170

Wilmington, VT Homes for Sale

Section Image
  • 91 E Hill Rd, Wilmington, VT 05363
    91 E Hill Rd, Wilmington, VT 05363
    91 E Hill Rd, Wilmington, VT 05363
    /60

    $849,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 3,056 Sq Ft

    91 E Hill Rd, Wilmington, VT 05363

    Welcome to your dream escape! This beautifully renovated 4BR/5BA home is set on 4 private acres in the desirable Spruce Lake community, offering the perfect balance of comfort, nature, and year-round recreation. Thoughtfully updated in 2015, the home features a stunning addition that created a spacious primary suite with ensuite bath and generous walk-in closet. That same year, the first floor

    Donna Cote Four Seasons Sotheby's Int'l Realty

    91 E Hill Rd, Wilmington, VT 05363
  • 11 Corriveau Way, Wilmington, VT 05363
    11 Corriveau Way, Wilmington, VT 05363
    11 Corriveau Way, Wilmington, VT 05363
    /59

    $1,395,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 4,200 Sq Ft

    11 Corriveau Way, Wilmington, VT 05363

    Nestled in Vermont's Green Mountains, this stunning mountain home blends rustic beauty with modern luxury. Minutes from the exclusive Hermitage Club (property adjacent) in Wilmington, with private skiing, hiking, & a lifestyle enveloped in natural beauty. Built by Precision Craft Log & Timber Homes, the residence features hand-selected & hewned Idaho cedar logs & spans 4,125 square feet.

    Steve Goldfarb Deerfield Valley Real Estate

    11 Corriveau Way, Wilmington, VT 05363
  • 22 Hillside Dr, Wilmington, VT 05363
    22 Hillside Dr, Wilmington, VT 05363
    22 Hillside Dr, Wilmington, VT 05363
    /54

    $645,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,416 Sq Ft

    22 Hillside Dr, Wilmington, VT 05363

    This reimagined 1970s ski chalet blends timeless architecture with cutting-edge design, offering 4 bedrooms and 3 bathrooms across nearly 4 private acres. Thoughtfully curated for both personal enjoyment and short-term rental potential, the home is turnkey-ready—just bring your suitcase.The entry level features two ensuite bedrooms, each with fully renovated 3⁄4 baths, and a spacious lounge

    Lauren Niles Coldwell Banker LIFESTYLES - Quechee

    22 Hillside Dr, Wilmington, VT 05363
  • 535 Shearer Hill Rd, Wilmington, VT 05301
    535 Shearer Hill Rd, Wilmington, VT 05301
    535 Shearer Hill Rd, Wilmington, VT 05301
    /40

    $1,162,750 Sold Oct 25, 2024

    • 4,300 Sq Ft
    • $270/SF
    • 37 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2000

    535 Shearer Hill Rd, Wilmington, VT 05301

    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

    Richard Caplan Deerfield Valley Real Estate

    535 Shearer Hill Rd, Wilmington, VT 05301
  • 19 Titus Farm Rd, Wilmington, VT 05363
    19 Titus Farm Rd, Wilmington, VT 05363
    19 Titus Farm Rd, Wilmington, VT 05363
    /33

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft

    19 Titus Farm Rd, Wilmington, VT 05363

    The epitome of a Vermont country home, yet just outside the village of Wilmington, down the road from Lake Raponda, and a short drive the Mount Snow ski resort. This lovely 5+ acre property has a beautiful gurgling brook running through it, gorgeous stone work including old walls and an old stone bridge, trails through the pastoral setting, fire pit area, perennial gardens, and utter privacy.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    19 Titus Farm Rd, Wilmington, VT 05363
  • 22 Lower Howe's Rd Unit A89, Wilmington, VT 05363
    22 Lower Howe's Rd Unit A89, Wilmington, VT 05363
    22 Lower Howe's Rd Unit A89, Wilmington, VT 05363
    /60

    $555,000

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    22 Lower Howe's Rd Unit A89, Wilmington, VT 05363

    Section A - end of the road, low on the Hill, this Chalet style home has a lot of desirable features you have been looking for, including a mudroom entry with custom live edge bench, ski, coat and storage racks, three levels of living space, view rail deck, fire pit, family room, laundry, bunk room and full bath on ground level, 2 bedrooms, a full bath and cathedral ceiling open concept living,

    Sigrid Pickering Chimney Hill Realty

    22 Lower Howe's Rd Unit A89, Wilmington, VT 05363
  • 8 Lilla Ln, Wilmington, VT 05363
    8 Lilla Ln, Wilmington, VT 05363
    8 Lilla Ln, Wilmington, VT 05363
    /35

    $549,000

    • 3 Beds
    • 2 Baths
    • 2,136 Sq Ft

    8 Lilla Ln, Wilmington, VT 05363

    Welcome to this beautifully updated 3-bedroom, 2-bathroom home nestled on a serene wooded lot in the Chimney Hill community. Set back from the road for added privacy, this home offers a perfect blend of comfort and style. As you step inside, a spacious two-room addition, currently used by the seasonal owners for additional sleeping, expands the living space to over 2,100 square feet. The

    Patricia Fitzpatrick Skihome Realty

    8 Lilla Ln, Wilmington, VT 05363
  • 100 Mowing Way, Wilmington, VT 05363
    100 Mowing Way, Wilmington, VT 05363
    100 Mowing Way, Wilmington, VT 05363
    /31

    $947,000

    • 5 Beds
    • 3 Baths
    • 3,015 Sq Ft

    100 Mowing Way, Wilmington, VT 05363

    Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen

    Leslie Fraser Four Seasons Sotheby's Int'l Realty

    100 Mowing Way, Wilmington, VT 05363
  • 156 Mountain View Rd, Wilmington, VT 05363
    156 Mountain View Rd, Wilmington, VT 05363
    156 Mountain View Rd, Wilmington, VT 05363
    /39

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    156 Mountain View Rd, Wilmington, VT 05363

    This charming Cape-style home offers three bedrooms and two full baths across the first two floors, featuring bamboo hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    156 Mountain View Rd, Wilmington, VT 05363
  • 285 Chimney Hill Rd, Wilmington, VT 05363
    285 Chimney Hill Rd, Wilmington, VT 05363
    285 Chimney Hill Rd, Wilmington, VT 05363
    /31

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,372 Sq Ft

    285 Chimney Hill Rd, Wilmington, VT 05363

    Contemporary retreat in the heart of Chimney Hill. Set on a double lot along a paved road offering the perfect balance of comfort, style and year round convenience. Located just minutes from Wilmington village, Lake Whitingham, Mount Snow and scenic trail that leads to the summit of Haystack Peak in the Green mountain National Forest. The bright, open concept interior is filled with natural

    Monique White Deerfield Valley Real Estate

    285 Chimney Hill Rd, Wilmington, VT 05363
  • 28 Lightning Ledge Way, Wilmington, VT 05363
    28 Lightning Ledge Way, Wilmington, VT 05363
    28 Lightning Ledge Way, Wilmington, VT 05363
    /23

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,548 Sq Ft

    28 Lightning Ledge Way, Wilmington, VT 05363

    Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round

    Adam Palmiter Berkley & Veller Greenwood/Dover

    28 Lightning Ledge Way, Wilmington, VT 05363
  • 46 Scattered Timber Rd, Wilmington, VT 05363
    46 Scattered Timber Rd, Wilmington, VT 05363
    46 Scattered Timber Rd, Wilmington, VT 05363
    /40

    $809,000

    • 3 Beds
    • 3 Baths
    • 3,606 Sq Ft

    46 Scattered Timber Rd, Wilmington, VT 05363

    Escape to the Green Mountains with this custom-built Moose Head Cedar Log Cabin, beautifully sited on a private wooded lot in the sought-after Chimney Hill community. Enjoy ridgeline views, peaceful surroundings, and the fresh Vermont air. Inside, the offers timeless craftsmanship and open-concept living, featuring soaring post and beam construction with vaulted ceilings, floor-to-ceiling windows

    Monique White Deerfield Valley Real Estate

    46 Scattered Timber Rd, Wilmington, VT 05363
  • 27 Stearns Ave, Wilmington, VT 05363
    27 Stearns Ave, Wilmington, VT 05363
    27 Stearns Ave, Wilmington, VT 05363
    /35

    $765,000

    • 3 Beds
    • 2 Baths
    • 2,170 Sq Ft

    27 Stearns Ave, Wilmington, VT 05363

    Nestled in the heart of Vermont’s Green Mountains, check out this stunning Moosehead log home. With private, shared access to Lake Raponda just a short walk away, this inviting single-family home seamlessly blends rustic charm, modern comfort, and a serene natural setting. With 2,170 sq. ft. of living space, this 3-bedroom, 2-bath home welcomes you with warmth and tranquility from the moment you

    John Redd Skihome Realty

    27 Stearns Ave, Wilmington, VT 05363
  • 16 View Rd, Wilmington, VT 05363
    16 View Rd, Wilmington, VT 05363
    16 View Rd, Wilmington, VT 05363
    /27

    $559,000

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    16 View Rd, Wilmington, VT 05363

    Great Chimney Hill vacation home in Lower B section. Super layout where kitchen, counter conversers, dining room folks and living room relaxers can choose to interact as one happy group, or maintain their own separate activities. The pellet stove fireplace & vaulted ceiling in the living room make for such a relaxing space, while the steps that lead to the large loft above provides yet another

    Michael Purcell Berkley & Veller Greenwood/Dover

    16 View Rd, Wilmington, VT 05363
  • 20 Ray Hill Rd, Wilmington, VT 05363
    20 Ray Hill Rd, Wilmington, VT 05363
    20 Ray Hill Rd, Wilmington, VT 05363
    /35

    $795,000

    • 4 Beds
    • 5 Baths
    • 3,129 Sq Ft

    20 Ray Hill Rd, Wilmington, VT 05363

    Rare opportunity to own a completely remodeled and updated vintage farmhouse, completely turn key. This stunning home sits just up from the country village of Wilmington with easy access to dining and shopping, a short drive to Mount Snow, and near the amazing Lake Whitingham, for true four season enjoyment. The interior features meticulously updated open concept living areas, a chef's kitchen

    Adam Palmiter Berkley & Veller Greenwood/Dover

    20 Ray Hill Rd, Wilmington, VT 05363
  • 5 N Main St, Wilmington, VT 05363
    5 N Main St, Wilmington, VT 05363
    5 N Main St, Wilmington, VT 05363
    /41

    $725,000

    • 3 Beds
    • 3.5 Baths
    • 4,219 Sq Ft

    5 N Main St, Wilmington, VT 05363

    Located in the heart of downtown Wilmington and just minutes from Mount Snow and Harriman Reservoir, this exceptional mixed-use property offers incredible flexibility, income potential, and style. Currently operating as a successful VRBO rental that sleeps 12, this all-season retreat includes multiple living areas, a hot tub, sauna, and a stunning vaulted post-and-beam loft with a bar, pool

    Morriah Adams BHG Masiello Brattleboro

    5 N Main St, Wilmington, VT 05363
  • 30 Big Bend Loop, Wilmington, VT 05363
    30 Big Bend Loop, Wilmington, VT 05363
    30 Big Bend Loop, Wilmington, VT 05363
    /59

    $529,000

    • 3 Beds
    • 2.5 Baths
    • 1,736 Sq Ft

    30 Big Bend Loop, Wilmington, VT 05363

    Escape to the Green Mountains in this beautifully designed 3+ bedroom home with a spacious loft, 2 bonus rooms, and three finished levels in the sought-after Chimney Hill community, fully permitted for short-term rentals with strong income history—ideal for investors or second-home buyers looking to offset costs. Step inside the custom mudroom with built-in cubbies, bench, and closets, and enter

    Chad Lackey Deerfield Valley Real Estate

    30 Big Bend Loop, Wilmington, VT 05363
  • 624 Boyd Hill Rd, Wilmington, VT 05363
    624 Boyd Hill Rd, Wilmington, VT 05363
    624 Boyd Hill Rd, Wilmington, VT 05363
    /28

    $520,000

    • 6 Beds
    • 3.5 Baths
    • 2,766 Sq Ft

    624 Boyd Hill Rd, Wilmington, VT 05363

    Spacious 6-Bedroom Ski & Lake Home in Vermont – Perfect for All Seasons Escape to the beauty of Vermont in this stunning 6-bedroom, 4-bathroom retreat—perfectly situated for year-round adventure between the slopes and the lake. While you’re gathering with loved ones, this warm and welcoming home offers space, style, and all the comforts you need to relax and reconnect. Inside, enjoy a chef’s

    Jason Saphire www.HomeZu.com

    624 Boyd Hill Rd, Wilmington, VT 05363
  • 154 Haystack Rd, Wilmington, VT 05363
    154 Haystack Rd, Wilmington, VT 05363
    154 Haystack Rd, Wilmington, VT 05363
    /10

    $599,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,679 Sq Ft

    154 Haystack Rd, Wilmington, VT 05363

    Opportunity knocks to put your own touches to this Log home that is studded out and ready to move forward! Amazing location minutes to The Hermitage Club, Mount Snow and Haystack golf which offers golf, snowshoeing and weekend dining! Soaring great room with gas fireplace, three bedrooms, two and one half baths and a large unfinished basement offering many future options. Sale is subject to

    Heidi Zizza Four Seasons Sotheby's Int'l Realty

    154 Haystack Rd, Wilmington, VT 05363
  • 11 Dutchman Ln Unit 4B, Wilmington, VT 05363
    11 Dutchman Ln Unit 4B, Wilmington, VT 05363
    11 Dutchman Ln Unit 4B, Wilmington, VT 05363
    /41

    $595,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,608 Sq Ft

    11 Dutchman Ln Unit 4B, Wilmington, VT 05363

    Stylish Powderhorn Village Townhome – Prime Location Near Hermitage Club & Mount Snow.Welcome to this beautiful 3-bedroom, 2.5-bath townhome nestled in the sought-after Powderhorn Village community. The home has been thoughtfully updated throughout, with an inviting gas fireplace, open living space, and a private deck offering modern comfort with a mountain charm.This spacious home

    Lisa Mirando Deerfield Valley Real Estate

    11 Dutchman Ln Unit 4B, Wilmington, VT 05363
  • 52 Big Bend Loop, Wilmington, VT 05363
    52 Big Bend Loop, Wilmington, VT 05363
    52 Big Bend Loop, Wilmington, VT 05363
    /36

    $499,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    52 Big Bend Loop, Wilmington, VT 05363

    This well-maintained 3 bedroom, 2 bath chalet in the sought after Chimney Hill community offers three levels of thoughtfully designed living space, providing plenty of room for the entire family. Recent improvements include a new roof in 2024, freshly painted exterior, and a recently stained deck, ensuring the home is move-in ready. The open concept main floor features an updated kitchen with

    Prema Fitzpatrick Skihome Realty

    52 Big Bend Loop, Wilmington, VT 05363
  • 78 Pond Loop Unit M-2, Wilmington, VT 05363
    78 Pond Loop Unit M-2, Wilmington, VT 05363
    78 Pond Loop Unit M-2, Wilmington, VT 05363
    /60

    $535,000 Sold Jun 20, 2025

    • 2,800 Sq Ft
    • $191/SF
    • 200 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1968

    78 Pond Loop Unit M-2, Wilmington, VT 05363

    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

    Sigrid Pickering Chimney Hill Realty

    78 Pond Loop Unit M-2, Wilmington, VT 05363
  • 15 Wilmington Heights, Wilmington, VT 05363
    15 Wilmington Heights, Wilmington, VT 05363
    15 Wilmington Heights, Wilmington, VT 05363
    /30

    $565,000 Sold Jun 18, 2025

    • 2,192 Sq Ft
    • $258/SF
    • 389 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1975

    15 Wilmington Heights, Wilmington, VT 05363

    Owners willing to consider offers. Lovely updated log cabin just up from the village of Wilmington and with mountain views and gorgeous exposure. This charming home is just a short drive to both the Mount Snow and Hermitage Club ski resorts, and nearby lakes, with easy access despite it's private location. The home sits on a pastoral lot with gorgeous southern views that open dramatically in the

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Wilmington Heights, Wilmington, VT 05363
  • 11 Dutchman Ln Unit 4C, Wilmington, VT 05363
    11 Dutchman Ln Unit 4C, Wilmington, VT 05363
    11 Dutchman Ln Unit 4C, Wilmington, VT 05363
    /33

    $550,000 Sold May 19, 2025

    • 2,100 Sq Ft
    • $262/SF
    • 254 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    11 Dutchman Ln Unit 4C, Wilmington, VT 05363

    Discover the transformed elegance of this 3-bedroom, 2.5-bath townhouse in Powderhorn Village. The entrance boasts a roomy mudroom, leading to a den and living space adorned with a captivating woodburning fieldstone fireplace. The main level seamlessly integrates a dining area adjacent to a fully equipped kitchen, complemented by a convenient powder room. Ascend to the second floor to find the

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    11 Dutchman Ln Unit 4C, Wilmington, VT 05363
  • 17 Darrah Loop, Wilmington, VT 05363
    17 Darrah Loop, Wilmington, VT 05363
    17 Darrah Loop, Wilmington, VT 05363
    /23

    $512,500 Sold Apr 18, 2025

    • 2,234 Sq Ft
    • $229/SF
    • 90 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    17 Darrah Loop, Wilmington, VT 05363

    Gorgeous brand new construction chalet just off the back side of the Haystack Golf Course with direct snowmobile trail access, nearby village and lake access, and just a short drive to the Mount Snow ski resort. Located on a quiet cul de sac with convenient public water and sewer, this home sits on a private end of road lot with amazing privacy, ample parking, and nice natural light through the

    Adam Palmiter Berkley & Veller Greenwood/Dover

    17 Darrah Loop, Wilmington, VT 05363
  • 173 Howes Loop, Wilmington, VT 05363
    173 Howes Loop, Wilmington, VT 05363
    173 Howes Loop, Wilmington, VT 05363
    /37

    $510,000 Sold Jan 23, 2025

    • 2,336 Sq Ft
    • $218/SF
    • 113 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1988

    173 Howes Loop, Wilmington, VT 05363

    Beautiful updated contemporary chalet located just down from the Chimney Hill Clubhouse in Wilmington. This charming home has nearby access to the country village of Wilmington, Lake Whitingham, is a short drive to the Mt Snow ski resort, and has nearby to one of the best hiking areas in Southern Vermont, thanks to the community adjacent Green Mountain National Forest. It sits nestled on a

    Adam Palmiter Berkley & Veller Greenwood/Dover

    173 Howes Loop, Wilmington, VT 05363
  • 75 E Brook Crossing Unit C-250, Wilmington, VT 05363
    75 E Brook Crossing Unit C-250, Wilmington, VT 05363
    75 E Brook Crossing Unit C-250, Wilmington, VT 05363
    /42

    $570,000 Sold Jan 16, 2025

    • 2,250 Sq Ft
    • $253/SF
    • 16 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1974

    75 E Brook Crossing Unit C-250, Wilmington, VT 05363

    This is it! Fabulous Chalet in Section C! 4 Bedrooms, 3 levels, custom woodwork and copper counter bar, hot tub, shed, and brand new 5-bedroom septic. Enjoy all the amenities Chimney Hill and the Deerfield Valley offer including year-round swimming, exclusive members-only clubhouse at 2000' feet in elevation, world class skiing and shredding, ice skating, hiking, biking, boating, festivals,

    Sigrid Pickering Chimney Hill Realty

    75 E Brook Crossing Unit C-250, Wilmington, VT 05363
  • 82 Lisle Hill Rd, Wilmington, VT 05363
    82 Lisle Hill Rd, Wilmington, VT 05363
    82 Lisle Hill Rd, Wilmington, VT 05363
    /24

    $505,000 Sold Nov 27, 2024

    • 3,600 Sq Ft
    • $140/SF
    • 177 Days On Market
    • 7 Beds
    • 4.5 Baths
    • Built 1989

    82 Lisle Hill Rd, Wilmington, VT 05363

    Contemporary style 3600 square-foot fully furnished ski lodge with seven bedrooms, 4 1/2 baths. A cathedral ceiling living room with stonewall and built-in stone fireplace, a formal dining room and 500 square-foot kitchen (with a breakfast table area, service Island with stove and sitting area with a second fireplace), a two car garage, mud room, master bedroom, half bath and front bedroom are on

    Derek Greene Derek Greene

    82 Lisle Hill Rd, Wilmington, VT 05363
  • 104 Radar Rd, Wilmington, VT 05363
    104 Radar Rd, Wilmington, VT 05363
    104 Radar Rd, Wilmington, VT 05363
    /35

    $535,000 Sold Oct 02, 2024

    • 3,448 Sq Ft
    • $155/SF
    • 46 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1952

    104 Radar Rd, Wilmington, VT 05363

    Lovely expanded and woodsy A-frame home just outside the village of Wilmington and near Lake Whitingham, with easy access near a paved town road. This cozy Vermont retreat sits on 11 acres bordering a year round stream, with established walking trails, pond, perennial landscaping, gorgeous stone walls, and more. The home itself features a large open concept floor plan with lovely rustic living

    Adam Palmiter Berkley & Veller Greenwood/Dover

    104 Radar Rd, Wilmington, VT 05363
  • 127 Fannie Hill Dr, Wilmington, VT 05363
    127 Fannie Hill Dr, Wilmington, VT 05363
    127 Fannie Hill Dr, Wilmington, VT 05363
    /57

    $2,595,000

    • 4 Beds
    • 4 Baths
    • 3,585 Sq Ft

    127 Fannie Hill Dr, Wilmington, VT 05363

    Welcome to 127 Fannie Hill Road, an exceptional mountain retreat ideally located adjacent to The Hermitage Club in Wilmington, Vermont. This stunning 4 bedroom, (with two bonus bunk rooms) 4 bathroom home artfully blends modern mountain living with rustic charm. Featuring a thoughtful mix of materials which include reclaimed barn board, sleek corrugated metal, and contemporary cable railing this

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    127 Fannie Hill Dr, Wilmington, VT 05363
  • 5 Camelot Dr, Wilmington, VT 05363
    5 Camelot Dr, Wilmington, VT 05363
    5 Camelot Dr, Wilmington, VT 05363
    /47

    $249,000

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    5 Camelot Dr, Wilmington, VT 05363

    This 3-bedroom, 2-bath manufactured home on .43 acres offers flexibility and potential, currently set up as two separate 1-bedroom units—ideal for rental income, guests, or an easy conversion back to a single residence. The property features a nice lawn area, two storage sheds, a one-car garage with plenty of space inside, and a paved driveway for convenience. Located in a quiet section of town

    Chad Lackey Deerfield Valley Real Estate

    5 Camelot Dr, Wilmington, VT 05363
  • 43 Bear Lair Ln, Wilmington, VT 05363
    43 Bear Lair Ln, Wilmington, VT 05363
    43 Bear Lair Ln, Wilmington, VT 05363
    /20

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    43 Bear Lair Ln, Wilmington, VT 05363

    Nestled up against the tree line, this 3 bedroom 2 bath home offers a slice of privacy at the end of a dead-end road near the top of Chimney Hill. The current owner has opened the yard to let in more light and make it much more user friendly and functional. The driveway was expanded into a circular drive-through. Reduce your electricity costs with the new PV solar array on the roof that will

    Jim Bellville Bellville Realty

    43 Bear Lair Ln, Wilmington, VT 05363
  • 0 Elwell Heights Dr, Wilmington, VT 05363
    0 Elwell Heights Dr, Wilmington, VT 05363
    0 Elwell Heights Dr, Wilmington, VT 05363
    /12

    $29,000

    • Land
    • 0.47 Acre
    • $61,702 per Acre

    0 Elwell Heights Dr, Wilmington, VT 05363

    .47 acre wooded parcel located just across the road from the Castle Hill picnic and boat launch area on Harriman Reservoir in Wilmington. Enjoy water skiing, boating, canoeing, kayaking, fishing and swimming just steps away. This is the perfect spot for a garage or shed to store the boats or an off grid cabin. There is no soil testing so new owners would need to perform tests in order to

    Chad Lackey Deerfield Valley Real Estate

    0 Elwell Heights Dr, Wilmington, VT 05363
  • 30 Upper Howes Way, Wilmington, VT 05363
    30 Upper Howes Way, Wilmington, VT 05363
    30 Upper Howes Way, Wilmington, VT 05363
    /39

    $25,000

    • Land
    • 0.50 Acre
    • $50,000 per Acre

    30 Upper Howes Way, Wilmington, VT 05363

    Affordable Single Lot with favorable soil tests for a 3-bedroom single family home in Chimney Hill. Surrounded on two sides by common land, this lot is in a quiet section of the Main Hill. Buyer is responsible or securing a septic permit. Join a community of over 560 homes sited on 1,200-Acres adjoining the Green Mt. National Forest, with 550-Acres owned in common by the membership of the HOA.

    Sigrid Pickering Chimney Hill Realty

    30 Upper Howes Way, Wilmington, VT 05363
  • 43 1st Ln Unit 25, Wilmington, VT 05363
    43 1st Ln Unit 25, Wilmington, VT 05363
    43 1st Ln Unit 25, Wilmington, VT 05363
    /58

    $339,500

    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft

    43 1st Ln Unit 25, Wilmington, VT 05363

    Get ready to fall in love with this charming, updated condo, with an unbeatable location right next to the 1st green of Haystack Golf Course. Imagine waking up every morning to a stunning mountain view, the serene golf course scenery, & ending your day with breathtaking sunsets & peaceful evenings. This turnkey unit is ready to impress & welcome you home. Upon entering, you'll discover a

    Donna Brown Skihome Realty

    43 1st Ln Unit 25, Wilmington, VT 05363
  • 41 Two Brook Dr, Wilmington, VT 05363
    41 Two Brook Dr, Wilmington, VT 05363
    41 Two Brook Dr, Wilmington, VT 05363
    /33

    $979,000

    • 4 Beds
    • 5 Baths
    • 2,320 Sq Ft

    41 Two Brook Dr, Wilmington, VT 05363

    Fantastic four-season upscale 4bdrm/5 bath home just minutes from Hermitage Club, Mount Snow, snowmobile trails, 2 golf courses, historic village, and lake. Double lot w/sounds of Two Brook off back of home, patio, & hot tub, there is a newly updated chef's kitchen and accompaniments, plenty of room for diners, lovely gas fireplaces in both the large living room, and even larger family/game room.

    Michael Purcell Berkley & Veller Greenwood/Dover

    41 Two Brook Dr, Wilmington, VT 05363
  • 5 First Ln Unit 1, Wilmington, VT 05363
    5 First Ln Unit 1, Wilmington, VT 05363
    5 First Ln Unit 1, Wilmington, VT 05363
    /14

    $305,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    5 First Ln Unit 1, Wilmington, VT 05363

    Lovely 2 bedroom condo as close as you can get to the 1st tee at the Haystack Golf Club, with winter views over the course to the mountains and sunsets beyond. This practical unit sits conveniently right on one of the best courses in New England, and a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. Inside you are treated to an open concept

    Adam Palmiter Berkley & Veller Greenwood/Dover

    5 First Ln Unit 1, Wilmington, VT 05363
  • 197 Lake Raponda Rd, Wilmington, VT 05363
    197 Lake Raponda Rd, Wilmington, VT 05363
    197 Lake Raponda Rd, Wilmington, VT 05363
    /32

    $1,697,000

    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft

    197 Lake Raponda Rd, Wilmington, VT 05363

    This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by

    Adam Palmiter Berkley & Veller Greenwood/Dover

    197 Lake Raponda Rd, Wilmington, VT 05363
  • 15 Haymaker Ln Unit 6D, Wilmington, VT 05363
    15 Haymaker Ln Unit 6D, Wilmington, VT 05363
    15 Haymaker Ln Unit 6D, Wilmington, VT 05363
    /19

    $469,000

    • 2 Beds
    • 2.5 Baths
    • 1,399 Sq Ft

    15 Haymaker Ln Unit 6D, Wilmington, VT 05363

    Beautiful condo on the side of Haystack mountain at the beautiful exclusive Hermitage Club Ski Resort. Enjoy sunrise views out your living room windows in this immaculate 2 bedroom, 2.5 bath unit. Walk in from the spacious mudroom entry to a living area with wood burning fireplace, deck overlooking the view, tremendous light and views, kitchen with breakfast bar, updated appliances, and gas

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Haymaker Ln Unit 6D, Wilmington, VT 05363
  • 1570 Somerset Rd, Wilmington, VT 05363
    1570 Somerset Rd, Wilmington, VT 05363
    1570 Somerset Rd, Wilmington, VT 05363
    /5

    $210,000

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft

    1570 Somerset Rd, Wilmington, VT 05363

    Somerset Wilderness,Close to the reservoir and Deerfield River. Boating. snowmobiling, hunting, and hiking. Open land with trails and apple trees. Abuts the National Forest.

    Mark Yule BHG Masiello Brattleboro

    1570 Somerset Rd, Wilmington, VT 05363

Showing Results 1 - 40, Page 1 of 5

Vermont Windham County Wilmington

Real Estate & Homes for Sale in Wilmington, VT

Home Trends in Wilmington, VT

On average, homes in Wilmington, VT sell after 68 days on the market compared to the national average of 70 days. The median sale price for homes in Wilmington, VT over the last 12 months is $460,000, down 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$460,000
Median Single Family Sale Price
$535,000
Median Townhouse Sale Price
$500,000
Median 2 Bedroom Sale Price
$297,000
Average Price Per Sq Ft
$281
Number of Homes for Sale
14
Last 12 months Home Sales
42
Months of Supply
4.00
Median List Price
$539,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-11%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group