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Middlebury, VT Homes for Sale with Garage

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  • /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
  • /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
  • /34

    $575,000

    • 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
  • /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
  • /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
  • /60

    $899,000

    • 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 comfortable

    Amey Ryan IPJ Real Estate

    91 Old Pasture Ln, Middlebury, VT 05753
  • /28

    $329,000

    • 3 Beds
    • 2 Baths
    • 1,830 Sq Ft

    52 School House Hill Rd, Middlebury, VT 05753

    Discover peace, privacy, and convenience in this inviting 3-bedroom home set on 2.88 scenic acres. Tucked back from the road, this property offers a beautiful natural setting with plenty of room to spread out while still remaining just minutes from downtown Middlebury, Lake Dunmore, and the Middlebury Swimming Gorge. A new metal roof and multiple heating options ensure comfort and efficiency

    Breanna Dupuis RE/MAX North Professionals

    52 School House Hill Rd, 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
  • /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
  • /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

    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
  • /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
  • /29

    $324,900

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft

    12 Stonegate Dr, Middlebury, VT 05753

    Welcome to 12 Stonegate Drive! This charming single-level home offers 2 bedrooms and 1 full bath, ideally located just minutes from downtown Middlebury and under an hour to Burlington International Airport. The inviting interior features an abundance of natural light throughout, well-proportioned bedrooms, and ample storage space to support comfortable everyday living. Enjoy outdoor living on the

    Breanna Dupuis RE/MAX North Professionals

    12 Stonegate Dr, 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
  • /8

    $426,300 New Construction

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    28 Brush Ln Unit 8.2A, 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, single-level unit is on the first floor and will be ready for occupancy in January of 2026. Energy efficiency

    Sarah Peluso IPJ Real Estate

    28 Brush Ln Unit 8.2A, Middlebury, 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. With energy efficiency at the

    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

    $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

Home Trends in Middlebury, VT

Housing Trends

Median Sale Price
$454,936
Median Single Family Sale Price
$466,000
Median Townhouse Sale Price
$425,000
Median 2 Bedroom Sale Price
$350,000
Median 1 Bedroom Sale Price
$139,000
Average Price Per Sq Ft
$300
Number of Homes for Sale
22
Last 12 months Home Sales
68
Months of Supply
3.90
Median List Price
$449,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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