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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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192 Mascoma Street Lebanon NH 03766

Lebanon, NH192 Mascoma Street

Price$450,000

Est. Mortgage: $/month

MLS Number 5000841

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,461

Super convenient Lebanon location! This classic cape offers 3 bedrooms, 1 & 1/2 baths and 1st floor laundry. There is a bonus room/office on first level that could be used as a 4th bedroom. Fantastic level .9 acre yard that could be subdivided to build a new home. Other great features include a detached 2-car garage, garden shed and two enclosed porches. You will love the close proximity to the Mascoma River Greenway for walking and biking.

Listed by Melissa Robinson 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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200 Dickey Road Newbury VT 05051

Newbury, VT200 Dickey Road

Price$895,000

Est. Mortgage: $/month

MLS Number 5000808

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,090

Do you have a desire to live "on top of the world"? This property offers a gorgeous Post & Beam Log Home with 83.1 Acres of continuous land, situated below the summit of the associated acreage. A long, private driveway provides seclusion as well as access for firefly catching in the summer evenings. The house-site is landscaped, level, and provides multiple options for outdoor enjoyment or recreation. The detached three-bay garage provides storage for recreational vehicles or daily drivers, and the large, open yard space has potential for additional development if needed. Trails expand from the house-site and driveway to provide access to the acreage. The property's basement walks out into the side yard near the garage, and provides additional finishing space if needed. The 2014 dwelling has three bedrooms, two on the first floor with the primary bedroom, en-suite bathroom, and walk-in closet on the second floor adjacent to the loft "office". The first floor bedrooms have a shared full bathroom with laundry conveniently located. The kitchen's open design and large countertop bar allow for entertaining, preparation, or additional dining space convenient to the first floor living spaces. The living space is accompanied by a Finnish Stove which will transfer with the property. Large panes of glass allow natural light into the dwelling, along with the inclusion of passing clouds and natural events happening right outside of the home's windows. A one-of-a-kind property!

Listed by Darren Sherburne of Four Seasons Sotheby's Int'l Realty

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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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231 Brothers Road Hartland VT 05048

Hartland, VT231 Brothers Road

Price$260,000

Est. Mortgage: $/month

MLS Number 5000789

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,076

Looking for a house with character, this one has lots of character and then some! Plus, some amazing views. A sugar house, poultry coop, run in carport for the toys. Fireplaced living room, den with a gorgeous Glenwood woodstove waiting to be shined up. This is the type of house you need to see - pictures don't tell the proper story. So, give me a call and come take a look.

Listed by Linda Benoit of Highland Realty

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$
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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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463 Winter Street Claremont NH 03743

Claremont, NH463 Winter Street

Price$1,633,000

Est. Mortgage: $/month

MLS Number 5000761

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5,271

Delayed showings, all showings are delayed till Sunday June 23rd. 1st Castle on the Right! This 15 room with 6 Bedrooms (4 include bathrooms) is ideal for Bed & Breakfast or Live-in and run a wedding venue or Farm. Multiple separate entrances makes it easy and private for boarders. 96 groomed trails have been installed for 4 wheeling & snowmobiling on your own 96 acres. Ideal for recreation and hosting events as well as a rooming house. Other possible options too in the RR zone. Come fall in love with the majestic Westerly views to VT, You can see for 100 miles from the top of the property. Looking for a big change of pace, this is for you!

Listed by Donald Goudreau of EXP Realty

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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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6 Gambier Street Claremont NH 03743

Claremont, NH6 Gambier Street

Price$259,900

Est. Mortgage: $/month

MLS Number 5000756

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,248

Welcome to this charming 3-bedroom, 1.5-bath ranch-style home. This turn-key property offers a primary bedroom and full bath on the main floor, with two additional bedrooms and a half bath in the finished basement. The home boasts a new roof, updated appliances, storm doors and enjoy the privacy of the new vinyl fence around the yard, perfect for your kids and four legged friends to play safely. Additionally, the property includes a newly built garage/storage shed, providing ample space for all your storage needs. Don't miss the opportunity to make this lovely house your home!! Short walk to Maple Avenue Elementary School and Moody Park, 10 minutes to I-91.

Listed by Courtney Chase of Coldwell Banker Homes Unlimited

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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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42 Powder Spring Road Topsham VT 05076

Topsham, VT42 Powder Spring Road

Price$189,000

Est. Mortgage: $/month

MLS Number 5000746

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,450

Imagine falling asleep and waking to the sounds of a babbling brook right outside your bedroom window. This raised ranch borders Tabor Branch Brook and features a nice open lot with large front and back yards. The interior main floor has been freshly painted a clean neutral white to accommodate your own decor and features a basement bonus room, second bathroom, laundry and walk out basement. With a little TLC such as new flooring, this house could easily become the home of your dreams. Priced to sell. Don't miss your opportunity.

Listed by Linda Larrivee of RE/MAX Northern Edge

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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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109 Sugarwoods Road Barre Town VT 05641

Barre Town, VT109 Sugarwoods Road

Price$1,295,000

Est. Mortgage: $/month

MLS Number 5000739

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,442

Beautifully landscaped on a rolling site with commanding views, this spectacular residence exudes refined elegance and comfort. Crafted with meticulous attention to detail, it features a wraparound covered porch, perfect for summer evenings. The open, two-story foyer leads to a central living room with cathedral ceilings, a cozy fireplace, built-in bookshelves, and a second-story balcony. The inviting dining room boasts rich cherry flooring, while the kitchen is adorned with cherry cabinetry, a large island, and stone countertops. A cozy breakfast area opens to an east-facing back porch and brick patio. The main level includes two en-suite bedrooms. The primary suite, located at the rear southeast corner, features a walk-in closet and a tiled bathroom with a separate shower and large jetted soaking tub. An adjacent private sunroom offers a quiet place to read or relax. The second en-suite bedroom provides an option for dual primary suites. Upstairs, two bright and spacious bedrooms each have traditional A-dormer windows, adding character. One bedroom includes a large attached office or hobby space. Additionally, an impressive 16' x 35'6" den connects to the main level via separate staircase. The lower level features a recreation area with a wet bar, built-in cabinetry, a half bathroom, and pool room. The attached three-car garage is heated and includes a second interior stairway to the basement level. The property also boasts a carriage house with two additional garage bays.

Listed by Timothy Heney of Heney Realtors - Element Real Estate (Montpelier)

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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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299 Meriden Road Lebanon NH 03766

Lebanon, NH299 Meriden Road

Price$439,000

Est. Mortgage: $/month

MLS Number 5000692

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,320

A gorgeous eleven acre parcel of open and wooded land with 100's of feet of peaceful, private frontage on the Great Brook and only two miles to the Lebanon Green/Colburn Park! This neat ranch/New Englander residence is in great condition and ready for new owners! Nicely freshened up with all new flooring, trim, interior paint, lighting and ceiling fans. Updated bathroom. Two sun porches, one on the front and one in the back, provide added three season flexible living space. Enter through a large foyer with extra room for a nice sitting area. Well appointed kitchen and eat in dining. Three comfortable bedrooms and one full bath. There is a full, dry unfinished basement that could easily be finished. One car attached garage. A large outbuilding provides extra storage and has potential for other options. The house is lovely, the land is really special. A short walk across the lawn leads you to a quiet tree lined path that takes you to a cleared area and the Great Brook. Instant serenity! Do not miss this pretty ranch home and large, private lot in proximity to everything! Showings start Sunday at the open house from 11-2 pm.

Listed by Mark Roden of KW Coastal and Lakes & Mountains Realty/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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23 Brookside Drive Norwich VT 05055

Norwich, VT23 Brookside Drive

Price$649,000

Est. Mortgage: $/month

MLS Number 5000679

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 3,300

Walk to Dan & Whits and elementary school from this 3 BR, 2 bath village home with pastoral views Rare opportunity for country-like living and views within the quiet village of Norwich, a picturesque, quintessential Vermont town across the river from Dartmouth College and world-class Medical Center in Hanover, NH. Walk to Dan & Whits and elementary school from this 3 BR, 2 bath home with pastoral views of 23 protected acres with meandering brook from the large front deck! Located on a dead-end road. House includes post & beam architecture, 2-story fieldstone fireplace, cathedral ceilings, wide pine flooring, a large Primary bedroom with adjoining nursery / office with double-sink master bath, huge walk-in shower and copper soaking tub. The unfinished basement has 2 woodstoves and direct access to the oversized 2 car garage. Two recent additions adjoin the original "diamond-in-the-rough" 1957 home, that would need further remodeling to bring up to the newer additions' standard. Presently the home is comfortable and livable as is, with all bedrooms and baths on the main level. Architectural drawings show the potential of the completed project (roughly 24' x 40' main level) with large new kitchen opening to dining and living rooms and second story addition for bedrooms/ office, studio space, and additional bath option. Perfect for someone who wants to customize the home to their tastes and future needs. Middle and high schoolers attend school in Hanover, NH.

Listed by Jason Saphire of www.HomeZu.com

$
$
%
$/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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474 Vt Route 25 Topsham VT 05086

Topsham, VT474 Vt Route 25

Price$550,000

Est. Mortgage: $/month

Open House

MLS Number 5000644

  • Residential Single Family
  • Next Open House: Sat 06/22 12:00 pm. to 2:00 pm.
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

Welcome to this enchanting 1830s Colonial home in the heart of West Topsham Village. Historically the town inn, this beautifully maintained residence now thrives as the "Rest Haven AirBnB," providing income and the joy of meeting new friends. The AirBnB space spans 1,200 square feet with three bedrooms and two separate rental areas, each featuring a refrigerator, microwave, coffee maker, and private bathroom. Guests also have access to the downstairs cafe and gift shop, a cozy three-season enclosed porch, and a common living room. Nestled on an 8.9-acre site, the property includes an adjacent large post and beam barn, perfect for storage or potential expansion. Terraced trails lead through wooded and open areas, boasting approximately 1,100 feet of frontage along the picturesque Waits River, ideal for fishing, swimming, and camping. The property also offers opportunities for hiking, cross-country skiing, and easy access to nearby snowmobile and 4-wheeler trails. The residence provides generous space to move about without losing its cozy atmosphere. Relax on the three-season porch with a book and a hot beverage or glass of wine. This unique property, with its historical charm and modern comforts, is perfect for continuing the successful AirBnB operation or as a spacious family home with ample opportunities for outdoor activities. Don't miss the chance to own a piece of history in this spectacular location!

Listed by Timothy Heney of Heney Realtors - Element Real Estate (Montpelier)

$
$
%
$/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 6:25 PM EDT