Upper Valley Homes for Sale with a Guest House

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Upper Valley Home with a Guest HouseBrowse homes for sale with a guest house in the Upper Valley area. 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.

Newest
New Listing
103 Potash Hill Road Tunbridge VT 05077

$549,000

Tunbridge, VT

103 Potash Hill Road

  • 3 Beds
  • 2 Baths
  • 10.25 Acres
  • 2,480 SqFt
  • 0 Days on Market
MLS#: 5094623
New Listing

$215,000

Newbury, VT

14 Bible Hill Road

  • 4 Beds
  • 2 Baths
  • 0.2 Acres
  • 1,761 SqFt
  • 0 Days on Market
MLS#: 5094618
New Listing

$2,950,000

Woodstock, VT

5798 South Road

  • 5 Beds
  • 7 Baths
  • 32 Acres
  • 4,510 SqFt
  • 0 Days on Market
MLS#: 5094600
New Listing

$340,000

Springfield, VT

58 Reservoir Road

  • 3 Beds
  • 1 Bath
  • 1 Acre
  • 1,474 SqFt
  • 1 Day on Market
MLS#: 5094561
New Listing

$349,900

Haverhill, NH

207 Lakeside Drive

  • 2 Beds
  • 2 Baths
  • 0.68 Acres
  • 1,046 SqFt
  • 1 Day on Market
MLS#: 5094543
New Listing

$925,000

Grantham, NH

31 Wildwood Drive

  • 2 Beds
  • 3 Baths
  • 2.54 Acres
  • 2,575 SqFt
  • 1 Day on Market
MLS#: 5094524
New Listing

$525,000

Vershire, VT

668 Kingdom Road

  • 2 Beds
  • 2 Baths
  • 40.9 Acres
  • 1,712 SqFt
  • 1 Day on Market
MLS#: 5094471
New Listing

$1,199,000

Woodstock, VT

2 High Street

  • 3 Beds
  • 3 Baths
  • 0.07 Acres
  • 1,950 SqFt
  • 1 Day on Market
MLS#: 5094456
New Listing

$659,910

Grantham, NH

10 Wedgewood Drive

  • 3 Beds
  • 3 Baths
  • 0.75 Acres
  • 2,559 SqFt
  • 1 Day on Market
MLS#: 5094423
New Listing

$965,000

Woodstock, VT

358 Cowdrey Path

  • 3 Beds
  • 3 Baths
  • 2 Acres
  • 2,638 SqFt
  • 1 Day on Market
MLS#: 5094379
New Listing

$250,000

Sharon, VT

55 Powell Farm Road

  • 3 Beds
  • 2 Baths
  • 2.5 Acres
  • 1,680 SqFt
  • 1 Day on Market
MLS#: 5094373
New Listing

$2,995,000

Newbury, NH

175 Bay Point Road

  • 5 Beds
  • 2 Baths
  • 10.53 Acres
  • 2,020 SqFt
  • 1 Day on Market
MLS#: 5094339

Houses for Sale with Guest House in NH & VT

Homes for sale in the Upper Valley region of Vermont and New Hampshire featuring guest houses offer added versatility for accommodating visitors or creating additional living space. With separate quarters, these properties provide privacy and flexibility for hosting guests or utilizing the space for personal needs such as a home office or studio. 

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Copyright 2026 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 13, 2026 5:53 PM EDT