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Upper Valley Homes with Guest House

Scroll down to browse listings for homes with a guest house in the Upper Valley of Vermont and New Hampshire. You may also be interested in viewing multi family homes.

Owning a home with a guest house in the Upper Valley region of New Hampshire and Vermont is an ideal way to enjoy the beauty of the region and have plenty of space for family and guests. These homes are typically situated on sprawling green acres, providing ample outdoor space for activities like fishing, boating, skiing and hiking. Residents can take advantage of nearby urban centers for work and entertainment opportunities. Homes with a guest house typically feature open floor plans, upgraded fixtures, energy efficient heating/cooling systems and top-of-the-line appliances. The main home may also include modern amenities such as spacious decks for outdoor living or large barns perfect for livestock or hobbies. A guest house provides additional living accommodations or can be used as a workshop or office space - perfect for those who love entertaining family and friends or need extra room to pursue their passions.

Search Upper Valley Homes for Sale with a Guest House

Contact Martha Diebold Real Estate or give us a call at 603.795.4816 if you are interested in a specific property, or if you have any questions.

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149 Old County Road Plainfield NH 03781

Plainfield, NH149 Old County Road

Price$249,000

Est. Mortgage: $/month

MLS Number 4984820

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Square Feet 768
  • Acreage 11.6

Location, Location, Location! An 11.6 acre parcel within a 10 minute drive of West Lebanon and Interstates 89 and 91. Conveniently located within driving distance of stores, restaurants and outdoor activities. Once farm land, there is a rustic cabin and an old milking barn which are in need of repairs. The barn may be a tear down. The lot has been logged making an open, sunny site. Deer can often be spotted on the hillside or near the seasonal pond. This property has unlimited potential whether you are looking for an old cabin to restore or land to build a new home in a private location. Enjoy all that rural life has to offer.

Listed by Debra Walker of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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91 Ivan Drive Barre Town VT 05641

MLS Number 4984559

  • Residential Single Family
  • Construction Pre-Construction
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,386

Listed by James Fecteau and Danny Fecteau of Fecteau Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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311 Densmore Hill Road Hartland VT 05048

Hartland, VT311 Densmore Hill Road

Price$2,950,000

Est. Mortgage: $/month

Pending

MLS Number 4984388

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,008

A property that epitomizes what is meant by spectacular Vermont views! With over 100 acres of quality land the opportunity is presented for construction of an unparalleled residential compound! The owners have meticulously maintained the property to the highest standard! Extensive trails meander throughout providing recreation opportunities for equestrians, nordic skiers, snowmobilers, runners and hikers! At the summit of these trails is a gazebo, with a nearly 360 degree panoramic view of distant mountains and several ski areas! For immediate enjoyment of the property, a well constructed 2 bedroom 2 story cottage is in place. This delightful home replicates the timeless appearance of a classic Vermont Sugarhouse. Well conceived living spaces benefit from mesmerizing long range views of distant mountains, water views of a large peaceful pond and of lush nearby fields. Quality infrastructure well sited on the property include a large 6 bay garage/barn, 2 stall horse barn with run-in and attractive split rail fenced area, and 3 sided oversize pole barn. The location of the estate is difficult to duplicate! Just 3.5 miles away is historic Woodstock Village with amenities of shopping, dining, and cultural events. Equally close is South Woodstock Village and the equestrian center of The Green Mountain Horse Association. The site of the cottage is totally private! Surrounding open land provides sun! The potential of additional quality building sites is obvious! Location and views!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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49 Bright Slope Way Grantham NH 03753

Grantham, NH49 Bright Slope Way

Price$575,049

Est. Mortgage: $/month

Pending

MLS Number 4984378

  • Residential Single Family
  • Village Eastman
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Custom-designed, Yankee Barn Home in Eastman! Thoughtfully situated for privacy in the heart of Eastman while affording an easy walk to the North Cove Beach. First time to the market! Designed with the utmost attention to detail, this home features a warm, welcoming living room with fireplace, cathedral ceiling and decorative beams throughout. Three bedrooms, 2 ½ baths with a primary bedroom on the main level. Generous mudroom with convenient first-floor laundry. Enjoy the beautifully landscaped natural setting while sitting on the back patio. The Eastman Community is nestled in the Dartmouth-Lake Sunapee Region and perfectly located to take advantage of all four seasons in New Hampshire. Eastman offers a 2-mile lake for all the water fun you could hope for, an Activity Center with heated indoor pool and fitness center, an 18-hole championship golf course, tennis courts, pickle ball, groomed cross-country ski trails, plus hiking trails. Come explore this community with easy access to I-89 for a short commute to Lebanon, Hanover, Lake Sunapee and more.

Listed by Carol Shepherd of C.G. Shepherd Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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93 Dogwood Circle Lebanon NH 03784

Lebanon, NH93 Dogwood Circle

Price$629,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4984275

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,388

New Construction in "The Rock Ridge Community" Offering 326 pristine acres of nature, trails, and riverfront access to all that the Upper Valley has to offer. The Upper Valley's Premier Neighborhood, all New Construction. This new home offers 3 bedrooms, 2.5 baths with extra living space above garage and unfinished full basement. Open concept living with hardwood floors, granite counter tops, tiled baths, flexible floor plan and many other upgrades including expandable space over garage and an additional first floor master suite. Share the community garden, enjoy socials at the Farmhouse and the privileges that HOA provides. Close to I-89, DHMC and Dartmouth College, Lebanon 6 Theater, Downtown, and plenty of shopping. Home is target for a July finish date, pictures of finish homes are similar in style

Listed by Shane MacDonald of Coldwell Banker LIFESTYLES - Hanover

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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1341 Claflin Road Corinth VT 05039

Corinth, VT1341 Claflin Road

Price$400,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4984137

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,145

Welcome to Vermont. Have you been looking to make VT your primary residence or your vacation retreat? This property has so much to offer. Lots of wildlife, great views, apple trees and enough space to have your own hobby farm, all while enjoying the peacefulness of rural life in VT. This renovated home offers a beautiful eat in kitchen, 2 full baths and 5 bedrooms with 2 of them being on the first floor. Owners have done major renovations in 2022-2024 to include 2nd floor new bathroom, completely renovated 1st floor bathroom and new kitchen with stainless steel appliances. Electric and plumbing updates as needed to complete necessary renovations. Attached 2 story barn with approx. 400 sq ft could be used for additional storage, workshop area or convert to a garage. Come be surrounded by a truly exceptional setting and enjoy nearby activities offered at North East Ski Slopes, Lake Morey Skate Trail, Groton State Park, Tucker Mtn Town Forest and Wrights Mtn Trails. Being centrally located you can head in any direction to find larger ski resorts like Killington, Stowe and Burke. Spend Summers rafting in the local brooks and Autumn watching the change of season from your own porch. Rm measurements are approx.

Listed by Sue Altland of Living New England Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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32 Parkview Way Woodstock VT 05091

MLS Number 4984046

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,013

A wonderful opportunity for affordable living in the charming community of Woodstock Vermont. Need help with down payment Champlain Housing Trust may be able to help you, up to $30,000 in deferred loan program for qualified buyers. Home is on site after a long rainy summer ready for the new owner. 2023 Single Wide Mobile home 3 bedrooms 2 bath. Buyers application for Park approval under Documents. Pets are allowed. Home floor plan under doc's also available. Main bedroom with in-suite full bath. Central Livingroom, dining area and Kitchen with lots of cabinets and gas cook stove. Laundry area ready for your washer and dryer. Gas heat, which can be upgraded with air conditioning. Close to shopping and downtown Woodstock. Easy access to the Woodstock High School. Lot rent will increase to $496 as of Juns 1st 2024

Listed by Deb Roberts and Jenna Luce of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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99 Upper Royalton Terrace Royalton VT 05068

MLS Number 4984033

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 804

Discover the perfect starter home in a privately owned park - a brand new single wide mobile home awaits with 2 bedrooms, 1 bath, and an open kitchen, living, and dining space on a flat lot. This cozy abode features propane hot air heat, a convenient propane stove, and energy-efficient double-pane windows, insulated skirting, on a concrete slab with tie downs, ensuring comfort and cost-effectiveness. With the option for as little as 5% down for those with good credit and low debt-to-income ratios, this home is an excellent choice for first-time buyers or those looking to downsize. Embrace the community in a pet-friendly park allowing 2 indoor cats or a small dog, and envision a tranquil lifestyle in a new home showcased in the provided pictures of a similar, delightful dwelling. 40 minutes to West Lebanon.

Listed by Deb Roberts and Jenna Luce of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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67 Troon Drive Grantham NH 03753

Grantham, NH67 Troon Drive

Price$499,067

Est. Mortgage: $/month

MLS Number 4983268

  • Residential Single Family
  • Village Eastman
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Situated in the golf course area of Eastman, this contemporary 3-bedroom, 2-bath home is surrounded by wooded beauty. The main level offers a family room, 2 bedrooms and a bathroom with laundry. The upper level contains the living room with vaulted ceiling, wood burning fireplace and warm hardwood floors, dining room, kitchen, another bedroom and bathroom. French doors open to a spacious enclosed porch. Eastman provides year-round recreation with its many exceptional amenities. Enjoy lake activities, golf, tennis, pickleball, cross-country skiing and more!

Listed by Carol Shepherd of C.G. Shepherd Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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73 East Wheelock Street Hanover NH 03755

Hanover, NH73 East Wheelock Street

Price$625,000

Est. Mortgage: $/month

MLS Number 4982983

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,788

Light and bright 4 bedroom 2 bathroom Cape walking distance to Hanover Main Street and Dartmouth College! Lovely location on a corner lot, close to trails and sidewalks into town. The first floor has an open plan with a large living/dining room complete with a woodstove. The kitchen has granite counters and updated appliances. Two bedrooms and the full bathroom complete the first floor. The second floor has two bedrooms, a 3/4 bathroom and an office. The basement has lots of space for storage and the laundry area. A great home in a fantastic location that would also make a great investment property with its proximity to Dartmouth College.

Listed by Rowan Carroll of Coldwell Banker LIFESTYLES - Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 June 18, 2024 6:38 PM EDT