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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.

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. Boarders National forest and conservation land and has its own gravel pit.

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

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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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758 Roaring Brook Lane, Wallingford, VT 05773

Price$795,000

Est. Mortgage: $/month

MLS Number 4708695

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3376

Quintessential Vermont Country Estate new to the market!! This 1791 post & beam farmhouse, barns, hunting camp and sugar house are all nestled on 225 picturesque acres adjoining the Green Mountain National forest. The spring fed pond is the perfect place to take a dip on a hot sunny day or relax with a cup of coffee while enjoying the lovely views. Many animals were raised here and roamed the meadows. Raised flowerbeds and gardens were well cared for over the years boasting gorgeous perennials. A true dream come true for the avid gardener, hunter, outdoorsman, farmer or for the nature lover at heart. This charming estate has been filled with years of love and magical memories and is ready for you to begin and create your own. The interior of the farmhouse is spacious and charming with 5 bedrooms, 3 1/12 baths and very large rooms to include 5 fireplaces. Plenty of room for all of your friends and family. At the edge of the wilderness sits the hunting camp with an industrial stove/cooktop and has been the home of many Thursday night dinners with friends and family. Oh if the walls could talk! The sugar house includes equipment to start your own maple syrup production. The arch is oil fired so no need to hassle with wood. Close to skiing, golf & airport. Enjoy this home as is with a few cosmetic touches or restore it to your own liking. Either way this is very special property and definitely worth a look!

Listed by McLaughlin Team and Kenneth Saccardo of Engel & Volkers Okemo-Woodstock

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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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76 Woods, Killington, VT 05751

Price$170,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4706669

  • Condo
  • Complex The Woods
  • Year Built 1985
  • Bathroom 4
  • Bedrooms 3

This is your opportunity to purchase great space and make it your own. This condo is being sold AS IS. All carpet and some drywall has been removed as a result of water damage caused by a plumbing leak. This is a great deal for a three bedroom three and a half bath townhouse, located at Killington's premier resort and spa and enjoys all of the amenities of the facilities at that spa including olympic size indoor pool with two hot tubs, sauna, steam room, and well-equipped fitness facility. Additional spa services are available at an owner-discounted rate. This unit overlooks one of the two ponds on the site and is located within easy walking distance of the Killington Road shops, restaurants, and bars. Wood burning fireplace in the living area, wet bar, cathedral ceilings, whirlpool tub, and loft are just a few of the features of this property. Listed for a limited time. Act now!

Listed by Heidi Bomengen of Prestige Real Estate of Killington

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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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609 Point of Pines Road, Castleton, VT 05735

Price$349,000

Est. Mortgage: $/month

MLS Number 4706485

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2640

152+/- ACRES ~ Beautiful Property ~ Privacy ~ 3 Bed ~ 2 Bath home with custom kitchen ! Cathedral Ceilings ! Family Room in Basement ! Circular Driveway ! 2 Car Detached Garage ! Minutes to Lake Bomoseen and Close to most major ski areas !

Listed by Bill Gilbert of Gilbert Realty and Development

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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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3000 Lottery, Shrewsbury, VT 05738

Price$450,000

Est. Mortgage: $/month

MLS Number 4704482

  • Land
  • Acreage 526.7
  • Zoning Residential

Estate quality 526.7 +/- acre parcel located at the end of a town maintained road, featuring privacy and extraordinary views. Shrewsbury is an upscale quiet town in the heart of the Green Mountains. Reasonable owner financing available for qualified buyers. Likely once a sheep farm it is covered with stone walls used to seperate pastures and feature many old stone foundations. Pastures have since regenerated supporting commercially valuable forestland including maple, oak, cherry and sofwood varieties. Miles of excellent internal roads and trails great for recreation use. Zonin gallows for a residents, barns and associated structures. Preliminary engineering located 24 bedroom of septic capacity. Power was brought over 1,340 feet into the center of the property allowing flexibity for house placement. Fiber obtic cable is at the property border for phone, cable and internet. Formally surveyed & well marked with pins, pink flagging and blue blazes. Minutes from Rutland Airport.

Listed by Jeffrey Biasuzzi of Century 21 Bird Real Estate

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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$795,000

Est. Mortgage: $/month

MLS Number 4704212

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6
  • Square Feet 3298

Outstanding Dorset Mountain View Farmstead consisting of 174 + mixed prime agricultural and woodland acres is quietly located on Danby Hill Rd. The homestead was rebuilt in 1903 on the original stone foundation that is now completely foam insulated and sealed. Lovingly cared for, this residence offers gracious style and warmth! Since this newer constructed Vermont farmhouse had the creative stewardship of a Grand Dame with both means and appreciation for the finer things when renovating there are many fixtures and finishes giving this house substantial bones. The light floods the kitchen with a window wall over the sink and a privacy block wall toward the carport and back entrance. The kitchen has a bakers island, an ideal work area that is open to the dining area with buffet wet bar extending with ease beyond to the formal dining room for generous and abundant gatherings. The front-to-back living room offers a magnificent Danby Marble fireplace. There's family room retreat with wood burning raised fireplace. The master suite offers king size spaciousness and a large bath that has a lovely extra long soaking tub and separate shower. Five additional bedrooms are also quite spacious. Land is valued and in the Vermont Current Use program reducing the taxes... rolling hills move out from level open meadows and hay fields. The outbuildings charm and support the current existence while supporting growth for the farming, equine, or toy enthusiasts dream! A Dream!

Listed by Laura Beckwith of Josiah Allen, Dorset

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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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3703 Popple Dungeon Road, Chester, VT 05143

Price$960,000

Est. Mortgage: $/month

MLS Number 4704182

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4077

Tucked away custom built 4077 sq ft post and beam home designed for permanent or seasonal use sited on 289+ acres. A remodeled custom kitchen with granite counter-tops and cherry cabinetry overlook the large living and dining area with wood burning fireplace. Spacious open floor plan opens to a large deck overlooking the pond and a view of the mountains. Wide plank cherry hardwood floors. The main level offers a guest suite and ski room. The lower level is complete with family room, 2 large bedrooms a full bath and a walk in pantry. The stone patio is accessed from the family room or front bedroom. Upstairs is a private master en suite and loft sitting room. A large bunk room with full bath completes the 3rd level. Outside there is a shower with hot and cold water, a swimming pond, a 200 sq ft cabin, streams, waterfalls, hiking trails and excellent vast access. The detached 1300 sq ft barn and 3 car attached garage offers storage for your toys and cars. Your private retreat with close access to area amenities: skiing, golf, restaurants, Weston and Dorset Playhouses and Manchester outlets. Property is in Current Use and a must see!

Listed by Debra Staniscia and Jack Menzie of Four Seasons Sotheby's Int'l Realty

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Josiah Allen, Manchester
3609 Main Street
PO Box 1
Manchester Village VT, 05254
Office: 802-362-3355

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 8169

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 five 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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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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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1281 Main Street Road, Manchester, VT 05255

Price$1,195,000

Est. Mortgage: $/month

MLS Number 4700114

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3350

Circa 1777 Colonial on 200 acres with guest house and barn. Looking to renovate? This property known as Tanner Brook Farm is waiting to be updated. Set on a knoll with adjoining meadows and pond. A good portion of the land is currently enrolled in the Vermont Land Use. While you're renovating the main house live in the 2 bedrm guest house with fireplace. Post and beam hay barn with horse stalls on lower level. Lovely mountain views. Meadows, pond and woods plus cross over Tanner Brook to enter this property. Minutes to Manchester Village.

Listed by Patricia Trudel of RE/MAX Four Seasons

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Josiah Allen, Manchester
3609 Main Street
PO Box 1
Manchester Village VT, 05254
Office: 802-362-3355

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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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5000 Cold River, Shrewsbury, VT 05738

Price$125,000

Est. Mortgage: $/month

MLS Number 4698982

  • Land
  • Acreage 126.5
  • Area Rural

Remarkable large-acreage retreat located in Shrewsbury, Rutland County. This 126.5 +/- acre parcel is composed of primarily mixed hardwoods with 370 +/- of frontage along Cold River Road. Significantly lowering taxes, 120.5 +/- acres have been enrolled in the State's Use Value Appraisal program with 6 +/- acres left out for a potential homesite. The seller has constructed a crushed recycled concrete driveway that travels southwest into the property and leads to a level site perfect for your year-round home, secondary escape or cabin. Along the drive there is an existing 12x24 foot shed perfect for storage or removal for your RV/Camper as you build your home. Additional clearing poses a good possibility of views to the East. Logging completed roughly 20 years ago left numerous trails throughout perfect for your recreational vehicles and ease of access for outdoorsman and hunters among the ample wildlife sign. The area is common for drilled wells and the seller has preliminary soil tests scheduled in the coming days. Green Mountain Power access is located along the property frontage. Beautiful seasonal brook/tributary leading to the Cold River runs along property frontage. Just 5 miles from Route 4 for shopping and restaurants - quick access to Route 7! Come take a look!

Listed by Curtis Trousdale and Alex Danis of Preferred Properties

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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

926 Hebron lots 1,2,3,and 4 Road, Rupert, VT 05768

Price$1,200,000

Est. Mortgage: $/month

MLS Number 4692800

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 4799

Bennington County 188 acres laced with trails that have been hand carved over the last 15 years to such vantage points that it is impossible not to appreciate every acre!!! The orchards, hidden meadows or pastures accommodate equine, wild life and lovely building sites are easily accessed... This is a sanctuary worth experiencing!!! The residence is impeccably designed with an eye for detail inspired by reclaiming antique architectural niches, cabinetry, lighting and amazing flooring through out... Gracious portions that flow easily for any lifestyle and need... The ceilings are 9 feet with vaults in the Great room, Kitchen and Master bedroom of 14 feet... There are room extensions offering three window walls for the Living room, Great room, Dining room and Master Suite which by the way offers generous three rooms of private and luxurious quarters. The fireplaces and hearths are in all the appropriate living and suite areas... The views to the Southern Taconic Range with gentle rolling mountains in the foreground. Remarkable unfinished attic and walkout windowed basement that offers auto drive in option and dumb-waiter... A masterpiece in design and execution... Serenity... and all that land can give back to it's steward! 15 minutes to the Dorset Green... 40 mile rail trail... easy access to Albany and greater Manchester amenities... Amazing Estate quality offering!

Listed by Laura Beckwith of Josiah Allen, Dorset

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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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2894 Sunderland Hill, Sunderland, VT 05255

Price$700,000

Est. Mortgage: $/month

MLS Number 4678717

  • Land
  • Acreage 108
  • Zoning Residential

Superb opportunity to develop a permitted 23 lot subdivision (2 to 8 Acre lots). Beautiful west sloping sites with sensational views from any one of the parcels. All permits are in place. Just rural enough to enjoy hiking biking & fishing, but only 10 minutes to be in Manchester and enjoy its fine restaurants, shopping, & golf. Just 20 minutes from skiing.

Listed by Vivian Thomas and Katherine Zilkha of Josiah Allen, Manchester

{$office->Name}

Josiah Allen, Manchester
3609 Main Street
PO Box 1
Manchester Village VT, 05254
Office: 802-362-3355

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* 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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