Properties Over 20 Acres

Below you will find all properties in southern Vermont that include more than 20 acres of land. Contact us if you have any questions or if you would like to schedule a showing. Create an account to save your favorite properties and to receive email notifications when similar properties become available. 

5940 Main Manchester VT 05255

Price$4,500,000

Est. Mortgage: $/month

MLS Number 4731878

  • Land
  • Acreage 46.1
  • Zoning MU2

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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1048 Black Hole Hollow Rd Arlington VT 05250

Price$3,700,000

Est. Mortgage: $/month

MLS Number 4502293

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 7
  • Construction Existing
  • Zip 05250

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

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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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864 Rogers Road Rupert VT 05251

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4496096

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 6
  • Construction Existing
  • Zip 05251

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.

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

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$
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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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636 Fowler Brook Road Mount Holly VT 05758

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4703985

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 7
  • Construction Existing
  • Zip 05758

Spectacular compound/estate property privately situated on approximately 216 acres with sweeping long-range mountain views. The land component is comprised of 20-30 acres of open pasture, a gorgeous swimming pond below the house, beautiful landscaping, and seemingly endless trails for riding and recreation. The 8,169 s.f. main residence - perfectly sited on a knoll overlooking the compound - was custom-built by the present owners and features a fabulous vaulted ceiling great room with massive stone fireplace, a large, fully outfitted gourmet kitchen that opens to a wrap-around porch leading down to the 51 foot in-ground heated swimming pool and hot tub. All 5 bedrooms have ensuite baths. Additionally, there are two well-maintained guest houses on the property, one with 4 bedrooms and 2 baths and the other with 2 bedrooms and 2 baths. Mechanicals are top-flight with whole house air conditioning, radiant heat, two propane backup generators and multiple drilled wells. Chance Hill Farm is currently setup for a variety of equestrian uses with a regulation size outdoor riding arena, a well-built 10-stall horse barn, two run-in sheds and a storage barn for a tractor and storage of other motorized toys. Horse riding/hiking/biking trails weave throughout the property. The property is conveniently located within 10-20 minutes of Okemo/Ludlow, Rutland, Rutland Southern Vermont Regional Airport (RUT) and Weston, and just 50 minutes from the Village of Woodstock.

Listed by John Snyder and Andrew Holson of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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1108 West Hill Road North Jamaica VT 05343

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4470997

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 8
  • Construction Existing
  • Zip 05343

BETWEEN HEAVEN AND EARTH ONLY 3 MINUTES TO STRATTON MOUNTAIN ACCESS ROAD: 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 and heated paddle tennis court to the timeless 8 bedroom, 8 bath main residence on a sublime serene hillside setting. A captivating 3 bedroom, 2 bath guest apartment is secluded above the detached 3-bay garage. Spaciousness, comfort , convenience define the open living areas with access onto expansive viewing porches, patios and winterized sun porch. Designed for ease of entertaining and a restorative retreat for the few or many, the main level master suite and en suite guest bedrooms provide restful privacy. Steps from the house, under the stars, is a glass enclosed gazebo with hot tub. Stone walls with perennial gardens enhance the harmonious natural landscape. A world unto itself and still close to Stratton Resort.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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905 Dawley Road Mount Holly VT 05758

Price$2,900,000

Est. Mortgage: $/month

MLS Number 4395912

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05758

On the National Register of Historic Places, this home provides a retreat on over 300 acres of land with its own pond and hiking trails. Unique design giving a prime example of mid-twentieth century International style. Built mostly of cement offering 3 bedrooms, 3 baths and living areas designed to incorporate nature into your home. A special home for that special Buyer!

Listed by Frank Ellison of Coldwell Banker Watson Realty/ Ludlow

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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 05735

Price$2,699,995

Est. Mortgage: $/month

MLS Number 4731083

  • Land
  • Acreage 607.34
  • Zoning None

Formerly the Birdseye Ski Resort, this is your chance to own un-logged pristine acreage (600+ Acres) that is perfect for back-country enthusiasts such as skiers, hikers and mountain bikers, hunters and more. Castleton River access, great location.

Listed by Tucker Adirondack Lange of KW Vermont Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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474 Horton Road Londonderry VT 05155

Price$2,600,000

Est. Mortgage: $/month

MLS Number 4446248

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 8
  • Construction Existing
  • Zip 05155

Hidden Meadows is a magnificent mountain estate nestled on 90 acres in the heart of ski country with views, meadows, ponds, beautiful stonewalls,woodlands & miles of trails for your outdoor enthusiast.The property exudes world class amenities: pool & open air pavilion with 360 degree views, a clubhouse with gym, sports bar, billiards, spa and covered porch that overlooks the sunken stone walled tennis courts, well appointed 2 bedroom guesthouse and an extraordinary residence.Masterfully designed, this classic Georgian Federal offers gracious but comfortable living with rooms that are inviting and capture the splendor of its surroundings with vistas from every vantage point.Grand and open gathering rooms ideal for spending time with family and friends, entertaining summer and winter guests. Refined architectural features, exceptional decor, multiple fireplaces, multiple bedroom suites, lovely patios. Don't overlook this extraordinary Property and Price.

Listed by Kim Morgan-Wohler of Wohler Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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1418 West Jamaica Road Jamaica VT 05343

Price$2,450,000

Est. Mortgage: $/month

MLS Number 4651063

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05343

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: 4.28% last updated on Mar 21, 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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237 Lily Pond Lane Dorset VT 05251

Price$2,350,000

Est. Mortgage: $/month

MLS Number 4648119

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 5
  • Construction Existing
  • Zip 05251

Exquisite Dorset Hollow 100 acre Country Side Residence that inspires... the air breathes... the skies promise... the lush gardens protect or open for four season's pleasure... a sense of permanent presence through reclaimed architectural antiquities: hand selected native ash flooring... an 18th C. Belgium limestone mantel surrounds the oversized Count Rumford fireplace... Three Barn Frames & board unite... Slate Roofs... Period Greek stone tile floored entry & morning room! This 2005 collaborate effort of an artist and architect approached with the sense of Summer Greenery creating summer rooms under distinctive perspectives... while Winter opens to vast mountain views! The gourmet chef's kitchen offers custom cabinetry that sets the frame for AGA and Island cookery boasting easy clean up and appropriate storage. OPEN Living / Dining focus on amazing fireplace... a spiral staircase leads to the Primary Family suite boasts breathtaking mountain views... Separate guest wing of bedrooms...Private Office Grandeur... the baths plush in fine fixture & tile detail, steam shower & separate tubs. Lower level family, media and gym areas... oversized three bay attached barn ... raised bed vegetable gardens and utility barn. East and West screened summer rooms. Textured stone leading to ancient boards... each creative step opens to unmatched vistas over spring fed ponds and trails meandering. Geothermal efficiency for 5 plus bedrooms... Representing Dorset Hollow Life Perfection!

Listed by Laura Beckwith of Josiah Allen, Dorset

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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792 Route 153 Drive Rupert VT 05768

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4438207

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05768

Stunning Vermont Vernacular on 284 acres! Incredible views, newly constructed(2010)legacy estate built with attention to detail and the highest quality materials. Long private drive to the top of the world! Recreation opportunity abounds! Hunt, fish White Creek or the Battenkill, ATV or snowmobile. Or relax by the 50 ft in ground resort quality pool and take in the view. Great equestrian potential. Four en-suite bedrooms, two fireplaces, gourmet kitchen with Viking range and Liebherr fridge, covered porch, two fireplaces. Finished basement with game room. Beautiful 33 x 28 ft storage barn and lovely grounds. Timber producing property in Current Use Program. Kohler Generator. 30 minutes to Saratoga and 15 minutes to Dorset. Incredible place. Must see.

Listed by David Shehadi of Josiah Allen, Dorset

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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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2028 Lower Hollow Road Dorset VT 05251

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4711444

  • Land
  • Acreage 582.1
  • Zoning RR/ F1

Once in a lifetime opportunity to own over 500 acres of prime developmental, recreational or agricultural/ timberland in Dorset Hollow. Unbelievable views throughout the property. Property features brooks, pond trails, sugar maple potential and many possible house sites all with breathtaking views. Property is being managed with long term timber potential. Borders U.S. National Forest, conservation land and has its own gravel pit.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 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 March 25, 2019.