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Middletown Springs, VT Homes for Sale

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  • /44

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,916 Sq Ft

    59 East St, Middletown Springs, VT 05757

    This beautiful 1810, meticulously maintained, village home and 4 car barn have been lovingly restored from top to bottom and inside to out by the current talented owners. And yes, the heat pump is considered a heating system and has heated this home year-round. Air conditioning in the summer and heat source in the winter with the Harmon pellet stove for additional heat. The open kitchen overlooks

    Sandi Reiber Four Seasons Sotheby's Int'l Realty

    59 East St, Middletown Springs, VT 05757
  • /33

    $689,000

    • 3 Beds
    • 3.5 Baths
    • 1,315 Sq Ft

    43 North St, Middletown Springs, VT 05757

    Set at the highest point of the property, Higher Ground looks south across open fields and a gently rolling valley toward distant Vermont mountains. Originally constructed as a barn in the 1840s, the post-and-beam structure was moved from the lowest point of the property to its highest and reimagined by the current owners. Original timber framing and authentic barn elements remain integral to the

    Derryl Lang Four Seasons Sotheby's Int'l Realty

    43 North St, Middletown Springs, VT 05757
  • /3

    $40,000

    $9K PRICE DROP
    • Land
    • 14,374 Sq Ft
    • $121,212 per Acre

    73 South St, Middletown Springs, VT 05757

    Discover an outstanding opportunity in the heart of the vibrant and picturesque community of Middletown Springs. This versatile 0.30-acre commercial lot offers incredible potential for a variety of uses—whether you’re looking to establish a business, create a mixed-use space, or develop your own vision from the ground up. Conveniently located with electricity at the street, this property also

    David Lafontaine Welcome Home Real Estate

    73 South St, Middletown Springs, VT 05757
  • /7

    $70,000

    • Land
    • 16.4 Acres
    • $4,268 per Acre

    00 Coy Hill Rd, Middletown Springs, VT 05757

    Opportunity awaits on 16.40 acres of raw land along Coy Hill Road in Middletown Springs. This primarily wooded parcel offers approximately 300 feet of road frontage and plenty of room to enjoy the privacy and natural beauty of the Vermont countryside. The property extends well back from the road, creating a wonderful sense of seclusion and space. A small stream crosses the property, adding to its

    Jordan Euber Remax Summit

    00 Coy Hill Rd, Middletown Springs, VT 05757
  • /58

    $499,000

    $21K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,420 Sq Ft

    42 Mountain Rd, Middletown Springs, VT 05757

    Nestled alongside a quiet town gravel road on almost 7 acres, this newly built two plus (loft/bedroom and permitted as a 4 bedroom) bedroom, one bath timber frame home is perfect to hang your hat and enjoy nature, peace and quiet. Ideally designed with a full length back porch looking west over the meadow and beautiful wetland area set down below the meadow - Could be perfect for some critters or

    Scott McChesney McChesney RE, Inc.

    42 Mountain Rd, Middletown Springs, VT 05757
  • /48

    $829,900

    $20K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    1706 High Chapparal Rd, Wells, VT 05774

    Attention outdoor enthusiasts! Tucked near the top of the mountain on a quiet deadend dirt road with only one camp beyond, you'll discover the peace, privacy, and adventure that make Vermont so special. Meticulously maintained and custom built by the current owners, this exceptional Ward log home has been lovingly cared for since day one and is ready to welcome its next chapter. The thoughtfully

    Heather Martelle Lakes & Homes Real Estate

    1706 High Chapparal Rd, Wells, VT 05774

Why Live in Middletown Springs

Middletown Springs, VT, is a rural community nestled in the Poultney River valley, about 5 miles from the New York state border. Known for its historic springs and scenic Taconic Mountains, the area offers a sense of seclusion and a slower pace of life. Residents enjoy spacious properties with farmhouses and ranch-style homes on multiacre lots, often surrounded by fields and forests. The local Middletown Springs Elementary School is highly rated, and Vermont’s school-choice program allows students to attend any school in the state for grades 7 through 12, including the highly rated Long Trail School in nearby Dorset. Attractions in Middletown Springs include Lake St. Catherine State Park, which offers swimming, boating, and hiking, and Sullivan Woods, featuring family-friendly hiking trails. The town center hosts Crossman’s General Store for coffee and deli sandwiches, while Mahar Maple Farm provides local maple syrup and treats. Nearby dining options include Sweet Caroline’s in West Rutland and Shaw’s in Poultney. Travel to Rutland, 15 miles away, is facilitated by Vermont Route 133, although current road conditions may extend travel time. Rutland-Southern Vermont Regional Airport offers flights to Boston, with Burlington International Airport 80 miles away for more options. Community events like Pie for Breakfast at the Middletown Springs Public Library and the Memorial Day parade are local traditions. The Middletown Springs Community Church, established in 1796, remains a cornerstone of the community, supporting various mission efforts.

Middletown Springs, VT Home Prices

Middletown Springs, VT
Median Home Price
$350,000
Median Sale Price
$321,000
-15% YoY
Avg. Price per Square Foot
$275
Median Single Family Price
$339,000
Total Active Listings
6 listings
Market Conditions
5 Months of Supply
Balanced Market

Frequently Asked Questions

What is the average home price in Middletown Springs, VT?
Homes for sale in Middletown Springs, VT have an average home price of $394,390.
Are home prices dropping in Middletown Springs?
Yes, home prices in Middletown Springs are down 27% in the last 12 months.
How many homes have sold over the last 12 months in Middletown Springs, VT?
8 homes have sold in Middletown Springs, VT over the last 12 months.
What is the average household income in Middletown Springs, VT?
The average household income in Middletown Springs, VT is $92K.
What are the most popular zip codes in Middletown Springs, VT?
The most popular zip codes in Middletown Springs, VT include 05757, 05764, 05774, 05777 and 05759.
How much do you need to make to afford a house in Middletown Springs?
The median home price in Middletown Springs is $350,000. If you put a 20% down payment of $70,000 and had a 30-year fixed mortgage with an interest rate of 6.76%, your estimated principal and interest payment would be $1,820 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $78K a year to afford the median home price in Middletown Springs. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middletown Springs is $92K.
How are the schools in Middletown Springs, VT?
Middletown Springs, VT has highly rated public and private schools. Some of the best schools in Middletown Springs based on Niche Grades are Middletown Springs Elementary School, Tinmouth Elementary School and Poultney Elementary School. Browse all the schools in Middletown Springs, VT to learn more.
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