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.

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 Golf Course written up in Links and Stratton magazines and 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. Tennis Court, Bocce Court and 10+ miles of Hiking, Riding and Hunting trails leading to a Mountain Top Vista and Camp Site with Breathtaking views of the Adirondacks, Killington, Pico & Lake George area, creating a unique country playground. Formerly a 1786 New England Tavern, the 7000 +- SF renovated home boasts 7 Bedrooms (attached guest house), 6½ Baths, a Wine Cellar, Full Gym,Gameroom w/Pool Table and Bar, 4 Car Garage and expansive Decks with Panoramic views.There are several outbuildings dotting the property, including a CaddyShack w/Party Deck.Possibilities of ownership include use as a year round Family or Corporate Retreat,a High-end summer Golf Camp, exclusive Air BnB experience,or combination thereof. Its located near the classically charming Middletown Springs village & roughly 20 Minutes from Dorset, 30 from Manchester & 45 Killington/Okemo/Stratton. Arrange a tour to see this property including an ATV ride up to the Mountain Top Vista & Camp Site (2,300 elv) with 180 degree WOW views.

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

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%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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121 Chaves Road Londonderry VT 05148

Price$600,000

Est. Mortgage: $/month

MLS Number 4771201

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

Over 100 acres of field and woods protected by Vermont Land Trust for farming. With 31 acres set aside as agricultural and ready for organic certification, barns for animal husbandry or equipment, and 62 acres of forest. Ability to cultivate fields, orchards and pastures, manage woodlots, harvest firewood, conduct sugaring operations and maintain the property to preserve it's heritage and future.. Along with the 3 barns (one with heated bathroom and running water) is a proper root cellar, chicken house, cherry and plum trees, blueberry and black current bushes, edible mushrooms, stream full of water cress, a pond, massive views, many wild animals and at least 21 different song bird species- per owner. Cape home presents a typical New England continuous architecture with lovely details for trim, built-ins, and hardware with hardwood flooring upstairs and down. Past the kitchen, dining, living room and wood paneled den is an oversize porch in search of people and comfy furniture enjoying the peace and quiet. Not mentioned in the square footage data etc is a second living structure pictured in photos. Great character with antique wood paneling, wrought iron hardware, enclosed porch, open lofts in the cathedral ceiling, skinny galley kitchen, Heat from the 2 wood stoves are the main heat though a newer heat pump has been installed in the dining/keeping room. Offered well below assessment to the hearty crew ready to work the land and embrace this lifestyle.

Listed by Nancy Jensen and Lavinia Lee Brown of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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: 3.6% last updated on Aug 15, 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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1231 River Killington VT 05751

Price$100,000

Est. Mortgage: $/month

MLS Number 4766562

  • Land
  • Acreage 135
  • Zoning Forest Reserve

Gorgeous forestland spanning 135 +/- acres with an approved 4-bedroom wastewater permit on the hillside of Shaw Hill in the beautiful Vermont town of Killington! Setback on the corner of two roads, the parcel features a sloping topography with mainly northern hardwoods. Income potential is solid with a recent inventory showing a sawtimber estimated value of $90.8K with another 9.2K of cordwood. The property is NOT in the Current Use program allowed for added flexibility in harvesting. Long mountain streams provide a great habitat and resource for wildlife. The state approved 4-bedroom wastewater design offers proposed locations for a driveway, house site, well & wastewater system in close proximity to River Road. The property is serviced by utility poles located along the over 675' of road footage on River Road. Cable TV/high-speed internet are available in the area. Only an 8-mile drive to the popular Killington skiing destination. River Road is a gravel, year-round town-maintained road. We understand that the highest elevation of the parcel is located at the ridge of Shaw Hill, offering spectacular views of the surrounding area. Property is likely eligible to be enrolled in VT's tax reduction program, Current Use. A forest review completed in 2019 recommended a harvest within the next ten years to achieve an improved wildlife habitat and trail system for recreational use. Rich with recreational possibilities, this is the perfect place for your dream country home.

Listed by Michael Wrobel and Curtis Trousdale of Preferred Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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 Trail 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

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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: 3.6% last updated on Aug 15, 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: 3.6% last updated on Aug 15, 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: 3.6% last updated on Aug 15, 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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1762 Hampshire Holllow Road Road Poultney VT 05764

MLS Number 4754332

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

The total Vermont experience!! Lovely country contemporary,in pristine condition located on 222+- surveyed acres of prime forest and open land. In 2012, the home was totally renovated and rebuilt with every quality, energy efficient system available! Gorgeous open floor plan with cathedral ceiling, exposed beams, red oak floors, spacious dining/living room, custom designed kitchen with black granite counter tops, lovely barn door access leading to office/bedroom, and master bedroom with full bath and walk in closet. Two level decks open to country views and a very special natural stone patio and landscape wall! A detached 28 x 36 country two-bay garage/barn, with equipment access, and full walk up storage, holds all of the equipment for work and play! Hike through the incredibly diverse managed forest, and open land, on trail systems leading to stands of red oak, sugar maple, and white pine! The wildlife habitat is among the finest we have seen! The open land is perfectly suited for pasture, localvore crop production, vineyards, and more! A sugarbush may also be in your future! Enjoy the best of Vermont while enjoying reduced taxes through enrollment in the Vt. Current Use program!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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926 Hebron Road Rupert VT 05768

Price$995,000

Est. Mortgage: $/month

MLS Number 4754368

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Construction Existing
  • Zip 05768

Within 15 minutes of Dorset, Stone Ridge Farm offers complete privacy and commanding views of the Taconic Mountains. The owners, purveyors of fine Scandinavian antiques, built the 4,950-square-foot residence in 2001 at the end of a ½-mile drive. The home is a New England farmhouse with a distinct Scandinavian influence, which reflects the timeless lineage of two cultures with its high craftsmanship and attention to detail. The interior design includes antique pickled pine floors, built in antique Scandinavian wall cabinets and four fireplaces. The Great Room with its gourmet kitchen, informal dining and sitting area is cozy with its defining Norwegian woodstove, and spacious with its 14-foot ceilings and endless views to the South and East. The living spaces are light filled and flexible in use. There are four en suite bedrooms with a master bedroom and generous 1st floor guest suite. A 2-story barn and 4-bay equipment shed complete the farmstead. Threaded through the 130 acres of meadows, ponds, orchards and woodlands are miles of trails to snow shoe, x/c ski, hike, bike or ride horses. The 40 mile D & H rail trail is close by, providing additional trails to enjoy. 16 miles from Manchester's fine dining and shopping, 22 miles to Bromley and 34 miles to Stratton.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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942 Dawson Hill Road Wallingford VT 05742

Price$326,900

Est. Mortgage: $/month

MLS Number 4752450

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Zip 05742

Ever wonder what would have happened if you had bought that 100 acres down the road from Vail 20 years ago? Well now you can find out... 108 gorgeous acres of forest and fields only 11 miles from Vail's newest resort, OKEMO. Enjoy the spectacular view from the log home with Okemo in the distance. A big barn, roads/trails and a charming, comfortable 1960s cabin suitable for year-round use. With several springs, 2 tapped for use for horses, there is also a realistic pond site! Want to make your own maple syrup? There is a sugarbush on the property. Subject to receipt of "License to Sell" from Probate Court.

Listed by Sean Williams and Don Eatmon of Kelley Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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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 August 17, 2019.