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 9
  • Bathroom 12
  • Construction Existing
  • Zip 05155

If came to Vermont for the winter, just wait until you experience a Vermont summer. Located minutes from Stratton Resort, this 115+/- acres property only gets better in the warm season. For those seeking excitement and proximity to nature this home offers the lifestyle you have been looking for. Explore the outdoors, 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 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 and hors d'oeuvres is equipped with upscale state of the art appliances; Thermador range, double oven, Sub-Zero refrigerator & dual wine coolers. When the day comes to a close, unwind in the serene master ensuite with its stone fireplace, balcony, and copper soaking tub. Featuring 8 additional bedrooms, 11 beautifully tiled baths, a game room with bunks, stone pool and hot tub & multiple barns. Experience a lifestyle that matches the caliber of this property.

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

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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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999 Route 30 Rupert VT 05761

Rupert, VT999 Route 30

Price$3,995,000

Est. Mortgage: $/month

MLS Number 4904677

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 7
  • Construction Existing
  • Zip 05761

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 Josiah Allen Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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25 Mountain Haunts Road Winhall VT 05340

Winhall, VT25 Mountain Haunts Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 4945895

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

This private setting on 40 acres is nothing short of EXTRAORDINARY! An iconic Stratton Mountain estate with a newly expanded and renovated grand lodge, a guest house - each with unrivaled views of the Stratton Mountain trails. The upscale addition & renovation of this Pearl Buck property is just minutes to the StrattonMountain Base Lodge. With commanding southerly views of Stratton Mountain and surrounding ridge lines with sunset views to the west, this dramatic 4 bedroom/ 4.5 bath lodge is without comparison and the last rare parcel of this size near the resort with a world of privacy and tranquility. Three stone fireplaces, large beams, walls of glass and VIEWS, VIEWS, VIEWS. Additional 2BR/2BA Guest House, garage, pond and tennis court. Patios, Stonework, outdoor spaces.enhance the stunning location.Additional building sites available. Situated in the heart of everything the region has to offer throughout the seasons. World Class professional theater at Weston and Dorset, 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 parcels available. Make plans to visit this newly expanded and renovated property. 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: 6.42% last updated on Mar 23, 2023
* 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$2,750,000

Est. Mortgage: $/month

MLS Number 4939595

  • Land
  • Acreage 387
  • Utilities None
  • 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

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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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$2,600,000

Est. Mortgage: $/month

MLS Number 4905858

  • 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

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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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$2,500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4917068

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

Magnificent Offering... Quintessential Dorset Farm! 187 pristine acres in the heart of Dorset on coveted Nichols Hill! Mixture of beautifully managed meadows, sugarbush, woods, stream and pond in Current Use and The Vermont Land Trust. Equine or agriculture friendly with access to all lands through myriad of groomed trails. Incredible panoramic views are distant and intimate. Lovely Goodman Brook meanders thru the property and there is a small pond. Two very well appointed homes include the original farmhouse, a newer constructed cape, a large P&B antique barn and outbuilding in a picturesque tranquil setting. A 1850 2026 SF Colonial and a 1980 2160 SF Cape totals 4,186 finished square feet offering 8 bedrooms between the two homes. Understated elegance. Healthy Forestry Plan. Sellers have gone to great lengths to preserve the property and habitat. Vermont Land Trust owns the development rights but there is the ability for one more homestead within the property. Perfect for a family compound or off-set income potential. Forestry and Land Trust Docs available upon request. Superb View Setting... Bike Ride to Dorset Village... this is the ultimate offering base toward an amazing Dorset Compound!

Listed by Josiah Allen Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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305 Birch Hill Drive Manchester VT 05255

Manchester, VT305 Birch Hill Drive

Price$2,200,000

Est. Mortgage: $/month

MLS Number 4927884

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

Peacefully relax on your back deck and enjoy the views of Mount Equinox from your own 28 acre oasis privately located off Manchester West Road. This unique property has everything you have been looking for in Vermont. The property features a main residence with air conditioning, 4 bedrooms; one being a first floor suite and a second floor primary with updated bath and walk in closet, a great room, two fireplaces, covered porch and back deck with outdoor grilling area. Many outbuildings and a detached 1 bedroom guest suite. You can enjoy a network of meticulous trails and manicured grounds, numerous garages and all with the convenience of Manchester Dorset and the Mountains. Snowmobile, hike, ski or ATV right out your back door to the trails. There is a cleared private gazebo area with a oversized fire pit. The expansive yard has a clubhouse, basketball/ pickle ball court, shooting rage and bocce ball court. Acreage also has access off of Three Maple Drive and can be further subdivided to suit the buyers needs in many different ways. A must see-- not often does property with so much to offer and potential come around in Manchester.

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

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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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
  • Water View
  • 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 and Tammy Howard Davis of Watson Realty & Associates

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$
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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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612 Cold Spring Road Shaftsbury VT 05262

Shaftsbury, VT612 Cold Spring Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4927054

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 5
  • Construction Existing
  • Zip 05262

This Classic New England Colonial Farmhouse from the 1800's set on 86 acres underwent a complete renovation and updating, without removing any of the original charm, and the results are the sublime elegance reflected in its 10 major rooms. The Library, Livingroom, and Entryway feature beautiful decorative window and door trim, wide planked wooden floors are seen throughout the house. There are five bedrooms, three with ensuite baths, two additional bedrooms sharing a hall bath, and an office with its own bath. The completely redone cook's kitchen features a farm sink, wine rack, six burner range, Miele microwave/convection oven and marble countertops. Custom lighting illuminates the large dining area. Both the Library and Dining area have fireplaces with slate surroundings. The screened porch with its garden, field and mountain views and open on three sides, is accessible through French doors from the Living room. The house is surrounded by beautiful landscaping, with colorful perennials into the fall, with groves of maple trees described as "one of the most beautiful dooryards in Southern Vermont." A stone wall curves around the back of the house with two sets of stone steps which lead up to the sugar house (now a potting shed) and the pool area. The property also has a recently improved three-bedroom guest house with a gas burning fireplace, front deck and back patio with views of gardens, fields and mountains. A three-story barn and long shed round out the property.

Listed by Kelley McCarthy of Mahar McCarthy Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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330 Rupert Hill Road Pawlet VT 05761

Pawlet, VT330 Rupert Hill Road

Price$1,650,000

Est. Mortgage: $/month

MLS Number 4866985

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Construction Existing
  • Zip 05761

This 55 acre family compound with fabulous views can accommodate alpacas, sheep, goats and horses. The home takes advantage of views throughout the four en-suite bedrooms, open living spaces and country kitchen. This property has been totally renovated, with a new standing seam roof, radiant heat, and new septic, windows, and doors. It has six outbuildings for housing animals, including one Morton building. All facilities are equipped with automatic waterers with immersible heaters. There is a large barn capable of housing four vehicles and 1,000 bales of hay. It also serves as the workplace on the farm. The pastures are fenced allowing for different size paddocks, depending on which gates are open/closed. The views are magnificent, with 900 feet on the Mettawee River, a lovely trout stream, and a fishing lodge. The home takes advantage of gorgeous views, open living spaces and a country kitchen. A piece of heaven in Pawlet, Vermont, just waiting to put your touch on it.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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East Mountain Road Killington VT 05751

Killington, VTEast Mountain Road

Price$1,650,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4853400

  • Land
  • Acreage 28.18
  • Utilities None
  • Zoning PUD

This is a unique opportunity to purchase a 28+ acre PUD offering direct ski in ski out access to Killington ski trails. Some sites would access the Great Eastern ski trail, while others would access Home Stretch. Seven homesites with individual wells to be drilled and 4-bedroom mound septic systems to be built have been designed and an 8th parcel of common area together received town and Act 250 approval in 2016. Because no building has begun, this permit would need to be renewed before work could begin. All design and permit documentation has been recorded and is publicly available. Think of the possibilities. Call now for more information and/or a tour of the property.

Listed by Heidi Bomengen of Prestige Real Estate of Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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000-5 Forrester Road Jamaica VT 05343

Jamaica, VT000-5 Forrester Road

Price$1,499,900

Est. Mortgage: $/month

MLS Number 4940191

  • Land
  • Acreage 204.37
  • Utilities None
  • Zoning Residential

Property has a total of 201.37+/- acres, however, part of this property has a 134.37+/- acre parcel MLS#4940187 and a 67+/- acre parcel MLS#4940189. The 67 acre parcel has 11.3 acre Forrester Pond almost entirely on that parcel. This property would be perfect for development, investment, multi-family or single family dwellings. Permits will be necessary for development of this property. Current owners had begun the Act 250 process but it was never completed. Any documents the current owners have can be made available to an interested buyer/s. There are at least two drilled wells on the property done as a prerequisite for an Act 250 permit. There is approximately one mile of gravel road into the property and a large gravel pit. One of a kind large parcel properties remaining in Jamaica only minutes to Stratton Mountain Sun Bowl and within a short drive to three other major ski areas including Mount Snow, Magic Mountain and Bromley. Located on a beautiful country road and close to all major recreational activities available in Southern Vermont. Owner is willing to sell up to 5 lots with the sizes of the acreage to be decided by the purchaser/s.

Listed by Ginny Read of Read Realty LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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 2023 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 March 25, 2023 7:08 AM EDT