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Middlebury, VT Homes for Sale

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  • /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- both of the Adirondacks and the Green mountains- 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    1844 Halladay Rd, Middlebury, VT 05753
  • /50

    $529,000

    $20K 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
  • /45

    $679,000

    $20K 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
  • /20

    $237,500

    • 3 Beds
    • 1 Bath
    • 1,122 Sq Ft

    11 Ledgewood Ct, Middlebury, VT 05753

    Welcome to this well-maintained 3-bedroom, 1-bath condominium in beautiful Middlebury, Vermont. This location is ideal for easy access to local shops, restaurants and parks and offers low-maintenance living. Inside, you'll find a bright, functional layout featuring newer carpeting, new kitchen appliances, and a new washer & dryer creating a fresh and inviting space to call home. The three

    Agent Photo

    Beth Stanway

    IPJ Real Estate

    11 Ledgewood Ct, 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    35 Barnes Brook Rd Unit 9.4, 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
  • /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
  • /26

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,933 Sq Ft

    149 Rogers Rd, Middlebury, VT 05753

    Charming 3-bedroom home with a NEW roof located in Middlebury. This well-maintained property is both bright and functional with a layout that has comfortable living spaces, good-sized bedrooms, storage and even a bonus room. The sunny level backyard is perfect for gardening, outdoor play and entertaining. There is also a handy shed for your lawn equipment or extra storage. Located close to

    Heather Foster-Provencher Champlain Valley Properties

    149 Rogers Rd, Middlebury, VT 05753
  • /41

    $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 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
  • /21

    $199,000

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    3 Woodbridge Ln Unit 3, Middlebury, VT 05753

    OPPORTUNITY IS KNOCKING! With a little sweat equity, you can unlock the potential of this 2 bedroom, 2 bath condo being sold in an estate sale "As Is." The home features two generously sized bedrooms, a comfortable living room, and a kitchen with an island that overlooks the dining area and opens to the deck. A walk-in pantry, half bath down, and full bath up add convenience. The laundry room is

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    3 Woodbridge Ln Unit 3, Middlebury, VT 05753
  • /30

    $299,000

    • 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
  • /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
  • /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
  • /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
  • /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

    $489,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,916 Sq Ft

    95 Seminary Street Extension, Middlebury, VT 05753

    OPEN HOUSE JULY 19TH from 1 to 3PM! Buyer Brokers honored. 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.

    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
  • /56

    $280,000

    $19K PRICE DROP
    • 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

Why Live in Middlebury

Middlebury, Vermont, is a picturesque college town nestled in the Vermont mountains, known for its walkable shopping district and access to the great outdoors. Anchored by Middlebury College, the town has a vibrant community with a mix of students and locals. The college, renowned for its language, environment, and international studies programs, brings a diverse population to the area. Middlebury's housing market is in high demand, featuring homes from the early 1800s to new constructions like Stonecrop Meadows, which will add over 250 housing units by 2025. The downtown area, centered around Otter Creek, offers a variety of quirky boutiques, art galleries, and local eateries like American Flatbread and Fire & Ice. While most shops close by 8 p.m., Two Brothers Tavern stays open until nearly midnight on weekends, catering to the college crowd. For groceries, residents have options like Hannaford, Shaw’s, and the Middlebury Natural Food Co-Op. Outdoor enthusiasts can enjoy the Trail Around Middlebury, Riverfront Park, and nearby Green Mountains for hiking and skiing. Lakes Dumore and Champlain provide opportunities for swimming and boating. The town also boasts a robust arts scene with the Mahaney Art Center, Town Hall Theater, and Marquis Theater & Café. Middlebury Union High School is highly rated, and the district offers an International Baccalaureate program and technical courses at the Hannaford Career Center. For travel, an Amtrak station connects Middlebury to Burlington, 35 miles away, and New York City.

Frequently Asked Questions

What is the average home price in Middlebury, VT?
Homes for sale in Middlebury, VT have an average home price of $545,294.
How many homes have sold over the last 12 months in Middlebury, VT?
82 homes have sold in Middlebury, VT over the last 12 months.
What is the average household income in Middlebury, VT?
The average household income in Middlebury, VT is $96K.
What are the most popular zip codes in Middlebury, VT?
The most popular zip codes in Middlebury, VT include 05753, 05769, 05472, 05443 and 05734.
How much do you need to make to afford a house in Middlebury?
The median home price in Middlebury is $482,500. If you put a 20% down payment of $96,500 and had a 30-year fixed mortgage with an interest rate of 6.69%, your estimated principal and interest payment would be $2,490 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $107K a year to afford the median home price in Middlebury. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middlebury is $96K.
How are the schools in Middlebury, VT?
Middlebury, VT has highly rated public and private schools. Some of the best schools in Middlebury based on Niche Grades are Weybridge Elementary School, Middlebury Union High School and Bingham Memorial School. Browse all the schools in Middlebury, VT to learn more.

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
$306
Number of Homes for Sale
21
Last 12 months Home Sales
82
Months of Supply
3.10
Median List Price
$482,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
13%
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