Greater Woodstock Area Homes Between $500K and $1 Million

The greater Woodstock, Vermont area (including the towns of Barnard, Bridgewater, Hartland, Pomfret, Reading, West Windsor, and Woodstock) offers diverse real estate opportunities. Whether you’re looking for a historic home, a home in town near shops and galleries and all the amenities you need, a family home, a secluded getaway with lots of land, a vacation home, or investment real estate, the greater Woodstock area has plenty of choices.

Apart from beautiful homes and real estate, the greater Woodstock area of Vermont hosts some great cultural institutions and events like the Hall Art Foundation in Reading, the Woodstock Film Series, and Taste of Woodstock. Summer and winter recreation opportunities abound at Suicide 6 ski area and Mount Ascutney. For horse lovers, the Green Mountain Horse Association (GMHA) in South Woodstock has activities and events all summer long.

Greater Woodstock VT Homes for Sale

The greater Woodstock VT area could be the perfect place for a family home, a vacation retreat, rental property or investment real estate. Explore the homes below, then give Bassette Real Estate Group a call at 802-457-2244. Our agents and buyer brokers would love to help you find your perfect new home.

117 Bible Hill Road West Windsor VT 05037

West Windsor, VT117 Bible Hill Road

Price$999,000

Est. Mortgage: $/month

MLS Number 4802156

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6
  • Square Feet 4,385

MILL BROOK FARM- Superbly constructed home on 83+ mostly open acres with stunning 360 degree views of Mount Ascutney and the surrounding countryside. Mill Brook winds around the perimeter of the property offering over 4,000 feet of frontage and a wonderful spot to cool off in the summer or just enjoy the sound and water. The interiors of the house are bright, spacious and immediately comfortable. The property has been meticulously maintained and is the ideal gathering place for family and friends. There are plenty of sleeping quarters and views from most rooms in the house, many looking to the impressive mountainside. The house is surrounded by flat and slopping yards and hay fields. The property is only minutes from Brownsville, and a very short ride to the interstates, Woodstock & Hanover. The best of Vermont skiing and nature is in the backyard or nearby. There are x-country ski trails available on the property. The property is professionally landscaped and has mature trees throughout. There are a total of five garage bays- 3 attached and a 2 bay/ 4 car detached structure perfect for a car collection or toys of any size. VAST access also on property.

Listed by David Donegan, Snyder Donegan Real Estate Group

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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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57 River Street Woodstock VT 05091

Woodstock, VT57 River Street

Price$995,000

Est. Mortgage: $/month

MLS Number 4791575

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,075

Get away from the crowds. A beautiful home in a very prestigious town. Known as "The Prettiest Small Town in America" a Rockefeller town, renowned for it's rich history. This house has been renovated from top to bottom; filled with light, creating a happy and peaceful atmosphere. Steam shower. Move in ready. This house is also available with designated furnishings.Theater and Health Club, including a Rockefeller golf course are located in town. 20 minutes to Killington, Okemo, Dartmouth College and Hospital. A fabulous sauna in separate out building.

Listed by Dorothea Mongulla, High End Realty

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$
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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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371 Stackpole Road Barnard VT 05031

Barnard, VT371 Stackpole Road

Price$949,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4818666

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 5,430

STACKPOLE GLEN- Welcome home to the peaceful tranquility of beautiful Barnard, VT! As you approach this home you can feel the stress of life melt away. Care has been taken with the landscape and stone walls, and the home's design is one of simplicity and grace. The expansive kitchen is well-planned for the avid chef-step outside to the brick patio for dining al fresco! The dining room is generously sized with French doors leading to the covered porch. Family memories will be made around the Rumford fireplace in the living room. The first floor Master bedroom encompasses a walk-in closet and ensuite bath with glass/tile shower and soaking tub. On the second level is a bedroom, dedicated 3/4 bathroom and office. A separate set of stairs leads to a second master bedroom suite that is completely private from the other sleeping areas. Beautifully appointed with a sitting area with gas fireplace (heat and ambiance!), a walk-in cedar closet, its own laundry, and a luxurious spa-like ensuite bathroom. You'll never want to leave! The walk-out basement level is comprised of a large family/media room, half bath, and tons of storage space. The over-sized heated 2-car garage will protect your vehicles from the weather. This property is equally suited to intimate family gatherings or entertaining a crowd! The location affords the privacy of the country, yet a convenient short distance from charming Woodstock and only 20 minutes from Exit 3 on I89. Silver Lake beckons just 3 minutes away!

Listed by Susan Hickey, Snyder Donegan Real Estate Group

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$
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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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1606 BRIDGEWATER CENTER Road Bridgewater VT 05035

MLS Number 4766474

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 4,794

Maple Lane Farm is one of the areas earliest homesteads with land used as a cornfield by a local farmer fronting on the North Branch of the Ottauquechee River. The historic 1790 Cape farmhouse and approximately 130 acres is located across the road in a cluster of historic barns and stonewalled gardens. The property rises to the height of Southgate Mountain, where a rustic cabin was built as a private retreat with sweeping views over the valley south and westerly. The warm patina of time and character remains throughout the home, which has been updated with modern mechanical systems, wiring and plumbing. The town of Bridgewater is midway between Woodstock Village, Killington and Okemo Ski areas, offering a rural experience within close proximity to popular shopping and recreational amenities.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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302 Cox District Road Bridgewater VT 05091
Active With Contract

MLS Number 4812572

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,130

This lovely reproduction extended cape enjoys spectacular long range views over rolling green meadows . Meticulous care has been taken to create the feeling of an antique home while providing all of the modern amenities . The grounds are beautifully landscaped complete with perennial beds, stone patio with arbor , stone walls and a pond. The floor plan provides spaces for easy entertaining . The Summer Room with its outstanding views becomes a Winter Dining Room complete with a cozy fireplace .

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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2769 Cloudland Road Pomfret VT 05067

Pomfret, VT2769 Cloudland Road

Price$875,000

Est. Mortgage: $/month

MLS Number 4808114

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,308

“Ourmont” The Cloudland Cottage is a very private site high above the Cloudland Road. This is not the modest little camp style cottage one would expect at the highest point off Cloudland Road. The main part of the home is a chinked log structure with a towering fieldstone chimney/fireplace in the center. This was built in 1927. The current owners added and renovated over the years. There are 2 wings with 4 bedrooms, that have been freshly renovated and three baths. 90 .8 acres of woodlands, fields, seasonal brooks, a part of a wetland/beaver pond, a snow mobile trail, a once used guest house and a camp. Ourmont has been used by the owners as a seasonal summer house. There are perennial gardens, majestic maples, sparkling white birch, stonewalls and terraces. Like several of the original summer homes built in the late 1930's and 40's, there has always been a "cement pond" or swimming pool, built primarily for fire protection. This is a new saltwater pool. A secondary home site is available with the same dramatic view to the West, overlooking the top of Suicide Six , several valleys and ridges to the distant Killington Peak. AMAZING, SPECTACULAR, FABULOUS

Listed by Lynne Bertram, Lynne Bertram Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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2525 Barnard Road Woodstock VT 05091

Woodstock, VT2525 Barnard Road

Price$850,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4807367

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,552

Classic Civil War era farmhouse thoughtfully and comprehensively renovated with modern mechanical systems, including installation of radiant heat in the main living level. The home enjoys wonderful natural light in all seasons. A flexible use floor plan consists of an eat-in Country Kitchen. spacious family room with field-stone fireplace, a study that is used periodically as a bedroom and a double living room with pellet stove. A winding stairway ascends to the second with 3 bedrooms sharing an enormous bathroom with laundry. The third floor attic has been repurposed as a master bedroom sanctuary. On summer nights the northerly windows can open to allow the sounds of water cascading in the boundary brook and lull you to sleep. Located north of Woodstock Village, the property is within walking distance of the Marsh-Billings-Rockefeller National Park, VAST corridor and a network of trails at the end of Grassy Lane that wander through hundreds of acres of unspoiled rural land. Horse barn, pond and two active brooks. Paddocks and open pasture invite agricultural activities. Barn mounted solar array is net metered to reduce or eliminate electrical expenses.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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362 UPPER Road Bridgewater VT 05035

Bridgewater, VT362 UPPER Road

Price$835,000

Est. Mortgage: $/month

MLS Number 4741360

  • Residential Single Family
  • Construction Existing
  • Bathroom 11
  • Bedrooms 13
  • Square Feet 6,246

Perfectly suited for either residential or commercial use, this unique property is anchored around an antique cape farmhouse built when the township was founded. In an exceptional location, close to both the historic village of Woodstock and Killington Mountain Ski Resort, and within walking distance of the Long Trail Brewpub and the Bridgewater Corners Country Store; the beautifully landscaped four acre grounds feature an in-ground swimming pool with sheltered deck overlooking the Ottaquechee River Valley. The spacious, sunny, 6,200 square feet of living space is arranged into two sections connected by an enormous commercial grade kitchen. The larger section, continuously and profitably operated as October Country Inn since 1975, has 10 bedrooms, 11 baths, two large dining/meeting /game rooms, and a spacious living room. The other section, used as the innkeepers residence, has 3 bedrooms, 1 bath, office and private living area. A large semi-finished basement houses a commercial sized pantry, laundry area, large workshop and general storage. This property could easily be used as a private home for extended family, with room to grow into a special and affordable multi-generational family compound, or continued as a turn-key opportunity to step in and take over October Country Inn's long standing, excellent four decades long reputation for outstanding hospitality to the traveling public in the tradition of New England's country inns dating back over 200 years.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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255 Delano Road West Windsor VT 05037

West Windsor, VT255 Delano Road

Price$825,000

Est. Mortgage: $/month

MLS Number 4798734

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 2,943

Equestrians take notice! Sited on just over 42 acres one has the ability to ride for hours from the property. There is access from the home to numerous trails maintained by the Green Mountain Horse Association (GMHA). Horses can graze in the fenced in areas and there is a chute that leads to an upper pasture. The grounds are bordered by stonewalls and there is a small apple orchard with views of Mt Ascutney in the backdrop. The barn has six stalls, a tack room, water, and electric. It is located just below the mid-century modern Main House. Architecturally designed by Charles Hood Helmer, the main house is divided into entertaining and sleeping spaces. Numerous windows allow the outdoor light to stream in. The front entry way leads to a beautiful living room that has built-in bookcases, exposed beams, and a wood burning fireplace. The kitchen opens to a wonderful family room that has a raised hearth with a Jutol wood burning stove insert. On the other side of the home there are three bedrooms that are all ensuite. Over the two car garage is an open space with the potential for expansion. Located below the barn is a small Caretaker's cottage that has 2 bedrooms, living room and full bath. Come see this wonderful home set in the middle of horse country.

Listed by Daphne Lowe, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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509 Darling Road Woodstock VT 05071

Woodstock, VT509 Darling Road

Price$795,000

Est. Mortgage: $/month

Pending

MLS Number 4811921

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,008

A very rare opportunity to own 60 acres of land with total privacy and majestic long range views that include Mt. Ascutney all the way to Mt. Sunapee. The land is bordered by protected land so there will be no development that will be seen from the house sites . 40 Acres are in the Current Use Program with a 2 acre house site exemption. There is a large spring fed pond accessed by a path through the woods. Darling Road is a dead end road so one is assured of a very quiet , peaceful setting . The cabin is very cozy with a large screened porch and deck. Access to Woodstock and South Woodstock are less than 15 minutes away and Skiing at Okemo and Killington are 40 minutes away. All types of sports for every season are readily available . This is truly a SPECIAL property !

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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381 Galaxy Hill Road Pomfret VT 05053

Pomfret, VT381 Galaxy Hill Road

Price$789,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4770092

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,693

Located on gorgeous and esteemed Galaxy Hill Road, this striking contemporary will wow you with its clean lines, oversize windows, and enviable setting. Originally built in 1964, the home was enhanced with an addition in 2015 that includes an en-suite master with loft and walk-in closet, huge mudroom with laundry, and bonus basement room, accessible from the master. The kitchen features granite counters and a breakfast bar that connects to the dining room. You'll love the warmth of the natural wood in the living room featuring a brick fireplace and sliding door that opens to a wraparound porch and south-facing views. A pantry/utility room, 1/2 bath, and office finish off the first floor. Downstairs you'll find another full bath plus 3 more bedrooms, one with a woodstove and sliding door to the outside that could also be used as a den. Hubbardton Forge and Simon Pierce lighting showcase the beauty of the beams and natural woodwork throughout. The 19.5 acres feature glades of pines, white birch, and mixed hardwoods along with a lovely horse pasture and apple orchards. Located 13 minutes from Woodstock Village, 6 minutes from Suicide Six Ski Area and less than 45 minutes from Killington, this is the perfect spot for full-time residents and 2nd home-owners, alike.

Listed by Tami Sullivan, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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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8754 Pomfret Road Pomfret VT 05053

Pomfret, VT8754 Pomfret Road

Price$785,000

Est. Mortgage: $/month

MLS Number 4810811

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,142

MILLBROOK FARM - Equestrian property on approximately 37 acres of pasture, woodland and established trails throughout the property. The classic 1805 farmhouse features 5 bedrooms and 4 1/2 Bathrooms, thoroughly renovated and insulated in 1997; The farmhouse is directly connected to a gorgeous 30x60 1800s hay barn with hand-hewn beams, perfect for a barn party! Or other events, The barn has 10 box stalls in lower level, rubber matting, heated tackroom, grainroom all attached to the main house; The historic barn is connected to a 75x150 INDOOR RIDING RING with dust-free rubber footing. 15 acres of level pasture and hayfields, and a very special stream (the Mill Brook) bisecting the entire property; Several run-in sheds and pole barns; A newer 20x40 heated pool, pool-house and full patio. . All located on paved road for easy access to for horse trailers. Full basement with game room, this property won't disappoint!

Listed by Holly Hall, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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 August 10, 2020.