Upper Valley Vacation Homes

Vacation Home in the Upper ValleyScroll down to discover the latest vacation homes for sale in the Upper Valley of Vermont and New Hampshire. Look through hundreds of listings to find your new home. To receive updates on this listing or your other favorite homes, you can sign up for our website.

Upper Valley Vacation Homes for Sale

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

138 Toll House Road Newbury VT 05051

Newbury, VT138 Toll House Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4871503

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,972

Three bedroom cape nestled in the Vermont country side with 710' of frontage on the Connecticut River. Where to start! Enjoy the clay tennis court, with family and friends. Dock for your boat to explore the river or fishing. Relax, grill on the deck as you enjoy the river view and sunset. Grill inside on those cold days in the brick hearth grill. The property produces a surplus from the solar panels which is sold through net metering. With the generation of power the house is heated and cooled using an electric heat pump. A propane boiler and two woodstoves also compliment the heating systems for those short winter days. The home is open concept to promote social gatherings. The sunroom is a great spot for lunch and growing your favorite flowers. Just below the sunroom is a root/wine cellar with a washing sink to take care of your home grown produce. The walkout basement is presently used as a workshop and garage. It could easily be upgraded to a family room or additional living space. Let your imagination run wild, the opportunities are endless. Year round home, second home, vacation home or income rental. Located minutes from I-91 and 45 minutes to Lebanon/ Hanover area. This one won't last! Delayed showing until 7/17. Open house on 7/17 11:00 am to 2:00 pm

Listed by Paul Kidder of Lyman Realty

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

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171 Alden Partridge Drive Hartford VT 05089

MLS Number 4871423

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

A lovely full time home or a great vacation getaway! Open floorplan with updated kitchen, dining area and living room, directly off of the large family room for entertaining. Master suite with laundry and a half bath finish off the first floor. Two sizable bedrooms and another full bath on 2nd floor. Enjoy the 3 season porch overlooking the private backyard. Easy access to all the excitement of Quechee Lakes. Tenant until the end of August. Must have 48 hour notice. No showings until 7/14/21

Listed by Cheryl Brush of Moseley Associates

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

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10 Whip Poor Will Walk Grantham NH 03753

Grantham, NH10 Whip Poor Will Walk

Price$344,000

Est. Mortgage: $/month

MLS Number 4870842

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

Within walking distance to East Lake or South Cove Beaches and Activity Center, this 3 bedroom contemporary home is most charming with cathedral ceilings and lots of natural light. Spend your summers on the deck or in the comfort of the air conditioned indoors. Plenty of space for guests with living room, family room and office area. Efficient propane forced hot water heat and central AC. Convenient heated and air conditioned bonus room above the two car garage. Rest easy with the automatic stand by generator! Vacation or live like it, all year long with all the amenities Eastman has to offer. Six beaches around the lake, fitness center, 25 yard indoor pool, hiking and biking trails, tennis, pickleball X-Country skiing and golf. Do not miss this one!!

Listed by DeeAnn Shepherd of Coldwell Banker LIFESTYLES - Grantham

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

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40 Deer Ridge Way Woodstock VT 05091

Woodstock, VT40 Deer Ridge Way

Price$399,000

Est. Mortgage: $/month

MLS Number 4870524

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,671

A surprisingly spacious Woodstock home, in a highly desirable location! The quiet sunlit yard benefits from wonderful privacy, with useful open space for gardens or recreation. With the Woodstock Middle School/High School and shopping at the beloved Farmer's Market just a short drive away, homes in this area of Woodstock are highly sought after! On the main level of this comfortable home are 3 bedrooms, a large living room with an attractive soap stone wood burning stove, a bright dining area, a kitchen, a laundry room and a full bath. The finished lower level of the home presents endless opportunities! Obvious possibilities are office work spaces, workshop/hobby areas, media rooms or just plain recreation fun! A 3/4 bath is conveniently centered among these 5 lower level rooms. The property benefits from high speed internet. A well sited detached 2 car garage, with cement floor, presents extra storage room for bikes, kayaks or garden tools. A home well suited for convenient year round living, in an often sought area of Woodstock! A location equally well suited for use a private vacation home retreat!

Listed by John Wetmore of William Raveis Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

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1080 West Road Barnard VT 05031

Barnard, VT1080 West Road

Price$329,999

Est. Mortgage: $/month

Active With Contract

MLS Number 4870384

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,189

Truly a classic Vermont property! This well maintained cape style home is available fully furnished and equipped! Turn key and ready for you to start enjoying this amazing Vermont summer! 12 acres of pleasant diverse land encompass a large sunny meadow, peaceful shaded woodlands and a wide year round stream meandering through the property! The 1st floor of the privately sighted cape features an open floor plan with bright interior. On this level is a large living room with well located wood burning stove, a generously sized dining room offering pastoral views, a well designed kitchen with a pantry and good work space and a full bath. This 1st floor is appointed with beautiful wide board wood floors and well placed windows. A full length deck is easily accessed from 1st floor rooms and presents opportunity for outside dining and views across the meadow of distant hills. From the living room an attractive open staircase leads to 3 second floor bedrooms and another bath. The bedrooms are well positioned, with good closet space. A walkout basement presents a large family room with plenty of space for visiting friends. A single car garage with workshop area completes the basement. The property benefits from connection to high speed fiber optic internet! The town of Barnard is well known for being the home of pristine Silver Lake and a classic Vermont country store. Extraordinary dining in a chef owned restaurant is minutes away! A Vermont vacation escape or your year round home!

Listed by John Wetmore of William Raveis Woodstock

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

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25 Slayton Terrace Woodstock VT 05091

Woodstock, VT25 Slayton Terrace

Price$550,000

Est. Mortgage: $/month

MLS Number 4870215

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,632

Overlooking Woodstock village and the Pomfret hills beyond, 25 Slayton Terrace sits on a quiet neighborhood street, just a quick stroll from downtown shops and restaurants, the Mt. Peg trailhead, and the Marsh Billings Rockefeller National Park. With three sunny bedrooms, ample living spaces, wood floors, a gracious covered porch, charming period details, and an open lawn, this 1920's cape lives beautifully in every season and is comfortable for gatherings, convivial or cozy. A new standing seam roof, Tesla battery backup, recently renovated upstairs bath, and a spray-foam insulated basement make this home ideal as a worry-free primary residence, or as an easy-keeping vacation property. For the buyer who values a tranquil village location and a well-maintained home, this lovely cape is not to be missed. NOTE: Tesla battery backup is leased and available to the purchaser for a nominal monthly fee through the GMP Tesla pilot program. Battery will be removed by GMP should the purchaser elect to discontinue the lease.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

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7 Rolling Hill Grantham NH 03753

Grantham, NH7 Rolling Hill

Price$552,007

Est. Mortgage: $/month

Pending

MLS Number 4868285

  • Residential Single Family
  • Village Eastman
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4

Waterfront Contemporary designed with quality finishes and thoughtful floor plan for family or vacation living. Possible one-floor living with multiple bedroom suites, generous sun-filled rooms for entertaining with cathedral ceilings and expansive glass windows, skylights and sliders. There are two brick hearths with gas stove in living room and gas stove in downstairs family room for ambiance. Enjoy beautiful waterfront and distant mountain views from 3 decks and the screened porch.. Follow the path to the water's edge and launch your canoe/kayak, walk the trail around the pond or connect to miles of developed hiking trails to Butternut Pond, Cole Pond A private location on a cul-de-sac just a short drive to sandy beaches and the South Cove Activity Center. "Proximity to Draper Rd. tennis courts and community garden are added bonuses."

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

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50 Pike Hill Road West Topsham VT 05076

Topsham, VT50 Pike Hill Road West

Price$165,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4867818

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 696

This fully furnished cozy little Ranch with one bedroom, one bath with an open concept kitchen, dining and living room sits on two acres of land in a nice country setting. Relax inside by your fireplace with your favorite book or have a BBQ on your large deck while enjoying the beautiful mountain views. This property has a full walk-out basement and a shed for plenty of storage. This property can be used as a full time property or a great spot for a vacation home.

Listed by Laurie Kirkpatrick and Annette Hartley-White of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

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990 Old Mount Hunger Road Barnard VT 05031
Active With Contract

MLS Number 4866589

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,158

Perched atop five acres of open lawn and woodland, this charming chalet is the ideal Vermont retreat. Just ten minutes from Silver Lake and a short drive to the amenities of Woodstock, this home enjoys the perks of privacy with the benefits of convenience. The open concept lower level comprises a comfortable bedroom and a newly renovated bathroom; the main bedroom opens onto an airy loft - perfect for working from home with lightening-fast EC Fiber. The newer barn/garage is insulated and partially finished, with a wood stove and plenty of storage. At the end of a town-maintained road, this is a terrific opportunity for a full-time residence or a vacation home.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

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21 Wedgewood Drive Grantham NH 03753

Grantham, NH21 Wedgewood Drive

Price$345,000

Est. Mortgage: $/month

MLS Number 4865242

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

Feel like you are on vacation every day when you live at Eastman. This planned community boasts an 18-hole golf course, a two-mile lake, six beaches, 14 tennis courts, and 17 miles of XC skiing, snowshoe and hiking trails. There is an activities center with indoor pool, fitness center, outdoor basketball court and meeting rooms. This home overlooks the 16th fairway with seasonal views. Enjoy the oversized deck and serene surroundings. The interior has a vaulted ceiling in the living room tons of windows and natural light. The split level contemporary home has a bedroom, bathroom, kitchen and living room on the main floor for one-level living. The lower level has two more bedrooms, a bathroom, laundry, craft room, and large family room with cozy wood fireplace. As a bonus, there is a loft above the main floor, perfect for guests. The two car garage has plenty of storage. Schedule your showing today. Loft area is not included in listed square footage. List of community amenities available.

Listed by Mark Warden of Porcupine Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

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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 July 27, 2021.