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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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798 Holbrook Road, Whitingham, VT 05342

Price$499,900

Est. Mortgage: $/month

MLS Number 4502063

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Village Jacksonville Village
  • Stories 1

Incredibly comfortable one level 4 bedroom, 3 bath home in the middle of mature woods to one side and pasture to the other. Almost all of the windows are afforded a view of the stoned lined pastures from the homesite just inside the treeline, even the guest suite & master bedroom suite. The master has it's own deluxe bathroom, fireplace and private patio. The main living area offers an open concept living room, kitchen, and dining area that is still able to define their own spaces, yet be connected in a way that invites gatherings for family & guests. Above is a double loft area suitable for reading or watching videos, while the other games or workout. Hardwood floors, tile & carpet provide just the right sensations in the right areas. A large deck complements the home, providing access to the grill for the chef & view for everyone else. There is a detached 2 car garage & woodshed w/a large area above for storage or future use. The land is 16 acres of mature woods & 12 acres of open.

Listed by Michael Purcell of Berkley & Veller Greenwood/Dover

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: 4.17% last updated on Feb 9, 2017
* 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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104 High Meadow, Winhall, VT 05340

Price$499,000

Est. Mortgage: $/month

MLS Number 4249271

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Area Mountain
  • Stories 2.5

High Meadow home on shuttle to Stratton Mt weekends and holidays duringthe ski season! Very well maintained home set privately on a pretty 1.1. acre lot. Main floor fden could be a main floor Master. Master suite with updated bath. 2 additional bedrooms and a roomy loft. Kitchen has been recently updated. Enjoy the hot tub overlooking the pretty woods. Being sold furnished.

Listed by Carrie Mathews of William Raveis Winhall

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: 4.17% last updated on Feb 9, 2017
* 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 Lorchs Hill Road, Wardsboro, VT 05360

Price$499,000

Est. Mortgage: $/month

MLS Number 4420085

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 3
  • Stories 2
  • New Construction Existing

Every once in a while a special property comes on the market. This homestead with 139.1 acres is just that. As you drive up the private country drive, you are greeted by beautiful mature maples, a pastoral setting, vintage cape, guest house, and wandering trails. The land also features large raised bed vegetable gardens, babbling brook, 3 car garage/barn with trophy room, outdoor pool, breathtaking mountain views, and more. The home itself is just as jaw dropping. This vintage cape has been lovingly maintained and restored, and features beautiful sunny light from large windows, hardwood floors throughout, new kitchen and baths, wood burning brick fireplace, 5 bedrooms, 2 full bathrooms, den with wood burning stove, sun porch, large dining room and adjacent reading lounge, and full basement for great storage potential as well as utilities. There is also a guest house with hardwood floors, bedroom, bathroom, living room, wood stove, and pool house underneath. Only one owner since 1964.

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

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: 4.17% last updated on Feb 9, 2017
* 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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5236 Vermont Route 100, Wardsboro, VT 05360

Price$499,000

Est. Mortgage: $/month

MLS Number 4454816

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 5
  • Area Mountain, Rural
  • Stories 2

Spectacular main house with 3 bedrooms, a guest house with 3 bedrooms, storage and studio barn with two car garage, sugar house work shop and a play house all encompassed on 7 acres with prosperous apple trees, pear trees, blueberry bushes and grape vines. The main house has wood floors throughout, detailed wall panels, formal living and dining as well as a cozy family room. Cooking your Vermont pancakes is truly enjoyable on the 6 burner Garland stove surrounded by soft slate countertops and complimenting marble island. In the warmer months enjoy reading a book on the screened in porch. The guest house has three bedrooms with two baths and an oversized kitchen and living space. Perfect to rent or share with your friends. The barn has a two car garage on the lower level and work and studio space on the main level. Additional potting shed and workshop is located in the sugar barn. The kids can enjoy the charming little playhouse. This home and property is not to be missed.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

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: 4.17% last updated on Feb 9, 2017
* 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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72 Edson Drive, Windham, VT 05143

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4616488

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Stories 3
  • New Construction Existing

Vermont living at its best! This five bedroom home has snowmobile trail access and is walking distance to the Tater Hill Golf Club. A short drive to Stratton, Bromley, Magic, Mt. Snow, Okemo mountains and all of the special towns in between. Featuring an all new heating and hot water system, snow-melted patio and central air, this home is lovingly cared for. Thoughtfully designed stone patio and walls are the outdoor room in the summer, and a welcome entry in winter. Mudroom entrance leads to open kitchen/living/dining area with stone fireplace. New countertops, backsplash and stainless appliances. Two bedrooms and full bath on main floor. The master suite is upstairs with sitting room. Lower level is a spacious TV den with billiards and a pellet stove. Two additional bedrooms and a bathroom on this level with walk out access to side yard. Whole house backup generator and dumbwaiter from garage are the little details that make a big difference! Custom heated barn for the toys, with drive in/out doors for the sleds, and lifts for storage. Pond with wildlife and expanded view possible with clearing. Excellent primary or second home, and is offered fully furnished.

Listed by Christiane Carroccio of TPW Real Estate/Bondville

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: 4.17% last updated on Feb 9, 2017
* 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 Beech Tree Lane, Dover, VT 05356

Price$499,000

Est. Mortgage: $/month

MLS Number 4505910

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Stories 3
  • New Construction New Construction

Motivated Seller. Located at the end of a private road in the middle of resort country sits this custom post and beam contemporary home. All 3 levels offer the best in mountain living. The Great Room is a sight to behold, anchored by the river stone chimney. This room enjoys cathedral ceilings and wide open spaces. It opens to the eat-in kitchen, a true chef's dream, complete with island and custom cabinets. Just off the kitchen there's a quiet, bright dining/sun room. The master bedroom loft suite overlooks it all, large, bright and comfortable. The master bath includes a spa tub and separate glass doored shower. On the 1st floor you'll find a game room complete with fireplace and built in wine cooler and a sauna to help relieve the stresses of the day. Attached to the house is 1 bed rm apartment. There's a 3 bay heated garage plus there's another 3 bay barn/garage with a newly finished second level, complete with solid pine panelling and new carpet. All this situated on 5+ acres. Excellent spaces to enjoy all Vermont has to offer.

Listed by Bill Hickok of Berkley & Veller Greenwood Country

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: 4.17% last updated on Feb 9, 2017
* 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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27 Sturgis, Wilmington, VT 05363

Price$499,000

Est. Mortgage: $/month

MLS Number 4493166

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 2
  • New Construction Existing

Artistically finished cape and updated guest cottage perfectly situated on 2.26-acres between the Hermitage Club Ski and Golf Course brings together the romance of Vermont living and convenience of location. The original home boasts stain glass doors, rough-hewn beams, wood floors, plenty of windows for natural light, views and a dark room. The renovated guest cottage attached to the home by a raised deck features a modern kitchen, open concept living, skylights, wood floors with lower level walkout bedrooms. Attach the two cottages for a grand home or keep separate for guests or rental potential. The owner has made many substantial updates including heating and hot water systems. You will fall in love with this property.

Listed by Patrice Schneider of Four Seasons Sotheby's Int'l Realty

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: 4.17% last updated on Feb 9, 2017
* 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

22 Airport Road, Dover, VT 05356

Price$499,000

Est. Mortgage: $/month

MLS Number 4503639

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 2
  • New Construction Existing

Spectacular 2005 home on the Mount Snow Golf Course. This lot features direct access to the golf course, VAST snowmobile trails, Valley Trail network, and a quick drive to either Mt Snow or the Hermitage Club. An amazing central location with all the amenities you want and none of the fees. Very low maintenance. Inside you are greeted by open concept livinf spaces, vaulted living area with stone wood burning fireplace, gorgeous views of the course and ski mountains from almost every room, updated kitchen with granite and stainless, breakfast bar, large mudroom, 4 bedrooms including master suite, spacious overflow loft, office/overflow sleeping room, and huge family room area for noisy kids or movies. This is all complemented by the large 2 car garage, charming landscaping, paved driveway, huge covered post and beam screened porch to take in the views, and four season charm through and through. This truly is a special home on a special spot.

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

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: 4.17% last updated on Feb 9, 2017
* 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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15B Boulder Ridge Drive, Dover, VT 05356
Active With Contract

MLS Number 4439476

  • Condo
  • Complex Boulder Ridge
  • Bedrooms 4
  • Year Built 2007
  • Square Feet 3100

This 4 Bedroom, 4 Bath high end luxury town home has been beautifully appointed and tastefully furnished with 3 spacious levels to accommodate large groups. Features include Radiant heat throughout, Central Air Conditioning, Hardwood and Vermont slate floors, Central Vac, Multiple en suite bedrooms, Large family room with pool table, Exterior ski locker, Floor to ceiling stone gas fireplace, Cathedral ceilings and open floor plan. Located directly across from Mount Snow with spectacular post card perfect ski trail and mountain views. This property is similar to condos being offered at twice the price and must be seen if you are considering any luxury property in the Mount Snow/Hermitage area.

Listed by Jacquelyn Jeffers Murano of Mount Snow Realty

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: 4.17% last updated on Feb 9, 2017
* 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

52 Taft Brook, Dover, VT 05341

Price$499,000

Est. Mortgage: $/month

MLS Number 4517145

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 2
  • New Construction Existing

Nestled in scenic East Dover, Toby Hill Farm offers ultimate privacy, while only minutes to skiing in the Mount Snow/Haystack Region. It is also just a short drive to the scenic West River Valley and Brattleboro. This beautiful 4 bedroom property and the guest cottage sit on 38 quiet acres of woodlands, wooded pathways and open fields. The recently updated main house boasts four spacious bedrooms a master bath and a full guest bath upstairs. Downstairs, beautiful hardwood floors reflect Vermont warmth and ambiance and the open concept kitchen was created just for large family gatherings. The wood burning fireplace invites a rousing game of cribbage on cold winter nights.The three stall horse barn and 3 1/2 acres of pasture land make the house idea for horse lovers of all ages, or in the winter time, the access to a vast network of snowmobile trails, and long sledding hill allow for all the winter activities. Spectacular mountain views surround you as you sit around the fire pit on summer evenings while viewing the deer in the pasture. Toby Hill Farm is truly a Vermont experience not to be missed. House being sold partially furnished. Inventory of items remaining on file.

Listed by Chris Cooke and Joan Cooke of Four Seasons Sotheby's Int'l Realty

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: 4.17% last updated on Feb 9, 2017
* 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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