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Southern Vermont Ski Homes Under $500k

Browse all luxury ski homes under $500k for sale in Southern Vermont. Contact us if you have questions or would like to schedule a showing.

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1091 Gates Pond Road, Whitingham, VT 05342

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4690419

  • Residential Single Family
  • Listing Agent Name Adam Palmiter
  • Construction New Construction
  • Bathroom 4
  • Bedrooms 4

This is a rare opportunity to own a vintage 100+ acre property complete with trails, sugar shack, mature maples, pasture, stone walls, and pond, while enjoying the creatures comforts of a newly built home with spectacular countryside views. The current owner took down the prior run down farmhouse and has built a spectacular home that is ready for your finishing touches. Open concept living areas with great natural light and large windows, spacious custom kitchen, large master and guest suites, fireplace, 3 car garage, full basement for additional expansion potential, and the list goes on. The property is served by a winding, private driveway, trails to the nearby Laurel Lake, and easy access to local country villages and ski resorts. Direct vast snowmobile trail access.

Listed by Adam Palmiter of Four Seasons Sotheby's Int'l Realty

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The Hermitage Deerfield Valley Real Estate
183 Route 100
West Dover VT, 05356
Office: 802-464-3055

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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49 Beebe Road, Wilmington, VT 05363

Price$499,000

Est. Mortgage: $/month

MLS Number 4703383

  • Residential Single Family
  • Listing Agent Name Adam Palmiter
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

This is a rare opportunity to own a breathtaking parcel of land at the foot of the Green Mountains, including Haystack and Mount Snow. This pastoral parcel, features extensive woodlands, fields, trails, and possibilities, all while conveniently located very near to the village of Wilmington and nearby lakes, golf, and ski resorts. At the foot of the property sits a lovingly cared for 1830s farmhouse, with 4 bedrooms, and 2.5 baths, that could use renovation, or serve as the guest house at the entrance to something spectacular. There is a large post and beam barn that is in reasonable shape and could be brought back up to working order, as well as a sizable maple sugar house. The star is the property though, with extensive historical lore, once the home of a notable poet and oceanographer, and the utter privacy that is nearly impossible to find in such a convenient location. Snowmobile or atv on the extensive trails, hike up for views of Lake Whitingham, cross country ski the fields, or simply bask in the natural beauty that Southern Vermont offers.

Listed by Adam Palmiter of Four Seasons Sotheby's Int'l Realty

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The Hermitage Deerfield Valley Real Estate
183 Route 100
West Dover VT, 05356
Office: 802-464-3055

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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9 Monument Avenue, Bennington, VT 05201

Price$499,000

Est. Mortgage: $/month

MLS Number 4665617

  • Residential Single Family
  • Listing Agent Name Kathleen Hoisington
  • Village Old Bennington
  • Construction Existing
  • Bathroom 6

PPresenting the Governor John S. Robinson home, Circa 1862. The original home was razed by his Widow Mary Staniford Robinson and she actually built the home that is to this day one of the outstanding historical homes in Old Bennington. Designed in the Greek Revival Style with elaborate dentil work on the exterior. Gracious entry hall with original door, open stairwell with mahogany balusters and powder room. The living room has a fireplace, window seat and French doors to the heated sunroom with westerly views. Music room with fireplace and full paned door to the open veranda, dining room with crown moldings and indirect lighting and sunroom access, Kitchen with spectacular views of Mount Anthony, Cozy side entry/mudroom with separate outside entrance to the Apartment. The 2nd floor has 4 bedrooms - 2 of which are ensuite as well as two other bedrooms with a hall bathroom and rear staircase to kitchen. The westerly facing bedroom also has a charming fireplace. . The attic is finished with sheetrock and heat with original board flooring. The basement is under the entire house and is compartmentalized into several pristine rooms with freshly painted walls and a utility bathroom. 2 car garage with automatic door openers. There is an attached 2 bedroom 1 bath apartment with front and rear entries. On the south side of the house there is a private wood planked patio flanked by stone walls and plantings.

Listed by Kathleen Hoisington of Hoisington Realty, Inc.

{$office->Name}

The Hermitage Deerfield Valley Real Estate
183 Route 100
West Dover VT, 05356
Office: 802-464-3055

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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43 Middle Ridge, Stratton, VT 05155

MLS Number 4670904

  • Condo
  • Listing Agent Name Edwin Kevil
  • Complex Rising Bear Lodge
  • Year Built 2005
  • Bathroom 2

Great Location! Private, yet you can walk to everything! Just steps to the Village Shops and Restaurants, Skiing and the Commons Pond! Three bedrooms, two full baths. Rising Bear 118 is a convenient floor plan with a spacious, open living and dining/kitchen area. A large deck offers a view to the valley. Excellent value for the family who wants to be close to all the action!

Listed by Edwin Kevil of Stratton Real Estate

{$office->Name}

The Hermitage Deerfield Valley Real Estate
183 Route 100
West Dover VT, 05356
Office: 802-464-3055

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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16 Middle Ridge, Winhall, VT 05340

MLS Number 4677115

  • Condo
  • Listing Agent Name Terry Hill
  • Complex Village Chalet
  • Bedrooms 3
  • Year Built 1965

You will be pleasingly surprised with this three bedroom three bath Mountain Chalet -Cooperative on Stratton. Present owners have most recently made these wonderful changes and upgrades: New Peerless Boiler for Heating System New Carpet throughout Fresh Interior Paint Job Replaced with new washer and dryer All NEW furniture including new box springs, mattresses and linens New Televisions Alarm system connected to ADT New window blinds throughout The Chalet Units are managed efficiently with low homeowner fees of approx $1100 per quarter. Extra Ski wax room off mudroom. Such a great location which allows you to walk to the Chapel of the Snows, Base Lodge and Stratton Village. Stratton's Sports And Fitness Center Bond included. This property is ready for your immediate occupancy !

Listed by Terry Hill of Mountain Realty

{$office->Name}

The Hermitage Deerfield Valley Real Estate
183 Route 100
West Dover VT, 05356
Office: 802-464-3055

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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

404 Vail Road, Bennington, VT 05201

Price$495,000

Est. Mortgage: $/month

MLS Number 4452332

  • Residential Single Family
  • Listing Agent Name Nancy Stagnitti
  • Bedrooms 5
  • Bathroom 4
  • Construction Existing

All of the romance of a c. 1800 Vermont farmhouse blends seamlessly with its 2009 addition. 5BR/4BA, modern granite and stainless kitchen, expansive great room with fireplace and Craftsman style details. Elegant first floor master suite. Radiant heat in the addition with cast iron vintage radiators in the original portion of the house. Whole house generator for peace of mind! 2-story horse barn with many possibilities. 6.6 pastoral acres with raised beds, mature landscaping, stone walls and a breathtaking view of the Monument. Once a part of Bennington's own Fairdale Farms this property is a wonderful piece of our local history!

Listed by Nancy Stagnitti of Hoisington Realty, Inc.

{$office->Name}

The Hermitage Deerfield Valley Real Estate
183 Route 100
West Dover VT, 05356
Office: 802-464-3055

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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

108 Haynes Road, Wilmington, VT 05363

Price$495,000

Est. Mortgage: $/month

MLS Number 4671763

  • Residential Single Family
  • Listing Agent Name Jennifer Armstrong
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Exceptional Custom Craftsman Inspired home with spectacular attention to detail. Convenient location to Mount Snow and Haystack, direct VAST snowmobile access, and minutes to Lake Raponda. Stunning views. This fresh home built in 2004 sits on 6.5 acres and features 4 Bedrooms/3 Baths, 2 Car Garage with additional storage for kayaks, skis, and more. Bright open floor plan. Gourmet Kitchen with stainless steel appliances, granite, and custom cabinets. The living room features a double sided wood burning fireplace and custom built-in window seats. Master bedroom with walk in closet and attached master bath with soaking tub and granite top double sink vanity. Finished lower level with lots of additional storage space. Energy Efficient. Enjoy your large deck to sit and enjoy the serene setting. A perfect vacation home or primary residence to relax and enjoy all four seasons.

Listed by Jennifer Armstrong of Four Seasons Sotheby's Int'l Realty

{$office->Name}

The Hermitage Deerfield Valley Real Estate
183 Route 100
West Dover VT, 05356
Office: 802-464-3055

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

268 N Ryder Pond Road, Whitingham, VT 05361

Price$489,000

Est. Mortgage: $/month

MLS Number 4697992

  • Residential Single Family
  • Listing Agent Name Adam Palmiter
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing

Unique opportunity to own a custom contemporary home with 20+ acres and along Ryder Pond, a beautiful non motorized lake for kayaks, canoes, paddle boards, and more. This tastefully renovated 4 bedroom, 3.5 bath home features elegant finishes throughout and jaw dropping exposure to the lake and mountain views, over the meticulous landscaping, stone walls, and perennial gardens. Outside, the home features dead end privacy, a large driveway, 2 car garage, a grassy lawn right down to the water, and a single hundred yard golf practice hole. Inside you are treated to custom finishes throughout including a spectacular chefs kitchen with large peninsula, dining room, vaulted great room with views, southern exposure, and stone fireplace, master bedroom suite with jacuzzi tub overlooking the views, reading loft, two guest bedrooms, a full finished family room with walkout access to the hot tub, lower level guest suite, and the list goes on. With true privacy and water access, this close to ski areas and the village of Wilmington, an opportunity like this won't last long.

Listed by Adam Palmiter of Four Seasons Sotheby's Int'l Realty

{$office->Name}

The Hermitage Deerfield Valley Real Estate
183 Route 100
West Dover VT, 05356
Office: 802-464-3055

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

35A Dover Springs, Dover, VT 05356

Price$475,000

Est. Mortgage: $/month

MLS Number 4672389

  • Condo
  • Complex Greenspring
  • Year Built 2001
  • Bathroom 4
  • Bedrooms 4

Exceptional turnkey four bedroom townhouse located in Greenspring. Outrageous mountain views from all levels. This well kept unit has never been rented. Fully equipped kitchen with granite counters and gas cooking stove, fieldstone fireplace with custom built in cabinetry in the living room, maple flooring in the living and dining area, tile floors in mudroom, kitchen and baths. Upstairs has a master bedroom with full bath and second bedroom with 3/4 bath and storage area. A walk out lower level family room with added sitting/office area, bedroom with walk in closet and 3/4 bath, wine closet, utility and storage room. This upscale community has an amenity center with indoor pool, hot tub, new exercise room, 2 tennis courts, playground, MooVer Shuttle, firewood and trash removal. Must see to appreciate!!

Listed by Jennifer Hovey-Densmore of The Hermitage Deerfield Valley Real Estate

{$office->Name}

The Hermitage Deerfield Valley Real Estate
183 Route 100
West Dover VT, 05356
Office: 802-464-3055

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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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43 Middle Ridge, Stratton, VT 05155

MLS Number 4703003

  • Condo
  • Listing Agent Name Stephen Coombs
  • Complex Rising Bear Lodge
  • Year Built 2005
  • Bathroom 2

This furnished Rising Bear Lodge three bedroom, two bath home is located in the highly sought after Village Common Neighborhood, just steps from Stratton's Village shops and restaurants, and of course, Skiing! In the winter most owners walk to skiing, but there is a shuttle that picks up in the heated underground garage. Rising Bear lodge is all about families having fun in the Mountains! Outdoor heated year round pool, hot tubs and sauna. Ice skating and fire pit for the kids and the Mill House with easy take out for later. The open floor plan and granite countered breakfast bar kitchen gives a very spacious feel as you enter. Recently updated and painted the home is very welcoming after a day on the slopes! The oversized master suite has large windows and a high ceiling. The guest master also with a king bed is nicely separated for privacy. The third bedroom with an oversized bunk bed with queen lower and twin upper is a great kid's room. Both baths feature granite and lots of rich tile detailing

Listed by Stephen Coombs of Stratton Real Estate

{$office->Name}

The Hermitage Deerfield Valley Real Estate
183 Route 100
West Dover VT, 05356
Office: 802-464-3055

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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