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

Contact LindeMac Real Estate at 603-643-4900 if you have questions or would like to schedule a tour. Register to save your favorite listings and get email notifications when similar properties become available. You may also be interested in viewing luxury homes.

290 Hanover Center Road Hanover NH 03755

Hanover, NH290 Hanover Center Road

Price$8,387,500

Est. Mortgage: $/month

MLS Number 4917483

  • Residential Single Family
  • Construction Existing
  • Square Feet 11,881
  • Bedrooms 5
  • Bathroom 6

Greystone is one of the region's finest examples of American Shingle Style architecture and one of only a handful of truly world-class homes in Hanover, New Hampshire. Conveniently located within 15 minutes of Dartmouth College and only six miles to downtown Hanover, the property takes full advantage of the privacy and panoramic southerly views afforded by the finely landscaped 13-acre parcel. Established gardens, extensive stonework, and beautiful outdoor spaces distinguish the design. Employing natural wood finishes, generous porches, and asymmetrical structural features to integrate with the natural surroundings, it takes advantage of light, views, and breezes. The multiple levels of the home feature a dramatic central stairwell that culminates in a rooftop observation deck. The five bedrooms, four full and two half baths as well as a perfectly executed guest suite and bunk room combine with both formal and informal gathering spaces that include a magnificent great room, handsomely appointed home offices, a home theater, family rooms, and a workshop. The roughly 12,000+/- square feet of interiors executed at the highest level of fit and finish always feels as inviting and as intimate as the Inglenook that connects the dining area to the main foyer. A covered breezeway attaches the main house to an oversize, three-car studio/garage with a finished heated second floor with a barrel-vaulted ceiling, a full bath, and currently, a large in-home gym.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

249 Bragg Hill Norwich VT 05055

Norwich, VT249 Bragg Hill

Price$8,000,000

Est. Mortgage: $/month

MLS Number 4883128

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

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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

159 Howard Road New London NH 03257

New London, NH159 Howard Road

Price$7,500,000

Est. Mortgage: $/month

MLS Number 4917001

  • Residential Single Family
  • Bedrooms 9
  • Square Feet 5,716
  • Construction Existing
  • Bathroom 4

Sought after, very special Lake Sunapee property, set on 8.9 +/- private acres with 412.5 feet of west facing shoreline. Enjoy your summer days on one of the finest sandy beaches, with sandy bottom swimming for all ages. Boaters in the family will love the expansive dock that has room for multiple boats. Take in the panoramic views, including both Herrick Cove lighthouse and Loon Island lighthouse. Property includes a beach house with changing rooms and ample space for equipment and beach toys. The stately 8- bedroom main house is set up off the water, overlooking the lake and beach. It features beautiful hardwood floors, 4 wood burning fireplaces, spacious walk-in pantry, a game room with views from your windows seats and so much more. Spend Summer evenings dining on the large screened porch as you watch the magnificent sunset, then proceed back down to the water for a swim and campfire on the beach. Plenty of room for guests including a quaint guest house just steps away boasts its own screen porch. The carriage house offers parking for cars and a golf cart, a shop, and game-room and office space upstairs. The playhouse offers an additional retreat. Don't miss out on this rare opportunity on beautiful Lake Sunapee!

Listed by Jessica Dolan and Anthony Dolan of Dolan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1583 Westerdale Road Woodstock VT 05091

Woodstock, VT1583 Westerdale Road

Price$7,495,000

Est. Mortgage: $/month

MLS Number 4913355

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 7,590
  • Construction Existing

SUGAREE - Incomparably situated at the peak of Woodstock's fabled Western Dale, this exceptional residence is nothing short of superb. Built with the finest materials and an exquisite eye for detail, the six-bedroom, eight-bathroom home overlooks the Green Mountains with a breathtaking southern view. The thirty-acre landholding comprises open meadows, forests, miles of John Morton trails, and a gorgeous swimming pool. Splendidly private and tranquil, but just ten minutes from Woodstock village, the house was comprehensively transformed in 2016 by the area's finest craftsmen with custom and trade-only finishes and fixtures. Fully automated with high-speed internet and strong cell reception, the house lends itself beautifully to full or part-time enjoyment. Well appointed to accommodate friends and family with ease, this home is being sold fully furnished and poised for the next adventure - from the Simon Pearce flatware to the Shackleton Thomas bedroom suite to the Polaris gator. A delight in every season, Sugaree is simply one of Vermont's finest properties.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

154 Garnet Hill Road Sunapee NH 03782

Sunapee, NH154 Garnet Hill Road

Price$5,995,000

Est. Mortgage: $/month

Pending

MLS Number 4904906

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 4,873

Garnet Hill is one of the most sought after locations on Lake Sunapee. This waterfront compound is located on 2.1 acres with 220' prime shoreline featuring a level point of land. The 4873 sq.ft. 4+ bedroom main house offers a great room, chef's kitchen and family living spaces that transition to a wide open deck and lush sweeping lawn at the waterfront. All ages will love the sandy beach and sandy bottom swimming. The boaters will appreciate two deep water docks flanking either side of the property. In addition to the spacious gathering rooms, the main house offers 3 separate dens ideal for accommodating "work from home" options for various family members. A top floor family room with a private roof deck provides an ideal retreat. The adjacent 1361 sq.ft. guest house includes an upscale kitchen and spacious living options. There are 2 bedrooms up and a spectacular bunk room down ready to pile in the kids, their cousins and friends for any given weekend. Across the courtyard a large heated barn/garage provides spaces for 4+ vehicles down and family recreation and exercise space up. Wake up to the loons call and mist rising. Plan an early walk around the 1.5 mile Garnet Hill loop. Mirror glass water calls to water skiers and rowers alike. Explore the 11 islands on the Lake - perhaps Bubbas for lunch -it's 7 miles by water. The bustle of Sunapee Harbor is a quick bike ride, walk, paddle board or ride from Garnet Hill. Available for Summer 2022 Occupancy!

Listed by Pamela Perkins of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

46 Brown Hill Road Sunapee NH 03782

Sunapee, NH46 Brown Hill Road

Price$5,900,000

Est. Mortgage: $/month

MLS Number 4897672

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 12,050

Privately sited on a secluded hilltop with 120-degree views to the south overlooking Lake Sunapee and Mount Sunapee, this luxurious home has all the elements of the classic log lodges of the West; unspoiled scenery, privacy and a rugged design that celebrates nature and a remarkable heritage of regional craft and building tradition. Built from logs of Lodgepole Pine and Ponderosa Pine hand hewn and crafted in Montana, the home took 3 years to design and build, completed in 2009. Hickory hardwood and stone flooring, 13 stone fireplaces handcrafted with stone from Vermont quarries, and five separate decks with balusters of peeled branches that overlook a 70' long stream with waterfalls and small pond. Large portico and Porte Cochere lead to the grand front entry featuring a custom wood door, stone flooring and a massive log spiral staircase leading to a suspended catwalk on the 2nd floor which overlooks the 900 sf Great Room with cathedral log truss ceiling, wall of windows to the view and a two-story stone fireplace. Open concept design includes spacious dining area and premium custom kitchen with stone counters, and access to a library and screened porch. 3 levels of living space accessible by an elevator include a 1st-floor master suite, office, guest suite, sleeping porch, finished lower level with rec room, kitchen, gym, and bunk room. Every detail for comfort and convenience has been implemented into this spectacular 7 bedroom 9 bath home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

18 The Green Woodstock VT 05091

Woodstock, VT18 The Green

Price$4,500,000

Est. Mortgage: $/month

MLS Number 4895993

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

21 Rope Ferry Road Hanover NH 03755

Hanover, NH21 Rope Ferry Road

Price$4,250,000

Est. Mortgage: $/month

MLS Number 4916657

  • Residential Single Family
  • Bedrooms 6
  • Square Feet 5,669
  • Construction Existing
  • Bathroom 5

In one of the most sought after locations in Hanover, NH, 21 Rope Ferry Road is a stunning example of classic design with 21st century finishes and systems. Over the last 3 years, the owners have undertaken a full renovation of the property with high end finishes and systems and an attention to detail befitting a home of this stature. The main floor offers generous living spaces, high ceilings, wood floors, and wonderful light. The kitchen and adjacent butlers pantry offer an elegance and design with a focus on functionality, a wonderful space for entertaining or enjoying the day to day heart of the home. The living and dining room feature a stunning wood burning fireplace with marble surround and classic millwork. Adjacent to the dining area, french doors lead to the patio for outdoor entertaining. The main floor also has a large reception room with adjacent bedroom and bath, perfect for gaming, movies, or guests. The second floor has three bright and airy bedrooms including a primary en suite, and the third floor has one additional bedroom and playroom. Newly finished, full basement has the ultimate mudroom space with accompanying laundry room, 3/4 bath and bedroom. This property is a truly turnkey home ready for the next owner to enjoy in the area's finest locations.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

3 Church Street Woodstock VT 05091

Woodstock, VT3 Church Street

Price$4,250,000

Est. Mortgage: $/month

MLS Number 4917788

  • Residential Single Family
  • Square Feet 10,206
  • Bedrooms 10
  • Bathroom 15
  • Construction Existing

A handsome Federal Greek Revival built in 1831 by Joel Eaton, Three Church Street is at the heart of the picturesque village of Woodstock, voted the most beautiful town in America by Conde Nast Traveler. The house is rumored to have been a stop on the Underground Railroad and local lore has it that General Lafayette slept here. The east wing was added in the 1860s and was a recovery home for civil war veterans. Set on just under two acres with 249 feet on the Ottauquechee River, the exquisitely renovated house has maintained its historical integrity while adding modern amenities such as en-suite bedrooms and air conditioning. The two-acre property has been meticulously maintained and is in exceptional, move-in condition. It comes completely furnished and includes an in-law apartment and guest apartment. An expansive porch looks out over a private back lawn that gently slopes down to the river with views of Mt. Tom. The outdoor areas have a sense of space with the added pleasures of perennial gardens, a heated pool and fire pit. Head out the front door and walk to locavore eateries, theatre, the weekly summer farmer's market on the Green, shops and the Marsh-Billings-Rockefeller Historic Park with 20 miles of trails to explore on foot, by horse or snowshoes. A day of skiing at Suicide Six or Killington or gravel bike riding on the scenic dirt roads are all close by. Come home. Breathe. Relax. Rock on the porch. Cozy up by the fire. Shown by appt only with 24 hour notice

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

4 Bond Street Woodstock VT 05091

Woodstock, VT4 Bond Street

Price$3,250,000

Est. Mortgage: $/month

MLS Number 4877059

  • Residential Single Family
  • Village Woodstock
  • Square Feet 5,306
  • Construction Existing
  • 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 and Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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
  • Bathroom 6
  • Square Feet 7,619
  • Construction Existing
  • Bedrooms 6

Weddings, events, retreats; this property can be reimagined as a boutique hotel, retreat center, or stately residence! Located minutes from Woodstock, in quintessential Barnard, the attractive and welcoming “Barnard Inn” has been a fine residence since 1796 and in recent decades a destination restaurant. Currently it is well known for catering many distinguished destination Vermont wedding events! Being commercially sound with all permitting and infrastructure in place, many turnkey opportunities exist! Nestled on 10 acres are manicured perennial gardens, lush meadows and working gardens. Walking paths lead to a secluded romantic wedding site at a pond! Owners have created an extensive and appealing private residence within the main brick building. Enter up stairs to a deck, and you'll walk into a sprawling designer kitchen. Continue on to a large living room, 5 bedrooms, family rooms and private spaces. The main building front entrance leads to 3 historic elegant formal dining rooms and an updated state of the art restaurant kitchen. Down the hall is a tavern, with 2 dining areas and a classic tavern bar. Large windows overlook the garden and fire pit area. A detached barn presents a dramatic turnkey event venue! Newly renovated studio apartment below the event barn is perfect for guests who value private space. It is currently used as a highly popular short-term 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: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

541 & 523 Ely Road Thetford VT 05045

Thetford, VT541 & 523 Ely Road

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4900904

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

Welcome to Camp Ely, an expansive and whimsical estate perched atop a bluff with views of the wide, meandering Connecticut River. From the original bricks of a cape built in 1818 to an exquisitely designed treehouse nestled among an oak tree with its own acorn nook, this estate has been created with purpose, integrity, and charm. Every design element inspires feelings of comfort and belonging while linking to traditional uses of the land. Take part in a farming past and graze animals in the pasture. Have tea with a friend in the perennial gardens. Invite family into your guest house and make dinner from your vegetable garden. Let the bright and spacious studio space inspire your creative juices to flow steady and constant like the river below. This estate is so much more than a collection of buildings. This estate is an idea. It's an idea of what it means to be at home, to feel like you live in a place that represents you. Let this spacious Vermont Country estate - with all its fundamental elements - be the kernel from which your personal story can grow.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 July 4, 2022.