Previous Previous ImageNext Next Image
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Wardsboro VT Real Estate

Situated in the Green Mountains, the town of Wardsboro is located in Windham County in southern Vermont. Much of the land of Wardsboro is dedicated to the Green Mountain National Forest which offers plenty of outdoor recreation and close by are the Mount Snow and Stratton ski resorts; both of which offer year-round activities. Included in the town are the villages of Wardsboro Center, West Wardsboro, and South Wardsboro. 

Search the latest real estate in Wardsboro, 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.

For more information, any questions you may have & to schedule a show, please feel free to give us a call or contact us online.

Route 100 Wardsboro VT 05360

Wardsboro, VTRoute 100

Price$2,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4969606

  • Land
  • Acreage 555
  • Utilities DSL - Available
  • PricePerSqFt 3963.96
  • Zoning RES

One of the largest non-developed parcels in the area located between two of southern Vermont's premier ski resorts. Only 2.5 miles to the main entrance to Mount Snow and less than 10 miles to Stratton Resort. Access is a roughed in access road off route 100. Ideal for a large-scale development with applicable state and local permits. The property rises gradually from the main road offering unbelievable long range North Westerly views that get better the higher you get on the property. The topography is gentle to sloping with many plateaus and tiered sites offering differing views, degrees of privacy and orientations. This is one of the largest private parcels in the area that backs up to a large section of the Green Mountain National Forest with easy access and is only minutes to both resorts and all the year-round recreational opportunities of the surrounding national forest in the heart of the Green Mountains. Preliminary engineering indicates favorable soils, slope, elevation and other site requirements for a large subdivision or cluster configuration for development. Other possible uses include an epic private compound or a legacy property. A rare opportunity for much needed residential development in Southern Vermont very close to skiing, snowmobiling, lakes for boating and fishing and other year-round recreational fun.

Listed by Chris Long of BHG Masiello Brattleboro

{$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: 6.9% last updated on 2024-02-22

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

20 Finkel Road Wardsboro VT 05355

Wardsboro, VT20 Finkel Road

Price$1,500,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4965068

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,741

Beautiful 18th century solid post & beam cape on nearly 260 acres has many original features including fireplaces, wood flooring and exposed beams. Large rooms and windows provide a wonderful place for gatherings. Recently updated roof and furnace. Property is a mixture of woodlots and beautiful open fields with trails going past streams, waterfalls and stone walls. Outbuildings include a barn, chicken coop, 2-car garage and a newer 40 x 60 metal barn for equipment & storage. Plus a one-bedroom guest house with a private deck & pool that could also be an Airbnb; ski resorts are only 20 minutes away. Land has frontage on three roads making it ideal for a private compound. This peaceful retreat has been in the same family for three generations and offers a rare opportunity to own a truly unique property.

Listed by David Brown of Berkley & Veller Greenwood Country

{$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: 6.9% last updated on 2024-02-22

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

23 Main Street Wardsboro VT 05355

Wardsboro, VT23 Main Street

Price$1,499,000The price has recently decreased

MLS Number 4982553

  • Commercial
  • Year Built 1882
  • Square Feet 5,922
  • Acreage 0.38
  • PricePerSqFt 253.12

This popular stop offers gas, deli, beer, wine, lottery, groceries, amazing sandwiches and meats for all to enjoy! The Wardsboro Country Store is located in the heart and center of downtown Wardsboro where Main Street meets Scenic Route 100. Predominately traveled by locals and people who are making their way to and from Mount Snow Ski Resort, the local rivers during the warmer months or the snowmobile trail during the colder months, this is one of the more traveled routes in Southern Vermont. Above the store is finished space that has been utilized as owners living quarters in the past or if you prefer, can rent it out for additional income. The store and additional outbuilding offer ample space to explore new ideas or opportunities. Upgrades to the foundation and main store front have recently been in the works with some ongoing renovations. If you're looking for an opportunity to live where you work and play, this might be the perfect fit!

Listed by Julie Lowe of Lowe's Real Estate,LLC

{$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: 6.9% last updated on 2024-02-22

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

334 Alzac Lane Wardsboro VT 05355

Wardsboro, VT334 Alzac Lane

Price$795,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4980778

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,860

Nestled atop a mountain, this charming Vermont ski home is a retreat that beckons. The cozy living room stuns with a two-story stone fireplace and flows seamlessly into the dining area where windows reveal breathtaking sunset views. The gourmet kitchen gleams with stainless steel appliances and granite countertops. The main floor features a finely appointed guest room and bathroom for your visitors' privacy and comfort. Upstairs awaits a spacious primary bedroom with ensuite, double vanities, and walk-in closet, a charming bedroom with rustic bunk beds and another full bathroom. The finished lower level is an entertainer's delight, with a sectional sofa, wood stove, and pool table opening to the backyard via French doors. The lower level boasts a fourth full bathroom and bedroom featuring log bunks for extra guests. This home's furnishings have been meticulously curated to envelop you in Vermont's rustic allure. When adventure calls, the spacious mudroom accommodates ski gear with custom storage and laundry. Attached two-car garage plans are in motion for even more convenience. Hop on your ATVs and explore via wooded trails. Lounge by the firepit under starry skies and Instagram the one-of-a-kind ski lift chairs. With a whole-house generator, standing seam roof, woodshed and circular driveway, this mountain-top sanctuary has every amenity while retaining its Vermont charm. Comfort and beauty intertwine seamlessly, this is Vermont living at its finest.

Listed by Monique White and Michelle O'Neil 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

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

470 Bills Road Wardsboro VT 05355

Wardsboro, VT470 Bills Road

Price$569,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4968137

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 5
  • Square Feet 3,058

A UNIQUE OPPORTUNITY TO OWN TWO HOMES ON ONE PROPERTY! This 6 bedroom, 4 bath quintessential farmhouse and 1 bedroom, 1 bath cottage situated on 1.1 acres is a rare find! Located in the quaint town of Wardsboro, ideally situated between the Mount Snow and Stratton ski areas, this home is perfect for large groups of family and friends, as well as an investor's dream with both the home and cottage being a very busy Airbnb! The main farmhouse features all the charm of the 1800's with gorgeous wide plank wood floors and large windows showcasing the spacious lawn area complete with perennials and a babbling brook running close by! The main floor with a sunny living room, large dining room opening up to a new deck for outdoor entertaining, the kitchen with new appliances and eat-in breakfast bar, a den with woodburning stove, and a large bedroom. The second floor has 4 bedrooms and another staircase leading up to the third floor bunk/game room. Right next door is a cozy one bedroom cottage with private patio, recently updated kitchen and bathroom. The spacious backyard with Adirondack chairs around the firepit is such a perfect setting for late night laughter around the fire! There's also a shed for all your outdoor toys. With many recent improvements such as whole house and cottage interior painting, upgraded electrical system and a whole house generator, this home and cottage is a must see!

Listed by Patricia Fitzpatrick of Skihome Realty

{$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: 6.9% last updated on 2024-02-22

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

326 Susan Lynn Lane Wardsboro VT 05355

Wardsboro, VT326 Susan Lynn Lane

Price$525,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4959216

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,872

Indulge in the sheer elegance of this remarkable home, featuring 4 bedrooms, each with its own private balcony, and 3 full baths. With a 2 car garage and a lightly finished walkout basement serving as an additional living space and game room, this residence offers an abundance of amenities. Nestled amidst a serene and wooded lot, this property provides the perfect blend of privacy and seclusion. Spanning over an acre, the expansive backyard offers a generous expanse of level, cleared space for all your outdoor activities, allowing the warmth of the sun to envelop you. If that's not enough check out the recently renovated clubhouse with a massive pool, tennis court and soon to come pickleball court. There is also direct access to the Vast Snowmobile Trails for plenty of winter fun too. A mere 10 minutes away from both Mount Snow and Stratton, while Bromley and Magic Mountain are only a short 30-minute drive away. With four exceptional ski resorts right at your doorstep, adventure awaits you every day. Embrace a hassle-free transition into your dream lifestyle, as this turnkey property is being offered mostly furnished. Your very own Vermont experience awaits, and the journey begins here! Don't miss out on this extraordinary opportunity. We look forward to welcoming you and helping you embark on your enchanting Vermont adventure!

Listed by Tobin Twelves of Skihome Realty

{$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: 6.9% last updated on 2024-02-22

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

891 Sheldon Hill Road Wardsboro VT 05355

Wardsboro, VT891 Sheldon Hill Road

Price$499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4984190

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,600

Absolutely meticulous chalet with rare 2+ acre parcel and easy access to both Mount Snow and Stratton. This home exudes the vibe of a true Vermont retreat. Inside you are treated to a large open concept main floor with natural woodwork and great natural light throughout. The centerpiece is a gorgeous kitchen island with natural wood top. This leads into the large open kitchen with updated appliances and warm antique wood stove. To one end is the booth style dining table, great for groups, and to the other is a cozy sitting area. This levels also has a mudroom, living room area open to the kitchen, full bath, laundry room, great for storing gear, utility room with updated forced air system and newer hot water heater. As you go upstairs the mood changes accordingly. White wood paneling brightens the space as well as large windows allowing in more light. There is a warm family room space, 2 guest rooms in addition to a large bunk room, and another full bath. If that still isn't the perfect combination of features for you, skip over from the front door to the party barn. This 2 car garage has been converted into a great hang out space for fun at home after skiing, or when others are asleep, complete with a wood stove, bar style seating, and a large wood/storage shed in the back. You may also join the HOA for pool use. Convenient access to skiing and easy access off a paved road.

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: 6.9% last updated on 2024-02-22

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

696 South Wardsboro Road Wardsboro VT 05355-4415

Wardsboro, VT696 South Wardsboro Road

Price$429,999The price has recently decreased

Est. Mortgage: $/month

MLS Number 4981278

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,404

PRICED TO SELL! Fabulous Southern Vermont Estate nestled between Mount Snow and Stratton Ski Areas! You'll have Grout Pond down the street as well as the VAST, Appalachian Trail (AT) and Long Trails. Plenty of Back Country Experiences available all year round! They say location is everything this property has everything and more. The Family room with a cozy fireplace, formal dining room, 4 bedrooms. This is a Perfect home for all seasons - amazing kayaking and world class golf course minutes away. Hiking in the Green Mountain Forest or Appalachian trail. If all that is not enough the property has an excellent rental history, so it can help pay for itself. What a great opportunity to own this home that sits on 6+ acres, surrounded by woods . This home is a perfect primary home or a vacation property.

Listed by Kimberly Matson of BHG Masiello Keene

{$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: 6.9% last updated on 2024-02-22

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

4 East Dover Road Wardsboro VT 05355

Wardsboro, VT4 East Dover Road

Price$425,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4915362

  • Land
  • Area Rural
  • Acreage 74.5
  • Utilities None
  • PricePerSqFt 5704.7

This 74.5 acre parcel has views, beaver ponds, walking trails, brooks, seclusion and all VT has to offer. Stonewalls throughout. A choice of building sites. Could have more then one home with subdivision (subject to permitting). Has been perk tested too. Huge Maple, Oak, Ash, Cherry and a variety of other trees. Great wood lot with certain trees ready to be harvested. Roughed in driveway, clearing continues for views, peace and serenity.

Listed by Deborah Amazon of Skihome Realty

{$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: 6.9% last updated on 2024-02-22

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

2552 Vt Route 100 Wardsboro VT 05355

Wardsboro, VT2552 Vt Route 100

Price$399,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4984902

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 2
  • Square Feet 1,728

A Southern Vermont chalet with so much to offer! With 6 bedrooms, evenly divided between two levels, this unique and stylish home has many updates and newer finishes! Great for hosting friends and family and allotting privacy to multiple families, or can connect the two levels for one large living space! A quaint pond, a relaxing fire pit, and a decent sized deck all provide ways to relax and enjoy the property outside as well! Easy access to TWO major ski resorts (Stratton and Mount Snow), hiking, swimming and all the area has to offer! Being offered mostly furnished, a list of exclusions is available. No showings February 23rd, 24th, 25th.

Listed by Amy Powling of BHG Masiello Brattleboro

{$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: 6.9% last updated on 2024-02-22

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

2705 Vt Route 100 Wardsboro VT 05355

Wardsboro, VT2705 Vt Route 100

Price$349,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4983334

  • Residential Single Family
  • Square Feet 1,473
  • Bathroom 2
  • Construction Existing
  • Bedrooms 3

This recently renovated colonial-style home boasts 3 bedrooms and 2 bathrooms. This house is very spacious and has a contemporary open-concept design. Situated above the picturesque Wardsboro Brook, the home offers breathtaking water and mountain views from the back porch, creating a serene and relaxing ambiance. The beautiful flat backyard provides ample space for both family and pets to roam, bbq on the fire pit and the river access adds an extra touch of tranquility. Adding to the home's charm, stunning stained glass windows can be found throughout, enhancing its aesthetic appeal. With its impressive renovations and desirable location, this colonial-style gem offers an ideal blend of comfort, convenience, and natural beauty. Conveniently located just minutes away from Mount Snow and Stratton ski resorts, this home allows for quick access to recreational activities. Additionally, Wardsboro's town center is in close proximity, ensuring convenient shopping experiences.

Listed by Jennifer Densmore 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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.9% last updated on 2024-02-22

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

61 Pam's Hill Road Wardsboro VT 05355

Wardsboro, VT61 Pam's Hill Road

Price$349,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4985865

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,140

Three bedroom, two bath home situated on 1 acre in the Snow Mountain Farms development, conveniently located between Mount Snow and Stratton! Open concept kitchen/living/dining with cathedral ceilings, beautiful stone fireplace and large windows that bring in ample sunlight. A recently built deck off the dining room is perfect for outdoor entertaining, along with a large hot tub for relaxation after a day of skiing! The level yard with a firepit is just right for gathering around on starry nights. Skiing, snowshoeing, snowmobiling, hiking, biking, boating, and fishing are all within driving distance, making this a perfect year-round getaway! The Snow Mountain Farms community also offers an indoor pool and outdoor tennis courts. Access to the VAST (snowmobile) trails are located within the development. This is a perfect home to enjoy everything Vermont has to offer!

Listed by Patricia Fitzpatrick of Skihome Realty

{$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: 6.9% last updated on 2024-02-22

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

Broker Reciprocity 

Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 February 27, 2024 9:23 PM EST

 

100 Acres in Burke

5 BR, Near Jay Peak, $1,999,000 Details

1852 Classic Farmhouse

6 BR, 204 +/- AC $1,995,000 Details

 

127 Acres, Barn @ Okemo

5BR Renovated Rustic $9,995,595 Details