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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. 

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441 Cold Brook Road Wilmington VT 05363

Wilmington, VT441 Cold Brook Road

Price$3,499,900The price has recently decreased

MLS Number 4902808

  • Commercial
  • Year Built 444
  • 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-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. The property has been subdivided into five parcels with the intention to have the three Brook Bound buildings along with pool and tennis court to remain one parcel while the four building lots with expansive views of Haystack Mountain allow for executive homes to be built. 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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

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$3,499,900The 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-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. The property has been subdivided into five parcels with the intention to have the three Brook Bound buildings along with pool and tennis court to remain one parcel while the four building lots with expansive views of Haystack Mountain allow for executive homes to be built. 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: 5.25% last updated on 2022-05-19

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
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,000
  • Construction New Construction

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

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: 5.25% last updated on 2022-05-19

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$2,499,900The price has recently decreased

MLS Number 4911230

  • Commercial
  • Year Built 1934
  • 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: 5.25% last updated on 2022-05-19

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

45 Tessahoc Lane Wilmington VT 05363

Wilmington, VT45 Tessahoc Lane

Price$1,839,998The price has recently decreased

Est. Mortgage: $/month

MLS Number 4887077

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 8
  • Construction Existing
  • Square Feet 6,600

Amazing post and beam with incredible views of Haystack peak and the spine of the Southern Green Mountains. From the moment you pull up you will be captivated by the covered front porch, timber framing and overall bucolic setting. Enter into the mudroom that offers benches, cubbies, washer and dryer and door to a massive wrap around rear deck taking full advantage of the countryside. Great room features soaring vaulted ceiling, floor to ceiling stone fireplace and sunken living room with a wall of windows looking over the mountains. Fully equipped chefs' kitchen with subzero fridge, Viking range, built in espresso machine, steamer, defroster and warming drawer, wine/beverage fridge, granite counter tops, breakfast bar that seats six and walk in pantry with a stand-up freezer. Dining room features custom trust beam work. First floor master suite has an office, stone fireplace, walk in closet, large bath with soaking tub and tiled shower. Second floor features four bedrooms, five bathrooms, laundry room, den and access to the third floor “MAN CAVE”. Expansive lower level offers another bedroom, bathroom, sauna, stone fireplace, family fun room with ping pong pool and air hockey. Four garage bays with over 1500 square feet for all your cars and toys. Open land, beautiful stone work, VAST access down the street. New roof & exterior trim is freshly painted. 14X40 sled shed. Located 6 miles to Haystack Mountain and the Hermitage Club or Mount Snow just minutes to the north.

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: 5.25% last updated on 2022-05-19

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

54-64 East Dover Road Wilmington VT 05363

Wilmington, VT54-64 East Dover Road

Price$1,575,000The price has recently decreased

MLS Number 4902424

  • Commercial
  • Year Built 1893
  • Acreage 38

Amazing opportunity! It is time to pack your bags, leave the city behind and become a big part of a thriving community! This 38 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. There is a 9 hole disc golf, easily recoverable regular golf course. 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.

Listed by Christine Lewis of Brattleboro Area 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: 5.25% last updated on 2022-05-19

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

69 airport Road Wilmington VT 05363

Wilmington, VT69 airport Road

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

Active With Contract

MLS Number 4856298

  • Commercial
  • Acreage 36.5

Opportunity to own and operate an existing airport in southern Vermont and near the Hermitage Club, Stratton Mountain Resort, Mount Snow Resort and many more area attractions. Once the hub for air transportation for the Hermitage Club and Mount Snow Resort, the Mount Snow Hermitage Club Deerfield Valley Airport is available for sale and with a paved runway, 6 hangars (one built as recent as 2012), a AVGAS depot, and a terminal with reception, bathrooms with showers, an apartment, pilot lounge, and professional offices.

Listed by Paul William Carroccio and Marek Kovac of TPW 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: 5.25% last updated on 2022-05-19

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

{$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: 5.25% last updated on 2022-05-19

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
  • Square Feet 3,433
  • Bathroom 5
  • Acreage 3.25

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: 5.25% last updated on 2022-05-19

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

51 Spruce Lake Estates Wilmington VT 05363

Wilmington, VT51 Spruce Lake Estates

Price$1,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4911500

  • Residential Single Family
  • Construction Existing
  • Square Feet 3,719
  • Bathroom 4
  • Bedrooms 4

Enjoy the best of all seasons that Vermont has to offer at this stunning lakefront custom built Moosehead Log Home located less than 10-miles to The Hermitage Club and Mount Snow. This exceptional home boasts an open floor plan with a modern functional kitchen, cozy dining area and a large living room with cathedral ceiling with wood beams, commanding stone wood burning fireplace, soaring windows to welcome in the light and view of the lake and hardwood floors. The upper level primary bedroom suite is a welcome retreat with a large designer bathroom, soaking tub, walk in closet and vaulted ceilings. The upper level loft which overlooks the living room is the perfect escape to catch up on work, the latest book or play a game of chess. There is ample room with two main floor bedrooms, tow bathrooms, large lower level bunk room and bath for friends and family to join you. Time for games and fun? Head to the lower level family room to watch the game or the roaring fire in the second stone fireplace. Savor the beautiful view from the expansive wrap around deck with an outdoor fireplace. Imagine a morning paddle in your kayak or doing a bit of fishing from your own dock. Spruce Lake Association amenities include beach access, a tennis and basketball court, boat storage and a sweet gazebo. You will not want to miss this rare find so close to everything and yet in a world of it's own.

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: 5.25% last updated on 2022-05-19

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

104 Mann Road Wilmington VT 05363

Wilmington, VT104 Mann Road

Price$975,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4905034

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Square Feet 3,500
  • Bedrooms 3

This remarkable 3 bedroom plus loft and 3 1/2 bath home is perfect for entertaining on 3.3 acres of woodlands, gardens and stonewalls. Exceptional custom designed kitchen with granite counters, stainless steel appliances and cherry cabinets. Living room features soaring ceilings, fieldstone (from the property) fireplace, window seat and hardwood floors. Natural light seeps into every room through the many windows in the home. Main bedroom with en-suite bathroom, master bedroom sanctuary with bathroom and walk in closet. Home amenities include sunroom, family room, wet bar, radiant heat, covered front porch, stone fire pit, pond, large 25x18 deck for grilling & soaking up the sun, on demand generator and a shed for all your toys and tools. The crawlspace basement is dry with plenty of storage. Located just outside the Quaint Village of Wilmington. Experience this location as it is ideal for all seasons - minutes to Mount Snow and Haystack Mountains, Harriman Reservoir, golfing and mountain biking.

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: 5.25% last updated on 2022-05-19

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

146 Howes Loop Wilmington VT 05363

Wilmington, VT146 Howes Loop

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4911269

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,760

This contemporary lodge style home sits just a short drive from the village of Wilmington, nearby lakes, and Mount Snow ski resort. Located on a private road within the Chimney Hill community, this home features access to all the great amenities, as well as direct snowmobile trail access, with the peace of mind that on-site management offers. You enter either via the 2 car garage, or mudroom entry with half bath. To the left you will find a vaulted great room with exposed beams, knotty wood floors, and a wood burning fireplace with stone hearth. To the right a beautiful chefs kitchen with stainless appliances, granite counters, and island, breakfast nook, spacious dining area, leading into a cozy den for relaxing after a long day on the slopes. Upstairs are 3 ample guest bedrooms and a full bath, as well as a loft overlooking the great room, ideal for office space or overflow sleeping. Then you'll come to the master suite with high ceilings, large closets, and tremendous master bath with tiled shower and soaking tub. The walk out lower level features a large game room space and further overflow sleeping or entertaining space. This is all complemented by a large circular drive with great parking, a la carte services such as plowing, sanding, and trash removal, and the updated amenities including indoor and outdoor pools, club house, gym, hot tub, game room, theater, tennis, basketball, winter ice skating, and more.

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: 5.25% last updated on 2022-05-19

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

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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 24, 2022.

 

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