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. 

25 Mountain Haunts Road Winhall VT 05340

Winhall, VT25 Mountain Haunts Road

Price$3,499,000

Est. Mortgage: $/month

MLS Number 4945895

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 7
  • Construction Existing
  • Zip 05340

Your 40 acre Mountain Playground and Stratton Mountain Estate is nothing short of EXTRAORDINARY! Recently expanded and renovated this grand lodge now boasts 4 en suite bedrooms, three stone fireplaces, huge lodge room with large beams, walls of glass and VIEWS, VIEWS, VIEWS. Gourmet kitchen, plus a 2 BR/2BA Guest House - each with unrivaled views of Stratton Mountain's trails.You'll be captivated by commanding southerly views of Stratton Mountain, surrounding ridge lines and sunset views to the west. This property is without comparison and the last rare parcel of this size near the resort. Enjoy a world of privacy and tranquility. Just minutes to the Base Lodge, you'll come home to endless outdoor fun. Bring your ATVs, snowmobiles and in summer there's a pond and tennis court. Patios, Stonework, outdoor spaces enhance the stunning location. Situated in the heart of everything the region has to offer throughout the seasons. World Class professional theater, the Manchester Music Festival, The Dorset Summer Equestrian Festival. Hiking, biking, kayaking, shopping and dining. Fall foliage, first tacks on powder days and the glorious Green Mountain Summers beckon. This one of a kind property has the essence of a true mountain lodge, set into its surroundings with a tranquil and peaceful vantage point. Adventure is at your doorstep.Additional land parcels available. Make plans to visit this newly expanded and renovated property. 8 Bedroom septic. You'll be enthralled!

Listed by Kim Morgan-Wohler of Wohler Realty Group

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$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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207 Brooks Lane Londonderry VT 05148

Londonderry, VT207 Brooks Lane

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4971327

  • Residential Single Family
  • Bedrooms 9
  • Bathroom 9
  • Construction Existing
  • Zip 05148

This extraordinary, fully furnished property boasts an abundance of amenities and natural splendor. Revel in the awe-inspiring views and the tranquil swimming pond spread across these extensive 69 acres. Delight in the winding trails that lead to 1,235 feet of pristine West River frontage, providing year-round outdoor activities for all. With three distinct residences and a charming cabin, it offers ample space for everyone to convene while relishing their individual, private retreats. The main house, steeped in history dating back to 1820, is a delightful 3-bedroom brick farmhouse showcasing a generous 45-foot-long great room that seamlessly extends to a covered patio adorned with an awning, a idyllic setting for outdoor gatherings. The newly renovated kitchen, with granite countertops, serves as the heart of the home, combining modern elegance with timeless charm. The guest cottage features an additional three bedrooms, a cozy living room, and a well-appointed kitchen with an adjoining dining area. Adjacent to the guest cottage, a spa facility awaits, boasting a ground-level private gym, sauna, and an outdoor hot tub. Ascend to the second floor to discover two bedrooms, each with a private bathroom and a shared balcony. Nestled at the property's edge, overlooking the serene swimming pond with a beach, is a rustic cabin complete with a welcoming wood-burning stove and a lofted sleeping area. Ideally suited as a family compound, this retreat offers both separation and privacy

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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353 Pine Tree Lane Manchester VT 05255

Manchester, VT353 Pine Tree Lane

Price$2,795,000

Est. Mortgage: $/month

MLS Number 4973438

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

Set on 21.6 acres of breathtaking natural beauty you'll be captivated by the expansive mountain views that surround this property. Some highlights outside this home include an in-ground heated saltwater pool, mature gardens, and for horse enthusiasts, there are pastures and a small barn. Inside, the luxury continues with radiant heat and central air conditioning, cherry floors and an integrated sound system that allows you to enjoy music throughout the home while the equipment is discreetly out of sight. This home offers four bedrooms, an expansive living room that is perfect for gatherings, three wood-burning fireplaces, and many versatile hangout spaces throughout the house. The primary bedroom is a true retreat with two walk-in closets, an oversized bathroom featuring a jetted tub with mountain views, and a screened-in sleeping porch for embracing the serene surroundings. Other features include a whole-house generator, a three car attached garage and a sound proof music room. This property offers exceptional privacy and access to trails, all while still conveniently close to the amenities of Manchester. If you're ready to make this oasis your own, don't miss the opportunity to call it home. Schedule a private showing today and experience the magic of this remarkable estate.

Listed by Katherine Zilkha of Four Seasons Sotheby's Int'l Realty

$
$
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$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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2570 Green Hill Road Danby VT 05761

Danby, VT2570 Green Hill Road

Price$2,750,000

Est. Mortgage: $/month

MLS Number 4972168

  • Land
  • Acreage 890
  • Utilities Telephone At Site
  • PricePerSqFt 3089.89
  • Zoning RR

VERMONT HILL TOP FARM ACREAGE...TOTAL of 890 ACRES, 318 ACRES in Danby (in VT current use) and 571 ACRES in Tinmouth. Large parcels like this are very hard to find. 60 tillable ac. Currently raising beef cattle. Very private and quiet location... away from traffic noise... with amazing views. The old farm house that hasn't been occupied in over 35 years. Has good bones so possibly could be saved with major renovation. Barns are in poor condition. All buildings are in as is conditions. Tinmouth span645-203-10149 Parcel #opur0003.000 OWNER WOULD LIKE TO HAVE HUNTING RIGHTS AND USE OF THE HUNTING CABIN

Listed by Josiah Allen Real Estate,Inc.

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$
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$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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528 & 540 Nichols Hill Road Dorset VT 05251

Dorset, VT528 & 540 Nichols Hill Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4965438

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 6
  • Construction Existing
  • Zip 05251

On an Eastern hillside, between two ridgelines of the Taconic Range, is Goodman Farm. It is reminiscent of an earlier time with two cottages and an antique red barn set at the edge of a spacious hay meadow just outside the village of Dorset. The 187 acres abuts Rupert State Forest with panoramic views, perennial gardens, stone walls and a small pond. Crossing the stone bridge over Goodman Brook and continuing along a carriage width trail to an upper meadow, there is an exceptional building site, which offers complete privacy and spectacular mountain views. The houses include a 2,026 s/f farmhouse built in 1850 with 4 bedrooms and a 2,160 s/f cape built in the 1980s with 4 bedrooms. May Goodman, a former owner and the namesake, was one of the founders of the Dorset Players in 1927. Over the last half century, the owners have lovingly managed the land and created an extensive trail network through the woodlands suitable for walking, riding, mountain biking, or snow shoeing. The large and majestic trees, mostly maple, are a result of a soil rich in lime. According to the forester, these Eastern facing slopes of the Taconic are some of the most productive timberland in the state. Wild elderberries, black walnuts and apple trees abound, and it is an important wildlife corridor. The property is in current use and has a conservation easement with the Vermont Land Trust. 12 miles from Bromley and 24 miles from Stratton. 4 h from New York and 3 h 18 m from Boston.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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

Jamaica, VT662 Howe Farm Road

Price$2,399,000

Est. Mortgage: $/month

MLS Number 4972272

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05343

Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities. This property is in Vermont Current Use Program, securing its natural beauty for the future. Whether you are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round!

Listed by Andie Fusco and Tara van de Velde of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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1086 West Road Bennington VT 05201

Bennington, VT1086 West Road

Price$2,225,000

Est. Mortgage: $/month

MLS Number 4952077

  • Residential Single Family
  • Bedrooms 9
  • Bathroom 7
  • Construction Existing
  • Zip 05201

Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral fields and the distant Taconic Mountain Range. The timeless and beautifully proportioned interiors feature extensive molding, solid oak flooring, eight fireplaces, nine bedrooms, seven baths, country kitchen and adjoining pantry, formal dining and living rooms. The private estate includes a three car garage, four bedroom caretakers cottage, artist studio and gunite in-ground pool. Set on the outskirts of the historic town of Bennington offering shopping, live theatre, restaurants, horseback riding and proximity to mountain and cross-country skiing. This is a rare opportunity to own an exquisite estate property with a myriad of possibilities as a family compound or country retreat. Only 45 minutes to Albany International Airport and approximately three hours to Manhattan and Boston. All measurements approximate.

Listed by Chris DeFelice and Elena Atwill of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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Birdseye Road Castleton VT 05735

Castleton, VTBirdseye Road

Price$2,100,000

Est. Mortgage: $/month

MLS Number 4980216

  • Land
  • Acreage 607.34
  • PricePerSqFt 3457.7
  • Zoning Multi

Welcome to Birdseye Resort. Envision this local ski haven brought back to life as a state-of-the-art recreational paradise. This small ski resort, steeped in history and surrounded by natural beauty, is a canvas awaiting the touch of passionate visionaries. With careful planning and strategic investment, blending modern comforts with the timeless allure of a winter retreat, this resort has the potential to become a sought-after Vermont destination. Ideally located near the Vermont State University's Castleton Campus, this venture will add to the established outdoor recreational draw of the area, and give locals and visitors alike another experience while visiting the Killington/Pico area. Additionally, with the existing trail system and remaining lift infrastructure, a camping area with an in-ground swimming pool (no longer in use) and a large designated parking lot was built in the 1970's, creating additional development potential. This exceptional 600+ acre property offers an impressive 1324' vertical drop and is a truly once in a lifetime opportunity for the right investor. Contact us for your private tour.

Listed by Joshua Lemieux of Remax Summit

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$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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$2,000,000

Est. Mortgage: $/month

MLS Number 4939595

  • Land
  • Acreage 387
  • Utilities None
  • PricePerSqFt 5167.96
  • Zoning Rec

Discover the potential of an alpine escape beyond compare in Snow Valley. Once a beloved winter destination in gorgeous Southern Vermont, Snow Valley operated largely under the radar from 1939 to approximately 1982, with a proud reputation as one of the nations very first ski areas and the very first snowboard area. The stunning 390+ acre property forms an ideal blank canvas for potential future home or family compound with all of the benefits of a resort experience. The region boasts over 120 inches of snowfall per year, truly perfect for the downhill and cross-country skiing Snow Valley was once renowned for, with its north-facing configuration of mountains that funnel snow well into the spring season. Picture-perfect vistas of Vermont countryside stretch in every direction, Snow Valley is ready to exceed every expectation. Additional 60 acre lot available - PID 00489 - Span 771-245-1019 owned by Prospect Rock LLC.

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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1176 Sandgate Road Arlington VT 05250

Arlington, VT1176 Sandgate Road

Price$1,999,000

Est. Mortgage: $/month

MLS Number 4962768

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 5
  • Construction Existing
  • Zip 05250

Enchanting 1810 riverside estate featuring 6 bedrooms/ 5 baths set high on 21.85 park-like acres. Take in the majestic clear waters and the mountain vistas of the green river valley while relaxing on the veranda. Exquisitely updated farmhouse, expansive renovated barn with guest suites, office and studios, three-car heated garage, dreamy tree house and so much more. Meadows and fields to gaze upon, while you breathe the fresh Vermont air, allow for every day to be exceptional. The custom kitchen offers a Viking gas range and refrigerator, marble countertops, large pantry and open woodfire oven for the catch of the day. Easy flow from the kitchen, dining, living, patio, study, first-floor bedroom and bath. The second level offers two suites and a fourth bedroom. An impressively renovated barn with original vaulted ceilings features two additional guest suites with kitchens, two large studios or office spaces, and large lower-level workshop with French doors. The heated garages and other outbuildings make for easy living. Escape from the hustle and bustle of life is found in the vastness of open space and the serene presence of lush green mountains. Alternatively, one can opt to work from home alongside a tranquil river, enjoying the convenience of high-speed internet. Ready for the next stewards. Don't miss the rare opportunity to make this magnificent estate your own. Some furnishings included.

Listed by Margretta Fischer of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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West Hill Road South Jamaica VT 05343

Jamaica, VTWest Hill Road South

Price$1,900,000

Est. Mortgage: $/month

MLS Number 4960034

  • Land
  • Acreage 591.09
  • Utilities None
  • PricePerSqFt 3214.4
  • Zoning Rural

This 600+/- acre private, unrestricted property is located in the Southern Green Mountains in the town of Jamaica, Vermont near Stratton Mountain, Bromley, and the newly reconstituted Magic Mountain ski areas. The Southern Green Mountains region is a combination of High Peaks, high plateaus, and the property has a steep drop off to the west allowing dramatic view from its two peaks, one of which is a named peak of College Hill with its 2,100' elevation. College Hill is a woodland property that has not been timbered since before the owners purchased the property in 1953. There are 3 small streams that originate on the property and run into Ball Mountain Brook which feeds the West River. A variety of trails run throughout and one terminates at the top of College Hill offering incredible views. Old logging roads on the property can be used for a variety of recreational activities, including mountain biking, snowshoeing, and hiking. A forest management plan describing the various timber stands is available. The property is not in the VT Current Use program. Jamaica is known for its picturesque landscapes and natural beauty. The area is surrounded by the lush Green Mountains, which include pristine forests, and meandering rivers. If you enjoy outdoor activities like hiking, skiing, fishing, or simply appreciating nature, Jamaica offers a stunning backdrop for these pursuits.

Listed by Wade Weathers and Averill Cook of LandVest,Inc-Burlington

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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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970 Town Farm Road Ludlow VT 05149

Ludlow, VT970 Town Farm Road

Price$1,850,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4981008

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05149

Quintessential, four-bedroom Vermont farmhouse on more than 54 acres with a combination of open, gently sloping and wooded acreage. Tastefully updated and restored with integrity. Enjoy the beautiful, private setting with a pretty ridge view, overlooking the pond, yet minutes to Okemo and village amenities. Large country kitchen with breakfast bar includes cottage cabinetry, stone counter tops, new stainless steel appliances, and original maple floors. Open kitchen/dining/living design highlighted by a floor-to-ceiling stone fireplace, exposed period timbers, wood floors and cathedral ceiling. Main level bedroom is accented by wide board floors and an adjoining office space. Primary bedroom suite includes bath with stone counter top, wainscoting and oversized glass-enclosed shower. Two additional bedroom suites include exposed period beams, cathedral ceilings and loft area. Large separate family room offers additional entertainment spaces. Attached one-car garage leads into a customized mudroom with numerous built-ins. Exceptional outside spaces feature a covered porch with hot tub, screened-in porch off the kitchen overlooking the spring fed pond with irrigation system and a delightful sledding hill. Energy-saving features include electric car charging station in the garage, solar panels and spray foam insulation. An exceptional property.

Listed by Suzanne Garvey of Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 February 29, 2024 10:24 AM EST