Our Upper Valley Real Estate Listings

Scroll down to find our current listings for sale in the Upper Valley region of Vermont and New Hampshire. Whether you are looking for land and large acreage or a residential home, we can help you find your new property. For more information or to set up a showing, please contact us today. You can also create an account to save your favorite listings and get email updates when new properties match your criteria.

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1532 Happy Valley Road Woodstock VT 05091

Woodstock, VT1532 Happy Valley Road

Price$2,600,000

Est. Mortgage: $/month

Pending

MLS Number 4760962

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 6,500

This secure Vermont retreat sits high on a hill on 55 protected acres. Architect designed, a premier builder, and built on the history and character of two fully reconstructed antique post & beam frames. Unquestionably one of the nicest homes in Woodstock. Five (5) bedrooms, four (4) bathrooms, & over 6,000 sq-ft of living space finished to an exacting level of detail. There is beautiful interior space, private guest quarters, four working fireplaces, & high-end master bathroom finishes. Soaring cathedral ceilings, a gourmet kitchen with a huge walk-in pantry, 6 burner Wolf gas range, and a large Sub-Zero refrigerator. The massive central stone fireplace, magnificent P&B frames, and old wide plank floors are quintessential Vermont architecture. The grounds have a duck pond, old stone walls, mature maple trees, a four-car garage, & an impressive 4-stall timber frame horse barn. A newer cedar shake roof & re-sided cedar shingle in 2019 complement all the modern conveniences of the 21st century - high speed internet, whole house generator, underground power. Most of the neighbor's holdings include protected land in VT Current Use. Happy Valley Road is on the exclusive easterly side of town with quick access to, and away from, the major metro hubs of Boston & New York City. Did we mention the two snowmobiles & 6-wheeled Polaris Ranger included in the sale? Enjoy snowmobile trails, wandering the estate, biking & sledding on your secure Vermont domain! Check out the house video!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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416 Brook Road Chelsea VT 05038

Chelsea, VT416 Brook Road

Price$1,495,000

Est. Mortgage: $/month

MLS Number 4803686

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 5,200

High Pastures Farm - Certified Organic...... The buyer for this property will know they want to own and enjoy this property instantaneously on their first visit.,.....The exceptional quality is evident everywhere you look...... High Pastures Farm features a gracious 5200 square foot, 11 room residence sited to take full advantage of exceptional long range views to the south and west. Nearly all of the approximately 145 acres are visible from the residence. Totally private with no neighboring homes in view. The entire property, land and structures, have undergone recent and extensive quality, finish and functional improvements. Numerous outbuildings including 3 barns (one includes a partially completed studio/caretakers apartment), screened gazebo, workshop. Water features include a three ponds and multiple streams. Additional Land available for a total of 282 acres.

Listed by Geoff Eckler, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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119 English Mills Way Woodstock VT 05091

MLS Number 4829245

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,488

Exquisitely maintained contemporary Saltbox with large wrap around deck, 2 car attached garage, and in-law/guest suite situated on 5.1 acres of lawn and woods just minutes to Woodstock village. Fabulous large modern kitchen with newer appliances, cherry cabinets, loads of counter space for prep work, and a quaint kitchen office to store your cookbooks and plan your menus for the week. The formal dining room is the perfect space for hosting family and friends. Magnificent great room with splendid floor to ceiling windows to let plenty of light in has easy access through the energy efficient french doors to the expansive deck. Cozy up around the woodstove in the charming living room and there is extensive milled cherry flooring throughout. Privately located away from the other bedrooms, the first floor master bedroom suite boasts a Jacuzzi tub, energy efficient windows that make the room bright and cheery, and plenty of closet space. The second floor offers a second master bedroom suite and two additional bedrooms for family and guests. Income earning and AirBnB potential with the 1 bedroom/1 bath in-law apartment in the basement, and with a permit could be a completely separate rental unit. The space can obviously be additional living space for home office/business opportunities. Lovely English gardens frame the brick walkways and deck giving this home the look and feel of old England.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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67 Advent Hill Road Hartland VT 05048

Hartland, VT67 Advent Hill Road

Price$925,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4826946

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 4,737

Excellent craftsmanship through out this well maintained post & beam high-ceilinged over-sized cape with magnificent mountain views situated on 19.6 acres of woods and fields in rural Vermont. A quiet peaceful place to escape from the busyness of life with all the amenities of the 21st century. Fabulous modern kitchen with Custom made butternut cabinetry, double wall ovens, newer over-sized Sub-Zero refrigerator, 6 burner gas cook-top, & walk-in pantry to provides plenty of space to prepare gourmet meals. There are extensive hardwood floors & tile throughout the home. The dining space is perfect for intimate dinners or spread out onto the patio to host larger gatherings, taking in the breath-taking mountain views and the cutting garden. Large and spacious, the living room has numerous windows to let in bright natural light and also easy access to the patio through the french doors. The family room has a Vermont Castings woodstove to provide a cozy space to curl up with a good book. There is a Master en-suite downstairs a three more bedrooms upstairs. With two office/studies and hi-speed fiber optic VTel internet, this home lends itself well for a home office or remote learning space for kids. Develop a home theater or exercise room in the finished basement space which also has plenty of storage. More dry storage is available above the two car attached garage & let's not forget the new whole house propane generator. 15 minutes to Woodstock or Quechee. 25-30 minutes to DHMC.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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492 Westerdale Road Woodstock VT 05091

Woodstock, VT492 Westerdale Road

Price$775,000

Est. Mortgage: $/month

MLS Number 4810501

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3,349

This exciting property offers 3+ bedrooms, 3.5 baths, and is a scant 3 miles to Woodstock village and minutes to skiing. There is a two-stall horse barn with fenced pasture on this 5.2 acre level lot with power, water, and insulated tack room abutting riding/walking trails. This home features easy transitions between indoor and outdoor spaces and is perfect for entertaining: a screened lounge, country porch, patios and decks surround an in-ground pool. Professional landscaping has maintained the mature perennial beds. The spacious master bedroom takes full advantage of the beautiful pastoral view and has a Jacuzzi tub and walk-in closet. The generous, yet cozy, family room has a fireplace, pine floors and natural light from the many windows. The efficient kitchen has dual ovens & stone counter tops. Plenty of storage throughout, plus mudroom with laundry. Work from home? The detached two car garage has a heated office with separate entrance, plus a workshop. Built in 1981 with addition/renovations 1996. Broker owned.

Listed by Geoff Eckler, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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5 42nd Hartland VT 05048

MLS Number 4827570

  • Commercial
  • Year Built 1919
  • Acreage 41.1

Are you ready to expand your current business? This commercially zoned property is perfect for your expansion needs. Ideal location, just off exit 9 on Interstate 91 and across from the Hartland park and ride, for a home business, light manufacturing, Office Space, Retail establishment, commercial rental properties, and more. Currently this multipurpose property has a large storage barn for truck, trailer, or rental storage. There are 3 independent apartments (2- 1Br units and 1 - 3 Brm unit). There is a separate 3 car garage current;y under barter arrangement for plowing and lawn care. The 2 mobile homes are rented as well and there is a magnificent antique colonial home which could become your corporate offices or private living quarters already independently subdivided and across the roadway. With 41 acres there are at least three logical subdivision opportunities which give this property a multitude of growth options. Well-kept over the past 100 years, the grand and gracious 5 bedroom/2.5 bath home with spacious country kitchen, formal dining room, two large enclosed porches, lovely stone porch, and a pergola covered deck provides plenty of space to host corporate meetings, clients, or business retreats. Currently, the rental portions (the 3 apartments and two mobile homes) of this property bring in approximately $4,100/month. The majority of the 41 acres is behind a hill down a town road and would support additional development. A fabulous business opportunity!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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5 42nd Street Hartland VT 05048

Hartland, VT5 42nd Street

Price$765,000

Est. Mortgage: $/month

MLS Number 4812140

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 3,632

Well maintained and impressive antique colonial with accessory income earning dwellings situated on 41+ acres. The home is grand and gracious and has been well kept over the past 100 years. The main house has a large country kitchen with plenty of cupboards for storage and counter-tops for prep work, there is a quaint breakfast nook, a formal dining room, and spacious living room to host family and friends. Two large enclosed porches add to the available space for hosting as well as a lovely stone porch and a pergola covered deck. The location would be great for a home occupation and is directly off the Windsor Hartland Exit 9 off of Interstate 91. Live in the 5 bedroom/2.5 bath main house and offset your mortgage by receiving approximately $4,100/mnth rent from the accompanying 3 apartments and 2 mobile homes. The majority of the 41 acres is behind a hill, down a town road, and would support additional development. There is a very large barn on the property that can support a large trailer or heavy equipment, additional rental space, or workshop space, and excellent road frontage on RT 5 will support a thriving business if desired.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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89 Silver Hill Road West Windsor VT 05037

West Windsor, VT89 Silver Hill Road

Price$750,000

Est. Mortgage: $/month

MLS Number 4819520

  • Residential Single Family
  • Construction New Construction
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,800

New Construction of an Upscale Country Home. Quality craftsmanship and superior location on 8.88 acres off a private country lane with easy access to the Upper Valley & Ascutney Mountain for recreational activities. Gracious floor plan and a fully framed home are ready for finishing. Full specification and consultation are available for continuing the project to your personal preferences (final cost will be in the 1.1M - 1.2M range). This 3,800+ sq. ft. estate boasts 3 bedrooms, 2.5 baths, a 2-car garage, & an impressive New England stone chimney with stone & clapboard siding. The mahogany 48' front porch has an overbuilt full porch foundation. Top of the line 400 series Andersen windows & doors. A grand family room with vaulted ceilings & gracious doors to the lovely grounds. First floor master suite also with vaulted ceilings and doors to grounds. An expansive basement and substantial joists system lay the deck foundation for a 1st floor of over 2,600sq. ft. Drilled well delivers over 50 gpm with enough water for a pond site. Underground utilities and a 1,250 septic system complete the essential mechanics for finishing. This home offers a rare opportunity to finish customizing this house to your specific details. Making this your own unique & elegant home in a gorgeous location. Note: Builder is providing an exterior & interior frame, windows & siding, exterior doors & roofing, as well as an installed septic system, drilled well, and vendor quotes to finish the project.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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37 Loveland Road Norwich VT 05055

Norwich, VT37 Loveland Road

Price$695,000

Est. Mortgage: $/month

MLS Number 4826365

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,002

Rich with History, Charm, and Character. This lovely 1796 - 4 bedroom/3 bath antique farmhouse sits on 3.7 acres and was once part of the original Loveland Farm which supplied Dartmouth College with all of it's milk needs. Fabulous location with picturesque views, mature landscaping, apple orchard, & scenic pond. Many wonderful period details take you back in time - 95% wide pine board flooring or inlaid hardwood flooring, and two Fireplaces! Start with a charming country kitchen just off the front porch with easy expansion opportunities for the chef in your family. There is a pleasant eat-in breakfast nook for informal meals with a logical flow into the formal dining room for larger gatherings. The Living Room is graced with a sturdy Kachelofen masonry stove for solid even heating needs on cold winter nights, and retreat to a cozy corner to read a good book and escape the busyness of everyday life. There are four bedrooms, two home office studies, and storage abounds with all the built-ins and efficient use of hidden corner spaces. The newly built walk-out recreation/fitness room gives you easy access to the spacious level lawn & beautiful mature landscaping. Sit on the expansive covered porch and enjoy the views of rolling meadows, weeping willow trees, and a private pond. There is a great party barn onsite or just create a killer workshop with the extra space. Ideal location only 5 minutes to Dartmouth College, 12 minutes to Shopping Plazas, and 12 minutes to DHMC.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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170 Barberry Hill Road Woodstock VT 05091

Woodstock, VT170 Barberry Hill Road

Price$575,000

Est. Mortgage: $/month

MLS Number 4813663

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,091

Stately Gambrel home well suited to family living and entertaining. More than 3000 square feet of very well conceived and maintained living space with 13 rooms including 4 bedrooms. Delightful hardwood flooring, clean lines and crisp look and feel add to the high function aspects of this Woodstock gem. One of the most sought after family neighborhoods in walking distance to the Middle/High School and Union (Ice) Arena. You can be in the historic village of Woodstock in less than 5 minutes. This is a beautiful home with stunning grounds in a fantastic, private location.

Listed by Geoff Eckler, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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16 Balhart Ridge Road Hartland VT 05048

Hartland, VT16 Balhart Ridge Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4811941

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 4,743

UNIQUE ARTIST OPPORTUNITY AT WINTERGREEN! Lovely 4700+ sq. ft. contemporary home with almost 10 ft high ceilings and a spacious 1 bedroom quarters above a lower level art gallery, with an additional 2 bedrooms (in-law suite) on the 3rd floor, the home is a 3,200 sqft 3 bedroom, 2.5 bath house with a 1,500 sq ft galley below. The lower level has a beautiful art studio with a grand public entryway leading to art display areas and workshops with shelving for tools, art supplies and additional art pieces. The house is super insulated and situated on 3.86 acres of rare earth quartz. Big views of Mnt Ascutney. Easy to maintain, this well insulated home is built with 2" X 8" construction has modern appliances, plenty of bright light in each room, and three porches to take in the hillside views and spark your imagination. The lower level could be an Artist haven, Yoga studio, theater room, family room, and just a great home business opportunity. Use your imagination to create a space that suits your family's needs. In a quiet, private location to escape the busyness of life yet close to all the amenities of the Upper Valley. Possibilities abound. Come take a look today and dream of what the future holds for you! Ideal location - 3 minutes to Hartland, 10 minutes to WRJct, 20 minutes to DHMC.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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151 Happy Valley Road Woodstock VT 05091

Woodstock, VT151 Happy Valley Road

Price$479,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4819111

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,746

HOUSE and SALT WATER IN-GROUND POOL: This historically registered 3 bedroom, 2 bath, 1842 Cape sits on 1.48 acres in the quaint village of Taftsville. It is beautiful! Many new upgrades over the last five years including the addition of a 2nd full bathroom, central air conditioning, and new paved driveway - see the attached document for a complete list. The modern up to date kitchen with a 6 burner Kitchen-Aid gas stove, tin ceiling & back splashes, large French door refrigerator, soapstone counters, and enamel sinks. For cozy family dining eat-in the kitchen near the gas fireplace, or for entertaining move into the formal dining area or living room. The space is versatile to have the main level bedroom be a family/living room. A tucked away office gives you a private space to escape from life's busy days. History, character, and charm abound with all the modern conveniences of 21st century living. On those hot summer days, move out to the full privacy fenced, heated, saltwater in-ground pool. Nearly maintenance free and no harsh chemicals. A perfect place to barbecue & entertain from May to October. There is even brook frontage for the purist and space for kids & animals to play in the fully fenced rear yard. Only 5 minutes to downtown Woodstock and 15 minutes to the West Lebanon Shopping Plazas. Convenient location with quiet, small town living yet close to schools and great recreational areas. Come take a look today!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2020 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 September 18, 2020.