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Newest Homes for Sale in Middlebury, VT

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  • 6 Nedde Ln, Middlebury, VT 05753
    6 Nedde Ln, Middlebury, VT 05753
    6 Nedde Ln, Middlebury, VT 05753
    /29

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,398 Sq Ft

    6 Nedde Ln, Middlebury, VT 05753

    Designed for effortless first-floor living, the home features a spacious primary suite on the main level, ideal for comfort and accessibility. A welcoming mudroom and convenient guest bath set the tone as you enter into the warm and inviting living space, complete with custom bookcases and a cozy gas fireplace, perfect for snowy Vermont evenings. Large windows and a deck overlooking the

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    (802) 243-0046

    6 Nedde Ln, Middlebury, VT 05753
  • 2801 Route 7 S, Middlebury, VT 05753
    2801 Route 7 S, Middlebury, VT 05753
    2801 Route 7 S, Middlebury, VT 05753
    /48

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,976 Sq Ft

    2801 Route 7 S, Middlebury, VT 05753

    Completely rebuilt from the studs up, this stunning contemporary home blends high-end craftsmanship with modern comfort in a peaceful country setting with sweeping Green Mountain views. Every inch of the property has been thoughtfully renovated, offering the feel and quality of new construction while maintaining warmth and character throughout. Step inside to a bright, open-concept living space

    Rob Foley Flat Fee Real Estate

    2801 Route 7 S, Middlebury, VT 05753
  • 19 Brookside Dr, Middlebury, VT 05753
    19 Brookside Dr, Middlebury, VT 05753
    19 Brookside Dr, Middlebury, VT 05753
    /52

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,184 Sq Ft

    19 Brookside Dr, Middlebury, VT 05753

    This 3-bedroom, 2-bath ranch offers easy living in a centrally located, highly desirable neighborhood close to grocery stores, restaurants, schools, shopping, Porter Medical Center, and Middlebury College. The primary bedroom, complete with its own 3/4 bath, is thoughtfully situated on the opposite side of the home from the additional bedrooms, offering added privacy and flexibility. Recent

    Bianca Perta Coldwell Banker Hickok and Boardman

    19 Brookside Dr, Middlebury, VT 05753
  • 2337 Vt Route 7, Middlebury, VT 05753
    2337 Vt Route 7, Middlebury, VT 05753
    2337 Vt Route 7, Middlebury, VT 05753
    /50

    $549,000

    • 2 Beds
    • 3 Baths
    • 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 privately rented office spaces that share a conference room and a reception area as well as a full bath and small kitchenette. The total

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    (802) 317-7798

    2337 Vt Route 7, Middlebury, VT 05753
  • 29 Kings Row, Middlebury, VT 05753
    29 Kings Row, Middlebury, VT 05753
    29 Kings Row, Middlebury, VT 05753
    /51

    $695,000

    • 5 Beds
    • 4.5 Baths
    • 4,840 Sq Ft

    29 Kings Row, Middlebury, VT 05753

    Perfect for anyone looking for an in-law suite, this home has a first-floor primary suite that is very spacious- giving its occupants a private space separate from the main house, including its own laundry room and office space! The generously sized mudroom entry and walk-in pantry separate this from the open concept kitchen/dining/living rooms. Flooded with natural light, the custom kitchen

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 521-2793

    29 Kings Row, Middlebury, VT 05753
  • 31 Evergreen Ln, Middlebury, VT 05753
    31 Evergreen Ln, Middlebury, VT 05753
    31 Evergreen Ln, Middlebury, VT 05753
    /47

    $370,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,397 Sq Ft

    31 Evergreen Ln, Middlebury, VT 05753

    Discover this stunning end-unit condominium nestled in one of Middlebury's most charming neighborhoods — where thoughtful updates, effortless living, and a peaceful natural setting come together beautifully.The main level is designed for ease and comfort, featuring an open-concept living and dining area bathed in natural light from expansive windows and sliding doors. Step outside onto your

    David Parsons RE/MAX North Professionals - Burlington

    31 Evergreen Ln, Middlebury, VT 05753
  • 442 E Main St, Middlebury, VT 05753
    442 E Main St, Middlebury, VT 05753
    442 E Main St, Middlebury, VT 05753
    /30

    $449,000

    • 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
  • 7 Evergreen Ln, Middlebury, VT 05753
    7 Evergreen Ln, Middlebury, VT 05753
    7 Evergreen Ln, Middlebury, VT 05753
    /30

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    7 Evergreen Ln, Middlebury, VT 05753

    Easy condo living can be just the right fit for someone that doesn't want to shovel, mow the lawn or navigate home repairs like a roof replacements! All you need to do is turn the inside into the space you want to be in! Whether you are looking to downsize, purchase your first home or your forever home this two bedroom condo could be the perfect fit. On the main floor, just inside the mudroom,

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    (802) 416-3549

    7 Evergreen Ln, Middlebury, VT 05753
  • 2 Wilmar St, Middlebury, VT 05753
    2 Wilmar St, Middlebury, VT 05753
    2 Wilmar St, 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
  • 4 Wilmar St, Middlebury, VT 05753
    4 Wilmar St, Middlebury, VT 05753
    4 Wilmar St, 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
  • 78 Brush Ln Unit 10.6, Middlebury, VT 05753
    78 Brush Ln Unit 10.6, Middlebury, VT 05753
    78 Brush Ln Unit 10.6, 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

    (802) 416-3869

    78 Brush Ln Unit 10.6, Middlebury, VT 05753
  • 74 Brush Ln Unit 10.5, Middlebury, VT 05753
    74 Brush Ln Unit 10.5, Middlebury, VT 05753
    74 Brush Ln Unit 10.5, Middlebury, VT 05753
    /9

    $540,000

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

    74 Brush Ln Unit 10.5, Middlebury, VT 05753

    Special pricing for qualified buyers! Down payment and closing cost assistance of up to $42k may be available for qualified households. 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 242-8517

    74 Brush Ln Unit 10.5, Middlebury, VT 05753
  • 399 Pulp Mill Bridge Rd, Middlebury, VT 05753
    399 Pulp Mill Bridge Rd, Middlebury, VT 05753
    399 Pulp Mill Bridge Rd, Middlebury, VT 05753
    /46

    $574,900

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,068 Sq Ft

    399 Pulp Mill Bridge Rd, Middlebury, VT 05753

    Charming and full of rich, Vermont character - a place you'll be proud to call home! According to local legend, in it's early years, this was the office for the Pulp Mill. Fast forward a few years and a local family decided to make it their home. Then for the next 50+ years this home has been continually expanded, improved and updated by the people who have loved living here! Today's home offers

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    (802) 341-9429

    399 Pulp Mill Bridge Rd, Middlebury, VT 05753
  • 35 Ossie Rd, Middlebury, VT 05753
    35 Ossie Rd, Middlebury, VT 05753
    35 Ossie Rd, Middlebury, VT 05753
    /30

    $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
  • 8 Fred Johnson Cir, Middlebury, VT 05753
    8 Fred Johnson Cir, Middlebury, VT 05753
    8 Fred Johnson Cir, Middlebury, VT 05753
    /6

    $149,000

    • Land
    • 4.5 Acres
    • $33,111 per Acre

    8 Fred Johnson Cir, Middlebury, VT 05753

    PROPERTIES ARE RARELY AVAILABLE IN THIS QUIET AND PRIVATELY-SITED NEIGHBORHOOD OF FOREST RIDGE. 4.5 Acre Middlebury Building Lot With Wastewater Permit For 3-Bedroom Single Family Home. Sited on the eastern edge of Middlebury in the thoughtfully developed neighborhood of Forest Ridge with electric power nearby. Like the other ample-sized lots in the neighborhood, this wooded parcel provides a

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    8 Fred Johnson Cir, Middlebury, VT 05753
  • 6 Fred Johnson Cir, Middlebury, VT 05753
    6 Fred Johnson Cir, Middlebury, VT 05753
    6 Fred Johnson Cir, Middlebury, VT 05753
    /6

    $154,000

    • Land
    • 4 Acres
    • $38,500 per Acre

    6 Fred Johnson Cir, Middlebury, VT 05753

    PROPERTIES ARE RARELY AVAILABLE IN THIS QUIET AND PRIVATELY-SITED NEIGHBORHOOD OF FOREST RIDGE. 4+/- Acre Middlebury Building Lot With Wastewater Permit For 3-Bedroom Single Family Home. Sited on the eastern edge of Middlebury in the thoughtfully developed neighborhood of Forest Ridge with electric power nearby. Like the other ample-sized lots in the neighborhood, this wooded parcel provides a

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    6 Fred Johnson Cir, Middlebury, VT 05753
  • 20 Forest Ridge Dr, Middlebury, VT 05753
    20 Forest Ridge Dr, Middlebury, VT 05753
    20 Forest Ridge Dr, Middlebury, VT 05753
    /8

    $185,000

    • Land
    • 3.54 Acres
    • $52,260 per Acre

    20 Forest Ridge Dr, Middlebury, VT 05753

    PROPERTIES ARE RARELY AVAILABLE IN THIS QUIET AND PRIVATELY-SITED NEIGHBORHOOD OF FOREST RIDGE. 3.54 Acre Middlebury Building Lot With a Wastewater Permit for 5 Bedrooms! Sited on the eastern edge of Middlebury in the thoughtfully developed neighborhood of Forest Ridge, this lot has an ideal knoll for a house site where some clearing will create a peek at the mountain view. Electric power is

    Sue Mackey BHHS Vermont Realty Group/Middlebury

    20 Forest Ridge Dr, Middlebury, VT 05753
  • TBD Route 7 S, Middlebury, VT 05753
    TBD Route 7 S, Middlebury, VT 05753
    TBD Route 7 S, 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

    (802) 427-7381

    TBD Route 7 S, Middlebury, VT 05753
  • 1332 Cider Mill Rd, Middlebury, VT 05753
    1332 Cider Mill Rd, Middlebury, VT 05753
    1332 Cider Mill Rd, Middlebury, VT 05753
    /13

    $595,000

    $30K PRICE DROP
    • 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 523-4058

    1332 Cider Mill Rd, Middlebury, VT 05753
  • TBD Middle Rd N, Middlebury, VT 05753
    TBD Middle Rd N, Middlebury, VT 05753
    TBD Middle Rd N, Middlebury, VT 05753
    /3

    $149,000

    • Land
    • 21,344 Sq Ft
    • $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.

    Agent Photo

    Beth Stanway

    IPJ Real Estate

    (802) 588-8807

    TBD Middle Rd N, Middlebury, VT 05753
  • 376 S Ridge Dr, Middlebury, VT 05753
    376 S Ridge Dr, Middlebury, VT 05753
    376 S Ridge Dr, Middlebury, VT 05753
    /6

    $199,000

    • Land
    • 26,136 Sq Ft
    • $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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 520-0544

    376 S Ridge Dr, Middlebury, VT 05753
  • 30 South St, Middlebury, VT 05753
    30 South St, Middlebury, VT 05753
    30 South St, 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 559-5212

    30 South St, Middlebury, VT 05753
  • 40 Brush Ln Unit 8.3B, Middlebury, VT 05753
    40 Brush Ln Unit 8.3B, Middlebury, VT 05753
    40 Brush Ln Unit 8.3B, Middlebury, VT 05753
    /33

    $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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 441-6840

    40 Brush Ln Unit 8.3B, Middlebury, VT 05753
  • 39 Barnes Brook Rd Unit 9.3, Middlebury, VT 05753
    39 Barnes Brook Rd Unit 9.3, Middlebury, VT 05753
    39 Barnes Brook Rd Unit 9.3, 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

    (802) 213-8548

    39 Barnes Brook Rd Unit 9.3, Middlebury, VT 05753
  • 35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753
    35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753
    35 Barnes Brook Rd Unit 9.4, 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

    (802) 644-3557

    35 Barnes Brook Rd Unit 9.4, Middlebury, VT 05753
  • 103 Court St, Middlebury, VT 05753
    103 Court St, Middlebury, VT 05753
    103 Court St, Middlebury, VT 05753
    /42

    $570,000

    $105K PRICE DROP
    • 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
Vermont Addison County Middlebury

Newest Listings for Sale in Middlebury, VT

Frequently Asked Questions

What is the average home price in Middlebury, VT?
Homes for sale in Middlebury, VT have an average home price of $547,836.
How many homes have sold over the last 12 months in Middlebury, VT?
87 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, 05769, 05443, 05734 and 05491.
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 6.51%, your estimated principal and interest payment would be $2,440 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $105K a year to afford the median home price in Middlebury. Learn how much home you can afford with our Home Affordability Calculator.
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 58 days on the market compared to the national average of 58 days. The median sale price for homes in Middlebury, VT over the last 12 months is $480,000, up 17% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$480,000
Median Single Family Sale Price
$520,000
Median Townhouse Sale Price
$425,000
Median 2 Bedroom Sale Price
$382,000
Median 1 Bedroom Sale Price
$139,000
Average Price Per Sq Ft
$313
Number of Homes for Sale
18
Last 12 months Home Sales
87
Months of Supply
2.50
Median List Price
$482,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
17%
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