middlebury, VT 05753

    Set on 10 private acres, this charming log home offers the perfect balance of privacy, open lawn, and wooded surroundings, creating a peaceful Vermont retreat just 10 minutes from downtown Middlebury. Inside, the warm wood interior, high ceilings, and skylights fill the home with an abundance of natural light, creating a bright and inviting atmosphere throughout. The open-concept living room,

    Heather Morse Coldwell Banker Hickok and Boardman

    35 N Leno Ln, Middlebury, VT 05753
  • /28

    $470,000

    $35K 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 from

    Sean Dye BHHS Vermont Realty Group/Vergennes

    95 Seminary Street Extension, Middlebury, VT 05753
  • /32

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft

    10 Case St, Middlebury, VT 05753

    Welcome to your next home,10 Case Street, a charming 3-bedroom, 2-bath home dating back to 1840. Filled with character and warmth, this home features beautiful wood floors and the timeless appeal of an older Vermont property. Outside, there is plenty of garden space to create your own outdoor retreat, whether you envision flower gardens, vegetables, entertaining areas, or simply a peaceful place

    Nikhil Plouffe BHHS Vermont Realty Group/Middlebury

    10 Case St, Middlebury, VT 05753

Home Price Trends

Median Sale Price
$480,000
Median Single Family Sale Price
$493,000
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
$299
Number of Homes for Sale
20
Last 12 months Home Sales
86
Months of Supply
2.80
Median List Price
$488,600
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%
How to Buy a Home How to Finance a Home How to Sell a Home