Middletown Springs Real Estate

Middletown Springs is a small, close-knit rural community that is surrounded by mountains on all sides. The town is avid in agriculture. To the west of town, is Lake St. Catherine, which also has a state park and a golf course. 

Discover current real estate for sale in Middletown Springs, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-793-2002 or contact us online.

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27 Lookout Lane Middletown Springs VT 05757

MLS Number 4998381

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

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 beautiful oak wood floors accented with a black walnut and maple band and black walnut plugs. There's also an adorable reading nook, and a magnificent custom built granite fireplace. The unique features of this custom home continue to abound with the black walnut chair rail and oak trim throughout. To round out this one of a kind property, there's a large heated garage to accommodate all kinds of projects both large and small. Located in a school choice town for grades 7-12 and within 30 minutes to Lake St. Catherine and Lake Bomoseen and under 45 minutes to Killington and Pico. And for any outdoor enthusiasts, this property is only about 2 miles from the Fairgrounds trailhead, which is part of miles of trails within the Slate Valley Trail system. These trails are great for walking, jogging, hiking, and biking. Don't miss your chance to own this beautiful Vermont property.

Listed by Sarah Haley of NY and VT Real Estate Company

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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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83 Daisy Hollow Road Middletown Springs VT 05757

MLS Number 5031328

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

Welcome Home to this gorgeous 3-Bedroom Ranch style home with beautiful mountain Views in picturesque Middletown Springs, Vermont! Discover the perfect blend of comfort and charm in this very inviting tastefully designed home. With breathtaking mountain views and an expansive covered porch, this property offers the ideal Vermont lifestyle. Step inside to an open-concept layout that seamlessly connects the living room, dining area, and spacious kitchen. The heart of the home, the kitchen features a large island - perfect for large family gatherings and culinary creations. Natural light pours in through large windows, enhancing the warm and welcoming atmosphere. The primary suite provides a peaceful retreat, complete with an en-suite bathroom and walk in closet! While the two additional bedrooms and a full bathroom offer plenty of space for family or guests. The partially finished basement adds versatile living space, complete with a new pellet stove to keep you warm and cozy during Vermont's snowy winters. Outside, unwind on the expansive covered front porch, perfect for taking in the long range views and soaking in the tranquil surroundings. A convenient two-car garage adds practicality, while the generous outdoor space invites you to enjoy nature, garden, or simply relax and take in the views. Experience peaceful country living and stunning natural beauty with modern conveniences in this beautiful Middletown Springs home - a true Vermont gem!

Listed by Rhonda Nash of Welcome Home Real Estate

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$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 Marcy Lane Middletown Springs VT 05757

Middletown Springs, VT20 Marcy Lane

Price$349,900

Est. Mortgage: $/month

Active With Contract

MLS Number 5013934

  • Residential Single Family
  • County Rutland
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2

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 "move-in" condition including new paint both inside and out! Middletown Springs is a wonderful small town that is close to Rutland, Poultney, Castleton and Manchester with everything living in Vermont for all 4 seasons brings! Less than one hour to the ski areas of Killington and Okemo!! School choice for students grade 7-12 is a plus!

Listed by Nancy Liberatore of Lakes & Homes Real Estate

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%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8 East Street Middletown Springs VT 05757

MLS Number 5018377

  • Commercial
  • County Rutland
  • Square Feet 2,000
  • Acreage 0.18

Have you ever wanted to own your own little general store in the middle of a quintessential Vermont town? The only game weighing and reporting station around this area. Superior location in the heart of the town center making this the community hot spot. Offering many unique products, deli- grab n' go, coffee station, local products, beer, wine and general staples. Current owner has made many upgrades with the deer weigh station, deli, new reinforcement of the porch, the addition of the shed for additional storage with still room to expand and porta-potty. Whole house unit central air; forced hot air for year-round comfort. Being in a small close knit rural community feat and boasting civic engagement with not another store around for 10+ miles help to generate a steady flow of business with good revenue. This is truly "a gem in the hills".

Listed by Nancy Greenwood of Watson Realty & Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated March 19, 2025 12:25 PM EDT