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.

Chapel Bennington VT 05201

Price$150,000

Est. Mortgage: $/month

MLS Number 4776823

  • Land
  • Acreage 173.5
  • Zoning FC

Large 173.5 acre parcel in Bennington. In the Forest Recreation zone.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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Birdseye Castleton VT 05777

Price$2,699,995

Est. Mortgage: $/month

MLS Number 4776416

  • Land
  • Acreage 607.34
  • Zoning None

Now is your chance to own this pristine property on 600+ acres - formerly the Birdseye Ski Resort! This property is perfect for back-country enthusiast such as skiers, hikers and mountain bikers, hunters and more. Castleton River access, great location.

Listed by Tucker Adirondack Lange and Hergenrother Realty Group of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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Route 4A East Route 4A Castleton VT 05735

Price$1,050,675

Est. Mortgage: $/month

MLS Number 4776407

  • Land
  • Acreage 236.34
  • Area Mountain
  • Zoning Land

Now is your chance to own this pristine property - formerly the Birdseye Ski Resort! This property is perfect for back-country enthusiast such as skiers, hikers and mountain bikers, hunters and more. Castleton River access, great location.

Listed by Tucker Adirondack Lange and Hergenrother Realty Group of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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818 Danby Hill Road Danby VT 05739

Price$599,000

Est. Mortgage: $/month

MLS Number 4774791

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 5
  • Construction Existing
  • Zip 05739

A rare and truly remarkable Vermont country Farmstead with 174.65 +/- acres in the quaint town of Danby awaits its next owner! The 1903 farmhouse has been tastefully renovated with great attention to include classic colonial details, an exquisite Danby marble fireplace & 3542 SF of pure elegance. No detail was overlooked in the transformation of the house into a modern-day jewel that affords a total of 6 bedrooms, 4.5 bathrooms, mountain views to the south & a host of exceptional amenities. The design of the home includes an optional, interconnected guest wing with a separate entrance, of which 1 BR and 1.5 BAs are located. The masterful farmhouse has the farmland to match, with brambles of wild black raspberries, flocks of wild turkey, syrup-producing maple trees, and vintage stonewall boundaries seen throughout. An old, overgrown apple orchard with hundreds of apple trees is tucked away among the woodland to the north of the house - a hunter's dream! The lightly travelled Danby Hill Rd crosses the property leaving approx. 25 +/- acres across the road opposite the house, allowing the magnificent view of Dorset Mountain to remain uninterrupted & allowing for a potential separate building lot. Approx. 30 acres of open land. The farmstead is carefully maintained by a local caretaker. 168-acres of the property are enrolled in Current Use & the home has been weatherized extensively. Within minutes to 1-hour of 7 ski mountains. A masterwork of beauty and functionality all around.

Listed by Curtis Trousdale and Michael Wrobel of Preferred Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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322 Moonlight Lane Londonderry VT 05155

Price$1,495,000

Est. Mortgage: $/month

MLS Number 4774030

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 6
  • Construction Existing
  • Zip 05155

Located up a quintessential Vermont Country Road, not just any country road but Under the Mountain Road in Londonderry. Moonlight Lane is just off the Town Maintained road. When you drive up the tree lined drive along old stone walls you will arrive nearly to the top of Glebe Mountain to a jaw dropping view at Skytop. This stunning six bedroom six bath is well sited with the view in mind. 218 acres of land with trails that abut the 3,500 Nature Conservancy land directly behind this property. Home is built by local custom home builder Forbes construction. Three bay barn garage with a elegant one bedroom Apartment and exercise room. Apple orchard with 5 varieties! Stonework and fire pit compliment the great outdoor space surrounding house. This is an exciting home for you to see and me to show!

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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520 South Street Middletown Springs VT 05757

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4771241

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 7
  • Construction Existing
  • Zip 05757

Its name is Legendary. Its Reputation Renowned. Situated on 573 private acres Honey Pond Farm is a one of a kind recreational retreat. It features an unconventional USGA rated personal Golf Course written up in Links and Stratton Magazines. It has hosted many Charity Events, Celebrations and Invitational and Pro-Am Tournaments.The course is comprised of 3 Greens, multiple Fairways and 26 tees surrounding a 25 acre area played as 18 holes, including a 584 yd. par 5 teed from a Cornfield. The unique Country Playground features a Tennis Court, Bocce Court, Fishing Ponds, and 10+ miles of Hiking, Hunting, ATV & Horseback Riding trails leading to a Mountain Top Vista and Camp Site with Breathtaking views of the Adirondacks, Killington, Pico & Lake George area. The 7000 + SF completely renovated home boasts 7 Bedrooms (attached guest house), 6½ Baths, a Wine Cellar, Full Gym, Gameroom w/Pool Table and Full Bar, 4 Car Garage and expansive Decks with Panoramic views. Several outbuildings dot the property, including a CaddyShack w/Party Deck. Possibilities of ownership include use as a year round Family or Corporate Retreat, High-end summer Golf Camp, exclusive Air BnB experience, or combination thereof. It's roughly 20 Minutes from Dorset, 30 from Manchester & 45 to Killington/Pico/Okemo & Stratton. Arrange a tour to see this property including an ATV ride up to the Mountain Top Vista & Camp Site with 180 degree SPECTACULAR views.

Listed by Steven Bryant of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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5251 Suncrest Rupert VT 05768

Price$299,000

Est. Mortgage: $/month

MLS Number 4769958

  • Land
  • Acreage 122.12
  • Zoning Rural

Extraordinary122 acre +/- land parcel with views, pastures, hayfields, stream, woodlands and multiple house sites with septic design and permits. This rare parcel is just 10 minutes to Dorset Green, yet a world away with privacy, peaceful location and a wonderful Vermont setting. Newly built driveway entry and culverts. Current owners have worked with USDA to improve wild life habitat and maintain apple orchard and hayfields. This special parcel offers a mix of pastures, orchards and woodland with timber. Opportunity abounds whether for equine, estate living with 4 house sites, agricultural, sugaring or timber. Simply a most exceptional opportunity to create and enjoy your Vermont country experience.

Listed by Kim Morgan-Wohler of Wohler Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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1657 Old Depot Road Shaftsbury VT 05262

Price$615,000

Est. Mortgage: $/month

MLS Number 4767344

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05262

177 OUTSTANDING Acres that shall delight with walking paths over the terrain along water ways, open fields and woodland!!! A wonderful adaptable 3000 SF C.1840 Greek Revival gently updated offering lovely proportions, high ceilings and flooded with light! This is a classic circular floor plan offering a spacious three walled living room with centered fireplace, Study, dining room, office, and a kitchen across the back that extends to a large heated work shop/ laundry and would create opportunity to open from the kitchen to establish a fabulous great room. Upstairs there are 4 bedrooms, two baths and an attic over the utility space. A fantastic Barn that could host events, store equipment or house the farmsteads needs! Combined this property speaks to the soul of the quintessential Vermont Experience on a quiet country lane not far from the rest of the world. Manchester and Bennington are just 15 minutes away, Albany is an hour. Walk through the property to Lake Shaftsbury State Park, pasture for your animals or planting interests, trails meander over rolling terrain, an area of protective wet land on both sides of the road where the water way stimulates wildlife galore! The Land in Current Use which keeps the taxes low. Spectacular property and an inspiring house with barn on 177 acres... don't miss out!!!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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57 Ike Wright Road Rupert VT 05768

Price$495,000

Est. Mortgage: $/month

MLS Number 4763750

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05768

Built in 2005 with large addition added in 2017 this home in the country is picturesque! This 162 acre property features meadows, a pond, indian river, rail trail access and woods abundant in wildlife. Views of Mt. Antone from the master bedroom and side porch! Living room with cathedral ceiling, granite counter tops, custom tile master bath! This cozy home is close to Manchester and a short drive to Stratton, Bromley and Magic Mountain! A true Vermont paradise for nature lovers or those looking for peace and serenity!

Listed by Jason Saphire of www.EntryOnly.com

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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389 Cobble Hill Road Londonderry VT 05148

Price$999,500

Est. Mortgage: $/month

MLS Number 4763028

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05148

In the heart of the desirable Mountain towns of Vermont, Cobble Hill Farm offers complete privacy and stunning views of Glebe Mountain. The farm is sited at the end of a dirt road on 149 acres with ancient stone walls that crisscross the land, a spring-fed pond and trails throughout the property. The residence is a c1790s Noah's Ark design, a style of Cape architecture unique to the area. The addition includes a magnificent great room with a 15 ft. ceiling and a floor-to-ceiling stone fireplace. The farmhouse is 3,227 square feet in estate-condition and was last renovated about 25 years ago. There are highly skilled design/builders in the area who have a sensitivity to historic homes and the requirements of 21st century families. The house has good bones and all the elements to support the value - end of the road privacy, views, historic house and a very convenient location. The trails connect into a 32 km network of trails run by the Viking Nordic Center and the location is within walking distance to Lowell Lake. Cobble Hill Farm is 2.8 miles from the center of Londonderry, 8 miles from the nationally renowned Weston Playhouse, 10 miles from Bromley, 17 miles from Stratton and 19 miles from Manchester.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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662 Howe Farm Road Jamaica VT 05343

Price$825,000

Est. Mortgage: $/month

MLS Number 4760283

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05343

Traditional Cape Style Farmhouse located on 366 wooded acres in the Green Mountains with views of nearby Stratton Mountain and convenient to the Stratton and Mount Snow Ski Areas, this property is an outdoor person's paradise. Hiking Trails lead to the Jamaica State Park and Hamilton Falls. You even have your own Mountain in the backyard with views of the Green Mountains. The home was built in 1998 with Timber Frame construction in the main house and conventional construction in the addition. The main house has 2 front to back bedrooms, two baths, open style Living/Dining room and Kitchen/Family room with a beautiful sunken octagonal kitchen nook and Green House. The addition has 2 Bedrooms, one bath and Theater Room with kitchenette for entertaining. Large attached garage/workshop, pond with Gazebo, and a 4 stall horse barn with hay storage, 2 acres of fields and miles of riding trails through the woods.

Listed by Jason Saphire of www.EntryOnly.com

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

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536 Craven Jamaica VT 05343

Price$765,000

Est. Mortgage: $/month

MLS Number 4756775

  • Land
  • Acreage 408
  • Zoning none

Unbelievable opportunity to own one of the last large tracts of land in Vermont. To locals, this is known as the Craven Plot. A 400+ acre plot of land made up of wooded, open, stonewalled, harvestable, country land in Jamaica. Ready to be conserved, developed, hunted, forested, cleared, and/or made into a large estate or hunting property or preserve. You name it - you can do it! Jamaica, Vermont does not have any zoning restrictions - come see for yourself and fall in love with this awesome parcel with river frontage, access to Routes 100 and 30 and close to Brattleboro, Manchester, Stratton Mountain, Mount Snow, etc!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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

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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 October 18, 2019.