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.

40 Marsten Lane Enfield NH 03748
Pending

MLS Number 4944244

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,161

Waterfront Condo near Mascoma Lake! Well-maintained, 2-bedroom, 1.5-bath condo in a convenient location for easy access to Route 4 and I-90. Open concept living with lots of natural light. This spacious condominium makes a great year-round home or vacation getaway. Enjoy beach access, a picnic area with charcoal grills, a dock with kayak loader and boat storage. Lakeview also offers an in-ground pool, tennis court and 2 pickleball courts. You'll also love access to the 167 acre Petryke Woodland Preserve with hiking trails leading to a pond and waterfall. To top it off, you're convenient to the Upper Valley amenities of shopping, restaurants, Dartmouth College and Dartmouth-Hitchcock Medical Center.

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

$
$
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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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 Sylvan Walk Grantham NH 03753

Grantham, NH7 Sylvan Walk

Price$1,275,007

Est. Mortgage: $/month

Pending

MLS Number 4943689

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

Waterfront at Eastman!! Stunning contemporary home with 4 Bedrooms and 3.5 Bathrooms in Eastman! With floor-to-ceiling windows, a 2-story double sided stone fireplace and a gorgeous view of the lake, this post and beam home will instantly captivate you. With 3 levels of living space, it boasts a 1st floor primary suite, a hot tub on the deck, an expansive 3-season porch, a lower level walkout, guest quarters, a steam room and large bathrooms throughout. Plenty of space to entertain as well as relax and unwind with family and friends. Nestled back from the road with wooded privacy, this is an ideal location for a vacation home or primary residence. The four-season community of Eastman offers lake activities, championship golf, groomed cross-country ski trails, walking trails, tennis, pickle ball, an indoor pool and exercise facility and more!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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515 North Road Bethel VT 05032

Bethel, VT515 North Road

Price$400,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4942525

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,604
  • Construction Existing

Adorable cape set back off North Rd on a beautiful wooded parcel bordered by a babbling brook. Fantastic privacy with a good amount of forest between the house and the neighbors. Detached, oversized, 2 car garage w/studio apartment above. Quality finishes, and outdoor space opposite the main house providing a measure of privacy for both. Excellent floor plan, with an open living, dining and kitchen. Sliding doors to the back deck ensure good sunlight and an open view of the spacious backyard and woods leading to the brook. Tons of new upgrades including 30 architectural shingles on the roof. There is very little do - just move your stuff in! Excellent vacation rental opportunity - could easily pay the mortgage. Located just minutes from Bethel, I-89, Royalton, but maintains a feeling of quiet solitude. 30 min to Killington, Middlebury Snowbowl, and under an hour to Sugarbush, Mad River Glen and Okemo! Just 10 minutes to beautiful Silver Lake and the Barnard Country Store.

Listed by William Brokhof of RE/MAX North Professionals

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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1300 Tenney Pond Road Newbury VT 05051

Newbury, VT1300 Tenney Pond Road

Price$229,000

Est. Mortgage: $/month

MLS Number 4942356

  • Residential Single Family
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,472
  • Construction Existing

Ready to be lived in year-round or used as a vacation home, the development potential of this property below Tenney Pond is vast. The home is already established with two bedrooms in the basement and a loft that is currently being used as an additional bedroom, a full bathroom on the living level of the home and three quarter bathroom with washer and dryer in the basement. The cathedral ceilings and natural light of the living level establish the groundwork for architectural design choices, and the defined lot gives space for additional outbuildings. Located conveniently for I91, Route 302 or Route 5, feel as though you're escaping into the woods while still having access to all you need.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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56 Townhouse Way Woodstock VT 05091

MLS Number 4941676

  • Condo
  • Bedrooms 3
  • New Contruction Existing
  • Square Feet 2,268
  • Complex Woodstock West

The setting and location of this West Woodstock Townhouse has made this condominium community a perennial favorite for those looking for the ease and convenience of condo ownership in the middle of one of Vermont's favorite four seasons resort towns. Upgraded and extremely well maintained throughout, the townhouse covers three floors and offers a very flexible layout. The first floor offers a mudroom entry, flexible first floor bedroom/office/den space and an updated 1/2 bathroom. The spacious living room overlooks the kitchen and dining area; beyond the kitchen and dining area is a newly re-built deck with a view of the woods. The primary bedroom has enough room for a sitting area. A second spacious bedroom shares a full bath off the hall. The lower level offers both utility and finished living spaces with an oversized family/rec room, a sizable laundry room, pantry and utility room. Townhouse dues include snow removal, lawn mowing, trash removal, master insurance policy and exterior maintenance/repairs on the building. The property is conveniently located near major ski areas, and is minutes from the Woodstock Farmer's Market, Woodstock Middle School and the High School and all the amenities that the quaint village of Woodstock has to offer! Dartmouth College, Quechee, VT and the Dartmouth Hitchcock Medical Center are all within 25 minutes. A perfect Vermont vacation getaway or easy living primary home.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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 Highland Avenue Woodstock VT 05091

Woodstock, VT6 Highland Avenue

Price$349,000

Est. Mortgage: $/month

Pending

MLS Number 4934148

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 812

A newly renovated Woodstock Village cottage, with the advantage of solar powered energy efficiency! This sunlit property presents pleasant long views in a private peaceful setting. In addition to the substantial solar panel that is connected to an energy storing Tesla battery, the property benefits from the valuable infrastructure components of a connection to both the municipal sewer system and to the Woodstock Aqueduct Water Company. The attractive interior renovation features wood flooring throughout! A large enclosed porch serves the dual function of both a practical mud room entrance in the winter and a beautiful sitting area year round. When entering from the porch into the kitchen the warm feeling emanating from the cottage's wood paneled interior is immediately apparent. A butcher block counter top and brand new kitchen appliances accentuate the kitchen. Adjacent is a living/dining room, with well placed windows. A generously sized bedroom with wood burning stove, vaulted ceiling and comfortable sitting area is more substantial than would be expected in a small home. A full bath with laundry completes the home. This appealing cottage could become your affordable primary home or a Woodstock vacation retreat, of manageable size. This location is equally wonderful for the proximity of the numerous amenities of village life, or for enjoying the peaceful solitude of the nearby trails that meander through the Mount Peg town forest! A property with obvious upside potential!

Listed by John Wetmore of William Raveis Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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1350 Vermont Route 12 Pomfret VT 05053

Pomfret, VT1350 Vermont Route 12

Price$799,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4932267

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Square Feet 2,729
  • Bathroom 3

A well constructed post and beam residence that is privately sited in an elevated south facing position! The property benefits from both Long views towards Mount Ascutney and local pastoral views of nearby hills and farmland. Inviting woodland trails, for year round exploring, lead from the home through mature maple trees. Conveniently, the numerous and well known amenities of Woodstock Village are just 5 miles and a few minutes away! Adding further value to the property is an opportunity for an additional elevated building site benefitting from dramatic long range views. Professionally conducted soil percolation tests have identified a location for a septic system for this future building site. A substantial amount of additional acreage can also be available. A well built home in a great location that is equally well suited for a year round residence or a vacation home retreat! The sale is contingent upon the sellers receiving all necessary State and local permits for a subdivision of their property.

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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9 Adams Drive Haverhill NH 03785

Haverhill, NH9 Adams Drive

Price$200,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4931955

  • Residential Single Family
  • Village Mountain Lakes
  • Construction Existing
  • Bedrooms 3
  • Square Feet 1,050

Ready for vacation? Ever thought of owning a second home to use at your leisure and rent when you aren't using it? Here's your opportunity, this cute little 3 bedroom home is located in a four season recreational community surrounded by nature and all the amenities the White Mountains of NH have to offer including, golf, hiking, biking, fishing, kayaking, skiing, snowmobiling or just relax! The mountain Lakes Community offers swimming at one of 4 beaches or in the in-ground pool, tennis courts, basketball courts, playgrounds, and more! All with ZERO association fees! And this home (one of the first built in the district) is within walking distance to the pool and lakes. Property includes the abutting 0.32 acre lot offering room to expand, build a garage or enjoy some gardening. There's also a cozy little deck to enjoy that first cup of coffee or an evening cocktail while you listen to the sounds of nature. Come take a look and see how you can make this home your own.

Listed by Vickie Wyman of The Atlantic Real Estate Network

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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28 Garcia Lane Hartland VT 05048

Hartland, VT28 Garcia Lane

Price$459,000

Est. Mortgage: $/month

MLS Number 4930486

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,008

Perfect country setting in Hartland Vermont. This two bedroom home sits on a hill with field, trees, and trails. Seasonal view of Mount Ascutney, more trees could be cleared to open up the view. If you want a year round cozy home, or a vacation home in Vermont, this is it. Two car garage plus a large outbuilding. Heating options are wood stove, electric, and newly installed propane heater. Full sunshine throughout the day would be perfect for solar energy. Brand new roof on the house and garage. Enjoy the peaceful tranquility sitting on the deck taking in the sunrise and sunsets each day. Close to Interstate 91, 25 minutes to Dartmouth.

Listed by Erika Smith of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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9 Pleasant Drive Grantham NH 03753

Grantham, NH9 Pleasant Drive

Price$339,000

Est. Mortgage: $/month

MLS Number 4930069

  • Condo
  • Square Feet 1,248
  • Bedrooms 3
  • New Contruction Existing
  • Village Eastman

Welcome to Eastman in Grantham NH! This Webster style condominium, 3 bedrooms, one on the first floor, 2 baths, located right around the corner from the South Cove Community Building with indoor heated pool. 2 Mini split for heat and A/C, and new flooring in great room installed 2020. Ideally located near South Cove seasonal view of the lake from the deck. Located walking distance to 2 of Eastman's 6 beaches. Enjoy easy access to the hiking trail, walk to fitness center, and pool in South Cove. A great year round residence or vacation condo. 15 minutes to Lake Sunapee and Mount Sunapee for more year round enjoyment. 15 minutes to Lebanon, DHMC or New London. Condo is 5 minutes of I-89 exit 13. Very covenant parking right beside the building. There is a spacious deck ready to enjoy the summer months and located a stones throw from the cross country and hiking trails. Can be purchased furnished.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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 2023 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 March 25, 2023 4:45 PM EDT