Previous Previous ImageNext Next Image
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Vermont Homes with 250+ Acres

Search homes with over 250 acres for sale in Vermont. To save your favorites, register with us and you can get email notifications when similar properties are posted. Already have an account with us? Log in here.

VT Houses with Land for Sale (250+ Acres)

For more information, any questions you make have & to schedule a show, please feel free to contact us.

Related search: Homes with 500+ Acres

999 Route 30 Rupert VT 05761

Rupert, VT999 Route 30

Price$3,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4904677

  • Residential Single Family
  • Bedrooms 5
  • Construction Existing
  • Square Feet 5,094
  • Bathroom 7

Hagarbook Farm completely restored 5034 SF C. 1767 Residence consisting of magnificent Mettowee River frontage interior to the 320 acres, Hagar Brook and Waterfall, Harmons Mint Historic Site, Pond, Agricultural Fields, Extensive Trail System and View Sites galore! The Land Straddles both East Rupert and Dorset. Add significant buildings in lovely condition: 750 SF Guest House, Barn 37 X 100, Tractor Barn 26 X 50, Horse Barn 50 X 28 and additional out buildings--24 X 18, 20 X 14, 20 X 12, 16 X 12, 40 X 24! An exemplary eighteenth century compound approximately 3 miles north of the Dorset Green. The Great-Room Kitchen with exposed post and beam framing is the welcoming hearth of the home which walks out to the wrap around porch or sun room to the west where the living extends upon a wonderful level stone walled terrace overlooking the grounds and river beyond. Crisp architectural details witnessed in every room; Dining, Living, Family, Office and 4 Wonderful Bedrooms up. There are 5 baths, 2 half baths and a guest house ... Whether it's agricultural or equine interest, stream & field, auto collector, historical appreciation or family gathering ideals, this property is a treasure. Vermont Current Use real estate tax benefits for the next steward to embrace. 320 acres in the prized Mettowee Valley nearby Dorset!!!

Listed by Charles Mauro of Josiah Allen Real Estate,Inc.

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

298 Holiday Farm Road Bridgewater VT 05035

Bridgewater, VT298 Holiday Farm Road

Price$3,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4929847

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,757

The legacy property of OQ Farm (formerly known as the Holiday Farm) has been adapted several times throughout its historical past, most recently as a 481-acre short-term hospitality and retreat destination with an arts and spiritual focus. Featuring 8 different dwelling structures, OQ Farm offers a diverse range of accommodation options, from 1800s historic, a luxurious lodge retreat center, to sleek and modern eco-cottages, converted maple sugar shack, a studio cabin and caretaker's cabin, all taking advantage of unique views of the river valley and mountain range beyond. Boasting 1,200+ feet of river frontage along the North Branch and Ottauquechee Rivers, which flows into the Connecticut River; OQ Farm is situated equidistant between the Appalachian Trail and ski slopes of Killington and the quaint town of Woodstock - renowned as one of America's most beautiful towns. Several fenced pastures and barns provide for agricultural use beyond the sheep, alpacas, poultry and horses present currently. An extensive network of mountain biking, hiking and snowshoeing trails, and a large bonfire pit offer endless outdoor recreation and gathering opportunities.

Listed by Rachel Arsenault and Laird Bradley of Williamson Group Sothebys Intl. Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

957 Pleasant Valley Road Benson VT 80253-7261

Benson, VT957 Pleasant Valley Road

Price$3,450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4907276

  • Residential Single Family
  • Bathroom 6
  • Square Feet 6,491
  • Bedrooms 6
  • Construction Existing

Peaceful and protected at the head of a hidden valley, in a Vermont farming community near Lake Champlain, lies the Stone Spirit Farm. This property includes a new six-bedroom main home, as a well as a three-bedroom home, a one-bedroom cottage, two beautiful barns, and other functional outbuildings. All of this is located within a half hour of Middlebury, and Rutland's hospital and airport. It is also an hour from Burlington, with its major medical center and international airport. Embraced by northern hardwood timberlands, beautiful pastures, and productive hay fields, this country estate re-establishes the old-time experiences of successful farming and modernizes sustainable living. This stunning environment provides an opportunity to pursue many possibilities; from an artist compound to a gentleman's (or gentlewoman's) farm, a retreat center, or anything in between. Conducive to creativity, Stone Spirit Farm provides ample space and facility to breathe and think freely. Classic Vermont carpentry and joinery craftsmanship is carried throughout all of the updated structures. Stone Spirit Farm is as fitting for an individual or small group as it is for a base of operations for an organization or business.

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

166 McKeighan Road Rupert VT 05776

Rupert, VT166 McKeighan Road

Price$2,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4900123

  • Residential Single Family
  • Square Feet 5,956
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5

An estate for the most discerning of buyers. Have you been looking for an estate that combines exquisite details, views, and options for unlimited uses along with privacy? Need a gentlemen's farm for your pleasure horses? An estate suitable for an established events person? If so, this property is for you! 267.5 acres of rolling hills. Here you will find a custom built owner's residence which combines the moving of two barns which were rebuilt into one post and beam, owners residence. The detailing is second to none. A few steps from this home is the most amazing of pool houses which has every upgrade imaginable and allows for swimming 365 days/year, in all weather. There are four independent living accommodations along with a tractor barn, 6 bay animal pen, an animal holding barn with a separate veterinary room with heat and water, and walk in cooler. All electrical is underground. There are four ponds. No chemicals have been used anywhere on this land for the past 17 years so organic certification is possible. This is the estate to be at if another pandemic hits. This property is perfect for destination weddings, family retreats, corporate events and so much more. Come see for yourself, everything you could possibly need is here. All measurements are approximate and are only for the main house. There is a whole farm diesel generator and a propane generator for main house and pool.

Listed by Lynn Rawson of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

160 Merrill Spring Road Tinmouth VT 05773

Tinmouth, VT160 Merrill Spring Road

Price$1,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4931179

  • Residential Single Family
  • Square Feet 6,047
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

Black House Farm is classic Vermont: 1800's farm house & barns, exceptional views, dead-end road, and 330+/- acres of mixed farmland and forest. The c1860 6,000-square-foot four bedroom farmhouse is updated in an understated style, preserving the antique floors, paneled doors, and five fireplaces. The farm compound is completed by an original post and beam two-bedroom guest house and an English-style stone bank barn. The landscape features rare trees and shrubs, an English-designed greenhouse and two ponds, one with a swimming dock. Twenty acres of gently sloping hay meadows and pastures surround the farmstead. An antique cabin at an elevation of 2,000 feet provides a mountain retreat. The sugar bush could provide income and maple syrup. Conservation easement with Vermont Land Trust. Black House Farm offers an exceptional setting and privacy within easy reach of amenities: 15 miles to Rutland and Dorset/Manchester, and 26 miles to Okemo Mountain Resort and Bromley Mountain. Showings begin 9/30/22

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1350 Vermont Route 12 Pomfret VT 05053

Pomfret, VT1350 Vermont Route 12

Price$1,799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4859544

  • Residential Single Family
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,729
  • Construction Existing

A kingdom sized 265 acres of highly desirable land straddles the hilltops connecting the towns of Pomfret and Barnard! Easily accessed from the pomfret side of the parcel, a privately sited, south facing, elevated building site has been created, to benefit from pastoral views down a valley! Professionally conducted soil percolation tests have identified a location for a septic system. An energy efficient post and beam residence is in place to provide a guest house or a residence to occupy in the near term while construction of a substantial home is undertaken. Truly a parcel of a size and scope that would typically only be found in the most rural of locations! However, the numerous well known amenities of Woodstock Village are just 5 miles and a few minutes away! The owners who wisely assembled the land parcel components necessary to create this volume of acreage, are dedicated to conserving significant parcels of land within our community. They have indeed succeeded! With Town of Pomfret frontage on Route 12 and Town of Barnard frontage on the Stage Road, there is the ability to access this large parcel from either desirable town. The opportunity presented for an easily accessed elevated building site benefitting from dramatic long range views has become truly difficult to find within the Woodstock area community. The benefit of a useful guest house is a bonus! The quality acreage and the prime location to compliment the construction of an unparalleled residential compound!

Listed by John Wetmore of William Raveis Woodstock

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

391 Smith Road Cabot VT 05647

Cabot, VT391 Smith Road

Price$1,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4926531

  • Residential Single Family
  • Square Feet 2,916
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

Own a flourishing vegetable/berry farm nestled in the beautiful green mountains of Vermont! Seize a rare opportunity to take over the reins of a high yielding successful farm that is the exclusive provider of numerous veggies and berries to 150 Shaws supermarkets covering New England. Approximately 60 of the total 267 acres is currently farmed to supply the grocery chain with strawberries, blueberries, blackberries, zucchini, yellow squash, cucumbers, corn and an assortment of winter squash and pumpkins. The balance of the land is mostly wooded and holds enormous untapped potential for a variety of agritourism options. The farmhouse has been entirely renovated with all new systems, a new poured concrete foundation, all new windows and beautiful wide-pine flooring that was hand-milled by the owner from trees taken from their private pine grove. The first floor offers a generous kitchen with a large open room off of it that can be used for entertaining, gathering and/or feeding guests. There is also a half bath, a formal dining room, living room, a small office and a master bedroom with connecting ¾ bath. Thoughtful consideration was put into making the first floor handicap accessible. The second floor consists of four spacious bedrooms, a ¾ and a full bath. The land has been conserved in the Vermont Land Trust and must convey to either a qualified farmer or someone with an approvable plan to continue farming. Seller is willing to stay for a year to teach and assist new owner.

Listed by Jenny Flower of New England Landmark Realty LTD

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1959 Todd Hill Road Lemington VT 05903

Lemington, VT1959 Todd Hill Road

Price$1,000,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4915023

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Square Feet 1,708
  • Bedrooms 3

The sign says it all "ALMOST HEAVEN"! The property is hard to describe in words. This 3 bedroom, 2 bath home was built in 2004. The open concept kitchen/living room/dining room allows you to see the amazing mountain views and wildlife from any place you sit. There are 2 bedrooms upstairs with a 3/4 bathroom and the basement has another bedroom with a full bath, a sitting room with amazing views, a bonus room, utility room and laundry room. There is a 900 foot drilled well and a backup well with pump, holding tank, and controls on site to wash off your muddy ATVs after hitting the trails. A Generac generator with propane running to the house and garage. The garage is big enough to fit all of your toys for each season with a bonus room upstairs. This large acre (289+/-) lot will not disappoint you! There is a sand pit, 2 vast snowmobile trails ON the property (103 & 96), Willard Stream runs through it, with a surface well on site near the stream, AND two trout ponds!!! This property is ideal for the avid hunter, fisherman, ATV and snowmobiler. DO NOT miss out on this one!

Listed by Tanya Roy of KW Coastal Lakes & Mountains Realty/A Notch Above

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

84 Knox Hill Road Orwell VT 05760

Orwell, VT84 Knox Hill Road

Price$899,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4904556

  • Residential Single Family
  • Construction Existing
  • Square Feet 1,950
  • Bathroom 1
  • Bedrooms 3

269 Acres with a true restored post and beam farmhouse. 3 Bedrooms, 1 full bath, jacuzzi tub for your relaxing baths. A pellet stove in the main living area to keep you cozy. Easterly deck for your grilling and afternoon entertaining. Covered front porch to enjoy your coffee. The space over the garage is finished and seller has a quilting room. Granit counter tops, hardwood floors throughout. Long range easterly views of the Green Mountains, a nice mix of open tillable fields, pastures and mixed hardwoods including lots of maples for sap production. A local farmer uses the fields. Garden space. The property lies on two sides of a gravel road with lots of frontage. Large tract of land with so many recreational possibilities, abundant wildlife, peace and quiet. A short drive to Middlebury.

Listed by Cynthia Hollister of NY and VT Real Estate Company

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1511 Cedar Wood Drive Brighton VT 05846

Brighton, VT1511 Cedar Wood Drive, Unit _

Price$899,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4900436

  • Residential Single Family
  • Bathroom 2
  • Bedrooms 4
  • Construction Existing
  • Square Feet 2,741

Escape to the Northeast! 470 acres of untouched, unfiltered and undeveloped Vermont Beauty ready for the hilltop homestead of your dreams. With 200 acres of untapped Sugar Maple, picturesque mountain scenery, rolling pastures, apple orchards, ponds and miles of private hiking trails, Cedar Wood Drive is truly a Vermont vision. Whether you are seeking a long-term timber investment, maple sugaring opportunity, the opportunity to live largely off the land, or just a remote getaway, this property is well worth considering. Currently enrolled in Vermont's Current Use program, allowing for a significant property tax reduction in exchange for private property conservation. The home, a farmhouse constructed in 1870 offers 4 beds 2 baths, kitchen, dining area, three season porch, large family room and wood-burning fire places. The property and home have all the necessary utilities including power, septic, potable well, and Internet connection. Potential for renovation, new construction or subdivision. Property starts at the end of a class 3 road and progresses to a unmaintained class 4 road. Seller is open to Owner financing or lease to own option to all qualified buyers. Additional photos upon request. Don't miss out on this opportunity of a lifetime!

Listed by Flex Realty Group and Kate Earley of Flex Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2391 Vermont RT 153 Pawlet VT 05775

Pawlet, VT2391 Vermont RT 153

Price$696,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4927864

  • Residential Single Family
  • Bathroom 1
  • Square Feet 720
  • Construction Existing
  • Bedrooms 1

Welcome to Rush Hollow Reserve, a truly unique 410 ACRE, one of a kind property located in southern Vermont close to Manchester, 4.5 hours to NYC, 3.40 hrs to Boston. Rush Hollows offers fresh spring fed streams, ponds and the Indian River which allows for swimming holes and water for the livestock. This lovely 1000 SF post and beam home sits in the midst of valley with long range views to the south towards Mt Equinox. The farm allows for a nearly self sufficient operation with corn and hay harvested on site throughout the seasons. The forests are full of sugar maple groves with 2500 taps and potential for aprox 10,000 taps tp produce the purest Maple Syrup. In addition to the trails cut through the fields, the D & H Rail Trail which runs through the ranch is wonderful for riding horses as well as hiking and biking. Some of the pastures and fields are prepared for future vineyards and have numerous agricultural options. Most of Rush Hollow is in current use and Vermont land trust. 600 Ft Mtn top dominates the property. There is a 10 acre parcel overlooking the farm land that is not in land trust which would allow for an amazing future home and potential rental of current studio house. Large 10,000 SF barn for livestock, 80 stalls/ 6 horse stalls, horse paddock, mile of fencing around pastures. Truly an amazing and rare opportunity in southern Vermont. Come take a look.

Listed by Joseph Cajzer of Josiah Allen Real Estate,Manchester Branch Office

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

848 High Lake Road Sharon VT 05065

Sharon, VT848 High Lake Road

Price$548,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4927970

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 4,073
  • Construction Existing
  • Bathroom 3

Come enjoy this magical and enchanting Vermont waterfront retreat in the unique community of High Lake (aka Standing Pond). This contemporary Cape is a year-round, charming, and gracious home that has been tastefully updated and boasts open living spaces on the main level including a large screen porch. It is perched at the top of a yard that gently slopes down to a small, private beach and the tranquil 12-acre High Lake. The home itself is spacious, comfortable, and inviting. Recent updates include remodeled baths and new flooring throughout the main and lower living levels. There are three levels of living space allowing you and your whole entourage to enjoy all the special High Lake Club amenities including tennis, a shared beach with a floating dock, the clubhouse barn, gardens, trails, and an apple orchard, to name a few. Enjoy a swim on a hot Summer day or launch kayaks, paddle boards, and canoes, fish the stocked waters, or simply take in the abundant wildlife that inhabits the region. It truly is a special place. Please join us for an Open House this Saturday, September 3rd from 10 AM - 1 PM.

Listed by Lori Shipulski and Tyler Hall of BHHS Verani Upper Valley

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.29% last updated on 2022-09-22

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity

Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 September 29, 2022 3:24 AM EDT.

 

Pomfret Dream

6 BR, 57.55 +/- AC $1,285,000 Details

Newbury, Huge Views+Pond

Post+Beam, 27 AC $849,900 Details

 

Stratton Trail Views, 45 Ac

Frank Lloyd Wright Design  $3,950,000 Details