36

Wilmington, VT Homes for Sale with Acreage

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  • /60

    $2,150,000

    • 7 Beds
    • 5 Baths
    • 5,500 Sq Ft

    18 New England Power Rd, Wilmington, VT 05363

    This extraordinary 7-bedroom, 5-bath luxury farmhouse has been masterfully remodeled by the current owners, offering a refined retreat abutting Vermont’s Green Mountain Forest. Every inch has been reimagined with high-end finishes, from the new roof to custom details throughout, creating a turnkey sanctuary that blends timeless charm with modern sophistication. A beautiful sunroom invites

    Samantha Decker Deerfield Valley Real Estate

    18 New England Power Rd, Wilmington, VT 05363
  • /35

    $2,197,000

    • 5 Beds
    • 4.5 Baths
    • 5,110 Sq Ft

    14 Tarheel Trail, Wilmington, VT 05363

    This custom built 2018 log home, designed by RH Log Works and Hilderbrand Interiors, offers the ultimate in sophistication and luxury. Featured in Better Homes and Gardens, New England Home and Country Home magazines, this 5 bedroom, 4.5 bathroom sanctuary (plus extra bunk room) is nestled on 2.2 wooded acres with a river running alongside. Just 4 minutes from Hermitage Club and 10 minutes from

    Adam Palmiter Berkley & Veller Greenwood/Dover

    14 Tarheel Trail, Wilmington, VT 05363
  • /37

    $925,000

    • 7 Beds
    • 7.5 Baths
    • 6,046 Sq Ft

    214 Whites Rd, Wilmington, VT 05363

    Experience a rare combination of proximity, privacy, and exposure, from this spectacular 1900s farmhouse nestled on 10+ private pastoral acres off the beautiful Whites Road, just outside the country village of Wilmington, and a short drive to the Mount Snow and Hermitage ski resorts. This home sits at the end of a private drive, with sunny exposure, horse pasture, rolling lawn space, and tennis

    Adam Palmiter Berkley & Veller Greenwood/Dover

    214 Whites Rd, Wilmington, VT 05363
  • /60

    $2,195,000

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

    32 Steep Hill Rd, Wilmington, VT 05363

    Private Vermont Sanctuary with Spectacular Mountain Views. Tucked away on a quiet dead-end road, yet just minutes to Hermitage Club, Mount Snow and downtown Wilmington. Every room offers a view. Direct snowmobile access and walking trails! Set on 20 private acres in the heart of Vermont’s Green Mountains, the property features panoramic views of Haystack, Mount Snow, and the spine of the

    Richard Caplan Deerfield Valley Real Estate

    32 Steep Hill 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
  • /53

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,506 Sq Ft

    339 Coldbrook Rd, Wilmington, VT 05363

    Just a half mile from The Hermitage Club, 3.5 miles to Mount Snow, and only a mile from Haystack Golf Club, this 4 bedroom, 3 bathroom home on 10.1 acres offers the perfect blend of rustic charm and modern comfort. Direct access to the VAST snowmobile trails and mountain views makes this an outdoor enthusiast’s dream.Step inside to find warm wood finishes, exposed beams, and rich natural textures

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    339 Coldbrook Rd, Wilmington, VT 05363
  • /28

    $895,000

    • 4 Beds
    • 3 Baths
    • 2,546 Sq Ft

    19 Village Rd E, Wilmington, VT 05363

    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

    Adam Palmiter Berkley & Veller Greenwood/Dover

    19 Village Rd E, Wilmington, VT 05363
  • /20

    $99,500

    • Land
    • 10.27 Acres
    • $9,688 per Acre

    0 Theresa Ln, Wilmington, VT 05363

    This is a rare 10.27 acre offering located in the pastoral town of Wilmington, Vermont. Featuring approximately 8 acres open field, stone walls, cherry trees, potential views of the windmills with clearing, and the Beaver Brook running through the lower section, this property offers privacy and beauty. In addition, the land is close to Mount Snow and the Hermitage Club, plus provides easy access

    Lisa Mirando Deerfield Valley Real Estate

    0 Theresa Ln, Wilmington, VT 05363
  • /60

    $2,900,000

    • 5 Beds
    • 7 Baths
    • 5,018 Sq Ft

    15 Mcgovern Ln, Wilmington, VT 05363

    Custom Mountain Retreat Adjacent to The Hermitage Club on 2.76 AcresThis five-bedroom, seven-bathroom mountain retreat is a true work of art, seamlessly blending modern sophistication with Vermont’s rustic charm. Designed by acclaimed architect Ken Pursley and thoughtfully curated by interior designer Bronwyn Ford, this residence offers a unique blend of clean architectural lines, natural

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    15 Mcgovern Ln, Wilmington, VT 05363
  • /60

    $490,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    47 Upper Howes Way Unit A-23, Wilmington, VT 05363

    On the Hill, end of the Road, double lot, brand new house with attached garage. If this is what you have been waiting for, wait no more! 2024 modular construction home with 3 bedrooms, 2 baths, one bedroom has an ensuite bath, the other 2 bedrooms share a full bath. Dining area has a slier to the deck out back, and it has a secluded feel of almost complete privacy. Enjoy all the amenities

    Sigrid Pickering Chimney Hill Realty

    47 Upper Howes Way Unit A-23, Wilmington, VT 05363
  • /31

    $445,000

    • 4 Beds
    • 3 Baths
    • 1,854 Sq Ft

    132 Sun and Ski Rd, Wilmington, VT 05363

    Welcome to Chateau Chelsea! This charming three-level, 4-bedroom, 3-bathroom single-family home is situated in the heart of Vermont’s picturesqueGreen Mountains. Named after the owners' beloved pup, this property has been a cherished gathering place for family and friends year-round. Conveniently located just over 2 hours from Boston, 90 minutes from Hartford, CT, and less than 4 hours from NYC,

    Patrice Schneider Southern Vermont Realty Group

    132 Sun and Ski Rd, Wilmington, VT 05363
  • /34

    $125,000

    • Land
    • 1.31 Acres
    • $95,420 per Acre

    118 Chimney Hill Rd, Wilmington, VT 05363

    Brand new Quad Lot right on Chimney Hill Road! Former lots M118 & M119 have had two additional parcels added on each end to form a 1.31-Acre Lot suitable for a three-bedroom single family home. Build your dream home and live the all-season resort lifestyle. Chimney Hill Owners Association is located on 1,200 acres adjacent to the Green Mt. National Forest, with 550 acres owned in common by the

    Sigrid Pickering Chimney Hill Realty

    118 Chimney Hill Rd, Wilmington, VT 05363
  • /27

    $3,125,000

    • 4 Beds
    • 4 Baths
    • 4,333 Sq Ft

    56 Coldbrook Crossing, Wilmington, VT 05363

    Spectacular custom home at the base of the Hermitage Club in the Coldbrook Crossing community, adjacent to the base of Haystack mountain. This is a stunning lot overlooking the trails and sunsets beyond, with easy mountain access, snowmobile trail access, and views unimpeded by any other homes. The luxurious features include a vaulted great room with exposed natural wood beams and stone hearth

    Adam Palmiter Berkley & Veller Greenwood/Dover

    56 Coldbrook Crossing, Wilmington, VT 05363
  • /60

    $749,000

    • 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
  • /59

    $529,000

    • 3 Beds
    • 2.5 Baths
    • 2,500 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
  • /41

    $265,000

    • 4 Beds
    • 1 Bath
    • 1,612 Sq Ft

    178 Parsons Rd, Wilmington, VT 05363

    Charming Cape-style home set on 1.7 beautifully landscaped acres, featuring a detached two-car garage. The expansive yard includes established gardens, a BBQ area, a barn, and two additional sheds in need of some TLC. Located just 4 miles from downtown Wilmington, you’ll enjoy easy access to shopping, dining, and year-round outdoor activities like skiing, golfing, hiking, biking, and boating. The

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    178 Parsons Rd, Wilmington, VT 05363
  • /45

    $265,000

    • 3 Beds
    • 1.5 Baths
    • 1,728 Sq Ft

    121 Happy Haven Rd, Wilmington, VT 05363

    This home offers endless potential to become your ideal retreat. Tucked away on 1.3 acres at the end of a quiet dead-end road, it provides privacy while still being conveniently close to downtown Wilmington and year-round recreation—whether you enjoy skiing, golfing, hiking, biking, or boating. The main level features an open-concept layout with a cozy living room with a wood-burning fireplace, a

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    121 Happy Haven 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
  • /59

    $675,000

    • 4 Beds
    • 2 Baths
    • 2,540 Sq Ft

    42 View Rd, Wilmington, VT 05363

    Welcome to your turnkey Vermont chalet in the heart of Chimney Hill. Situated on a rare double lot, this spacious 6-bedroom, 3-bath mountain home offers approximately 2700 square feet* of finished living space including a heated oversized garage with a fully finished bonus level ideal for guests, hobbies, or remote work. Vaulted pine ceilings, a central skylight, and a wood-burning brick

    Nick Sicard EXP Realty

    42 View Rd, Wilmington, VT 05363
  • /40

    $125,000

    • Land
    • 1.58 Acres
    • $79,114 per Acre

    408 Fox Mountain Rd, Wilmington, VT 05363

    Top of the Hill at the end of the Road! Triple building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sacon Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Club House. If you've been thinking of building your dream home, this is a great opportunity! Enjoy all

    Sigrid Pickering Chimney Hill Realty

    408 Fox Mountain Rd, Wilmington, VT 05363
  • /35

    $125,000

    • Land
    • 1.52 Acres
    • $82,237 per Acre

    406 Fox Mountain Rd, Wilmington, VT 05363

    Top of the Hill at the end of the Road! Triple building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Clubhouse. If you've been thinking of building your dream home, this is a great opportunity!

    Sigrid Pickering Chimney Hill Realty

    406 Fox Mountain Rd, Wilmington, VT 05363
  • /33

    $85,000

    • Land
    • 1.04 Acres
    • $81,731 per Acre

    402 Fox Mountain Rd, Wilmington, VT 05363

    Top of the Hill at the end of the Road! Double building lot with a current 3-bedroom septic design! Be part of the new 5-Lot Cul de Sac on Fox Mt Road. These Lots have a SW orientation and sit at about 2,400' in elevation and adjoin the National Forest - yet are within walking distance to the Clubhouse. If you've been thinking of building your dream home, this is a great opportunity!

    Sigrid Pickering Chimney Hill Realty

    402 Fox Mountain Rd, Wilmington, VT 05363
  • /15

    $69,000

    • Land
    • 3.58 Acres
    • $19,274 per Acre

    Lot 4 Ghastly Job Way, Wilmington, VT 05363

    3.58 acres east of Wilmington village. This property is ready to build on, site work has commenced; tree clearing and partial driveway installed, fully engineered, survey, and Sate of Vermont Wastewater Permit for the construction of a three bedroom home. This parcel offers a great location, close to Lake Raponda for swimming, near Molly Stark State Park for hiking and minutes to Lake Whitingham

    Monique White Deerfield Valley Real Estate

    Lot 4 Ghastly Job Way, Wilmington, VT 05363
  • /32

    $450,000

    • 7 Beds
    • 5 Baths
    • 3,518 Sq Ft

    343 Haystack Rd, Wilmington, VT 05363

    This spacious home is located near Mount Snow and Haystack Country Club. Tucked back on 3 acres with wooded surroundings offering privacy amongst the trees. The main house offers Four bedrooms, four baths; including a large primary suite. The spacious basement has a kitchen, bath and living space with walkout access to the backyard. The three-car garage with a workshop is a great bonus for anyone

    Jessica Citera Cummings & Co

    343 Haystack Rd, Wilmington, VT 05363
  • /28

    $589,000

    • 5 Beds
    • 3.5 Baths
    • 2,240 Sq Ft

    47 Ives Rd, Wilmington, VT 05363

    Unique spacious log home near the Hermitage Ski Club with easy access to the resort, direct snowmobile trail access, and tremendous privacy. Also just down the access road from the Mount Snow ski resort, nearby country village of Wilmington for shopping and dining, and gorgeous area lakes. This updated rustic retreat sits on a level lot with ample parking, winter exposure to the east, and a gear

    Adam Palmiter Berkley & Veller Greenwood/Dover

    47 Ives Rd, Wilmington, VT 05363
  • /24

    $749,000

    • Land
    • 2.57 Acres
    • $291,440 per Acre

    Lot 3 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 2.57 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 3 Old Mill Ln, Wilmington, VT 05363
  • /26

    $749,000

    • Land
    • 1.22 Acres
    • $613,934 per Acre

    Lot 2 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 1.22-acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 2 Old Mill Ln, Wilmington, VT 05363
  • /24

    $774,000

    • Land
    • 3.6 Acres
    • $215,000 per Acre

    Lot 5 Old Mill Ln, Wilmington, VT 05363

    Bring. your own builder and discover an exceptional opportunity to own a 3.6 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes with your own builder or to be crafted by the Wadsworth Design Build..

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 5 Old Mill Ln, Wilmington, VT 05363
  • /42

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 3,553 Sq Ft

    37 Pleasant View Ln, Wilmington, VT 05363

    4 bed, 3.5 bath, true log home w/excellent layout over 3 finished floors, 2 car garage, 5 acres, private pond, Mount Snow views, snowmobile trail access and all nicely tucked away on a dead end road. Just 2.2 miles to Rt 100 for easy access to downtown Wilmington shops and dining, Mount Snow Resort, the exclusive Hermitage Club, Harriman Reservoir and marina and multiple area golf courses. Even

    Jacki Murano Southern Vermont Realty Group

    37 Pleasant View Ln, Wilmington, VT 05363
  • /36

    $85,000

    • Land
    • 1.31 Acres
    • $64,885 per Acre

    100 Chimney Hill Rd, Wilmington, VT 05363

    Merged Triple Lot on the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your Dream home, this is a great spot. Located about 1/2 way up the Hill, right off the pavement. Walk to the Clubhouse, seasonal views, about 2,100' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis,

    Sigrid Pickering Chimney Hill Realty

    100 Chimney Hill Rd, Wilmington, VT 05363
  • /38

    $85,000

    • Land
    • 1.09 Acres
    • $77,982 per Acre

    95 Chimney Hill Rd, Wilmington, VT 05363

    Triple Merged Lot on the Hill! Recent soil tests say this looks good for a 3-bedroom home! Right off the pavement about halfway up the Hill on the plateau. If you've been thinking of building your Dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,100' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season

    Sigrid Pickering Chimney Hill Realty

    95 Chimney Hill Rd, Wilmington, VT 05363
  • /11

    $639,000

    • 5 Beds
    • 3 Baths
    • 5,424 Sq Ft

    53 N Main St, Wilmington, VT 05363

    Formerly listed in the Wilmington Town Records as a Commercial Property, however, the owners changed that designation to Residential including a one bed./one bath apartment and (2) two bedroom, one bath apartments and a 7 bedroom/7.5 half bath once an Inn. The current owner is in the process of installing egress windows in all bedrooms in the Inn. The current owner has also electrified all smoke

    Ginny Read Read Realty LTD

    53 N Main St, Wilmington, VT 05363
  • /33

    $120,000

    • Land
    • 5 Acres
    • $24,000 per Acre

    0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363

    Beautiful 5-Acre Lot with Mountain Views – Approved for Two Homes!Here’s your chance to own a truly special piece of Vermont! This gorgeous 5-acre parcel on Route 100, just north of Wilmington center, offers the perfect setting for your dream home—or two. Recent soil tests support two single-family homes, each with up to three bedrooms. The land features an open, sun-drenched meadow, gently

    Monique White Deerfield Valley Real Estate

    0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363
  • /40

    $3,250,000

    • 6 Beds
    • 3 Baths
    • 3,309 Sq Ft

    36 Woffenden Rd, Wilmington, VT 05363

    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

    Melissa Ellis Southern Vermont Realty Group

    36 Woffenden Rd, Wilmington, VT 05363
  • /2

    $149,000

    • Land
    • 10.01 Acres
    • $14,885 per Acre

    Lot 4 Old Town Rd, Marlboro, VT 05363

    An outstanding 10-acre buildable parcel in Wilmington, permitted for a 4-bedroom single-family home. It comes with wastewater permit WW-2-7762, making it an ideal choice for those looking to build in a prime location. This location offers easy access to local restaurants, golf, biking, hiking, swimming, boating, skiing, and snowmobiling—making it an ideal year-round retreat in scenic southern

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    Lot 4 Old Town Rd, Marlboro, VT 05363
  • /25

    $774,000

    • Land
    • 1.32 Acres
    • $586,364 per Acre

    Lot 4 Old Mill Ln, Wilmington, VT 05363

    Bring your own builder and discover an exceptional opportunity to own a 1.3 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium cleared lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 4 Old Mill Ln, Wilmington, VT 05363

Home Trends in Wilmington, VT

Housing Trends

Median Sale Price
$505,000
Median Single Family Sale Price
$516,250
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$322,250
Average Price Per Sq Ft
$317
Number of Homes for Sale
54
Last 12 months Home Sales
79
Months of Supply
8.20
Median List Price
$559,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
12%
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