Homes for Sale in 05363

/2
$25,000
- Land
- 0.6 Acre
- $41,667 per Acre
28 Upper Howes Way, Wilmington, VT 05363

Sweet Spot tucked away in a quiet corner of the Hill, ready for you to build your vacation getaway. Recent soil tests are favorable for a 3-bedroom house. Enjoy all the amenities Chimney Hill offers on its 1,200 Acre Resort Campus, including year-round swimming, seasonal tennis and pickleball, ice skating with a warming hut full of skates to use, hiking, biking, snowmobiling right from your house

Sigrid Pickering Chimney Hill Realty

28 Upper Howes Way, Wilmington, VT 05363
/40
$4,087,000
- 6 Beds
- 7 Baths
- 7,090 Sq Ft
22 Stags Leap Ln, Wilmington, VT 05363

Spectacular custom home at the base of the Hermitage Club in the Stags Leap community, adjacent to the ski trails at the base of Haystack mountain. This is a rare lot overlooking the trails, with direct ski-on/off and lift access, mountain views, and sunsets beyond, unimpeded by any other homes. Featuring 6 bedrooms, 5 and two half baths, with luxurious high ceiling great room with exposed

Adam Palmiter Berkley & Veller Greenwood/Dover

22 Stags Leap Ln, Wilmington, 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

Flex Realty Group Flex Realty

3185 Higley Hill Rd, West Marlboro, VT 05363
/43
$1,300,000
- 3 Beds
- 4 Baths
- 2,944 Sq Ft
156 W Lake Rd, Wilmington, VT 05363

A rare opportunity to own a beautifully maintained, one-family-owned home on Lake Raponda. Lovingly cared for through the years. This special waterfront property offers the perfect blend of comfort, warmth, and classic Vermont charm. Spend your days boating, kayaking, swimming, or simply relaxing by the shore, and unwind in the quiet beauty that makes Lake Raponda so special. Step inside to an

Jillian Wimmelman Deerfield Valley Real Estate

156 W Lake Rd, Wilmington, VT 05363
/34
$95,000
- Land
- 1 Acre
- $95,000 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
/60
$749,000
- 4 Beds
- 4 Baths
- 2,964 Sq Ft
16 Rock Split Way, Wilmington, VT 05363

Turnkey mountain retreat with style, space, and serious four-season fun—welcome to Chimney Hill living at its best. This beautifully crafted 4 bedroom home offers 4 full tiled baths and approximately 3,000 sq ft of warm, inviting living space on 3 levels designed for gathering, relaxing, and making memories. The open concept main level delivers instant wow factor with soaring cathedral ceilings,

Chad Lackey Deerfield Valley Real Estate

16 Rock Split Way, Wilmington, VT 05363
/32
$239,000
- 2 Beds
- 1.5 Baths
- 1,160 Sq Ft
11 Hassey Bend Unit 9, Wilmington, VT 05363

Ready to move in Mountain Ponds end unit Townhouse with 2 bedroom plus loft and 1 1/2 bathsMain level boasts an open concept living/dining and renovated kitchen area. Relax on the back deck off dining area. Gas stove in the living room. Attached ski locker/wood bin with 2 entrances. Spacious mudroom. Direct access to VAST snowmobile trail and adjacent to Haystack Golf Course. Lake Whitingham is

Jennifer Hovey-Densmore Deerfield Valley Real Estate

11 Hassey Bend Unit 9, Wilmington, VT 05363
/46
$898,000
- 4 Beds
- 3.5 Baths
- 3,420 Sq Ft
41 Two Brook Dr, Wilmington, VT 05363

Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all.Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

41 Two Brook Dr, Wilmington, VT 05363
/60
$429,000
- 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
/31
$459,000
- 1 Bed
- 2.5 Baths
- 2,076 Sq Ft
33 W Main St, Wilmington, VT 05363

Unique opportunity to own a commercial building in the heart of downtown Wilmington. This historic structure has been completely overhauled and meticulously maintained by the current owners, and was the location of a successful restaurant for many years, with an income producing apartment upstairs. It is now being offered to a buyer with vision who may be looking for prime retail, restaurant, or

Adam Palmiter Berkley & Veller Greenwood/Dover

33 W Main St, Wilmington, VT 05363
/31
$425,000
- 3 Beds
- 2 Baths
- 1,472 Sq Ft
68 E Brook Crossing, Wilmington, VT 05363

Lovely updated chalet in the Chimney Hill community just outside the village of Wilmington and south of the Mount Snow ski resort. This home sits on a private lot with direct snowmobile trail access, great for summer hiking and biking, nearby access to Lake Whitingham, and is just a short drive into the downtown for shopping and dining. Inside you are treated to a vaulted living space with

Adam Palmiter Berkley & Veller Greenwood/Dover

68 E Brook Crossing, Wilmington, VT 05363
/55
$389,000
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
1 Frog Hollow, Wilmington, VT 05363

Charming Rustic Country Saltbox on Lower Chimney HillNestled in a convenient Lower Chimney Hill location, this rustic country saltbox offers cozy comfort and classic Vermont charm. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace that keeps the house warmed right up, the home provides a warm and inviting atmosphere year-round.Outdoor enthusiasts will

Rich Caplan Deerfield Valley Real Estate

1 Frog Hollow, Wilmington, VT 05363
/23
$474,900
- 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
/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
/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
/17
$73,140
- Land
- 0.25 Acre
- $292,560 per Acre
Lot 4 -156 High Peak Way, Wilmington, VT 05363

Lot 4 in the High Peak Development, a .25-acre wooded parcel offering an ideal opportunity to create your own Vermont getaway. Perfectly situated just a short drive from Mount Snow, The Hermitage Club, and the recreational offerings of the Deerfield Valley, this lot provides the charm of a cabin in the woods setting with exceptional convenience.With public sewer and public water access,

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 4 -156 High Peak Way, Wilmington, VT 05363
/18
$68,900
- Land
- 0.5 Acre
- $137,800 per Acre
Lot 1 - 161 High Peak Way, Wilmington, VT 05363

Introducing Lot #1 in the High Peak Development, .50-acre double lot offering the foundation for your future Vermont home. This wooded parcel provides the peaceful setting of a cabin in the woods while still being just minutes from Mount Snow, The Hermitage Club, and the year-round recreation of the Deerfield Valley.With public sewer and public water access, the building process is made

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 1 - 161 High Peak Way, Wilmington, VT 05363
/20
$90,100
- Land
- 0.5 Acre
- $180,200 per Acre
LOT 3 158/160 High Peak Way, Wilmington, VT 05363

A opportunity to own this .50-acre double lot in the High Peak Development, offering a double lot for your Vermont getaway. Ideally situated adjacent to the Haystack Golf Course, this parcel provides the perfect mountain convenience. Just a short drive to Mount Snow**, The Hermitage Club, and all the year-round recreation the Deerfield Valley is known for, this property also offers direct access

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

LOT 3 158/160 High Peak Way, Wilmington, VT 05363
/20
$79,500
- Land
- 0.32 Acre
- $248,438 per Acre
Lot 2 - 162 High Peak Way, Wilmington, VT 05363

Discover the perfect opportunity to build your Vermont retreat on this .32 acre lot in the High Peak Development, ideally positioned adjacent to the Haystack Golf Course. This wooded parcel offers the privacy of a cabin-in-the-woods setting while still being just minutes from Mount Snow, The Hermitage Club, and all the four season recreation the Deerfield Valley offers. Charming downtown

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 2 - 162 High Peak Way, Wilmington, VT 05363
/52
$425,000
- 3 Beds
- 3.5 Baths
- 2,814 Sq Ft
195 Mann Rd Unit 12, Wilmington, VT 05363

Beautifully positioned along the 11th fairway of the Haystack Golf Course, this contemporary 3-bedroom, 4-bath townhouse offers four-season comfort with gorgeous mountain and sunrise views. The bright main level features an open layout with vaulted ceilings, a wood-burning fireplace, contemporary kitchen with breakfast bar, and a spacious dining area overlooking the outdoors. The primary suite is

Donald Koelsch Deerfield Valley Real Estate

195 Mann Rd Unit 12, Wilmington, VT 05363
/21
$489,000
- 3 Beds
- 2 Baths
- 2,003 Sq Ft
12 Lilla Ln, Wilmington, VT 05363

Beautiful woodsy 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 private

Adam Palmiter Berkley & Veller Greenwood/Dover

12 Lilla Ln, Wilmington, VT 05363
/23
$649,000
- 3 Beds
- 2.5 Baths
- 1,874 Sq Ft
457 Ray Hill Rd, Wilmington, VT 05363

Owners will consider reasonable offers. Lovely expanded farmhouse just up from the village of Wilmington and with mountain views and gorgeous exposure on 2.7 acres of private open land. 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

Adam Palmiter Berkley & Veller Greenwood/Dover

457 Ray Hill Rd, Wilmington, VT 05363
/42
$499,990
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
555 Vermont 9, Wilmington, VT 05363

MOTIVATED SELLER WITH A NEW PRICE IMPROVEMENT! 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 high-quality Anderson windows and

Colt Hazell Flex Realty

555 Vermont 9, Wilmington, VT 05363
/33
$2,100,000
- 7 Beds
- 4 Baths
- 4,256 Sq Ft
121 Fannie Hill Dr, Wilmington, VT 05363

Stunning contemporary chalet completely renovated in 2016 and located adjacent to the base of the Hermitage Club private ski resort. This gorgeous home sits on a private lot with direct snowmobile trail access, easy access to the ski trails, and direct to the clubhouse. Just a short drive into the village of Wilmington and the area's tremendous lakes. Thanks to the complete overhaul and

Adam Palmiter Berkley & Veller Greenwood/Dover

121 Fannie Hill 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
/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
/16
$19,900
- Land
- 0.46 Acre
- $43,261 per Acre
00 Country Ct Unit 693, Wilmington, VT 05363

Attention skiers, golfers, hikers, boaters, VAST lovers, and more! Discover the perfect blend of a country setting, amenities, and convenience with this exceptional land opportunity! This nearly half-acre lot is admirably located within Chimney Hill’s 1,200-acre private resort community with access to a wide range of recreational amenities for both summer and winter enjoyment. Located at the

Casey Scott Southern Vermont Realty Group

00 Country Ct Unit 693, 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
/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
/41
$465,000
- 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
/60
$449,000
- 4 Beds
- 2.5 Baths
- 1,900 Sq Ft
8 Little Bend Unit M-175, Wilmington, VT 05363

Time to start living the dream with your very own getaway in Chimney Hill! Little Bend Haven is a short walk to the Clubhouse, at the end of the road, with a wood burning fireplace, family room, open concept living, dining and kitchen, with deck, and three levels of living and sleeping spaces. Main level has a mudroom for gear, bedroom and full bath, kitchen/dining, deck with a babbling brook

Sigrid Pickering Chimney Hill Realty

8 Little Bend Unit M-175, 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
/32
$675,000
- 3 Beds
- 3 Baths
- 2,216 Sq Ft
12 Three Streams Way, Wilmington, VT 05363

Beautiful 2006 chalet in the Chimney Hill community just a short drive from the Mount Snow Ski Resort and village Wilmington. This meticulous turn key home has been completely renovated and upgraded, and sits on a on a private lot in the Chimney Hill community on a quiet side road with access to snowmobile trails and winter views. Inside is a gorgeous great room space with vaulted ceilings and

Tamara Purcell Berkley & Veller Greenwood Country

12 Three Streams Way, Wilmington, VT 05363
/28
$449,000
- 3 Beds
- 2 Baths
- 1,510 Sq Ft
49 West Rd, Wilmington, VT 05363

Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and

Adam Palmiter Berkley & Veller Greenwood/Dover

49 West Rd, Wilmington, VT 05363
/36
$529,000
- 3 Beds
- 2.5 Baths
- 2,044 Sq Ft
11 Dutchman Ln Unit 4A, Wilmington, VT 05363

This 3-bedroom plus loft, 2.5-bath end unit townhouse is in Powderhorn Village. The entrance boasts a mudroom, leading to a dining area adjacent to a fully equipped kitchen, complemented by a convenient powder room and living space with a wood-burning fieldstone fireplace. Access to an oversized deck and a bonus room with a hot tub and a private shower. Ascend to the second floor to find the

Jennifer Hovey-Densmore Deerfield Valley Real Estate

11 Dutchman Ln Unit 4A, Wilmington, VT 05363
/50
$435,000
- 4 Beds
- 2 Baths
- 1,344 Sq Ft
27 Country Ct, Wilmington, VT 05363

Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous multi-use

Janet Boyd Boyd Real Estate

27 Country Ct, Wilmington, VT 05363
/32
$559,000
- 3 Beds
- 3 Baths
- 2,080 Sq Ft
9 Greer Ct, Wilmington, VT 05363

Charming 2007 home with recent renovations nestled in the Chimney Hill community just a short drive from the Mount Snow ski resort, country village of Wilmington, and nearby lakes and amenities. This home sits on a private dead end parcel and has unique privacy and curb appeal. Inside you are treated to a large vaulted great room with expansive windows, exposed natural wood ceilings, and great

Adam Palmiter Berkley & Veller Greenwood/Dover

9 Greer Ct, Wilmington, VT 05363

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