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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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122 Jaquith Road Weston VT 05161

Weston, VT122 Jaquith Road

Price$2,479,000

Est. Mortgage: $/month

MLS Number 4999631

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,683

This meticulously crafted, private four-season property offers a luxurious oasis. With direct access to the abutting Green Mountain National Forest, which offers VAST (snowmobile) access and hiking trails, the property is perfect for cross-country skiing, running, mountain biking, and long, quiet walks. Enjoy stunning sunsets over Bromley and Styles Peak, and be captivated by the tranquil sunrises that come up over the expansive butterfly meadows and from your kayak on the private trout pond. The open kitchen and living room, complete with a wood-burning fireplace, create a perfect space for entertaining. The house features hand-hewn beams throughout the well-appointed interior. After a day of skiing at Stratton, Bromley, Magic, or Okemo-all within a 30-minute drive-return to the comfort of your private retreat. Enjoy relaxing in the hot-tub, surrounded by a fresh blanket of snow, under the clear starry Vermont sky. The lower level features a bonus room and a gym, adding to the home's many amenities. Additionally, the home features high-speed WiFi, central air conditioning, and a level two car charger in the three car barn with art studio on the second floor, blending modern convenience with rustic charm. All of this is just a short drive from historic Weston, Vermont. -No drive-bys please -full time residence.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

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%
$/month over payments
Federal 30-year interest rate: 6.99% last updated on Jun 6, 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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55 Dunn Lane Dorset VT 05251

Dorset, VT55 Dunn Lane

Price$1,950,000

Est. Mortgage: $/month

MLS Number 4997423

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,120

Classic three bedroom post & beam design built in 2001 by Mert Cross with open floor plan, cathedral ceilings, and reclaimed chestnut hardwood flooring offered on private 13.26 acres lot with scenic mountain views. Truly a one of a kind spectacular setting: meandering driveway, old stone walls, pretty view vistas. Recent high quality improvements include: brand new Marvin windows throughout and floor to ceiling french glass doors. Many fine features including: custom stone exterior on lower level, reclaimed chestnut hardwood flooring, central air conditioning, generator, elevated metal sun deck. Main level consists of living room (23x16), kitchen (13x13), primary suite, guest bedroom, second full bath, laundry room/pantry. The kitchen has attractive slate counter tops, oversize farm sink, and lots of windows. The first floor primary suite offers a vaulted ceiling with dormer windows, standard closet with built in's, luxurious steam shower and custom vanity. Second floor includes a bedroom with on suite half bath, and open loft area (15x14) perfect for reading a book or working out. Lower level is heated, has 10 ft ceilings, mudroom, half bath, three horse stalls, padded flooring, tack room, utilities room. There is a full size garage door for door for interior access. This home is offered full furnished. Broker assisted showing period to begin 5/30 - 6/9, all offers being accepted starting 6/10.

Listed by David Halligan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.99% last updated on Jun 6, 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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7537 Main Street Manchester VT 05255

Manchester, VT7537 Main Street

Price$2,600,000

Est. Mortgage: $/month

MLS Number 4996692

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,236

The Upland Farmhouse offers the perfect marriage of rural living with modern amenities. This gem has been blessed with a complete overhaul by Vermont Country Builders. Local materials like Danby Marble, oak flooring and hand-hewn timber salvaged from a centuries-old Vermont barn successfully combine Vermont charm with undeniable elegance. Every detail has been considered when crafting this masterpiece including a custom-welded stair rail and high-end fixtures. But a Vermont farmhouse wouldn't be complete without sweeping mountain views and the kind of privacy that only nature can provide. The meticulous attention to design on this property's overhaul extends to its stunning 14-acre lot that includes a lush lawn, thoughtfully considered landscaping and a beautiful driveway that invites you to meander up and stay a while. When you do want to venture out, the convenient location of this home situated near the Country Club, Golf Course, the shops and restaurants of Manchester as well as the numerous cultural attractions including the Southern Vermont Arts Center, Dorset's renowned theater and Horse Show will make you feel like you have it all at your fingertips-a community worth embracing and a magnificent sanctuary to welcome you home. With a few exceptions, the home will be sold furnished. Please note that proof of funds or a prequalification letter is required to view the property and a 24-hour notice is appreciated. Security cameras on site.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.99% last updated on Jun 6, 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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73 Dorset Orchard Road Dorset VT 05251

Dorset, VT73 Dorset Orchard Road

Price$1,795,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4988029

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 5,120

Exceptional Country Estate spanning 12.63+/- acres in Dorset Orchard showcasing lovely mountain views. The sweeping driveway flows through the thoughtfully landscaped grounds with split-rail fencing and leads to a five bedroom, five bath Contemporary home with two-car barn-style garage. Dramatic, exposed beams, an impressive stone fireplace and floor-to-ceiling windows with views of Mount Aeolus and Owl's Head enhance the open living/dining area and galley kitchen. The pastoral views invite you to "rock" and renew the spirit on the wrap around covered decks, with an awning extension on the West side. The expanded en suite primary bedroom features a full bath, whirlpool tub, indoor swim spa, workout room and private balcony. The spacious lower level surprises with a billiard room, a large playroom/tv area, three bedrooms, two bathrooms and a private entrance. The garden area with 13 raised beds for blueberries, herbs and veggies is steps away from the enchanting garden office. Nearby, a small barn and garden shed offer great storage and there is even a playhouse for the kids! The artfully sited two-bedroom guest house with fireplace, sunroom and two-car garage is perfect for additional guests or caretaker/investment use. Just one mile to the picturesque Dorset village. Dorset also offers hiking and mountain biking trails, a summer farmer's market and a pristine quarry for swimming. 20 minutes to Bromley Mountain and 45 to Stratton and Okemo. *Accepting Backup Offers*

Listed by Geralyn Donohue of Engel & Volkers Okemo

$
$
%
$/month over payments
Federal 30-year interest rate: 6.99% last updated on Jun 6, 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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583 Hapgood Pond Road Peru VT 05152

Peru, VT583 Hapgood Pond Road

Price$1,550,000

Est. Mortgage: $/month

MLS Number 4981567

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 4,905

Two homes on one property with so many possibilities! A savvy buyer will appreciate the value of over 6800 finished square feet, 8 bedrooms and 4 plus a half bathrooms in total, and over 2000 square feet of insulated, heated areas awaiting finishing with your vision. Do you have some home industry ideas? Created by a local craftsman and on the market for the first time delighting all with wonderful wood detail in the main house including playful nooks, levels and custom built-ins. A vibrant sun porch absorbs the winter warmth through tall glass panels and a screened porch on the shady side invites respite on a lovely Vermont summer evening overlooking the pond and gladed green woodlands. The freestanding three bedroom guesthouse with permitted separate septic and well is housed comfortably in a red New England barn complete with oversized windowed cupola. A detached 4 bay garage houses any mechanical or recreational needs.There are over 10 acres consisting of lawn, pond, stone walls and forest located close to the National Forest trail systems and Bromley, Stratton, Magic Mountains, Wild Wings XC, and Hapgood Pond. Any furnishings pictured are visually staged. All measurements approximate.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.99% last updated on Jun 6, 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: 6.99% last updated on Jun 6, 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: 6.99% last updated on Jun 6, 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$2,475,000

Est. Mortgage: $/month

MLS Number 4971327

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • 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: 6.99% last updated on Jun 6, 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: 6.99% last updated on Jun 6, 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: 6.99% last updated on Jun 6, 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: 6.99% last updated on Jun 6, 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: 6.99% last updated on Jun 6, 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 June 12, 2024 3:27 PM EDT