Upper Valley Homes with 5+ Bedrooms

Browse 5+ bedroom homes in the Upper Valley of Vermont & New Hampshire below.

Upper Valley Houses for Sale with 5 or More Bedrooms

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18 The Green Woodstock VT 05091

Woodstock, VT18 The Green

Price$4,500,000

Est. Mortgage: $/month

MLS Number 4895993

  • Residential Single Family
  • Square Feet 5,142
  • Bedrooms 6
  • Construction Existing
  • Bathroom 8

Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town's finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort and convenience. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980's, providing a Great Room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef's kitchen, all located on the main level. There is a guest suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and gardens.

Listed by Carol Wood and Danny Kogut of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 7,619

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

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%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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66 Hollow Road Woodstock VT 05091

Woodstock, VT66 Hollow Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 4885504

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,350

John Curtis, a veteran of the American Revolution, received a land grant to establish a homestead in the new State of Vermont circa 1780. The fields & pastures carved out of a wilderness sustained his family for 5 generations. Stonewalls & tumbled dams remain as evidence of the industry & effort of early pioneers. The Hollow Farm consists of the striking 6 bedroom/4 bath Homestead House & the 3 Bedroom/2 bath Brook House sited in the middle of the 91-acre property. The new Homestead created in 1988 around the stone fireplace & native timber framed original home. The southwesterly exposure illuminates the spacious gathering rooms & private spaces through the enormous round windows. The interior layout reflects casual country lifestyle with an open floor plan spiraling around the central kitchen complex, which opens out on to a wide, elevated terrace, decks & balcony's on each level. Common rooms & quiet corners are visually connected & access by open stairways. The architectural form expresses the Vermont farmhouse on a grand scale with a cupola & splendid views of the surrounding fields & mountains. The property adjoins Coolidge State Forest at a place where a magical waterfall & sweet swimming hole are formed over exposed bedrock. The maintained road ends a mile or so beyond the old farmstead & continues on with miles of trails leading to South Woodstock, Plymouth & Reading townships. Nearby are Woodstock Village, the ski resorts of Killington & Okemo & public waters.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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234 Hidden Ridge Farm Road Pomfret VT 05067

Pomfret, VT234 Hidden Ridge Farm Road

Price$2,475,000

Est. Mortgage: $/month

MLS Number 4876336

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 11,200

Room to roam, big views, privacy, space for everyone: This exceptional Vermont recreational retreat on 75.8+/- private acres has sweeping vistas from Killington to New Hampshire. The 8-bedroom, 6-bath residence is set up to provide suites for privacy, as well as comfortable gathering spaces opening to the views of meadows on to layered hills and distant mountains. Extensive recreational amenities include an in-ground heated pool, clay tennis court, sledding hill and, of course, the beautiful countryside to explore. Horses and their people will appreciate the 85 x 150 heated and sprinklered indoor arena complex with a 5-stall stable, viewing area with kitchen and office, ample hay storage, 2-bedroom apartment, 80 x 100 outdoor arena, 6-stall field barn and post & rail fenced pastures. Located within 15 minutes of Woodstock on a quiet country road. Bring your friends and your horses, or just soak up the quiet.

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

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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932 North Road Barnard VT 05031-0133

Barnard, VT932 North Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4877795

  • Residential Single Family
  • Square Feet 11,200
  • Construction Existing
  • Bedrooms 7
  • Bathroom 10

THREE CENTURY FARM- Iconic gentleman's farm with stunning southerly and westerly views in ideal location minutes from Silver Lake and just north of Woodstock, Vermont. The property has been renovated several times over the years in such a way as to maintain the authentic historic charm of the original homestead while adding modern conveniences and amenities. Many features were custom made for the house such as the mantles and bathroom vanities. Brand new windows were installed throughout, accentuating the bright and spacious interiors with beautiful natural light and providing gorgeous views of the landscaped grounds. The main house features 5 bedrooms and is teeming with renovation potential, awaiting your finishing touches and/or additions (such as a formal kitchen on the first floor of the main house). The guest barn is one of the nicer renovations done in the area, and is perfect for entertaining. It features a primary bedroom and tasteful en suite on the third level, an elegant kitchen, additional bedroom, and a great room with 26' ceilings and a cozy wood stove. The farm sits on nearly 50 mostly open acres with beautiful historic stone walls and woodlands for recreating or a sugaring operation. There are 3 stalls in the heated barn, a cute tack room, and plenty of exterior space for horses on the grounds. (Note: Furnished photos are virtually adjusted.)

Listed by David Donegan of Snyder Donegan Real Estate Group

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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5 Pine Street Woodstock VT 05091

Woodstock, VT5 Pine Street

Price$1,950,000

Est. Mortgage: $/month

MLS Number 4891594

  • Residential Single Family
  • Village Woodstock
  • Bedrooms 5
  • Square Feet 4,410
  • Construction Existing

Situated on a quiet road in a sought after Village neighborhood, this 5* VT Efficiency home is walking distance to downtown Woodstock. It has 4 ensuite bedrooms, 3 on the 2nd floor and the Primary suite on the 1st floor complete with a steam shower, spa and gas fire place. There is a 5th bedroom and 3/4 bath on the lower level which also plays host to a large open and newly renovated family and game room. An oversized mudroom takes you upstairs and also has access to the two car garage. The 1st floor boasts an open kitchen, dining and living room with stone fire place, cathedral ceiling and beautiful wood floors throughout. Down the hall are a TV room/den with gas fireplace and a 3/4 bath. Off the kitchen, French doors lead to a screened in porch which opens onto a multi level deck perfect for a morning cup of coffee, grilling up dinner, or a glass of wine on a warm summer night. Across the way are the Rec Center playing fields and playground and down the road is the Woodstock Country Club. This turnkey home is ideal as a primary or second home getaway. Don't miss out on this rare in-town property. Showings begin on 11/26/21.

Listed by Dan Noble of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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39 Tranquil Brook Lane Hanover NH 03755

Hanover, NH39 Tranquil Brook Lane

Price$1,949,000

Est. Mortgage: $/month

Pending

MLS Number 4884428

  • Residential Single Family
  • Square Feet 5,226
  • Bathroom 5
  • Bedrooms 5
  • Construction Existing

Minutes to Ivy League Dartmouth College, downtown Hanover, twelve minutes to DHMC and close to the vibrant and picturesque village of Lyme, Tranquil Brook Farm organizes on 43.35 acres of open land, fenced pasture, and mixed forest. Constructed in 2010 by an owner looking for spaces with volume and, above all else, natural light, the resulting 14 room home offers a place for everyone and everything - from the inviting farmer's porch to the purposeful gathering space of the open kitchen and Great Room with its dramatic two-story ceiling and woodburning fireplace. Soaring walls of glass bring in the local and pastoral views. Generous room proportions, hardwood, and tile floors, two story cathedral ceilings in the living and dining rooms, wood burning fireplace in the living room, a propane fireplace in the dining room, a sunny breakfast nook, granite counters and stainless appliances. A one-bedroom apartment over the heated 3-car attached garage provides flexibility with a separate and private entrance. The 7,200 SF indoor riding arena with an attached six stall barn includes a heated viewing room, a heated tack room with a half bathroom and washing machine, feed room and storage for 1000+ bales and acres of fenced turnout and open pasture. Ideally located twelve minutes from the Dartmouth Hitchcock Medical Center and ten minutes from downtown Hanover, two hours from Boston, four hours from NYC, and three hours from Montreal. A perfect location to call your country home.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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588 NH Route 10 Orford NH 03777

Orford, NH588 NH Route 10

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4873440

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 4,650

For only the second time in over 70 years, one of the most iconic estates in Northern New England is coming on the market. The Hinckley House (1822) is one of the seven Ridge Homes gracing the center of the town of Orford, New Hampshire. The estate has approximately 2.7 acres of land and has expansive front and back lawns. The front lawn has a magnificent lone pine. The home has been extensively renovated by the current owners, while maintaining the architectural integrity of the home. The two formal second floor front bedrooms of the mansion are adorned with original American Folk Art from the early Federal Period. Rufus Porter and his nephew Jonathan Poor painted folk art murals on all four walls of both the North and South bedrooms. The house has spaces both formal and informal, with five+ bedrooms, four bathrooms, gracious living and dining rooms, original moldings and high ceilings. The stunning spiral staircase that graces the front entry harkens to a time of elegance and a slower pace of life. In the 1890s the first floor of the barn was converted to a dance hall with a stunning old growth fir wood floor. The current owners have converted this beautiful space to a game room with a pool table and bar. Whether as a primary or secondary residence, or an amazing bed and breakfast or inn, the Hinckley House is a truly amazing offering in the town of Orford, New Hampshire, just 20 minutes from downtown Hanover, New Hampshire, and Dartmouth College.

Listed by Evan Pierce of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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1120 Dunbar Hill Road Grantham NH 03753

Grantham, NH1120 Dunbar Hill Road

Price$1,432,900

Est. Mortgage: $/month

MLS Number 4891942

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Square Feet 3,602
  • Bedrooms 5

Prime opportunity for the right buyer located in the Lake Sunapee-Dartmouth region. Contemporary style home with 3600 + sq ft, open concept floor plan, Kitchen with granite counter tops, updated appliances, oversized bar and abundance of Cherry cabinets, Flooring, custom seating with views, Formal dining room, large living room with fireplace ,1st floor Master suite, walk in closet and views, 2nd bedroom on 1st floor with handicap assess to bath, laundry area. The second level offers two more bedrooms, bath, amazing family room with fireplace, views and upper covered balcony area. Amazing horse arena 200 ' x 100' with 32' roof peak, 16 'side walls, and 4' frost walls. Also offering a fenced in pasture, Barn with 12 stalls, and or storage units, 48' x 32' heated workshop, two door garage, hot and cold water and apartment above with more storage. The property includes 32 +- acres with currently 5 lots being sold as one property. The possibilities for this property are unlimited the sky is the limit. Why are you still reading this ad give me a call today won't last long at this price.

Listed by April Shepard of Century 21 Shepard & Flint Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 Pleasant Street Woodstock VT 05091

Woodstock, VT28 Pleasant Street

Price$1,299,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4754916

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

One of a kind! Woodstock Village! A professional designer's well conceived compound. The stylish main residence is complimented with both a delightful detached 2 bedroom guest house and a large 36x24 studio/workshop. The length of the tranquil landscaped rear grounds, lush with spectacular gardens and leading to accessible Ottauquechee River frontage, is an unexpected surprise! In the main residence, the principal rooms feature generous dimensions and careful attention to detail. On the main level, a spacious kitchen, with full size informal dining area, opens in 3 directions, to either a fire-placed living room, a dramatic formal dining room or a large 16'x10.5' screened porch. On the second floor are 2 guest bedrooms, full bath, and a primary bedroom, with ensuite bath. On the 3rd level, a large unfinished attic presents endless potential! The detached guest house is perfect! On the ground level is a living room, with vaulted ceiling, a kitchen with a panty, a mud room and a bedroom with 3/4 bath. A second floor loft bedroom is 21' long! Separately, the free standing 36'x24' studio/workshop has potential only limited by your imagination! Truly an ideal property for combining residential use with a home occupation! The front view of the property has the expected classic New England appeal that typifies the residences of Woodstock Village. While the long private rear lawn, with professionally designed gardens, and accessible river frontage is an unexpected surprise!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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228 Davis Hill Road New London NH 03257

New London, NH228 Davis Hill Road

Price$1,195,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4871276

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Construction Existing
  • Square Feet 5,376

Once known as High Meadow Farm, this classic New England home was built in 1858. The beautifully restored estate is located on a designated New Hampshire scenic road, Davis Hill. The centerpiece of the property is a two-story main residence with a large eat-in kitchen featuring a restored eight burner stove c:1890 plus a large pantry, breakfast area, a large living room with fireplace and a glass enclosed patio that overlooks a spectacular freeform pool, gazebo and open fields. The home features many intimate rooms with fireplaces and classic built-in architectural features. The main home includes a first floor master suite and four additional bedrooms for everyone to enjoy large gatherings. The restored two stall horse barn is the ultimate game and fun area and separates the main house from a beautifully renovated guest quarters with a spiral staircase, 1 bedroom plus a sleeping loft, and a kitchen. A separate caretakers quarters or summer cottage is located next to a hard surface tennis court. This quintessential legacy property is located just minutes from downtown New London in the outstanding Dartmouth/Lake Sunapee Region.

Listed by Stefan Timbrell of Coldwell Banker LIFESTYLES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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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245 Saint Gaudens Road Cornish NH 03745-4234

Cornish, NH245 Saint Gaudens Road

Price$1,195,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4885756

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,238

It is with great pleasure that we are able to present for sale Fox Run in Cornish New Hampshire. This very special estate and house was created by the renowned architect Charles Platt during the heyday of the Cornish Art Colony period, late 1800's through the mid 1900's . He was famous for his country house designs with strong Italian Villa influence. Also important in his architectural designs was coordinating the landscape and gardens to flow with the entire creation. He worked with the well respected landscape designer Ellen Biddle Shipman to create the gardens at Fox Run. The view of Mt . Ascutney is a focal point that he drew upon in the placement of the house and gardens. The approach to the 60.5 acre estate meanders past meadows, a pond and through majestic trees that line the driveway. The main house includes 5 bedrooms, 3 full bathrooms, powder room, country kitchen, dining room, library, office and living room. The guest house, attached to the barn, has 2 bedrooms, bath and living room/kitchen. The extensive barn has a workshop and parking for multiple cars. This is truly a piece of history that rarely becomes available for sale and is looking for new owners to bring it back to its former glory.

Listed by Daphne Lowe of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* 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 2022 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 January 25, 2022.