Ski Home Realty Logo

Whitingham Homes with Virtual Tours

Scroll down to browse all homes in Whitingham, Vermont that feature virtual tours. Select the "Virtual Tour" button below a listing to view the tour. Keep in mind, some listings may have virtual tours coming soon! 

Whitingham Homes for Sale with Virtual Tours

Contact Ski Home Realty if you have any questions or if you are interested in a specific property. Register with our site to save your favorite Whitingham homes with virtual tours and to receive email notifications when more homes with virtual tours are added.

Click here to view all Whitingham VT real estate.

338 Dix Lane Whitingham VT 05361

Whitingham, VT338 Dix Lane

Price$865,000

Est. Mortgage: $/month

MLS Number 4862610

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 4,358

If you are looking for end of the road privacy, complete quiet with 121+ acres, spectacular views, swimming pool, pasture, and a beautiful spacious home, look no further. The interior of this lovely home provides the charm of Vermont country with bead board, wainscot, beams, an antique wood cookstove, three fireplaces, and wood floors. While enjoying the grounds, you may find respite in the shade of the mature trees, or strolling your private trails to the brook or beaver dam, blazing snow trails in the winter, sitting around the large stone outdoor fireplace while gazing at the brilliance of the night sky. This is a very special property which offers more than you can imagine. The original home dates back to 1790 and was completely renovated and up-dated in the 1990's and more recently the current owners converted the barn into added living space. Renovations included most everything from the foundation through to the new slate roof, electric, heating system, central air conditioning, an in-ground heated swimming pool, country kitchen with large island and so much more. All this with added updates including large windows, modern appliances, spacious rooms, and custom built-ins. Come see to appreciate the peace, privacy and solitude. You will never want to leave this special place.

Listed by Arlene Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

453 VT Route 112 Whitingham VT 05342

Whitingham, VT453 VT Route 112

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4861221

  • Residential Single Family
  • Village Jacksonville Village
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

This special property has so much to offer! Situated on over 23 acres with lush fields, organic fruit trees, trails, river access, direct southern exposure, barn, workshop, and a beautifully finished Timber Frame home just for starters! Unassuming from the main road enter by the gravel driveway on the side of an open meadow with no sign of the house, garage or workshops from the road. A short drive up is a large climate controlled commercial grade shop with 18ft ceilings currently housing the owners business, wood working shop, machine shop, garage space for 4+ vehicles, office and lots of storage. A great building that would lend itself to so many uses- could easily be transformed into a recreational building, a place for hobbies, home business ( high speed internet is available) storage for boats, snowmobiles and toys. There is also a 24x24 2 story barn. As you sweep up the driveway the house becomes visible at the top of the hill over looking the open field. An impressive Timber Frame constructed home with open concept, 2 story brick fireplace, skylights, loft, sunroom, decks, formal dining room, eat in kitchen, gorgeous views ( under ground power) and primary suite with balcony! A 2nd ensuite bedroom is on the main floor. The lower level is currently unfinished but is framed and plumbed in for an additional bedroom and 3/4 bath. A drive under 22x36 garage with 9 ft ceilings and radiant heat could easily be more finished space. Whole house automatic generator. Must See!

Listed by Jacki Murano of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3358 Vermont 100 Whitingham VT 05361

Whitingham, VT3358 Vermont 100

Price$579,000

Est. Mortgage: $/month

MLS Number 4871757

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,108

A new life in Vermont starts here! This amazing home has so much to offer! Picture yourself all summer, rocking on the huge wrap porch, gazing at the view all day and stars at night. Or move to the back and sit in the gazebo and ponder the lovely pond with a lighted fountain, surrounded by groomed grounds and catch the hillside breeze. The kitchen is large enough for more than one cook, so invite your friends to join in the fun..be careful, they will come often and stay long.. The dining room opens with glass doors to the living room where you can gather around the pellet stove on chilly nights, entertain all year and flow out to that gorgeous Farmer's porch. Slip away to the secret hang out hidden by the incredible high ceilinged, well thought out workshop that could double as a garage. Tuck away at the "bar" and play games or chat the night away. This will fit a large family, a cluster of friends, a gaggle of guests or just enough extra rooms for hobbies. Ski, hike, boat or just be lazy and read a book. Every inch of this home says "love me." Enjoy the best of both worlds! If you have ever wanted to come to Vermont to run a Bed and Breakfast, this is a great opportunity. Currently being operated as a B&B, this home has a great history with 5 bedrooms, 5 baths and lovely large living and dining rooms. What an amazing home to decorate and enjoy your holidays! Open your hearts to Vermont and your home to your friends! Masks and sanitize, please.

Listed by Christine Lewis of Brattleboro Area Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

184 Corse Road Whitingham VT 05361

Whitingham, VT184 Corse Road

Price$447,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4849842

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,343

Built circa 1865 and sitting pretty atop the Green Mountain Meadows of Southern Vermont on 89.7 acres of open meadow and woodland is this beautiful farmhouse. It has been owned by the same family since the 1940's and is lovingly know to all as "High Pastures.” This property boasts the perfect combination of farmhouse charm plus an addition added in the 1960's which has served it's family well for generations. This residence works well for multifamily ownership. The bedrooms are on both ends of the home with the middle of the home as the hub of living space. The house includes a formal dining room, a country kitchen and large living room with a fireplace. Off of the spacious living room is a seasonal sunroom. There is an attached workshop plus a two car garage. This lovely homestead is on a quiet country road with a working dairy farm as its neighbor. The land across from the house is in conservation meaning no home will ever be build on it. Properties like these do not come around often. Don't miss your opportunity to own your own piece of serene country living.

Listed by Monica Sumner of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Hebard Hill Road Whitingham VT 05361

Whitingham, VTHebard Hill Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4843219

  • Land
  • Acreage 20
  • Area Abuts Conservation
  • Utilities None
  • Water View

Exceptional land located at the top of Hebard Hill on the Wilmington town line. Expansive and amazing views of the ridge lines and Lake Whitingham to the south, Mount Snow and the Green Mountain Range expand out to the west and north. This offering is one parcel with 14+ acres with an addition of 6+- acres from adjacent land with a boundary line adjustment. The spectacular views and privacy will be retained. Nowhere can land like this be found in southern Vermont with an almost 360 degree view of the mountains and lake. The land includes pristine forests with mature trees and westerly clearing. What a spectacular site for a private estate close to town, mountains, lake and skiing on 20-+ acres. A written engineers letter of opinion for septic system is on file. Perc tests were completed in 10/2019 and location for septic is identified on the 14 +acre parcel. The owner will complete the survey and boundary line adjustment in agreement with the buyer and is willing to include a state approved permit with engineered design at closing.

Listed by Arlene Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

201 Vt Route 112 Whitingham VT 05361

Whitingham, VT201 Vt Route 112

Price$399,000

Est. Mortgage: $/month

MLS Number 4857469

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 4
  • Square Feet 5,183

This property is just what you have been waiting for. Take advantage of this retail opportunity in a beautiful setting with a 2 story home attached to live in while running a business or renting for extra income. This was home to Honora Winery Retail space. The next plan was the brewery but plans changed, now all the pieces you need are here to run it yourself! The brewing equipment is not included in this price. Price separately. There is much potential in this retail store space, and what's more it all sits on 14 plus acres. Jump at this rare chance before its too late!

Listed by Monica Sumner of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

73 Sprague Brook Road Whitingham VT 05340

Whitingham, VT73 Sprague Brook Road

Price$375,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4867513

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 1
  • Square Feet 1,512

This vintage cottage often referred to as the Kingsley Estate, is an idyllic country get away and sits on a very special piece of Vermont with 128 acres of trails, fields and expansive private brook access! Explore your own haven on miles of trails with wooden bridges, waterfalls and natural pools carved in stone by day. In the evening, relax on the farmers porch overlooking the fields or 3 season room looking out towards the Sprague Brook. The house has 4 bedrooms and 1 full bath with the potential to add a 2nd bathroom or primary suite on the 2nd floor. Nice wood floors, sunny living room and antique home charm but suitable for full time living as well with oil heat, drilled well and attached garage. An additional 24x16 barn makes a great workshop or studio space, home for animals or toys! The entire package ( house, barn and all acreage) is offered at $375,000 or offered at $219,000 for the house, barn and 3 acre homesite. Land in current use.

Listed by Jacki Murano of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

656 Allard Road Whitingham VT 05361

Whitingham, VT656 Allard Road

Price$289,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4872691

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,000

Country colonial on 16.6 acres of beautiful land that features open meadow, stonewalls and acres of woods to explore and hike. The house has undergone extensive renovations over the past many years by the present owner. Hardwood floor throughout, spacious country kitchen with breakfast nook and bay window that views out over the yard, formal dining and living room. Four spacious bedrooms on the second floor plus third floor finished living space perfect for home office, arts and crafts or storage. Enclosed rear porch 40x10 provides fantastic gear storage and mudroom entry with laundry area. The property has tremendous road frontage on both sides of the roadway, offers total privacy from neighbors, room to expand, build a garage or barn or sub-divide the property. Nice country location that provides privacy yet is so convenient to skiing, boating, swimming, hiking, and all other area activities that the area has to offer!

Listed by Monique White of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

290 VT Rte 112 Whitingham VT 05342

Whitingham, VT290 VT Rte 112

Price$249,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4833678

  • Residential Single Family
  • Village Jacksonville Village
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

4+ bed/4 bath Jacksonville Village Farmhouse on 9 acres! Built in 1840 this home has history and character. For almost 20 years until the late 90's the attached barn was home to The Jacksonville Tavern the first (and only!) bar in town. Many of the original fixtures, including the bar are still in place. The upstairs of the Tavern, originally restaurant seating is a great place to hold a function or could make the ultimate rec room above the bar. The home is in the typical style of the period, a center staircase from the front entry, living room to the right and formal dining room with fireplace to the left. There is a full bath with claw foot tub and main floor bedroom. Upstairs there are 3 additional bedrooms, bath, tons of storage and the center hall is plenty large enough to be an office or den. High speed internet in place here. Located on scenic Rt 112 only 20 minutes north of Greenfield MA the drive from the south takes you through large farms and apple orchards and past road side stands with fresh farm produce. 15-20 minutes north are the shops and restaurants of Wilmington, lakes and Mount Snow skiing. Jacksonville Village is a quint and picturesque has it's own general store, wine and cheese shop, artists studios and Honora Winery. The land has open field, stone walls, wooded areas and is bordered on one side by a year round brook. The house is ready for some TLC but the floor plan, acreage, Tavern, fireplaces and wood floors are certainly worth the sweat equity.

Listed by Jacki Murano of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

73 Sprague Brook Road Whitingham VT 05340

Whitingham, VT73 Sprague Brook Road

Price$219,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4867519

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 1
  • Square Feet 1,512

This vintage cottage often referred to as the Kingsley Estate, is an idyllic country get away and sits on a very special piece of Vermont with fields and private brook access with natural stone pools! Relax on the farmers porch overlooking the fields or 3 season room looking out towards the Sprague Brook. The house has 4 bedrooms and 1 full bath with the potential to add a 2nd bathroom or primary suite on the 2nd floor. Nice wood floors, sunny living room and antique home charm but suitable for full time living as well with oil heat, drilled well and attached garage. An additional 24x16 barn makes a great workshop or studio space, home for animals or toys! The entire package ( house, barn and all 128 acres-in current use program) is offered at $375,000 and is listed as MLS#4867513 or offered at $219,000 with the house, barn and 3 acre homesite. Subject to seller sub dividing 3 acres off of the whole.

Listed by Jacki Murano of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

73 School Street Whitingham VT 05361

Whitingham, VT73 School Street

Price$189,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4868851

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,784

Quite a gem located on the Sadawga Brook! This home has been renovated with love over the past 17 years. While preserving the antique character, the owner installed new systems, new windows, added a standing seam roof, exposed the beams, rebuilt stone walls, and so much more. The sound of the brook, flowing over the rocks and waterfall, provides solitude on this quiet residential street. The interior exudes charm, with 15 ft ceilings, exposed beams, large windows, new kitchen, bath with an amazing cast iron soaking tub, and spacious enclosed front porch/sunroom. The exposure provides lots of sunshine and easy care grounds so there is plenty of time to enjoy three area lakes, all less than a five minute drive or lovely walk. Enjoy paddling, boating, swimming, fishing and more on the lakes. If you dream about a 'Soho loft' but want to live in Vermont, this is for you! This charming home is a must see for open concept living on a brook with an artistic flare. There is also tremendous potential to finish the walk out basement into a studio- yoga, painting, or whatever you desire.

Listed by Arlene Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Hebard Hill Road Whitingham VT 05361

Whitingham, VTHebard Hill Road

Price$155,000

Est. Mortgage: $/month

MLS Number 4807288

  • Land
  • Acreage 10
  • Utilities None
  • Zoning RU

Fantastic Views and private building site on the lovely Hebard Hill, part of the original Hebard Hill Farm. Land here is rarely available with a convenient location off Route 100 and large parcel owners have held this land for years. Land rises to 1920 feet for beautiful mountain views. Build your dream home with forever views. Located on the Wilmington/Whitingham town line.

Listed by Arlene Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 August 2, 2021.

 
snowy mountain trees

ExploreVermont

View all