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. 

400 Trager Road Jamaica VT 05343

Jamaica, VT400 Trager Road

Price$10,150,000

Est. Mortgage: $/month

MLS Number 4786221

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 10
  • Construction Existing
  • Zip 05343

Camp Endo has a 21st century take on a mountain lodge home, and 417+/- acres threaded with trails and ridgelines. The house reimagines a rustic lodge with classic wood, bark and stone detailing combined with complete comfort, great light and welcoming spaces. The property was featured in the book Rustic Living by Ralph Kylloe as one of the great rustic style homes in the U.S. The 9,539-square-foot home has an open floor plan, massive stone great room fireplace, chef's kitchen and 6 bedrooms en suite, each with magnificent mountain views. Off the kitchen and great room is a screened-in porch and large deck with an outdoor stone fireplace to soak in the panoramic southerly green mountain views. There are smaller gathering spaces, too, such as a corner office, gym/spa, panoramic meditation room and state-of-the-art 22-seat home theater. Camp Endo's extensive trail network provides a daily dose of rugged, natural beauty for mountain biking, walking or snow shoeing, and more playful options include a cleared paintball course and a six-foot square chessboard. The adjacent barn houses a two-bedroom, fully appointed guest suite, 3-bay garage and a heated half-basketball court. The property has its own renewable energy power plant - wind and solar combined 22kW generation capacity. Accessible, but a million miles from the everyday. Camp Endo's mountain kingdom is minutes from Stratton Mountain in the heart of Vermont's ski country.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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240 Starry Drive Manchester VT 05255

Manchester, VT240 Starry Drive

Price$4,550,000

Est. Mortgage: $/month

MLS Number 4792334

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 7
  • Construction Existing
  • Zip 05255

With sweeping and dramatic 360 views of the Taconic and Green Mountain ranges, this extraordinary Manchester Vermont estate on 26 acres offers contemporary elegance and privacy. Designed for the discerning buyer, looking for the utmost in luxury and security, this gated property features state of the art mechanicals, Crestron System, central air,4 fireplaces, dramatic architecture, wood floors, radiant heat, & exceptional quality w/ attention to detail. A magnificent living area with striking two story marble fireplace and walls of windows offers impressive westerly mountain views. Entertain on a grand scale with gourmet kitchen w/Sub-Zero & Wolfe appliances, butler's pantry, private bar and formal dining room. The gathering room with second fireplace opens to a covered wrap around porch. An opulent en-suite master features an exquisite bath, walk in closets and personal study. The billiard room with wood burning fireplace opens to an expansive stone patio and in ground pool. Beautifully designed for outdoor and indoor activity w/ a fitness center, spa room and sitting area. Featuring superb fit and finish throughout, no detail has been overlooked in this exquisite 9,610 SF residence w/ a customized three car garage w /Zamboni chip flooring. Situated amidst fenced meadows & woodland with stream, the property offers marble stone driveway, irrigation system, fenced pastures, whole house generator and elaborate security. Theatre, dining, music fesivals, horse show, skiing, golf

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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466 Marcia Lane Dorset VT 05251

Dorset, VT466 Marcia Lane

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4744398

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

Dorset Hollow Pinnacle offering 180 trail laced acres at the height of the Dorset's Upper Hollow Road. Amazing Sunsets... Stunning Long Range Mountain Vista's are captured immediately from the impressive foyer and continues to captivate from room to room throughout this architect designed residence! With over 7500 light filled square feet this gracious residence with lovely custom cabinetry and crown moldings supports Vermont living at it's finest! Massive Stone fireplace walls grace the cherry paneled library as well as the 50 X 22 expansive Great Room Kitchen featuring an incredible breakfast room and a Honed Costa Esmeralda island, Wolf appliances and handsome coffer ceiling for the living/dining. Just off the kitchen are the well planned wet bar, wine cellar and pantries. Warm radiant heated hardwood floors lead to the 3 room primary suite that includes sitting rm/office, exercise room and luxury bath with relaxing soaking tub or shower. 4 bedrooms and baths up comfortably accommodate guests and family. A bonus room integrates nicely for full time use supporting any hobby or media interest. Full light filled basement and Carriage house offers expansion for guest quarters within the generous floor plan if desired. Over-sized garages, attached or detached offer room for all the toys! Raised stone terrace creates indoor / outdoor ease for all living areas that offers heated path to the spa, grilling area & outdoor fireplace. This property meets field and stream perfection!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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415 Uphill Lane Dorset VT 05251

Dorset, VT415 Uphill Lane

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4761453

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 8
  • Construction Existing
  • Zip 05251

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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1048 Black Hole Hollow Road Arlington VT 05250

MLS Number 4502293

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 8
  • 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 440 acres. The 5-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. There are three post & beam barns, outdoor pool, stocked fishing ponds, sugar house and miles of carriage trails. Black Hole Hollow Farm is just 7 miles from Cambridge, NY, approximately 30 miles to Saratoga, and 26 miles to Bennington, VT.

Listed by T Story Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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905 Dawley Road Mount Holly VT 05758

Mount Holly, VT905 Dawley Road

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! Note: Property in Vt. Land Use, Subject to: Protective Covenants, Velco Power Line Easement, & Class 4 roadway. Aprox. 9.9 acres in Town of Shrewsbury.

Listed by Frank Ellison of Coldwell Banker LIFESTYLES - Ludlow

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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636 Fowler Brook Road Mount Holly VT 05758

Mount Holly, VT636 Fowler Brook Road

Price$2,750,000

Est. Mortgage: $/month

MLS Number 4748940

  • 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 & 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 of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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474 Horton Road Londonderry VT 05155

Londonderry, VT474 Horton Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4764745

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

Newly priced-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. Meticulously maintained, this estate had had a number of recent improvements. 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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4263 Main Street Manchester VT 05254

Manchester, VT4263 Main Street

Price$1,985,000

Est. Mortgage: $/month

MLS Number 4786375

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 6
  • Construction Existing
  • Zip 05254

"Glebelands", a 28.75 acre Manchester Village Estate, dramatically sets itself apart by a magnificent water setting, offering an extraordinary spillway cascading back into the Munson Brook that feeds a lovely swimming pond where the stream flow meanders out the property ultimately feeding the Orvis Fishing Pond. The exceptionally well proportioned 4 BR, 5.5 Ba estate residence offers beautiful architectural details throughout the Living room, Dining room and Study each with fireplace; the Danby marble kitchen with two additional wet bars/ prep areas that offer an unusual open butlers pantry set up perfectly for entertaining or peaceful cook's enjoyment. Old world meets today with an award winning architect-designed "great room" with perfectly centered fireplace, vault, window walls and built-ins, that lead to a breakfast nook. Upstairs can be approached by elevator or one of two staircases. There is a true old world master bedroom suite with balcony, dressing room, closets, dressing table alcove, and marble accented bath, three additional bedrooms each with adjacent baths. The carriage house boasts a 2 BR and 1 BR apartment each with fireplace. Playful outbuildings such as the radiant heated folly or playhouse. The unique grounds are defined by specimen plantings, orchard, and hidden gardens with reflecting pools and fountains that truly speak to an era of significance. "Glebelands" is Manchester's stroll through an opulent history.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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2028 Lower Hollow Dorset VT 05251

Dorset, VT2028 Lower Hollow Road

Price$1,975,000

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: 3.5% last updated on Mar 26, 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.

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563 Savage Road Peru VT 05152

Peru, VT563 Savage Road

Price$1,799,000

Est. Mortgage: $/month

MLS Number 4730183

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 7
  • Construction Existing
  • Zip 05152

Imagine looking out at majestic mountains, rolling hills and endless privacy, all within minutes of everything. This exquisite 6 bedroom country home is spacious and well planned. The large great room and its massive stone fireplace is wonderful for entertaining or relaxing after a fun filled day. The gourmet kitchen offers professional range, double oven, warming drawer, 2 dishwashers and beautiful natural cherry cabinets. The first floor also has a dining room with fireplace, entertainment room, master en suite, 4 season porch with fireplace and a large mudroom leading to a heated 2 car garage. Each bedroom has a private bath, including the 2 en suites with steam showers. 22+ acres includes beautiful stonework, barn & pond. Close to Stratton, Bromley and Manchester. Call today to see this wonderful property and imagine all the enjoyment this four season home could bring you! Room sizes are approximate.

Listed by Lisa Alpert of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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122 Jaquith Road Weston VT 05161

Weston, VT122 Jaquith Road

Price$1,650,000

Est. Mortgage: $/month

MLS Number 4762661

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 5
  • Construction Existing
  • Zip 05161

Embrace Vermont's Four Seasons from this spectacular country retreat on 53 acres. Nestled in the hills between Landgrove and Weston, enjoy picturesque Green Mountain sunsets over Bromley and Styles Peak. If you prefer the early mornings, you'll enjoy the sunrise over the expansive meadows and trout pond. This thoughtful private property offers a wonderful venue for everything from a family wedding to a peaceful Vermont retreat. Every window from this 4600 sq.ft. Dick Adams built home offers quintessential views throughout each season. Enjoy a modern open sunny kitchen/dining area while you entertain fireside. Come home from a day of skiing at Stratton, Bromley, Magic or Okemo all within a 30 minute drive. Green Mountain National Forest VAST access and its many trails beckon for X-C skiing, running, mountain biking and long quiet walks.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.5% last updated on Mar 26, 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.

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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 April 1, 2020.