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. 

1699-1743 Spring Hill Road Londonderry VT 05155

MLS Number 4896058

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 12
  • Construction Existing
  • Zip 05155

Just minutes to Stratton and Bromley, this exquisite property on 115 acres places you in the center of ski country, but that is just the start of your Vermont adventure. For those seeking excitement and proximity to nature this home offers the lifestyle you have been looking for. Snowmobile out of your barn and across the fields, swim in the natural stone pool, make tracks on the motocross course, fish from your own spring-fed pond, golf on the 3-hole course, practice your aim from the skeet shooting barn and camp in the cabin. Back at the main house, revel in luxury and host with ease. Crafted from reclaimed barnwood, the lodge style great room features a magnificent stone fireplace and handsome bar. The adjacent all season room with fireplace and walls of glass offer stunning views. Prime for entertaining, the large dining room with wood burning hearth opens to a cozy gathering room for after dinner liquors and dessert around a roaring fire. Kitchen designed with stations for breakfast/coffee, food prep, après ski cocktails & hors d'oeuvres is equipped with upscale state of the art appliances; Thermador range, double oven, Subzero refrigerator, and dual wine coolers. When the day comes to a close, unwind from it all in the serene master ensuite with its stone fireplace, balcony, and copper soaking tub. Featuring 6 additional bedrooms, 11 beautifully tiled baths, 2 bonus rooms, a game room with bunks, stone pool & hot tub, and multiple barns. Make this your Vermont home.

Listed by Cheyanne Pugliese and Kim Morgan-Wohler of Wohler Realty Group

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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Falls Brook Road Killington VT 05751

Killington, VTFalls Brook Road

Price$5,900,000

Est. Mortgage: $/month

MLS Number 4888551

  • Land
  • Acreage 256.29
  • Utilities None
  • Zoning PRD-PUD

Killington CHERRY KNOLL (KCK) is 256 acres of privately held land characterized by diverse terrain with dramatic 'front & center' views sweeping over the face of Bear Mountain. An extraordinary opportunity for 'ski on and off' homesites is afforded by Killington's Sunrise Triple Chair ski lift terminal & trails covered by snowmaking located on KCK land. Killington Ski Resort has been a site for World Class events from the days of the legendary Mahre brothers & Ingemar Stenmark to the Audi FIS Women's World Cup. In addition to recreational options at Killington--KCK adjoins thousands of acres of protected land with miles of trails for year round outdoors activity; hiking, mountain biking, XC skiing, horseback riding, snowmobiling & ATV rambling. The parcel surrounds Sunrise Village complex & Falls Brook Commons with its family-friendly Cafe' at the base of Bear Mountain. Tremendous energy & optimism has been generated by $29 million dollars of improvements underway at Killington and S&P Land's "ski village" has received permits for construction. A complete revitalization of the Bear Mountain Lodge is moving forward. The Town Plan & Zoning allows for a variety of uses ranging from a Ski Village complex with hotel & restaurants to very private homesites or a generational family compound. Engineering enabling some of the options has been done. Killington CHERRY KNOLL is an unequaled opportunity to invest in Vermont with possibilities limited only by imagination.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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90 Snow Valley Road Winhall VT 05340

Winhall, VT90 Snow Valley Road

Price$4,950,000

Est. Mortgage: $/month

MLS Number 4826030

  • Land
  • Acreage 447

The slope-side of the storied Snow Valley Ski Resort presents a truly unique development opportunity for a new vision to encompass a family-oriented, four-season community resort. Drawing from the major metropolises of New York City and Boston, this 450+ acre site is poised to draw a number of hospitality, residential and recreational uses to capture increasing demand by urban residents seeking immersion in nature and the great outdoors. A buyer or equity partner will have the ability to create an authentic, architecturally significant, multifaceted venue giving nod to the great historical Adirondack camps, mountain communities and traditional Vermont homesteads. As an eco-minded boutique hotel/glamping resort, sporting club, residential community, or iconic estate property, future patrons and residents will have endless activities to enjoy in this ultimate safe haven.

Listed by Paul William Carroccio and Marek Kovac of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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294 VT Route 100 Weston VT 05161

Weston, VT294 VT Route 100

Price$4,500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4890458

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Construction Existing
  • Zip 05161

Enter the gates of a winding, wooded drive to encounter this one of a kind architect-designed contemporary in a picture book Vermont setting. Protected by 240 acres, much of it in forest management, the 5-bedroom home is light and airy, looking out on landscaped meadows and gardens, a large pond, and the surrounding mountains. The West River runs through the property which is further graced by a barn with caretaker's quarters and a screened gazebo and dock adjoining the pond. The outdoor living spaces include a heated pool and spa with covered patio and fire pit and a terrace with private garden off the master suite. The interior is a welcoming blend of spacious open concept and cozy sanctuaries. Expanded, updated, and impeccably maintained by its current owner, the house has it all: radiant heat and central air, standby generator, security system, all bedrooms en suite, elevator, office, exercise room, wine cellar, and a heated 3-bay garage. Located in the center of ski country, this premier estate is at the edge of Weston, one of Vermont's most beautiful and vibrant villages, home of The Vermont Country Store, the Weston Playhouse, Kinhaven Music School, museums, shops, galleries, fine inns and dining spots. With furnishings negotiable, farm equipment included, and an available team of service providers who know the property inside out, this is a dream of a private country retreat just waiting for its next lucky owners. All measurements approximate.

Listed by Steve Stettler of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1048 Black Hole Hollow Road Arlington VT 05250

MLS Number 4868628

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 8
  • Construction Existing
  • Zip 05250

Ian Fleming, Famed creator of James Bond, once mused in the guest register of Black Hole Hollow Farm, "Lived here like a king - an uninvited one - in fragrant and luxurious solitude" a bucolic and timeless sanctuary. This remarkable estate located on 228 verdant acres bordering both state and national forest, offers an unparalleled backdrop to an especially private hideaway. Extensive walking and riding trails are interwoven throughout. The beautiful stone mansion overlooks lush hilled lawns, two tiered ponds and waterfalls. Original house dates from 1772, expanded and designed by the renowned architect Jerome Cerny in the 1930's. The grand living room and downstairs bedrooms open onto the gardens through French doors and master suite provides private access to a poetic walled garden. There are fireplaces throughout, attached guest house, heated greenhouse, barn, cutting and vegetable garden. The estate has entertained a cast of characters including Sir Ian Fleming, spending summers finding inspiration and writing the classics "Diamonds Are Forever," "Goldfinger" and "For Your Eyes Only." Owners were Josephine Hartford Bryce, heiress of A&P, and husband Ivar rumored to be the inspiration for Bond. Easy drive to Albany Int'l Airport, Manchester and Saratoga's thoroughbred racing. Cultural activities of theatre, art, museums and dance nearby. To hike, ride, hunt, farm, fish or drive off-road in the surrounding forest. To find inspiration in a deeply rooted sense of home.

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

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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358 Andover Ridge Road Andover VT 05143

Andover, VT358 Andover Ridge Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4864436

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 6
  • Construction Existing
  • Zip 05143

Tucked away on Andover Ridge Rd you will find one of the most spectacular properties in Southern VT. This remarkable log home features 7 bedrooms and over 7,000 sq ft of finished living space. The main floor is an open floor plan that features, a large kitchen with granite counters, custom cabinetry, top end appliances and an full length of kitchen island. The kitchen opens up to the dining area and a living room that boasts a custom stone wood burning fireplace, vaulted ceilings and floor to ceiling windows that give you breathtaking westerly views for picturesque sunsets and year round enjoyment of all the changing seasons. The main floor also features a den study and an owners en suite bedroom with gas fireplace. The main floor includes multiple accesses to the large wrap around deck looking down to the pond and property. On the second floor you'll find a game room loft and 3 more bedrooms including another en suite master. Down below the finished basement has a large family/ rec room for gathering, 3 more bedrooms with another en-suite master. The lower floor is a walkout to the stone patio that leads down to the amazing lined pond surrounded by incredible stone work, walls and perennial gardens giving you a truly breathtaking setting. The pond even features a waterfall incorporated into the stone work. 72.8 acres with accessible road frontage on Weston-Andover Rd. Possible future development. Just a short distance to Weston, several ski resorts, and VAST trails.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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2210 Sugar Hill Road Wallingford VT 05742

Wallingford, VT2210 Sugar Hill Road

Price$2,250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4863567

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Construction Existing
  • Zip 05742

$500,000 REDUCTION IS AN INCREDIBLE OFFERING. TIMBERS IN THE SKY. This 2012 master piece offers awe-inspiring methods and delicate balance of building this post and beam structure, high level of finishings, rich details, and skilled craftsmanship are incredible. A collaboration of builder and owner put extraordinary effort into making an efficient home and was awarded a five-star plus rating. Sited perfectly on 27 private acres and stunning mountain views is this quintessential five-bedroom, five-bath, 5600 Sq. Ft. home features a great room and staircase that is a work of art in its self. The Douglas Fur timbers, floor-to-ceiling granite fireplace, windows that highlight the mountain views, are spectacular. The custom kitchen hosts Vermont stone products and beautiful cabinetry. Adjacent three-season porch, dining room with raised panel wainscoting, and a built-in buffet. First-floor master suite, luxury bath, and walk-in closet. The second floor features three bedrooms and a loft area office. Enter a mudroom, laundry room, and access up to a bonus room off the heated three-car garage. The lower walkout level family room, wet bar, entertainment room, and fourth bedroom are light-filled. Climate-controlled wine room for the connoisseur too. Stay at home and enjoy the 20'x40' saltwater heated pool. 12'x24' pool house is a dream with its beverage kitchen, ice machine, and half bath. Detached two-car garage for your VT. toys. Fantastic location, 12 mile to Okemo Ski area.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 4888926

  • Land
  • Acreage 607.34
  • Utilities Other
  • Zoning RESD

A Sportsman's Paradise located in a college town! This is an amazing opportunity to bring back to life an old "Lost Ski Area" that opened in 1962! Formerly known as Birdseye Mountain Ski Resort with over 600+ acres located on three connected properties featuring a 1324' vertical drop offering unlimited potential from skiing to a huge campground. Only minutes to three major ski area, Castleton University, Lake Bomoseen & Lake St. Catherine, major highway of Route 4, and just 20 minutes to Rutland, Amtrack and CapeAir. This property is surrounded by thousands of acres of State Forest property- never to be developed for complete privacy and a hunters paradise. The mountain range offers views of the northern end of the Taconics. The north face starts off gradually near the base and rises dramatically near the summit. Castleton river runs through the property with a pond that served the west facing slope which used to offer night skiing as well as day skiing. ATV trails and VAST trail close by. A camping area was built in the 1970's with an in-ground swimming pool which is no longer in use. Huge development opportunity with some creative ideas are unlimited. "An exciting opportunity to own your own Mountain in the heart of Vermont's most famous ski country and develop a "Vermont Mountain Park"

Listed by Nancy Greenwood of Watson Realty & Associates

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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29 Deeryard Road Winhall VT 05340

Winhall, VT29 Deeryard Road, Unit 21

Price$1,900,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4896195

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05340

GREEN ACRES IS THE PLACE TO BE............................................. Unprecedented views from this amazing mountain contemporary. BIG Stratton views and beyond await you on 26 rolling acres with all the recreation at your doorstep you can possibly take in, in one day. This gorgeous property is perfect for entertaining your large family or guest gatherings with many common areas inside & out. Attractive stone patios, porches and decks allow you to enjoy the scenic outdoors while almost every interior room boasts magnificent mtn views. Over the years the current owners have renovated, updated & added additional space to accommodate their active lifestyle. The enormous recreation room on the upper level overlooking the back patio is a huge feature you will greatly appreciate. Sleek kitchen w/granite counter tops, breakfast table & island. Comfortable media room, den with additional fireplace and loft office area add extra living spaces for you & your company. Plenty of sleeping accommodations on multiple levels. Wine cellar is conveniently located below the dining/kitchen. Private screened in porch. Sunken hot tub. Solar panels on the roof. Take a walk up to the upper property & after a vigorous game of tennis on a well maintained court follow the groomed path down to a beautiful, clean swimming pond 9' deep or simply jump in the outdoor shower. Enjoy walking & snowshoeing trails already laid out for you. We can't wait for you to see this extraordinary listing!

Listed by Terry Hill of Mountain Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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455 VT Route 30 Winhall VT 05340

Winhall, VT455 VT Route 30

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4893614

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing
  • Zip 05340

A truly one-of-a-kind property offering 174+ acres, ideally located in the heart of Ski Country between Bromley and Stratton Ski Resorts. This very unique property consists of a Colonial with barn and garage on 7+ acres with 50+ acres next door and an additional 117+ acres in the back, bordering National Forest and showcasing top of the world views of Stratton Mountain. The residence has true Vermont charm and allows plenty of room for kids to play in the large meadow located behind the barn. It provides a unique opportunity to stay in residence while building your Vermont Dream home(s) on one or both of the adjoining lots. This would make a great Guest House for family and friends or a nice Ski Rental for additional income. For those thinking of developing this large parcel, we can provide the preliminary plans and documentation for a 6 to 7 lot subdivision. A property like this doesn't come around often so don't miss out on this extraordinary opportunity to enjoy the peaceful beauty and the lifestyle Vermont has to offer!

Listed by Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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455 VT Route 30 Winhall VT 05340

Winhall, VT455 VT Route 30

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4893660

  • Land
  • Acreage 167.48
  • Utilities Cable - Available
  • Zoning Residential

A truly one-of-a-kind property offering 174+ acres, ideally located in the heart of Ski Country between Bromley and Stratton Ski Resorts. This very unique parcel consists of a Residential site on 7+ acres with Colonial farmhouse, barn and garage already in place that would make an ideal Guest house or income property. There's an additional 50+ adjoining acres and another 117+ elevated acres with two cleared building sites offering great views. The site located at the top of the 117+ acres borders National Forest and showcases amazing "top of the world" views of Stratton Mountain. This parcel would make an exceptional family compound. For those thinking about developing, we can provide preliminary plans & docs for a 6 to 7 lot subdivision and there's potential for further subdivision. A property like this doesn't come around often so don't miss out on this extraordinary opportunity to enjoy the peaceful beauty and lifestyle Vermont has to offer!

Listed by Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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2979 Colvin Hill Road Danby VT 05739

Danby, VT2979 Colvin Hill Road

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4881028

  • Residential Single Family
  • Bedrooms 7
  • Bathroom 7
  • Construction Existing
  • Zip 05739

Noted "Best View in Vermont"! Two Residences with Amazing 360 degree "Top of the World" perspective as unobstructed views are layered over valley's, water and countryside to a multitude of mountain ranges to sunset west, north of Killington & south to Stratton. This 30.7 acre Sanctuary shall never disappoint with a fantastic custom crafted "Old World" 3875 SF Main Residence boasting an open floor plan supporting rich tradition featuring exposed antique post & beam as well as hosting Count Rumford fireplaces in each: Great Rm Kitchen, Living Rm, Study, and Sunroom on the main level adding two others in the Master Bedroom and Tavern Room! Open Dining Rm! Nice ceiling height, beaded panels, and pine floors with a warm patina are a constant throughout. This fantastic residence offers spacious gathering areas as well as intimate rooms taking in the views. There are 4 Bedrooms plus an in-law suite upstairs and the inviting playful lower level adds recreation, storage, and a most charming reclaimed antique pub tavern! The property straddles Colvin Hill where the power lines are buried further enforcing the magic of these views which are just as impressive from the two bedroom, 1300 SF Guest House with open great room. The land level to sloping and open shall support agriculture, animals or sledding, pool and spas! Wrap around porches with screened room ideal! Generator, slate roofs, and nearby Rutland Airport. One of, if not, the MOST SPECTACULAR VIEWS available in Southern Vermont!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 2022 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 January 27, 2022.