Southern Vermont Homes with Acreage

Browse all homes with acreage for sale in Southern Vermont. Contact us if you have questions or would like to schedule a showing.

Make your search simpler - Register with the site to save your favorite properties and notifications when new listings match your criteria. Signing up is free and will save you time.

89 Wellman Road Wilmington VT 05363

Price$3,300,000

Est. Mortgage: $/month

MLS Number 4704052

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 6
  • Square Feet 4,459

In the midst of a bucolic countryside, this lovingly restored gentlemens' farm is chock full of modern conveniences. 197+-acres of pasture & mature wood lots with antique stone walls throughout. The land is abundant with heritage apple trees and ancient maple trees. Imagine the solitude and privacy at the end of the road with spectacular views of the Green Mountains and ski slopes yet located only 4 hrs to NYC and 3 hrs to Boston. The owners spared no expense to bring the mid 1800's fifth generation farmhouse to its current grandeur. The original post and beam frame of the homestead and barns were preserved along with special features including antique wide boards floors, central chimney, crafted hand hewn beams with meticulous attention to detail. Renovations include all new windows, new plumbing, electrical and insulation, and a central heating/cooling system. Other features include a massive double sided stone fireplace, steam shower, soaking tubs, four fireplaces in bedrooms and study with exposed beam ceilings. The original attached barn is a spectacular great room and chef's kitchen with stone wainscot and beamed cathedral ceiling. The same attention to detail was given to the original old dairy barn. It is the perfect venue for weddings, parties or square dances. Additional barn buildings provide garage and storage space for equipment or treasures. This property is exceptional for the most discerning buyer looking to live the VT country life with complete privacy.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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

793 Upper Dover Road Marlboro VT 05344

Price$2,798,000

Est. Mortgage: $/month

MLS Number 4769033

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 4
  • Square Feet 4,542

Foxfield Farm is nestled in a spectacular country setting with breathtaking long range mountain views on 200 acres of forever conserved land, a unique opportunity in Southern Vermont. The protective covenants of the Vermont Land Trust run with the land and recognize the scenic and natural resource values of the property and serve to conserve agricultural and forest resources and wildlife habitat for generations to come. Foxfield Farm is comprised of a beautifully updated 19th century farmhouse and features a private and spacious master suite with a great room and laundry over the 3-car garage. Totally renovated in 2006, the stone house originally built in 1966 as a library, features an open floor plan, with sunroom, kitchen, living area, bedroom, loft office/bedroom, three bathrooms, exercise room, sauna and shower, laundry and a two-car garage. A charming and private summer cottage and a restored post and beam barn complete this tranquil and peaceful retreat enhanced by mature perennial gardens and trees, stone patios and in-ground pool. A 9-stall barn with tack room and an equipment building provide additional infrastructure to enjoy and care for the land. Foxfield Farm is located just minutes from the lakes, trails, golf courses and ski resorts for your enjoyment. The listing details pertain to the farmhouse only. See attachments for more details about the summer cottage and library house. View the 3D tour to get a true understanding of this exceptional offering.

Listed by Leslie Fraser and Donna Cote of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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

133 Handle Road Dover VT 05356

Price$2,495,000

Est. Mortgage: $/month

MLS Number 4732707

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 5,175

A meticulously crafted Timber frame home on over 32 acres nestled into the Green Mountain National Forest. The home sits on 14.20 acres and now offers the additional acreage for your own privacy or to build an additional home in between Mount Snow and Haystack Mountain with spectacular mountain views. Open living room and kitchen with floor to ceiling stone fireplace and warm radiant wood floors. Five bedrooms with a first-floor master suite. Enjoy the warmth by the fire or spend time in the loft reading your favorite book while the kids are enjoying their own space in the 24 x 28 playroom. The walk out lower level has space for working out and a movie theater. Over-sized garage with an additional bay for the toys. Beautiful landscape and stone walls. Property is listed with reduced acreage mls # 4676100

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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

322/332 River Road Newfane VT 05345

Price$2,485,000

Est. Mortgage: $/month

MLS Number 4726238

  • Residential Single Family
  • Construction Existing
  • Bathroom 13
  • Bedrooms 14
  • Square Feet 11,225

The Winchester Compound sits on one of the most beautiful sites in all of Vermont. The equestrian estate, comprised of two original farm houses and barn, stables, riding rings and pastures, an apartment and a total of 682 acres, lies in the scenic West River valley. It includes 50 acres of grassy open meadow with 30 fenced paddocks, two outdoor riding rings, three miles of riverfront, and eight miles of wooded trails on the mountain side of the property. The world-class 42,376 square foot stables feature an indoor riding ring, 48 stalls, a tack room, a wash room and a break room. The stunning property could be your year-round residence, your family vacation retreat or a bed-and-breakfast with an equestrian theme. On the private yet easily accessed River Road, it is just outside Newfane village, an historic district and county seat of Windham County, and only minutes from I-91. MLS#4774628, MLS#4772993 and MLS#4773192, listed separately, are part of this listing.

Listed by Sally Fegley of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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

1418 West Jamaica Road Jamaica VT 05343

Price$1,999,000

Est. Mortgage: $/month

MLS Number 4651063

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 5,216

Majestic Privacy! From the moment you enter onto this magnificent 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. Watch the native Deer, Moose and Foxes make their journey through the lawn from expansive living and sitting room windows. The three-bay garage provides storage for all your Vermont gear; atv's, snowmobiles, canoes, paddle boards, skis and snowboards. A few 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 of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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

133 Handle Road Dover VT 05356

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4676100

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 5,175

A meticulously crafted Timber frame home nestled into the mountains and the Vermont landscape. The home is situated on 14 acres in between Mount Snow and The Hermitage Club with mountain views. Open living room and kitchen with floor to ceiling stone fireplace and warm radiant wood floors. Five bedrooms with a first-floor master suite. Enjoy the warmth by the fire or spend time in the loft reading your favorite book while the kids are enjoying their own space in the 24 x 28 playroom. The walk out lower level has space for working out and a movie theater. Over-sized garage with an additional bay for the toys. Beautiful landscape and stone walls. Property is listed with additional acreage MLS # 4732707

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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

28 Woodsman Rd Ext. Road Dover VT 05355

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4763075

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 8,863

Breathtaking views and jaw dropping interior make this custom built home a must see for the discerning buyer. Set on 12.8 acres this 6 bedroom (all ensuite), 6.5 bath home offers every amenity to include a start of the art kitchen with 6 burner gas range, double oven, 2 warming trays, a stone pizza oven, Sub Zero refrigerator, large dining room with custom chandelier, soaring 2 story great room with fireplace, loft overlooking the great room with expansive views. A media room along with a bar and gas burning fireplace, hot tub room with custom stonework and a separate sauna building. Radiant heat throughout. Expansive deck with pergola for outdoor entertaining. Unparalleled attention to detail.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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

325 Forrester Road Jamaica VT 05343

Price$1,950,000

Est. Mortgage: $/month

MLS Number 4678090

  • Residential Single Family
  • Construction Existing
  • Bathroom 10
  • Bedrooms 7
  • Square Feet 10,550

Extraordinary Stratton Mountain Estate with Stratton Mountain Club Membership available, 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. The number of bedroom suites and extraordinary entertaining spaces lend the property for consideration as a event venue or bed and breakfast subject to permitting

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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

322 River Road Newfane VT 05345

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4772993

  • Residential Single Family
  • Construction Existing
  • Bathroom 10
  • Bedrooms 9
  • Square Feet 9,272

This property sits in one of the most beautiful river valleys in Vermont. 322 River Road includes a large farmhouse as well as the Winchester Stables with its barn, stables, indoor and outdoor riding rings and apartment. The sprawling 9 bedroom, 10 bathroom house sits perched overlooking green pastures, the river and the mountainside. The apartment in the barn offers an additional 2 bedrooms. The 54.2 acre equestrian estate includes 4,000 feet of frontage on the West River. The world-class 42,376 square foot stables feature 48 stalls, a tack room, a wash room and a break room in addition to the indoor riding ring. On the private yet easily accessed River Road, this stunning year-round residence or family vacation retreat lies just outside Newfane Village, an historic district and county seat of Windham County. It is only minutes from I-91. Also listed as MLS #4773192 and MLS #4726238.

Listed by Sally Fegley of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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

197 Winhall Hollow Road Winhall VT 05340

Price$1,600,000

Est. Mortgage: $/month

MLS Number 4744962

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 4,500

Appleton Farm will overwhelm you with views of Stratton and Bromley Mountains. Entertaining spaces flow outside through the sun-room onto the the natural Vermont slate patio with fire pit and stunning out door pool. Bordering the Green Mountain National Forest with trails for hiking, cross country skiing, horseback riding or your favorite motor sport. In addition to the main house there is a 4 bedroom guest house with a 2 car garage. Well designed horse barn with 8 box stalls and two out door paddocks. pond, and 3 additional outbuildings including a studio.

Listed by Timothy Apps and Kevin Moran of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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 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 18, 2019.