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Middletown Springs, VT Homes for Sale

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  • /43

    $399,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    83 Daisy Hollow Rd, Middletown Springs, VT 05757

    Middletown Spring's south end of town, tucked away on Daisy Hollow, this well built 3 bedroom 2016 built residence brings great privacy, gentle pastoral views up to the surrounding mountains, and "indoor - outdoor" living to the table. While stunning established maples are staggered along the stone wall boundary, the elevated site also offers generous level yard supporting child play and plenty

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 278-6249

    83 Daisy Hollow Rd, Middletown Springs, VT 05757
  • /31

    $420,000

    • 4 Beds
    • 2 Baths
    • 3,180 Sq Ft

    1 North St, Middletown Springs, VT 05757

    Known as the Jonas Clark House, this 1814 Brick Georgian style home sits proudly across from the Middletown Springs Village Green. This four bedroom, two bath home features many period details including a formal entry, spacious high ceiling rooms and original woodwork throughout. Other amenities include a modern kitchen, formal dining room, living room and den. Also, there is a basement oven

    Alan Gombosi Northland Real Estate

    1 North St, Middletown Springs, VT 05757
  • /46

    $412,000 Sold Jun 27, 2025

    • 2,868 Sq Ft
    • $144/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    169 Garron Rd, Middletown Springs, VT 05757

    Nestled in the hills of Middletown Springs, just a few miles from the heart of this charming Vermont town, sits a contemporary Cape-style home on 10 acres of scenic land. Surrounded by lush lawn space and bordered by a wooded area perfect for hiking and exploring nature, this property offers both tranquility and adventure. The open-concept kitchen flows seamlessly into the adjoining dining area,

    Rebecca Woodard Blue Ridge Real Estate

    169 Garron Rd, Middletown Springs, VT 05757
  • /49

    $376,000 Sold May 29, 2025

    • 1,404 Sq Ft
    • $268/SF
    • 9 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2001

    56 Mountain Rd, Middletown Springs, VT 05757

    Welcome to this charming log home, where warmth and character abound! Nestled on 17.5 acres of quiet countryside, this unique retreat features a beautiful wood interior, highlighted by exposed beams and antique decorative lighting. The inviting first floor offers an open living area perfect for gatherings, along with two cozy bedrooms and a full bath. Enjoy the comfort of a woodstove, adding a

    Rebecca Woodard Blue Ridge Real Estate

    56 Mountain Rd, Middletown Springs, VT 05757
  • /23

    $340,000 Sold Apr 11, 2025

    • 1,500 Sq Ft
    • $227/SF
    • 211 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    20 Marcy Ln, Middletown Springs, VT 05757

    Privacy!! Located at the end of private road, this meticulous 3 bedroom, 2 bath one-level home has quality hardwood flooring and updated baths. The large living room offers a brick fireplace with gas insert, fully equipped kitchen with pantry that connects to a spacious dining area. The 17x19 light-filled family room is the perfect gathering space. With all mechanicals updated, this home is in

    Nancy Liberatore Lakes & Homes Real Estate

    20 Marcy Ln, Middletown Springs, VT 05757
  • /37

    $335,000 Sold Dec 13, 2024

    • 1,572 Sq Ft
    • $213/SF
    • 76 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    7 Garron Rd, Middletown Springs, VT 05757

    Nestled on a serene 10.30-acre lot, this contemporary post and beam home is a true retreat for those seeking tranquility and modern comfort. Located just 20 to 25 minutes from Rutland and a short 40 to 45-minute drive to the renowned ski resorts of Killington, Pico, and Okemo, this property offers the perfect balance of seclusion and convenience. As you step inside, you're greeted by an

    Darcy Handy RE/MAX North Professionals

    7 Garron Rd, Middletown Springs, VT 05757
  • /13

    $67,500

    • Land
    • 16 Acres
    • $4,141 per Acre

    150 Garron Rd, Middletown Springs, VT 05757

    Private wooded building parcel located on a quiet country road. Driveway access to cleared building site presently being used as a picnic - camp area. Power and telephone service is on the town maintained road. There is a mixture of mature maple, oak and ash northern hardwoods providing food and cover for deer, bear and turkeys that roam the property. A small brook also flows through the parcel.

    Alan Gombosi Northland Real Estate

    150 Garron Rd, Middletown Springs, VT 05757
  • /41

    $999,900 Under Contract

    • 3 Beds
    • 4 Baths
    • 3,174 Sq Ft

    160 Spruce Knob Rd, Middletown Springs, VT 05757

    Nestled on 19.50 acres of scenic land, this beautifully maintained Gambrel-style home offers a perfect blend of classic New England charm and modern comfort. This home has recently undergone a spectacular transformation. The kitchen was completely redesigned and updated with all new cabinetry, countertops and top of the line appliances. The kitchen opens to a cozy living room that provides

    Peggy Steves Real Broker LLC

    160 Spruce Knob Rd, Middletown Springs, VT 05757
  • /14

    $270,000 Sold May 14, 2025

    • 2,119 Sq Ft
    • $127/SF
    • 9 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1980

    72 Mountain Rd, Middletown Springs, VT 05757

    Here's the perfect opportunity to have your own Vermont Slice of Heaven!! Contemporary home on 27.20 wooded and private acres. The home offers two bedrooms and two baths with an in-law suite, sunroom and detached two car garage. To add to the serenity the property offers a pond.

    Diana Lynn Harvey Alison McCullough Real Estate

    72 Mountain Rd, Middletown Springs, VT 05757
  • /21

    $218,000 Sold May 02, 2025

    • 1,040 Sq Ft
    • $210/SF
    • 0 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1915

    70 West St, Middletown Springs, VT 05757

    Welcome to this charming three-bedroom, one-bathroom bungalow, just a short walk from the picturesque town of Middletown Springs. Known as the "Parker House", this 3 X 3 bay house with an overhanging hip roof with exposed rafter tails was built in 1915 by Mr. Towne of Poultney. The slate roof, glowing pine floors, and other preserved historic details inside maintain the home's timeless appeal.

    David Stanley Ridgeline Real Estate

    70 West St, Middletown Springs, VT 05757
  • /2

    $137,500 Sold Feb 14, 2025

    • Land
    • 50 Acres
    • $2,750 per Acre
    • 0 Days On Market

    0 Town Highway 02 Unit 5029445, Middletown Springs, VT 05757

    50 acre surveyed parcel on a shared private road. Test holes have been done, but no permit or septic design. Nice secluded location with mountain views and a pond.

    Scott McChesney McChesney RE, Inc.

    0 Town Highway 02 Unit 5029445, Middletown Springs, VT 05757
  • /32

    $395,000 Sold Nov 13, 2024

    • 1,584 Sq Ft
    • $249/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2000

    9 Marcy Ln, Middletown Springs, VT 05757

    Welcome home! This turn-key, move-in-ready property in the charming town of Middletown Springs has it all. Situated on a spacious .80-acre level lot near the end of a privately maintained dead-end road, this home offers the perfect blend of privacy and convenience—just a short walk from Middletown Springs Elementary School. In the winter, you'll love cozying up by the pellet stove in the large

    Heather Martelle Lakes & Homes Real Estate

    9 Marcy Ln, Middletown Springs, VT 05757
  • /24

    $85,000 Sold Oct 25, 2024

    • 1,325 Sq Ft
    • $64/SF
    • 8 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1885

    40 East St, Middletown Springs, VT 05757

    Great opportunity to become a homeowner and live in the quaint Vermont village of Middletown Springs. This home offers a bedroom on the first floor, a modern eat in kitchen with stainless steel appliances and a living room with a fireplace (condition unknown). A newer 3/4 bath and laundry room complete this level. The upstairs features a bedroom and bonus room with a full bath. The property

    Suanne Ohl Northland Real Estate

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

    $803,000 Sold Oct 18, 2024

    • 5,175 Sq Ft
    • $155/SF
    • 100 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1973

    17 Coy Hill Rd, Middletown Springs, VT 05757

    Magnificent 4 Bedroom, 4 bath home on a partially open/ partially wooded 22.6 acre lot, with a pond, and tree lined driveway. The grounds are beautifully landscaped around the house and lawn area. You get a really warm feeling when you walk through the door, like you could move right in and be at home. Spacious rooms that feel welcoming. Lovely views from the kitchen , that has custom cabinets

    Rebecca Dittmeier Country Horizon Realty

    17 Coy Hill Rd, Middletown Springs, VT 05757
  • /36

    $250,000 Sold Sep 19, 2024

    • 2,681 Sq Ft
    • $93/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1820

    641 South St, Middletown Springs, VT 05757

    This pond-side gem is a fabulous opportunity for the right buyer. As a work in progress you can add our own design elements to the architect guided renovation of this 1820s timber frame. With a large back deck overlooking the pond and the woods beyond this property offers both privacy and gorgeous palette for the changing seasons. Across the road an antique barn and large garden complete the

    Robin Chesnut-Tangerman McChesney RE, Inc.

    641 South St, Middletown Springs, VT 05757
  • /2

    $218,000 Sold May 02, 2025

    • 1,040 Sq Ft
    • $210/SF
    • 0 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1915

    70 West St, Middletown Springs, VT 05757

    David Stanley Ridgeline Real Estate

    70 West St, Middletown Springs, VT 05757
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