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

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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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

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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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

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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1424-1470 West Road Manchester VT 05255

Manchester, VT1424-1470 West Road

Price$3,195,000

Est. Mortgage: $/month

MLS Number 4831170

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05255

Beautiful house with guest house, nestled on 28 acres off of Manchester West Road. Main House remodeled, and guest house constructed, by Mark Breen. Custom carpentry throughout both buildings with attention to detail. Open rooms with large windows, and vaulted ceilings. Outdoor porch/terrace/gardens/stone walls compliment the landscape. Outstanding panoramic views of the green mountains. An additional 4 car garage with bedroom/bathroom, additional lot and basketball court enhance the property.

Listed by Sunny Breen of Josiah Allen Real Estate, Inc.

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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871/873 Stratton Arlington Road Stratton VT 05155

MLS Number 4803359

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 7
  • Construction Existing
  • Zip 05155

Spectacular Stratton, Vermont multi-home private estate on 32 acres with two sensational secluded mountain top homes. Bordered by thousands of acres of National Forest lands, this secluded setting offers serenity, relaxing tranquility and magnificent panoramic views, yet is conveniently located only 15 minutes from either Stratton or Mt. Snow ski areas. A private paved road leads up to the two fully furnished luxurious homes that offer unsurpassed quality craftsmanship, state of the art energy efficiency and high tech security systems. Each home has radiant gas heat, air conditioning and whole-house backup generators. The exquisitely designed 8,800 sq. ft. main home features 5 bedroom suites, 6-1/2 baths, 5 stone fireplaces, 2 laundry rooms, a caretaker's apartment, hot tub room, sauna room, home theater, wine room and a 3-1/2 car garage. The Vermont Energy Star 5,200 sq. ft. guest home features 5 bedrooms, 4-1/2 baths, 2 stone fireplaces, hot tub room, 12 zone distributed audio/video system and a 2-1/2 car garage. Plenty of room is available on the property for a tennis court, swimming pool and even a helicopter pad. Call today to make an appointment to see this extraordinary one of a kind private and secluded family sanctuary. These properties are individually listed as well, 871 MLS#4782252 and 873 MLS#4780640.

Listed by Richard Caplan of Deerfield Valley Real Estate

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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$2,900,000

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.

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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 near Okemo between Woodstock and Manchester and close to Rutland, Rutland Southern Vermont Regional Airport (RUT) and Weston.

Listed by John Snyder of Snyder Donegan Real Estate Group

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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237 Lily Pond Road Dorset VT 05251

Dorset, VT237 Lily Pond Road

Price$2,750,000

Est. Mortgage: $/month

Pending

MLS Number 4816511

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

Sited high in The Hollow on 179 acres, True North Farm is framed by breathtaking mountain views, spring fed ponds and terraced gardens. In collaboration with architect Michael Baker, the house is based loosely on a traditional farmhouse design with an attached barn. It is at once inviting and calming. The circa 2005 home evokes the feeling of a French country house, surrounded by organic gardens, outdoor rooms, broad meadows and highlighted by the backdrop of Mt. Equinox and Owls Head Mountain. One of the primary tenets was to create an energy efficient home, using a passive solar design and a geothermal system as the primary source for heating and A/C. Attention to the details of craftsmanship, materials and quality underscore the beauty of the property. Hardwood floors were sustainably harvested and locally milled. Barn siding and slate roofs were reclaimed and carefully installed onsite. Antique limestone floors and late 18th century French fireplace mantel, Marvin doors and Rocky Mountain hardware speak to architectural interest and enduring quality. Kitchen appliances meet the same high standard: AGA stove, Subzero, Bosch and Fisher Paykel appliances. The East and West screened porches are used spring, summer and fall. A 3-bay, extra-deep garage is attached to the house in addition to the reconstructed post and beam barn. There are 2 lots zoned for building to make a family compound or to hold for investment. Nearby golfing, skiing, hiking & fishing.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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1108 West Hill North Road Jamaica VT 05343

Jamaica, VT1108 West Hill North Road

Price$2,450,000

Est. Mortgage: $/month

MLS Number 4821154

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

BETWEEN HEAVEN AND EARTH A NURTURING HAVEN FROM THE WORLD YET 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 and Bob Maisey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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 October 24, 2020.