Middlebury, VT Homes for Sale

/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

Beth Stanway

IPJ Real Estate

464 E Main St, Middlebury, VT 05753
Explore Middlebury
/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

Sarah Peluso

IPJ Real Estate

1844 Halladay Rd, Middlebury, VT 05753
/31
$549,000

$146K PRICE DROP
- 4 Beds
- 2 Baths
- 2,037 Sq Ft
30 South St, Middlebury, VT 05753

This classic village home is in a great location! Situated on South St., with sidewalks on both sides of the historical street as you head into town. You have no doubt driven by this home and admired its handsome Colonial facade many times. A brand new natural gas boiler has been installed! From the front door you enter into the living room space, with wood floors that continue throughout the

Sarah Peluso

IPJ Real Estate

30 South St, 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

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

Sarah Peluso

IPJ Real Estate

466 E Main St, 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

Beth Stanway

IPJ Real Estate

11 Ledgewood Ct, Middlebury, VT 05753
/7
$595,000

$30K PRICE DROP
- Land
- 7.2 Acres
- $82,639 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

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.

Beth Stanway

IPJ Real Estate

TBD Route 7 S, Middlebury, VT 05753
/29
$399,000

$74K PRICE INCREASE
- 3 Beds
- 1 Bath
- 1,724 Sq Ft
26 and 28 Kings Row, Middlebury, VT 05753

***NEW PRICING*** Now includes +/- .48 building lot located at 28 Kings Row. Property has tremendous potential with the ability to purchase two lots. 26 Kings has a thoughtfully designed one-level home tucked away off the town maintained cul-de-sac, offering tranquility and privacy while keeping you close to the convenience and amenities of downtown living. Located at the end of Kings Row, the

Levi Doria

IPJ Real Estate

26 and 28 Kings Row, 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

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

Sarah Peluso

IPJ Real Estate

41 Barnes Brook Rd Unit 9.2, 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

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,

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

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

Sarah Peluso

IPJ Real Estate

78 Brush Ln Unit 10.6, 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
/25
$499,000
- 3 Beds
- 2 Baths
- 1,933 Sq Ft
149 Rogers Rd, Middlebury, VT 05753

Charming 3-bedroom home 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 schools and offering

Heather Foster-Provencher Champlain Valley Properties

149 Rogers 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
/48
$549,000
- 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
/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
/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
/33
$400,000

$49K PRICE DROP
- 4 Beds
- 2 Baths
- 1,815 Sq Ft
442 E Main St, Middlebury, VT 05753

This inviting home offers a bright, comfortable layout designed for easy everyday living. The main level flows naturally between the kitchen, dining and living spaces, creating a welcoming environment for gatherings or quiet evenings at home. The updated kitchen blends the convenience of modern living with the charm and character of an older home. Upstairs, a large full bath serves the bedroom

Heather Foster-Provencher Champlain Valley Properties

442 E Main 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
/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
/56
$299,000
- 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

Vermont Addison County

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.

Learn more about living in Middlebury

Frequently Asked Questions

What is the average home price in Middlebury, VT?

Homes for sale in Middlebury, VT have an average home price of $549,525.

How many homes have sold over the last 12 months in Middlebury, VT?

84 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, 05443, 05472 and 05734.

How much do you need to make to afford a house in Middlebury?

The median home price in Middlebury is $488,600. If you put a 20% down payment of $97,700 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,420 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $104K 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 Senior Uhsd #3 and Bingham Memorial School. Browse all the schools in Middlebury, VT to learn more.

Home Prices in Middlebury, VT

The median home sale price in Middlebury, VT is $480,000, up 14% year-over-year. Homes in Middlebury sell in 64 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $480,000	Median Single Family Sale Price $495,000
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 $308
Number of Homes for Sale 20	Last 12 months Home Sales 84
Months of Supply 2.90	Median List Price $488,600
Median Change From 1st List Price 0%	Median Home Sale Price YoY Change 14%

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