Middletown Springs, VT Homes

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  /43

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,936 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

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 278-6249

  83 Daisy Hollow Rd, Middletown Springs, VT 05757
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  /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
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  /14

  Est $144,634 Not Listed For Sale

  686 South St, Middletown Springs, VT 05757

  686 South St, Middletown Springs, VT 05757
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  /41

  $1,200,000

  • 3 Beds
  • 4 Baths
  • 3,318 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
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  /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
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  /16

  Est $278,559 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,312 Sq Ft

  170 Mcnamara Rd, Middletown Springs, VT 05757

  170 Mcnamara Rd, Middletown Springs, VT 05757
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  /46

  $419,000

  • 3 Beds
  • 2.5 Baths
  • 2,868 Sq Ft

  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
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  /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
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  /40

  Est $640,743 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,674 Sq Ft

  203 Garron Rd, Middletown Springs, VT 05757

  203 Garron Rd, Middletown Springs, VT 05757
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  /28

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,336 Sq Ft

  27 Lookout Ln, Middletown Springs, VT 05757

  This unique custom built cape cod style home is a must see. It sits on 11 acres with privacy and gorgeous long-range mountain views. The home features 3 bedrooms and 2 bathrooms. The primary bedroom has a large walk-in closet, a beautiful ensuite bathroom featuring a custom tiled shower, and deep jacuzzi tub and it's very own deck to enjoy the beautiful views. The formal living room has

  Sarah Haley NY and VT Real Estate Company

  27 Lookout Ln, Middletown Springs, VT 05757
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  /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
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  /7

  Est $245,662 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 693 Sq Ft

  420 Daisy Hollow Rd, Middletown Springs, VT 05757

  420 Daisy Hollow Rd, Middletown Springs, VT 05757
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  /24

  $117,000 Pending

  • Land
  • 18 Acres
  • $6,592 per Acre

  00 Coy Hill Rd, Wells, VT 05774

  Tucked away in the quiet hills of Wells is this very private, very beautiful tract for your home build or recreational use. From the roadside (of which there is more than 1,800 feet of frontage), you may glimpse a tall cliff rising sharply from the otherwise flatter topography. You might wonder whether or not it's possible to build on top of such a dramatic spot, and what it would take. If

  David White OwnerEntry.com

  00 Coy Hill Rd, Wells, VT 05774
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  /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
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  /22

  Est $327,353 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,698 Sq Ft

  6 West St, Middletown Springs, VT 05757

  6 West St, Middletown Springs, VT 05757
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  /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
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  /16

  Est $349,767 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,855 Sq Ft

  180 North St, Middletown Springs, VT 05757

  180 North St, Middletown Springs, VT 05757
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  /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
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  /40

  Est $385,855 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,716 Sq Ft

  179 North St, Middletown Springs, VT 05757

  179 North St, Middletown Springs, VT 05757
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  /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
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  /36

  Est $389,669 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  9 North St, Middletown Springs, VT 05757

  9 North St, Middletown Springs, VT 05757
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  /26

  $270,000 Sold Aug 02, 2024

  • 1,306 Sq Ft
  • $207/SF
  • 168 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1994

  652 South St, Middletown Springs, VT 05757

  Discover the tranquility of rural living with this enchanting Cape-style home nestled in the picturesque landscape of Middletown Springs, Vermont. Surrounded by the natural beauty of rolling hills, meadows, and a sense of serene seclusion, this property offers a cozy retreat from the hustle and bustle of city life. This 2 bedroom 2 bathroom home offers a quaint first floor bedroom that captures

  Joshua Lemieux Remax Summit

  652 South St, Middletown Springs, VT 05757
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  /25

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft

  8 South St, Middletown Springs, VT 05757

  8 South St, Middletown Springs, VT 05757
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  /14

  $230,000 Sold Jul 17, 2024

  • 1,539 Sq Ft
  • $149/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  116 South St, Middletown Springs, VT 05757

  Classic 1900's Farmhouse in the Village of Middletown Springs. The home offers three bedrooms, one and a half baths with a bonus office or playroom all in 1539 square feet. A detached two car garage and barn, shed on 1.30 acres.

  Diana Lynn Harvey Alison McCullough Real Estate

  116 South St, Middletown Springs, VT 05757
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  /13

  Not Listed For Sale

  • 0.5 Baths
  • 450 Sq Ft

  119 Dayton Hill Rd, Middletown Springs, VT 05757

  119 Dayton Hill Rd, Middletown Springs, VT 05757
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  /40

  $400,000 Sold Jul 01, 2024

  • 1,680 Sq Ft
  • $238/SF
  • 48 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2003

  89 Gourlay Mountain Dr, Middletown Springs, VT 05757

  Escape to your own personal mountain retreat! Tucked away on 26 acres of mostly wooded land, this off-grid homestead offers serenity and self-sufficiency. Located a mile up on your shared private drive, immerse yourself in nature while enjoying modern comforts. Step into this bright and cheery home boasting an open kitchen, dining, and living room area, perfect for gatherings. A sunroom with

  Heather Martelle Lakes & Homes Real Estate

  89 Gourlay Mountain Dr, Middletown Springs, VT 05757
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  /8

  Est $52,475 Not Listed For Sale

  150 Garron Rd, Middletown Springs, VT 05757

  150 Garron Rd, Middletown Springs, VT 05757
• 

  

  /38

  $480,000 Sold Jun 28, 2024

  • 1,485 Sq Ft
  • $323/SF
  • 18 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2023

  42 Mountain Rd, Middletown Springs, VT 05757

  Nestled alongside a quiet town gravel road on almost 7 acres, this newly built two 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 a horse. The house offers a large entry mudroom,

  Robin Chesnut-Tangerman McChesney RE, Inc.

  42 Mountain Rd, Middletown Springs, VT 05757
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  /3

  Est $291,054 Not Listed For Sale

  9 School House Rd, Middletown Springs, VT 05757

  9 School House Rd, Middletown Springs, VT 05757
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  /39

  $375,000 Sold Jun 20, 2024

  • 2,394 Sq Ft
  • $157/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1840

  334 West St, Middletown Springs, VT 05757

  Welcome to your charming countryside home! Nestled on a 2.6-acre lot, this captivating cape-style home exudes character and offers a serene escape from the hustle and bustle of your busy life. Step inside, and you'll discover a warm and welcoming atmosphere throughout. The first floor boasts a convenient mudroom complete with laundry, making it easy to transition from outdoor adventures to indoor

  Hughes Group Team Casella Real Estate

  334 West St, Middletown Springs, VT 05757
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  /12

  Est $101,595 Not Listed For Sale

  168 South St, Middletown Springs, VT 05757

  168 South St, Middletown Springs, VT 05757
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  /40

  Est $454,793 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,207 Sq Ft

  123 Upper Gulf Rd, Middletown Springs, VT 05757

  123 Upper Gulf Rd, Middletown Springs, VT 05757
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  /26

  Est $233,347 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,636 Sq Ft

  289 South St, Poultney, VT 05764

  289 South St, Poultney, VT 05764
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  /24

  Est $345,892 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,536 Sq Ft

  33 Lookout Ln, Middletown Springs, VT 05757

  33 Lookout Ln, Middletown Springs, VT 05757
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  /40

  Est $532,666 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,413 Sq Ft

  36 Prospect Ln, Middletown Springs, VT 05757

  36 Prospect Ln, Middletown Springs, VT 05757
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  /39

  Est $518,099 Not Listed For Sale

  • 7 Beds
  • 9 Baths
  • 5,096 Sq Ft

  4 Park Ave, Middletown Springs, VT 05757

  4 Park Ave, Middletown Springs, VT 05757
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  /14

  Est $365,287 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,352 Sq Ft

  267 Garron Rd, Middletown Springs, VT 05757

  267 Garron Rd, Middletown Springs, VT 05757
• 

  

  /17

  Est $410,389 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  244 Garron Rd, Middletown Springs, VT 05757

  244 Garron Rd, Middletown Springs, VT 05757
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  /32

  Est $342,945 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  227 Garron Rd, Middletown Springs, VT 05757

  227 Garron Rd, Middletown Springs, VT 05757
• 

  

  /40

  Est $275,998 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  487 West St, Middletown Springs, VT 05757

  487 West St, Middletown Springs, VT 05757

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