Middlebury, VT Homes for Sale

Q: What are the most popular zip codes in Middlebury, VT?

The most popular zip codes in Middlebury, VT include 05753 , 05472 , 05766 , 05769 and 05443 .

/32
$389,000
- 3 Beds
- 2 Baths
- 2,232 Sq Ft
118 Three Mile Bridge Rd, Middlebury, VT 05753

This classic 1820 colonial blends historical charm with everyday practicality on a level one acre lot, featuring a welcoming circular driveway, an expansive garage, and a spacious barn. The home’s remodeled kitchen is a cook's delight, outfitted with modern appliances, ample cabinetry, and generous counter space; ideal for family gatherings or daily meal prep. The first floor offers two generous

Levi Doria IPJ Real Estate

118 Three Mile Bridge Rd, Middlebury, VT 05753
/42
$1,350,000
- 4 Beds
- 6 Baths
- 4,716 Sq Ft
44 Merchants Row, Middlebury, VT 05753

A versatile residential and commercial property right in downtown Middlebury with great views of both the town green and river for someone who wants convenient downtown living and working, while earning income from additional apartments and small businesses! The owners did major renovations on the entire building including all new wiring, plumbing, new natural gas heating system, new roof, and

Sarah Peluso IPJ Real Estate

44 Merchants Row, Middlebury, VT 05753
/34
$595,000
- 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

Sarah Peluso IPJ Real Estate

394 Cider Mill Rd, Middlebury, VT 05753
/60
$989,000
- 6 Beds
- 5 Baths
- 4,503 Sq Ft
91 Old Pasture Ln, Middlebury, VT 05753

Take some time and really reflect on how you want to live in Middlebury, Vermont! This property and the house that sits here can offer you an answer. The main house has a layout conducive to all kinds of options including a first floor primary suite, several rooms that could be used for home offices and creative spaces, gathering spaces in the eat-in kitchen, generous dining room and

Amey Ryan IPJ Real Estate

91 Old Pasture Ln, Middlebury, VT 05753
/31
$315,000
- 3 Beds
- 1.5 Baths
- 1,330 Sq Ft
82 Ossie Rd, Middlebury, VT 05753

This 1930’s East Middlebury village home boasts a charming, livable layout, ready for new owners to come in with the vision to make the mostly cosmetic updates that would bring out its full potential. The first floor includes a nice living room with hardwood flooring open to the staircase, a small dining area, kitchen and 1⁄2 bath with a family room and small mudroom off the back of the house.

Jill Fraga The Real Estate Company of Vermont, LLC

82 Ossie Rd, Middlebury, VT 05753
/43
$417,000
- 3 Beds
- 2 Baths
- 1,673 Sq Ft
86 Ossie Rd, Middlebury, VT 05753

Quaint, village home-many recent improvements: rain gutters, Northern Bsmt system, new appliances, lilac trees on the back line, a surveyed lot and a few new doors! This home is an easy one to call home. Beautiful landscaping giving wonderful curb appeal. Raised garden bed of wildflowers makes a beautiful pollinator highway for the bees. A mature lilac tree in the backyard spreads a lovely

Amey Ryan IPJ Real Estate

86 Ossie Rd, Middlebury, VT 05753
/29
$410,000
- 4 Beds
- 2 Baths
- 1,652 Sq Ft
68 Court St, Middlebury, VT 05753

Close to town and move-in ready! If you're in the market for a house with charm, character and convenience - you've landed in the right spot! Within walking and biking distance to local schools, healthcare, grocery stores, shopping and recreational opportunities, this home is certainly convenient. It also has some architectural flair, check out the ornate windows and interior trim! Plenty of

Amey Ryan IPJ Real Estate

68 Court St, Middlebury, VT 05753
/27
$695,000
- 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. From the front door you enter into the living room space, with wood floors that continue throughout the home. A pellet stove heats the home, and built in

Sarah Peluso IPJ Real Estate

30 South St, Middlebury, VT 05753
/38
$764,000
- 5 Beds
- 3 Baths
- 3,928 Sq Ft
530 Halpin Rd, Middlebury, VT 05753

This house has a flexible floor plan, with bedroom options on all three levels. On the main level, the kitchen/dining area opens to a large living room with built in bookcases and maple floors. The new kitchen has beautiful wood cabinets, granite counter tops and stainless appliances. A gas fireplace creates a warm hearth in the main living area and glass doors lead out to the upper deck. Tons of

Beth Stanway IPJ Real Estate

530 Halpin Rd, Middlebury, VT 05753
/38
$499,000
- 4 Beds
- 3 Baths
- 1,760 Sq Ft
30 Mountain View Ln, Middlebury, VT 05753

Great house on a corner lot in a Middlebury neighborhood that's close to town! The first floor has well equipped kitchen with a large copper topped island and a spacious dining area that's perfect for entertaining. The living room opens to a bonus area that could be a den, office, playroom, etc... There is a first floor bedroom and a full bath with laundry. Upstairs you will find a primary suite

Beth Stanway IPJ Real Estate

30 Mountain View Ln, Middlebury, VT 05753
/13
$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

Sarah Peluso IPJ Real Estate

1332 Cider Mill Rd, Middlebury, VT 05753
/2
$610,000
- 3 Beds
- 2 Baths
- 2,140 Sq Ft
2801 Route 7 S, Middlebury, VT 05753

Located just minutes from downtown Middlebury, this completely rebuilt 3-bedroom home reflects exceptional craftsmanship and thoughtful design. Reconstructed on a new poured foundation, it features a standing seam metal roof, Marvin windows, and superior insulation with spray foam weatherization. Inside, cathedral ceilings, laminate floors, and French doors invite natural light and stunning rural

Derek Coombs Four Seasons Sotheby's Int'l Realty

2801 Route 7 S, Middlebury, VT 05753
/40
$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
/14
$189,000
- 1 Bed
- 1 Bath
- 780 Sq Ft
7 East Rd, Middlebury, VT 05753

This condo could be great...it's going to need some TLC and an infusion of money though. It has been professionally cleaned, appliances have been removed as well as most of the finished flooring. The bathroom could use a makeover and the kitchen needs a refresh. BUT, the space is perfect for the person that just wants a small space to call their own. Maybe your mom/dad need a place nearby so they

Amey Ryan IPJ Real Estate

7 East Rd, Middlebury, VT 05753
/3
$149,000
- Land
- 0.49 Acre
- $304,082 per Acre
TBD Middle Rd N, Middlebury, VT 05753

In-town lots in Middlebury do not come available very often! So close to everything from this location. This great building lot has electric, public water and sewer at the street. Located across the street from the Middlebury Union Middle School. Sellers obtained a building permit from the Town of Middlebury which would need to be renewed by purchaser.

Beth Stanway IPJ Real Estate

TBD Middle Rd N, Middlebury, VT 05753
/6
$199,000
- Land
- 0.6 Acre
- $331,667 per Acre
376 S Ridge Dr, Middlebury, VT 05753

This lot in the popular South Ridge neighborhood is served by town water, town sewer and is build ready! The driveway has been roughed in and the utilities/services are at the edge of the building envelope. This is the only available lot in the neighborhood! The view from this house is easterly and southeasterly so you can watch the sun rise over the Green Mountains. South Ridge is a neighborhood

Sarah Peluso IPJ Real Estate

376 S Ridge Dr, Middlebury, VT 05753
/26
$850,000
- 3 Beds
- 3 Baths
- 1,653 Sq Ft
70 Maple St Unit 205, Middlebury, VT 05753

Located in the heart of Middlebury - walking distance to shopping, restaurants and events- this Marbleworks condo is what you have been looking for! Sold fully furnished, this unit has three bedrooms and three baths- room for guests and office space! The custom kitchen features cherry cabinetry, granite countertops and stainless steel appliances and has room for seating at the island counter. The

Sarah Peluso IPJ Real Estate

70 Maple St Unit 205, Middlebury, VT 05753
/35
$414,000
- 2 Beds
- 1.5 Baths
- 1,884 Sq Ft
23 Brookside Dr, Middlebury, VT 05753

PRICE REDUCTION OF $15,000 FOR GREAT VALUE IN MIDDLEBURY! ENERGY CONSCIOUS, NICELY MAINTAINED, IN-TOWN CONVENIENCE & LOW MAINTENANCE make living a breeze in this two bedroom home with a sweet sunroom overlooking the back yard and a fully finished lower level. You will love the glowing wood floors, attached two car garage with a separate work shop, a deck off the sunroom, minisplits, roof-mounted

Sue Mackey BHHS Vermont Realty Group/Middlebury

23 Brookside Dr, Middlebury, VT 05753
/32
$449,000
- 4 Beds
- 2.5 Baths
- 1,875 Sq Ft
42 Lower Plains Rd, Middlebury, VT 05753

Enjoy living in a peaceful, secluded home with a horse barn, surrounded by more than 38 acres of fields, pastures and woodlands in East Middlebury! Scenic large parcels like this do not come available very often. Use your imagination to create your dream home, as the house needs renovation. Its potential is nearly limitless. The single-story ranch has an eye-catching brick fireplace and hearth

Beth Stanway IPJ Real Estate

42 Lower Plains Rd, Middlebury, VT 05753
/41
$400,000
- 4 Beds
- 2 Baths
- 1,520 Sq Ft
110 Charles Ave, Middlebury, VT 05753

Move-in ready and nicely renovated. Welcome to this beautifully updated Middlebury home, completely renovated to the studs in 2017 with new electrical, plumbing, insulation, drywall, flooring, windows, and energy-efficient mini splits. Additional upgrades include new vinyl siding (2019–2020) and a spacious 500 sq. ft. addition, featuring a bright 16x16 Great Room—perfect for gathering and

Donna Mathieu RE/MAX North Professionals

110 Charles Ave, Middlebury, VT 05753
/29
$460,000
- 3 Beds
- 2.5 Baths
- 2,174 Sq Ft
200 Butternut Ridge Dr, Middlebury, VT 05753

This lovely home is really only about 4 years old. The current owner purchased the property after a major fire and ripped down much of the old structure. The electrical, plumbing, heating, bathrooms, kitchen, floors, windows, sheetrock, roof, siding, etc. were all replaced. The oversized one car garage is insulated and heated. There is also a very nice storage shed in back that has a new 1-car

Nancy Foster Champlain Valley Properties

200 Butternut Ridge Dr, Middlebury, VT 05753
/6
$139,000
- Land
- 0.46 Acre
- $302,174 per Acre
Lot 1C Daisy Ln, Middlebury, VT 05753

Not finding what you're looking for in a house? Ever thought of just building exactly what you want? Find a right-sized house and build it here in East Middlebury! The flat lot is part of a small neighborhood and right next to Brown Field (a ball field). You'd be within close proximity to the Waybury Inn Restaurant & Pub, library, tennis courts, playground and miles of biking and hiking nearby.

Amey Ryan IPJ Real Estate

Lot 1C Daisy Ln, Middlebury, VT 05753
/37
$325,000
- 3 Beds
- 3 Baths
- 1,740 Sq Ft
53 High St Unit 3, Middlebury, VT 05753

Investment Opportunity!! What was once a barn in the early 1900's is now 2 apartments. This property could be converted back to a singe family or remain as is for multi-generational living. It could also be used as a rental or think big and start over and build your dream home. Inside you will find 2 one bedroom apartments and stairs to the top floor which needs renovation. Wonderful views

Bonnie Gridley RE/MAX North Professionals, Middlebury

53 High St Unit 3, Middlebury, VT 05753
/6
$185,000
- Land
- 3 Acres
- $61,667 per Acre
TBD Washington St, Middlebury, VT 05753

Three acres, close to town, ready for you to build your new home! The Sellers have a State wastewater permit showing this lot is permitted for a four bedroom dwelling. Currently that permit is to connect to town water and sewer. Located just a mile from downtown Middlebury, this could be the perfect spot for you to make your dream a reality! A mixture of open land and some woods, the current

Sarah Peluso IPJ Real Estate

TBD Washington St, Middlebury, VT 05753
/4
$139,000
- Land
- 0.54 Acre
- $257,407 per Acre
2 Wilmar St, Middlebury, VT 05753

What an amazing opportunity to build on this corner lot in the Town of East Middlebury! Located on the corner of Rte. 125 and Wilmar with sidewalks and utilities at the road as well as town water, this lot has a wastewater permit for a 6 bedroom home (or a duplex consisting of 2-3BR's each). Great for multi-generational living or investment. Close to stores, gas station, post office and all East

Bonnie Gridley RE/MAX North Professionals, Middlebury

2 Wilmar St, Middlebury, VT 05753
/4
$139,000
- Land
- 0.52 Acre
- $267,308 per Acre
4 Wilmar St, Middlebury, VT 05753

What an amazing opportunity to build on this lot in the Town of East Middlebury! Located on Wilmar St with sidewalks and utilities at the road as well as town water, this lot has a wastewater permit for a 6 bedroom home, or a duplex consisting or 2-3BR's each. Great for multi-generational living or investment. Close to stores, gas station, post office and all East Middlebury amenities. This is a

Bonnie Gridley RE/MAX North Professionals, Middlebury

4 Wilmar St, Middlebury, VT 05753
/10
$499,999
- Land
- 49.1 Acres
- $10,183 per Acre
TBD West St, Cornwall, VT 05753

Your Vermont dream starts here! Just minutes from downtown Middlebury, this private 49-acre lot is the perfect canvas for your new home or family retreat. With over 3,000 feet of frontage on Rt 125 and West Street, the land features rolling fields, peaceful woods, and sweeping Adirondack Mountain views. Imagine creating trails, gardens, or orchards, all while enjoying the beauty of abundant

Michael Johnston Coldwell Banker Hickok and Boardman

TBD West St, Cornwall, VT 05753
/6
$482,500 New Construction
- 3 Beds
- 2.5 Baths
- 2,019 Sq Ft
10 Meadowlark Ln, 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, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency

Sarah Peluso IPJ Real Estate

10 Meadowlark Ln, Middlebury, VT 05753
/6
$388,900 New Construction
- 2 Beds
- 1.5 Baths
- 1,538 Sq Ft
26 Meadowlark Ln Unit 7.5, 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, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency at

Sarah Peluso IPJ Real Estate

26 Meadowlark Ln Unit 7.5, Middlebury, VT 05753
/8
$482,500 New Construction
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
54 Brush Ln Unit 8.4B, 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 April of 2026. To be built with

Sarah Peluso IPJ Real Estate

54 Brush Ln Unit 8.4B, Middlebury, VT 05753
/8
$699,500 New Construction
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
40 Brush Ln Unit 8.3B, 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, single level unit is on the second floor, and will be ready for occupancy in March of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini

Sarah Peluso IPJ Real Estate

40 Brush Ln Unit 8.3B, Middlebury, VT 05753
/8
$482,500 New Construction
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
10 Brush Ln Unit 8.1B, 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 January of 2026. To be built

Sarah Peluso IPJ Real Estate

10 Brush Ln Unit 8.1B, Middlebury, VT 05753
/6
$388,900 New Construction
- 2 Beds
- 1.5 Baths
- 1,538 Sq Ft
14 Meadowlark Ln Unit 7.2, 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, garden entrance townhome will be ready for occupancy in February 2026. To be built with energy efficiency at

Sarah Peluso IPJ Real Estate

14 Meadowlark Ln Unit 7.2, 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 May 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

39 Barnes Brook Rd Unit 9.3, 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. To be built with energy efficiency at the forefront, each

Sarah Peluso IPJ Real Estate

35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753

Vermont Addison County Middlebury

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 $526,207.

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

63 homes have sold in Middlebury, VT over the last 12 months.

What are the most popular zip codes in Middlebury, VT?

The most popular zip codes in Middlebury, VT include 05753, 05472, 05766, 05769 and 05443.

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

The median home price in Middlebury is $460,000. If you put a 20% down payment of $92,000 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $2,260 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $97K a year to afford the median home price in Middlebury.

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 Trends in Middlebury, VT

On average, homes in Middlebury, VT sell after 35 days on the market compared to the national average of 53 days. The median sale price for homes in Middlebury, VT over the last 12 months is $450,000, up 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$450,000

Median Single Family Sale Price

$463,000

Median Townhouse Sale Price

$425,000

Median 2 Bedroom Sale Price

$350,000

Median 1 Bedroom Sale Price

$189,000

Average Price Per Sq Ft

$301

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

5.30

Median List Price

$460,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

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Middlebury Types of Homes for Sale

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