27

Wilmington, VT Homes for Sale with Acreage

Section Image
  • Higley Hill Rd, Wilmington, VT 05363
    Higley Hill Rd, Wilmington, VT 05363
    Higley Hill Rd, Wilmington, VT 05363
    /12

    $999,000

    • Land
    • 12.2 Acres
    • $81,885 per Acre

    Higley Hill Rd, Wilmington, VT 05363

    Looking for Vermont land with privacy, natural beauty, and development potential? This 12.2-acre parcel in Windham County offers a peaceful escape tucked into the woods, ideal for buyers seeking recreational land, a homestead site, or a rural retreat. With 250 ft of road frontage on Higley Hill Rd, the property is easily accessible while still offering seclusion.The terrain is wooded and

    Community Lands Community Lands

    Higley Hill Rd, 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
  • 286 Coldbrook Rd, Wilmington, VT 05363
    286 Coldbrook Rd, Wilmington, VT 05363
    286 Coldbrook Rd, Wilmington, VT 05363
    /16

    $1,400,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,844 Sq Ft

    286 Coldbrook Rd, Wilmington, VT 05363

    This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf

    Melissa Nebelski Real Broker LLC

    286 Coldbrook Rd, Wilmington, VT 05363
  • Lot 3 Old Mill Ln, Wilmington, VT 05363
    Lot 3 Old Mill Ln, Wilmington, VT 05363
    Lot 3 Old Mill Ln, Wilmington, VT 05363
    /30

    $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
  • 36 Woffenden Rd, Wilmington, VT 05363
    36 Woffenden Rd, Wilmington, VT 05363
    36 Woffenden Rd, Wilmington, VT 05363
    /41

    $2,999,000

    $2M PRICE DROP
    • 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 and

    Melissa Ellis Southern Vermont Realty Group

    36 Woffenden Rd, Wilmington, VT 05363
  • 29 Stable Rd, Wilmington, VT 05363
    29 Stable Rd, Wilmington, VT 05363
    /2

    $174,900

    $24K PRICE DROP
    • 2 Beds
    • 2,710 Sq Ft

    29 Stable Rd, Wilmington, VT 05363

    The Stable Lodge was built in 1969-1970. Located near Haystack Ski Area, The Golf Course and The Hermitage Club close to the Coldbrook. Built as a post and beam home. Features 4 plus acres with ample parking. Building will need an extensive rehab. Not safe to go into the structure.

    Mark Yule BHG Masiello Brattleboro

    29 Stable Rd, Wilmington, VT 05363
  • 47 Upper Howes Way Unit A-23, Wilmington, VT 05363
    47 Upper Howes Way Unit A-23, Wilmington, VT 05363
    47 Upper Howes Way Unit A-23, Wilmington, VT 05363
    /60

    $479,000

    $21K PRICE DROP
    • 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 Chimney

    Sigrid Pickering Chimney Hill Realty

    47 Upper Howes Way Unit A-23, 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

    $465,900

    $33K PRICE DROP
    • 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
  • Lot 2 Mountain Ridge Estates, Wilmington, VT 05363
    Lot 2 Mountain Ridge Estates, Wilmington, VT 05363
    Lot 2 Mountain Ridge Estates, Wilmington, VT 05363
    /3

    $500,000

    • Land
    • 1.1 Acres
    • $454,545 per Acre

    Lot 2 Mountain Ridge Estates, Wilmington, VT 05363

    Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 1.1 acres overlooking the fairway of the 18th hole and mountains

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot 2 Mountain Ridge Estates, Wilmington, VT 05363
  • 555 Vermont 9, Wilmington, VT 05363
    555 Vermont 9, Wilmington, VT 05363
    555 Vermont 9, Wilmington, VT 05363
    /42

    $498,990

    $76K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    555 Vermont 9, Wilmington, VT 05363

    NEW PRICE REDUCTION. A FANTASTIC OPPERTUNITY TO BUILD AN ADU ON ADJOINING LOT! This brand-new construction, three-bedroom, two-bath residence blends modern comfort with classic Vermont charm and sits on a desirable double lot, offering both space and privacy. Designed for year-round living or a weekend retreat, the home features a bright, open-concept layout filled with natural light from

    Colt Hazell Flex Realty

    555 Vermont 9, Wilmington, VT 05363
  • Lot 4 Old Mill Ln, Wilmington, VT 05363
    Lot 4 Old Mill Ln, Wilmington, VT 05363
    Lot 4 Old Mill Ln, Wilmington, VT 05363
    /24

    $774,000

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

    Lot 4 Old Mill Ln, Wilmington, VT 05363

    Desirable Building Lot at Old Mill at Haystack Mountain. House rendering concept has been designed by The Wadsworth Design Build team who are ready to get started on your mountain home. Come discover an 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

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    Lot 4 Old Mill Ln, Wilmington, VT 05363
  • 117 Ray Hill Rd, Wilmington, VT 05363
    117 Ray Hill Rd, Wilmington, VT 05363
    117 Ray Hill Rd, Wilmington, VT 05363
    /15

    $459,000

    $70K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    117 Ray Hill Rd, Wilmington, VT 05363

    This wonderful home boast 10.5 +/- acres, plenty of room for gardening, a pond and is only moments to the village center! Beautiful hard wood floors throughout, Livingroom with gas fireplace a a beautiful view, dining area and kitchen, 3 bedrooms, 2 bathrooms, 2 decks and a simple 1 car garage. The lower level boasts a walk- out, that is waiting to be finished!

    Janet Boyd Boyd Real Estate

    117 Ray Hill Rd, Wilmington, VT 05363
  • 52 Ruth Way, Wilmington, VT 05363
    52 Ruth Way, Wilmington, VT 05363
    52 Ruth Way, Wilmington, VT 05363
    /59

    $425,000

    • 4 Beds
    • 3 Baths
    • 2,345 Sq Ft

    52 Ruth Way, Wilmington, VT 05363

    Welcome to this inviting 4-bedroom, 3-bathroom home nestled on a tranquil street, cherished by one family for nearly two decades. This residence exudes warmth and comfort, offering the perfect blend of functionality and charm. As you step through the covered front door, a cozy mudroom/entry area sets the tone for the welcoming atmosphere throughout the home. The spacious living room is ideal for

    Donna Brown Skihome Realty

    52 Ruth Way, Wilmington, VT 05363
  • Lot 2 Old Mill Ln, Wilmington, VT 05363
    Lot 2 Old Mill Ln, Wilmington, VT 05363
    Lot 2 Old Mill Ln, Wilmington, VT 05363
    /32

    $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
  • 26 N Wind Rd, Wilmington, VT 05363
    26 N Wind Rd, Wilmington, VT 05363
    26 N Wind Rd, Wilmington, VT 05363
    /60

    $399,000

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,690 Sq Ft

    26 N Wind Rd, Wilmington, VT 05363

    Rustic Country Home This inviting rustic country home features a spacious great room with a vaulted ceiling and a beautiful fieldstone fireplace with a buckstove—perfect for cozy winter nights. A large dining area offers plenty of space for gathering with family and friends, complemented by an awesome bar ideal for entertaining. The first floor includes a generously sized bedroom, while the

    Rich Caplan Deerfield Valley Real Estate

    26 N Wind Rd, Wilmington, VT 05363
  • 0 Theresa Ln, Wilmington, VT 05363
    0 Theresa Ln, Wilmington, VT 05363
    0 Theresa Ln, 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
  • 169 Sun and Ski Rd, Wilmington, VT 05363
    169 Sun and Ski Rd, Wilmington, VT 05363
    169 Sun and Ski Rd, Wilmington, VT 05363
    /43

    $75,000

    $20K PRICE DROP
    • Land
    • 1 Acre
    • $75,000 per Acre

    169 Sun and Ski Rd, Wilmington, VT 05363

    Dreaming of building a home in Vermont but not sure where to start? With several significant steps in the preparation process already done, this one-acre lot is truly ready for your vision. A three-bedroom septic design by a Vermont engineer has been completed, with permits filed and approved by the state of Vermont. Plus, the land has already been partially cleared for a driveway and building

    Kim Meeker Southern Vermont Realty Group

    169 Sun and Ski Rd, Wilmington, VT 05363
  • Lot 4 Mountain Ridge Estates, Wilmington, VT 05363
    Lot 4 Mountain Ridge Estates, Wilmington, VT 05363
    Lot 4 Mountain Ridge Estates, Wilmington, VT 05363
    /3

    $450,000

    • Land
    • 3.38 Acres
    • $133,136 per Acre

    Lot 4 Mountain Ridge Estates, Wilmington, VT 05363

    Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 3.38+ acres overlooking the 18th tee box and mountains beyond for

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot 4 Mountain Ridge Estates, Wilmington, VT 05363
  • 402 Fox Mountain Rd, Wilmington, VT 05363
    402 Fox Mountain Rd, Wilmington, VT 05363
    402 Fox Mountain Rd, Wilmington, VT 05363
    /41

    $85,000

    • Land
    • 1.02 Acres
    • $83,333 per Acre

    402 Fox Mountain Rd, Wilmington, VT 05363

    Fantastic double lot on top of the Hill with recent soil tests and septic design suitable for your dream home! As Chimney Hill approaches full build out, the number of remaining lots are limited. This is a brand-new cul-de-sac adjoining the National Forest. Of the 5 lots, only two remain available, including this one. Time to stop imagining and start living the dream of your own vacation home.

    Sigrid Pickering Chimney Hill Realty

    402 Fox Mountain Rd, Wilmington, VT 05363
  • Lot 3 Mountain Ridge Estates, Wilmington, VT 05363
    Lot 3 Mountain Ridge Estates, Wilmington, VT 05363
    Lot 3 Mountain Ridge Estates, Wilmington, VT 05363
    /3

    $500,000

    • Land
    • 1.82 Acres
    • $274,725 per Acre

    Lot 3 Mountain Ridge Estates, Wilmington, VT 05363

    Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 1.82+ acres overlooking the 18th fairway and mountains beyond for

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot 3 Mountain Ridge Estates, Wilmington, VT 05363
  • 193 Rt 9 E, Wilmington, VT 05363
    193 Rt 9 E, Wilmington, VT 05363
    193 Rt 9 E, Wilmington, VT 05363
    /52

    $549,000

    • 3 Beds
    • 2 Baths
    • 2,697 Sq Ft

    193 Rt 9 E, Wilmington, VT 05363

    Step into a piece of Wilmington history with this captivating 3+ bedroom, 2-bath Cape set on a picturesque 1-acre parcel just beyond Wilmington Village. Built in 1920 by Martin Brown, this former “Playhouse” of Beaver Brook Farm (AKA White House of Wilmington) blends timeless character with thoughtful modern updates. The heart of the home is a magnificent open-concept kitchen, living, and dining

    Chad Lackey Deerfield Valley Real Estate

    193 Rt 9 E, Wilmington, VT 05363
  • Lot 1 Mountain Ridge Estates, Wilmington, VT 05363
    Lot 1 Mountain Ridge Estates, Wilmington, VT 05363
    Lot 1 Mountain Ridge Estates, Wilmington, VT 05363
    /3

    $500,000

    • Land
    • 5.05 Acres
    • $99,010 per Acre

    Lot 1 Mountain Ridge Estates, Wilmington, VT 05363

    Being offered for the first time, is this spectacular newly cleared home site with stunning views of the Haystack and Mount Snow ridgeline and sunsets beyond. Mountain Ridge Estates abuts the Haystack Golf Club and are exclusive home sites for the discerning buyer looking to create a special spot in Vermont. This particular lot is 5+ acres overlooking the 18th hole and mountains beyond for year

    Adam Palmiter Berkley & Veller Greenwood/Dover

    Lot 1 Mountain Ridge Estates, Wilmington, VT 05363
  • 29 Mountain Ridge Dr, Wilmington, VT 05363
    29 Mountain Ridge Dr, Wilmington, VT 05363
    29 Mountain Ridge Dr, Wilmington, VT 05363
    /23

    $3,500,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 7,000 Sq Ft

    29 Mountain Ridge Dr, Wilmington, VT 05363

    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

    Adam Palmiter Berkley & Veller Greenwood/Dover

    29 Mountain Ridge Dr, Wilmington, VT 05363
  • 0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363
    0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363
    0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363
    /33

    $115,000

    $30K PRICE DROP
    • Land
    • 5 Acres
    • $23,000 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 the potential to build two single-family homes, each with up to three bedrooms. The land features an open,

    Monique White Deerfield Valley Real Estate

    0 Happy Haven Rd Unit 4998180, Wilmington, VT 05363
  • 9 Brown Rd, Wilmington, VT 05363
    9 Brown Rd, Wilmington, VT 05363
    /2

    $149,000

    • Land
    • 16.74 Acres
    • $8,901 per Acre

    9 Brown Rd, Wilmington, VT 05363

    Nice private almost 17 acre site with driveway, dug well, dug pond, sitework and ski area and Mountain views. Log cabin or post and beam home is a great fit. VAST snowmobile trail runs through the property. Beautiful bright and sunny exposure.

    Mark Yule BHG Masiello Brattleboro

    9 Brown Rd, Wilmington, VT 05363
  • 118 Chimney Hill Rd, Wilmington, VT 05363
    118 Chimney Hill Rd, Wilmington, VT 05363
    118 Chimney Hill 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
  • 3185 Higley Hill Rd, West Marlboro, VT 05363
    3185 Higley Hill Rd, West Marlboro, VT 05363
    3185 Higley Hill Rd, West Marlboro, VT 05363
    /60

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    3185 Higley Hill Rd, West Marlboro, VT 05363

    Vermont A-Frame Retreat in Marlboro! Escape to this charming 2-bedroom, 2-bath A-frame set on 2.18 wooded acres in scenic Marlboro, Vermont. With a stream, deck, and peaceful natural setting, this property offers the perfect blend of privacy and character. Inside, you’ll find 1,164 square feet of furnished living space featuring natural light, a wood fireplace, first-floor laundry, and a

    Grayson VanHendrick Flex Realty

    3185 Higley Hill Rd, West Marlboro, VT 05363
Vermont Windham County Wilmington

Homes for Sale with Acreage in Wilmington, VT

Home Trends in Wilmington, VT

On average, homes in Wilmington, VT sell after 90 days on the market compared to the national average of 58 days. The median sale price for homes in Wilmington, VT over the last 12 months is $540,500, up 18% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$540,500
Median Single Family Sale Price
$527,500
Median Townhouse Sale Price
$400,000
Median 2 Bedroom Sale Price
$341,000
Average Price Per Sq Ft
$325
Number of Homes for Sale
33
Last 12 months Home Sales
72
Months of Supply
5.50
Median List Price
$549,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
18%
How to Buy a Home How to Finance a Home How to Sell a Home

In Wilmington, there are currently 27 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Wilmington, VT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Wilmington and discover the potential and freedom that comes with owning your own piece of property.

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 2026 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.

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