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

Southern Vermont $250k-$500k Homes

Scroll down to find all Southern Vermont homes listed between $250,000 and $500,000. If you have questions or would like to schedule a showing, contact us today!

Search smarterRegister with our site to save your favorite listings and get updates when similar properties are new to the market.

1572 Killington Road Killington VT 05751

Price$500,000

Est. Mortgage: $/month

MLS Number 4619773

  • Residential Single Family
  • Listing Agent Name Walter Findeisen
  • Construction Existing
  • Bathroom 6
  • Bedrooms 8

Unique duplex home on the Killington Road, yet private and secluded. One unit: 6 bedrooms, 3 baths, built in 1963; other unit: 2 bedrooms, 2 1/5 baths & 2 car garage built in 1991. All the units can be combined into an 8 bedroom, 5.5 bath single family enclave with interior access or they can be used as individual units with separate outside entrances--very flexible, open layout with plenty of natural light. Located half way up the road to the ski area, this property is located in the HEART of the commercial district giving you a myriad of options for use. Restaurants, nightclubs & shops are close by, yet they don't infringe upon your privacy. The 2 acre (COMMERCIAL) parcel with FRONTAGE on the KILLINGTON ROAD is the last of the large commercial properties within the commercial zone and close to the ski area, and abutting this property is included in this offering. Seller is a licensed Vermont Real Estate Broker.

Listed by Walter Findeisen of ERA Mountain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

195 Vermont Route 9 Wilmington VT 05363

Price$500,000

Est. Mortgage: $/month

MLS Number 4664669

  • Residential Single Family
  • Listing Agent Name Arlene Palmiter
  • Construction Existing
  • Bathroom 19
  • Bedrooms 20

HOME OCCUPATION and BUSINESS- Great location on Route 9, the major east/west route between NY and New England States and minutes from Rte 100, the major north/south route in VT. This motel has a good reputation with high ratings as Best New England Motel on Trip Advisor and named Best Traditional Motel by Yankee Magazine in 2015. With 5.2+ acres, lots of parking, minutes to skiing and direct access to snow mobile trails this is a most desirable location for the winter sports enthusiast. on the outskirts of a charming New England town, during summer and fall guests can enjoy walking into town for great shopping, entertainment and dining. Or enjoy water sports, including boating, kayaking and fly fishing on Lake Whitingham. Eighteen en suite guest rooms and separate five room owners' apartment make this a viable operating business for the live-in innkeeper. The past four years the owners have increased profits consistently and financials are available to interested party with Confidentiality Agreement.

Listed by Arlene Palmiter of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

111 Hillcrest Terrace Brattleboro VT 05301

MLS Number 4721243

  • Residential Single Family
  • Listing Agent Name Adam Palmiter
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Enjoy the a rare combination of proximity and privacy from this well built 1999 home perched atop Hillcrest Terrace with spectacular mountain views. This home is being offered by the original owners who have lovingly maintained it and updated the home to stay practical and current for the new buyers. The lot features a spacious paved driveway, great lawn space for entertaining, perennial gardens and mature trees, and ample privacy from neighbors. The home features a 2 car garage, open concept living spaces, spacious kitchen with breakfast bar and walk-in pantry, large dining room, vaulted living room with balcony above for great natural light and large windows to the view, sitting room with wood burning fireplace and brick hearth, main floor suite, second floor master with amazing views, soaking tub, double vanity, toilet closet, stand up shower, and walk-in closet, 2 upstairs bedroom with shared recently updated bathroom, office nook, and bonus room great for overflow sleeping or den. The full finished walk out basement is wide open for family room, exercise, or game space, and has tremendous storage. Walk out to the stone patio and custom stone work outside. Enjoy the beautiful Vermont scenery from the expansive screened in porch with room for dining and seating, or bask in the sun on the double decks with room for hot tub. There is another oversize detached 2 car, 3 story barn for tremendous extra storage, and piping for future additional potential. Addtl acreage optional.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

21 Summit Path Killington VT 05751

Price$499,999

Est. Mortgage: $/month

MLS Number 4670163

  • Residential Single Family
  • Listing Agent Name Bret Williamson
  • Construction Existing
  • Bathroom 3
  • Bedrooms 7

This unique Killington 2 - parcel listing consists of a lot with a 7-Bedroom 3-Bath home and a 2-unit multi-family house; and a second lot with a 3-Bedroom 2-Bath Chalet. Each building has its own septic system with a shared well for all 3 structures. Sewer units in Sherburne Fire District #1 will be conveyed for each of the dwellings. Excellent rental history and a prime Killington Road location within walking distance of several restaurants and the shuttle bus. Many possibilities for these properties as the Beast of the East's four seasons continue to grow.

Listed by Bret Williamson of Killington Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

405 Whites Road Wilmington VT 05363

Price$499,900

Est. Mortgage: $/month

MLS Number 4722275

  • Residential Single Family
  • Listing Agent Name Monique White
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Country contemporary perched high on Whites Road with spectacular panoramic views of Haystack, Mount Snow and distant mountains. Desirable location, only minutes to the village of Wilmington yet offers a warm country feeling. Expansive windows framing beautiful views are enjoyed from every room. The interior is bright with open concept living, dining and kitchen with granite and stainless appliances. The first floor provides mudroom entry, powder room, laundry, wood-burning stove, den with double glass doors and oak flooring throughout. Open staircase leads to the second floor master suite which provides magnificent views. Wake up to the mountains and slow down as you soak in the sunlight of this tranquil space. Second floor also offers two additional bedrooms, hall bath and spacious family bunk room. Full basement with double door access provides storage for snowmobiles and the property offers direct access to VAST trails. From your door enjoy morning walks or sunset strolls along Wilmington's most picturesque road. Vermont awaits you!

Listed by Monique White of Hermitage Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

132 Shurtleff Lane Woodstock VT 05091

Price$499,900

Est. Mortgage: $/month

MLS Number 4661648

  • Residential Single Family
  • Listing Agent Name Gretchjen Smith
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Super location! This well maintained home is in move-in condition, newly painted exterior with multi level decks overlooking a private backyard. Open floor concept with an abundance of light, gracious room proportions and perfect flow for entertaining. Located just a quick into historic Woodstock Green for all of towns amenities. Set back off a quiet dirt road with well landscaped lawns and gardens. First floor has handsome birch hardwood floors with a bright kitchen accented with granite counters and large island. Off kitchen is both a formal dining room and Living Room anchored with a gas fireplace. Two bedrooms or office on adjacent end of home with shared bathroom. Second floor has 2 large master suites. Lower level is a massive finished space with capabilities to be used in multiple functions- great light with french doors leading outside. This residence is a must see for buyers looking to be close to the village but home nestled in a quiet setting.

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

1430 Lower Hollow Road Dorset VT 05251

Price$499,900

Est. Mortgage: $/month

MLS Number 4728413

  • Residential Single Family
  • Listing Agent Name Jason Saphire
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Location, location, location. Vacation property ,lucrative VRBO rental in the Dorset Hollow.This 3 bedroom, 3 bath on 2 .5 acres with heated pool and a pond has not only been a favorite get-a-way for my family,it has become a lucrative rental property on VRBO grossing $38;000.00 in 2018. With ample time between guests for us to enjoy the house. Enjoy your vacation home and make a profit

Listed by Jason Saphire of www.EntryOnly.com

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

107 Kestrel Court Manchester VT 05254

MLS Number 4692617

  • Condo
  • Listing Agent Name Barbara Price
  • Complex EOB
  • Year Built 1986
  • Bathroom 4

This very distinguished and fully air-conditioned EOB condominium sits high overlooking the 15th fairway of the Equinox Golf Course with unobstructed views of the Equinox Mountain. This wonderfully bright & open condo has been handsomely and completely renovated. Bamboo flooring, bright living room and dining area, with custom wet bar, share an inviting corner propane fireplace. A completely redesigned kitchen with a generous granite center island and granite countertops/cherry cabinets, main level bedroom/den with bath that has a tiled walk-in shower and custom granite vanity. Second level master bath has been completely renovated with a tiled walk-in shower, two marble vanities and a hidden stack washer/dryer. Two more very spacious guest bedrooms, a full bath and a cedar walk-in closet. An expansive lower level is separated between a family room and an office/TV area, providing room for overflow guests. In addition, there is a 1/2 bath, laundry room and a storage room with a workshop. New AC/Heat/Dry unit has been added on this level. Glass sliders provide access to the lawn area. This condo is truly a “Must See”. All measurements are approximate.

Listed by Barbara Price of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

1461 Pond Hill Road Castleton VT 05735

Price$499,900

Est. Mortgage: $/month

MLS Number 4732346

  • Residential Single Family
  • Listing Agent Name Hughes Group Team
  • Construction Existing
  • Bathroom 4
  • Bedrooms 2

Be prepared to fall in love, because this house is stunning in every sense of the word, while offering an abundance of space, perfect for family or some incredible entertaining events. One spectacular feature about this house is how the unbelievable views wrap around the home. Total privacy and extremely easy access into the property will also please you. The warm central kitchen is open to the living room and dining room and offers a walk in pantry w. laundry facility. Between the living room and dining room a two sided gas fireplace sets the perfect mood and the wood beam ceilings enhance the warmth of the interior. The greenhouse off from the dining room, inviting family room, half bath and incredible heated lap pool complete the first floor.This pool will offer hours of family enjoyment and exercise and is located at the rear of the home, not interfering w. the flow of the living area. The upper levels offer numerous options for master suites and the window placements are superbly positioned to allow those incredible outside views to penetrate through. Expansive deck with new awning, covered walk ways which would be a perfect spot for a hot tub or outdoor barbecuing, 3 bay detached garage that can hold 6 vehicles, and enough open land to make the animals of your family extremely happy. If you have a distinctive taste for quality and stunning presence, you will absolutely be calling this one home for years to come.

Listed by Hughes Group Team of Century 21 Premiere Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

7169 Main Street Manchester VT 05255

Price$499,500

Est. Mortgage: $/month

MLS Number 4702037

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4890

The Vermont home you've been dreaming about. Wonderful 1800's Colonial home in a 3 acre meadow setting. The 5 bedroom home features beautiful wood floors and builtin's with all the character of yesteryear. Basking in natural light, real wood paneling, brick fireplace and exposed post and beams, the home features an updated kitchen area with formal dining room. Additionally, there is an in-law suite on the lower level. This home offers tremendous possibilities in today's market…live in one half and rent out the other. The property is commercial transient and has been used as a home and business over the years as well. Just too many possibilities to list. Come view and start living your Vermont life.

Listed by Tara van de Velde Senecal and Ellen Mallia of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

Broker Reciprocity

Copyright 2019 Northern 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 21, 2019.