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$2,895,000

Est. Mortgage: $/month

MLS Number 4760962

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

This contemporary cape with classic Vermont lines is built on the history and character of two fully reconstructed antique post & beam frames. Architect designed, premier builder, and unquestionably one of the nicest homes in Woodstock. It has a newer cedar shake roof and has been completely re-sided with beautiful cedar shingles in 2019. There is beautiful interior space, newly created guest quarters, four working fireplaces, high-end master bathroom finishes, and 55.76 acres of playground. Soaring cathedral ceilings, a gourmet kitchen with a huge walk-in pantry, 6 burner Wolf gas stove, a large double door Sub-Zero refrigerator, and even space for a kitchen herb garden. The look and feel is classic Vermont charm with all the modern conveniences of the 21st century. Five (5) bedrooms, four (4) bathrooms, and over 6,000 sq-ft of living space finished to an exacting level of detail. The massive central stone fireplace, magnificent P&B frames, and old wide plank floors make this a one of a kind Woodstock retreat. The grounds have a duck pond, ancient stone walls, mature maple trees, a four car garage, a substantial 4-stall timber frame horse barn with hay storage, and 20 acres of open meadows. Happy Valley Road is on the exclusive easterly side of town with quick access to major metro hubs and downtown Woodstock. Close to trails for biking, hiking, snowmobiling, or horseback riding. This private setting is just gorgeous and the perfect quintessential Vermont retreat.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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1377 Pomfret Road Pomfret VT 05067

Pomfret, VT1377 Pomfret Road

Price$795,000

Est. Mortgage: $/month

MLS Number 4741047

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,340

Tastefully renovated 4 bedroom/5 bath cape style home with over 4,300 sqft. of finished living space. Located along the Barnard Brook with a great swimming hole and modern mechanical systems, state of the art HVAC, whole house generator, EC Fiber optic, attached 3 car garage, storage barn with over-sized doors, and a lovely foot bridge to expansive, flat fields. Attractive modern kitchen has a new quartz counter-top upgrade and there are plenty of cupboards for storage, two ovens, gas cook-top, and cute eat-in dining area for cozy intimate meals. Need more space for larger gatherings? There is a large 1st floor 24 x 30 Great Room option, or spread into the bright and cheery dining room, or out onto the covered farmer's porch to enjoy the summer breezes and the Pomfret hills. First floor living is a piece of cake with an en-suite master bedroom that has a private sitting room, large soaking tub, & bright light filled walk-in closet. The second floor master bedroom also has a spacious private bathroom with double sinks, walk-in shower, and hide away laundry area plus large walk-in closet. Two additional bedrooms provide plenty of space to host family and friends. The unfinished basement with laundry room has an additional exercise room and you can create a workshop. Ideally situated, 3 minutes to Woodstock or Suicide Six, the perfect place for a gentleman farm, home business, or vacation retreat. A fantastic price for this truly turn-key estate.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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3759 Royalton Turnpike Barnard VT 05031

Barnard, VT3759 Royalton Turnpike

Price$749,000

Est. Mortgage: $/month

MLS Number 4782428

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,350

Featured in Early American Life, an unbelievably beautiful modernized home and estate with extensive period details on 25.5 acres with magnificent mountain views.This circa 1815 Center Chimney Cape was moved from Nova Scotia with original flooring, wall paneling, and detailing - meticulously rebuilt in a quintessential Vermont setting of timber frame barns, rolling meadows, ponds, mountain views, & mature landscaping. The home is anchored by a classic center chimney with four working fireplaces and rare & stunning white washed wood ceilings. With extensive cabinetry, soapstone sinks, and granite counter-tops, the kitchen is gorgeous and boasts a La Cornue dual fuel range and french door refrigerator. The gourmet in you will appreciate the extensive walk-in butler's pantry with over-sized side by side refrigerator/freezer, prep sink, built-in dishwasher and plenty of cabinets for storage. An open floor-plan family/entertaining space allows you to show off your culinary talents to friends and family. The overall look and feel of this sunny home is just beautiful with all the modern up-to-date conveniences and radiant floor heat. Enjoy a leisurely lunch on the deck or stone patio taking in the gorgeous views of the distant mountains and valleys. Sturdy rebuilt timber frame barns (one a circa 1790 English scribe rule hay barn) are available for animal use, farming, an artist studio, or just storage. Close to the Twin Farms Resort. Don't miss out on this fantastic opportunity.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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694 Walker Hill Road Barnard VT 05031

Barnard, VT694 Walker Hill Road

Price$599,000

Est. Mortgage: $/month

MLS Number 4764282

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 5
  • Square Feet 2,226

This five bedroom antique country charmer on a quiet road in East Barnard is a perfect place to reconnect with loved ones and the great outdoors. Fifty acres of fields and forests surround the farmhouse and two-story barn. The main level of the home features wide pine-board floors, an updated kitchen, exposed beams, multiple wood stoves, and a bedroom conveniently near the bath. Upstairs you'll find three large, light-filled bedrooms, a nursery/ study with closet, and a full bath. Wood floors, built-ins, and architectural details make the airy, bright upper floor inviting. The barn is currently set up to host gatherings but could easily be re-purposed for animals. The barn's large windows show off sweeping views of the property's rolling hay fields. Relax in a rocker on the classic covered porch and enjoy the best of Vermont's peace and quiet.

Listed by Geoff Eckler, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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181 Clay Hill Road Hartland VT 05048

Hartland, VT181 Clay Hill Road

Price$579,000

Est. Mortgage: $/month

MLS Number 4746207

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,134

GREAT VALUE! FURNITURE PACKAGE AVAILABLE. This VT Land Trust protected property has fabulous big views of the CT River Valley on 18.8 acres in a quiet rural neighborhood close to W. Lebanon shopping & Quechee. At 4,100 sqft, this contemporary boasts a spacious open floor plan with 4-5 bedrooms /3.5 baths (septic designed for 3 bedrooms), central air conditioning, large energy efficient windows with views in all directions, & an abundance of storage for the primary home buyer. The sprawling 30x18 country kitchen has plenty of cupboards for storage, brand new 2019 appliances and wine cooler, a lovely eat-in breakfast nook, floor-to-ceiling bookshelves, & a gracious lounge area w/fireplace that can host a generous party. It spills onto a pleasant screened-in porch & deck. There is an equally grand 39x24 dining room & living room with expansive windows to enjoy the morning sunrise. A first-floor master bedroom suite has a large bathroom w/whirlpool tub & separate shower, and a generous walk-in closet/dressing room. There is plenty of space for family with additional bedrooms w/private baths, a theater/game room, & family room in the finished walk-out lower level. There are even roof mounted solar panels for electrical savings (net-metering). It's a lovely Vermont setting, with an abundance of wildlife (20 deer at a time!). 15 mins to West Leb., 20-25 mins to Woodstock & DHMC. A tremendous location for an Upper Valley professional, vacation retreat, or larger family compound.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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123 Shute Road Hartland VT 05048

Hartland, VT123 Shute Road

Price$519,000

Est. Mortgage: $/month

MLS Number 4775231

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,928

Enjoy the magnificent long-distance views from the covered porch. Plenty of space in this 5 bedroom/4.5 bath 5,000+ sq. ft. colonial style home with first floor air conditioning, attic storage space, walk-out finished basement with storage, radon mitigation, & attached 2 car garage. Spacious bright kitchen with double sinks, modern appliances, island for additional prep space, & cozy eat in breakfast nook for intimate family meals. The formal dining room is the perfect space for dinner parties or larger gatherings. First floor living & family rooms have wide plank, custom oak floors & lovely views. Spread out onto the deck during the summer for a relaxed barbecue or down to the basement rec room during the cold winter months to play games. Master bedroom suite has a large walk-in closet, gas fireplace, & private master bath with walk-in shower. Four additional bedrooms give this home plenty of space for a growing family or to entertain family & friends. The unfinished insulated attic space can be used for dry storage or converted into additional living space such as an office, den or extra bedroom. Large basement laundry room has natural light, great utility sink, & even room for a table to sort & fold laundry. Large mostly flat lawn that is great for playing games or hosting a neighborhood block party. A magnificent home and property with easy access to Woodstock & the Upper Valley in a town which still offers school choice. Septic designed for three bedrooms. Great Price!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 A VisitAsk A QuestionMore Details

Delano West Windsor VT 05089

West Windsor, VTDelano Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4723649

  • Land
  • Acreage 49.9
  • Area Rural
  • Zoning Rural Residential

Situated in the heart of Windsor County's “horse country”, and only 4 miles from GMHA, this 49-acre parcel of mixed open and woodland with 12 stall horse barn is ready for your home-building vision. The rolling hay meadows with wildlife pond and stream occupy about 60% of the acreage, and a mixed hardwood forest comprises the other 40%. Many potential house sites with excellent views of Mt. Ascutney; all slopes are gentle. This is one of the highest quality parcels of this size available in the whole county! The antique bank barn with twelve renovated stalls and spring-fed water has an upper drive-in hay loft, as well as electricity. Two additional outbuildings include a run-in shed and a storage shed. Lots of road frontage (with power) for easy access. Quaint and lovely South Woodstock Village is only minutes away.

Listed by Geoff Eckler, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 A VisitAsk A QuestionMore Details

172 Stage Road Pomfret VT 05067

Pomfret, VT172 Stage Road

Price$419,000

Est. Mortgage: $/month

MLS Number 4743138

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,100

Take advantage of this tremendous opportunity to live within walking distance of ArtisTree, Suicide Six, and the quaint village of South Pomfret. Newly renovated in 2015 by a respected local builder, this 2,100 sqft. 3 bedroom/2.5 bath ranch style home offers one floor living with high quality materials and craftsmanship plus energy efficient mechanical systems. Just about everything is new since it was brought back to a frame! Modern kitchen has new appliances, double sinks, and plenty of custom cherry cabinets for storage. Cozy up around the fireplace in the spacious light filled living room with custom cabinets to store your favorite games. Master bedroom suite with double closets has its own private bath with marble shower and radiant floor heat. Two additional bedrooms provide plenty of space for family and friends. Fully insulated from floor to ceiling with spray foam, a portion of the unfinished basement could be converted into additional living space providing a spacious family room or exercise room. There is even a fireplace downstairs to build around! Attached two car garage has new windows, overhead doors, Modine heater, and additional storage space. There is an additional large storage building for your tractor or antique car and a pleasant front porch for and evening gathering. New state of the art durable exterior LP Smartside siding is impact, wind, rot, & insect resistant. A fabulous location for a ski retreat, starter home, or retirement downsize.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 A VisitAsk A QuestionMore Details

1021 Randall Road Woodstock VT 05091

Woodstock, VT1021 Randall Road

Price$395,000

Est. Mortgage: $/month

MLS Number 4750011

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,531

This well maintained recently built 3,500 sqft. 3 bedroom & office/2.5 bath classic New England style home is just 5 minutes to Woodstock Village & located on a peaceful dead-end road where you can enjoy views of distant hills during the day or starlit skies at night. There are rustic post & beam features, cathedral ceilings, & spacious, bright, light-filled rooms. The large expansive living space make this home perfect for entertaining family & friends. The kitchen (21x12) has quality cherry cabinets for plenty of storage, newer stainless steel appliances, and a huge entertaining island for more prep space. The open floor-plan Living Room (24x21) has a central fireplace for those cold winter nights, wide pine flooring, & built in bookcases will make you want to grab a book and escape for a bit. There is a pleasant dining area for intimate family gatherings. Everyone will enjoy the giant Family/Game Room (24x23), with pool table & foosball included. It's everything someone needs to visit Vermont & relax with friends. You can spread out onto the deck for views of the pond and enjoy the open land and stone walls that add character to this classic Vermont home. Ten minutes to GMHA, Suicide Six, or the Woodstock Country Club and a whole house propane generator is included & a full basement for additional storage. This home is located on land that was formerly a municipal landfill for a few years in the mid 60's (closed in the late 1960's).

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 A VisitAsk A QuestionMore Details

344 Apple Orchard Road West Windsor VT 05037

MLS Number 4768941

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,168

Private, serene location towards the end of a private loop, this 3,100+ sq.ft., 4 bedroom/3.5 bath, open concept, contemporary cape offers plenty of potential for the growing family or a vacation get away. Spacious modern kitchen with granite counter-tops, tons of oak cabinets for storage, and a woodstove to keep it warm and cozy on those cold winter mornings. Have quaint intimate suppers in the formal dining area, or for large groups spread out onto the deck and enjoy the views of the lawn and gardens. The living room has a magnificent stone hearth, hardwood floors, and easy access to the wood shed. First floor master bedroom has a hardwood floors and a private remodeled full bath with double sinks, built-in dressers, and walk-in shower. Second floor has three large bedrooms plus a cedar closet for extra storage and a recently remodeled bathroom (2019). Need more space - move down into the partially finished basement where there is a rec room for playing games, exercising, or just relaxing. Develop the additional unfinished basement space into more living space, office space, or workshop. This wonderful home has a new boiler, central vac, and the ability/option to come fully furnished - ready to move in. There is even an inexpensive lot next door for another 2 acres. Private road is managed by association docs and $600/yr fee for plowing and maintenance. Easy access to VAST Trails for winter snowmobiling or summer hiking. Great opportunity - come take a look today!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 A VisitAsk A QuestionMore Details

42 Center of Town Road Hartland VT 05048

Hartland, VT42 Center of Town Road

Price$349,500

Est. Mortgage: $/month

MLS Number 4776305

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,240

Newer 2013 Contemporary/Colonial with 3 bedroom/1.5 bath 2,200+ sq. ft. & covered farmer's porch, central brick hearth, attached 1 car garage, and chicken coop. Even view potential! Built by local builder, quality craftsmanship throughout, with wide plank oak hardwood floors, bright open spaces with plenty of natural light, and an open concept floor plan. The spacious well-equipped kitchen has modern appliances, butcher block island for more prep space, and a walk-in pantry/laundry room area for extra storage & work space. Central brick hearth with woodstove keeps this entire home warm and cozy in the cold winter months. The home can be entirely heated by the high-end custom woodstove. The dining area has direct access to the covered farmer's porch to host large gatherings or to enjoy the quiet peace of nature. Master bedroom has a walk-in closet and enough space to create a cozy sitting area to curl up and relax. It is designed for a large expansive full bathroom, turning the home into 3BR/2.5BTH. The second floor landing makes a quaint sitting area for the two additional bedrooms and the perfect place to play games or read a book. The spacious mudroom has ample room to store all your shoes, boots, outdoor clothing and gear. Fabulous little chicken coop gives you the opportunity to have fresh eggs every day. Near trails for hiking, biking, cross country skiing, or snowmobiling. Easy access to Woodstock, Quechee, and the Upper Valley yet in a private, quiet neighborhood.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 A VisitAsk A QuestionMore Details

1231 West Woodstock Woodstock VT 05091

MLS Number 4733035

  • Multifamily Multi-Family
  • Square Feet 2,846
  • Units 4
  • Bathroom 2
  • Acreage 0.7

4 Unit Multi Family adjacent to Woodstock Union High School. Excellent Rental History! Many recent improvements including: complete exterior painting, replacement windows, complete re-insulation (including air-pressure testing), hard wired smoke and carbon detectors. Fully rented. Each unit has its own exterior porch space. Plenty of parking. Garage could be utilized as an additional source of rental income.

Listed by Geoff Eckler, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 A VisitAsk A QuestionMore Details

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Copyright 2019 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 December 6, 2019.