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Hidden away on private parcels, at the end of a private lane, and perched upon mountain ridgelines, you’ll find the most extraordinary Vermont estates. Experience privacy and views, enjoy the amenities of guest houses, pools, tennis courts, stables and much more. Explore expansive parcels of woodlands, meadows, and ponds where you can hike your private trails in the summer or Nordic ski and snowmobile in the winter. Make the most of your time in the Green Mountains, relax in elevated comfort and entertain friends and family on a grand scale. These listings offer the amenities you are looking for in a Vermont Mountain Estate.

Beautiful Vermont Estates for Sale

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583 Hapgood Pond Road Peru VT 05152

Peru, VT583 Hapgood Pond Road

Price$1,675,000

Est. Mortgage: $/month

MLS Number 4981567

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,905

A distinguished country homestead built and designed by a local craftsman is on the market for the first time. The timeless sense of an English Cottage with divided windows, wood shake roof, inviting nooks, and custom built-ins charmed by warm wood detail that is dispersed throughout. The main house encompasses several unique spaces including the south facing, brick-floored sunroom and a screened porch overlooking the pond and gladed woodlands. Upstairs two of the bedrooms have dedicated bathrooms, one with a loft, the other with a spacious custom-built closet while the guest bath serves the 2 other bedrooms. So many possibilities for the 3rd level wood paneled bonus room; hobby room, studio or 5th bedroom in addition to a home office with a private entrance at ground level. A 1920 sq ft three bedroom guesthouse with permitted separate septic and well is housed comfortably in a red New England barn complete with oversized windowed cupola. Do you have some home industry ideas? Finish developing the oversize workshop into living or working space in the additional 2000 sq ft. A detached 4 bay garage houses any mechanical or recreational needs.There are over 10 acres consisting of lawn, field, pond, stone walls and forest. Set just a stone's throw from Peru Village and close to the National Forest trail systems, Bromley, Stratton, Magic Mountains, Wild Wings XC, and Hapgood Pond. So many possibilities! Any furnishings pictured are visually staged.

Listed by Nancy Jensen and Lavinia Lee Brown of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 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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308 Hubble Road Peru VT 05152

Peru, VT308 Hubble Road

Price$1,600,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4980593

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 3,997

No Showings or Drivebys MLK Weekend. Showings start Noon Monday. And you are not seeing double. The home is sandwiched between a 12 mile unobstructed view of Stratton Mountain and the in the backdrop is Bromley Mountain less than a mile away! This deluxe country home is transformational. As a vibrant ski house, the home graciously expands for the never ending parade of family and friends to share winter activities and traditions. In the intimate mode, you might find yourself sitting quietly on the deck one summer day, after hiking the Catamount trail or National Forest accessed just beyond the spring fed pond, soaking in the magnificent views and cherishing the privacy. Sunshine beams in through the gabled facade into the Great Room due to great southern exposure and with almost 25 acres to embrace, the house is a true Vermont Country Home. A recent addition and remodeling contributed to the winning layout and flow that is the special sauce that makes this home really come together. Enjoy the heated attached garage for convenience, but realize there is a separate 3 bay car barn to house boats, tractors, ATV's or your choice of indispensable toy. Stairs ascend to a large open room. The home also offers a whole house generator, smart thermostats, heat pumps, security, 1 Gb fiber-optic hi-speed internet, and acres of underground pet fencing. Located close to Manchester's restaurants, shopping, arts and activities.. but once you arrive here, who would want to leave.

Listed by Nancy Jensen and Lavinia Lee Brown of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 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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507 Benson Road Manchester VT 05255

MLS Number 4973539

  • Commercial
  • Year Built 1890
  • Acreage 69.08

Shovel ready Glamping/Event Project with in-hand permit for 40+ 4 season glamping units. The project aspires to create a sustainable, immersive, and enlightening retreat experience by harnessing the inherent natural beauty and recreational opportunities available on the Property and in the surrounding region. Our primary goal is to offer guests a distinctive opportunity to connect with both nature and the local community. In addition to this primary objective, the Project will also host a diverse range of events, including weddings, corporate retreats, cultural gatherings, and business conferences. Boorn Brook Farm has a storied history, with its origins dating back to the 1790s Farmhouse and the iconic 1820s Barn. Over time, it has evolved into a secluded country estate. Nestled adjacent to the Green Mountain National Forest, the estate was acquired in 1999 from the Shelburne Museum as part of the estate of Marion Gould Pleissner. She had been the proud owner for over five decades and was the spouse of the renowned outdoor hunting sports artist, Ogden Pleissner. Notably, Pleissner's studio once occupied the Barn, and its legacy has been preserved at the Shelburne Museum in Burlington, VT. Today, the estate stands as a multi-generational private sanctuary and an exclusive estate, bounded by Bourn Brook to the north, and surrounded by the lush expanse of the Green Mountain National Forests and the tranquil Lye Brook Wilderness to the east, south, and west.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 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
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,218

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 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
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,569

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: 6.94% last updated on Feb 29, 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
  • Construction Existing
  • Bathroom 9
  • Square Feet 8,054

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: 6.94% last updated on Feb 29, 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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33 Forest Haunts Road Winhall VT 05340

Winhall, VT33 Forest Haunts Road

Price$1,795,000

Est. Mortgage: $/month

MLS Number 4969325

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,640

Nestled in the woods on 20 private acres, you'll find a unique opportunity to purchase a French country manor at the heart of the Stratton Resort. It's located by the North Branch Ball Mountain Brook, offering the peaceful sounds of cascading water from the mountain. The property features stone walls, gardens, a pond, and a slate patio, all just a short 5-minute drive from Stratton Resorts for skiing and golf. Inside, a welcoming entrance sets the tone for a Vermont lifestyle. The living room offers river views, a wood-burning fireplace, and doors to a slate patio. The kitchen boasts Pierre Cardosa French limestone countertops, a spacious island, stainless appliances, a pantry, and a breakfast nook. The primary bedroom provides a retreat with a gas fireplace, an en-suite bathroom, built-in closets, window seats, and tasteful tile work. Three additional guest suites include unique touches like a copper sink and countertop, Margot fixtures, custom built-ins, and a third fireplace. Additional features include a sauna, alarm system, central vacuum system, water filtration system, cedar shake roof, copper gutters, and a 2-bay garage. This property captures the essence of Vermont living, blending natural beauty with comfortable living. Stratton Sports Center available, purchaser to pay transfer fee.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 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$2,160,000

Est. Mortgage: $/month

MLS Number 4965438

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 5,699

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 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: 6.94% last updated on Feb 29, 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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132 Landgrove Road Landgrove VT 05148

MLS Number 4958334

  • Commercial
  • Year Built 1810
  • Square Feet 9,730
  • Acreage 23.7
  • PricePerSqFt 287.77

A RARE SPECIAL OPPORTUNITY- "Charming, picturesque, dynamic, caring, and friendly"-That is the mountain town of Landgrove where the historic, beautiful and well maintained Landgrove Inn and InView Center for the Arts are located. Within minutes of 4 ski areas, this 9730 sq ft Inn is convenient for all winter activities. The spring, summer and fall have become key desired times for hiking, biking, foliage and "relaxing" enthusiasts. In 2009, the InView Center for the Arts was built adding another 1815 sq ft of valuable space. Yearly, it hosts 30-35 four day/five-night popular art workshops-With a limit of 15 per course, all stay at the Inn for lodging and meals. This dynamic adds greatly to the value, sustainability and appeal of normal Inn operations. This, along with the location and quality of the Inn, is certainly one of the factors that adds to this as a going concern of value. With 23 acres of land, a pond, and Utley Brook frontage, this must-see property is indeed special and hosts events from weddings to special family /friend celebrations to corporate retreats to outdoor clubs. The Inn has had only three owners in its long history with the present owner there for 21 years of care. Many of the 16 rental rooms have been upgraded in recent years. There is also an Innkeepers 3 room apartment. The country restaurant seats 45 plus comfortably. New generator in 2023--new roof on 1/2 of Inn in 2022-- beautiful updated pool--with pickleball courts coming! This is Vermont.

Listed by Chuck Sweetman of Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 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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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
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,500

  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 Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 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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308 Uphill Lane Dorset VT 05253

Dorset, VT308 Uphill Lane

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4939833

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 8,835

Built in 1989 by famed author John Irving as a private home oasis for his family, this home does not disappoint. Intentionally built and designed to maximize views from every room in the home. With privacy from street, a heated pool, tennis court, and indoor sauna, your home becomes your own personal resort. Entertaining is a breeze with the open floor plan. Everyone can enjoy the preparing of meals in the large chef's kitchen seated nicely next to the dining room with a gorgeous propane fireplace. After a meal retire to the great room with the wood burning fireplace and large windows to views. Speaking of views, did you see the views? On the second floor, you will find the primary suite which comes complete with a large sitting area, separate dressing room, and an expansive bathroom with jetted tub and separate shower....and views! Three additional bedroom suites, laundry room and a bedroom/office space complete the second floor. The third floor offers another bedroom suite with separate TV room, full bath (room to add a small kitchen) and an additional exterior stairway in addition to the interior stairway. In the warmer months, enjoy your own heated swimming pool and a game of tennis. All measurements are approximate. The road you see in the picture is the newly paved driveway, home is private from the road. Be sure to watch the video! Current owner has made many updates and improvements.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on Feb 29, 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 March 4, 2024 5:39 PM EST