Upper Valley Real Estate $2M-$5M

Upper Valley Luxury Homes for SaleScroll down to find current luxury homes for sale throughout the Upper Valley. Find a variety of high-end listings in New Hampshire and Vermont. Contact Martha Diebold Real Estate if you are interested in touring one of the listings below or have questions.

Upper Valley Luxury Homes for Sale from $2M to $5M 

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56 King Road Hanover NH 03755

Hanover, NH56 King Road

Price$2,750,000

Est. Mortgage: $/month

MLS Number 4941778

  • Residential Single Family
  • Village Etna
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6

Welcome to your haven on the hill. This five-bedroom modern country estate strikes the lofty-yet-familial balance that makes a house feel like a home. Do you love to garden, draw, remodel cars? Do you dream of a home-gym or a private suite to accommodate a nanny or an aging in-law? Set on 11 acres with a spacious, detached barn-garage, this property offers a range of functional, adaptable rooms that will cater to you. Simply step inside and imagine. The elegant and functional mudroom sets the tone with ample, orderly storage space for any variety of seasonal gear. The Adirondack-style first-floor dining and kitchen area is luminous, expansive, refined - lending to entertaining a large crowd. Sweeping views of the Green Mountains will not only impress your visitors, but offer you a daily dose of nature. The basement is equally as versatile; let it be a rec room, a wine cellar, a home-theater. Perhaps you need a library or a workshop. This space will complement the rest of the home. The second-floor bedrooms feel both spacious and cozy. From the primary bedroom, retreat up the spiral staircase to read a book or finish a craft project in the private alcove; then fall asleep under a view of the stars. Only six miles from Hanover (and a 5 minute drive to the Etna General Store), this home on a hilltop was built to accentuate its owners, to allow you to live close to town, but with all the room to quite literally spread out and feature your lifestyle desires!

Listed by Leah McLaughry and Evan Pierce of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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529 Kerwin Hill Road Norwich VT 05055

Norwich, VT529 Kerwin Hill Road

Price$2,680,000

Est. Mortgage: $/month

MLS Number 4941294

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 5,985

At the end of a private road just a few miles' drive north of Ivy League Dartmouth College and one of the most picturesque villages in Vermont, you will find the stillness and privacy of Firefly Farm. Controlling both sides of the road, the property's 54.5 acres of Vermont countryside encompass open meadows, fenced pastures, northern hardwood forests, ancient grandfather stonewalls. Built by renowned craftsmen, Doug Gest and Company, the Federal-style farmhouse enjoys views across the valley to New Hampshire's White Mountains. Combining the charm and vernacular of a historic Vermont hill farmstead with the comfort of ca. 2007 modern amenities, systems, and conveniences, the interior includes cherry floors, period moldings, two fireplaces with lovely hand-built composed mantels and custom built-in cabinetry. With exacting standards and attention to detail, the resulting 11 room home offers a place for everyone and everything - from the inviting four-season porch that even in winter becomes the heart of the house to the Great Room with its open hearth and wood-burning fireplace at one end linked by hand-hewn beams to the gourmet kitchen at the other. A private kingdom located two hours from Boston, four hours from NYC, and three hours from Montreal, recreational, educational, and cultural opportunities abound - from skiing at Killington to world-class medical care at nearby Dartmouth Hitchcock.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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220 West Gilson Avenue Hartford VT 05059

Hartford, VT220 West Gilson Avenue

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4940904

  • Residential Single Family
  • Bathroom 6
  • Construction Existing
  • Square Feet 4,152
  • Bedrooms 7

Sunny Brae Farm is a 5.8 acre property in the village of Quechee with proven success as a short term rental. This classic 1860s farmhouse was lovingly restored to the highest standard in 2019. Casual elegance describes this quintessential Vermont home. There are seven bedrooms and 5.5 spa-like baths, including a first floor primary en-suite. The expansive gourmet kitchen boasts high-end appliances, Vermont soapstone countertops and a marble island plus a large dining area and sitting room. The original butler's pantry leads to an oversized dining room with seating for 12. Behind the double french doors you will find an elegant living room with a wood burning fireplace insert and built-in window seat. A separate family room provides a cozy enclave for movie viewing, kid's playroom or study. Additional living space on the third floor. The farmer's porch offers spectacular seasonal views. The home has been upgraded with all-new electric, plumbing, and heating-brand new windows throughout the house, new metal standing seam roof, and ample insulation. The property includes an exceptional turn-of-the-century barn -- Truly an architectural masterpiece. Bring your car collection, farm equipment, etc. Enjoy your wood shop or craft studio; the options are endless. Sunny Brae Farm has an impressive Airbnb record due to its fabulous location in Quechee between the charming village of Woodstock and Hanover, NH, home to Dartmouth College, ski slopes2 hrs from Boston, 4.5 hrs from NYC.

Listed by Jennifer Falvey of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 E Wheelock Street Hanover NH 03755

Hanover, NH33 E Wheelock Street

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4939938

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,472

Amazing Tudor home located in town, very close to Dartmouth College and downtown Hanover. Renovated in 2016 with replacement of all windows, doors and most of the interior spaces. Large eat-in Chef's kitchen. Great master suite on 2nd floor with soaking tub, separate shower, heated bathroom floor and towel rack. Beautiful vaulted living room, perfect for entertaining. 4 bedrooms, 4.5 baths. The property abuts Frost Field which is protected land. Ski out your front door. Well maintained landscaping. Super convenient!

Listed by Martha E. Diebold/Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Border Lane Woodstock VT 05091

Woodstock, VT2 Border Lane

Price$2,250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4939125

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,897

This sun-soaked estate offers everything you could dream of in a Vermont property. Privacy without isolation, plenty of acreage for outdoor activities, and a short walk to the “Currier & Ives” town of Woodstock, VT, with its chic shops, top-notch restaurants, and sports facilities. Meticulous attention to detail during recent renovations has rendered this home a delightful marriage of country charm and contemporary convenience. The kitchen boasts marble countertops, inlaid cupboards, an induction cooktop, a sub-zero refrigerator, and a Cove dishwasher. This eat-in kitchen opens to a roomy but intimate family room and leads to a formal dining room. The spacious center hall opens to a sunken living room that enjoys dramatic long-range views from one perspective and lovely short-range views from another, making this home a rare find, particularly for an in-town property. There are two options for the primary bedroom, one is upstairs, and the other is on the ground level. There is a guest room upstairs and one on the first floor. All four bedrooms are ensuite. The basement has ample storage space and is perfect for a large rec room, in addition to a separate studio/workshop, and laundry room/exercise room, and bathroom. Border Lane is a highly coveted address for good reason. Matteport and video tour available. Call for an appointment to see this one of a kind property.

Listed by Jennifer Falvey of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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60 Goodwin Road Enfield NH 03748

Enfield, NH60 Goodwin Road

Price$3,495,000

Est. Mortgage: $/month

MLS Number 4937980

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 6,882

Located on the coveted eastern shore of pristine 1100 acre Mascoma Lake - this stunning Contemporary invites glistening water and big sky views into warm welcoming living spaces. Custom designed and built new in 2001 by Old Hampshire Designs, the main level features living, dining and relaxing spaces that easily transition to outdoor decks, terraces and a sweeping waterfront lawn. First floor primary suite with spa bath and private office. Large bedroom, second office and home gym up. The lower level features a family room with fireplace, pub, home theater, wine cellar and two en-suite bedrooms. Step outside to a waterfront porch that runs the length of the house providing options for entertaining or curling up with a good book. Relax in the outdoor hot tub after a day on the water or the slopes. Attached four car garage. This property includes a second waterfront lot currently featuring a large heated barn/workshop and garden shed. Options available for building a guest house or even selling separately. This magical location is 10 short minutes to the Hanover Village and Dartmouth College or DHMC Medical Center. Minutes to local skiing at Whaleback. Several world-class ski options within an hour including Stowe and Killington. Enjoy a robust waterfront lifestyle in every season!

Listed by Pamela Perkins of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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144 & 232 Town Farm Road Woodstock VT 05071

Woodstock, VT144 & 232 Town Farm Road

Price$2,800,000

Est. Mortgage: $/month

MLS Number 4937127

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 3,748

Sense of place - the Lewis Farm: The classic Vermont farmstead with an iconic big red barn above Green Mountain Horse Association, the Lewis Farm's 130 acres of hayfields and woodlands span the Kedron Valley hillside just outside the village of South Woodstock. The legacy of stewardship by the Lewis family started in 1940: tending the land, restoring the spectacular barn and converting its lower level to well-planned stabling, conserving the most visible 30 acres along the road, and epitomizing the sense of community and engagement that characterizes South Woodstock and GMHA. Along with the 3-bedroom brick farmhouse, riding ring, tennis court and smokehouse, a light-filled 2-bedroom contemporary takes in the views, and a south-facing studio is set into the hillside. The houses and studio invite thoughtful renovation to meet the quality of the site: its woodlands, hayfields, and farm pond, threaded by trails and farm roads to high meadows with valley views. The beauty of the land, authenticity, and character distinguish this generational offering. No showings November 24-26

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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89 Academy Circle Woodstock VT 05071

Woodstock, VT89 Academy Circle

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4936765

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,139

Knoll Brook Bend is one of the premier landmark homes in the historic village of South Woodstock , Vt. Sitting up on a hill looking out over the village and bordered by the lovely Kedron Brook it is truly breathtaking. The original features have been left intact while updating the home with modern conveniences. The stone work and landscaping enhance the grounds in keeping with the Federal architectural style of the 1831 house. The living room with wall of bookcases and fireplace offers a beautiful place for entertaining . The large chef's kitchen makes cooking for a large or small crowd a joy . This is Village living at its best . Walk to the Kedron Inn for dinner at the Ransom Tavern , take a swim in the Kedron pond or pick up lunch at the country store. Only 5 minutes into Woodstock. Skiing at Six, and Killington minutes away . Green Mountain Horse Association is within walking distance to observe world class horse events . There are year round actives to enjoy whatever ones interests are from music to live theater and all types of arts events .

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Depot Street Canaan NH 03741

Canaan, NH15 Depot Street

Price$3,000,000

Est. Mortgage: $/month

MLS Number 4934099

  • Multifamily
  • Units 33
  • Acreage 0.28
  • Square Feet 29,474
  • Utilities Other

Don't miss the opportunity to own this 33 unit portfolio in the beautiful Mascoma Valley region of NH! Comprised of 7 buildings and a parking lot this generates positive cash flow every month. There is a combination of apartments (30) and commercial spaces (3). One unit is a short term residential rental. 6 of the 7 buildings are located in town. There is a three unit building located on Canaan St. Many of the tenants have been in place for more than 2years-some as long as 15 years. The potential to increase income exists as the current owner pays various expenses in several of the buildings. Property addresses are 7,13 and 15 Depot St. 1178, 1182 and 1186 US Rte 4. And 546 Canaan St. Financials and additional details available upon request. Seller cannot close until January 2023.

Listed by Tom Hanright of Bean Group / Franklin

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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26 The Green Woodstock VT 05091

Woodstock, VT26 The Green

Price$2,150,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4933190

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,864

The Historic Daughter's of the American Revolution (DAR) Mansion was constructed in 1807 by Tilley Parker to serve as housing for Vermont's early legislature & tavern. A master preservationist undertook a complete restoration of the original dwelling in 1995 with an architecturally sympathetic addition using original materials combined with elements crafted using authentic hand tools. The result blends the patina of an antique structure with an aesthetically elegant kitchen, baths & modern mechanical systems offering the best of yesterday & today. Living & dining rooms feature wide board floors, antique brick fireplaces, crown moldings & chair rails, all enclosed by airy 9+ foot high ceilings. The library is warmed by a 3rd fireplace, flanked by hand-made mahogany bookshelves & raised paneling for a gracious comfortable retreat. Generous country kitchen is outfitted with professional style appliances, granite surfaces & custom cherry cabinets & opens into a comfortable family gathering room framed floor to ceiling with windows flooding the space with warm natural light throughout the year. Upstairs accommodations include 2 guest bedrooms, each with fireplace & private bath, as well as a master bedroom suite with dressing area, bath accented by marble & tile and a spacious bedroom with elevated tray ceiling. Two finished rooms on the lower level with bathroom provide space for seasonal gatherings or a media/exercise room. Walk to all Village amenities!

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2023 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 January 30, 2023 3:40 PM EST.