Southern Vermont Luxury Listings

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515 West Fields Road Manchester VT 05254

Manchester, VT515 West Fields Road

Price$6,900,000

Est. Mortgage: $/month

MLS Number 4974441

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 6
  • Acreage 5.15

Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rare and exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well known as two of Southern Vermont's best, along with a dream team of highly skilled craftsmen, all passionate Masters of their own trade, and the results is quite simply....BREATH TAKING!!! The serpentine driveway is bordered by Maples, Birches, Pines and curves gracefully up to the cloistered court yard. Step through the front door into a wide foyer adorned with a gallery of floor to ceiling windows which further enhances the intimacy between the home's interior aesthetic and natural landscape. The home's showstopper has to be its jaw-dropping Great Room, thoughtfully designed as the heart of the home, this massive space accommodates kitchen, dining and living under a vaulted, 26 ft ceiling accented with hand-sawn wood beams. It features an incredible Chef's kitchen at one end and a floor-to-ceiling fire place at the other. The kitchen boasts a 17-foot book matched soap stone clad island seating for 6-8 and light filled sunny breakfast nook. With an outdoor kitchen, fire pit, built in water fall soaking pool, 5 verdant acres, tastefully blends with its idyllic valley setting, serenity is sublime!!!

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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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318 Spring Hill Lane Dorset VT 05251

Dorset, VT318 Spring Hill Lane

Price$4,875,000

Est. Mortgage: $/month

MLS Number 4971483

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 6
  • Acreage 9.4

Hidden at the top of one of Dorset's quiet lanes you will discover the epitome of timeless elegance & modern luxury in this meticulously renovated 5-bedroom, 6-bathroom 1941 Colonial. On a sprawling 9.4-acre estate, this enchanting property offers a harmonious blend of history and sophistication. 6 fireplaces evoke a warm and inviting ambiance, creating the perfect backdrop for cozy and memorable gatherings. The post & beam great room addition is a breathtaking architectural achievement. With soaring ceilings, exposed beams, and expansive windows; a seamless connection between the interior and the natural beauty of the exterior landscape. Outside, meticulously landscaped grounds beckon you to explore. Stone walls add character, while expertly crafted gardens bloom with color. The tranquil brook that meanders through the property offers a soothing soundtrack to your daily life. A short distance from the main residence you arrive at a remarkable stone and timber barn designed for all your recreational needs, by noted architect, Ramsay Gourd. Continuing down the path you arrive at the private, two bedroom/two bath, elegantly appointed guest cottage, with rear private patio to enjoy some quiet down time. Located close to the main house is the free form pool and exquisite pool house. This property is not just a home; it's a lifestyle, a retreat; an opportunity to own a piece of paradise. Don't miss your chance to make this exquisite compound your own. More information attached.

Listed by Richard Slocum of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 7
  • Acreage 320

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 Charles Mauro of Josiah Allen Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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$3,650,000

Est. Mortgage: $/month

MLS Number 4945895

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 7
  • Acreage 40.8

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

Listed by Kim Morgan-Wohler of Wohler Realty Group

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$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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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1251 West Road Manchester VT 05255

Manchester, VT1251 West Road

Price$3,250,000

Est. Mortgage: $/month

MLS Number 4976603

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 9
  • Bathroom 7
  • Acreage 7.05

Welcome to Forever Farm, a landmark property & location in Manchester Village, VT. This well maintained home is ready for family and friends - whether it be entertaining a large dinner crowd or relaxing on the front porch with a good book, this home is so versatile. The main house is comprised of 6 bedrooms, gorgeous cooks kitchen and several inviting living room spaces. The well manicure grounds give a pop of color year-round, whether it be the perennial gardens in the stone walls, colorful fall foliage on the maples, birches and fruit trees, snowcapped mountains or the spring time flowers, this home makes any season a delight. The separate carriage house with 3 bedrooms & 2 baths is a great retreat for guests. Horse stalls and outdoor riding ring, three bay heated garage, home gym & multiple ponds! This home awaits its new owner, to love and continue the tradition of Southern Vermont living. Property is being offer fully furnished & completely turn key.

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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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207 Brooks Lane Londonderry VT 05148

Londonderry, VT207 Brooks Lane

Price$3,195,000

Est. Mortgage: $/month

MLS Number 4971327

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 9
  • Bathroom 9
  • Acreage 69.2

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

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$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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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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
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 21.61

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: 7.29% last updated on Nov 22, 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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8 Melendy Hill Road Londonderry VT 05155

Londonderry, VT8 Melendy Hill Road

Price$2,499,000

Est. Mortgage: $/month

MLS Number 4970214

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 25
  • Bathroom 24
  • Acreage 8.65

Welcome to 8 Melendy Hill Road, a unique opportunity to own a historic landmark, ideally located within 15 minutes of Stratton, Bromley and Magic Mountains, and 30 minutes to Okemo. Meticulously maintained and upgraded by the current owners for 23+ years, the property offers 25 bedrooms, 24 baths with 12,617 square feet on 8.65 manicured acres in the heart of South Londonderry. (See SPIR for room details.) The original home dates back to 1826 with additions in 1870 and 1950. The property includes a detached barn with garage and storage. Mature plantings grace the beautifully landscaped grounds, and the evening twilight offers breathtaking skyline views. The original 1826 Colonial Farmhouse was the Melendy Family Homestead for 115 years, and included a dairy farm with more than 600 acres. The next owners purchased the farmhouse in 1941, converting the property into The Londonderry Inn, a full-service lodging and restaurant establishment, which they successfully ran for 35 years.The present owners are only the fourth innkeepers since 1941, and have welcomed travelers and provided seasonal lodging for almost 24 years. Local activities include nordic and alpine skiing, snowboarding, snowmobiling, hiking, biking, kayaking, fishing, golf, trail rides and much more. The West River Trail is conveniently located across the road. Enjoy shopping and fine dining in Manchester VT, summer theater in Weston and Dorset, and visit the legendary Vermont Country Store in Weston.

Listed by Sarah Nichols of William Raveis Winhall

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$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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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743 Green Peak Orchard Road Manchester VT 05255

MLS Number 4970555

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 4
  • Acreage 7.9

Beautifully designed to capture spectacular views of mountains and sunsets, this exceptional residence is situated on 7.9 open acres with guest house/barn just off of Overlook Drive in Green Peak Orchard. A traditional covered porch welcomes you as you are drawn into the view from every gathering space; living room, billiard room and gourmet kitchen. Wonderful spaces for entertaining. Kitchen features oversized island, 2 dishwashers - Bosch and Wolf appliances. Formal dining room opens to living area with wide pine floors, fireplace, walls of windows and sunny exposure. Exceptional outdoor spaces with large patio, gardens and meadow. The second floor, with en suite primary, additional bedrooms and oversized media room also doubles as an in house work-out space. It's perfect for movie night, watching the game or working out ! The quintessential Vermont red barn is the guest house, complete with open living/dining/ kitchen with one bedroom , bath and den. Exceptional construction, efficient mechanicals, and several special features. Central AC, Generator, cedar closet. Mudroom and oversize garage with storage and work space. Main house has 2 car garage and Barn has 1 garage bay plus an abundance of storage space.Showings begin on Wednesday 9/20.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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$2,400,000

Est. Mortgage: $/month

MLS Number 4965438

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 8
  • Bathroom 6
  • Acreage 187

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: 7.29% last updated on Nov 22, 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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308 Uphill Lane Dorset VT 05253

Dorset, VT308 Uphill Lane

Price$2,300,000

Est. Mortgage: $/month

MLS Number 4939833

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 7
  • Acreage 11.5

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: 7.29% last updated on Nov 22, 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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1842 Main Street Manchester VT 05255

Manchester, VT1842 Main Street

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4910977

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 11
  • Bathroom 13
  • Acreage 2.57

An enchanting history describes a homestead at Ormsby Hill beginning in 1764 that was historically used to entertain friends a family during the summer months. It was one of the first Federal style mansions to be built in Manchester. Over the years, it evolved and grew to become a luxury Bed and Breakfast Inn with a superlative reputation for hospitality in beautifully appointed guest rooms and common areas. It has always catered to the romantic getaway market with fireplaces and whirlpool tubs in every guest room. Additions were built on the North end of the original building for more guest rooms and on the South end of the building to accommodate the owners of the inn in great style. Original hearths, incredible trim on ceilings and moldings, and great architecture make this property unique in its grandeur.

Listed by Wendy Beach of Hearthside Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.29% last updated on Nov 22, 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 November 30, 2023 5:38 AM EST