Southern Vermont Properties with Over 100 Acres

Discover current properties with over 100 acres for sale in Southern Vermont. Use the criteria to the right to narrow your results to particular towns or price ranges, etc. Save your favorites when you create an account, and you can get email updates when new properties match your search criteria. For more information and to schedule a showing, don't hesitate to contact us.

Birdseye Road Castleton VT 05735

Castleton, VTBirdseye Road

Price$1,900,057

Est. Mortgage: $/month

MLS Number 4839121

  • Land
  • Acreage 607.34
  • Zoning None

This is YOUR chance to own over 600+ Acres of Vermont Paradise, Former Birdseye Mountain Ski Resort (1324' Vertical Drop). This property is perfect for back-country enthusiast such as skiers, hikers and mountain bikers, hunters and more. Castleton River access, great location. Huge Development Potential Private or Public Ski/ MTB Resort Potential Minutes to Rutland Regional Airport (RUT) AMTRAK Station (CNV) a mile away 1 Mile to Charming Castleton VT Village/ University and Major HWY VT RT 4 Let your imagination run WILD!

Listed by Tucker Adirondack Lange of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

1072 Dorset Hill Road Dorset VT 05251

Dorset, VT1072 Dorset Hill Road

Price$399,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4836901

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05251

Four bedroom chalet style home on 124 acres +/- with mountain views, pond, stream and unless possibilities. This property has not been on the market since 1967, and offers a new owner the chance to update to their own taste. Many fine features including: cathedral ceiling living/dining room with wood burning floor to ceiling brick fireplace, elevated wrap around sundeck with mountain views, first floor primary suite with private bath, three additional bedrooms and two additional full baths. There is a first floor laundry, cozy second floor loft area overlooking living/dining room, lower level bedroom with fireplace, and galley style kitchen. The place has a rustic cabin feel to it, kind of a perfect weekend getaway. The exterior of the home appears in good condition, with roof and siding having been recently maintained. The interior bathrooms and kitchen are dated and would require some love. The show stopper here is the land. You have beautiful elevated views easterly to the green mountain range, a small pond in close proximity of the house, and across the street access to additional land for recreation and fun. The property is accessed be a town maintained gravel road. There is a drilled well and septic system on the property. Located in East Dorset you have the luxury of close proximity to all Manchester and Dorset have to offer, but a feeling of being privately removed, the best of both worlds. We invite you to come take a look. All measurements are approximate.

Listed by David Halligan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

1477 Pleasant Valley Road Bennington VT 05201

MLS Number 4835849

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 6
  • Construction Existing
  • Zip 05201

An extraordinary property awaits you at Pleasant Valley Country Estate, nestled at the base of Mount Anthony at the end of a winding country road, lined with century old maple trees. The perfect family compound with complete privacy, spacious luxury, and beauty of Vermont countryside. The land is a rare gem featuring 387 acres of rolling hills, pristine fields, woods for hiking, or cross country skiing and stream fed ponds for swimming or fishing. The modern 3000 sf farmhouse built in 2008 on a rise overlooking the 2 ponds, gives long sweeping views of Pleasant Valley and the mountains. The house is graced by mahogany porches, manicured lawns, a small apple orchard and perennial gardens. The living space is dominated by a stunning two story dry laid fieldstone fireplace. The gourmet kitchen has stainless appliances, natural stone countertops and an oversized center island, perfect for entertaining. There are two master suites, one main floor, one upstairs, each with tumbled marble walk in showers. There are atrium doors and countless windows throughout. The Brookside Cottage provides an additional 2700 sf living space that is private and separate from the main house. With its open concept living, fireplace, 2 bedrooms and studio, this area is perfect for guests, a caretaker, or tenants. A “barrel barn” with its vaulted roof offers over 1700 sf of open space. This is an unusual opportunity to own a large piece of the real Vermont all within a 3 hr drive from NYC NJ and Boston.

Listed by Kelley McCarthy and Monique Geannelis of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

106 Maslack Drive Poultney VT 05764

Poultney, VT106 Maslack Drive

Price$350,000

Est. Mortgage: $/month

MLS Number 4829904

  • Land
  • Acreage 166
  • Zoning ARR-2

Known as the "Upper Farm", this is a special mix of upland meadows and forest land, including the original farmhouse.The 166+- acre parcel is a lovely mix of northern hardwood and oak/pine forest bordering a State Wildlife Management Area! Approximately 30 acres of flat pasture/meadow land, with an upland meadow with spectacular views of Black Mountain and the Adirondacks to the west! Perfect as a small farm unit and superb wildlife habitat!

Listed by Mark Riley Sr of Vermont Forest and Field, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

106 Maslack Drive Poultney VT 05764

Poultney, VT106 Maslack Drive

Price$595,000

Est. Mortgage: $/month

MLS Number 4829717

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05764

Special mix of upland meadows and forest land,totalling in excess of 200 +- acres, with two classic farm houses in need of renovation! The Maslack "Main House" farm is described in MLS # 4829715 , and consists of a classic Vermont Farmette framed by approximately 18 acres of southern exposed meadow, original outbuildings, and private setting. The "Upper Farm" is approximately 166+- acres in size with a lovely mix of northern hardwood and oak /pine woodland and associated open land! The crown jewel of the "Upper Farm" is a spectacular upland meadow with booming views of Black Mountain in the Adirondacks and the farm valley below! Scattered wild apple trees are found throughout, and the quality wildlife habitat is without equal! Perfect spot for a Vermont retreat and associated recreational land near Lake St. Catherine!

Listed by Mark Riley Sr of Vermont Forest and Field, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

4669 100 Route Londonderry VT 05148

Londonderry, VT4669 100 Route

Price$775,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4829653

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 5
  • Construction Existing
  • Zip 05148

Beautiful vintage farmhouse on 135 acres in the heart of south central Vermont. A huge fireplace large enough to walk into will warm your heart on chilly winter nights. Nearby ski resorts include Mt Snow, Stratton Mountain, Bromley, Okemo, and Magic. Killington and Stowe are less than two hours away. Trails lead through the woods to Flood Brook and a cool mountain stream. Begun in the 19th Century and built up over the years, Timberland Farm has been in the same family since 1940 and now must sadly pass to another owner who will care for it in the same manner. Hardwood floors throughout, with plenty of space to host large gatherings or raise a family. Two out structures can be used as workshops for all manner of activities, such as woodworking, machining, or quilting. The farm has an entirely self-sufficient cabin in the back that can be used for guests, as a mother-in-law suite, or for rental income. There is also a self-sufficient one-bedroom apartment in the basement that can be used for the same thing. This is a rare opportunity to own a home that sits nestled in a forest of tall, lush pines, hardwoods, and maples.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

90 Snow Valley Road Winhall VT 05340

Winhall, VT90 Snow Valley Road

Price$4,950,000

Est. Mortgage: $/month

MLS Number 4826030

  • Land
  • Acreage 447

On the slope-side of the storied Snow Valley Ski Resort, presents a truly unique development opportunity for a new vision to encompass a family-oriented, four-season community resort. Drawing from the major metropolises of New York City and Boston, this 450+ acre site is poised to draw a number of hospitality, residential and recreational uses to capture increasing demand by urban residents seeking immersion in nature and the great outdoors. A buyer or equity partner will be presented with the ability to create an authentic, architecturally significant, multifaceted venue giving nod to the great historical Adirondack camps, mountain communities and traditional Vermont homesteads. As an eco-minded boutique hotel/glamping resort, sporting club, residential community, or iconic estate property, future patrons and residents will have endless activities to enjoy in this ultimate safe haven.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

2059 Upper Cold River Road Shrewsbury VT 05738

MLS Number 4825863

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05738

Offered for the first time since construction in 1973, this spectacular mountain estate in Shrewsbury is perched high above the surrounding towns, at the edge of the roadless forest on the back side of Killington, yet only 6 miles to Rutland Hospital and equally convenient to other services and the airport. Commanding views of Okemo and the southern stretch of the Green Mountains, the home, made with hand-selected refurbished barn beams from nearby towns, boasts grand spaces throughout: two living rooms, a formal dining room, an expansive kitchen, five fireplaces, and a grand staircase leading to four large bedrooms, two with ensuite baths. The kitchen was recently remodeled; many buyers will choose to update the bathrooms and refinish the basement. The single owner has created and maintained extensive landscaping and gardens, along with the pond and horse barn, and curated the property as a whole for the past half-century. Make it part of your family for the next century.

Listed by Sean Williams and Sue Starr-Adams of Kelley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

205 Hateful Hill Road Wallingford VT 05773
Active With Contract

MLS Number 4825354

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05773

At the base of Hateful Hill is this beautiful well maintained home with STELLAR long distance mountain & valley views. Legend has it that the old stage coach road went through the property and up and over Hateful Hill, a difficult pass for the coach hence the name. The incredible views of the distant mountain peaks are simply amazing. Over 70 acres of open meadow & agricultural land, with hardwoods, & stone walls through out the property. The current owners have spent tireless hours clearing and cleaning up the property for endless fun on the trail network through the 143+ acres, with a stream fed pond will cool you off on those hot summer days. Keep all of your toys in the detached heated garage/barn with a ton of storage above or more potential living space. Pull into the attached heated garage and enter the house through the expansive mudroom with more than ample closet & storage space with built in bench & coat hooks through out. Enjoy the open concept of the dining room, kitchen which boasts stainless appliances and granite counters. Step into the Great Room with stone gas fireplace, floor to ceiling glass to enjoy the expansive view, but first stop by the wet bar with wine fridge & pour your favorite beverage. You'll enjoy the deck off of the great room & the screened in porch to take in the sunrise & sunsets, & roast marshmallows on the gas fire pit. The pictures tell the rest of the story. Access to VAST an minutes to Okemo. Truly is a must see property!!!

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

171 Doberman Drive Arlington VT 05250

Arlington, VT171 Doberman Drive

Price$495,000

Est. Mortgage: $/month

MLS Number 4825947

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05250

This property defines Vermont with 168 acres, if you're looking for total privacy in a wooded setting w/pond & seasonal brook. It has been in the same family for over 60 years & has grown from a summer cottage to a year round home & amazing dog kennel/ training facility that has numerous other animal husbandry uses. There is an extraordinary dog run from the house, 6 stall dog kennel w/runs (heated) & a wonderful historic barn/garage with 2 stories. Last but not least there is a separate studio filled with light and ready for your avocation or work program. The house is super comfortable with Vt. charm Including a stone fireplace exposed beams, pine floors & terrific nooks & crannies. You can create any number of uses within the layout-currently there are 3 bedrooms, 1.5 baths (one newer) & office w/adjoining room devoted to dog care & whelping that includes the laundry area . Features: High Speed Internet, Off peak meter for new hot water heater, manual generator and outdoor phone bell. A recent improvement in 2019 is a brand new roof! You will be entranced w/the wildlife & peaceful serenity of this unique Vt. property. For those wanting to enjoy the woods there is a network of logging roads. An easy drive north or south to all the Villages of Bennington County. Bromley & Stratton Mtns are just 30 miles from here & the property itself will accommodate cross country skiing, snowmobiling, walking & hiking and will connect you with nature & wildlife all without leaving home!

Listed by Kathleen Hoisington of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

1699-1743 Spring Hill Road Londonderry VT 05155

MLS Number 4822484

  • Residential Single Family
  • Bedrooms 9
  • Bathroom 11
  • Construction Existing
  • Zip 05155

The serene beauty of Vermont beckons you while you stroll through your orchard, fish the trout stocked stream-fed pond, take a dip in the hot tub, or cool off in the natural stone pool or swimming hole on the river that features a sleeping cabin. For entertainment there is a 3-hole golf course on the property, a shooting barn with an automatic clay thrower and a motocross track. This private oasis offers views of both Stratton and Bromley while also featuring several outbuildings to include a hay barn with workshop and a 6-bay pole barn. The possibilities are endless as is the beauty and charm of this property.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

Weston-Andover Road Weston VT 05143

Weston, VTWeston-Andover Road

Price$350,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4821974

  • Land
  • Acreage 473
  • Zoning rural residential

Markham Mountain Forest represents an attractive, long-term timber investment opportunity, dominated by sugar maple, which provides an additional opportunity in the form of the possibility for a large-scale sugarbush operation. The land's conservation easement allows for development of a homesite and associated structures, plus a camp in the woods. The current owner is Vermont Land Trust and their goal in divesting is to raise funds to further their forestland conservation work on new projects. Property highlights include: Attractive location just up the road from Weston Village, within 12-15 miles of two major ski resorts: Okemo and Stratton Mountains; Includes a 5-acre building site for home construction, plus a camp can be built in the woodland area; Solid, long-term timber investment, where the asking price is 91% of the standing capital timber value; Ideal species composition, dominated by sugar maple; Sugarbush opportunity with ±17,000 taps on slopes that all run towards the road frontage and electric power.

Listed by Michael Tragner of Fountains Land Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

Broker Reciprocity

Copyright 2020 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 November 30, 2020.