and narrow your search. If you have fewer than 200 results, you can save your search.

Bennington County Real Estate

Bennington County is located in Southwestern Vermont and encompasses the towns of Arlington, Bennington, Dorset, Glastenbury, Landgrove, Manchester, Peru, Pownal, Readsboro, Rupert, Sandgate, Searsburg, Shaftsbury, Stamford, Sunderland, Winhall, and Woodford. Bennington County is the oldest county in Vermont still in existence, and you will find evidence of this rich history throughout the region at historic sites such as the Bennington Battle Monument in Bennington. You will also find fantastic shopping options from local artisans to big name brands as well as plenty of entertainment and dining options throughout the region. Bennington County covers over 670 square miles and is home to part of the Green Mountain National Forest as well as part of the White Rocks National Forest. You will find a handful of post-secondary schools in Bennington County including Bennington College and Southern Vermont College.

Explore current real estate for sale in Bennington County, Vermont. If you have any questions or if you'd like to see any of these properties in person, call 802-760-3100 or contact us online.

Create a free account to save your favorite Vermont real estate listings and get notified when similar properties become available.

You can also view all the towns in this county.

90 Snow Valley Road Winhall VT 05340

Winhall, VT90 Snow Valley Road

Price$4,950,000

Est. Mortgage: $/month

MLS Number 4826030

  • Land
  • County Bennington
  • Acreage 447

On the slope-side of the storied Snow Valley Ski Resort, presents a truly unique development opportunity for a new vision to encompass a family-oriented, four-season community resort. Drawing from the major metropolises of New York City and Boston, this 450+ acre site is poised to draw a number of hospitality, residential and recreational uses to capture increasing demand by urban residents seeking immersion in nature and the great outdoors. A buyer or equity partner will be presented with the ability to create an authentic, architecturally significant, multifaceted venue giving nod to the great historical Adirondack camps, mountain communities and traditional Vermont homesteads. As an eco-minded boutique hotel/glamping resort, sporting club, residential community, or iconic estate property, future patrons and residents will have endless activities to enjoy in this ultimate safe haven.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 TourAsk A QuestionMore Details

135 Paddock Farm Lane Dorset VT 05251

Dorset, VT135 Paddock Farm Lane

Price$4,850,000

Est. Mortgage: $/month

MLS Number 4874056

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 10

This exquisite Dorset estate brings sophisticated European charm to the pristine mountains of Vermont. Nested in the exclusive Dorset Hollow, when the gates of Four Pounds part one is transported beyond New England. Reminiscent of a French château, the use of natural materials grounds this expansive stone and timber residence adorned with cedar and copper. Herringbone brickwork, magnificent Tudor chimneys, old-world shutters, and intricate terraces and stone walls add to the grandeur of this build. With multiple spring-fed ponds and glorious gardens, this lush corner of Vermont is a haven for birds and wildlife. The reclaimed 16th-century French front doors lead to the heart of this thoughtfully designed 11,500 SF home. The layout offers grand spaces for hosting, quiet corners for moments of respite, 6 ensuite bedrooms, a gym, an elevator and more. The finishes are welcoming and invigorating - rich woodworking, terra cotta tile, exposed beams, dramatic archways. With spectacular views from every window, you and your guests will revel in this refined sanctuary. Minutes to Dorset and Manchester with their beautiful shops, restaurants, and marble sidewalks, you can indulge in the best of Vermont life while enjoying complete privacy on 18.7 acres (6.7 acre being separately deeded - perfect for a guest house). Revel in the arts at the Dorset Playhouse, Manchester Music Festival and Art Center. Helicopter service to NYC and airports nearby. Make this your East Coast address.

Listed by Cheyanne Pugliese and Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 TourAsk A QuestionMore Details

1048 Black Hole Hollow Road Arlington VT 05250

MLS Number 4868628

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 8

Ian Fleming, Famed creator of James Bond, once mused in the guest register of Black Hole Hollow Farm, "Lived here like a king - an uninvited one - in fragrant and luxurious solitude" a bucolic and timeless sanctuary. This remarkable estate located on 228 verdant acres bordering both state and national forest, offers an unparalleled backdrop to an especially private hideaway. Extensive walking and riding trails are interwoven throughout. The beautiful stone mansion overlooks lush hilled lawns, two tiered ponds and waterfalls. Original house dates from 1772, expanded and designed by the renowned architect Jerome Cerny in the 1930's. The grand living room and downstairs bedrooms open onto the gardens through French doors and master suite provides private access to a poetic walled garden. There are fireplaces throughout, attached guest house, heated greenhouse, barn, cutting and vegetable garden. The estate has entertained a cast of characters including Sir Ian Fleming, spending summers finding inspiration and writing the classics "Diamonds Are Forever," "Goldfinger" and "For Your Eyes Only." Owners were Josephine Hartford Bryce, heiress of A&P, and husband Ivar rumored to be the inspiration for Bond. Easy drive to Albany Int'l Airport, Manchester and Saratoga's thoroughbred racing. Cultural activities of theatre, art, museums and dance nearby. To hike, ride, hunt, farm, fish or drive off-road in the surrounding forest. To find inspiration in a deeply rooted sense of home.

Listed by Chris DeFelice of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

275 High Fields Lane Manchester VT 05254

Manchester, VT275 High Fields Lane

Price$3,600,000

Est. Mortgage: $/month

MLS Number 4813653

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 9
  • Bathroom 12

Luxury and sophistication in the Green Mountains! Located at the base of the Equinox Mountain this property offers 13 private acres of elegant oasis with exquisite landscaping, mountain views, English garden, green house, apple orchard and access to miles of hiking trails. Architecturally traditional with contemporary features the house offers state of the art mechanicals including security system, whole house on demand generator, central air, radiant heat, 5 fireplaces, gourmet kitchen with butlers pantry to formal dining. With 9 ensuite bedrooms, home theater, recreation room, home gym, library and multiple family rooms you can entertain extended family or extra guests. Take in the sun rise on the 93 foot long covered porch overlooking the Green Mountains. Just minutes from shopping, dining, entertainment and skiing, there's no reason to ever be bored again. Truly a must see!

Listed by Adrienne Sherwood of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

440 Marcia Lane Dorset VT 05251

Dorset, VT440 Marcia Lane

Price$3,395,000

Est. Mortgage: $/month

MLS Number 4700856

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 8

This extraordinary country estate will captivate you with exceptional mountain vistas, sophisticated finishes and abundance of outdoor spaces. Perched upon a knoll in Dorset's exclusive Upper Hollow, this exquisite 8700 SF residence is sited on 17.25 acres w/ post and beam barn/pool house, indoor basketball court and outdoor heated pool. Beautiful gardens, mature landscaping and meticulously created stone patios, terraces and walkways create a most inviting setting.You'll enjoy the lush amenities of this Dorset gem!With craftsmanship of the highest caliber, this classic vernacular residence features wide pine floors, crown molding, wainscoating,slate, marble and soapstone throughout. The living areas boast post and beam finishes and open to the covered wrap around porch and stone patio with outdoor kitchen.The grand main floor master en-suite is privately situated and showcases a dramatic Benson post and beam design.This private retreat is designed for entertaining &maximizes the sweeping views.The gourmet kitchen opens to the living area and a formal dining room.A billiard room &comfortable den offer multiple gathering spaces for entertaining or simply relaxing.Five bedrooms en-suite, game room, 3 fireplaces. Just 5 minutes to the Dorset Green with the Dorset Inn, Barrows House, Dorset Playhouse & the 3 Pear Gallery. With Bromley and Stratton Mountains just a short drive away, you'll enjoy Dorset and the mountains from this expansive and alluring property.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 TourAsk A QuestionMore Details

779 Wind Hill Road Dorset VT 05251

Dorset, VT779 Wind Hill Road

Price$3,275,000

Est. Mortgage: $/month

MLS Number 4857539

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 4

Situated at the foot of Green Peak in Dorset, sits one of Southern Vermont's most exceptional properties that combines the design elements of a sleek Manhattan contemporary with a quintessential Vermont estate. This 3-bedroom, 3 & ½ bathroom residence is custom crafted with an impeccable selection of materials. A luminous great room with 25-foot high ceilings, floor to ceiling windows highlight the expansive mountain views. An open layout encourages entertainment & leisure. The great room seamlessly transitions to the custom kitchen, merging refined details with rich materials. Black walnut was selected for the cabinets & top-of-the-line appliances include: Thermador Cooktop, Subzero Refrigerator, Wolf Digital oven, Miele dishwasher and more. Clear cedar walls, white oak floors, black walnut in the kitchen & blackened steel on stairs & door trims. Each detail is the result of a leading-edge artistic vision, exceptional specifications and thoughtful planning & execution. The home is enveloped in ultra-dense foam insulation to create a hyper-efficient barrier against heat & cold, with a HEPA air filtration system to provide for the most comfortable environment during any season. This property has an incomparable design quality that will captivate and intrigue.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

141 West Main Street Bennington VT 05201

MLS Number 4834579

  • Commercial
  • County Bennington
  • Acreage 4.29

Turn key operation, development opportunity, you decide! Large & loyal clientele. Elegant property. Owner home on site. No commute to work. First time offered. PRICED TO SELL! The Paradise Motor Inn is located in Bennington, Vermont. Don't miss on this unique opportunity to own one of the finest hospitality establishments in the heart of Southern Vermont. The property is well maintained and offers a variety of added values and experiences: extensive gardens and lawns, tennis courts, pool, pickle ball. Ski, golf, hike, all within a few miles from the Inn.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

69 Upper Taylor Hill Road Winhall VT 05340

Winhall, VT69 Upper Taylor Hill Road

Price$2,950,000

Est. Mortgage: $/month

Pending

MLS Number 4848381

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 8
  • Bathroom 9

Stunning country home only minutes to Stratton's base area. Meticulously constructed with careful attention to details and materials it is privately sited on 11 + acres with dramatic views to Bromley, Magic & Okemo. Extensive landscaping. Great room with massive stone fireplace, soaring ceiling and windows to enjoy the expansive view. Kitchen offers all the amenities for the most discerning chef. Large walk-in pantry and large 900+ refrigerated walk in wine room. Quiet space in lovely den with fireplace. 6 ensuite bedrooms and 2 ensuite bunk rooms with custom built-in beds. Master suite has propane fireplace, access to enclosed porch and spa like bath. Large family room with fireplace and access to out door patio with hot tub plus additional game room. Lovely wood floors (Hickory, Pine, walnut) Large partially covered patio with built in grill and out door fireplace. Custom built shed to store wood, tools and toys. Partially furnished list to be provided. An Exceptional property at Stratton - offered for the first time.

Listed by Betsy Cetron of Stratton Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

210 South Street Bennington VT 05201

MLS Number 4647611

  • Commercial
  • County Bennington

Great investment opportunity to own the coveted 210 South Street office complex in downtown Bennington, Vermont. With Church Insurance, ADECCO, and VTECH as primary tenants and available space for more, this property is a solid investment opportunity. Modern and full renovation in the past 12 years and including elevator, common restrooms, fire alarm and sprinkler system throughout.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 TourAsk A QuestionMore Details

1368 West Road Manchester VT 05255

Manchester, VT1368 West Road

Price$2,695,000

Est. Mortgage: $/month

MLS Number 4854545

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 6

Enter through the white gate winding to a lengthy circular drive to find this magnificent Manchester Estate that graciously embraces it's private surrounds! Gaze upon 19 natural park-like acres from historic stone walls, established birch groves, meadow land, reflecting pond, woodlands and sprawling lawns all with views to the great Equinox Mountain! This 5200 SF Greek Revival Expanded Cape truly captures comfortable proportions and symmetry in "high country" style. The foyer is lovely as the architectural detail of the sunken dining room opens before you, while open toward the balanced living room on the right and fabulous beamed ceiling family room on the left with center mantle fireplaces. Exemplary symmetry in additions extend toward main level master bedroom suite or soapstone cooks eat-in kitchen...also boasting fireplaces. The upstairs sun drenched landing leads to a Primary Luxury Suite and En suite guest room that also offer fireplaces. Yes, there are 6 fabulous fireplaces! The rear entry foyer is also welcoming with a separate staircase to a forth bedroom suite that also hosts private office needs or game room activities. Every living space walks in and out onto terraces or stone walled gardens that beckon strolls in the fresh air along the pathways. Private, quiet & convenient to Manchester, the attention to detail, the gracious essence, the proportions, symmetry and warmth creates timeless presence! Renovated in 2019. FURNISHED Undeniably among Vermont's Finest!

Listed by Laura Beckwith of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

81 High Meadow Road Winhall VT 05340

Winhall, VT81 High Meadow Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4861130

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 5

Bring your family and friends to enjoy the Stratton Mountain lifestyle. Your day starts by watching the mountain explode in a sparkling array of colors as the sun's first rays catch the groomers from your master suite. You hit the remote and the TV drops down from the ceiling with the morning weather. Time to get ready for an adventure-another bluebird day on the hill. As the sun continues to rise and fills your gourmet kitchen with day's first light, you look back upon the hill and decide: is it the gondola or the Amex chair first? You may not be able to cut the lift line but this property gives you the option to move to the front of the line and open the door to the Mountain Club. Head there for lunch and/or enjoy an Apres-Ski cocktail. After you head home, you start your outdoor fire pit and hand out the chocolate and marshmallows for a little late day boost. While you step into the hot tub to relax the body and mind, someone else is getting the fire ready. After dinner you have to decide: do you sit by that cracking fire or is to the basement for a little ping pong or air hockey? As you turn off the lights you look out at the hill one more time to check out the army of groomers diligently preparing for the next day's adventure. Tomorrow another adventure begins.

Listed by Kevin Moran of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

17 West Branch Road Winhall VT 05340

Winhall, VT17 West Branch Road

Price$2,350,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4838716

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 7

Exceptional architectural features, craftsmanship of the highest caliber, and a location situated near Stratton Mountain Resort are the hallmarks of this distinctive 6-bedroom, 6.5-bath home. Designed for entertaining, the 6000 sq. ft. open layout features a gourmet chef's kitchen with high-end appliances, a commanding stone fireplace that rises through the center of the home, a custom apres-ski pub with mountain views, and a stunning timber-frame mountain lodge room. This ski home is nothing short of breathtaking, with great attention to detail and superior fit and finish. The mudroom rivals luxurious locker rooms of private country clubs; there is abundant storage space for all your year-round gear. Rich oak flooring can be found throughout the home. The whole house has radiant heat, providing unsurpassed warmth for your comfort. Experience living well and make this residence your private retreat. Stratton Mountain Club membership is available. Winter Resort Ski Shuttle picks you up right at the driveway and gets you to and from the slopes in no time. Located only half a mile from the base lodge, there is a year-round maintained walking path back to the North Brookwood neighborhood location.

Listed by Robert Sabol of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 TourAsk A QuestionMore Details

14 Morse Road Bennington VT 05201

MLS Number 4794904

  • Commercial
  • County Bennington
  • Acreage 4.73

LONG TERM LEASE WITH $168,000 NET INCOME - 50,000 sq. ft industrial building and land for sale just off the highway, well kept and ready for a new owner. Opportunities like this don't come around often in the Bennington area. Other details include: Six - 1,000 gallon propane tanks installed 2017 (owned by the property owner - not the propane company), Two - 8' overhead loading dock doors, Six - 12' overhead doors at ground level, 1,200 amp 3 phase service, 750 KVA transformer (owned by the property owner - not the electric company), Two sprinkler / fire suppression systems, 6,000 sq. ft office/common areas, Two sets of bathrooms (4 total), 12 main offices, 1 conference room, 1 large break room, Other open / cubicle areas, RFID door lock access system at all main doors, 6,000 sq. ft mezzanine storage.

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 TourAsk A QuestionMore Details

349 Kent Hill Road Dorset VT 05251

Dorset, VT349 Kent Hill Road

Price$2,100,000

Est. Mortgage: $/month

MLS Number 4838728

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 6

Remarkable Dorset Village Property with 4 Private Acres both Landscaped and Wooded available for the first time in 20 years.Constructed in 1935, this home exudes the style of the era with its welcoming foyer with curved open staircase, arched entryways, deep moldings and grand windows. The sunlit, front-to-back living room and the adjoining sun-room, features a fireplace with marble surround.It is both grand in scale for entertaining yet comfortable for relaxing afternoons. Enter into the library/office with another fireplace providing the perfect place to curl up for reading that weekend book. Continue on to the formal dining room with deep ceiling moldings and French doors that open to a marble porch overlooking the lawns and mountain views. Then onto the fully updated kitchen that features double center island, upscale appliances and designated coffee area that opens into the great room with French doors leading out the the lawns and a back staircase.A guest bedroom with bath, office and a half bath complete the first level. From the front foyer, ascend the stairs to the 2nd level that feature two ensuite masters, four guest rooms three baths and a large family room with fireplace and pool table. Spend the afternoons wandering through walking paths of the Pinnacle Town Forest, down the hill to the village for coffee, lunch or dinner or a stroll to the Dorset Playhouse. This treasure is a rare offering in the Village. It's a must see. ( all measurements approximate)

Listed by David Halligan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

369 Sykes Hollow Road Rupert VT 05761

Rupert, VT369 Sykes Hollow Road

Price$2,000,000

Est. Mortgage: $/month

MLS Number 4841751

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 3

Situated in Southern Vermont's Mettowee Valley; minutes from Dorset/Manchester and close proximity to Albany, Saratoga, and Saugerties, you can't help but recognize the magical, calm feeling as you approach Sykes Hollow Farm. Upon turning up the tree lined drive, passing three grass paddocks, large fields with Run-In Sheds, Derby Field and a competition sized outdoor Ring (100 x 200) the charming reimagined (2011) farmhouse awaits your arrival. Consisting of four bedrooms and three baths, and a wonderful open country kitchen where there is room for guests to help with dinner preparations before adjourning to the wood beamed, candle lit dining room. After dinner you can curl up with a good book or board game in front of a roaring fire in the cozy living room. This home also enjoys a running brook, swimming and skating pond, seven stall show barn and 70 x 144 indoor ring. Add a two-bedroom guest cottage for family or guests plus a barn with a studio/groom apartment as well as space for yoga, dance or exercise in loft area. This 33-acre gem awaits the buyer who is looking to embrace all a Southern Vermont lifestyle has to offer, including golf, hiking, snow shoeing, skiing and the opportunity to make lifelong friends and memories. All measurements approximate.

Listed by Richard Slocum of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

300 Fern Hill Dorset VT 05251

Dorset, VT300 Fern Hill

Price$1,999,000

Est. Mortgage: $/month

Pending

MLS Number 4874125

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 6

After a magazine worthy renovation, Fern Hill is a breathtaking 1890 carriage house with state-of-the-art conveniences. The home features a gourmet eat-in kitchen, a luxurious master-suite and a spectacular view of mountains, pond and gardens. Reimagined and restored, the property offers five bedrooms, 2 ship latter lofts and 5 bathrooms (plus two half baths) in 5,000 square feet. Spanning 4 acres, the impressive property features a European swimming pond (with a sand beach) meditation garden and a mountain stream winding through the property. The blue-stone patio features a built-in grill, abundant perennial gardens, stone walls, a magical fenced garden shed/ chicken coop. The post and beam garage offers a 3 season artist studio. Pure heaven in Dorset Vermont.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

351 Partridge Hill Manchester VT 05255

MLS Number 4886191

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 4

NEW construction on Partridge hill! Amazing mountain views! Great opportunity to own a new home in the desirable Partridge Hill neighborhood. Thoughtfully designed master bedroom suite with sweeping mountain views on the first floor has a full bathroom and walk in closet. Open plan kitchen and living room with views. Three additional bedrooms on the second floor. Two car attached garage enters to a large and functional mudroom. Private backyard. Be a part of this construction . The house will be finished by the end of December 2021. This property located just outside downtown Manchester, this home is minutes to restaurants, cultural attractions, skiing, golf, and all that Southern Vermont has to offer. All measurements are approximate.

Listed by Tatsiana Clark of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 TourAsk A QuestionMore Details

581 North Bennington Road Bennington VT 05201

MLS Number 4733230

  • Commercial
  • County Bennington
  • Acreage 18

Parcel is an established commercial zone . Area includes Home Depot Center, Hampton Inn, Hannafords Shopping Center, Chilis & several car dealerships. Highly visible from connector road to Rte 279 and US Rte 7 N & is almost directly across from entrance to both. Property includes rail siding.

Listed by Kathleen Hoisington of Hoisington Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 TourAsk A QuestionMore Details

147 Green Peak Orchard North Road Dorset VT 05253
Active With Contract

MLS Number 4850153

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 4

The Best of Both Worlds! This gracious Federal style Colonial farmhouse is Vermont living at its best! Super location (Manchester & Dorset each 10 minutes away) nestled in Green Peak Orchard Association, with all the privacy and seclusion that this enclave offers. Designed & constructed in 2003-4, this exquisite custom home offers many fine details & a stunning location. The main floor flows nicely from formal living room, den & dining room into a showstopper kitchen & keeping room. Mudroom with antique brick floor leads to garage, front porch & screened-in porch off kitchen area. Two working fireplaces, wide pine board flooring, local marble & soapstone countertops & custom cabinetry throughout. Upstairs offers a master bedroom, dressing room and bath, 4 additional bedrooms and office/study space. Two attics and partially finished full basement with laundry, gym area and office. Grounds contain a woodland “moon” garden, mature crab apple and VT vernacular trees and shrubs and a glorious stand of white Birches. Front & back hand-hewn stone walls with rocks excavated from the property & local stone walkway stones & pavers. This lovely home sits on 11.9 acres with woods to explore & enjoy as well as a wide field off the back lawn that once housed an apple orchard. Lots of room to expand and make it your own, this home is one not to be missed! All measurements approximate.

Listed by David Halligan of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

97 Main Street Manchester VT 05254

MLS Number 4864639

  • Commercial
  • County Bennington
  • Acreage 5.6

Boasting an exceptional reputation, highest customer ratings, and with stunning views of the Green and Taconic Mountains with Battenkill Valley below, The North Shire Lodge is available for the first time in 22 years! The Lodge has 14 guest rooms plus a 3 bedroom, 2 bath residence for the innkeeper/manager with a commercial kitchen. The North Shire Lodge is also home to the warm and inviting Mountain View Pub with a full liquor license and 24 seat restaurant license, where guests along with their family and friends can gather after spending a day enjoying all that the Manchester area has to offer. The lodge is perfectly located to take advantage of many activities including but not limited to skiing, snowboarding, cross country skiing, fly fishing, golf, swimming, trail and mountain hiking, biking and more. Just 2 miles from historic Hildene, the Lincoln Family Home, and 3 ½ miles from the Equinox Resort in Manchester Village, both major wedding venues. Close to downtown Manchester's local and national outlet shopping, dining and other activities. Minutes to Stratton, Bromley and Magic Mountains. A fantastic work-from-home opportunity and the sellers will be available for training post sale. Be the next chapter in the North Shire Lodge story!

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

52 Route 30 Winhall VT 05340

Winhall, VT52 Route 30

Price$1,600,000

Est. Mortgage: $/month

MLS Number 4886950

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 7
  • Bathroom 5

Skylight Ski Lodge was built in 1950 and was run as an Inn from 1952-2002. In its heyday, Ski Magazine, February 1977 Issue, said: "most of the serious skiers who frequent the Skylight Lodge wouldn't think of staying anywhere else."It was purchased in 2004 and totally renovated with every amenity you could wish for, done in excellent taste. Two great rooms with massive native stone, wood-burning fireplaces. Maple trees on the property were milled and used for trim and maple floors throughout the home. A large kitchen and dining room capable of entertaining 25. Seven bedrooms, two master suites, and numerous configurations. The property is being sold fully furnished. Located close to Bromley and Stratton. It's on the Vast trail and surrounded by the Green Mountains. Skate on the pond out back. Current owners use the home for personal use and also use is as a VRBO.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

5183 Main Street Manchester VT 05255

MLS Number 4867642

  • Commercial
  • County Bennington
  • Acreage 0.83

This is your chance to own a continuously operating tavern and fine dining business for over 231 years! The Ye Olde Tavern property was built in 1790 and has been a hospitality staple in the Manchester, Vermont community ever since. The property consists of the restaurant building, a post and beam barn, several outbuildings, large off street parking lot, and outdoor dining. Permitted for 90 seat dining and with full support kitchen, bar, and extensive storage, staff apartments, and management offices. An unused ballroom exists on the third level. Even though the business has strong positive cash flow for many decades, there is still much more potential for the next owner, including serving lunch, breakfast, catering, and hosting events on the historic site. Come take a look - you'll fall in love!

Listed by TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 TourAsk A QuestionMore Details

3904 & 3888 Vermont Route 7A Arlington VT 05250

MLS Number 4861257

  • Commercial
  • County Bennington
  • Acreage 3.76

The Historic Arlington Inn built in 1847 offers the main inn with full commercial kitchen, two public dining rooms, tavern, grand foyer, and separate innkeepers quarters. Also included are two additional buildings, the carriage house, and the parsonage for a combined total of seventeen guest rooms each with ensuites. Beautiful perennials and classic design grace the property. Relax in the gazebo or enjoy the party in the renovated 100 capacity barn with attached deck perfect for a wedding celebration or family gathering. This rare opportunity is nestled in the foothills of the Green Mountains boasting mountain views and the famous Battenkill River just steps away. Come join us in Arlington, Vermont where we have an abundance of natural charms and outdoor recreational opportunities waiting for you to discover. Only 1 hour from Albany, 3 hours from Boston, 3.5 from NYC, and less than 3 hours to Canada. Perfect location to welcome new friends and start your own adventure. Truly a magical experience.

Listed by Margretta Fischer of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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 TourAsk A QuestionMore Details

11 Founders Hill Road Winhall VT 05340

Winhall, VT11 Founders Hill Road

Price$1,500,000

Est. Mortgage: $/month

MLS Number 4865624

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 4

Amazing location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot just down the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a oversized kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with a beautiful stone fireplace that rises 25 feet in the cathedral ceiling with similar fireplace in den. Reading sitting area also has a round fireplace, freezer just off kitchen. Decks to grill outside and sit with the ones you love. Attached two car garage and an outside storage shed. Beautifully landscaped grounds to take a stroll through. The large room over the garage has morphed through the years from a media room to a mother-in-law's apartment, to it's present use as a yoga studio. It has it's own entrance/exit. It also has a sink, dishwasher and refridgerator. Easily this room can be closed from the main house and be self sustaining. Come and see this treasure of a home and see if it feels like home to you! Sports Club Bond available fith buyer paying transfer fee!

Listed by Bob Maisey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1424 West Road Manchester VT 05255

Manchester, VT1424 West Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 4849973

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 2
  • Bathroom 3

Beautiful guest house, nestled on 18 acres off of Manchester West Road. Constructed by Mark Breen. Custom carpentry throughout with attention to detail. Open rooms with large windows, and vaulted ceilings. Outstanding panoramic views of the green mountains. Additional 36x68 garage with fully heated/finished interior with radiant heat and extra bedroom/bath. RV Pad and basketball court complete this very unique, one of a kind offering.

Listed by Sunny Breen of Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2021 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 October 18, 2021.