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.

11 Doolittle Drive Enfield NH 03748

Enfield, NH11 Doolittle Drive

Price$350,000

Est. Mortgage: $/month

MLS Number 4887289

  • Residential Single Family
  • Square Feet 1,028
  • Bathroom 1
  • Bedrooms 2
  • Construction Existing

Looking for your Lake Retreat Vacation Home? Coveted Crystal Lake is a 401 acre clear sandy bottom lake tucked away in the rural NH town of Enfield located 15-20 minutes off Interstate 89. Motorboat, Swimming and Sailing all summer. Stocked with Rainbow, Rockbass, Small-Mouth Bass and Crappie for fishing in summer and ice-fishing in winter. Three major ski resorts within 45 minutes drive. Hiking Trails & the Main Snowmobile Trail can be accessed from the lake. This camp sits back from Lockhaven road in a quaint residential setting with a short stroll down to your own strip of land on the lake where private stairs and boat ramp are accessed. Large carport attached to the home for storing your watercraft in the winter months. Come check out the best of New Hampshire recreation and quality lifestyle.

Listed by Yarrow Farnsworth of Vanessa Stone Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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967 Sanders Road Bethel VT 05032

Bethel, VT967 Sanders Road

Price$249,000

Est. Mortgage: $/month

Pending

MLS Number 4886110

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 870

Come relax and unwind in this warm and comfortable cabin while gazing at the beautiful mountain view from your front porch. This cozy cabin is set on over 11 acres with nice southern exposure consisting of open fields ideal for gardening and animals. The property also includes some woods. This property has everything you need for a self sufficient lifestyle with an incredible country setting. Best of all you get all the comforts you have come to enjoy including high speed internet available through EC fiber. Built to be energy efficient this home is easy to heat no matter what the temperature is outside. Need more room? Go ahead and expand the home to up to 3 bedrooms. That's right, the septic is already designed for 3 bedrooms even though it currently only has one which means it is ready to grow with your family. There is also an outbuilding with hay storage for horses. Only a few miles to town and the interstate this home is conveniently located for either a full time residence or a vacation home. Easy drive to outdoor activities such as skiing at Killington and Pico, tubing down the river, hiking, biking, snowmobiling, the opportunities are endless. Easy commute to Randolph where you will find more shopping, restaurants, Vermont Technical College, and Gifford Medical Center. Heading south you will find the VA hospital in White River Junction, Dartmouth Hitchcock Medical Center in Lebanon, NH along with additional shopping and restaurants.

Listed by Marybeth Tevis of Home Town Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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538 Skyline Drive Pomfret VT 05067

Pomfret, VT538 Skyline Drive

Price$579,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4884350

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,358

A craftsman style home located in an elevated position off one of Pomfret's most scenic roads! Combining wonderful interior spaces with diverse inviting outside areas the property is truly a tranquil retreat! An open floor plan and extensive windows create bright rooms. On the 1st floor, a stylish kitchen tastefully marries the warmth of wood surfaces with wonderful natural light from oversize windows. An adjacent dining area is effectively separated from kitchen activity. Adjacent to the dining area is a relaxing den with efficiently located wood burning stove. The kitchen, dining area and den are all components of an open floor plan and yet are 3 distinct spaces! Beyond the den a practical office space is centrally sited between the den and a generously sized living room. Opening off the living room a large deck presents inviting outdoor space for dining and relaxed seating. This deck is just one of several distinct outside seating areas designed for enjoying the pastoral setting. Completing the 1st floor is a 3/4 bath, walk in pantry and practical 18'x8' mud room entry. Stairs from the mud room lead to a 2nd floor with the primary bedroom, second bedroom, full bath, laundry area, an office, and a sitting area. An eclectic 3rd floor offers a sleeping area, a den/office and large walk in closet. Diverse land includes both mature maple woods and open areas with long views! An appealing vacation retreat located in desirable Pomfret or equally a stylish year round home!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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704 Austin Road Woodstock VT 05091

Woodstock, VT704 Austin Road

Price$529,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4884314

  • Residential Single Family
  • Square Feet 1,686
  • Bathroom 2
  • Construction Existing
  • Bedrooms 3

The serenity of Vermont living combined with the convenience of a 5 minute drive to the Village of Woodstock awaits with this wonderful property. The beautifully renovated 3 bedroom, 2 bath ranch style home is situated on over 3 lovely acres and is light filled throughout both levels. The owners have made many upgrades including newer kitchen, bathrooms, extensive basement changes including the addition of larger windows, expanded mudroom, electrical and plumbing to name a few. The main level offers 2 bedrooms, a full bathroom, an open concept living/dining/kitchen space and oversized mudroom. The basement provides an additional bedroom, 3/4 bath (partially finished and ready for a buyer's final touches), recreation room, multiple office areas, exercise room and laundry. There is newer blown-in insulation, newer doors and windows and a Buderus boiler for increased home efficiency. Enjoy sunsets from the spacious back deck overlooking the pond, walks or hiking from the front door or ski for the day at Suicide Six ski resort which is just minutes away. Woodstock, Vermont has been rated one of the best small towns in America and this property is a wonderful way to enjoy all that Woodstock and the surrounding areas have to offer. Just over 30 minutes to Killington and an easy 2 hour drive to Boston makes this property ideal as a vacation home as well. Schedule a tour today!

Listed by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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49 Greensward Drive Grantham NH 03753

Grantham, NH49 Greensward Drive

Price$389,000

Est. Mortgage: $/month

MLS Number 4883373

  • Residential Single Family
  • Village Eastman
  • Construction Existing
  • Bedrooms 3
  • Square Feet 1,824

Eastman Golf Course right off the back porch of this well built 3 bedroom home with sun and views out every window. Large eat in kitchen and hardwood floors make for a perfect year round residence or vacation home. Only steps away from the Club house and X-Country Skiing, you can literally play outside your back door. Deck and porch overlooking the 11th Tee! With a Spacious Master bedroom suite, two more bedrooms and large family room/office space, you will have plenty of room for guests. Propane stove and standby generator! Two car garage with direct entry for convenience. Close to the front entrance of Eastman for easy access to I-89. Enjoy all that Eastman has to offer with 6 beaches around the lake, fitness center, 25 yard indoor swimming pool, tennis, pickle ball, X-country skiing, hiking and biking trails, Driving range, putting green and championship golf course. Live like you are on vacation year round!

Listed by DeeAnn Shepherd of Coldwell Banker LIFESTYLES - Grantham

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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1 Corbin Court Grantham NH 03753

Grantham, NH1 Corbin Court, Unit 1

Price$450,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4880412

  • Condo
  • New Contruction Existing
  • Complex Gray Ledges
  • Year Built 2002
  • Construction Wood Frame

Welcome to Gray Ledges and immerse yourself in the lifestyle! Over 91 acres of beautiful landscape and expansive panoramic views offering a vacation-like setting that you could call home. Enjoy a cup of coffee on your two-tiered front deck, relax by the pool on a hot summer day, and look forward to an evening glass of wine on your oversized back deck. Perched facing south, this townhome has been home to one owner, lived in part-time, and features high-end quality finishes from corner to corner including maple flooring, granite counters, cherry cabinetry and custom limestone tiles. More features include a whole house generator, mini-split heating and cooling and a gas line into the kitchen. The first floor senses an open and spacious identity, depicted by unique architectural angles and excellent natural light. Flow through the main living area, pass the contemporary gas fire, and step down into a secondary space perfect for formal living or a home office. A private and tranquil backyard oasis is landscaped and complimented by an oversized deck perfect for entertaining. Distinctive scenic views are even more expansive from all second story rooms including the large primary with en suite and walk-in closet. A third floor offers options as guest quarters or a play room, complete with a full bath. The Southern Lakes Region of New Hampshire is at your fingertips, and just minutes to Hanover, Lebanon, Dartmouth Hitchcock Medical Center, and Dartmouth College.

Listed by Tyler Hall of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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27 Windsor Lane Haverhill NH 03785

Haverhill, NH27 Windsor Lane

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4878811

  • Residential Single Family
  • Village Mountain Lakes
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

What's on your list of needs or wants in your home or vacation getaway? Do they include a low maintenance, well manicured, landscaped yard? A covered porch with decks that wrap? A community that offers it's owners benefits without association fees? How about a home that has watched a family grow and provided memories that will last a lifetime? Well here it is! This home is located in the Mountain Lakes Community and offers 3+ bedrooms, 2 full bathrooms, spacious and bright open concept living space perfect for entertaining friends and family, a full, partially finished, walk-out basement with potential to add a guest suite. There is also a two car detached garage currently used as a work shop that has potential to house your cars (with some TLC), or outdoor toys. The community offers beaches, basketball court, tennis courts, in-ground pool, hiking trails, access to snowmobile trails and they allow ATV's to use the roads for access to other ATV Trails! Plus if you enjoy fishing, hiking, kayaking, skiing or any other outdoor activities, there are many rivers, lakes, ponds and streams nearby as well as all the adventures offered in the White Mountain National Forest.

Listed by Vickie Wyman of The Atlantic Real Estate Network

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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295 Old Stage Coach Road Barnard VT 05031

Barnard, VT295 Old Stage Coach Road

Price$214,000

Est. Mortgage: $/month

Pending

MLS Number 4875868

  • Residential Single Family
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,446
  • Construction Existing

Built in 1975, this 3 bedroom / 1 bath home sits on 1+/- acre in Barnard. Although rustic on the outside, inside offers lots of charm - hardwood floors, nice open kitchen, living room with cathedral ceilings, laundry room and even a mudroom perfect for leaving shoes and hanging coats when coming in from the outside! For those with lots of toys or wanting a workshop, there is a 20' x 26' detached garage with 10' high doors and a 12' x 16' shed behind the house. Fiber optics is at the property and there is a generator included in the sale. Minutes from Silver Lake, this could be a year around home or nice vacation getaway. For those who like to snowmobile, property is very close to VAST snowmobile trial. Property is located 3/10 mile up a Class 4 road which is NOT maintained by the town.

Listed by Lisa Baldwin of Coldwell Banker LIFESTYLES - Hanover

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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138 Toll House Road Newbury VT 05051

Newbury, VT138 Toll House Road

Price$479,000

Est. Mortgage: $/month

Active With Contract

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: 3.09% last updated on Oct 21, 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

Active With Contract

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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 October 21, 2021.