Southern Vermont Luxury Homes

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

Make your search simpler - Register with the site to save your favorite properties and notifications when new listings match your criteria. Signing up is free and will save you time.

28 Airport Road Dover VT 05356

Dover, VT28 Airport Road

Price$1,350,000

Est. Mortgage: $/month

MLS Number 4918578

  • Residential Single Family
  • Construction Existing
  • Square Feet 4,230
  • Bathroom 4
  • Bedrooms 4

Recently renovated custom home overlooking the Mount Snow Golf Course with winter views of Haystack and Mount Snow ski trails. The current owner has transformed an additional 1500 square feet in the walk- out lower level into a well-appointed Vermont getaway with a spacious playroom, custom- built wet bar, additional bedroom, full bath, laundry room and wine closet. The first level opens up to a warm and inviting living room with floor to ceiling stone fireplace and wall of windows capturing the winter views of the ski resorts. Chefs eat- in kitchen opens up the full-length deck overlooking the golf course. En-suite first floor bedroom and two additional bedrooms transform this home into a four bedroom four bath home with an additional bonus room on the 2nd floor which could be an office or another sleeping room, or both as it is today. The area offers skiing, biking, golf, snowshoeing, direct access to snowmobiling, hiking, boating at the lakes and so much more. Property has a direct path to the Mount Snow golf course for snowshoeing or cross country skiing right out your back door. 1 and half attached garage allows for room for the car and the toys. Snowmobile access.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 TourAsk A QuestionMore Details

35 Old Ridge Road Winhall VT 05340

Winhall, VT35 Old Ridge Road

Price$1,375,000

Est. Mortgage: $/month

MLS Number 4918457

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 4,826

Located in the High Meadow neighborhood at Stratton with convenient shuttle service to the mountain for skiing, this home is the perfect summer and winter place to be. Cherry wood floors throughout the main floor are complemented by the giant stone fireplace in the living room. Cathedral ceilings in the living room are met by a wall of windows and doors, bringing the outside in. The wrap around deck has a west facing lounging area, and a more private area directly accessed from the master suite. A second deck off the kitchen hosts the grill and summer dining area. The chefs kitchen is big, bright, and welcoming, with a butcher block island and expansive counter space. The walk in pantry and a guest powder room are off the kitchen. The oversized mud room has a built in bench. The main floor master suite is complete with a sitting room, and two bathrooms. The second floor has a mini master suite, with air conditioning throughout all spaces. The lower level has two large bedrooms that share a well designed bathroom, with separate shower and toilet rooms. The lower level family room with brick fireplace walks out under the deck for a covered patio feeling. An additional room with en suite bathroom is in the lower level. Generator transfer switch is installed. Central air conditioning. Shuttle bus to Stratton skier drop off area. Offering both seclusion and proximity to golf, tennis, hiking, skiing, dining, enjoy the best that mountain life has to offer. Showings to begin 7/4.

Listed by Christiane Carroccio and Steven Bryant of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 TourAsk A QuestionMore Details

11 East Village Circle Wilmington VT 05363

Wilmington, VT11 East Village Circle

Price$1,050,000

Est. Mortgage: $/month

MLS Number 4918450

  • Residential Single Family
  • Bathroom 6
  • Construction Existing
  • Bedrooms 4
  • Square Feet 4,072

Located at the base of the Hermitage Club at Haystack Mountain, minutes to Mount Snow, quaint village of Wilmington for shopping and restaurants, swimming and boating on Lake Whitingham, two area golf courses and miles of trails to hike and explore. Ideal Vermont family retreat, custom built home features 9+ foot ceilings throughout, spacious great room with custom stone gas fireplace, open kitchen/dining room with center island, pantry and mudroom room entry. Upstairs boasts a master suite with mountain views, an additional bedroom and bath. Stairs to a third floor bunk room with mountain views and powder room. Bonus second floor game room/den with a private staircase, its own powder room and views of the slopes at Haystack Mountain. Lower level features a bedroom, bunkroom, full bathroom, laundry room, lots of storage space, a second mudroom entry and an oversized 2-car heated garage. Covered front porch entry, rear deck for gathering and security system. Being sold mostly furnished.

Listed by Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 TourAsk A QuestionMore Details

93 Banning Road Brookline VT 05345

Brookline, VT93 Banning Road

Price$1,600,000

Est. Mortgage: $/month

MLS Number 4918233

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,700

Feel at ease the moment you arrive at this mountain top retreat located on Windmill Ridge. Unsurpassed captivating views east and west, surrounded by 15+/-private acres all combine to create a sense of peace.This exceptional property has been distinguished by the owner/craftsman and recently refurbished uniting distinctive design and custom millwork from locally sourced lumber; eastern white pine, white and red oak, cherry, ash and European larch (see notes). High ceilings, generous sized rooms, abundant windows and quality materials throughout create a space as lovely as the natural surroundings and seamlessly transitions between interior and exterior to the wrap around porch. Private access from the 3-bay, heated garage leads to the in-law apartment, which can also be incorporated into the house for additional space. A separate private guest house, with shop space below, is perfect for extended family and friends. Sited amidst well-designed landscaping and mature gardens, pond and stonework, enjoy the magnificent views from the east facing veranda, or sunsets from the covered porch. Additional features include high speed fiber optic internet, sauna, equipment shed, a variety of options for heat and AC, including 5 KW net metered solar, photovoltaic and heat-storing fireplace. The property is split between two towns, 7 ac. in Putney, including a separately deeded 3-acre lot. Delayed showings July 2nd.

Listed by Heidi Bernier of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 TourAsk A QuestionMore Details

318 Wonder Lane Jamaica VT 05343

Jamaica, VT318 Wonder Lane

Price$995,000

Est. Mortgage: $/month

MLS Number 4918047

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,763

Stunning log residence with views of Stratton Mountain and access to the Stratton Sports Center, this exceptional mountain getaway is just minutes from the Stratton Sunbowl and Resort. Cathedral ceilings, duel-sided fireplace, beautiful log accents and wood floors create a warm and inviting great room that opens to kitchen, dining, a spacious three season screened porch and large deck. Plenty of space for guests with multiple guest rooms, loft and finished lower level. Upscale kitchen brings ease to apr├Ęs ski and weekend barbeques! An oversized 2 car garage, mudroom and foyer entrance are designed for the mountain enthusiast.Finished bonus rooms great for workout space and home office. Mature and beautiful landscaping. Convenient to Resort, summer recreation, golf and the best swimming hole around! Make the trip to see this one ! Showings begin on Friday, July 1. at 1:00

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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

3 Rice Lane Winhall VT 05340

Winhall, VT3 Rice Lane

Price$1,050,000

Est. Mortgage: $/month

MLS Number 4917706

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,200

Capturing Stratton Mountain Views, this Exceptional Resort Area property, just 1 mile to the Stratton Access Road, offers a great location w/privacy and convenience to mountain recreation and the outdoors. A home for all seasons, the residence features what you are looking for whether you are a winter weekend warrior, or fall in love w/ Vermont summers & fall foliage. The attention to detail, multiple gathering rooms, wood floors, upscale lighting fixtures and 2 fireplaces create a warm ambiance.The floorpan is open & flows from the living and dining area to a contemporary family room w/cathedral ceilings, a second fireplace & natural light.A galley kitchen w/ separate breakfast/wine bar brings ease to entertaining w/living & dining that opens to a large wrap around deck.The primary suite w/beautifully tiled bath& additional 3 bedrooms share 3 baths. This spacious Mountain Getaway has all the space you need for large gatherings of family & friends:A large bunk room, sleeping loft, family room, office/work out room,& more!Lush gardens, end of lane privacy, outdoor space w/patio, hot tub, fire pit, deck & grilling area, You'll enjoy VT throughout the year. Oversized heated 2 car garage & ski room w/separate entrance . A 2016 renovation/addition makes this well-maintained property a rare opportunity. New cedar deck, siding, and roof, together with an efficient heating system,AC & radiant heat will be maintenance free for years to come.Don't miss this one!Showings begin June 30.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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

110 Old Town Road Winhall VT 05340

Winhall, VT110 Old Town Road

Price$850,000

Est. Mortgage: $/month

MLS Number 4916614

  • Residential Single Family
  • Square Feet 3,922
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Beautifully maintained move in ready mostly furnished home with view of Stratton Mountain. Conveniently located 2 miles from the Stratton Access Road. This property has everything the active family is looking for, and more. Loads of extra space for company, two fireplaces, family room, sauna, views and sought-after location in Winhall. Choice school town for education. Updated kitchen and floor to ceiling stone fireplace wood, tile and carpet flooring. Perfect for entertaining nice large outside deck ,the lower level Family Room hosts the second stone fireplace with pool table, a large laundry room, sauna, full bath and a private bedroom. Second floor has an En-Suite master while two more bedrooms share a full bath. Yes an attached 2 car garage well Just move in !

Listed by Michael England of Michael England Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 TourAsk A QuestionMore Details

877 Burrington Hill Road Whitingham VT 05361

MLS Number 4916695

  • Residential Single Family
  • Square Feet 2,830
  • Bedrooms 3
  • Construction Existing
  • Bathroom 4

This spectacular 3 bedroom, 4 bath home is situated in a beautifully picturesque setting that you don't come by often. As you wind down the long driveway one can't help but feel you've found your place of privacy and peace, where nature abounds. Carefully crafted and constructed by custom green builder for he and his family, this high quality and energy-efficient home faces south for passive heat gain. With room to roam on over 31 acres, consisting of three parcels of open meadows, mature plantings, established perennial gardens, vegetable garden beds, and acres of forests with trails for your enjoyment. There is also a solar greenhouse, tiny home & shed. The interior of the home features 9' ceilings and large, high performance windows bringing in gorgeous, natural lighting and offering lovely views. High quality touches, including stained oak trim, tile flooring to retain the warmth of the radiant heat, spa-like steam shower, marble bathroom floors, all intermingled with unique, salvaged and repurposed materials, such as refinished recycled doors, antique wood shutters from India for cabinet doors and stairs handmade from church pews. The kitchen, dining and living area open and airy and flow easily to the outside decks. On the second floor are three spacious bedrooms, including the primary suite with a walk-in closet and bathroom. On the top floor is a large family room and a basement that can be finished off. Close to lakes, skiing, hiking. Open House, Sunday 7/3, 11-2pm.

Listed by Prema Fitzpatrick of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 TourAsk A QuestionMore Details

2132 VT Route 30 Jamaica VT 05343

Jamaica, VT2132 VT Route 30

Price$800,000

Est. Mortgage: $/month

MLS Number 4916498

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,720

Own and live in your primary home while making income from the park! The West River Park - a vacation only (owners cannot use the homes for more than 6 months out of the year) mobile home community with 1300 +/- feet of West River frontage! Owner's home features three bedrooms two baths , living room & den both w/ gas fireplaces and a three season sun room overlooking the river as well as a detached oversized two car garage. Sale includes the 23 mobile home pads (20 are currently occupied) as well as the sellers meticulously maintained, on site, home. West River Park is convenient to both Stratton and Mount Snow ski areas. Many tenants use their home to ski in the winter or fish in the river in the summers. Live here free and, in addition, have great income from the leasing of each pad.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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

Captain Copeland Road Dover VT 05341

Dover, VTCaptain Copeland Road

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4915783

  • Residential Single Family
  • Square Feet 3,350
  • Bathroom 6
  • Construction New Construction
  • Bedrooms 3

This extraordinary architect designed (Daniel Gehring) off the grid Contemporary is sited on over 26 private acres with open meadow, stone walls, year round stream & beautiful views over local mountains to Mount Monadnock. The location is on desirable Captain Copeland Road and is just minutes to skiing, 4-Season recreation, music events & restaurants. The attached heated oversized 3-Bay garage has electric doors, basketball hoop, work area, I-Beam construction allowing for uninterrupted space & a 2nd level Office with Bath. This custom built home is light filled with walls of glass and numerous custom features throughout. Included: Formal Entry via covered walkway from the garage & Laundry Room; Huge Kitchen/Dining with Craftsmaid Shaker Cabinets, Quartz countertops, Russian fireplace with baking oven & honed bluestone bench/wood storage and huge glass doors that open inward to allow the outside in! Open to the kitchen is the Living Room with walls of glass framing the distant views; Den with picture window & door to the outside; 3 amply sized Bedrooms all with en suite Baths (Master has a walk-in closet). The 1st level also provides a Powder Room off the Kitchen. The lower level provides: Family Room, Full Bath, impressive utility room, Wine Room & Storage Room. There is a cute cottage on the property with electric, woodstove & sleeping loft. Whole house generator and 27 solar panels with lithium batteries complete the picture! NO DRIVE BYS!!!

Listed by Robert Doyle of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2022 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 July 6, 2022.