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Wilmington VT Real Estate

Wilmington, VT is a charming town located in Windsor County. It's surrounded by rolling hills and lush forests, offering breathtaking views wherever you look. Life here is relaxed and peaceful, with plenty of outdoor activities to take part in like swimming at Harriman Reservoir or exploring the Green Mountain National Forest. The locals of Wilmington are friendly and welcoming, creating a strong sense of community spirit throughout the area. Everyone looks out for one another and often gathers together to celebrate special occasions. With its stunning scenery and hospitable people, Wilmington offers something special for everyone who visits or lives there - making it an ideal place to call home.

Browse available Wilmington VT real estate below. 

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115 East Village Circle Wilmington VT 05363

Wilmington, VT115 East Village Circle

Price$1,495,000

Est. Mortgage: $/month

MLS Number 5031492

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

This stunning 4 bedroom, 4 bath home is located just across the road from the Hermitage Club and 4 miles to Mount Snow. Entryway is set up to welcome everyone into this lovely home, with ample room for outdoor clothing. Next step into a beautiful kitchen and dining area featuring high-end kitchen appliances and a comfortable dining area. The first floor also has a living room, sitting area, Primary Bedroom en-suite, guest bath and laundry area. Upstairs are 3 nice bedrooms, an oversized bonus room with a play area. A recently painted home, this is perfect for seasonal or full-time use. Surrounded by trees, close to a lake and on the VAST trail, perfect for snowmobiling. This home is ready for your next getaway for almost any size group. Many specialty items include custom built-in bunk beds and new furniture throughout the house. A RING remote door lock upgrade. From the moment you enter this house, everything is ready to help you relax and enjoy your time here.

Listed by Tony Tribuno of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Bunny Lane Wilmington VT 05363

MLS Number 5030378

  • Residential Single Family
  • Full Bath 2
  • Address 6 Bunny Lane
  • Construction Existing
  • Bedrooms 3

Location, Location, Location this classic chalet sits on top of the Hill within walking distance to the Clubhouse! Three bedrooms, 2 full baths, laundry room, deck, gas-fired fireplace in the living room. Open concept, living, dining and kitchen. Crawlspace, storage shed, views in stick season, priced to sell! Stop dreaming and start enjoying the health and wellness lifestyle of this 1,200 Acre All Season Resort! Chimney Hill is celebrating its 50th anniversary this year, a testament to its enduring success and multi-generational following. Boasting the most amenities for the least amount of fees, featuring the exclusive members-only Clubhouse and Recreation Facility with indoor and outdoor heated pols, hot tub, fitness room, arcade room, toddler and baby playroom, community room, lounge, fully-equipped kitchen, reading nook,3 tennis courts, basketball, pickleball, , trails, fishing pond, ice rink in season, snowmobiling, hiking, biking and more. The Deerfield Valley offers the closest Big Mountain, Vail's Mt Snow, with world class skiing and shredding, and a host of festivals and events throughout the year, nearby shopping fine dining, music, arts, crafts, breweries, distilleries, theater, equestrian events, boating, golf, S VT Pickleball Club and so much more!

Listed by Sigrid Pickering of Chimney Hill Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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624 Boyd Hill Road Wilmington VT 05363

Wilmington, VT624 Boyd Hill Road

Price$639,000

Est. Mortgage: $/month

MLS Number 5029166

  • Residential Single Family
  • Full Bath 3
  • Address 624 Boyd Hill Road
  • Construction Existing
  • Bedrooms 6

Welcome to this gorgeous, fully updated home where modern elegance meets everyday comfort! Nestled on 2 wooded acres, this home is centrally located for year-round enjoyment. Just up the road from Wards Cove Beach at Lake Whitingham, a short drive to the Village of Wilmington which is bustling with restaurants and shops and within minutes to the Mount Snow Ski Resort and The Hermitage Club. This turnkey property boasts an open-concept layout, high end finishes, and an abundance of natural light. The main level features a chefs kitchen with island, stainless steel appliances, granite counters and custom cabinetry. The spacious dining room has sliders that open up to an expansive deck. The living room features a vaulted ceiling, exposed wood beams and a beautiful wood burning fireplace with stone hearth. A large bedroom with a beautiful spa-like tiled bath completes this floor. The entry level features two bedrooms, a game room and bonus room for overflow space. The third level features three additional bedrooms and a loft open to the expansive living room. There is large storage room for your outdoor gear and toys, or used as owner storage if you decide to rent. For outdoor activities, enjoy the landscaped yard with private patio and firepit, ideal for relaxing under the stars on those warm, summer nights. With newer flooring throughout, new roof in 2021 and an updated efficient heating system, this home is truly move-in ready! Septic size for 3 bedrooms full-time use.

Listed by Patricia Fitzpatrick of Skihome Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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34 East Village Circle Wilmington VT 05363

Wilmington, VT34 East Village Circle

Price$1,488,000

Est. Mortgage: $/month

MLS Number 5028196

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

Stunning Rustic Retreat with Modern Comforts. Nestled in a peaceful, partially wooded lot, this property exudes character and charm. Fully renovated in 2013, it's been meticulously maintained and offers an inviting, cozy atmosphere. Practicality meets style with a large mudroom and laundry area that includes slate and tile flooring w/ radiant heat. A massive great room has a fieldstone fireplace, vaulted ceilings, rustic exposed beams, and gorgeous wood ceilings. Large windows flood the space with natural light, highlighting the wide pine floors. The chef's kitchen is a true standout, boasting custom features including stainless steel appliances, a wine fridge, and granite countertops. The custom woodwork throughout the home was harvested directly from the property adds to the unique charm. The home offers multiple living areas, including a walkout lower-level family room. The master suite has its own gas fireplace, perfect for unwinding after a long day. The luxurious hot tub outside provides an extra touch of relaxation. The 2-car garage features a beautifully finished space above, currently used for entertaining, adding even more flexibility to the home's layout. The exterior boasts wavy cedar siding with stone accents and a standing seam metal roof, giving the home lasting durability and curb appeal. The property offers privacy while still being close to The Hermitage Club, Mt Snow and the Village of Wilmington.

Listed by Richard Caplan of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 Village East Road Wilmington VT 05363

Wilmington, VT19 Village East Road

Price$895,000

Est. Mortgage: $/month

MLS Number 5026717

  • Residential Single Family
  • Full Bath 3
  • Address 19 Village East Road
  • Construction Existing
  • Bedrooms 4

Here is a chance to own a home directly across the street from the private Hermitage Ski Club with easy access to the resort, snowmobile trails, the Mount Snow ski resort, nearby country villages for shopping and dining, and gorgeous area lakes. This lovely renovated chalet sits on a level with ample parking thanks to a circular driveway, winter exposure to Haystack Mountain Peak, a shed for outdoor gear, ski locker, wood storage, and large deck with hot tub. Inside is a vaulted great room with large windows for great natural light, a Scandinavian circular wood stove for unique ambiance, large updated kitchen with stainless appliances and kitchen island, main floor bedroom with en suite full bath, a large second story loft for overflow sleeping, potential play space, and more vaulted ceilings, a lower level family room with pool table for fun after skiing, two additional guest bedrooms, two more full baths, and a large mudroom for great gear storage and easy access in and out of the house no matter the weather. Ample space to space out your group, but still cozy enough to enjoy your time with guests.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 Pleasantview Lane Wilmington VT 05363

Wilmington, VT37 Pleasantview Lane

Price$899,000

Est. Mortgage: $/month

MLS Number 5025380

  • Residential Single Family
  • Full Bath 3
  • Address 37 Pleasantview Lane
  • Construction Existing
  • Bedrooms 4

Seeking an upscale but also rustic, Vermont retreat? Looking for privacy but convenience to amenities? Love a water feature and a mountain view? Need a place to host large gatherings but also cozy enough for a romantic weekend getaway? This is just the place. Tucked away on a private road sits this spacious 4 bedroom, 3.5 bath, true log home with an excellent layout over 3 finished floors. All you need for a weekend, season or lifetime of memories in Vermont is here at your fingertips. This beautifully renovated home hosts too many features and updates to list including open concept spaces, vaulted living room with brick hearth, wood floors, sunroom, main floor primary suite with walk-in closet, bathroom with 2 showers and double sinks! The lower level family room, bedroom, bath and overflow spaces accommodate many. Upstairs find 2 generous guest beds, bath and loft with exposed brick and high ceilings . The exterior is just as special as the interior with multi level tiered decks ( ready and wired for your hot tub) facing the Mount Snow trails and overlooking the pond below. Covered porch, firepit area and 2 car garage! Follow the stone path down to the pond house with power, lighting and ceiling fan to enjoy summer nights or light the fire for smores as you skate on your frozen pond in the winter. Perfectly situated between Wilmington and Dover, this 4.9-acre haven provides space, privacy and the best of Vermont four season living. This is a must see property.

Listed by Jacki Murano of Southern Vermont Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 Stags Leap Lane Wilmington VT 05363

Wilmington, VT19 Stags Leap Lane

Price$3,499,000

Est. Mortgage: $/month

MLS Number 5025323

  • Residential Single Family
  • Full Bath 5
  • Address 19 Stags Leap Lane
  • Construction New Construction
  • Bedrooms 5

Stunning new construction at the base of the Hermitage Club in the luxurious Stags Leap community, adjacent to the ski trails at the base of Haystack mountain. Being offered finished for the Winter 25-26 season. The earlier a buyer enters the process the more choice they can have on design and finishes. Presented as a 5 bedroom, 5.5 bath, with a stunning great room and stone fireplace, open to a large kitchen and dining area, a main floor bedroom suite, as well as guest bath, large mudroom entry, and two car garage, second floor primary suite, two guest bedrooms and a guest bath, with open loft to the vaulted main living area, a full finished walkout lower level with family room, theater, and bunk room suite, and luxury finishes throughout. A trusted developer with an extensive local portfolio to afford you peace of mind, ideas for finishes, and consistent delivery timing.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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27 Haymaker Lane Wilmington VT 05363

MLS Number 5025035

  • Condo
  • Square Feet 1,127
  • Bedrooms 2
  • New Contruction Existing
  • Complex Powderhorn

Cozy convenience on Haystack Mountain adjacent to The Hermitage Club and just a short drive to Mount Snow and downtown Wilmington. This 2 bedroom/2 bathroom unit has an open living space perfect for entertaining and highlighted by the fieldstone fireplace ambiance to warm you apres ski/hike or snowshoe. The unit is being offered furnished and ready to enjoy this season and year round with access to area lakes and a vibrant community of restaurants, shops, nature adventures and so much more. The two bedrooms with en suite baths are very private located on opposite ends of the condo perfect for including guests to enjoy your Vermont getaway. Many recent updates include a beautiful kitchen with stainless steel appliances, maple cabinets and corian countertops where you can prepare meals to enjoy at the breakfast bar or around the inviting dining room table. An added bonus is the covered deeded parking space in the carport. Forget shoveling snow off the car and head right to the slopes. Appreciate maintenance free living in a well cared for community where you can embrace the fresh air and beauty of Southern Vermont and country resort living.

Listed by Cordelia Garofalo and Steve Goldfarb of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 Stowe Hill Road Wilmington VT 05363

Wilmington, VT37 Stowe Hill Road

Price$698,000

Est. Mortgage: $/month

MLS Number 5024042

  • Residential Single Family
  • Full Bath 2
  • Address 37 Stowe Hill Road
  • Construction Existing
  • Bedrooms 5

Escape to your Vermont with this charming 5-bedroom, 3-bathroom farmhouse on 47.7 acres, just a short drive from Mount Snow Ski Resort and The Hermitage Club. This beautifully preserved home seamlessly blends historic charm with modern updates, offering a warm and inviting ambiance perfect for year-round living or a seasonal retreat. Step inside to discover a well-appointed kitchen featuring quartz countertops, modern appliances, and an island that invites gatherings after a day on the slopes or or a day on the lake. The spacious dining room boasts rich wood accents, creating the ideal setting for hosting family dinners or entertaining guests. The home's layout includes cozy yet spacious living areas, complemented by a wood stove to warm you during Vermont's crisp winters. Upstairs, the five bedrooms provide ample space for family and guests. Outside, the farmhouses' porch offers a perfect spot to savor morning coffee or evening sunsets. The property's expansive acreage features a mix of open fields, wooded trails,over 100 apple trees and rolling terrain, perfect for snowshoeing, hiking, or enjoying nature. A ski enthusiast's dream, this home is situated near top-tier skiing, making it the perfect basecamp for winter adventures. Whether you're seeking tranquility or adventure, this Vermont farmhouse is a rare find that invites you to make memories in every season. Lake Whitingham and Lake Raponda are just a short drive away for summer fun.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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78 Pond Loop Wilmington VT 05363

MLS Number 5023500

  • Residential Single Family
  • Full Bath 2
  • Address 78 Pond Loop
  • Construction Existing
  • Bedrooms 5

If you have been looking for a multi-level home that is well-appointed, nicely furnished, move-in ready, on the Hill, with plenty of closets, this is IT! Smart thermostats and remote-controlled lighting. Ample mudroom foyer with vaulted ceiling and plenty of room for your gear, with slate flooring and custom paneling, laundry room and powder room or half bath. Bedroom with ridgeline views in stick season, a circular floor pattern from foyer with owner's closets/pantry, to fully equipped kitchen, dining with a wall of glass for views, living room with skylights, Mini split, a stone fireplace with pellet stove insert, and covered porch with a dry bar with more views. Second floor has a loft with futon sofa bed, primary bedroom with a bank of windows with views, full shared bath, and third bedroom. Each bedroom has 1-2 closets. The lower-level features two additional guest quarters, a family room with mini-split, pellet stove insert into stone fireplace, and a direct walkout mudroom entry. Enjoy the health and wellness lifestyle that Chimney Hill offers on its 1,200-acre campus adjoining the Gren Mountain National Forest! Close to skiing, shredding, golf, boating, hiking, biking, shopping, fine dining, and more with 300 acres owned in common by the HOA. ENJOY THE MEMBERS-ONLY EXCLUSIVE CLUBHOUSE LOCATED AT 2,000' IN ELEVATION.

Listed by Sigrid Pickering of Chimney Hill Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

Copyright 2025 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 March 15, 2025 11:53 PM EDT