Wilmington, VT Homes for Sale with Acreage

/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
/60
$2,150,000
- 5 Beds
- 5 Baths
- 5,500 Sq Ft
18 New England Power Rd, Wilmington, VT 05363

This extraordinary 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 relaxation with abundant

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
/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

Rich 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
/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
/39
$1,150,000
- 4 Beds
- 4.5 Baths
- 5,000 Sq Ft
3 Shannon Ridge Rd, Dover, VT 05356

3 Shannon Ridge Road, West Dover, VT Private Mountain Retreat Between Mount Snow and The Hermitage Club Experience the perfect fusion of luxury, privacy, and adventure in this beautifully renovated 4,950 sq ft home set on 1.62 acres of tranquil Vermont countryside. Ideally positioned between Mount Snow and the private Hermitage Club, this home offers a rare opportunity for refined mountain living

Derek Greene Derek Greene

3 Shannon Ridge Rd, Dover, VT 05356
/42
$574,900
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
555 Vermont 9, Wilmington, VT 05363

Welcome to your dream home in the heart of Southern Vermont. This brand-new construction 3-bedroom, 2-bath residence seamlessly blends modern comfort with classic Vermont charm, perfect for year-round living or a weekend escape. Enjoy a spacious, open-concept layout filled with natural light, enhanced by high-quality Anderson windows and doors. The kitchen boasts brand new appliances, while the

Flex Realty Group Flex Realty

555 Vermont 9, Wilmington, VT 05363
/41
$799,000
- 5 Beds
- 3 Baths
- 3,091 Sq Ft
798 Vermont Route 100, Wilmington, VT 05363

Multi-Family & Commercial Opportunity in Wilmington, VermontSet on 1.05 acres just outside Wilmington village, this versatile property offers two recently renovated apartments totaling five bedrooms, each with its own two-car garage perfect for owner occupancy, rental income, or staff housing.The main building features updated interiors with modern kitchens, stylish baths, and new

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

798 Vermont Route 100, 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
/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
/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
/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
/6
$45,000
- Land
- 1.1 Acres
- $40,909 per Acre
9 Sun and Ski Rd, Wilmington, VT 05363

Prime Land Lot – Minutes from Wilmington, Close to Mount Snow!Discover the perfect blend of seclusion and convenience with this exceptional land opportunity, ideally located just 8 minutes from Main Street Wilmington and only 20 minutes from the slopes of Mount Snow. Whether you're dreaming of a private mountain getaway, a cozy Airbnb investment, or building your forever home, this lot

Flex Realty Group Flex Realty

9 Sun and Ski Rd, Wilmington, VT 05363
/41
$499,000
- 3 Beds
- 2 Baths
- 1,920 Sq Ft
216 Ghastly Job Way, Wilmington, VT 05363

Vermont mountain getaway perched on a private parcel at the end of a quiet country road, this charming mountain retreat offers sweeping long-range views spanning from the Green Mountains within the National Forest north to Mount Snow and east toward neighboring Marlboro. Enjoy breathtaking sunsets from the covered front porch or relax in the outdoor hot tub surrounded by nature. Inside, the

Monique White Deerfield Valley Real Estate

216 Ghastly Job Way, 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
/30
$295,000
- 3 Beds
- 2 Baths
- 1,328 Sq Ft
876 Vermont Route 100, Wilmington, VT 05363

Great location for full-time local residents or seasonal visitors. Easy access from Route 100. Nice yard and solid house. This is a comfortable 3-bedroom house with a living room, kitchen, and dining room! Centrally located and easily accessible. Please come see it!

Tony Tribuno Skihome Realty

876 Vermont Route 100, 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
/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
/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
/24
$255,000
- 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
$466,000
- 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
/36
$410,000
- 7 Beds
- 5 Baths
- 2,978 Sq Ft
343 Haystack Rd, Wilmington, VT 05363

This spacious home is located near outdoor recreation spots like 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

Jessica Citera Cummings & Co

343 Haystack 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
/28
$499,000
- 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
/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
/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
$3,150,000
- 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 and

Melissa Ellis Southern Vermont Realty Group

36 Woffenden Rd, Wilmington, VT 05363
/2
$199,000
- 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 and Golf Course and The Hermitage Club close to the Coldbrook. Built to sleep 32 People. 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
/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
/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

Vermont Windham County Wilmington

Home Trends in Wilmington, VT

On average, homes in Wilmington, VT sell after 93 days on the market compared to the national average of 53 days. The median sale price for homes in Wilmington, VT over the last 12 months is $505,000, up 27% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$505,000

Median Single Family Sale Price

$502,000

Median Townhouse Sale Price

$450,000

Median 2 Bedroom Sale Price

$324,900

Average Price Per Sq Ft

$324

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

8.60

Median List Price

$549,500

Median Change From 1st List Price

Median Home Sale Price YoY Change

27%

How to Buy a Home How to Finance a Home How to Sell a Home

In Wilmington, there are currently 38 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.

Wilmington Types of Homes for Sale

Wilmington Land for Sale

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