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 802-760-3100 or contact us online.

Create a free account to save your favorite Vermont real estate listings and get notified when similar properties become available.

329 Dudley Road Middletown Springs VT 05757
Active With Contract

MLS Number 4830328

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

Priced for immediate sale is this Contemporary Post & Beam constructed home that offers exposed beams and great wood accents. Cosmetics are needed but is priced so well to reflect that. The home resides on 12.86 private acres with an easy access driveway and some pretty Eastern views. The attached 2 car garage leads you into the functional mud room that opens into the kitchen. The open floor plan reveals cathedral ceilings, unique exposed staircase, wood floors, floor to ceiling stone fireplace w. woodstove insert and access to the spacious side deck. The first floor also has a large family room, laundry area, full bathroom and rear door off from the mud room to gain entry in the fenced back yard, perfect for your pets or children. The second floor reveals a master bedroom with 3/4 bathroom, two additional bedrooms and full bathroom. The lower level of the house walks out to the side yard, has 200 amp service, two oil tanks, woodstove, and offers a great area for additional storage. Listen to the birds while enjoying a special Vermont private setting. Compare this to other properties and you will easily see the value in this home.

Listed by Hughes Group Team of Casella Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 2021
* 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

729 Coy Hill Road Middletown Springs VT 05757
Active With Contract

MLS Number 4842647

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

This spacious log home welcomes you into a sun filled great room with both a central fireplace and a separate wood stove with hearth. The massive cathedral ceiling timbers continue into the large dining room encompassing the open plan kitchen with walk-in pantry. Twin sliding glass doors to the rear deck bring in the natural light and mountain views. One wing comprises three bedrooms and two full baths while finished rooms in the basement provide plenty of space for a family room, overnight guests, and a home office. A spacious two car garage under the house keeps your vehicles free of snow and ice. Enjoy the bounty from the back yard fruit trees and berry bushes, and stroll down to the year round brook for a peaceful retreat. Acres of mixed hardwoods will provide plenty of firewood, walking or hunting. This inviting home is located along a quiet town maintained gravel road just a few minutes outside the quaint village of Middletown Springs. Convenient twenty minute drive to Rutland, Castleton, Poultney, and Lake St. Catherine State Park. Nearby ski and recreation areas include Killington, Pico, Bromley, and Stratton.

Listed by Robin Chesnut-Tangerman of McChesney RE, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 2021
* 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

227 Garron Road Middletown Springs VT 05757

MLS Number 4837863

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

Tucked back off the road is this very special turn-key home sited in a private and peaceful ten acre setting with views and easy access from a town maintained country road. Located just outside of the picturesque village of Middletown Springs, Vermont with nearby lakes, rivers and mountains offering plenty of outdoor recreational opportunities including fishing, hiking, biking, horseback riding, water sports, hunting and nearby skiing at Killington and Pico mountains. Open floor plan with plenty of natural light includes a great room offering a cozy woodstove and built ins, dining area and kitchen. Beautiful pine wood floors throughout, three bedrooms and two full baths. Lovely deck to enjoy the mountain views and listen to the birds sing and a shed in the back great for storing lawn and garden equipment. Great work at home office package includes cell service, high speed fiber optic internet access, updated security cameras as well as whole house generator keeping you automatically connected. Stay warm with 2 zone heat and Buderus boiler. Minutes to village center for Sissy's Kitchen and Grant's General Store. Thirty minute drive to Manchester, Dorset and Rutland areas and only fifteen minutes to Poultney for a quick bite to eat and hardware store, groceries and pharmacy. Escape the big city and come thrive in this small quintessential Vermont town in a wonderful neighborhood and enjoy all Vermont has to offer. All measurements are approximate.

Listed by Chris DeFelice of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 2021
* 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

100 Dudley Road Middletown Springs VT 05757
Active With Contract

MLS Number 4811027

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

Incredible country setting, offering just enough privacy, and just 2/10's of a mile from a paved road. The long range mountain views are beautiful and the land is mostly open and would be perfect for your animals. This newer home offers a beautiful floor plan with large master suite with 3/4 bathroom and walk in closet, two additional bedrooms and full bath, nice closet space, and large living room with pellet stove and front window placements that take in the marvelous views. The open kitchen offers a center island, numerous cabinets and plenty of counter space. Adjacent to the kitchen is a dining room and a mud/laundry room that is very convenient. Here is your chance to own an easy care one level newer home, with some land at a reasonable price.

Listed by Hughes Group Team of Casella Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 2021
* 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

8 East Street Middletown Springs VT 05757

MLS Number 4746220

  • Commercial
  • County Rutland
  • Acreage 0.18

Grant's Village Store has been a successful, established business for over 40 years. The current owner has been operating since 1997. This business boasts: • Stable revenues & profits • Superior retail location • Loyal and trained staff This store is located in the town center and is the community meeting place. It offers all the necessities, many local specialty products, coffee, pet products, and so much more. This is the only store in town and is vital to the whole community. Other small stores are still 10+ miles away. There is no reason that this local goldmine shouldn't continue to be the success that it is now and has been for decades. Located in a tight knit community that offers school choice for grades 7-12. This is a wonderful community to raise a family in or to retire to. Even through a pandemic, this store has maintained a steady flow of business. Make a living and enjoy all the perks of living in a small, picturesque VT town. Escape the hustle and bustle and uncertainty of city life and enjoy making your own schedule with this unique business opportunity. The owner is ready to retire. Schedule a visit today!

Listed by Sarah Haley of NY and VT Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 2021
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

24 South Street Middletown Springs VT 05757
Active With Contract

MLS Number 4823212

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

Beautiful Greek Revival village home with all of its original 19th century charm(be sure to check out the historical information in the supporting documents). Located in a picturesque VT town within walking distance of school, post office, general store, and local take-out restaurant. This home offers 3 bedrooms, 1 full bath upstairs and 1 half bath conveniently located on the first floor. There is a large kitchen and living room with pellet stove on the main level, as well as a studio space off the kitchen with its own separate entrance and wood floors throughout. This home is on a large village lot of almost 3/4 of an acre. There is lush vegetation all around and views like that in the country, although everything in Middletown is country except it's high tech ammenties. There is cell service and high speed FIBER OPTIC INTERNET access. You can easily work from home here! This town also offers a Pre-k through 6th grade elementary school and SCHOOL CHOICE for grades 7-12. This home is also conveniently located only 25 minutes to an Amtrak station and less than 2 hours from an international airport. It is also less than 45 minutes from Killington, Pico, and Bromley ski mountains. And only 30 minutes or less from Lake St. Catherine and Lake Bomoseen. Easy drive to Lake Champlain and Lake George in NY as well. This home is a must see!

Listed by Sarah Haley of NY and VT Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 2021
* 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

Zorn Drive Middletown Springs VT 05757

Middletown Springs, VTZorn Drive

Price$100,000

Est. Mortgage: $/month

MLS Number 4847447

  • Land
  • County Rutland
  • Property Type Land
  • Acreage 50

Idyllic 50 acres in rural Middletown Springs. Mostly wooded sidehill with an enchanting little meadow at the bottom of the hill that would be the view out your front door. Small old pond and views across the valley to high ridges. Easy access from VT Route 140 on a shared gated [to enclose farm animals] right of way with one other owner. Prior soil testing ensures the ability to locate a septic system for a residence. Electricity on the adjacent property with a right of way to connect to install underground electric and phone. The property is enrolled in the VT Current Use Forestry Program to reduce the real estate taxes. Property being sold with the Current Use Tax Program in place and with the purchaser agreeing to cooperate with the seller in a 1031 tax free exchange at the time of sale.

Listed by Jim Watson of Watson Realty & Associates, PLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 2021
* 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

Broker Reciprocity

Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 February 24, 2021.