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Northern Vermont MultiGenerational Homes & Estates

Browse multigenerational homes and estates for sale in Northern Vermont. Contact MSI Real Estate with any questions.

VT Estates & MultiGenerational Homes for Sale

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186 Reading Farms Road Reading VT 05062

Reading, VT186 Reading Farms Road

Price$6,375,000

Est. Mortgage: $/month

MLS Number 4866260

  • Residential Single Family
  • Bathroom 15
  • Bedrooms 17
  • Construction Existing
  • Square Feet 13,010

Upon the first glance of the massive estate you notice the generations of carefully curated and thoughtful planned landscaping, expansive meadows and lawns, stocked fish ponds which catch the reflection of the main house as you drive by. You might even get a glimpse of the Merganser Hooded Ducks who nest each year. Owned for 100 years, the property has graced the cover of House Beautiful and in Architectural digest. The estate compound includes a main house reminiscent of an country manor with 9 bedrooms, 9 bathrooms, extensive living areas, a Library which is in the original cape built 1776 with original floors. Also a theatre, gym and 2 bedrooms with one bath. A carefully situated gazebo catches the evening sunsets through mature pines. Features a entertainment barn complete with kitchenette, 3 bed, 2 bath and pavilion for large groups or events. Also a cottage offering 3 bed,1.5 bath and kitchen. After a stroll on your private trails relax in the heated pool at the end of a mature maple alley. The estate is listed at 120 acres with an additional 115 acres available for a true kingdom of 235+. Many have tried replicating the setting at great expense to capture the estates decades of devotion to the grounds which cannot duplicated. Close to skiing and heart of horse country with access to GMHA trails. Minutes to Historic Woodstock. Presently being used as a Special Events venue as well as the owner''s primary home. Possibility of Owner financing and/or joint ownership.

Listed by Derek Eisenberg of Continental Real Estate Group,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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249 Bragg Hill Norwich VT 05055

Norwich, VT249 Bragg Hill

Price$5,950,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4883128

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 9,621

Huge views, big land, near everything: Hard to imagine that a nearly 200 acre hilltop estate is within walking distance of the village of Norwich. With the scale, sweeping views to the White Mountains, complete privacy and presence of one of the great Vermont country properties, Highlander is just over a mile to Dan & Whit's and the green. The home and barns are built on the site of an old hilltop farm with massive sugar maples, stone walls, hayfields, managed woodlands, and ponds for swimming and wildlife. The home is elegant and comfortable with an indoor/outdoor flow. Relax and take in the views on the patios and porches or supper in the summer room, which opens out to the pool. At the heart of the house is the capacious, recently renovated, kitchen. Extensive perennial gardens unfold throughout the summer, & an edible landscape yields apples, pears, peaches & berries. An active, outdoorsy family shaped the character of Highlander. Many sets were played on the tennis court and active equestrians grew from ponies to top-flight competitors in the roomy 6 stall stable and on the trails. Kids learned hard work bringing in the hay. The swimming pond converts to pond hockey in the winter, & the other 3 ponds host diverse wildlife all year round. The family hosted an annual cider pressing, skied on the trails & raced on sleds down the long meadows. 2 bedroom apartment over 4 bay equipment barn. Easy access to AT trail. Showings begin September 25.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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235 Lower Sanborn Road Stowe VT 05672

Stowe, VT235 Lower Sanborn Road

Price$5,750,000

Est. Mortgage: $/month

MLS Number 4884049

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 10,147

"Mountain Magic" - Two building estate compound located near Spruce Peak at Stowe. Currently under construction using the finest materials that complement the stunning site that features a 10,000+ SF main residence, separate guest cottage and pond. Thorough and complete renovation in every aspect with new windows, electro-mechanical systems, millwork, flooring, dual backup generators (main house & guest house) and appliances. Review property now, scheduled for completion soon.

Listed by Pall Spera of Pall Spera Company Realtors-Stowe

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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4 Bond Street Woodstock VT 05091

Woodstock, VT4 Bond Street

Price$5,200,000

Est. Mortgage: $/month

MLS Number 4877059

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 7
  • Bathroom 5

4 Bond Street stands in a prominent but discrete location in the center of the village of Woodstock, VT. Distinguished on many levels, the property represents an incredible opportunity for the next owner to take stewardship of what is undeniably a unique historical American architectural treasure. The multi-generational home of the Billings family, 4 Bond Street has been home to both a Governor and a Chief Justice of the Green Mountain State. The legacy of the family is significant in the historic preservation and land conservation of the area. The first period brick Federal has been modified and expanded over the last two centuries but still retains much of its original historic character through the preservation of its defining architectural materials, design, adornments, and room proportions. Quarter sawn, clear white oak floors, waxed to show their extraordinary beauty and durability over the last 200 years grace the interior. Preserved period mouldings, chair rails, built-in cabinetry and bookshelves can be found throughout. Set on over one and a quarter acre with frontage on the Kedron Brook, the property is unique for its setting and size. A detached three car barn/garage sits at a pleasant distance from the main house. 4 Bond Street is a once in a lifetime opportunity to take stewardship of a rare historical asset as well as an opportunity to make an extraordinary home in the heart of one of America's most beautiful villages.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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135 Paddock Farm Lane Dorset VT 05251

Dorset, VT135 Paddock Farm Lane

Price$4,850,000

Est. Mortgage: $/month

MLS Number 4874056

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 10
  • Square Feet 12,126

This exquisite Dorset estate brings sophisticated European charm to the pristine mountains of Vermont. Nested in the exclusive Dorset Hollow, when the gates of Four Pounds part one is transported beyond New England. Reminiscent of a French ch√Ęteau, the use of natural materials grounds this expansive stone and timber residence adorned with cedar and copper. Herringbone brickwork, magnificent Tudor chimneys, old-world shutters, and intricate terraces and stone walls add to the grandeur of this build. With multiple spring-fed ponds and glorious gardens, this lush corner of Vermont is a haven for birds and wildlife. The reclaimed 16th-century French front doors lead to the heart of this thoughtfully designed 11,500 SF home. The layout offers grand spaces for hosting, quiet corners for moments of respite, 6 ensuite bedrooms, a gym, an elevator and more. The finishes are welcoming and invigorating - rich woodworking, terra cotta tile, exposed beams, dramatic archways. With spectacular views from every window, you and your guests will revel in this refined sanctuary. Minutes to Dorset and Manchester with their beautiful shops, restaurants, and marble sidewalks, you can indulge in the best of Vermont life while enjoying complete privacy on 18.7 acres (6.7 acre being separately deeded - perfect for a guest house). Revel in the arts at the Dorset Playhouse, Manchester Music Festival and Art Center. Helicopter service to NYC and airports nearby. Make this your East Coast address.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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1048 Black Hole Hollow Road Arlington VT 05250

MLS Number 4868628

  • Residential Single Family
  • Bathroom 8
  • Construction Existing
  • Square Feet 8,154
  • Bedrooms 7

Ian Fleming, Famed creator of James Bond, once mused in the guest register of Black Hole Hollow Farm, "Lived here like a king - an uninvited one - in fragrant and luxurious solitude" a bucolic and timeless sanctuary. This remarkable estate located on 228 verdant acres bordering both state and national forest, offers an unparalleled backdrop to an especially private hideaway. Extensive walking and riding trails are interwoven throughout. The beautiful stone mansion overlooks lush hilled lawns, two tiered ponds and waterfalls. Original house dates from 1772, expanded and designed by the renowned architect Jerome Cerny in the 1930's. The grand living room and downstairs bedrooms open onto the gardens through French doors and master suite provides private access to a poetic walled garden. There are fireplaces throughout, attached guest house, heated greenhouse, barn, cutting and vegetable garden. The estate has entertained a cast of characters including Sir Ian Fleming, spending summers finding inspiration and writing the classics "Diamonds Are Forever," "Goldfinger" and "For Your Eyes Only." Owners were Josephine Hartford Bryce, heiress of A&P, and husband Ivar rumored to be the inspiration for Bond. Easy drive to Albany Int'l Airport, Manchester and Saratoga's thoroughbred racing. Cultural activities of theatre, art, museums and dance nearby. To hike, ride, hunt, farm, fish or drive off-road in the surrounding forest. To find inspiration in a deeply rooted sense of home.

Listed by Chris DeFelice of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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440 Marcia Lane Dorset VT 05251

Dorset, VT440 Marcia Lane

Price$3,395,000

Est. Mortgage: $/month

MLS Number 4700856

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 8
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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28 Arnold Bay Road Ferrisburgh VT 05491

Ferrisburgh, VT28 Arnold Bay Road

Price$3,300,000

Est. Mortgage: $/month

MLS Number 4883268

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,800

Escape to your own Private Estate. The Cedars at Button Bay offers the discerning owner an unparalleled lifestyle in today's hectic world. Located on the shores of the cleanest and deepest waters of Lake Champlain, this unique property has it all. Experience the privacy and peacefulness of this unspoiled part of the world while enjoying ease of access to the best Vermont's Champlain Valley (and beyond) have to offer. 5 min - Basin Harbor Club- Golf, Tennis, Airstrip, Boat Slips, Dining 10 min - Vergennes, the smallest City in the U.S. (pop. 2600). Shops, Dining, Opera House, Amtrak Station with access to NYC and Montreal. 15 min - Westport, NY by water or 20 min drive . Full service Marina, Dining, Airstrip 30 min - Middlebury VT with Middlebury College, Shops, Dining and Hiking 40 min - Burlington, Vermont's largest city (pop. 45,000). Colleges, Shops, Dining, Theater, Burlington International Airport 50 min - Sugarbush (Elev. 4083 ft.) Vermont's Premier Winter Sports Resort. Enjoy some of the worlds most beautiful sunsets over the majestic Adirondack Mts. from the grand, full length covered porch, screened in porch, deck above the Beach or on your own 275" beach front and inside the Main House and Carriage House. You will appreciate the quality of construction and attention to detail throughout the buildings and grounds. Plus it's very energy efficient, featuring smart home technology. With 10 acres, there is potential for pool and tennis courts, gardens etc.

Listed by Jason Saphire of www.EntryOnly.com

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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779 Wind Hill Road Dorset VT 05251

Dorset, VT779 Wind Hill Road

Price$3,275,000

Est. Mortgage: $/month

MLS Number 4857539

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 5,081

Situated at the foot of Green Peak in Dorset, sits one of Southern Vermont's most exceptional properties that combines the design elements of a sleek Manhattan contemporary with a quintessential Vermont estate. This 3-bedroom, 3 & ½ bathroom residence is custom crafted with an impeccable selection of materials. A luminous great room with 25-foot high ceilings, floor to ceiling windows highlight the expansive mountain views. An open layout encourages entertainment & leisure. The great room seamlessly transitions to the custom kitchen, merging refined details with rich materials. Black walnut was selected for the cabinets & top-of-the-line appliances include: Thermador Cooktop, Subzero Refrigerator, Wolf Digital oven, Miele dishwasher and more. Clear cedar walls, white oak floors, black walnut in the kitchen & blackened steel on stairs & door trims. Each detail is the result of a leading-edge artistic vision, exceptional specifications and thoughtful planning & execution. The home is enveloped in ultra-dense foam insulation to create a hyper-efficient barrier against heat & cold, with a HEPA air filtration system to provide for the most comfortable environment during any season. This property has an incomparable design quality that will captivate and intrigue.

Listed by Christiane Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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5518 Vermont Route 12 Barnard VT 05031

Barnard, VT5518 Vermont Route 12

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4882340

  • Residential Single Family
  • Square Feet 7,619
  • Bedrooms 6
  • Bathroom 6
  • Construction Existing

A nationally known restaurant well located within the extended Woodstock community! This circa 1796 brick showplace has long been a favorite elegant dining destination, for Vermonters and visitors alike! A presence created by historic buildings complimented by extensive landscaped grounds continually provides a sense of romance and a memorable ambience sought by the most discriminating brides. A property that will satisfy the highest expectations and professional standards! Current chef and family have been on site for over 21 years with acclaim as "Best Vermont Restaurant!" Infrastructure of fine buildings, superior restaurant equipment in place, and an established excellent reputation are awaiting the next entrepreneur! Many well conceived components are thoughtfully combined to create both a practical and a truly stately property. The owners have created an extensive and appealing private residence within the main brick building, with designer kitchen, 5 bedrooms, family rooms and private spaces. Within the brick, the main restaurant includes 3 elegant formal dining rooms. Separately entered is a tavern with 2 dining areas and a classic tavern bar. A detached barn presents a dramatic event space. Within this barn is a highly popular short term guest rental unit. The land component is spectacular! The 10 acres present gardens, long walking paths and private pond! Fine dining and event hosting is established! Transformation into a private estate residence is a potential use!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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541 & 523 Ely Road Thetford VT 05045

Thetford, VT541 & 523 Ely Road

Price$3,100,000

Est. Mortgage: $/month

MLS Number 4858046

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 7,280

A Vermont Country Estate historic and inspiring and placed upon a hill overlooking the Connecticut River. A large main house, a quaint guest home, a unique treehouse, a clay tennis court, an outdoor living room, and a sprawling barn set the landscape for this quintessential estate. With expansive rooms and gathering spaces, a traditional & contemporary melded design, and opulent lighting are present throughout this Vermont home. The guest home is a charming two-room schoolhouse with two bedrooms placed above. An acorn treehouse situated and perched between an oak and a maple tree adorns the center of the property while overlooking the pastures and southern views of the Connecticut River. This Vermont riverfront retreat prominently displays outdoor gathering spaces, opulent views, and resides in an idyllic setting within the surrounding landscape. Within 20 minutes of Dartmouth College and an easy destination spot from Boston and New York, this property is primed for its successors coming from near or far.

Listed by Lochrane Gary and Leah McLaughry of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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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1368 West Road Manchester VT 05255

Manchester, VT1368 West Road

Price$2,695,000

Est. Mortgage: $/month

MLS Number 4854545

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,191

Enter through the white gate winding to a lengthy circular drive to find this magnificent Manchester Estate that graciously embraces it's private surrounds! Gaze upon 19 natural park-like acres from historic stone walls, established birch groves, meadow land, reflecting pond, woodlands and sprawling lawns all with views to the great Equinox Mountain! This 5200 SF Greek Revival Expanded Cape truly captures comfortable proportions and symmetry in "high country" style. The foyer is lovely as the architectural detail of the sunken dining room opens before you, while open toward the balanced living room on the right and fabulous beamed ceiling family room on the left with center mantle fireplaces. Exemplary symmetry in additions extend toward main level master bedroom suite or soapstone cooks eat-in kitchen...also boasting fireplaces. The upstairs sun drenched landing leads to a Primary Luxury Suite and En suite guest room that also offer fireplaces. Yes, there are 6 fabulous fireplaces! The rear entry foyer is also welcoming with a separate staircase to a forth bedroom suite that also hosts private office needs or game room activities. Every living space walks in and out onto terraces or stone walled gardens that beckon strolls in the fresh air along the pathways. Private, quiet & convenient to Manchester, the attention to detail, the gracious essence, the proportions, symmetry and warmth creates timeless presence! Renovated in 2019. FURNISHED Undeniably among Vermont's Finest!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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 2021 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 October 26, 2021.