PreviousNext
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Middletown Springs VT Real Estate

Search the latest real estate in Middletown, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ​Register to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

For more information, any questions you may have & to schedule a show, please feel free to give us a call or contact us online.

520 South Street Middletown Springs VT 05757

Price$2,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4771241

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 7
  • Square Feet 7,000

Its name is Legendary. Its Reputation Renowned. Situated on 573 private acres Honey Pond Farm is a one of a kind recreational retreat. It features an unconventional USGA rated Golf Course written up in Links and Stratton Magazines and has hosted many Charity Events, Celebrations and Invitational and Pro-Am Tournaments.The course is comprised of 3 Greens, multiple Fairways and 26 tees surrounding a 25 acre area played as 18 holes, including a 584 yd. par 5 teed from a Cornfield.Unique Country Playground features a Tennis Court, Bocce Court and 10+ miles of Hiking, Riding, pastures and trails leading to a Mountain Top Vista and Camp Site with Breathtaking views of the Adirondacks, Killington, Pico & Lake George area. Formerly a 1786 New England Tavern, the 7000 +- SF completely renovated home boasts 7 Bedrooms (attached guest house), 6½ Baths, a Wine Cellar, Full Gym,Gameroom w/Pool Table and Bar, 4 Car Garage and expansive Decks with Panoramic views. Several outbuildings dot the property, including a CaddyShack w/Party Deck. Possibilities of ownership include use as a year round Family or Corporate Retreat,a High-end summer Golf Camp, exclusive Air BnB experience,or combination thereof. Its located near the classically charming Middletown Springs village & roughly 20 Minutes from Dorset, 30 from Manchester & 45 Killington/Okemo/Stratton. Arrange a tour to see this property including an ATV ride up to the Mountain Top Vista & Camp Site (2,300 elv) with 180 degree WOW views.

Listed by Steven Bryant of Josiah Allen Real Estate, Inc.

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

36 Prospect Lane Middletown Springs VT 05757

Price$380,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4770617

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,413

Unique and private country charm surrounded by mother nature on all sides with picturesque mountain views from every room. The large windows allow natural lighting to flow in and bathes its open concept with warmth and charm in all three levels. Front and back covered porches to relax and take in the beautiful views. Custom built with quality materials such as solid wood doors, wood trim, granite counter tops in the kitchen and bathrooms, granite window sills in living room and dining room, tongue and groove cathedral ceiling in living room and master bedroom, exterior has concrete siding. Main level offers open concept with hardwood floors in the kitchen, dining and living room, two bedrooms and full bath with steam shower. Upper level opens to a loft/office space overlooking the living room and master bedroom suite, full bath with Jacuzzi tub and separate shower, lower level has walk in entry to living/workout area, doggy room that could be used as a bedroom, den and ½ bath. Doggy room has doggy door to exterior fenced in area. House is wired for standby generator. All of this situated on 14.24 acres with a new 24' x 36' 2 car garage/barn. Located minutes from Middletown Springs center where you can dine at Sissy's or shop at Grant's Village Store, nearby is Tinmouth Channel Wildlife and White Rocks National Recreation Area. Enjoy the private trails to the river and come see for yourself what it would be like to experience nature from the comfort of your own home.

Listed by Debra Bennett of Alison McCullough Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

123 Dudley Road Middletown Springs VT 05757

Price$286,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4773662

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,920

Well maintained custom built home built in 2003. Enjoy the tranquility of 10.6 acres with year-round wildlife in your front yard. Beautiful mountain views of Tinmouth in the distance. Large open floor plan with a wrap-around kitchen and breakfast bar, dining area, sunken living room and pine vaulted ceilings. Two first floor bedrooms plus a large second floor bedroom in the loft area with its own full bath. Cozy enclosed porch with pretty views overlooking the large back yard heated by the propane stove to use seasonally. Large walk-out basement, Buderus furnace, BBHW oil heat, basement heated by woodstove keeps the floors upstairs warm. Within an hour drive to 4 major ski areas and lakes. Blueberry bushes and apple trees plus plenty of room for a garden. Truly a must see!

Listed by Nancy Greenwood of Watson Realty & Associates, PLC

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

8 East Middletown Springs VT 05757

Price$250,000The price has recently decreased

MLS Number 4746220

  • Commercial
  • 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.

Listed by Sarah Haley of NY and VT Real Estate Company

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

668 South Street Middletown Springs VT 05757

Price$115,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4724597

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,166

Country log home plus a 642 sq.ft. guest house and detached 2 car garage on 20.02 acres with about 5 acres of open meadow. Ideal for horses or other animals. Property is being sold "AS IS". Property is owned by the Nancy H. Grayson Trust and was conveyed to the Trust by Decree of Distribution in the Estate of Nancy H. Grayson dated August 10, 2009. The prior deed was a warranty deed to Nancy H. Grayson dated July 1, 1999.

Listed by Jim Watson of Watson Realty & Associates, PLC

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

89 West Street Middletown Springs VT 05757

Price$114,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4761468

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,408

Here is an affordable 2 bedroom home with beautiful mountain views and a peaceful setting. A good sized master bedroom with a large walk in closet and attractive sliding barn door. The kitchen opens to the living room, which has an eat in dining area, and the second bedroom is a great size and both bedrooms have windows facing the views from the back of the house. The full bathroom has been nicely updated. You will love spending time in the landscaped yard while you have fun swimming in your above ground pool or just enjoying your surroundings. With some finishing touches and a little TLC you can make this home your own.

Listed by Hughes Group Team of Century 21 Premiere Properties-Rutland

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Zorn Middletown Springs VT 05757

Price$99,351The price has recently decreased

Est. Mortgage: $/month

MLS Number 4761707

  • Land
  • Acreage 50
  • Zoning Res

50 country acres in Middletown Springs with some dramatic easterly mountain views, surveyed into two lots with soils testing done on both lots. The front 10 acre lot has several apple trees & two ponds. Great spot for a deer stand as they feed on the apples. Being sold as a package, as the lots were not formally sub-divided. Utilities across the private road from the entrance to a great building site that overlooks the larger pond. The property is enrolled in the VT Current Use Forestry Program, except there are two two acre building sites excluded from the program. To be sold with the forestry program in place or make other suitable arrangements with the seller.

Listed by Philip Atwood of Barrett and Valley Associates, Inc/Chest

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3 Marcy Middletown Springs VT 05757

Price$89,995The price has recently decreased

Est. Mortgage: $/month

MLS Number 4747792

  • Mobile
  • Year Built 1995
  • Bedrooms 3
  • Square Feet 1,620
  • Acreage 0.61

Nice 27x 60' doublewide with handicapped ramp. Corner lot. Open floor plan. Lots of cupboards and storage space. One car garage. Dead end road. Close to center of village. Level lot. Lots of garden area. Priced to sell below assessed value.

Listed by Aleda Dutton of Aleda Dutton, Broker

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

168 South Middletown Springs VT 05757

Price$74,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 4770731

  • Land
  • Acreage 20.38
  • Zoning ARR

The perfect parcel... 20 surveyed acres- 2/3 open, rolling meadowland, a year round brook and the balance in mature woodland. Great road frontage/access and pretty valley and mountain views. A special piece of Vermont!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

179 South Middletown Springs VT 05757

Price$65,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4696921

  • Land
  • Acreage 43

Varied landscape with rolling meadow of about 6 acres fronting on Vt Route 133 with the remaining acres steep and wooded with old stone walls and small pond-wetland. Excellent building site with views and south westerly exposure overlooking meadow.

Listed by Robert Schoenemann of Bob Schoenemann RE Service Inc

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

180 Spruce Knob Middletown Springs VT 05757

Price$49,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 4763354

  • Land
  • Acreage 19.7
  • Zoning TBD

Set back along a quiet tow gravel road is this +/-20 acre parcel - ready to tuck a house privately back off the road amidst apple and spruce trees. Test pits have been done by engineer supporting septic site for full time residence and power on front corner of property. Mostly hardwoods, some overgrown pasture with apple trees and a great pond site - hunt, hike and swim out your back door!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

73 South Middletown Springs VT 05757

Price$45,000The price has recently decreased

MLS Number 4746281

  • Commercial
  • Acreage 0.33

Once a deli, pizza place, and then bakery. There is a pizza oven on premises. Good location near the town center. And with only one other dining option in town, the right person could make this a success. The building is in need of some minor TLC, but the price is right and WELL BELOW the assessed value. Make your dreams of owning your own business a reality.

Listed by Sarah Haley of NY and VT Real Estate Company

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.73% last updated on 2019-09-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity

Copyright 2019 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 September 22, 2019.

 

Stunning Privacy, Sugarbush Views

30.9 +/- Acres, 3,241 SQ FT, $825,000 Details

 

Mad River Valley Farmhouse

Historic Beauty, Views to Die For $335,000 Details

 

Nearly 50 Breathtaking Acres

4 Buildable Lots or One Treasure $1,295,900 Details