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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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36 Woffenden Road Wilmington VT 05363

Wilmington, VT36 Woffenden Road

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4971898

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 6
  • Bathroom 3

Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better-this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or hobbies or envision more-the potential to transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

Listed by Melissa Ellis 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-07-18

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

20 Haystack Mountain Lane Wilmington VT 05363

Wilmington, VT20 Haystack Mountain Lane

Price$3,750,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4979466

  • Residential Single Family
  • Full Bath 5
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6

Nestled slope-side at The Hermitage Club, this extraordinary five-bedroom custom timber-framed home offers a unique blend of rustic elegance and alpine luxury. Immerse yourself in the warmth of timber craftsmanship with a design that integrates into its natural surroundings. Step inside, and the open-concept living spaces, featuring soaring ceilings with exposed beams that accentuate the home's distinctive character. The gourmet kitchen, complete with top-of-the-line appliances and custom cabinetry, serves as the heart of the home. It flows seamlessly into a spacious dining area and a cozy living room, all bathed in natural light filtering through expansive windows that that frame stunning slope-side views.. Step outside onto the spacious deck, where you can revel in the crisp mountain air while enjoying panoramic views. The five bedrooms are thoughtfully laid out to offer both privacy and togetherness. Luxurious ensuite bathrooms with modern fixtures and well appointed tile. A highlight of this timber-framed haven is the grand stone fireplace in the living area, inviting you to unwind after a day on the slopes. The home also features a dedicated entertainment room, perfect for cozy movie nights or apres-ski gatherings.For the ski enthusiast, the convenience of ski-in, ski-out access is a defining feature. Imagine the thrill of gliding directly from your doorstep.

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: 6.77% last updated on 2024-07-18

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

29 Mountain Ridge Drive Wilmington VT 05363

Wilmington, VT29 Mountain Ridge Drive

Price$2,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5002527

  • Residential Single Family
  • Full Bath 4
  • Construction New Construction
  • Bedrooms 5
  • Bathroom 5

The Mountain Ridge community is newly developed and this is the first opportunity to enter this new prestigious location. 38 acres with 5 total lots, including a spectacular newly built luxury Timber Frame home being sold as-is near completion, with a builder on board ready to finish, plus 4 separate gorgeous mountain view building sites. Finish this home with the fixtures and finishes already bought and paid for, and be moved in within 4 months according to the builder. The home 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. Utter privacy with a great buffer of mature trees, ledge stone patio, large rear deck to take in the scenery, and breathtaking stone walls and landscaping potential. 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. Then retain the additional lots for privacy, friends, or sell to offset the expense.

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: 6.77% last updated on 2024-07-18

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$2,897,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4901528

  • Residential Single Family
  • Full Bath 3
  • Construction New Construction
  • Bedrooms 4
  • Bathroom 4

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: 6.77% last updated on 2024-07-18

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

19 Powderhorn Lane Wilmington VT 05363

Wilmington, VT19 Powderhorn Lane, Unit 8B

Price$2,350,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5002341

  • Condo
  • Square Feet 4,500
  • Bedrooms 5
  • New Contruction Existing
  • Complex Powderhorn

Luxurious Mountain Retreat. Discover unparalleled luxury and comfort at this exquisite townhome nestled at the base of The Hermitage Club at Haystack Mountain. Boasting superior craftsmanship and meticulous attention to detail, this property offers a blend of sophistication and relaxation in a picturesque setting. Step into the gourmet kitchen, equipped with a Viking Range, convection oven, custom hood, and stunning quartz stone countertops. The kitchen is complemented by high-end hardware and plumbing fixtures, perfect for culinary enthusiasts and entertaining guests. A mudroom with a half bath and cubbies ensures both elegance and practicality. The spacious master suite features a large shower and soaking tub, providing a luxurious retreat after a day on the slopes. Two additional well-appointed bedrooms and a bath complete the second level, offering comfortable accommodations for family and guests. Entertainment abounds in the full walk-out lower-level rec room, where you'll find foosball, air hockey, and ping pong tables-perfect for gatherings. Two additional bedrooms and a shared bath on this level provide ample space for extended stays, while a half bath in the rec room adds convenience. Detached 2-car garage for all your summer/winter toys. Enjoy panoramic views of the mountains to the North and the base of the Stags Leap chairlift with a large wrap around deck w/ Adirondack chairs. The Hermitage Club offers access to private mountain skiing and outdoor activities.

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: 6.77% last updated on 2024-07-18

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

121 Fannie Hill Road Wilmington VT 05363

Wilmington, VT121 Fannie Hill Road

Price$2,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5005773

  • Residential Single Family
  • Full Bath 4
  • Construction Existing
  • Bedrooms 7
  • Bathroom 4

Stunning contemporary chalet completely renovated in 2016 and located adjacent to the base of the Hermitage Club private ski resort. This gorgeous home sits on a private lot with direct snowmobile trail access, easy access to the ski trails, and direct to the clubhouse. Just a short drive into the village of Wilmington and the area's tremendous lakes. Thanks to the complete overhaul and meticulous maintenance, this home is turn key for immediate enjoyment, with features including an open concept design, large great room with vaulting ceilings and exposed beams, a stone hearth with wood burning fireplace, upscale country kitchen with stainless appliances and granite counters, a secondary wet bar area, sizeable dining table for all your guests, wood floors throughout, a main floor primary suite with walk-in closets and large tiled bath, dual rustic bunk rooms, a lower level guest suite, 7 spacious bedrooms in total, a large family room for great separate entertaining space, movies, and games, as well as an adjacent tv area, and a tremendous mudroom with built in cubbies for all your gear after a day on the trails. There is also a large covered front porch to keep the snow at bay with wood storage, massive hot tub, fenced in dog area, generator, tremendous parking, and nice lawn space without being much to maintain. With proximity like this and creature comforts from home, this makes for a great ski home, as well as a welcome respite from the metropolitan bustle year round.

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: 6.77% last updated on 2024-07-18

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

90 Fannie Hill Road Wilmington VT 05363

Wilmington, VT90 Fannie Hill Road

Price$1,999,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5006277

  • Residential Single Family
  • Full Bath 4
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

Stunning 2017 contemporary home located adjacent to the ski trails at the base of Haystack Mountain, home of the prestigious Hermitage Ski Club, and the charming Hermitage Inn is just steps away. The home is just a 5 minute drive to Mount Snow Ski Resort, and 10 minutes to the village of Wilmington, and Lake Whitingham for summer boating and swimming. This gorgeous home has snowmobile trail access and abuts the babbling stream providing sereen sounds while out on the back deck. This turnkey home is ready for it's next chapter. Features include an open concept design, a large great room with vaulted ceilings and hand-hewn beams, an upscale country kitchen with stainless steel appliances, stone countertops, a wood-burning fireplace, wood floors throughout, a master suite, a rustic bunk room, a spacious family room for separate entertaining space, and a spacious mudroom with built-in cubbies for all your gear after a day on the trails. Additionally, there is a 2-car garage for toys, a large rear deck overlooking the stream, and a shed for extra storage. With such close proximity to these amenities and the comforts of home, this property is perfect for a ski retreat or a year-round getaway from the hustle and bustle of city life.

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: 6.77% last updated on 2024-07-18

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$1,699,900The price has recently decreased

MLS Number 4911230

  • Commercial
  • Year Built 1934
  • Square Feet 5,340
  • Acreage 0.11
  • PricePerSqFt 318.33

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: 6.77% last updated on 2024-07-18

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

153 Vt Route 9 W Wilmington VT 05363

Wilmington, VT153 Vt Route 9 W

Price$1,369,000The price has recently decreased

MLS Number 4966780

  • Commercial
  • Year Built 1777
  • Square Feet 8,000
  • Acreage 2.1
  • PricePerSqFt 171.13

Welcome to The Nutmeg Vermont, a charming country inn nestled in picturesque Wilmington, VT. Located just steps away from the vibrant village of Wilmington, where you can explore local shops, restaurants, and attractions. For nature enthusiasts, The Nutmeg Vermont is a dream come true. It is a short drive to the stunning Lake Whitingham, perfect for boating, fishing, and enjoying water activities. If you're a ski enthusiast, you'll love the proximity to Mount Snow and Haystack ski resorts. The Nutmeg is a haven of comfort and relaxation. With 11 guest rooms and 3 suites, each thoughtfully designed to provide a cozy and inviting atmosphere. The inn also features a commercial kitchen providing delicious country breakfasts as a classic B&B. With multiple cozy common rooms, your guests can relax, socialize, and enjoy the warm ambiance of this New England farmhouse. The spacious owners' quarters provide a comfortable living space for you and your family. If you're looking for a place that combines comfort, convenience, and natural beauty, The Nutmeg is the perfect choice. Offering a range of amenities to enhance your guests' experience. They can take a dip in the outdoor swimming pool, practice yoga in the yoga studio, or let their children have a blast at the playscape. Additional river frontage with a fire pit provides a perfect spot for evening gatherings. A well-known and highly regarded country inn in the spine of the Southern Green Mountains.

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: 6.77% last updated on 2024-07-18

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

30 Not A Road Wilmington VT 05363

Wilmington, VT30 Not A Road

Price$1,325,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4996442

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6

Stunning artist getaway in Vermont, near Lake Raponda, the village of Wilmington, both Mount Snow and the Hermitage ski resorts, and with utter serenity. At the end of a private road, sits this stunning country estate, on 12+ acres, with spring fed ponds, mountain views, extensive walking trails, mature stone walls, perennial gardens, and spectacular artist studio and gallery. It has previously operated as a single family home, B&B, art gallery, and studio, and could be a great yoga center, multi family vacation property, or music recording space, but no matter the way it works for you, this 5 bedroom, 3 full and 3 half bath home is an opportunity to have a one of a kind retreat in Vermont. Features include custom Ted Benson oak post and beam construction in the main house; a floor to ceiling exposed brick chimney and wood burning fireplace; spacious country kitchen with island and walk in pantry; hardwood floors throughout; stunning solarium with passive solar design; main floor full suite; 2 bedrooms, laundry room, and a bath on the second floor; 2 bedrooms, full bath, and family room on the third floor; and stunning views and balconies throughout. The lower level has a gardening room and finished basement, ideal for gym or rec room. Attached by way of breezeway is a two car garage, studio, workshop, gallery space, expansive additional storage, and more. Could be perfect as-is or may easily be converted into to guest quarters or entertainment space. A must see!

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: 6.77% last updated on 2024-07-18

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

535 Shearer Hill Road Wilmington VT 05363

Wilmington, VT535 Shearer Hill Road

Price$1,288,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5003884

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3

Wonderful private setting with beautiful mountain views. A long wooded driveway leads you to the residence. The exterior features include stone walls, a stone walkway, a beautiful flower garden, and an expansive open lawn. Entering through a covered porch, you step into a spacious mudroom that includes a convenient half bath. The heart of the home is a large kitchen boasting a massive center island, perfect for both cooking and entertaining. Adjacent to the kitchen are a dining area a cozy den and office space. The living room is highlighted by a magnificent stone fireplace, creating a warm and inviting atmosphere. French doors open from the living room to the large patio area, seamlessly blending indoor and outdoor living spaces. Upstairs, the second floor accommodates a master suite with all the comforts one would expect, along with four additional bedrooms and a full attic. For those with hobbies or needing extra space, a detached three-bay outbuilding provides plenty of room for storage and workshop space. Additional features include a three-car garage with storage above, which could be finished for additional living quarters. Close to area amenities, 5 miles to downtown Wilmington, The Hermitage Club at Haystack mountain as well as local lakes and shops.

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: 6.77% last updated on 2024-07-18

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

69 Woods Road Wilmington VT 05363

Wilmington, VT69 Woods Road

Price$1,187,500The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5000230

  • Residential Single Family
  • Full Bath 4
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

Located just steps away from the serene shores of Lake Whitingham/Harriman Reservoir and a short drive from Mount Snow and the Hermitage Club, this stunning custom timber frame home offers the perfect blend of luxury, comfort, and convenience. Four spacious bedrooms and four well-appointed bathrooms, including a convenient in-law suite, this residence is designed to accommodate family and guests with ease. The open-concept gourmet kitchen is a chef's dream, featuring stainless appliances, ample quartz counter space, and a large island perfect for meal prep and casual dining. Adjacent to the kitchen, the family room is spacious and inviting, providing a seamless flow for entertaining and everyday living. Cozy up in the living room, complete with a gas fireplace that adds warmth and ambiance to the space. The lower level game room includes a pool table and offers a fun and relaxing atmosphere for all ages. Additionally, the home features a charming duck pond , open yard with simple perennials flower beds and a screened-in porch that provides a perfect spot to enjoy the beauty of the outdoors from the comfort of your home. Whether you're boating on Lake Whitingham or hitting the slopes at nearby ski resorts, this custom timber frame home is your perfect retreat in a prime location.

Listed by Betsy Wadsworth 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: 6.77% last updated on 2024-07-18

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 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 July 23, 2024 5:25 PM EDT

 

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