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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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419 Shearer Hill Road Wilmington VT 05363

Wilmington, VT419 Shearer Hill Road

Price$499,900

Est. Mortgage: $/month

MLS Number 4825928

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,700

Water Lovers take notice! Multiple ponds right in front of your home! Put in your fountain, floating docks and all your water toys. Grab the Zamboni out or your 3 car garage and have a winter wonderland of ice skating and fire pits. Invite your extended family to your 4000 square foot home with over sized kitchen, great room, family room and hot tub room. Room for everyone! More space in the 2 cabins on the property. Play rooms or forts or guest homes! So much to do with out even leaving your property with 21 acres to play on. Of course you are also SO close to the ski areas, snowmobiling, lakes and trails!

Listed by Steve Goldfarb of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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57 Monument Avenue Bennington VT 05201

Bennington, VT57 Monument Avenue

Price$499,000

Est. Mortgage: $/month

MLS Number 4788077

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

Exquisite Center Hall Colonial on the Village Green in Old Bennington. A true show stopper of a home featuring 5 bedrooms and 4 bathrooms. Large and inviting, the Dr. Noadiah Swift House has seen many renovations without compromising the gorgeous original details that abound in the home. Formal living room with gas fireplace, renovated kitchen, breakfast nook, and a large formal dining room all with plentiful windows which allow the rooms to be flooded with natural light. The true heart of the home is the amazing attached carriage barn with huge soapstone fireplace, rustic beams, and vaulted ceilings. The second floor features a master bedroom with walk-in California Closets and a master bathroom reminiscent of old Hollywood glam! Not to be overlooked is the recent renovation of the guest bathroom with geometric black and white tile and luxurious finishes. This grand home sits on a generous lot with a lovely stone patio for al-fresco dining in the summer. The thoughtfully designed gardens are lush and include mature plantings, landscape lighting and stone walls. Fall in love with this gracious home and enjoy the beauty of quintessential Vermont! A perfect location in the village with easy access to NY and MA.

Listed by Angela Bevin of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

Wilmington, VT49 Beebe Road

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4790196

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,536

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 Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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1730 Monument Avenue Bennington VT 05201

Bennington, VT1730 Monument Avenue

Price$499,000

Est. Mortgage: $/month

MLS Number 4824960

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 2,722

Remarks -Lovely Center Hall Colonial sited on 1.22 beautifully landscaped acres offering year round mountain views. This home has been carefully and tastefully renovated. A light filled foyer leads to a wonderful family room complete with pellet stove, built in book cases and wet bar perfect for entertaining. Spacious living room with expansive windows overlooking the mountains. Large dining room with access to a private patio and fabulous Gazebo. New cooks kitchen and plenty of pantry space. Bright breakfast room off kitchen also offers access to hot tub on the private patio. Master Suite with full bath, two additional bedrooms and two full baths and laundry room complete the second floor. Two car attached garage offers easy access to the kitchen. Great location with proximity to downtown, Southwestern Vermont Medical Center,Williamstown Ma and great skiing.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 Someday Road Dover VT 05356

Dover, VT16 Someday Road, Unit 2

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4807422

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 2
  • Square Feet 10,700

Here is a unique opportunity to have a family recreation facility at your home - with indoor tennis, direct snowmobile trail access, work out room, family gathering room, and bedroom suites within minutes to Mount Snow and the Hermitage Club. This property served as the club house and guest residence for a private golf club at Someday in the late 1980's. A fantastic 60'x120' indoor heated tennis court (built in '79) and today the entire package is being offered on 2.32 acres in the Someday development. There are endless possibilities for this property including conversion of the central core of the house, which currently houses the workout space and two locker rooms, into more bedroom suites, while maintaining the other living spaces and your own tennis court. The structure is built to expert construction standards. It has extensive storage space, a full basement, and attached garage with second level storage space - perfect for the car collector or snowmobiles. The interior of the house offers perfection with coffered and beamed ceilings, wide board floors, two beautiful wood burning fireplaces, exceptional tiled baths, tremendous mountain views and westerly exposure. If you love to ski, snowmobile, play tennis, and enjoy all southern Vermont has to offer you need to see this special property.

Listed by Arlene Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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1518 Pennel Hill Road Halifax VT 05358

Halifax, VT1518 Pennel Hill Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4817559

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,200

Historic Halifax Vermont farm with over 130 acres of beautiful land. 1764 farmhouse has been recently updated but retains the original charm with metal roof, stainless flue liners in all 3 fireplaces, renovated kitchen with soapstone counter tops and soapstone sink. Upstairs are two additional bedrooms that require some TLC to be turned back into bedrooms. The very private land offers pastures, hayfields, woods, a stream, stone walls, apple trees, garden space and numerous fenced areas for cattle, horses or other livestock. There is a stunning 60' x 100' two story barn built in 2004 with upstairs 1 bedroom apartment with kitchenette, downstairs office with bath, hay storage, horse stalls and much more. Many outbuildings include generators for both house and barn, and an old blacksmith shop on the 8+ acres across the road. This property is a picture perfect Vermont gentleman's farm close to MA border, recreation areas in Southern Vermont, 35 minutes to skiing at Mount Snow and all that rural Vermont has to offer. Do not miss this opportunity! Shown by appointment only; property is a working farm with live electric fences. Do not not view without permission.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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54 Staver Road Marlboro VT 05344

Marlboro, VT54 Staver Road

Price$485,500

Est. Mortgage: $/month

MLS Number 4820173

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,044

SWANHILL B & B is situated on 10 acres of mostly open land in Marlboro Vermont. The spacious floor plan is configured in a way that the main house is separated from the guest wing which offers 2 bedrooms, a large living room, kitchenette and full bath. The main house is beautiful and has an open concept kitchen/living/dining area flooded with natural light due to the numerous south and east facing windows and an incredible stone fireplace and hearth. The 15 X 17 kitchen is designed for those who love to cook and entertain and has significant counter space, great light, a walk-through pantry and a breakfast bar with seating for 4. Other interior features include: a library/study, large private office, bonus rooms, foyer, 1st floor laundry, hardwood and tile flooring throughout, wet/dry sauna, covered/enclosed screened porch and plenty of storage. Upstairs you'll find the master bedroom suite along with two other large bedrooms each connected to a full bath and also a cozy TV/media room. The land includes a sun filled yard, pond, two stall horse barn, apple trees, blueberry bushes, raspberry and blackberry patches, perennial gardens, vegetable garden and slightly sloping open and rolling meadows. Marlboro is the home of the Marlboro Music Festival and the B & B is a popular place to stay for participants of the festival. Situated with easy access to Route 9 and approx. 20 minute drive to Mount Snow Resort and the Green Mountain Natl. Forest for all season recreation.

Listed by Chris Long of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 Stratton Mt. Access Road Stratton VT 05155

MLS Number 4824144

  • Condo
  • New Contruction Existing
  • Complex Village Watch
  • Year Built 1983
  • Square Feet 1,178

This is an ideal Ski-in and out 2 bedroom 2 bath condominium. It sits right on the Snow front with south facing exposure so it is filled with light mornings and through the day. You can come and go from this home directly through the patio door, there is no need for hallways or elevator, if you choose. Renovations to the new Kitchen, flooring, and furnishings give this home a tasteful fit and finish. There is plenty of storage and a well sized mudroom area. The building offers ski lockers and owners storage cages. Once parked for your visit there is no need to drive anywhere, it is a short walk to all the amenities of Stratton's Resort Village.

Listed by Robert Sabol of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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51 Colonial Ridge Road Dover VT 05356

Dover, VT51 Colonial Ridge Road

Price$475,000

Est. Mortgage: $/month

MLS Number 4821406

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,852

Privacy abounds in this spacious contemporary chalet on a 2+ acre lot just a short drive from the Mount Snow ski resort and with direct snowmobile trail access. This home sits conveniently off a paved road for easy access, towards the rear of a wooded lot with a circular driveway affording plenty of parking for guests. Enter the spacious mudroom from your 2 car garage additional side carport. The vaulted great room has sunny natural light and a wood burning fireplace with stone hearth, open to the dining and kitchen areas. There are 2 main floor bedrooms and a full bath. Upstairs is a large guest suite with jack and jill full bath to the loft area. Through the loft you'll find a luxurious private master suite with full bath, natural woodwork throughout, and a walk-in closet. In the walkout lower level there is a sizeable family room, bar, 5th guest bedroom, full bath, and laundry room. A great size house for anyone looking to entertain with a special spot in Vermont. Less obvious upgrades include a home generator with automatic switch, wraparound back deck with hot tub outside the lower level, stone patio with fire pit and brick pizza oven, and access to high speed cable internet.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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64 Two Brook Drive Wilmington VT 05363

Wilmington, VT64 Two Brook Drive

Price$475,000

Est. Mortgage: $/month

MLS Number 4824419

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 2,735

Beautiful custom build just off the back side of the Haystack Golf Club, and a short drive from both Haystack and Mount Snow ski resorts, as well as the nearby motorboat lakes. This beautiful 2013 build sits on a private cul-de-sac lot with a large level lawn with stone patio and fire pit, convenient access to public water and sewer, and direct snowmobile trail access. Inside the home features a large open concept main level living area with wood floors, fireplaces, exposed timbers, custom kitchen with granite counters and stainless appliances, a large family room for entertaining, 5 bedrooms, 3 full baths, including a jack and jack and jill for the master and guest bedrooms, dual mudrooms, an oversized garage made to fit snowmobiles or even a boat, and a full basement ready to be finished for an additional 1000 sqft. Conveniences not readily apparent are full professional vinyl siding for carefree maintenance, panel set up for generator hookup, and easy central a/c install if so desired. This one will not last long!

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 2020 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 September 27, 2020.