and narrow your search. If you have fewer than 200 results, you can save your search.

Homes between $300,000 - $500,000

Scroll down to view all homes between $300k - $500k for sale in Southern Vermont listed below. Contact us if you have questions or would like to schedule a showing.

Upgrade Your Search - Create an account to save your favorite listings and to receive email updates for similar properties.

View all homes under 300k too!

121 Stratton Gate Road Jamaica VT 05343

Jamaica, VT121 Stratton Gate Road

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4923653

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 3
  • Acreage 2

Ski Home Extraordinaire! This Jamaica gem could be your new primary home, vacation getaway or money-making investment. Meticulously maintained and boasting many recent upgrades like a new kitchen, tiled bath, glass sliding doors and more, it features 4 bedrooms, 3 baths, a large living/dining room, 2 decks and a full finished lower level family/game room with a wood-burning stove. Nicely landscaped in a wooded setting with 2 free-standing utility sheds. Low maintenance costs (Town road & no HOA) plus minutes to skiing, golf and Jamaica State Park add to the property's attraction. The current owners have established a very profitable short-term rental history for this home. Financial records are available to qualified buyers. Shown by appointment. Showings to begin August 8th.

Listed by Joshua Wien of Northshire Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

576 Quarterline Road Clarendon VT 05759

Clarendon, VT576 Quarterline Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4906255

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2
  • Acreage 12.74

Stunning mountain views, picturesque setting, open pastures, meadows and woodlands all on 12.74 acres. This property has a 3 bedroom, 1.5 bath house with a wrap around porch to take in these scenic views. There is a detached one car garage with a second floor for storage with heat and electricity. The property contains a massive five stall horse barn with full hay mound with capacity to store over 1200 bales of hay. Close to the mountains, lakes and recreation. Wake up every morning enjoy your coffee on the porch with views of the Green Mountains, take a hike on the nearby trails or ride your horse on the 12 acres, this setting is hard to find.

Listed by Hurley Cavacas of New England Lakeside Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

203-205 Northside Drive Bennington VT 05201

MLS Number 4888449

  • Commercial
  • Year Built 1998
  • Square Feet 2,450
  • Acreage 0.64

Established commercial property on prime location just before the traffic circle for Wal-Mart and Price Chopper Plaza. 2 family residential could be converted to whatever use needed. Currently rented as a single family. Large building in back renovated in the 2000's has been the home to Sheer Jazz beauty salon and is a well loved business and tenant. the front part of the building is a retail office space. In the past has been a video store and real estate office. The large barn in back is great for storage. Plenty of wooded area behind the building if more parking was ever needed. Neighbors with Pizza hut. Paved driveway. Well maintained for decades. Now an opportunity for you.

Listed by Lillian West of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

136 Route 100 Wilmington VT 05363
Active With Contract

MLS Number 4901843

  • Commercial
  • Year Built 1990
  • Square Feet 5,389

Established and profitable Vermont country market on a well-traveled scenic byway! Located just north of the downtown historic center of Wilmington Village and just south of Mount Snow Resort this high-traffic location has high visibility for travelers and tourists while also being a favorite for locals looking for fresh produce, bakery items, seasonal goods, gifts, and staples. Boasting almost 6000 sq ft of mixed-use space including retail, storage, office space, and walk-in coolers. The "barn" section of the building was once a well-known restaurant dining room as well and could be reclaimed for the next owners' individual plans and use or to expand the retail or foodservice space. Easy loading dock and plenty of parking. Great storage on all 3 levels. Many recent upgrades include newly remodeled retail spaces, new front end space and check out counters, new bathroom, siding, new metal roof, and framing, inspected and updated electrical systems, all new mini-splits for AC, new alarm and cameras, and point of sale systems. Current owners are willing to mentor and support new owners and share all vendors and contacts. Long-term knowledgeable staff ready to keep operations running smoothly. This is a turn-key, profitable business opportunity in a fantastic location.

Listed by Jacki Murano of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

85 Route 100 Dover VT 05356

MLS Number 4931032

  • Commercial
  • Year Built 1992
  • Square Feet 3,632
  • Acreage 2.67

Fabulous mixed use property located in the heart of West Dover. 4 buildings, main house consists of an open kitchen/living and dining on the first floor, second floor has 2 bedrooms, full bath and laundry. The south side of the main house is currently a studio apartment but could easily be office/retail, etc. Yellow cottage is a studio apartment, red building currently houses a hot tub business and the green building is currently storage. 2.67 acres, lots of parking and pond behind the main house. This unique property offers many possibilities. Commercial and residentially zoned with a great rent roll.

Listed by Richard Caplan of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

2720 Richville Road Manchester VT 05255-9695

Manchester, VT2720 Richville Road

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4918464

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1

This home is a mile from the center of Manchester Village in lovely setting with ridge line views and a large yard. Lots of extra space with an office and a bonus room on the second floor. Basement has high ceilings and can be easily finished. It has been cared for and well maintained over the years and ready for new owners.

Listed by Jessica Citera of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

82 Mowing Way Wilmington VT 05363

Wilmington, VT82 Mowing Way

Price$499,000

Est. Mortgage: $/month

MLS Number 4904661

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.25

Step off your back deck and on to the 3rd fairway at Haystack Golf Course. This updated light filled contemporary home is perfectly situated for enjoying all seasons, within 15-minutes to Mount Snow, The Hermitage Club, Wilmington center for shopping and dining, Lake Whitingham for boating and swimming, and with direct VAST access for snowmobiling you will love your Vermont retreat. Interior features include open concept dining and living area with a new wood burning high efficiency fireplace and surround, large kitchen island that overlooks a cozy sitting room for additional entertaining, a first floor primary bedroom suite that opens to the deck and course, two spacious bedrooms on the second floor and a sleeping loft or home office. All this in a small quiet neighborhood on a dead end road. You don't want to miss this one! Property has only been under contract once. Working with MLS to correct the history.

Listed by Patrice Schneider of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

704 Main Street Bennington VT 05201

MLS Number 4888335

  • Commercial
  • Acreage 0.1

Leased business space and rented office space and 3 upstairs residential 1 bedroom units. A great opportunity for investment.

Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

1995 Trumbull Hill Road Shaftsbury VT 05262
Pending

MLS Number 4930693

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 3
  • Acreage 7.3

Completely updated two bedroom, three bath home on picturesque 7.3 acres with walking trails. The kitchen has new appliances, cabinets and granite countertops - including an island. The combined living room/dining room features a centrally located fireplace and an abundance of natural light from the many new windows. Enjoy the newly constructed, oversized deck off the living area for soaking in the quiet beauty of this special property. Other features include mini-split air conditioning throughout, new standing seam roof, fire-pit, and ample storage. High-speed internet recently installed - 1GBPS.

Listed by Sean Dillon of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

85 Route 100 Dover VT 05356

Dover, VT85 Route 100

Price$499,000

Est. Mortgage: $/month

MLS Number 4931031

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 2.67

Fabulous mixed use property located in the heart of West Dover. 4 buildings, main house consists of an open kitchen/living and dining on the first floor, second floor has 2 bedrooms, full bath and laundry. The south side of the main house is currently a studio apartment but could easily be office/retail, etc. Yellow cottage is a studio apartment, red building currently houses a hot tub business and the green building is currently storage. 2.67 acres, lots of parking and pond behind the main house. This unique property offers many possibilities. Commercial and residentially zoned with a great rent roll.

Listed by Richard Caplan of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

1774 Camp Road Hubbardton VT 05733

Hubbardton, VT1774 Camp Road

Price$498,000

Est. Mortgage: $/month

MLS Number 4923248

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 2
  • Acreage 4.6

PERCHED ON A PRIVATE PENINSULA WITH OVER A THOUSAND FEET OF LAKEFRONT is an opportunity to own your slice of heaven and 4.60 acres of land. Enjoy total privacy and the incredible connection to the water this seasonal home offers. LAKE HORTONIA is a pristine freshwater lake in Vermont providing water sports, fishing, sailing, and great snowmobiling in the winter. Deep water swimming off the dock and western sunsets all add to the desirability of this offering. This four-bed, two-bath seasonal home was built in 1960 and has been in the family since. Cherish and loved throughout the years, but is now available for the next owner to enjoy. A spacious porch featuring a bank of windows taking in the view of the lake is impressive. You will love the stone fireplace and its roaring fire on chilly nights while you relax and play a good game of Scrabble. Open kitchen with a gas stove top, under-counter oven, refrigerator, dishwasher, and microwave. First-floor full bath and washer and dryer. Two bedrooms on the first floor and two additional bedrooms and a bath on the lower walk-out level. THERE IS NOTHING LIKE LAKE LIVING; JUMP IN AND ENJOY!

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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

125 VT Route 100 Dover VT 05356

MLS Number 4895533

  • Commercial
  • Year Built 1988
  • Square Feet 4,347
  • Acreage 1
  • NOI 19000

The North Building is the nicest office building in West Dover with great long term tenants. Only a couple of miles from Mount Snow and 6 miles from Wilmington Village. The building has been well maintained, due in part to the Dover Do-It program. 24 hour notice for showings.

Listed by John Redd of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* 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 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 October 7, 2022 11:11 AM EDT.