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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. ​Register 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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267 Academy Road Whitingham VT 05342

Whitingham, VT267 Academy Road

Price$789,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4834814

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

Multi-Generation, Multi-Family or Retreat Center on 33+/- acres. 12 bedrooms. 5 Bathrooms, various sitting areas, lofts, meditation room. The whole building can be nicely divided into 3 different living areas if desired. Chicken coop and woodshed. nice porches, 2 car garage, pond. Close to the VAST Trail and the village center. This would make a wonderful full time or vacation home or Yoga, Meditation or Family retreat center. Must be seen to be believed located at the end of a dead end road create your own run-a-way!!!

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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.3% last updated on 2022-05-12

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

32 Ick Road Whitingham VT 05361

Whitingham, VT32 Ick Road

Price$599,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4905245

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,284

The views from this property will knock your socks off! You can see both Lake Whitingham and Haystack Mountain from the deck and bedrooms. You can actually walk down to the lake for a fun day of swimming. Huge great room with windows galore, massive fireplace and built-ins. Kitchen and dining area with its own fireplace. Five bedrooms and 3 baths to accommodate a large family and friends. A wrap around deck is large enough for everyone to gather for morning coffee and evening BBQ's. The 10 acres are private and serene. Host a wedding with the stunning views as the backdrop or sit quietly with a specialty drink after a long week in the city. This house must be on your list!

Listed by Patti Long 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.3% last updated on 2022-05-12

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

143 Tyanoga Road Whitingham VT 05361

Whitingham, VT143 Tyanoga Road

Price$599,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4909447

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,516

Rare opportunity to own a waterfront home on 5 acres on Sadawga Lake just a short drive from the village of Wilmington, Harriman Reservoir, and the Mount Snow ski resort. This amazing four season property sits on a dead end road and has nearly 360 degree views out over the water and green mountains beyond, with sunrise views through the large picture windows. Enjoy tremendous fishing or boating thanks to a privately owned boat dock and water access, or ice fishing and direct VAST snowmobile access in the wintertime. The spacious log style home has rustic finished and great features including exposed natural woodwork throughout, a large open concept great room with floor to ceiling stone surrounding the wood burning fireplace, a large dining area which leads into the spacious kitchen with breakfast bar, mudroom entry, 2 main floors bedrooms and a full bath, an upstairs master suite with vaulted ceiling, second full bath, walk-in closet, and views of the reservoir, second living area in the loft, and a brand new wraparound deck to entertain and take in the vistas. There is tremendous additional potential in the large walkout basement which could accommodate an additional suite and living space and has a large owner closet. Recent upgrades include many new windows, the new deck, new w/d. Thanks to the 4 season nature, this could also be a strong rental when not in use. A true opportunity to have a special spot in Vermont with the best combination of year round use you can find.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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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: 5.3% last updated on 2022-05-12

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

393 Burrington Hill Road Whitingham VT 05361

Whitingham, VT393 Burrington Hill Road

Price$479,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4905768

  • Residential Single Family
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,700
  • Construction Existing

Stunning 2005 Adirondack style chalet on 11.5 private acres surrounded by four-season recreation! This spacious home boasts a great flow with an open floor plan, high ceilings and an impressive living room with a peaceful view out into the pines. Cozy up with a fire in the glass front wood stove in the winter, or open up the living spaces to the front deck in the warmer months. Well-appointed kitchen with island, ski light, ample storage, and counter space with walk-in pantry. The main floor primary suite has a walk-in closet, soaking tub, French doors, and a slider out to the deck. There is an additional bedroom, bath, and laundry on this level. The lower level has plenty of daylight and walks out to the lawn. A large family room, 2 bedrooms, full bath, mud room with build-ins, and direct entry to the two-car garage are also on this level. An additional detached garage is onsite for toy/boat/ snowmobile storage. VAST trail access is nearby as are multiple lakes and National Forest. A move-in ready home with acreage, privacy, garage, and over 3000 sq ft! Don't miss this one. Delayed showings until Sunday April 24th.

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

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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: 5.3% last updated on 2022-05-12

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$425,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4897309

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

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

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: 5.3% last updated on 2022-05-12

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

756 Wilmington Cross Road Whitingham VT 05361

Whitingham, VT756 Wilmington Cross Road

Price$359,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4906207

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,854

Been looking for that turn-key Vermont getaway? Well look no further! This 3 bed, 3 bath, newly renovated home has elegance and style. Use the spacious open concept kitchen, living and dining for entertaining or cozy up next to the fire in the great room. 2 bedrooms on the main floor with one doubling as somewhat of a guest suite with a separate entrance. Loft style primary suite upstairs with ample storage and office space. High speed state of the art internet via Starlink. So whether you're working from home, or home to hide from work, this modern farmhouse style chalet will keep you comfortable and entertained. Don't sleep on this one!

Listed by Tobin Twelves 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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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: 5.3% last updated on 2022-05-12

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

64 Gates Pond Road Whitingham VT 05342

Whitingham, VT64 Gates Pond Road

Price$229,000The price has recently decreased

Active With Contract

MLS Number 4895436

  • Commercial
  • Year Built 1920
  • Acreage 0.25

Looking for an investment property? Need more space for your home business or a home that also creates revenue? This 4800+ sq ft mixed use commercial building might just fit the bill. North River Hall is situated in the quaint Village of Jacksonville Vermont and was built by The Knights of Honor in the 1920's. The big open spaces originally home to social gatherings, plays and dances are now suited for just about any commercial or residential use you can think of! Most recently the property was home to the famed Stone Soldier Pottery with beautiful gallery and retail spaces on the main floor as well as office spaces, inventory rooms and 2 full bathrooms. For many years before expanding the store front, this floor also housed an owners apartment which could be reclaimed as a living space. The 2nd floor, originally the dance hall and stage, is currently a pottery studio with additional bath and office space. The 3rd floor has previously been used as a 2 bedroom apartment with a large open floor plan. The current owner added more space to house his kiln and a loading dock for easy shipping access off the parking area. Behind the building is a nice flat private lawn with river access. Offered for the first time in over 50 years North River Hall is ready for the next owner's vision and a bit of deferred maintenance. The outcome would certainly be worth the effort for this very special property.

Listed by Jacki Murano of Southern Vermont Realty Group

{$office->Name}


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: 5.3% last updated on 2022-05-12

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

64 Gates Pond Road Whitingham VT 05342

Whitingham, VT64 Gates Pond Road

Price$229,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4895437

  • Residential Single Family
  • Bathroom 4
  • Square Feet 4,800
  • Bedrooms 4
  • Construction Existing

Looking for an investment property? Need more space for your home business or a home that also creates revenue? This 4800+ sq ft mixed use building might just fit the bill. North River Hall is situated in the quaint Village of Jacksonville Vermont and was built by The Knights of Honor in the 1920's. The big open spaces originally home to social gatherings, plays and dances are now suited for just about any commercial or residential use you can think of! Most recently the property was home to the famed Stone Soldier Pottery with beautiful gallery and retail spaces on the main floor as well as office spaces, inventory rooms and 2 full bathrooms. For many years before expanding the store front, this floor also housed an owners apartment which could be reclaimed as a living space. The 2nd floor, originally the dance hall and stage, is currently a pottery studio with additional bath and office space. The 3rd floor has previously been used as a 2 bedroom apartment with a large open floor plan. The current owner added more space to house his kiln and a loading dock for easy shipping access off the parking area. Behind the building is a nice flat private lawn with river access-perfect for an evening around the fit pit with friends. Offered for the first time in over 50 years North River Hall is ready for the next owner's vision and a bit of deferred maintenance. The outcome would certainly be worth the effort for this very special property.

Listed by Jacki Murano of Southern Vermont Realty Group

{$office->Name}


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: 5.3% last updated on 2022-05-12

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

Hebard Hill Road Whitingham VT 05361

Whitingham, VTHebard Hill Road

Price$155,000The price has recently decreased

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

{$office->Name}


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: 5.3% last updated on 2022-05-12

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

1235 Parsons Road Whitingham VT 05361

Whitingham, VT1235 Parsons Road

Price$125,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4897947

  • Land
  • Acreage 10.5
  • Utilities Telephone Available
  • Zoning Rural Residential

10.5 acres with a drilled well and septic system already installed. Underground power to the site as well. There is an old mobile home that is currently hooked up to the well and septic. The mobile home is probably not salvageable or financeable either. Build that tiny home you have been wanting or replace with another mobile home or whatever works for you. There are options. Potential for nice local ridgeline views across the valley with some tree clearing. There is also a small cabin in the back woods for those times you need to escape from it all. A small brook runs along the front of the property by the road. Create your own trail system on your 10.5 acres for hiking, snowshoeing, mountain biking, etc. The VAST snowmobile trail is about 1/2 mile down Parsons Rd or you can zip across to Lake Hill Rd and pick up the trail there. The driveway is sort of steep at first but levels out more as you get up to the house site. Minutes to Jacksonville & Wilmington center, Harriman Reservoir, Mount Snow ski area and also a short drive to I-91 in Greenfield, MA.

Listed by Chad Lackey of Deerfield Valley Real Estate

{$office->Name}


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: 5.3% last updated on 2022-05-12

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

1153 Faulkner Road Whitingham VT 05361

Whitingham, VT1153 Faulkner Road

Price$85,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4904031

  • Land
  • Acreage 13.6
  • Zoning Residential

Charming sizeable lot just a short drive to two access points for Lake Whitingham on a quiet dead end country road surrounded by other large parcels. There is a roughed in driveway and partial clearing to show the potential view exposure. A nice location for privacy with easy access to nearby amenities.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

{$office->Name}


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: 5.3% last updated on 2022-05-12

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

337 Povery Row Road Whitingham VT 05361

Whitingham, VT337 Povery Row Road

Price$69,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4829601

  • Land
  • Acreage 3.33
  • Zoning residential

Beautiful 3.33 acre lot with outstanding mountain views to the west. Bright and sunny, a great site or solar, well maintained and mowed open grass land. This site will be good for livestock and small animals, plenty of room for a barn, maple sugar house and other out buildings. Close to the lakes, Deerfield River, Mount Snow and Haystack Skiing, Golf, Zip lines, and Vast trails for snowmobiling. The land is slightly elevated above the paved Town maintained Road. Soils testing was done in September 2020 and indicates that a 3 to 4 bedroom home can be built A great place to build your Log cabin or mini farm. One the of the better land parcels available. Make your move here! Must see this .

Listed by Mark Yule of Heritage Associates

{$office->Name}


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: 5.3% last updated on 2022-05-12

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

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 May 19, 2022.

 

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