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Vermont Homes with 5+ Bedrooms

Big is big. There is little more frustrating that owning a house that cramps your style and family. Here are houses with at least 5 bedrooms.

How sweet it is to stretch out in Stowe, know better in Burlington, shoot for the stars in Rutland. Vermont real estate gives you what you need and the bigger houses can generously offer everyone a room of their own. Whether you've got a lot of kids, guests or just want those extra rooms to work and live in, here's the ticket to ride. Search for just the right VT homestead or second home for you and everyone so you have all the space you need to relax and enjoy your home. Whether in Charlotte, Woodstock or Manchester, go big.

Search for Vermont homes with over 5 bedrooms. To save your favorites, register with us and get email notifications when similar properties are posted. Already have an account? Log in here.

For more information, any questions you make have & to schedule a show, please feel free to contact us.

506 North Hill Road Stowe VT 05672

Price$10,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4721679

  • Residential Single Family
  • Construction Existing
  • Bathroom 16
  • Bedrooms 11
  • Square Feet 17,218

Casual luxury beyond the imagination. Strategic location. Oasis of privacy. This home epitomizes the rustic modern country experience. Ever-unfolding, exquisite, & artful. Stone walls, hardscapes, ledge outcroppings, curated plantings, woodland paths, streams, & deep interconnected ponds. Interiors of fir and cedar, stone, glass, & steel. Visual indulgence, aural signal, & tactile feedback pleasures at every turn. Softness of bush-hammered stone, thud/click of massive metal door, solid ring of steel framed steps. Yacht-like fit & finish. Tower suite with separate baths, & lounge & exercise aerie. Lavishly appointed guest house of timber, stone, and steel. Envelop yourself in wonder and solitude. Stainless steel and Ipe bridge through hemlock forest to copper & stone clad gallery/studio with fully translucent roof, heart pine, steel-framed fenestration, & elevator to subterranean gallery. Stream & waterfall flow beneath gallery. Friends & family euphoric; discovery & intrigue endless. Elevated level of design, materials, & composition throughout. Discerning balance of rustic & refined. The attributes & amenities found in this exclusive compound are unmatched. Heated garages for 12+ vehicles. Equipment barn with car wash. Staff quarters over garage. Extravagant mini golf. Sunken hot tub with glass cube warming hut. Own this legacy. Live this fantasy. Captivate family & guests with this magical experience. A lifetime of memories awaits.

Listed by Geoffrey Wolcott of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2358 Long Hill Road Woodstock VT 05071

Price$5,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4475560

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4,165

The 468-acre Birch Tree Farm is an unparalleled family recreational retreat offering privacy and a vast array of activities within eight miles of Woodstock. The five-bedroom main lodge offers a generous open floor plan with a well-appointed kitchen and a great room featuring an impressive floor-to-ceiling fieldstone fireplace and tall windows framing the Ottauquechee River Valley. An expansive deck faces the view overlooking the infinity pool, stocked pond, apple orchard and meadow. The three-level bank barn is finely finished in fir, oak and pine with 7 box stalls on the first level, and an extraordinary recreation and media room on the 2nd level. Miles of carriage-width trails connect to the GMHA trail networks, and to the top of 2,409 foot Old Baldy Mountain with 360-degree views and a small private cabin at the summit. Landscape design by Shep Butler includes an orchard of 110 productive apple trees with varieties such as Macoun, Empire, Cortland, Spartan and Macintosh.

Listed by T Story Jenks of LandVest, Inc/Woodstock

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

77 Tamarack Heights Road Stratton VT 05155

Price$4,495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4764385

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 6,486

An extraordinary opportunity to own this spectacular mountain side Stratton home! With incredible views, the ability to ski in and ski out on the surrounding trails, and open living floor plan, this extraordinary 6 bedroom, 6 bath home has everything you need to have the full Stratton Mountain experience. Watch the fireworks over the mountain right from your deck. Sit by the stone hearth fireplace after a day of skiing. Fire up the BBQ, relax and take in the magnificent valley views from the deck after a day of hiking. This spacious 8,000+ sqft home can comfortably accommodate all the entertaining you will want to do at this exquisite Vermont Mountain Retreat!

Listed by Kim Morgan-Wohler of Wohler Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5000 Route 106 Reading VT 05062

Price$3,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4738758

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 7,982

The right dose of Vermont living: high meadows, mountain views, in the heart of horse country near Woodstock, end of the road, and complete privacy. Warner Hill Farm's beginnings as a late 1700's sheep farm have been transformed into a comfortable, but distinguished property that has been on the cover of House Beautiful and featured in Architectural Digest. Today, this well-stewarded property, with its own helipad, is sited on 120 acres and is one of the most exceptional properties in Vermont taking inspiration from Old World elements including a gracious courtyard, Dutch gables, and formal gardens. A gated one-mile drive wends up through the trees to open on to a verdant landscape of rolling meadows and ponds. To the west there are expansive views of the mountains and lavish sunsets. The home has a gourmet kitchen, five bedrooms, 6.5 bathrooms and spacious living spaces. Connected by a breezeway is a guest room ensuite. Behind the house is a stone patio next to a deep, clear pond fed by a cascading waterfall. A gym, office and home theater can be found across the courtyard. A 4-stall horse barn, is attached to a party barn with a massive stone fire place and cathedral ceilings. Down an allée of maple trees is the pool. Also, on premise is a caretaker's house/guest house with 3 bedrooms and stunning views. There is an extensive network of trails for walking, cross-country skiing or riding, and connects to GMHA trails. Close to Killington and Okemo for skiing.

Listed by T Story Jenks and Christopher Lang of LandVest, Inc/Woodstock

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

341 West Shore Road South Hero VT 05486

Price$3,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4743290

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 9
  • Square Feet 3,718

Welcome to pure joy! This once in a lifetime opportunity to own an incomparable family compound on 1279 feet of Lake Champlain frontage and 8.65 acres in South Hero, Vermont awaits you. Make your way down the long-wooded lane to a stunning point surrounded by water on three sides. This cherished family compound known as Chippen Point features something for everyone. There are two year-round homes, the original early 20th century cottage built in 1912, a boat house and launch, several garages and a bunk house. Experience sun- filled days, unparalleled Adirondack views, and ever-changing, magnificent sunsets with privacy galore. The phenomenal grounds are an oasis of calm and beauty. The lake and Adirondack views simply take your breath away. This premier waterfront is a rare find and has not been offered for sale in over 90 years. The beach is sandy, the water is shallow and a there's a boat launch on the property with five secure moorings. A water lover's paradise with ample opportunities to fish, paddleboard, boat, wake board or just sit back and enjoy the magnificence of the experience you will discover at Chippen Point. A perfect retreat for nature lovers. Serene and secluded, yet just minutes to all local amenities and a short commute to Burlington. This exquisite compound offers an oasis to enjoy waterfront living at its best.

Listed by Edie Brodsky of Coldwell Banker Hickok and Boardman

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

311 Whalley Road Charlotte VT 05445

Price$3,895,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4753088

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 8,750

Lake Champlain in Vermont is famous for western sunsets over the Adirondacks, long summer days and adventures that will lift your spirit. Located on the shores of Charlotte VT, Wings Bay offers a coveted, quiet and private location yet an easy 20 minute drive to Burlington, VT with great restaurants & airport. 391 feet of superlative easy access beachfront and 58 acres of trails, meadows & woodlands creates a rare opportunity. This favorite architect design style - a Classic Shake Shingled home has wonderful amenities & endless opportunities to create cherished memories. This 5 bedroom residence is beautifully maintained with quality construction. Walk out onto the covered lakeside porch from almost every room on the first floor to rolling lawns along the waterfront. The main living room is inviting with a wall of windows to the view, coffered ceilings & fireplace. A large eat in kitchen offers many gourmet chef's features such as work island, professional appliances and a 2nd refrigerator in the large pantry. Relax in the south facing sunroom complete with beamed cathedral ceiling, stone fireplace & screened porch. A spacious dining room, two offices, den, large mud room on the first floor add to this great floor plan. The lakeside master suite is a private retreat with two bathrooms and walk in closets for two! The property includes guest quarters including 2 bedrooms, living room, kitchen, bath and balcony overlooking the pool. Enjoy Lake Champlain!

Listed by Jana Granzella and Kathleen OBrien of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

21 Havelok Hill Road Strafford VT 05072

Price$3,800,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4749419

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 4,896

"HAVELOK HILL" is privately situated in the midst of +/- 600 acres just 25 minutes to Dartmouth/Hanover, and 35 mins to Woodstock, in lovely Strafford, Vermont. The land component is the most extraordinary parcel our firm has ever offered for sale, including absolutely stunning long range mountain views from the main residence that includes the White Mountains of New Hampshire to the east, and to the west, the Green Mountains of Vermont including direct views (from the patio area) of Mt. Ascutney, Okemo, Killington, Pico, Camels Hump and Mt. Mansfield (Stowe) among others. The property has five secluded ponds, approximately 200 acres of upland meadows, and eight miles of improved interior roads and riding trails for every conceivable type of outdoor activity - all on your own private compound. The main residence is situated at the height of land, perfectly oriented towards the views. The present owners spared no expense in designing a residence of the highest quality and taste, centered around a magnificent 1,500 square foot wood-paneled great room ("the concert hall") with a 24-foot vaulted ceilings, 8-foot custom-built mahogany french doors to the patio/view, and a massive fieldstone fireplace. The property also includes a four-bedroom guest or caretaker's cottage - nearby but out of view of the main residence.

Listed by John Snyder of Snyder Donegan Real Estate Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1095 Eastman Road Sharon VT 05065

Price$3,745,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4756993

  • Residential Single Family
  • Construction Existing
  • Bathroom 10
  • Bedrooms 8
  • Square Feet 9,587

EASTAWAY ESTATE - The breathtaking Eastaway Estate sits on 128 acres tucked away on a mountainside at the end of a gated private drive. The elegant main residence and guest house are perched at an elevation of 1,400 feet overlooking the Green Mountains, creating the ultimate country escape. The sophisticated contemporary homes offer the highest quality materials including mahogany ceilings and marble floors. The floor-to-ceiling windows and inviting exterior decks and terraces provide full views of the majestic professionally landscaped surroundings. An extensive trail network winds throughout the rolling, wooded property for walking, snowmobiling, cross country skiing and more. The two homes offer over 9,000 square feet of luxurious living space, including 8 bedrooms, 10 bathrooms, 7 fireplaces, 2 wine cellars, a tasting room and garages for 8 cars. There are 2 outdoor spas, 3 ponds, 2 saunas, and a beautiful in-ground pool. Enjoy sunsets from the mountain top gazebo which offers 360 degree views. This is one of the finest estate properties available in Vermont and provides true privacy while still conveniently located within a 25 minute drive to both Hanover, NH and Woodstock, VT. The interior of both homes was professionally designed and the property is being offered fully furnished.

Listed by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1048 Black Hole Hollow Road Arlington VT 05250

Price$3,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4502293

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 8
  • Square Feet 8,143

The serene setting of Black Hole Hollow Farm in a quiet valley on the border of Vermont and New York is threaded by the White Creek brook, tiered ponds and 30 miles of trails on 948 acres. The 6-bedroom, 8,143-square-foot main house is surrounded by English-style country gardens with the mountains as backdrop. The original 1772 farmhouse was expanded and designed by noted architect Jerome Cerny. Living room, dining room and downstairs bedrooms open to the gardens and the recently updated kitchen is a welcoming hub with its AGA stove. The farm has a rich history including visits from author Ian Fleming who gained inspiration for several of his James Bond books, and former owner Josephine Hartford Bryce, heir to the A&P dynasty. There is a large greenhouse with sitting area and Koi pond. Other buildings include 4 additional residences, a 2-bedroom apartment, horse & hay barns and a sugar house. Only 7 miles from Cambridge, NY, 30 miles to Saratoga, and 26 miles to Bennington, VT.

Listed by T Story Jenks of LandVest, Inc/Woodstock

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

957 Pleasant Valley Road Benson VT 80253-7261

Price$3,600,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4725107

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 6,491

At the head of a hidden valley, in a Vermont farming community near Lake Champlain, lies the Stone Spirit Farm. Embraced by northern hardwood timberlands, beautiful pastures, and productive hay fields, this country estate re-establishes the old-time experiences of successful farming and modernizes sustainable living. This stunning environment provides an opportunity to pursue many possibilities; from an artist compound to a gentleman's (or gentlewoman's) farm, a retreat center, or anything in between. Conducive to creativity, Stone Spirit Farm provides ample space and facility to breathe and think freely. Classic Vermont carpentry and joinery craftsmanship is carried throughout all of the updated structures. There is a new six-bedroom main home, a three-bedroom caretaker's quarters, a one-bedroom guesthouse, and many outbuildings. Stone Spirit Farm is as fitting for an individual or small group as it is for a base of operations for an organization or business.

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

466 Marcia Lane Dorset VT 05251

Price$3,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4744398

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 7,537

Dorset Hollow Pinnacle offering 180 trail laced acres at the height of the Dorset's Upper Hollow Road. Amazing Sunset Color... Stunning Long Range Mountain Vista's are captured immediately from the impressive foyer and continues to captivate from room to room throughout this architect designed residence! With over 7500 light filled square feet this gracious residence with lovely custom cabinetry and crown moldings supports Vermont living at it's finest! Massive Stone fireplace walls grace the cherry paneled library as well as the 50 X 22 expansive Great Room Kitchen featuring an incredible breakfast room and a Honed Costa Esmeralda island, Wolf appliances and handsome coffer ceiling for the living/dining. Just off the kitchen are the well planned wet bar, wine cellar and pantries. Warm radiant heated hardwood floors lead to the 3 room primary suite that includes sitting rm/office, exercise room and luxury bath with relaxing soaking tub and shower. Four bedrooms and baths up comfortably accommodate guests and family. The bonus room integrates nicely for full time use supporting any hobby or media interest. Full light filled basement and Carriage house offers expansion for guest quarters within the generous floor plan if desired. Over-sized garages either attached or detached offer room for all the toys! Raised stone terrace creates indoor / outdoor ease for all living areas that offers heated path to the spa and grilling area. This property meets field and stream perfection!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

440 Marcia Lane Dorset VT 05251

Price$3,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4700856

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 5
  • Square Feet 8,700

This extraordinary country estate will captivate you with exceptional mountain vistas, sophisticated finishes and abundance of outdoor spaces. Perched upon a knoll in Dorset's exclusive Upper Hollow, this exquisite 8700 SF residence is sited on 17.25 acres w/ post and beam barn/pool house, indoor basketball court and outdoor heated pool. Beautiful gardens, mature landscaping and meticulously created stone patios, terraces and walkways create a most inviting setting.You'll enjoy the lush amenities of this Dorset gem!With craftsmanship of the highest caliber, this classic vernacular residence features wide pine floors, crown molding, wainscoating,slate, marble and soapstone throughout. The living areas boast post and beam finishes and open to the covered wrap around porch and stone patio with outdoor kitchen.The grand main floor master en-suite is privately situated and showcases a dramatic Benson post and beam design.This private retreat is designed for entertaining &maximizes the sweeping views.The gourmet kitchen opens to the living area and a formal dining room.A billiard room &comfortable den offer multiple gathering spaces for entertaining or simply relaxing.Five bedrooms en-suite, game room, 3 fireplaces. Just 5 minutes to the Dorset Green with the Dorset Inn, Barrows House, Dorset Playhouse & the 3 Pear Gallery. With Bromley and Stratton Mountains just a short drive away, you'll enjoy Dorset and the mountains from this expansive and alluring property.

Listed by Kim Morgan-Wohler of Wohler Realty Group

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1420-1424 West Road Manchester VT 05255

Price$3,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4769327

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 3,790

Perched on a hillside with outstanding panoramic Green Mountain and Equinox views. This contemporary residence and guesthouse are exceptional in every way. Custom crafted with native stone and clapboard, the exterior of the home hints to the quality found throughout. Large windows, custom mill work, vaulted ceilings, and oak floors highlight the interior. The handsome two-story entrance opens to the dining room, great room with stone fireplace and a cooks kitchen with custom cabinets and stainless appliances and stone tops. The first-floor master suite, additional bedroom suite, and handsome den with custom cabinets counterbalance the public areas. Two additional large bedroom suites complete the second floor. A separate guest house built in 2015 includes two-bedroom suites and an attached four-car garage. A large 4 car over-sized equipment garage and basketball court complete the property. Stone walls, terraces, and screened porches are complemented by perennial gardens and plantings.

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

89 Wellman Road Wilmington VT 05363

Price$3,300,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4704052

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 6
  • Square Feet 4,459

In the midst of a bucolic countryside, this lovingly restored gentlemens' farm is chock full of modern conveniences. 197+-acres of pasture & mature wood lots with antique stone walls throughout. The land is abundant with heritage apple trees and ancient maple trees. Imagine the solitude and privacy at the end of the road with spectacular views of the Green Mountains and ski slopes yet located only 4 hrs to NYC and 3 hrs to Boston. The owners spared no expense to bring the mid 1800's fifth generation farmhouse to its current grandeur. The original post and beam frame of the homestead and barns were preserved along with special features including antique wide boards floors, central chimney, crafted hand hewn beams with meticulous attention to detail. Renovations include all new windows, new plumbing, electrical and insulation, and a central heating/cooling system. Other features include a massive double sided stone fireplace, steam shower, soaking tubs, four fireplaces in bedrooms and study with exposed beam ceilings. The original attached barn is a spectacular great room and chef's kitchen with stone wainscot and beamed cathedral ceiling. The same attention to detail was given to the original old dairy barn. It is the perfect venue for weddings, parties or square dances. Additional barn buildings provide garage and storage space for equipment or treasures. This property is exceptional for the most discerning buyer looking to live the VT country life with complete privacy.

Listed by Arlene Palmiter of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1001 Atwood Lane Woodstock VT 05091

Price$3,250,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4762434

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 3,701

“The Hill” is a modest name for an exceptionally private 82+/- acre hill top meadow at a 1,780' foot elevation with breathtaking 270-degree views of the Green and White Mountain ranges. Located within 4.8 miles of Woodstock village, this is a property designed to enjoy country living and the outdoors. The c2002 custom cedar shingle 3-bedroom residence (2,688 square feet) was designed by AIA award winning Truexcullins, a firm known for high craftsmanship and sustainable, enduring architecture. Created to integrate with the natural surroundings, the spacious living areas take advantage of the stunning unobstructed views with large windows and high ceilings, and is finished with cedar plank walls and trim, antique pine floors, soapstone counters, fir trusses, exposed beams, and a 2-story fieldstone fireplace. Tucked away with its own views, privacy and rustic comfort is a 2-bedroom classic cabin (1,013 square feet) with a floor-to-ceiling stone fireplace. The grounds are a balance of meadows and woodlands laced with reconstructed stonewalls. There is a 1.5-mile maintained trail for walking and skiing, a 1/3-acre swimming pond with a fishing shack, a “Hobbit House” built into the side of a hill, and a lean-to with a fire pit sited on a prominent overlook. Adjacent is 300-acre town-owned land with reservoir, extensive trail network, and a 186-acre conserved property. The Hill overlooks Mt. Tom and the protected Marsh Billings Rockefeller National Park.

Listed by T Story Jenks and Dia Jenks of LandVest, Inc/Woodstock

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

38 Black Cherry Lane Ludlow VT 05149

Price$3,197,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 4734011

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 6,216

Solitude's famous “Silo House” is now available for purchase. Luxurious slopeside contemporary offering direct trail access located within Okemo's Solitude Village. This recently updated home is bright and open with exposed beams, cathedral ceilings, inviting fireplaces and expansive windows showcasing the slopes below as well as awe inspiring long-range views. If you have entertaining in mind, the well-designed layout with a chef's kitchen that opens to spacious dining and living areas will provide all the room you need. Multiple bedroom suites offer privacy to your guests in this well-appointed 5 bedroom, 5 1/2 bath home. The three-season porch, large deck, and patio spaces will provide more than enough outdoor living for your family and guests to enjoy year-round living on Okemo. ROFR

Listed by Katherine Burns of William Raveis Vermont Properties

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

135 Paddock Lane Dorset VT 05251

Price$2,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4674690

  • Residential Single Family
  • Construction Existing
  • Bathroom 10
  • Bedrooms 6
  • Square Feet 11,500

This extraordinary gated country estate is surrounded by Four Ponds and waterfalls with absolute privacy in an outstanding Dorset location. The stone, brick and timber exterior is complemented by expansive stone terraces and exquisite landscaping. Lavish interior design and amenities (elevator and communications) including the finest finishes and features with fully integrated technology. The acreage includes a 6 acre parcel permitted for use as a guest house or recreation pavilion. Completely rare in scale and detail framed by gardens, terraces and stonework, Four Ponds represents the epitome of country living.

Listed by Elena Atwill of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1108 West Hill Road North Jamaica VT 05343

Price$2,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4470997

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 8
  • Square Feet 5,600

BETWEEN HEAVEN AND EARTH ONLY 3 MINUTES TO STRATTON MOUNTAIN ACCESS ROAD: Spectacular panoramic vistas of mountain ranges and country valleys under a sweeping sky from this magnificent ski country estate on 99 private acres. A scenic driveway wends its way past a lighted skating pond with warming hut and heated paddle tennis court to the timeless 8 bedroom, 8 bath main residence on a sublime serene hillside setting. A captivating 3 bedroom, 2 bath guest apartment is secluded above the detached 3-bay garage. Spaciousness, comfort , convenience define the open living areas with access onto expansive viewing porches, patios and winterized sun porch. Designed for ease of entertaining and a restorative retreat for the few or many, the main level master suite and en suite guest bedrooms provide restful privacy. Steps from the house, under the stars, is a glass enclosed gazebo with hot tub. Stone walls with perennial gardens enhance the harmonious natural landscape. A world unto itself and still close to Stratton Resort.

Listed by Diana Stugger of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

415 Uphill Lane Dorset VT 05251

Price$2,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4761453

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 8
  • Square Feet 16,000

A simply outstanding opportunity, this private, 47 acre Country Estate with a 11,000 SF Colonial residence, a three-bedroom guest house, a four-car garage with caretaker's apartment, equipment barn, swimming pool and two build-able lots is now offered at less than 30% if its original construction cost. With expansive living spaces, a three-floor elevator, 9 fireplaces, a true cook's kitchen with hand painted cabinets and stone tops, a media room and library with custom butternut cabinetry, elegant bedroom suites and outdoor spaces that include a screened porch, stone terraces and covered porches that flank the view side, the additional amenities include a 2 bath pool house, large dog run, greenhouse, formal gardens, 2-story barn and a 3-car carport and generator room. Highlighted by exquisite landscaping in the heart of Southern Vermont, equidistant from NYC and Boston, Birchmeadow is perfect for use as a family compound or multi-generational gathering place.

Listed by Elena Atwill of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1055 Sayer Road Barnard VT 05031

Price$2,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4687009

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 8,264

Prominent New England equestrian estate located in the hills of Barnard, Vermont a short distance to Woodstock, Vermont and Hanover New Hampshire. Circa 1995 6500 sq.ft. residence with attached three-car garage and spectacular three-story, six stall post and beam barn. An additional 2000 sq.ft. in the walk-out basement finished into a media room and large conference/office area with a wet bar and full bath. 252+/- acres of conserved and managed forest and pastures with miles of maintained riding trails. The residence was five years in the building by a local builder renowned for his quality and attention to detail. Furniture-quality woodwork throughout this four-bedroom, six-bath residence with complete butler/guest apartment wing.

Listed by Stan Butler of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

520 South Street Middletown Springs VT 05757

Price$2,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4771241

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 7
  • Square Feet 7,000

Its name is Legendary. Its Reputation Renowned. Situated on 573 private acres Honey Pond Farm is a one of a kind recreational retreat. It features an unconventional USGA rated Golf Course written up in Links and Stratton Magazines and has hosted many Charity Events, Celebrations and Invitational and Pro-Am Tournaments.The course is comprised of 3 Greens, multiple Fairways and 26 tees surrounding a 25 acre area played as 18 holes, including a 584 yd. par 5 teed from a Cornfield.This Unique Country Playground features a Tennis Court, Bocce Court and 10+ miles of Hiking, Riding and Hunting trails leading to a Mountain Top Vista and Camp Site with Breathtaking views of the Adirondacks, Killington, Pico & Lake George area. Formerly a 1786 New England Tavern, the 7000 +- SF completely renovated home boasts 7 Bedrooms (attached guest house), 6½ Baths, a Wine Cellar, Full Gym,Gameroom w/Pool Table and Bar, 4 Car Garage and expansive Decks with Panoramic views. Several outbuildings dot the property, including a CaddyShack w/Party Deck. Possibilities of ownership include use as a year round Family or Corporate Retreat,a High-end summer Golf Camp, exclusive Air BnB experience,or combination thereof. Its located near the classically charming Middletown Springs village & roughly 20 Minutes from Dorset, 30 from Manchester & 45 Killington/Okemo/Stratton. Arrange a tour to see this property including an ATV ride up to the Mountain Top Vista & Camp Site (2,300 elv) with 180 degree WOW views.

Listed by Steven Bryant of Josiah Allen Real Estate, Inc.

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

404 Patnoe Farm Drive Hyde Park VT 05655

Price$2,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4742035

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 9
  • Square Feet 10,000

Ondine (which means Little Wave or Queen of the Lake) is the perfect name for this 16 acre private enclave situated on the Green River Reservoir. The lake is home to nesting loons and wildlife. It is the largest non-motorized lake in VT, encompassing 19 miles of shoreline with only 4 private homes. This compound consists of the Octagon Cottage featuring a stone fireplace, gourmet kitchen, and 3 bedrooms. A 2 car garage has a studio apartment above. A guest cottage offers combined living/dining, 2 bedrooms, with a loft & a full kitchen. Adjacent to that is another 2 car garage with a 1 bedroom apt & sleeping loft, full living, dining, and kitchen.Close to the lake is a large boathouse, long enough for crew boats. The property has 3 sub-divided lots but lends itself more toward a private estate. This exciting opportunity is truly unique & would be perfect for a large extended family, several couples, a private retreat or a small specialized school. The access to the lake for swimming & boating is lovely and the view overlooking the lake is stunning. The sunsets are spectacular & the early morning mist rises amongst the call of the loons. Quiet, private, VERY well maintained, this is a private paradise that cannot be matched in location, style, & price. Come visit, sit on the porch and take in the crystal clear air, take a dip in the lake, kayak with the loons, it is what you dream of when you dream of a special place in Vermont. Square footage is approx total of all buildings.

Listed by Smith Macdonald Group of Coldwell Banker Carlson Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1532 Happy Valley Road Woodstock VT 05091

Price$2,895,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4760962

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 6,500

This contemporary cape with classic Vermont lines is built on the history and character of two fully reconstructed antique post & beam frames. Currently it is being completely re-sided with beautiful cedar shingles (photo #4). Architect designed and unquestionably one of the nicest homes in Woodstock. There is beautiful interior space, newly created guest quarters, four working stone fireplaces, high-end master bathroom finishes, and 55.76 acres of playground. Soaring cathedral ceilings, a gourmet kitchen with a huge walk-in pantry, 6 burner Wolf gas stove, a large double door commercial refrigerator, and even space for a kitchen herb garden. The massive central stone fireplace, magnificent P&B frames, and old wide plank floors make this a one of a kind Woodstock retreat. The look and feel is classic Vermont charm with all the modern conveniences of the 21st century. Five (5) bedrooms, four (4) bathrooms, and over 6,000 sq-ft of living space are finished to an exacting level of detail. The grounds have a duck pond, ancient stone walls, a substantial 4-stall timber frame horse barn with hay storage, and 20 acres of open meadows. Enjoy distant valley views from the stone patio and Happy Valley Road is on the easterly side of town with quick access to major metro hubs and downtown Woodstock. Close to trails for biking, hiking, skiing, snowmobiling, or horseback riding. This private setting is just gorgeous and the perfect quintessential Vermont retreat from the busyness of life.

Listed by John Bassette of Bassette Real Estate Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

636 Fowler Brook Road Mount Holly VT 05758

Price$2,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4748940

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 8,169

Spectacular compound/estate property privately situated on approximately 216 acres with sweeping long-range mountain views. The land component is comprised of 20-30 acres of open pasture, a gorgeous swimming pond below the house, beautiful landscaping, and seemingly endless trails for riding and recreation. The 8,169 s.f. main residence - perfectly sited on a knoll overlooking the compound - was custom-built by the present owners and features a fabulous vaulted ceiling great room with massive stone fireplace, a large, fully outfitted gourmet kitchen that opens to a wrap-around porch leading down to the 51 foot in-ground heated swimming pool & hot tub. All 5 bedrooms have ensuite baths. Additionally, there are two well-maintained guest houses on the property, one with 4 bedrooms and 2 baths and the other with 2 bedrooms and 2 baths. Mechanicals are top-flight with whole house air conditioning, radiant heat, two propane backup generators and multiple drilled wells. Chance Hill Farm is currently setup for a variety of equestrian uses with a regulation size outdoor riding arena, a well-built 10-stall horse barn, two run-in sheds and a storage barn for a tractor and storage of other motorized toys. Horse riding/hiking/biking trails weave throughout the property. The property is conveniently located within 10-20 minutes of Okemo/Ludlow, Rutland, Rutland Southern Vermont Regional Airport (RUT) and Weston, and just 50 minutes from the Village of Woodstock.

Listed by John Snyder of Snyder Donegan Real Estate Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

904 Reilly Road Londonderry VT 05148

Price$2,850,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4762997

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 8
  • Square Feet 8,110

The romance of a classic Vermont farmstead with all modern conveniences - Maple Tree Farm evokes the pastoral calm of old Vermont with a beautiful 1996 reimagination of a white clapboard farmhouse in a 92- acre setting of fenced meadows, towering pines, and a pond. Privacy, views, close to major ski areas and restaurants, post and beam barns and equestrian amenities: ten stalls, indoor riding arena, and a newly renovated three-bedroom apartment. The 7,700-square-foot, 8-bedroom main house is open and bright with high ceilings, wide pine floors and beautiful detail.

Listed by T Story Jenks and Dia Jenks of LandVest, Inc/Woodstock

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.6% last updated on 2019-08-15

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 2019 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 21, 2019.

 

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4 Buildable Lots or One Treasure $1,295,900 Details