14

Middlebury, VT Homes for Sale with Garage

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  • /50

    $489,000

    $60K PRICE DROP
    • 1,960 Sq Ft

    2337 Vt Route 7, Middlebury, VT 05753

    Here is a delightful opportunity to own a simply versatile property that has been carefully updated over the years. What started as a single family home has been beautifully transformed to this multi-use property. The larger section of the property includes 5 private office spaces that share a conference room and a reception area as well as a full bath and small kitchenette. The total rent for

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    2337 Vt Route 7, Middlebury, VT 05753
  • /60

    $699,000

    $26K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,684 Sq Ft

    466 E Main St, Middlebury, VT 05753

    Picture yourself in a stunning retreat, where the gentle sound of a babbling river fills the air as you relax on your porch or savor a warm summer evening by the firepit. This classic Vermont farmhouse has been beautifully updated inside with a gorgeous custom kitchen complete with high end appliances that are a work of art. A 48" Italian gas range, Big Chill fridge and a handmade Moroccan brass

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    466 E Main St, Middlebury, VT 05753
  • /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
  • /6

    $499,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,938 Sq Ft

    86 Birch Dr Unit 10.7, 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 duplex will be ready for occupancy in the fall of 2026. To be built with energy efficiency at the forefront,

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    86 Birch Dr Unit 10.7, Middlebury, VT 05753
  • /33

    $455,000

    New Construction $245K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    40 Brush Ln Unit 8.3B, 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 March of 2026. To be built with

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    40 Brush Ln Unit 8.3B, Middlebury, VT 05753
  • /9

    $765,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,938 Sq Ft

    78 Brush Ln Unit 10.6, 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 duplex will be ready for occupancy in the fall 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    78 Brush Ln Unit 10.6, 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 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    39 Barnes Brook Rd Unit 9.3, 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    41 Barnes Brook Rd Unit 9.2, 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
  • /46

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft

    160 Mead Ln, Middlebury, VT 05753

    This 4 bedroom, 2 bath cape is tucked into a nice, quiet Middlebury neighborhood. It's been lovingly cared for by the same family since the beginning, with many upgrades over the years including a huge primary suite over the garage. The upstairs bedrooms are all spacious and inviting, with an additional bedroom on the 1st floor. The briight living room is open to the dining room, with a glass

    Ivy Naef McEntee The Next Chapter Real Estate LLC

    160 Mead Ln, 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
  • /48

    $499,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,976 Sq Ft

    2801 Route 7 S, Middlebury, VT 05753

    Looking for somewhere truly special to call home? This exceptional property offers 2,140 square feet of beautifully finished living space with 3 bedrooms, 2 baths, and breathtaking Green Mountain views from its private backyard and expansive deck. Meticulously rebuilt from top to bottom by the builder-owner, this home delivers the quality, efficiency, and peace of mind of new construction.

    Rob Foley Flat Fee Real Estate

    2801 Route 7 S, Middlebury, VT 05753
  • /49

    $549,000

    • 5 Beds
    • 4.5 Baths
    • 3,630 Sq Ft

    21 Seminary St, Middlebury, VT 05753

    Built in 1813 by Timothy C. Strong, a Middlebury printer, 21 Seminary Street is an example of slow days from a different time. The property still boasts unique historical details like 25 inch wide pine flooring as well as the original staircase to the second floor. The home is currently setup as a single family with an apartment in the rear of the first floor, but is zoned to allow multiple

    Katrina Roberts Vermont Real Estate Company

    21 Seminary St, 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

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%
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