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Newest Homes for Sale in Middlebury, VT

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  • /31

    $495,000

    • 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
  • /14

    $39,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    20 Nashua Ln, Middlebury, VT 05753

    Affordable living in Middlebury Mobile Home Park with recent updates including fresh interior paint, new flooring, and some upgraded electrical work. This home offers two storage sheds and a private backyard area, along with an open living and dining layout, two bedrooms, and a walk-in shower. A ramp provides convenient accessibility. While the home could benefit from additional updates, it is

    Roxanna Emilo Emilo Real Estate, LLC

    20 Nashua Ln, Middlebury, VT 05753
  • /29

    $319,000

    • 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
  • /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

    $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
  • /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
  • /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
  • /19

    $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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 523-4058

    1332 Cider Mill 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.

    Agent Photo

    Beth Stanway

    IPJ Real Estate

    (802) 588-8807

    TBD Middle Rd N, Middlebury, VT 05753
  • /11

    $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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 520-0544

    376 S Ridge Dr, Middlebury, VT 05753
  • /34

    $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

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    (802) 210-3757

    68 Court St, Middlebury, VT 05753
  • /31

    $595,000

    • 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. 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
  • /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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 755-3542

    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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 794-4461

    26 Meadowlark Ln Unit 7.5, Middlebury, VT 05753
  • /8

    $455,000 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 278-9804

    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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 441-6840

    40 Brush Ln Unit 8.3B, Middlebury, VT 05753
  • /8

    $455,000 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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 659-3293

    10 Brush Ln Unit 8.1B, 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
  • /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
  • /42

    $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
  • /11

    $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.

    Agent Photo

    Amey Ryan

    IPJ Real Estate

    (802) 553-3632

    Lot 1C Daisy Ln, Middlebury, VT 05753
  • /38

    $275,000

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    53 High St Unit 3, Middlebury, VT 05753

    Attention Buyers!! Investors, Multi-generational living, first time home buyers! HUGE Price Reduction! Great Location! This is a great opportunity to build "Sweat Equity" ! Inside you will find 2 one bedroom apartments and a third floor that needs a full rehab. The town only recognizes the lower two floors. Wonderful views and sunsets from all 3 floors looking West over Middlebury proper and the

    Bonnie Gridley RE/MAX North Professionals, Middlebury

    53 High St Unit 3, Middlebury, VT 05753
  • /39

    $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

    Agent Photo

    Sarah Peluso

    IPJ Real Estate

    (802) 441-2262

    394 Cider Mill Rd, Middlebury, VT 05753

Frequently Asked Questions

What is the average home price in Middlebury, VT?
Homes for sale in Middlebury, VT have an average home price of $515,508.
How many homes have sold over the last 12 months in Middlebury, VT?
75 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, 05766, 05443 and 05734.
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 6.01%, your estimated principal and interest payment would be $2,210 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $95K 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

Housing Trends

Median Sale Price
$459,872
Median Single Family Sale Price
$493,000
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
$302
Number of Homes for Sale
15
Last 12 months Home Sales
75
Months of Supply
2.40
Median List Price
$460,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
8%
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