You are viewing Upper Valley Homes between $500000 and $1000000 dollars.
$660,000 $453 per sq.ft. Royalton VT Home »
Price Change! Reduced by $15,000 down 2% on September 9th 2026
3 Beds | 3 Baths | Total Sq. Ft. 2916 | Acres: 9.93
Listed on Friday Jun 5, 2026
Description: Extraordinary 9.93-acre property perched high above the charming village of Royalton, offering breathtaking panoramic views of central Vermont and beyond. On clear days, enjoy sweeping vistas stretching from Camel's Hump and Mount Mansfield to Mount Washington and New Hampshire's Presidential Range. Built in 2021, this thoughtfully designed home features an open-concept floor plan filled with natural light and framed by spectacular mountain views. The chef's kitchen is equipped with a ZLINE six-burner gas cooktop, GE Profile stainless steel appliances, including a double wall convection oven, and a large center island with breakfast bar seating. The first-floor primary suite offers a spacious walk-in closet with custom shelving and a beautifully appointed bath featuring double vanities and a tiled walk-in shower with dual shower heads. Newly completed in 2025, the walkout lower level adds two guest bedrooms, a den, full bath, and utility room, providing flexible space for family, guests, or remote work. Large windows throughout the home showcase the dramatic landscape and provide a front-row seat to Vermont's ever-changing seasons, from vibrant fall foliage to snow-capped mountain peaks. Whether enjoying a morning coffee at sunrise or relaxing at day's end, the setting offers a remarkable sense of peace, privacy, and connection to the natural beauty that surrounds it. Energy-efficient features include a Viessmann high-efficiency boiler, radiant floor heat, rock wool insulation, and a standby generator for year-round comfort and peace of mind. The detached garage includes two vehicle bays plus an oversized third bay ideal for storage, hobbies, or recreational equipment. A private country setting just minutes from South Royalton, Vermont Law and Graduate School, Woodstock, the Upper Valley, and several ski areas. A rare opportunity to enjoy exceptional views, modern efficiency, and Vermont living at its finest. See Listing Details & 53 images. Includes a Virtual Tour
Under Contract
$724,500 $324 per sq.ft. Sharon VT Home »
2 Beds | 3 Baths | Total Sq. Ft. 2235 | Acres: 23.78Listed on Wednesday May 6, 2026
Description: Welcome home to this serene piece of Vermont paradise! The property offers an escape to a privately sited cape home featuring 3 bedrooms, 2.5 bathrooms with covered and open outdoor entertaining spaces both overlooking an exclusively-owned, spring-fed, swimming pond and long range pasture views - all enveloped by mixed forest land of hard- and softwoods. Inside the home gleaming hardwood floors are throughout, a central wood stove provides cozy warmth in the colder seasons to the open cathedral dining and living space. A kitchen with granite countertops, ample storage, and a center island ensure prep space for gatherings large and small. The main level is outfitted with direct entry from the attached garage, a laundry room, powder room, living/dining room, kitchen, and primary ensuite with direct access to the yard. Upstairs 2 additional bedrooms, a full bathroom, cedar closet, and plenty of storage make primary or guest living convenient. The property is further benefitted by a separate, fully outfitted and compliant commercial kitchen which could be utilized for agricultural or other value added product processing, or repurposed as a guest cabin, studio, or home office, if used as storage the house bedroom count can be increased back to 3 bedrooms. An owned solar array and whole-house generator supply sustainability and reliability while the neighboring 500 acres surrounding the property add insulating privacy and tranquility. Close in proximity to Sharon Academy, Interstate 89, Pomfret (home of the Artistree Community Art Center), South Royalton, Woodstock, and Hanover, NH. Open house Sunday, 5/10, 11am-1pm. See Listing Details & 56 images.
$540,000 $200 per sq.ft. Thetford VT Home »
Price Change! Reduced by $10,000 down 2% on August 31st 2026
Waterfront on River _Unnamed
4 Beds | 2 Baths | Total Sq. Ft. 2694 | Acres: 4.54
Listed on Wednesday May 27, 2026
Description: Set on 4.54 picturesque acres in beautiful Thetford, this charming 1840s farmhouse offers a rare blend of historic character, outdoor adventure, and country living. Surrounded by established perennial gardens and backed by peaceful woods, the property is designed for those who appreciate nature, privacy, and a true Vermont lifestyle. A large welcoming front porch sets the tone, inviting you to slow down and enjoy the serene setting. Inside, bright sun-filled rooms and timeless farmhouse charm create a warm and inviting atmosphere throughout the home. Thoughtful updates, including solar panels, add modern efficiency while maintaining the property's classic appeal. Outdoors, the possibilities are endless. Enjoy a large spring-fed pond stocked with fish, ideal for peaceful afternoons of fishing, along with a secure chicken coop, designated vegetable gardens, established garden rows, blueberry bushes, apple and peach trees. The fully fenced backyard provides exceptional space for pets, play, and gardening, while a playground is already in place for added enjoyment. One of the properties most special features is the private access to the river below, complete with a stone stairway leading to two secluded river beaches and a separate deep swimming hole - a truly unique retreat right at home. Take in scenic views of the Post Mills area and enjoy watching colorful hot air balloons drift across the sky from the nearby airport. Conveniently located near Lake Fairlee, this one-of-a-kind property offers the perfect balance of charm, recreation, and rural beauty in the heart of Vermont. See Listing Details & 55 images.
$689,000 $265 per sq.ft. Village of Post Mills in Town of Thetford VT Home »
Price Change! Reduced by $110,000 down 16% on July 23rd 2026
5 Beds | 3 Baths | Total Sq. Ft. 3836 | Acres: 8
Listed on Monday May 25, 2026
Description: MOTIVATED SELLER! PRICED BELOW THE CURRENT ASSESSED VALUE. Offering efficiency, sustainability, and peace of mind, this move-in ready five-bedroom Colonial sits on eight private acres in Post Mills/Thetford, Vermont. Energy-conscious upgrades include rooftop solar panels and an EV charger, adding modern efficiency to this exceptional property. The oversized attached garage and large tiled mudroom provide a practical everyday entry space. The spacious kitchen features a breakfast bar with seating for family and friends and opens to the light-filled dining room, creating an ideal layout for entertaining. The first floor also offers both a living room and a separate family room/den. Upstairs, you'll find five bedrooms, including the primary suite with an ensuite bath and generous closet space. The fully insulated lower level includes a partially finished basement with flexible space for a family room, home gym, playroom, workshop, and storage. A large sink, counter space, and double-door walkout add additional functionality and convenience. Enjoy the outdoors with private walking trails winding through the property's eight acres, offering opportunities for recreation, nature observation, and peaceful walks right from your doorstep. Conveniently located on the school bus route, this property combines rural privacy with everyday convenience. Formerly home to the Sugar Top Sawmill, the mill building offers endless possibilities for outdoor entertaining space, hobbies, storage, workshop space, or animals. A truly unique property with space, versatility, and modern upgrades throughout, all while enjoying tranquil country living just 20 minutes from Hanover and convenient access to Upper Valley amenities. Ready for its next owner to enjoy all this exceptional property has to offer. See Listing Details & 44 images.
$765,000 $466 per sq.ft. Thetford VT Home »
Price Change! Reduced by $30,000 down 4% on September 1st 2026
3 Beds | 3 Baths | Total Sq. Ft. 2343 | Acres: 7.08
Listed on Friday Aug 21, 2026
Description: PRICE ADJUSTMENT - Set on a lovely sprawling lawn on 7.08 acres in Thetford, this 1994 three-level Cape-style home offers 2,343 square feet of living space with seven finished rooms, including three bedrooms and 2.5 baths. The home features a 1¾-story design, wood clapboard exterior, an asphalt roof, and newer gas hot water heater. The mostly finished basement provides an additional usable storage room along with a gracious family room with private bath (for guests). At the same time, the property also includes a detached 24' x 26' garage, small barn with two stalls, a shed for a chicken or two, and full access to Zebedee Brook! The lot offers a combination of homesite and additional acreage, providing plenty of room to enjoy the surrounding Vermont landscape. Additional highlights include a 14' x 16' kitchen with island, a spacious 24' x 14' living room, hardwood flooring, and a walkout lower level. Comfort and efficiency are enhanced by mini-split heating and cooling, multi-zone propane heat, a 200+ amp electrical service and a generator. The property is served by a private drilled well and on-site septic. Outdoor features include garden space, natural shade and a porch, while the detached two-car garage offers generous room for vehicles and extra attic storage. The level, landscaped country setting has approximately 225 feet of frontage on a paved, publicly maintained road and is near trails and schools, including Thetford Academy. Conveniently located on Godfrey Road with easy access to I-91 and nearby Thetford and Upper Valley amenities. Dartmouth College is just 10 minutes away! A property with space, outbuildings, and acreage ready for its next chapter. ~Interior photos have been electronically decluttered~ See Listing Details & 60 images.
$775,000 $390 per sq.ft. Thetford VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 2979 | Acres: 10.13Listed on Monday Aug 17, 2026
Description: What came first? The road or the home? In this case, the original settler (Mr. Tucker himself) made such a statement here that they named the whole road after him, so you know you are pulling up to something really special. Perched on ~10 acres: five sun-drenched, usable acres surrounded by five acres of private, wooded buffer. This estate is designed for animal lovers and green thumbs alike. The perimeter is fenced to keep your four-legged friends in and hungry deer away from your prized perennials, while an abundant garden features smart drainage and irrigation to naturally keep everything blooming. Practical additions like a newly added standby Kohler generator (2023), room for all your toys, and an oversized attached RV bay that opens directly into a partially finished walkout lower level. Speaking of the lower level, it is full of unmatched personality featuring a Vermont soapstone stove for cozy nights, rare copper piping, a full-blown bomb shelter, and an extra bathroom. Is anyone thinking ADU or In-Law apartment?? The driveway extends from the front two bay garage right up to the lower for a separate entrance. The driveway and main yard is nice and wide and flat. There is a cute little chicken coop and the start of a run-in barn! Come check it out. Quirky, fun, extraordinarily private, and completely stunning, this is a home you simply have to experience in person. Open house on Saturday, September 5 from 10-12 See Listing Details & 38 images. Includes a Virtual Tour
$595,000 $260 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $100,000 down 17% on August 10th 2026
4 Beds | 2 Baths | Total Sq. Ft. 2288 | Acres: 0.15
Listed on Monday May 11, 2026
Description: A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is conveniently nearby! For children in Maple Street's Neighborhood, Woodstock Elementary School is just a short walk away. Currently the residence is configured as home to 2 generations of occupants. A ground floor apartment conveniently accessed from 3 sides of the home comfortably provides accommodation for practical single level living. The main entrance is through a spacious 12'x10' mudroom. A great attribute in Vermont winters! On 1 end of a well thought out floor plan is a generously sized bedroom with a nearby bathroom. Midway in the apartment is a nicely appointed kitchen that then leads to an appealing dining area. Through a door off the dining area several steps lead to a laundry room that conveniently has an exit leading out to the rear of the property. A living room off the dining area completes the attractive apartment. Well placed windows throughout this ground floor provide pleasant views and natural light. A spacious 2nd floor apartment, with 2 levels of living space, is accessed through a private doorway on the front exterior of the residence. A flight of stairs leads up to the primary apartment area consisting of a bedroom, a dining room, a living room, a kitchen and a bath. Off the kitchen is a partially finished laundry area and then stairs leading down to a ground level workshop. Above the primary apartment is a useful 2 room attic area and a potential bath. Although this 2nd floor apartment has been a full time residence, a new owner will certainly choose to renovate some components of the apartment. The landscaped lot has much appeal with space for gardens and for relaxing outside. Residents in this neighborhood can enjoy walking to village amenities of shopping, dining and cultural events. A Victorian style home full of enormous potential! Location, location! See Listing Details & 45 images.
Under Contract
$659,000 $207 per sq.ft. Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 3190 | Acres: 2.94Listed on Friday Feb 20, 2026
Description: Historic Woodstock, Vermont - Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont's most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local regulations). Inside, you'll find two charming fireplaces that add warmth and character, perfect for cozy Vermont evenings. The home's classic architecture blends timeless appeal with endless possibilities for customization. Set on over 2 acres, the property features a fenced yard ideal for pets, gardening, or outdoor entertaining. A one-car garage adds convenience, while the separate potting shed - complete with electricity and a heater - offers wonderful space for gardening enthusiasts, creative projects, or additional storage. Located just minutes from Woodstock Village, you'll enjoy easy access to boutique shopping, dining, and the renowned Woodstock Inn & Resort and its spa amenities. Vermont's natural beauty surrounds you - world-class skiing, hiking, biking, and year-round recreation make this an exceptional place to unwind, recharge, and truly enjoy life. A unique property with space, charm, and opportunity in historic Woodstock. See Listing Details & 41 images.
$695,000 $304 per sq.ft. Woodstock VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2285 | Acres:Listed on Wednesday May 20, 2026
Description: Excellent opportunity for residential or office/commercial space with easy access and high visibility on Rt 4 coming into town, Currently configured as office space downstairs (which previously has been living space), combined with a separate two-bedroom apartment (with its own access) upstairs. The 1,335 sf lower level (Unit C) is currently a chiropractor's office space and was previously used as natural food store and barber shop. The 950 sf upstairs two-bedroom apartment (Unit D) has been leased out by the month for approx $2,000 per month, and has two separate bedrooms, a kitchen, sitting area, balcony and full bath. Or you could re-combine the two units into a larger 2,285 sf in-town residence or office space. There are 4 dedicated parking spaces for the two units, plus other parking in the rear that is shared with the other two units (A & B) of this commercial condo complex. This is a great opporunity to own a highly visible, move-in-ready building right on Route 4. See Listing Details & 33 images.
Under Contract
$718,500 $433 per sq.ft. Woodstock VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1660 | Acres: 0.19Listed on Saturday Mar 28, 2026
Description: Great new price! Nestled in the vibrant heart of Woodstock Village, this beautifully renovated residence offers the ultimate "walk to all" lifestyle. Stepping inside, newly installed pine flooring guides you through an inviting main level designed for both daily living and effortless entertaining. The cozy living room anchors the home with its warm gas fireplace, while the spacious dining area flows seamlessly into a stunning, expanded kitchen equipped with sleek quartz countertops, and elegant cabinetry. Upstairs, three comfortable bedrooms provide peaceful retreats, highlighted by a versatile sitting room off the primary bedroom that easily transforms into a private study or playroom. Modern peace of mind is built right in, thanks to a new second floor bath, new energy efficient propane furnace, upgraded 200 AMP electrical wiring, and many more upgrades. Outside, the classic covered porch serves as your front-row seat to the serene village surroundings. Directly across the street, the open green spaces of Vail Field invite you to enjoy playgrounds, ball fields, pickleball/tennis courts or simply walk the dog. Just a short, picturesque stroll away, the very best of Woodstock awaits...from the historic Woodstock Inn and the iconic Village Green to the local elementary school and an array of charming artisan shops, bakeries, and restaurants. For the athlete, this home puts you in the heart of the premier Vermont cycling communities and world class skiing. Complete with a two-car garage with plenty of room to store your outdoor gear, featuring a customizable, partially finished space above, this move in ready gem perfectly blends timeless New England charm with modern sophistication. IMPORTANT NOTE: this home is verified as NOT being in a flood zone! Flood insurance is NOT needed. Come and see this charming updated home in the beautiful village of Woodstock! See Listing Details & 46 images.
$774,000 $386 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $25,000 down 3% on August 18th 2026
3 Beds | 3 Baths | Total Sq. Ft. 2004 | Acres: 30.18
Listed on Monday Jun 29, 2026
Description: If you've been dreaming of the quintessential Vermont lifestyle, this exceptional property delivers the perfect blend of privacy, charm, and convenience. Nestled on over 30 acres in Woodstock, this classic farmhouse is surrounded by beautiful open fields, mature trees, and peaceful natural beauty. Inside, you'll find a spacious eat-in kitchen that's perfect for gathering with family and friends, while the inviting living room features exposed beams and a cozy wood stove that adds warmth and character. The first floor also offers a primary bedroom with an ensuite bath and the convenience of first-floor laundry. Upstairs are two additional bedrooms, a bonus room, and a separate office or flex space ideal for working from home. Outside, relax on the covered front porch, unwind on the patio, or soak in the hot tub while taking in the scenic surroundings. The classic Vermont barn offers abundant storage, space for vehicles or equipment, and includes an attached chicken coop. The land is truly the highlight, with a picturesque pond, perennial gardens, open pasture, and a mix of wooded acreage offering endless opportunities for recreation, gardening, or simply enjoying the outdoors. All of this is just minutes from Woodstock Village, world-class skiing, shopping, dining, and everything this sought-after region has to offer. See Listing Details & 33 images. Includes a Virtual Tour
$799,999 $308 per sq.ft. Woodstock VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 2600 | Acres: 2.9Listed on Tuesday Jul 7, 2026
Description: On a small hill, amongst trees and beautiful gardens, sits this beautifully maintained log cabin with sweeping views of the surrounding mountains and river valley. Just a short drive outside of Woodstock Village, this cabin offers the perfect blend of privacy and convenience. Built in 1996, this thoughtfully crafted home features approximately 2,600 square feet of living space on 2.9 acres. The home offers 3 bedrooms and 2.5 bathrooms, with warm and inviting open living spaces anchored by both a fireplace and a wood stove, perfect for cozy Vermont evenings. A spacious porch takes full advantage of the South Easterly views, providing an ideal spot to relax and take in the natural surroundings. A detached 2-car garage with an accessory dwelling unit studio above, complete with a 3/4 bath; ideal for guests, rental potential, or a private office/studio. A potting shed and a wood shed complete the outdoor spaces, offering ample storage and outdoo hobbies. With its combination of rustic charm, modern utility, and an central location, this property is a rare opportunity to enjoy mountain living without sacrificing accessibility to nearby amenities and recreation. See Listing Details & 22 images.
$845,000 $1,408 per sq.ft. Woodstock VT Home »
Waterfront on Pond2 Beds | 1 Baths | Total Sq. Ft. 600 | Acres: 6.07
Listed on Monday Jun 6, 2022
Description: Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location. See Listing Details & 14 images.
Under Contract
$865,000 $311 per sq.ft. Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2785 | Acres: 5.01Listed on Monday Jul 21, 2025
Description: This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classic New England Cape of the period with the notable features of a central chimney with multiple fireplaces and a second story overhang on the gables. The house retains a great deal of original features and fabric including wide board flooring, horizontal wainscotting, period doors and hardware and a keeping room fireplace. Massive exposed beams substantiate the date of construction. The four bedrooms and three baths include a first floor primary en suite bedroom. Spacious rooms with unusually high ceilings and multi pane windows create a comfortable living space. Beautifully sited and located on the exclusive Randall Road within a grove of ancient sugar maples. See Listing Details & 37 images.
$895,000 $562 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $70,000 down 8% on August 11th 2026
3 Beds | 3 Baths | Total Sq. Ft. 2638 | Acres: 2
Listed on Friday Jun 12, 2026
Description: This beautifully renovated, truly move-in-ready home has been thoughtfully updated throughout including a brand-new kitchen, refreshed flooring, modernized bathrooms, fresh interior paint, a new garage door, an automatic full-house generator, and more. The property is offered FULLY TURNKEY, with nearly all furniture and furnishings conveying with the sale (artwork excluded). Privately sited in desirable South Woodstock just seven minutes to the Woodstock Green, this home blends comfort, style, and convenience. The open-concept main level brings together the kitchen, dining area, and living room, where a vaulted ceiling and sleek propane fireplace create a warm, contemporary feel. The dining area opens onto a spacious deck and a flat backyard abutting conserved land, offering peaceful views and serene outdoor relaxation. A updated 1st-floor den/office provides flexibility and could easily serve as a 4th bedroom. Upstairs, the primary bedroom features a walk-in closet and a newly updated ensuite bath with elegant glass-tile walls. Two additional bedrooms share a renovated hallway bath. The finished lower level includes a dedicated laundry room and two rooms perfect as game/rec/gym/play rooms or offices. The attached two-car garage leads into a practical mudroom with built-in benches, hooks, and cubbies, ideal for Vermont living. With excellent mechanical systems, a full-house automatic generator, and updates already completed, this home offers effortless ownership in a prime location. If you're seeking a turnkey, stylishly updated home just minutes from town, this South Woodstock gem is the one! See Listing Details & 46 images.
