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Middlesex, VT Homes for Sale

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  • /42

    $549,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,472 Sq Ft

    254 Macey Rd, Worcester, VT 05682

    This custom-built New England style Cape home has been lovingly cared for and in the same family since it was built in 1986. The home sits on an amazing 104+ acres of beautiful wooded land protecting wildlife and natural habitats. Enjoy hiking trails, hunting and exploring. The house is surrounded by gardens and peaceful landscape. Enter the open kitchen with a large dining area, surrounded by

    Lucy Ferrada Heney Realtors - Element Real Estate (Montpelier)

    254 Macey Rd, Worcester, VT 05682
  • /21

    $134,500

    $5K PRICE DROP
    • Land
    • 5.1 Acres
    • $26,373 per Acre

    442 Vt Route 12, Montpelier, VT 05602

    Picture yourself in your dream home on the hill over Wrightsville Reservoir in Middlesex. This 5+/- acre subdivision includes a wastewater permit for a 4-bedroom home. Enjoy this amazing location just minutes to Montpelier yet immersed in nature. Lots 2 and 3 are available or combine for a stunning 10 +/- acre parcel with a stream on lot 2 and beautiful old woods on lot 3. A shared driveway

    Lucy Ferrada Heney Realtors - Element Real Estate (Montpelier)

    442 Vt Route 12, Montpelier, VT 05602
  • /42

    $519,900

    • 2 Beds
    • 2 Baths
    • 2,040 Sq Ft

    263 McCullough Hill Rd, Montpelier, VT 05602

    Nestled on a private 5 acre lot in Middlesex, this charming rustic home welcomes you with beautiful landscaping and stonework. A large wraparound deck expands your outdoor living and provides the perfect spot to relax and enjoy the peaceful setting.Step inside to a light-filled, open first floor and you’ll immediately feel at home. The beautiful kitchen features a brand-new refrigerator,

    Linda Jackson New England Landmark Realty LTD

    263 McCullough Hill Rd, Montpelier, VT 05602
  • /60

    $580,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,476 Sq Ft

    570 W Hill Rd, Worcester, VT 05682

    Set on 12.3+/- level acres with views of White Rock and Mt. Hunger, this warm and inviting home offers something increasingly rare: a sense of solitude with room to explore. Open meadow, forest and old stone walls create a beautiful landscape, with trails that wind through the woodlands to the gentle waters of Patterson Brook.Inside, natural light and an easy connection to the outdoors

    Trish Sawyer New England Landmark Realty LTD

    570 W Hill Rd, Worcester, VT 05682
  • /18

    $144,500

    $5K PRICE DROP
    • Land
    • 5.1 Acres
    • $28,333 per Acre

    442 Vt Route 12, Montpelier, VT 05602

    Picture yourself in your dream home on the hill over Wrightsville Reservoir in Middlesex. This 5+/- acre subdivision includes a wastewater permit for a 4-bedroom home. Enjoy this amazing location just minutes to Montpelier yet immersed in nature. Lots 2 and 3 are available or combine for a stunning 10 +/- acre parcel with a stream on lot 2 and beautiful old woods on lot 3. A shared driveway

    Lucy Ferrada Heney Realtors - Element Real Estate (Montpelier)

    442 Vt Route 12, Montpelier, VT 05602
  • /5

    $139,000

    • Land
    • 5 Acres
    • $27,800 per Acre

    00 Wood Rd, Worcester, VT 05682

    5+/- Acre Building Lot in Anna Whiteside Woods. A rare opportunity to own one of three available 5+/- acre building lots within Anna Whiteside Woods - a 280-acre privately owned forest featuring trails, mature woods, streams, and abundant wildlife. This parcel comes with a wastewater permit in place, offering a strong head start for your future home. Located on the Class IV section of Wood Road,

    Kevin Casey Coldwell Banker Hickok & Boardman / E. Montpelier

    00 Wood Rd, Worcester, VT 05682
  • /7

    $89,900

    • 2 Beds
    • 1 Bath
    • 1,260 Sq Ft

    34 Bolduc Rd, Montpelier, VT 05602

    Middlesex Opportunity – 34 Bolduc Road, Middlesex, VT. Nestled in the peaceful countryside of Middlesex while remaining just minutes from downtown Montpelier, this property offers an excellent opportunity to enjoy the best of Central Vermont living. Situated on a manageable 0.20-acre lot, 34 Bolduc Road combines a convenient location with the charm and tranquility of a rural setting. An

    Tina Golon BHHS Vermont Realty Group/Waterbury

    34 Bolduc Rd, Montpelier, VT 05602
  • /48

    $289,000

    Open House 9/19 $10K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,426 Sq Ft

    706 Vt Route 12, Middlesex, VT 05602

    PRICED TO SELL! Welcome to this cozy four bedroom one bath home with an amazing attic just waiting for your creativity. Enjoy an evening with friends in your spacious backyard. Conveniently located just 3 miles from Montpelier with easy access to I-89. Experience the beauty of Lake Elmore or take in a local Mountaineers Baseball game within minutes. Just 1 mile to the Wrightsville Beach and Boat

    Kimberly Gravel Pall Spera Company Realtors-Morrisville

    706 Vt Route 12, Middlesex, VT 05602
  • /7

    $549,000

    • Land
    • 265 Acres
    • $2,072 per Acre

    00 Wood Rd, Worcester, VT 05682

    Anna Whiteside Woods is 265+/- acres of central Vermont forest spanning the Worcester and Middlesex town line, held by one family for generations. Downs Road defines the northern boundary, Woods Road runs along the west, and a portion of the eastern edge fronts Route 12. Streams thread the center of the parcel, feeding a small pond and cutting deep ravines through ledge in the southwest corner.

    Kevin Casey Coldwell Banker Hickok & Boardman / E. Montpelier

    00 Wood Rd, Worcester, VT 05682
  • /51

    $385,000

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 508 Sq Ft

    62 S Bear Swamp Rd, Middlesex, VT 05602

    Tucked away on a private wooded lot, this charming wood cabin offers a peaceful Vermont retreat with easy access to some of the area’s best skiing. Located approximately 35 minutes from Bolton Valley, 30 minutes from Stowe, and 30 minutes from Sugarbush, it is an ideal home base for year round adventures or a great opportunity for a short term rental investment.Built in 2024, this modular

    Maura O'Neill Ridgeline Real Estate

    62 S Bear Swamp Rd, Middlesex, VT 05602
  • /44

    $375,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    50 Dolan Rd, Montpelier, VT 05602

    Discover true tranquility where the boundary between home and nature fades away. This isn't just a house; it’s a sanctuary designed for those who value both comfort and independence.The residence offers a thoughtfully proportioned layout, striking the perfect balance between cozy and spacious. The main level welcomes you with a light-filled living area warmed by a charming Yodel gas stove

    Jake Davignon Green Light Real Estate

    50 Dolan Rd, Montpelier, VT 05602

Why Live in Middlesex

Middlesex, Vermont, is a rural bedroom community located west of Montpelier along the Winooski River. Originally a farming and milling center, the area now offers residents spacious properties amidst hills and forests. Home styles include Cape Cods, farmhouses, split levels, and Second Empire homes, with properties typically selling within 30 days. The community has low HOA activity and a median home price around $414,000. Middlesex is served by the Washington Central Unified School District, with Rumney Memorial School providing highly rated education for K-6 students. Green spaces such as Walter H. Kelley Park and Kenneth Ward Park offer multipurpose fields, swimming, and diving spots, while Wrightsville Beach provides boat launches and disc golf. Camp Meade hosts concerts and art exhibitions. Dining options feature local establishments like The Red Hen Baking Company and Chico’s Tacos, with additional choices in nearby Montpelier and Waterbury. The Roots Farm Market and The Local offer organic produce and craft beers, respectively. Green Mountain Transit and Interstate 89 facilitate travel, connecting Middlesex to Burlington and the Quebec border. Flood risks are present near the Winooski River, but roads are well-maintained during Vermont's long winters.

Frequently Asked Questions

What is the average home price in Middlesex, VT?
Homes for sale in Middlesex, VT have an average home price of $449,800.
How many homes have sold over the last 12 months in Middlesex, VT?
3 homes have sold in Middlesex, VT over the last 12 months.
What is the average household income in Middlesex, VT?
The average household income in Middlesex, VT is $116K.
What are the most popular zip codes in Middlesex, VT?
The most popular zip codes in Middlesex, VT include 05602, 05682, 05676, 05677 and 05660.
How much do you need to make to afford a house in Middlesex?
The median home price in Middlesex is $400,000. If you put a 20% down payment of $80,000 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $2,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $89K a year to afford the median home price in Middlesex. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middlesex is $116K.
How are the schools in Middlesex, VT?
Middlesex, VT has highly rated public and private schools. Some of the best schools in Middlesex based on Niche Grades are Moretown Elementary School, Main Street School and Stowe Elementary School. Browse all the schools in Middlesex, VT to learn more.

Home Price Trends

Median Sale Price
$541,000
Median Single Family Sale Price
$400,000
Median 1 Bedroom Sale Price
$400,000
Average Price Per Sq Ft
$359
Number of Homes for Sale
2
Last 12 months Home Sales
3
Months of Supply
8.00
Median List Price
$400,000
Median Change From 1st List Price
-5%
Median Home Sale Price YoY Change
31%
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