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 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 domain in Vermont! Check out the house video!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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: 3.07% last updated on Jul 2, 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 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: 3.07% last updated on Jul 2, 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 and 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: 3.07% last updated on Jul 2, 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: 3.07% last updated on Jul 2, 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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181 Clay Hill Road Hartland VT 05048

Hartland, VT181 Clay Hill Road

Price$559,000

Est. Mortgage: $/month

MLS Number 4804294

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,437

MILLION DOLLAR VIEWS, HIGH-SPEED FIBER OPTIC, & NEW ROOF IN 2020! This VT Land Trust protected property has big views of the CT River Valley on 18.8 acres in a convenient rural neighborhood close to West Lebanon shopping & Quechee. This 4,400 sqft. contemporary boasts a spacious open floor plan with 4-5 bedrooms /3.5 baths, numerous home-office rooms, central air conditioning, large energy efficient windows with views in all directions, and an abundance of storage & closets. The sprawling 30x18 country kitchen has plenty of kitchen cabinetry, brand new 2019 appliances - including a new wine cooler, a lovely eat-in breakfast nook, and a gracious lounge area w/wood fireplace and floor to ceiling bookshelves. You can host a generous party in just the kitchen alone! This 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 private bathroom tub & separate shower and a generous walk-in closet/dressing room. There is plenty of space for family with three additional bedrooms and en-suite baths, a theater/game room, large finished storage room, and a family room in the finished walk-out lower level. Did I forget to mention the 3 car garage?! Twenty minutes to Woodstock & Dartmouth-Hitchcock Medical Center. A tremendous location for an Upper Valley professional, vacation retreat, or larger family compound. FURNITURE PACKAGE AVAILABLE.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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52 Maple Street Lebanon NH 03784

Lebanon, NH52 Maple Street

Price$559,000

Est. Mortgage: $/month

MLS Number 4798573

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 6
  • Square Feet 4,582

Magnificent colonial home with 6 bedrooms, 4 baths, and over 4,500 sq.ft. of living space on a 1/2 acre lot in a quiet village neighborhood. Meticulously maintained, this home has newer boiler(s), upgraded electrical & plumbing, and plenty of insulation to keep warm and cozy. Two and three quarter floors of gracious living space provide plenty of room for family & friends. Spacious kitchen with center island has modern appliances, lots of counters for prep space, plenty of cupboards for storage, & a generous walk-in pantry. Formal dining room is perfect for intimate dinner parties and large gatherings can spread out onto the spacious covered porch for additional entertaining. The open concept living and family rooms have great spaces to play board games or watch a movie and there is even a separate 14x13 private office for the work at home types. On the second floor there is an expansive four-room Master suite w/full bath, plus three additional bedrooms sharing a large common bath. There are still three more rooms on the third floor for optional short term revenue (currently $21k/yr) & a large dry storage 3rd floor attic. Great Airbnb income potential and a full unfinished basement for storage & two large garages (3 car total). Many historic qualities give this home its unique character and charm. Minutes to Dartmouth, shopping, and local public transportation. An ideal village location with large corner lot and close to all the amenities. Don't miss out on this opportunity!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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 owner's quarters above a lower level art gallery. There is an additional 2 bedroom In-law suite on the 3rd floor, or you can just open a door and 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. Easily convert this home to a single family home with magnificent spaces for a theater room, family room, additional bedrooms, or home business on the lower level. 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: 3.07% last updated on Jul 2, 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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123 Shute Road Hartland VT 05048

Hartland, VT123 Shute Road

Price$495,000

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 a new heating system, first floor air conditioning, attic storage space, walk-out finished basement, & attached 2 car garage. Spacious bright kitchen with double sinks, 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. A private 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 family & friends. The attic space can be used for dry storage or converted into additional living space such as a home office. Large lower level laundry room has natural light, a great utility sink, & even room for a table to sort & fold laundry. The mostly flat lawn 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 and lightly used. Great Price!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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900 VT Route 100A Bridgewater VT 05035

MLS Number 4805391

  • Land
  • Acreage 235.62
  • Zoning none

Magnificent Valley and Mountain Views! Large Parcel with top elevation over 2000 feet, in an area of recreational activities. 10 minutes to Killington and Woodstock, 30 minutes to Okemo. Ideal for the outdoor enthusiast. Gated (remote control operated, on order) access. Open building site has glorious views and a new pond! Perc tested!

Listed by Geoff Eckler, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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1231 West Woodstock Woodstock VT 05091

MLS Number 4733035

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

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

Listed by Geoff Eckler, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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River Killington VT 05751

Killington, VTRiver Road

Price$315,000

Est. Mortgage: $/month

MLS Number 4812040

  • Land
  • Acreage 61.25
  • Water View
  • Zoning Forest Reserve

RECREATIONAL PARADISE!!!!! The buyer of this property is an avid outdoor enthusiast... Is that you??? The trail system network, ideal for mountain biking, snow shoeing, back country skiing. Take your pick from easy to crazy! Cool off under the water falls and the 7 foot deep swimming hole in the substantial stream running through the property. Or kayak down the Ottauquechee River (direct access). Sure, you could build a house (up to 5 bedrooms) or just hook up your RV to the in-ground septic system. Minutes from the Beast of the East - Killington Resort. Less than a half mile down the road the Appalachian Trail crosses. Your MTB buddies will be impressed!!!

Listed by Geoff Eckler, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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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 July 3, 2020.