Southern Vermont Equestrian Properties

Scroll down to find current equestrian properties for sale in Southern Vermont. Explore a variety of listings near Mount Snow, Stratton, Manchester, and the surrounding areas. If you have questions or would like to schedule a showing, contact us today!

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322/332 River Road, Newfane, VT 05345

Price$2,600,000

Est. Mortgage: $/month

MLS Number 4726238

  • Residential Single Family
  • Listing Agent Name Sally Fegley
  • Construction Existing
  • Bathroom 13
  • Bedrooms 14

The Winchester Compound sits on one of the most beautiful sites in all of Vermont. The equestrian estate, comprised of two original farm houses and barn, stables, riding rings and pastures, an apartment and a total of 682 acres, lies in the scenic West River valley. It includes 50 acres of grassy open meadow with 30 fenced in paddocks, two outdoor riding rings, three miles of riverfront, and eight miles of wooded trails on the mountain side of the property. The world-class 42,376 square foot stables feature an indoor riding ring, 48 stalls, a tack room, a wash room and a break room. The stunning year-round residence or family vacation retreat is only minutes from I-91. On the private yet easily accessed River Road, it is just outside Newfane village, an historic district and county seat of Windham County. NOTE: Seller will consider separating parcels.

Listed by Sally Fegley of BHG Masiello Brattleboro

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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257 Lake Road, Benson, VT 05743

Price$995,000

Est. Mortgage: $/month

MLS Number 4725502

  • Residential Single Family
  • Listing Agent Name Freddie Ann Bohlig
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

ENTREPRENEURS PARADISE! Live, earn, and retreat on this one of a kind Vermont 131-acre estate. Shale Hill, is an ADVENTURE CENTER that boasts both a 6.5 mile and a 3.2-mile long WORLD CLASS obstacle course with over 75 obstacles scattered throughout! There is also a maintained 1/2 mile grass running track along with miles of paths through the woods. Shale Hill also comes with an APPROVED ACT 250 Permit which also allows for a FULL-TIME COMMERCIAL GYM, ZIP LINES, PAINTBALL, HIGH ROPES COURSES, Gravity Mountain Biking. The sky is the limit at Shale Hill, and maybe you would like to open up a BMX Track or an RC Car Track and possibly some miniature golf? If Equestrian is your desire, then this place will supply you the terrain for a fantastic cross country course, barns, paddocks too. The hard work has been done! A 2500 square foot gym, enhanced with glass walls facing south and east as well as two offices! The locker rooms are framed up, ready to customize. There is an incredible 4000 square foot shop with 12' ceilings and one entire wall of windows to look out over a stunning mountain valley while you work or play. Ready for a little rest, then stroll over to your own custom 8 x 16 timber-frame home and relax by the fire. This offering is not just a piece of land and a house, this is a facility that is built and ready for you to put your final touches on. THIS IS A MUST SEE PROPERTY, OPPORTUNITY FOR LIVING THE DREAM! LIVE BIG!

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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303 Frog City Road, Plymouth, VT 05056

Price$1,375,000

Est. Mortgage: $/month

MLS Number 4721459

  • Residential Single Family
  • Listing Agent Name Marni Rieger
  • Construction Existing
  • Bathroom 5
  • Bedrooms 7

THE ULTIMATE PRIVATE ESCAPE MINUTES TO OKEMO, KILLINGTON OR WOODSTOCK! Experience total privacy and serenity with this fabulous end of road location. This truly special country estate is beautifully situated on over 194 acres boasting sweet mountain views, wonderful sounds of two rushing brooks near the main house or the waterfall up on the mountainside, an extensive well groomed trail network, and your own alpine ski trails! The exclusive property comprises of a completely renovated post and beam main house with 5 bedrooms/5 baths, southern exposure, wraparound farmer's porch, great eat in kitchen, formal dining room, climate controlled wine cellar, handsome great room with built in bar & floor to ceiling custom fireplace, cozy den with woodstove, luxurious master suite & so much more. A great place to hang out after play is the awesome party/recreation/movie theater barn complete with silo that has been finished on all the levels for extra guest sleeping and hang out space. There is also a toy barn for equipment and outdoor gear, and two detached garage barns w/ 4 bays each which could be converted into stalls for horses or other animals. It would be a superb equestrian property. Hike or take a four wheeler up on the trails to the off grid cabin to chill and unwind. Enjoy the 9 hole disc golf course or the all aluminum lighted platform paddle tennis court. Schedule your private tour today, there is so much to appreciate here. Truly a must see.

Listed by Marni Rieger of KW Vermont Woodstock

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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89 Main Street, Rupert, VT 05768

Price$295,000

Est. Mortgage: $/month

MLS Number 4719939

  • Residential Single Family
  • Listing Agent Name David Shehadi
  • Construction Existing
  • Bathroom 2
  • Bedrooms 5

Great opportunity! Village commercial historic 1850 Colonial. Four barns, spring fed pond, equestrian ready with all sorts of options and possibilities. Five bedroom/2 baths this charming property is located on Main St in the center of this quintessential New England village. Come be part of the Rupert Renaissance! Plenty of space for animals, gardens and farming,stalls,workshops, gym,etc. All flat meadow terrain with curb cuts on both routes 315 and 153. 10 minutes to Dorset Green and 20 minutes to Manchester Please see non public comments for several options concerning adjoining antique center and possible subdivision.

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

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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176 Kendall Farm Road, Winhall, VT 05340

Price$1,795,000

Est. Mortgage: $/month

MLS Number 4704109

  • Residential Single Family
  • Listing Agent Name Carrie Mathews
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

In a word, EXQUISITE. Own the most breathtaking, 59-acre equestrian property. The property offers direct access to the VAST trails. The barns boast a total of 9 full-sized stalls and include a tack room as well as grain storage. The stunning main house (4 bedrooms, 3 baths) features an expansive chef's kitchen with floor to ceiling windows offering views of Stratton Mountain (6 miles away by road). A serene screened-in porch and courtyard provide a corner of tranquility. Entertaining is a dream with a 24' x 33' living/dining room built to accommodate many guests. Attached to the porch is a spacious 1 bedroom apartment with its own entrance, living room, kitchen and bath. Additional features of this property include a detached 3 bedroom 2400 sq. ft. guest house, a 20' x 60' in-ground heated pool, a cabana house ready for a bar and a handy tractor shed. Your horses will be spoiled with 3 pristine grazing pastures (each with a run-in shed), 3 turn-out pastures, a dressage ring and a jumping field - all surrounded by bucolic mountain scenery.

Listed by Carrie Mathews of William Raveis Winhall

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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636 Fowler Brook Road, Mount Holly, VT 05758

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4703985

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5

Spectacular compound/estate property privately situated on approximately 216 acres with sweeping long-range mountain views. The land component is comprised of 20-30 acres of open pasture, a gorgeous swimming pond below the house, beautiful landscaping, and seemingly endless trails for riding and recreation. The 8,169 s.f. main residence - perfectly sited on a knoll overlooking the compound - was custom-built by the present owners and features a fabulous vaulted ceiling great room with massive stone fireplace, a large, fully outfitted gourmet kitchen that opens to a wrap-around porch leading down to the 51 foot in-ground heated swimming pool and hot tub. All five bedrooms have ensuite baths. Additionally, there are two well-maintained guest houses on the property, one with 4 bedrooms and 2 baths and the other with 2 bedrooms and 2 baths. Mechanicals are top-flight with whole house air conditioning, radiant heat, two propane backup generators and multiple drilled wells. Chance Hill Farm is currently setup for a variety of equestrian uses with a regulation size outdoor riding arena, a well-built 10-stall horse barn, two run-in sheds and a storage barn for a tractor and storage of other motorized toys. Horse riding/hiking/biking trails weave throughout the property. The property is conveniently located within 10-20 minutes of Okemo/Ludlow, Rutland, Rutland Southern Vermont Regional Airport (RUT) and Weston, and just 50 minutes from the Village of Woodstock.

Listed by John Snyder and Andrew Holson of Snyder Donegan Real Estate Group

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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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3389 Morse Hill Road, Dorset, VT 05251

Price$350,000

Est. Mortgage: $/month

MLS Number 4701702

  • Residential Single Family
  • Listing Agent Name Tatsiana Clark
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3

TWO RESIDENCES ONE ADDRESS!!! Great investment opportunity! Live in one and RENT another! Have a family compound! Morse Hill location at a great value! Main House & guest house situated on 3.6 private acres, set off the road w/beautiful winter views. The ranch style house features bright living room w/cathedral ceilings and a propane burning fireplace, wood floors, spacious kitchen and three bedrooms. The dining area opens to a lovely sun-room designed to become a great place to spend time all year around. The grey guest house features large living room and kitchen on the lower level and four bedrooms upstairs. There is a barn on the property. Enjoy all that Dorset Village has to offer: Dorset Playhouse, Farmers Market, Dorset Park & Vermont Summer Equestrian Festival. Easy access to Both Bromley and Stratton for winter activities. All measurements approximate.

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

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$
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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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153 Rob Shawn Drive, Rutland Town, VT 05701

Price$429,000

Est. Mortgage: $/month

MLS Number 4660769

  • Residential Single Family
  • Listing Agent Name Marni Rieger
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2

FIRST TIME OFFERED ON MARKET! RARE OPPORTUNITY ON OVER 63 ACRES IN RUTLAND TOWN! PRIME LOCATION! Minutes to Pico Mountain, Killington Mountain Resort and downtown Rutland. This truly special property is an equestrian's dream with so much potential! Formally a 4-H horse farm in the 1990's, this wonderful property has a 2 bed/2 bath Log home with attached one car garage, an indoor riding arena, 2 barns, 28 total horse stalls, 2 wells, 5 meadows, absolutely stunning mountain views and more! Potential development opportunity available. You must see this farm to appreciate all it offers in such an easy and convenient spot!

Listed by Marni Rieger of KW Vermont Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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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792 Route 153 Drive, Rupert, VT 05768

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4438207

  • Residential Single Family
  • Listing Agent Name David Shehadi
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing

Stunning Vermont Vernacular on 284 acres! Incredible views, newly constructed(2010)legacy estate built with attention to detail and the highest quality materials. Long private drive to the top of the world! Recreation opportunity abounds! Hunt, fish White Creek or the Battenkill, ATV or snowmobile. Or relax by the 50 ft in ground resort quality pool and take in the view. Great equestrian potential. Four en-suite bedrooms, two fireplaces, gourmet kitchen with Viking range and Liebherr fridge, covered porch, two fireplaces. Finished basement with game room. Beautiful 33 x 28 ft storage barn and lovely grounds. Timber producing property in Current Use Program. Kohler Generator. 30 minutes to Saratoga and 15 minutes to Dorset. Incredible place. Must see.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 2018
* 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 A VisitAsk A QuestionMore Details

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