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Wilmington VT Real Estate

The town of Wilmington is located in the Windham County of southern Vermont. Known for its plethora of boutique stores, Wilmington is a popular destination for shopping. Wilmington’s downtown area is vibrant with restaurants, art galleries, and historic buildings all among the Green Mountains. The town is surrounded by lakes and forests that offer outdoor recreation such as biking, camping, hiking, and swimming and is located 15 miles south of Mount Snow Ski Resort. Wilmington is home to a tight-knit community that embraces the unique charm of the town. 

Search the latest real estate in Wilmington, 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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29 Mountain Ridge Drive Wilmington VT 05363

Wilmington, VT29 Mountain Ridge Drive

Price$3,400,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4927913

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 7,000

A unique opportunity to get into a spectacular newly built timberframe home almost complete, with a builder on board ready to finish. The hard work has been done! Come into this home and either use the fixtures and finishes already bought and paid for, or pick your own, and be moved in within 4 months according to the builder. This sits on a 5 acre parcel with stunning ski trail views and direct Haystack golf course access, just down from the Hermitage Club, and 3 miles from Mt Snow. The Mountain Ridge community is newly developed and this is the first opportunity to enter this new prestigious location. The home itself features utter privacy with a great buffer of trees, planned stone patio, large rear deck to take in the scenery, and breathtaking stone walls and planned landscaping. Inside you are treated to a gorgeous open concept floor plan with vaulted great room, exposed post and beam joinery throughout with a Davis Frame custom timber frame kit, a floor to ceiling stone fireplace, gorgeous kitchen dining area with great light, main floor primary suite, main floor mudroom, guest suite and/or office space, dual upstairs suites, a large loft den, lower level theater space, family room, bunk room with attached bath, and spacious bunk room or guest suite over the attached oversized 2 car garage, with large doors and rear door for toys and snowmobiles. No expense has been spared in this construction and now you can come in for the fun part.

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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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.

442 Whites Road Wilmington VT 05363

Wilmington, VT442 Whites Road

Price$3,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4901528

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

Sunset Ridge, situated on 20+ acres with one of the most picturesque settings in our valley, with spectacular sunsets and mountain views. A custom Farmhouse built by The Wadsworth Company in 2017 with attached heated three car garage and detached two level timber framed barn with under ground tunnel connecting to the lower level of the home. Step directly from the garage into the spacious mudroom with antique brick floors and cubbies for everyone to keep their gear organized. Gourmet kitchen with Wolf stove and oversized island provides a great space for making warm waffles on a snowy weekend in Vermont. Wide plank, brushed oak floors and hand hewn beams in the ceilings give the home a mountain rustic feel but retaining the charm of the classic farmhouse. Warm up in front of the stone fireplace or retreat to the office/study for a great work - from- home space. Master bedroom and bath captures the magnificent mountain views. Two additional bedrooms are located on the second level. The finished lower level is a great space to escape and features the custom bunk room. Laundry is located on both the second level and full service laundry room on the basement level. Take your entertaining outside to the screened in porch with built in pizza oven and grilling station. The stone patio with fire-pit is enhanced with outdoor speakers and the best spot to capture the setting sun and the fireflies once the dark skies set in.

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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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.

441 Cold Brook Road Wilmington VT 05363

Wilmington, VT441 Cold Brook Road

Price$3,099,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4903260

  • Multifamily
  • Units 3
  • Bathroom 8
  • Acreage 30
  • Square Feet 6,862

The Brook Bound Inn is located 1,000 yards across the street from The Hermitage Club entrance and has operated as an annex to The Hermitage Inn for many years. In 2014 all of the three buildings were taken down to the studs and completely rebuilt into four-star lodging with fine furnishings, an outdoor pool with waterslide, tennis court, barbecue area, and DIRECT VAST access. This property has served for several years as an important summer- fall amenity to members of the Hermitage Club & local community. There are eight luxury rooms in the main building which include three 2 and 1 bedroom suites as well as 5 single rooms bedrooms with an executive kitchen available for the entire house to use ,as well as 8.5 bathrooms and a formal Dining Room, 5 fireplaces & an inviting living area. The chalet building is a 4 bedroom 2 bath decorated with antique barn board and the cabin is a vintage three-bedroom log cabin interior with all the charm of a Vermont get away. Each of the 3 Buildings has exterior Tesla and EV chargers for guests convenience and each have separate electric meters so seasonal rentals are done with ease. The charm and character as well as the condition and Location of this offering cannot be beat! See also MLS 4902848

Listed by Heidi Zizza 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

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.

441 Cold Brook Road Wilmington VT 05363

Wilmington, VT441 Cold Brook Road

Price$3,099,000The price has recently decreased

MLS Number 4902808

  • Commercial
  • Year Built 444
  • Square Feet 6,862
  • Acreage 30

The Brook Bound Inn is located 1,000 yards across the street from The Hermitage Club entrance and has operated as an annex to The Hermitage Inn for many years. In 2014 all of the three buildings were taken down to the studs and completely rebuilt them into four-star lodging with fine furnishings, an outdoor pool with waterslide, tennis court, barbecue area, and DIRECT VAST access. This property has served for several years as an important summer- fall amenity to members of the Hermitage Club & local community. There are eight luxury rooms in the main building which include three 2 and 1 bedroom suites with an executive kitchen available for the entire house to use ,as well as 8.5 bathrooms and a formal Dining Room, 5 fireplaces & an inviting living area. The chalet building is a 4 bedroom 2 bath decorated with antique barn board and the cabin is a vintage three-bedroom log cabin interior with all the charm of a Vermont get away. Each of the 3 Buildings has exterior Tesla and EV chargers for guests convenience and each have separate electric meters so seasonal rentals are done with ease. The charm and character as well as the condition and Location of this offering cannot be beat! See also MLS 4903260

Listed by Heidi Zizza 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

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.

4 N. Main Street Wilmington VT 05363

Wilmington, VT4 N. Main Street

Price$1,999,900The price has recently decreased

MLS Number 4911230

  • Commercial
  • Year Built 1934
  • Square Feet 5,340
  • Acreage 0.11

At the Junction of Route 9 and Route 100 sits The original Parmalee & Howe building established in the early 1900s. This deeply historic Wilmington Village property is the crown jewel of the vibrant downtown and has been painstakingly restored to Respect the past while bringing the building and all its functions into the current times. Most recently this building has been home to the wildly popular restaurant The Cask & Kiln with a seating capacity of 100 and 2 levels of dining and cocktail service. The main entry greets you like an old friend with the entry and its grand staircase servicing as a beautiful tribute to the buildings past and its previous occupants. On the left you have the main dining area with white table cloth service and the classiest bar in town with every service amenity you can think of. The kitchen itself is a work of art with the stunning copper wood fired oven being a premier piece for any chef. The kitchen is also thoughtfully laid out for ease of service . Upstairs you will find another beautifully appointed dining and bar area with custom built in Wine coolers complete with a historic Library ladder purchased from the Brattleboro Library. All equipment, furnishings, accoutrements, the name and of course the building itself are included in this once in a lifetime opportunity.

Listed by Heidi Zizza 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

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.

154 Haystack Road Wilmington VT 05363

Wilmington, VT154 Haystack Road, Unit 158,160,161,163,152,143

Price$1,350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4897553

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 3,433

Once in a lifetime unique opportunity to purchase this Friends or Family compound located conveniently close to the Hermitage Club and Mount Snow. Property consists of 2 Southland Homes one which is still an open pallet inside and one which is close to being complete. Each house also has an approximate 1300 sqft of basement space to be possibly finished in the future. In addition this package comes with 2 approved building lots and 4 Unapproved lots for extra space. This property is part of the Original Haystack Master Plan and has Vast access as well as is located just adjacent to the Haystack Golf course. Grab your snowmobiles and go out to dinner at the Stack restaurant or snowmobile to Hermitage Club for a day of skiing. Property has approvals for Public water and Sewer and sellers are willing to help facilitate you through the process of connecting. This really is a special opportunity to finish these houses to suit your own needs and build 2 more to sell or share. So many options here! See also MLS #4897577

Listed by Heidi Zizza 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

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.

154 Haystack Road Wilmington VT 05363

Wilmington, VT154 Haystack Road

Price$1,350,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4897577

  • Multifamily
  • Units 2
  • Bathroom 5
  • Acreage 3.25
  • Square Feet 3,433

Once in a lifetime unique opportunity to purchase this Friends or Family compound located conveniently close to the Hermitage Club and Mount Snow.Property consists of 2 Southland Homes one which is still an open pallet inside and one which is close to being complete. Each house also has an approximate 1300 sqft of basement space to be possibly finished in the future. In addition this package comes with 2 approved building lots and 4 Unapproved lots for extra space. This property is part of the Original Haystack Master Plan and has Vast access as well as is located just adjacent to the Haystack Golf course. Grab your snowmobiles and go out to dinner at the Stack restaurant or snowmobile to Hermitage Club for a day of skiing. Property has approvals for Public water and Sewer and sellers are willing to help facilitate you through the process of connecting. This really is a special opportunity to finish these houses to suit your own needs and build 2 more to sell or share. So many options here! See also MLS #4897553

Listed by Heidi Zizza of Four Seasons Sotheby's Int'l 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: 6.13% 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.

28 West Main Street Wilmington VT 05363

Wilmington, VT28 West Main Street

Price$1,295,000The price has recently decreased

MLS Number 4931600

  • Commercial
  • Year Built 1836
  • Square Feet 8,018
  • Acreage 0.5

A true once in a lifetime opportunity. Located in downtown Wilmington's historic district, The 1836 Country Store has been in the same family for 4 generations over 55 years. The original historic barn and home was converted into a country store in 1967 and has an amazing reputation selling Vermont goods, handcrafted chocolates, toys, kitchen goods, and more. That space is ~2800 sqft with 2 offices, 2 baths, and 2 stories. This offering also includes the adjoining two residential apartments with private entries, 2 bedrooms, 1 bath each, a second 1524 sqft commercial space currently occupied by the scrumptious Jezebels Eatery, and significant additional spaces which could be converted to further retail or residential opportunities. There is additionally a large private deeded parking lot accessible right from the amazing Rte 9 frontage. Thanks to tremendous long lasting income figures, this could be a tremendous opportunity for someone looking for their new lot in life, an investor looking to add to their portfolio, or even a creative mind looking to expand the already great business. Whatever category you may fit, this would be the perfect spot.

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

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.

167 & 171 VT Route 100 Wilmington VT 05363

Wilmington, VT167 & 171 VT Route 100

Price$1,090,000The price has recently decreased

MLS Number 4921217

  • Commercial
  • Year Built 1970
  • Square Feet 11,376
  • Acreage 1.8
  • NOI 56510

The Clock Tower complex has been a well-known Mount Snow Valley landmark for decades! This exceptional mixed-use opportunity is in a high-traffic location near four-season recreation! Boasting over 11,000 sq ft total including 11 income producing units throughout 3 buildings, fully rented with great income history! 7,000 sq ft Clock Tower building hosts 9 residential units ranging in size from 1 to 3 bedrooms. Many have been renovated with newer kitchens and baths, and all have wood floors. The basement has been stripped and cleaned and has potential as rentable storage, recreation or common areas. 2,000 sq ft "garage" or studio was completely renovated in 2019 including poured concrete floors, radiant heat, oversized garage doors on each end for easy pull-through access, office space, bathroom, all new electrical, plumbing, and heating systems. Currently used as an artist's studio this is a space that would lend itself well to a multitude of uses. The front commercial building consists of 1980 sq ft, once an established restaurant-currently home to a woodworking shop. Also newly renovated with office and studio space, poured concrete and radiant heat, new boiler, metal roof, and bathroom. All renovations are permitted and completed by qualified licensed contractors. Just north of Wilmington Village and south of Mount Snow with transportation to the resort on-site as well restaurants, shops and connections to Brattleboro, Bennington, and Amtrak for carless access from NYC.

Listed by Jacki Murano and Kelly Agrillo 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: 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.

115 Old Town Road Wilmington VT 05363

Wilmington, VT115 Old Town Road

Price$989,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4932824

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Square Feet 2,600
  • Bedrooms 5

Fabulous new construction. First floor features soaring vaulted ceiling, wood burning fireplace, open kitchen/living and dining, sliders to massive southwest facing deck. First floor master suite, 2 other bedrooms and a full bath complete this lovely level. Second floor features a large loft, 2 bedrooms and another full bath. 1300 square foot unfinished walkout lower level is being finished to include a bath, family room, game room, den and a winter entrance. 9.4 acres, mostly wooded, improved views with clearing. VAST trail access just up the road. 6 miles to The Hermitage Club, Mount Snow & the Village of Wilmington. Fully wired with fiber optic high speed cable/internet and fully alarmed with video monitoring

Listed by Richard Caplan 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: 6.13% 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.

11 Country Club Road Wilmington VT 05363

Wilmington, VT11 Country Club Road

Price$899,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4930454

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 3,876

Experience 1920's opulence with 2020's technology. This grand home has been painstakingly renovated top to bottom and restored to its original beauty while taking advantage of modern conveniences. You will find fully restored hardwood birch floors, detailed molding, original door hardware, glass French Doors, custom tile and marble work in the bathrooms and kitchen and so much more to make this a showroom home. Enter through the formal entry hall or off the back driveway to the mudroom and take in the light filled rooms. Your gastronome friends will be envious of the chef's kitchen with breakfast room, Carrara marble countertops, locally built custom 11' butcher block island, Jenn Air 6-burner dual fuel oven, beverage fridge, stainless LG refrigerator with instaview beverage door, custom stand mixer cabinet, built in drawer microwave oven and plenty of space for all your cooking tools. Entertaining is made easy with the formal dining room with tin ceiling, large living room with brick hearth for a wood or propane stove and a sunroom that opens to the 60 foot back deck. There are four bedrooms on the second floor, three baths and a laundry room. There are two large bedrooms attached by a bathroom on the third floor, both with Juliet balconies. Enjoy the advantages of in-town living, no car is needed to get to shopping, dining, entertainment and the Moover Bus. Only 10 minutes to The Hermitage Club and 15 minutes to Mount Snow.

Listed by Patrice Schneider of Four Seasons Sotheby's Int'l 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: 6.13% 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.

54 East Dover Road Wilmington VT 05363

Wilmington, VT54 East Dover Road

Price$885,000The price has recently decreased

MLS Number 4902424

  • Commercial
  • Year Built 1893
  • Square Feet 10,924
  • Acreage 3.81

Amazing opportunity! It is time to pack your bags, leave the city behind and become a big part of a thriving community! This 3.81 acres packs a punch...a restaurant bar combination seating around 350 inside and unlimited potential for full outside bar. This building, with a central kitchen, back to back fireplaces, owners apartment, has also the potential for condos (or apartments) on the 2 upper floors and a sweet lower level walk out. The land has amazing potential and is the hub of the Vast trail, friends meeting friends, popping in for a warm up and a great meal. Want music to bring them in? There are 2 stage venues (one in, one out) and the gazebo. The volley ball league, private parties and much more are all great sources of income seasonally. There is a ski community waiting to be entertained (Mount snow is minutes away)....they are here to enjoy themselves...and you can find a way to help them out! More details under the document section. 6,896 are on floors 3 & 4 and ready to build out plus a walkout basement space.

Listed by Christine Lewis of Brattleboro Area 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: 6.13% 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 5:39 AM EST.

 

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