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Whitingham VT Real Estate

Whitingham is a town located in the Windham County of southern Vermont. Though small, Whtingham has a vibrant community that embraces the town's heritage and charm. Whitingham’s village center is registered as Whitingham Village of Historic District and is listed on the National Register of Historic Places. Many come to Whitingham throughout all 4 seasons to enjoy the beautiful, scenic views including those found on Lake Whitingham. 

Search the latest real estate in Whitingham, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

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2731 Collins Road Whitingham VT 05361

Whitingham, VT2731 Collins Road

Price$1,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4926387

  • Residential Single Family
  • Square Feet 2,976
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Custom built log cabin nestled on 16+ acres not far from skiing in Vermont and skiing in the Berkshires. Open meadow views can be enjoyed from either the covered porch or deck. Magnificent stone walls welcome you into the property and are carried through the lower level patio with custom stone features and fire pit. A true outdoor oasis. Two car garage opens into the house and provides plenty of space for cars and toys and has additional space on the 2nd level. Enter through the mudroom and the home opens up to a large great room, kitchen and dining area with a wall of windows and wood burning stove. Outdoor deck is great place to BBQ just off the living area. First level primary bedroom is well appointed. Upstairs you will find a loft with sitting and office area and two additional bedrooms and bath. Lower level is an oversized play room with TV area and the current owners have an additional sleeping room with full bath. The lower level walks out the outdoor patio with a great entertaining space for parties.

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

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

952 Burrington Hill Road Whitingham VT 05361

Whitingham, VT952 Burrington Hill Road

Price$849,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4915641

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,322

Nestled comfortably at the end of a majestic winding driveway, one will find this beautiful private paradise with stunning water views. This spacious home is perched on a gentle slope, with three bedrooms and three bathrooms upstairs, and a large open-concept in-law suite on the lower level plus 1 bedroom. High-end finishes abound throughout the home, from the granite counter tops, to the solid wood doors and natural woodwork. The many windows allow for natural light to stream in, connecting the home to the lovely outdoors on which it is situated. Winter nights can be spent cozying up by the propane fireplace in the living room. Downstairs, the wet bar and billiards table make for a great entertainment space. The attached heated two-car garage is the perfect antidote to Vermont winter weather, with a second garage for added storage and an additional large, heated barn with a workshop. There is also a full-house generator on site. The deck and stone patio overlook the pond with its waterfall feature and surrounding wildlife, creating the perfect space to relax and reflect in the mountains of Vermont. A must see!

Listed by Monica Sumner of Skihome Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

267 Academy Road Whitingham VT 05342

Whitingham, VT267 Academy Road

Price$699,999The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4937897

  • Residential Single Family
  • Village Jacksonville Village
  • Construction Existing
  • Bedrooms 12
  • Bathroom 5

Located on the VAST Trail network this property might be used as an Air B&B, possible Bed & Breakfast, Multi-Generation, Multi-Family, Lecture, Workshop , Club or Retreat Center on 30+/- acre. It has a large living room room and dining area, kitchen, 12 bedrooms. 5 Bathrooms, various sitting areas, lofts, multi-use room and full lower level walk-out (1BR private apartment already exits, along with a craft room, family room, utility room w/ full sprinkler system and work shop). The whole building can be nicely divided into 3 different living areas if desired. Chicken coop, garden area, woodshed. beautiful covered porches, 2 car garage, walking trails and a pond. Easy walk to the village center. This would make a wonderful full time home, vacation home, Yoga, Snow Mobile Club, Meditation or Family retreat center. Must be seen to be believed 7,400 sq. ft. located at the end of a dead end road close to golf courses, slopes and lakes!!!

Listed by Janet Boyd of Boyd Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4840 VT Route 100 Whitingham VT 05361

Whitingham, VT4840 VT Route 100

Price$539,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4930897

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,248

Dream of owning a renovated Vermont Farmhouse? This home is everything you have pictured and more! Offered publicly for the first time in a century, this charmer is perched grandly on a knoll in a bucolic setting surrounded by rolling meadows and foliage vistas. Enjoy stunning sunrises from the east including from the farmer's porch and beautiful sunsets on the west side. The front of the house faces directly south and the entire property has great exposure. Drive through stately Maple trees as you approach the house to park in your heated two-car attached garage. Spacious modern kitchen open to the dining area with old-world touches including an authentic wood cook stove and large walk-in pantry/laundry in addition to all modern appliances. Primary suite with a walk-in, full bath, built-ins, a 2nd bedroom/den, and a living room with a picture window ( facing east for those sunrises) are all located on the main level. Upstairs are 3 additional guest bedrooms including an ensuite and a 3rd full bath for a total of 4/5 bedrooms and 3.25 baths! Plenty of room for large gatherings and all of your loved ones. Much of the home boasts honey-colored wide spruce flooring and ample windows for taking in the gorgeous setting and natural light. Central vacuum, manual transfer switch to whole house generator can be utilized, paved driveway, workshop/attached shed in addition to the heated garage. The home will transfer with 1.3 acres with the 170 +/-surrounding acres put in conservation.

Listed by Jacki Murano of Southern Vermont Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

7451 VT Route 100 Whitingham VT 05361

Whitingham, VT7451 VT Route 100

Price$409,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4897309

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,600

Looking for that special place in the mountains next to a lake? Look no further. Completely renovated top to bottom with new roof, windows, siding, insulation, foundation, sheetrock, kitchen and baths. Located just a half mile to the Whitingham boat launch and less than that the kayak launch. Views from almost every window. Renovation completion date is spring of 2022.

Listed by Richard Caplan of Deerfield Valley Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

443 East Road Whitingham VT 05361

Whitingham, VT443 East Road

Price$349,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4927417

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 885

Adorable and cozy log home on 10 beautiful private acres very close to Harriman Reservoir and Lake Sadagwa. Featuring 2 bedrooms (1 loft style), open concept living/dinning/kitchen with lots of natural woodwork and beautiful oak floors. There is a full unfinished basement for extra storage. Relax out in the screened in porch in the evenings and listen to the sounds of nature. The 10 gorgeous acres has a small trail network that can be used for ATV-ing & hiking in the summer and snowmobiling & snowshoeing in the winter. Don't be surprised if you see a moose at the large beaver pond that extends on to the property in the back. A nice year-round stream runs across the land. Jump on the snowmobiles and hit the main VAST snowmobile trail right down East Rd at Fuller Hill Rd. No trailering needed. There is a 1 car garage with 2 attached sheds for all the tools and toys. There is a nice level yard area with a great firepit for those S'more evenings. About a 25 minute drive to Mount Snow and Wilmington center is about 10-15 minutes away. If you've been looking for that private log cabin in the woods of Vermont, you need to check this one out! ***Enter East Rd from Faulkner Rd. not from Fuller Hill Rd.***

Listed by Chad Lackey of Deerfield Valley Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2027 Burrington Hill Road Whitingham VT 05361

Whitingham, VT2027 Burrington Hill Road

Price$265,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4937592

  • Land
  • Acreage 25
  • Utilities Telephone At Site
  • Zoning Rural Residential

Once in a lifetime chance to own a beautiful 25 acre parcel of land in a picturesque setting. The existing 1820's farmhouse is likely a total rehab, but this buildable lot would be an ideal location to start. Surrounding the house is a mature Maple tree stand, stunning stonewalls, and spectacular year round view. Snowmobile and cross country skiing trails run through the back corner of the property and are well maintained by the local club. 5-minute drive to Lake Sadawga and Lake Whitingham and 25 min to Mt Snow or Berkshire East.**Delayed Showings until 12/5/2022**

Listed by Kristen Breeden of Southern Vermont Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

123 Birdville Road Whitingham VT 05361

Whitingham, VT123 Birdville Road

Price$259,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4938517

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Square Feet 1,224
  • Bedrooms 2

2 bedroom 2 bath chalet nestled on 7.30 acres with easy access off Route 100. Features include a family room with gas stove, 3/4 bath with laundry, open concept living/dining room with woodstove and galley kitchen - all on the main level. Natural light due to plenty of windows. 2nd floor has 2 bedrooms, full bath and a storage room. The back yard has plenty of space for a garden. Beautiful stone walls. Stone walkway from above parking area to the house. Unfinished basement with workshop and utility area with concrete floor and exterior access. 4 sheds/outbuildings on the property. Easy commute from I-91 and a short drive to Wilmington center and Mount Snow ski area.

Listed by Jennifer Densmore of Deerfield Valley Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

754 Allard Road Whitingham VT 05342

Whitingham, VT754 Allard Road

Price$240,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4940935

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 936

Nestled in the quiet town of Whitingham VT this cozy ranch house has so much to offer. This house has an updated kitchen will all new appliances and new flooring. Have a nice cup of coffee and look out your window to the large backyard with endless possibilities of use. The backyard will be great for a big size garden, a small farm, or other recreational activities. On the property you will also find a tool shed, chicken coop, and a barn with multiple stalls to include a lean-to for horses. The area is filled with endless activities for the outdoors adventurer such as: hiking, skiing, snowshoeing, fishing, hunting, boating, swimming, mountain biking, and anything else you can dream up. The VAST snowmobile trail is accessible from the property.

Listed by Jon Tourville of BHG Masiello Brattleboro

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Bernard Road Whitingham VT 05342

Whitingham, VTBernard Road

Price$149,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4918858

  • Land
  • Acreage 10
  • Area Rural
  • Utilities None
  • Zoning Whitingham

This is a very special offering of an improved 10 acre (+/-) lot. Unassuming from the road, the property appears to be fully wooded but find the hidden trail at a break in the stone wall and head up the path! Pass apple trees, the spring house, more stone walls and come to a wooden gate opening up to 3 (+/-) acres of old farm field. Continue to the top of the field and be rewarded by beautiful mountain vistas towards Molly Stark State Park with a glimpse of the Mt Olga fire tower in the distance. A stunning location for a house sight with complete privacy and views but without the long drive or dirt roads that usually precede them. Located on a paved dead end road close to Jacksonville Village country stores, a bakery, wine bar and only a short drive to multiple area lakes, ski resort, State and National Forest camping and hiking. Greenfield MA, Brattleboro VT and I-91 are only 35 minutes away for easy commuting. Soil testing has been scheduled for early August and a potential buyer could have input into the house site location with a fully executed contract in place prior to site work. Currently part of a larger 13.08 acre homestead, the sale is subject to the issuance of a VT State Subdivision permit to separate the home and 3 acres from the lot being offered for sale. Subdivision and waste water testing to be done at current owners expense.

Listed by Jacki Murano of Southern Vermont Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Green Gate Lane Whitingham VT 05361

Whitingham, VTGreen Gate Lane

Price$100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4929198

  • Land
  • Acreage 3.1
  • Utilities None
  • Zoning Residential

Green Gate Lane, Whitingham, VT 05361 is in the Southern Green Mountains at approximately 1750 feet above sea level has cleaner air and plenty of precipitation too. Convenient to Village of Jacksonville and quintessential Vermont Village of Wilmington is 5 miles with a Walgreens, Shaws Grocery and many local shops , restaurants and services. Mt Snow(public) and Haystack (private membership) Mountains are nearby. Lake Whitingham is several miles away, fully recreational and wonderful seasonal asset that is free. Half hour drive to Brattleboro or Bennington, VT and Greenfield, MA Land purchase includes gravel driveways, Green Gate Ln entrance, underground electric and broadband feeds. Construction, wells, septics and landscaping are the buyers responsiblty. Homeowners association fee for plowing of snow, sanding for ice and driveway maintenance

Listed by Ralph Harvey of Listwithfreedom.com

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Stonehouse Road Whitingham VT 05342

Whitingham, VTStonehouse Road

Price$75,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4941419

  • Land
  • Area Rural
  • Acreage 43.2
  • Utilities None
  • Zoning Rural Res

If you are searching for peaceful property in Vermont, come take a look at this 42 +/- acres in Whitingham/Jacksonville, Vermont. The land is the star of this property. The older growth hemlock and mixed hardwood trees cover this land providing a lot of privacy and bustling with wildlife. A natural spring flows through the property to a wetland area. You will need to come see for yourself. You will be enjoying your private getaway before you know it!! Minutes to Mount Snow, Wilmington, Brattleboro and I-91.

Listed by Donald Koelsch of Deerfield Valley Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.13% last updated on 2023-01-26

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity

Copyright 2023 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 31, 2023 5:54 AM EST.

 

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