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

Homes for Sale in Southern Vermont

Scroll down to view all single-family homes 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 Southern Vermont condos too!

557 Depot Street, Manchester, VT

MLS Number 4692353

  • Commercial
  • Lister Office Name TPW Real Estate
  • Year Built 1950
  • Acreage 0.65
  • NOI 483283

This is a great opportunity to buy a mature portfolio of southern Vermont real estate with existing retail gas stations, convenience stores, car washes, and additional tenants as well as the existing 50+ year old operating business producing over $450k/yr in net income from the properties and the businesses onsite. This property at 557 Depot Street, Manchester Center, Vermont is being offered for sale as a portfolio package along with MLS#4692444, #4692442, #4692710, #4692704, and #4692712. The seller will only sell the entire portfolio of real estate and business together.

Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

47 Highland, Manchester, VT

MLS Number 4692712

  • Commercial
  • Lister Office Name TPW Real Estate
  • Year Built 1930
  • NOI 483283

This is a great opportunity to buy a mature portfolio of southern Vermont real estate with existing retail gas stations, convenience stores, car washes, and additional tenants as well as the existing 50+ year old operating business producing over $450k/yr in net income from the properties and the businesses onsite. This property at 47 Highland Avenue, Manchester, Vermont is being offered for sale as a portfolio package along with MLS#4692353, MLS#4692442, MLS#4692444, MLS#4692704, and MLS#4692710 The seller will only sell the entire portfolio of real estate and business together.

Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

820 Mountain Road, Stratton, VT 05155

Price$4,800,000

Est. Mortgage: $/month

MLS Number 4658427

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 12
  • Bathroom 14
  • Acreage 159.5

Snowy Pond Estate is nestled in the scenic Green Mountains of Southern Vermont and located within minutes of iconic resorts: Stratton Mountain and Mount Snow. This exceptionally pristine property with unrivaled outbuildings spans over 160 park-like acres. Surrounded by the Green Mountain National Forest, away from the daily activity of the resorts, one can find solace knowing that the area restaurants and boutique shops are just minutes away. The private gated entry welcomes all to the Main Residence and not only impresses with the quality of the finishes but the attention to every detail. Designed to be a residence that captures natural light, it also merges the mountain's profile and landscaping into its form. Manicured perennial gardens overlooking the pond reflect the setting from the custom stone patio transcending down to the dock below. The remarkable six acre pond, built by the U.S. Army Corp of Engineers, is richly stocked with an abundant inventory of lively native trout. Additional residential dwellings of Snowy Pond Estate define understated comfort yet feature all of the amenities a discerning guest would desire: the Main Residence, Carriage House, Authentic Michigan Log Home, Two Bedroom Guest House, Vintage Cabin, Custom Steel Storage Garage and Post & Beam Barn in total contain 31 rooms, 12 bedrooms and 14 bathrooms. Each of the residences have their own tranquil backdrop perfectly transposed on the property to capture a view of the pond.

Listed by Hayleyanne Van Der Kar and Andy Reed of Four Seasons Sotheby's Int'l Realty

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

1048 Black Hole Hollow Rd, Arlington, VT 05250

Price$3,700,000

Est. Mortgage: $/month

MLS Number 4502293

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 8
  • Bathroom 7
  • Acreage 948

The serene setting of Black Hole Hollow Farm in a quiet valley on the border of Vermont and New York is threaded by the White Creek brook, tiered ponds and 30 miles of trails on 948 acres. The 6-bedroom, 8,143-square-foot main house is surrounded by English-style country gardens with the mountains as backdrop. The original 1772 farmhouse was expanded and designed by noted architect Jerome Cerny. Living room, dining room and downstairs bedrooms open to the gardens and the recently updated kitchen is a welcoming hub with its AGA stove. The farm has a rich history including visits from author Ian Fleming who gained inspiration for several of his James Bond books, and former owner Josephine Hartford Bryce, heir to the A&P dynasty. There is a large greenhouse with sitting area and Koi pond. Other buildings include 4 additional residences, a 2-bedroom apartment, horse & hay barns and a sugar house. Only 7 miles from Cambridge, NY, 30 miles to Saratoga, and 26 miles to Bennington, VT.

Listed by T Story Jenks and Wade Weathers of LandVest, Inc/Woodstock

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

864 Rogers, Rupert, VT 05251

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4496096

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 6
  • Acreage 642

Magnificent Country Estate property with privacy and views. Perfectly sited close to the town of Dorset and at the end of a town maintained road to capture views of the Mettowee Valley and Green Mountain National Forest. Many well maintained trails traverse the 642 acres going up to Spruce Peak. A two acre pond is surrounded by pristine fenced pasturelands. Beautifully landscaped gardens, attached barn, outdoor fireplace and covered porch are just some of the features offered. Property also has separate guest house and caretaker quarters. Property is managed for high quality timber production with a current Standing timber value at 1.2M and can be offered with an additional 278 acre building lot of mixed forest and open land .

Listed by Andy Reed and Elena Atwill of Four Seasons Sotheby's Int'l Realty

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

440 Marcia Lane, Dorset, VT 05251

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4700856

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 8
  • Acreage 17.25

This extraordinary country estate will captivate you with exceptional mountain vistas, sophisticated finishes and abundance of outdoor spaces. Perched upon a knoll in Dorset's exclusive Upper Hollow, this exquisite 8700 SF residence is sited on 17.25 acres w/ post and beam barn/pool house, indoor basketball court and outdoor heated pool. Beautiful gardens, mature landscaping and meticulously created stone patios, terraces and walkways create a most inviting setting.You'll enjoy the lush amenities of this Dorset gem!With craftsmanship of the highest caliber, this classic vernacular residence features wide pine floors, crown molding, wainscoating,slate, marble and soapstone throughout. The living areas boast post and beam finishes and open to the covered wrap around porch and stone patio with outdoor kitchen.The grand main floor master en-suite is privately situated and showcases a dramatic Benson post and beam design.This private retreat is designed for entertaining &maximizes the sweeping views.The gourmet kitchen opens to the living area and a formal dining room.A billiard room &comfortable den offer multiple gathering spaces for entertaining or simply relaxing.Five bedrooms en-suite, game room, 3 fireplaces. Just 5 minutes to the Dorset Green with the Dorset Inn, Barrows House, Dorset Playhouse & the 3 Pear Gallery. With Bromley and Stratton Mountains just a short drive away, you'll enjoy Dorset and the mountains from this expansive and alluring property.

Listed by Kim Morgan-Wohler of Wohler Realty Group

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

1108 West Hill Rd, Jamaica, VT 05343

Price$3,290,000

Est. Mortgage: $/month

MLS Number 4470997

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 8
  • Bathroom 8
  • Acreage 99.16

BETWEEN HEAVEN & EARTH: Spectacular panoramic vistas of mountain ranges and country valleys under a sweeping sky from this magnificent ski country estate on 99 private acres. A scenic driveway wends its way past a lighted skating pond with warming hut & heated paddle tennis court up to the timeless 8 bedroom, 8 bath main residence on a serene hillside setting. A captivating 3 bedroom, 2 bath guest apartment finds seclusion above the detached 3-bay garage. Spaciousness, comfort, convenience define the open living areas with access onto expansive viewing porches & patios & winterized sun porch. Designed for ease of entertaining & a retreat for the few or many, the main level master suite & en suite guest bedrooms provide restful privacy. Steps from the house & under the stars is a glass enclosed gazebo with hot tub. Stone walls & perennial gardens enhance the harmonious natural landscape. Self-contained & away from the world, yet 15 minutes to Stratton Resort.

Listed by Diana Stugger and Bob Maisey of Four Seasons Sotheby's Int'l Realty

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

135 Paddock, Dorset, VT 05251

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4674690

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 10
  • Acreage 18.7

This extraordinary gated country estate is surrounded by Four Ponds and waterfalls with absolute privacy in an outstanding Dorset location. The stone, brick and timber exterior is complemented by expansive stone terraces and exquisite landscaping. Lavish interior design and amenities (elevator and communications) including the finest finishes and features with fully integrated technology. The acreage includes a 6 acre parcel permitted for use as a guest house or recreation pavilion. Completely rare in scale and detail framed by gardens, terraces and stonework, Four Ponds represents the epitome of country living.

Listed by Elena Atwill of Four Seasons Sotheby's Int'l Realty

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

415 Uphill Lane, Dorset, VT 05253

Price$2,950,000

Est. Mortgage: $/month

MLS Number 3058863

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 8
  • Bathroom 8
  • Acreage 47.22

A simply outstanding opportunity, this private, 47 acre Country Estate with a 11,000 SF Colonial residence, a three-bedroom guest house, a four-car garage with caretaker's apartment, equipment barn, swimming pool and two build-able lots is now offered at less than 30% if its original construction cost. With expansive living spaces, a three-floor elevator, 9 fireplaces, a true cook's kitchen with hand painted cabinets and stone tops, a media room and library with custom butternut cabinetry, elegant bedroom suites and outdoor spaces that include a screened porch, stone terraces and covered porches that flank the view side, the additional amenities include a 2 bath pool house, large dog run, greenhouse, formal gardens, 2-story barn and a 3-car carport and generator room. Highlighted by exquisite landscaping in the heart of Southern Vermont, equidistant from NYC and Boston, Birchmeadow is perfect for use as a family compound or multi-generational gathering place.

Listed by Elena Atwill of Four Seasons Sotheby's Int'l Realty

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

99 Sun Bowl Ridge, Stratton, VT 05155

MLS Number 4679091

  • Condo
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 4985

One of the few "single family" townhomes in the Solstice community, 99AB is situated in what many would say is the best location within the community. This home enjoys excellent ski in and out, right to your ski room door, and is privately sited at the top of the development. The huge stone patio fronts right on the private solstice ski trail. With almost 5,000 sq ft of custom designed and built living space, the large living room and separate kitchen/ dining levels are upsized for entertaining family and friends. The master suite comes with a spacious office (or young child's bedroom) deluxe bath and private south facing balcony. There are five other spacious bedrooms, three of which are suites with private baths. All baths feature extensive stone detailing. Family and friends will enjoy the den with pool table located away from the living room for privacy. A very unique and special offering!

Listed by Stephen Coombs of Stratton Real Estate

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

1418 West Jamaica, Jamaica, VT 05343

Price$2,750,000

Est. Mortgage: $/month

MLS Number 4651063

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 5
  • Acreage 351.7

A world unto itself! From the moment you enter onto this majestic property set among the maples and pines, you feel as though you have stepped into your own woodland sanctuary. Heading up the private drive, the beautifully designed four bedroom Vermont Timberpeg home sits atop the 351-acre parcel to take full advantage of the spectacular views of the Southern Vermont Green Mountains and Stratton Resort trails. The bright and open kitchen balances warmth, functionality and flow with a large black granite island, double ovens, wet bar with wine cooler. Watch the native Deer, Moose and Foxes make their journey through the lawn from expansive living and sitting room windows. Gather your family and friends around either of the brick fireplaces in the living and dining areas. The airy main floor master bedroom with inviting gas fireplace, looks out onto a pond with natural waterfall. Second floor guest suites feature private balconies with views of Stratton Mountain Sun Bowl trails. The three bay garage provides storage for all your Vermont gear; atvs, snowmobiles, canoes, paddle boards, skis and snowboards. Above the garage offers wonderful guest space featuring an open kitchen and living area with private bath. Located just three miles from Stratton Mountain Resort, this property has every space both inside and out on its land that you are looking for in owning your own private retreat and enjoying some of the best that Vermont has to offer.

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

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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

325 Forrester Road, Jamaica, VT 05343

Price$2,700,000

Est. Mortgage: $/month

MLS Number 4678090

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 10
  • Acreage 17.97

Extraordinary Stratton Mountain Estate situated in the Green Mountains of Vermont is nothing short of exceptional with great attention to detail and superior fit and finish. Situated upon 17.97 acres, capturing mountain views and abutting National Forest lands, this beautifully designed 10,000 square foot residence offers the privacy of a year round retreat, yet convenience to the Stratton Mountain Resort. The home is designed perfectly with grand spaces for entertaining and flows beautifully between the great room, wet bar, dining areas and wonderful gourmet kitchen. Commanding stone fireplace, custom carved mantle, cathedral ceilings with post and beam millwork, wood floors and walls of windows distinguish this magnificent property. Billiard room, family room with second fireplace, work out room and enclosed spa room. Seven bedrooms en-suite are situated on three different levels with the spacious main master boasting cathedral ceilings with intricate woodwork, sitting area, walk in closet and tiled and marble bath. The three car attached garage offers direct access out with your snowmobiles and ATVs for winter and summer fun. Pond, stone walls, landscaped terraces and woodlands all combine to present a wonderful mountain getaway and a home for all seasons.

Listed by Kim Morgan-Wohler of Wohler Realty Group

{$office->Name}

RE/MAX Four Seasons
2897 Depot Street
PO Box 1783
Manchester Center VT, 05255
Office: 802-362-4067

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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 2018 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.