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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.

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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
  • Property Type Land
  • 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 Paul W. Carrocio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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275 High Fields Lane Manchester VT 05254

Manchester, VT275 High Fields Lane

Price$4,200,000

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 sunsets 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: 2.97% last updated on Feb 25, 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.

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440 Marcia Lane Dorset VT 05251

Dorset, VT440 Marcia Lane

Price$3,500,000

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: 2.97% last updated on Feb 25, 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.

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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 Marek Kovac and Paul W. Carrocio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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1424-1470 West Road Manchester VT 05255

Manchester, VT1424-1470 West Road

Price$3,195,000

Est. Mortgage: $/month

MLS Number 4831170

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

Beautiful house with guest house, nestled on 28 acres off of Manchester West Road. Main House remodeled, and guest house constructed, by Mark Breen. Custom carpentry throughout both buildings with attention to detail. Open rooms with large windows, and vaulted ceilings. Outdoor porch/terrace/gardens/stone walls compliment the landscape. Outstanding panoramic views of the green mountains. Listing includes an additional 4 car garage with bedroom/bathroom, additional subdivided 2 acre lot and basketball court, which all enhance the property. Main House available for individual purchase.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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230 School Street Bennington VT 05201

MLS Number 4831584

  • Commercial
  • County Bennington
  • Acreage 5.7

This is your chance to own an established multi-sport training/camp facility in downtown Bennington, Vermont. The former Catamount School has been converted and refurbished as a sports training complex. Fully permitted with over 67,000 square feet of space including several indoor turf facilities, full cafeteria, 120 dorm rooms, parking, and outdoor fields - this facility is ready and turn key! Whether you want to run a soccer, lacrosse, basketball, baseball, or any other sport camp or training operation - this is the place for you. In addition, there is unused indoor space ready for expansion! Formerly the Catamount School with street footage on Route 7 and School Street and plenty of off-street parking - this property awaits your visit! Also included in sale is all kitchen equipment, furnishings, sporting equipment, and facility maintenance tools/equipment.

Listed by Paul W. Carrocio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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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 Paul W. Carrocio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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44 Gypsy Lane Bennington VT 05201

MLS Number 4749481

  • Commercial
  • County Bennington
  • Acreage 5.81

Unique opportunity to own a performing arts and exhibit facility that includes residential units, garage, 312 seat equity-ready theater, and many many many more features! Commercial building with sprinklers, elevators, ADA accessibility, and many other modern features. Art exhibition halls, reception areas, many offices, storage spaces, and turn-key today!

Listed by Paul W. Carrocio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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727 North Road Manchester VT 05255

Manchester, VT727 North Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4815982

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

Serene 10 acre Manchester Splendor is surrounded by 360 degree pastoral mountain views that speaks to all who gather with an indoor - outdoor embrace! This exceptional, ideally located 7700 SF sunlit residence offers rich architectural detail that is evident from walnut flooring, crown moldings and 9 plus foot ceilings to three wonderful marble fireplaces and extraordinary stone & marble terracing that seamlessly transitions from room to fresh air. The gourmet's kitchen features top of the line appliances, native soap stone counter tops, wet bar, butlers pantry, dining, a generous marble island all open to the magnificent step down family room with airy vault ceiling. The living room offers a marble fireplace centered and open either side to the generous sun room beyond hosting natural light all day until the sun sets! The practical aspects of the house boasts a large laundry mud room area, beverage bar salon, storage, and front/back stair cases to the second level! The primary suite promotes every benefit of luxury: closets, soaking tub with view, large shower, fireplace seating, and an exceptional balcony taking in sunset views over the lush landscaped grounds. Every bedroom offers ample baths & lounging areas. Lower walk out level offers enormous climate control storage, large gym & play room with steam shower and hot tub spa! Steps away the 40 X 20 Gunite saltwater heated pool, cabana, pergola, gas fire pit,outdoor shower & guest house, Barn for toys or horses! Sublime!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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69 Upper Taylor Hill Road Winhall VT 05340

Winhall, VT69 Upper Taylor Hill Road

Price$2,950,000

Est. Mortgage: $/month

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: 2.97% last updated on Feb 25, 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.

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466 Marcia Lane Dorset VT 05251

Dorset, VT466 Marcia Lane

Price$2,900,000

Est. Mortgage: $/month

MLS Number 4744398

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

Dorset Hollow Pinnacle offering 180 trail laced acres at the height of the Dorset's Upper Hollow Road. Amazing Sunsets... Stunning Long Range Mountain Vista's are captured immediately from the impressive foyer and continues to captivate from room to room throughout this architect designed residence! With over 7500 light filled square feet this gracious residence with lovely custom cabinetry and crown moldings supports Vermont living at it's finest! Massive Stone fireplace walls grace the cherry paneled library as well as the 50 X 22 expansive Great Room Kitchen featuring an incredible breakfast room and a Honed Costa Esmeralda island, Wolf appliances and handsome coffer ceiling for the living/dining. Just off the kitchen are the well planned wet bar, wine cellar and pantries. Warm radiant heated hardwood floors lead to the 3 room primary suite that includes sitting rm/office, exercise room and luxury bath with relaxing soaking tub or shower. 4 bedrooms and baths up comfortably accommodate guests and family. A bonus room integrates nicely for full time use supporting any hobby or media interest. Full light filled basement and Carriage house offers expansion for guest quarters within the generous floor plan if desired. Over-sized garages, attached or detached offer room for all the toys! Raised stone terrace creates indoor / outdoor ease for all living areas that offers heated path to the spa, grilling area & outdoor fireplace. This property meets field and stream perfection!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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74 High Meadow Road Winhall VT 05340

Winhall, VT74 High Meadow Road

Price$2,395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4826982

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

Rare opportunity to own one on the finest homes at Stratton Mountain. This masterpiece of architectural and interior design is situated alongside the Stratton golf course with easy access to skiing. Luxurious finishes, family friendly floorplan and an incredible outdoor space defines this 3.6 acre estate at 74 High Meadow Road. The distinctive style is credited to original architect Mark P. Finlay, with extensive renovations by an exemplary firm that left no detail untouched. Eating at home is a delightful experience with the zen like ambiance in the kitchen, dining, and great room, with walls of windows and finishes in warm hues. Well equipped with a Viking 6 burner duel fuel stove, sub-zero fridge, and 2 dishwashers. The main floor master suite is privately sited in the home and includes mountain views. The living room loft has views of the slopes, and a special place to call a home classroom or office. Exercise room, and hot tub on the private stone patio. Three season porch, and destination fire pit. Central air-conditioning, radiant heat, backup generator, high speed internet, Crestron remote access system, 3 fireplaces, 2 sets of laundry, and 2 car garage are just a few of the essentials of this home. Skip the wait list at the private Stratton Mountain Club and be a member this season with this home. The site is 3 contiguous lots, allowing you to build a guest house in the future, or enjoy the level lawns for snowmen or swing-sets. Path to golf course to snowshoe.

Listed by Chrissy Carroccio and Karin Hardy of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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17 West Branch Road Winhall VT 05340

Winhall, VT17 West Branch Road

Price$2,350,000

Est. Mortgage: $/month

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 open layout features a gourmet chef's kitchen with high-end appliances, a commanding stone fireplace which rises through the center of the home, an apres' ski custom pub with views to the mountain, 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. There is rich oak flooring throughout the home. The whole house has radiant heat providing unsurpassed warmth for your comfort. Experience living well and come make this residence your private retreat. The Seller can transfer their private Stratton Alpine Club membership to the buyer with the buyer paying club fees.

Listed by Robert Sabol of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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349 Kent Hill Road Dorset VT 05251

Dorset, VT349 Kent Hill Road

Price$2,350,000

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: 2.97% last updated on Feb 25, 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.

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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 Paul W. Carrocio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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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: 2.97% last updated on Feb 25, 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.

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455 VT Route 30 Winhall VT 05340

Winhall, VT455 VT Route 30

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4844261

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

A truly one-of-a-kind property offering 175(+/-) acres, ideally located in the heart of Ski Country between Bromley and Stratton Ski Resorts. This very unique property consists of a Colonial with barn and garage on 7+ acres with 50+ acres next door and an additional 117+ acres in the back, bordering National Forest and showcasing top of the world views of Stratton Mountain. The residence has true Vermont charm and allows plenty of room for kids to play in the large meadow located behind the barn. It provides a unique opportunity to stay in residence while building your Vermont Dream home(s) on one or both of the adjoining lots. This would make a great Guest House for family and friends or a nice Ski Rental for additional income. For those thinking of developing this large parcel, we can provide the preliminary plans and documentation for a 6 to 7 acre lot subdivision. A property like this doesn't come around often so don't miss out on this extraordinary opportunity to enjoy the peaceful beauty and the lifestyle Vermont has to offer!

Listed by Tammy Dillman and Joseph Cajzer of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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9 Stone House Road Winhall VT 05340

Winhall, VT9 Stone House Road

Price$1,925,000

Est. Mortgage: $/month

MLS Number 4833668

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

Spending more time at home makes you realize how much living in a place you love matters! Wouldn't you love to live at Stratton Resort? The shuttle to mountain, Sports Center membership, skiing, biking, fishing is all literally in your backyard. Ever-changing views of Stratton Mountain and golf course location add to the appeal of this outstanding 2.3 acre property. Entertain with over 6000 square feet. Living room features soaring ceilings, Rumford fireplace and oak hardwood floors.The chef's kitchen with porcelain farm sink, granite counters, stainless steel appliances and attached butler's pantry make feeding the masses simple. Rest and relax in Main bedroom sanctuary with jetted soaking tub in en suite bathroom, walk in closet/dressing room and private office. Guests enjoy 4 additional bedrooms and 6 bathrooms. Home amenities include sauna, hot tub, screened in porch, custom designed fire pit, patio for grilling and 2 car garage. Please call to experience one of the most spectacular settings in Vermont.

Listed by Robin Apps and Margaret McMahon of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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1477 Pleasant Valley Road Bennington VT 05201
Active With Contract

MLS Number 4835849

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

Nestled at the base of Mount Anthony at the end of a winding country road, Pleasant Valley Estate is an extraordinary property, where a gracious home with complete privacy in the beautiful Vermont countryside is fully supported with the necessities for living and working in the real world. The land is a rare gem featuring 387 acres of rolling hills, pristine fields, woods for hiking, or cross country skiing and stream fed ponds for swimming or fishing. The modern farmhouse built in 2008 is sited amid manicured lawns and perennial gardens, on a rise overlooking the ponds and a small apple orchard, with sweeping views of Pleasant Valley and the mountains. The 3000 sf house includes four bedrooms, with upstairs and main floor master suites, and 3.5 baths.The living room features a two story stone fireplace; the dining area is spacious enough to seat ten, while the kitchen includes an oversize island that is suitable for serving smaller groups. Pleasant Valley Estate is much more than this idyllic setting. This outstanding property includes two additional, self-contained, fully updated residences designed for guests, a separate office, a caretaker, or income.The Brookside Cottage includes 2700 sf with 3 bedrooms, 2 full baths; the Carriage House has 2 bedrooms and 1 bath. In addition, a barrel barn with its vaulted roof offers 1700 sf of space ready for imaginative use.Like the main house, all these living spaces are connected to high speed internet and the back-up electricity.

Listed by Kelley McCarthy and Monique Geannelis of Hoisington Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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1313 Three Maple Drive Manchester VT 05255

Manchester, VT1313 Three Maple Drive

Price$1,883,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4798486

  • Residential Single Family
  • County Bennington
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 8

A rare opportunity to own a property that has been dramatically updated!This compound includes a superb main house with spacious common rooms,6 bedrooms,8 baths, exercise room, office, patios and decks that shares the seven acres with a barn/garage with a unique silo/1 bedroom,1 bath guest house. Add a pond and pergola!Enter into the main house's gracious foyer that leads into an expansive family room featuring a field-stone wood-burning fireplace, windows that bring in the natural light, custom built-in shelving containing a television lift and direct entry to the wet bar.The kitchen's unique design includes a professional-style gas range, custom cabinetry, dual sinks and a separate dining area featuring more windows that shed natural light throughout the space.Move from the kitchen into the the formal dining room with fireplace and separate sitting area or, continue into the welcoming living room with traditional paneled fireplace wall and French doors leading to a slate patio lined by stone walls.Completing the main floor is an elegant master bedroom with seating area and fireplace, extraordinary master bath with his and hers areas, double shower and soaking tub, two walk in closets and private deck with hot tub.The main house has five additional bedrooms, exercise room, office and a second den area(media room anyone?) Add to all of this state of the art heating and cooling and the private setting and you have found your own piece of heaven in VT!(Measurements are approx.)

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

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$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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4263 Main Street Manchester VT 05254

Manchester, VT4263 Main Street

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4786375

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

"Glebelands", a 28.75 acre Manchester Village Estate, dramatically sets itself apart by a magnificent water setting, offering an extraordinary spillway cascading back into the Munson Brook that feeds a lovely swimming pond where the stream flow meanders out the property ultimately feeding the Orvis Fishing Pond. The exceptionally well proportioned 4 BR, 5.5 Ba estate residence offers beautiful architectural details throughout the Living room, Dining room and Study each with fireplace; the Danby marble kitchen with two additional wet bars/ prep areas that offer an unusual open butlers pantry set up perfectly for entertaining or peaceful cook's enjoyment. Old world meets today with an award winning architect-designed "great room" with perfectly centered fireplace, vault, window walls and built-ins, that lead to a breakfast nook. Upstairs can be approached by elevator or one of two staircases. There is a true old world master bedroom suite with balcony, dressing room, closets, dressing table alcove, and marble accented bath, three additional bedrooms each with adjacent baths. The carriage house boasts a 2 BR and 1 BR apartment each with fireplace. Playful outbuildings such as the radiant heated folly or playhouse. The unique grounds are defined by specimen plantings, orchard, and hidden gardens with reflecting pools and fountains that truly speak to an era of significance. "Glebelands" is Manchester's stroll through an opulent history.

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

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$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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16 Summit View Road Winhall VT 05155

Winhall, VT16 Summit View Road

Price$1,825,000

Est. Mortgage: $/month

MLS Number 4834025

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

Extraordinary Stratton mountain views from this custom built mountain home.This magnificently designed home boasts expansive wood beams, ash wood floors, knotty pine wood interior doors and woodwork, granite, marble and natural stone throughout. Relax by the fireplace in the grand living area and take in the incredible mountain views with floor to ceiling windows. The attention to detail is seen in the craftsmanship visible around the home. The kitchen features maple wood cabinets, a ceramic farmhouse style sink along with Bosch appliances. The beautiful loft space above the grand living area is accessed with a custom spiral wrought iron staircase and offers beautiful mountain views. Enjoy beautifully designed bathrooms with oversized custom showers complete with massage water jets. Get ready for the slopes in the ski hallway enveloped in knotty pine wainscoting and complete with ski hangers, coat hooks and a warming bench. Hop on the private community winter shuttle which has you on the slopes in minutes. The expansive central staircase leads to two magnificent en suites complete with kitchenettes. The en-suites feature mountain decor throughout, king bedrooms, full bathrooms, kitchenettes and laundry rooms. Impressive multi zoned combination radiant and baseboard heating system with double oil tank capacity. A massive unfinished basement space can house your future game room. 3 oversized decks.Attached 2 car garage. Pre-qualified Buyers only.

Listed by Jason Saphire of www.EntryOnly.com

$
$
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$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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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.

$
$
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$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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3039 Route 30 Dorset VT 05251

Dorset, VT3039 Route 30

Price$1,695,000

Est. Mortgage: $/month

MLS Number 4819234

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

Dorset Gem. Tucked away in the heart of the village at the end of a long driveway is this unique center colonial on 6 acres with a horse barn, fenced paddocks, beautiful pastures and surround on two sides by a 32 ac never to be built on meadow in the land trust. Lots of interesting features including stair banisters recycled from an old theater, kitchen cabinets custom built from 100 year old recycled pine boards, six burner commercial Garland stove with griddle, exposed antique beams, four stone fireplaces, a large cathedral ceiling game room, large finished walk up attic for storage, oversize three car garage, large screen in post and beam porch, wood fired sauna and so much more. Walking distance to all the village amenities. Bring your horses (lots of trails near by), be a gentleman farmer or just enjoy this pristine spot. Truly special !!

Listed by Charles Mauro of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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46-44A 30 Route Winhall VT 05340

MLS Number 4791570

  • Commercial
  • County Bennington
  • Acreage 0.51

Here you will find a charming ski town's full service country store, The Winhall Market. This one-stop-shop has a wide range of merchandise appropriate for second homeowners and vacation clientele as well as the local community. The market carries everything from basic groceries to gourmet foods including all natural and organic items. A newly expanded deli department features choice angus meats, cold cuts by the pound, sandwiches made to order, and homemade daily specials. You can get baked goods, breads as well as fresh produce, and frozen foods. The store also has an extensive selection of wine and beer. Non-grocery related items include newspapers as well as an array of Vermont made gifts and gift baskets. If you are looking for the ideal turn-key investment, look no further! Significant renovations have been made including all new equipment within the last 10 years, new windows, vinyl siding, electrical, all three decks and two sets of steps, loading dock, as well as some flooring, walls and ceilings. Heating has been updated to modern propane and a new generator is hooked up to power the storefront in case of emergencies. All is included, other than the inventory of the business, which is excluded from the sale price.

Listed by Paul W. Carrocio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 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.

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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 February 27, 2021.