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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11 Tamarack Road Stratton VT 05155
Active With Contract

MLS Number 4842308

  • Condo
  • Square Feet 1,464
  • Bedrooms 3
  • New Contruction Existing
  • Complex Slopeside

Ski-in and Ski-out from this four bedroom 'Slopeside at Stratton' townhouse. Direct access to Stratton mountain, and beautiful apres-ski walking around the nearby snowmaking pond. Summer benefits at Slopeside include an outdoor pool and hiking from your doorstep. The end unit has three en-suite bedrooms, plus a bunk room. Wood burning fireplace in living room is open to dining room. Deck off dining room for observing snowman making in private back yard. True mountain living at Stratton.

Listed by Christiane Carroccio of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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1518 Pennel Hill Road Halifax VT 05358

Halifax, VT1518 Pennel Hill Road

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4817559

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

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 bath and kitchen area, downstairs office with washroom, hay storage 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. Seller is accepting back up offers.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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29 Burnt Hill Road Winhall VT 05340

Winhall, VT29 Burnt Hill Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4844432

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,500
  • Construction Existing
  • Bathroom 2

This updated property is located in the highly desired Strattonwald community. Offering two comfortable living spaces, open kitchen/dining/living room plus a master bedroom suite! The balcony deck off of the dining area provides easy access for grilling, plus an additional new deck off of the family room is now complete with a brand new hot tub. So many recent renovations include: new Marvin windows, cedar clapboard siding, bathrooms, new appliances, carpet, flooring & 2 heat pumps. Also, an added custom addition was put on for a boot/mud room that provides ample space for storage & ski tuning complete with 200-year-old barn beam accents and sliding barn door. Strattonwald home owners have use of the Strattonwald shuttle on winter weekends and holidays as well as the swimming pond, beach and community tennis courts with a low yearly fee.

Listed by Kevin Moran of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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120 Vermont Route 100 Route Dover VT 05356

MLS Number 4811822

  • Residential Single Family
  • Bedrooms 10
  • Square Feet 5,317
  • Construction Existing
  • Bathroom 10

Pristine fully furnished farmhouse located in the heart of picturesque Dover,Vermont just minutes to skiing, golf, hiking and all that Vermont has to offer. A short drive from Boston and New York. So many opportunities awaits the next owner of this well appointed home. Bring your family, your friends or your neighbors and they can all enjoy their own private rooms & baths and many with private wood burning fireplaces. Wrap up the day on the slopes and join together in the dining room to enjoy a hot cooked meal on the antique gas stove. After dinner everyone can join together in the living room in front of the wood burning fireplace sharing the days events. A true gathering place.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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57 Monument Avenue Bennington VT 05201

Bennington, VT57 Monument Avenue

Price$499,000

Est. Mortgage: $/month

MLS Number 4788077

  • Residential Single Family
  • Bedrooms 5
  • Square Feet 3,716
  • Village Old Bennington
  • Construction Existing

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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23 Negus Road Dover VT 05356

Dover, VT23 Negus Road

Price$495,000

Est. Mortgage: $/month

MLS Number 4825866

  • Residential Single Family
  • Bedrooms 5
  • Square Feet 3,280
  • Construction Existing
  • Bathroom 4

A quiet oasis in a four-season resort area, only four miles to Mount Snow and six miles to scenic downtown Wilmington. This home is close to ski resorts, golf courses, villages, and events while offering privacy, views, and room to appreciate the wonder of Vermont on 5.78 acres. First floor master bedroom with newly refinished master bath. Three upstairs bedrooms, one as second master, with double sink bathroom. Partially finished walk-out basement with additional bedroom and bath, living area, and laundry. Mature perennial gardens, centuries-old maples, large south-facing 12x40 back deck and covered 6x30 front porch. Open concept living area & kitchen with separate dining room. Two-car attached garage and storage shed. Standby automatic generator. Adjoining additional 5.78 acres available. Owner is a Vermont licensed Real Estate broker.

Listed by Kenneth Spicer of Chimney Hill Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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58 Snow Vidda Loop Dover VT 05356

Dover, VT58 Snow Vidda Loop

Price$475,000

Est. Mortgage: $/month

MLS Number 4834004

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 1,950
  • Construction Existing
  • Bathroom 3

What an opportunity! This beautifully renovated and maintained chalet sits adjacent to the Mount Snow ski resort, with direct access to the main base area via the parking lots. You won't find a better location at this price point. On a wooded and private lot, with easy access off a paved road, and a babbling brook behind, affording an idyllic year round retreat. Memories will flood back to you of days gone by as you step back in time in this perfectly maintained 70s style ski bungalow. Featuring a large open floor plan with beautiful picture windows and natural light, a wood burning stove, retro kitchen, apres ski bar area, exposed wooden beams, large dining space, awesome light fixtures, main floor master with half bath, guest bedroom, tiled full bath, two lower level bedrooms with full bath and tiled shower, spacious family room for entertaining, an additional rear entry for coming in from the snow with gear, lots of closet space, tremendous rental potential, huge double decks, and a cul-de-sac driveway allowing plenty of parking.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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65 Todd Hill Road Winhall VT 05340

Winhall, VT65 Todd Hill Road

Price$475,000

Est. Mortgage: $/month

MLS Number 4816002

  • Residential Single Family
  • Bedrooms 5
  • Square Feet 2,648
  • Construction Existing
  • Bathroom 3

4 bedroom contemporary home just minutes to Stratton Mountain. 1.2 acres of private land with mountain views. Open floor plan and cathedral ceilings in the great room which encompasses the dining room, kitchen and family room. Sun room is just off the dining room with access to the rear deck. Upstairs offers a spacious master suite with private bath and additional bedroom. The main level has a second master with an en-suite bath and two guest rooms with an shared bath. For apres ski there is a relaxing spa on lower level with sauna and jetted tub.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

71A Greenspring Road Dover VT 05356

Dover, VT71A Greenspring Road

Price$475,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4835462

  • Condo
  • Square Feet 2,856
  • Bedrooms 4
  • New Contruction Existing
  • Complex Greenspring

This Greenspring townhome has all the charm of a true Vermont woodsy lodge, with all the ease and amenity of a condo. Located across from the Mount Snow ski resort, with breathtaking trail views, sits the Greenspring community, tried and trusted with updated amenities and direct shuttle service to and from the mountain. Each building is on a private drive affording ample parking and privacy from the road. This particular 4 bedroom, 4 bath townhome features a large vaulted great room with desirable southern exposure and lots of light, natural woodwork on the ceiling and wood burning fireplace, an open concept kitchen with breakfast bar and updated appliances, main floor bedroom and bath, 2 upstairs master suites, a lower level bunk room and bath, a fully updated family room with game room, rustic barn door feature, new carpet, and sauna, an outdoor hot tub, a spacious for gear mudroom, large deck for entertaining and taking in the view, and covered front porch with ski locker where the association stacks wood for you. Numerous closets for owner storage as well since these have great rental potential. This comes with the amazing and updated amenities including indoor pool, full gym, game room, 2 tennis courts, on site management, and Greenspring dedicated MOOver shuttle. The management company landscapes beautifully all summer, maintains meticulously during the snowy months, and constantly keeps up with maintenance to keep owners happy.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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64 Two Brook Drive Wilmington VT 05363

Wilmington, VT64 Two Brook Drive

Price$475,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4843448

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

Beautiful custom build just off the back of the Haystack Golf Club, and a short drive from both Hermitage and Mount Snow ski resorts, as well as the nearby motorboat lakes. This beautiful 2013 build sits on a quiet 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, literally faster to the Hermitage by snowmobile than by car. Inside the home features a large open concept main level living area with wood floors, gorgeous gas fireplace with rustic mantel, 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. Less obvious features are the dual driveways for plenty of parking, carefree maintenance, and great undevelopable land buffer behind the home for additional privacy.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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 January 21, 2021.