Upper Valley Homes with 5+ Bedrooms

Scroll down to browse homes with 5 or more bedrooms in the Upper Valley of Vermont and New Hampshire. To receive updates on your favorite homes or get notified when similar properties become available, you can sign up on our website

Upper Valley Homes for Sale with 5+ Bedrooms

Contact Martha Diebold Real Estate if you are interested in touring one of the currently listed Upper Valley homes below or any other property.

9 Funny Cide Drive Canaan NH 03741

Canaan, NH9 Funny Cide Drive

Price$649,900

Est. Mortgage: $/month

MLS Number 4887519

  • Residential Single Family
  • Square Feet 3,728
  • Bathroom 3
  • Bedrooms 5
  • Construction Existing

Beautiful country home that is move in ready. Sit back and relax on the Gazebo porch with a view of Cardigan Mt. This home offers first floor living at it's best! Walk in from the heated attached garage to the back entry. Then to the gourmet kitchen that has granite counter tops, a center island, a built in wine rack and a walk in pantry. Having a dining room, living room, office and first floor bedroom suite is very nice. Upstairs, there is a large master suite with laundry and a bonus room. In addition, there are three more bedrooms and a full bath. Beautiful hardwood floors throughout. The third floor offers storage in the attic. A full basement too for storage and utilities. The open yard has an organic garden, solar panels, fenced in dog area and flower beds. On a separate lot: There is a 60 x80' heated building with it's own septic system that is currently rented out for additional income. This income may almost pay for your mortgage. Come and check this out.

Listed by Vanessa Stone of Vanessa Stone 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

31 South Street Woodstock VT 05091

Woodstock, VT31 South Street

Price$675,000

Est. Mortgage: $/month

MLS Number 4886759

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,359
  • Construction Existing

Just a stroll from the heart of Woodstock village, this spacious antique home is the perfect haven for you and yours. High ceilings, exposed beams, gorgeous light, and cozy gathering spaces lend a European aesthetic to this historic cape, while new systems (roof, boiler, windows) make this a worry-free home in every season. With separate suites of rooms at each end of the house, this four to five-bedroom property comfortably accommodates multiple families and guests. Two doors down from Woodstock's acclaimed elementary school, and right across the street from new tennis and pickle ball courts, there simply isn't a better village location. Sold fully and beautifully furnished, this turnkey home is ready to welcome you to Woodstock.

Listed by Keri Cole of Williamson Group Sothebys Intl. 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3961 Hartland Hill Road Woodstock VT 05091

MLS Number 4886800

  • Residential Single Family
  • Square Feet 3,646
  • Bathroom 4
  • Bedrooms 5
  • Construction Existing

This charming, expanded Cape sits just outside the Village of Woodstock. Surrounded by rolling green fields and wooded hillsides-this home offers a beautiful country setting within a mile or less of village shops, schools, dining and recreation. There is potential for one-level living with first floor bedroom and full bath nearby. The kitchen features granite countertops, an island with seating, tile floors and plentiful cabinets and updated appliances. The Lovely Dining Room with hand-hewn beams and gas fireplace, Living Room with Wood Burning Fireplace, a cheery office and wonderful Sunroom with gas stove and entry to large deck complete the first floor of the main house. There are two spacious bedrooms with room for seating and plentiful storage and another full bath on the second floor. The two-bedroom apartment with its own one-car garage, driveway, entrance and laundry can be accessed from the house if desired for flexibility of use. Whether you need room for guests, an in-law suite or would like rental income-the choice is yours in this versatile home. Recently added Automatic Generator and Mini-Splits insure comfort year round. The yard has established perennials and is bordered by a year-round brook with a foot bridge for accessing the nearby trails on Mount Peg. With the convenience of village amenities nearby and the gorgeous country setting -this home truly has the Best of Both Worlds.

Listed by Tambrey Vutech of KW Vermont 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

24 Low Road Hanover NH 03755

Hanover, NH24 Low Road

Price$1,150,000

Est. Mortgage: $/month

Pending

MLS Number 4886506

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Construction Existing
  • Square Feet 3,362

Bright, beautiful, updated open concept home in ideal location near Hanover Town in a quiet cul-de-sac neighborhood with direct trail access from the property to the Appalachian Trail and other conserved land. The house is stylish and spacious with 5 bedrooms and 3 baths. Two of the bedrooms are on the main level, but one could be used as a large private office if desired. A large, well-appointed kitchen has premium Wolf appliances and a sunny breakfast nook. The main living/dining room areas feature high ceilings, an elegant fireplace, and a cozy wood stove in the center of the floor, while an adjacent den provides an additional comfortable spot for hanging out. There is an approximately 900 sf mahogany deck built in 2019 that is fantastic for entertaining and enjoying the surrounding nature. The second floor of the house has a cute office nook off the main hallway, and the lowest level has a fantastic playroom and bonus room that would make a nice home gym or storage space. The house and property are in great condition, well-maintained, and also have numerous other conveniences such as mini-splits that provide air conditioning throughout. Showings start 10/14/21.

Listed by David Donegan of Snyder Donegan Real Estate 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

102 Hendee Way Hartford VT 05059

Hartford, VT102 Hendee Way

Price$975,000

Est. Mortgage: $/month

MLS Number 4886620

  • Residential Single Family
  • Village Quechee
  • Bedrooms 5
  • Square Feet 4,690
  • Bathroom 5

The perfect "family and friends" Home with plenty of space for everyone. The lovely and spacious home sits on one lot with another beside it for privacy. There is a towering stone fireplace in the living room. The living room, dining room, Master bedroom, and kitchen all walk out onto a large deck, with the kitchen portion being screened. All of the lower level bedrooms also have sliders out to the deck. Come take a look at this home for the good times.

Listed by Barbara West of Quechee Associates,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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

193 Chester Arthur Road Hartford VT 05059

Hartford, VT193 Chester Arthur Road

Price$589,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4886290

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,589

Wonderful Quechee property that will check off all these boxes: intelligent design blend of contemporary and classic cape, gorgeous expansive westerly view of a quintessential Vermont hillside, open concept floorplan with primary ensuite bedroom on the main level, ample bedrooms and baths that include a spacious guest suite, finished multi-purpose walkout lower level, covered porch and stone patio for outdoor entertaining, lovely landscaped yard detailed with handsome stonework abutting conserved green space, and a superb location for a primary or second home! Enjoy the excellent Quechee Lakes recreational amenities that offer something for every season or take the short drive to Woodstock to take in theatre, shopping, dining, and Marsh-Billings-Rockefeller National Park. Truly a treasure!

Listed by Mary Mayhew of Snyder Donegan Real Estate 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

245 Saint Gaudens Road Cornish NH 03745-4234

Cornish, NH245 Saint Gaudens Road

Price$1,500,000

Est. Mortgage: $/month

MLS Number 4885756

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

It is with great pleasure that we are able to present for sale Fox Run in Cornish New Hampshire. This very special estate 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 .

Listed by Daphne Lowe of Williamson Group Sothebys Intl. 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

66 Hollow Road Woodstock VT 05091

Woodstock, VT66 Hollow Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4885504

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

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

$
$
%
$/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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

39 Tranquil Brook Lane Hanover NH 03755

Hanover, NH39 Tranquil Brook Lane

Price$1,949,000

Est. Mortgage: $/month

MLS Number 4884428

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

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: 3.09% 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

81 Strawberry Hill Road Orford NH 03777

Orford, NH81 Strawberry Hill Road

Price$4,900,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4883376

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 8
  • Square Feet 11,200

An extraordinary private refuge on 344+/- acres, Bullfinch Farm is a historic estate located on a dead-end road close to Dartmouth College. Encompassing both sides of the road with sweeping views of the CT River Valley, the property has 4 ponds, a large barn with apartment, tennis court, pool and multiple additional outbuildings previously used for livestock as well as a sugar shack. The fully renovated and expanded historic colonial displays an uncommon level of craftsmanship with 6 bedrooms including a large first floor master suite. New and old spaces have been seamlessly integrated to create wonderful open spaces grounded by stone flooring and hand-hewn beams. Huge kitchen with two pantries, a fireplace, and cathedral ceiling. Stone patios run the length of the house connecting indoor and outdoor spaces. 3-car garage addition has a state of the art gym above. The property has a permitted 12-bedroom septic system providing many options for both a single-family residence or expanded uses. Bullfinch Farm is ideally located just two hours from Boston, four hours from NYC and three hours from Montreal. Private jet and helicopter services are available at nearby Lebanon airport (LEB).

Listed by Kristin Claire of LandVest,Inc./New Hampshire

$
$
%
$/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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 21, 2021.