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Middletown Springs, VT Homes for Sale

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  • /26

    $215,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    40 East St, Middletown Springs, VT 05757

    This newly renovated home in the charming village of Middletown Springs is just a short walk to the town green and country store. Cook up a storm in the modern eat-in kitchen with plenty of cabinet space, then unwind in the spacious living room with its cozy brick fireplace. The first floor features a primary bedroom, a freshly updated 3/4 bath, and a laundry room. Upstairs offers another nicely

    Suanne Ohl Northland Real Estate

    40 East St, Middletown Springs, VT 05757
  • /42

    $325,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,226 Sq Ft

    18 Montvert Rd, Middletown Springs, VT 05757

    Tucked away near the end of historic Montvert Road in the charming town of Middletown Springs and just a short walk from the renowned Mineral Springs Park, this peaceful Vermont property offers a true storybook setting. Situated on a picturesque one-acre lot, you'll enjoy the tranquility of nature from the comfort of your own backyard. Relax on the side deck with your morning coffee or unwind in

    Heather Martelle Lakes & Homes Real Estate

    18 Montvert Rd, Middletown Springs, VT 05757
  • /48

    $497,500

    $33K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,916 Sq Ft

    59 East St, Middletown Springs, VT 05757

    Do you love old houses but crave 21st century efficiency? Look no further! This charming 1810 post and beam Cape was stripped down to the studs - from the outside - with new wiring, rock wool insulation, then rigid foam insulation, new Smart Siding clapboards, new doors and windows, new roofing, recreated classic trim, and the list goes on and on. Classic charm with modern convenience! Whether

    Robin Chesnut-Tangerman McChesney RE, Inc.

    59 East St, Middletown Springs, VT 05757
  • /3

    $44,000

    $5K PRICE DROP
    • Land
    • 14,374 Sq Ft
    • $133,333 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
  • /24

    $749,000

    • 2 Beds
    • 3.5 Baths
    • 1,500 Sq Ft

    43 North St, Middletown Springs, VT 05757

    Outstanding 1840’s Converted Post & Beam Barn to Home (2005). Vermont: #2 lowest crime · #1 lowest disaster risk · #1 climate migration destination 4 Acres, 3+B/3.5B, 2,100 sq. ft. Turn-key w/designer decor & fine antiques included. Private well (tested pure) + Spring Access · No Zoning. Waste water permit possible for ADU. South-facing view of valley, organic flat meadow, wood lot, raised garden

    Derek Greene Derek Greene

    43 North St, 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
  • /45

    $485,000

    $15K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,980 Sq Ft

    416 East St, Middletown Springs, VT 05757

    OPEN HOUSE SATURDAY 06/13 from 3:00pm-5:00pm Riverside Retreat Tucked beside the gentle current of the Poultney River, this property offers the rare combination of natural beauty, functional space, and total flexibility. Three levels of thoughtfully designed living space invite you to spread out, settle in, and make it entirely your own. Step outside onto the expansive back deck - your front-row

    Susan Bishop Four Seasons Sotheby's Int'l Realty

    416 East St, Middletown Springs, VT 05757
  • /48

    $850,000

    • 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 dead-end 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.

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 $461,021.
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 05773.
How much do you need to make to afford a house in Middletown Springs?
The median home price in Middletown Springs is $397,250. If you put a 20% down payment of $79,400 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $2,040 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $87K 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.

Home Price Trends

Median Sale Price
$338,500
Median Single Family Sale Price
$360,000
Median 2 Bedroom Sale Price
$499,000
Median 1 Bedroom Sale Price
$144,000
Average Price Per Sq Ft
$262
Number of Homes for Sale
6
Last 12 months Home Sales
8
Months of Supply
9.00
Median List Price
$397,250
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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