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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1040 Dunham Hill Road Woodstock VT 05091

Price$925,000

Est. Mortgage: $/month

MLS Number 4705269

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,282

Price Reduction! Incredible, breath-taking views of Killington and the Green Mountains from every room in this home. Every detail of this custom built Post and Beam masterpiece was carefully thought through by the owner/builder, a timber frame master craftsman. With an open floor plan, the main level of this magnificent home has a fabulous well equipped chef's kitchen with energy efficient appliances, plenty of cupboards for storage, a lovely dining space, and an expansive Great Room with field stone fireplace and soaring cathedral ceilings. The first floor master bedroom suite has spectacular views from its own private deck, cathedral ceilings, and master bath with walk-in shower, soaking tub, and double sinks. Two large second floor bedrooms provide plenty of space for a growing family, or hosting family and friends. The mostly finished basement is waiting for your finishing touches and pricing includes a generous allowance to wrap up the details and flooring choices. Top quality materials throughout this home with advanced systems and radiant heat. Separated from the main living spaces by a generous mudroom/laundry area, is a finished and over-sized 2 car garage to complete the package. A fantastic opportunity to enjoy the beautiful Vermont scenery only 2-3 minutes to the Fitness Center and 5 minutes to Woodstock Village. A great place to enjoy Vermont as a vacation retreat. Come see what this impressive home has to offer!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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4677 Rush Meadow Road West Windsor VT 05091
Active With Contract

MLS Number 4680098

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 3,919

With striking southerly views of MT Ascutney in the heart of Woodstock's horse country, this masterly built, 11-yr old contemporary cape sits on its own hilltop in a pastoral setting of 20+ acres of fields, pastures, & forest. The eat-in gourmet kitchen has professional grade appliances, soapstone counters, & a pantry. With large, south-facing windows, the light filled living/dining room has cathedral ceilings with antique hewn beams, a gas fireplace & walls of bookshelves. Master bedroom suite, attractive office, large mudroom, and a tack room leading outside to the two stalls, complete the first floor.The basement wine cellar/theater is a fabulous place to entertain or just relax. The separate upstairs wing has two bedrooms with two private baths sharing a common sitting area. Beautiful setting for an artist, horse enthusiast, or a couple/family looking for a private country retreat: a babbling brook, birches & apples trees, stone walls, & 2 fenced pastures w/run-ins for horses. Nearby trails for riding, biking, hiking, snowmobiling, bird watching. A few minutes to Woodstock for shopping and dining. Three miles from Green Mountain Horse Association with its trail system. 25 minutes to Dartmouth Hitchcock and Hanover, NH.

Listed by John Bassette, Bassette Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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

Price$795,000

Est. Mortgage: $/month

MLS Number 4741047

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

Fabulous, 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, attached 3 car garage, storage barn with over-sized doors, and a lovely foot bridge to expansive, flat fields. Attractive modern kitchen is seeing a new quartz counter-top upgrade (not photoed yet) 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. Develop the unfinished basement with laundry room into additional exercise room, or 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. Come see what this tremendous home has to offer!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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492 Westerdale Road Woodstock VT 05091

Price$749,000

Est. Mortgage: $/month

MLS Number 4721629

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

This exciting property offers 4 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: 4.17% last updated on Apr 18, 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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865 Kimball Farm Road West Windsor VT 05037

MLS Number 4647498

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

Magnificent private horse farm sits on 20+ acres on the side of Mnt. Ascutney at the top of a dead-end road abutting the town forest. Classic style cape has a covered porch, decks, garage, outbuildings, two barns (13 stalls), and a run-in shed. Let's not forget the private in-ground pool facing directly up the mountainside! This farm is on the Mt Ascutney Trail system. Ride directly from the farm, on your horse, or mountain bike, or hike on miles of amazing trails right to the top of the mountain. The spacious country kitchen has plenty of cabinets and a top of the line Hearthstone woodstove. There is a large wide pine floored living room w/cathedral ceiling and a gracious fireplace. The master bedroom has stunning views of the mountain with a private en-suite bathroom. Two other bedrooms are just off a cozy den with a Vermont Castings gas stove. The basement offers a large fitness/family room, and a spacious laundry room. The home is surrounded by cottage gardens, perennial beds, and hundreds of sunflowers which create a perfect mountain garden landscape. The horse barn is beautiful with a heated tack room, wash stall, six spacious matted stalls, 200amp power, & storage for 1,000+ bales of hay. The meadow has extensive split rail fencing, a huge run-in stall, and the additional equipment barn has 7 matted stalls w/power & water. Hop right on the VAST snowmobile trail system at the end of the driveway! 10 miles on the trails to GMHA, 20 miles to Okemo, 28 miles to Killington.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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14 Prospect Street Woodstock VT 05091

Price$615,000

Est. Mortgage: $/month

MLS Number 4636356

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,084

PRICE REDUCTION! This wonderfully cared for and remodeled 1880's cape is just five houses from the Town Hall theater in the Village! It has wide pine board flooring, selected radiant heat, a lovely and spacious open floor plan, with four bedrooms and three full bathrooms throughout 3,100 sq. feet of exceptional living space. Looking for a Vermont escape and a roaring fireplace in the central kitchen on a snowy winter evening? A country dining room, private living room with another fireplace, and bonus family/den provide plenty of opportunities for entertaining family & friends. This home has full modern amenities while maintaining its historic beauty and charm! A well respected local builder has given the home a serious upgrade, and the property is headache free, full of cozy nooks and separate spaces for guests, and is in-town in the heart of the action. While surrounded by trees and away from the bustle, there are great exterior spaces and patios, decks, screened porches, and pleasant private lawn area. Take a walk to the Town Green, local restaurants, or enjoy your entertaining deck overlooking the village and Mt. Tom. There is a newly built garage, great stonework and a private patio, and even a screened porch for taking it all in. A great value and a great location!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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

Price$585,000

Est. Mortgage: $/month

MLS Number 4746207

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

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 estate 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. There are even roof mounted solar panels for electrical savings (net-metering). The sprawling 30x18 country kitchen has plenty of cupboards for storage, center island to increase counter space, 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. FURNITURE PACKAGE AVAILABLE. 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: 4.17% last updated on Apr 18, 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

Price$549,000

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: 4.17% last updated on Apr 18, 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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730 Route 12 Hartland VT 05048

Price$475,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4726786

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,451

Beautiful Executive Home! Tastefully remodeled open floor plan home with central air conditioning and security system situated on 31 acres of woods and open land with a babbling brook. Fabulous, modern, chef's kitchen has an electric 5 burner cook top, double ovens, extensive cabinets and pantry for storage, and an expansive island for additional counter-space and cupboard storage. The spacious, light filled living/dining area has wide pine floors throughout with lovely built in cabinets for storing your favorite china, a wonderful fireplace to cozy up around on those cold winter nights, and a brick hearth with wood mantle to display your favorite family photos. A first-floor master bedroom suite provides the perfect opportunity for one floor living, and it has wide pine floors, large double closets, and private bathroom with sit-in shower and grab bars. Plenty of space to host family and friends with 2 additional main level bedrooms, rec room, and expansive family room with VT Castings Gas Fireplace. A great opportunity to start a home business with workshop and studio area with utility sink, work bench, and large storage closet that has easy access to the attached two-car garage. Large, well landscaped lawn with fire pit near brook for roasting marshmallows on those warm summer nights or just enjoy nature and wildlife. Five minutes to Woodstock or 15 minutes to the West Lebanon. Perfect Location! Come take a look at what this unique space has to offer!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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

Price$439,000

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! 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, the unfinished basement could easily be converted into additional living space providing a spacious family room, exercise room, or a home office. There is even a fireplace downstairs to build around! Attached two car garage has new windows, overhead doors, Modine heater, and additional storage space. 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: 4.17% last updated on Apr 18, 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

626 High Lake Road Sharon VT 05065

Price$425,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4623240

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,463

400 ACRES, 12 ACRE MOUNTAIN LAKE WITH PRIVATE BEACH: This meticulously restored 1925 antique Dutch Gambrel has an expansive 2002 architect-designed addition, providing all the comforts and amenities of 21st century Vermont living. This open floor-plan 4 bedroom/3 bath, 3500 sq. ft. home sits on a lovely knoll just a stone's throw to the lake. Light filled gourmet kitchen, lovely dining/living space, and family room with energy efficient woodstove & sweeping views. Wake up in your cathedral ceiling-ed master bedroom suite with private deck and beautiful views of the lake and distant views to Killington. In the 1925 section there are three bedrooms, an office, and an extra living room, providing plenty of space for entertaining family & friends. High Lake is a private community of 400 environmentally protected acres with fabulous swimming, skating, fishing (stocked), miles of trails for hiking, horseback riding, berry picking, and X-C skiing. Owners share 400 acres of land, private lake, guest house, & some common buildings. Benefits include a separate rentable guest house down by the lake, lawn maintenance, beach frontage, tennis court, and other caretaker services. This is a property for all seasons and a great place to entertain family and friends. Vacation or live all year long with the best of Vermont country living. Easy access to I-89 and less than a half an hour to Dartmouth College, DHMC, or Woodstock. Only 2½ hours to Boston.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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

988 Jenne Road Reading VT 05062

Price$389,000

Est. Mortgage: $/month

MLS Number 4698928

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,023

PRICE REDUCTION! Unmatched quality & detailing ($350-$400sqft). Exactly what a Vermont retreat is all about! One-of-A-Kind, Rare, & Beautiful! A perfect Vermont getaway for family & friends and low maintenance! Click on the photos! This southern exposure cedar sided contemporary was crafted by a respected local builder/owner who paid attention to EVERY detail. This 2-3 Bedroom masterpiece is surrounded by 100's of acres of Vermont Land Trust land with views of the famous Jenne Farm. The builder brought the outdoors in with large windows, bay windows with bench seats, custom designed wood inlaid floors in every room, and stunning wood paneling. Built-ins & bookshelves are throughout this home and even the main level bathroom is completely trimmed out with detailed walnut cabinetry & shelving. It's just gorgeous! Of course, there is hand-crafted cherry kitchen cabinetry and the living room has a stunning field stone fireplace (with a Harmon pellet stove). The upstairs Family Room is very flexible & beautiful light-filled space….or make a huge master bedroom suite. Along the way to the FR is the nicest custom built his/her office suite you will ever experience (stay late on Monday to extend the weekend)! The full basement is a clean workshop and the oversized two car garage has enough room for a toy or two. Perfect 2nd home or ideal for a retiree's single level living goals! Located between Okemo & Killington, 5 minutes to GMHA, & 10 minutes to Woodstock. Call NOW!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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 April 25, 2019.